# Electronic Supplementary Material for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Alicia Beatty' _publ_contact_author_email BEATTYA@UMSL.EDU _publ_section_title ; Reverse engineering: Toward 0-D cadmium halide clusters ; loop_ _publ_author_name 'Alicia Beatty' 'Chun-Long Chen' 'Christina E. Costin-Hogan' 'Emma Hughes' 'Austin Pickett' 'Nigam Rath' ; R.Valencia ; # Attachment 'amb2008.cif' data_compound1 _database_code_depnum_ccdc_archive 'CCDC 695946' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C13 H14 N2, Cd Cl4' _chemical_formula_sum 'C13 H14 Cd Cl4 N2' _chemical_formula_weight 452.46 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' 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 Orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 7.346(5) _cell_length_b 29.04(2) _cell_length_c 7.460(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1592(2) _cell_formula_units_Z 4 _cell_measurement_temperature 299(2) _cell_measurement_reflns_used 1024 _cell_measurement_theta_min 4.1 _cell_measurement_theta_max 24.9 _exptl_crystal_description plate _exptl_crystal_colour pale _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.888 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 888 _exptl_absorpt_coefficient_mu 2.033 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6023 _exptl_absorpt_correction_T_max 0.7452 _exptl_absorpt_process_details 'sadabs v2008/1' _exptl_special_details ; H atoms were treated by a combination of independent and constrained refinements. ; _diffrn_ambient_temperature 299(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 11746 _diffrn_reflns_av_R_equivalents 0.0526 _diffrn_reflns_av_sigmaI/netI 0.0355 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -34 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.81 _diffrn_reflns_theta_max 25.04 _reflns_number_total 1437 _reflns_number_gt 1182 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker-SHELXTL (Sheldrick, G.M., 2008)' _computing_structure_refinement 'Bruker-SHELXTL (Sheldrick, G.M., 2008)' _computing_molecular_graphics 'Bruker-SHELXTL (Sheldrick, G.M., 2008)' _computing_publication_material 'Bruker-SHELXTL (Sheldrick, G.M., 2008)' _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^)+(0.0355P)^2^+10.1150P] 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 1437 _refine_ls_number_parameters 103 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0531 _refine_ls_R_factor_gt 0.0415 _refine_ls_wR_factor_ref 0.1137 _refine_ls_wR_factor_gt 0.1057 _refine_ls_goodness_of_fit_ref 1.117 _refine_ls_restrained_S_all 1.117 _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 Cd1 Cd 0.0000 0.5000 1.0000 0.0257(2) Uani 1 2 d S . . Cl2 Cl 0.2142(2) 0.48677(6) 1.2859(2) 0.0377(4) Uani 1 1 d . . . Cl1 Cl -0.0172(2) 0.58556(5) 1.0516(2) 0.0420(4) Uani 1 1 d . . . N1 N 0.0364(8) 0.58317(18) 1.4751(8) 0.0383(13) Uani 1 1 d . . . H1A H -0.0251 0.5675 1.5579 0.05(2) Uiso 1 1 calc R . . H1B H 0.1547 0.5772 1.4859 0.08(3) Uiso 1 1 calc R . . H1C H -0.0013 0.5747 1.3665 0.09(4) Uiso 1 1 calc R . . C1 C 0.0051(9) 0.6324(2) 1.4993(8) 0.0346(14) Uani 1 1 d . . . C2 C -0.1260(9) 0.6469(2) 1.6213(9) 0.0389(16) Uani 1 1 d . . . H2 H -0.1931 0.6255 1.6859 0.047 Uiso 1 1 calc R . . C3 C -0.1557(9) 0.6928(2) 1.6455(9) 0.0396(16) Uani 1 1 d . . . H3 H -0.2434 0.7028 1.7266 0.047 Uiso 1 1 calc R . . C4 C -0.0545(8) 0.7244(2) 1.5488(8) 0.0283(13) Uani 1 1 d . . . C5 C 0.0780(8) 0.7098(2) 1.4250(8) 0.0299(13) Uani 1 1 d . . . C6 C 0.1056(8) 0.6626(2) 1.4005(8) 0.0339(14) Uani 1 1 d . . . H6 H 0.1910 0.6519 1.3183 0.041 Uiso 1 1 calc R . . C7 C 0.1685(14) 0.7500 1.3372(15) 0.042(2) Uani 1 2 d SD . . H7A H 0.134(14) 0.7500 1.200(11) 0.06(3) Uiso 1 2 d SD . . H7B H 0.307(12) 0.7500 1.376(16) 0.08(4) Uiso 1 2 d SD . . 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 Cd1 0.0254(3) 0.0264(3) 0.0254(3) -0.0008(2) 0.0005(2) 0.0018(2) Cl2 0.0324(7) 0.0469(9) 0.0338(8) 0.0015(7) -0.0109(7) -0.0014(7) Cl1 0.0534(10) 0.0276(8) 0.0452(9) -0.0027(7) 0.0024(8) 0.0003(7) N1 0.040(3) 0.027(3) 0.048(4) 0.000(3) -0.002(3) 0.003(2) C1 0.040(3) 0.028(3) 0.036(3) 0.001(3) -0.005(3) 0.003(3) C2 0.044(4) 0.034(4) 0.039(4) 0.005(3) 0.010(3) -0.004(3) C3 0.039(4) 0.043(4) 0.037(4) 0.003(3) 0.017(3) -0.001(3) C4 0.024(3) 0.032(3) 0.029(3) 0.001(3) -0.001(2) 0.001(2) C5 0.031(3) 0.032(3) 0.027(3) 0.004(3) 0.005(3) -0.003(3) C6 0.032(3) 0.038(4) 0.032(3) -0.003(3) 0.008(3) 0.004(3) C7 0.045(6) 0.030(5) 0.051(6) 0.000 0.020(5) 0.000 _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 Cl1 2.518(2) . ? Cd1 Cl1 2.518(2) 5_567 ? Cd1 Cl2 2.666(2) 6_558 ? Cd1 Cl2 2.666(2) 2_564 ? Cd1 Cl2 2.678(2) 5_567 ? Cd1 Cl2 2.678(2) . ? Cl2 Cd1 2.666(2) 2_565 ? N1 C1 1.459(8) . ? N1 H1A 0.8900 . ? N1 H1B 0.8900 . ? N1 H1C 0.8900 . ? C1 C6 1.362(9) . ? C1 C2 1.390(9) . ? C2 C3 1.361(9) . ? C2 H2 0.9300 . ? C3 C4 1.384(9) . ? C3 H3 0.9300 . ? C4 C5 1.408(9) . ? C4 C4 1.489(12) 7_575 ? C5 C6 1.398(9) . ? C5 C7 1.496(8) . ? C6 H6 0.9300 . ? C7 C5 1.496(8) 7_575 ? C7 H7A 1.06(8) . ? C7 H7B 1.06(8) . ? 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 Cl1 Cd1 Cl1 180.00(8) . 5_567 ? Cl1 Cd1 Cl2 90.65(6) . 6_558 ? Cl1 Cd1 Cl2 89.35(6) 5_567 6_558 ? Cl1 Cd1 Cl2 89.35(6) . 2_564 ? Cl1 Cd1 Cl2 90.65(6) 5_567 2_564 ? Cl2 Cd1 Cl2 180.0 6_558 2_564 ? Cl1 Cd1 Cl2 87.16(6) . 5_567 ? Cl1 Cd1 Cl2 92.84(6) 5_567 5_567 ? Cl2 Cd1 Cl2 92.01(6) 6_558 5_567 ? Cl2 Cd1 Cl2 87.99(6) 2_564 5_567 ? Cl1 Cd1 Cl2 92.84(6) . . ? Cl1 Cd1 Cl2 87.16(6) 5_567 . ? Cl2 Cd1 Cl2 87.99(6) 6_558 . ? Cl2 Cd1 Cl2 92.01(6) 2_564 . ? Cl2 Cd1 Cl2 180.00(4) 5_567 . ? Cd1 Cl2 Cd1 156.80(7) 2_565 . ? C1 N1 H1A 109.5 . . ? C1 N1 H1B 109.5 . . ? H1A N1 H1B 109.5 . . ? C1 N1 H1C 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? C6 C1 C2 122.3(6) . . ? C6 C1 N1 118.5(6) . . ? C2 C1 N1 119.2(6) . . ? C3 C2 C1 119.7(6) . . ? C3 C2 H2 120.2 . . ? C1 C2 H2 120.2 . . ? C2 C3 C4 119.5(6) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C3 C4 C5 120.9(6) . . ? C3 C4 C4 131.5(4) . 7_575 ? C5 C4 C4 107.5(3) . 7_575 ? C6 C5 C4 118.8(5) . . ? C6 C5 C7 130.2(6) . . ? C4 C5 C7 111.1(6) . . ? C1 C6 C5 118.8(6) . . ? C1 C6 H6 120.6 . . ? C5 C6 H6 120.6 . . ? C5 C7 C5 102.8(8) 7_575 . ? C5 C7 H7A 109(3) 7_575 . ? C5 C7 H7A 109(4) . . ? C5 C7 H7B 108(4) 7_575 . ? C5 C7 H7B 108(4) . . ? H7A C7 H7B 120(9) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cl1 Cd1 Cl2 Cd1 -52.46(18) . . . 2_565 ? Cl1 Cd1 Cl2 Cd1 127.54(18) 5_567 . . 2_565 ? Cl2 Cd1 Cl2 Cd1 -143.01(16) 6_558 . . 2_565 ? Cl2 Cd1 Cl2 Cd1 36.99(16) 2_564 . . 2_565 ? Cl2 Cd1 Cl2 Cd1 -47(5) 5_567 . . 2_565 ? C6 C1 C2 C3 -0.6(10) . . . . ? N1 C1 C2 C3 179.7(6) . . . . ? C1 C2 C3 C4 -0.2(10) . . . . ? C2 C3 C4 C5 0.4(10) . . . . ? C2 C3 C4 C4 -178.9(4) . . . 7_575 ? C3 C4 C5 C6 0.2(10) . . . . ? C4 C4 C5 C6 179.6(5) 7_575 . . . ? C3 C4 C5 C7 179.8(7) . . . . ? C4 C4 C5 C7 -0.7(7) 7_575 . . . ? C2 C1 C6 C5 1.1(10) . . . . ? N1 C1 C6 C5 -179.1(6) . . . . ? C4 C5 C6 C1 -0.9(9) . . . . ? C7 C5 C6 C1 179.5(8) . . . . ? C6 C5 C7 C5 -179.3(5) . . . 7_575 ? C4 C5 C7 C5 1.1(11) . . . 