# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2014

 
data_938861 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C20 H18 N4 O2' 
_chemical_formula_weight          346.38 
 
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            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                    11.532(2) 
_cell_length_b                    13.619(3) 
_cell_length_c                    11.371(2) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  95.74(3) 
_cell_angle_gamma                 90.00 
_cell_volume                      1776.9(6) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     293(2) 
_cell_measurement_reflns_used     16920 
_cell_measurement_theta_min       3.04 
_cell_measurement_theta_max       27.48 
 
_exptl_crystal_description        block 
_exptl_crystal_colour             colorless 
_exptl_crystal_size_max           0.64 
_exptl_crystal_size_mid           0.49 
_exptl_crystal_size_min           0.44 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.295 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              728 
_exptl_absorpt_coefficient_mu     0.087 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.9467 
_exptl_absorpt_correction_T_max   0.9628 
_exptl_absorpt_process_details    SADABS 
 
_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   ? 
_diffrn_measurement_method        'Phi and omega scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          0 
_diffrn_standards_interval_count  0 
_diffrn_standards_interval_time   0 
_diffrn_standards_decay_%         0 
_diffrn_reflns_number             16920 
_diffrn_reflns_av_R_equivalents   0.0529 
_diffrn_reflns_av_sigmaI/netI     0.0422 
_diffrn_reflns_limit_h_min        -14 
_diffrn_reflns_limit_h_max        14 
_diffrn_reflns_limit_k_min        -17 
_diffrn_reflns_limit_k_max        17 
_diffrn_reflns_limit_l_min        -14 
_diffrn_reflns_limit_l_max        14 
_diffrn_reflns_theta_min          3.04 
_diffrn_reflns_theta_max          27.48 
_reflns_number_total              4059 
_reflns_number_gt                 2472 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'Bruker Smart'
_computing_cell_refinement        'Bruker Smart' 
_computing_data_reduction         'Bruker Smart' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     SHELXP-97
_computing_publication_material   SHELXTL 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0611P)²+0.0000P] where P=(Fo²+2Fc²)/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          4059 
_refine_ls_number_parameters      237 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0739 
_refine_ls_R_factor_gt            0.0435 
_refine_ls_wR_factor_ref          0.1229 
_refine_ls_wR_factor_gt           0.1106 
_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 
C13 C 0.85086(16) 0.05734(15) -0.04464(18) 0.0960(6) Uani 1 1 d . . . 
H13A H 0.7874 0.0346 -0.0989 0.144 Uiso 1 1 calc R . . 
H13B H 0.9227 0.0497 -0.0796 0.144 Uiso 1 1 calc R . . 
H13C H 0.8394 0.1254 -0.0270 0.144 Uiso 1 1 calc R . . 
C12 C 0.75964(13) 0.00169(12) 0.12120(14) 0.0640(4) Uani 1 1 d . . . 
C11 C 0.76406(15) -0.05695(12) 0.22118(15) 0.0721(5) Uani 1 1 d . . . 
H11 H 0.8289 -0.0956 0.2441 0.087 Uiso 1 1 calc R . . 
C10 C 0.67000(15) -0.05590(12) 0.28459(15) 0.0721(5) Uani 1 1 d . . . 
H10 H 0.6700 -0.0937 0.3527 0.087 Uiso 1 1 calc R . . 
C9 C 0.57432(13) 0.00166(12) 0.24744(13) 0.0635(4) Uani 1 1 d . . . 
H9 H 0.5095 0.0033 0.2899 0.076 Uiso 1 1 calc R . . 
C8 C 0.57753(12) 0.05640(10) 0.14594(12) 0.0537(3) Uani 1 1 d . . . 
C7 C 0.47538(11) 0.11704(11) 0.10399(10) 0.0524(3) Uani 1 1 d . . . 
C5 C 0.30384(12) 0.17968(12) 0.09459(11) 0.0567(4) Uani 1 1 d . . . 
C4 C 0.18979(13) 0.20492(13) 0.11055(13) 0.0695(4) Uani 1 1 d . . . 
H4 H 0.1527 0.1780 0.1720 0.083 Uiso 1 1 calc R . . 
C3 C 0.13321(13) 0.27060(14) 0.03337(14) 0.0722(5) Uani 1 1 d . . . 
H3 H 0.0565 0.2876 0.0422 0.087 Uiso 1 1 calc R . . 
C2 C 0.18846(13) 0.31214(13) -0.05769(13) 0.0667(4) Uani 1 1 d . . . 
H2 H 0.1479 0.3570 -0.1078 0.080 Uiso 1 1 calc R . . 
C1 C 0.30117(12) 0.28897(11) -0.07594(12) 0.0603(4) Uani 1 1 d . . . 
H1 H 0.3381 0.3171 -0.1367 0.072 Uiso 1 1 calc R . . 
C6 C 0.35700(11) 0.22103(11) 0.00163(11) 0.0518(3) Uani 1 1 d . . . 
C14 C 0.55147(11) 0.20170(11) -0.07592(11) 0.0546(4) Uani 1 1 d . . . 
H14A H 0.5096 0.2235 -0.1495 0.065 Uiso 1 1 calc R . . 
H14B H 0.5927 0.1420 -0.0923 0.065 Uiso 1 1 calc R . . 
C15 C 0.63932(11) 0.27909(11) -0.03398(12) 0.0536(3) Uani 1 1 d . . . 
C16 C 0.63232(14) 0.33687(13) 0.06349(14) 0.0713(4) Uani 1 1 d . . . 
H16 H 0.5708 0.3301 0.1099 0.086 Uiso 1 1 calc R . . 
C17 C 0.71953(17) 0.40606(14) 0.09139(17) 0.0861(5) Uani 1 1 d . . . 
H17 H 0.7168 0.4465 0.1570 0.103 Uiso 1 1 calc R . . 
C18 C 0.80910(16) 0.41428(14) 0.02208(18) 0.0838(5) Uani 1 1 d . . . 
H18 H 0.8688 0.4595 0.0395 0.101 Uiso 1 1 calc R . . 
C19 C 0.80766(12) 0.35276(12) -0.07524(15) 0.0665(4) Uani 1 1 d . . . 
C20 C 0.89729(16) 0.29707(17) -0.24143(19) 0.0970(6) Uani 1 1 d . . . 
H20A H 0.9125 0.2314 -0.2133 0.145 Uiso 1 1 calc R . . 
H20B H 0.9569 0.3167 -0.2898 0.145 Uiso 1 1 calc R . . 
H20C H 0.8228 0.2993 -0.2873 0.145 Uiso 1 1 calc R . . 
O1 O 0.85542(9) 0.00125(9) 0.06189(11) 0.0827(4) Uani 1 1 d . . . 
O2 O 0.89700(9) 0.36227(9) -0.14313(12) 0.0857(4) Uani 1 1 d . . . 
N3 N 0.66993(10) 0.05743(9) 0.08265(10) 0.0592(3) Uani 1 1 d . . . 
N4 N 0.72628(10) 0.28699(9) -0.10395(10) 0.0577(3) Uani 1 1 d . . . 
N1 N 0.37947(10) 0.11558(10) 0.15754(9) 0.0604(3) Uani 1 1 d . . . 
N2 N 0.46744(9) 0.17927(9) 0.00760(9) 0.0515(3) Uani 1 1 d . . . 
 
 
_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 
C13 O1 1.429(2) . ? 
C13 H13A 0.9600 . ? 
C13 H13B 0.9600 . ? 
C13 H13C 0.9600 . ? 
C12 N3 1.3221(18) . ? 
C12 O1 1.3506(18) . ? 
C12 C11 1.386(2) . ? 
C11 C10 1.361(2) . ? 
C11 H11 0.9300 . ? 
C10 C9 1.385(2) . ? 
C10 H10 0.9300 . ? 
C9 C8 1.378(2) . ? 
C9 H9 0.9300 . ? 
C8 N3 1.3442(18) . ? 
C8 C7 1.478(2) . ? 
C7 N1 1.3151(17) . ? 
C7 N2 1.3813(17) . ? 
C5 N1 1.3820(18) . ? 
C5 C4 1.389(2) . ? 
C5 C6 1.3928(19) . ? 
C4 C3 1.372(2) . ? 
C4 H4 0.9300 . ? 
C3 C2 1.389(2) . ? 
C3 H3 0.9300 . ? 
C2 C1 1.373(2) . ? 
C2 H2 0.9300 . ? 
C1 C6 1.391(2) . ? 
C1 H1 0.9300 . ? 
C6 N2 1.3902(17) . ? 
C14 N2 1.4555(16) . ? 
C14 C15 1.5058(19) . ? 
C14 H14A 0.9700 . ? 
C14 H14B 0.9700 . ? 
C15 N4 1.3453(17) . ? 
C15 C16 1.368(2) . ? 
C16 C17 1.391(2) . ? 
C16 H16 0.9300 . ? 
C17 C18 1.365(3) . ? 
C17 H17 0.9300 . ? 
C18 C19 1.387(2) . ? 
C18 H18 0.9300 . ? 
C19 N4 1.315(2) . ? 
C19 O2 1.3541(19) . ? 
C20 O2 1.428(2) . ? 
C20 H20A 0.9600 . ? 
C20 H20B 0.9600 . ? 
C20 H20C 0.9600 . ? 
 
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 
O1 C13 H13A 109.5 . . ? 
O1 C13 H13B 109.5 . . ? 
H13A C13 H13B 109.5 . . ? 
O1 C13 H13C 109.5 . . ? 
H13A C13 H13C 109.5 . . ? 
H13B C13 H13C 109.5 . . ? 
N3 C12 O1 119.27(14) . . ? 
N3 C12 C11 124.48(15) . . ? 
O1 C12 C11 116.25(14) . . ? 
C10 C11 C12 117.56(15) . . ? 
C10 C11 H11 121.2 . . ? 
C12 C11 H11 121.2 . . ? 
C11 C10 C9 119.81(15) . . ? 
C11 C10 H10 120.1 . . ? 
C9 C10 H10 120.1 . . ? 
C8 C9 C10 118.33(15) . . ? 
C8 C9 H9 120.8 . . ? 
C10 C9 H9 120.8 . . ? 
N3 C8 C9 122.92(14) . . ? 
N3 C8 C7 118.05(12) . . ? 
C9 C8 C7 119.04(13) . . ? 
N1 C7 N2 112.62(12) . . ? 
N1 C7 C8 121.48(12) . . ? 
N2 C7 C8 125.90(12) . . ? 
N1 C5 C4 130.19(14) . . ? 
N1 C5 C6 110.22(12) . . ? 
C4 C5 C6 119.58(14) . . ? 
C3 C4 C5 118.28(15) . . ? 
C3 C4 H4 120.9 . . ? 
C5 C4 H4 120.9 . . ? 
C4 C3 C2 121.21(15) . . ? 
C4 C3 H3 119.4 . . ? 
C2 C3 H3 119.4 . . ? 
C1 C2 C3 122.04(15) . . ? 
C1 C2 H2 119.0 . . ? 
C3 C2 H2 119.0 . . ? 
C2 C1 C6 116.23(14) . . ? 
C2 C1 H1 121.9 . . ? 
C6 C1 H1 121.9 . . ? 
N2 C6 C1 131.81(13) . . ? 
N2 C6 C5 105.56(12) . . ? 
C1 C6 C5 122.63(13) . . ? 
N2 C14 C15 114.27(11) . . ? 
N2 C14 H14A 108.7 . . ? 
C15 C14 H14A 108.7 . . ? 
N2 C14 H14B 108.7 . . ? 
C15 C14 H14B 108.7 . . ? 
H14A C14 H14B 107.6 . . ? 
N4 C15 C16 122.75(14) . . ? 
N4 C15 C14 112.73(12) . . ? 
C16 C15 C14 124.52(13) . . ? 
C15 C16 C17 118.31(16) . . ? 
C15 C16 H16 120.8 . . ? 
C17 C16 H16 120.8 . . ? 
C18 C17 C16 119.69(17) . . ? 
C18 C17 H17 120.2 . . ? 
C16 C17 H17 120.2 . . ? 
C17 C18 C19 117.50(16) . . ? 
C17 C18 H18 121.2 . . ? 
C19 C18 H18 121.2 . . ? 
N4 C19 O2 119.25(16) . . ? 
N4 C19 C18 124.12(15) . . ? 
O2 C19 C18 116.63(15) . . ? 
O2 C20 H20A 109.5 . . ? 
O2 C20 H20B 109.5 . . ? 
H20A C20 H20B 109.5 . . ? 
O2 C20 H20C 109.5 . . ? 
H20A C20 H20C 109.5 . . ? 
H20B C20 H20C 109.5 . . ? 
C12 O1 C13 117.29(12) . . ? 
C19 O2 C20 116.64(13) . . ? 
C12 N3 C8 116.90(13) . . ? 
C19 N4 C15 117.62(13) . . ? 
C7 N1 C5 105.48(11) . . ? 
C7 N2 C6 106.10(11) . . ? 
C7 N2 C14 130.61(12) . . ? 
C6 N2 C14 123.28(11) . . ? 
 
