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
'Gordon, John'
'Cowley, Lan H.'
'Jones, Jamie N.'
'Keogh, D. Webster'
'Scott, Brian L.'
'Shukla, Piyush'

_publ_contact_author_name     	'Dr John Gordon'  
_publ_contact_author_address 
;
Chemistry Division
Los Alamos National Laboratory
MS J514
Los Alamos
New Mexico
87545
UNITED STATES OF AMERICA
;

_publ_contact_author_email       'JGORDON@LANL.GOV'

_publ_section_title		
;
Dialkyl aluminum amides:  new reagents for the conversion of
C=O into C=NR functionalities
;

data_ccd516m 

_database_code_CSD	184628



_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
'C16 H20 Al2 F4 N2' 
_chemical_formula_weight          370.30 

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' 
'F'  'F'   0.0171   0.0103 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
'Al'  'Al'   0.0645   0.0514 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 

_symmetry_cell_setting            monoclinic 
_symmetry_space_group_name_H-M    'C 2/c' 

loop_ 
_symmetry_equiv_pos_as_xyz 
'x, y, z' 
'-x, y, -z+1/2' 
'x+1/2, y+1/2, z' 
'-x+1/2, y+1/2, -z+1/2' 
'-x, -y, -z' 
'x, -y, z-1/2' 
'-x+1/2, -y+1/2, -z' 
'x+1/2, -y+1/2, z-1/2' 

_cell_length_a                    14.241(5) 
_cell_length_b                    7.324(2) 
_cell_length_c                    18.512(7) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  106.367(6) 
_cell_angle_gamma                 90.00 
_cell_volume                      1852.7(11) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     203(2) 
_cell_measurement_reflns_used     ? 
_cell_measurement_theta_min       ? 
_cell_measurement_theta_max       ? 

_exptl_crystal_description        'rectangular slab' 
_exptl_crystal_colour             colorless 
_exptl_crystal_size_max           0.28 
_exptl_crystal_size_mid           0.20 
_exptl_crystal_size_min           0.08 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.328 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              768 
_exptl_absorpt_coefficient_mu     0.194 
_exptl_absorpt_correction_type    'none applied' 
_exptl_absorpt_correction_T_min   0.9476 
_exptl_absorpt_correction_T_max   0.9846 
_exptl_absorpt_process_details    ? 

_exptl_special_details 
; 
? 
; 

_diffrn_ambient_temperature       203(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   'Bruker P4/CCD' 
_diffrn_measurement_method        ' \f and \w scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         '< 2' 
_diffrn_reflns_number             4813 
_diffrn_reflns_av_R_equivalents   0.0414 
_diffrn_reflns_av_sigmaI/netI     0.0392 
_diffrn_reflns_limit_h_min        -17 
_diffrn_reflns_limit_h_max        15 
_diffrn_reflns_limit_k_min        -8 
_diffrn_reflns_limit_k_max        8 
_diffrn_reflns_limit_l_min        -22 
_diffrn_reflns_limit_l_max        22 
_diffrn_reflns_theta_min          2.29 
_diffrn_reflns_theta_max          25.35 
_reflns_number_total              1698 
_reflns_number_gt                 1387 
_reflns_threshold_expression      >2sigma(I) 

_computing_data_collection        'SMART 4.210(Bruker, 1996)' 
_computing_cell_refinement        'SAINT 4.05 (Bruker, 1996)'  
_computing_data_reduction         'SAINT 4.05 (Bruker, 1996)'  
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'SHELXTL 5.10 (Bruker, 1996)' 
_computing_publication_material   'SHELXTL 5.10 (Bruker, 1996)'  