7_575 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.673 _refine_diff_density_min -0.686 _refine_diff_density_rms 0.103 #####END data_compound3 _database_code_depnum_ccdc_archive 'CCDC 695947' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H16 Cd1.5 Cl5 N2' _chemical_formula_weight 533.99 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' 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 Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 19.275(3) _cell_length_b 7.3987(11) _cell_length_c 24.409(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3480.9(9) _cell_formula_units_Z 8 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Rod _exptl_crystal_colour Colorless _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.038 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2072 _exptl_absorpt_coefficient_mu 2.608 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23989 _diffrn_reflns_av_R_equivalents 0.0367 _diffrn_reflns_av_sigmaI/netI 0.0204 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 25.01 _reflns_number_total 3071 _reflns_number_gt 2577 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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 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^)+(0.0232P)^2^+2.7101P] 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 3071 _refine_ls_number_parameters 187 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0317 _refine_ls_R_factor_gt 0.0217 _refine_ls_wR_factor_ref 0.0547 _refine_ls_wR_factor_gt 0.0493 _refine_ls_goodness_of_fit_ref 1.102 _refine_ls_restrained_S_all 1.102 _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 0.836989(11) 0.02852(3) 0.559846(9) 0.03084(8) Uani 1 1 d . . . Cd2 Cd 1.0000 0.0000 0.5000 0.03271(9) Uani 1 2 d S . . Cl1 Cl 0.72762(4) -0.16238(11) 0.53896(3) 0.0408(2) Uani 1 1 d . . . Cl2 Cl 0.93403(4) -0.23485(10) 0.56936(3) 0.03962(19) Uani 1 1 d . . . Cl3 Cl 0.81623(5) 0.05449(13) 0.66048(3) 0.0473(2) Uani 1 1 d . . . Cl4 Cl 0.95895(4) 0.25548(10) 0.56583(3) 0.03538(18) Uani 1 1 d . . . Cl5 Cl 0.87866(4) 0.02571(11) 0.45775(3) 0.03585(18) Uani 1 1 d . . . N1 N 0.85335(14) -0.5055(4) 0.65474(11) 0.0404(7) Uani 1 1 d . . . H1A H 0.8399 -0.6277 0.6490 0.049 Uiso 1 1 d R . . H2A H 0.8773 -0.4126 0.6290 0.049 Uiso 1 1 d R . . H33A H 0.8085 -0.4722 0.6584 0.049 Uiso 1 1 d R . . N2 N 0.89994(18) 0.0017(5) 0.96137(13) 0.0641(10) Uani 1 1 d . . . H44A H 0.8766 -0.1022 0.9797 0.077 Uiso 1 1 d R . . H44B H 0.9372 -0.0065 0.9666 0.077 Uiso 1 1 d R . . H44C H 0.8972 0.0918 0.9766 0.077 Uiso 1 1 d R . . C1 C 0.88983(15) -0.5028(4) 0.70792(13) 0.0312(7) Uani 1 1 d . . . C2 C 0.95153(17) -0.5941(4) 0.71252(13) 0.0388(8) Uani 1 1 d . . . H2C H 0.9701 -0.6547 0.6825 0.047 Uiso 1 1 calc R . . C3 C 0.98543(18) -0.5946(5) 0.76207(14) 0.0439(8) Uani 1 1 d . . . H3A H 1.0276 -0.6545 0.7655 0.053 Uiso 1 1 calc R . . C4 C 0.95727(19) -0.5070(4) 0.80659(14) 0.0421(8) Uani 1 1 d . . . H4A H 0.9799 -0.5099 0.8402 0.051 Uiso 1 1 calc R . . C5 C 0.89550(18) -0.4152(5) 0.80128(14) 0.0419(8) Uani 1 1 d . . . H5A H 0.8767 -0.3556 0.8314 0.050 Uiso 1 1 calc R . . C6 C 0.86124(16) -0.4110(4) 0.75139(13) 0.0365(7) Uani 1 1 d . . . H6A H 0.8199 -0.3475 0.7474 0.044 Uiso 1 1 calc R . . C21 C 0.86342(17) -0.0077(4) 0.90879(13) 0.0356(7) Uani 1 1 d . . . C22 C 0.89507(17) 0.0655(4) 0.86373(15) 0.0429(8) Uani 1 1 d . . . H22A H 0.9384 0.1200 0.8666 0.051 Uiso 1 1 calc R . . C23 C 0.8611(2) 0.0566(5) 0.81390(15) 0.0486(9) Uani 1 1 d . . . H23A H 0.8818 0.1036 0.7825 0.058 Uiso 1 1 calc R . . C24 C 0.7971(2) -0.0219(5) 0.81108(16) 0.0524(10) Uani 1 1 d . . . H24A H 0.7743 -0.0283 0.7775 0.063 Uiso 1 1 calc R . . C25 C 0.76581(18) -0.0913(5) 0.85683(17) 0.0500(9) Uani 1 1 d . . . H25A H 0.7219 -0.1428 0.8542 0.060 Uiso 1 1 calc R . . C26 C 0.79892(17) -0.0852(4) 0.90630(15) 0.0413(8) Uani 1 1 d . . . H26A H 0.7782 -0.1325 0.9376 0.050 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.02685(13) 0.03480(13) 0.03086(14) 0.00045(9) 0.00459(9) 0.00060(9) Cd2 0.02193(17) 0.03490(18) 0.0413(2) -0.00501(14) 0.00455(13) 0.00195(12) Cl1 0.0387(4) 0.0402(4) 0.0435(5) 0.0019(4) -0.0021(4) -0.0142(4) Cl2 0.0374(4) 0.0359(4) 0.0456(5) 0.0099(3) 0.0024(4) 0.0015(3) Cl3 0.0449(5) 0.0679(6) 0.0290(4) 0.0017(4) 0.0002(4) -0.0102(4) Cl4 0.0324(4) 0.0371(4) 0.0367(4) -0.0087(3) 0.0015(3) 0.0015(3) Cl5 0.0270(4) 0.0528(5) 0.0277(4) -0.0026(3) -0.0011(3) 0.0023(3) N1 0.0365(15) 0.0509(17) 0.0339(15) 0.0000(13) -0.0047(12) -0.0067(12) N2 0.065(2) 0.082(3) 0.045(2) -0.0220(17) -0.0231(17) 0.0305(18) C1 0.0299(16) 0.0332(16) 0.0305(16) 0.0009(13) 0.0013(13) -0.0072(13) C2 0.0416(19) 0.0396(18) 0.0352(19) -0.0039(14) 0.0060(15) 0.0064(15) C3 0.0400(19) 0.046(2) 0.046(2) 0.0033(16) -0.0032(16) 0.0095(16) C4 0.052(2) 0.0390(19) 0.0349(19) 0.0043(14) -0.0090(16) -0.0035(16) C5 0.049(2) 0.0425(19) 0.034(2) -0.0065(15) 0.0083(16) -0.0024(16) C6 0.0291(17) 0.0414(18) 0.0390(19) -0.0043(15) 0.0049(14) 0.0015(14) C21 0.0384(18) 0.0375(18) 0.0309(17) -0.0092(14) -0.0075(15) 0.0118(14) C22 0.0317(18) 0.0396(19) 0.057(2) -0.0025(16) 0.0046(16) -0.0027(15) C23 0.059(2) 0.051(2) 0.036(2) 0.0088(16) 0.0090(18) 0.0154(19) C24 0.054(2) 0.060(2) 0.044(2) -0.0151(18) -0.0163(19) 0.023(2) C25 0.0311(19) 0.049(2) 0.070(3) -0.017(2) -0.0054(18) -0.0027(16) C26 0.044(2) 0.0356(18) 0.045(2) 0.0004(15) 0.0140(17) 0.0034(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 Cl3 2.4960(9) . ? Cd1 Cl1 2.5881(8) . ? Cd1 Cl5 2.6183(9) . ? Cd1 Cl1 2.6535(8) 8_765 ? Cd1 Cl2 2.7110(8) . ? Cd1 Cl4 2.8927(8) . ? Cd1 Cd2 3.4714(5) . ? Cd2 Cl5 2.5632(8) 5_756 ? Cd2 Cl5 2.5632(8) . ? Cd2 Cl4 2.6040(8) 5_756 ? Cd2 Cl4 2.6040(8) . ? Cd2 Cl2 2.7391(8) . ? Cd2 Cl2 2.7391(8) 5_756 ? Cd2 Cd1 3.4714(5) 5_756 ? Cl1 Cd1 2.6535(8) 8_755 ? N1 C1 1.476(4) . ? N2 C21 1.466(4) . ? C1 C2 1.372(4) . ? C1 C6 1.375(4) . ? C2 C3 1.375(5) . ? C3 C4 1.377(5) . ? C4 C5 1.377(5) . ? C5 C6 1.386(5) . ? C21 C22 1.369(5) . ? C21 C26 1.370(5) . ? C22 C23 1.383(5) . ? C23 C24 1.366(6) . ? C24 C25 1.369(5) . ? C25 C26 1.367(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 Cl3 Cd1 Cl1 96.04(3) . . ? Cl3 Cd1 Cl5 170.53(3) . . ? Cl1 Cd1 Cl5 93.33(3) . . ? Cl3 Cd1 Cl1 92.72(3) . 8_765 ? Cl1 Cd1 Cl1 92.878(16) . 8_765 ? Cl5 Cd1 Cl1 88.16(3) . 8_765 ? Cl3 Cd1 Cl2 94.68(3) . . ? Cl1 Cd1 Cl2 100.75(3) . . ? Cl5 Cd1 Cl2 82.20(2) . . ? Cl1 Cd1 Cl2 163.69(3) 8_765 . ? Cl3 Cd1 Cl4 92.06(3) . . ? Cl1 Cd1 Cl4 171.36(3) . . ? Cl5 Cd1 Cl4 78.66(2) . . ? Cl1 Cd1 Cl4 83.73(3) 8_765 . ? Cl2 Cd1 Cl4 81.50(3) . . ? Cl3 Cd1 Cd2 124.32(2) . . ? Cl1 Cd1 Cd2 128.40(2) . . ? Cl5 Cd1 Cd2 47.265(17) . . ? Cl1 Cd1 Cd2 113.35(2) 8_765 . ? Cl2 Cd1 Cd2 50.794(18) . . ? Cl4 Cd1 Cd2 47.232(16) . . ? Cl5 Cd2 Cl5 180.0 5_756 . ? Cl5 Cd2 Cl4 85.25(2) 5_756 5_756 ? Cl5 Cd2 Cl4 94.75(2) . 5_756 ? Cl5 Cd2 Cl4 94.75(2) 5_756 . ? Cl5 Cd2 Cl4 85.25(2) . . ? Cl4 Cd2 Cl4 180.00(3) 5_756 . ? Cl5 Cd2 Cl2 97.34(3) 5_756 . ? Cl5 Cd2 Cl2 82.66(3) . . ? Cl4 Cd2 Cl2 93.55(3) 5_756 . ? Cl4 Cd2 Cl2 86.45(3) . . ? Cl5 Cd2 Cl2 82.66(3) 5_756 5_756 ? Cl5 Cd2 Cl2 97.34(3) . 5_756 ? Cl4 Cd2 Cl2 86.45(3) 5_756 5_756 ? Cl4 Cd2 Cl2 93.55(3) . 5_756 ? Cl2 Cd2 Cl2 180.0 . 5_756 ? Cl5 Cd2 Cd1 48.61(2) 5_756 5_756 ? Cl5 Cd2 Cd1 131.39(2) . 5_756 ? Cl4 Cd2 Cd1 54.635(17) 5_756 5_756 ? Cl4 Cd2 Cd1 125.365(17) . 5_756 ? Cl2 Cd2 Cd1 129.920(17) . 5_756 ? Cl2 Cd2 Cd1 50.080(17) 5_756 5_756 ? Cl5 Cd2 Cd1 131.39(2) 5_756 . ? Cl5 Cd2 Cd1 48.61(2) . . ? Cl4 Cd2 Cd1 125.365(17) 5_756 . ? Cl4 Cd2 Cd1 54.635(17) . . ? Cl2 Cd2 Cd1 50.080(17) . . ? Cl2 Cd2 Cd1 129.920(17) 5_756 . ? Cd1 Cd2 Cd1 180.0 5_756 . ? Cd1 Cl1 Cd1 144.56(4) . 