_diffrn_measured_fraction_theta_max    0.997 
_diffrn_reflns_theta_full              27.48 
_diffrn_measured_fraction_theta_full   0.997 
_refine_diff_density_max    0.123 
_refine_diff_density_min   -0.164 
_refine_diff_density_rms    0.039 


 
data_938858 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C20 H18 Cl2 N4 O2 Zn' 
_chemical_formula_weight          482.65 
 
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' 
 'Zn'  'Zn'   0.2839   1.4301 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            Monoclinic 
_symmetry_space_group_name_H-M   'P 21/n'  
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x+1/2, y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x-1/2, -y-1/2, z-1/2' 
 
_cell_length_a                    15.010(3) 
_cell_length_b                    9.2532(19) 
_cell_length_c                    16.741(3) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  113.64(3) 
_cell_angle_gamma                 90.00 
_cell_volume                      2130.0(7) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     293(2) 
_cell_measurement_reflns_used     19941  
_cell_measurement_theta_min       3.09  
_cell_measurement_theta_max       27.48 
 
_exptl_crystal_description        block 
_exptl_crystal_colour             colorless 
_exptl_crystal_size_max           0.29 
_exptl_crystal_size_mid           0.25 
_exptl_crystal_size_min           0.21 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.505 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              984 
_exptl_absorpt_coefficient_mu     1.427 
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.6782 
_exptl_absorpt_correction_T_max   0.7527 
_exptl_absorpt_process_details    SADABS 
 
_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   ? 
_diffrn_measurement_method        'Phi and omega scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          0 
_diffrn_standards_interval_count  0 
_diffrn_standards_interval_time   0 
_diffrn_standards_decay_%         0 
_diffrn_reflns_number             19941 
_diffrn_reflns_av_R_equivalents   0.0485 
_diffrn_reflns_av_sigmaI/netI     0.0400 
_diffrn_reflns_limit_h_min        -19 
_diffrn_reflns_limit_h_max        19 
_diffrn_reflns_limit_k_min        -11 
_diffrn_reflns_limit_k_max        12 
_diffrn_reflns_limit_l_min        -21 
_diffrn_reflns_limit_l_max        21 
_diffrn_reflns_theta_min          3.09 
_diffrn_reflns_theta_max          27.48 
_reflns_number_total              4854 
_reflns_number_gt                 3430 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'Bruker Smart'
_computing_cell_refinement        'Bruker Smart' 
_computing_data_reduction         'Bruker Smart' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     SHELXP-97
_computing_publication_material   SHELXTL 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0353P)²+0.5998P] where P=(Fo²+2Fc²)/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          4854 
_refine_ls_number_parameters      264 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0649 
_refine_ls_R_factor_gt            0.0411 
_refine_ls_wR_factor_ref          0.0929 
_refine_ls_wR_factor_gt           0.0839 
_refine_ls_goodness_of_fit_ref    1.070 
_refine_ls_restrained_S_all       1.070 
_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 
Zn1 Zn 0.24593(2) 0.25679(3) 1.044561(17) 0.04431(11) Uani 1 1 d . . . 
Cl2 Cl 0.23125(6) 0.34861(8) 1.16150(4) 0.0568(2) Uani 1 1 d . . . 
Cl1 Cl 0.39211(6) 0.20549(13) 1.05260(5) 0.0814(3) Uani 1 1 d . . . 
N2 N 0.02333(14) -0.0088(2) 0.89177(11) 0.0380(5) Uani 1 1 d . . . 
N1 N 0.15140(15) 0.0896(2) 0.99809(11) 0.0389(5) Uani 1 1 d . . . 
N3 N 0.15006(15) 0.3383(2) 0.92369(12) 0.0406(5) Uani 1 1 d . . . 
N4 N 0.09757(17) -0.0454(2) 0.77340(13) 0.0460(5) Uani 1 1 d . . . 
O1 O 0.23565(14) 0.5411(2) 0.94803(11) 0.0537(5) Uani 1 1 d . . . 
O2 O 0.23927(17) -0.0414(3) 0.75078(14) 0.0808(7) Uani 1 1 d . . . 
C2 C 0.0887(2) -0.3285(3) 1.03830(17) 0.0513(7) Uani 1 1 d . . . 
H2 H 0.0729 -0.4239 1.0445 0.062 Uiso 1 1 calc R . . 
C1 C 0.0330(2) -0.2546(3) 0.96296(17) 0.0459(6) Uani 1 1 d . . . 
H1 H -0.0201 -0.2973 0.9189 0.055 Uiso 1 1 calc R . . 
C6 C 0.06053(18) -0.1135(3) 0.95659(14) 0.0380(6) Uani 1 1 d . . . 
C5 C 0.14059(18) -0.0489(3) 1.02317(14) 0.0377(5) Uani 1 1 d . . . 
C4 C 0.1946(2) -0.1249(3) 1.09958(15) 0.0446(6) Uani 1 1 d . . . 
H4 H 0.2466 -0.0819 1.1446 0.053 Uiso 1 1 calc R . . 
C3 C 0.1681(2) -0.2644(3) 1.10573(18) 0.0513(7) Uani 1 1 d . . . 
H3 H 0.2033 -0.3178 1.1555 0.062 Uiso 1 1 calc R . . 
C7 C 0.08159(18) 0.1089(3) 0.91918(14) 0.0384(6) Uani 1 1 d . . . 
C8 C 0.07656(19) 0.2484(3) 0.87519(14) 0.0406(6) Uani 1 1 d . . . 
C9 C 0.0080(2) 0.2912(3) 0.79551(16) 0.0511(7) Uani 1 1 d . . . 
H9 H -0.0419 0.2294 0.7622 0.061 Uiso 1 1 calc R . . 
C10 C 0.0156(2) 0.4294(3) 0.76626(16) 0.0545(7) Uani 1 1 d . . . 
H10 H -0.0305 0.4607 0.7129 0.065 Uiso 1 1 calc R . . 
C11 C 0.0893(2) 0.5201(3) 0.81421(15) 0.0483(7) Uani 1 1 d . . . 
H11 H 0.0942 0.6126 0.7945 0.058 Uiso 1 1 calc R . . 
C12 C 0.15710(19) 0.4691(3) 0.89398(15) 0.0434(6) Uani 1 1 d . . . 
C13 C 0.2543(2) 0.6821(3) 0.9223(2) 0.0603(8) Uani 1 1 d . . . 
H13A H 0.2681 0.6740 0.8712 0.091 Uiso 1 1 calc R . . 
H13B H 0.3091 0.7243 0.9688 0.091 Uiso 1 1 calc R . . 
H13C H 0.1982 0.7423 0.9098 0.091 Uiso 1 1 calc R . . 
C14 C -0.04777(19) -0.0439(3) 0.80377(14) 0.0436(6) Uani 1 1 d . . . 
H14A H -0.0932 0.0356 0.7816 0.052 Uiso 1 1 calc R . . 
H14B H -0.0843 -0.1290 0.8062 0.052 Uiso 1 1 calc R . . 
C15 C 0.0021(2) -0.0716(3) 0.74264(15) 0.0448(6) Uani 1 1 d . . . 
C16 C -0.0488(3) -0.1183(5) 0.6596(2) 0.0974(15) Uani 1 1 d . . . 
H16 H -0.1153 -0.1356 0.6388 0.117 Uiso 1 1 calc R . . 
C17 C 0.0017(3) -0.1393(7) 0.6068(2) 0.125(2) Uani 1 1 d . . . 
H17 H -0.0313 -0.1717 0.5498 0.150 Uiso 1 1 calc R . . 
C18 C 0.0977(3) -0.1133(5) 0.6370(2) 0.0823(12) Uani 1 1 d . . . 
H18 H 0.1320 -0.1270 0.6022 0.099 Uiso 1 1 calc R . . 
C19 C 0.1429(2) -0.0660(3) 0.72122(18) 0.0553(7) Uani 1 1 d . . . 
C20 C 0.2854(3) 0.0269(5) 0.8344(2) 0.0954(14) Uani 1 1 d . . . 
H20A H 0.2646 0.1257 0.8302 0.143 Uiso 1 1 calc R . . 
H20B H 0.3547 0.0234 0.8527 0.143 Uiso 1 1 calc R . . 
H20C H 0.2676 -0.0229 0.8762 0.143 Uiso 1 1 calc R . . 
 
 
_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 
Zn1 N1 2.032(2) . ? 
Zn1 N3 2.097(2) . ? 
Zn1 Cl1 2.1956(11) . ? 
Zn1 Cl2 2.2246(8) . ? 
N2 C7 1.357(3) . ? 
N2 C6 1.393(3) . ? 
N2 C14 1.468(3) . ? 
N1 C7 1.329(3) . ? 
N1 C5 1.378(3) . ? 
N3 C12 1.329(3) . ? 
N3 C8 1.360(3) . ? 
N4 C19 1.319(4) . ? 
N4 C15 1.337(3) . ? 
O1 C12 1.340(3) . ? 
O1 C13 1.436(3) . ? 
O2 C19 1.347(4) . ? 
O2 C20 1.436(4) . ? 
C2 C1 1.383(4) . ? 
C2 C3 1.403(4) . ? 
C2 H2 0.9300 . ? 
C1 C6 1.387(4) . ? 
C1 H1 0.9300 . ? 
C6 C5 1.403(3) . ? 
C5 C4 1.398(3) . ? 
C4 C3 1.367(4) . ? 
C4 H4 0.9300 . ? 
C3 H3 0.9300 . ? 
C7 C8 1.473(3) . ? 
C8 C9 1.376(3) . ? 
C9 C10 1.390(4) . ? 
C9 H9 0.9300 . ? 
C10 C11 1.364(4) . ? 
C10 H10 0.9300 . ? 
C11 C12 1.397(3) . ? 
C11 H11 0.9300 . ? 
C13 H13A 0.9600 . ? 
C13 H13B 0.9600 . ? 
C13 H13C 0.9600 . ? 
C14 C15 1.512(4) . ? 
C14 H14A 0.9700 . ? 
C14 H14B 0.9700 . ? 
C15 C16 1.361(4) . ? 
C16 C17 1.390(5) . ? 
C16 H16 0.9300 . ? 
C17 C18 1.343(5) . ? 
C17 H17 0.9300 . ? 
C18 C19 1.368(4) . ? 
C18 H18 0.9300 . ? 
C20 H20A 0.9600 . ? 
C20 H20B 0.9600 . ? 
C20 H20C 0.9600 . ? 
 
