# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name 'Eichen, Yoav' 'Botoshansky, Mark' 'Kapon, Moshe' 'Shterenberg, Alexander' 'Suwinska, Kinga' 'Turner, Boaz' _publ_contact_author_name 'Dr Yoav Eichen' _publ_contact_author_address ; Department of Chemistry and Solid-State Institute Israel Institute of Technology Technion City Haifa 32000 ISRAEL ; _publ_contact_author_fax '+(972) 4 823 3735' _publ_contact_author_phone '+(972) 4 829 3708' _publ_contact_author_email 'CHRYAOV@TX.TECHNION.AC.IL' _publ_section_title ; Self-Assembled Calix[6]pyrrole Capsules: Solid-State Encapsulation of Different Guests in Preorganized Calix[6]pyrrole Capsules ; data_calix[6]pyrrole.butylamine.water _database_code_CSD 175891 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H67.33 N6 O0.67' _chemical_formula_weight 835.16 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Hexagonal' _symmetry_space_group_name_H-M 'R-3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 22.954(1) _cell_length_b 22.954(1) _cell_length_c 24.968(1) _cell_angle_alpha 90.000 _cell_angle_beta 90.000 _cell_angle_gamma 120.000 _cell_volume 11392.8(8) _cell_formula_units_Z 9 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2249 _cell_measurement_theta_min 4.076 _cell_measurement_theta_max 20.600 _exptl_crystal_description 'block' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.096 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4056 _exptl_absorpt_coefficient_mu 0.065 _exptl_absorpt_correction_type 'none' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'KappaCCD' _diffrn_measurement_method ; 139 frames via \f rotation (rotation angle 1\%) and 2*20 s per frame) ; _diffrn_detector_area_resol_mean ; 1242 (horizontal) x 1152 (vertical) pixels, CCD pixel size is 22.5 x 22.5 \mm which gives at the input a pixel of 110 x 110 \mm (with 2 x 2 binning) ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9965 _diffrn_reflns_av_R_equivalents 0.052 _diffrn_reflns_av_sigmaI/netI 0.0861 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 29.58 _reflns_number_total 6961 _reflns_number_gt 3236 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Collect data collection software (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Johnson & Burnet, 1996)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1534P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0010(5) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 6961 _refine_ls_number_parameters 292 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1828 _refine_ls_R_factor_gt 0.0864 _refine_ls_wR_factor_ref 0.2743 _refine_ls_wR_factor_gt 0.2335 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _refine_ls_shift/su_max 1.011 _refine_ls_shift/su_mean 0.179 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.77849(9) 0.52203(9) 0.04758(7) 0.0450(5) Uani 1 1 d . . . H1 H 0.7970 0.5244 0.0781 0.053(7) Uiso 1 1 calc R . . C2 C 0.71254(11) 0.50524(11) 0.04045(9) 0.0432(5) Uani 1 1 d . . . C3 C 0.70292(12) 0.50655(13) -0.01332(10) 0.0552(7) Uani 1 1 d . . . H3 H 0.6629 0.4972 -0.0300 0.066 Uiso 1 1 calc R . . C4 C 0.76428(12) 0.52462(12) -0.03939(9) 0.0504(6) Uani 1 1 d . . . H4 H 0.7718 0.5290 -0.0762 0.060 Uiso 1 1 calc R . . C5 C 0.81060(11) 0.53445(11) -0.00098(8) 0.0422(5) Uani 1 1 d . . . C6 C 0.88395(10) 0.55292(10) -0.00528(8) 0.0410(5) Uani 1 1 d . . . N7 N 0.84570(9) 0.43979(9) 0.03812(7) 0.0441(5) Uani 1 1 d . . . H7 H 0.8054 0.4227 0.0258 0.049(7) Uiso 1 1 calc R . . C8 C 0.89609(11) 0.50476(11) 0.02932(8) 0.0417(5) Uani 1 1 d . . . C9 C 0.95127(11) 0.51213(12) 0.05529(10) 0.0511(6) Uani 1 1 d . . . H9 H 0.9931 0.5511 0.0564 0.061 Uiso 1 1 calc R . . C10 C 0.93407(12) 0.45008(12) 0.08047(10) 0.0525(6) Uani 1 1 d . . . H10 H 0.9626 0.4412 0.1010 0.063 Uiso 1 1 calc R . . C11 C 0.86819(11) 0.40573(11) 0.06914(8) 0.0438(5) Uani 1 1 d . . . C12 C 0.66575(11) 0.48825(11) 0.08779(9) 0.0472(6) Uani 1 1 d . . . C13 C 0.66786(13) 0.43339(16) 0.12170(10) 0.0650(8) Uani 1 1 d . . . H13A H 0.6548 0.3942 0.1000 0.097 Uiso 1 1 calc R . . H13B H 0.6374 0.4219 0.1513 0.097 Uiso 1 1 calc R . . H13C H 0.7127 0.4498 0.1349 0.097 Uiso 1 1 calc R . . C14 C 0.68808(14) 0.55184(16) 0.12173(12) 0.0727(8) Uani 1 1 d . . . H14A H 0.7338 0.5692 0.1331 0.109 Uiso 1 1 calc R . . H14B H 0.6595 0.5409 0.1525 0.109 Uiso 1 1 calc R . . H14C H 0.6850 0.5852 0.1007 0.109 Uiso 1 1 calc R . . C15 C 0.89735(10) 0.54686(11) -0.06557(8) 0.0435(5) Uani 1 1 d . . . C16 C 0.91429(14) 0.59965(13) -0.09993(10) 0.0616(7) Uani 1 1 d . . . H16 H 0.9187 0.6395 -0.0867 0.074 Uiso 1 1 calc R . . C17 C 0.92495(16) 0.59477(16) -0.15407(11) 0.0739(8) Uani 1 1 d . . . H17 H 0.9376 0.6315 -0.1765 0.089 Uiso 1 1 calc R . . C18 C 0.91684(15) 0.53567(17) -0.17424(11) 0.0724(9) Uani 1 1 d . . . H18 H 0.9236 0.5319 -0.2105 0.087 Uiso 1 1 calc R . . C19 C 0.89891(15) 0.48298(15) -0.14106(10) 0.0679(8) Uani 1 1 d . . . H19 H 0.8928 0.4426 -0.1548 0.081 Uiso 1 1 calc R . . C20 C 0.88947(13) 0.48813(13) -0.08676(10) 0.0559(6) Uani 1 1 d . . . H20 H 0.8777 0.4514 -0.0645 0.067 Uiso 1 1 calc R . . C21 C 0.93239(11) 0.62607(10) 0.01382(9) 0.0444(5) Uani 1 1 d . . . C22 C 1.00115(12) 0.65385(12) 0.00557(10) 0.0520(6) Uani 1 1 d . . . H22 H 1.0170 0.6290 -0.0122 0.062 Uiso 1 1 calc R . . C23 C 1.04630(14) 0.71802(13) 0.02342(12) 0.0658(7) Uani 1 1 d . . . H23 H 1.0922 0.7358 0.0180 0.079 Uiso 1 1 calc R . . C24 C 1.02317(17) 0.75555(14) 0.04918(14) 0.0840(10) Uani 1 1 d . . . H24 H 1.0534 0.7983 0.0619 0.101 Uiso 1 1 calc R . . C25 C 0.95613(18) 0.72980(15) 0.05586(14) 0.0841(10) Uani 1 1 d . . . H25 H 0.9405 0.7556 0.0725 0.101 Uiso 1 1 calc R . . C26 C 0.91026(14) 0.66536(13) 0.03824(11) 0.0622(7) Uani 1 1 d . . . H26 H 0.8644 0.6487 0.0429 0.075 Uiso 1 1 calc R . . N27 N 0.86768(18) 0.5610(2) 0.14676(12) 0.1257(13) Uani 1 1 d . . . H27A H 0.8462 0.5190 0.1386 0.151 Uiso 1 1 calc R . . H27B H 0.8905 0.5905 0.1227 0.151 Uiso 1 1 calc R . . C28 C 0.8655(3) 0.5823(3) 0.20131(19) 0.1293(16) Uani 1 1 d . . . H28A H 0.8472 0.6123 0.2012 0.155 Uiso 1 1 calc R . . H28B H 0.9108 0.6068 0.2157 0.155 Uiso 1 1 calc R . . C29 C 0.8210(4) 0.5199(5) 0.2379(3) 0.193(3) Uani 1 1 d . . . H29A H 0.8164 0.5357 0.2728 0.232 Uiso 1 1 calc R . . H29B H 0.7764 0.4946 0.2224 0.232 Uiso 1 1 calc R . . C30 C 0.8483(5) 0.4753(4) 0.2448(3) 0.187(3) Uani 1 1 d . . . H30A H 0.8893 0.4971 0.2657 0.225 Uiso 1 1 calc R . . H30B H 0.8581 0.4628 0.2103 0.225 Uiso 1 1 calc R . . C31 C 0.7958(5) 0.4153(6) 0.2731(3) 0.224(4) Uani 1 1 d . . . H31A H 0.8025 0.4219 0.3110 0.336 Uiso 1 1 calc R . . H31B H 0.7987 0.3765 0.2627 0.336 Uiso 1 1 calc R . . H31C H 0.7523 0.4085 0.2638 0.336 Uiso 1 1 calc R . . O1W O 0.6667 0.3333 -0.0071(11) 0.296(11) Uani 0.50 3 d SP . . H1W1 H 0.6667 0.3333 -0.0452 0.444 Uiso 0.50 3 d SPR . . H1W2 H 0.6336 0.3282 0.0073 0.444 Uiso 0.17 1 d PR . . O2W O 0.6667 0.3333 -0.1169(13) 0.379(18) Uani 0.50 3 d SP . . H2W1 H 0.6667 0.3333 -0.1471 0.568 Uiso 0.50 3 d SPR . . H2W2 H 0.6906 0.3199 -0.1101 0.568 Uiso 0.17 1 d PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0397(10) 0.0528(11) 0.0414(10) -0.0002(8) -0.0030(8) 0.0222(9) C2 0.0388(12) 0.0441(12) 0.0476(13) -0.0006(10) -0.0013(10) 0.0212(10) C3 0.0426(13) 0.0669(16) 0.0540(15) 0.0086(12) -0.0061(11) 0.0256(12) C4 0.0458(13) 0.0596(15) 0.0423(12) 0.0103(11) 0.0007(10) 0.0238(11) C5 0.0425(12) 0.0440(12) 0.0379(11) 0.0014(9) -0.0003(9) 0.0200(10) C6 0.0394(11) 0.0395(11) 0.0398(11) -0.0013(9) -0.0020(9) 0.0166(10) N7 0.0376(10) 0.0425(10) 0.0457(10) -0.0003(8) -0.0072(8) 0.0152(8) C8 0.0375(11) 0.0406(12) 0.0418(11) -0.0034(9) -0.0026(9) 0.0156(10) C9 0.0381(12) 0.0463(13) 0.0619(15) 0.0013(11) -0.0053(11) 0.0157(10) C10 0.0444(13) 0.0472(14) 0.0616(15) 0.0033(11) -0.0101(11) 0.0197(11) C11 0.0416(12) 0.0429(12) 0.0434(12) -0.0013(10) -0.0046(10) 0.0185(10) C12 0.0415(12) 0.0518(13) 0.0462(13) -0.0044(10) -0.0018(10) 0.0217(10) C13 0.0507(15) 0.089(2) 0.0558(15) 0.0174(14) 0.0051(12) 0.0356(14) C14 0.0553(16) 0.089(2) 0.0714(18) -0.0313(16) -0.0099(14) 0.0344(15) C15 0.0363(11) 0.0452(12) 0.0416(12) -0.0020(10) -0.0020(9) 0.0149(10) C16 0.0764(18) 0.0494(14) 0.0496(14) 0.0026(12) -0.0008(12) 0.0244(13) C17 0.082(2) 0.0680(18) 0.0469(15) 0.0086(14) 0.0010(13) 0.0184(16) C18 0.0742(19) 0.082(2) 0.0413(13) -0.0093(14) 0.0028(13) 0.0244(16) C19 0.0752(19) 0.0668(18) 0.0557(16) -0.0171(14) -0.0024(14) 0.0310(15) C20 0.0620(15) 0.0535(14) 0.0487(13) -0.0041(11) 0.0003(12) 0.0262(12) C21 0.0458(13) 0.0386(12) 0.0455(12) -0.0011(10) -0.0014(10) 0.0185(10) C22 0.0459(13) 0.0453(13) 0.0603(14) -0.0018(11) -0.0008(11) 0.0196(11) C23 0.0507(15) 0.0488(15) 0.0837(19) -0.0056(14) -0.0096(14) 0.0143(12) C24 0.072(2) 0.0457(16) 0.110(3) -0.0238(15) -0.0189(19) 0.0117(15) C25 0.086(2) 0.0600(18) 0.105(3) -0.0325(17) -0.0030(19) 0.0357(17) C26 0.0578(16) 0.0547(15) 0.0727(17) -0.0083(13) 0.0029(13) 0.0272(13) N27 0.107(2) 0.195(4) 0.0686(19) 0.002(2) -0.0033(17) 0.070(3) C28 0.140(4) 0.142(4) 0.101(3) 0.017(3) -0.007(3) 0.067(3) C29 0.250(8) 0.289(10) 0.139(5) -0.064(6) -0.050(5) 0.208(9) C30 0.231(8) 0.216(8) 0.155(6) -0.004(5) 0.000(6) 0.142(7) C31 0.216(8) 0.308(11) 0.165(6) 0.059(7) 0.059(6) 0.144(8) O1W 0.310(18) 0.310(18) 0.27(2) 0.000 0.000 0.155(9) O2W 0.41(3) 0.41(3) 0.32(3) 0.000 0.000 0.204(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C5 1.373(3) . ? N1 C2 1.374(3) . ? C2 C3 1.363(3) . ? C2 C12 1.511(3) . ? C3 C4 1.413(3) . ? C4 C5 1.364(3) . ? C5 C6 1.521(3) . ? C6 C8 1.534(3) . ? C6 C21 1.554(3) . ? C6 C15 1.557(3) . ? N7 C11 1.372(3) . ? N7 C8 1.373(3) . ? C8 C9 1.356(3) . ? C9 C10 1.421(3) . ? C10 C11 1.365(3) . ? C11 C12 1.513(3) 3_665 ? C12 C11 1.513(3) 2_655 ? C12 C13 1.538(4) . ? C12 C14 1.537(4) . ? C15 C20 1.373(3) . ? C15 C16 1.373(3) . ? C16 C17 1.388(4) . ? C17 C18 1.370(4) . ? C18 C19 1.349(4) . ? C19 C20 1.387(3) . ? C21 C26 1.379(3) . ? C21 C22 1.391(3) . ? C22 C23 1.384(4) . ? C23 C24 1.376(4) . ? C24 C25 1.355(5) . ? C25 C26 1.390(4) . ? N27 C28 1.456(5) . ? C28 C29 1.572(9) . ? C29 C30 1.452(9) . ? C30 C31 1.479(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C5 N1 C2 110.22(18) . . ? C3 C2 N1 106.81(19) . . ? C3 C2 C12 132.4(2) . . ? N1 C2 C12 120.81(19) . . ? C2 C3 C4 108.2(2) . . ? C5 C4 C3 107.7(2) . . ? C4 C5 N1 107.06(19) . . ? C4 C5 C6 131.24(19) . . ? N1 C5 C6 121.67(18) . . ? C5 C6 C8 109.51(17) . . ? C5 C6 C21 111.94(17) . . ? C8 C6 C21 108.43(16) . . ? C5 C6 C15 106.50(16) . . ? C8 C6 C15 111.41(17) . . ? C21 C6 C15 109.07(17) . . ? C11 N7 C8 110.90(18) . . ? C9 C8 N7 106.62(19) . . ? C9 C8 C6 132.4(2) . . ? N7 C8 C6 120.99(18) . . ? C8 C9 C10 108.2(2) . . ? C11 C10 C9 107.7(2) . . ? C10 C11 N7 106.52(19) . . ? C10 C11 C12 130.8(2) . 3_665 ? N7 C11 C12 122.52(19) . 3_665 ? C2 C12 C11 110.62(18) . 2_655 ? C2 C12 C13 109.42(19) . . ? C11 C12 C13 108.73(19) 2_655 . ? C2 C12 C14 109.24(19) . . ? C11 C12 C14 108.83(19) 2_655 . ? C13 C12 C14 110.0(2) . . ? C20 C15 C16 117.8(2) . . ? C20 C15 C6 121.7(2) . . ? C16 C15 C6 120.5(2) . . ? C15 C16 C17 121.4(3) . . ? C18 C17 C16 119.7(3) . . ? C19 C18 C17 119.4(3) . . ? C18 C19 C20 120.9(3) . . ? C15 C20 C19 120.7(2) . . ? C26 C21 C22 118.1(2) . . ? C26 C21 C6 122.9(2) . . ? C22 C21 C6 118.99(19) . . ? C23 C22 C21 121.0(2) . . ? C24 C23 C22 119.9(3) . . ? C25 C24 C23 119.6(3) . . ? C24 C25 C26 121.1(3) . . ? C21 C26 C25 120.3(3) . . ? N27 C28 C29 110.8(5) . . ? C30 C29 C28 113.4(6) . . ? C29 C30 C31 106.0(8) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 N1 C2 C3 0.5(2) . . . . ? C5 N1 C2 C12 179.2(2) . . . . ? N1 C2 C3 C4 -0.1(3) . . . . ? C12 C2 C3 C4 -178.6(2) . . . . ? C2 C3 C4 C5 -0.3(3) . . . . ? C3 C4 C5 N1 0.6(3) . . . . ? C3 C4 C5 C6 178.5(2) . . . . ? C2 N1 C5 C4 -0.7(3) . . . . ? C2 N1 C5 C6 -178.82(19) . . . . ? C4 C5 C6 C8 -130.9(2) . . . . ? N1 C5 C6 C8 46.7(3) . . . . ? C4 C5 C6 C21 108.8(3) . . . . ? N1 C5 C6 C21 -73.6(3) . . . . ? C4 C5 C6 C15 -10.3(3) . . . . ? N1 C5 C6 C15 167.29(19) . . . . ? C11 N7 C8 C9 -0.2(2) . . . . ? C11 N7 C8 C6 178.78(18) . . . . ? C5 C6 C8 C9 -151.3(2) . . . . ? C21 C6 C8 C9 -28.9(3) . . . . ? C15 C6 C8 C9 91.1(3) . . . . ? C5 C6 C8 N7 30.0(3) . . . . ? C21 C6 C8 N7 152.37(19) . . . . ? C15 C6 C8 N7 -87.6(2) . . . . ? N7 C8 C9 C10 0.1(3) . . . . ? C6 C8 C9 C10 -178.8(2) . . . . ? C8 C9 C10 C11 0.1(3) . . . . ? C9 C10 C11 N7 -0.2(3) . . . . ? C9 C10 C11 C12 -176.1(2) . . . 3_665 ? C8 N7 C11 C10 0.3(2) . . . . ? C8 N7 C11 C12 176.6(2) . . . 3_665 ? C3 C2 C12 C11 6.0(3) . . . 2_655 ? N1 C2 C12 C11 -172.25(19) . . . 2_655 ? C3 C2 C12 C13 125.8(3) . . . . ? N1 C2 C12 C13 -52.5(3) . . . . ? C3 C2 C12 C14 -113.7(3) . . . . ? N1 C2 C12 C14 68.0(3) . . . . ? C5 C6 C15 C20 -91.4(2) . . . . ? C8 C6 C15 C20 27.9(3) . . . . ? C21 C6 C15 C20 147.6(2) . . . . ? C5 C6 C15 C16 85.3(2) . . . . ? C8 C6 C15 C16 -155.4(2) . . . . ? C21 C6 C15 C16 -35.7(3) . . . . ? C20 C15 C16 C17 -1.7(4) . . . . ? C6 C15 C16 C17 -178.5(2) . . . . ? C15 C16 C17 C18 1.7(4) . . . . ? C16 C17 C18 C19 -0.4(5) . . . . ? C17 C18 C19 C20 -0.9(5) . . . . ? C16 C15 C20 C19 0.5(4) . . . . ? C6 C15 C20 C19 177.2(2) . . . . ? C18 C19 C20 C15 0.8(4) . . . . ? C5 C6 C21 C26 8.0(3) . . . . ? C8 C6 C21 C26 -112.9(2) . . . . ? C15 C6 C21 C26 125.6(2) . . . . ? C5 C6 C21 C22 -171.2(2) . . . . ? C8 C6 C21 C22 67.9(2) . . . . ? C15 C6 C21 C22 -53.6(3) . . . . ? C26 C21 C22 C23 2.7(4) . . . . ? C6 C21 C22 C23 -178.0(2) . . . . ? C21 C22 C23 C24 -0.8(4) . . . . ? C22 C23 C24 C25 -1.4(5) . . . . ? C23 C24 C25 C26 1.5(5) . . . . ? C22 C21 C26 C25 -2.6(4) . . . . ? C6 C21 C26 C25 178.1(3) . . . . ? C24 C25 C26 C21 0.5(5) . . . . ? N27 C28 C29 C30 64.8(7) . . . . ? C28 C29 C30 C31 -171.9(6) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 N27 0.86 2.22 3.048(4) 162.4 . O1W H1W1 O2W 0.95 1.79 2.74(4) 180.0 . O2W H2W1 O2W 0.75 1.73 2.48(7) 180.0 16_654 _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 29.58 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.647 _refine_diff_density_min -0.345 _refine_diff_density_rms 0.053 data_Calix[6]pyrrole.chloroform.water.acetone _database_code_CSD 101785 _audit_creation_method SHELXL _chemical_name_systematic ; 1,1,3,3,5,5-meso-hexamethyl-2,2,4,4,6,6-meso-hexaphenyl-calix[6]pyrrole ; _chemical_name_common 'TRIMER' _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C27.67 H28 Cl0.67 N2 O' _chemical_formula_weight 428.15 _chemical_melting_point ? _chemical_compound_source 'see text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Trigonal _symmetry_space_group_name_H-M 'R-3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 23.750(30) _cell_length_b 23.750(30) _cell_length_c 24.200(30) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 11821.5(257) _cell_formula_units_Z 18 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 1.9 _cell_measurement_theta_max 7.6 _exptl_crystal_description cube _exptl_crystal_colour white _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas 1.03 _exptl_crystal_density_diffrn 1.083 _exptl_crystal_density_method flotation _exptl_crystal_F_000 4092 _exptl_absorpt_coefficient_mu 0.131 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Philips PW 1100 four-cicle difractometer' _diffrn_measurement_method \w/2\q _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time '120 min' _diffrn_standards_decay_% 6.5 _diffrn_reflns_number 4329 _diffrn_reflns_av_R_equivalents 0.1073 _diffrn_reflns_av_sigmaI/netI 0.1833 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 22.04 _reflns_number_total 2718 _reflns_number_observed 912 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Philips PW 1100/20 (Philips,1973)' _computing_cell_refinement 'Philips PW 1100/20 (Philips,1973)' _computing_data_reduction 'PROCN (Philips,1973)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'ORTEP II (Johnson, 1976), TEXSAN 1.6 MSC)' _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 86 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating R factor obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1197P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment fixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2585 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2152 _refine_ls_R_factor_obs 0.0922 _refine_ls_wR_factor_all 0.2402 _refine_ls_wR_factor_obs 0.1807 _refine_ls_goodness_of_fit_all 1.089 _refine_ls_goodness_of_fit_obs 1.357 _refine_ls_restrained_S_all 1.242 _refine_ls_restrained_S_obs 1.357 _refine_ls_shift/esd_max -0.648 _refine_ls_shift/esd_mean 0.073 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group C1 C 0.4520(5) 0.1245(5) 0.1674(4) 0.054(3) Uani 1 d . . C2 C 0.5211(6) 0.1394(5) 0.1645(4) 0.052(3) Uani 1 d . . N1 N 0.5537(5) 0.1521(4) 0.1149(4) 0.060(3) Uani 1 d . . H1N1 H 0.5369 0.1517 0.0833 0.072 Uiso 1 calc . . C3 C 0.6157(7) 0.1652(5) 0.1223(5) 0.058(3) Uani 1 d . . C4 C 0.6254(5) 0.1608(6) 0.1766(6) 0.071(3) Uani 1 d . . H4 H 0.6633 0.1667 0.1932 0.085 Uiso 1 calc . . C5 C 0.5656(6) 0.1452(6) 0.2038(4) 0.077(4) Uani 1 d . . H5 H 0.5582 0.1399 0.2417 0.092 Uiso 1 calc . . C6 C 0.4408(6) 0.1715(6) 0.1313(4) 0.049(3) Uani 1 d . . N2 N 0.4913(4) 0.2334(6) 0.1239(3) 0.058(3) Uani 1 d . . H1N2 H 0.5300 0.2478 0.1363 0.069 Uiso 1 calc . . C7 C 0.4716(6) 0.2693(6) 0.0939(5) 0.060(3) Uani 1 d . . C8 C 0.4077(7) 0.2284(6) 0.0827(4) 0.065(3) Uani 1 d . . H8 H 0.3811 0.2390 0.0625 0.078 Uiso 1 calc . . C9 C 0.3886(5) 0.1684(6) 0.1060(5) 0.063(3) Uani 1 d . . H9 H 0.3471 0.1322 0.1046 0.076 Uiso 1 calc . . C10 C 0.6632(5) 0.1794(5) 0.0734(4) 0.059(3) Uani 1 d . . C11 C 0.6383(6) 0.1181(7) 0.0392(5) 0.104(5) Uani 1 d . . H111 H 0.5957 0.1054 0.0255 0.155 Uiso 1 calc . . H112 H 0.6363 0.0838 0.0617 0.155 Uiso 1 calc . . H113 H 0.6672 0.1261 0.0087 0.155 Uiso 1 calc . . C12 C 0.6636(5) 0.2338(6) 0.0385(4) 0.077(4) Uani 1 d . . H121 H 0.6799 0.2726 0.0603 0.116 Uiso 1 calc . . H122 H 0.6202 0.2204 0.0265 0.116 Uiso 1 calc . . H123 H 0.6911 0.2422 0.0068 0.116 Uiso 1 calc . . C13 C 0.4374(5) 0.1304(6) 0.2305(5) 0.056(3) Uani 1 d . . C14 C 0.4223(5) 0.0804(6) 0.2666(5) 0.069(3) Uani 1 d . . H14 H 0.4207 0.0428 0.2536 0.083 Uiso 1 calc . . C15 C 0.4093(6) 0.0843(7) 0.3222(5) 0.084(4) Uani 1 d . . H15 H 0.3985 0.0496 0.3460 0.101 Uiso 1 calc . . C16 C 0.4127(6) 0.1390(9) 0.3404(5) 0.092(4) Uani 1 d . . H16 H 0.4048 0.1424 0.3775 0.110 Uiso 1 calc . . C17 C 0.4277(7) 0.1910(7) 0.3052(6) 0.093(4) Uani 1 d . . H17 H 0.4298 0.2288 0.3184 0.112 Uiso 1 calc . . C18 C 0.4394(6) 0.1850(6) 0.2506(5) 0.076(4) Uani 1 d . . H18 H 0.4489 0.2191 0.2265 0.092 Uiso 1 calc . . C19 C 0.4059(6) 0.0539(5) 0.1480(4) 0.052(3) Uani 1 d . . C20 C 0.4276(6) 0.0162(8) 0.1246(5) 0.076(4) Uani 1 d . . H20 H 0.4720 0.0323 0.1202 0.092 Uiso 1 calc . . C21 C 0.3834(10) -0.0463(8) 0.1075(6) 0.101(4) Uani 1 d . . H21 H 0.3990 -0.0708 0.0901 0.121 Uiso 1 calc . . C22 C 0.3180(9) -0.0734(7) 0.1151(6) 0.100(5) Uani 1 d . . H22 H 0.2897 -0.1157 0.1034 0.121 Uiso 1 calc . . C23 C 0.2948(6) -0.0381(8) 0.1398(6) 0.086(4) Uani 1 d . . H23 H 0.2504 -0.0553 0.1454 0.103 Uiso 1 calc . . C24 C 0.3390(8) 0.0239(7) 0.1566(4) 0.074(4) Uani 1 d . . H24 H 0.3231 0.0476 0.1749 0.089 Uiso 1 calc . . Cl1S Cl 0.0000 0.0000 0.1642(7) 0.345(9) Uani 1 d S . O2W C 0.3333 0.6667 0.0849(13) 0.250(20) Uani 1 d S . C1AC C 0.3112(19) 0.4499(11) 0.0340(11) 0.229(14) Uani 1 d . . O1AC O 0.3437(9) 0.5014(9) 0.0008(6) 0.236(7) Uani 1 d . . C3AC C 0.2548(10) 0.4232(12) 0.0585(12) 0.211(13) Uani 1 d . . H3A1 H 0.2271 0.4358 0.0400 0.316 Uiso 1 calc . . H3A2 H 0.2605 0.4373 0.0963 0.316 Uiso 1 calc . . H3A3 H 0.2354 0.3767 0.0573 0.316 Uiso 1 calc . . C2AC C 0.3725(13) 0.4389(12) 0.0336(12) 0.259(15) Uani 1 d . . H2A1 H 0.4110 0.4788 0.0242 0.388 Uiso 1 calc . . H2A2 H 0.3655 0.4061 0.0069 0.388 Uiso 1 calc . . H2A3 H 0.3776 0.4250 0.0696 0.388 Uiso 1 calc . . C4S C 0.0000 0.0000 0.0959(28) 0.363(34) Uani 1 d S . Cl2S Cl -0.0338(18) 0.0328(17) 0.0582(11) 0.357(17) Uani 0.33 d P . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.036(8) 0.068(9) 0.045(8) -0.010(7) 0.012(6) 0.016(7) C2 0.066(9) 0.068(8) 0.025(7) 0.009(6) 0.009(8) 0.035(7) N1 0.050(7) 0.097(7) 0.046(7) -0.014(6) -0.022(6) 0.047(6) C3 0.077(11) 0.063(8) 0.042(9) 0.003(6) -0.014(8) 0.040(7) C4 0.039(8) 0.113(10) 0.064(9) 0.009(8) -0.012(7) 0.040(7) C5 0.061(9) 0.118(10) 0.036(7) 0.026(7) -0.011(8) 0.034(8) C6 0.054(8) 0.052(9) 0.035(7) 0.013(6) 0.005(7) 0.022(8) N2 0.059(7) 0.069(8) 0.045(6) 0.005(5) -0.011(5) 0.032(7) C7 0.050(9) 0.050(9) 0.057(8) -0.022(8) -0.016(7) 0.008(8) C8 0.087(11) 0.055(8) 0.053(8) 0.020(7) -0.014(7) 0.036(9) C9 0.042(8) 0.091(11) 0.043(7) -0.005(7) -0.017(6) 0.024(7) C10 0.045(8) 0.075(9) 0.044(7) 0.000(7) -0.010(7) 0.019(7) C11 0.102(10) 0.126(12) 0.087(10) -0.055(9) -0.022(8) 0.060(9) C12 0.081(9) 0.105(10) 0.044(7) 0.016(7) -0.004(6) 0.046(8) C13 0.043(7) 0.043(8) 0.074(10) -0.002(8) 0.002(6) 0.014(6) C14 0.075(9) 0.062(9) 0.055(9) 0.011(8) 0.017(7) 0.022(7) C15 0.101(11) 0.094(12) 0.046(10) -0.003(8) 0.008(8) 0.040(9) C16 0.078(10) 0.112(13) 0.053(10) -0.008(11) 0.004(7) 0.024(10) C17 0.108(11) 0.111(13) 0.060(10) -0.011(10) 0.006(9) 0.053(10) C18 0.105(10) 0.082(10) 0.038(9) 0.003(7) -0.002(7) 0.044(8) C19 0.050(9) 0.041(8) 0.050(7) 0.006(6) -0.001(7) 0.012(8) C20 0.061(9) 0.067(10) 0.089(10) -0.005(8) 0.006(7) 0.023(9) C21 0.110(13) 0.077(12) 0.100(11) -0.004(9) 0.003(11) 0.035(11) C22 0.115(14) 0.077(11) 0.105(12) -0.038(9) -0.024(11) 0.044(11) C23 0.086(10) 0.061(10) 0.074(10) -0.006(8) -0.031(8) 0.009(10) C24 0.091(11) 0.085(11) 0.044(8) -0.001(7) 0.003(8) 0.042(10) Cl1S 0.424(15) 0.424(15) 0.187(14) 0.000 0.000 0.212(8) O2W 0.334(32) 0.334(32) 0.082(21) 0.000 0.000 0.167(16) C1AC 0.370(46) 0.110(17) 0.249(29) 0.093(18) 0.022(31) 0.152(26) O1AC 0.303(19) 0.223(16) 0.146(12) -0.007(11) -0.014(13) 0.104(15) C3AC 0.105(15) 0.214(25) 0.254(28) 0.094(20) 0.049(16) 0.034(15) C2AC 0.289(29) 0.226(24) 0.356(36) 0.152(25) 0.153(26) 0.200(24) C4S 0.444(65) 0.444(65) 0.200(70) 0.000 0.000 0.222(33) Cl2S 0.509(48) 0.543(48) 0.229(26) 0.003(30) -0.036(31) 0.420(40) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.498(13) . ? C1 C6 1.542(14) . ? C1 C13 1.587(14) . ? C1 C19 1.548(13) . ? C2 N1 1.378(11) . ? C2 C5 1.377(13) . ? N1 C3 1.357(12) . ? C3 C4 1.346(13) . ? C3 C10 1.551(14) . ? C4 C5 1.436(14) . ? C6 C9 1.350(13) . ? C6 N2 1.368(12) . ? N2 C7 1.369(12) . ? C7 C8 1.358(13) . ? C7 C10 1.496(14) 3_665 ? C8 C9 1.382(13) . ? C10 C11 1.515(14) . ? C10 C7 1.496(14) 2_655 ? C10 C12 1.540(14) . ? C13 C18 1.363(14) . ? C13 C14 1.369(13) . ? C14 C15 1.393(15) . ? C15 C16 1.33(2) . ? C16 C17 1.39(2) . ? C17 C18 1.37(2) . ? C19 C24 1.395(15) . ? C19 C20 1.359(14) . ? C20 C21 1.39(2) . ? C21 C22 1.36(2) . ? C22 C23 1.35(2) . ? C23 C24 1.38(2) . ? Cl1S C4S 1.65(6) . ? C1AC C3AC 1.30(3) . ? C1AC O1AC 1.34(2) . ? C1AC C2AC 1.60(4) . ? C4S Cl2S 1.64(4) 3 ? C4S Cl2S 1.64(4) 2 ? C4S Cl2S 1.64(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 111.5(9) . . ? C2 C1 C13 106.6(8) . . ? C6 C1 C13 111.0(9) . . ? C2 C1 C19 109.8(9) . . ? C6 C1 C19 109.1(9) . . ? C13 C1 C19 108.7(9) . . ? N1 C2 C5 105.2(9) . . ? N1 C2 C1 121.4(10) . . ? C5 C2 C1 133.4(10) . . ? C3 N1 C2 111.2(8) . . ? N1 C3 C4 108.6(10) . . ? N1 C3 C10 122.5(10) . . ? C4 C3 C10 128.8(12) . . ? C3 C4 C5 106.4(9) . . ? C2 C5 C4 108.6(9) . . ? C9 C6 N2 106.7(9) . . ? C9 C6 C1 134.7(12) . . ? N2 C6 C1 118.5(11) . . ? C6 N2 C7 110.5(9) . . ? N2 C7 C8 105.5(10) . . ? N2 C7 C10 124.3(12) . 