_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^)+(0.0463P)^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_number_reflns          1698 
_refine_ls_number_parameters      139 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0780 
_refine_ls_R_factor_gt            0.0596 
_refine_ls_wR_factor_ref          0.1129 
_refine_ls_wR_factor_gt           0.1086 
_refine_ls_goodness_of_fit_ref    1.395 
_refine_ls_restrained_S_all       1.395 
_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 
Al1 Al 1.09929(5) 1.07130(10) 0.29543(4) 0.0327(2) Uani 1 1 d . . . 
F1 F 0.94512(12) 0.44664(19) 0.39203(9) 0.0525(5) Uani 1 1 d . . . 
F2 F 0.83386(14) 0.9194(2) 0.51492(10) 0.0647(5) Uani 1 1 d . . . 
N1 N 0.96978(15) 1.0618(3) 0.31407(11) 0.0319(5) Uani 1 1 d . . . 
HN1 H 0.962(3) 1.157(5) 0.3300(19) 0.080 Uiso 1 1 d . . . 
C1 C 1.1840(2) 0.8635(4) 0.33032(17) 0.0452(7) Uani 1 1 d . . . 
HC1A H 1.242(3) 0.881(5) 0.3205(18) 0.080 Uiso 1 1 d . . . 
HC1B H 1.164(2) 0.744(5) 0.3084(18) 0.080 Uiso 1 1 d . . . 
HC1C H 1.196(2) 0.851(5) 0.3811(19) 0.080 Uiso 1 1 d . . . 
C2 C 1.1427(2) 1.3221(4) 0.31468(18) 0.0455(7) Uani 1 1 d . . . 
HC2A H 1.200(3) 1.347(5) 0.3024(18) 0.080 Uiso 1 1 d . . . 
HC2B H 1.102(3) 1.399(5) 0.289(2) 0.080 Uiso 1 1 d . . . 
HC2C H 1.156(3) 1.362(5) 0.3654(19) 0.080 Uiso 1 1 d . . . 
C3 C 0.94277(16) 0.9324(3) 0.36215(12) 0.0302(6) Uani 1 1 d . . . 
C4 C 0.95812(18) 0.7475(4) 0.35403(13) 0.0357(6) Uani 1 1 d . . . 
HC4 H 0.987(2) 0.708(5) 0.3176(19) 0.080 Uiso 1 1 d . . . 
C5 C 0.93022(18) 0.6272(3) 0.40064(14) 0.0362(6) Uani 1 1 d . . . 
C6 C 0.88872(19) 0.6776(4) 0.45552(14) 0.0398(7) Uani 1 1 d . . . 
HC6 H 0.872(2) 0.595(5) 0.4854(19) 0.080 Uiso 1 1 d . . . 
C7 C 0.87486(19) 0.8606(4) 0.46148(13) 0.0406(6) Uani 1 1 d . . . 
C8 C 0.90023(19) 0.9897(4) 0.41697(13) 0.0351(6) Uani 1 1 d . . . 
HC8 H 0.893(3) 1.107(5) 0.4252(18) 0.080 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 
Al1 0.0359(4) 0.0292(4) 0.0355(4) -0.0032(3) 0.0142(3) -0.0031(3) 
F1 0.0687(11) 0.0297(8) 0.0634(10) 0.0068(7) 0.0260(9) 0.0023(8) 
F2 0.0924(14) 0.0624(12) 0.0602(11) -0.0079(8) 0.0556(10) -0.0099(10) 
N1 0.0413(12) 0.0236(11) 0.0346(11) 0.0008(9) 0.0170(9) 0.0001(10) 
C1 0.0453(17) 0.0429(17) 0.0475(16) -0.0032(14) 0.0132(14) 0.0028(14) 
C2 0.0509(19) 0.0391(17) 0.0488(17) -0.0054(13) 0.0176(14) -0.0085(14) 
C3 0.0279(12) 0.0342(14) 0.0296(12) 0.0007(10) 0.0097(10) -0.0011(11) 
C4 0.0394(15) 0.0328(14) 0.0374(14) 0.0002(11) 0.0149(11) 0.0012(12) 
C5 0.0372(14) 0.0273(13) 0.0423(14) 0.0024(11) 0.0083(12) 0.0005(11) 
C6 0.0413(15) 0.0444(17) 0.0350(14) 0.0069(12) 0.0128(12) -0.0091(13) 
C7 0.0434(15) 0.0507(17) 0.0328(13) -0.0053(12) 0.0189(12) -0.0079(13) 
C8 0.0398(15) 0.0327(14) 0.0348(13) -0.0044(11) 0.0137(11) -0.0027(12) 

