# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2003 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 loop_ _publ_author_name 'Toshimasa Ishida' 'Yasuhiro Igarashi' 'Yasuko In' 'Hirofumi Ohishi' _publ_contact_author_name 'Prof Toshimasa Ishida' _publ_contact_author_address ; Physical Chemistry Osaka University of Pharmaceutical Sciences 4-20-1 Nasahara Takatsuki Osaka 569-11 JAPAN ; _publ_contact_author_email ISHIDA@GLY.OUPS.AC.JP _publ_section_title ; Concerted interaction between conjugated double bond CHs and multiple OHs in polyene macrolide antibiotic chainin: weak =C|HcO interactions responsible for intrinsic molecular assembly ; data_Chainin _database_code_CSD 204142 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Chainin _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H54 O10' _chemical_formula_weight 610.76 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P2(1)2(1)2(1) ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 8.9524(10) _cell_length_b 9.9659(12) _cell_length_c 37.371(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3334.2(7) _cell_formula_units_Z 4 _cell_measurement_temperature 263(2) _cell_measurement_reflns_used 3454 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 21.67 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.217 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1328 _exptl_absorpt_coefficient_mu 0.089 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.9654 _exptl_absorpt_correction_T_max 0.9912 _diffrn_ambient_temperature 263(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK¥a _diffrn_radiation_source 'MacScience, M18XCE rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS SMART APEX CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number 116 _diffrn_standards_decay_% 0.28 _diffrn_reflns_number 20360 _diffrn_reflns_av_R_equivalents 0.0636 _diffrn_reflns_av_sigmaI/netI 0.1022 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 49 _diffrn_reflns_theta_min 1.09 _diffrn_reflns_theta_max 28.29 _reflns_number_total 7782 _reflns_number_gt 4009 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'SAINT-Plus (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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^)+(0.0719P)^2^+1.7326P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.3(16) _refine_ls_number_reflns 7782 _refine_ls_number_parameters 388 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1642 _refine_ls_R_factor_gt 0.0696 _refine_ls_wR_factor_ref 0.1910 _refine_ls_wR_factor_gt 0.1490 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _refine_ls_shift/su_max 0.002 _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 O1 O 0.6711(3) 0.0353(3) 0.66965(8) 0.0515(8) Uani 1 1 d . . . O3 O 0.2285(3) 0.1603(3) 0.65086(7) 0.0435(7) Uani 1 1 d . . . O5 O 0.2349(3) 0.2109(4) 0.58425(8) 0.0633(10) Uani 1 1 d . . . O7 O 0.2301(4) 0.3143(4) 0.52139(9) 0.0725(11) Uani 1 1 d . . . O9 O 0.2290(4) 0.4211(4) 0.45896(9) 0.0737(12) Uani 1 1 d . . . O11 O 0.2249(3) 0.5528(3) 0.39923(7) 0.0507(8) Uani 1 1 d . . . O13 O 0.5527(3) 0.5561(3) 0.32881(7) 0.0489(8) Uani 1 1 d . . . O15 O 0.7842(4) 0.9839(3) 0.34575(8) 0.0555(9) Uani 1 1 d . . . O26 O 1.0792(3) 0.3423(3) 0.69444(7) 0.0451(7) Uani 1 1 d . . . O27 O 0.6964(3) 0.2236(3) 0.70166(7) 0.0412(7) Uani 1 1 d . . . C1 C 0.6164(5) 0.1315(4) 0.68438(10) 0.0362(9) Uani 1 1 d . . . C1' C 0.3820(5) 0.0612(5) 0.71234(11) 0.0449(11) Uani 1 1 d . . . C2 C 0.4522(4) 0.1582(4) 0.68552(10) 0.0364(9) Uani 1 1 d . . . C2' C 0.4512(5) 0.0556(5) 0.74909(11) 0.0523(12) Uani 1 1 d . . . C3 C 