3_665 ? C8 C7 C10 129.8(13) . 3_665 ? C7 C8 C9 109.3(10) . . ? C6 C9 C8 108.0(9) . . ? C11 C10 C7 111.2(10) . 2_655 ? C11 C10 C3 108.5(9) . . ? C7 C10 C3 110.9(9) 2_655 . ? C11 C10 C12 110.0(10) . . ? C7 C10 C12 108.7(9) 2_655 . ? C3 C10 C12 107.5(9) . . ? C18 C13 C14 117.9(10) . . ? C18 C13 C1 121.4(11) . . ? C14 C13 C1 120.7(11) . . ? C13 C14 C15 121.9(12) . . ? C16 C15 C14 118.4(12) . . ? C17 C16 C15 121.7(12) . . ? C16 C17 C18 118.1(12) . . ? C13 C18 C17 122.0(12) . . ? C24 C19 C20 116.0(10) . . ? C24 C19 C1 121.0(12) . . ? C20 C19 C1 122.9(12) . . ? C21 C20 C19 119.7(12) . . ? C20 C21 C22 122.6(13) . . ? C23 C22 C21 119.3(13) . . ? C24 C23 C22 117.8(13) . . ? C23 C24 C19 124.5(12) . . ? C3AC C1AC O1AC 134.5(29) . . ? C3AC C1AC C2AC 136.0(20) . . ? O1AC C1AC C2AC 89.4(27) . . ? Cl2S C4S Cl2S 92.2(30) 3 2 ? Cl2S C4S Cl2S 92.2(30) 3 . ? Cl2S C4S Cl2S 92.2(30) 2 . ? Cl2S C4S Cl1S 123.7(22) 3 . ? Cl2S C4S Cl1S 123.7(22) 2 . ? Cl2S C4S Cl1S 123.7(22) . . ? _refine_diff_density_max 0.205 _refine_diff_density_min -0.269 _refine_diff_density_rms 0.055 data_calix[6]pyrrole.chloronitrobenzene.water.chloroform _database_code_CSD 175892 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C76.50 H70 Cl9.50 N6.50 O1.50' _chemical_formula_weight 1441.17 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Hexagonal' _symmetry_space_group_name_H-M 'R-3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 23.517(1) _cell_length_b 23.517(1) _cell_length_c 24.148(1) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 11565.8(8) _cell_formula_units_Z 6 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.02 _cell_measurement_theta_max 20.82 _exptl_crystal_description 'plate' _exptl_crystal_colour 'brownish' _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 6430 _exptl_crystal_density_diffrn 1.241 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4488 _exptl_absorpt_coefficient_mu 0.391 _exptl_absorpt_correction_type 'none' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'KappaCCD' _diffrn_measurement_method ; 85 frames via \f rotation (rotation angle 1\%) and 2*700 s per frame) ; _diffrn_detector_area_resol_mean ; 1242 (horizontal) x 1152 (vertical) pixels, CCD pixel size is 22.5 x 22.5 \mm which gives at the input a pixel of 110 x 110 \mm (with 2 x 2 binning) ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7708 _diffrn_reflns_av_R_equivalents 0.057 _diffrn_reflns_av_sigmaI/netI 0.0563 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.78 _diffrn_reflns_theta_max 20.89 _reflns_number_total 2660 _reflns_number_gt 1915 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Collect data collection software (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Johnson & Burnet, 1996)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1143P)^2^+69.2005P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00030(19) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2660 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1464 _refine_ls_R_factor_gt 0.0989 _refine_ls_wR_factor_ref 0.2571 _refine_ls_wR_factor_gt 0.2322 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _refine_ls_shift/su_max 3.207 _refine_ls_shift/su_mean 0.087 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.0995(2) 0.1760(3) 0.2918(2) 0.0491(14) Uani 1 1 d . . . H1 H 0.083(3) 0.137(3) 0.306(2) 0.059 Uiso 1 1 d . . . C2 C 0.1633(3) 0.2261(3) 0.2996(2) 0.0462(16) Uani 1 1 d . . . C3 C 0.1686(3) 0.2797(3) 0.2731(2) 0.0560(18) Uani 1 1 d . . . H3 H 0.2061 0.3210 0.2713 0.067 Uiso 1 1 calc R . . C4 C 0.1068(3) 0.2616(3) 0.2485(3) 0.0594(18) Uani 1 1 d . . . H4 H 0.0967 0.2888 0.2280 0.071 Uiso 1 1 calc R . . C5 C 0.0652(3) 0.1976(3) 0.2605(2) 0.0515(17) Uani 1 1 d . . . C6 C -0.0042(3) 0.1515(3) 0.2408(3) 0.0590(18) Uani 1 1 d . . . N7 N -0.1127(2) 0.0690(3) 0.2827(2) 0.0505(14) Uani 1 1 d . . . H7 H -0.134(3) 0.052(3) 0.252(3) 0.061 Uiso 1 1 d . . . C8 C -0.0498(3) 0.1197(3) 0.2900(2) 0.0472(16) Uani 1 1 d . . . C9 C -0.0422(3) 0.1319(3) 0.3452(3) 0.0595(18) Uani 1 1 d . . . H9 H -0.0043 0.1638 0.3626 0.071 Uiso 1 1 calc R . . C10 C -0.1015(3) 0.0879(3) 0.3714(2) 0.0564(18) Uani 1 1 d . . . H10 H -0.1094 0.0855 0.4093 0.068 Uiso 1 1 calc R . . C11 C -0.1451(3) 0.0496(3) 0.3325(2) 0.0447(15) Uani 1 1 d . . . C12 C -0.2162(3) -0.0053(3) 0.3359(2) 0.0451(15) Uani 1 1 d . . . C13 C -0.2637(3) 0.0181(3) 0.3169(2) 0.0467(16) Uani 1 1 d . . . C14 C -0.3313(3) -0.0219(3) 0.3259(3) 0.0581(18) Uani 1 1 d . . . H14 H -0.3471 -0.0622 0.3436 0.070 Uiso 1 1 calc R . . C15 C -0.3742(4) -0.0022(4) 0.3089(3) 0.069(2) Uani 1 1 d . . . H15 H -0.4189 -0.0292 0.3152 0.083 Uiso 1 1 calc R . . C16 C -0.3520(5) 0.0572(5) 0.2824(3) 0.083(2) Uani 1 1 d . . . H16 H -0.3816 0.0696 0.2698 0.099 Uiso 1 1 calc R . . C17 C -0.2870(5) 0.0970(4) 0.2749(3) 0.086(2) Uani 1 1 d . . . H17 H -0.2717 0.1379 0.2585 0.104 Uiso 1 1 calc R . . C18 C -0.2425(3) 0.0779(3) 0.2913(3) 0.0654(19) Uani 1 1 d . . . H18 H -0.1979 0.1057 0.2851 0.078 Uiso 1 1 calc R . . C19 C -0.2302(3) -0.0260(3) 0.3982(2) 0.0483(16) Uani 1 1 d . . . C20 C -0.2270(3) -0.0787(3) 0.4194(3) 0.0573(18) Uani 1 1 d . . . H20 H -0.2168 -0.1038 0.3960 0.069 Uiso 1 1 calc R . . C21 C -0.2385(4) -0.0947(4) 0.4742(3) 0.073(2) Uani 1 1 d . . . H21 H -0.2344 -0.1295 0.4877 0.088 Uiso 1 1 calc R . . C22 C -0.2560(3) -0.0609(4) 0.5101(3) 0.068(2) Uani 1 1 d . . . H22 H -0.2654 -0.0732 0.5470 0.082 Uiso 1 1 calc R . . C23 C -0.2591(3) -0.0087(4) 0.4895(3) 0.068(2) Uani 1 1 d . . . H23 H -0.2702 0.0155 0.5131 0.082 Uiso 1 1 calc R . . C24 C -0.2463(3) 0.0096(3) 0.4345(3) 0.0631(19) Uani 1 1 d . . . H24 H -0.2483 0.0459 0.4218 0.076 Uiso 1 1 calc R . . C25 C -0.0281(4) 0.1914(4) 0.2078(3) 0.092(3) Uani 1 1 d . . . H25A H -0.0265 0.2254 0.2309 0.138 Uiso 1 1 calc R . . H25B H -0.0725 0.1629 0.1958 0.138 Uiso 1 1 calc R . . H25C H -0.0004 0.2107 0.1761 0.138 Uiso 1 1 calc R . . C26 C -0.0043(4) 0.0974(4) 0.2039(3) 0.083(2) Uani 1 1 d . . . H26A H 0.0294 0.1175 0.1763 0.125 Uiso 1 1 calc R . . H26B H -0.0463 0.0727 0.1861 0.125 Uiso 1 1 calc R . . H26C H 0.0038 0.0686 0.2265 0.125 Uiso 1 1 calc R . . C33 C -0.2100 0.0020 0.0924(5) 0.156(5) Uani 1 1 d . . . H32 H -0.2476 0.0009 0.0739 0.188 Uiso 1 1 calc R A 1 Cl2 Cl -0.219(2) -0.0688(12) 0.0750(15) 0.31(2) Uani 0.247(11) 1 d P B 1 Cl3 Cl -0.1552(9) 0.0671(9) 0.0745(8) 0.177(11) Uani 0.247(11) 1 d P B 1 Cl4 Cl -0.2298(8) 0.001(2) 0.1593(6) 0.28(3) Uani 0.247(11) 1 d P B 1 Cl2 Cl -0.2375(5) -0.0716(6) 0.1243(7) 0.284(7) Uani 0.753(11) 1 d P B 2 Cl3 Cl -0.2129(7) 0.0541(8) 0.1351(7) 0.348(10) Uani 0.753(11) 1 d P B 2 Cl4 Cl -0.1340(4) 0.0259(8) 0.0668(5) 0.304(7) Uani 0.753(11) 1 d P B 2 O1W O 0.0000 0.0000 0.0588(19) 0.222(15) Uani 0.50 3 d SP . . Cl1 Cl 0.0000 0.0000 0.3632(4) 0.134(3) Uani 0.50 3 d SPG . . C27 C 0.000(3) 0.001(3) 0.4403(4) 0.247(11) Uiso 0.50 3 d SPG . . C28 C -0.053(5) -0.031(5) 0.4793(17) 0.247(11) Uiso 0.17 1 d PG . . H28 H -0.0931 -0.0625 0.4650 0.247(11) Uiso 0.17 1 d PG . . C29 C 0.064(5) 0.045(6) 0.462(2) 0.247(11) Uiso 0.17 1 d PG . . H29 H 0.1008 0.0637 0.4399 0.247(11) Uiso 0.17 1 d PG . . N30 N 0.0001(8) 0.0003(7) 0.3820(4) 0.247(11) Uiso 0.50 3 d SPG . . O31 O 0.0432(13) 0.033(3) 0.3513(14) 0.247(11) Uiso 0.17 1 d PG . . O32 O -0.0582(4) -0.033(4) 0.3623(19) 0.247(11) Uiso 0.17 1 d PG . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.047(3) 0.042(3) 0.050(3) 0.015(3) -0.002(3) 0.015(3) C2 0.050(4) 0.050(4) 0.033(3) 0.004(3) 0.003(3) 0.020(3) C3 0.056(4) 0.046(4) 0.053(4) 0.015(3) 0.001(3) 0.016(3) C4 0.067(5) 0.055(5) 0.057(4) 0.013(3) -0.004(4) 0.031(4) C5 0.054(4) 0.056(4) 0.040(3) 0.008(3) 0.001(3) 0.024(4) C6 0.060(4) 0.056(4) 0.048(4) 0.005(3) -0.003(3) 0.019(4) N7 0.042(3) 0.057(4) 0.040(3) -0.003(3) -0.008(3) 0.015(3) C8 0.049(4) 0.049(4) 0.042(4) 0.001(3) -0.005(3) 0.024(4) C9 0.051(4) 0.060(4) 0.056(5) -0.012(3) -0.004(3) 0.019(4) C10 0.055(4) 0.059(4) 0.035(3) -0.008(3) 0.002(3) 0.014(4) C11 0.045(4) 0.050(4) 0.042(4) 0.000(3) 0.000(3) 0.026(3) C12 0.046(4) 0.047(4) 0.039(3) 0.003(3) 0.001(3) 0.021(3) C13 0.047(4) 0.059(4) 0.039(3) -0.006(3) -0.005(3) 0.030(3) C14 0.056(5) 0.061(4) 0.063(4) -0.008(3) -0.015(3) 0.033(4) C15 0.060(5) 0.086(6) 0.069(5) -0.007(4) -0.011(4) 0.041(4) C16 0.086(7) 0.114(7) 0.079(5) -0.002(5) -0.021(5) 0.073(6) C17 0.098(7) 0.094(6) 0.086(6) 0.027(5) -0.003(5) 0.062(6) C18 0.058(4) 0.066(5) 0.072(5) 0.015(4) -0.002(4) 0.030(4) C19 0.034(3) 0.054(4) 0.050(4) -0.002(3) -0.003(3) 0.017(3) C20 0.063(4) 0.065(4) 0.051(4) 0.004(3) 0.002(3) 0.038(4) C21 0.088(5) 0.092(6) 0.053(5) 0.024(4) 0.000(4) 0.056(5) C22 0.076(5) 0.092(6) 0.046(4) 0.004(4) 0.004(3) 0.049(5) C23 0.081(5) 0.082(5) 0.048(5) -0.008(4) 0.004(4) 0.045(4) C24 0.076(5) 0.078(5) 0.049(4) 0.004(4) 0.001(3) 0.049(4) C25 0.075(5) 0.101(6) 0.078(5) 0.037(5) -0.012(4) 0.028(5) C26 0.071(5) 0.091(6) 0.059(4) -0.022(4) 0.009(4) 0.018(4) C33 0.133(10) 0.200(15) 0.149(11) 0.034(11) -0.007(8) 0.093(11) Cl2 0.53(6) 0.115(16) 0.28(3) -0.070(18) -0.11(3) 0.15(3) Cl3 0.107(12) 0.132(13) 0.160(14) 0.032(11) -0.028(11) -0.038(10) Cl4 0.088(9) 0.56(6) 0.076(9) 0.072(19) -0.016(7) 0.07(2) Cl2 0.253(9) 0.293(11) 0.379(15) 0.196(11) 0.078(10) 0.191(9) Cl3 0.314(14) 0.385(16) 0.46(2) -0.262(16) -0.199(15) 0.262(14) Cl4 0.178(7) 0.454(19) 0.274(10) 0.036(10) 0.054(6) 0.155(10) O1W 0.20(2) 0.20(2) 0.26(4) 0.000 0.000 0.102(11) Cl1 0.110(4) 0.110(4) 0.181(10) 0.000 0.000 0.055(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C5 1.374(7) . ? N1 C2 1.382(7) . ? C2 C3 1.363(8) . ? C2 C12 1.529(8) 3 ? C3 C4 1.424(9) . ? C4 C5 1.354(8) . ? C5 C6 1.516(9) . ? C6 C8 1.524(9) . ? C6 C25 1.533(10) . ? C6 C26 1.552(10) . ? N7 C8 1.369(7) . ? N7 C11 1.375(7) . ? C8 C9 1.356(8) . ? C9 C10 1.405(8) . ? C10 C11 1.349(8) . ? C11 C12 1.520(8) . ? C12 C2 1.529(8) 2 ? C12 C13 1.541(8) . ? C12 C19 1.566(8) . ? C13 C18 1.381(9) . ? C13 C14 1.401(8) . ? C14 C15 1.368(9) . ? C15 C16 1.381(10) . ? C16 C17 1.348(11) . ? C17 C18 1.387(10) . ? C19 C20 1.377(8) . ? C19 C24 1.390(9) . ? C20 C21 1.367(9) . ? C21 C22 1.370(10) . ? C22 C23 1.360(9) . ? C23 C24 1.380(9) . ? C33 Cl3 1.490(12) . ? C33 Cl2 1.62(2) . ? C33 Cl3 1.628(12) . ? C33 Cl4 1.68(2) . ? C33 Cl2 1.700(9) . ? C33 Cl4 1.700(9) . ? Cl1 O31 0.9652 . ? Cl1 O31 0.97(7) 2 ? Cl1 O31 0.97(6) 3 ? Cl1 O32 1.1885 . ? Cl1 O32 1.19(9) 3 ? Cl1 O32 1.19(9) 2 ? Cl1 C27 1.8637 . ? Cl1 C27 1.8637(15) 3 ? Cl1 C27 1.8637(18) 2 ? C27 C27 0.05(10) 3 ? C27 C27 0.05(11) 2 ? C27 C29 1.4235 . ? C27 C28 1.41(13) 3 ? C27 N30 1.4085 . ? C27 C29 1.43(18) 2 ? C27 C28 1.44(14) 2 ? C27 C29 1.46(17) 3 ? C27 C28 1.4412 . ? C28 C29 1.18(12) 2 ? C28 C29 1.40(11) 3 ? C28 C27 1.41(8) 2 ? C28 C29 1.44(5) 10_556 ? C28 C27 1.44(9) 3 ? C28 C28 1.47(15) 11_556 ? C28 C28 1.47(16) 12_556 ? C28 C28 1.9(2) 3 ? C28 C28 1.9(2) 2 ? C29 C28 1.2(2) 3 ? C29 C28 1.40(19) 2 ? C29 C28 1.44(13) 10_556 ? C29 C27 1.43(11) 3 ? C29 C27 1.46(10) 2 ? N30 O31 1.18(5) 2 ? N30 O31 1.19(5) 3 ? N30 O31 1.1795 . ? N30 O32 1.2829 . ? N30 O32 1.27(8) 3 ? N30 O32 1.28(8) 2 ? N30 C27 1.409(3) 2 ? N30 C27 1.409(2) 3 ? O31 O32 0.91(6) 3 ? O31 O32 1.30(4) 2 ? O31 O31 1.60(12) 2 ? O31 O31 1.60(12) 3 ? O32 O31 0.91(11) 2 ? O32 O31 1.30(8) 3 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C5 N1 C2 110.3(5) . . ? C3 C2 N1 106.5(5) . . ? C3 C2 C12 132.5(5) . 3 ? N1 C2 C12 120.9(5) . 3 ? C2 C3 C4 108.1(5) . . ? C5 C4 C3 107.8(5) . . ? C4 C5 N1 107.3(5) . . ? C4 C5 C6 130.4(6) . . ? N1 C5 C6 122.1(5) . . ? C5 C6 C8 110.4(5) . . ? C5 C6 C25 108.7(5) . . ? C8 C6 C25 108.8(6) . . ? C5 C6 C26 108.9(5) . . ? C8 C6 C26 109.4(5) . . ? C25 C6 C26 110.6(6) . . ? C8 N7 C11 110.7(5) . . ? C9 C8 N7 106.4(5) . . ? C9 C8 C6 132.6(6) . . ? N7 C8 C6 121.0(5) . . ? C8 C9 C10 108.0(6) . . ? C11 C10 C9 108.7(5) . . ? C10 C11 N7 106.1(5) . . ? C10 C11 C12 132.5(5) . . ? N7 C11 C12 121.4(5) . . ? C11 C12 C2 109.6(5) . 2 ? C11 C12 C13 111.6(5) . . ? C2 C12 C13 109.1(5) 2 . ? C11 C12 C19 106.7(4) . . ? C2 C12 C19 111.1(5) 2 . ? C13 C12 C19 108.7(4) . . ? C18 C13 C14 117.7(6) . . ? C18 C13 C12 122.6(5) . . ? C14 C13 C12 119.7(5) . . ? C15 C14 C13 120.5(6) . . ? C14 C15 C16 120.9(7) . . ? C17 C16 C15 119.2(7) . . ? C16 C17 C18 121.0(7) . . ? C13 C18 C17 120.7(7) . . ? C20 C19 C24 117.6(6) . . ? C20 C19 C12 122.6(5) . . ? C24 C19 C12 119.8(6) . . ? C21 C20 C19 120.9(6) . . ? C20 C21 C22 121.9(7) . . ? C23 C22 C21 117.4(6) . . ? C22 C23 C24 122.1(7) . . ? C23 C24 C19 120.1(6) . . ? Cl3 C33 Cl2 126(2) . . ? Cl3 C33 Cl3 75.5(11) . . ? Cl2 C33 Cl3 154.4(17) . . ? Cl3 C33 Cl4 112.9(16) . . ? Cl2 C33 Cl4 109.7(19) . . ? Cl3 C33 Cl4 44.7(16) . . ? Cl3 C33 Cl2 150.6(11) . . ? Cl2 C33 Cl2 44.3(13) . . ? Cl3 C33 Cl2 110.0(11) . . ? Cl4 C33 Cl2 65.4(15) . . ? Cl3 C33 Cl4 47.8(10) . . ? Cl2 C33 Cl4 79.7(17) . . ? Cl3 C33 Cl4 114.5(7) . . ? Cl4 C33 Cl4 126.4(8) . . ? Cl2 C33 Cl4 107.6(6) . . ? O31 Cl1 O31 112(7) . 2 ? O31 Cl1 O31 112(7) . 3 ? O31 Cl1 O31 111.6(7) 2 3 ? O31 Cl1 O32 157.6 . . ? O31 Cl1 O32 49(7) 2 . ? O31 Cl1 O32 74(7) 3 . ? O31 Cl1 O32 49(7) . 3 ? O31 Cl1 O32 73.7(9) 2 3 ? O31 Cl1 O32 157.6(13) 3 3 ? O32 Cl1 O32 120(7) . 3 ? O31 Cl1 O32 74(7) . 2 ? O31 Cl1 O32 157.6(10) 2 2 ? O31 Cl1 O32 48.8(9) 3 2 ? O32 Cl1 O32 120(7) . 2 ? O32 Cl1 O32 119.97(8) 3 2 ? O31 Cl1 C27 106.7 . . ? O31 Cl1 C27 106.9(11) 2 . ? O31 Cl1 C27 108.1(12) 3 . ? O32 Cl1 C27 91.4 . . ? O32 Cl1 C27 90.15(7) 3 . ? O32 Cl1 C27 91.54(17) 2 . ? O31 Cl1 C27 107(4) . 3 ? O31 Cl1 C27 108(3) 2 3 ? O31 Cl1 C27 107(4) 3 3 ? O32 Cl1 C27 92(4) . 3 ? O32 Cl1 C27 91(3) 3 3 ? O32 Cl1 C27 90(3) 2 3 ? C27 Cl1 C27 2(3) . 3 ? O31 Cl1 C27 108(3) . 2 ? O31 Cl1 C27 107(4) 2 2 ? O31 Cl1 C27 107(3) 3 2 ? O32 Cl1 C27 90(3) . 2 ? O32 Cl1 C27 92(3) 3 2 ? O32 Cl1 C27 91(4) 2 2 ? C27 Cl1 C27 2(3) . 2 ? C27 Cl1 C27 2(3) 3 2 ? C27 C27 C27 60(5) 3 2 ? C27 C27 C29 91(10) 3 . ? C27 C27 C29 145(10) 2 . ? C27 C27 C28 128(10) 3 3 ? C27 C27 C28 132(10) 2 3 ? C29 C27 C28 49(10) . 3 ? C27 C27 N30 89.2(9) 3 . ? C27 C27 N30 89.2(8) 2 . ? C29 C27 N30 112.5 . . ? C28 C27 N30 133(5) 3 . ? C27 C27 C29 141(10) 3 2 ? C27 C27 C29 87(10) 2 2 ? C29 C27 C29 108(7) . 2 ? C28 C27 C29 59(8) 3 2 ? N30 C27 C29 112(3) . 2 ? C27 C27 C28 46(10) 3 2 ? C27 C27 C28 86(10) 2 2 ? C29 C27 C28 59(9) . 2 ? C28 C27 C28 81.8(15) 3 2 ? N30 C27 C28 130(5) . 2 ? C29 C27 C28 117(5) 2 2 ? C27 C27 C29 34(10) 3 3 ? C27 C27 C29 38(10) 2 3 ? C29 C27 C29 106(7) . 3 ? C28 C27 C29 116(4) 3 3 ? N30 C27 C29 111(3) . 3 ? C29 C27 C29 106(3) 2 3 ? C28 C27 C29 48(7) 2 3 ? C27 C27 C28 92(10) 3 . ? C27 C27 C28 50(10) 2 . ? C29 C27 C28 117.1 . . ? C28 C27 C28 82(8) 3 . ? N30 C27 C28 130.4 . . ? C29 C27 C28 49(5) 2 . ? C28 C27 C28 81(8) 2 . ? C29 C27 C28 58(5) 3 . ? C27 C27 Cl1 89.2(9) 3 . ? C27 C27 Cl1 89.2(9) 2 . ? C29 C27 Cl1 112.5 . . ? C28 C27 Cl1 133(5) 3 . ? N30 C27 Cl1 0.0(16) . . ? C29 C27 Cl1 112(3) 2 . ? C28 C27 Cl1 130(5) 2 . ? C29 C27 Cl1 111(3) 3 . ? C28 C27 Cl1 130.4 . . ? C29 C28 C29 127(10) 2 3 ? C29 C28 C27 66(7) 2 2 ? C29 C28 C27 61(10) 3 2 ? C29 C28 C29 119(10) 2 10_556 ? C29 C28 C29 105(10) 3 10_556 ? C27 C28 C29 141(10) 2 10_556 ? C29 C28 C27 67(10) 2 3 ? C29 C28 C27 60(6) 3 3 ? C27 C28 C27 1(4) 2 3 ? C29 C28 C27 140(10) 10_556 3 ? C29 C28 C27 65(9) 2 . ? C29 C28 C27 62(8) 3 . ? C27 C28 C27 2(3) 2 . ? C29 C28 C27 140(10) 10_556 . ? C27 C28 C27 2(4) 3 . ? C29 C28 C28 65(7) 2 11_556 ? C29 C28 C28 127(10) 3 11_556 ? C27 C28 C28 100(3) 2 11_556 ? C29 C28 C28 58(9) 10_556 11_556 ? C27 C28 C28 100(6) 3 11_556 ? C27 C28 C28 99(3) . 11_556 ? C29 C28 C28 136(10) 2 12_556 ? C29 C28 C28 60(5) 3 12_556 ? C27 C28 C28 100(6) 2 12_556 ? C29 C28 C28 48(10) 10_556 12_556 ? C27 C28 C28 99(3) 3 12_556 ? C27 C28 C28 100(3) . 12_556 ? C28 C28 C28 79(4) 11_556 12_556 ? C29 C28 C28 49(10) 2 3 ? C29 C28 C28 96(9) 3 3 ? C27 C28 C28 49.9(15) 2 3 ? C29 C28 C28 102(10) 10_556 3 ? C27 C28 C28 50(4) 3 3 ? C27 C28 C28 48(3) . 3 ? C28 C28 C28 51(2) 11_556 3 ? C28 C28 C28 90(3) 12_556 3 ? C29 C28 C28 104(10) 2 2 ? C29 C28 C28 39(9) 3 2 ? C27 C28 C28 50(4) 2 2 ? C29 C28 C28 95(10) 10_556 2 ? C27 C28 C28 48.3(13) 3 2 ? C27 C28 C28 50(3) . 2 ? C28 C28 C28 90(3) 11_556 2 ? C28 C28 C28 51(2) 12_556 2 ? C28 C28 C28 60.0 3 2 ? C28 C29 C28 92(10) 3 2 ? C28 C29 C27 65(9) 3 . ? C28 C29 C27 61(8) 2 . ? C28 C29 C28 68(10) 3 10_556 ? C28 C29 C28 62(10) 2 10_556 ? C27 C29 C28 101(10) . 10_556 ? C28 C29 C27 66(10) 3 3 ? C28 C29 C27 60(10) 2 3 ? C27 C29 C27 2(4) . 3 ? C28 C29 C27 101(10) 10_556 3 ? C28 C29 C27 65(10) 3 2 ? C28 C29 C27 60(8) 2 2 ? C27 C29 C27 1(3) . 2 ? C28 C29 C27 101(10) 10_556 2 ? C27 C29 C27 1(4) 3 2 ? O31 N30 O31 84.77(11) 2 3 ? O31 N30 O31 85(6) 2 . ? O31 N30 O31 85(5) 3 . ? O31 N30 O32 43(6) 2 . ? O31 N30 O32 64(6) 3 . ? O31 N30 O32 118.2 . . ? O31 N30 O32 64.0(8) 2 3 ? O31 N30 O32 118(3) 3 3 ? O31 N30 O32 43(5) . 3 ? O32 N30 O32 107(7) . 3 ? O31 N30 O32 118(3) 2 2 ? O31 N30 O32 43.1(13) 3 2 ? O31 N30 O32 64(5) . 2 ? O32 N30 O32 107(7) . 2 ? O32 N30 O32 107.2 3 2 ? O31 N30 C27 128(5) 2 2 ? O31 N30 C27 128(5) 3 2 ? O31 N30 C27 130(4) . 2 ? O32 N30 C27 111(5) . 2 ? O32 N30 C27 113(4) 3 2 ? O32 N30 C27 112(5) 2 2 ? O31 N30 C27 130(5) 2 3 ? O31 N30 C27 128(5) 3 3 ? O31 N30 C27 129(5) . 3 ? O32 N30 C27 112(5) . 3 ? O32 N30 C27 113(5) 3 3 ? O32 N30 C27 110(4) 2 3 ? C27 N30 C27 2(4) 2 3 ? O31 N30 C27 129(2) 2 . ? O31 N30 C27 129(2) 3 . ? O31 N30 C27 128.4 . . ? O32 N30 C27 112.2 . . ? O32 N30 C27 111.1(15) 3 . ? O32 N30 C27 112.3(15) 2 . ? C27 N30 C27 2(4) 2 . ? C27 N30 C27 2(4) 3 . ? O32 O31 Cl1 78(10) 3 . ? O32 O31 N30 74(8) 3 . ? Cl1 O31 N30 21.7 . . ? O32 O31 O32 135.8(19) 3 2 ? Cl1 O31 O32 61(7) . 2 ? N30 O31 O32 62(6) . 2 ? O32 O31 O31 55(8) 3 2 ? Cl1 O31 O31 34(2) . 2 ? N30 O31 O31 47.5(14) . 2 ? O32 O31 O31 93(5) 2 2 ? O32 O31 O31 112(8) 3 3 ? Cl1 O31 O31 34(2) . 3 ? N30 O31 O31 47.8(14) . 3 ? O32 O31 O31 35(5) 2 3 ? O31 O31 O31 60.0 2 3 ? O31 O32 Cl1 53(6) 2 . ? O31 O32 N30 62(5) 2 . ? Cl1 O32 N30 20.8 . . ? O31 O32 O31 90.5(18) 2 3 ? Cl1 O32 O31 45(5) . 3 ? N30 O32 O31 55(4) . 3 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 N1 C2 C3 0.5(7) . . . . ? C5 N1 C2 C12 176.5(5) . . . 3 ? N1 C2 C3 C4 -0.3(7) . . . . ? C12 C2 C3 C4 -175.6(6) 3 . . . ? C2 C3 C4 C5 -0.1(7) . . . . ? C3 C4 C5 N1 0.4(7) . . . . ? C3 C4 C5 C6 -173.8(6) . . . . ? C2 N1 C5 C4 -0.6(7) . . . . ? C2 N1 C5 C6 174.2(5) . . . . ? C4 C5 C6 C8 -126.6(7) . . . . ? N1 C5 C6 C8 59.9(8) . . . . ? C4 C5 C6 C25 -7.4(9) . . . . ? N1 C5 C6 C25 179.2(6) . . . . ? C4 C5 C6 C26 113.2(8) . . . . ? N1 C5 C6 C26 -60.3(7) . . . . ? C11 N7 C8 C9 0.7(7) . . . . ? C11 N7 C8 C6 -178.1(5) . . . . ? C5 C6 C8 C9 11.4(10) . . . . ? C25 C6 C8 C9 -107.8(8) . . . . ? C26 C6 C8 C9 131.3(7) . . . . ? C5 C6 C8 N7 -170.1(5) . . . . ? C25 C6 C8 N7 70.8(7) . . . . ? C26 C6 C8 N7 -50.2(8) . . . . ? N7 C8 C9 C10 -0.1(7) . . . . ? C6 C8 C9 C10 178.5(6) . . . . ? C8 C9 C10 C11 -0.5(8) . . . . ? C9 C10 C11 N7 0.9(7) . . . . ? C9 C10 C11 C12 -179.0(6) . . . . ? C8 N7 C11 C10 -1.0(7) . . . . ? C8 N7 C11 C12 178.9(5) . . . . ? C10 C11 C12 C2 -135.1(7) . . . 2 ? N7 C11 C12 C2 45.0(7) . . . 2 ? C10 C11 C12 C13 103.9(7) . . . . ? N7 C11 C12 C13 -76.0(6) . . . . ? C10 C11 C12 C19 -14.7(9) . . . . ? N7 C11 C12 C19 165.4(5) . . . . ? C11 C12 C13 C18 10.2(8) . . . . ? C2 C12 C13 C18 -111.1(6) 2 . . . ? C19 C12 C13 C18 127.6(6) . . . . ? C11 C12 C13 C14 -169.1(5) . . . . ? C2 C12 C13 C14 69.6(6) 2 . . . ? C19 C12 C13 C14 -51.7(7) . . . . ? C18 C13 C14 C15 1.2(9) . . . . ? C12 C13 C14 C15 -179.5(6) . . . . ? C13 C14 C15 C16 0.2(10) . . . . ? C14 C15 C16 C17 -2.2(12) . . . . ? C15 C16 C17 C18 2.8(12) . . . . ? C14 C13 C18 C17 -0.6(10) . . . . ? C12 C13 C18 C17 -179.9(6) . . . . ? C16 C17 C18 C13 -1.4(12) . . . . ? C11 C12 C19 C20 -96.8(6) . . . . ? C2 C12 C19 C20 22.6(7) 2 . . . ? C13 C12 C19 C20 142.7(6) . . . . ? C11 C12 C19 C24 82.7(6) . . . . ? C2 C12 C19 C24 -157.8(5) 2 . . . ? C13 C12 C19 C24 -37.8(7) . . . . ? C24 C19 C20 C21 -0.6(9) . . . . ? C12 C19 C20 C21 178.9(6) . . . . ? C19 C20 C21 C22 2.4(11) . . . . ? C20 C21 C22 C23 -2.5(11) . . . . ? C21 C22 C23 C24 1.0(11) . . . . ? C22 C23 C24 C19 0.7(10) . . . . ? C20 C19 C24 C23 -0.8(9) . . . . ? C12 C19 C24 C23 179.6(6) . . . . ? O31 Cl1 C27 C27 -97(100) . . . 3 ? O31 Cl1 C27 C27 143(100) 2 . . 3 ? O31 Cl1 C27 C27 23(100) 3 . . 