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 
N1 Zn1 N3 78.51(8) . . ? 
N1 Zn1 Cl1 112.71(7) . . ? 
N3 Zn1 Cl1 114.77(7) . . ? 
N1 Zn1 Cl2 109.11(6) . . ? 
N3 Zn1 Cl2 116.10(6) . . ? 
Cl1 Zn1 Cl2 118.55(4) . . ? 
C7 N2 C6 106.99(18) . . ? 
C7 N2 C14 128.9(2) . . ? 
C6 N2 C14 122.1(2) . . ? 
C7 N1 C5 106.6(2) . . ? 
C7 N1 Zn1 115.42(17) . . ? 
C5 N1 Zn1 137.82(16) . . ? 
C12 N3 C8 120.0(2) . . ? 
C12 N3 Zn1 124.18(17) . . ? 
C8 N3 Zn1 115.77(16) . . ? 
C19 N4 C15 118.5(2) . . ? 
C12 O1 C13 118.2(2) . . ? 
C19 O2 C20 117.3(3) . . ? 
C1 C2 C3 122.2(3) . . ? 
C1 C2 H2 118.9 . . ? 
C3 C2 H2 118.9 . . ? 
C2 C1 C6 116.5(2) . . ? 
C2 C1 H1 121.7 . . ? 
C6 C1 H1 121.7 . . ? 
C1 C6 N2 132.5(2) . . ? 
C1 C6 C5 121.8(2) . . ? 
N2 C6 C5 105.7(2) . . ? 
N1 C5 C4 130.6(2) . . ? 
N1 C5 C6 108.8(2) . . ? 
C4 C5 C6 120.7(2) . . ? 
C3 C4 C5 117.7(2) . . ? 
C3 C4 H4 121.2 . . ? 
C5 C4 H4 121.2 . . ? 
C4 C3 C2 121.2(3) . . ? 
C4 C3 H3 119.4 . . ? 
C2 C3 H3 119.4 . . ? 
N1 C7 N2 111.9(2) . . ? 
N1 C7 C8 118.5(2) . . ? 
N2 C7 C8 129.6(2) . . ? 
N3 C8 C9 121.0(2) . . ? 
N3 C8 C7 111.8(2) . . ? 
C9 C8 C7 127.2(2) . . ? 
C8 C9 C10 118.1(3) . . ? 
C8 C9 H9 121.0 . . ? 
C10 C9 H9 121.0 . . ? 
C11 C10 C9 121.4(2) . . ? 
C11 C10 H10 119.3 . . ? 
C9 C10 H10 119.3 . . ? 
C10 C11 C12 117.6(3) . . ? 
C10 C11 H11 121.2 . . ? 
C12 C11 H11 121.2 . . ? 
N3 C12 O1 112.3(2) . . ? 
N3 C12 C11 121.9(2) . . ? 
O1 C12 C11 125.7(3) . . ? 
O1 C13 H13A 109.5 . . ? 
O1 C13 H13B 109.5 . . ? 
H13A C13 H13B 109.5 . . ? 
O1 C13 H13C 109.5 . . ? 
H13A C13 H13C 109.5 . . ? 
H13B C13 H13C 109.5 . . ? 
N2 C14 C15 111.0(2) . . ? 
N2 C14 H14A 109.4 . . ? 
C15 C14 H14A 109.4 . . ? 
N2 C14 H14B 109.4 . . ? 
C15 C14 H14B 109.4 . . ? 
H14A C14 H14B 108.0 . . ? 
N4 C15 C16 121.8(3) . . ? 
N4 C15 C14 117.0(2) . . ? 
C16 C15 C14 121.2(3) . . ? 
C15 C16 C17 118.0(3) . . ? 
C15 C16 H16 121.0 . . ? 
C17 C16 H16 121.0 . . ? 
C18 C17 C16 120.7(3) . . ? 
C18 C17 H17 119.7 . . ? 
C16 C17 H17 119.7 . . ? 
C17 C18 C19 117.4(3) . . ? 
C17 C18 H18 121.3 . . ? 
C19 C18 H18 121.3 . . ? 
N4 C19 O2 119.7(3) . . ? 
N4 C19 C18 123.6(3) . . ? 
O2 C19 C18 116.7(3) . . ? 
O2 C20 H20A 109.5 . . ? 
O2 C20 H20B 109.5 . . ? 
H20A C20 H20B 109.5 . . ? 
O2 C20 H20C 109.5 . . ? 
H20A C20 H20C 109.5 . . ? 
H20B C20 H20C 109.5 . . ? 
 
_diffrn_measured_fraction_theta_max    0.997 
_diffrn_reflns_theta_full              27.48 
_diffrn_measured_fraction_theta_full   0.997 
_refine_diff_density_max    0.336 
_refine_diff_density_min   -0.291 
_refine_diff_density_rms    0.058 


 
data_938859 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             Cd4 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C20 H18 Cd Cl2 N4 O2' 
_chemical_formula_weight          529.68 
 
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' 
 'Cd'  'Cd'  -0.8075   1.2024 
 '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)/n 
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x+1/2, y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x-1/2, -y-1/2, z-1/2' 
 
_cell_length_a                    10.023(2) 
_cell_length_b                    14.669(3) 
_cell_length_c                    14.429(3) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  96.56(3) 
_cell_angle_gamma                 90.00 
_cell_volume                      2107.6(7) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     293(2) 
_cell_measurement_reflns_used     20111  
_cell_measurement_theta_min       3.12 
_cell_measurement_theta_max       27.47 
 
_exptl_crystal_description        block 
_exptl_crystal_colour             colorless 
_exptl_crystal_size_max           0.57 
_exptl_crystal_size_mid           0.34 
_exptl_crystal_size_min           0.20 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.669 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              1056 
_exptl_absorpt_coefficient_mu     1.313 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.5214 
_exptl_absorpt_correction_T_max   0.7791 
_exptl_absorpt_process_details    SADABS 
 
_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   ? 
_diffrn_measurement_method        'Phi and omega sacns' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          0 
_diffrn_standards_interval_count  0 
_diffrn_standards_interval_time   0 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             20111 
_diffrn_reflns_av_R_equivalents   0.0266 
_diffrn_reflns_av_sigmaI/netI     0.0222 
_diffrn_reflns_limit_h_min        -12 
_diffrn_reflns_limit_h_max        12 
_diffrn_reflns_limit_k_min        -19 
_diffrn_reflns_limit_k_max        19 
_diffrn_reflns_limit_l_min        -18 
_diffrn_reflns_limit_l_max        18 
_diffrn_reflns_theta_min          3.12 
_diffrn_reflns_theta_max          27.47 
_reflns_number_total              4799 
_reflns_number_gt                 4145 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'Bruker SMART' 
_computing_cell_refinement        'Bruker SMART'  
_computing_data_reduction         'Bruker SMART'  
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     SHELXP-97 
_computing_publication_material   SHELXTL 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0461P)²+0.6311P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          4799 
_refine_ls_number_parameters      262 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0350 
_refine_ls_R_factor_gt            0.0291 
_refine_ls_wR_factor_ref          0.0866 
_refine_ls_wR_factor_gt           0.0834 
_refine_ls_goodness_of_fit_ref    1.153 
_refine_ls_restrained_S_all       1.153 
_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 
Cd1 Cd 0.440359(18) 0.040328(12) 0.113437(13) 0.03875(8) Uani 1 1 d . . . 
Cl1 Cl 0.55317(8) 0.16721(6) 0.19805(7) 0.0654(2) Uani 1 1 d . . . 
Cl2 Cl 0.44818(12) 0.09995(6) -0.05664(6) 0.0847(3) Uani 1 1 d . . . 
O1 O 0.57433(19) -0.09414(14) 0.27962(15) 0.0529(5) Uani 1 1 d . . . 
O2 O 0.2201(3) 0.1097(2) 0.4746(2) 0.0879(9) Uani 1 1 d . . . 
N1 N 0.2114(2) 0.04797(13) 0.10365(14) 0.0358(4) Uani 1 1 d . . . 
N2 N 0.0173(2) 0.01850(16) 0.16007(16) 0.0440(5) Uani 1 1 d . . . 
N3 N 0.3625(2) -0.05650(14) 0.22940(15) 0.0370(4) Uani 1 1 d . . . 
N4 N 0.0712(3) 0.05657(18) 0.3533(2) 0.0558(6) Uani 1 1 d . . . 
C1 C -0.1291(3) 0.1269(2) 0.0553(2) 0.0537(7) Uani 1 1 d . . . 
H1A H -0.2097 0.1153 0.0792 0.064 Uiso 1 1 calc R . . 
C2 C -0.1208(4) 0.1874(2) -0.0161(2) 0.0620(8) Uani 1 1 d . . . 
H2A H -0.1983 0.2171 -0.0418 0.074 Uiso 1 1 calc R . . 
C3 C 0.0005(4) 0.2061(2) -0.0519(2) 0.0600(8) Uani 1 1 d . . . 
H3A H 0.0018 0.2485 -0.0996 0.072 Uiso 1 1 calc R . . 
C4 C 0.1181(3) 0.16278(18) -0.01756(19) 0.0480(6) Uani 1 1 d . . . 
H4A H 0.1984 0.1745 -0.0418 0.058 Uiso 1 1 calc R . . 
C5 C 0.1114(3) 0.10056(16) 0.05513(17) 0.0385(5) Uani 1 1 d . . . 
C6 C -0.0101(3) 0.08355(18) 0.09023(18) 0.0417(5) Uani 1 1 d . . . 
C7 C 0.1518(2) 0.00008(17) 0.16504(17) 0.0374(5) Uani 1 1 d . . . 
C8 C 0.2284(3) -0.06888(18) 0.22397(17) 0.0389(5) Uani 1 1 d . . . 
C9 C 0.1741(3) -0.1433(2) 0.2641(2) 0.0577(8) Uani 1 1 d . . . 
H9A H 0.0816 -0.1517 0.2592 0.069 Uiso 1 1 calc R . . 
C10 C 0.2597(3) -0.2051(2) 0.3116(3) 0.0684(10) Uani 1 1 d . . . 
H10A H 0.2248 -0.2561 0.3387 0.082 Uiso 1 1 calc R . . 
C11 C 0.3957(3) -0.1922(2) 0.3194(2) 0.0593(8) Uani 1 1 d . . . 
H11A H 0.4540 -0.2331 0.3525 0.071 Uiso 1 1 calc R . . 
C12 C 0.4442(3) -0.11623(18) 0.27639(17) 0.0414(5) Uani 1 1 d . . . 
C13 C 0.6701(3) -0.1659(3) 0.3001(3) 0.0740(11) Uani 1 1 d . . . 
H13A H 0.7593 -0.1418 0.3005 0.111 Uiso 1 1 calc R . . 
H13B H 0.6555 -0.2125 0.2533 0.111 Uiso 1 1 calc R . . 
H13C H 0.6598 -0.1914 0.3601 0.111 Uiso 1 1 calc R . . 
C14 C -0.0790(3) -0.0053(2) 0.2255(2) 0.0553(7) Uani 1 1 d . . . 
H14A H -0.0711 -0.0698 0.2398 0.066 Uiso 1 1 calc R . . 
H14B H -0.1693 0.0057 0.1958 0.066 Uiso 1 1 calc R . . 
C15 C -0.0579(3) 0.04811(19) 0.3149(2) 0.0506(7) Uani 1 1 d . . . 
C16 C -0.1636(4) 0.0825(3) 0.3557(3) 0.0734(10) Uani 1 1 d . . . 
H16A H -0.2512 0.0751 0.3277 0.088 Uiso 1 1 calc R . . 
C17 C -0.1375(5) 0.1283(3) 0.4391(3) 0.0902(13) Uani 1 1 d . . . 
H17A H -0.2081 0.1518 0.4682 0.108 Uiso 1 1 calc R . . 
C18 C -0.0087(5) 0.1392(3) 0.4789(3) 0.0831(12) Uani 1 1 d . . . 
H18A H 0.0108 0.1710 0.5346 0.100 Uiso 1 1 calc R . . 
C19 C 0.0931(4) 0.1007(2) 0.4327(2) 0.0622(8) Uani 1 1 d . . . 
C20 C 0.3248(5) 0.0665(4) 0.4300(4) 0.1103(19) Uani 1 1 d . . . 
H20A H 0.4099 0.0775 0.4658 0.166 Uiso 1 1 calc R . . 
H20B H 0.3257 0.0912 0.3684 0.166 Uiso 1 1 calc R . . 
H20C H 0.3085 0.0021 0.4259 0.166 Uiso 1 1 calc R . . 
 
