# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/2114 data_10 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H10 Br4 Co N2' _chemical_formula_weight 536.77 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' 'Co' 'Co' 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 7.8207(9) _cell_length_b 20.621(2) _cell_length_c 9.6921(11) _cell_angle_alpha 90.00 _cell_angle_beta 107.804(2) _cell_angle_gamma 90.00 _cell_volume 1488.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max .3 _exptl_crystal_size_mid .2 _exptl_crystal_size_min .2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.396 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1004 _exptl_absorpt_coefficient_mu 11.872 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.700705 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1999)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Siemens SMART CCD diffractometer' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7896 _diffrn_reflns_av_R_equivalents 0.0431 _diffrn_reflns_av_sigmaI/netI 0.0528 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 27.54 _reflns_number_total 3391 _reflns_number_gt 2530 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _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 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^)+(0.0414P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3391 _refine_ls_number_parameters 148 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0589 _refine_ls_R_factor_gt 0.0364 _refine_ls_wR_factor_ref 0.0836 _refine_ls_wR_factor_gt 0.0769 _refine_ls_goodness_of_fit_ref 0.974 _refine_ls_restrained_S_all 0.974 _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 Co Co 0.39542(8) 0.62899(3) 0.79391(7) 0.02483(16) Uani 1 1 d . . . Br1 Br 0.11228(6) 0.63602(2) 0.84056(6) 0.03368(14) Uani 1 1 d . . . Br2 Br 0.63601(6) 0.59810(3) 1.00839(5) 0.03234(14) Uani 1 1 d . . . Br3 Br 0.38306(7) 0.54639(2) 0.61840(5) 0.03252(14) Uani 1 1 d . . . Br4 Br 0.46023(7) 0.73060(2) 0.69335(6) 0.03477(14) Uani 1 1 d . . . N1 N 0.7190(6) 0.4558(2) 0.8331(5) 0.0322(10) Uani 1 1 d . . . H1A H 0.6537 0.4754 0.8772 0.039 Uiso 1 1 calc R . . N2 N 1.2422(6) 0.2985(2) 0.4735(5) 0.0404(11) Uani 1 1 d . . . H2A H 1.3068 0.2788 0.4290 0.048 Uiso 1 1 calc R . . C1 C 0.8552(7) 0.4881(3) 0.8104(6) 0.0347(12) Uani 1 1 d . . . H1B H 0.8771 0.5309 0.8409 0.042 Uiso 1 1 calc R . . C2 C 0.9624(6) 0.4584(2) 0.7425(6) 0.0310(11) Uani 1 1 d . . . H2B H 1.0589 0.4806 0.7279 0.037 Uiso 1 1 calc R . . C3 C 0.9273(6) 0.3945(2) 0.6947(5) 0.0228(10) Uani 1 1 d . . . C4 C 0.7836(7) 0.3636(3) 0.7200(6) 0.0320(11) Uani 1 1 d . . . H4A H 0.7567 0.3211 0.6889 0.038 Uiso 1 1 calc R . . C5 C 0.6792(8) 0.3951(3) 0.7910(6) 0.0385(13) Uani 1 1 d . . . H5A H 0.5830 0.3741 0.8090 0.046 Uiso 1 1 calc R . . C6 C 1.2603(8) 0.3616(3) 0.4936(7) 0.0502(17) Uani 1 1 d . . . H6A H 1.3426 0.3843 0.4603 0.060 Uiso 1 1 calc R . . C7 C 1.1581(4) 0.39360(15) 0.5634(3) 0.0442(14) Uani 1 1 d . . . H7A H 1.1701 0.4382 0.5763 0.053 Uiso 1 1 calc R . . C8 C 1.0370(4) 0.36039(15) 0.6149(3) 0.0254(10) Uani 1 1 d R . . C9 C 1.0212(4) 0.29481(15) 0.5891(3) 0.0371(13) Uani 1 1 d R . . H9A H 0.9378 0.2709 0.6188 0.045 Uiso 1 1 calc R . . C10 C 1.1270(8) 0.2646(3) 0.5203(7) 0.0447(14) Uani 1 1 d . . . H10A H 1.1183 0.2199 0.5060 0.054 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 Co 0.0236(3) 0.0210(4) 0.0298(4) 0.0012(3) 0.0080(3) 0.0015(3) Br1 0.0238(3) 0.0323(3) 0.0459(3) 0.0027(2) 0.0120(2) 0.0024(2) Br2 0.0254(2) 0.0413(3) 0.0291(3) -0.0009(2) 0.00666(19) 0.0077(2) Br3 0.0390(3) 0.0223(3) 0.0323(3) -0.0036(2) 0.0051(2) 0.0002(2) Br4 0.0418(3) 0.0208(3) 0.0506(3) 0.0027(2) 0.0272(3) 0.0029(2) N1 0.034(2) 0.028(2) 0.037(2) -0.0024(19) 0.0138(19) 0.0102(19) N2 0.028(2) 0.056(3) 0.039(3) -0.006(2) 0.012(2) 0.011(2) C1 0.038(3) 0.022(3) 0.040(3) 0.002(2) 0.006(2) 0.008(2) C2 0.024(2) 0.029(3) 0.038(3) 0.001(2) 0.005(2) 0.001(2) C3 0.021(2) 0.018(2) 0.027(2) 0.0057(19) 0.0041(18) 0.0006(18) C4 0.036(3) 0.029(3) 0.035(3) -0.003(2) 0.016(2) -0.005(2) C5 0.042(3) 0.036(3) 0.046(3) 0.010(3) 0.026(3) 0.000(3) C6 0.039(3) 0.073(5) 0.051(4) -0.008(3) 0.031(3) -0.014(3) C7 0.053(4) 0.032(3) 0.057(4) -0.009(3) 0.030(3) -0.014(3) C8 0.023(2) 0.026(3) 0.027(2) 0.0009(19) 0.0073(19) -0.002(2) C9 0.031(3) 0.027(3) 0.060(4) -0.001(2) 0.023(3) -0.001(2) C10 0.051(3) 0.036(3) 0.055(4) 0.000(3) 0.027(3) 0.010(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co Br3 2.3883(8) . ? Co Br1 2.3960(8) . ? Co Br2 2.4239(8) . ? Co Br4 2.4289(8) . ? N1 C5 1.325(7) . ? N1 C1 1.330(7) . ? N2 C6 1.316(8) . ? N2 C10 1.325(7) . ? C1 C2 1.359(7) . ? C2 C3 1.397(7) . ? C3 C4 1.377(7) . ? C3 C8 1.495(5) . ? C4 C5 1.380(7) . ? C6 C7 1.365(6) . ? C7 C8 1.3801 . ? C8 C9 1.3739 . ? C9 C10 1.363(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Br3 Co Br1 109.82(3) . . ? Br3 Co Br2 105.97(3) . . ? Br1 Co Br2 111.96(3) . . ? Br3 Co Br4 107.30(3) . . ? Br1 Co Br4 109.99(3) . . ? Br2 Co Br4 111.62(3) . . ? C5 N1 C1 123.1(5) . . ? C6 N2 C10 121.6(5) . . ? N1 C1 C2 119.9(5) . . ? C1 C2 C3 119.9(5) . . ? C4 C3 C2 117.8(5) . . ? C4 C3 C8 120.2(4) . . ? C2 C3 C8 122.0(4) . . ? C3 C4 C5 120.7(5) . . ? N1 C5 C4 118.6(5) . . ? N2 C6 C7 119.9(5) . . ? C6 C7 C8 120.6(3) . . ? C9 C8 C7 117.1 . . ? C9 C8 C3 121.6(2) . . ? C7 C8 C3 121.3(2) . . ? C10 C9 C8 120.3(3) . . ? N2 C10 C9 120.3(5) . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.773 _refine_diff_density_min -0.600 _refine_diff_density_rms 0.145 data_11 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H10 Br4 N2 Zn' _chemical_formula_weight 543.21 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' 'Zn' 'Zn' 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 7.8031(8) _cell_length_b 20.594(2) _cell_length_c 9.7596(9) _cell_angle_alpha 90.00 _cell_angle_beta 107.916(2) _cell_angle_gamma 90.00 _cell_volume 1492.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(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 .3 _exptl_crystal_size_mid .3 _exptl_crystal_size_min .2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.418 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 12.335 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.400450 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Siemens SMART CCD diffractometer' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9661 _diffrn_reflns_av_R_equivalents 0.0443 _diffrn_reflns_av_sigmaI/netI 0.0488 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 27.52 _reflns_number_total 3433 _reflns_number_gt 2493 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _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 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^)+(0.0377P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3433 _refine_ls_number_parameters 148 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0548 _refine_ls_R_factor_gt 0.0322 _refine_ls_wR_factor_ref 0.0731 _refine_ls_wR_factor_gt 0.0679 _refine_ls_goodness_of_fit_ref 0.928 _refine_ls_restrained_S_all 0.928 _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 Zn Zn 0.39675(6) 0.62893(2) 0.29359(5) 0.02671(13) Uani 1 1 d . . . Br1 Br 0.11360(6) 0.63682(2) 0.33996(5) 0.03537(13) Uani 1 1 d . . . Br2 Br 0.63752(6) 0.59802(2) 0.50808(5) 0.03348(13) Uani 1 1 d . . . Br3 Br 0.38446(6) 0.54690(2) 0.11780(5) 0.03338(12) Uani 1 1 d . . . Br4 Br 0.46626(6) 0.73106(2) 0.19730(5) 0.03603(13) Uani 1 1 d . . . N1 N -0.2402(5) 0.7988(2) 0.5285(4) 0.0400(10) Uani 1 1 d . . . H1A H -0.3051 0.7791 0.5725 0.048 Uiso 1 1 calc R . . N2 N 0.2796(5) 0.95589(19) 0.1654(4) 0.0356(9) Uani 1 1 d . . . H2A H 0.3456 0.9752 0.1218 0.043 Uiso 1 1 calc R . . C1 C -0.2620(7) 0.8615(3) 0.5041(6) 0.0512(15) Uani 1 1 d . . . H1B H -0.3473 0.8839 0.5344 0.061 Uiso 1 1 calc R . . C2 C -0.1602(4) 0.89411(14) 0.4346(3) 0.0461(13) Uani 1 1 d . . . H2B H -0.1742 0.9387 0.4203 0.055 Uiso 1 1 calc R . . C3 C -0.0355(4) 0.86069(14) 0.3853(3) 0.0261(9) Uani 1 1 d R . . C4 C -0.0162(4) 0.79528(14) 0.4153(3) 0.0422(12) Uani 1 1 d R . . H4A H 0.0682 0.7714 0.3868 0.051 Uiso 1 1 calc R . . C5 C -0.1197(7) 0.7650(3) 0.4863(6) 0.0492(14) Uani 1 1 d . . . H5A H -0.1060 0.7208 0.5054 0.059 Uiso 1 1 calc R . . C6 C 0.1443(6) 0.9887(2) 0.1901(5) 0.0363(11) Uani 1 1 d . . . H6A H 0.1221 1.0316 0.1603 0.044 Uiso 1 1 calc R . . C7 C 0.0386(6) 0.9585(2) 0.2596(5) 0.0313(10) Uani 1 1 d . . . H7A H -0.0572 0.9809 0.2752 0.038 Uiso 1 1 calc R . . C8 C 0.0728(6) 0.8947(2) 0.3071(4) 0.0253(9) Uani 1 1 d . . . C9 C 0.2157(7) 0.8631(2) 0.2771(5) 0.0377(11) Uani 1 1 d . . . H9A H 0.2426 0.8202 0.3060 0.045 Uiso 1 1 calc R . . C10 C 0.3157(7) 0.8948(2) 0.2055(5) 0.0383(12) Uani 1 1 d . . . H10A H 0.4098 0.8734 0.1849 0.046 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 Zn 0.0262(3) 0.0219(3) 0.0317(3) 0.0007(2) 0.0084(2) 0.0013(2) Br1 0.0255(2) 0.0335(3) 0.0481(3) 0.0039(2) 0.0127(2) 0.00238(19) Br2 0.0277(2) 0.0414(3) 0.0302(2) -0.0008(2) 0.00719(18) 0.0087(2) Br3 0.0398(3) 0.0231(2) 0.0334(2) -0.00366(18) 0.00570(19) -0.00060(19) Br4 0.0432(3) 0.0208(2) 0.0531(3) 0.0027(2) 0.0282(2) 0.0026(2) N1 0.032(2) 0.054(3) 0.036(2) 0.004(2) 0.0132(17) -0.008(2) N2 0.039(2) 0.033(2) 0.036(2) -0.0016(18) 0.0136(18) -0.0120(18) C1 0.042(3) 0.066(4) 0.059(4) 0.006(3) 0.034(3) 0.013(3) C2 0.060(3) 0.038(3) 0.054(3) 0.010(3) 0.038(3) 0.013(3) C3 0.023(2) 0.027(2) 0.027(2) -0.0017(18) 0.0060(17) 0.0029(18) C4 0.041(3) 0.027(3) 0.064(3) 0.003(2) 0.025(3) -0.001(2) C5 0.054(3) 0.035(3) 0.066(4) 0.007(3) 0.030(3) 0.002(3) C6 0.035(3) 0.024(2) 0.045(3) -0.001(2) 0.005(2) -0.005(2) C7 0.026(2) 0.025(2) 0.041(3) 0.000(2) 