3 ? O32 Cl1 C27 C27 96(100) . . . 3 ? O32 Cl1 C27 C27 -144(100) 3 . . 3 ? O32 Cl1 C27 C27 -24(100) 2 . . 3 ? C27 Cl1 C27 C27 60(5) 2 . . 3 ? O31 Cl1 C27 C27 -157(100) . . . 2 ? O31 Cl1 C27 C27 83(100) 2 . . 2 ? O31 Cl1 C27 C27 -37(100) 3 . . 2 ? O32 Cl1 C27 C27 36(100) . . . 2 ? O32 Cl1 C27 C27 156(100) 3 . . 2 ? O32 Cl1 C27 C27 -84(100) 2 . . 2 ? C27 Cl1 C27 C27 -60(5) 3 . . 2 ? O31 Cl1 C27 C29 -5.9 . . . . ? O31 Cl1 C27 C29 -125(8) 2 . . . ? O31 Cl1 C27 C29 114(8) 3 . . . ? O32 Cl1 C27 C29 -172.5 . . . . ? O32 Cl1 C27 C29 -53(7) 3 . . . ? O32 Cl1 C27 C29 67(7) 2 . . . ? C27 Cl1 C27 C29 91(100) 3 . . . ? C27 Cl1 C27 C29 151(100) 2 . . . ? O31 Cl1 C27 C28 48(13) . . . 3 ? O31 Cl1 C27 C28 -71(8) 2 . . 3 ? O31 Cl1 C27 C28 169(8) 3 . . 3 ? O32 Cl1 C27 C28 -118(13) . . . 3 ? O32 Cl1 C27 C28 2(9) 3 . . 3 ? O32 Cl1 C27 C28 122(9) 2 . . 3 ? C27 Cl1 C27 C28 146(100) 3 . . 3 ? C27 Cl1 C27 C28 -154(100) 2 . . 3 ? O31 Cl1 C27 N30 161(100) . . . . ? O31 Cl1 C27 N30 41(100) 2 . . . ? O31 Cl1 C27 N30 -79(100) 3 . . . ? O32 Cl1 C27 N30 -6(100) . . . . ? O32 Cl1 C27 N30 114(100) 3 . . . ? O32 Cl1 C27 N30 -126(100) 2 . . . ? C27 Cl1 C27 N30 -102(100) 3 . . . ? C27 Cl1 C27 N30 -42(100) 2 . . . ? O31 Cl1 C27 C29 117(8) . . . 2 ? O31 Cl1 C27 C29 -3(6) 2 . . 2 ? O31 Cl1 C27 C29 -123(6) 3 . . 2 ? O32 Cl1 C27 C29 -50(8) . . . 2 ? O32 Cl1 C27 C29 70(5) 3 . . 2 ? O32 Cl1 C27 C29 -170(5) 2 . . 2 ? C27 Cl1 C27 C29 -146(100) 3 . . 2 ? C27 Cl1 C27 C29 -86(100) 2 . . 2 ? O31 Cl1 C27 C28 -73(12) . . . 2 ? O31 Cl1 C27 C28 167(7) 2 . . 2 ? O31 Cl1 C27 C28 47(8) 3 . . 2 ? O32 Cl1 C27 C28 120(12) . . . 2 ? O32 Cl1 C27 C28 -120(8) 3 . . 2 ? O32 Cl1 C27 C28 0(8) 2 . . 2 ? C27 Cl1 C27 C28 24(100) 3 . . 2 ? C27 Cl1 C27 C28 84(100) 2 . . 2 ? O31 Cl1 C27 C29 -125(8) . . . 3 ? O31 Cl1 C27 C29 116(6) 2 . . 3 ? O31 Cl1 C27 C29 -4(7) 3 . . 3 ? O32 Cl1 C27 C29 69(8) . . . 3 ? O32 Cl1 C27 C29 -171(6) 3 . . 3 ? O32 Cl1 C27 C29 -51(6) 2 . . 3 ? C27 Cl1 C27 C29 -28(100) 3 . . 3 ? C27 Cl1 C27 C29 32(100) 2 . . 3 ? O31 Cl1 C27 C28 170.7 . . . . ? O31 Cl1 C27 C28 51(8) 2 . . . ? O31 Cl1 C27 C28 -69(8) 3 . . . ? O32 Cl1 C27 C28 4.1 . . . . ? O32 Cl1 C27 C28 124(7) 3 . . . ? O32 Cl1 C27 C28 -116(7) 2 . . . ? C27 Cl1 C27 C28 -92(100) 3 . . . ? C27 Cl1 C27 C28 -32(100) 2 . . . ? C27 C27 C28 C29 -176(100) 3 . . 2 ? C27 C27 C28 C29 -129(100) 2 . . 2 ? C29 C27 C28 C29 91(8) . . . 2 ? C28 C27 C28 C29 56(9) 3 . . 2 ? N30 C27 C28 C29 -85(8) . . . 2 ? C28 C27 C28 C29 139(8) 2 . . 2 ? C29 C27 C28 C29 -176(8) 3 . . 2 ? Cl1 C27 C28 C29 -85(8) . . . 2 ? C27 C27 C28 C29 0(93) 3 . . 3 ? C27 C27 C28 C29 47(100) 2 . . 3 ? C29 C27 C28 C29 -93(7) . . . 3 ? C28 C27 C28 C29 -128(8) 3 . . 3 ? N30 C27 C28 C29 91(7) . . . 3 ? C29 C27 C28 C29 176(8) 2 . . 3 ? C28 C27 C28 C29 -45(8) 2 . . 3 ? Cl1 C27 C28 C29 91(7) . . . 3 ? C27 C27 C28 C27 -47(63) 3 . . 2 ? C29 C27 C28 C27 -140(100) . . . 2 ? C28 C27 C28 C27 -175(100) 3 . . 2 ? N30 C27 C28 C27 44(100) . . . 2 ? C29 C27 C28 C27 129(100) 2 . . 2 ? C28 C27 C28 C27 -92(100) 2 . . 2 ? C29 C27 C28 C27 -47(100) 3 . . 2 ? Cl1 C27 C28 C27 44(100) . . . 2 ? C27 C27 C28 C29 79(100) 3 . . 10_556 ? C27 C27 C28 C29 126(100) 2 . . 10_556 ? C29 C27 C28 C29 -14(17) . . . 10_556 ? C28 C27 C28 C29 -49(17) 3 . . 10_556 ? N30 C27 C28 C29 169(17) . . . 10_556 ? C29 C27 C28 C29 -105(23) 2 . . 10_556 ? C28 C27 C28 C29 34(17) 2 . . 10_556 ? C29 C27 C28 C29 79(22) 3 . . 10_556 ? Cl1 C27 C28 C29 169(17) . . . 10_556 ? C27 C27 C28 C27 47(63) 2 . . 3 ? C29 C27 C28 C27 -93(96) . . . 3 ? C28 C27 C28 C27 -128(99) 3 . . 3 ? N30 C27 C28 C27 91(97) . . . 3 ? C29 C27 C28 C27 176(100) 2 . . 3 ? C28 C27 C28 C27 -45(98) 2 . . 3 ? C29 C27 C28 C27 0(92) 3 . . 3 ? Cl1 C27 C28 C27 91(97) . . . 3 ? C27 C27 C28 C28 127(97) 3 . . 11_556 ? C27 C27 C28 C28 175(100) 2 . . 11_556 ? C29 C27 C28 C28 35(5) . . . 11_556 ? C28 C27 C28 C28 -1(6) 3 . . 11_556 ? N30 C27 C28 C28 -142(5) . . . 11_556 ? C29 C27 C28 C28 -56(11) 2 . . 11_556 ? C28 C27 C28 C28 82(6) 2 . . 11_556 ? C29 C27 C28 C28 128(9) 3 . . 11_556 ? Cl1 C27 C28 C28 -142(5) . . . 11_556 ? C27 C27 C28 C28 47(100) 3 . . 12_556 ? C27 C27 C28 C28 94(100) 2 . . 12_556 ? C29 C27 C28 C28 -45(5) . . . 12_556 ? C28 C27 C28 C28 -81(6) 3 . . 12_556 ? N30 C27 C28 C28 138(5) . . . 12_556 ? C29 C27 C28 C28 -137(10) 2 . . 12_556 ? C28 C27 C28 C28 2(6) 2 . . 12_556 ? C29 C27 C28 C28 48(11) 3 . . 12_556 ? Cl1 C27 C28 C28 138(5) . . . 12_556 ? C27 C27 C28 C28 128(99) 3 . . 3 ? C27 C27 C28 C28 175(100) 2 . . 3 ? C29 C27 C28 C28 35(7) . . . 3 ? N30 C27 C28 C28 -141(7) . . . 3 ? C29 C27 C28 C28 -56(9) 2 . . 3 ? C28 C27 C28 C28 82.9(3) 2 . . 3 ? C29 C27 C28 C28 128(8) 3 . . 3 ? Cl1 C27 C28 C28 -141(7) . . . 3 ? C27 C27 C28 C28 45(99) 3 . . 2 ? C27 C27 C28 C28 92(100) 2 . . 2 ? C29 C27 C28 C28 -48(6) . . . 2 ? C28 C27 C28 C28 -82.9(3) 3 . . 2 ? N30 C27 C28 C28 136(6) . . . 2 ? C29 C27 C28 C28 -139(8) 2 . . 2 ? C29 C27 C28 C28 45(8) 3 . . 2 ? Cl1 C27 C28 C28 136(6) . . . 2 ? C27 C27 C29 C28 -142(60) 3 . . 3 ? C27 C27 C29 C28 -108(100) 2 . . 3 ? N30 C27 C29 C28 128(6) . . . 3 ? C29 C27 C29 C28 3(6) 2 . . 3 ? C28 C27 C29 C28 -108(10) 2 . . 3 ? C29 C27 C29 C28 -111(6) 3 . . 3 ? C28 C27 C29 C28 -49(6) . . . 3 ? Cl1 C27 C29 C28 128(6) . . . 3 ? C27 C27 C29 C28 -35(51) 3 . . 2 ? C27 C27 C29 C28 -1(100) 2 . . 2 ? C28 C27 C29 C28 108(10) 3 . . 2 ? N30 C27 C29 C28 -124(6) . . . 2 ? C29 C27 C29 C28 111(5) 2 . . 2 ? C29 C27 C29 C28 -3(5) 3 . . 2 ? C28 C27 C29 C28 58(6) . . . 2 ? Cl1 C27 C29 C28 -124(6) . . . 2 ? C27 C27 C29 C28 -84(52) 3 . . 10_556 ? C27 C27 C29 C28 -50(100) 2 . . 10_556 ? C28 C27 C29 C28 58(14) 3 . . 10_556 ? N30 C27 C29 C28 -174(14) . . . 10_556 ? C29 C27 C29 C28 61(13) 2 . . 10_556 ? C28 C27 C29 C28 -49(14) 2 . . 10_556 ? C29 C27 C29 C28 -53(13) 3 . . 10_556 ? C28 C27 C29 C28 9(14) . . . 10_556 ? Cl1 C27 C29 C28 -174(14) . . . 10_556 ? C27 C27 C29 C27 34(100) 2 . . 3 ? C28 C27 C29 C27 142(60) 3 . . 3 ? N30 C27 C29 C27 -90(56) . . . 3 ? C29 C27 C29 C27 145(54) 2 . . 3 ? C28 C27 C29 C27 35(51) 2 . . 3 ? C29 C27 C29 C27 31(55) 3 . . 3 ? C28 C27 C29 C27 93(56) . . . 3 ? Cl1 C27 C29 C27 -90(56) . . . 3 ? C27 C27 C29 C27 -34(100) 3 . . 2 ? C28 C27 C29 C27 108(100) 3 . . 2 ? N30 C27 C29 C27 -124(100) . . . 2 ? C29 C27 C29 C27 111(100) 2 . . 2 ? C28 C27 C29 C27 1(100) 2 . . 2 ? C29 C27 C29 C27 -3(100) 3 . . 2 ? C28 C27 C29 C27 59(100) . . . 2 ? Cl1 C27 C29 C27 -124(100) . . . 2 ? C27 C27 N30 O31 143(100) 3 . . 2 ? C27 C27 N30 O31 83(100) 2 . . 2 ? C29 C27 N30 O31 -125(8) . . . 2 ? C28 C27 N30 O31 -71(8) 3 . . 2 ? C29 C27 N30 O31 -3(6) 2 . . 2 ? C28 C27 N30 O31 167(7) 2 . . 2 ? C29 C27 N30 O31 116(6) 3 . . 2 ? C28 C27 N30 O31 51(8) . . . 2 ? Cl1 C27 N30 O31 -139(100) . . . 2 ? C27 C27 N30 O31 23(100) 3 . . 3 ? C27 C27 N30 O31 -37(100) 2 . . 3 ? C29 C27 N30 O31 114(8) . . . 3 ? C28 C27 N30 O31 169(8) 3 . . 3 ? C29 C27 N30 O31 -123(6) 2 . . 3 ? C28 C27 N30 O31 47(8) 2 . . 3 ? C29 C27 N30 O31 -4(7) 3 . . 3 ? C28 C27 N30 O31 -69(8) . . . 3 ? Cl1 C27 N30 O31 101(100) . . . 3 ? C27 C27 N30 O31 -97(100) 3 . . . ? C27 C27 N30 O31 -157(100) 2 . . . ? C29 C27 N30 O31 -5.9 . . . . ? C28 C27 N30 O31 48(13) 3 . . . ? C29 C27 N30 O31 117(8) 2 . . . ? C28 C27 N30 O31 -73(12) 2 . . . ? C29 C27 N30 O31 -125(8) 3 . . . ? C28 C27 N30 O31 170.7 . . . . ? Cl1 C27 N30 O31 -19(100) . . . . ? C27 C27 N30 O32 96(100) 3 . . . ? C27 C27 N30 O32 36(100) 2 . . . ? C29 C27 N30 O32 -172.5 . . . . ? C28 C27 N30 O32 -118(13) 3 . . . ? C29 C27 N30 O32 -50(8) 2 . . . ? C28 C27 N30 O32 120(12) 2 . . . ? C29 C27 N30 O32 69(8) 3 . . . ? C28 C27 N30 O32 4.1 . . . . ? Cl1 C27 N30 O32 174(100) . . . . ? C27 C27 N30 O32 -144(100) 3 . . 3 ? C27 C27 N30 O32 156(100) 2 . . 3 ? C29 C27 N30 O32 -53(7) . . . 3 ? C28 C27 N30 O32 2(9) 3 . . 3 ? C29 C27 N30 O32 70(5) 2 . . 3 ? C28 C27 N30 O32 -120(8) 2 . . 3 ? C29 C27 N30 O32 -171(6) 3 . . 3 ? C28 C27 N30 O32 124(7) . . . 3 ? Cl1 C27 N30 O32 -66(100) . . . 3 ? C27 C27 N30 O32 -24(100) 3 . . 2 ? C27 C27 N30 O32 -84(100) 2 . . 2 ? C29 C27 N30 O32 67(7) . . . 2 ? C28 C27 N30 O32 122(9) 3 . . 2 ? C29 C27 N30 O32 -170(5) 2 . . 2 ? C28 C27 N30 O32 0(8) 2 . . 2 ? C29 C27 N30 O32 -51(6) 3 . . 2 ? C28 C27 N30 O32 -116(7) . . . 2 ? Cl1 C27 N30 O32 54(100) . . . 2 ? C27 C27 N30 C27 60(5) 3 . . 2 ? C29 C27 N30 C27 151(100) . . . 2 ? C28 C27 N30 C27 -154(100) 3 . . 2 ? C29 C27 N30 C27 -86(100) 2 . . 2 ? C28 C27 N30 C27 84(100) 2 . . 2 ? C29 C27 N30 C27 32(100) 3 . . 2 ? C28 C27 N30 C27 -32(100) . . . 2 ? Cl1 C27 N30 C27 138(100) . . . 2 ? C27 C27 N30 C27 -60(5) 2 . . 3 ? C29 C27 N30 C27 91(100) . . . 3 ? C28 C27 N30 C27 146(100) 3 . . 3 ? C29 C27 N30 C27 -146(100) 2 . . 3 ? C28 C27 N30 C27 24(100) 2 . . 3 ? C29 C27 N30 C27 -28(100) 3 . . 3 ? C28 C27 N30 C27 -92(100) . . . 3 ? Cl1 C27 N30 C27 78(100) . . . 3 ? O31 Cl1 O31 O32 41.4(14) 2 . . 3 ? O31 Cl1 O31 O32 167.1(14) 3 . . 3 ? O32 Cl1 O31 O32 67(4) . . . 3 ? O32 Cl1 O31 O32 -161.6(14) 2 . . 3 ? C27 Cl1 O31 O32 -75(4) . . . 3 ? C27 Cl1 O31 O32 -77(4) 3 . . 3 ? C27 Cl1 O31 O32 -76(5) 2 . . 3 ? O31 Cl1 O31 N30 116(2) 2 . . . ? O31 Cl1 O31 N30 -118(2) 3 . . . ? O32 Cl1 O31 N30 142.5 . . . . ? O32 Cl1 O31 N30 75(4) 3 . . . ? O32 Cl1 O31 N30 -87(2) 2 . . . ? C27 Cl1 O31 N30 0.0 . . . . ? C27 Cl1 O31 N30 -2(3) 3 . . . ? C27 Cl1 O31 N30 -1(4) 2 . . . ? O31 Cl1 O31 O32 -157.0(5) 2 . . 2 ? O31 Cl1 O31 O32 -31.2(5) 3 . . 2 ? O32 Cl1 O31 O32 -131(2) . . . 2 ? O32 Cl1 O31 O32 161.6(14) 3 . . 2 ? C27 Cl1 O31 O32 87(2) . . . 2 ? C27 Cl1 O31 O32 85(3) 3 . . 2 ? C27 Cl1 O31 O32 86(4) 2 . . 2 ? O31 Cl1 O31 O31 125.7 3 . . 2 ? O32 Cl1 O31 O31 26(2) . . . 2 ? O32 Cl1 O31 O31 -41.4(14) 3 . . 2 ? O32 Cl1 O31 O31 157.0(5) 2 . . 2 ? C27 Cl1 O31 O31 -116(2) . . . 2 ? C27 Cl1 O31 O31 -118(3) 3 . . 2 ? C27 Cl1 O31 O31 -117(4) 2 . . 2 ? O31 Cl1 O31 O31 -125.7 2 . . 3 ? O32 Cl1 O31 O31 -100(2) . . . 3 ? O32 Cl1 O31 O31 -167.1(14) 3 . . 3 ? O32 Cl1 O31 O31 31.2(5) 2 . . 3 ? C27 Cl1 O31 O31 118(2) . . . 3 ? C27 Cl1 O31 O31 116(3) 3 . . 3 ? C27 Cl1 O31 O31 117(4) 2 . . 3 ? O31 N30 O31 O32 57(4) 2 . . 3 ? O31 N30 O31 O32 142(4) 3 . . 3 ? O32 N30 O31 O32 86(7) . . . 3 ? O32 N30 O31 O32 -178.8(18) 2 . . 3 ? C27 N30 O31 O32 -81(9) 2 . . 3 ? C27 N30 O31 O32 -83(7) 3 . . 3 ? C27 N30 O31 O32 -80(7) . . . 3 ? O31 N30 O31 Cl1 -43(3) 2 . . . ? O31 N30 O31 Cl1 42(3) 3 . . . ? O32 N30 O31 Cl1 -14.1 . . . . ? O32 N30 O31 Cl1 -100(7) 3 . . . ? O32 N30 O31 Cl1 81(6) 2 . . . ? C27 N30 O31 Cl1 179(100) 2 . . . ? C27 N30 O31 Cl1 177(5) 3 . . . ? C27 N30 O31 Cl1 180(100) . . . . ? O31 N30 O31 O32 -125(3) 2 . . 2 ? O31 N30 O31 O32 -39(3) 3 . . 2 ? O32 N30 O31 O32 -96(6) . . . 2 ? O32 N30 O31 O32 178.8(18) 3 . . 2 ? C27 N30 O31 O32 98(7) 2 . . 2 ? C27 N30 O31 O32 96(6) 3 . . 2 ? C27 N30 O31 O32 99(6) . . . 2 ? O31 N30 O31 O31 85.2 3 . . 2 ? O32 N30 O31 O31 29(3) . . . 2 ? O32 N30 O31 O31 -57(4) 3 . . 2 ? O32 N30 O31 O31 125(3) 2 . . 2 ? C27 N30 O31 O31 -138(6) 2 . . 2 ? C27 N30 O31 O31 -139(5) 3 . . 2 ? C27 N30 O31 O31 -137(3) . . . 2 ? O31 N30 O31 O31 -85.2 2 . . 3 ? O32 N30 O31 O31 -56(3) . . . 3 ? O32 N30 O31 O31 -142(4) 3 . . 3 ? O32 N30 O31 O31 39(3) 2 . . 3 ? C27 N30 O31 O31 137(6) 2 . . 3 ? C27 N30 O31 O31 135(5) 3 . . 3 ? C27 N30 O31 O31 138(3) . . . 3 ? O31 Cl1 O32 O31 -32.9(10) . . . 2 ? O31 Cl1 O32 O31 -140.1(16) 3 . . 2 ? O32 Cl1 O32 O31 20.4(11) 3 . . 2 ? O32 Cl1 O32 O31 -156.0(11) 2 . . 2 ? C27 Cl1 O32 O31 111.4(10) . . . 2 ? C27 Cl1 O32 O31 113(3) 3 . . 2 ? C27 Cl1 O32 O31 112(3) 2 . . 2 ? O31 Cl1 O32 N30 -144.3 . . . . ? O31 Cl1 O32 N30 -111.4(10) 2 . . . ? O31 Cl1 O32 N30 108.5(7) 3 . . . ? O32 Cl1 O32 N30 -90.96(19) 3 . . . ? O32 Cl1 O32 N30 92.57(19) 2 . . . ? C27 Cl1 O32 N30 0.0 . . . . ? C27 Cl1 O32 N30 2(3) 3 . . . ? C27 Cl1 O32 N30 1(3) 2 . . . ? O31 Cl1 O32 O31 107.2(7) . . . 3 ? O31 Cl1 O32 O31 140.1(16) 2 . . 3 ? O32 Cl1 O32 O31 160.6(5) 3 . . 3 ? O32 Cl1 O32 O31 -15.9(6) 2 . . 3 ? C27 Cl1 O32 O31 -108.5(7) . . . 3 ? C27 Cl1 O32 O31 -107(3) 3 . . 3 ? C27 Cl1 O32 O31 -108(3) 2 . . 3 ? O31 N30 O32 O31 -112.4(19) 3 . . 2 ? O31 N30 O32 O31 -44.8(18) . . . 2 ? O32 N30 O32 O31 1.1(13) 3 . . 2 ? O32 N30 O32 O31 -113.4(12) 2 . . 2 ? C27 N30 O32 O31 125(4) 2 . . 2 ? C27 N30 O32 O31 125(5) 3 . . 2 ? C27 N30 O32 O31 123.3(18) . . . 2 ? O31 N30 O32 Cl1 56.7(18) 2 . . . ? O31 N30 O32 Cl1 -56(3) 3 . . . ? O31 N30 O32 Cl1 11.9 . . . . ? O32 N30 O32 Cl1 58(3) 3 . . . ? O32 N30 O32 Cl1 -57(3) 2 . . . ? C27 N30 O32 Cl1 -179(4) 2 . . . ? C27 N30 O32 Cl1 -178(4) 3 . . . ? C27 N30 O32 Cl1 180(100) . . . . ? O31 N30 O32 O31 112.4(19) 2 . . 3 ? O31 N30 O32 O31 68(3) . . . 3 ? O32 N30 O32 O31 113.5(7) 3 . . 3 ? O32 N30 O32 O31 -1.0(8) 2 . . 3 ? C27 N30 O32 O31 -123(6) 2 . . 3 ? C27 N30 O32 O31 -122(6) 3 . . 3 ? C27 N30 O32 O31 -124(3) . . . 3 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 O32 0.86(6) 2.15(11) 2.96(9) 158(6) 3 N1 H1 O31 0.86(6) 2.40(9) 3.26(5) 176(6) . _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 20.89 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 1.284 _refine_diff_density_min -0.375 _refine_diff_density_rms 0.061 data_calix[6]pyrrole.methanol _database_code_CSD 175893 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C76 H78 N6 O4' _chemical_formula_weight 1139.44 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Hexagonal' _symmetry_space_group_name_H-M R-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 22.5860(6) _cell_length_b 22.5860(8) _cell_length_c 24.5560(8) _cell_angle_alpha 90.000(3) _cell_angle_beta 90.000(4) _cell_angle_gamma 120.000(1) _cell_volume 10848.4(6) _cell_formula_units_Z 6 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 7099 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 20.816 _exptl_crystal_description 'block' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.046 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3648 _exptl_absorpt_coefficient_mu 0.065 _exptl_absorpt_correction_type 'none' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_wavelength_id all _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'KappaCCD' _diffrn_measurement_method ; 183 frames via \f rotation and 75 frames via \o rotation (rotation angle 1\%) and 2*30 s per frame ; _diffrn_detector_area_resol_mean ; 1242 (horizontal) x 1152 (vertical) pixels, CCD pixel size is 22.5 x 22.5 \mm which gives at the input a pixel of 110 x 110 \mm (with 2 x 2 binning) ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13290 _diffrn_reflns_av_R_equivalents 0.056 _diffrn_reflns_av_sigmaI/netI 0.0588 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.22 _diffrn_reflns_theta_max 20.74 _reflns_number_total 2407 _reflns_number_gt 1728 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Collect data collection software (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1059P)^2^+0.0934P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2407 _refine_ls_number_parameters 292 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1365 _refine_ls_R_factor_gt 0.0806 _refine_ls_wR_factor_ref 0.2031 _refine_ls_wR_factor_gt 0.1774 _refine_ls_goodness_of_fit_ref 1.112 _refine_ls_restrained_S_all 1.112 _refine_ls_shift/su_max 1.211 _refine_ls_shift/su_mean 0.070 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.0833(2) 0.8927(2) 0.21949(19) 0.102(3) Uani 1 1 d . . . H1 H 0.061(2) 0.875(2) 0.2520(18) 0.096(14) Uiso 1 1 d . . . C2 C 0.1333(2) 0.9606(3) 0.2130(2) 0.097(3) Uani 1 1 d . . . C3 C 0.1455(3) 0.9687(3) 0.1586(2) 0.113(3) Uani 1 1 d . . . H3 H 0.1771 1.0092 0.1417 0.136 Uiso 1 1 calc R . . C4 C 0.1032(3) 0.9068(3) 0.1319(2) 0.108(3) Uani 1 1 d . . . H4 H 0.1021 0.8992 0.0946 0.129 Uiso 1 1 calc R . . C5 C 0.0642(2) 0.8597(2) 0.1699(2) 0.095(3) Uani 1 1 d . . . C6 C 0.0109(2) 0.7849(2) 0.16465(17) 0.098(3) Uani 1 1 d . . . N7 N -0.0686(2) 0.8188(3) 0.20972(16) 0.101(3) Uani 1 1 d . . . H7 H -0.045(2) 0.860(3) 0.1972(19) 0.114(19) Uiso 1 1 d . . . C8 C -0.0504(3) 0.7702(3) 0.19993(18) 0.096(3) Uani 1 1 d . . . C9 C -0.0984(3) 0.7125(3) 0.2260(2) 0.113(3) Uani 1 1 d . . . H9 H -0.0996 0.6707 0.2268 0.135 Uiso 1 1 calc R . . C10 C -0.1456(3) 0.7269(3) 0.2515(2) 0.118(3) Uani 1 1 d . . . H10 H -0.1834 0.6964 0.2718 0.142 Uiso 1 1 calc R . . C11 C -0.1262(3) 0.7941(3) 0.24104(19) 0.100(3) Uani 1 1 d . . . C12 C -0.1550(2) 0.8373(3) 0.26052(19) 0.103(3) Uani 1 1 d . . . C13 C -0.0085(3) 0.7721(2) 0.10339(18) 0.097(3) Uani 1 1 d . . . C14 C -0.0578(3) 0.7827(3) 0.0810(2) 0.109(3) Uani 1 1 d . . . H14 H -0.0824 0.7957 0.1036 0.131 Uiso 1 1 calc R . . C15 C -0.0723(3) 0.7748(3) 0.0263(3) 0.134(3) Uani 1 1 d . . . H15 H -0.1064 0.7820 0.0123 0.160 Uiso 1 1 calc R . . C16 C -0.0363(4) 0.7561(3) -0.0076(2) 0.138(3) Uani 1 1 d . . . H16 H -0.0461 0.7501 -0.0447 0.165 Uiso 1 1 calc R . . C17 C 0.0134(4) 0.7465(3) 0.0132(3) 0.141(3) Uani 1 1 d . . . H17 H 0.0382 0.7343 -0.0098 0.169 Uiso 1 1 calc R . . C18 C 0.0280(3) 0.7545(3) 0.0682(2) 0.126(3) Uani 1 1 d . . . H18 H 0.0628 0.7481 0.0818 0.151 Uiso 1 1 calc R . . C19 C 0.0383(3) 0.7377(3) 0.18253(18) 0.100(3) Uani 1 1 d . . . C20 C -0.0005(3) 0.6676(3) 0.1738(2) 0.112(3) Uani 1 1 d . . . H20 H -0.0434 0.6497 0.1578 0.134 Uiso 1 1 calc R . . C21 C 0.0231(4) 0.6238(3) 0.1882(3) 0.130(3) Uani 1 1 d . . . H21 H -0.0037 0.5771 0.1819 0.156 Uiso 1 1 calc R . . C22 C 0.0853(5) 0.6495(4) 0.2116(3) 0.150(3) Uani 1 1 d . . . H22 H 0.1006 0.6200 0.2224 0.180 Uiso 1 1 calc R . . C23 C 0.1259(4) 0.7181(4) 0.2196(3) 0.154(3) Uani 1 1 d . . . H23 H 0.1694 0.7354 0.2344 0.185 Uiso 1 1 calc R . . C24 C 0.1020(3) 0.7618(3) 0.2055(2) 0.125(3) Uani 1 1 d . . . H24 H 0.1295 0.8085 0.2117 0.151 Uiso 1 1 calc R . . C25 C -0.1016(3) 0.8949(3) 0.2970(2) 0.128(3) Uani 1 1 d . . . H25A H -0.0877 0.8754 0.3255 0.191 Uiso 1 1 calc R . . H25B H -0.1213 0.9201 0.3127 0.191 Uiso 1 1 calc R . . H25C H -0.0626 0.9252 0.2755 0.191 Uiso 1 1 calc R . . C26 C -0.2212(3) 0.7922(3) 0.2940(2) 0.141(3) Uani 1 1 d . . . H26A H -0.2532 0.7545 0.2721 0.212 Uiso 1 1 calc R . . H26B H -0.2413 0.8192 0.3048 0.212 Uiso 1 1 calc R . . H26C H -0.2100 0.7751 0.3259 0.212 Uiso 1 1 calc R . . O27 O 0.0153(3) 0.8172(3) 0.3215(2) 0.191(3) Uani 1 1 d . . . C28 C 0.048(2) 0.7897(9) 0.3505(18) 0.217(19) Uani 0.63(6) 1 d P A 1 H28A H 0.0961 0.8214 0.3510 0.325 Uiso 0.63(6) 1 calc PR A 1 H28B H 0.0393 0.7478 0.3337 0.325 Uiso 0.63(6) 1 calc PR A 1 H28C H 0.0308 0.7806 0.3872 0.325 Uiso 0.63(6) 1 calc PR A 1 C28 C 0.002(4) 0.804(3) 0.3746(14) 0.25(3) Uani 0.37(6) 1 d P A 2 H28D H -0.0466 0.7750 0.3797 0.379 Uiso 0.37(6) 1 calc PR A 2 H28E H 0.0174 0.8456 0.3943 0.379 Uiso 0.37(6) 1 calc PR A 2 H28F H 0.0248 0.7805 0.3880 0.379 Uiso 0.37(6) 1 calc PR A 2 O29 O 0.012(2) 0.9759(19) 0.1708(6) 0.175(8) Uani 0.33 1 d P . . C30 C 0.0000 1.0000 0.1174(15) 0.236(7) Uani 1 3 d SG . . H30A H 0.0420 1.0230 0.0972 0.353 Uiso 0.33 1 d PG . . H30B H -0.0093 1.0332 0.1335 0.353 Uiso 0.33 1 d PG . . H30C H -0.0367 0.9711 0.0933 0.353 Uiso 0.33 1 d PG . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.110(4) 0.100(4) 0.089(4) 0.007(3) 0.005(3) 0.048(3) C2 0.095(4) 0.090(4) 0.105(5) 0.004(3) 0.000(3) 0.044(3) C3 0.122(5) 0.099(4) 0.108(5) 0.014(3) 0.021(3) 0.048(3) C4 0.124(5) 0.092(4) 0.094(4) 0.004(3) 0.014(3) 0.044(3) C5 0.104(4) 0.088(4) 0.096(4) 0.002(3) 0.000(3) 0.050(3) C6 0.106(4) 0.097(4) 0.097(4) 0.004(3) 0.007(3) 0.055(3) N7 0.107(4) 0.092(4) 0.103(4) 0.012(2) 0.009(2) 0.050(3) C8 0.112(4) 0.087(4) 0.095(4) 0.011(3) 0.003(3) 0.054(3) C9 0.131(5) 0.101(4) 0.122(4) 0.015(3) 0.017(3) 0.070(4) C10 0.127(5) 0.104(5) 0.115(4) 0.018(3) 0.023(3) 0.051(4) C11 0.103(4) 0.098(4) 0.099(4) 0.010(3) 0.012(3) 0.050(3) C12 0.112(4) 0.109(4) 0.097(4) 0.007(3) 0.007(3) 0.062(3) C13 0.113(4) 0.092(4) 0.091(4) 0.005(2) 0.002(3) 0.054(3) C14 0.117(5) 0.121(5) 0.098(4) 0.003(3) -0.002(3) 0.066(4) C15 0.146(5) 0.150(6) 0.106(5) 0.008(4) -0.013(4) 0.075(4) C16 0.192(7) 0.143(5) 0.091(4) 0.009(3) -0.001(4) 0.094(5) C17 0.204(7) 0.159(6) 0.099(5) 0.003(4) 0.012(4) 0.120(5) C18 0.163(5) 0.149(5) 0.098(5) 0.004(3) 0.003(3) 0.102(4) C19 0.115(5) 0.100(5) 0.097(4) 0.008(3) 0.005(3) 0.062(4) C20 0.125(5) 0.101(5) 0.116(4) 0.005(3) 0.002(3) 0.061(4) C21 0.153(6) 0.113(5) 0.144(5) 0.012(4) 0.006(4) 0.081(4) C22 0.179(7) 0.141(7) 0.168(6) 0.013(4) -0.021(5) 0.108(6) C23 0.155(6) 0.145(7) 0.190(7) -0.004(5) -0.036(5) 0.095(6) C24 0.128(5) 0.119(5) 0.143(5) -0.004(3) -0.011(4) 0.072(4) C25 0.150(5) 0.131(5) 0.121(4) -0.023(3) -0.028(3) 0.084(4) C26 0.149(5) 0.151(5) 0.138(5) 0.032(4) 0.051(4) 0.087(4) O27 0.222(6) 0.175(5) 0.145(5) 0.037(3) 0.004(4) 0.077(4) C28 0.24(3) 0.167(12) 0.21(3) 0.045(13) -0.08(2) 0.075(14) C28 0.27(4) 0.28(4) 0.16(2) 0.10(2) 0.03(3) 0.10(4) O29 0.20(2) 0.18(3) 0.171(12) 0.023(12) 0.007(14) 0.112(14) C30 0.214(11) 0.214(11) 0.28(2) 0.000 0.000 0.107(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C5 1.378(6) . ? N1 C2 1.385(6) . ? C2 C3 1.358(6) . ? C2 C12 1.491(6) 2_675 ? C3 C4 1.402(7) . ? C4 C5 1.357(6) . ? C5 C6 1.512(6) . ? C6 C8 1.523(6) . ? C6 C19 1.540(6) . ? C6 C13 1.553(6) . ? N7 C11 1.367(6) . ? N7 C8 1.372(6) . ? C8 C9 1.368(6) . ? C9 C10 1.409(6) . ? C10 C11 1.376(6) . ? C11 C12 1.498(7) . ? C12 C2 1.491(6) 3_465 ? C12 C25 1.544(6) . ? C12 C26 1.558(7) . ? C13 C14 1.366(6) . ? C13 C18 1.383(7) . ? C14 C15 1.374(7) . ? C15 C16 1.368(8) . ? C16 C17 1.347(8) . ? C17 C18 1.380(7) . ? C19 C24 1.379(7) . ? C19 C20 1.390(6) . ? C20 C21 1.384(7) . ? C21 C22 1.351(8) . ? C22 C23 1.363(8) . ? C23 C24 1.387(8) . ? O27 C28 1.34(3) . ? O27 C28 1.38(2) . ? O29 O29 1.24(2) 2_675 ? O29 O29 1.24(2) 3_465 ? O29 C30 1.49(3) . ? C30 O29 1.49(3) 2_675 ? C30 O29 1.49(3) 3_465 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C5 N1 C2 111.0(4) . . ? C3 C2 N1 105.1(4) . . ? C3 C2 C12 133.2(5) . 2_675 ? N1 C2 C12 121.7(4) . 