_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 
Al1 C1 1.937(3) . ? 
Al1 C2 1.939(3) . ? 
Al1 N1 1.971(2) . ? 
Al1 N1 1.989(2) 2_755 ? 
Al1 Al1 2.8540(17) 2_755 ? 
F1 C5 1.356(3) . ? 
F2 C7 1.353(3) . ? 
N1 C3 1.425(3) . ? 
N1 Al1 1.989(2) 2_755 ? 
C3 C8 1.386(3) . ? 
C3 C4 1.386(3) . ? 
C4 C5 1.369(3) . ? 
C5 C6 1.363(4) . ? 
C6 C7 1.364(4) . ? 
C7 C8 1.368(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 
C1 Al1 C2 123.12(16) . . ? 
C1 Al1 N1 116.10(12) . . ? 
C2 Al1 N1 105.50(11) . . ? 
C1 Al1 N1 113.28(11) . 2_755 ? 
C2 Al1 N1 105.13(12) . 2_755 ? 
N1 Al1 N1 87.64(9) . 2_755 ? 
C1 Al1 Al1 128.13(10) . 2_755 ? 
C2 Al1 Al1 108.68(10) . 2_755 ? 
N1 Al1 Al1 44.15(7) . 2_755 ? 
N1 Al1 Al1 43.63(6) 2_755 2_755 ? 
C3 N1 Al1 124.28(16) . . ? 
C3 N1 Al1 121.10(15) . 2_755 ? 
Al1 N1 Al1 92.22(9) . 2_755 ? 
C8 C3 C4 119.4(2) . . ? 
C8 C3 N1 120.4(2) . . ? 
C4 C3 N1 120.2(2) . . ? 
C5 C4 C3 118.6(2) . . ? 
F1 C5 C6 117.9(2) . . ? 
F1 C5 C4 118.1(2) . . ? 
C6 C5 C4 124.0(3) . . ? 
C5 C6 C7 115.5(2) . . ? 
F2 C7 C6 118.3(2) . . ? 
F2 C7 C8 117.5(2) . . ? 
C6 C7 C8 124.2(2) . . ? 
C7 C8 C3 118.4(2) . . ? 

_diffrn_measured_fraction_theta_max    1.000 
_diffrn_reflns_theta_full              25.35 
_diffrn_measured_fraction_theta_full   1.000 
_refine_diff_density_max    0.309 
_refine_diff_density_min   -0.204 
_refine_diff_density_rms    0.049 


#====================END=====================
data_p1bar 

_database_code_CSD	184629


_audit_creation_method SHELXL-97 
_chemical_name_systematic 
; 
? 
; 
_chemical_name_common pentafluorophenyl alpha-diimine 
_chemical_melting_point ? 
_chemical_formula_moiety [(C6F5)NC(CH3)C(CH3)N(C6F5)] 
_chemical_formula_sum 
'C16 H6 F10 N2' 
_chemical_formula_weight 416.23 

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' 
'F' 'F' 0.0171 0.0103 
'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 6.3833(13) 
_cell_length_b 7.7232(15) 
_cell_length_c 8.2726(17) 
_cell_angle_alpha 91.79(3) 
_cell_angle_beta 107.64(3) 
_cell_angle_gamma 103.10(3) 
_cell_volume 376.34(13) 
_cell_formula_units_Z 1 
_cell_measurement_temperature 153(2) 
_cell_measurement_reflns_used all 
_cell_measurement_theta_min 3.46 
_cell_measurement_theta_max 30.17 

_exptl_crystal_description prism 
_exptl_crystal_colour yellow 
_exptl_crystal_size_max 0.2 
_exptl_crystal_size_mid 0.2 
_exptl_crystal_size_min 0.3 
_exptl_crystal_density_meas 'not measured' 
_exptl_crystal_density_diffrn 1.837 
_exptl_crystal_density_method 'not measured' 
_exptl_crystal_F_000 206 
_exptl_absorpt_coefficient_mu 0.197 
_exptl_absorpt_correction_type none 
_exptl_absorpt_correction_T_min none 
_exptl_absorpt_correction_T_max none 
_exptl_absorpt_process_details N/A 