8_755 ? Cd1 Cl2 Cd2 79.13(2) . . ? Cd2 Cl4 Cd1 78.13(2) . . ? Cd2 Cl5 Cd1 84.12(2) . . ? C2 C1 C6 121.8(3) . . ? C2 C1 N1 118.6(3) . . ? C6 C1 N1 119.6(3) . . ? C1 C2 C3 119.0(3) . . ? C2 C3 C4 120.4(3) . . ? C5 C4 C3 119.9(3) . . ? C4 C5 C6 120.4(3) . . ? C1 C6 C5 118.4(3) . . ? C22 C21 C26 122.3(3) . . ? C22 C21 N2 118.1(3) . . ? C26 C21 N2 119.6(3) . . ? C21 C22 C23 118.5(3) . . ? C24 C23 C22 119.5(3) . . ? C23 C24 C25 121.1(3) . . ? C26 C25 C24 120.2(3) . . ? C25 C26 C21 118.5(3) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.368 _refine_diff_density_min -0.430 _refine_diff_density_rms 0.107 #####END data_compound4 _database_code_depnum_ccdc_archive 'CCDC 695948' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H22 Br2 Cd N2' _chemical_formula_weight 514.58 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' Br Br -0.2901 2.4595 '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/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 14.4881(18) _cell_length_b 4.3172(5) _cell_length_c 14.5404(17) _cell_angle_alpha 90.00 _cell_angle_beta 110.928(6) _cell_angle_gamma 90.00 _cell_volume 849.48(18) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9412 _cell_measurement_theta_min 2.84 _cell_measurement_theta_max 27.19 _exptl_crystal_description needle _exptl_crystal_colour purple _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.012 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 500 _exptl_absorpt_coefficient_mu 5.984 _exptl_absorpt_correction_type multi-scan #_exptl_absorpt_correction_T_min 0.1613 #_exptl_absorpt_correction_T_max 0.8409 _exptl_absorpt_correction_T_min 0.6797 _exptl_absorpt_correction_T_max 0.8409 _exptl_absorpt_process_details 'sadabs v2007/2' _exptl_special_details ; Amine H atoms were located and refined freely. All other H atoms were added in their calculated positions and were treated using appropriate riding models. ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21669 _diffrn_reflns_av_R_equivalents 0.0471 _diffrn_reflns_av_sigmaI/netI 0.0348 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 27.26 _reflns_number_total 1901 _reflns_number_gt 1641 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker-Apex II (Bruker, 2006)' _computing_cell_refinement 'Bruker-Apex II (Bruker, 2006)' _computing_data_reduction 'Bruker-SAINT (Bruker, 2006)' _computing_structure_solution 'Bruker-SHELXTL (Sheldrick, G.M., 2008)' _computing_structure_refinement 'Bruker-SHELXTL (Sheldrick, G.M., 2008)' _computing_molecular_graphics 'Bruker-SHELXTL (Sheldrick, G.M., 2008)' _computing_publication_material 'Bruker-SHELXTL (Sheldrick, G.M., 2008)' _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^)+(0.0153P)^2^+0.6491P] 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 1901 _refine_ls_number_parameters 105 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0328 _refine_ls_R_factor_gt 0.0225 _refine_ls_wR_factor_ref 0.0420 _refine_ls_wR_factor_gt 0.0399 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _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 Cd1 Cd 0.0000 0.48786(5) 0.2500 0.01614(8) Uani 1 2 d S . . Br1 Br 0.065760(18) 0.90601(5) 0.154867(17) 0.01615(8) Uani 1 1 d . . . N1 N 0.14077(15) 0.3233(5) 0.37342(15) 0.0149(4) Uani 1 1 d D . . H1A H 0.1662(17) 0.194(6) 0.3447(17) 0.019(7) Uiso 1 1 d D . . H1B H 0.1142(19) 0.222(7) 0.4077(19) 0.033(8) Uiso 1 1 d D . . C11 C 0.21410(17) 0.5382(5) 0.43205(17) 0.0135(5) Uani 1 1 d . . . C12 C 0.20208(17) 0.6654(5) 0.51470(16) 0.0161(5) Uani 1 1 d . . . H12 H 0.1465 0.6100 0.5313 0.019 Uiso 1 1 calc R . . C13 C 0.27116(18) 0.8734(5) 0.57307(18) 0.0180(5) Uani 1 1 d . . . H13 H 0.2624 0.9635 0.6290 0.022 Uiso 1 1 calc R . . C14 C 0.35267(18) 0.9492(5) 0.54962(17) 0.0172(5) Uani 1 1 d . . . H14 H 0.4009 1.0885 0.5901 0.021 Uiso 1 1 calc R . . C15 C 0.36368(17) 0.8211(5) 0.46673(17) 0.0153(5) Uani 1 1 d . . . H15 H 0.4201 0.8746 0.4512 0.018 Uiso 1 1 calc R . . C16 C 0.29461(17) 0.6163(5) 0.40545(17) 0.0134(5) Uani 1 1 d . . . C17 C 0.30519(18) 0.4781(5) 0.31386(17) 0.0155(5) Uani 1 1 d . . . H17A H 0.2491 0.5501 0.2558 0.019 Uiso 1 1 calc R . . H17B H 0.3000 0.2501 0.3172 0.019 Uiso 1 1 calc R . . C18 C 0.40057(19) 0.5557(6) 0.29786(19) 0.0220(6) Uani 1 1 d . . . H18A H 0.4059 0.7807 0.2924 0.033 Uiso 1 1 calc R . . H18B H 0.4005 0.4569 0.2371 0.033 Uiso 1 1 calc R . . H18C H 0.4569 0.4795 0.3537 0.033 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.01295(16) 0.01373(13) 0.01763(15) 0.000 0.00043(11) 0.000 Br1 0.01460(15) 0.01458(12) 0.02006(15) 0.00202(8) 0.00716(11) 0.00131(8) N1 0.0134(12) 0.0110(10) 0.0197(12) 0.0013(8) 0.0050(10) -0.0002(8) C11 0.0113(14) 0.0110(11) 0.0146(13) 0.0035(8) 0.0004(11) 0.0003(8) C12 0.0140(14) 0.0172(12) 0.0180(14) 0.0058(9) 0.0067(11) 0.0037(9) C13 0.0214(15) 0.0187(13) 0.0131(13) 0.0025(9) 0.0051(11) 0.0061(10) C14 0.0158(15) 0.0161(12) 0.0161(13) 0.0001(9) 0.0013(11) -0.0006(9) C15 0.0125(13) 0.0140(11) 0.0182(13) 0.0031(9) 0.0040(11) -0.0008(9) C16 0.0121(14) 0.0124(11) 0.0142(13) 0.0039(8) 0.0030(11) 0.0032(8) C17 0.0163(14) 0.0148(12) 0.0160(13) 0.0013(9) 0.0066(11) 0.0022(9) C18 0.0211(16) 0.0255(14) 0.0218(15) -0.0038(10) 0.0103(12) 0.0003(10) _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 2.296(2) 2 ? Cd1 N1 2.296(2) . ? Cd1 Br1 2.6498(3) 2 ? Cd1 Br1 2.6498(3) . ? N1 C11 1.438(3) . ? N1 H1A 0.855(19) . ? N1 H1B 0.85(2) . ? C11 C12 1.388(3) . ? C11 C16 1.395(3) . ? C12 C13 1.386(3) . ? C12 H12 0.9500 . ? C13 C14 1.380(3) . ? C13 H13 0.9500 . ? C14 C15 1.386(3) . ? C14 H14 0.9500 . ? C15 C16 1.393(3) . ? C15 H15 0.9500 . ? C16 C17 1.516(3) . ? C17 C18 1.518(3) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? 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 N1 143.95(10) 2 . ? N1 Cd1 Br1 103.54(5) 2 2 ? N1 Cd1 Br1 100.80(5) . 2 ? N1 Cd1 Br1 100.80(5) 2 . ? N1 Cd1 Br1 103.54(5) . . ? Br1 Cd1 Br1 94.112(15) 2 . ? C11 N1 Cd1 121.72(15) . . ? C11 N1 H1A 110.7(17) . . ? Cd1 N1 H1A 103.7(16) . . ? C11 N1 H1B 112.2(19) . . ? Cd1 N1 H1B 99.0(19) . . ? H1A N1 H1B 108(3) . . ? C12 C11 C16 121.4(2) . . ? C12 C11 N1 118.3(2) . . ? C16 C11 N1 120.4(2) . . ? C13 C12 C11 120.0(2) . . ? C13 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? C14 C13 C12 119.8(2) . . ? C14 C13 H13 120.1 . . ? C12 C13 H13 120.1 . . ? C13 C14 C15 119.6(2) . . ? C13 C14 H14 120.2 . . ? C15 C14 H14 120.2 . . ? C14 C15 C16 122.0(2) . . ? C14 C15 H15 119.0 . . ? C16 C15 H15 119.0 . . ? C15 C16 C11 117.2(2) . . ? C15 C16 C17 122.5(2) . . ? C11 C16 C17 120.3(2) . . ? C16 C17 C18 115.5(2) . . ? C16 C17 H17A 108.4 . . ? C18 C17 H17A 108.4 . . ? C16 C17 H17B 108.4 . . ? C18 C17 H17B 108.4 . . ? H17A C17 H17B 107.5 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Cd1 N1 C11 176.63(19) 2 . . . ? Br1 Cd1 N1 C11 -51.51(18) 2 . . . ? Br1 Cd1 N1 C11 45.44(18) . . . . ? Cd1 N1 C11 C12 86.5(2) . . . . ? Cd1 N1 C11 C16 -93.1(2) . . . . ? C16 C11 C12 C13 -0.4(3) . . . . ? N1 C11 C12 C13 -180.0(2) . . . . ? C11 C12 C13 C14 -1.1(3) . . . . ? C12 C13 C14 C15 1.3(3) . . . . ? C13 C14 C15 C16 0.1(3) . . . . ? C14 C15 C16 C11 -1.5(3) . . . . ? C14 C15 C16 C17 179.1(2) . . . . ? C12 C11 C16 C15 1.6(3) . . . . ? N1 C11 C16 C15 -178.8(2) . . . . ? C12 C11 C16 C17 -179.0(2) . . . . ? N1 C11 C16 C17 0.6(3) . . . . ? C15 C16 C17 C18 5.1(3) . . . . ? C11 C16 C17 C18 -174.3(2) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.26 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.596 _refine_diff_density_min -0.700 _refine_diff_density_rms 0.114 #####END data_compound5 _database_code_depnum_ccdc_archive 'CCDC 695949' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H14 Cd I2 N2' _chemical_formula_weight 552.45 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/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 25.107(3) _cell_length_b 5.0103(4) _cell_length_c 13.4757(13) _cell_angle_alpha 90.00 _cell_angle_beta 115.739(4) _cell_angle_gamma 90.00 _cell_volume 1527.0(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9924 _cell_measurement_theta_min 3.04 _cell_measurement_theta_max 27.41 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.403 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 5.456 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3216 _exptl_absorpt_correction_T_max 0.7355 _exptl_absorpt_process_details 'sadabs v2007/2' _exptl_special_details ; Amine H atoms were located and refined freely. All other H atoms were added in their calculated positions and were treated using appropriate riding models. ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21825 _diffrn_reflns_av_R_equivalents 0.0319 _diffrn_reflns_av_sigmaI/netI 0.0184 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 27.49 _reflns_number_total 1749 _reflns_number_gt 1559 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker-Apex II (Bruker, 2006)' _computing_cell_refinement 'Bruker-Apex II (Bruker, 2006)' _computing_data_reduction 'Bruker-SAINT (Bruker, 2006)' _computing_structure_solution 'Bruker-SHELXTL (Sheldrick, G.M., 2008)' _computing_structure_refinement 'Bruker-SHELXTL (Sheldrick, G.M., 2008)' _computing_molecular_graphics 'Bruker-SHELXTL (Sheldrick, G.M., 2008)' _computing_publication_material 'Bruker-SHELXTL (Sheldrick, G.M., 2008)' _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^)+(0.0087P)^2^+2.4479P] 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 1749 _refine_ls_number_parameters 86 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0193 _refine_ls_R_factor_gt 0.0155 _refine_ls_wR_factor_ref 0.0294 _refine_ls_wR_factor_gt 0.0286 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 1.085 _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 I1 I 0.060437(6) -0.33679(3) 0.928420(11) 0.01751(5) Uani 1 1 d . . . Cd1 Cd 0.0000 -0.00931(4) 0.7500 0.01570(6) Uani 1 2 d S . . N1 N 0.06830(8) 0.2124(4) 0.71351(16) 0.0156(4) Uani 1 1 d D . . C1 C 0.12182(9) 0.0591(4) 0.74735(18) 0.0141(5) Uani 1 1 d . . . C2 C 0.12447(10) -0.1449(4) 0.68033(18) 0.0165(5) Uani 1 1 d . . . H2 H 0.0920 -0.1776 0.6110 0.020 Uiso 1 1 calc R . . C3 C 0.17496(10) -0.3011(4) 0.71528(19) 0.0204(5) Uani 1 1 d . . . H3 H 0.1770 -0.4414 0.6696 0.024 Uiso 1 1 calc R . . C4 C 0.22235(10) -0.2545(4) 0.8159(2) 0.0224(5) Uani 1 1 d . . . H4 H 0.2569 -0.3615 0.8395 0.027 Uiso 1 1 calc R . . C5 C 0.21895(10) -0.0508(5) 0.8820(2) 0.0226(5) Uani 1 1 d . . . H5 H 0.2514 -0.0181 0.9513 0.027 Uiso 1 1 calc R . . C6 C 0.16877(10) 0.1064(4) 0.84857(19) 0.0186(5) Uani 1 1 d . . . H6 H 0.1666 0.2453 0.8947 0.022 Uiso 1 1 calc R . . H1A H 0.0745(11) 0.360(4) 0.750(2) 0.027(7) Uiso 1 1 d D . . H1B H 0.0548(10) 0.244(5) 0.6446(16) 0.020(7) Uiso 1 1 d 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 I1 0.02213(9) 0.01832(8) 0.01170(8) 0.00091(6) 0.00700(6) 0.00055(6) Cd1 0.01534(13) 0.01849(12) 0.01448(12) 0.000 0.00762(10) 0.000 N1 0.0190(11) 0.0132(9) 0.0149(11) 0.0003(8) 0.0077(9) 0.0007(8) C1 0.0145(12) 0.0134(10) 0.0164(12) 0.0040(9) 0.0086(10) -0.0013(9) C2 0.0175(12) 0.0170(11) 0.0153(12) 0.0004(9) 0.0073(10) -0.0021(9) C3 0.0220(13) 0.0153(11) 0.0285(13) -0.0002(10) 0.0153(11) -0.0016(10) C4 0.0166(13) 0.0181(11) 0.0322(14) 0.0070(10) 0.0104(11) 0.0012(9) C5 0.0174(13) 0.0238(12) 0.0195(12) 0.0040(10) 0.0014(10) -0.0059(10) C6 0.0213(13) 0.0161(11) 0.0173(12) -0.0016(9) 0.0073(10) -0.0051(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag I1 Cd1 2.7580(3) . ? Cd1 N1 2.2690(19) 2_556 ? Cd1 N1 2.2691(19) . ? Cd1 I1 2.7580(3) 2_556 ? N1 C1 1.439(3) . ? N1 H1A 0.864(19) . ? N1 H1B 0.854(19) . ? C1 C6 1.382(3) . ? C1 C2 1.385(3) . ? C2 C3 1.387(3) . ? C2 H2 0.9500 . ? C3 C4 1.381(3) . ? C3 H3 0.9500 . ? C4 C5 1.382(3) . ? C4 H4 0.9500 . ? C5 C6 1.385(3) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? 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 N1 121.37(10) 2_556 . ? N1 Cd1 I1 106.49(5) 2_556 . ? N1 Cd1 I1 107.38(5) . . ? N1 Cd1 I1 107.38(5) 2_556 2_556 ? N1 Cd1 I1 106.49(5) . 2_556 ? I1 Cd1 I1 106.988(12) . 2_556 ? C1 N1 Cd1 111.06(13) . . ? C1 N1 H1A 111.3(18) . . ? Cd1 N1 H1A 105.3(17) . . ? C1 N1 H1B 108.7(16) . . ? Cd1 N1 H1B 110.3(16) . . ? H1A N1 H1B 110(2) . . ? C6 C1 C2 120.6(2) . . ? C6 C1 N1 120.0(2) . . ? C2 C1 N1 119.3(2) . . ? C1 C2 C3 119.4(2) . . ? C1 C2 H2 120.3 . . ? C3 C2 H2 120.3 . . ? C4 C3 C2 120.6(2) . . ? C4 C3 H3 119.7 . . ? C2 C3 H3 119.7 . . ? C3 C4 C5 119.3(2) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? C4 C5 C6 120.8(2) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C1 C6 C5 119.3(2) . . ? C1 C6 H6 120.4 . . ? C5 C6 H6 120.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Cd1 N1 C1 150.73(16) 2_556 . . . ? I1 Cd1 N1 C1 28.10(15) . . . . ? I1 Cd1 N1 C1 -86.23(14) 2_556 . . . ? Cd1 N1 C1 C6 -96.5(2) . . . . ? Cd1 N1 C1 C2 80.0(2) . . . . ? C6 C1 C2 C3 -0.4(3) . . . . ? N1 C1 C2 C3 -176.9(2) . . . . ? C1 C2 C3 C4 0.0(3) . . . . ? C2 C3 C4 C5 0.3(3) . . . . ? C3 C4 C5 C6 0.0(3) . . . . ? C2 C1 C6 C5 0.7(3) . . . . ? N1 C1 C6 C5 177.1(2) . . . . ? C4 C5 C6 C1 -0.4(3) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.437 _refine_diff_density_min -0.526 _refine_diff_density_rms 0.093 ####END data_compound6 _database_code_depnum_ccdc_archive 'CCDC 695950' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H18 Cd I2 N2' _chemical_formula_weight 580.50 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/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 26.262(3) _cell_length_b 4.8965(5) _cell_length_c 14.2847(14) _cell_angle_alpha 90.00 _cell_angle_beta 115.520(5) _cell_angle_gamma 90.00 _cell_volume 1657.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6321 _cell_measurement_theta_min 2.87 _cell_measurement_theta_max 33.55 _exptl_crystal_description plate _exptl_crystal_colour pink _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.326 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1080 _exptl_absorpt_coefficient_mu 5.031 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.5087 _exptl_absorpt_correction_T_max 0.8181 #_exptl_absorpt_correction_T_min 0.2369 #_exptl_absorpt_correction_T_max 0.7292 _exptl_absorpt_process_details 'sadabs v2007/2' _exptl_special_details ; All H atoms were added in their calculated positions and were treated using appropriate riding models. ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17338 _diffrn_reflns_av_R_equivalents 0.0574 _diffrn_reflns_av_sigmaI/netI 0.0453 _diffrn_reflns_limit_h_min -39 _diffrn_reflns_limit_h_max 40 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.87 _diffrn_reflns_theta_max 33.99 _reflns_number_total 3378 _reflns_number_gt 2680 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker-Apex II (Bruker, 2006)' _computing_cell_refinement 'Bruker-Apex II (Bruker, 2006)' _computing_data_reduction 'Bruker-SAINT (Bruker, 2006)' _computing_structure_solution 'Bruker-SHELXTL (Sheldrick, G.M., 2008)' _computing_structure_refinement 'Bruker-SHELXTL (Sheldrick, G.M., 2008)' _computing_molecular_graphics 'Bruker-SHELXTL (Sheldrick, G.M., 2008)' _computing_publication_material 'Bruker-SHELXTL (Sheldrick, G.M., 2008)' _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^)+(0.0707P)^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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3378 _refine_ls_number_parameters 88 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0579 _refine_ls_R_factor_gt 0.0468 _refine_ls_wR_factor_ref 0.1135 _refine_ls_wR_factor_gt 0.1082 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.006 _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 I1 I 0.045612(10) 0.34259(4) 0.420924(17) 0.01994(9) Uani 1 1 d . . . Cd1 Cd 0.0000 0.00625(7) 0.2500 0.01873(10) Uani 1 2 d S . . N1 N -0.07332(14) -0.1960(6) 0.2702(3) 0.0201(6) Uani 1 1 d . . . H1A H -0.0860 -0.3413 0.2251 0.024 Uiso 1 1 calc R . . H1B H -0.0599 -0.2645 0.3365 0.024 Uiso 1 1 calc R . . C1 C -0.12053(16) -0.0192(6) 0.2526(3) 0.0182(6) Uani 1 1 d . . . C2 C -0.11807(18) 0.1524(6) 0.3315(3) 0.0207(7) Uani 1 1 d . . . H2 H -0.0860 0.1486 0.3967 0.025 Uiso 1 1 calc R . . C3 C -0.16237(19) 0.3303(7) 0.3157(3) 0.0233(7) Uani 1 1 d . . . H3 H -0.1604 0.4501 0.3695 0.028 Uiso 1 1 calc R . . C4 C -0.20942(18) 0.3311(6) 0.2207(3) 0.0216(7) Uani 1 1 d . . . H4 H -0.2401 0.4500 0.2096 0.026 Uiso 1 1 calc R . . C5 C -0.21175(17) 0.1589(6) 0.1422(3) 0.0203(7) Uani 1 1 d . . . H5 H -0.2445 0.1585 0.0780 0.024 Uiso 1 1 calc R . . C6 C -0.16676(16) -0.0147(6) 0.1554(3) 0.0173(6) Uani 1 1 d . . . C7 C -0.16844(18) -0.1869(7) 0.0674(3) 0.0225(7) Uani 1 1 d . . . H7A H -0.1374 -0.1343 0.0504 0.034 Uiso 1 1 calc R . . H7B H -0.2045 -0.1593 0.0066 0.034 Uiso 1 1 calc R . . H7C H -0.1645 -0.3798 0.0877 0.034 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.02421(15) 0.02001(12) 0.01674(13) -0.00120(7) 0.00988(10) -0.00014(7) Cd1 0.0201(2) 0.02050(16) 0.01790(18) 0.000 0.01038(15) 0.000 N1 0.0210(15) 0.0164(11) 0.0232(16) 0.0033(10) 0.0098(13) 0.0006(10) C1 0.0209(18) 0.0143(12) 0.0209(17) 0.0031(11) 0.0104(14) -0.0012(11) C2 0.0269(19) 0.0234(15) 0.0148(15) 0.0008(12) 0.0118(15) -0.0019(13) C3 0.030(2) 0.0219(15) 0.0236(19) -0.0010(13) 0.0167(17) -0.0016(13) C4 0.026(2) 0.0223(15) 0.0224(18) 0.0024(12) 0.0163(16) 0.0041(13) C5 0.0208(18) 0.0229(15) 0.0183(17) 0.0031(12) 0.0095(14) 0.0010(12) C6 0.0224(18) 0.0195(13) 0.0133(15) 0.0011(11) 0.0107(14) -0.0019(12) C7 0.0244(19) 0.0248(15) 0.0187(17) -0.0036(12) 0.0097(15) -0.0031(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 I1 Cd1 2.7547(4) . ? Cd1 N1 2.291(3) 2 ? Cd1 N1 2.291(3) . ? Cd1 I1 2.7547(4) 2 ? N1 C1 1.443(5) . ? N1 H1A 0.9200 . ? N1 H1B 0.9200 . ? C1 C2 1.385(5) . ? C1 C6 1.396(5) . ? C2 C3 1.392(5) . ? C2 H2 0.9500 . ? C3 C4 1.386(6) . ? C3 H3 0.9500 . ? C4 C5 1.383(5) . ? C4 H4 0.9500 . ? C5 C6 1.401(5) . ? C5 H5 0.9500 . ? C6 C7 1.499(5) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? 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 N1 128.78(14) 2 . ? N1 Cd1 I1 107.56(8) 2 . ? N1 Cd1 I1 102.42(8) . . ? N1 Cd1 I1 102.42(8) 2 2 ? N1 Cd1 I1 107.56(8) . 2 ? I1 Cd1 I1 106.569(16) . 2 ? C1 N1 Cd1 115.1(2) . . ? C1 N1 H1A 108.5 . . ? Cd1 N1 H1A 108.5 . . ? C1 N1 H1B 108.5 . . ? Cd1 N1 H1B 108.5 . . ? H1A N1 H1B 107.5 . . ? C2 C1 C6 121.0(3) . . ? C2 C1 N1 119.1(3) . . ? C6 C1 N1 119.8(3) . . ? C1 C2 C3 120.3(4) . . ? C1 C2 H2 119.8 . . ? C3 C2 H2 119.8 . . ? C4 C3 C2 119.4(3) . . ? C4 C3 H3 120.3 . . ? C2 C3 H3 120.3 . . ? C5 C4 C3 120.1(4) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 C6 121.4(4) . . ? C4 C5 H5 119.3 . . ? C6 C5 H5 119.3 . . ? C1 C6 C5 117.7(3) . . ? C1 C6 C7 121.6(3) . . ? C5 C6 C7 120.7(3) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Cd1 N1 C1 -163.7(3) 2 . . . ? I1 Cd1 N1 C1 71.4(3) . . . . ? I1 Cd1 N1 C1 -40.7(3) 2 . . . ? Cd1 N1 C1 C2 -81.7(3) . . . . ? Cd1 N1 C1 C6 95.5(3) . . . . ? C6 C1 C2 C3 1.1(5) . . . . ? N1 C1 C2 C3 178.3(3) . . . . ? C1 C2 C3 C4 1.0(5) . . . . ? C2 C3 C4 C5 -0.9(5) . . . . ? C3 C4 C5 C6 -1.4(5) . . . . ? C2 C1 C6 C5 -3.2(5) . . . . ? N1 C1 C6 C5 179.6(3) . . . . ? C2 C1 C6 C7 176.2(3) . . . . ? N1 C1 C6 C7 -1.0(5) . . . . ? C4 C5 C6 C1 3.4(5) . . . . ? C4 C5 C6 C7 -176.1(3) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 33.99 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 2.456 _refine_diff_density_min -3.022 _refine_diff_density_rms 0.298 #####END data_compound7 _database_code_depnum_ccdc_archive 'CCDC 695951' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H12 Cd I2 N2' _chemical_formula_weight 550.44 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/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 17.105(2) _cell_length_b 4.4783(6) _cell_length_c 19.149(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.488(7) _cell_angle_gamma 90.00 _cell_volume 1446.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8921 _cell_measurement_theta_min 2.41 _cell_measurement_theta_max 26.42 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.527 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1008 _exptl_absorpt_coefficient_mu 5.758 _exptl_absorpt_correction_type multi-scan #_exptl_absorpt_correction_T_min 0.1815 #_exptl_absorpt_correction_T_max 0.8462 _exptl_absorpt_correction_T_min 0.6264 _exptl_absorpt_correction_T_max 0.7454 _exptl_absorpt_process_details 'sadabs v2007/2' _exptl_special_details ; All H atoms were added in their calculated positions and were treated using appropriate riding models. ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20980 _diffrn_reflns_av_R_equivalents 0.0399 _diffrn_reflns_av_sigmaI/netI 0.0224 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.96 _diffrn_reflns_theta_max 26.45 _reflns_number_total 1493 _reflns_number_gt 1359 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker-Apex II (Bruker, 2006)' _computing_cell_refinement 'Bruker-Apex II (Bruker, 2006)' _computing_data_reduction 'Bruker-SAINT (Bruker, 2006)' _computing_structure_solution 'Bruker-SHELXTL (Sheldrick, G.M., 2008)' _computing_structure_refinement 'Bruker-SHELXTL (Sheldrick, G.M., 2008)' _computing_molecular_graphics 'Bruker-SHELXTL (Sheldrick, G.M., 2008)' _computing_publication_material 'Bruker-SHELXTL (Sheldrick, G.M., 2008)' _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^)+(0.0110P)^2^+1.7408P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1493 _refine_ls_number_parameters 78 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0217 _refine_ls_R_factor_gt 0.0172 _refine_ls_wR_factor_ref 0.0310 _refine_ls_wR_factor_gt 0.0302 _refine_ls_goodness_of_fit_ref 1.087 _refine_ls_restrained_S_all 1.087 _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 I1 I 0.408421(9) 1.07571(4) 0.318312(8) 0.01532(6) Uani 1 1 d . . . Cd1 Cd 0.5000 0.69143(6) 0.2500 0.01506(8) Uani 1 2 d S . . N1 N 0.41058(12) 0.5104(5) 0.15779(11) 0.0152(5) Uani 1 1 d . . . H1A H 0.4376 0.3944 0.1301 0.018 Uiso 1 1 calc R . . H1B H 0.3759 0.3870 0.1760 0.018 Uiso 1 1 calc R . . C1 C 0.36495(14) 0.7257(5) 0.11299(13) 0.0122(5) Uani 1 1 d . . . C2 C 0.39192(15) 0.8325(6) 0.05342(13) 0.0152(6) Uani 1 1 d . . . H2 H 0.4411 0.7648 0.0424 0.018 Uiso 1 1 calc R . . C3 C 0.34710(15) 1.0383(5) 0.00994(13) 0.0145(6) Uani 1 1 d . . . H3 H 0.3663 1.1100 -0.0308 0.017 Uiso 1 1 calc R . . C4 C 0.27463(14) 1.1434(5) 0.02417(12) 0.0112(5) Uani 1 1 d . . . C5 C 0.25001(15) 1.0366(5) 0.08556(13) 0.0144(6) Uani 1 1 d . . . H5 H 0.2015 1.1062 0.0975 0.017 Uiso 1 1 calc R . . C6 C 0.29469(15) 0.8315(6) 0.12946(13) 0.0149(6) Uani 1 1 d . . . H6 H 0.2767 0.7636 0.1711 0.018 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.01591(10) 0.01454(10) 0.01575(10) 0.00046(6) 0.00334(7) 0.00071(7) Cd1 0.01535(15) 0.01488(15) 0.01267(15) 0.000 -0.00439(11) 0.000 N1 0.0168(12) 0.0113(11) 0.0157(12) 0.0025(9) -0.0023(9) 0.0011(9) C1 0.0141(14) 0.0084(13) 0.0111(13) -0.0020(9) -0.0066(11) -0.0020(10) C2 0.0132(13) 0.0148(14) 0.0162(14) -0.0041(11) -0.0016(11) 0.0024(11) C3 0.0185(14) 0.0139(14) 0.0101(13) -0.0012(10) -0.0009(11) 0.0014(11) C4 0.0123(13) 0.0076(13) 0.0118(13) -0.0028(10) -0.0037(11) -0.0028(10) C5 0.0131(13) 0.0131(14) 0.0159(14) 0.0015(10) -0.0007(11) -0.0004(10) C6 0.0161(14) 0.0161(14) 0.0112(14) 0.0033(10) -0.0014(11) -0.0046(11) _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 I1 Cd1 2.7932(3) . ? Cd1 N1 2.286(2) . ? Cd1 N1 2.286(2) 2_655 ? Cd1 I1 2.7932(3) 2_655 ? N1 C1 1.433(3) . ? N1 H1A 0.9200 . ? N1 H1B 0.9200 . ? C1 C6 1.376(4) . ? C1 C2 1.384(4) . ? C2 C3 1.386(3) . ? C2 H2 0.9500 . ? C3 C4 1.394(3) . ? C3 H3 0.9500 . ? C4 C5 1.397(3) . ? C4 C4 1.491(5) 7_575 ? C5 C6 1.387(3) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? 