2_675 ? C2 C3 C4 109.5(5) . . ? C5 C4 C3 108.1(5) . . ? C4 C5 N1 106.2(4) . . ? C4 C5 C6 131.2(5) . . ? N1 C5 C6 122.6(4) . . ? C5 C6 C8 108.9(4) . . ? C5 C6 C19 112.2(4) . . ? C8 C6 C19 108.8(4) . . ? C5 C6 C13 106.5(4) . . ? C8 C6 C13 111.6(4) . . ? C19 C6 C13 108.8(4) . . ? C11 N7 C8 112.1(4) . . ? C9 C8 N7 105.6(4) . . ? C9 C8 C6 132.4(5) . . ? N7 C8 C6 121.9(4) . . ? C8 C9 C10 108.5(4) . . ? C11 C10 C9 108.1(4) . . ? N7 C11 C10 105.6(5) . . ? N7 C11 C12 123.3(5) . . ? C10 C11 C12 131.0(5) . . ? C2 C12 C11 109.9(4) 3_465 . ? C2 C12 C25 110.5(4) 3_465 . ? C11 C12 C25 108.9(4) . . ? C2 C12 C26 108.7(4) 3_465 . ? C11 C12 C26 109.3(4) . . ? C25 C12 C26 109.6(4) . . ? C14 C13 C18 117.0(4) . . ? C14 C13 C6 122.5(5) . . ? C18 C13 C6 120.3(5) . . ? C13 C14 C15 122.2(5) . . ? C16 C15 C14 119.7(6) . . ? C17 C16 C15 119.3(6) . . ? C16 C17 C18 120.9(6) . . ? C17 C18 C13 120.8(5) . . ? C24 C19 C20 116.9(5) . . ? C24 C19 C6 122.9(5) . . ? C20 C19 C6 120.1(5) . . ? C21 C20 C19 121.7(5) . . ? C22 C21 C20 119.4(6) . . ? C21 C22 C23 121.0(6) . . ? C22 C23 C24 119.5(6) . . ? C19 C24 C23 121.5(6) . . ? C28 O27 C28 60(3) . . ? O29 O29 O29 60.000(6) 2_675 3_465 ? O29 O29 C30 65.6(8) 2_675 . ? O29 O29 C30 65.6(8) 3_465 . ? O29 C30 O29 48.9(15) 2_675 3_465 ? O29 C30 O29 48.9(15) 2_675 . ? O29 C30 O29 48.9(15) 3_465 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 N1 C2 C3 -0.9(5) . . . . ? C5 N1 C2 C12 179.8(4) . . . 2_675 ? N1 C2 C3 C4 0.4(5) . . . . ? C12 C2 C3 C4 179.6(5) 2_675 . . . ? C2 C3 C4 C5 0.2(6) . . . . ? C3 C4 C5 N1 -0.7(5) . . . . ? C3 C4 C5 C6 -179.0(5) . . . . ? C2 N1 C5 C4 1.0(5) . . . . ? C2 N1 C5 C6 179.5(4) . . . . ? C4 C5 C6 C8 -136.0(5) . . . . ? N1 C5 C6 C8 46.0(6) . . . . ? C4 C5 C6 C19 103.4(6) . . . . ? N1 C5 C6 C19 -74.6(5) . . . . ? C4 C5 C6 C13 -15.5(7) . . . . ? N1 C5 C6 C13 166.4(4) . . . . ? C11 N7 C8 C9 0.1(5) . . . . ? C11 N7 C8 C6 178.2(4) . . . . ? C5 C6 C8 C9 -151.7(5) . . . . ? C19 C6 C8 C9 -29.1(7) . . . . ? C13 C6 C8 C9 91.0(6) . . . . ? C5 C6 C8 N7 30.7(6) . . . . ? C19 C6 C8 N7 153.3(4) . . . . ? C13 C6 C8 N7 -86.6(5) . . . . ? N7 C8 C9 C10 0.1(5) . . . . ? C6 C8 C9 C10 -177.8(5) . . . . ? C8 C9 C10 C11 -0.2(6) . . . . ? C8 N7 C11 C10 -0.2(5) . . . . ? C8 N7 C11 C12 176.4(4) . . . . ? C9 C10 C11 N7 0.3(5) . . . . ? C9 C10 C11 C12 -176.0(5) . . . . ? N7 C11 C12 C2 59.7(6) . . . 3_465 ? C10 C11 C12 C2 -124.6(5) . . . 3_465 ? N7 C11 C12 C25 -61.4(6) . . . . ? C10 C11 C12 C25 114.2(6) . . . . ? N7 C11 C12 C26 178.9(4) . . . . ? C10 C11 C12 C26 -5.4(7) . . . . ? C5 C6 C13 C14 -86.5(5) . . . . ? C8 C6 C13 C14 32.2(6) . . . . ? C19 C6 C13 C14 152.4(4) . . . . ? C5 C6 C13 C18 88.3(5) . . . . ? C8 C6 C13 C18 -153.0(5) . . . . ? C19 C6 C13 C18 -32.8(6) . . . . ? C18 C13 C14 C15 1.6(7) . . . . ? C6 C13 C14 C15 176.5(5) . . . . ? C13 C14 C15 C16 -0.4(9) . . . . ? C14 C15 C16 C17 -0.7(9) . . . . ? C15 C16 C17 C18 0.6(10) . . . . ? C16 C17 C18 C13 0.5(9) . . . . ? C14 C13 C18 C17 -1.6(8) . . . . ? C6 C13 C18 C17 -176.7(5) . . . . ? C5 C6 C19 C24 5.8(6) . . . . ? C8 C6 C19 C24 -114.8(5) . . . . ? C13 C6 C19 C24 123.4(5) . . . . ? C5 C6 C19 C20 -171.6(4) . . . . ? C8 C6 C19 C20 67.8(5) . . . . ? C13 C6 C19 C20 -54.0(5) . . . . ? C24 C19 C20 C21 1.0(7) . . . . ? C6 C19 C20 C21 178.6(4) . . . . ? C19 C20 C21 C22 0.2(8) . . . . ? C20 C21 C22 C23 -2.0(10) . . . . ? C21 C22 C23 C24 2.6(11) . . . . ? C20 C19 C24 C23 -0.4(8) . . . . ? C6 C19 C24 C23 -177.9(5) . . . . ? C22 C23 C24 C19 -1.3(10) . . . . ? O29 O29 C30 O29 66.6(5) 3_465 . . 2_675 ? O29 O29 C30 O29 -66.6(5) 2_675 . . 3_465 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 O27 0.92(4) 2.09(5) 2.988(7) 166(4) . N7 H7 O29 0.87(5) 2.36(6) 3.22(4) 173(4) . _diffrn_measured_fraction_theta_max 0.955 _diffrn_reflns_theta_full 20.74 _diffrn_measured_fraction_theta_full 0.955 _refine_diff_density_max 0.044 _refine_diff_density_min -0.016 _refine_diff_density_rms 0.005 data_calix[6]pyrrole.nitrotoluene.water.chloroform _database_code_CSD 175894 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C76.50 H69 Cl9 N6.50 O1.50' _chemical_formula_weight 1422.43 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Hexagonal' _symmetry_space_group_name_H-M 'R-3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 23.3603(13) _cell_length_b 23.3603(13) _cell_length_c 24.2170(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 11444.8(12) _cell_formula_units_Z 6 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 21262 _cell_measurement_theta_min 1.018 _cell_measurement_theta_max 20.816 _exptl_crystal_description 'block' _exptl_crystal_colour 'brownish' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.238 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4431 _exptl_absorpt_coefficient_mu 0.378 _exptl_absorpt_correction_type 'none' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'KappaCCD' _diffrn_measurement_method ; 183 frames via \f rotation and 72 frames via \o rotation (rotation angle 1.5\%) and 2*90 s per frame) ; _diffrn_detector_area_resol_mean ; 1242 (horizontal) x 1152 (vertical) pixels, CCD pixel size is 22.5 x 22.5 \mm which gives at the input a pixel of 110 x 110 \mm (with 2 x 2 binning) ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5355 _diffrn_reflns_av_R_equivalents 0.032 _diffrn_reflns_av_sigmaI/netI 0.0525 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 20.86 _reflns_number_total 2637 _reflns_number_gt 2118 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Collect data collection software (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Johnson & Burnet, 1996)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1683P)^2^+42.4591P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0025(6) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2637 _refine_ls_number_parameters 312 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1226 _refine_ls_R_factor_gt 0.1010 _refine_ls_wR_factor_ref 0.2829 _refine_ls_wR_factor_gt 0.2664 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.068 _refine_ls_shift/su_max 0.328 _refine_ls_shift/su_mean 0.037 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.1014(2) -0.0758(2) 0.29149(17) 0.0495(13) Uani 1 1 d . . . H1 H 0.085(3) -0.050(3) 0.303(2) 0.059 Uiso 1 1 d . . . C2 C 0.0670(3) -0.1321(3) 0.2599(2) 0.0487(14) Uani 1 1 d . . . C3 C 0.1086(3) -0.1547(3) 0.2489(2) 0.0581(16) Uani 1 1 d . . . H3 H 0.0986 -0.1924 0.2287 0.070 Uiso 1 1 calc R . . C4 C 0.1708(3) -0.1106(3) 0.2735(2) 0.0568(16) Uani 1 1 d . . . H4 H 0.2086 -0.1144 0.2721 0.068 Uiso 1 1 calc R . . C5 C 0.1653(2) -0.0619(2) 0.29957(19) 0.0458(14) Uani 1 1 d . . . C6 C 0.2125(2) -0.0039(2) 0.33564(19) 0.0453(14) Uani 1 1 d . . . N7 N 0.1833(2) 0.0708(2) 0.28186(19) 0.0518(13) Uani 1 1 d . . . H7 H 0.184(3) 0.050(3) 0.253(2) 0.062 Uiso 1 1 d . . . C8 C 0.1955(2) 0.0505(2) 0.3318(2) 0.0462(14) Uani 1 1 d . . . C9 C 0.1891(3) 0.0883(3) 0.3708(2) 0.0594(16) Uani 1 1 d . . . H9 H 0.1943 0.0856 0.4086 0.071 Uiso 1 1 calc R . . C10 C 0.1734(3) 0.1326(3) 0.3446(2) 0.0617(17) Uani 1 1 d . . . H10 H 0.1667 0.1642 0.3620 0.074 Uiso 1 1 calc R . . C11 C 0.1697(2) 0.1208(3) 0.2894(2) 0.0492(14) Uani 1 1 d . . . C12 C 0.1565(3) 0.1531(3) 0.2405(2) 0.0572(16) Uani 1 1 d . . . C13 C 0.2842(3) 0.0200(3) 0.3163(2) 0.0508(15) Uani 1 1 d . . . C14 C 0.3230(3) 0.0804(3) 0.2916(2) 0.0661(17) Uani 1 1 d . . . H14 H 0.3059 0.1083 0.2860 0.079 Uiso 1 1 calc R . . C15 C 0.3868(4) 0.1003(4) 0.2750(3) 0.090(2) Uani 1 1 d . . . H15 H 0.4120 0.1412 0.2581 0.108 Uiso 1 1 calc R . . C16 C 0.4129(3) 0.0602(4) 0.2832(3) 0.090(2) Uani 1 1 d . . . H16 H 0.4558 0.0735 0.2718 0.108 Uiso 1 1 calc R . . C17 C 0.3755(3) 0.0001(4) 0.3084(3) 0.0736(19) Uani 1 1 d . . . H17 H 0.3931 -0.0274 0.3143 0.088 Uiso 1 1 calc R . . C18 C 0.3127(3) -0.0193(3) 0.3247(2) 0.0580(16) Uani 1 1 d . . . H18 H 0.2880 -0.0600 0.3420 0.070 Uiso 1 1 calc R . . C19 C 0.2061(3) -0.0242(3) 0.3972(2) 0.0472(14) Uani 1 1 d . . . C20 C 0.1494(3) -0.0761(3) 0.4185(2) 0.0579(16) Uani 1 1 d . . . H20 H 0.1138 -0.1007 0.3951 0.069 Uiso 1 1 calc R . . C21 C 0.1441(3) -0.0928(3) 0.4738(2) 0.0750(19) Uani 1 1 d . . . H21 H 0.1049 -0.1279 0.4873 0.090 Uiso 1 1 calc R . . C22 C 0.1968(4) -0.0575(4) 0.5092(2) 0.0733(19) Uani 1 1 d . . . H22 H 0.1934 -0.0688 0.5463 0.088 Uiso 1 1 calc R . . C23 C 0.2538(3) -0.0060(3) 0.4889(2) 0.0694(18) Uani 1 1 d . . . H23 H 0.2897 0.0177 0.5123 0.083 Uiso 1 1 calc R . . C24 C 0.2585(3) 0.0112(3) 0.4337(2) 0.0625(17) Uani 1 1 d . . . H24 H 0.2974 0.0470 0.4207 0.075 Uiso 1 1 calc R . . C25 C 0.2202(4) 0.1932(4) 0.2079(3) 0.090(2) Uani 1 1 d . . . H25A H 0.2518 0.2291 0.2302 0.135 Uiso 1 1 calc R . . H25B H 0.2111 0.2104 0.1751 0.135 Uiso 1 1 calc R . . H25C H 0.2378 0.1653 0.1978 0.135 Uiso 1 1 calc R . . C26 C 0.1034(4) 0.0995(3) 0.2030(3) 0.086(2) Uani 1 1 d . . . H26A H 0.1196 0.0721 0.1882 0.129 Uiso 1 1 calc R . . H26B H 0.0933 0.1202 0.1732 0.129 Uiso 1 1 calc R . . H26C H 0.0641 0.0727 0.2241 0.129 Uiso 1 1 calc R . . C27 C 0.2050(7) -0.0033(7) 0.0930(7) 0.174(5) Uani 1 1 d . . . H27 H 0.2228 -0.0221 0.0665 0.209 Uiso 1 1 calc R A 1 Cl1 Cl 0.1767(9) -0.0502(16) 0.1450(11) 0.55(2) Uani 0.558(19) 1 d P B 1 Cl2 Cl 0.1448(12) 0.004(2) 0.0637(10) 0.53(3) Uani 0.558(19) 1 d P B 1 Cl3 Cl 0.2652(8) 0.0680(8) 0.1162(11) 0.290(10) Uani 0.558(19) 1 d P B 1 Cl1 Cl 0.1588(7) -0.0752(7) 0.1101(12) 0.297(12) Uani 0.442(19) 1 d P B 2 Cl2 Cl 0.1775(17) 0.0406(12) 0.0696(7) 0.329(18) Uani 0.442(19) 1 d P B 2 Cl3 Cl 0.2524(11) 0.0315(14) 0.1536(7) 0.246(9) Uani 0.442(19) 1 d P B 2 O1W O 0.0000 0.0000 0.9519(6) 0.364(16) Uani 1 3 d S . . O28A O -0.0477 -0.0406 0.6505(6) 0.178(6) Uiso 0.17 1 d PR . . O28B O 0.0477 0.0406 0.6505(6) 0.178(6) Uiso 0.17 1 d PR . . N29 N 0.0000 0.0000 0.6255(6) 0.178(6) Uiso 0.50 3 d SPR . . C33 C 0.0000 0.0000 0.6308(6) 0.178(6) Uiso 0.50 3 d SPR . . H33A H -0.0463 -0.0199 0.6433 0.178(6) Uiso 0.17 1 d PR . . H33B H 0.0218 0.0453 0.6438 0.178(6) Uiso 0.17 1 d PR . . H33C H 0.0188 -0.0228 0.6452 0.178(6) Uiso 0.17 1 d PR . . C30 C 0.0000 0.0000 0.5678(6) 0.178(6) Uiso 0.50 3 d SPR . . C31 C 0.0608 0.0496 0.5355(6) 0.178(6) Uiso 0.17 1 d PR . . H31 H 0.0991 0.0794 0.5538 0.178(6) Uiso 0.17 1 d PR . . C32 C -0.0570 -0.0485 0.5355(6) 0.178(6) Uiso 0.17 1 d PR . . H32 H -0.0929 -0.0806 0.5550 0.178(6) Uiso 0.17 1 d PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.051(3) 0.056(3) 0.051(3) -0.006(2) -0.001(2) 0.034(2) C2 0.049(3) 0.054(3) 0.043(3) -0.007(3) 0.000(3) 0.026(3) C3 0.055(4) 0.060(4) 0.061(4) -0.019(3) -0.004(3) 0.031(3) C4 0.055(4) 0.067(4) 0.059(4) -0.007(3) 0.004(3) 0.039(3) C5 0.048(3) 0.053(3) 0.042(3) 0.000(3) 0.004(2) 0.029(3) C6 0.044(3) 0.055(3) 0.039(3) -0.005(2) -0.001(2) 0.026(3) N7 0.068(3) 0.055(3) 0.041(3) -0.004(2) 0.001(2) 0.037(3) C8 0.049(3) 0.046(3) 0.045(3) -0.001(3) -0.001(2) 0.024(3) C9 0.082(4) 0.067(4) 0.043(3) -0.008(3) -0.009(3) 0.048(3) C10 0.088(4) 0.062(4) 0.049(4) -0.011(3) -0.005(3) 0.047(3) C11 0.052(3) 0.049(3) 0.049(4) -0.001(3) 0.000(2) 0.027(3) C12 0.071(4) 0.060(4) 0.049(3) 0.003(3) 0.009(3) 0.039(3) C13 0.052(3) 0.059(4) 0.046(3) -0.003(3) 0.002(3) 0.030(3) C14 0.056(4) 0.074(4) 0.068(4) 0.012(3) 0.014(3) 0.032(3) C15 0.085(5) 0.091(5) 0.087(5) 0.022(4) 0.024(4) 0.039(5) C16 0.058(4) 0.115(6) 0.092(5) 0.006(5) 0.022(4) 0.040(5) C17 0.062(4) 0.093(5) 0.075(4) -0.011(4) 0.004(3) 0.046(4) C18 0.056(4) 0.062(4) 0.058(4) -0.008(3) 0.001(3) 0.031(3) C19 0.046(3) 0.061(3) 0.044(3) -0.005(3) 0.001(3) 0.034(3) C20 0.055(4) 0.073(4) 0.049(4) 0.003(3) 0.003(3) 0.034(3) C21 0.068(4) 0.088(5) 0.060(4) 0.022(3) 0.014(4) 0.033(4) C22 0.082(5) 0.105(5) 0.047(4) 0.008(4) 0.006(4) 0.057(5) C23 0.068(4) 0.097(5) 0.047(4) -0.007(3) -0.009(3) 0.044(4) C24 0.060(4) 0.071(4) 0.053(4) 0.001(3) 0.002(3) 0.030(3) C25 0.115(6) 0.107(5) 0.081(5) 0.036(4) 0.050(4) 0.080(5) C26 0.133(6) 0.084(5) 0.067(4) -0.018(4) -0.027(4) 0.074(5) C27 0.142(10) 0.149(12) 0.235(16) 0.024(10) 0.023(10) 0.076(10) Cl1 0.221(15) 0.83(5) 0.57(3) 0.58(3) 0.175(17) 0.23(2) Cl2 0.35(2) 1.08(8) 0.34(2) 0.10(3) 0.014(15) 0.50(4) Cl3 0.243(12) 0.248(14) 0.32(2) -0.057(13) 0.071(15) 0.081(10) Cl1 0.138(9) 0.156(10) 0.58(4) 0.027(14) 0.076(14) 0.062(7) Cl2 0.65(5) 0.38(2) 0.193(12) 0.021(12) 0.012(18) 0.44(3) Cl3 0.241(18) 0.36(3) 0.190(12) -0.034(13) 0.033(11) 0.19(2) O1W 0.307(19) 0.307(19) 0.48(4) 0.000 0.000 0.154(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C5 1.374(6) . ? N1 C2 1.380(7) . ? C2 C3 1.343(7) . ? C2 C12 1.521(7) 3 ? C3 C4 1.426(8) . ? C4 C5 1.363(7) . ? C5 C6 1.523(7) . ? C6 C8 1.512(7) . ? C6 C19 1.549(7) . ? C6 C13 1.550(7) . ? N7 C11 1.367(7) . ? N7 C8 1.380(7) . ? C8 C9 1.351(7) . ? C9 C10 1.409(8) . ? C10 C11 1.360(7) . ? C11 C12 1.516(7) . ? C12 C2 1.521(7) 2 ? C12 C25 1.522(9) . ? C12 C26 1.543(9) . ? C13 C14 1.375(8) . ? C13 C18 1.392(7) . ? C14 C15 1.380(9) . ? C15 C16 1.365(10) . ? C16 C17 1.372(10) . ? C17 C18 1.360(8) . ? C19 C20 1.373(7) . ? C19 C24 1.397(8) . ? C20 C21 1.383(8) . ? C21 C22 1.384(9) . ? C22 C23 1.363(9) . ? C23 C24 1.384(8) . ? C27 Cl1 1.531(19) . ? C27 Cl2 1.563(18) . ? C27 Cl1 1.581(17) . ? C27 Cl3 1.65(2) . ? C27 Cl2 1.65(2) . ? C27 Cl3 1.77(2) . ? O28A O28B 1.0412 2 ? O28A O28B 1.0412 3 ? O28A C33 1.1455 . ? O28A N29 1.2054 . ? O28A O28A 1.8035 3 ? O28A O28A 1.8035 2 ? O28B O28A 1.0412 3 ? O28B O28A 1.0412 2 ? O28B C33 1.1455 . ? O28B N29 1.2054 . ? O28B O28B 1.8035 2 ? O28B O28B 1.8035 3 ? N29 O28B 1.2054 2 ? N29 O28A 1.2054 3 ? N29 O28B 1.2054 3 ? N29 O28A 1.2054 2 ? N29 C30 1.3953 . ? C33 O28B 1.1455 2 ? C33 O28A 1.1455 3 ? C33 O28B 1.1455 3 ? C33 O28A 1.1455 2 ? C33 C30 1.5252 . ? C30 C32 1.4702 3 ? C30 C32 1.4702 . ? C30 C32 1.4702 2 ? C30 C31 1.5249 2 ? C30 C31 1.5249 . ? C30 C31 1.5249 3 ? C31 C32 1.2383 2 ? C31 C32 1.3168 3 ? C31 C32 1.72(3) 10_556 ? C32 C31 1.2383 3 ? C32 C31 1.3168 2 ? C32 C31 1.72(3) 10_556 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C5 N1 C2 110.6(4) . . ? C3 C2 N1 107.0(5) . . ? C3 C2 C12 130.6(5) . 3 ? N1 C2 C12 122.3(5) . 3 ? C2 C3 C4 108.1(5) . . ? C5 C4 C3 108.0(5) . . ? C4 C5 N1 106.4(4) . . ? C4 C5 C6 132.8(5) . . ? N1 C5 C6 120.7(4) . . ? C8 C6 C5 109.5(4) . . ? C8 C6 C19 106.9(4) . . ? C5 C6 C19 111.3(4) . . ? C8 C6 C13 111.7(4) . . ? C5 C6 C13 108.6(4) . . ? C19 C6 C13 108.8(4) . . ? C11 N7 C8 110.7(4) . . ? C9 C8 N7 106.2(4) . . ? C9 C8 C6 131.9(5) . . ? N7 C8 C6 121.9(4) . . ? C8 C9 C10 108.6(5) . . ? C11 C10 C9 107.9(5) . . ? C10 C11 N7 106.6(5) . . ? C10 C11 C12 132.5(5) . . ? N7 C11 C12 120.9(5) . . ? C11 C12 C2 110.6(4) . 2 ? C11 C12 C25 109.4(5) . . ? C2 C12 C25 108.7(5) 2 . ? C11 C12 C26 109.7(5) . . ? C2 C12 C26 108.8(5) 2 . ? C25 C12 C26 109.6(5) . . ? C14 C13 C18 117.0(5) . . ? C14 C13 C6 122.7(5) . . ? C18 C13 C6 120.4(5) . . ? C13 C14 C15 121.3(6) . . ? C16 C15 C14 120.3(7) . . ? C15 C16 C17 119.5(6) . . ? C18 C17 C16 120.0(6) . . ? C17 C18 C13 122.0(6) . . ? C20 C19 C24 117.2(5) . . ? C20 C19 C6 122.3(4) . . ? C24 C19 C6 120.5(5) . . ? C19 C20 C21 121.6(5) . . ? C22 C21 C20 120.2(6) . . ? C23 C22 C21 119.3(6) . . ? C22 C23 C24 120.3(6) . . ? C23 C24 C19 121.4(6) . . ? Cl1 C27 Cl2 121.5(17) . . ? Cl1 C27 Cl1 37.2(15) . . ? Cl2 C27 Cl1 125.3(16) . . ? Cl1 C27 Cl3 142.4(17) . . ? Cl2 C27 Cl3 83.4(14) . . ? Cl1 C27 Cl3 106.1(17) . . ? Cl1 C27 Cl2 93.2(16) . . ? Cl2 C27 Cl2 29.8(17) . . ? Cl1 C27 Cl2 109.2(14) . . ? Cl3 C27 Cl2 112.6(17) . . ? Cl1 C27 Cl3 102.5(15) . . ? Cl2 C27 Cl3 111.5(14) . . ? Cl1 C27 Cl3 66.9(14) . . ? Cl3 C27 Cl3 39.9(8) . . ? Cl2 C27 Cl3 132.7(16) . . ? O28B O28A O28B 120.0 2 3 ? O28B O28A C33 63.0 2 . ? O28B O28A C33 63.0 3 . ? O28B O28A N29 64.4 2 . ? O28B O28A N29 64.4 3 . ? C33 O28A N29 5.6 . . ? O28B O28A O28A 30.0 2 3 ? O28B O28A O28A 90.0 3 3 ? C33 O28A O28A 38.1 . 3 ? N29 O28A O28A 41.6 . 3 ? O28B O28A O28A 90.0 2 2 ? O28B O28A O28A 30.0 3 2 ? C33 O28A O28A 38.1 . 2 ? N29 O28A O28A 41.6 . 2 ? O28A O28A O28A 60.0 3 2 ? O28A O28B O28A 120.0 3 2 ? O28A O28B C33 63.0 3 . ? O28A O28B C33 63.0 2 . ? O28A O28B N29 64.4 3 . ? O28A O28B N29 64.4 2 . ? C33 O28B N29 5.6 . . ? O28A O28B O28B 30.0 3 2 ? O28A O28B O28B 90.0 2 2 ? C33 O28B O28B 38.1 . 2 ? N29 O28B O28B 41.6 . 2 ? O28A O28B O28B 90.0 3 3 ? O28A O28B O28B 30.0 2 3 ? C33 O28B O28B 38.1 . 3 ? N29 O28B O28B 41.6 . 3 ? O28B O28B O28B 60.0 2 3 ? O28B N29 O28B 96.8 2 . ? O28B N29 O28A 51.2 2 3 ? O28B N29 O28A 51.2 . 3 ? O28B N29 O28A 51.2 2 . ? O28B N29 O28A 119.5 . . ? O28A N29 O28A 96.8 3 . ? O28B N29 O28B 96.8 2 3 ? O28B N29 O28B 96.8 . 3 ? O28A N29 O28B 119.5 3 3 ? O28A N29 O28B 51.2 . 3 ? O28B N29 O28A 119.5 2 2 ? O28B N29 O28A 51.2 . 2 ? O28A N29 O28A 96.8 3 2 ? O28A N29 O28A 96.8 . 2 ? O28B N29 O28A 51.2 3 2 ? O28B N29 C30 120.3 2 . ? O28B N29 C30 120.3 . . ? O28A N29 C30 120.3 3 . ? O28A N29 C30 120.3 . . ? O28B N29 C30 120.3 3 . ? O28A N29 C30 120.3 2 . ? O28B C33 O28B 103.8 2 . ? O28B C33 O28A 54.1 2 3 ? O28B C33 O28A 54.1 . 3 ? O28B C33 O28A 54.1 2 . ? O28B C33 O28A 130.7 . . ? O28A C33 O28A 103.8 3 . ? O28B C33 O28B 103.8 2 3 ? O28B C33 O28B 103.8 . 3 ? O28A C33 O28B 130.7 3 3 ? O28A C33 O28B 54.1 . 3 ? O28B C33 O28A 130.7 2 2 ? O28B C33 O28A 54.1 . 2 ? O28A C33 O28A 103.8 3 2 ? O28A C33 O28A 103.8 . 2 ? O28B C33 O28A 54.1 3 2 ? O28B C33 C30 114.6 2 . ? O28B C33 C30 114.6 . . ? O28A C33 C30 114.6 3 . ? O28A C33 C30 114.6 . . ? O28B C33 C30 114.6 3 . ? O28A C33 C30 114.6 2 . ? N29 C30 C32 122.2 . 3 ? N29 C30 C32 122.2 . . ? C32 C30 C32 94.3 3 . ? N29 C30 C32 122.2 . 2 ? C32 C30 C32 94.3 3 2 ? C32 C30 C32 94.3 . 2 ? N29 C30 C31 120.9 . 2 ? C32 C30 C31 48.8 3 2 ? C32 C30 C31 52.1 . 2 ? C32 C30 C31 116.9 2 2 ? N29 C30 C31 120.9 . . ? C32 C30 C31 52.1 3 . ? C32 C30 C31 116.9 . . ? C32 C30 C31 48.8 2 . ? C31 C30 C31 96.0 2 . ? N29 C30 C31 120.9 . 3 ? C32 C30 C31 116.9 3 3 ? C32 C30 C31 48.8 . 3 ? C32 C30 C31 52.1 2 3 ? C31 C30 C31 96.0 2 3 ? C31 C30 C31 96.0 . 3 ? N29 C30 C33 0.0 . . ? C32 C30 C33 122.2 3 . ? C32 C30 C33 122.2 . . ? C32 C30 C33 122.2 2 . ? C31 C30 C33 120.9 2 . ? C31 C30 C33 120.9 . . ? C31 C30 C33 120.9 3 . ? C32 C31 C32 115.0 2 3 ? C32 C31 C30 63.3 2 . ? C32 C31 C30 61.8 3 . ? C32 C31 C32 90.1 2 10_556 ? C32 C31 C32 87.5 3 10_556 ? C30 C31 C32 118.7 . 10_556 ? C31 C32 C31 125.0 3 2 ? C31 C32 C30 67.9 3 . ? C31 C32 C30 66.1 2 . ? C31 C32 C31 92.4 3 10_556 ? C31 C32 C31 89.7 2 10_556 ? C30 C32 C31 124.3 . 10_556 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 N1 C2 C3 1.3(6) . . . . ? C5 N1 C2 C12 -175.1(4) . . . 3 ? N1 C2 C3 C4 -1.0(6) . . . . ? C12 C2 C3 C4 175.0(5) 3 . . . ? C2 C3 C4 C5 0.4(6) . . . . ? C3 C4 C5 N1 0.4(6) . . . . ? C3 C4 C5 C6 175.6(5) . . . . ? C2 N1 C5 C4 -1.0(6) . . . . ? C2 N1 C5 C6 -177.0(4) . . . . ? C4 C5 C6 C8 153.8(5) . . . . ? N1 C5 C6 C8 -31.4(6) . . . . ? C4 C5 C6 C19 -88.2(6) . . . . ? N1 C5 C6 C19 86.5(5) . . . . ? C4 C5 C6 C13 31.6(7) . . . . ? N1 C5 C6 C13 -153.7(4) . . . . ? C11 N7 C8 C9 0.2(6) . . . . ? C11 N7 C8 C6 -179.4(4) . . . . ? C5 C6 C8 C9 134.5(6) . . . . ? C19 C6 C8 C9 13.8(7) . . . . ? C13 C6 C8 C9 -105.1(6) . . . . ? C5 C6 C8 N7 -46.0(6) . . . . ? C19 C6 C8 N7 -166.7(4) . . . . ? C13 C6 C8 N7 74.4(6) . . . . ? N7 C8 C9 C10 -0.4(6) . . . . ? C6 C8 C9 C10 179.1(5) . . . . ? C8 C9 C10 C11 0.5(7) . . . . ? C9 C10 C11 N7 -0.3(6) . . . . ? C9 C10 C11 C12 -178.2(6) . . . . ? C8 N7 C11 C10 0.1(6) . . . . ? C8 N7 C11 C12 178.2(5) . . . . ? C10 C11 C12 C2 -11.4(8) . . . 2 ? N7 C11 C12 C2 170.9(5) . . . 2 ? C10 C11 C12 C25 108.3(7) . . . . ? N7 C11 C12 C25 -69.4(6) . . . . ? C10 C11 C12 C26 -131.4(6) . . . . ? N7 C11 C12 C26 50.9(7) . . . . ? C8 C6 C13 C14 -8.6(7) . . . . ? C5 C6 C13 C14 112.3(6) . . . . ? C19 C6 C13 C14 -126.4(5) . . . . ? C8 C6 C13 C18 170.0(4) . . . . ? C5 C6 C13 C18 -69.1(6) . . . . ? C19 C6 C13 C18 52.2(6) . . . . ? C18 C13 C14 C15 1.2(8) . . . . ? C6 C13 C14 C15 179.9(5) . . . . ? C13 C14 C15 C16 -0.4(10) . . . . ? C14 C15 C16 C17 -0.4(11) . . . . ? C15 C16 C17 C18 0.4(10) . . . . ? C16 C17 C18 C13 0.5(9) . . . . ? C14 C13 C18 C17 -1.3(8) . . . . ? C6 C13 C18 C17 -179.9(5) . . . . ? C8 C6 C19 C20 94.8(5) . . . . ? C5 C6 C19 C20 -24.8(6) . . . . ? C13 C6 C19 C20 -144.4(5) . . . . ? C8 C6 C19 C24 -84.2(5) . . . . ? C5 C6 C19 C24 156.3(5) . . . . ? C13 C6 C19 C24 36.6(6) . . . . ? C24 C19 C20 C21 0.3(8) . . . . ? C6 C19 C20 C21 -178.7(5) . . . . ? C19 C20 C21 C22 -0.9(9) . . . . ? C20 C21 C22 C23 0.3(10) . . . . ? C21 C22 C23 C24 0.8(9) . . . . ? C22 C23 C24 C19 -1.4(9) . . . . ? C20 C19 C24 C23 0.8(8) . . . . ? C6 C19 C24 C23 179.9(5) . . . . ? O28A O28B N29 O28B -24.9 3 . . 2 ? O28A O28B N29 O28B 122.7 2 . . 2 ? C33 O28B N29 O28B 48.9 . . . 2 ? O28B O28B N29 O28B 97.8 3 . . 2 ? O28A O28B N29 O28A 147.6 2 . . 3 ? C33 O28B N29 O28A 73.8 . . . 3 ? O28B O28B N29 O28A 24.9 2 . . 3 ? O28B O28B N29 O28A 122.7 3 . . 3 ? O28A O28B N29 O28A -73.8 3 . . . ? O28A O28B N29 O28A 73.8 2 . . . ? C33 O28B N29 O28A 0.0 . . . . ? O28B O28B N29 O28A -48.9 2 . . . ? O28B O28B N29 O28A 48.9 3 . . . ? O28A O28B N29 O28B -122.7 3 . . 3 ? O28A O28B N29 O28B 24.9 2 . . 3 ? C33 O28B N29 O28B -48.9 . . . 3 ? O28B O28B N29 O28B -97.8 2 . . 3 ? O28A O28B N29 O28A -147.6 3 . . 2 ? C33 O28B N29 O28A -73.8 . . . 2 ? O28B O28B N29 O28A -122.7 2 . . 2 ? O28B O28B N29 O28A -24.9 3 . . 2 ? O28A O28B N29 C30 106.2 3 . . . ? O28A O28B N29 C30 -106.2 2 . . . ? C33 O28B N29 C30 180.0 . . . . ? O28B O28B N29 C30 131.1 2 . . . ? O28B O28B N29 C30 -131.1 3 . . . ? O28B O28A N29 O28B -147.6 3 . . 2 ? C33 O28A N29 O28B -73.8 . . . 2 ? O28A O28A N29 O28B -24.9 3 . . 2 ? O28A O28A N29 O28B -122.7 2 . . 2 ? O28B O28A N29 O28B 73.8 2 . . . ? O28B O28A N29 O28B -73.8 3 . . . ? C33 O28A N29 O28B 0.0 . . . . ? O28A O28A N29 O28B 48.9 3 . . . ? O28A O28A N29 O28B -48.9 2 . . . ? O28B O28A N29 O28A 24.9 2 . . 3 ? O28B O28A N29 O28A -122.7 3 . . 3 ? C33 O28A N29 O28A -48.9 . . . 3 ? O28A O28A N29 O28A -97.8 2 . . 3 ? O28B O28A N29 O28B 147.6 2 . . 3 ? C33 O28A N29 O28B 73.8 . . . 3 ? O28A O28A N29 O28B 122.7 3 . . 3 ? O28A O28A N29 O28B 24.9 2 . . 3 ? O28B O28A N29 O28A 122.7 2 . . 