 
_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 
Cd1 N1 2.286(2) . ? 
Cd1 N3 2.392(2) . ? 
Cd1 Cl1 2.4327(9) . ? 
Cd1 Cl2 2.5226(9) 3_655 ? 
Cd1 Cl2 2.6149(9) . ? 
Cl2 Cd1 2.5226(9) 3_655 ? 
O1 C12 1.340(3) . ? 
O1 C13 1.432(4) . ? 
O2 C19 1.352(5) . ? 
O2 C20 1.439(6) . ? 
N1 C7 1.325(3) . ? 
N1 C5 1.389(3) . ? 
N2 C7 1.369(3) . ? 
N2 C6 1.392(4) . ? 
N2 C14 1.467(4) . ? 
N3 C12 1.330(3) . ? 
N3 C8 1.350(3) . ? 
N4 C19 1.313(4) . ? 
N4 C15 1.354(4) . ? 
C1 C2 1.371(5) . ? 
C1 C6 1.393(4) . ? 
C1 H1A 0.9300 . ? 
C2 C3 1.400(5) . ? 
C2 H2A 0.9300 . ? 
C3 C4 1.380(4) . ? 
C3 H3A 0.9300 . ? 
C4 C5 1.398(4) . ? 
C4 H4A 0.9300 . ? 
C5 C6 1.394(4) . ? 
C7 C8 1.479(4) . ? 
C8 C9 1.377(4) . ? 
C9 C10 1.376(4) . ? 
C9 H9A 0.9300 . ? 
C10 C11 1.368(5) . ? 
C10 H10A 0.9300 . ? 
C11 C12 1.390(4) . ? 
C11 H11A 0.9300 . ? 
C13 H13A 0.9600 . ? 
C13 H13B 0.9600 . ? 
C13 H13C 0.9600 . ? 
C14 C15 1.503(5) . ? 
C14 H14A 0.9700 . ? 
C14 H14B 0.9700 . ? 
C15 C16 1.366(5) . ? 
C16 C17 1.377(6) . ? 
C16 H16A 0.9300 . ? 
C17 C18 1.361(6) . ? 
C17 H17A 0.9300 . ? 
C18 C19 1.401(5) . ? 
C18 H18A 0.9300 . ? 
C20 H20A 0.9600 . ? 
C20 H20B 0.9600 . ? 
C20 H20C 0.9600 . ? 
 
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 
N1 Cd1 N3 70.55(8) . . ? 
N1 Cd1 Cl1 113.53(5) . . ? 
N3 Cd1 Cl1 105.86(6) . . ? 
N1 Cd1 Cl2 119.92(6) . 3_655 ? 
N3 Cd1 Cl2 86.26(6) . 3_655 ? 
Cl1 Cd1 Cl2 126.12(4) . 3_655 ? 
N1 Cd1 Cl2 93.62(6) . . ? 
N3 Cd1 Cl2 154.44(6) . . ? 
Cl1 Cd1 Cl2 98.80(4) . . ? 
Cl2 Cd1 Cl2 84.61(3) 3_655 . ? 
Cd1 Cl2 Cd1 95.39(3) 3_655 . ? 
C12 O1 C13 117.2(2) . . ? 
C19 O2 C20 117.0(3) . . ? 
C7 N1 C5 106.1(2) . . ? 
C7 N1 Cd1 117.30(17) . . ? 
C5 N1 Cd1 136.03(17) . . ? 
C7 N2 C6 106.6(2) . . ? 
C7 N2 C14 129.5(2) . . ? 
C6 N2 C14 122.6(2) . . ? 
C12 N3 C8 119.4(2) . . ? 
C12 N3 Cd1 121.11(17) . . ? 
C8 N3 Cd1 116.19(16) . . ? 
C19 N4 C15 117.3(3) . . ? 
C2 C1 C6 116.4(3) . . ? 
C2 C1 H1A 121.8 . . ? 
C6 C1 H1A 121.8 . . ? 
C1 C2 C3 122.2(3) . . ? 
C1 C2 H2A 118.9 . . ? 
C3 C2 H2A 118.9 . . ? 
C4 C3 C2 121.3(3) . . ? 
C4 C3 H3A 119.3 . . ? 
C2 C3 H3A 119.3 . . ? 
C3 C4 C5 117.2(3) . . ? 
C3 C4 H4A 121.4 . . ? 
C5 C4 H4A 121.4 . . ? 
N1 C5 C6 109.1(2) . . ? 
N1 C5 C4 130.3(3) . . ? 
C6 C5 C4 120.5(3) . . ? 
N2 C6 C1 131.6(3) . . ? 
N2 C6 C5 106.1(2) . . ? 
C1 C6 C5 122.3(3) . . ? 
N1 C7 N2 112.1(2) . . ? 
N1 C7 C8 120.2(2) . . ? 
N2 C7 C8 127.5(2) . . ? 
N3 C8 C9 121.4(3) . . ? 
N3 C8 C7 112.9(2) . . ? 
C9 C8 C7 125.4(3) . . ? 
C10 C9 C8 118.5(3) . . ? 
C10 C9 H9A 120.7 . . ? 
C8 C9 H9A 120.7 . . ? 
C11 C10 C9 120.5(3) . . ? 
C11 C10 H10A 119.7 . . ? 
C9 C10 H10A 119.7 . . ? 
C10 C11 C12 118.1(3) . . ? 
C10 C11 H11A 121.0 . . ? 
C12 C11 H11A 121.0 . . ? 
N3 C12 O1 113.5(2) . . ? 
N3 C12 C11 122.0(3) . . ? 
O1 C12 C11 124.6(3) . . ? 
O1 C13 H13A 109.5 . . ? 
O1 C13 H13B 109.5 . . ? 
H13A C13 H13B 109.5 . . ? 
O1 C13 H13C 109.5 . . ? 
H13A C13 H13C 109.5 . . ? 
H13B C13 H13C 109.5 . . ? 
N2 C14 C15 113.0(2) . . ? 
N2 C14 H14A 109.0 . . ? 
C15 C14 H14A 109.0 . . ? 
N2 C14 H14B 109.0 . . ? 
C15 C14 H14B 109.0 . . ? 
H14A C14 H14B 107.8 . . ? 
N4 C15 C16 122.8(3) . . ? 
N4 C15 C14 115.7(3) . . ? 
C16 C15 C14 121.5(3) . . ? 
C15 C16 C17 118.6(4) . . ? 
C15 C16 H16A 120.7 . . ? 
C17 C16 H16A 120.7 . . ? 
C18 C17 C16 120.2(4) . . ? 
C18 C17 H17A 119.9 . . ? 
C16 C17 H17A 119.9 . . ? 
C17 C18 C19 117.3(4) . . ? 
C17 C18 H18A 121.4 . . ? 
C19 C18 H18A 121.4 . . ? 
N4 C19 O2 119.6(3) . . ? 
N4 C19 C18 123.8(4) . . ? 
O2 C19 C18 116.6(3) . . ? 
O2 C20 H20A 109.5 . . ? 
O2 C20 H20B 109.5 . . ? 
H20A C20 H20B 109.5 . . ? 
O2 C20 H20C 109.5 . . ? 
H20A C20 H20C 109.5 . . ? 
H20B C20 H20C 109.5 . . ? 
 
_diffrn_measured_fraction_theta_max    0.996 
_diffrn_reflns_theta_full              27.47 
_diffrn_measured_fraction_theta_full   0.996 
_refine_diff_density_max    0.737 
_refine_diff_density_min   -0.876 
_refine_diff_density_rms    0.107 


data_933809 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C40 H38 Cd N10 O11' 
_chemical_formula_weight          947.21 
 
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' 
 'Cd'  'Cd'  -0.8075   1.2024 
 '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                    11.0477(2) 
_cell_length_b                    18.3261(5) 
_cell_length_c                    19.7231(5) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  91.198(2) 
_cell_angle_gamma                 90.00 
_cell_volume                      3992.29(17) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     293(2) 
_cell_measurement_reflns_used     18214 
_cell_measurement_theta_min       3.01 
_cell_measurement_theta_max       29.22 
 
_exptl_crystal_description        block 
_exptl_crystal_colour             colorless 
_exptl_crystal_size_max           0.32 
_exptl_crystal_size_mid           0.24 
_exptl_crystal_size_min           0.20 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.576 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              1936 
_exptl_absorpt_coefficient_mu     0.623 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.8259 
_exptl_absorpt_correction_T_max   0.8861 
_exptl_absorpt_process_details    SADABS  
 