0.3869(4) 0.1409(4) 0.64807(11) 0.0366(9) Uani 1 1 d . . . C3' C 0.4509(6) 0.1833(5) 0.77018(12) 0.0632(14) Uani 1 1 d . . . C4 C 0.4502(5) 0.2388(4) 0.62066(10) 0.0381(10) Uani 1 1 d . . . C4' C 0.2981(7) 0.2332(6) 0.77949(15) 0.0754(16) Uani 1 1 d . . . C5 C 0.3933(5) 0.2173(4) 0.58280(11) 0.0422(10) Uani 1 1 d . . . C6 C 0.4457(5) 0.3271(4) 0.55748(10) 0.0395(10) Uani 1 1 d . . . C7 C 0.3902(4) 0.3166(4) 0.51941(11) 0.0396(10) Uani 1 1 d . . . C8 C 0.4426(5) 0.4324(4) 0.49592(11) 0.0425(10) Uani 1 1 d . . . C9 C 0.3884(5) 0.4289(4) 0.45777(11) 0.0380(10) Uani 1 1 d . . . C10 C 0.4403(5) 0.5497(4) 0.43636(11) 0.0401(10) Uani 1 1 d . . . C11 C 0.3868(5) 0.5528(4) 0.39794(10) 0.0387(10) Uani 1 1 d . . . C12 C 0.4397(5) 0.6743(4) 0.37680(10) 0.0410(10) Uani 1 1 d . . . C13 C 0.5864(5) 0.6483(4) 0.35699(10) 0.0376(10) Uani 1 1 d . . . C14 C 0.6532(5) 0.7737(4) 0.34018(11) 0.0424(11) Uani 1 1 d . . . C15 C 0.7189(5) 0.8768(4) 0.36619(11) 0.0392(10) Uani 1 1 d . . . C16 C 0.8350(5) 0.8168(4) 0.38978(11) 0.0405(10) Uani 1 1 d . . . C17 C 0.7984(5) 0.7848(4) 0.42336(11) 0.0450(11) Uani 1 1 d . . . C18 C 0.8843(6) 0.7092(4) 0.44887(12) 0.0503(12) Uani 1 1 d . . . C19 C 0.8286(6) 0.6707(5) 0.48047(12) 0.0541(12) Uani 1 1 d . . . C20 C 0.9049(6) 0.5915(5) 0.50681(12) 0.0549(13) Uani 1 1 d . . . C21 C 0.8400(5) 0.5555(5) 0.53802(12) 0.0517(12) Uani 1 1 d . . . C22 C 0.9107(5) 0.4832(4) 0.56638(12) 0.0471(11) Uani 1 1 d . . . C23 C 0.8470(5) 0.4628(4) 0.59812(12) 0.0481(12) Uani 1 1 d . . . C24 C 0.9162(5) 0.4036(4) 0.62891(11) 0.0449(11) Uani 1 1 d . . . C25 C 0.8541(5) 0.4012(5) 0.66107(13) 0.0466(11) Uani 1 1 d . . . C26 C 0.9202(4) 0.3456(4) 0.69472(10) 0.0385(10) Uani 1 1 d . . . C27 C 0.8580(4) 0.2072(4) 0.70281(11) 0.0393(10) Uani 1 1 d . . . C28 C 0.9831(6) 0.7900(5) 0.37340(13) 0.0588(13) Uani 1 1 d . . . C29 C 0.8994(6) 0.1534(6) 0.73915(14) 0.0721(16) Uani 1 1 d . . . H1 H 0.4356 0.2501 0.6929 0.048 Uiso 1 1 d . . . H2 H 0.4077 0.0518 0.6408 0.047 Uiso 1 1 d . . . H3 H 0.4288 0.3284 0.6278 0.053 Uiso 1 1 d . . . H4 H 0.5587 0.2292 0.6203 0.053 Uiso 1 1 d . . . H5 H 0.4324 0.1352 0.5742 0.055 Uiso 1 1 d . . . H6 H 0.4131 0.4122 0.5667 0.048 Uiso 1 1 d . . . H7 H 0.5529 0.3278 0.5569 0.048 Uiso 1 1 d . . . H8 H 0.4258 0.2349 0.5094 0.053 Uiso 1 1 d . . . H9 H 0.4074 0.5148 0.5070 0.053 Uiso 1 1 d . . . H10 H 0.5493 0.4351 0.4963 0.053 Uiso 1 1 d . . . H11 H 0.4266 0.3510 0.4465 0.051 Uiso 1 1 d . . . H12 H 0.4043 0.6279 0.4486 0.051 Uiso 1 1 d . . . H13 H 0.5467 0.5504 0.4371 0.051 Uiso 1 1 d . . . H14 H 0.4192 0.4727 0.3856 0.051 Uiso 1 1 d . . . H15 H 0.3647 0.7012 0.3600 0.053 Uiso 1 1 d . . . H16 H 0.4541 0.7480 0.3933 0.053 Uiso 1 1 d . . . H17 H 0.6554 0.6094 0.3733 0.046 Uiso 1 1 d . . . H18 H 0.7335 0.7471 0.3247 0.053 Uiso 1 1 d . . . H19 H 0.5791 0.8175 0.3261 0.053 Uiso 1 1 d . . . H20 H 0.6376 0.9111 0.3805 0.052 Uiso 1 1 d . . . H21 H 0.7005 0.8167 0.4315 0.058 Uiso 1 1 d . . . H22 H 0.9864 0.6821 0.4432 0.063 Uiso 1 1 d . . . H23 H 0.7292 0.7025 0.4859 0.069 Uiso 1 1 d . . . H24 H 1.0079 0.5617 0.5021 0.067 Uiso 1 1 d . . . H25 H 0.7370 0.5809 0.5415 0.064 Uiso 1 1 d . . . H26 H 1.0087 0.4441 0.5622 0.060 Uiso 1 1 d . . . H27 H 0.7472 0.4957 0.6010 0.060 Uiso 1 1 d . . . H28 H 1.0122 0.3615 0.6256 0.056 Uiso 1 1 d . . . H29 H 0.7561 0.4397 0.6628 0.057 Uiso 1 1 d . . . H30 H 0.8913 0.4034 0.7141 0.050 Uiso 1 1 d . . . H31 H 0.8887 0.1465 0.6846 0.053 Uiso 1 1 d . . . H32 H 1.0054 0.6973 0.3732 0.077 Uiso 1 1 d . . . H33 H 0.9840 0.8224 0.3490 0.077 Uiso 1 1 d . . . H34 H 1.0607 0.8367 0.3861 0.077 Uiso 1 1 