0.0085(19) 0.0028(18) C8 0.028(2) 0.020(2) 0.026(2) -0.0034(18) 0.0060(17) -0.0004(17) C9 0.045(3) 0.031(3) 0.043(3) 0.002(2) 0.021(2) 0.008(2) C10 0.041(3) 0.039(3) 0.043(3) -0.005(2) 0.026(2) -0.003(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn Br3 2.3885(7) . ? Zn Br1 2.3934(7) . ? Zn Br2 2.4285(7) . ? Zn Br4 2.4320(7) . ? N1 C1 1.315(7) . ? N1 C5 1.332(6) . ? N2 C10 1.322(6) . ? N2 C6 1.336(6) . ? C1 C2 1.369(6) . ? C2 C3 1.3926 . ? C3 C4 1.3770 . ? C3 C8 1.478(5) . ? C4 C5 1.366(6) . ? C6 C7 1.367(6) . ? C7 C8 1.391(6) . ? C8 C9 1.398(6) . ? C9 C10 1.364(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Br3 Zn Br1 110.39(3) . . ? Br3 Zn Br2 106.45(2) . . ? Br1 Zn Br2 111.66(3) . . ? Br3 Zn Br4 107.37(3) . . ? Br1 Zn Br4 110.05(3) . . ? Br2 Zn Br4 110.76(3) . . ? C1 N1 C5 121.4(5) . . ? C10 N2 C6 122.4(4) . . ? N1 C1 C2 120.6(4) . . ? C1 C2 C3 120.2(3) . . ? C4 C3 C2 116.9 . . ? C4 C3 C8 122.08(19) . . ? C2 C3 C8 121.01(19) . . ? C5 C4 C3 120.7(3) . . ? N1 C5 C4 120.2(5) . . ? N2 C6 C7 119.4(4) . . ? C6 C7 C8 120.8(4) . . ? C7 C8 C9 117.0(4) . . ? C7 C8 C3 122.6(4) . . ? C9 C8 C3 120.4(4) . . ? C10 C9 C8 120.2(5) . . ? N2 C10 C9 120.3(5) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.876 _refine_diff_density_min -0.836 _refine_diff_density_rms 0.144 data_12 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H10 Br4 Mn N2' _chemical_formula_weight 532.78 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' 'Mn' 'Mn' 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 15.9959(18) _cell_length_b 13.1476(14) _cell_length_c 7.1305(8) _cell_angle_alpha 90.00 _cell_angle_beta 114.992(2) _cell_angle_gamma 90.00 _cell_volume 1359.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.604 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 996 _exptl_absorpt_coefficient_mu 12.708 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.101627 _exptl_absorpt_correction_T_max 0.196939 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Siemens SMART CCD diffractometer' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4384 _diffrn_reflns_av_R_equivalents 0.0307 _diffrn_reflns_av_sigmaI/netI 0.0298 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 27.54 _reflns_number_total 1575 _reflns_number_gt 1357 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _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 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^)+(0.0392P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1575 _refine_ls_number_parameters 75 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0337 _refine_ls_R_factor_gt 0.0268 _refine_ls_wR_factor_ref 0.0648 _refine_ls_wR_factor_gt 0.0628 _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_restrained_S_all 1.009 _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 Mn1 Mn 0.5000 0.08243(5) 0.7500 0.01643(17) Uani 1 2 d S . . Br1 Br 0.39654(2) 0.06407(2) 0.97445(5) 0.01659(11) Uani 1 1 d . . . Br2 Br 0.38538(2) 0.22128(3) 0.50802(5) 0.02044(11) Uani 1 1 d . . . N1 N 0.2755(2) 0.4176(2) -0.1348(5) 0.0209(7) Uani 1 1 d . . . H1A H 0.2195 0.4161 -0.2276 0.025 Uiso 1 1 calc R . . C1 C 0.32483(17) 0.33101(19) -0.0890(4) 0.0207(7) Uani 1 1 d . . . H1B H 0.2988 0.2713 -0.1595 0.025 Uiso 1 1 calc R . . C2 C 0.41358(17) 0.33068(19) 0.0620(4) 0.0205(7) Uani 1 1 d R . . H2A H 0.4479 0.2709 0.0946 0.025 Uiso 1 1 calc R . . C3 C 0.4521(2) 0.4210(2) 0.1665(5) 0.0163(7) Uani 1 1 d . . . C4 C 0.3996(2) 0.5100(3) 0.1099(5) 0.0186(7) Uani 1 1 d . . . H4A H 0.4246 0.5713 0.1739 0.022 Uiso 1 1 calc R . . C5 C 0.3106(2) 0.5064(3) -0.0409(6) 0.0210(7) Uani 1 1 d . . . H5A H 0.2748 0.5650 -0.0778 0.025 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 Mn1 0.0155(4) 0.0149(4) 0.0165(4) 0.000 0.0044(3) 0.000 Br1 0.01584(18) 0.01474(18) 0.01802(19) 0.00056(12) 0.00600(14) 0.00027(12) Br2 0.01844(19) 0.01615(19) 0.0209(2) 0.00024(13) 0.00262(15) 0.00181(13) N1 0.0135(15) 0.0280(17) 0.0181(16) 0.0023(12) 0.0036(13) 0.0015(12) C1 0.0194(18) 0.0170(18) 0.0221(19) -0.0019(14) 0.0052(15) -0.0028(13) C2 0.0208(18) 0.0151(17) 0.024(2) 0.0005(14) 0.0077(16) 0.0021(14) C3 0.0170(18) 0.0169(17) 0.0169(17) -0.0001(13) 0.0088(15) -0.0011(13) C4 0.0182(17) 0.0182(18) 0.0163(17) 0.0009(13) 0.0043(15) 0.0015(14) C5 0.0215(18) 0.0217(19) 0.0212(19) 0.0020(14) 0.0104(16) 0.0043(14) _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 Mn1 Br2 2.6454(6) . ? Mn1 Br2 2.6454(6) 2_656 ? Mn1 Br1 2.7498(6) 5_657 ? Mn1 Br1 2.7499(6) 6 ? Mn1 Br1 2.7562(4) 2_656 ? Mn1 Br1 2.7562(4) . ? Br1 Mn1 2.7498(6) 5_657 ? N1 C1 1.344(4) . ? N1 C5 1.345(5) . ? C1 C2 1.3721 . ? C2 C3 1.399(4) . ? C3 C4 1.397(4) . ? C3 C3 1.491(7) 2_655 ? C4 C5 1.375(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 Br2 Mn1 Br2 92.73(3) . 2_656 ? Br2 Mn1 Br1 172.500(11) . 