_exptl_special_details 
; 
? 
; 

_diffrn_ambient_temperature 153(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 Nonius Kappa CCD 
_diffrn_measurement_method omega scans 
_diffrn_detector_area_resol_mean 621 X 576 pixels 
_diffrn_standards_number N/A 
_diffrn_standards_interval_count N/A 
_diffrn_standards_interval_time N/A 
_diffrn_standards_decay_% N/A 
_diffrn_reflns_number 4727 
_diffrn_reflns_av_R_equivalents 0.1755 
_diffrn_reflns_av_sigmaI/netI 0.1263 
_diffrn_reflns_limit_h_min -8 
_diffrn_reflns_limit_h_max 8 
_diffrn_reflns_limit_k_min -8 
_diffrn_reflns_limit_k_max 10 
_diffrn_reflns_limit_l_min -11 
_diffrn_reflns_limit_l_max 11 
_diffrn_reflns_theta_min 3.46 
_diffrn_reflns_theta_max 30.17 
_reflns_number_total 1955 
_reflns_number_gt 1275 
_reflns_threshold_expression >2sigma(I) 

_computing_data_collection 'Nonius Collect (Nonius BV, R. W. W. Hooft)' 
_computing_cell_refinement 'Denzo SMN (Otwinoswski and Minor, 1997)' 
_computing_data_reduction 'Scalepack (Otwinoswski and Minor, 1997)' 
_computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' 
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' 
_computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' 

_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^, conventiona 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^)+(0.1462P)^2^+0.1484P] 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_number_reflns 1955 
_refine_ls_number_parameters 139 
_refine_ls_number_restraints 0 
_refine_ls_R_factor_all 0.1317 
_refine_ls_R_factor_gt 0.0914 
_refine_ls_wR_factor_ref 0.2725 
_refine_ls_wR_factor_gt 0.2394 
_refine_ls_goodness_of_fit_ref 1.034 
_refine_ls_restrained_S_all 1.034 
_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 
C11 C 0.7927(6) 0.5431(4) 0.7848(4) 0.0343(8) Uani 1 1 d . . . 
F4 F 1.3130(4) 1.2289(3) 0.5550(3) 0.0445(6) Uani 1 1 d . . . 
H2 H 0.651(8) 0.515(6) 0.817(6) 0.065(14) Uiso 1 1 d . . . 
H1 H 0.790(7) 0.646(6) 0.729(5) 0.048(11) Uiso 1 1 d . . . 
H3 H 0.787(7) 0.446(6) 0.689(6) 0.047(11) Uiso 1 1 d . . . 
F6 F 1.2352(3) 1.0474(2) 1.0743(2) 0.0360(5) Uani 1 1 d . . . 
F2 F 1.1896(4) 0.6198(2) 0.6375(3) 0.0419(6) Uani 1 1 d . . . 
F3 F 1.2598(4) 0.8838(3) 0.4389(2) 0.0439(6) Uani 1 1 d . . . 
F5 F 1.2946(4) 1.3090(2) 0.8721(3) 0.0417(6) Uani 1 1 d . . . 
N N 1.1814(5) 0.6942(3) 0.9723(3) 0.0298(6) Uani 1 1 d . . . 
C1 C 1.2027(5) 0.8250(4) 0.8596(4) 0.0280(7) Uani 1 1 d . . . 
C5 C 1.2729(6) 1.1383(4) 0.8152(5) 0.0334(8) Uani 1 1 d . . . 
C6 C 1.2387(6) 1.0045(4) 0.9173(4) 0.0286(7) Uani 1 1 d . . . 
C3 C 1.2529(6) 0.9230(4) 0.5953(4) 0.0331(8) Uani 1 1 d . . . 
C4 C 1.2808(6) 1.0993(4) 0.6553(4) 0.0324(8) Uani 1 1 d . . . 
C10 C 0.9985(5) 0.5668(4) 0.9365(4) 0.0266(7) Uani 1 1 d . . . 
C2 C 1.2143(6) 0.7891(4) 0.6970(4) 0.0332(8) Uani 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 
C11 0.044(2) 0.0230(15) 0.0341(17) 0.0119(13) 0.0133(15) 0.0024(13) 
F4 0.0565(14) 0.0335(11) 0.0458(12) 0.0247(9) 0.0207(10) 0.0067(9) 
F6 0.0494(13) 0.0273(9) 0.0343(11) 0.0025(7) 0.0206(9) 0.0058(8) 
F2 0.0660(15) 0.0210(9) 0.0408(12) 0.0002(8) 0.0258(11) 0.0035(9) 
F3 0.0606(14) 0.0417(12) 0.0306(11) 0.0066(9) 0.0227(10) 0.0037(10) 
F5 0.0564(14) 0.0163(9) 0.0589(14) 0.0089(8) 0.0275(11) 0.0088(8) 
N 0.0435(16) 0.0172(11) 0.0299(13) 0.0070(10) 0.0151(12) 0.0047(11) 
C1 0.0370(17) 0.0180(13) 0.0308(16) 0.0079(11) 0.0143(13) 0.0048(12) 
C5 0.0384(19) 0.0185(13) 0.0456(19) 0.0069(12) 0.0165(15) 0.0071(12) 
C6 0.0341(17) 0.0228(14) 0.0288(15) 0.0059(12) 0.0114(13) 0.0047(12) 
C3 0.039(2) 0.0322(16) 0.0290(16) 0.0071(13) 0.0146(14) 0.0058(14) 
C4 0.0379(19) 0.0249(15) 0.0362(17) 0.0164(12) 0.0150(14) 0.0051(13) 
C10 0.0368(17) 0.0171(12) 0.0297(16) 0.0046(11) 0.0160(13) 0.0062(12) 
C2 0.045(2) 0.0206(13) 0.0351(17) 0.0033(12) 0.0171(15) 0.0036(13) 