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 N1 138.44(10) . 2_655 ? N1 Cd1 I1 102.99(5) . . ? N1 Cd1 I1 102.26(5) 2_655 . ? N1 Cd1 I1 102.26(5) . 2_655 ? N1 Cd1 I1 102.99(5) 2_655 2_655 ? I1 Cd1 I1 103.936(15) . 2_655 ? C1 N1 Cd1 116.91(15) . . ? C1 N1 H1A 108.1 . . ? Cd1 N1 H1A 108.1 . . ? C1 N1 H1B 108.1 . . ? Cd1 N1 H1B 108.1 . . ? H1A N1 H1B 107.3 . . ? C6 C1 C2 119.5(2) . . ? C6 C1 N1 120.3(2) . . ? C2 C1 N1 120.2(2) . . ? C1 C2 C3 119.9(2) . . ? C1 C2 H2 120.0 . . ? C3 C2 H2 120.0 . . ? C2 C3 C4 121.9(2) . . ? C2 C3 H3 119.0 . . ? C4 C3 H3 119.0 . . ? C3 C4 C5 116.8(2) . . ? C3 C4 C4 121.6(3) . 7_575 ? C5 C4 C4 121.6(3) . 7_575 ? C6 C5 C4 121.6(2) . . ? C6 C5 H5 119.2 . . ? C4 C5 H5 119.2 . . ? C1 C6 C5 120.3(2) . . ? C1 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Cd1 N1 C1 178.64(18) 2_655 . . . ? I1 Cd1 N1 C1 52.57(17) . . . . ? I1 Cd1 N1 C1 -55.07(17) 2_655 . . . ? Cd1 N1 C1 C6 -87.9(2) . . . . ? Cd1 N1 C1 C2 91.1(2) . . . . ? C6 C1 C2 C3 -1.7(4) . . . . ? N1 C1 C2 C3 179.3(2) . . . . ? C1 C2 C3 C4 -0.1(4) . . . . ? C2 C3 C4 C5 1.5(4) . . . . ? C2 C3 C4 C4 -177.8(3) . . . 7_575 ? C3 C4 C5 C6 -1.3(4) . . . . ? C4 C4 C5 C6 178.1(3) 7_575 . . . ? C2 C1 C6 C5 2.0(4) . . . . ? N1 C1 C6 C5 -179.1(2) . . . . ? C4 C5 C6 C1 -0.4(4) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.45 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.403 _refine_diff_density_min -0.533 _refine_diff_density_rms 0.113 #####END data_compound8 _database_code_depnum_ccdc_archive 'CCDC 695952' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C19 H18 N3), Cd3 Cl12, 2(C H4 O)' _chemical_formula_sum 'C40 H44 Cd3 Cl12 N6 O2' _chemical_formula_weight 1403.41 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~/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 7.589(2) _cell_length_b 23.193(7) _cell_length_c 14.019(4) _cell_angle_alpha 90.00 _cell_angle_beta 97.040(7) _cell_angle_gamma 90.00 _cell_volume 2448.9(12) _cell_formula_units_Z 2 _cell_measurement_temperature 299(2) _cell_measurement_reflns_used 599 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 17.8 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.903 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1380 _exptl_absorpt_coefficient_mu 1.988 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8734 _exptl_absorpt_correction_T_max 0.9071 _exptl_absorpt_process_details 'sadabs v2008/1' _exptl_special_details ; All H atoms were added in their calculated positions and were treated using appropriate riding models. ; _diffrn_ambient_temperature 299(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 18283 _diffrn_reflns_av_R_equivalents 0.1247 _diffrn_reflns_av_sigmaI/netI 0.1177 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 25.04 _reflns_number_total 4284 _reflns_number_gt 2280 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker-SHELXTL (Sheldrick, G.M., 2008)' _computing_structure_refinement 'Bruker-SHELXTL (Sheldrick, G.M., 2008)' _computing_molecular_graphics 'Bruker-SHELXTL (Sheldrick, G.M., 2008)' _computing_publication_material 'Bruker-SHELXTL (Sheldrick, G.M., 2008)' _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^)+(0.0439P)^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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4284 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1264 _refine_ls_R_factor_gt 0.0448 _refine_ls_wR_factor_ref 0.1118 _refine_ls_wR_factor_gt 0.0829 _refine_ls_goodness_of_fit_ref 0.969 _refine_ls_restrained_S_all 0.969 _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 Cd1 Cd 0.12444(8) 0.53761(3) 0.74055(4) 0.0376(2) Uani 1 1 d . . . Cd2 Cd 0.0000 0.5000 0.5000 0.0370(3) Uani 1 2 d S . . Cl1 Cl -0.0643(3) 0.60944(8) 0.82601(15) 0.0379(5) Uani 1 1 d . . . Cl2 Cl 0.4271(3) 0.58186(9) 0.78961(15) 0.0412(6) Uani 1 1 d . . . Cl3 Cl 0.1387(3) 0.46681(9) 0.88183(14) 0.0407(5) Uani 1 1 d . . . Cl4 Cl 0.0684(3) 0.60027(9) 0.57810(16) 0.0500(6) Uani 1 1 d . . . Cl5 Cl -0.1755(3) 0.48333(9) 0.65085(15) 0.0416(6) Uani 1 1 d . . . Cl6 Cl 0.2833(3) 0.46472(10) 0.61284(15) 0.0486(6) Uani 1 1 d . . . N1 N 0.2412(8) 0.6845(3) 0.9432(4) 0.0309(16) Uani 1 1 d . . . H1 H 0.1718 0.6676 0.8986 0.037 Uiso 1 1 calc R . . N2 N 0.5533(10) 0.9177(3) 1.0680(5) 0.063(2) Uani 1 1 d . . . H2A H 0.4607 0.9341 1.0904 0.094 Uiso 1 1 calc R . . H2B H 0.5581 0.9292 1.0078 0.094 Uiso 1 1 calc R . . H2C H 0.6527 0.9280 1.1044 0.094 Uiso 1 1 calc R . . N3 N 0.2765(9) 0.5010(3) 1.1034(5) 0.0434(19) Uani 1 1 d . . . H3A H 0.1725 0.4989 1.1264 0.065 Uiso 1 1 calc R . . H3B H 0.3579 0.4817 1.1418 0.065 Uiso 1 1 calc R . . H3C H 0.2664 0.4858 1.0447 0.065 Uiso 1 1 calc R . . C1 C 0.5342(11) 0.8544(3) 1.0701(7) 0.039(2) Uani 1 1 d . . . C2 C 0.6155(12) 0.8238(4) 1.1475(7) 0.049(2) Uani 1 1 d . . . H2 H 0.6911 0.8422 1.1952 0.058 Uiso 1 1 calc R . . C3 C 0.5834(11) 0.7661(4) 1.1531(6) 0.045(2) Uani 1 1 d . . . H3 H 0.6403 0.7452 1.2045 0.054 Uiso 1 1 calc R . . C4 C 0.4676(10) 0.7376(3) 1.0838(6) 0.033(2) Uani 1 1 d . . . C5 C 0.4273(10) 0.6770(3) 1.0926(6) 0.032(2) Uani 1 1 d . . . C6 C 0.4914(11) 0.6422(4) 1.1711(6) 0.041(2) Uani 1 1 d . . . H6 H 0.5672 0.6579 1.2215 0.049 Uiso 1 1 calc R . . C7 C 0.4434(11) 0.5849(4) 1.1746(6) 0.044(2) Uani 1 1 d . . . H7 H 0.4863 0.5622 1.2270 0.053 Uiso 1 1 calc R . . C8 C 0.3302(10) 0.5615(3) 1.0988(5) 0.0272(19) Uani 1 1 d . . . C9 C 0.2635(11) 0.5929(3) 1.0228(6) 0.034(2) Uani 1 1 d . . . H9 H 0.1870 0.5763 0.9734 0.040 Uiso 1 1 calc R . . C10 C 0.3112(10) 0.6509(3) 1.0191(5) 0.0275(19) Uani 1 1 d . . . C11 C 0.2701(10) 0.7409(3) 0.9316(6) 0.031(2) Uani 1 1 d . . . C12 C 0.3875(10) 0.7691(3) 1.0037(6) 0.032(2) Uani 1 1 d . . . C13 C 0.4245(11) 0.8289(3) 0.9966(6) 0.037(2) Uani 1 1 d . . . H13 H 0.3760 0.8502 0.9436 0.044 Uiso 1 1 calc R . . C14 C 0.1790(11) 0.7669(3) 0.8427(6) 0.034(2) Uani 1 1 d . . . C15 C 0.1671(11) 0.7364(3) 0.7570(6) 0.036(2) Uani 1 1 d . . . H15 H 0.2242 0.7010 0.7548 0.044 Uiso 1 1 calc R . . C16 C 0.0721(11) 0.7580(4) 0.6758(6) 0.046(2) Uani 1 1 d . . . H16 H 0.0635 0.7373 0.6187 0.055 Uiso 1 1 calc R . . C17 C -0.0127(12) 0.8118(4) 0.6789(7) 0.051(3) Uani 1 1 d . . . H17 H -0.0766 0.8270 0.6238 0.061 Uiso 1 1 calc R . . C18 C -0.0002(13) 0.8417(4) 0.7644(7) 0.056(3) Uani 1 1 d . . . H18 H -0.0538 0.8776 0.7664 0.067 Uiso 1 1 calc R . . C19 C 0.0891(12) 0.8194(3) 0.8457(6) 0.043(2) Uani 