_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   ? 
_diffrn_measurement_method        'Phi and omega scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          0 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   0 
_diffrn_standards_decay_%         0 
_diffrn_reflns_number             18214 
_diffrn_reflns_av_R_equivalents   0.0283 
_diffrn_reflns_av_sigmaI/netI     0.0453 
_diffrn_reflns_limit_h_min        -11 
_diffrn_reflns_limit_h_max        15 
_diffrn_reflns_limit_k_min        -19 
_diffrn_reflns_limit_k_max        25 
_diffrn_reflns_limit_l_min        -26 
_diffrn_reflns_limit_l_max        27 
_diffrn_reflns_theta_min          3.01 
_diffrn_reflns_theta_max          29.22 
_reflns_number_total              9167 
_reflns_number_gt                 6765 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'Bruker Smart'
_computing_cell_refinement        'Bruker Smart' 
_computing_data_reduction         'Bruker Smart' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     SHELXP-97
_computing_publication_material   SHELXTL 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0460P)²+1.8253P] where P=(Fo²+2Fc²)/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          9167 
_refine_ls_number_parameters      563 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0650 
_refine_ls_R_factor_gt            0.0414 
_refine_ls_wR_factor_ref          0.1103 
_refine_ls_wR_factor_gt           0.0939 
_refine_ls_goodness_of_fit_ref    1.028 
_refine_ls_restrained_S_all       1.028 
_refine_ls_shift/su_max           0.013 
_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 
Cd1 Cd 0.354121(18) 0.275823(12) 0.772131(11) 0.04011(8) Uani 1 1 d . . . 
C5 C 0.1028(3) 0.35658(16) 0.83432(14) 0.0386(6) Uani 1 1 d . . . 
N2 N -0.03969(19) 0.30355(13) 0.77025(12) 0.0377(5) Uani 1 1 d . . . 
C8 C 0.1010(3) 0.22591(15) 0.69923(15) 0.0373(6) Uani 1 1 d . . . 
N7 N 0.4159(2) 0.18821(14) 0.85191(12) 0.0403(6) Uani 1 1 d . . . 
N5 N 0.5211(2) 0.21517(13) 0.73144(12) 0.0378(5) Uani 1 1 d . . . 
C7 C 0.0728(2) 0.28151(15) 0.75081(14) 0.0346(6) Uani 1 1 d . . . 
N3 N 0.2050(2) 0.19054(13) 0.71356(12) 0.0402(6) Uani 1 1 d . . . 
O10 O 0.4235(3) 0.35974(18) 0.85754(17) 0.0927(10) Uani 1 1 d . . . 
N1 N 0.15959(19) 0.31207(13) 0.78816(12) 0.0367(5) Uani 1 1 d . . . 
O9 O 0.3898(2) 0.38694(13) 0.71424(13) 0.0590(6) Uani 1 1 d . . . 
N6 N 0.64281(19) 0.11813(13) 0.73682(12) 0.0398(6) Uani 1 1 d . . . 
C25 C 0.5758(2) 0.20688(16) 0.66931(15) 0.0376(6) Uani 1 1 d . . . 
C27 C 0.5624(2) 0.16125(15) 0.77024(15) 0.0370(6) Uani 1 1 d . . . 
C26 C 0.6534(2) 0.14675(16) 0.67248(15) 0.0403(7) Uani 1 1 d . . . 
O8 O 0.3464(2) 0.43220(14) 0.61543(13) 0.0673(7) Uani 1 1 d . . . 
N10 N 0.3425(2) 0.38064(16) 0.65537(15) 0.0493(7) Uani 1 1 d . . . 
O7 O 0.2963(2) 0.32138(14) 0.63986(15) 0.0733(8) Uani 1 1 d . . . 
N8 N 0.8451(2) 0.11666(14) 0.83285(14) 0.0473(6) Uani 1 1 d . . . 
C34 C 0.7068(3) 0.05158(17) 0.75756(18) 0.0490(8) Uani 1 1 d . . . 
H34A H 0.7091 0.0182 0.7195 0.059 Uiso 1 1 calc R . . 
H34B H 0.6629 0.0280 0.7936 0.059 Uiso 1 1 calc R . . 
C23 C 0.6299(3) 0.2248(2) 0.55485(18) 0.0567(9) Uani 1 1 d . . . 
H23 H 0.6229 0.2506 0.5143 0.068 Uiso 1 1 calc R . . 
C24 C 0.5635(3) 0.2467(2) 0.60942(17) 0.0502(8) Uani 1 1 d . . . 
H24 H 0.5121 0.2869 0.6065 0.060 Uiso 1 1 calc R . . 
C35 C 0.8351(3) 0.06751(16) 0.78216(16) 0.0451(7) Uani 1 1 d . . . 
C21 C 0.7216(3) 0.12452(19) 0.61748(17) 0.0517(8) Uani 1 1 d . . . 
H21 H 0.7737 0.0847 0.6202 0.062 Uiso 1 1 calc R . . 
O3 O 0.2677(2) 0.22682(15) 0.91633(12) 0.0669(7) Uani 1 1 d . . . 
C14 C -0.1605(2) 0.28884(18) 0.74050(17) 0.0450(7) Uani 1 1 d . . . 
H14A H -0.2181 0.2824 0.7764 0.054 Uiso 1 1 calc R . . 
H14B H -0.1583 0.2441 0.7143 0.054 Uiso 1 1 calc R . . 
O1 O 0.33787(19) 0.10155(13) 0.69631(14) 0.0629(7) Uani 1 1 d . . . 
N4 N -0.1218(2) 0.37074(14) 0.64758(14) 0.0471(6) Uani 1 1 d . . . 
N9 N 0.5232(3) 0.36149(18) 0.88455(16) 0.0610(8) Uani 1 1 d . . . 
C28 C 0.5185(2) 0.15020(16) 0.83972(15) 0.0394(7) Uani 1 1 d . . . 
C32 C 0.3669(3) 0.18513(18) 0.91252(16) 0.0460(7) Uani 1 1 d . . . 
C9 C 0.0303(3) 0.21127(17) 0.64215(17) 0.0476(8) Uani 1 1 d . . . 
H9 H -0.0405 0.2371 0.6327 0.057 Uiso 1 1 calc R . . 
C15 C -0.2005(3) 0.35101(17) 0.69525(16) 0.0437(7) Uani 1 1 d . . . 
C11 C 0.1736(3) 0.11847(19) 0.61410(18) 0.0535(8) Uani 1 1 d . . . 
H11 H 0.2003 0.0817 0.5856 0.064 Uiso 1 1 calc R . . 
C6 C -0.0222(2) 0.35156(16) 0.82359(15) 0.0384(6) Uani 1 1 d . . . 
C12 C 0.2380(3) 0.13676(16) 0.67295(16) 0.0437(7) Uani 1 1 d . . . 
C4 C 0.1499(3) 0.40140(18) 0.88529(16) 0.0480(8) Uani 1 1 d . . . 
H4 H 0.2330 0.4061 0.8928 0.058 Uiso 1 1 calc R . . 
C3 C 0.0678(3) 0.43881(19) 0.92444(17) 0.0569(9) Uani 1 1 d . . . 
H3 H 0.0965 0.4692 0.9589 0.068 Uiso 1 1 calc R . . 
C10 C 0.0700(3) 0.15622(19) 0.59944(17) 0.0551(9) Uani 1 1 d . . . 
H10 H 0.0252 0.1450 0.5604 0.066 Uiso 1 1 calc R . . 
C1 C -0.1053(3) 0.38916(18) 0.86329(17) 0.0502(8) Uani 1 1 d . . . 
H1 H -0.1884 0.3851 0.8558 0.060 Uiso 1 1 calc R . . 
C36 C 0.9330(3) 0.03257(19) 0.75538(19) 0.0561(9) Uani 1 1 d . . . 
H36 H 0.9231 -0.0013 0.7206 0.067 Uiso 1 1 calc R . . 
O2 O -0.0766(2) 0.44643(15) 0.55831(14) 0.0737(8) Uani 1 1 d . . . 
O4 O 0.9693(2) 0.18012(16) 0.90711(14) 0.0753(8) Uani 1 1 d . . . 
C29 C 0.5727(3) 0.10837(18) 0.88993(17) 0.0502(8) Uani 1 1 d . . . 
H29 H 0.6445 0.0835 0.8822 0.060 Uiso 1 1 calc R . . 
C22 C 0.7076(3) 0.1647(2) 0.55895(18) 0.0583(9) Uani 1 1 d . . . 
H22 H 0.7510 0.1514 0.5210 0.070 Uiso 1 1 calc R . . 
C38 C 1.0599(3) 0.0992(2) 0.8320(2) 0.0602(9) Uani 1 1 d . . . 
H38 H 1.1360 0.1117 0.8493 0.072 Uiso 1 1 calc R . . 
C16 C -0.3115(3) 0.3841(2) 0.7024(2) 0.0574(9) Uani 1 1 d . . . 
H16 H -0.3633 0.3703 0.7366 0.069 Uiso 1 1 calc R . . 
C2 C -0.0573(3) 0.43199(19) 0.91350(18) 0.0566(9) Uani 1 1 d . . . 
H2 H -0.1093 0.4575 0.9414 0.068 Uiso 1 1 calc R . . 
C31 C 0.4137(3) 0.1421(2) 0.96480(16) 0.0534(8) Uani 1 1 d . . . 
H31 H 0.3761 0.1391 1.0064 0.064 Uiso 1 1 calc R . . 
C30 C 0.5174(3) 0.1043(2) 0.95227(18) 0.0578(9) Uani 1 1 d . . . 
H30 H 0.5517 0.0753 0.9863 0.069 Uiso 1 1 calc R . . 
C39 C 0.9550(3) 0.13103(19) 0.85685(18) 0.0528(8) Uani 1 1 d . . . 
C37 C 1.0465(3) 0.0491(2) 0.7815(2) 0.0621(10) Uani 1 1 d . . . 
H37 H 1.1143 0.0259 0.7645 0.075 Uiso 1 1 calc R . . 
C19 C -0.1537(3) 0.42362(19) 0.60613(18) 0.0547(8) Uani 1 1 d . . . 
C33 C 0.2227(4) 0.2432(3) 0.9814(2) 0.0782(12) Uani 1 1 d . . . 
H33A H 0.2036 0.1987 1.0045 0.117 Uiso 1 1 calc R . . 
H33B H 0.1510 0.2725 0.9766 0.117 Uiso 1 1 calc R . . 
H33C H 0.2830 0.2696 1.0072 0.117 Uiso 1 1 calc R . . 
C18 C -0.2659(3) 0.4590(2) 0.6080(2) 0.0642(10) Uani 1 1 d . . . 
H18 H -0.2864 0.4952 0.5767 0.077 Uiso 1 1 calc R . . 
O6 O 0.6035(3) 0.3212(2) 0.8651(2) 0.1122(12) Uani 1 1 d . . . 
C17 C -0.3434(3) 0.4389(2) 0.6567(2) 0.0662(11) Uani 1 1 d . . . 
H17 H -0.4182 0.4618 0.6597 0.079 Uiso 1 1 calc R . . 
O5 O 0.5420(4) 0.4049(2) 0.9301(2) 0.1303(16) Uani 1 1 d . . . 
C13 C 0.3829(4) 0.0416(2) 0.6581(3) 0.0809(14) Uani 1 1 d . . . 
H13A H 0.3208 0.0053 0.6530 0.121 Uiso 1 1 calc R . . 
H13B H 0.4518 0.0209 0.6814 0.121 Uiso 1 1 calc R . . 
H13C H 0.4062 0.0584 0.6141 0.121 Uiso 1 1 calc R . . 
C40 C 0.8632(4) 0.2053(3) 0.9402(2) 0.0812(13) Uani 1 1 d . . . 
H40A H 0.8105 0.2290 0.9078 0.122 Uiso 1 1 calc R . . 
H40B H 0.8860 0.2393 0.9753 0.122 Uiso 1 1 calc R . . 
H40C H 0.8220 0.1646 0.9598 0.122 Uiso 1 1 calc R . . 
O1W O 0.6663(3) 0.5152(2) 0.00717(19) 0.1208(13) Uani 1 1 d . . . 
H1WB H 0.6219 0.5519 0.0152 0.181 Uiso 1 1 d R . . 
H1WC H 0.6814 0.4924 0.0439 0.181 Uiso 1 1 d R . . 
C20 C 0.0454(4) 0.4208(3) 0.5635(2) 0.0906(15) Uani 1 1 d . . . 
H20A H 0.0803 0.4352 0.6065 0.136 Uiso 1 1 calc R . . 
H20B H 0.0917 0.4414 0.5276 0.136 Uiso 1 1 calc R . . 
H20C H 0.0462 0.3685 0.5601 0.136 Uiso 1 1 calc R . . 
 
 
_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 
Cd1 N1 2.278(2) . ? 
Cd1 N5 2.312(2) . ? 
Cd1 N7 2.340(2) . ? 
Cd1 O9 2.372(2) . ? 
Cd1 O10 2.395(3) . ? 
Cd1 N3 2.532(2) . ? 
C5 N1 1.383(4) . ? 
C5 C4 1.391(4) . ? 
C5 C6 1.396(4) . ? 
N2 C7 1.369(3) . ? 
N2 C6 1.382(4) . ? 
N2 C14 1.471(4) . ? 
C8 N3 1.344(4) . ? 
C8 C9 1.383(4) . ? 
C8 C7 1.478(4) . ? 
N7 C32 1.323(4) . ? 
N7 C28 1.356(4) . ? 
N5 C27 1.325(4) . ? 
N5 C25 1.386(4) . ? 
C7 N1 1.322(3) . ? 
N3 C12 1.326(4) . ? 
O10 N9 1.213(4) . ? 
O9 N10 1.269(4) . ? 
N6 C27 1.368(4) . ? 
N6 C26 1.380(4) . ? 
N6 C34 1.464(4) . ? 
C25 C24 1.393(4) . ? 
C25 C26 1.397(4) . ? 
C27 C28 1.477(4) . ? 
C26 C21 1.394(4) . ? 
O8 N10 1.232(4) . ? 
N10 O7 1.236(4) . ? 
N8 C39 1.320(4) . ? 
N8 C35 1.348(4) . ? 
C34 C35 1.517(4) . ? 
C34 H34A 0.9700 . ? 
C34 H34B 0.9700 . ? 
C23 C24 1.375(5) . ? 
C23 C22 1.399(5) . ? 
C23 H23 0.9300 . ? 
C24 H24 0.9300 . ? 
C35 C36 1.372(4) . ? 
C21 C22 1.375(5) . ? 
C21 H21 0.9300 . ? 
O3 C32 1.339(4) . ? 
O3 C33 1.418(4) . ? 
C14 C15 1.508(4) . ? 
C14 H14A 0.9700 . ? 
C14 H14B 0.9700 . ? 
O1 C12 1.351(4) . ? 
O1 C13 1.427(4) . ? 
N4 C19 1.311(4) . ? 
N4 C15 1.344(4) . ? 
N9 O5 1.215(4) . ? 
N9 O6 1.223(4) . ? 
C28 C29 1.379(4) . ? 
C32 C31 1.390(5) . ? 
C9 C10 1.391(5) . ? 
C9 H9 0.9300 . ? 
C15 C16 1.378(4) . ? 
C11 C10 1.363(5) . ? 
C11 C12 1.390(4) . ? 
C11 H11 0.9300 . ? 
C6 C1 1.400(4) . ? 
C4 C3 1.385(4) . ? 
C4 H4 0.9300 . ? 
C3 C2 1.400(5) . ? 
C3 H3 0.9300 . ? 
C10 H10 0.9300 . ? 
C1 C2 1.362(5) . ? 
C1 H1 0.9300 . ? 
C36 C37 1.380(5) . ? 
C36 H36 0.9300 . ? 
O2 C19 1.350(4) . ? 
O2 C20 1.429(5) . ? 
O4 C39 1.346(4) . ? 
O4 C40 1.430(5) . ? 
C29 C30 1.386(5) . ? 
C29 H29 0.9300 . ? 
C22 H22 0.9300 . ? 
C38 C37 1.360(5) . ? 
C38 C39 1.396(5) . ? 
C38 H38 0.9300 . ? 
C16 C17 1.389(5) . ? 
C16 H16 0.9300 . ? 
C2 H2 0.9300 . ? 
C31 C30 1.365(5) . ? 
C31 H31 0.9300 . ? 
C30 H30 0.9300 . ? 
C37 H37 0.9300 . ? 
C19 C18 1.400(5) . ? 
C33 H33A 0.9600 . ? 
C33 H33B 0.9600 . ? 
C33 H33C 0.9600 . ? 
C18 C17 1.352(6) . ? 
C18 H18 0.9300 . ? 
C17 H17 0.9300 . ? 
C13 H13A 0.9600 . ? 
C13 H13B 0.9600 . ? 
C13 H13C 0.9600 . ? 
C40 H40A 0.9600 . ? 
C40 H40B 0.9600 . ? 
C40 H40C 0.9600 . ? 
O1W H1WB 0.8501 . ? 
O1W H1WC 0.8500 . ? 
C20 H20A 0.9600 . ? 
C20 H20B 0.9600 . ? 
C20 H20C 0.9600 . ? 
 