5_657 ? Br2 Mn1 Br1 88.585(13) 2_656 5_657 ? Br2 Mn1 Br1 88.584(13) . 6 ? Br2 Mn1 Br1 172.500(11) 2_656 6 ? Br1 Mn1 Br1 91.07(3) 5_657 6 ? Br2 Mn1 Br1 95.878(16) . 2_656 ? Br2 Mn1 Br1 91.056(15) 2_656 2_656 ? Br1 Mn1 Br1 91.478(16) 5_657 2_656 ? Br1 Mn1 Br1 81.462(16) 6 2_656 ? Br2 Mn1 Br1 91.056(16) . . ? Br2 Mn1 Br1 95.880(16) 2_656 . ? Br1 Mn1 Br1 81.462(16) 5_657 . ? Br1 Mn1 Br1 91.477(16) 6 . ? Br1 Mn1 Br1 169.95(3) 2_656 . ? Mn1 Br1 Mn1 98.538(16) 5_657 . ? C1 N1 C5 122.4(3) . . ? N1 C1 C2 120.00(17) . . ? C1 C2 C3 119.47(17) . . ? C4 C3 C2 118.8(3) . . ? C4 C3 C3 121.4(2) . 2_655 ? C2 C3 C3 119.87(18) . 2_655 ? C5 C4 C3 119.7(3) . . ? N1 C5 C4 119.7(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.175 _refine_diff_density_min -0.674 _refine_diff_density_rms 0.140 data_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H10 Cl4 N2 Pt' _chemical_formula_weight 495.09 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' 'Pt' 'Pt' -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M I2/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z+1/2' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 6.6548(14) _cell_length_b 11.695(2) _cell_length_c 8.146(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.320(3) _cell_angle_gamma 90.00 _cell_volume 633.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 55 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 'Not measured' _exptl_crystal_density_diffrn 2.594 _exptl_crystal_density_method 'Not measured' _exptl_crystal_F_000 460 _exptl_absorpt_coefficient_mu 11.887 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.309236 _exptl_absorpt_correction_T_max 0.694167 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Siemens SMART CCD diffractometer' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 'none' _diffrn_reflns_number 2029 _diffrn_reflns_av_R_equivalents 0.0650 _diffrn_reflns_av_sigmaI/netI 0.0544 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 27.60 _reflns_number_total 765 _reflns_number_gt 764 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1995b)' _computing_cell_refinement 'SMART (Siemens, 1995b)' _computing_data_reduction 'SMART (Siemens, 1995b)' _computing_structure_solution 'SHELXTL (Siemens, 1995a)' _computing_structure_refinement 'SHELXTL (Siemens, 1995a)' _computing_molecular_graphics 'SHELXTL (Siemens, 1995a)' _computing_publication_material 'SHELXTL (Siemens, 1995a)' _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^)+(0.0346P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 765 _refine_ls_number_parameters 46 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0289 _refine_ls_R_factor_gt 0.0289 _refine_ls_wR_factor_ref 0.0657 _refine_ls_wR_factor_gt 0.0657 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _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 Pt1 Pt 0.5000 0.5000 0.0000 0.01779(15) Uani 1 4 d S . . Cl1 Cl 0.7009(2) 0.63908(12) -0.1105(2) 0.0337(3) Uani 1 1 d . . . N1 N 0.9429(9) 0.5000 0.2810(9) 0.0296(15) Uani 1 2 d S . . C3 C 0.5961(10) 0.5000 0.4542(10) 0.0224(15) Uani 1 2 d S . . C2 C 0.6881(9) 0.6007(6) 0.4110(10) 0.0416(16) Uani 1 1 d . . . H2 H 0.6301 0.6718 0.4406 0.050 Uiso 1 1 calc R . . C1 C 0.8631(9) 0.5987(6) 0.3255(9) 0.0414(16) Uani 1 1 d . . . H1 H 0.9274 0.6684 0.2981 0.050 Uiso 1 1 calc R . . H4 H 1.082(17) 0.5000 0.231(15) 0.050 Uiso 1 2 d S . . 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 Pt1 0.0190(2) 0.0194(2) 0.0151(2) 0.000 0.00427(13) 0.000 Cl1 0.0356(7) 0.0229(6) 0.0434(9) 0.0001(6) 0.0212(6) -0.0026(5) N1 0.019(3) 0.047(4) 0.022(4) 0.000 0.003(2) 0.000 C3 0.021(3) 0.029(4) 0.017(4) 0.000 0.001(3) 0.000 C2 0.035(3) 0.028(3) 0.064(5) -0.010(3) 0.023(3) -0.007(2) C1 0.036(3) 0.038(4) 0.051(4) -0.002(3) 0.022(3) -0.009(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt1 Cl1 2.3019(14) 5_665 ? Pt1 Cl1 2.3019(14) 2_655 ? Pt1 Cl1 2.3019(14) . ? Pt1 Cl1 2.3019(14) 6_565 ? N1 C1 1.325(8) . ? N1 C1 1.325(8) 6_565 ? C3 C2 1.376(8) 6_565 ? C3 C2 1.376(8) . ? C3 C3 1.495(14) 5_666 ? C2 C1 1.371(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 Pt1 Cl1 89.92(7) 5_665 2_655 ? Cl1 Pt1 Cl1 180.0 5_665 . ? Cl1 Pt1 Cl1 90.08(7) 2_655 . ? Cl1 Pt1 Cl1 90.08(7) 5_665 6_565 ? Cl1 Pt1 Cl1 180.0 2_655 6_565 ? Cl1 Pt1 Cl1 89.92(7) . 6_565 ? C1 N1 C1 121.2(7) . 6_565 ? C2 C3 C2 117.6(7) 6_565 . ? C2 C3 C3 121.2(4) 6_565 5_666 ? C2 C3 C3 121.2(4) . 5_666 ? C1 C2 C3 120.2(6) . . ? N1 C1 C2 120.3(6) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 C3 C2 C1 1.2(15) 6_565 . . . ? C3 C3 C2 C1 -179.3(8) 5_666 . . . ? C1 N1 C1 C2 -3.9(15) 6_565 . . . ? C3 C2 C1 N1 1.3(13) . . . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 27.60 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 1.746 _refine_diff_density_min -1.423 _refine_diff_density_rms 0.226 data_3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H10 Cl4 Co N2' _chemical_formula_weight 358.9 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' 'Co' 'Co' 0.3494 0.9721 '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 7.675(3) _cell_length_b 19.742(7) _cell_length_c 9.491(3) _cell_angle_alpha 90.00 _cell_angle_beta 108.992(6) _cell_angle_gamma 90.00 _cell_volume 1359.8(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 47 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.753 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 716 _exptl_absorpt_coefficient_mu 2.024 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.447989 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 'Siemens SAMRT CCD diffractometer' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 'none' _diffrn_reflns_number 14447 _diffrn_reflns_av_R_equivalents 0.1369 _diffrn_reflns_av_sigmaI/netI 0.1199 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 27.52 _reflns_number_total 3126 _reflns_number_gt 1719 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1995b)' _computing_cell_refinement 'SMART (Siemens, 1995b)' _computing_data_reduction 'SMART (Siemens, 1995b)' _computing_structure_solution 'SHELXTL (Siemens, 1995a)' _computing_structure_refinement 'SHELXTL (Siemens, 1995a)' _computing_molecular_graphics 'SHELXTL (Siemens, 1995a)' _computing_publication_material 'SHELXTL (Siemens, 1995a)' _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^)+(0.0309P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3126 _refine_ls_number_parameters 154 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1158 _refine_ls_R_factor_gt 0.0459 _refine_ls_wR_factor_ref 0.0902 _refine_ls_wR_factor_gt 0.0744 _refine_ls_goodness_of_fit_ref 0.896 _refine_ls_restrained_S_all 0.896 _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 Co1 Co 0.60033(7) 1.12961(3) 0.20583(6) 0.02389(17) Uani 1 1 d . . . Cl1 Cl 0.87509(13) 1.13751(6) 0.16543(12) 0.0314(3) Uani 1 1 d . . . Cl2 Cl 0.61428(14) 1.04931(5) 0.37927(12) 0.0294(3) Uani 1 1 d . . . Cl3 Cl 0.37158(14) 1.09624(6) -0.00639(12) 0.0299(3) Uani 1 1 d . . . Cl4 Cl 0.52840(15) 1.22994(5) 0.29618(13) 0.0319(3) Uani 1 1 d . . . N1 N 0.2795(5) 0.95810(19) 0.1596(4) 0.0308(9) Uani 1 1 d . . . H11 H 0.3457 0.9782 0.1147 0.037 Uiso 1 1 calc R . . N2 N -0.2464(5) 0.7973(2) 0.5363(4) 0.0346(10) Uani 1 1 d . . . H21 H -0.3118 0.7773 0.5823 0.042 Uiso 1 1 calc R . . C1 C 0.1441(6) 0.9930(2) 0.1875(5) 0.0312(11) Uani 1 1 d . . . H1 H 0.1232 1.0381 0.1584 0.037 Uiso 1 1 calc R . . C2 C 0.0369(6) 0.9619(2) 0.2593(5) 0.0288(11) Uani 1 1 d . . . H2 H -0.0587 0.9856 0.2768 0.035 Uiso 1 1 calc R . . C3 C 0.0707(5) 0.8949(2) 0.3059(4) 0.0212(10) Uani 1 1 d . . . C4 C 0.2124(6) 0.8613(2) 0.2733(5) 0.0288(11) Uani 1 1 d . . . H4 H 0.2379 0.8164 0.3024 0.035 Uiso 1 1 calc R . . C5 C 0.3150(6) 0.8935(2) 0.1990(5) 0.0340(12) Uani 1 1 d . . . H5 H 0.4082 0.8705 0.1764 0.041 Uiso 1 1 calc R . . C6 C -0.2687(6) 0.8629(3) 0.5078(5) 0.0428(13) Uani 1 1 d . . . H6 H -0.3535 0.8871 0.5390 0.051 Uiso 1 1 calc R . . C7 C -0.1686(6) 0.8956(2) 0.4330(5) 0.0369(12) Uani 1 1 d . . . H7 H -0.1873 0.9415 0.4120 0.044 Uiso 1 1 calc R . . C8 C -0.0393(5) 0.8606(2) 0.3882(4) 0.0248(10) Uani 1 1 d . . . C9 C -0.0174(6) 0.7917(2) 0.4220(5) 0.0291(11) Uani 1 1 d . . . H9 H 0.0694 0.7666 0.3951 0.035 Uiso 1 1 calc R . . C10 C -0.1225(6) 0.7612(3) 0.4940(5) 0.0380(12) Uani 1 1 d . . . H10 H -0.1091 0.7151 0.5145 0.046 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 Co1 0.0229(3) 0.0208(3) 0.0285(3) -0.0017(3) 0.0092(3) -0.0015(3) Cl1 0.0240(6) 0.0321(7) 0.0391(7) -0.0016(6) 0.0115(5) -0.0037(5) Cl2 0.0355(6) 0.0216(6) 0.0284(6) 0.0025(5) 0.0069(5) 0.0016(5) Cl3 0.0259(6) 0.0372(7) 0.0254(6) 0.0003(5) 0.0067(5) -0.0068(5) Cl4 0.0378(6) 0.0210(6) 0.0446(7) -0.0003(5) 0.0240(6) -0.0010(5) N1 0.035(2) 0.033(2) 0.027(2) -0.0005(19) 0.0150(18) -0.0103(19) N2 0.027(2) 0.053(3) 0.025(2) 0.002(2) 0.0107(18) -0.0092(19) C1 0.035(3) 0.019(3) 0.036(3) 0.002(2) 0.007(2) -0.004(2) C2 0.023(2) 0.027(3) 0.037(3) 0.003(2) 0.011(2) -0.002(2) C3 0.019(2) 0.023(2) 0.018(2) -0.0020(19) 0.0009(18) -0.0031(17) C4 0.039(3) 0.020(3) 0.032(3) 0.002(2) 0.018(2) 0.002(2) C5 0.034(3) 0.034(3) 0.038(3) -0.004(2) 0.018(2) -0.002(2) C6 0.034(3) 0.056(4) 0.048(3) 0.002(3) 0.026(3) 0.010(3) C7 0.041(3) 0.035(3) 0.044(3) 0.009(2) 0.026(3) 0.010(2) C8 0.019(2) 0.031(3) 0.022(2) -0.002(2) 0.0032(19) -0.001(2) C9 0.027(2) 0.023(3) 0.042(3) 0.002(2) 0.018(2) 0.0014(19) C10 0.039(3) 0.034(3) 0.044(3) 0.004(2) 0.018(3) -0.004(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 Cl2 2.2626(13) . ? Co1 Cl1 2.2683(13) . ? Co1 Cl4 2.2959(14) . ? Co1 Cl3 2.2960(13) . ? N1 C5 1.332(5) . ? N1 C1 1.343(5) . ? N2 C6 1.324(6) . ? N2 C10 1.349(6) . ? C1 C2 1.372(6) . ? C2 C3 1.392(6) . ? C3 C4 1.391(6) . ? C3 C8 