1 1 d . . . H19 H 0.0907 0.8391 0.9036 0.052 Uiso 1 1 calc R . . C20 C 0.7650(18) 0.7626(7) 0.4140(11) 0.142(6) Uani 1 1 d . . . H20A H 0.8405 0.7744 0.4706 0.213 Uiso 1 1 calc R . . H20B H 0.8316 0.7624 0.3600 0.213 Uiso 1 1 calc R . . H20C H 0.7204 0.7246 0.4234 0.213 Uiso 1 1 calc R . . O1 O 0.6275(17) 0.7998(5) 0.3970(10) 0.200(6) Uani 1 1 d . . . H1A H 0.6618 0.8297 0.3741 0.300 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.0381(4) 0.0450(4) 0.0288(4) 0.0000(3) 0.0005(3) -0.0026(3) Cd2 0.0352(5) 0.0469(6) 0.0276(5) -0.0045(4) -0.0019(4) 0.0040(5) Cl1 0.0361(13) 0.0353(12) 0.0401(13) 0.0017(10) -0.0042(10) 0.0010(10) Cl2 0.0361(13) 0.0431(13) 0.0428(13) 0.0060(11) -0.0019(10) -0.0026(10) Cl3 0.0506(14) 0.0360(12) 0.0348(12) -0.0002(10) 0.0023(10) 0.0030(11) Cl4 0.0732(18) 0.0405(13) 0.0345(13) 0.0022(10) -0.0006(12) -0.0083(12) Cl5 0.0422(13) 0.0437(13) 0.0395(13) 0.0053(10) 0.0077(11) 0.0028(10) Cl6 0.0425(14) 0.0658(16) 0.0352(12) -0.0037(12) -0.0048(10) 0.0191(12) N1 0.035(4) 0.026(4) 0.028(4) -0.002(3) -0.010(3) -0.003(3) N2 0.088(6) 0.048(5) 0.058(5) -0.020(4) 0.035(5) -0.034(5) N3 0.050(5) 0.036(4) 0.042(5) 0.014(4) -0.001(4) -0.001(4) C1 0.040(6) 0.026(5) 0.056(6) -0.012(4) 0.021(5) -0.020(4) C2 0.043(6) 0.046(6) 0.055(7) -0.023(5) -0.001(5) -0.013(5) C3 0.038(6) 0.047(6) 0.047(6) -0.019(5) -0.009(5) -0.002(5) C4 0.026(5) 0.039(5) 0.033(5) -0.008(4) 0.000(4) -0.004(4) C5 0.033(5) 0.029(5) 0.033(5) 0.000(4) -0.002(4) -0.001(4) C6 0.039(6) 0.040(6) 0.039(5) -0.008(4) -0.016(4) -0.002(4) C7 0.040(6) 0.047(6) 0.043(6) 0.011(5) -0.003(5) 0.016(5) C8 0.026(5) 0.026(4) 0.030(5) 0.007(4) 0.006(4) -0.002(4) C9 0.036(5) 0.036(5) 0.027(5) 0.005(4) -0.006(4) -0.001(4) C10 0.028(5) 0.032(5) 0.022(4) 0.003(4) -0.001(4) 0.007(4) C11 0.032(5) 0.023(5) 0.040(5) -0.005(4) 0.005(4) -0.002(4) C12 0.025(5) 0.030(5) 0.040(5) -0.009(4) -0.002(4) -0.007(4) C13 0.041(5) 0.028(5) 0.040(5) -0.007(4) 0.004(4) -0.010(4) C14 0.038(5) 0.023(5) 0.039(5) 0.011(4) 0.004(4) -0.005(4) C15 0.040(6) 0.032(5) 0.036(5) 0.003(4) 0.001(4) -0.002(4) C16 0.050(6) 0.045(6) 0.041(6) 0.007(5) -0.004(5) -0.002(5) C17 0.056(7) 0.049(6) 0.044(6) 0.017(5) -0.008(5) -0.004(5) C18 0.068(7) 0.024(5) 0.071(8) 0.008(5) -0.007(6) 0.000(5) C19 0.070(7) 0.018(5) 0.040(6) -0.013(4) -0.002(5) 0.003(5) C20 0.091(11) 0.176(16) 0.168(15) 0.068(13) 0.052(11) 0.065(11) O1 0.179(12) 0.168(11) 0.277(16) 0.117(11) 0.128(11) 0.068(10) _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 Cl2 2.532(2) . ? Cd1 Cl3 2.565(2) . ? Cd1 Cl1 2.585(2) . ? Cd1 Cl4 2.691(2) . ? Cd1 Cl5 2.765(2) . ? Cd1 Cl6 2.837(2) . ? Cd2 Cl4 2.595(2) 3_566 ? Cd2 Cl4 2.595(2) . ? Cd2 Cl6 2.638(2) 3_566 ? Cd2 Cl6 2.638(2) . ? Cd2 Cl5 2.662(2) 3_566 ? Cd2 Cl5 2.662(2) . ? N1 C11 1.340(9) . ? N1 C10 1.371(9) . ? N1 H1 0.8600 . ? N2 C1 1.476(9) . ? N2 H2A 0.8900 . ? N2 H2B 0.8900 . ? N2 H2C 0.8900 . ? N3 C8 1.465(9) . ? N3 H3A 0.8900 . ? N3 H3B 0.8900 . ? N3 H3C 0.8900 . ? C1 C13 1.376(11) . ? C1 C2 1.377(12) . ? C2 C3 1.364(11) . ? C2 H2 0.9300 . ? C3 C4 1.394(10) . ? C3 H3 0.9300 . ? C4 C12 1.414(10) . ? C4 C5 1.447(10) . ? C5 C6 1.403(10) . ? C5 C10 1.407(10) . ? C6 C7 1.380(11) . ? C6 H6 0.9300 . ? C7 C8 1.392(11) . ? C7 H7 0.9300 . ? C8 C9 1.337(10) . ? C9 C10 1.397(10) . ? C9 H9 0.9300 . ? C11 C12 1.422(10) . ? C11 C14 1.478(11) . ? C12 C13 1.420(10) . ? C13 H13 0.9300 . ? C14 C15 1.388(11) . ? C14 C19 1.400(10) . ? C15 C16 1.366(10) . ? C15 H15 0.9300 . ? C16 C17 1.406(11) . ? C16 H16 0.9300 . ? C17 C18 1.379(12) . ? C17 H17 0.9300 . ? C18 C19 1.354(11) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 O1 1.352(14) . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? O1 H1A 0.8200 . ? 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 Cl2 Cd1 Cl3 95.66(7) . . ? Cl2 Cd1 Cl1 98.54(7) . . ? Cl3 Cd1 Cl1 91.61(7) . . ? Cl2 Cd1 Cl4 93.16(7) . . ? Cl3 Cd1 Cl4 170.60(7) . . ? Cl1 Cd1 Cl4 90.29(7) . . ? Cl2 Cd1 Cl5 167.58(7) . . ? Cl3 Cd1 Cl5 90.82(7) . . ? Cl1 Cd1 Cl5 91.85(7) . . ? Cl4 Cd1 Cl5 79.92(7) . . ? Cl2 Cd1 Cl6 88.36(7) . . ? Cl3 Cd1 Cl6 97.17(7) . . ? Cl1 Cd1 Cl6 168.26(7) . . ? Cl4 Cd1 Cl6 79.81(7) . . ? Cl5 Cd1 Cl6 80.30(7) . . ? Cl4 Cd2 Cl4 179.999(1) 3_566 . ? Cl4 Cd2 Cl6 85.34(7) 3_566 3_566 ? Cl4 Cd2 Cl6 94.66(7) . 3_566 ? Cl4 Cd2 Cl6 94.65(7) 3_566 . ? Cl4 Cd2 Cl6 85.35(7) . . ? Cl6 Cd2 Cl6 180.00(8) 3_566 . ? Cl4 Cd2 Cl5 83.60(7) 3_566 3_566 ? Cl4 Cd2 Cl5 96.40(7) . 3_566 ? Cl6 Cd2 Cl5 85.93(7) 3_566 3_566 ? Cl6 Cd2 Cl5 94.07(7) . 3_566 ? Cl4 Cd2 Cl5 96.40(7) 3_566 . ? Cl4 Cd2 Cl5 83.60(7) . . ? Cl6 Cd2 Cl5 94.07(7) 3_566 . ? Cl6 Cd2 Cl5 85.92(7) . . ? Cl5 Cd2 Cl5 180.0 3_566 . ? Cd2 Cl4 Cd1 82.87(7) . . ? Cd2 Cl5 Cd1 80.28(6) . . ? Cd2 Cl6 Cd1 79.36(6) . . ? C11 N1 C10 126.4(7) . . ? C11 N1 H1 116.8 . . ? C10 N1 H1 116.8 . . ? C1 N2 H2A 109.5 . . ? C1 N2 H2B 109.5 . . ? H2A N2 H2B 109.5 . . ? C1 N2 H2C 109.5 . . ? H2A N2 H2C 109.5 . . ? H2B N2 H2C 109.5 . . ? C8 N3 H3A 109.5 . . ? C8 N3 H3B 109.5 . . ? H3A N3 H3B 109.5 . . ? C8 N3 H3C 109.5 . . ? H3A N3 H3C 109.5 . . ? H3B N3 H3C 109.5 . . ? C13 C1 C2 122.7(8) . . ? C13 C1 N2 117.7(8) . . ? C2 C1 N2 119.5(8) . . ? C3 C2 C1 119.0(8) . . ? C3 C2 H2 120.5 . . ? C1 C2 H2 120.5 . . ? C2 C3 C4 121.9(9) . . ? C2 C3 H3 119.1 . . ? C4 C3 H3 119.1 . . ? C3 C4 C12 118.7(8) . . ? C3 C4 C5 121.6(8) . . ? C12 C4 C5 119.7(7) . . ? C6 C5 C10 117.0(7) . . ? C6 C5 C4 124.6(7) . . ? C10 C5 C4 118.3(7) . . ? C7 C6 C5 120.9(8) . . ? C7 C6 H6 119.5 . . ? C5 C6 H6 119.5 . . ? C6 C7 C8 119.2(8) . . ? C6 C7 H7 120.4 . . ? C8 C7 H7 120.4 . . ? C9 C8 C7 122.3(7) . . ? C9 C8 N3 118.4(7) . . ? C7 C8 N3 119.2(7) . . ? C8 C9 C10 118.7(7) . . ? C8 C9 H9 120.7 . . ? C10 C9 H9 120.7 . . ? N1 C10 C9 119.9(7) . . ? N1 C10 C5 118.3(7) . . ? C9 C10 C5 121.8(7) . . ? N1 C11 C12 117.5(7) . . ? N1 C11 C14 115.7(7) . . ? C12 C11 C14 126.8(7) . . ? C4 C12 C13 119.5(7) . . ? C4 C12 C11 119.8(7) . . ? C13 C12 C11 120.8(8) . . ? C1 C13 C12 118.2(8) . . ? C1 C13 H13 120.9 . . ? C12 C13 H13 120.9 . . ? C15 C14 C19 119.3(8) . . ? C15 C14 C11 119.8(7) . . ? C19 C14 C11 120.6(7) . . ? C16 C15 C14 120.3(8) . . ? C16 C15 H15 119.8 . . ? C14 C15 H15 119.8 . . ? C15 C16 C17 119.8(8) . . ? C15 C16 H16 120.1 . . ? C17 C16 H16 120.1 . . ? C18 C17 C16 119.3(8) . . ? C18 C17 H17 120.3 . . ? C16 C17 H17 120.3 . . ? C19 C18 C17 120.9(8) . . ? C19 C18 H18 119.5 . . ? C17 C18 H18 119.5 . . ? C18 C19 C14 120.1(8) . . ? C18 C19 H19 119.9 . . ? C14 C19 H19 119.9 . . ? O1 C20 H20A 109.5 . . ? O1 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? O1 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C20 O1 H1A 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cl4 Cd2 Cl4 Cd1 -176(14) 3_566 . . . ? Cl6 Cd2 Cl4 Cd1 136.52(7) 3_566 . . . ? Cl6 Cd2 Cl4 Cd1 -43.48(7) . . . . ? Cl5 Cd2 Cl4 Cd1 -137.07(7) 3_566 . . . ? Cl5 Cd2 Cl4 Cd1 42.93(7) . . . . ? Cl2 Cd1 Cl4 Cd2 128.17(7) . . . . ? Cl3 Cd1 Cl4 Cd2 -31.6(5) . . . . ? Cl1 Cd1 Cl4 Cd2 -133.26(7) . . . . ? Cl5 Cd1 Cl4 Cd2 -41.44(6) . . . . ? Cl6 Cd1 Cl4 Cd2 40.40(7) . . . . ? Cl4 Cd2 Cl5 Cd1 138.13(6) 3_566 . . . ? Cl4 Cd2 Cl5 Cd1 -41.87(6) . . . . ? Cl6 Cd2 Cl5 Cd1 -136.10(6) 3_566 . . . ? Cl6 Cd2 Cl5 Cd1 43.90(6) . . . . ? Cl5 Cd2 Cl5 Cd1 110(4) 3_566 . . . ? Cl2 Cd1 Cl5 Cd2 -16.3(3) . . . . ? Cl3 Cd1 Cl5 Cd2 -137.88(6) . . . . ? Cl1 Cd1 Cl5 Cd2 130.48(6) . . . . ? Cl4 Cd1 Cl5 Cd2 40.52(6) . . . . ? Cl6 Cd1 Cl5 Cd2 -40.74(6) . . . . ? Cl4 Cd2 Cl6 Cd1 -138.77(6) 3_566 . . . ? Cl4 Cd2 Cl6 Cd1 