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 
N1 Cd1 N5 161.88(8) . . ? 
N1 Cd1 N7 111.68(8) . . ? 
N5 Cd1 N7 71.33(8) . . ? 
N1 Cd1 O9 89.03(8) . . ? 
N5 Cd1 O9 95.97(8) . . ? 
N7 Cd1 O9 149.77(8) . . ? 
N1 Cd1 O10 90.25(9) . . ? 
N5 Cd1 O10 107.87(9) . . ? 
N7 Cd1 O10 83.28(11) . . ? 
O9 Cd1 O10 74.54(11) . . ? 
N1 Cd1 N3 68.69(8) . . ? 
N5 Cd1 N3 93.50(8) . . ? 
N7 Cd1 N3 93.50(8) . . ? 
O9 Cd1 N3 115.05(8) . . ? 
O10 Cd1 N3 155.91(10) . . ? 
N1 C5 C4 131.0(3) . . ? 
N1 C5 C6 108.8(2) . . ? 
C4 C5 C6 120.2(3) . . ? 
C7 N2 C6 106.7(2) . . ? 
C7 N2 C14 130.9(2) . . ? 
C6 N2 C14 122.1(2) . . ? 
N3 C8 C9 122.9(3) . . ? 
N3 C8 C7 112.3(2) . . ? 
C9 C8 C7 124.8(3) . . ? 
C32 N7 C28 119.8(3) . . ? 
C32 N7 Cd1 121.2(2) . . ? 
C28 N7 Cd1 117.79(18) . . ? 
C27 N5 C25 106.1(2) . . ? 
C27 N5 Cd1 115.21(18) . . ? 
C25 N5 Cd1 136.50(18) . . ? 
N1 C7 N2 111.8(2) . . ? 
N1 C7 C8 121.0(2) . . ? 
N2 C7 C8 127.0(2) . . ? 
C12 N3 C8 118.4(3) . . ? 
C12 N3 Cd1 123.39(18) . . ? 
C8 N3 Cd1 110.09(18) . . ? 
N9 O10 Cd1 126.9(3) . . ? 
C7 N1 C5 106.4(2) . . ? 
C7 N1 Cd1 118.35(18) . . ? 
C5 N1 Cd1 134.91(18) . . ? 
N10 O9 Cd1 107.04(19) . . ? 
C27 N6 C26 107.0(2) . . ? 
C27 N6 C34 131.4(3) . . ? 
C26 N6 C34 121.6(2) . . ? 
N5 C25 C24 131.0(3) . . ? 
N5 C25 C26 109.0(3) . . ? 
C24 C25 C26 120.0(3) . . ? 
N5 C27 N6 111.8(3) . . ? 
N5 C27 C28 121.5(3) . . ? 
N6 C27 C28 126.7(3) . . ? 
N6 C26 C21 131.4(3) . . ? 
N6 C26 C25 106.1(2) . . ? 
C21 C26 C25 122.5(3) . . ? 
O8 N10 O7 122.4(3) . . ? 
O8 N10 O9 119.7(3) . . ? 
O7 N10 O9 117.8(3) . . ? 
C39 N8 C35 117.4(3) . . ? 
N6 C34 C35 111.8(2) . . ? 
N6 C34 H34A 109.3 . . ? 
C35 C34 H34A 109.3 . . ? 
N6 C34 H34B 109.3 . . ? 
C35 C34 H34B 109.3 . . ? 
H34A C34 H34B 107.9 . . ? 
C24 C23 C22 121.4(3) . . ? 
C24 C23 H23 119.3 . . ? 
C22 C23 H23 119.3 . . ? 
C23 C24 C25 117.8(3) . . ? 
C23 C24 H24 121.1 . . ? 
C25 C24 H24 121.1 . . ? 
N8 C35 C36 123.0(3) . . ? 
N8 C35 C34 115.3(3) . . ? 
C36 C35 C34 121.7(3) . . ? 
C22 C21 C26 116.3(3) . . ? 
C22 C21 H21 121.8 . . ? 
C26 C21 H21 121.8 . . ? 
C32 O3 C33 118.3(3) . . ? 
N2 C14 C15 110.5(2) . . ? 
N2 C14 H14A 109.6 . . ? 
C15 C14 H14A 109.6 . . ? 
N2 C14 H14B 109.6 . . ? 
C15 C14 H14B 109.6 . . ? 
H14A C14 H14B 108.1 . . ? 
C12 O1 C13 118.6(3) . . ? 
C19 N4 C15 117.8(3) . . ? 
O10 N9 O5 118.8(4) . . ? 
O10 N9 O6 120.3(4) . . ? 
O5 N9 O6 120.9(4) . . ? 
N7 C28 C29 120.7(3) . . ? 
N7 C28 C27 112.7(2) . . ? 
C29 C28 C27 126.6(3) . . ? 
N7 C32 O3 112.1(3) . . ? 
N7 C32 C31 122.8(3) . . ? 
O3 C32 C31 125.1(3) . . ? 
C8 C9 C10 117.0(3) . . ? 
C8 C9 H9 121.5 . . ? 
C10 C9 H9 121.5 . . ? 
N4 C15 C16 122.9(3) . . ? 
N4 C15 C14 115.5(3) . . ? 
C16 C15 C14 121.6(3) . . ? 
C10 C11 C12 117.9(3) . . ? 
C10 C11 H11 121.1 . . ? 
C12 C11 H11 121.1 . . ? 
N2 C6 C5 106.2(2) . . ? 
N2 C6 C1 131.0(3) . . ? 
C5 C6 C1 122.7(3) . . ? 
N3 C12 O1 112.4(3) . . ? 
N3 C12 C11 122.8(3) . . ? 
O1 C12 C11 124.7(3) . . ? 
C3 C4 C5 117.1(3) . . ? 
C3 C4 H4 121.5 . . ? 
C5 C4 H4 121.5 . . ? 
C4 C3 C2 121.7(3) . . ? 
C4 C3 H3 119.1 . . ? 
C2 C3 H3 119.1 . . ? 
C11 C10 C9 120.9(3) . . ? 
C11 C10 H10 119.6 . . ? 
C9 C10 H10 119.6 . . ? 
C2 C1 C6 116.1(3) . . ? 
C2 C1 H1 121.9 . . ? 
C6 C1 H1 121.9 . . ? 
C35 C36 C37 118.1(3) . . ? 
C35 C36 H36 120.9 . . ? 
C37 C36 H36 120.9 . . ? 
C19 O2 C20 117.1(3) . . ? 
C39 O4 C40 117.9(3) . . ? 
C28 C29 C30 118.3(3) . . ? 
C28 C29 H29 120.9 . . ? 
C30 C29 H29 120.9 . . ? 
C21 C22 C23 121.9(3) . . ? 
C21 C22 H22 119.0 . . ? 
C23 C22 H22 119.0 . . ? 
C37 C38 C39 117.5(3) . . ? 
C37 C38 H38 121.3 . . ? 
C39 C38 H38 121.3 . . ? 
C15 C16 C17 117.8(3) . . ? 
C15 C16 H16 121.1 . . ? 
C17 C16 H16 121.1 . . ? 
C1 C2 C3 122.1(3) . . ? 
C1 C2 H2 118.9 . . ? 
C3 C2 H2 118.9 . . ? 
C30 C31 C32 117.0(3) . . ? 
C30 C31 H31 121.5 . . ? 
C32 C31 H31 121.5 . . ? 
C31 C30 C29 121.4(3) . . ? 
C31 C30 H30 119.3 . . ? 
C29 C30 H30 119.3 . . ? 
N8 C39 O4 119.4(3) . . ? 
N8 C39 C38 123.7(3) . . ? 
O4 C39 C38 116.9(3) . . ? 
C38 C37 C36 120.4(3) . . ? 
C38 C37 H37 119.8 . . ? 
C36 C37 H37 119.8 . . ? 
N4 C19 O2 119.9(3) . . ? 
N4 C19 C18 123.5(3) . . ? 
O2 C19 C18 116.5(3) . . ? 
O3 C33 H33A 109.5 . . ? 
O3 C33 H33B 109.5 . . ? 
H33A C33 H33B 109.5 . . ? 
O3 C33 H33C 109.5 . . ? 
H33A C33 H33C 109.5 . . ? 
H33B C33 H33C 109.5 . . ? 
C17 C18 C19 117.8(3) . . ? 
C17 C18 H18 121.1 . . ? 
C19 C18 H18 121.1 . . ? 
C18 C17 C16 120.2(3) . . ? 
C18 C17 H17 119.9 . . ? 
C16 C17 H17 119.9 . . ? 
O1 C13 H13A 109.5 . . ? 
O1 C13 H13B 109.5 . . ? 
H13A C13 H13B 109.5 . . ? 
O1 C13 H13C 109.5 . . ? 
H13A C13 H13C 109.5 . . ? 
H13B C13 H13C 109.5 . . ? 
O4 C40 H40A 109.5 . . ? 
O4 C40 H40B 109.5 . . ? 
H40A C40 H40B 109.5 . . ? 
O4 C40 H40C 109.5 . . ? 
H40A C40 H40C 109.5 . . ? 
H40B C40 H40C 109.5 . . ? 
H1WB O1W H1WC 109.5 . . ? 
O2 C20 H20A 109.5 . . ? 
O2 C20 H20B 109.5 . . ? 
H20A C20 H20B 109.5 . . ? 
O2 C20 H20C 109.5 . . ? 
H20A C20 H20C 109.5 . . ? 
H20B C20 H20C 109.5 . . ? 
 