2 ? O28B O28A N29 O28A -24.9 3 . . 2 ? C33 O28A N29 O28A 48.9 . . . 2 ? O28A O28A N29 O28A 97.8 3 . . 2 ? O28B O28A N29 C30 -106.2 2 . . . ? O28B O28A N29 C30 106.2 3 . . . ? C33 O28A N29 C30 180.0 . . . . ? O28A O28A N29 C30 -131.1 3 . . . ? O28A O28A N29 C30 131.1 2 . . . ? O28A O28B C33 O28B -22.3 3 . . 2 ? O28A O28B C33 O28B 130.6 2 . . 2 ? N29 O28B C33 O28B -125.8 . . . 2 ? O28B O28B C33 O28B 108.3 3 . . 2 ? O28A O28B C33 O28A 152.9 2 . . 3 ? N29 O28B C33 O28A -103.5 . . . 3 ? O28B O28B C33 O28A 22.3 2 . . 3 ? O28B O28B C33 O28A 130.6 3 . . 3 ? O28A O28B C33 O28A -76.5 3 . . . ? O28A O28B C33 O28A 76.5 2 . . . ? N29 O28B C33 O28A 180.0 . . . . ? O28B O28B C33 O28A -54.2 2 . . . ? O28B O28B C33 O28A 54.2 3 . . . ? O28A O28B C33 O28B -130.6 3 . . 3 ? O28A O28B C33 O28B 22.3 2 . . 3 ? N29 O28B C33 O28B 125.8 . . . 3 ? O28B O28B C33 O28B -108.3 2 . . 3 ? O28A O28B C33 O28A -152.9 3 . . 2 ? N29 O28B C33 O28A 103.5 . . . 2 ? O28B O28B C33 O28A -130.6 2 . . 2 ? O28B O28B C33 O28A -22.3 3 . . 2 ? O28A O28B C33 C30 103.5 3 . . . ? O28A O28B C33 C30 -103.5 2 . . . ? N29 O28B C33 C30 0.0 . . . . ? O28B O28B C33 C30 125.8 2 . . . ? O28B O28B C33 C30 -125.8 3 . . . ? O28B O28A C33 O28B -152.9 3 . . 2 ? N29 O28A C33 O28B 103.5 . . . 2 ? O28A O28A C33 O28B -22.3 3 . . 2 ? O28A O28A C33 O28B -130.6 2 . . 2 ? O28B O28A C33 O28B 76.5 2 . . . ? O28B O28A C33 O28B -76.5 3 . . . ? N29 O28A C33 O28B 180.0 . . . . ? O28A O28A C33 O28B 54.2 3 . . . ? O28A O28A C33 O28B -54.2 2 . . . ? O28B O28A C33 O28A 22.3 2 . . 3 ? O28B O28A C33 O28A -130.6 3 . . 3 ? N29 O28A C33 O28A 125.8 . . . 3 ? O28A O28A C33 O28A -108.3 2 . . 3 ? O28B O28A C33 O28B 152.9 2 . . 3 ? N29 O28A C33 O28B -103.5 . . . 3 ? O28A O28A C33 O28B 130.6 3 . . 3 ? O28A O28A C33 O28B 22.3 2 . . 3 ? O28B O28A C33 O28A 130.6 2 . . 2 ? O28B O28A C33 O28A -22.3 3 . . 2 ? N29 O28A C33 O28A -125.8 . . . 2 ? O28A O28A C33 O28A 108.3 3 . . 2 ? O28B O28A C33 C30 -103.5 2 . . . ? O28B O28A C33 C30 103.5 3 . . . ? N29 O28A C33 C30 0.0 . . . . ? O28A O28A C33 C30 -125.8 3 . . . ? O28A O28A C33 C30 125.8 2 . . . ? O28B N29 C30 C32 60.0 2 . . 3 ? O28B N29 C30 C32 -60.0 . . . 3 ? O28A N29 C30 C32 0.0 3 . . 3 ? O28A N29 C30 C32 120.0 . . . 3 ? O28B N29 C30 C32 180.0 3 . . 3 ? O28A N29 C30 C32 -120.0 2 . . 3 ? O28B N29 C30 C32 -60.0 2 . . . ? O28B N29 C30 C32 180.0 . . . . ? O28A N29 C30 C32 -120.0 3 . . . ? O28A N29 C30 C32 0.0 . . . . ? O28B N29 C30 C32 60.0 3 . . . ? O28A N29 C30 C32 120.0 2 . . . ? O28B N29 C30 C32 180.0 2 . . 2 ? O28B N29 C30 C32 60.0 . . . 2 ? O28A N29 C30 C32 120.0 3 . . 2 ? O28A N29 C30 C32 -120.0 . . . 2 ? O28B N29 C30 C32 -60.0 3 . . 2 ? O28A N29 C30 C32 0.0 2 . . 2 ? O28B N29 C30 C31 2.0 2 . . 2 ? O28B N29 C30 C31 -118.0 . . . 2 ? O28A N29 C30 C31 -58.0 3 . . 2 ? O28A N29 C30 C31 62.0 . . . 2 ? O28B N29 C30 C31 122.0 3 . . 2 ? O28A N29 C30 C31 -178.0 2 . . 2 ? O28B N29 C30 C31 122.0 2 . . . ? O28B N29 C30 C31 2.0 . . . . ? O28A N29 C30 C31 62.0 3 . . . ? O28A N29 C30 C31 -178.0 . . . . ? O28B N29 C30 C31 -118.0 3 . . . ? O28A N29 C30 C31 -58.0 2 . . . ? O28B N29 C30 C31 -118.0 2 . . 3 ? O28B N29 C30 C31 122.0 . . . 3 ? O28A N29 C30 C31 -178.0 3 . . 3 ? O28A N29 C30 C31 -58.0 . . . 3 ? O28B N29 C30 C31 2.0 3 . . 3 ? O28A N29 C30 C31 62.0 2 . . 3 ? O28B N29 C30 C33 0(100) 2 . . . ? O28B N29 C30 C33 0.0 . . . . ? O28A N29 C30 C33 0.0 3 . . . ? O28A N29 C30 C33 0(100) . . . . ? O28B N29 C30 C33 0.0 3 . . . ? O28A N29 C30 C33 0(100) 2 . . . ? O28B C33 C30 N29 0.0 2 . . . ? O28B C33 C30 N29 0(38) . . . . ? O28A C33 C30 N29 0.0 3 . . . ? O28A C33 C30 N29 0(100) . . . . ? O28B C33 C30 N29 0.0 3 . . . ? O28A C33 C30 N29 0(100) 2 . . . ? O28B C33 C30 C32 60.0 2 . . 3 ? O28B C33 C30 C32 -60.0 . . . 3 ? O28A C33 C30 C32 0.0 3 . . 3 ? O28A C33 C30 C32 120.0 . . . 3 ? O28B C33 C30 C32 180.0 3 . . 3 ? O28A C33 C30 C32 -120.0 2 . . 3 ? O28B C33 C30 C32 -60.0 2 . . . ? O28B C33 C30 C32 180.0 . . . . ? O28A C33 C30 C32 -120.0 3 . . . ? O28A C33 C30 C32 0.0 . . . . ? O28B C33 C30 C32 60.0 3 . . . ? O28A C33 C30 C32 120.0 2 . . . ? O28B C33 C30 C32 180.0 2 . . 2 ? O28B C33 C30 C32 60.0 . . . 2 ? O28A C33 C30 C32 120.0 3 . . 2 ? O28A C33 C30 C32 -120.0 . . . 2 ? O28B C33 C30 C32 -60.0 3 . . 2 ? O28A C33 C30 C32 0.0 2 . . 2 ? O28B C33 C30 C31 2.0 2 . . 2 ? O28B C33 C30 C31 -118.0 . . . 2 ? O28A C33 C30 C31 -58.0 3 . . 2 ? O28A C33 C30 C31 62.0 . . . 2 ? O28B C33 C30 C31 122.0 3 . . 2 ? O28A C33 C30 C31 -178.0 2 . . 2 ? O28B C33 C30 C31 122.0 2 . . . ? O28B C33 C30 C31 2.0 . . . . ? O28A C33 C30 C31 62.0 3 . . . ? O28A C33 C30 C31 -178.0 . . . . ? O28B C33 C30 C31 -118.0 3 . . . ? O28A C33 C30 C31 -58.0 2 . . . ? O28B C33 C30 C31 -118.0 2 . . 3 ? O28B C33 C30 C31 122.0 . . . 3 ? O28A C33 C30 C31 -178.0 3 . . 3 ? O28A C33 C30 C31 -58.0 . . . 3 ? O28B C33 C30 C31 2.0 3 . . 3 ? O28A C33 C30 C31 62.0 2 . . 3 ? N29 C30 C31 C32 107.5 . . . 2 ? C32 C30 C31 C32 -143.7 3 . . 2 ? C32 C30 C31 C32 -70.5 . . . 2 ? C31 C30 C31 C32 -120.8 2 . . 2 ? C31 C30 C31 C32 -24.1 3 . . 2 ? C33 C30 C31 C32 107.5 . . . 2 ? N29 C30 C31 C32 -108.7 . . . 3 ? C32 C30 C31 C32 73.2 . . . 3 ? C32 C30 C31 C32 143.7 2 . . 3 ? C31 C30 C31 C32 22.9 2 . . 3 ? C31 C30 C31 C32 119.6 3 . . 3 ? C33 C30 C31 C32 -108.7 . . . 3 ? N29 C30 C31 C32 -178.3 . . . 10_556 ? C32 C30 C31 C32 -69.6 3 . . 10_556 ? C32 C30 C31 C32 3.6 . . . 10_556 ? C32 C30 C31 C32 74.1 2 . . 10_556 ? C31 C30 C31 C32 -46.7 2 . . 10_556 ? C31 C30 C31 C32 50.0 3 . . 10_556 ? C33 C30 C31 C32 -178.3 . . . 10_556 ? N29 C30 C32 C31 -104.8 . . . 3 ? C32 C30 C32 C31 122.5 3 . . 3 ? C32 C30 C32 C31 27.9 2 . . 3 ? C31 C30 C32 C31 149.1 2 . . 3 ? C31 C30 C32 C31 73.3 . . . 3 ? C33 C30 C32 C31 -104.8 . . . 3 ? N29 C30 C32 C31 106.2 . . . 2 ? C32 C30 C32 C31 -26.5 3 . . 2 ? C32 C30 C32 C31 -121.1 2 . . 2 ? C31 C30 C32 C31 -75.8 . . . 2 ? C31 C30 C32 C31 -149.1 3 . . 2 ? C33 C30 C32 C31 106.2 . . . 2 ? N29 C30 C32 C31 178.1 . . . 10_556 ? C32 C30 C32 C31 45.4 3 . . 10_556 ? C32 C30 C32 C31 -49.2 2 . . 10_556 ? C31 C30 C32 C31 71.9 2 . . 10_556 ? C31 C30 C32 C31 -3.8 . . . 10_556 ? C31 C30 C32 C31 -77.1 3 . . 10_556 ? C33 C30 C32 C31 178.1 . . . 10_556 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 O28B 0.90(6) 2.09(6) 2.974(8) 165(5) 11_556 N1 H1 O28A 0.90(6) 2.46(6) 3.239(8) 145(4) 12_556 _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 20.86 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.871 _refine_diff_density_min -0.487 _refine_diff_density_rms 0.068 data_calix[6]pyrrole.nitrotoluene.water.chloroform_2 _database_code_CSD 175895 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C77 H71.50 Cl9 N6.50 O2' _chemical_formula_weight 1438.96 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Hexagonal' _symmetry_space_group_name_H-M 'R-3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 23.510(1) _cell_length_b 23.510(1) _cell_length_c 24.122(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 11546(1) _cell_formula_units_Z 6 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6933 _cell_measurement_theta_min 1.018 _cell_measurement_theta_max 20.816 _exptl_crystal_description 'block' _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.242 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4488 _exptl_absorpt_coefficient_mu 0.375 _exptl_absorpt_correction_type 'none' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'KappaCCD' _diffrn_measurement_method ; 101 frames via \f rotation (rotation angle 1.5\%) and 2*450 s per frame ; _diffrn_detector_area_resol_mean ; 1242 (horizontal) x 1152 (vertical) pixels, CCD pixel size is 22.5 x 22.5 \mm which gives at the input a pixel of 110 x 110 \mm (with 2 x 2 binning) ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5232 _diffrn_reflns_av_R_equivalents 0.045 _diffrn_reflns_av_sigmaI/netI 0.0994 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 20.81 _reflns_number_total 2665 _reflns_number_gt 1780 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Collect data collection software (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Johnson & Burnet, 1996)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1394P)^2^+33.7852P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0006(2) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2665 _refine_ls_number_parameters 312 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1511 _refine_ls_R_factor_gt 0.0966 _refine_ls_wR_factor_ref 0.2836 _refine_ls_wR_factor_gt 0.2504 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.073 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.1000(3) -0.0762(3) 0.2910(2) 0.0449(16) Uani 1 1 d . . . H1 H 0.087(3) -0.048(3) 0.301(3) 0.054 Uiso 1 1 d . . . C2 C 0.0654(3) -0.1323(3) 0.2597(3) 0.0428(18) Uani 1 1 d . . . C3 C 0.1070(3) -0.1547(3) 0.2486(3) 0.057(2) Uani 1 1 d . . . H3 H 0.0969 -0.1922 0.2283 0.068 Uiso 1 1 calc R . . C4 C 0.1683(3) -0.1117(3) 0.2730(3) 0.055(2) Uani 1 1 d . . . H4 H 0.2056 -0.1159 0.2714 0.066 Uiso 1 1 calc R . . C5 C 0.1634(3) -0.0628(3) 0.2993(2) 0.0417(18) Uani 1 1 d . . . C6 C 0.2107(3) -0.0055(3) 0.3354(2) 0.0387(17) Uani 1 1 d . . . N7 N 0.1819(3) 0.0692(3) 0.2818(2) 0.0469(16) Uani 1 1 d . . . H7 H 0.185(3) 0.052(3) 0.251(3) 0.056 Uiso 1 1 d . . . C8 C 0.1943(3) 0.0495(3) 0.3320(3) 0.0400(17) Uani 1 1 d . . . C9 C 0.1879(3) 0.0871(3) 0.3706(3) 0.055(2) Uani 1 1 d . . . H9 H 0.1923 0.0841 0.4086 0.066 Uiso 1 1 calc R . . C10 C 0.1737(3) 0.1313(3) 0.3444(3) 0.057(2) Uani 1 1 d . . . H10 H 0.1683 0.1634 0.3621 0.068 Uiso 1 1 calc R . . C11 C 0.1690(3) 0.1200(3) 0.2885(3) 0.0452(18) Uani 1 1 d . . . C12 C 0.1555(3) 0.1518(3) 0.2403(3) 0.0499(19) Uani 1 1 d . . . C13 C 0.2820(3) 0.0177(3) 0.3161(3) 0.0434(18) Uani 1 1 d . . . C14 C 0.3207(4) 0.0784(4) 0.2910(3) 0.060(2) Uani 1 1 d . . . H14 H 0.3041 0.1065 0.2854 0.071 Uiso 1 1 calc R . . C15 C 0.3831(4) 0.0968(4) 0.2744(4) 0.085(3) Uani 1 1 d . . . H15 H 0.4080 0.1373 0.2571 0.102 Uiso 1 1 calc R . . C16 C 0.4099(4) 0.0579(5) 0.2824(4) 0.086(3) Uani 1 1 d . . . H16 H 0.4525 0.0713 0.2709 0.103 Uiso 1 1 calc R . . C17 C 0.3720(4) -0.0026(5) 0.3084(3) 0.068(2) Uani 1 1 d . . . H17 H 0.3894 -0.0300 0.3144 0.082 Uiso 1 1 calc R . . C18 C 0.3096(3) -0.0218(3) 0.3249(3) 0.054(2) Uani 1 1 d . . . H18 H 0.2850 -0.0622 0.3424 0.065 Uiso 1 1 calc R . . C19 C 0.2042(3) -0.0258(3) 0.3975(3) 0.0403(17) Uani 1 1 d . . . C20 C 0.1484(4) -0.0781(4) 0.4180(3) 0.056(2) Uani 1 1 d . . . H20 H 0.1133 -0.1029 0.3943 0.067 Uiso 1 1 calc R . . C21 C 0.1437(4) -0.0945(4) 0.4737(3) 0.070(2) Uani 1 1 d . . . H21 H 0.1050 -0.1298 0.4870 0.085 Uiso 1 1 calc R . . C22 C 0.1944(4) -0.0600(4) 0.5091(3) 0.068(2) Uani 1 1 d . . . H22 H 0.1910 -0.0713 0.5464 0.082 Uiso 1 1 calc R . . C23 C 0.2502(4) -0.0086(4) 0.4886(3) 0.063(2) Uani 1 1 d . . . H23 H 0.2860 0.0151 0.5118 0.076 Uiso 1 1 calc R . . C24 C 0.2543(4) 0.0086(3) 0.4345(3) 0.056(2) Uani 1 1 d . . . H24 H 0.2926 0.0450 0.4219 0.067 Uiso 1 1 calc R . . C25 C 0.2182(4) 0.1907(4) 0.2065(3) 0.091(3) Uani 1 1 d . . . H25A H 0.2511 0.2251 0.2290 0.137 Uiso 1 1 calc R . . H25B H 0.2092 0.2096 0.1747 0.137 Uiso 1 1 calc R . . H25C H 0.2338 0.1620 0.1944 0.137 Uiso 1 1 calc R . . C26 C 0.1037(4) 0.0988(4) 0.2026(3) 0.077(3) Uani 1 1 d . . . H26A H 0.1206 0.0726 0.1873 0.115 Uiso 1 1 calc R . . H26B H 0.0930 0.1193 0.1732 0.115 Uiso 1 1 calc R . . H26C H 0.0649 0.0713 0.2239 0.115 Uiso 1 1 calc R . . C27 C 0.2113(7) -0.0023(7) 0.0915(6) 0.150(5) Uani 1 1 d . . . H27 H 0.2330 -0.0116 0.0610 0.180 Uiso 1 1 calc R A 1 Cl1 Cl 0.1677(6) -0.0688(9) 0.1290(8) 0.264(9) Uani 0.648(18) 1 d P B 1 Cl2 Cl 0.1567(9) 0.0199(12) 0.0660(7) 0.317(11) Uani 0.648(18) 1 d P B 1 Cl3 Cl 0.2672(5) 0.0543(9) 0.1341(10) 0.315(13) Uani 0.648(18) 1 d P B 1 Cl1 Cl 0.1557(12) -0.0746(10) 0.0845(15) 0.308(18) Uani 0.352(18) 1 d P B 2 Cl2 Cl 0.213(2) 0.0621(11) 0.0725(8) 0.247(16) Uani 0.352(18) 1 d P B 2 Cl3 Cl 0.237(2) 0.007(2) 0.1605(7) 0.28(2) Uani 0.352(18) 1 d P B 2 O1W O 0.0000 0.0000 0.9484(5) 0.322(13) Uani 1 3 d S . . O28A O -0.0477 -0.0406 0.6470(5) 0.135(5) Uiso 0.17 1 d PR . . O28B O 0.0477 0.0406 0.6470(5) 0.135(5) Uiso 0.17 1 d PR . . N29 N 0.0000 0.0000 0.6219(5) 0.135(5) Uiso 0.50 3 d SPR . . C33 C 0.0000 0.0000 0.6273(5) 0.135(5) Uiso 0.50 3 d SPR . . H33A H -0.0463 -0.0199 0.6397 0.135(5) Uiso 0.17 1 d PR . . H33B H 0.0218 0.0453 0.6403 0.135(5) Uiso 0.17 1 d PR . . H33C H 0.0188 -0.0228 0.6417 0.135(5) Uiso 0.17 1 d PR . . C30 C 0.0000 0.0000 0.5643(5) 0.135(5) Uiso 0.50 3 d SPR . . C31 C 0.0608 0.0496 0.5320(5) 0.135(5) Uiso 0.17 1 d PR . . H31 H 0.0991 0.0794 0.5503 0.135(5) Uiso 0.17 1 d PR . . C32 C -0.0570 -0.0485 0.5320(5) 0.135(5) Uiso 0.17 1 d PR . . H32 H -0.0929 -0.0806 0.5515 0.135(5) Uiso 0.17 1 d PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.052(4) 0.046(4) 0.045(4) -0.012(3) 0.002(3) 0.031(3) C2 0.044(4) 0.052(5) 0.038(4) -0.005(4) 0.002(3) 0.029(4) C3 0.050(5) 0.056(5) 0.061(5) -0.018(4) -0.001(4) 0.025(4) C4 0.055(5) 0.057(5) 0.059(5) -0.011(4) 0.000(4) 0.033(4) C5 0.038(4) 0.053(5) 0.033(4) 0.004(4) 0.007(3) 0.022(4) C6 0.045(4) 0.040(4) 0.030(4) -0.004(3) 0.002(3) 0.020(3) N7 0.068(4) 0.059(4) 0.029(4) -0.003(3) 0.001(3) 0.043(3) C8 0.045(4) 0.045(4) 0.037(5) 0.002(4) 0.000(3) 0.027(3) C9 0.089(6) 0.059(5) 0.033(4) -0.009(4) -0.010(4) 0.049(5) C10 0.083(5) 0.061(5) 0.041(5) -0.017(4) -0.013(4) 0.047(4) C11 0.051(4) 0.046(4) 0.039(5) -0.002(4) 0.001(3) 0.025(4) C12 0.064(5) 0.054(4) 0.037(4) 0.007(4) 0.011(4) 0.034(4) C13 0.052(4) 0.045(4) 0.031(4) -0.006(3) 0.006(3) 0.023(4) C14 0.055(5) 0.071(6) 0.056(5) 0.012(4) 0.014(4) 0.034(4) C15 0.065(6) 0.082(6) 0.091(7) 0.026(5) 0.026(5) 0.025(5) C16 0.054(5) 0.118(8) 0.078(7) 0.002(6) 0.019(5) 0.037(6) C17 0.054(5) 0.099(7) 0.060(6) -0.008(5) 0.008(4) 0.045(5) C18 0.059(5) 0.054(5) 0.052(5) -0.006(4) 0.002(4) 0.031(4) C19 0.047(4) 0.044(4) 0.036(4) -0.003(4) 0.003(4) 0.027(4) C20 0.055(5) 0.072(5) 0.040(5) 0.005(4) 0.002(4) 0.030(5) C21 0.060(5) 0.095(6) 0.053(6) 0.021(5) 0.015(5) 0.036(5) C22 0.077(6) 0.102(7) 0.038(5) 0.007(5) 0.012(5) 0.055(6) C23 0.068(6) 0.085(6) 0.036(5) -0.012(4) -0.008(4) 0.038(5) C24 0.060(5) 0.065(5) 0.038(5) -0.002(4) 0.002(4) 0.027(4) C25 0.125(8) 0.107(7) 0.074(6) 0.031(5) 0.051(6) 0.082(6) C26 0.122(7) 0.083(6) 0.049(5) -0.015(4) -0.031(5) 0.070(6) C27 0.159(12) 0.158(13) 0.151(13) 0.032(11) 0.043(10) 0.092(11) Cl1 0.162(8) 0.331(17) 0.311(17) 0.195(15) 0.118(10) 0.132(10) Cl2 0.308(16) 0.53(3) 0.271(13) 0.036(15) -0.008(11) 0.325(19) Cl3 0.151(7) 0.324(17) 0.41(3) -0.197(19) -0.001(11) 0.074(9) Cl1 0.25(2) 0.143(15) 0.34(3) -0.057(18) 0.10(2) -0.040(14) Cl2 0.50(4) 0.190(17) 0.167(15) 0.042(12) 0.08(2) 0.26(3) Cl3 0.42(5) 0.54(6) 0.095(11) 0.016(18) 0.036(16) 0.41(5) O1W 0.316(18) 0.316(18) 0.33(3) 0.000 0.000 0.158(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C5 1.377(8) . ? N1 C2 1.379(8) . ? C2 C3 1.349(8) . ? C2 C12 1.508(9) 3 ? C3 C4 1.410(9) . ? C4 C5 1.368(8) . ? C5 C6 1.519(8) . ? C6 C8 1.525(8) . ? C6 C13 1.551(9) . ? C6 C19 1.558(8) . ? N7 C8 1.380(8) . ? N7 C11 1.380(8) . ? C8 C9 1.343(8) . ? C9 C10 1.393(9) . ? C10 C11 1.367(8) . ? C11 C12 1.500(9) . ? C12 C2 1.508(9) 2 ? C12 C25 1.526(9) . ? C12 C26 1.530(9) . ? C13 C14 1.390(9) . ? C13 C18 1.391(8) . ? C14 C15 1.364(10) . ? C15 C16 1.360(11) . ? C16 C17 1.393(11) . ? C17 C18 1.361(9) . ? C19 C20 1.365(9) . ? C19 C24 1.373(9) . ? C20 C21 1.387(9) . ? C21 C22 1.358(10) . ? C22 C23 1.358(10) . ? C23 C24 1.353(9) . ? C27 Cl1 1.55(2) . ? C27 Cl2 1.562(17) . ? C27 Cl1 1.645(15) . ? C27 Cl3 1.676(19) . ? C27 Cl2 1.724(16) . ? C27 Cl3 1.74(2) . ? O28A O28B 1.0479 2 ? O28A O28B 1.0479 3 ? O28A C33 1.1508 . ? O28A N29 1.2100 . ? O28A O28A 1.8150 3 ? O28A O28A 1.8150 2 ? O28B O28A 1.0479 3 ? O28B O28A 1.0479 2 ? O28B C33 1.1508 . ? O28B N29 1.2100 . ? O28B O28B 1.8150 2 ? O28B O28B 1.8150 3 ? N29 O28B 1.2100 2 ? N29 O28A 1.2100 3 ? N29 O28B 1.2100 3 ? N29 O28A 1.2100 2 ? N29 C30 1.3899 . ? C33 O28B 1.1508 2 ? C33 O28A 1.1508 3 ? C33 O28B 1.1508 3 ? C33 O28A 1.1508 2 ? C33 C30 1.5193 . ? C30 C32 1.4754 . ? C30 C32 1.4754 3 ? C30 C32 1.4754 2 ? C30 C31 1.5305 . ? C30 C31 1.5305 2 ? C30 C31 1.5305 3 ? C31 C32 1.2462 2 ? C31 C32 1.3252 3 ? C31 C32 1.55(3) 10_556 ? C31 C31 2.030(19) 11_556 ? C31 C31 2.030(19) 12_556 ? C32 C31 1.2462 3 ? C32 C31 1.3252 2 ? C32 C31 1.55(3) 10_556 ? C32 C32 1.99(2) 11_556 ? C32 C32 1.988(19) 12_556 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C5 N1 C2 110.6(5) . . ? C3 C2 N1 106.7(6) . . ? C3 C2 C12 131.2(6) . 3 ? N1 C2 C12 121.9(6) . 3 ? C2 C3 C4 108.6(6) . . ? C5 C4 C3 108.2(6) . . ? C4 C5 N1 106.1(6) . . ? C4 C5 C6 132.8(6) . . ? N1 C5 C6 121.0(6) . . ? C5 C6 C8 109.7(5) . . ? C5 C6 C13 108.9(5) . . ? C8 C6 C13 111.8(5) . . ? C5 C6 C19 111.3(5) . . ? C8 C6 C19 106.4(5) . . ? C13 C6 C19 108.7(5) . . ? C8 N7 C11 111.3(5) . . ? C9 C8 N7 106.0(5) . . ? C9 C8 C6 132.8(6) . . ? N7 C8 C6 121.2(6) . . ? C8 C9 C10 108.9(6) . . ? C11 C10 C9 109.3(6) . . ? C10 C11 N7 104.6(6) . . ? C10 C11 C12 133.3(6) . . ? N7 C11 C12 122.1(6) . . ? C11 C12 C2 111.0(6) . 2 ? C11 C12 C25 109.4(6) . . ? C2 C12 C25 108.8(6) 2 . ? C11 C12 C26 109.6(6) . . ? C2 C12 C26 109.9(6) 2 . ? C25 C12 C26 108.0(6) . . ? C14 C13 C18 117.8(6) . . ? C14 C13 C6 122.0(6) . . ? C18 C13 C6 120.1(6) . . ? C15 C14 C13 120.1(7) . . ? C16 C15 C14 122.1(8) . . ? C15 C16 C17 118.4(7) . . ? C18 C17 C16 120.2(8) . . ? C17 C18 C13 121.3(7) . . ? C20 C19 C24 116.8(6) . . ? C20 C19 C6 121.8(6) . . ? C24 C19 C6 121.4(6) . . ? C19 C20 C21 120.5(7) . . ? C22 C21 C20 121.3(7) . . ? C21 C22 C23 118.1(7) . . ? C24 C23 C22 120.7(7) . . ? C23 C24 C19 122.6(7) . . ? Cl1 C27 Cl2 129.1(19) . . ? Cl1 C27 Cl1 40.1(12) . . ? Cl2 C27 Cl1 141.6(16) . . ? Cl1 C27 Cl3 146.5(17) . . ? Cl2 C27 Cl3 77.1(13) . . ? Cl1 C27 Cl3 106.6(12) . . ? Cl1 C27 Cl2 86.9(16) . . ? Cl2 C27 Cl2 42.7(12) . . ? Cl1 C27 Cl2 106.2(11) . . ? Cl3 C27 Cl2 112.6(12) . . ? Cl1 C27 Cl3 106.7(17) . . ? Cl2 C27 Cl3 108.4(15) . . ? Cl1 C27 Cl3 66.8(13) . . ? Cl3 C27 Cl3 39.9(12) . . ? Cl2 C27 Cl3 124.2(12) . . ? O28B O28A O28B 120.0 2 3 ? O28B O28A C33 62.9 2 . ? O28B O28A C33 62.9 3 . ? O28B O28A N29 64.3 2 . ? O28B O28A N29 64.3 3 . ? C33 O28A N29 5.6 . . ? O28B O28A O28A 30.0 2 3 ? O28B O28A O28A 90.0 3 3 ? C33 O28A O28A 37.9 . 3 ? N29 O28A O28A 41.4 . 3 ? O28B O28A O28A 90.0 2 2 ? O28B O28A O28A 30.0 3 2 ? C33 O28A O28A 37.9 . 2 ? N29 O28A O28A 41.4 . 2 ? O28A O28A O28A 60.0 3 2 ? O28A O28B O28A 120.0 3 2 ? O28A O28B C33 62.9 3 . ? O28A O28B C33 62.9 2 . ? O28A O28B N29 64.3 3 . ? O28A O28B N29 64.3 2 . ? C33 O28B N29 5.6 . . ? O28A O28B O28B 30.0 3 2 ? O28A O28B O28B 90.0 2 2 ? C33 O28B O28B 37.9 . 2 ? N29 O28B O28B 41.4 . 2 ? O28A O28B O28B 90.0 3 3 ? O28A O28B O28B 30.0 2 3 ? C33 O28B O28B 37.9 . 3 ? N29 O28B O28B 41.4 . 3 ? O28B O28B O28B 60.0 2 3 ? O28B N29 O28A 51.3 2 3 ? O28B N29 O28B 97.2 2 . ? O28A N29 O28B 51.3 3 . ? O28B N29 O28A 51.3 2 . ? O28A N29 O28A 97.2 3 . ? O28B N29 O28A 120.0 . . ? O28B N29 O28B 97.2 2 3 ? O28A N29 O28B 120.0 3 3 ? O28B N29 O28B 97.2 . 3 ? O28A N29 O28B 51.3 . 3 ? O28B N29 O28A 120.0 2 2 ? O28A N29 O28A 97.2 3 2 ? O28B N29 O28A 51.3 . 2 ? O28A N29 O28A 97.2 . 2 ? O28B N29 O28A 51.3 3 2 ? O28B N29 C30 120.0 2 . ? O28A N29 C30 120.0 3 . ? O28B N29 C30 120.0 . . ? O28A N29 C30 120.0 . . ? O28B N29 C30 120.0 3 . ? O28A N29 C30 120.0 2 . ? O28B C33 O28A 54.2 2 3 ? O28B C33 O28B 104.1 2 . ? O28A C33 O28B 54.2 3 . ? O28B C33 O28A 54.2 2 . ? O28A C33 O28A 104.1 3 . ? O28B C33 O28A 131.2 . . ? O28B C33 O28B 104.1 2 3 ? O28A C33 O28B 131.2 3 3 ? O28B C33 O28B 104.1 . 3 ? O28A C33 O28B 54.2 . 3 ? O28B C33 O28A 131.2 2 2 ? O28A C33 O28A 104.1 3 2 ? O28B C33 O28A 54.2 . 2 ? O28A C33 O28A 104.1 . 2 ? O28B C33 O28A 54.2 3 2 ? O28B C33 C30 114.4 2 . ? O28A C33 C30 114.4 3 . ? O28B C33 C30 114.4 . . ? O28A C33 C30 114.4 . . ? O28B C33 C30 114.4 3 . ? O28A C33 C30 114.4 2 . ? N29 C30 C32 121.9 . . ? N29 C30 C32 121.9 . 3 ? C32 C30 C32 94.6 . 3 ? N29 C30 C32 121.9 . 2 ? C32 C30 C32 94.6 . 2 ? C32 C30 C32 94.6 3 2 ? N29 C30 C33 0.0 . . ? C32 C30 C33 121.9 . . ? C32 C30 C33 121.9 3 . ? C32 C30 C33 121.9 2 . ? N29 C30 C31 120.6 . . ? C32 C30 C31 117.4 . . ? C32 C30 C31 52.3 3 . ? C32 C30 C31 48.9 2 . ? C33 C30 C31 120.6 . . ? N29 C30 C31 120.6 . 2 ? C32 C30 C31 52.3 . 2 ? C32 C30 C31 48.9 3 2 ? C32 C30 C31 117.4 2 2 ? C33 C30 C31 120.6 . 2 ? C31 C30 C31 96.4 . 2 ? N29 C30 C31 120.6 . 3 ? C32 C30 C31 48.9 . 3 ? C32 C30 C31 117.4 3 3 ? C32 C30 C31 52.3 2 3 ? C33 C30 C31 120.6 . 3 ? C31 C30 C31 96.4 . 3 ? C31 C30 C31 96.4 2 3 ? C32 C31 C32 115.0 2 3 ? C32 C31 C30 63.2 2 . ? C32 C31 C30 61.7 3 . ? C32 C31 C32 90.1 2 10_556 ? C32 C31 C32 87.3 3 10_556 ? C30 C31 C32 118.2 . 10_556 ? C32 C31 C31 49.5(5) 2 11_556 ? C32 C31 C31 106.85(16) 3 11_556 ? C30 C31 C31 96.2(3) . 11_556 ? C32 C31 C31 40.8(5) 10_556 11_556 ? C32 C31 C31 107.96(18) 2 12_556 ? C32 C31 C31 49.6(5) 3 12_556 ? C30 C31 C31 96.2(3) . 12_556 ? C32 C31 C31 37.8(4) 10_556 12_556 ? C31 C31 C31 68.4(7) 11_556 12_556 ? C31 C32 C31 125.0 3 2 ? C31 C32 C30 67.8 3 . ? C31 C32 C30 66.0 2 . ? C31 C32 C31 92.6 3 10_556 ? C31 C32 C31 89.6 2 10_556 ? C30 C32 C31 124.3 . 10_556 ? C31 C32 C32 110.4(2) 3 11_556 ? C31 C32 C32 51.0(5) 2 11_556 ? C30 C32 C32 98.2(3) . 11_556 ? C31 C32 C32 38.8(5) 10_556 11_556 ? C31 C32 C32 51.1(5) 3 12_556 ? C31 C32 C32 109.2(2) 2 12_556 ? C30 C32 C32 98.2(3) . 12_556 ? C31 C32 C32 41.8(5) 10_556 12_556 ? C32 C32 C32 66.1(7) 11_556 12_556 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 N1 C2 C3 0.5(7) . . . . ? C5 N1 C2 C12 -174.9(6) . . . 