41.23(6) . . . . ? Cl6 Cd2 Cl6 Cd1 -110(5) 3_566 . . . ? Cl5 Cd2 Cl6 Cd1 137.33(6) 3_566 . . . ? Cl5 Cd2 Cl6 Cd1 -42.67(6) . . . . ? Cl2 Cd1 Cl6 Cd2 -133.57(7) . . . . ? Cl3 Cd1 Cl6 Cd2 130.93(7) . . . . ? Cl1 Cd1 Cl6 Cd2 -7.2(4) . . . . ? Cl4 Cd1 Cl6 Cd2 -40.07(7) . . . . ? Cl5 Cd1 Cl6 Cd2 41.32(6) . . . . ? C13 C1 C2 C3 -1.6(13) . . . . ? N2 C1 C2 C3 173.9(8) . . . . ? C1 C2 C3 C4 -1.5(13) . . . . ? C2 C3 C4 C12 2.7(12) . . . . ? C2 C3 C4 C5 -176.9(8) . . . . ? C3 C4 C5 C6 3.1(13) . . . . ? C12 C4 C5 C6 -176.5(8) . . . . ? C3 C4 C5 C10 -179.1(7) . . . . ? C12 C4 C5 C10 1.3(11) . . . . ? C10 C5 C6 C7 0.8(12) . . . . ? C4 C5 C6 C7 178.7(8) . . . . ? C5 C6 C7 C8 0.2(13) . . . . ? C6 C7 C8 C9 -1.0(12) . . . . ? C6 C7 C8 N3 -178.8(7) . . . . ? C7 C8 C9 C10 0.8(12) . . . . ? N3 C8 C9 C10 178.6(7) . . . . ? C11 N1 C10 C9 177.7(7) . . . . ? C11 N1 C10 C5 -0.9(11) . . . . ? C8 C9 C10 N1 -178.3(7) . . . . ? C8 C9 C10 C5 0.3(12) . . . . ? C6 C5 C10 N1 177.6(7) . . . . ? C4 C5 C10 N1 -0.4(11) . . . . ? C6 C5 C10 C9 -1.1(11) . . . . ? C4 C5 C10 C9 -179.0(7) . . . . ? C10 N1 C11 C12 1.3(11) . . . . ? C10 N1 C11 C14 179.7(7) . . . . ? C3 C4 C12 C13 -0.9(11) . . . . ? C5 C4 C12 C13 178.7(7) . . . . ? C3 C4 C12 C11 179.4(7) . . . . ? C5 C4 C12 C11 -1.0(11) . . . . ? N1 C11 C12 C4 -0.3(11) . . . . ? C14 C11 C12 C4 -178.4(7) . . . . ? N1 C11 C12 C13 -179.9(7) . . . . ? C14 C11 C12 C13 1.9(12) . . . . ? C2 C1 C13 C12 3.2(12) . . . . ? N2 C1 C13 C12 -172.3(7) . . . . ? C4 C12 C13 C1 -1.9(11) . . . . ? C11 C12 C13 C1 177.8(7) . . . . ? N1 C11 C14 C15 -39.6(11) . . . . ? C12 C11 C14 C15 138.6(8) . . . . ? N1 C11 C14 C19 133.9(8) . . . . ? C12 C11 C14 C19 -47.9(12) . . . . ? C19 C14 C15 C16 1.5(12) . . . . ? C11 C14 C15 C16 175.1(8) . . . . ? C14 C15 C16 C17 0.6(13) . . . . ? C15 C16 C17 C18 -0.7(14) . . . . ? C16 C17 C18 C19 -1.5(15) . . . . ? C17 C18 C19 C14 3.7(14) . . . . ? C15 C14 C19 C18 -3.7(13) . . . . ? C11 C14 C19 C18 -177.2(8) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.594 _refine_diff_density_min -1.018 _refine_diff_density_rms 0.137 #####END data_compound2 _database_code_depnum_ccdc_archive 'CCDC 704018' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H14 Cd Cl4 N2 O' _chemical_formula_weight 456.45 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 Orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 7.2994(15) _cell_length_b 7.4104(15) _cell_length_c 30.527(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1651.3(6) _cell_formula_units_Z 4 _cell_measurement_temperature 299(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.836 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896 _exptl_absorpt_coefficient_mu 1.965 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.4523 _exptl_absorpt_correction_T_max 0.6092 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 299(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 ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10975 _diffrn_reflns_av_R_equivalents 0.0299 _diffrn_reflns_av_sigmaI/netI 0.0181 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 2.67 _diffrn_reflns_theta_max 25.03 _reflns_number_total 1467 _reflns_number_gt 1310 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0330P)^2^+4.5861P] 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 0.0092(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1467 _refine_ls_number_parameters 94 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0321 _refine_ls_R_factor_gt 0.0283 _refine_ls_wR_factor_ref 0.0773 _refine_ls_wR_factor_gt 0.0744 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.069 _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 Cd1 Cd 0.0000 0.5000 0.5000 0.02504(17) Uani 1 2 d S . . Cl2 Cl 0.29955(12) 0.29988(12) 0.51246(3) 0.0317(3) Uani 1 1 d . . . Cl1 Cl 0.05229(15) 0.51947(12) 0.41801(3) 0.0361(3) Uani 1 1 d . . . O1 O 0.5000 0.7341(6) 0.2500 0.0583(14) Uani 1 2 d S . . C3 C 0.6133(6) 0.7190(5) 0.32149(13) 0.0409(10) Uani 1 1 d . . . H3A H 0.6887 0.8164 0.3149 0.049 Uiso 1 1 calc R . . C1 C 0.4983(5) 0.5055(5) 0.37276(13) 0.0308(9) Uani 1 1 d . . . C4 C 0.5066(6) 0.6427(6) 0.28956(11) 0.0357(10) Uani 1 1 d . . . C6 C 0.3958(6) 0.4243(6) 0.34052(12) 0.0404(10) Uani 1 1 d . . . H6A H 0.3248 0.3235 0.3470 0.048 Uiso 1 1 calc R . . N1 N 0.4792(4) 0.4451(5) 0.41823(10) 0.0336(7) Uani 1 1 d . . . H1A H 0.3969 0.3567 0.4196 0.050 Uiso 1 1 calc R . . H1B H 0.4424 0.5370 0.4348 0.050 Uiso 1 1 calc R . . H1C H 0.5867 0.4049 0.4279 0.050 Uiso 1 1 calc R . . C5 C 0.3990(7) 0.4936(6) 0.29828(13) 0.0453(11) Uani 1 1 d . . . H5A H 0.3299 0.4404 0.2762 0.054 Uiso 1 1 calc R . . C2 C 0.6086(5) 0.6506(5) 0.36358(12) 0.0349(9) Uani 1 1 d . . . H2A H 0.6796 0.7025 0.3855 0.042 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.0257(2) 0.0255(2) 0.0239(2) 0.00130(13) 0.00033(13) 0.00021(14) Cl2 0.0310(5) 0.0310(5) 0.0332(5) -0.0013(4) -0.0014(4) 0.0091(4) Cl1 0.0441(5) 0.0396(5) 0.0245(5) -0.0010(4) 0.0026(4) 0.0013(4) O1 0.116(4) 0.039(2) 0.021(2) 0.000 -0.002(2) 0.000 C3 0.055(3) 0.038(2) 0.0300(19) 0.0009(17) 0.0035(18) -0.014(2) C1 0.033(2) 0.036(2) 0.024(2) -0.0012(15) 0.0027(14) 0.0035(16) C4 0.052(3) 0.035(2) 0.021(2) -0.0006(15) 0.0028(17) 0.0032(18) C6 0.049(2) 0.044(2) 0.0278(19) -0.0020(17) 0.0009(18) -0.016(2) N1 0.0427(19) 0.0357(17) 0.0224(16) 0.0016(14) 0.0018(14) 0.0002(14) C5 0.055(3) 0.054(3) 0.027(2) -0.0081(18) -0.006(2) -0.012(2) C2 0.038(2) 0.039(2) 0.0274(18) -0.0032(16) -0.0067(16) -0.0053(18) _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 Cl1 2.5361(11) 5_566 ? Cd1 Cl1 2.5361(10) . ? Cd1 Cl2 2.6693(9) . ? Cd1 Cl2 2.6693(9) 5_566 ? Cd1 Cl2 2.6877(10) 4_456 ? Cd1 Cl2 2.6877(10) 8_665 ? Cl2 Cd1 2.6877(9) 4_556 ? O1 C4 1.386(4) 3_655 ? O1 C4 1.386(4) . ? C3 C4 1.370(6) . ? C3 C2 1.381(5) . ? C3 H3A 0.9300 . ? C1 C2 1.372(5) . ? C1 C6 1.375(6) . ? C1 N1 1.465(5) . ? C4 C5 1.382(6) . ? C6 C5 1.388(6) . ? C6 H6A 0.9300 . ? N1 H1A 0.8900 . ? N1 H1B 0.8900 . ? N1 H1C 0.8900 . ? C5 H5A 0.9300 . ? C2 H2A 0.9300 . ? 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 Cl1 Cd1 Cl1 180.0 5_566 . ? Cl1 Cd1 Cl2 87.19(3) 5_566 . ? Cl1 Cd1 Cl2 92.81(3) . . ? Cl1 Cd1 Cl2 92.81(3) 5_566 5_566 ? Cl1 Cd1 Cl2 87.19(3) . 5_566 ? Cl2 Cd1 Cl2 180.0 . 5_566 ? Cl1 Cd1 Cl2 90.62(3) 5_566 4_456 ? Cl1 Cd1 Cl2 89.38(3) . 4_456 ? Cl2 Cd1 Cl2 90.387(17) . 4_456 ? Cl2 Cd1 Cl2 89.613(17) 5_566 4_456 ? Cl1 Cd1 Cl2 89.38(3) 5_566 8_665 ? Cl1 Cd1 Cl2 90.62(3) . 8_665 ? Cl2 Cd1 Cl2 89.613(17) . 8_665 ? Cl2 Cd1 Cl2 90.387(17) 5_566 8_665 ? Cl2 Cd1 Cl2 180.00(4) 4_456 8_665 ? Cd1 Cl2 Cd1 152.26(4) . 4_556 ? C4 O1 C4 121.4(5) 3_655 . ? C4 C3 C2 119.7(4) . . ? C4 C3 H3A 120.1 . . ? C2 C3 H3A 120.1 . . ? C2 C1 C6 121.1(4) . . ? C2 C1 N1 119.3(3) . . ? C6 C1 N1 119.5(3) . . ? C3 C4 C5 121.1(4) . . ? C3 C4 O1 116.0(4) . . ? C5 C4 O1 122.6(4) . . ? C1 C6 C5 119.6(4) . . ? C1 C6 H6A 120.2 . . ? C5 C6 H6A 120.2 . . ? C1 N1 H1A 109.5 . . ? C1 N1 H1B 109.5 . . ? H1A N1 H1B 109.5 . . ? C1 N1 H1C 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? C4 C5 C6 119.0(4) . . ? C4 C5 H5A 120.5 . . ? C6 C5 H5A 120.5 . . ? C1 C2 C3 119.5(4) . . ? C1 C2 H2A 120.3 . . ? C3 C2 H2A 120.3 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1A Cl1 0.89 2.53 3.162(4) 128.9 8_655 N1 H1B Cl2 0.89 2.76 3.264(3) 117.5 5_666 N1 H1C Cl2 0.89 2.83 3.639(3) 151.2 4_556 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.581 _refine_diff_density_min -0.537 _refine_diff_density_rms 0.078