_diffrn_measured_fraction_theta_max    0.847 
_diffrn_reflns_theta_full              25.00 
_diffrn_measured_fraction_theta_full   0.997 
_refine_diff_density_max    0.789 
_refine_diff_density_min   -0.597 
_refine_diff_density_rms    0.066 

 


 
data_938860 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C20 H18 Cl2 Hg N4 O2' 
_chemical_formula_weight          617.87 
 
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' 
 'Cl'  'Cl'   0.1484   0.1585 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Hg'  'Hg'  -2.3894   9.2266 
 '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' 
 
_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                    7.9949(16) 
_cell_length_b                    11.283(2) 
_cell_length_c                    11.996(2) 
_cell_angle_alpha                 97.51(3) 
_cell_angle_beta                  103.89(3) 
_cell_angle_gamma                 102.50(3) 
_cell_volume                      1006.3(3) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     293(2) 
_cell_measurement_reflns_used     9991  
_cell_measurement_theta_min       3.18  
_cell_measurement_theta_max       27.48 
 
_exptl_crystal_description        block 
_exptl_crystal_colour             colorless 
_exptl_crystal_size_max           0.41 
_exptl_crystal_size_mid           0.40 
_exptl_crystal_size_min           0.20 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     2.039 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              592 
_exptl_absorpt_coefficient_mu     7.938 
_exptl_absorpt_correction_type    multi-scan  
_exptl_absorpt_correction_T_min   0.1385 
_exptl_absorpt_correction_T_max   0.3039 
_exptl_absorpt_process_details    SADABS  
 
_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   ? 
_diffrn_measurement_method        'Phi and omega scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          0 
_diffrn_standards_interval_count  0 
_diffrn_standards_interval_time   0 
_diffrn_standards_decay_%         0 
_diffrn_reflns_number             9991 
_diffrn_reflns_av_R_equivalents   0.0454 
_diffrn_reflns_av_sigmaI/netI     0.0591 
_diffrn_reflns_limit_h_min        -10 
_diffrn_reflns_limit_h_max        10 
_diffrn_reflns_limit_k_min        -14 
_diffrn_reflns_limit_k_max        14 
_diffrn_reflns_limit_l_min        -15 
_diffrn_reflns_limit_l_max        15 
_diffrn_reflns_theta_min          3.18 
_diffrn_reflns_theta_max          27.48 
_reflns_number_total              4591 
_reflns_number_gt                 4097 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'Bruker Smart'
_computing_cell_refinement        'Bruker Smart' 
_computing_data_reduction         'Bruker Smart' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     SHELXP-97
_computing_publication_material   SHELXTL 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0662P)²+1.1303P] where P=(Fo²+2Fc²)/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          4591 
_refine_ls_number_parameters      264 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0387 
_refine_ls_R_factor_gt            0.0337 
_refine_ls_wR_factor_ref          0.0963 
_refine_ls_wR_factor_gt           0.0894 
_refine_ls_goodness_of_fit_ref    0.879 
_refine_ls_restrained_S_all       0.879 
_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 
Hg1 Hg 0.01587(2) 0.401388(16) 0.159857(15) 0.04336(9) Uani 1 1 d . . . 
Cl1 Cl -0.25948(18) 0.25326(13) 0.09798(12) 0.0492(3) Uani 1 1 d . . . 
Cl2 Cl 0.1710(2) 0.59947(14) 0.14995(15) 0.0631(4) Uani 1 1 d . . . 
O1 O 0.2371(6) 0.2135(4) -0.0581(3) 0.0580(10) Uani 1 1 d . . . 
O2 O 0.0441(5) -0.1841(3) 0.4852(4) 0.0473(8) Uani 1 1 d . . . 
N1 N 0.1744(4) 0.3625(3) 0.3340(3) 0.0291(7) Uani 1 1 d . . . 
N2 N 0.3426(4) 0.2684(3) 0.4485(3) 0.0264(7) Uani 1 1 d . . . 
N3 N 0.2335(5) 0.2360(4) 0.1360(3) 0.0331(8) Uani 1 1 d . . . 
N4 N 0.2442(5) 0.0004(3) 0.4913(4) 0.0331(8) Uani 1 1 d . . . 
C7 C 0.2467(5) 0.2681(4) 0.3375(4) 0.0266(8) Uani 1 1 d . . . 
C5 C 0.2273(5) 0.4301(4) 0.4470(4) 0.0275(8) Uani 1 1 d . . . 
C4 C 0.1953(6) 0.5410(4) 0.4907(4) 0.0334(9) Uani 1 1 d . . . 
H4 H 0.1258 0.5808 0.4426 0.040 Uiso 1 1 calc R . . 
C3 C 0.2706(6) 0.5891(4) 0.6078(5) 0.0400(11) Uani 1 1 d . . . 
H3 H 0.2505 0.6626 0.6397 0.048 Uiso 1 1 calc R . . 
C2 C 0.3780(6) 0.5301(4) 0.6813(4) 0.0392(10) Uani 1 1 d . . . 
H2 H 0.4267 0.5651 0.7603 0.047 Uiso 1 1 calc R . . 
C1 C 0.4112(6) 0.4216(4) 0.6376(4) 0.0342(9) Uani 1 1 d . . . 
H1 H 0.4832 0.3829 0.6853 0.041 Uiso 1 1 calc R . . 
C6 C 0.3332(5) 0.3719(4) 0.5196(4) 0.0261(8) Uani 1 1 d . . . 
C8 C 0.2335(5) 0.1824(4) 0.2306(4) 0.0303(8) Uani 1 1 d . . . 
C9 C 0.2202(6) 0.0574(4) 0.2264(4) 0.0353(9) Uani 1 1 d . . . 
H9 H 0.2161 0.0226 0.2922 0.042 Uiso 1 1 calc R . . 
C10 C 0.2131(7) -0.0147(5) 0.1217(4) 0.0425(11) Uani 1 1 d . . . 
H10 H 0.2030 -0.0991 0.1158 0.051 Uiso 1 1 calc R . . 
C11 C 0.2212(7) 0.0394(5) 0.0282(4) 0.0441(11) Uani 1 1 d . . . 
H11 H 0.2201 -0.0069 -0.0422 0.053 Uiso 1 1 calc R . . 
C12 C 0.2312(6) 0.1658(5) 0.0385(4) 0.0403(10) Uani 1 1 d . . . 
C13 C 0.2972(10) 0.3436(7) -0.0443(5) 0.0658(17) Uani 1 1 d . . . 
H13A H 0.2073 0.3813 -0.0272 0.099 Uiso 1 1 calc R . . 
H13B H 0.3205 0.3640 -0.1153 0.099 Uiso 1 1 calc R . . 
H13C H 0.4047 0.3737 0.0188 0.099 Uiso 1 1 calc R . . 
C14 C 0.4581(5) 0.1886(4) 0.4897(4) 0.0279(8) Uani 1 1 d . . . 
H14A H 0.5714 0.2400 0.5401 0.033 Uiso 1 1 calc R . . 
H14B H 0.4811 0.1433 0.4230 0.033 Uiso 1 1 calc R . . 
C15 C 0.3763(5) 0.0972(4) 0.5565(4) 0.0287(8) Uani 1 1 d . . . 
C16 C 0.4393(6) 0.1128(5) 0.6761(4) 0.0380(10) Uani 1 1 d . . . 
H16 H 0.5329 0.1800 0.7186 0.046 Uiso 1 1 calc R . . 
C17 C 0.3597(7) 0.0256(5) 0.7318(5) 0.0449(12) Uani 1 1 d . . . 
H17 H 0.3991 0.0340 0.8127 0.054 Uiso 1 1 calc R . . 
C18 C 0.2231(7) -0.0727(5) 0.6674(5) 0.0421(11) Uani 1 1 d . . . 
H18 H 0.1662 -0.1312 0.7032 0.051 Uiso 1 1 calc R . . 
C19 C 0.1721(6) -0.0826(4) 0.5469(4) 0.0352(10) Uani 1 1 d . . . 
C20 C -0.0013(7) -0.1987(5) 0.3608(5) 0.0494(13) Uani 1 1 d . . . 
H20A H -0.0483 -0.1315 0.3375 0.074 Uiso 1 1 calc R . . 
H20B H -0.0893 -0.2756 0.3263 0.074 Uiso 1 1 calc R . . 
H20C H 0.1034 -0.1988 0.3349 0.074 Uiso 1 1 calc R . . 
 
 
_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 
Hg1 N1 2.318(3) . ? 
Hg1 Cl1 2.3429(17) . ? 
Hg1 Cl2 2.3426(16) . ? 
Hg1 N3 2.845(4) . ? 
O1 C12 1.346(6) . ? 
O1 C13 1.417(8) . ? 
O2 C19 1.347(6) . ? 
O2 C20 1.427(7) . ? 
N1 C7 1.318(5) . ? 
N1 C5 1.383(5) . ? 
N2 C7 1.367(5) . ? 
N2 C6 1.381(5) . ? 
N2 C14 1.471(5) . ? 
N3 C12 1.318(6) . ? 
N3 C8 1.354(6) . ? 
N4 C19 1.330(6) . ? 
N4 C15 1.342(6) . ? 
C7 C8 1.468(6) . ? 
C5 C4 1.392(6) . ? 
C5 C6 1.394(6) . ? 
C4 C3 1.372(7) . ? 
C4 H4 0.9300 . ? 
C3 C2 1.412(8) . ? 
C3 H3 0.9300 . ? 
C2 C1 1.372(7) . ? 
C2 H2 0.9300 . ? 
C1 C6 1.387(6) . ? 
C1 H1 0.9300 . ? 
C8 C9 1.386(6) . ? 
C9 C10 1.386(7) . ? 
C9 H9 0.9300 . ? 
C10 C11 1.354(8) . ? 
C10 H10 0.9300 . ? 
C11 C12 1.398(7) . ? 
C11 H11 0.9300 . ? 
C13 H13A 0.9600 . ? 
C13 H13B 0.9600 . ? 
C13 H13C 0.9600 . ? 
C14 C15 1.519(6) . ? 
C14 H14A 0.9700 . ? 
C14 H14B 0.9700 . ? 
C15 C16 1.376(6) . ? 
C16 C17 1.387(7) . ? 
C16 H16 0.9300 . ? 
C17 C18 1.366(8) . ? 
C17 H17 0.9300 . ? 
C18 C19 1.386(7) . ? 
C18 H18 0.9300 . ? 
C20 H20A 0.9600 . ? 
C20 H20B 0.9600 . ? 
C20 H20C 0.9600 . ? 
 
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 
N1 Hg1 Cl1 107.29(10) . . ? 
N1 Hg1 Cl2 104.46(10) . . ? 
Cl1 Hg1 Cl2 145.35(6) . . ? 
N1 Hg1 N3 64.78(11) . . ? 
Cl1 Hg1 N3 97.27(9) . . ? 
Cl2 Hg1 N3 108.63(9) . . ? 
C12 O1 C13 117.9(4) . . ? 
C19 O2 C20 116.9(4) . . ? 
C7 N1 C5 106.5(3) . . ? 
C7 N1 Hg1 122.1(3) . . ? 
C5 N1 Hg1 131.1(3) . . ? 
C7 N2 C6 107.0(3) . . ? 
C7 N2 C14 129.7(3) . . ? 
C6 N2 C14 122.8(3) . . ? 
C12 N3 C8 117.4(4) . . ? 
C12 N3 Hg1 126.8(3) . . ? 
C8 N3 Hg1 102.1(3) . . ? 
C19 N4 C15 117.3(4) . . ? 
N1 C7 N2 111.7(4) . . ? 
N1 C7 C8 121.7(4) . . ? 
N2 C7 C8 126.4(4) . . ? 
N1 C5 C4 130.1(4) . . ? 
N1 C5 C6 108.9(3) . . ? 
C4 C5 C6 120.9(4) . . ? 
C3 C4 C5 117.2(4) . . ? 
C3 C4 H4 121.4 . . ? 
C5 C4 H4 121.4 . . ? 
C4 C3 C2 121.8(4) . . ? 
C4 C3 H3 119.1 . . ? 
C2 C3 H3 119.1 . . ? 
C1 C2 C3 120.9(4) . . ? 
C1 C2 H2 119.6 . . ? 
C3 C2 H2 119.6 . . ? 
C2 C1 C6 117.4(4) . . ? 
C2 C1 H1 121.3 . . ? 
C6 C1 H1 121.3 . . ? 
N2 C6 C1 132.2(4) . . ? 
N2 C6 C5 106.0(3) . . ? 
C1 C6 C5 121.8(4) . . ? 
N3 C8 C9 122.8(4) . . ? 
N3 C8 C7 114.1(4) . . ? 
C9 C8 C7 123.1(4) . . ? 
C10 C9 C8 118.3(5) . . ? 
C10 C9 H9 120.8 . . ? 
C8 C9 H9 120.8 . . ? 
C11 C10 C9 119.2(5) . . ? 
C11 C10 H10 120.4 . . ? 
C9 C10 H10 120.4 . . ? 
C10 C11 C12 119.3(4) . . ? 
C10 C11 H11 120.4 . . ? 
C12 C11 H11 120.4 . . ? 
N3 C12 O1 120.8(5) . . ? 
N3 C12 C11 123.0(5) . . ? 
O1 C12 C11 116.2(4) . . ? 
O1 C13 H13A 109.5 . . ? 
O1 C13 H13B 109.5 . . ? 
H13A C13 H13B 109.5 . . ? 
O1 C13 H13C 109.5 . . ? 
H13A C13 H13C 109.5 . . ? 
H13B C13 H13C 109.5 . . ? 
N2 C14 C15 112.7(3) . . ? 
N2 C14 H14A 109.1 . . ? 
C15 C14 H14A 109.1 . . ? 
N2 C14 H14B 109.1 . . ? 
C15 C14 H14B 109.1 . . ? 
H14A C14 H14B 107.8 . . ? 
N4 C15 C16 123.0(4) . . ? 
N4 C15 C14 115.9(4) . . ? 
C16 C15 C14 121.1(4) . . ? 
C15 C16 C17 118.3(5) . . ? 
C15 C16 H16 120.9 . . ? 
C17 C16 H16 120.9 . . ? 
C18 C17 C16 119.7(5) . . ? 
C18 C17 H17 120.2 . . ? 
C16 C17 H17 120.2 . . ? 
C17 C18 C19 117.9(4) . . ? 
C17 C18 H18 121.0 . . ? 
C19 C18 H18 121.0 . . ? 
N4 C19 O2 119.7(4) . . ? 
N4 C19 C18 123.7(5) . . ? 
O2 C19 C18 116.6(4) . . ? 
O2 C20 H20A 109.5 . . ? 
O2 C20 H20B 109.5 . . ? 
H20A C20 H20B 109.5 . . ? 
O2 C20 H20C 109.5 . . ? 
H20A C20 H20C 109.5 . . ? 
H20B C20 H20C 109.5 . . ? 
 