3 ? N1 C2 C3 C4 -0.5(8) . . . . ? C12 C2 C3 C4 174.4(7) 3 . . . ? C2 C3 C4 C5 0.3(8) . . . . ? C3 C4 C5 N1 0.1(7) . . . . ? C3 C4 C5 C6 175.6(6) . . . . ? C2 N1 C5 C4 -0.4(7) . . . . ? C2 N1 C5 C6 -176.5(5) . . . . ? C4 C5 C6 C8 154.2(7) . . . . ? N1 C5 C6 C8 -30.9(8) . . . . ? C4 C5 C6 C13 31.5(9) . . . . ? N1 C5 C6 C13 -153.6(5) . . . . ? C4 C5 C6 C19 -88.3(8) . . . . ? N1 C5 C6 C19 86.6(7) . . . . ? C11 N7 C8 C9 1.2(7) . . . . ? C11 N7 C8 C6 -179.2(5) . . . . ? C5 C6 C8 C9 133.8(7) . . . . ? C13 C6 C8 C9 -105.2(8) . . . . ? C19 C6 C8 C9 13.3(9) . . . . ? C5 C6 C8 N7 -45.6(7) . . . . ? C13 C6 C8 N7 75.4(7) . . . . ? C19 C6 C8 N7 -166.1(5) . . . . ? N7 C8 C9 C10 -1.9(7) . . . . ? C6 C8 C9 C10 178.7(6) . . . . ? C8 C9 C10 C11 1.9(8) . . . . ? C9 C10 C11 N7 -1.1(7) . . . . ? C9 C10 C11 C12 -179.4(7) . . . . ? C8 N7 C11 C10 -0.1(7) . . . . ? C8 N7 C11 C12 178.4(6) . . . . ? C10 C11 C12 C2 -11.2(10) . . . 2 ? N7 C11 C12 C2 170.8(6) . . . 2 ? C10 C11 C12 C25 108.9(8) . . . . ? N7 C11 C12 C25 -69.1(8) . . . . ? C10 C11 C12 C26 -132.9(8) . . . . ? N7 C11 C12 C26 49.1(8) . . . . ? C5 C6 C13 C14 112.1(7) . . . . ? C8 C6 C13 C14 -9.3(8) . . . . ? C19 C6 C13 C14 -126.5(6) . . . . ? C5 C6 C13 C18 -69.4(7) . . . . ? C8 C6 C13 C18 169.2(6) . . . . ? C19 C6 C13 C18 52.0(7) . . . . ? C18 C13 C14 C15 1.7(10) . . . . ? C6 C13 C14 C15 -179.7(6) . . . . ? C13 C14 C15 C16 -1.0(13) . . . . ? C14 C15 C16 C17 0.0(14) . . . . ? C15 C16 C17 C18 0.3(12) . . . . ? C16 C17 C18 C13 0.5(11) . . . . ? C14 C13 C18 C17 -1.4(10) . . . . ? C6 C13 C18 C17 179.9(6) . . . . ? C5 C6 C19 C20 -22.6(8) . . . . ? C8 C6 C19 C20 96.9(6) . . . . ? C13 C6 C19 C20 -142.5(6) . . . . ? C5 C6 C19 C24 157.8(6) . . . . ? C8 C6 C19 C24 -82.7(7) . . . . ? C13 C6 C19 C24 37.9(7) . . . . ? C24 C19 C20 C21 0.4(9) . . . . ? C6 C19 C20 C21 -179.2(6) . . . . ? C19 C20 C21 C22 -1.2(11) . . . . ? C20 C21 C22 C23 0.2(11) . . . . ? C21 C22 C23 C24 1.5(11) . . . . ? C22 C23 C24 C19 -2.4(11) . . . . ? C20 C19 C24 C23 1.3(10) . . . . ? C6 C19 C24 C23 -179.0(6) . . . . ? O28A O28B N29 O28B -24.8 3 . . 2 ? O28A O28B N29 O28B 123.0 2 . . 2 ? C33 O28B N29 O28B 49.1 . . . 2 ? O28B O28B N29 O28B 98.2 3 . . 2 ? O28A O28B N29 O28A 147.8 2 . . 3 ? C33 O28B N29 O28A 73.9 . . . 3 ? O28B O28B N29 O28A 24.8 2 . . 3 ? O28B O28B N29 O28A 123.0 3 . . 3 ? O28A O28B N29 O28A -73.9 3 . . . ? O28A O28B N29 O28A 73.9 2 . . . ? C33 O28B N29 O28A 0.0 . . . . ? O28B O28B N29 O28A -49.1 2 . . . ? O28B O28B N29 O28A 49.1 3 . . . ? O28A O28B N29 O28B -123.0 3 . . 3 ? O28A O28B N29 O28B 24.8 2 . . 3 ? C33 O28B N29 O28B -49.1 . . . 3 ? O28B O28B N29 O28B -98.2 2 . . 3 ? O28A O28B N29 O28A -147.8 3 . . 2 ? C33 O28B N29 O28A -73.9 . . . 2 ? O28B O28B N29 O28A -123.0 2 . . 2 ? O28B O28B N29 O28A -24.8 3 . . 2 ? O28A O28B N29 C30 106.1 3 . . . ? O28A O28B N29 C30 -106.1 2 . . . ? C33 O28B N29 C30 180.0 . . . . ? O28B O28B N29 C30 130.9 2 . . . ? O28B O28B N29 C30 -130.9 3 . . . ? O28B O28A N29 O28B -147.8 3 . . 2 ? C33 O28A N29 O28B -73.9 . . . 2 ? O28A O28A N29 O28B -24.8 3 . . 2 ? O28A O28A N29 O28B -123.0 2 . . 2 ? O28B O28A N29 O28A 24.8 2 . . 3 ? O28B O28A N29 O28A -123.0 3 . . 3 ? C33 O28A N29 O28A -49.1 . . . 3 ? O28A O28A N29 O28A -98.2 2 . . 3 ? O28B O28A N29 O28B 73.9 2 . . . ? O28B O28A N29 O28B -73.9 3 . . . ? C33 O28A N29 O28B 0.0 . . . . ? O28A O28A N29 O28B 49.1 3 . . . ? O28A O28A N29 O28B -49.1 2 . . . ? O28B O28A N29 O28B 147.8 2 . . 3 ? C33 O28A N29 O28B 73.9 . . . 3 ? O28A O28A N29 O28B 123.0 3 . . 3 ? O28A O28A N29 O28B 24.8 2 . . 3 ? O28B O28A N29 O28A 123.0 2 . . 2 ? O28B O28A N29 O28A -24.8 3 . . 2 ? C33 O28A N29 O28A 49.1 . . . 2 ? O28A O28A N29 O28A 98.2 3 . . 2 ? O28B O28A N29 C30 -106.1 2 . . . ? O28B O28A N29 C30 106.1 3 . . . ? C33 O28A N29 C30 180.0 . . . . ? O28A O28A N29 C30 -130.9 3 . . . ? O28A O28A N29 C30 130.9 2 . . . ? O28A O28B C33 O28B -22.2 3 . . 2 ? O28A O28B C33 O28B 131.0 2 . . 2 ? N29 O28B C33 O28B -125.6 . . . 2 ? O28B O28B C33 O28B 108.8 3 . . 2 ? O28A O28B C33 O28A 153.2 2 . . 3 ? N29 O28B C33 O28A -103.4 . . . 3 ? O28B O28B C33 O28A 22.2 2 . . 3 ? O28B O28B C33 O28A 131.0 3 . . 3 ? O28A O28B C33 O28A -76.6 3 . . . ? O28A O28B C33 O28A 76.6 2 . . . ? N29 O28B C33 O28A 180.0 . . . . ? O28B O28B C33 O28A -54.4 2 . . . ? O28B O28B C33 O28A 54.4 3 . . . ? O28A O28B C33 O28B -131.0 3 . . 3 ? O28A O28B C33 O28B 22.2 2 . . 3 ? N29 O28B C33 O28B 125.6 . . . 3 ? O28B O28B C33 O28B -108.8 2 . . 3 ? O28A O28B C33 O28A -153.2 3 . . 2 ? N29 O28B C33 O28A 103.4 . . . 2 ? O28B O28B C33 O28A -131.0 2 . . 2 ? O28B O28B C33 O28A -22.2 3 . . 2 ? O28A O28B C33 C30 103.4 3 . . . ? O28A O28B C33 C30 -103.4 2 . . . ? N29 O28B C33 C30 0.0 . . . . ? O28B O28B C33 C30 125.6 2 . . . ? O28B O28B C33 C30 -125.6 3 . . . ? O28B O28A C33 O28B -153.2 3 . . 2 ? N29 O28A C33 O28B 103.4 . . . 2 ? O28A O28A C33 O28B -22.2 3 . . 2 ? O28A O28A C33 O28B -131.0 2 . . 2 ? O28B O28A C33 O28A 22.2 2 . . 3 ? O28B O28A C33 O28A -131.0 3 . . 3 ? N29 O28A C33 O28A 125.6 . . . 3 ? O28A O28A C33 O28A -108.8 2 . . 3 ? O28B O28A C33 O28B 76.6 2 . . . ? O28B O28A C33 O28B -76.6 3 . . . ? N29 O28A C33 O28B 180.0 . . . . ? O28A O28A C33 O28B 54.4 3 . . . ? O28A O28A C33 O28B -54.4 2 . . . ? O28B O28A C33 O28B 153.2 2 . . 3 ? N29 O28A C33 O28B -103.4 . . . 3 ? O28A O28A C33 O28B 131.0 3 . . 3 ? O28A O28A C33 O28B 22.2 2 . . 3 ? O28B O28A C33 O28A 131.0 2 . . 2 ? O28B O28A C33 O28A -22.2 3 . . 2 ? N29 O28A C33 O28A -125.6 . . . 2 ? O28A O28A C33 O28A 108.8 3 . . 2 ? O28B O28A C33 C30 -103.4 2 . . . ? O28B O28A C33 C30 103.4 3 . . . ? N29 O28A C33 C30 0.0 . . . . ? O28A O28A C33 C30 -125.6 3 . . . ? O28A O28A C33 C30 125.6 2 . . . ? O28B N29 C30 C32 -60.0 2 . . . ? O28A N29 C30 C32 -120.0 3 . . . ? O28B N29 C30 C32 180.0 . . . . ? O28A N29 C30 C32 0.0 . . . . ? O28B N29 C30 C32 60.0 3 . . . ? O28A N29 C30 C32 120.0 2 . . . ? O28B N29 C30 C32 60.0 2 . . 3 ? O28A N29 C30 C32 0.0 3 . . 3 ? O28B N29 C30 C32 -60.0 . . . 3 ? O28A N29 C30 C32 120.0 . . . 3 ? O28B N29 C30 C32 180.0 3 . . 3 ? O28A N29 C30 C32 -120.0 2 . . 3 ? O28B N29 C30 C32 180.0 2 . . 2 ? O28A N29 C30 C32 120.0 3 . . 2 ? O28B N29 C30 C32 60.0 . . . 2 ? O28A N29 C30 C32 -120.0 . . . 2 ? O28B N29 C30 C32 -60.0 3 . . 2 ? O28A N29 C30 C32 0.0 2 . . 2 ? O28B N29 C30 C33 0.0 2 . . . ? O28A N29 C30 C33 0(100) 3 . . . ? O28B N29 C30 C33 0.0 . . . . ? O28A N29 C30 C33 0(100) . . . . ? O28B N29 C30 C33 0(100) 3 . . . ? O28A N29 C30 C33 0.0 2 . . . ? O28B N29 C30 C31 122.0 2 . . . ? O28A N29 C30 C31 62.0 3 . . . ? O28B N29 C30 C31 2.0 . . . . ? O28A N29 C30 C31 -178.0 . . . . ? O28B N29 C30 C31 -118.0 3 . . . ? O28A N29 C30 C31 -58.0 2 . . . ? O28B N29 C30 C31 2.0 2 . . 2 ? O28A N29 C30 C31 -58.0 3 . . 2 ? O28B N29 C30 C31 -118.0 . . . 2 ? O28A N29 C30 C31 62.0 . . . 2 ? O28B N29 C30 C31 122.0 3 . . 2 ? O28A N29 C30 C31 -178.0 2 . . 2 ? O28B N29 C30 C31 -118.0 2 . . 3 ? O28A N29 C30 C31 -178.0 3 . . 3 ? O28B N29 C30 C31 122.0 . . . 3 ? O28A N29 C30 C31 -58.0 . . . 3 ? O28B N29 C30 C31 2.0 3 . . 3 ? O28A N29 C30 C31 62.0 2 . . 3 ? O28B C33 C30 N29 0(100) 2 . . . ? O28A C33 C30 N29 0.0 3 . . . ? O28B C33 C30 N29 0.0 . . . . ? O28A C33 C30 N29 0(100) . . . . ? O28B C33 C30 N29 0.0 3 . . . ? O28A C33 C30 N29 0.0 2 . . . ? O28B C33 C30 C32 -60.0 2 . . . ? O28A C33 C30 C32 -120.0 3 . . . ? O28B C33 C30 C32 180.0 . . . . ? O28A C33 C30 C32 0.0 . . . . ? O28B C33 C30 C32 60.0 3 . . . ? O28A C33 C30 C32 120.0 2 . . . ? O28B C33 C30 C32 60.0 2 . . 3 ? O28A C33 C30 C32 0.0 3 . . 3 ? O28B C33 C30 C32 -60.0 . . . 3 ? O28A C33 C30 C32 120.0 . . . 3 ? O28B C33 C30 C32 180.0 3 . . 3 ? O28A C33 C30 C32 -120.0 2 . . 3 ? O28B C33 C30 C32 180.0 2 . . 2 ? O28A C33 C30 C32 120.0 3 . . 2 ? O28B C33 C30 C32 60.0 . . . 2 ? O28A C33 C30 C32 -120.0 . . . 2 ? O28B C33 C30 C32 -60.0 3 . . 2 ? O28A C33 C30 C32 0.0 2 . . 2 ? O28B C33 C30 C31 122.0 2 . . . ? O28A C33 C30 C31 62.0 3 . . . ? O28B C33 C30 C31 2.0 . . . . ? O28A C33 C30 C31 -178.0 . . . . ? O28B C33 C30 C31 -118.0 3 . . . ? O28A C33 C30 C31 -58.0 2 . . . ? O28B C33 C30 C31 2.0 2 . . 2 ? O28A C33 C30 C31 -58.0 3 . . 2 ? O28B C33 C30 C31 -118.0 . . . 2 ? O28A C33 C30 C31 62.0 . . . 2 ? O28B C33 C30 C31 122.0 3 . . 2 ? O28A C33 C30 C31 -178.0 2 . . 2 ? O28B C33 C30 C31 -118.0 2 . . 3 ? O28A C33 C30 C31 -178.0 3 . . 3 ? O28B C33 C30 C31 122.0 . . . 3 ? O28A C33 C30 C31 -58.0 . . . 3 ? O28B C33 C30 C31 2.0 3 . . 3 ? O28A C33 C30 C31 62.0 2 . . 3 ? N29 C30 C31 C32 107.4 . . . 2 ? C32 C30 C31 C32 -70.6 . . . 2 ? C32 C30 C31 C32 -144.0 3 . . 2 ? C33 C30 C31 C32 107.4 . . . 2 ? C31 C30 C31 C32 -121.2 2 . . 2 ? C31 C30 C31 C32 -24.0 3 . . 2 ? N29 C30 C31 C32 -108.6 . . . 3 ? C32 C30 C31 C32 73.3 . . . 3 ? C32 C30 C31 C32 144.0 2 . . 3 ? C33 C30 C31 C32 -108.6 . . . 3 ? C31 C30 C31 C32 22.8 2 . . 3 ? C31 C30 C31 C32 120.0 3 . . 3 ? N29 C30 C31 C32 -178.1 . . . 10_556 ? C32 C30 C31 C32 3.8 . . . 10_556 ? C32 C30 C31 C32 -69.5 3 . . 10_556 ? C32 C30 C31 C32 74.5 2 . . 10_556 ? C33 C30 C31 C32 -178.1 . . . 10_556 ? C31 C30 C31 C32 -46.7 2 . . 10_556 ? C31 C30 C31 C32 50.5 3 . . 10_556 ? N29 C30 C31 C31 145.6(3) . . . 11_556 ? C32 C30 C31 C31 -32.5(3) . . . 11_556 ? C32 C30 C31 C31 -105.8(3) 3 . . 11_556 ? C32 C30 C31 C31 38.2(3) 2 . . 11_556 ? C33 C30 C31 C31 145.6(3) . . . 11_556 ? C31 C30 C31 C31 -83.0(3) 2 . . 11_556 ? C31 C30 C31 C31 14.2(3) 3 . . 11_556 ? N29 C30 C31 C31 -145.6(3) . . . 12_556 ? C32 C30 C31 C31 36.4(3) . . . 12_556 ? C32 C30 C31 C31 -37.0(3) 3 . . 12_556 ? C32 C30 C31 C31 107.0(3) 2 . . 12_556 ? C33 C30 C31 C31 -145.6(3) . . . 12_556 ? C31 C30 C31 C31 -14.2(3) 2 . . 12_556 ? C31 C30 C31 C31 83.0(3) 3 . . 12_556 ? N29 C30 C32 C31 -104.7 . . . 3 ? C32 C30 C32 C31 122.9 3 . . 3 ? C32 C30 C32 C31 27.8 2 . . 3 ? C33 C30 C32 C31 -104.7 . . . 3 ? C31 C30 C32 C31 73.4 . . . 3 ? C31 C30 C32 C31 149.3 2 . . 3 ? N29 C30 C32 C31 106.1 . . . 2 ? C32 C30 C32 C31 -26.4 3 . . 2 ? C32 C30 C32 C31 -121.5 2 . . 2 ? C33 C30 C32 C31 106.1 . . . 2 ? C31 C30 C32 C31 -75.9 . . . 2 ? C31 C30 C32 C31 -149.3 3 . . 2 ? N29 C30 C32 C31 177.9 . . . 10_556 ? C32 C30 C32 C31 45.4 3 . . 10_556 ? C32 C30 C32 C31 -49.6 2 . . 10_556 ? C33 C30 C32 C31 177.9 . . . 10_556 ? C31 C30 C32 C31 -4.1 . . . 10_556 ? C31 C30 C32 C31 71.8 2 . . 10_556 ? C31 C30 C32 C31 -77.4 3 . . 10_556 ? N29 C30 C32 C32 146.5(3) . . . 11_556 ? C32 C30 C32 C32 14.1(3) 3 . . 11_556 ? C32 C30 C32 C32 -81.0(3) 2 . . 11_556 ? C33 C30 C32 C32 146.5(3) . . . 11_556 ? C31 C30 C32 C32 -35.4(3) . . . 11_556 ? C31 C30 C32 C32 40.5(3) 2 . . 11_556 ? C31 C30 C32 C32 -108.8(3) 3 . . 11_556 ? N29 C30 C32 C32 -146.5(3) . . . 12_556 ? C32 C30 C32 C32 81.0(3) 3 . . 12_556 ? C32 C30 C32 C32 -14.1(3) 2 . . 12_556 ? C33 C30 C32 C32 -146.5(3) . . . 12_556 ? C31 C30 C32 C32 31.5(3) . . . 12_556 ? C31 C30 C32 C32 107.4(3) 2 . . 12_556 ? C31 C30 C32 C32 -41.9(3) 3 . . 12_556 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 O28B 0.89(6) 2.18(7) 3.014(8) 156(5) 11_556 N1 H1 O28A 0.89(6) 2.55(6) 3.272(8) 139(5) 12_556 _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 20.81 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.997 _refine_diff_density_min -0.586 _refine_diff_density_rms 0.064 data_calix[6]pyrrole.water _database_code_CSD 175896 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C72 H68 N6 O' _chemical_formula_weight 1033.32 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Triclinic' _symmetry_space_group_name_H-M 'P-1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.5970(5) _cell_length_b 13.9330(5) _cell_length_c 16.7330(8) _cell_angle_alpha 67.387(2) _cell_angle_beta 76.910(2) _cell_angle_gamma 84.882(1) _cell_volume 2850.3(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6307 _cell_measurement_theta_min 1.018 _cell_measurement_theta_max 21.726 _exptl_crystal_description 'block' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.204 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1100 _exptl_absorpt_coefficient_mu 0.072 _exptl_absorpt_correction_type 'none' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_wavelength_id all _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'KappaCCD' _diffrn_measurement_method ; 86 frames via \f rotation and 38 frames via \o rotation (rotation angle 2\%) and 2*1200 s per frame ; _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 'none' _diffrn_reflns_number 11702 _diffrn_reflns_av_R_equivalents 0.050 _diffrn_reflns_av_sigmaI/netI 0.0974 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.68 _diffrn_reflns_theta_max 21.75 _reflns_number_total 6716 _reflns_number_gt 4463 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Collect data collection software (NONIUS b.v., 1998)' _computing_cell_refinement 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Johnson & burnet, 1996)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0629P)^2^+1.0304P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0031(11) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 6716 _refine_ls_number_parameters 734 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1176 _refine_ls_R_factor_gt 0.0656 _refine_ls_wR_factor_ref 0.1660 _refine_ls_wR_factor_gt 0.1466 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_u_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.2588(3) 0.6074(2) 0.2695(2) 0.0422(9) Uani 1 1 d . . . H1 H 0.194(3) 0.599(3) 0.283(3) 0.051 Uiso 1 1 d . . . C2 C 0.3348(4) 0.6047(3) 0.3124(3) 0.0426(11) Uani 1 1 d . . . C3 C 0.4216(4) 0.6199(3) 0.2516(3) 0.0483(11) Uani 1 1 d . . . H3 H 0.4857 0.6228 0.2614 0.058 Uiso 1 1 calc r . . C4 C 0.3988(3) 0.6306(3) 0.1706(3) 0.0485(11) Uani 1 1 d . . . H4 H 0.4457 0.6411 0.1180 0.058 Uiso 1 1 calc r . . C5 C 0.2975(3) 0.6231(3) 0.1815(2) 0.0377(10) Uani 1 1 d . . . C6 C 0.2299(3) 0.6461(3) 0.1155(2) 0.0385(10) Uani 1 1 d . . . N7 N 0.1092(3) 0.4993(2) 0.1455(2) 0.0417(9) Uani 1 1 d . . . H7 H 0.146(3) 0.475(3) 0.111(3) 0.050 Uiso 1 1 d . . . C8 C 0.1322(3) 0.5840(3) 0.1596(3) 0.0442(11) Uani 1 1 d . . . C9 C 0.0545(4) 0.5964(3) 0.2226(3) 0.0662(14) Uani 1 1 d . . . H9 H 0.0489 0.6483 0.2455 0.079 Uiso 1 1 calc r . . C10 C -0.0163(4) 0.5163(4) 0.2467(3) 0.0659(14) Uani 1 1 d . . . H10 H -0.0761 0.5057 0.2891 0.079 Uiso 1 1 calc r . . C11 C 0.0180(3) 0.4574(3) 0.1976(3) 0.0462(11) Uani 1 1 d . . . C12 C -0.0251(3) 0.3636(3) 0.1924(3) 0.0509(12) Uani 1 1 d . . . N13 N 0.1203(3) 0.2445(2) 0.2387(2) 0.0442(9) Uani 1 1 d . . . H13 H 0.107(3) 0.250(3) 0.294(3) 0.053 Uiso 1 1 d . . . C14 C 0.0617(3) 0.2938(3) 0.1763(3) 0.0456(11) Uani 1 1 d . . . C15 C 0.1057(4) 0.2723(3) 0.1040(3) 0.0551(12) Uani 1 1 d . . . H15 H 0.0829 0.2949 0.0513 0.066 Uiso 1 1 calc r . . C16 C 0.1921(4) 0.2100(3) 0.1218(3) 0.0522(12) Uani 1 1 d . . . H16 H 0.2356 0.1843 0.0830 0.063 Uiso 1 1 calc r . . C17 C 0.2005(3) 0.1941(3) 0.2053(3) 0.0400(10) Uani 1 1 d . . . C18 C 0.2729(3) 0.1291(3) 0.2635(2) 0.0370(10) Uani 1 1 d . . . N19 N 0.4093(3) 0.1590(2) 0.3298(2) 0.0392(9) Uani 1 1 d . . . H19 H 0.431(3) 0.102(3) 0.344(3) 0.047 Uiso 1 1 d . . . C20 C 0.3284(3) 0.1974(3) 0.2910(2) 0.0375(10) Uani 1 1 d . . . C21 C 0.3178(3) 0.2979(3) 0.2828(2) 0.0441(11) Uani 1 1 d . . . H21 H 0.2686 0.3438 0.2590 0.053 Uiso 1 1 calc r . . C22 C 0.3947(3) 0.3212(3) 0.3168(2) 0.0447(11) Uani 1 1 d . . . H22 H 0.4050 0.3853 0.3187 0.054 Uiso 1 1 calc r . . C23 C 0.4511(3) 0.2340(3) 0.3464(2) 0.0374(10) Uani 1 1 d . . . C24 C 0.5346(3) 0.2118(3) 0.3969(2) 0.0390(10) Uani 1 1 d . . . N25 N 0.3972(3) 0.2242(2) 0.5204(2) 0.0365(9) Uani 1 1 d . . . H25 H 0.359(3) 0.257(3) 0.487(3) 0.044 Uiso 1 1 d . . . C26 C 0.4893(3) 0.1863(3) 0.4947(2) 0.0349(10) Uani 1 1 d . . . C27 C 0.5287(3) 0.1402(3) 0.5686(3) 0.0423(10) Uani 1 1 d . . . H27 H 0.5908 0.1066 0.5715 0.051 Uiso 1 1 calc r . . C28 C 0.4577(3) 0.1530(3) 0.6400(3) 0.0449(11) Uani 1 1 d . . . H28 H 0.4654 0.1290 0.6983 0.054 Uiso 1 1 calc r . . C29 C 0.3760(3) 0.2063(3) 0.6093(2) 0.0338(10) Uani 1 1 d . . . C30 C 0.2770(3) 0.2427(3) 0.6516(2) 0.0372(10) Uani 1 1 d . . . N31 N 0.3040(3) 0.4170(2) 0.5275(2) 0.0431(9) Uani 1 1 d . . . H31 H 0.374(3) 0.415(3) 0.534(2) 0.052 Uiso 1 1 d . . . C32 C 0.2398(3) 0.3354(3) 0.5808(2) 0.0394(10) Uani 1 1 d . . . C33 C 0.1499(4) 0.3625(4) 0.5556(3) 0.0675(14) Uani 1 1 d . . . H33 H 0.0917 0.3223 0.5784 0.081 Uiso 1 1 calc r . . C34 C 0.1608(4) 0.4637(4) 0.4882(3) 0.0826(17) Uani 1 1 d . . . H34 H 0.1100 0.5020 0.4606 0.099 Uiso 1 1 calc r . . C35 C 0.2575(4) 0.4950(3) 0.4707(3) 0.0484(12) Uani 1 1 d . . . C36 C 0.3116(4) 0.5959(3) 0.4084(3) 0.0511(12) Uani 1 1 d . . . C37 C 0.2012(3) 0.7625(3) 0.0823(2) 0.0412(10) Uani 1 1 d . . . C38 C 0.1267(4) 0.7967(3) 0.0330(3) 0.0646(14) Uani 1 1 d . . . H38 H 0.0905 0.7488 0.0249 0.077 Uiso 1 1 calc r . . C39 C 0.1055(4) 0.9039(4) -0.0049(3) 0.0735(15) Uani 1 1 d . . . H39 H 0.0561 0.9265 -0.0386 0.088 Uiso 1 1 calc r . . C40 C 0.1574(4) 0.9743(4) 0.0077(3) 0.0693(15) Uani 1 1 d . . . H40 H 0.1445 1.0450 -0.0180 0.083 Uiso 1 1 calc r . . C41 C 0.2275(4) 0.9406(3) 0.0578(3) 0.0622(14) Uani 1 1 d . . . H41 H 0.2616 0.9885 0.0678 0.075 Uiso 1 1 calc r . . C42 C 0.2499(3) 0.8361(3) 0.0945(3) 0.0477(11) Uani 1 1 d . . . H42 H 0.2991 0.8152 0.1284 0.057 Uiso 1 1 calc r . . C43 C 0.2902(3) 0.6170(3) 0.0379(3) 0.0411(10) Uani 1 1 d . . . C44 C 0.3155(4) 0.6887(3) -0.0482(3) 0.0544(12) Uani 1 1 d . . . H44 H 0.2931 0.7571 -0.0615 0.065 Uiso 1 1 calc r . . C45 C 0.3738(4) 0.6594(4) -0.1150(3) 0.0684(14) Uani 1 1 d . . . H45 H 0.3906 0.7089 -0.1722 0.082 Uiso 1 1 calc r . . C46 C 0.4067(4) 0.5603(4) -0.0983(3) 0.0628(13) Uani 1 1 d . . . H46 H 0.4444 0.5414 -0.1438 0.075 Uiso 1 1 calc r . . C47 C 0.3836(3) 0.4883(3) -0.0135(3) 0.0548(12) Uani 1 1 d . . . H47 H 0.4056 0.4200 -0.0013 0.066 Uiso 1 1 calc r . . C48 C 0.3280(3) 0.5164(3) 0.0536(3) 0.0481(11) Uani 1 1 d . . . H48 H 0.3152 0.4670 0.1110 0.058 Uiso 1 1 calc r . . C49 C 0.3532(3) 0.0829(3) 0.2069(2) 0.0409(10) Uani 1 1 d . . . C50 C 0.3635(3) -0.0206(3) 0.2203(3) 0.0507(12) Uani 1 1 d . . . H50 H 0.3194 -0.0682 0.2666 0.061 Uiso 1 1 calc r . . C51 C 0.4388(4) -0.0560(4) 0.1659(3) 0.0628(14) Uani 1 1 d . . . H51 H 0.4447 -0.1266 0.1762 0.075 Uiso 1 1 calc r . . C52 C 0.5039(4) 0.0137(5) 0.0973(3) 0.0709(14) Uani 1 1 d . . . H52 H 0.5544 -0.0092 0.0610 0.085 Uiso 1 1 calc r . . C53 C 0.4940(4) 0.1167(4) 0.0828(3) 0.0721(15) Uani 1 1 d . . . H53 H 0.5371 0.1644 0.0357 0.087 Uiso 1 1 calc r . . C54 C 0.4215(4) 0.1505(3) 0.1368(3) 0.0596(13) Uani 1 1 d . . . H54 H 0.4174 0.2211 0.1266 0.072 Uiso 1 1 calc r . . C55 C 0.2087(3) 0.0451(3) 0.3442(3) 0.0436(11) Uani 1 1 d . . . C56 C 0.2099(3) 0.0287(3) 0.4308(3) 0.0596(13) Uani 1 1 d . . . H56 H 0.2524 0.0682 0.4426 0.071 Uiso 1 1 calc r . . C57 C 0.1485(4) -0.0457(4) 0.5002(3) 0.0831(17) Uani 1 1 d . . . H57 H 0.1506 -0.0563 0.5581 0.100 Uiso 1 1 calc r . . C58 C 0.0849(4) -0.1038(4) 0.4850(4) 0.0817(17) Uani 1 1 d . . . H58 H 0.0435 -0.1532 0.5322 0.098 Uiso 1 1 calc r . . C59 C 0.0824(4) -0.0892(3) 0.4000(4) 0.0722(15) Uani 1 1 d . . . H59 H 0.0394 -0.1289 0.3890 0.087 Uiso 1 1 calc r . . C60 C 0.1435(3) -0.0155(3) 0.3306(3) 0.0566(13) Uani 1 1 d . . . H60 H 0.1411 -0.0061 0.2729 0.068 Uiso 1 1 calc r . . C61 C 0.1959(3) 0.1557(3) 0.6923(2) 0.0382(10) Uani 1 1 d . . . C62 C 0.1059(3) 0.1697(3) 0.7435(3) 0.0539(12) Uani 1 1 d . . . H62 H 0.0931 0.2326 0.7512 0.065 Uiso 1 1 calc r . . C63 C 0.0337(4) 0.0923(4) 0.7839(3) 0.0667(14) Uani 1 1 d . . . H63 H -0.0280 0.1039 0.8166 0.080 Uiso 1 1 calc r . . C64 C 0.0542(4) -0.0021(4) 0.7751(3) 0.0738(16) Uani 1 1 d . . . H64 H 0.0072 -0.0556 0.8038 0.089 Uiso 1 1 calc r . . C65 C 0.1434(4) -0.0172(4) 0.7245(3) 0.0718(15) Uani 1 1 d . . . H65 H 0.1568 -0.0806 0.7178 0.086 Uiso 1 1 calc r . . C66 C 0.2141(4) 0.0620(3) 0.6829(3) 0.0586(13) Uani 1 1 d . . . H66 H 0.2747 0.0513 0.6482 0.070 Uiso 1 1 calc r . . C67 C 0.2925(3) 0.2729(3) 0.7283(2) 0.0380(10) Uani 1 1 d . . . C68 C 0.2826(3) 0.3736(3) 0.7251(3) 0.0504(12) Uani 1 1 d . . . H68 H 0.2692 0.4269 0.6744 0.061 Uiso 1 1 calc r . . C69 C 0.2924(4) 0.3963(3) 0.7967(3) 0.0602(13) Uani 1 1 d . . . H69 H 0.2853 0.4646 0.7936 0.072 Uiso 1 1 calc r . . C70 C 0.3123(4) 0.3195(4) 0.8717(3) 0.0590(13) Uani 1 1 d . . . H70 H 0.3191 0.3353 0.9194 0.071 Uiso 1 1 calc r . . C71 C 0.3222(4) 0.2191(3) 0.8761(3) 0.0573(13) Uani 1 1 d . . . H71 H 0.3357 0.1663 0.9270 0.069 Uiso 1 1 calc r . . C72 C 0.3121(3) 0.1960(3) 0.8052(3) 0.0495(12) Uani 1 1 d . . . H72 H 0.3186 0.1274 0.8091 0.059 Uiso 1 1 calc r . . C73 C -0.1003(4) 0.3086(4) 0.2804(3) 0.0789(16) Uani 1 1 d . . . H73a H -0.1303 0.2507 0.2773 0.118 Uiso 1 1 calc r . . H73b H -0.1522 0.3567 0.2902 0.118 Uiso 1 1 calc r . . H73c H -0.0652 0.2844 0.3283 0.118 Uiso 1 1 calc r . . C74 C -0.0812(4) 0.3982(4) 0.1154(4) 0.0791(16) Uani 1 1 d . . . H74a H -0.0347 0.4317 0.0605 0.119 Uiso 1 1 calc r . . H74b H -0.1342 0.4459 0.1239 0.119 Uiso 1 1 calc r . . H74c H -0.1098 0.3385 0.1139 0.119 Uiso 1 1 calc r . . C75 C 0.6027(3) 0.1217(3) 0.3856(3) 0.0538(12) Uani 1 1 d . . . H75a H 0.5632 0.0595 0.4078 0.081 Uiso 1 1 calc r . . H75b H 0.6554 0.1107 0.4179 0.081 Uiso 1 1 calc r . . H75c H 0.6321 0.1385 0.3240 0.081 Uiso 1 1 calc r . . C76 C 0.6006(3) 0.3103(3) 0.3631(3) 0.0586(13) Uani 1 1 d . . . H76a H 0.6286 0.3294 0.3010 0.088 Uiso 1 1 calc r . . H76b H 0.6543 0.2962 0.3948 0.088 Uiso 1 1 calc r . . H76c H 0.5598 0.3663 0.3727 0.088 Uiso 1 1 calc r . . C77 C 0.4142(4) 0.6007(3) 0.4335(3) 0.0759(17) Uani 1 1 d . . . H77a H 0.4564 0.5439 0.4272 0.114 Uiso 1 1 calc r . . H77b H 0.4022 0.5959 0.4937 0.114 Uiso 1 1 calc r . . H77c H 0.4473 0.6653 0.3949 0.114 Uiso 1 1 calc r . . C78 C 0.2449(4) 0.6868(3) 0.4172(3) 0.0896(19) Uani 1 1 d . . . H78a H 0.2758 0.7509 0.3749 0.134 Uiso 1 1 calc r . . H78b H 0.2371 0.6860 0.4759 0.134 Uiso 1 1 calc r . . H78c H 0.1799 0.6807 0.4062 0.134 Uiso 1 1 calc r . . O1w O 0.0798(4) 0.3159(4) 0.3964(5) 0.278(4) Uani 1 1 d r . . H1wa H 0.1056 0.2516 0.4249 0.417 Uiso 1 1 d r . . H1wb H 0.1418 0.3637 0.3401 0.417 Uiso 1 1 d r . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.040(2) 0.042(2) 0.041(2) -0.0124(16) -0.009(2) 0.0013(18) C2 0.058(3) 0.033(2) 0.036(2) -0.0082(18) -0.016(3) 0.002(2) C3 0.048(3) 0.050(3) 0.047(3) -0.015(2) -0.016(3) 0.002(2) C4 0.040(3) 0.060(3) 0.041(3) -0.016(2) -0.005(2) -0.001(2) C5 0.045(3) 0.035(2) 0.030(2) -0.0099(17) -0.005(2) -0.0021(19) C6 0.041(3) 0.035(2) 0.037(2) -0.0122(18) -0.004(2) -0.0019(19) N7 0.034(2) 0.044(2) 0.044(2) -0.0174(16) -0.0021(18) -0.0002(17) C8 0.037(3) 0.045(3) 0.052(3) -0.022(2) -0.006(2) 0.006(2) C9 0.047(3) 0.069(3) 0.093(4) -0.049(3) -0.002(3) 0.001(3) C10 0.035(3) 0.071(3) 0.084(4) -0.031(3) 0.007(3) 0.000(3) C11 0.030(3) 0.046(2) 0.057(3) -0.015(2) -0.006(2) 0.002(2) C12 0.039(3) 0.044(3) 0.059(3) -0.007(2) -0.009(2) -0.004(2) N13 0.049(3) 0.046(2) 0.037(2) -0.0123(18) -0.015(2) 0.0031(18) C14 0.046(3) 0.038(2) 0.050(3) -0.008(2) -0.017(3) -0.005(2) C15 0.062(4) 0.054(3) 0.048(3) -0.009(2) -0.026(3) 0.001(3) C16 0.064(4) 0.057(3) 0.039(3) -0.019(2) -0.016(2) 0.003(3) C17 0.037(3) 0.036(2) 0.045(3) -0.016(2) -0.003(2) -0.001(2) C18 0.039(3) 0.037(2) 0.035(2) -0.0123(18) -0.011(2) 0.0040(19) N19 0.044(2) 0.0315(19) 0.046(2) -0.0176(17) -0.0133(18) 0.0054(18) C20 0.037(3) 0.040(2) 0.035(2) -0.0103(18) -0.012(2) 0.000(2) C21 0.053(3) 0.038(2) 0.041(2) -0.0121(19) -0.017(2) 0.005(2) C22 0.059(3) 0.035(2) 0.043(2) -0.0173(19) -0.012(2) -0.001(2) C23 0.043(3) 0.036(2) 0.032(2) -0.0136(18) -0.002(2) -0.004(2) C24 0.039(3) 0.042(2) 0.038(2) -0.0168(18) -0.006(2) -0.002(2) N25 0.036(3) 0.041(2) 0.032(2) -0.0127(16) -0.0086(16) 0.0051(17) C26 0.030(3) 0.038(2) 0.039(3) -0.0174(19) -0.005(2) 0.0005(19) C27 0.037(3) 0.049(2) 0.042(3) -0.017(2) -0.012(2) 0.005(2) C28 0.047(3) 0.053(3) 0.033(2) -0.013(2) -0.012(2) -0.001(2) C29 0.034(3) 0.039(2) 0.026(2) -0.0097(17) -0.002(2) -0.006(2) C30 0.041(3) 0.036(2) 0.028(2) -0.0065(18) -0.004(2) -0.0012(19) N31 0.044(2) 0.0379(19) 0.042(2) -0.0083(16) -0.011(2) 0.0005(19) C32 0.040(3) 0.041(2) 0.034(2) -0.0138(19) -0.001(2) -0.003(2) C33 0.050(3) 0.076(3) 0.057(3) 0.003(3) -0.018(3) -0.013(3) C34 0.063(4) 0.083(4) 0.072(4) 0.014(3) -0.034(3) 0.002(3) C35 0.063(4) 0.044(3) 0.036(2) -0.009(2) -0.016(2) 0.003(2) C36 0.077(4) 0.035(2) 0.039(3) -0.0095(19) -0.017(2) 0.004(2) C37 0.048(3) 0.041(2) 0.033(2) -0.0117(19) -0.011(2) 0.003(2) C38 0.080(4) 0.056(3) 0.066(3) -0.026(2) -0.031(3) 0.016(3) C39 0.078(4) 0.075(4) 0.055(3) -0.010(3) -0.025(3) 0.032(3) C40 0.075(4) 0.042(3) 0.066(3) -0.002(2) -0.002(3) 0.008(3) C41 0.054(3) 0.042(3) 0.076(3) -0.013(2) -0.002(3) -0.001(2) C42 0.047(3) 0.043(3) 0.048(3) -0.013(2) -0.008(2) -0.001(2) C43 0.036(3) 0.045(3) 0.042(3) -0.016(2) -0.006(2) -0.006(2) C44 0.068(3) 0.048(3) 0.044(3) -0.015(2) -0.009(3) -0.005(2) C45 0.090(4) 0.072(4) 0.037(3) -0.020(2) -0.001(3) -0.007(3) C46 0.073(4) 0.075(3) 0.051(3) -0.039(3) -0.006(3) 0.000(3) C47 0.057(3) 0.056(3) 0.057(3) -0.031(3) -0.006(3) -0.002(2) C48 0.047(3) 0.052(3) 0.043(3) -0.017(2) -0.004(2) -0.004(2) C49 0.046(3) 0.039(2) 0.042(2) -0.0155(19) -0.015(2) -0.002(2) C50 0.052(3) 0.051(3) 0.055(3) -0.024(2) -0.019(2) 0.004(2) C51 0.071(4) 0.064(3) 0.078(4) -0.047(3) -0.036(3) 0.025(3) C52 0.058(4) 0.103(4) 0.065(4) -0.046(3) -0.018(3) 0.013(3) C53 0.070(4) 0.079(4) 0.064(3) -0.031(3) 0.002(3) -0.006(3) C54 0.062(3) 0.057(3) 0.057(3) -0.026(2) 0.004(3) -0.005(3) C55 0.043(3) 0.042(2) 0.041(3) -0.0085(19) -0.014(2) 0.004(2) C56 0.049(3) 0.077(3) 0.048(3) -0.016(2) -0.011(2) -0.007(3) C57 0.069(4) 0.111(4) 0.044(3) -0.001(3) -0.009(3) -0.015(4) C58 0.064(4) 0.085(4) 0.057(4) 0.013(3) -0.005(3) -0.015(3) C59 0.062(4) 0.059(3) 0.075(4) 0.002(3) -0.018(3) -0.015(3) C60 0.059(3) 0.050(3) 0.051(3) -0.006(2) -0.012(2) -0.010(2) C61 0.043(3) 0.039(2) 0.032(2) -0.0126(18) -0.006(2) -0.005(2) C62 0.045(3) 0.061(3) 0.049(3) -0.021(2) 0.005(2) -0.006(2) C63 0.050(3) 0.089(4) 0.046(3) -0.014(3) 0.005(2) -0.014(3) C64 0.071(4) 0.082(4) 0.058(3) -0.008(3) -0.009(3) -0.040(3) C65 0.076(4) 0.061(3) 0.077(4) -0.026(3) -0.004(3) -0.023(3) C66 0.055(3) 0.060(3) 0.060(3) -0.029(2) 0.008(2) -0.016(3) C67 0.037(3) 0.042(2) 0.029(2) -0.0122(19) 0.0004(19) -0.0012(19) C68 0.061(3) 0.044(3) 0.047(3) -0.019(2) -0.011(2) 0.004(2) C69 0.082(4) 0.051(3) 0.056(3) -0.032(3) -0.008(3) 0.000(3) C70 0.072(4) 0.067(3) 0.050(3) -0.035(3) -0.010(3) -0.006(3) C71 0.081(4) 0.058(3) 0.031(2) -0.014(2) -0.012(2) -0.002(3) C72 0.070(3) 0.039(2) 0.040(3) -0.017(2) -0.013(2) 0.002(2) C73 0.052(3) 0.061(3) 0.098(4) -0.013(3) 0.007(3) -0.013(3) C74 0.063(4) 0.073(3) 0.108(4) -0.027(3) -0.046(3) 0.013(3) C75 0.049(3) 0.067(3) 0.057(3) -0.037(2) -0.014(2) 0.014(2) C76 0.057(3) 0.070(3) 0.047(3) -0.019(2) -0.002(2) -0.026(3) C77 0.114(5) 0.063(3) 0.053(3) -0.007(2) -0.033(3) -0.037(3) C78 0.153(6) 0.055(3) 0.062(3) -0.032(3) -0.012(4) 0.021(3) O1w 0.260(10) 0.346(11) 0.257(8) -0.164(8) 0.006(7) -0.063(8) _geom_special_details ; all esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. the cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. an approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C2 1.376(5) . ? N1 C5 1.383(5) . ? C2 C3 1.345(6) . ? C2 C36 1.522(5) . ? C3 C4 1.409(5) . ? C4 C5 1.356(5) . ? C5 C6 1.518(5) . ? C6 C8 1.525(5) . ? C6 C43 1.544(5) . ? C6 C37 1.544(5) . ? N7 C8 1.363(5) . ? N7 C11 1.374(5) . ? C8 C9 1.364(6) . ? C9 C10 1.416(6) . ? C10 C11 1.358(6) . ? C11 C12 1.518(6) . ? C12 C14 1.504(6) . ? C12 C74 1.542(6) . ? C12 C73 1.547(6) . ? N13 C17 1.372(5) . ? N13 C14 1.388(5) . ? C14 C15 1.353(6) . ? C15 C16 1.415(6) . ? C16 C17 1.359(5) . ? C17 C18 1.527(5) . ? C18 C20 1.520(5) . ? C18 C49 1.542(5) . ? C18 C55 1.545(5) . ? N19 C20 1.368(5) . ? N19 C23 1.376(5) . ? C20 C21 1.353(5) . ? C21 C22 1.411(5) . ? C22 C23 1.361(5) . ? C23 C24 1.507(5) . ? C24 C26 1.523(5) . ? C24 C75 1.539(5) . ? C24 C76 1.549(5) . ? N25 C26 1.358(5) . ? N25 C29 1.376(4) . ? C26 C27 1.363(5) . ? C27 C28 1.415(5) . ? C28 C29 1.366(5) . ? C29 C30 1.516(5) . ? C30 C32 1.519(5) . ? C30 C61 1.553(5) . ? C30 C67 1.555(5) . ? N31 C35 1.356(5) . ? N31 C32 1.377(4) . ? C32 C33 1.357(6) . ? C33 C34 1.421(6) . ? C34 C35 1.355(6) . ? C35 C36 1.521(5) . ? C36 C78 1.525(6) . ? C36 C77 1.560(6) . ? C37 C42 1.369(5) . ? C37 C38 1.386(6) . ? C38 C39 1.412(6) . ? C39 C40 1.362(7) . ? C40 C41 1.345(6) . ? C41 C42 1.381(6) . ? C43 C44 1.387(5) . ? C43 C48 1.396(5) . ? C44 C45 1.391(6) . ? C45 C46 1.354(6) . ? C46 C47 1.371(6) . ? C47 C48 1.373(6) . ? C49 C50 1.371(5) . ? C49 C54 1.392(5) . ? C50 C51 1.398(6) . ? C51 C52 1.372(6) . ? C52 C53 1.359(6) . ? C53 C54 1.360(6) . ? C55 C56 1.382(5) . ? C55 C60 1.387(5) . ? C56 C57 1.383(6) . ? C57 C58 1.359(7) . ? C58 C59 1.365(7) . ? C59 C60 1.375(6) . ? C61 C66 1.369(5) . ? C61 C62 1.372(6) . ? C62 C63 1.382(6) . ? C63 C64 1.376(7) . ? C64 C65 1.364(7) . ? C65 C66 1.387(6) . ? C67 C68 1.380(5) . ? C67 C72 1.385(5) . ? C68 C69 1.386(6) . ? C69 C70 1.365(6) . ? C70 C71 1.368(6) . ? C71 C72 1.381(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 C5 111.0(4) . . ? C3 C2 N1 106.4(4) . . ? C3 C2 C36 132.0(4) . . ? N1 C2 C36 121.4(4) . . ? C2 C3 C4 108.3(4) . . ? C5 C4 C3 109.0(4) . . ? C4 C5 N1 105.3(4) . . ? C4 C5 C6 131.8(4) . . ? N1 C5 C6 121.9(4) . . ? C5 C6 C8 110.2(3) . . ? C5 C6 C43 107.0(3) . . ? C8 C6 C43 111.7(3) . . ? C5 C6 C37 110.0(3) . . ? C8 C6 C37 107.5(3) . . ? C43 C6 C37 110.5(3) . . ? C8 N7 C11 111.3(4) . . ? N7 C8 C9 106.5(4) . . ? N7 C8 C6 124.9(4) . . ? C9 C8 C6 128.6(4) . . ? C8 C9 C10 107.7(4) . . ? C11 C10 C9 108.4(4) . . ? C10 C11 N7 106.0(4) . . ? C10 C11 C12 132.8(4) . . ? N7 C11 C12 121.2(4) . . ? C14 C12 C11 107.8(3) . . ? C14 C12 C74 109.4(4) . . ? C11 C12 C74 110.2(3) . . ? C14 C12 C73 111.8(3) . . ? C11 C12 C73 108.4(4) . . ? C74 C12 C73 109.1(4) . . ? C17 N13 C14 110.7(4) . . ? C15 C14 N13 106.0(4) . . ? C15 C14 C12 132.1(4) . . ? N13 C14 C12 121.7(4) . . ? C14 C15 C16 108.7(4) . . ? C17 C16 C15 108.1(4) . . ? C16 C17 N13 106.5(4) . . ? C16 C17 C18 132.9(4) . . ? N13 C17 C18 120.5(4) . . ? C20 C18 C17 110.6(3) . . ? C20 C18 C49 106.9(3) . . ? C17 C18 C49 107.5(3) . . ? C20 C18 C55 111.9(3) . . ? C17 C18 C55 106.9(3) . . ? C49 C18 C55 113.0(3) . . ? C20 N19 C23 111.2(3) . . ? C21 C20 N19 106.6(3) . . ? C21 C20 C18 133.1(4) . . ? N19 C20 C18 120.3(3) . . ? C20 C21 C22 108.1(4) . . ? C23 C22 C21 108.6(3) . . ? C22 C23 N19 105.6(4) . . ? C22 C23 C24 130.9(3) . . ? N19 C23 C24 123.1(3) . . ? C23 C24 C26 109.5(3) . . ? C23 C24 C75 112.1(3) . . ? C26 C24 C75 109.7(3) . . ? C23 C24 C76 109.3(3) . . ? C26 C24 C76 107.7(3) . . ? C75 C24 C76 108.5(3) . . ? C26 N25 C29 111.8(3) . . ? N25 C26 C27 106.8(3) . . ? N25 C26 C24 120.5(3) . . ? C27 C26 C24 132.1(4) . . ? C26 C27 C28 107.3(4) . . ? C29 C28 C27 109.0(3) . . ? C28 C29 N25 105.1(4) . . ? C28 C29 C30 134.5(4) . . ? N25 C29 C30 120.4(3) . . ? C29 C30 C32 108.2(3) . . ? C29 C30 C61 111.5(3) . . ? C32 C30 C61 109.2(3) . . ? C29 C30 C67 109.9(3) . . ? C32 C30 C67 110.8(3) . . ? C61 C30 C67 107.1(3) . . ? C35 N31 C32 112.2(4) . . ? C33 C32 N31 105.7(3) . . ? C33 C32 C30 134.5(4) . . ? N31 C32 C30 119.8(4) . . ? C32 C33 C34 107.6(4) . . ? C35 C34 C33 108.7(4) . . ? C34 C35 N31 105.7(4) . . ? C34 C35 C36 132.3(4) . . ? N31 C35 C36 121.8(4) . . ? C35 C36 C2 112.0(3) . . ? C35 C36 C78 108.6(4) . . ? C2 C36 C78 109.5(3) . . ? C35 C36 C77 109.8(3) . . ? C2 C36 C77 107.4(4) . . ? C78 C36 C77 109.6(4) . . ? C42 C37 C38 117.3(4) . . ? C42 C37 C6 123.3(4) . . ? C38 C37 C6 119.3(3) . . ? C37 C38 C39 120.4(4) . . ? C40 C39 C38 120.0(5) . . ? C41 C40 C39 119.5(4) . . ? C40 C41 C42 121.2(4) . . ? C37 C42 C41 121.6(4) . . ? C44 C43 C48 116.7(4) . . ? C44 C43 C6 123.0(4) . . ? C48 C43 C6 120.2(3) . . ? C43 C44 C45 120.6(4) . . ? C46 C45 C44 121.4(4) . . ? C45 C46 C47 119.1(4) . . ? C46 C47 C48 120.4(4) . . ? C47 C48 C43 121.8(4) . . ? C50 C49 C54 116.7(4) . . ? C50 C49 C18 125.1(4) . . ? C54 C49 C18 118.3(3) . . ? C49 C50 C51 121.4(4) . . ? C52 C51 C50 119.7(4) . . ? C53 C52 C51 119.5(5) . . ? C52 C53 C54 120.5(5) . . ? C53 C54 C49 122.2(4) . . ? C56 C55 C60 117.3(4) . . ? C56 C55 C18 123.4(4) . . ? C60 C55 C18 119.3(4) . . ? C55 C56 C57 120.5(4) . . ? C58 C57 C56 121.0(5) . . ? C57 C58 C59 119.6(4) . . ? C58 C59 C60 119.8(5) . . ? C59 C60 C55 121.8(4) . . ? C66 C61 C62 118.5(4) . . ? C66 C61 C30 121.6(4) . . ? C62 C61 C30 119.8(3) . . ? C61 C62 C63 121.4(4) . . ? C64 C63 C62 119.2(5) . . ? C65 C64 C63 120.0(4) . . ? C64 C65 C66 120.0(5) . . ? C61 C66 C65 120.8(5) . . ? C68 C67 C72 117.7(4) . . ? C68 C67 C30 122.6(3) . . ? C72 C67 C30 119.6(3) . . ? C67 C68 C69 120.7(4) . . ? C70 C69 C68 120.7(4) . . ? C69 C70 C71 119.4(4) . . ? C70 C71 C72 120.2(4) . . ? C71 C72 C67 121.3(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 N1 C2 C3 0.8(4) . . . . ? C5 N1 C2 C36 175.7(3) . . . . ? N1 C2 C3 C4 -0.9(4) . . . . ? C36 C2 C3 C4 -175.0(4) . . . . ? C2 C3 C4 C5 0.7(5) . . . . ? C3 C4 C5 N1 -0.2(4) . . . . ? C3 C4 C5 C6 168.4(4) . . . . ? C2 N1 C5 C4 -0.3(4) . . . . ? C2 N1 C5 C6 -170.3(3) . . . . ? C4 C5 C6 C8 156.1(4) . . . . ? N1 C5 C6 C8 -37.0(5) . . . . ? C4 C5 C6 C43 34.5(5) . . . . ? N1 C5 C6 C43 -158.5(3) . . . . ? C4 C5 C6 C37 -85.6(5) . . . . ? N1 C5 C6 C37 81.4(4) . . . . ? C11 N7 C8 C9 0.4(5) . . . . ? C11 N7 C8 C6 177.4(4) . . . . ? C5 C6 C8 N7 -106.4(4) . . . . ? C43 C6 C8 N7 12.3(5) . . . . ? C37 C6 C8 N7 133.7(4) . . . . ? C5 C6 C8 C9 69.8(5) . . . . ? C43 C6 C8 C9 -171.5(4) . . . . ? C37 C6 C8 C9 -50.1(6) . . . . ? N7 C8 C9 C10 0.4(5) . . . . ? C6 C8 C9 C10 -176.4(4) . . . . ? C8 C9 C10 C11 -1.0(5) . . . . ? C9 C10 C11 N7 1.3(5) . . . . ? C9 C10 C11 C12 -178.6(4) . . . . ? C8 N7 C11 C10 -1.1(5) . . . . ? C8 N7 C11 C12 178.8(4) . . . . ? C10 C11 C12 C14 -144.5(5) . . . . ? N7 C11 C12 C14 35.7(5) . . . . ? C10 C11 C12 C74 96.1(6) . . . . ? N7 C11 C12 C74 -83.7(5) . . . . ? C10 C11 C12 C73 -23.3(7) . . . . ? N7 C11 C12 C73 156.9(4) . . . . ? C17 N13 C14 C15 0.7(4) . . . . ? C17 N13 C14 C12 -173.8(3) . . . . ? C11 C12 C14 C15 -107.5(5) . . . . ? C74 C12 C14 C15 12.4(6) . . . . ? C73 C12 C14 C15 133.4(5) . . . . ? C11 C12 C14 N13 65.4(4) . . . . ? C74 C12 C14 N13 -174.8(3) . . . . ? C73 C12 C14 N13 -53.7(5) . . . . ? N13 C14 C15 C16 -0.3(4) . . . . ? C12 C14 C15 C16 173.4(4) . . . . ? C14 C15 C16 C17 -0.3(5) . . . . ? C15 C16 C17 N13 0.7(4) . . . . ? C15 C16 C17 C18 175.7(4) . . . . ? C14 N13 C17 C16 -0.9(4) . . . . ? C14 N13 C17 C18 -176.6(3) . . . . ? C16 C17 C18 C20 121.6(4) . . . . ? N13 C17 C18 C20 -63.9(4) . . . . ? C16 C17 C18 C49 5.2(5) . . . . ? N13 C17 C18 C49 179.7(3) . . . . ? C16 C17 C18 C55 -116.3(4) . . . . ? N13 C17 C18 C55 58.1(4) . . . . ? C23 N19 C20 C21 -0.2(4) . . . . ? C23 N19 C20 C18 177.6(3) . . . . ? C17 C18 C20 C21 8.9(6) . . . . ? C49 C18 C20 C21 125.6(4) . . . . ? C55 C18 C20 C21 -110.2(5) . . . . ? C17 C18 C20 N19 -168.3(3) . . . . ? C49 C18 C20 N19 -51.6(4) . . . . ? C55 C18 C20 N19 72.6(5) . . . . ? N19 C20 C21 C22 0.5(4) . . . . ? C18 C20 C21 C22 -177.0(4) . . . . ? C20 C21 C22 C23 -0.6(5) . . . . ? C21 C22 C23 N19 0.4(4) . . . . ? C21 C22 C23 C24 -172.8(4) . . . . ? C20 N19 C23 C22 -0.1(4) . . . . ? C20 N19 C23 C24 173.7(3) . . . . ? C22 C23 C24 C26 79.9(5) . . . . ? N19 C23 C24 C26 -92.2(4) . . . . ? C22 C23 C24 C75 -158.2(4) . . . . ? N19 C23 C24 C75 29.7(5) . . . . ? C22 C23 C24 C76 -37.9(5) . . . . ? N19 C23 C24 C76 150.0(4) . . . . ? C29 N25 C26 C27 1.4(4) . . . . ? C29 N25 C26 C24 -170.6(3) . . . . ? C23 C24 C26 N25 -26.5(4) . . . . ? C75 C24 C26 N25 -149.8(3) . . . . ? C76 C24 C26 N25 92.2(4) . . . . ? C23 C24 C26 C27 163.8(4) . . . . ? C75 C24 C26 C27 40.4(5) . . . . ? C76 C24 C26 C27 -77.5(5) . . . . ? N25 C26 C27 C28 -0.9(4) . . . . ? C24 C26 C27 C28 169.9(4) . . . . ? C26 C27 C28 C29 0.1(4) . . . . ? C27 C28 C29 N25 0.8(4) . . . . ? C27 C28 C29 C30 179.4(3) . . . . ? C26 N25 C29 C28 -1.4(4) . . . . ? C26 N25 C29 C30 179.8(3) . . . . ? C28 C29 C30 C32 155.2(4) . . . . ? N25 C29 C30 C32 -26.3(4) . . . . ? C28 C29 C30 C61 -84.6(5) . . . . ? N25 C29 C30 C61 93.9(4) . . . . ? C28 C29 C30 C67 34.1(5) . . . . ? N25 C29 C30 C67 -147.5(3) . . . . ? C35 N31 C32 C33 0.9(5) . . . . ? C35 N31 C32 C30 -177.2(3) . . . . ? C29 C30 C32 C33 132.5(5) . . . . ? C61 C30 C32 C33 10.9(6) . . . . ? C67 C30 C32 C33 -106.9(5) . . . . ? C29 C30 C32 N31 -50.1(4) . . . . ? C61 C30 C32 N31 -171.7(3) . . . . ? C67 C30 C32 N31 70.5(4) . . . . ? N31 C32 C33 C34 -1.9(5) . . . . ? C30 C32 C33 C34 175.7(4) . . . . ? C32 C33 C34 C35 2.4(6) . . . . ? C33 C34 C35 N31 -1.8(6) . . . . ? C33 C34 C35 C36 -177.5(4) . . . . ? C32 N31 C35 C34 0.6(5) . . . . ? C32 N31 C35 C36 176.8(3) . . . . ? C34 C35 C36 C2 -76.1(7) . . . . ? N31 C35 C36 C2 108.7(4) . . . . ? C34 C35 C36 C78 44.9(7) . . . . ? N31 C35 C36 C78 -130.2(4) . . . . ? C34 C35 C36 C77 164.7(5) . . . . ? N31 C35 C36 C77 -10.5(5) . . . . ? C3 C2 C36 C35 -124.3(5) . . . . ? N1 C2 C36 C35 62.3(5) . . . . ? C3 C2 C36 C78 115.2(5) . . . . ? N1 C2 C36 C78 -58.2(5) . . . . ? C3 C2 C36 C77 -3.7(6) . . . . ? N1 C2 C36 C77 -177.1(3) . . . . ? C5 C6 C37 C42 14.7(5) . . . . ? C8 C6 C37 C42 134.7(4) . . . . ? C43 C6 C37 C42 -103.2(4) . . . . ? C5 C6 C37 C38 -169.4(4) . . . . ? C8 C6 C37 C38 -49.4(5) . . . . ? C43 C6 C37 C38 72.7(5) . . . . ? C42 C37 C38 C39 2.0(6) . . . . ? C6 C37 C38 C39 -174.1(4) . . . . ? C37 C38 C39 C40 -0.9(7) . . . . ? C38 C39 C40 C41 -1.1(7) . . . . ? C39 C40 C41 C42 1.8(7) . . . . ? C38 C37 C42 C41 -1.3(6) . . . . ? C6 C37 C42 C41 174.7(4) . . . . ? C40 C41 C42 C37 -0.6(7) . . . . ? C5 C6 C43 C44 -118.4(4) . . . . ? C8 C6 C43 C44 121.0(4) . . . . ? C37 C6 C43 C44 1.3(5) . . . . ? C5 C6 C43 C48 57.3(4) . . . . ? C8 C6 C43 C48 -63.3(5) . . . . ? C37 C6 C43 C48 177.0(3) . . . . ? C48 C43 C44 C45 1.3(6) . . . . ? C6 C43 C44 C45 177.1(4) . . . . ? C43 C44 C45 C46 0.8(7) . . . . ? C44 C45 C46 C47 -1.4(7) . . . . ? C45 C46 C47 C48 -0.1(7) . . . . ? C46 C47 C48 C43 2.3(6) . . . . ? C44 C43 C48 C47 -2.8(6) . . . . ? C6 C43 C48 C47 -178.8(4) . . . . ? C20 C18 C49 C50 128.7(4) . . . . ? C17 C18 C49 C50 -112.5(4) . . . . ? C55 C18 C49 C50 5.1(5) . . . . ? C20 C18 C49 C54 -50.9(5) . . . . ? C17 C18 C49 C54 67.9(4) . . . . ? C55 C18 C49 C54 -174.4(4) . . . . ? C54 C49 C50 C51 -0.2(6) . . . . ? C18 C49 C50 C51 -179.8(4) . . . . ? C49 C50 C51 C52 -0.2(6) . . . . ? C50 C51 C52 C53 -0.3(7) . . . . ? C51 C52 C53 C54 1.3(7) . . . . ? C52 C53 C54 C49 -1.8(8) . . . . ? C50 C49 C54 C53 1.2(7) . . . . ? C18 C49 C54 C53 -179.2(4) . . . . ? C20 C18 C55 C56 -5.7(6) . . . . ? C17 C18 C55 C56 -126.9(4) . . . . ? C49 C18 C55 C56 115.1(4) . . . . ? C20 C18 C55 C60 172.1(4) . . . . ? C17 C18 C55 C60 50.9(5) . . . . ? C49 C18 C55 C60 -67.1(5) . . . . ? C60 C55 C56 C57 0.3(7) . . . . ? C18 C55 C56 C57 178.1(4) . . . . ? C55 C56 C57 C58 -0.6(8) . . . . ? C56 C57 C58 C59 0.6(9) . . . . ? C57 C58 C59 C60 -0.4(8) . . . . ? C58 C59 C60 C55 0.1(8) . . . . ? C56 C55 C60 C59 -0.1(7) . . . . ? C18 C55 C60 C59 -178.0(4) . . . . ? C29 C30 C61 C66 -4.5(5) . . . . ? C32 C30 C61 C66 115.1(4) . . . . ? C67 C30 C61 C66 -124.8(4) . . . . ? C29 C30 C61 C62 171.4(4) . . . . ? C32 C30 C61 C62 -69.0(4) . . . . ? C67 C30 C61 C62 51.1(5) . . . . ? C66 C61 C62 C63 -1.1(6) . . . . ? C30 C61 C62 C63 -177.2(4) . . . . ? C61 C62 C63 C64 2.4(7) . . . . ? C62 C63 C64 C65 -2.3(7) . . . . ? C63 C64 C65 C66 1.0(8) . . . . ? C62 C61 C66 C65 -0.2(6) . . . . ? C30 C61 C66 C65 175.7(4) . . . . ? C64 C65 C66 C61 0.3(7) . . . . ? C29 C30 C67 C68 113.7(4) . . . . ? C32 C30 C67 C68 -5.9(5) . . . . ? C61 C30 C67 C68 -125.0(4) . . . . ? C29 C30 C67 C72 -69.7(4) . . . . ? C32 C30 C67 C72 170.7(4) . . . . ? C61 C30 C67 C72 51.6(5) . . . . ? C72 C67 C68 C69 0.2(6) . . . . ? C30 C67 C68 C69 176.9(4) . . . . ? C67 C68 C69 C70 0.2(7) . . . . ? C68 C69 C70 C71 -0.3(7) . . . . ? C69 C70 C71 C72 0.0(7) . . . . ? C70 C71 C72 C67 0.4(7) . . . . ? C68 C67 C72 C71 -0.5(6) . . . . ? C30 C67 C72 C71 -177.3(4) . . . . ? loop_ _geom_hbond_atom_site_label_d _geom_hbond_atom_site_label_h _geom_hbond_atom_site_label_a _geom_hbond_distance_dh _geom_hbond_distance_ha _geom_hbond_distance_da _geom_hbond_angle_dha _geom_hbond_site_symmetry_a N13 H13 O1w 0.93(4) 2.19(4) 3.085(7) 162(3) . O1w H1wb N13 1.14 2.86 3.085(7) 90.2 . _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 21.75 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.384 _refine_diff_density_min -0.353 _refine_diff_density_rms 0.042 data_calix[6]pyrrole.water.aceton _database_code_CSD 175897 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C162 H168 N12 O8' _chemical_formula_weight 2411.08 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Hexagonal' _symmetry_space_group_name_H-M 'R-3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 23.7560(10) _cell_length_b 23.7560(10) _cell_length_c 24.0780(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 11767.9(9) _cell_formula_units_Z 3 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6262 _cell_measurement_theta_min 1.018 _cell_measurement_theta_max 20.816 _exptl_crystal_description 'block' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.021 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3864 _exptl_absorpt_coefficient_mu 0.063 _exptl_absorpt_correction_type 'none' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_wavelength_id all _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'KappaCCD' _diffrn_measurement_method ; 155 frames via \f rotation (rotation angle 1\%) and 2*40 s per frame) ; _diffrn_detector_area_resol_mean ; 1242 (horizontal) x 1152 (vertical) pixels, CCD pixel size is 22.5 x 22.5 \mm which gives at the input a pixel of 110 x 110 \mm (with 2 x 2 binning) ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9756 _diffrn_reflns_av_R_equivalents 0.058 _diffrn_reflns_av_sigmaI/netI 0.1019 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 2.75 _diffrn_reflns_theta_max 29.54 _reflns_number_total 5654 _reflns_number_gt 2410 _reflns_threshold_expression I>2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1634P)^2^+0.2916P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0004(6) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 5654 _refine_ls_number_parameters 285 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2348 _refine_ls_R_factor_gt 0.1091 _refine_ls_wR_factor_ref 0.3101 _refine_ls_wR_factor_gt 0.2614 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.59745(14) 0.15204(13) 0.11436(13) 0.0636(8) Uani 1 1 d . . . H1 H 0.6216(15) 0.1590(15) 0.0825(15) 0.066(10) Uiso 1 1 d . . . C2 C 0.54761(16) 0.16571(15) 0.12233(15) 0.0626(9) Uani 1 1 d . . . C3 C 0.53854(18) 0.16409(19) 0.17748(15) 0.0763(11) Uani 1 1 d . . . H3 H 0.5083 0.1718 0.1953 0.092 Uiso 1 1 calc R . . C4 C 0.58224(18) 0.14880(19) 0.20413(15) 0.0744(11) Uani 1 1 d . . . H4 H 0.5856 0.1448 0.2422 0.089 Uiso 1 1 calc R . . C5 C 0.61823(15) 0.14105(15) 0.16485(14) 0.0595(9) Uani 1 1 d . . . C6 C 0.67180(15) 0.12386(15) 0.16830(13) 0.0582(9) Uani 1 1 d . . . N7 N 0.74273(16) 0.23349(15) 0.12306(12) 0.0624(9) Uani 1 1 d . . . H7 H 0.7241(13) 0.2476(13) 0.1325(11) 0.026(9) Uiso 1 1 d . . . C8 C 0.72884(16) 0.17037(16) 0.13191(13) 0.0592(9) Uani 1 1 d . . . C9 C 0.77792(18) 0.16560(18) 0.10611(16) 0.0760(11) Uani 1 1 d . . . H9 H 0.7822 0.1288 0.1046 0.091 Uiso 1 1 calc R . . C10 C 0.82084(18) 0.22720(18) 0.08215(16) 0.0758(11) Uani 1 1 d . . . H10 H 0.8582 0.2375 0.0621 0.091 Uiso 1 1 calc R . . C11 C 0.79849(17) 0.26848(16) 0.09324(14) 0.0648(10) Uani 1 1 d . . . C12 C 0.82095(17) 0.33702(16) 0.07346(15) 0.0690(10) Uani 1 1 d . . . C13 C 0.8841(2) 0.3612(2) 0.04013(19) 0.1072(16) Uani 1 1 d . . . H13A H 0.8988 0.4046 0.0272 0.161 Uiso 1 1 calc R . . H13B H 0.8761 0.3330 0.0089 0.161 Uiso 1 1 calc R . . H13C H 0.9167 0.3610 0.0634 0.161 Uiso 1 1 calc R . . C14 C 0.7670(2) 0.3357(2) 0.03634(17) 0.0957(14) Uani 1 1 d . . . H14A H 0.7288 0.3232 0.0583 0.144 Uiso 1 1 calc R . . H14B H 0.7568 0.3049 0.0068 0.144 Uiso 1 1 calc R . . H14C H 0.7820 0.3781 0.0209 0.144 Uiso 1 1 calc R . . C15 C 0.69296(17) 