d . . . H35 H 0.8499 0.0670 0.7418 0.096 Uiso 1 1 d . . . H36 H 1.0045 0.1369 0.7395 0.096 Uiso 1 1 d . . . H37 H 0.8701 0.2111 0.7568 0.096 Uiso 1 1 d . . . H38 H 0.2779 0.0827 0.7153 0.055 Uiso 1 1 d . . . H39 H 0.3861 -0.0285 0.7021 0.055 Uiso 1 1 d . . . H40 H 0.3974 -0.0105 0.7635 0.066 Uiso 1 1 d . . . H41 H 0.5517 0.0231 0.7469 0.066 Uiso 1 1 d . . . H42 H 0.5091 0.1728 0.7914 0.080 Uiso 1 1 d . . . H43 H 0.5016 0.2506 0.7554 0.080 Uiso 1 1 d . . . H44 H 0.3009 0.3177 0.7921 0.093 Uiso 1 1 d . . . H45 H 0.2380 0.2476 0.7582 0.093 Uiso 1 1 d . . . H46 H 0.2457 0.1703 0.7942 0.093 Uiso 1 1 d . . . H47 H 0.1943 0.1685 0.6222 0.070 Uiso 1 1 d . . . H48 H 0.1993 0.2428 0.5606 0.070 Uiso 1 1 d . . . H49 H 0.1881 0.3394 0.4978 0.070 Uiso 1 1 d . . . H50 H 0.1969 0.5564 0.3726 0.070 Uiso 1 1 d . . . H51 H 1.1183 0.2643 0.6794 0.070 Uiso 1 1 d . . . H52 H 0.2229 0.4765 0.4400 0.070 Uiso 1 1 d . . . H53 H 0.6248 0.4625 0.3266 0.070 Uiso 1 1 d . . . H54 H 0.6991 1.0051 0.3337 0.070 Uiso 1 1 d . . . 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 O1 0.056(2) 0.051(2) 0.0479(18) -0.0147(16) -0.0046(15) 0.0092(15) O3 0.0378(17) 0.0469(17) 0.0459(17) 0.0013(14) 0.0009(13) -0.0016(13) O5 0.0402(19) 0.101(3) 0.049(2) 0.0185(18) -0.0041(15) -0.0127(18) O7 0.0394(19) 0.123(3) 0.056(2) 0.035(2) -0.0099(16) -0.020(2) O9 0.048(2) 0.117(3) 0.056(2) 0.037(2) -0.0121(16) -0.028(2) O11 0.0397(17) 0.074(2) 0.0381(17) 0.0057(15) -0.0040(13) -0.0001(15) O13 0.062(2) 0.0439(17) 0.0412(17) -0.0148(14) -0.0043(15) -0.0008(15) O15 0.065(2) 0.0370(16) 0.065(2) 0.0189(15) -0.0166(17) -0.0079(16) O26 0.0387(17) 0.0510(18) 0.0457(17) 0.0025(14) 0.0012(13) -0.0048(14) O27 0.0360(16) 0.0440(17) 0.0436(16) -0.0041(14) -0.0024(14) -0.0002(13) C1 0.048(2) 0.032(2) 0.029(2) -0.0010(18) -0.0021(19) -0.0012(19) C1' 0.050(3) 0.052(3) 0.032(2) -0.002(2) 0.0020(19) -0.006(2) C2 0.040(2) 0.033(2) 0.036(2) -0.0051(19) 0.0014(18) -0.0001(18) C2' 0.061(3) 0.055(3) 0.040(3) 0.002(2) -0.004(2) 0.001(2) C3 0.039(2) 0.034(2) 0.037(2) -0.0024(18) 0.0011(18) 0.0019(18) C3' 0.074(4) 0.075(4) 0.041(3) -0.005(3) 0.001(2) -0.019(3) C4 0.042(2) 0.033(2) 0.039(2) 0.0006(18) -0.0052(19) -0.0002(19) C4' 0.079(4) 0.072(4) 0.075(4) -0.024(3) 0.004(3) -0.004(3) C5 0.039(2) 0.046(3) 0.042(2) 0.008(2) -0.004(2) -0.002(2) C6 0.043(2) 0.038(2) 0.038(2) 0.0036(19) 0.0005(19) -0.004(2) C7 0.034(2) 0.044(3) 0.041(2) 0.0050(19) -0.0009(18) -0.0026(19) C8 0.048(3) 0.042(2) 0.037(2) 0.007(2) -0.003(2) -0.003(2) C9 0.035(2) 0.039(2) 0.040(2) 0.0041(19) -0.0039(19) -0.0034(19) C10 0.038(2) 0.041(2) 0.041(2) 0.004(2) -0.006(2) 0.003(2) C11 0.045(3) 0.036(2) 0.035(2) -0.0006(19) 0.0037(19) -0.0002(19) C12 0.047(3) 0.036(2) 0.040(2) 0.0054(19) 0.002(2) 0.005(2) C13 0.045(3) 0.036(2) 0.032(2) -0.0029(18) -0.0040(19) 0.0048(19) C14 0.050(3) 0.042(2) 0.035(2) 0.0052(19) -0.0019(19) -0.003(2) C15 0.046(2) 0.035(2) 0.037(2) 0.0057(18) -0.0041(19) -0.0005(19) C16 0.053(3) 0.032(2) 0.036(2) 0.0001(19) -0.011(2) 0.004(2) C17 0.059(3) 0.038(2) 0.038(2) -0.002(2) -0.003(2) 0.000(2) C18 0.072(3) 0.041(3) 0.039(3) 0.001(2) -0.013(2) 0.001(2) C19 0.072(3) 0.050(3) 0.040(3) 0.004(2) -0.015(2) 0.004(3) C20 0.074(3) 0.049(3) 0.041(3) 0.006(2) -0.010(3) -0.006(3) C21 0.066(3) 0.043(3) 0.046(3) 0.001(2) -0.013(2) 0.001(2) C22 0.062(3) 0.035(2) 0.044(3) 0.004(2) -0.013(2) -0.005(2) C23 0.060(3) 0.034(2) 0.049(3) 0.010(2) -0.013(2) -0.005(2) C24 0.059(3) 0.036(2) 0.040(3) 0.0046(19) -0.002(2) 0.000(2) C25 0.038(2) 0.049(3) 0.053(3) 0.010(2) -0.003(2) 0.004(2) C26 0.035(2) 0.044(2) 0.036(2) -0.0028(19) 