_diffrn_measured_fraction_theta_max    0.992 
_diffrn_reflns_theta_full              27.48 
_diffrn_measured_fraction_theta_full   0.992 
_refine_diff_density_max    0.782 
_refine_diff_density_min   -1.532 
_refine_diff_density_rms    0.153 


  
data_946739
  
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C13 H9 Cl2 N3 O Zn' 
_chemical_formula_weight          359.50 
  
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' 
 'Zn'  'Zn'   0.2839   1.4301 
 '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                    7.3460(15) 
_cell_length_b                    9.4000(19) 
_cell_length_c                    10.700(2) 
_cell_angle_alpha                 101.75(3) 
_cell_angle_beta                  90.16(3) 
_cell_angle_gamma                 92.82(3) 
_cell_volume                      722.4(3) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     293(2) 
_cell_measurement_reflns_used     6465 
_cell_measurement_theta_min       3.23  
_cell_measurement_theta_max       27.47 
  
_exptl_crystal_description        block 
_exptl_crystal_colour             colorless 
_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     1.653 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              360 
_exptl_absorpt_coefficient_mu     2.066 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.8200 
_exptl_absorpt_correction_T_max   0.8200 
_exptl_absorpt_process_details    SADABS
  
_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   'Bruker Smart APEX CCD area detector'
_diffrn_measurement_method        'phi and omega scans'
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          0 
_diffrn_standards_interval_count  0 
_diffrn_standards_interval_time   0 
_diffrn_standards_decay_%         0 
_diffrn_reflns_number             6465 
_diffrn_reflns_av_R_equivalents   0.1278 
_diffrn_reflns_av_sigmaI/netI     0.1789 
_diffrn_reflns_limit_h_min        -9 
_diffrn_reflns_limit_h_max        8 
_diffrn_reflns_limit_k_min        -12 
_diffrn_reflns_limit_k_max        12 
_diffrn_reflns_limit_l_min        -13 
_diffrn_reflns_limit_l_max        13 
_diffrn_reflns_theta_min          3.23 
_diffrn_reflns_theta_max          27.47 
_reflns_number_total              3139 
_reflns_number_gt                 1508 
_reflns_threshold_expression      >2sigma(I) 
  
_computing_data_collection        'Bruker XSCANS' 
_computing_cell_refinement        'Bruker XSCANS' 
_computing_data_reduction         'Bruker SHELXTL' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'Bruker SHELXTL' 
  
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/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          3139 
_refine_ls_number_parameters      181 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.1369 
_refine_ls_R_factor_gt            0.0785 
_refine_ls_wR_factor_ref          0.3374 
_refine_ls_wR_factor_gt           0.2118 
_refine_ls_goodness_of_fit_ref    0.986 
_refine_ls_restrained_S_all       0.986 
_refine_ls_shift/su_max           0.000 
_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 
Zn1 Zn 0.28111(15) 0.82013(11) 0.15110(11) 0.0377(5) Uani 1 1 d . . . 
Cl2 Cl 0.5183(3) 0.6985(3) 0.1835(3) 0.0468(7) Uani 1 1 d . . . 
Cl1 Cl 0.0292(4) 0.7435(3) 0.2416(3) 0.0597(9) Uani 1 1 d . . . 
N2 N 0.2485(11) 0.8477(8) -0.0331(8) 0.0363(19) Uani 1 1 d . . . 
N1 N 0.2874(10) 1.0499(8) 0.1814(8) 0.0337(18) Uani 1 1 d . . . 
N3 N 0.2018(12) 1.0058(8) -0.1586(9) 0.043(2) Uani 1 1 d . . . 
H3 H 0.1902 1.0873 -0.1818 0.051 Uiso 1 1 calc R . . 
C1 C 0.2233(12) 0.7703(10) -0.1607(9) 0.032(2) Uani 1 1 d . . . 
O1 O 0.3487(11) 1.0737(8) 0.3918(7) 0.0483(19) Uani 1 1 d . . . 
C6 C 0.1956(13) 0.8668(10) -0.2392(10) 0.038(2) Uani 1 1 d . . . 
C9 C 0.2342(14) 1.2462(10) 0.0827(10) 0.039(2) Uani 1 1 d . . . 
H9 H 0.2069 1.2812 0.0099 0.047 Uiso 1 1 calc R . . 
C2 C 0.2271(16) 0.6211(10) -0.2095(12) 0.049(3) Uani 1 1 d . . . 
H2 H 0.2508 0.5558 -0.1576 0.059 Uiso 1 1 calc R . . 
C5 C 0.1629(16) 0.8221(13) -0.3712(11) 0.052(3) Uani 1 1 d . . . 
H5 H 0.1387 0.8865 -0.4238 0.063 Uiso 1 1 calc R . . 
C12 C 0.3094(15) 1.1434(10) 0.2942(10) 0.040(2) Uani 1 1 d . . . 
C3 C 0.1936(18) 0.5751(12) -0.3399(14) 0.062(4) Uani 1 1 d . . . 
H3A H 0.1874 0.4761 -0.3758 0.075 Uiso 1 1 calc R . . 
C11 C 0.2940(15) 1.2936(11) 0.3034(12) 0.048(3) Uani 1 1 d . . . 
H11 H 0.3089 1.3573 0.3819 0.057 Uiso 1 1 calc R . . 
C10 C 0.2583(17) 1.3436(11) 0.1998(13) 0.055(3) Uani 1 1 d . . . 
H10 H 0.2492 1.4429 0.2047 0.067 Uiso 1 1 calc R . . 
C13 C 0.3673(18) 1.1634(12) 0.5171(10) 0.051(3) Uani 1 1 d . . . 
H13A H 0.3976 1.1047 0.5770 0.077 Uiso 1 1 calc R . . 
H13B H 0.2545 1.2083 0.5408 0.077 Uiso 1 1 calc R . . 
H13C H 0.4623 1.2374 0.5173 0.077 Uiso 1 1 calc R . . 
C4 C 0.1698(16) 0.6732(14) -0.4159(12) 0.057(3) Uani 1 1 d . . . 
H4 H 0.1573 0.6379 -0.5034 0.068 Uiso 1 1 calc R . . 
C7 C 0.2287(11) 0.9877(9) -0.0412(9) 0.0282(18) Uani 1 1 d . . . 
C8 C 0.2500(13) 1.1038(9) 0.0742(9) 0.033(2) Uani 1 1 d . . . 
  
  
_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 
Zn1 N2 2.055(9) . ? 
Zn1 N1 2.116(7) . ? 
Zn1 Cl2 2.195(3) . ? 
Zn1 Cl1 2.246(3) . ? 
N2 C7 1.351(11) . ? 
N2 C1 1.417(13) . ? 
N1 C12 1.345(13) . ? 
N1 C8 1.378(12) . ? 
N3 C7 1.317(13) . ? 
N3 C6 1.410(12) . ? 
N3 H3 0.8600 . ? 
C1 C6 1.378(14) . ? 
C1 C2 1.395(13) . ? 
O1 C12 1.377(12) . ? 
O1 C13 1.434(13) . ? 
C6 C5 1.405(16) . ? 
C9 C8 1.335(13) . ? 
C9 C10 1.398(16) . ? 
C9 H9 0.9300 . ? 
C2 C3 1.392(19) . ? 
C2 H2 0.9300 . ? 
C5 C4 1.387(17) . ? 
C5 H5 0.9300 . ? 
C12 C11 1.406(15) . ? 
C3 C4 1.36(2) . ? 
C3 H3A 0.9300 . ? 
C11 C10 1.319(18) . ? 
C11 H11 0.9300 . ? 
C10 H10 0.9300 . ? 
C13 H13A 0.9600 . ? 
C13 H13B 0.9600 . ? 
C13 H13C 0.9600 . ? 
C4 H4 0.9300 . ? 
C7 C8 1.474(13) . ? 
  
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 
N2 Zn1 N1 79.6(3) . . ? 
N2 Zn1 Cl2 114.9(2) . . ? 
N1 Zn1 Cl2 123.1(2) . . ? 
N2 Zn1 Cl1 115.5(3) . . ? 
N1 Zn1 Cl1 108.5(2) . . ? 
Cl2 Zn1 Cl1 111.85(11) . . ? 
C7 N2 C1 103.7(8) . . ? 
C7 N2 Zn1 113.3(6) . . ? 
C1 N2 Zn1 142.8(6) . . ? 
C12 N1 C8 118.9(8) . . ? 
C12 N1 Zn1 126.4(7) . . ? 
C8 N1 Zn1 114.5(6) . . ? 
C7 N3 C6 107.3(8) . . ? 
C7 N3 H3 126.3 . . ? 
C6 N3 H3 126.3 . . ? 
C6 C1 C2 121.3(10) . . ? 
C6 C1 N2 109.5(8) . . ? 
C2 C1 N2 129.2(10) . . ? 
C12 O1 C13 116.4(8) . . ? 
C1 C6 C5 122.8(9) . . ? 
C1 C6 N3 105.7(9) . . ? 
C5 C6 N3 131.5(10) . . ? 
C8 C9 C10 120.8(10) . . ? 
C8 C9 H9 119.6 . . ? 
C10 C9 H9 119.6 . . ? 
C1 C2 C3 116.5(11) . . ? 
C1 C2 H2 121.7 . . ? 
C3 C2 H2 121.7 . . ? 
C4 C5 C6 114.0(11) . . ? 
C4 C5 H5 123.0 . . ? 
C6 C5 H5 123.0 . . ? 
N1 C12 C11 120.9(11) . . ? 
N1 C12 O1 112.1(8) . . ? 
C11 C12 O1 127.0(10) . . ? 
C4 C3 C2 120.9(10) . . ? 
C4 C3 H3A 119.5 . . ? 
C2 C3 H3A 119.5 . . ? 
C10 C11 C12 119.6(11) . . ? 
C10 C11 H11 120.2 . . ? 
C12 C11 H11 120.2 . . ? 
C11 C10 C9 119.5(10) . . ? 
C11 C10 H10 120.2 . . ? 
C9 C10 H10 120.2 . . ? 
O1 C13 H13A 109.5 . . ? 
O1 C13 H13B 109.5 . . ? 
H13A C13 H13B 109.5 . . ? 
O1 C13 H13C 109.5 . . ? 
H13A C13 H13C 109.5 . . ? 
H13B C13 H13C 109.5 . . ? 
C5 C4 C3 124.3(12) . . ? 
C5 C4 H4 117.9 . . ? 
C3 C4 H4 117.9 . . ? 
N3 C7 N2 113.7(8) . . ? 
N3 C7 C8 126.3(8) . . ? 
N2 C7 C8 119.9(8) . . ? 
C9 C8 N1 120.4(9) . . ? 
C9 C8 C7 127.4(9) . . ? 
N1 C8 C7 112.2(7) . . ? 
  
_diffrn_measured_fraction_theta_max    0.945 
_diffrn_reflns_theta_full              27.47 
_diffrn_measured_fraction_theta_full   0.945 
_refine_diff_density_max    1.199 
_refine_diff_density_min   -1.500 
_refine_diff_density_rms    0.313 