_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 
C11 C10 1.487(5) . ? 
F4 C4 1.340(3) . ? 
F6 C6 1.339(4) . ? 
F2 C2 1.340(3) . ? 
F3 C3 1.335(4) . ? 
F5 C5 1.348(4) . ? 
N C10 1.293(4) . ? 
N C1 1.408(4) . ? 
C1 C2 1.392(4) . ? 
C1 C6 1.397(4) . ? 
C5 C4 1.366(5) . ? 
C5 C6 1.376(4) . ? 
C3 C2 1.379(4) . ? 
C3 C4 1.388(5) . ? 
C10 C10 1.494(5) 2_767 ? 

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 
C10 N C1 120.2(3) . . ? 
C2 C1 C6 116.7(3) . . ? 
C2 C1 N 123.6(3) . . ? 
C6 C1 N 119.3(3) . . ? 
F5 C5 C4 119.7(3) . . ? 
F5 C5 C6 119.8(3) . . ? 
C4 C5 C6 120.5(3) . . ? 
F6 C6 C5 119.1(3) . . ? 
F6 C6 C1 119.3(3) . . ? 
C5 C6 C1 121.6(3) . . ? 
F3 C3 C2 120.5(3) . . ? 
F3 C3 C4 119.9(3) . . ? 
C2 C3 C4 119.5(3) . . ? 
F4 C4 C5 120.8(3) . . ? 
F4 C4 C3 119.6(3) . . ? 
C5 C4 C3 119.6(3) . . ? 
N C10 C11 126.4(3) . . ? 
N C10 C10 114.8(3) . 2_767 ? 
C11 C10 C10 118.8(3) . 2_767 ? 
F2 C2 C3 118.7(3) . . ? 
F2 C2 C1 119.3(3) . . ? 
C3 C2 C1 122.0(3) . . ? 