0.0013(18) -0.0022(19) C27 0.034(2) 0.044(3) 0.041(2) 0.005(2) -0.0014(18) 0.0000(18) C28 0.055(3) 0.061(3) 0.061(3) 0.012(3) -0.008(3) 0.009(3) C29 0.069(4) 0.090(4) 0.057(3) 0.032(3) -0.009(3) -0.021(3) _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 O1 C1 1.209(5) . ? O3 C3 1.435(5) . ? O5 C5 1.420(5) . ? O7 C7 1.435(5) . ? O9 C9 1.431(5) . ? O11 C11 1.450(5) . ? O13 C13 1.430(5) . ? O15 C15 1.437(5) . ? O26 C26 1.424(5) . ? O27 C1 1.332(5) . ? O27 C27 1.457(5) . ? C1 C2 1.494(6) . ? C1' C2' 1.508(6) . ? C1' C2 1.528(6) . ? C2 C3 1.527(5) . ? C2' C3' 1.497(7) . ? C3 C4 1.525(6) . ? C3' C4' 1.497(8) . ? C4 C5 1.519(6) . ? C5 C6 1.520(6) . ? C6 C7 1.511(5) . ? C7 C8 1.524(6) . ? C8 C9 1.506(6) . ? C9 C10 1.518(6) . ? C10 C11 1.514(6) . ? C11 C12 1.521(6) . ? C12 C13 1.530(6) . ? C13 C14 1.521(6) . ? C14 C15 1.532(6) . ? C15 C16 1.488(6) . ? C16 C17 1.336(6) . ? C16 C28 1.484(6) . ? C17 C18 1.438(6) . ? C18 C19 1.338(6) . ? C19 C20 1.435(6) . ? C20 C21 1.352(6) . ? C21 C22 1.429(6) . ? C22 C23 1.331(6) . ? C23 C24 1.434(6) . ? C24 C25 1.324(6) . ? C25 C26 1.496(6) . ? C26 C27 1.518(6) . ? C27 C29 1.507(6) . ? 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 C1 O27 C27 118.1(3) . . ? O1 C1 O27 123.4(4) . . ? O1 C1 C2 123.5(4) . . ? O27 C1 C2 113.1(3) . . ? C2' C1' C2 116.8(4) . . ? C1 C2 C3 109.3(3) . . ? C1 C2 C1' 108.1(3) . . ? C3 C2 C1' 111.9(3) . . ? C3' C2' C1' 116.6(4) . . ? O3 C3 C2 107.3(3) . . ? O3 C3 C4 109.3(3) . . ? C2 C3 C4 113.7(3) . . ? C2' C3' C4' 114.0(4) . . ? C5 C4 C3 114.2(3) . . ? O5 C5 C6 111.4(4) . . ? O5 C5 C4 107.8(3) . . ? C6 C5 C4 112.0(3) . . ? C7 C6 C5 115.8(3) . . ? O7 C7 C6 106.3(3) . . ? O7 C7 C8 110.4(4) . . ? C6 C7 C8 112.9(3) . . ? C9 C8 C7 115.4(3) . . ? O9 C9 C8 107.0(3) . . ? O9 C9 C10 111.4(3) . . ? C8 C9 C10 112.5(3) . . ? C11 C10 C9 114.8(3) . . ? O11 C11 C10 106.5(3) . . ? O11 C11 C12 109.1(3) . . ? C10 C11 C12 114.2(3) . . ? C11 C12 C13 112.6(3) . . ? O13 C13 C14 107.9(3) . . ? O13 C13 C12 106.5(3) . . ? C14 C13 C12 113.5(3) . . ? C13 C14 C15 116.1(3) . . ? O15 C15 C16 109.2(4) . . ? O15 C15 C14 108.5(3) . . ? C16 C15 C14 112.0(3) . . ? C17 C16 C28 124.3(4) . . ? C17 C16 C15 118.7(4) . . ? C28 C16 C15 116.8(4) . . ? C16 C17 C18 128.0(5) . . ? C19 C18 C17 122.4(5) . . ? C18 C19 C20 125.9(5) . . ? C21 C20 C19 122.3(5) . . ? C20 C21 C22 125.7(5) . . ? C23 C22 C21 123.2(5) . . ? C22 C23 C24 126.3(4) . . ? C25 C24 C23 123.7(4) . . ? C24 C25 C26 127.1(4) . . ? O26 C26 C25 113.5(3) . . ? O26 C26 C27 110.3(3) . . ? C25 C26 C27 111.0(3) . . ? O27 C27 C29 108.1(4) . . ? O27 C27 C26 104.9(3) . . ? C29 C27 C26 114.4(4) . . ? _diffrn_measured_fraction_theta_max 0.963 _diffrn_reflns_theta_full 28.29 _diffrn_measured_fraction_theta_full 0.963 _refine_diff_density_max 0.215 _refine_diff_density_min -0.244 _refine_diff_density_rms 0.052 data_Chainin-p-bromobenzenesulfonate _database_code_CSD 204143 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Chainin-p-bromobenzenesulfonate _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H61 Br O13 S' _chemical_formula_weight 861.86 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P2(1)2(1)2(1) ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 9.5892(14) _cell_length_b 17.720(3) _cell_length_c 26.227(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4456.5(11) _cell_formula_units_Z 4 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 2956 _cell_measurement_theta_min 2.41 _cell_measurement_theta_max 28.16 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.285 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1824 _exptl_absorpt_coefficient_mu 1.028 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.6839 _exptl_absorpt_correction_T_max 0.9504 _diffrn_ambient_temperature 273(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK¥a _diffrn_radiation_source 'MacScience, M18XCE rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS SMART APEX CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_decay_% 0.35 _diffrn_reflns_number 25189 _diffrn_reflns_av_R_equivalents 0.0775 _diffrn_reflns_av_sigmaI/netI 0.1330 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 1.39 _diffrn_reflns_theta_max 28.33 _reflns_number_total 10240 _reflns_number_gt 3896 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'SAINT-Plus (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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^)+(0.0635P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.014(12) _refine_ls_number_reflns 10240 _refine_ls_number_parameters 496 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1852 _refine_ls_R_factor_gt 0.0614 _refine_ls_wR_factor_ref 0.1603 _refine_ls_wR_factor_gt 0.1316 _refine_ls_goodness_of_fit_ref 0.887 _refine_ls_restrained_S_all 0.887 _refine_ls_shift/su_max 0.003 _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 Br1 Br 0.15377(11) 0.50535(4) 0.40086(2) 0.1354(4) Uani 1 1 d . . . S1 S 0.1637(2) 0.24771(9) 0.57149(7) 0.0971(5) Uani 1 1 d . . . O1 O 0.1728(3) 0.7426(2) 0.25025(14) 0.0866(11) Uani 1 1 d . . . O1B O 0.2703(5) 0.1943(2) 0.5611(2) 0.1394(18) Uani 1 1 d . . . O1M O 0.5791(4) 0.4137(2) 0.73686(15) 0.0958(12) Uani 1 1 d . . . O2B O 0.0244(5) 0.2219(2) 0.57979(17) 0.1122(14) Uani 1 1 d . . . O3 O 0.4927(3) 0.84061(19) 0.33716(12) 0.0686(9) Uani 1 1 d . . . O5 O 0.4919(3) 0.7637(2) 0.42401(13) 0.0882(12) Uani 1 1 d . . . O7 O 0.4849(3) 0.6748(2) 0.50510(13) 0.0780(10) Uani 1 1 d . . . O9 O 0.4713(3) 0.5780(2) 0.58220(12) 0.0747(10) Uani 1 1 d . . . O11 O 0.4393(3) 0.4827(2) 0.65881(13) 0.0872(11) Uani 1 1 d . . . O13 O 0.2175(3) 0.29100(19) 0.61927(14) 0.0776(10) Uani 1 1 d . . . O15 O -0.1749(3) 0.34300(19) 0.73044(13) 0.0787(10) Uani 1 1 d . . . O26 O -0.3196(3) 0.80437(17) 0.25904(12) 0.0647(9) Uani 1 1 d . . . O27 O 0.0502(3) 0.84937(17) 0.25748(13) 0.0617(9) Uani 1 1 d . . . C1 C 0.1651(5) 0.8074(3) 0.26288(18) 0.0571(12) Uani 1 1 d . . . C1B C 0.1616(8) 0.3166(3) 0.5236(2) 0.0838(16) Uani 1 1 d . . . C1M C 0.5026(7) 0.4245(4) 0.7823(2) 0.099(2) Uani 1 1 d . . . C1' C 0.3730(6) 0.8828(3) 0.2398(2) 0.0889(18) Uani 1 1 d . . . C2 C 0.2833(5) 0.8521(3) 0.28483(19) 0.0607(13) Uani 1 1 d . . . C2B C 0.2833(7) 0.3361(4) 0.4990(3) 0.0960(19) Uani 1 1 d . . . C2' C 0.3055(8) 0.9325(5) 0.2017(4) 0.160(3) Uani 1 1 d . . . C3 C 0.3666(5) 0.8027(2) 0.32127(18) 0.0562(12) Uani 1 1 d . . . C3B C 0.2804(8) 0.3921(4) 0.4614(3) 0.097(2) Uani 1 1 d . . . C3' C 0.4068(13) 0.9604(6) 0.1552(6) 0.225(7) Uani 1 1 d . . . C4 C 0.2874(4) 0.7807(3) 0.36923(18) 0.0578(12) Uani 1 1 d . . . C4B C 0.1581(11) 0.4275(3) 0.4494(2) 0.100(2) Uani 1 1 d . . . C4' C 0.4902(19) 1.0146(10) 0.1765(5) 0.299(9) Uani 1 1 d . . . C5 C 0.3668(5) 0.7271(3) 0.40380(18) 0.0634(13) Uani 1 1 d . . . C5B C 0.0346(9) 0.4060(4) 0.4730(3) 0.103(2) Uani 1 1 d . . . C6 C 0.2842(5) 0.6987(3) 0.44991(18) 0.0616(13) Uani 1 1 d . . . C6B C 0.0383(8) 0.3503(4) 0.5099(3) 0.095(2) Uani 1 1 d . . . C7 C 0.3626(5) 0.6413(3) 0.48228(18) 0.0620(13) Uani 1 1 d . . . C8 C 0.2774(5) 0.6082(3) 0.52547(18) 0.0593(13) Uani 1 1 d . . . C9 C 0.3514(5) 0.5471(3) 0.55645(18) 0.0627(13) Uani 1 1 d . . . C10 C 0.2582(5) 0.5095(3) 0.59591(16) 0.0573(12) Uani 