0.13047(17) 0.23014(14) 0.0632(9) Uani 1 1 d . . . C16 C 0.6584(2) 0.08023(19) 0.26766(16) 0.0830(12) Uani 1 1 d . . . H16 H 0.6224 0.0421 0.2553 0.100 Uiso 1 1 calc R . . C17 C 0.6764(2) 0.0857(2) 0.32264(18) 0.0936(13) Uani 1 1 d . . . H17 H 0.6528 0.0511 0.3467 0.112 Uiso 1 1 calc R . . C18 C 0.7274(3) 0.1405(3) 0.34199(18) 0.0908(13) Uani 1 1 d . . . H18 H 0.7392 0.1438 0.3792 0.109 Uiso 1 1 calc R . . C19 C 0.7620(2) 0.1916(2) 0.30657(19) 0.0977(13) Uani 1 1 d . . . H19 H 0.7968 0.2299 0.3201 0.117 Uiso 1 1 calc R . . C20 C 0.74578(19) 0.18661(19) 0.25113(16) 0.0795(11) Uani 1 1 d . . . H20 H 0.7705 0.2213 0.2274 0.095 Uiso 1 1 calc R . . C21 C 0.64867(17) 0.05331(16) 0.14945(13) 0.0632(9) Uani 1 1 d . . . C22 C 0.6881(2) 0.02598(18) 0.15692(16) 0.0759(11) Uani 1 1 d . . . H22 H 0.7289 0.0507 0.1731 0.091 Uiso 1 1 calc R . . C23 C 0.6681(3) -0.0372(2) 0.14076(19) 0.0926(13) Uani 1 1 d . . . H23 H 0.6951 -0.0544 0.1469 0.111 Uiso 1 1 calc R . . C24 C 0.6098(3) -0.0742(2) 0.1162(2) 0.1132(17) Uani 1 1 d . . . H24 H 0.5972 -0.1161 0.1044 0.136 Uiso 1 1 calc R . . C25 C 0.5683(3) -0.0486(2) 0.1086(2) 0.1097(16) Uani 1 1 d . . . H25 H 0.5276 -0.0742 0.0926 0.132 Uiso 1 1 calc R . . C26 C 0.5872(2) 0.01437(18) 0.12474(16) 0.0829(12) Uani 1 1 d . . . H26 H 0.5595 0.0309 0.1193 0.100 Uiso 1 1 calc R . . C27 C 0.6703(4) 0.1341(4) -0.0328(3) 0.140(2) Uani 1 1 d . . . O28 O 0.6549(3) 0.1597(3) -0.0003(2) 0.190(2) Uani 1 1 d . . . C29 C 0.7345(5) 0.1657(4) -0.0573(4) 0.214(4) Uani 1 1 d . . . H29A H 0.7537 0.2120 -0.0539 0.321 Uiso 1 1 calc R . . H29B H 0.7312 0.1543 -0.0959 0.321 Uiso 1 1 calc R . . H29C H 0.7611 0.1519 -0.0385 0.321 Uiso 1 1 calc R . . C30 C 0.6279(6) 0.0639(6) -0.0397(6) 0.291(7) Uani 1 1 d . . . H30A H 0.6328 0.0418 -0.0083 0.437 Uiso 1 1 calc R . . H30B H 0.6397 0.0500 -0.0729 0.437 Uiso 1 1 calc R . . H30C H 0.5836 0.0539 -0.0422 0.437 Uiso 1 1 calc R . . O1W O 0.6670(13) 0.3333(7) 0.1602(9) 0.373(9) Uiso 1 3 d SR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0693(19) 0.0716(19) 0.0586(18) -0.0038(15) 0.0043(16) 0.0418(16) C2 0.061(2) 0.063(2) 0.064(2) -0.0029(17) 0.0018(18) 0.0311(18) C3 0.083(3) 0.108(3) 0.060(2) 0.009(2) 0.016(2) 0.064(2) C4 0.082(3) 0.101(3) 0.057(2) 0.0122(19) 0.0136(19) 0.059(2) C5 0.066(2) 0.063(2) 0.055(2) -0.0023(16) 0.0026(17) 0.0372(18) C6 0.060(2) 0.055(2) 0.060(2) -0.0037(16) 0.0019(16) 0.0292(17) N7 0.072(2) 0.063(2) 0.0664(19) -0.0011(15) 0.0110(16) 0.0451(19) C8 0.069(2) 0.060(2) 0.0528(19) -0.0051(16) 0.0034(16) 0.0354(18) C9 0.084(3) 0.073(2) 0.084(3) 0.005(2) 0.023(2) 0.049(2) C10 0.073(2) 0.075(3) 0.085(3) -0.001(2) 0.021(2) 0.041(2) C11 0.071(2) 0.067(2) 0.060(2) 0.0029(17) 0.0107(18) 0.037(2) C12 0.084(2) 0.063(2) 0.062(2) -0.0002(18) 0.0130(19) 0.038(2) C13 0.123(4) 0.091(3) 0.103(3) 0.018(2) 0.058(3) 0.050(3) C14 0.130(4) 0.076(3) 0.079(3) -0.006(2) -0.026(3) 0.051(3) C15 0.072(2) 0.069(2) 0.061(2) -0.0050(19) 0.0036(18) 0.044(2) C16 0.092(3) 0.079(3) 0.063(2) 0.008(2) 0.003(2) 0.032(2) C17 0.118(4) 0.093(3) 0.069(3) 0.013(2) 0.008(3) 0.053(3) C18 0.124(4) 0.108(4) 0.061(3) -0.004(3) -0.004(3) 0.073(3) C19 0.118(4) 0.095(3) 0.076(3) -0.022(3) -0.023(3) 0.051(3) C20 0.097(3) 0.072(2) 0.066(2) -0.006(2) -0.008(2) 0.040(2) C21 0.071(2) 0.061(2) 0.054(2) -0.0004(16) 0.0025(17) 0.0302(19) C22 0.091(3) 0.073(3) 0.076(3) -0.0017(19) 0.001(2) 0.051(2) C23 0.122(4) 0.071(3) 0.098(3) -0.006(2) 0.010(3) 0.058(3) C24 0.144(5) 0.066(3) 0.125(4) -0.023(3) -0.003(4) 0.049(3) C25 0.122(4) 0.087(3) 0.108(4) -0.026(3) -0.029(3) 0.043(3) C26 0.095(3) 0.065(3) 0.084(3) -0.014(2) -0.009(2) 0.036(2) C27 0.184(6) 0.147(5) 0.118(4) -0.023(4) 0.042(4) 0.105(5) O28 0.236(5) 0.248(6) 0.149(4) -0.025(4) 0.029(4) 0.168(5) C29 0.205(8) 0.182(7) 0.236(10) -0.040(6) 0.069(7) 0.084(6) C30 0.271(11) 0.200(10) 0.39(2) -0.023(10) 0.116(12) 0.107(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C5 1.385(4) . ? N1 C2 1.389(4) . ? C2 C3 1.343(4) . ? C2 C12 1.511(5) 3_665 ? C3 C4 1.414(5) . ? C4 C5 1.348(4) . ? C5 C6 1.521(4) . ? C6 C8 1.526(4) . ? C6 C21 1.548(5) . ? C6 C15 1.554(5) . ? N7 C11 1.364(4) . ? N7 C8 1.381(4) . ? C8 C9 1.375(4) . ? C9 C10 1.422(5) . ? C10 C11 1.355(5) . ? C11 C12 1.515(5) . ? C12 C2 1.511(5) 2_655 ? C12 C13 1.536(5) . ? C12 C14 1.550(5) . ? C15 C16 1.391(5) . ? C15 C20 1.391(5) . ? C16 C17 1.377(6) . ? C17 C18 1.343(6) . ? C18 C19 1.370(6) . ? C19 C20 1.378(5) . ? C21 C22 1.393(5) . ? C21 C26 1.411(5) . ? C22 C23 1.384(5) . ? C23 C24 1.350(6) . ? C24 C25 1.406(7) . ? C25 C26 1.384(6) . ? C27 O28 1.158(6) . ? C27 C29 1.447(9) . ? C27 C30 1.463(11) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C5 N1 C2 110.4(3) . . ? C3 C2 N1 105.9(3) . . ? C3 C2 C12 133.4(3) . 3_665 ? N1 C2 C12 120.8(3) . 3_665 ? C2 C3 C4 109.2(3) . . ? C5 C4 C3 108.3(3) . . ? C4 C5 N1 106.3(3) . . ? C4 C5 C6 132.2(3) . . ? N1 C5 C6 121.6(3) . . ? C5 C6 C8 109.5(3) . . ? C5 C6 C21 112.5(3) . . ? C8 C6 C21 108.8(2) . . ? C5 C6 C15 107.3(2) . . ? C8 C6 C15 110.6(3) . . ? C21 C6 C15 108.2(2) . . ? C11 N7 C8 112.0(3) . . ? C9 C8 N7 105.5(3) . . ? C9 C8 C6 133.0(3) . . ? N7 C8 C6 121.2(3) . . ? C8 C9 C10 107.4(3) . . ? C11 C10 C9 109.0(3) . . ? C10 C11 N7 106.0(3) . . ? C10 C11 C12 131.4(3) . . ? N7 C11 C12 122.2(3) . . ? C2 C12 C11 110.5(3) 2_655 . ? C2 C12 C13 108.8(3) 2_655 . ? C11 C12 C13 108.6(3) . . ? C2 C12 C14 110.1(3) 2_655 . ? C11 C12 C14 108.4(3) . . ? C13 C12 C14 110.4(3) . . ? C16 C15 C20 116.7(3) . . ? C16 C15 C6 120.9(3) . . ? C20 C15 C6 122.4(3) . . ? C17 C16 C15 121.4(4) . . ? C18 C17 C16 120.8(4) . . ? C17 C18 C19 119.6(4) . . ? C18 C19 C20 120.6(4) . . ? C19 C20 C15 120.9(4) . . ? C22 C21 C26 117.8(3) . . ? C22 C21 C6 120.6(3) . . ? C26 C21 C6 121.6(3) . . ? C23 C22 C21 121.4(4) . . ? C24 C23 C22 121.0(4) . . ? C23 C24 C25 119.1(4) . . ? C26 C25 C24 120.8(4) . . ? C25 C26 C21 119.8(4) . . ? O28 C27 C29 122.1(8) . . ? O28 C27 C30 117.1(8) . . ? C29 C27 C30 119.4(6) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 N1 C2 C3 0.9(4) . . . . ? C5 N1 C2 C12 -179.5(3) . . . 3_665 ? N1 C2 C3 C4 -0.6(4) . . . . ? C12 C2 C3 C4 180.0(3) 3_665 . . . ? C2 C3 C4 C5 0.0(4) . . . . ? C3 C4 C5 N1 0.5(4) . . . . ? C3 C4 C5 C6 -179.3(3) . . . . ? C2 N1 C5 C4 -0.9(4) . . . . ? C2 N1 C5 C6 179.0(3) . . . . ? C4 C5 C6 C8 -132.8(4) . . . . ? N1 C5 C6 C8 47.4(4) . . . . ? C4 C5 C6 C21 106.1(4) . . . . ? N1 C5 C6 C21 -73.7(4) . . . . ? C4 C5 C6 C15 -12.7(5) . . . . ? N1 C5 C6 C15 167.4(3) . . . . ? C11 N7 C8 C9 -0.4(4) . . . . ? C11 N7 C8 C6 175.0(3) . . . . ? C5 C6 C8 C9 -155.6(4) . . . . ? C21 C6 C8 C9 -32.3(5) . . . . ? C15 C6 C8 C9 86.3(4) . . . . ? C5 C6 C8 N7 30.4(4) . . . . ? C21 C6 C8 N7 153.8(3) . . . . ? C15 C6 C8 N7 -87.6(4) . . . . ? N7 C8 C9 C10 0.2(4) . . . . ? C6 C8 C9 C10 -174.4(3) . . . . ? C8 C9 C10 C11 0.1(4) . . . . ? C9 C10 C11 N7 -0.4(4) . . . . ? C9 C10 C11 C12 -173.2(4) . . . . ? C8 N7 C11 C10 0.5(4) . . . . ? C8 N7 C11 C12 174.2(3) . . . . ? C10 C11 C12 C2 -125.9(4) . . . 2_655 ? N7 C11 C12 C2 62.2(4) . . . 2_655 ? C10 C11 C12 C13 -6.7(6) . . . . ? N7 C11 C12 C13 -178.6(3) . . . . ? C10 C11 C12 C14 113.3(4) . . . . ? N7 C11 C12 C14 -58.5(4) . . . . ? C5 C6 C15 C16 83.0(4) . . . . ? C8 C6 C15 C16 -157.7(3) . . . . ? C21 C6 C15 C16 -38.7(4) . . . . ? C5 C6 C15 C20 -95.6(4) . . . . ? C8 C6 C15 C20 23.8(4) . . . . ? C21 C6 C15 C20 142.8(3) . . . . ? C20 C15 C16 C17 -0.8(6) . . . . ? C6 C15 C16 C17 -179.4(3) . . . . ? C15 C16 C17 C18 1.1(7) . . . . ? C16 C17 C18 C19 0.1(7) . . . . ? C17 C18 C19 C20 -1.5(7) . . . . ? C18 C19 C20 C15 1.8(6) . . . . ? C16 C15 C20 C19 -0.6(5) . . . . ? C6 C15 C20 C19 178.0(3) . . . . ? C5 C6 C21 C22 -171.1(3) . . . . ? C8 C6 C21 C22 67.4(4) . . . . ? C15 C6 C21 C22 -52.8(4) . . . . ? C5 C6 C21 C26 8.3(4) . . . . ? C8 C6 C21 C26 -113.2(4) . . . . ? C15 C6 C21 C26 126.7(3) . . . . ? C26 C21 C22 C23 0.0(5) . . . . ? C6 C21 C22 C23 179.5(3) . . . . ? C21 C22 C23 C24 1.2(6) . . . . ? C22 C23 C24 C25 -2.0(7) . . . . ? C23 C24 C25 C26 1.7(8) . . . . ? C24 C25 C26 C21 -0.5(7) . . . . ? C22 C21 C26 C25 -0.3(6) . . . . ? C6 C21 C26 C25 -179.8(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 O28 0.92(3) 2.14(4) 3.044(6) 166(3) . N7 H7 O1W 0.71(3) 3.03(4) 3.73(3) 168(3) . _diffrn_measured_fraction_theta_max 0.774 _diffrn_reflns_theta_full 29.54 _diffrn_measured_fraction_theta_full 0.774 _refine_diff_density_max 0.559 _refine_diff_density_min -0.336 _refine_diff_density_rms 0.046 data_calix[6]pyrrole.water_2 _database_code_CSD 175898 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C150 H138 Cl18 N12 O10' _chemical_formula_weight 2906.82 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Hexagonal' _symmetry_space_group_name_H-M 'R-3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 23.422(5) _cell_length_b 23.422 _cell_length_c 24.103(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 11451(4) _cell_formula_units_Z 3 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1838 _cell_measurement_theta_min 1.018 _cell_measurement_theta_max 20.816 _exptl_crystal_description 'block' _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.265 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4524 _exptl_absorpt_coefficient_mu 0.382 _exptl_absorpt_correction_type 'none' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_wavelength_id all _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'KappaCCD' _diffrn_measurement_method ; 75 frames via \f rotation (rotation angle 2\%) and 2*400 s per frame ; _diffrn_detector_area_resol_mean ; 1242 (horizontal) x 1152 (vertical) pixels, CCD pixel size is 22.5 x 22.5 µm which gives at the input a pixel of 110 x 110 µm (with 2 x 2 binning) ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3486 _diffrn_reflns_av_R_equivalents 0.096 _diffrn_reflns_av_sigmaI/netI 0.1584 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.79 _diffrn_reflns_theta_max 19.10 _reflns_number_total 2008 _reflns_number_gt 1210 _reflns_threshold_expression I > 2\s(I) _computing_data_collection 'Collect data collection software (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0974P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0019(3) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2008 _refine_ls_number_parameters 327 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1579 _refine_ls_R_factor_gt 0.0929 _refine_ls_wR_factor_ref 0.2354 _refine_ls_wR_factor_gt 0.1998 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N -0.0707(4) 0.1134(4) 0.2822(3) 0.060(2) Uani 1 1 d . . . H1 H -0.036(3) 0.142(3) 0.252(3) 0.072 Uiso 1 1 d . . . C2 C -0.1196(4) 0.0491(5) 0.2901(4) 0.055(2) Uani 1 1 d . . . C3 C -0.1312(4) 0.0406(5) 0.3454(4) 0.070(3) Uani 1 1 d . . . H3 H -0.1632 0.0025 0.3627 0.084 Uiso 1 1 calc R . . C4 C -0.0861(5) 0.0996(5) 0.3718(4) 0.073(3) Uani 1 1 d . . . H4 H -0.0819 0.1064 0.4099 0.088 Uiso 1 1 calc R . . C5 C -0.0493(4) 0.1455(4) 0.3326(4) 0.055(2) Uani 1 1 d . . . C6 C 0.0044(4) 0.2160(4) 0.3353(3) 0.047(2) Uani 1 1 d . . . N7 N 0.0759(4) 0.1773(4) 0.2907(3) 0.060(2) Uani 1 1 d . . . H7 H 0.049(4) 0.139(4) 0.304(3) 0.071 Uiso 1 1 d . . . C8 C 0.0632(4) 0.2287(5) 0.2995(3) 0.047(2) Uani 1 1 d . . . C9 C 0.1126(5) 0.2813(4) 0.2728(3) 0.064(3) Uani 1 1 d . . . H9 H 0.1175 0.3232 0.2711 0.077 Uiso 1 1 calc R . . C10 C 0.1550(4) 0.2627(5) 0.2479(3) 0.065(3) Uani 1 1 d . . . H10 H 0.1922 0.2900 0.2270 0.078 Uiso 1 1 calc R . . C11 C 0.1322(5) 0.1973(5) 0.2598(3) 0.052(2) Uani 1 1 d . . . C12 C 0.1563(4) 0.1523(4) 0.2408(3) 0.059(2) Uani 1 1 d . . . C13 C -0.0189(5) 0.2646(5) 0.3164(3) 0.055(2) Uani 1 1 d . . . C14 C -0.0789(5) 0.2437(5) 0.2922(3) 0.071(3) Uani 1 1 d . . . H14 H -0.1072 0.1988 0.2866 0.085 Uiso 1 1 calc R . . C15 C -0.0983(5) 0.2884(7) 0.2757(4) 0.092(3) Uani 1 1 d . . . H15 H -0.1394 0.2729 0.2593 0.111 Uiso 1 1 calc R . . C16 C -0.0589(7) 0.3532(7) 0.2830(4) 0.090(3) Uani 1 1 d . . . H16 H -0.0721 0.3827 0.2713 0.108 Uiso 1 1 calc R . . C17 C 0.0013(6) 0.3757(5) 0.3079(4) 0.078(3) Uani 1 1 d . . . H17 H 0.0291 0.4207 0.3130 0.094 Uiso 1 1 calc R . . C18 C 0.0207(4) 0.3323(5) 0.3253(3) 0.064(3) Uani 1 1 d . . . H18 H 0.0609 0.3482 0.3433 0.077 Uiso 1 1 calc R . . C19 C 0.0258(4) 0.2308(4) 0.3978(3) 0.053(2) Uani 1 1 d . . . C20 C -0.0102(4) 0.2473(4) 0.4346(4) 0.070(3) Uani 1 1 d . . . H20 H -0.0465 0.2496 0.4218 0.085 Uiso 1 1 calc R . . C21 C 0.0081(5) 0.2600(4) 0.4892(4) 0.075(3) Uani 1 1 d . . . H21 H -0.0152 0.2720 0.5132 0.090 Uiso 1 1 calc R . . C22 C 0.0606(6) 0.2552(4) 0.5088(3) 0.076(3) Uani 1 1 d . . . H22 H 0.0726 0.2636 0.5459 0.092 Uiso 1 1 calc R . . C23 C 0.0949(5) 0.2380(5) 0.4736(4) 0.083(3) Uani 1 1 d . . . H23 H 0.1297 0.2335 0.4868 0.100 Uiso 1 1 calc R . . C24 C 0.0778(5) 0.2273(4) 0.4180(4) 0.065(3) Uani 1 1 d . . . H24 H 0.1028 0.2174 0.3939 0.078 Uiso 1 1 calc R . . C25 C 0.2216(5) 0.1928(4) 0.2071(3) 0.094(3) Uani 1 1 d . . . H25A H 0.2374 0.1641 0.1951 0.141 Uiso 1 1 calc R . . H25B H 0.2542 0.2270 0.2302 0.141 Uiso 1 1 calc R . . H25C H 0.2132 0.2123 0.1753 0.141 Uiso 1 1 calc R . . C26 C 0.1034(5) 0.0988(5) 0.2029(3) 0.093(3) Uani 1 1 d . . . H26A H 0.1193 0.0711 0.1887 0.139 Uiso 1 1 calc R . . H26B H 0.0941 0.1194 0.1726 0.139 Uiso 1 1 calc R . . H26C H 0.0638 0.0726 0.2239 0.139 Uiso 1 1 calc R . . C27 C 0.1230(8) 0.4574(7) 0.7579(6) 0.144(5) Uani 1 1 d . . . H27 H 0.0929 0.4341 0.7272 0.172 Uiso 1 1 calc R A 1 Cl1 Cl 0.0955(5) 0.5008(5) 0.7941(7) 0.233(9) Uani 0.64(2) 1 d P B 1 Cl2 Cl 0.2008(5) 0.5142(7) 0.7321(4) 0.226(7) Uani 0.64(2) 1 d P B 1 Cl3 Cl 0.1237(7) 0.4040(5) 0.8018(8) 0.267(11) Uani 0.64(2) 1 d P B 1 Cl1 Cl 0.122(4) 0.521(2) 0.745(2) 0.65(5) Uani 0.36(2) 1 d P B 2 Cl2 Cl 0.1765(18) 0.443(3) 0.7473(16) 0.37(3) Uani 0.36(2) 1 d P B 2 Cl3 Cl 0.1102(15) 0.455(3) 0.8214(11) 0.40(3) Uani 0.36(2) 1 d P B 2 O1W O 0.0000 0.0000 0.3300(7) 0.268(17) Uani 1 3 d S . . O2W O 0.0000 0.0000 0.395(11) 0.64(15) Uani 0.50 3 d SP . . O3W O 0.0657(11) 0.023(2) 0.5325(11) 0.408(13) Uani 1 1 d . . . O4W O 0.0000 0.0000 -0.0525(19) 0.29(2) Uani 0.50 3 d SP . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.059(5) 0.050(6) 0.055(5) 0.007(4) 0.012(4) 0.016(5) C2 0.055(6) 0.049(7) 0.059(8) 0.000(6) 0.000(5) 0.024(6) C3 0.080(7) 0.065(7) 0.036(6) 0.010(5) 0.008(5) 0.015(6) C4 0.082(7) 0.074(7) 0.048(6) 0.002(7) 0.005(6) 0.028(6) C5 0.066(7) 0.053(7) 0.042(6) -0.008(6) -0.008(6) 0.025(6) C6 0.046(6) 0.053(7) 0.041(5) 0.005(4) 0.006(5) 0.024(5) N7 0.066(7) 0.067(6) 0.040(4) 0.007(4) 0.011(4) 0.029(5) C8 0.068(7) 0.043(6) 0.041(5) -0.005(5) 0.000(5) 0.036(6) C9 0.076(7) 0.041(6) 0.061(6) 0.022(5) 0.019(5) 0.020(6) C10 0.069(7) 0.082(9) 0.055(6) 0.016(5) 0.028(5) 0.047(7) C11 0.064(7) 0.058(7) 0.036(5) 0.001(5) 0.000(5) 0.032(6) C12 0.072(7) 0.063(6) 0.047(6) -0.008(5) -0.008(5) 0.037(6) C13 0.070(7) 0.065(8) 0.034(5) -0.005(5) -0.001(5) 0.037(6) C14 0.076(8) 0.080(8) 0.059(6) 0.004(6) 0.000(6) 0.040(7) C15 0.101(9) 0.089(9) 0.098(8) 0.004(7) -0.036(6) 0.055(9) C16 0.110(10) 0.103(11) 0.078(7) 0.012(7) -0.009(7) 0.068(9) C17 0.124(11) 0.070(7) 0.063(6) 0.021(6) 0.012(7) 0.064(8) C18 0.073(7) 0.064(8) 0.051(6) -0.002(5) 0.002(5) 0.030(7) C19 0.050(6) 0.052(6) 0.051(6) -0.003(4) -0.002(5) 0.021(5) C20 0.090(7) 0.085(7) 0.054(6) 0.005(5) 0.000(6) 0.058(6) C21 0.101(8) 0.084(7) 0.043(7) 0.002(5) -0.006(6) 0.048(6) C22 0.102(8) 0.088(7) 0.040(6) 0.008(5) -0.012(7) 0.048(7) C23 0.105(8) 0.123(9) 0.053(7) -0.005(6) -0.003(6) 0.081(7) C24 0.086(8) 0.075(7) 0.048(7) -0.002(5) -0.001(5) 0.051(6) C25 0.109(8) 0.102(8) 0.088(7) 0.031(6) 0.042(6) 0.067(7) C26 0.149(10) 0.092(8) 0.066(6) -0.007(6) -0.025(6) 0.082(8) C27 0.167(15) 0.158(14) 0.116(11) -0.040(10) -0.014(10) 0.090(13) Cl1 0.175(9) 0.141(8) 0.335(19) -0.093(9) 0.048(11) 0.044(7) Cl2 0.170(8) 0.248(13) 0.194(8) 0.000(8) 0.029(6) 0.054(9) Cl3 0.243(15) 0.157(8) 0.35(2) 0.028(10) -0.129(14) 0.065(8) Cl1 1.12(11) 0.45(5) 0.73(7) -0.32(5) -0.60(7) 0.65(7) Cl2 0.29(4) 0.61(8) 0.37(4) -0.30(5) -0.19(3) 0.35(6) Cl3 0.37(3) 0.67(8) 0.19(2) -0.18(4) -0.080(19) 0.29(5) O1W 0.34(3) 0.34(3) 0.133(14) 0.000 0.000 0.168(14) O2W 0.22(5) 0.22(5) 1.5(5) 0.000 0.000 0.11(3) O3W 0.225(18) 0.48(4) 0.54(5) -0.04(5) -0.08(2) 0.19(3) O4W 0.30(3) 0.30(3) 0.27(4) 0.000 0.000 0.151(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C2 1.376(9) . ? N1 C5 1.384(9) . ? C2 C3 1.354(9) . ? C2 C12 1.519(10) 2 ? C3 C4 1.404(10) . ? C4 C5 1.364(10) . ? C5 C6 1.496(10) . ? C6 C8 1.523(10) . ? C6 C13 1.556(10) . ? C6 C19 1.572(10) . ? N7 C11 1.378(9) . ? N7 C8 1.394(9) . ? C8 C9 1.359(10) . ? C9 C10 1.401(10) . ? C10 C11 1.377(10) . ? C11 C12 1.494(11) . ? C12 C2 1.519(10) 3 ? C12 C26 1.545(10) . ? C12 C25 1.565(10) . ? C13 C14 1.366(11) . ? C13 C18 1.395(10) . ? C14 C15 1.391(11) . ? C15 C16 1.337(12) . ? C16 C17 1.373(12) . ? C17 C18 1.370(10) . ? C19 C24 1.352(10) . ? C19 C20 1.405(10) . ? C20 C21 1.371(10) . ? C21 C22 1.373(11) . ? C22 C23 1.361(11) . ? C23 C24 1.386(10) . ? C27 Cl2 1.47(2) . ? C27 Cl1 1.55(3) . ? C27 Cl3 1.56(3) . ? C27 Cl3 1.645(18) . ? C27 Cl1 1.691(19) . ? C27 Cl2 1.748(17) . ? Cl1 Cl3 2.34(6) . ? Cl2 Cl3 2.47(4) . ? O1W O2W 1.6(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 C5 110.4(7) . . ? C3 C2 N1 107.1(7) . . ? C3 C2 C12 132.3(9) . 2 ? N1 C2 C12 120.5(8) . 2 ? C2 C3 C4 107.7(8) . . ? C5 C4 C3 109.3(7) . . ? C4 C5 N1 105.4(8) . . ? C4 C5 C6 133.8(9) . . ? N1 C5 C6 120.8(8) . . ? C5 C6 C8 111.7(7) . . ? C5 C6 C13 112.9(7) . . ? C8 C6 C13 107.9(6) . . ? C5 C6 C19 106.4(6) . . ? C8 C6 C19 109.9(6) . . ? C13 C6 C19 108.1(7) . . ? C11 N7 C8 111.7(7) . . ? C9 C8 N7 104.9(7) . . ? C9 C8 C6 136.3(9) . . ? N7 C8 C6 118.7(8) . . ? C8 C9 C10 109.7(7) . . ? C11 C10 C9 108.4(7) . . ? C10 C11 N7 105.3(8) . . ? C10 C11 C12 130.5(9) . . ? N7 C11 C12 124.0(9) . . ? C11 C12 C2 110.6(7) . 3 ? C11 C12 C26 108.7(7) . . ? C2 C12 C26 109.4(7) 3 . ? C11 C12 C25 109.2(7) . . ? C2 C12 C25 109.6(7) 3 . ? C26 C12 C25 109.2(7) . . ? C14 C13 C18 117.0(8) . . ? C14 C13 C6 122.4(9) . . ? C18 C13 C6 120.6(9) . . ? C13 C14 C15 121.1(9) . . ? C16 C15 C14 121.2(10) . . ? C15 C16 C17 119.0(10) . . ? C18 C17 C16 120.5(10) . . ? C17 C18 C13 121.1(9) . . ? C24 C19 C20 118.3(7) . . ? C24 C19 C6 122.1(8) . . ? C20 C19 C6 119.7(9) . . ? C21 C20 C19 120.0(8) . . ? C20 C21 C22 120.5(9) . . ? C23 C22 C21 119.7(8) . . ? C22 C23 C24 119.8(8) . . ? C19 C24 C23 121.6(8) . . ? Cl2 C27 Cl1 128(4) . . ? Cl2 C27 Cl3 110(2) . . ? Cl1 C27 Cl3 98(3) . . ? Cl2 C27 Cl3 67(2) . . ? Cl1 C27 Cl3 152(2) . . ? Cl3 C27 Cl3 54.4(19) . . ? Cl2 C27 Cl1 148.1(16) . . ? Cl1 C27 Cl1 48(3) . . ? Cl3 C27 Cl1 52.2(18) . . ? Cl3 C27 Cl1 106.1(13) . . ? Cl2 C27 Cl2 55(2) . . ? Cl1 C27 Cl2 73(3) . . ? Cl3 C27 Cl2 119.1(16) . . ? Cl3 C27 Cl2 113.9(11) . . ? Cl1 C27 Cl2 107.0(10) . . ? C27 Cl1 Cl3 41.3(14) . . ? C27 Cl2 Cl3 36.3(13) . . ? C27 Cl3 Cl1 41.0(15) . . ? C27 Cl3 Cl2 34.0(11) . . ? Cl1 Cl3 Cl2 68.5(18) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 N1 C2 C3 2.0(9) . . . . ? C5 N1 C2 C12 178.7(7) . . . 2 ? N1 C2 C3 C4 -3.1(9) . . . . ? C12 C2 C3 C4 -179.3(8) 2 . . . ? C2 C3 C4 C5 3.2(10) . . . . ? C3 C4 C5 N1 -1.9(9) . . . . ? C3 C4 C5 C6 178.6(8) . . . . ? C2 N1 C5 C4 0.0(9) . . . . ? C2 N1 C5 C6 179.5(7) . . . . ? C4 C5 C6 C8 131.3(9) . . . . ? N1 C5 C6 C8 -48.1(9) . . . . ? C4 C5 C6 C13 -107.0(10) . . . . ? N1 C5 C6 C13 73.6(9) . . . . ? C4 C5 C6 C19 11.4(12) . . . . ? N1 C5 C6 C19 -168.0(7) . . . . ? C11 N7 C8 C9 0.7(8) . . . . ? C11 N7 C8 C6 -177.2(6) . . . . ? C5 C6 C8 C9 154.2(8) . . . . ? C13 C6 C8 C9 29.6(12) . . . . ? C19 C6 C8 C9 -87.9(10) . . . . ? C5 C6 C8 N7 -28.6(9) . . . . ? C13 C6 C8 N7 -153.2(7) . . . . ? C19 C6 C8 N7 89.2(8) . . . . ? N7 C8 C9 C10 -0.1(8) . . . . ? C6 C8 C9 C10 177.4(8) . . . . ? C8 C9 C10 C11 -0.6(9) . . . . ? C9 C10 C11 N7 1.0(8) . . . . ? C9 C10 C11 C12 175.7(7) . . . . ? C8 N7 C11 C10 -1.1(8) . . . . ? C8 N7 C11 C12 -176.3(6) . . . . ? C10 C11 C12 C2 127.1(8) . . . 3 ? N7 C11 C12 C2 -59.0(10) . . . 3 ? C10 C11 C12 C26 -112.8(9) . . . . ? N7 C11 C12 C26 61.1(9) . . . . ? C10 C11 C12 C25 6.3(11) . . . . ? N7 C11 C12 C25 -179.8(7) . . . . ? C5 C6 C13 C14 -9.5(10) . . . . ? C8 C6 C13 C14 114.3(8) . . . . ? C19 C6 C13 C14 -126.9(7) . . . . ? C5 C6 C13 C18 168.7(7) . . . . ? C8 C6 C13 C18 -67.5(8) . . . . ? C19 C6 C13 C18 51.3(9) . . . . ? C18 C13 C14 C15 1.9(11) . . . . ? C6 C13 C14 C15 -179.9(7) . . . . ? C13 C14 C15 C16 0.1(14) . . . . ? C14 C15 C16 C17 -0.9(15) . . . . ? C15 C16 C17 C18 -0.3(14) . . . . ? C16 C17 C18 C13 2.3(12) . . . . ? C14 C13 C18 C17 -3.1(11) . . . . ? C6 C13 C18 C17 178.7(7) . . . . ? C5 C6 C19 C24 95.8(8) . . . . ? C8 C6 C19 C24 -25.3(10) . . . . ? C13 C6 C19 C24 -142.7(8) . . . . ? C5 C6 C19 C20 -83.3(9) . . . . ? C8 C6 C19 C20 155.6(7) . . . . ? C13 C6 C19 C20 38.1(10) . . . . ? C24 C19 C20 C21 0.7(12) . . . . ? C6 C19 C20 C21 179.8(7) . . . . ? C19 C20 C21 C22 -1.6(12) . . . . ? C20 C21 C22 C23 0.4(13) . . . . ? C21 C22 C23 C24 1.8(14) . . . . ? C20 C19 C24 C23 1.5(12) . . . . ? C6 C19 C24 C23 -177.6(7) . . . . ? C22 C23 C24 C19 -2.7(13) . . . . ? Cl2 C27 Cl1 Cl3 -122(2) . . . . ? Cl3 C27 Cl1 Cl3 -9(5) . . . . ? Cl1 C27 Cl1 Cl3 16(3) . . . . ? Cl2 C27 Cl1 Cl3 -118.1(17) . . . . ? Cl1 C27 Cl2 Cl3 117(3) . . . . ? Cl3 C27 Cl2 Cl3 -34(2) . . . . ? Cl1 C27 Cl2 Cl3 49(5) . . . . ? Cl2 C27 Cl2 Cl3 112(2) . . . . ? Cl2 C27 Cl3 Cl1 135(3) . . . . ? Cl3 C27 Cl3 Cl1 175(3) . . . . ? Cl1 C27 Cl3 Cl1 -15(3) . . . . ? Cl2 C27 Cl3 Cl1 75(3) . . . . ? Cl1 C27 Cl3 Cl2 -135(3) . . . . ? Cl3 C27 Cl3 Cl2 40(2) . . . . ? Cl1 C27 Cl3 Cl2 -150(3) . . . . ? Cl2 C27 Cl3 Cl2 -60(2) . . . . ? C27 Cl1 Cl3 Cl2 25.2(18) . . . . ? C27 Cl2 Cl3 Cl1 -30(2) . . . . ? _diffrn_measured_fraction_theta_max 0.960 _diffrn_reflns_theta_full 19.10 _diffrn_measured_fraction_theta_full 0.960 _refine_diff_density_max 0.236 _refine_diff_density_min -0.221 _refine_diff_density_rms 0.056