_diffrn_measured_fraction_theta_max 0.878 
_diffrn_reflns_theta_full 30.17 
_diffrn_measured_fraction_theta_full 0.878 
_refine_diff_density_max 0.513 
_refine_diff_density_min -0.419 
_refine_diff_density_rms 0.107 

#===============END===================

data_use41 

_database_code_CSD	184630


_audit_creation_method SHELXL-97 
_chemical_name_systematic 
; 

; 
_chemical_name_common pentafluorophenyl beta-aminoenone 
_chemical_melting_point ? 
_chemical_formula_moiety [(C6F5)NC(CH3)CH2C(O)CH3] 
_chemical_formula_sum 
'C11 H8 F5 N O' 
_chemical_formula_weight 265.18 

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' 
'F' 'F' 0.0171 0.0103 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 

_symmetry_cell_setting Monoclinic 
_symmetry_space_group_name_H-M P2(1)/c 

loop_ 
_symmetry_equiv_pos_as_xyz 
'x, y, z' 
'-x, y+1/2, -z+1/2' 
'-x, -y, -z' 
'x, -y-1/2, z-1/2' 

_cell_length_a 10.830(5) 
_cell_length_b 8.734(5) 
_cell_length_c 11.608(5) 
_cell_angle_alpha 90.000(5) 
_cell_angle_beta 90.433(3) 
_cell_angle_gamma 90.000(5) 
_cell_volume 1098.0(9) 
_cell_formula_units_Z 4 
_cell_measurement_temperature 153(2) 
_cell_measurement_reflns_used all 
_cell_measurement_theta_min 2.92 
_cell_measurement_theta_max 30.52 

_exptl_crystal_description prism 
_exptl_crystal_colour yellow 
_exptl_crystal_size_max 0.2 
_exptl_crystal_size_mid 0.2 
_exptl_crystal_size_min 0.1 
_exptl_crystal_density_meas none 
_exptl_crystal_density_diffrn 1.604 
_exptl_crystal_density_method 'not measured' 
_exptl_crystal_F_000 536 
_exptl_absorpt_coefficient_mu 0.161 
_exptl_absorpt_correction_type none 
_exptl_absorpt_correction_T_min none 
_exptl_absorpt_correction_T_max none 
_exptl_absorpt_process_details N/A 

_exptl_special_details 
; 
? 
; 

_diffrn_ambient_temperature 153(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_type Nonius Kappa CCD 
_diffrn_measurement_method omega scans 
_diffrn_detector_area_resol_mean 621 X 576 pixels 
_diffrn_standards_number N/A 
_diffrn_standards_interval_count N/A 
_diffrn_standards_interval_time N/A 
_diffrn_standards_decay_% N/A 
_diffrn_reflns_number 12000 
_diffrn_reflns_av_R_equivalents 0.1326 
_diffrn_reflns_av_sigmaI/netI 0.1568 
_diffrn_reflns_limit_h_min -11 
_diffrn_reflns_limit_h_max 14 
_diffrn_reflns_limit_k_min -11 
_diffrn_reflns_limit_k_max 9 
_diffrn_reflns_limit_l_min -12 
_diffrn_reflns_limit_l_max 15 
_diffrn_reflns_theta_min 2.92 
_diffrn_reflns_theta_max 30.52 
_reflns_number_total 2941 
_reflns_number_gt 1240 
_reflns_threshold_expression >2sigma(I) 

_computing_data_collection 'Nonius Collect (Nonius BV, R. W. W. Hooft)' 
_computing_cell_refinement 'Denzo SMN (Otwinoswski and Minor, 1997)' 
_computing_data_reduction 'Scalepack (Otwinoswski and Minor, 1997)' 
_computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' 
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' 
_computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' 

_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^)+(0.0494P)^2^+1.1346P] 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 SHELXL 
_refine_ls_extinction_coef 0.003(2) 
_refine_ls_extinction_expression 
'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' 
_refine_ls_number_reflns 2941 
_refine_ls_number_parameters 191 
_refine_ls_number_restraints 0 
_refine_ls_R_factor_all 0.2132 
_refine_ls_R_factor_gt 0.0723 
_refine_ls_wR_factor_ref 0.1660 
_refine_ls_wR_factor_gt 0.1221 
_refine_ls_goodness_of_fit_ref 0.936 
_refine_ls_restrained_S_all 0.936 
_refine_ls_shift/su_max 0.019 
_refine_ls_shift/su_mean 0.001 