1.487(6) . ? C4 C5 1.372(6) . ? C6 C7 1.366(6) . ? C7 C8 1.385(6) . ? C8 C9 1.395(6) . ? C9 C10 1.356(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl2 Co1 Cl1 110.16(5) . . ? Cl2 Co1 Cl4 107.03(5) . . ? Cl1 Co1 Cl4 110.71(5) . . ? Cl2 Co1 Cl3 106.19(5) . . ? Cl1 Co1 Cl3 111.04(5) . . ? Cl4 Co1 Cl3 111.53(5) . . ? C5 N1 C1 122.5(4) . . ? C6 N2 C10 120.8(4) . . ? N1 C1 C2 119.7(4) . . ? C1 C2 C3 120.3(4) . . ? C4 C3 C2 117.4(4) . . ? C4 C3 C8 121.2(4) . . ? C2 C3 C8 121.4(4) . . ? C5 C4 C3 121.0(4) . . ? N1 C5 C4 119.2(4) . . ? N2 C6 C7 120.7(4) . . ? C6 C7 C8 120.3(5) . . ? C7 C8 C9 117.4(4) . . ? C7 C8 C3 121.3(4) . . ? C9 C8 C3 121.3(4) . . ? C10 C9 C8 120.1(4) . . ? N2 C10 C9 120.6(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 C5 N1 C1 C2 0.0(7) . . . . ? N1 C1 C2 C3 1.4(6) . . . . ? C1 C2 C3 C4 -1.6(6) . . . . ? C1 C2 C3 C8 178.0(4) . . . . ? C2 C3 C4 C5 0.4(6) . . . . ? C8 C3 C4 C5 -179.2(4) . . . . ? C1 N1 C5 C4 -1.2(7) . . . . ? C3 C4 C5 N1 1.0(7) . . . . ? C10 N2 C6 C7 0.9(7) . . . . ? N2 C6 C7 C8 -1.2(7) . . . . ? C6 C7 C8 C9 0.3(7) . . . . ? C6 C7 C8 C3 179.7(4) . . . . ? C4 C3 C8 C7 173.9(4) . . . . ? C2 C3 C8 C7 -5.7(6) . . . . ? C4 C3 C8 C9 -6.7(6) . . . . ? C2 C3 C8 C9 173.7(4) . . . . ? C7 C8 C9 C10 1.0(6) . . . . ? C3 C8 C9 C10 -178.4(4) . . . . ? C6 N2 C10 C9 0.3(7) . . . . ? C8 C9 C10 N2 -1.3(7) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.823 _refine_diff_density_min -0.494 _refine_diff_density_rms 0.110 data_5 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H10 Cl4 Hg N2' _chemical_formula_weight 500.59 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' 'Hg' 'Hg' -2.3894 9.2266 '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 7.7629(12) _cell_length_b 20.270(3) _cell_length_c 9.3418(15) _cell_angle_alpha 90.00 _cell_angle_beta 107.414(13) _cell_angle_gamma 90.00 _cell_volume 1402.6(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 136 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 'Not measured' _exptl_crystal_density_diffrn 2.371 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 928 _exptl_absorpt_coefficient_mu 11.713 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.160366 _exptl_absorpt_correction_T_max 0.294929 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 'Siemens SMART CCD diffractometer' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 'none' _diffrn_reflns_number 9076 _diffrn_reflns_av_R_equivalents 0.0407 _diffrn_reflns_av_sigmaI/netI 0.0474 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.50 _diffrn_reflns_theta_max 27.52 _reflns_number_total 3206 _reflns_number_gt 2395 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1995b)' _computing_cell_refinement 'SMART (Siemens, 1995b)' _computing_data_reduction 'SMART (Siemens, 1995b)' _computing_structure_solution 'SHELXTL (Siemens, 1995a)' _computing_structure_refinement 'SHELXTL (Siemens, 1995a)' _computing_molecular_graphics 'SHELXTL (Siemens, 1995a)' _computing_publication_material 'SHELXTL (Siemens, 1995a)' _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^)+(0.0280P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00121(12) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 3206 _refine_ls_number_parameters 152 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0467 _refine_ls_R_factor_gt 0.0276 _refine_ls_wR_factor_ref 0.0601 _refine_ls_wR_factor_gt 0.0562 _refine_ls_goodness_of_fit_ref 0.930 _refine_ls_restrained_S_all 0.930 _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 -0.12219(3) 0.371118(9) 1.30109(2) 0.03515(9) Uani 1 1 d . . . Cl1 Cl 0.13589(17) 0.40793(7) 1.51906(14) 0.0423(3) Uani 1 1 d . . . Cl2 Cl -0.41209(17) 0.36393(6) 1.35162(15) 0.0385(3) Uani 1 1 d . . . Cl3 Cl -0.11808(19) 0.45631(6) 1.11336(15) 0.0399(3) Uani 1 1 d . . . Cl4 Cl -0.04159(19) 0.26585(6) 1.19291(16) 0.0423(3) Uani 1 1 d . . . N1 N -0.7563(6) 0.3011(3) 1.0329(5) 0.0459(12) Uani 1 1 d . . . H1A H -0.8265 0.2822 1.0761 0.055 Uiso 1 1 calc R . . N2 N -0.2059(6) 0.4551(2) 0.6700(5) 0.0348(10) Uani 1 1 d . . . H2A H -0.1358 0.4745 0.6274 0.042 Uiso 1 1 calc R . . C1 C -0.7646(8) 0.3661(3) 1.0163(7) 0.0528(17) Uani 1 1 d . . . H1 H -0.8428 0.3906 1.0540 0.063 Uiso 1 1 calc R . . C2 C -0.6588(7) 0.3972(3) 0.9441(6) 0.0412(13) Uani 1 1 d . . . H2 H -0.6663 0.4427 0.9312 0.049 Uiso 1 1 calc R . . C3 C -0.5399(6) 0.3613(2) 0.8897(5) 0.0309(11) Uani 1 1 d . . . C4 C -0.5346(7) 0.2927(3) 0.9126(6) 0.0402(13) Uani 1 1 d . . . H4 H -0.4563 0.2670 0.8780 0.048 Uiso 1 1 calc R . . C5 C -0.6420(8) 0.2638(3) 0.9845(6) 0.0467(15) Uani 1 1 d . . . H5 H -0.6369 0.2184 1.0003 0.056 Uiso 1 1 calc R . . C6 C -0.3496(7) 0.4883(3) 0.6859(5) 0.0361(13) Uani 1 1 d . . . H6 H -0.3722 0.5312 0.6504 0.043 Uiso 1 1 calc R . . C7 C -0.4613(7) 0.4585(2) 0.7540(5) 0.0309(11) Uani 1 1 d . . . H7 