1 1 d . . . C11 C 0.3315(5) 0.4499(3) 0.62712(18) 0.0635(13) Uani 1 1 d . . . C12 C 0.2358(5) 0.4082(3) 0.66369(19) 0.0684(14) Uani 1 1 d . . . C13 C 0.1328(5) 0.3539(3) 0.64116(18) 0.0646(13) Uani 1 1 d . . . C14 C 0.0282(5) 0.3218(3) 0.6798(2) 0.0713(15) Uani 1 1 d . . . C15 C -0.0927(5) 0.3759(3) 0.6904(2) 0.0687(15) Uani 1 1 d . . . C16 C -0.1770(5) 0.3935(3) 0.64371(19) 0.0669(14) Uani 1 1 d . . . C17 C -0.1573(5) 0.4589(3) 0.6197(2) 0.0690(14) Uani 1 1 d . . . C18 C -0.2127(5) 0.4823(3) 0.5712(2) 0.0772(15) Uani 1 1 d . . . C19 C -0.1659(6) 0.5414(3) 0.5455(2) 0.0772(15) Uani 1 1 d . . . C20 C -0.2149(6) 0.5645(3) 0.4965(2) 0.0852(17) Uani 1 1 d . . . C21 C -0.1623(6) 0.6223(3) 0.4703(2) 0.0808(16) Uani 1 1 d . . . C22 C -0.2072(5) 0.6495(3) 0.42025(19) 0.0739(15) Uani 1 1 d . . . C23 C -0.1530(6) 0.7081(3) 0.39689(19) 0.0714(14) Uani 1 1 d . . . C24 C -0.2017(5) 0.7379(3) 0.34864(17) 0.0618(13) Uani 1 1 d . . . C25 C -0.1466(5) 0.7977(3) 0.32687(18) 0.0600(13) Uani 1 1 d . . . C26 C -0.1876(5) 0.8300(2) 0.27641(19) 0.0585(12) Uani 1 1 d . . . C27 C -0.0754(4) 0.8150(3) 0.23646(18) 0.0568(12) Uani 1 1 d . . . C28 C -0.2711(6) 0.3325(3) 0.6246(2) 0.0940(19) Uani 1 1 d . . . C29 C -0.1040(6) 0.8504(3) 0.1861(2) 0.0893(18) Uani 1 1 d . . . H1 H 0.2467 0.8966 0.3026 0.081 Uiso 1 1 d . . . H2 H 0.3927 0.7568 0.3040 0.074 Uiso 1 1 d . . . H3 H 0.2687 0.8274 0.3890 0.074 Uiso 1 1 d . . . H4 H 0.1993 0.7600 0.3611 0.074 Uiso 1 1 d . . . H5 H 0.3957 0.6839 0.3849 0.082 Uiso 1 1 d . . . H6 H 0.2618 0.7416 0.4712 0.075 Uiso 1 1 d . . . H7 H 0.1986 0.6777 0.4380 0.075 Uiso 1 1 d . . . H8 H 0.3921 0.6000 0.4603 0.079 Uiso 1 1 d . . . H9 H 0.2503 0.6485 0.5482 0.081 Uiso 1 1 d . . . H10 H 0.1900 0.5879 0.5117 0.081 Uiso 1 1 d . . . H11 H 0.3851 0.5082 0.5322 0.080 Uiso 1 1 d . . . H12 H 0.2235 0.5484 0.6187 0.075 Uiso 1 1 d . . . H13 H 0.1762 0.4883 0.5793 0.075 Uiso 1 1 d . . . H14 H 0.3730 0.4126 0.6038 0.082 Uiso 1 1 d . . . H15 H 0.2893 0.3822 0.6894 0.087 Uiso 1 1 d . . . H16 H 0.1827 0.4474 0.6832 0.087 Uiso 1 1 d . . . H17 H 0.0790 0.3787 0.6150 0.079 Uiso 1 1 d . . . H18 H -0.0082 0.2747 0.6662 0.089 Uiso 1 1 d . . . H19 H 0.0786 0.3087 0.7105 0.089 Uiso 1 1 d . . . H20 H -0.0524 0.4233 0.7037 0.094 Uiso 1 1 d . . . H21 H -0.0972 0.4977 0.6377 0.092 Uiso 1 1 d . . . H22 H -0.2907 0.4543 0.5572 0.098 Uiso 1 1 d . . . H23 H -0.0886 0.5724 0.5605 0.096 Uiso 1 1 d . . . H24 H -0.2925 0.5388 0.4818 0.101 Uiso 1 1 d . . . H25 H -0.0827 0.6494 0.4859 0.099 Uiso 1 1 d . . . H26 H -0.2871 0.6224 0.4053 0.089 Uiso 1 1 d . . . H27 H -0.0765 0.7324 0.4144 0.096 Uiso 1 1 d . . . H28 H -0.2802 0.7109 0.3313 0.079 Uiso 1 1 d . . . H29 H -0.0749 0.8233 0.3454 0.083 Uiso 1 1 d . . . H30 H -0.1974 0.8848 0.2806 0.071 Uiso 1 1 d . . . H31 H -0.0618 0.7613 0.2317 0.069 Uiso 1 1 d . . . H32 H -0.3644 0.3498 0.6234 0.116 Uiso 1 1 d . . . H33 H -0.2423 0.3158 0.5921 0.116 Uiso 1 1 d . . . H34 H -0.2669 0.2901 0.6479 0.116 Uiso 1 1 d . . . H35 H -0.1165 0.9030 0.1904 0.103 Uiso 1 1 d . . . H36 H -0.0277 0.8419 0.1632 0.103 Uiso 1 1 d . . . H37 H -0.1862 0.8292 0.1714 0.103 Uiso 1 1 d . . . H38 H 0.4527 0.9110 0.2530 0.107 Uiso 1 1 d . . . H39 H 0.4136 0.8394 0.2221 0.107 Uiso 1 1 d . . . H40 H 0.2323 0.9007 0.1856 0.194 Uiso 1 1 d . . . H41 H 0.2612 0.9715 0.2188 0.194 Uiso 1 1 d . . . H42 H 0.4644 0.9207 0.1454 0.246 Uiso 1 1 d . . . H43 H 0.3598 0.9843 0.1315 0.246 Uiso 1 1 d . . . H44 H 0.5524 0.9931 0.2081 0.292 Uiso 1 1 d . . . H45 H 0.5647 1.0343 0.1561 0.292 Uiso 1 1 d . . . H46 H 0.4479 1.0567 0.1942 0.292 Uiso 1 1 d . . . H47 H 0.3748 0.3146 0.5096 0.116 Uiso 1 1 d . . . H48 H 0.3654 0.4054 0.4415 0.109 Uiso 1 1 d . . . H49 H -0.0527 0.4328 0.4629 0.135 Uiso 1 1 d . . . H50 H -0.0499 0.3344 0.5266 0.117 Uiso 1 1 d . . . H51 H 0.5226 0.8631 0.3052 0.085 Uiso 1 1 d . . . H52 H 0.5077 0.8039 0.3978 0.085 Uiso 1 1 d . . . H53 H 0.5070 0.7199 0.4801 0.085 Uiso 1 1 d . . . H54 H 0.5027 0.6191 0.5551 0.085 Uiso 1 1 d . . . H55 H 0.4863 0.5237 0.6331 0.085 Uiso 1 1 d . . . H56 H -0.3308 0.7408 0.2518 0.085 Uiso 1 1 d . . . 