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 
F11 F 0.67637(17) 0.3104(2) 0.41193(15) 0.0460(6) Uani 1 1 d . . . 
F15 F 0.61618(17) -0.0669(2) 0.12789(15) 0.0456(6) Uani 1 1 d . . . 
F14 F 0.85102(19) -0.0316(3) 0.05562(16) 0.0576(7) Uani 1 1 d . . . 
F13 F 1.00097(18) 0.1767(3) 0.16149(19) 0.0628(7) Uani 1 1 d . . . 
F12 F 0.91348(18) 0.3423(3) 0.34113(19) 0.0613(7) Uani 1 1 d . . . 
O O 0.36137(19) 0.0054(3) 0.47391(17) 0.0392(6) Uani 1 1 d . . . 
N1 N 0.5176(2) 0.1006(3) 0.3104(2) 0.0327(7) Uani 1 1 d . . . 
C2 C 0.4140(3) 0.1268(4) 0.2482(3) 0.0324(8) Uani 1 1 d . . . 
C15 C 0.7185(3) 0.2253(4) 0.3240(3) 0.0343(8) Uiso 1 1 d . . . 
C12 C 0.8081(3) 0.0537(4) 0.1437(3) 0.0409(9) Uani 1 1 d . . . 
C11 C 0.6884(3) 0.0376(4) 0.1809(3) 0.0353(8) Uani 1 1 d . . . 
C10 C 0.6391(3) 0.1226(4) 0.2706(2) 0.0315(8) Uani 1 1 d . . . 
C14 C 0.8381(3) 0.2414(4) 0.2879(3) 0.0424(9) Uani 1 1 d . . . 
C13 C 0.8837(3) 0.1573(4) 0.1977(3) 0.0445(9) Uani 1 1 d . . . 
C4 C 0.2765(3) 0.0424(4) 0.4073(3) 0.0352(8) Uani 1 1 d . . . 
C3 C 0.2997(3) 0.0983(4) 0.2940(3) 0.0347(8) Uani 1 1 d . . . 
C1 C 0.4282(4) 0.1937(5) 0.1306(3) 0.0429(10) Uani 1 1 d . . . 
C5 C 0.1452(4) 0.0303(7) 0.4481(4) 0.0530(11) Uani 1 1 d . . . 
H5A H 0.135(5) -0.050(7) 0.494(5) 0.11(2) Uiso 1 1 d . . . 
H5C H 0.122(5) 0.104(7) 0.494(5) 0.12(2) Uiso 1 1 d . . . 
H1A H 0.459(3) 0.125(4) 0.079(3) 0.050(11) Uiso 1 1 d . . . 
H3 H 0.235(3) 0.123(3) 0.253(2) 0.026(8) Uiso 1 1 d . . . 
H1C H 0.490(4) 0.275(5) 0.127(3) 0.061(12) Uiso 1 1 d . . . 
H1B H 0.348(4) 0.224(4) 0.104(3) 0.058(11) Uiso 1 1 d . . . 
H5B H 0.089(4) 0.030(5) 0.386(4) 0.090(15) Uiso 1 1 d . . . 
H1 H 0.503(3) 0.077(4) 0.378(3) 0.051(12) 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 
F11 0.0493(12) 0.0431(13) 0.0455(11) -0.0111(9) -0.0019(9) -0.0029(10) 
F15 0.0575(13) 0.0385(13) 0.0406(11) -0.0078(9) -0.0054(9) -0.0005(10) 
F14 0.0602(14) 0.0660(15) 0.0468(12) 0.0000(11) 0.0122(10) 0.0233(12) 
F13 0.0361(12) 0.0752(17) 0.0771(15) 0.0177(13) 0.0109(10) 0.0042(11) 
F12 0.0457(13) 0.0589(16) 0.0792(15) -0.0020(12) -0.0122(11) -0.0160(11) 
O 0.0366(13) 0.0482(15) 0.0328(12) 0.0013(10) -0.0018(10) -0.0010(11) 