H -0.5616 0.4809 0.7640 0.037 Uiso 1 1 calc R . . C8 C -0.4252(6) 0.3948(2) 0.8086(5) 0.0264(10) Uani 1 1 d . . . C9 C -0.2770(5) 0.36199(17) 0.7871(4) 0.0336(12) Uani 1 1 d . . . H9 H -0.2516 0.3187 0.8197 0.040 Uiso 1 1 calc R . . C10 C -0.1692(5) 0.39404(17) 0.7175(4) 0.0346(12) Uani 1 1 d R . . H10 H -0.0695 0.3726 0.7036 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 Hg1 0.03362(12) 0.03261(12) 0.04022(13) -0.00231(10) 0.01256(9) -0.00245(10) Cl1 0.0330(7) 0.0599(9) 0.0345(7) 0.0005(6) 0.0107(6) -0.0149(6) Cl2 0.0289(7) 0.0383(7) 0.0495(8) -0.0039(6) 0.0137(6) -0.0007(6) Cl3 0.0495(8) 0.0281(6) 0.0365(7) 0.0030(5) 0.0045(6) 0.0002(6) Cl4 0.0511(8) 0.0278(7) 0.0611(9) -0.0011(6) 0.0369(7) -0.0022(6) N1 0.037(3) 0.069(4) 0.033(3) -0.001(2) 0.013(2) -0.020(3) N2 0.035(3) 0.036(3) 0.037(3) 0.0011(19) 0.017(2) -0.011(2) C1 0.034(3) 0.080(5) 0.049(4) -0.005(3) 0.019(3) 0.010(3) C2 0.038(3) 0.046(3) 0.045(3) 0.004(3) 0.019(3) 0.011(3) C3 0.023(3) 0.038(3) 0.027(3) -0.004(2) 0.002(2) 0.003(2) C4 0.035(3) 0.035(3) 0.057(4) -0.001(3) 0.023(3) 0.001(2) C5 0.056(4) 0.039(3) 0.052(4) 0.001(3) 0.026(3) -0.009(3) C6 0.038(3) 0.031(3) 0.035(3) 0.000(2) 0.005(2) -0.008(2) C7 0.030(3) 0.026(3) 0.035(3) -0.003(2) 0.006(2) -0.001(2) C8 0.027(3) 0.027(2) 0.023(2) -0.0005(19) 0.005(2) 0.001(2) C9 0.042(3) 0.025(3) 0.037(3) -0.001(2) 0.016(2) 0.008(2) C10 0.036(3) 0.037(3) 0.037(3) -0.003(2) 0.020(2) 0.002(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Hg1 Cl2 2.4382(13) . ? Hg1 Cl3 2.4681(13) . ? Hg1 Cl1 2.5050(14) . ? Hg1 Cl4 2.5187(13) . ? N1 C1 1.326(7) . ? N1 C5 1.343(7) . ? N2 C10 1.317(5) . ? N2 C6 1.348(6) . ? C1 C2 1.364(8) . ? C2 C3 1.386(7) . ? C3 C4 1.404(7) . ? C3 C8 1.494(7) . ? C4 C5 1.351(7) . ? C6 C7 1.360(7) . ? C7 C8 1.387(6) . ? C8 C9 1.394(6) . ? C9 C10 1.3672 . ? 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 Hg1 Cl3 112.85(5) . . ? Cl2 Hg1 Cl1 114.86(5) . . ? Cl3 Hg1 Cl1 101.07(5) . . ? Cl2 Hg1 Cl4 112.43(4) . . ? Cl3 Hg1 Cl4 104.48(5) . . ? Cl1 Hg1 Cl4 110.14(5) . . ? C1 N1 C5 122.3(5) . . ? C10 N2 C6 122.3(4) . . ? N1 C1 C2 120.1(6) . . ? C1 C2 C3 120.3(6) . . ? C2 C3 C4 117.1(5) . . ? C2 C3 C8 120.7(5) . . ? C4 C3 C8 122.2(5) . . ? C5 C4 C3 120.8(5) . . ? N1 C5 C4 119.4(5) . . ? N2 C6 C7 119.7(5) . . ? C6 C7 C8 119.9(5) . . ? C7 C8 C9 118.4(4) . . ? C7 C8 C3 121.6(4) . . ? C9 C8 C3 120.0(4) . . ? C10 C9 C8 119.4(2) . . ? N2 C10 C9 120.3(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 N1 C1 C2 2.0(9) . . . . ? N1 C1 C2 C3 -1.0(8) . . . . ? C1 C2 C3 C4 0.0(7) . . . . ? C1 C2 C3 C8 179.2(5) . . . . ? C2 C3 C4 C5 0.2(8) . . . . ? C8 C3 C4 C5 -179.0(5) . . . . ? C1 N1 C5 C4 -1.8(8) . . . . ? C3 C4 C5 N1 0.7(8) . . . . ? C10 N2 C6 C7 0.5(7) . . . . ? N2 C6 C7 C8 1.0(7) . . . . ? C6 C7 C8 C9 -2.2(7) . . . . ? C6 C7 C8 C3 177.5(4) . . . . ? C2 C3 C8 C7 -15.4(7) . . . . ? C4 C3 C8 C7 163.8(5) . . . . ? C2 C3 C8 C9 164.3(4) . . . . ? C4 C3 C8 C9 -16.5(7) . . . . ? C7 C8 C9 C10 2.0(5) . . . . ? C3 C8 C9 C10 -177.7(3) . . . . ? C6 N2 C10 C9 -0.6(5) . . . . ? C8 C9 C10 N2 -0.6(3) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.725 _refine_diff_density_min -0.626 _refine_diff_density_rms 0.136 data_8 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9.87 H9.87 Cl4 N1.97 Pb1' _chemical_formula_weight 507.64 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' 'Pb' 'Pb' -3.3944 10.1111 '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 13.012(3) _cell_length_b 16.458(3) _cell_length_c 7.3920(11) _cell_angle_alpha 90.00 _cell_angle_beta 119.997(12) _cell_angle_gamma 90.00 _cell_volume 1370.9(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 104 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas 'Not measured' _exptl_crystal_density_diffrn 2.460 _exptl_crystal_density_method 'Not measured' _exptl_crystal_F_000 936 _exptl_absorpt_coefficient_mu 13.216 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.051138 _exptl_absorpt_correction_T_max 0.491507 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 'Siemens SMART CCD diffractometer' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 'none' _diffrn_reflns_number 4404 _diffrn_reflns_av_R_equivalents 0.0445 _diffrn_reflns_av_sigmaI/netI 0.0392 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 27.48 _reflns_number_total 1568 _reflns_number_gt 1447 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1995b)' _computing_cell_refinement 'SMART (Siemens, 1995b)' _computing_data_reduction 'SMART (Siemens, 1995b)' _computing_structure_solution 'SHELXTL (Siemens, 1995a)' _computing_structure_refinement 'SHELXTL (Siemens, 1995a)' _computing_molecular_graphics 'SHELXTL (Siemens, 1995a)' _computing_publication_material 'SHELXTL (Siemens, 1995a)' _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^)+(0.0392P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1568 _refine_ls_number_parameters 82 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0313 _refine_ls_R_factor_gt 0.0280 _refine_ls_wR_factor_ref 0.0647 _refine_ls_wR_factor_gt 0.0639 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _refine_ls_shift/su_max 0.008 _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 Pb2 Pb 0.0000 1.8179(14) 0.7500 0.01635(10) Uani 0.0134(9) 2 d SP . 