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 Br1 0.2242(10) 0.1060(5) 0.0760(4) -0.0139(4) -0.0196(5) -0.0216(6) S1 0.1019(14) 0.0743(10) 0.1150(13) -0.0095(10) 0.0183(12) 0.0064(11) O1 0.058(2) 0.080(3) 0.122(3) -0.024(2) -0.015(2) 0.012(2) O1B 0.158(4) 0.088(3) 0.173(5) -0.003(3) 0.044(4) 0.044(3) O1M 0.067(2) 0.135(3) 0.086(3) 0.010(3) 0.002(2) 0.022(2) O2B 0.105(3) 0.101(3) 0.130(4) -0.009(3) 0.011(3) -0.034(3) O3 0.0393(18) 0.095(3) 0.072(2) 0.012(2) -0.0001(17) -0.0168(18) O5 0.044(2) 0.133(3) 0.088(3) 0.036(2) -0.0150(19) -0.017(2) O7 0.046(2) 0.108(3) 0.080(2) 0.026(2) -0.0075(18) -0.014(2) O9 0.0393(19) 0.103(3) 0.081(2) 0.022(2) -0.0083(18) -0.0114(19) O11 0.058(2) 0.119(3) 0.085(2) 0.036(2) -0.020(2) -0.019(2) O13 0.059(2) 0.077(2) 0.097(3) 0.011(2) 0.009(2) 0.0150(19) O15 0.067(2) 0.090(2) 0.079(2) 0.029(2) 0.018(2) 0.000(2) O26 0.0377(17) 0.073(2) 0.083(2) 0.0063(17) -0.0056(17) -0.0009(17) O27 0.0380(19) 0.055(2) 0.092(2) -0.0005(19) 0.0018(18) -0.0023(16) C1 0.046(3) 0.059(3) 0.066(3) 0.003(3) 0.001(3) 0.003(3) C1B 0.093(5) 0.070(4) 0.088(4) -0.016(3) 0.012(4) 0.004(4) C1M 0.097(5) 0.123(5) 0.078(4) -0.011(4) 0.027(4) 0.019(4) C1' 0.055(3) 0.095(4) 0.117(5) 0.032(4) -0.003(3) 0.005(3) C2 0.044(3) 0.058(3) 0.080(3) 0.001(3) 0.006(3) -0.005(3) C2B 0.101(5) 0.094(5) 0.093(5) -0.015(4) 0.011(4) 0.011(4) C2' 0.116(6) 0.154(7) 0.212(9) 0.078(7) 0.022(6) -0.005(6) C3 0.041(3) 0.058(3) 0.070(3) 0.001(3) 0.000(3) -0.004(2) C3B 0.113(6) 0.096(5) 0.082(5) -0.030(4) 0.032(4) -0.001(4) C3' 0.175(10) 0.140(8) 0.36(2) 0.015(10) 0.093(12) -0.064(7) C4 0.033(2) 0.066(3) 0.074(3) 0.011(3) 0.000(3) -0.005(2) C4B 0.141(7) 0.087(5) 0.071(4) -0.036(3) 0.000(5) 0.006(6) C4' 0.40(3) 0.293(18) 0.201(12) 0.073(14) 0.160(16) 0.064(16) C5 0.053(3) 0.075(3) 0.062(3) -0.001(3) 0.006(3) -0.007(3) C5B 0.114(6) 0.111(6) 0.084(5) -0.022(5) -0.018(5) 0.010(5) C6 0.044(3) 0.073(3) 0.068(3) 0.002(3) 0.001(3) -0.010(3) C6B 0.100(6) 0.094(5) 0.091(5) -0.011(4) -0.009(4) -0.009(4) C7 0.048(3) 0.075(3) 0.064(3) 0.002(3) -0.004(3) -0.002(3) C8 0.043(3) 0.074(3) 0.061(3) 0.001(3) 0.001(3) 0.001(2) C9 0.053(3) 0.071(3) 0.064(3) 0.000(3) -0.002(3) 0.010(3) C10 0.043(3) 0.076(3) 0.053(3) 0.003(3) 0.001(2) 0.000(2) C11 0.049(3) 0.073(3) 0.068(3) 0.004(3) 0.002(3) -0.006(3) C12 0.054(3) 0.082(3) 0.068(3) 0.008(3) -0.008(3) -0.008(3) C13 0.049(3) 0.073(3) 0.072(3) 0.016(3) 0.004(3) 0.012(3) C14 0.056(3) 0.080(4) 0.078(4) 0.017(3) -0.003(3) 0.007(3) C15 0.060(3) 0.074(4) 0.072(4) 0.019(3) 0.004(3) 0.003(3) C16 0.044(3) 0.079(4) 0.077(4) 0.007(3) 0.007(3) 0.009(3) C17 0.054(3) 0.070(3) 0.082(4) 0.018(3) 0.008(3) 0.016(3) C18 0.064(4) 0.093(4) 0.075(4) 0.021(4) 0.000(3) 0.012(3) C19 0.071(4) 0.086(4) 0.075(4) 0.026(3) 0.013(3) 0.021(3) C20 0.085(4) 0.085(4) 0.085(4) 0.016(4) 0.007(4) 0.021(3) C21 0.071(4) 0.087(4) 0.085(4) 0.006(4) 0.014(4) 0.025(3) C22 0.068(4) 0.087(4) 0.066(3) 0.015(3) 0.001(3) 0.024(3) C23 0.066(3) 0.085(4) 0.063(3) 0.010(3) 0.008(3) 0.011(3) C24 0.058(3) 0.070(3) 0.058(3) 0.008(3) -0.009(3) 0.007(3) C25 0.044(3) 0.078(4) 