N1 0.0326(17) 0.0365(18) 0.0290(16) 0.0019(12) -0.0012(13) -0.0037(13) 
C2 0.038(2) 0.027(2) 0.0316(17) -0.0033(14) -0.0044(15) -0.0001(15) 
C12 0.045(2) 0.044(2) 0.0337(19) 0.0042(16) 0.0038(16) 0.0145(19) 
C11 0.043(2) 0.0304(19) 0.0327(18) 0.0029(14) -0.0024(15) 0.0005(16) 
C10 0.0357(19) 0.0316(19) 0.0273(16) 0.0052(14) -0.0013(14) -0.0001(15) 
C14 0.037(2) 0.041(2) 0.049(2) 0.0055(18) -0.0076(17) -0.0068(17) 
C13 0.030(2) 0.054(3) 0.049(2) 0.0147(19) 0.0071(16) 0.0053(19) 
C4 0.036(2) 0.029(2) 0.0411(19) -0.0045(15) -0.0024(15) -0.0020(16) 
C3 0.030(2) 0.035(2) 0.0388(19) -0.0014(15) -0.0086(16) 0.0005(17) 
C1 0.044(2) 0.045(3) 0.039(2) 0.0086(18) -0.0023(18) 0.001(2) 
C5 0.033(2) 0.076(3) 0.050(3) 0.004(3) 0.0043(19) -0.001(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 
F11 C15 1.345(4) . ? 
F15 C11 1.348(4) . ? 
F14 C12 1.350(4) . ? 
F13 C13 1.351(4) . ? 
F12 C14 1.348(4) . ? 
O C4 1.240(4) . ? 
N1 C2 1.349(4) . ? 
N1 C10 1.411(4) . ? 
C2 C3 1.374(4) . ? 
C2 C1 1.494(5) . ? 
C15 C14 1.372(4) . ? 
C15 C10 1.385(4) . ? 
C12 C13 1.369(5) . ? 
C12 C11 1.376(5) . ? 
C11 C10 1.389(4) . ? 
C14 C13 1.374(5) . ? 
C4 C3 1.427(5) . ? 
C4 C5 1.506(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 C10 125.2(3) . . ? 
N1 C2 C3 120.7(3) . . ? 
N1 C2 C1 117.7(3) . . ? 
C3 C2 C1 121.6(3) . . ? 
F11 C15 C14 120.1(3) . . ? 
F11 C15 C10 119.0(3) . . ? 
C14 C15 C10 120.9(3) . . ? 
F14 C12 C13 120.2(3) . . ? 
F14 C12 C11 120.7(3) . . ? 
C13 C12 C11 119.1(3) . . ? 
F15 C11 C12 118.1(3) . . ? 
F15 C11 C10 118.6(3) . . ? 
C12 C11 C10 123.2(3) . . ? 
C15 C10 C11 116.2(3) . . ? 
C15 C10 N1 121.3(3) . . ? 
C11 C10 N1 122.5(3) . . ? 
F12 C14 C15 119.8(3) . . ? 
F12 C14 C13 118.6(3) . . ? 
C15 C14 C13 121.5(3) . . ? 
F13 C13 C12 120.1(3) . . ? 
F13 C13 C14 120.9(3) . . ? 
C12 C13 C14 119.0(3) . . ? 
O C4 C3 121.9(3) . . ? 
O C4 C5 118.9(3) . . ? 
C3 C4 C5 119.2(3) . . ? 
C2 C3 C4 125.7(3) . . ? 

_diffrn_measured_fraction_theta_max 0.874 
_diffrn_reflns_theta_full 30.52 
_diffrn_measured_fraction_theta_full 0.874 
_refine_diff_density_max 0.227 
_refine_diff_density_min -0.248 
_refine_diff_density_rms 0.059 
#=========END==============