1 N1 N 0.0000 1.3483(4) 0.7500 0.0194(12) Uani 0.9866(9) 2 d SP . 2 H1A H 0.0000 1.2960 0.7500 0.023 Uiso 0.9866(9) 2 calc SPR . 2 N2 N 0.0000 1.7711(4) 0.7500 0.0208(13) Uani 0.9866(9) 2 d SP . 2 H2A H 0.0000 1.8233 0.7500 0.025 Uiso 0.9866(9) 2 calc SPR . 2 C1 C 0.1036(5) 1.3873(3) 0.8233(9) 0.0253(11) Uani 0.9866(9) 1 d P . 2 H1 H 0.1737 1.3581 0.8714 0.030 Uiso 0.9866(9) 1 calc PR . 2 C2 C 0.1059(5) 1.4709(3) 0.8271(8) 0.0219(10) Uani 0.9866(9) 1 d P . 2 H2 H 0.1778 1.4983 0.8810 0.026 Uiso 0.9866(9) 1 calc PR . 2 C3 C 0.0000 1.5145(4) 0.7500 0.0179(14) Uani 0.9866(9) 2 d SP . 2 C4 C 0.0000 1.6053(4) 0.7500 0.0143(13) Uani 0.9866(9) 2 d SP . 2 C5 C -0.0976(4) 1.6485(3) 0.7257(8) 0.0209(10) Uani 0.9866(9) 1 d P . 2 H5 H -0.1649 1.6210 0.7060 0.025 Uiso 0.9866(9) 1 calc PR . 2 C6 C -0.0952(5) 1.7324(3) 0.7307(8) 0.0244(11) Uani 0.9866(9) 1 d P . 2 H6 H -0.1591 1.7615 0.7208 0.029 Uiso 0.9866(9) 1 calc PR . 2 Pb1 Pb 0.0000 2.067986(14) 0.7500 0.01635(10) Uani 1 2 d S . . Cl1 Cl 0.14104(11) 1.93184(7) 0.7096(2) 0.0204(2) Uani 1 1 d . . . Cl2 Cl 0.14325(10) 2.19015(7) 0.74521(19) 0.0213(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pb2 0.01746(15) 0.01272(14) 0.02075(16) 0.000 0.01097(11) 0.000 N1 0.020(3) 0.014(3) 0.019(3) 0.000 0.005(2) 0.000 N2 0.025(4) 0.020(4) 0.016(3) 0.000 0.009(3) 0.000 C1 0.019(3) 0.025(3) 0.030(3) 0.004(2) 0.010(2) 0.007(2) C2 0.020(3) 0.018(3) 0.028(3) 0.000(2) 0.012(2) 0.0001(19) C3 0.019(4) 0.022(4) 0.016(3) 0.000 0.011(3) 0.000 C4 0.014(3) 0.014(3) 0.017(3) 0.000 0.009(3) 0.000 C5 0.018(2) 0.017(2) 0.029(3) 0.001(2) 0.012(2) -0.0007(19) C6 0.024(3) 0.025(3) 0.024(3) 0.002(2) 0.012(2) 0.003(2) Pb1 0.01746(15) 0.01272(14) 0.02075(16) 0.000 0.01097(11) 0.000 Cl1 0.0198(6) 0.0166(6) 0.0263(6) -0.0007(4) 0.0128(5) 0.0002(4) Cl2 0.0194(6) 0.0180(6) 0.0288(6) 0.0017(5) 0.0137(5) -0.0010(4) _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 Pb2 Cl1 2.743(16) . ? Pb2 Cl1 2.743(16) 2_556 ? N1 C1 1.339(6) . ? N1 C1 1.339(6) 2_556 ? N2 C6 1.336(6) . ? N2 C6 1.336(6) 2_556 ? C1 C2 1.375(8) . ? C2 C3 1.397(6) . ? C3 C2 1.397(6) 2_556 ? C3 C4 1.495(10) . ? C4 C5 1.387(6) 2_556 ? C4 C5 1.387(6) . ? C5 C6 1.380(7) . ? Pb1 Cl2 2.7538(12) 2_556 ? Pb1 Cl2 2.7538(12) . ? Pb1 Cl1 2.9452(14) 5_596 ? Pb1 Cl1 2.9452(14) 6_596 ? Pb1 Cl1 3.0044(12) 2_556 ? Pb1 Cl1 3.0044(12) . ? Cl1 Pb1 2.9452(14) 5_596 ? 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 Pb2 Cl1 93.7(7) . 2_556 ? C1 N1 C1 122.6(6) . 2_556 ? C6 N2 C6 123.1(7) . 2_556 ? N1 C1 C2 119.7(5) . . ? C1 C2 C3 119.9(5) . . ? C2 C3 C2 118.1(7) . 2_556 ? C2 C3 C4 120.9(3) . . ? C2 C3 C4 120.9(3) 2_556 . ? C5 C4 C5 118.3(6) 2_556 . ? C5 C4 C3 120.8(3) 2_556 . ? C5 C4 C3 120.8(3) . . ? C6 C5 C4 120.1(5) . . ? N2 C6 C5 119.1(5) . . ? Cl2 Pb1 Cl2 86.21(5) 2_556 . ? Cl2 Pb1 Cl1 88.78(4) 2_556 5_596 ? Cl2 Pb1 Cl1 91.14(4) . 5_596 ? Cl2 Pb1 Cl1 91.14(4) 2_556 6_596 ? Cl2 Pb1 Cl1 88.78(4) . 6_596 ? Cl1 Pb1 Cl1 179.89(4) 5_596 6_596 ? Cl2 Pb1 Cl1 95.29(4) 2_556 2_556 ? Cl2 Pb1 Cl1 175.42(3) . 2_556 ? Cl1 Pb1 Cl1 93.22(4) 5_596 2_556 ? Cl1 Pb1 Cl1 86.87(4) 6_596 2_556 ? Cl2 Pb1 Cl1 175.42(3) 2_556 . ? Cl2 Pb1 Cl1 95.29(4) . . ? Cl1 Pb1 Cl1 86.87(4) 5_596 . ? Cl1 Pb1 Cl1 93.22(4) 6_596 . ? Cl1 Pb1 Cl1 83.55(5) 2_556 . ? Pb2 Cl1 Pb1 93.52(4) . 5_596 ? Pb2 Cl1 Pb1 91.4(4) . . ? Pb1 Cl1 Pb1 93.13(4) 5_596 . ? 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 C1 N1 C1 C2 0.8(3) 2_556 . . . ? N1 C1 C2 C3 -1.5(7) . . . . ? C1 C2 C3 C2 0.8(3) . . . 2_556 ? C1 C2 C3 C4 -179.2(3) . . . . ? C2 C3 C4 C5 16.8(3) . . . 2_556 ? C2 C3 C4 C5 -163.2(3) 2_556 . . 2_556 ? C2 C3 C4 C5 -163.2(3) . . . . ? C2 C3 C4 C5 16.8(3) 2_556 . . . ? C5 C4 C5 C6 -1.4(3) 2_556 . . . ? C3 C4 C5 C6 178.6(3) . . . . ? C6 N2 C6 C5 -1.5(3) 2_556 . . . ? C4 C5 C6 N2 2.9(7) . . . . ? Cl1 Pb2 Cl1 Pb1 -93.22(4) 2_556 . . 5_596 ? Cl1 Pb2 Cl1 Pb1 0.000(1) 2_556 . . . ? Cl2 Pb1 Cl1 Pb2 -75.5(4) 2_556 . . . ? Cl2 Pb1 Cl1 Pb2 175.55(3) . . . . ? Cl1 Pb1 Cl1 Pb2 -93.60(4) 5_596 . . . ? Cl1 Pb1 Cl1 Pb2 86.48(4) 6_596 . . . ? Cl1 Pb1 Cl1 Pb2 0.000(1) 2_556 . . . ? Cl2 Pb1 Cl1 Pb1 18.1(4) 2_556 . . 5_596 ? Cl2 Pb1 Cl1 Pb1 -90.86(4) . . . 5_596 ? Cl1 Pb1 Cl1 Pb1 0.0 5_596 . . 5_596 ? Cl1 Pb1 Cl1 Pb1 -179.93(3) 6_596 . . 5_596 ? Cl1 Pb1 Cl1 Pb1 93.60(4) 2_556 . . 5_596 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.633 _refine_diff_density_min -1.694 _refine_diff_density_rms 0.207