0.057(3) -0.005(3) -0.001(3) 0.001(3) C26 0.040(3) 0.058(3) 0.078(4) -0.002(3) -0.003(3) 0.000(2) C27 0.041(3) 0.064(3) 0.065(3) 0.009(3) -0.004(3) -0.007(2) C28 0.079(4) 0.099(4) 0.104(4) 0.018(4) -0.009(3) -0.001(4) C29 0.077(4) 0.110(4) 0.081(4) 0.028(4) -0.003(3) -0.017(3) _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 Br1 C4B 1.877(7) . ? S1 O1B 1.419(4) . ? S1 O2B 1.429(4) . ? S1 O13 1.557(4) . ? S1 C1B 1.751(6) . ? O1 C1 1.196(5) . ? O1M C1M 1.413(6) . ? O3 C3 1.445(5) . ? O5 C5 1.463(5) . ? O7 C7 1.445(5) . ? O9 C9 1.442(5) . ? O11 C11 1.448(5) . ? O13 C13 1.494(5) . ? O15 C15 1.436(5) . ? O26 C26 1.419(5) . ? O27 C1 1.337(5) . ? O27 C27 1.458(5) . ? C1 C2 1.498(6) . ? C1B C6B 1.372(8) . ? C1B C2B 1.378(8) . ? C1' C2' 1.481(9) . ? C1' C2 1.560(7) . ? C2 C3 1.523(6) . ? C2B C3B 1.398(9) . ? C2' C3' 1.634(14) . ? C3 C4 1.520(6) . ? C3B C4B 1.367(9) . ? C3' C4' 1.37(2) . ? C4 C5 1.518(6) . ? C4B C5B 1.390(9) . ? C5 C6 1.531(6) . ? C5B C6B 1.382(9) . ? C6 C7 1.524(6) . ? C7 C8 1.514(6) . ? C8 C9 1.528(6) . ? C9 C10 1.521(6) . ? C10 C11 1.509(6) . ? C11 C12 1.519(6) . ? C12 C13 1.501(7) . ? C13 C14 1.536(7) . ? C14 C15 1.531(7) . ? C15 C16 1.500(7) . ? C16 C17 1.331(6) . ? C16 C28 1.496(7) . ? C17 C18 1.439(7) . ? C18 C19 1.324(7) . ? C19 C20 1.429(7) . ? C20 C21 1.332(7) . ? C21 C22 1.462(7) . ? C22 C23 1.313(7) . ? C23 C24 1.449(7) . ? C24 C25 1.315(6) . ? C25 C26 1.494(7) . ? C26 C27 1.525(6) . ? C27 C29 1.487(7) . ? 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 O1B S1 O2B 119.3(3) . . ? O1B S1 O13 104.1(3) . . ? O2B S1 O13 110.2(2) . . ? O1B S1 C1B 109.6(3) . . ? O2B S1 C1B 108.7(3) . . ? O13 S1 C1B 103.7(2) . . ? C13 O13 S1 119.8(3) . . ? C1 O27 C27 119.2(4) . . ? O1 C1 O27 123.7(5) . . ? O1 C1 C2 124.5(5) . . ? O27 C1 C2 111.7(4) . . ? C6B C1B C2B 119.9(6) . . ? C6B C1B S1 120.0(6) . . ? C2B C1B S1 120.1(6) . . ? C2' C1' C2 118.6(5) . . ? C1 C2 C3 109.5(4) . . ? C1 C2 C1' 108.1(4) . . ? C3 C2 C1' 112.8(4) . . ? C1B C2B C3B 119.4(6) . . ? C1' C2' C3' 115.1(8) . . ? O3 C3 C4 107.4(4) . . ? O3 C3 C2 110.6(4) . . ? C4 C3 C2 113.8(4) . . ? C4B C3B C2B 120.4(6) . . ? C4' C3' C2' 104.7(14) . . ? C5 C4 C3 113.8(4) . . ? C3B C4B C5B 120.1(6) . . ? C3B C4B Br1 120.8(7) . . ? C5B C4B Br1 119.1(7) . . ? O5 C5 C4 110.5(4) . . ? O5 C5 C6 106.5(4) . . ? C4 C5 C6 114.7(4) . . ? C6B C5B C4B 119.1(7) . . ? C7 C6 C5 113.9(4) . . ? C1B C6B C5B 121.1(7) . . ? O7 C7 C8 106.7(4) . . ? O7 C7 C6 110.9(4) . . ? C8 C7 C6 114.2(4) . . ? C7 C8 C9 114.9(4) . . ? O9 C9 C10 108.4(4) . . ? O9 C9 C8 110.5(4) . . ? C10 C9 C8 113.6(4) . . ? C11 C10 C9 113.7(4) . . ? O11 C11 C10 111.3(4) . . ? O11 C11 C12 105.3(4) . . ? C10 C11 C12 113.6(4) . . ? C13 C12 C11 117.5(4) . . ? O13 C13 C12 105.8(4) . . ? O13 C13 C14 109.4(4) . . ? C12 C13 C14 114.1(4) . . ? C15 C14 C13 112.5(4) . . ? O15 C15 C16 112.7(4) . . ? O15 C15 C14 107.0(4) . . ? C16 C15 C14 113.0(4) . . ? C17 C16 C28 123.8(5) . . ? C17 C16 C15 119.4(5) . . ? C28 C16 C15 116.7(5) . . ? C16 C17 C18 128.0(5) . . ? C19 C18 C17 123.6(5) . . ? C18 C19 C20 125.1(6) . . ? C21 C20 C19 124.1(6) . . ? C20 C21 C22 127.2(6) . . ? C23 C22 C21 124.3(5) . . ? C22 C23 C24 124.7(5) . . ? C25 C24 C23 123.0(5) . . ? C24 C25 C26 126.0(4) . . ? O26 C26 C25 113.4(4) . . ? O26 C26 C27 110.7(4) . . ? C25 C26 C27 110.9(4) . . ? O27 C27 C29 108.1(4) . . ? O27 C27 C26 104.5(4) . . ? C29 C27 C26 114.0(4) . . ? _diffrn_measured_fraction_theta_max 0.954 _diffrn_reflns_theta_full 28.33 _diffrn_measured_fraction_theta_full 0.954 _refine_diff_density_max 0.399 _refine_diff_density_min -0.261 _refine_diff_density_rms 0.047