Electronic Supplementary Material for CrystEngComm This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_coden_Cambridge 1350 _publ_requested_journal CrystEngComm loop_ _publ_author_name 'Fiorenzo Zordan' 'Guillermo Minguez Espallargas' 'Lee Brammer' _publ_contact_author_name 'Lee Brammer' _publ_contact_author_address ; Department of Chemistry University of Sheffield Brook Hill Sheffield S3 7HF UNITED KINGDOM ; _publ_contact_author_email 'LEE.BRAMMER@SHEFFIELD.AC.UK ' _publ_section_title ; Unexpected structural homologies involving hydrogen-bonded and halogen-bonded networks in halopyridinium halometallate salts ; # Compound 1 data_ilb173m _database_code_depnum_ccdc_archive 'CCDC 299026' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C5 H5 Cl N), Cl4 Pd' _chemical_formula_sum 'C10 H10 Cl6 N2 Pd' _chemical_formula_weight 477.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.9605(14) _cell_length_b 7.3662(15) _cell_length_c 8.6496(17) _cell_angle_alpha 113.41(3) _cell_angle_beta 91.97(3) _cell_angle_gamma 98.06(3) _cell_volume 400.97(14) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 2192 _cell_measurement_theta_min 2.9745 _cell_measurement_theta_max 28.2945 _exptl_crystal_description block _exptl_crystal_colour 'dark orange' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.977 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 232 _exptl_absorpt_coefficient_mu 2.142 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5659 _exptl_absorpt_correction_T_max 0.7394 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'medium focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart 1000 CCD' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2933 _diffrn_reflns_av_R_equivalents 0.0305 _diffrn_reflns_av_sigmaI/netI 0.0318 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.58 _diffrn_reflns_theta_max 28.40 _reflns_number_total 1727 _reflns_number_gt 1581 _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^)+(0.1098P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1727 _refine_ls_number_parameters 88 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0537 _refine_ls_R_factor_gt 0.0512 _refine_ls_wR_factor_ref 0.1518 _refine_ls_wR_factor_gt 0.1497 _refine_ls_goodness_of_fit_ref 1.163 _refine_ls_restrained_S_all 1.163 _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 Pd1 Pd 0.0000 0.0000 0.0000 0.0225(2) Uani 1 2 d S . . Cl1 Cl -0.35529(19) 0.69709(17) 0.4880(2) 0.0401(4) Uani 1 1 d . . . Cl2 Cl -0.10630(16) 0.25984(15) 0.21422(14) 0.0291(3) Uani 1 1 d . . . Cl3 Cl -0.21056(17) -0.22711(16) 0.06344(16) 0.0341(3) Uani 1 1 d . . . N1 N -0.2128(6) 1.3516(6) 0.7719(5) 0.0284(9) Uani 1 1 d . . . H1 H -0.1795 1.4820 0.8300 0.034 Uiso 1 1 calc R . . C2 C -0.3104(7) 1.2436(8) 0.8461(7) 0.0320(10) Uani 1 1 d . . . H2 H -0.3456 1.3081 0.9578 0.038 Uiso 1 1 calc R . . C3 C -0.3595(7) 1.0397(8) 0.7604(7) 0.0328(11) Uani 1 1 d . . . H3 H -0.4286 0.9601 0.8107 0.039 Uiso 1 1 calc R . . C4 C -0.3048(6) 0.9532(7) 0.5976(7) 0.0287(10) Uani 1 1 d . . . C5 C -0.2105(6) 1.0683(7) 0.5212(6) 0.0266(9) Uani 1 1 d . . . H5 H -0.1793 1.0085 0.4077 0.032 Uiso 1 1 calc R . . C6 C -0.1633(7) 1.2711(7) 0.6137(6) 0.0275(9) Uani 1 1 d . . . H6 H -0.0957 1.3542 0.5658 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 Pd1 0.0238(3) 0.0186(3) 0.0222(3) 0.0063(2) 0.00105(19) 0.0013(2) Cl1 0.0384(7) 0.0204(6) 0.0548(9) 0.0112(6) -0.0063(6) -0.0007(5) Cl2 0.0354(6) 0.0217(5) 0.0273(6) 0.0069(5) 0.0072(5) 0.0035(4) Cl3 0.0390(6) 0.0215(5) 0.0347(7) 0.0058(5) 0.0107(5) -0.0018(5) N1 0.0293(18) 0.0217(19) 0.030(2) 0.0065(17) -0.0004(16) 0.0026(15) C2 0.031(2) 0.037(3) 0.025(2) 0.010(2) 0.0007(18) 0.006(2) C3 0.029(2) 0.034(3) 0.037(3) 0.019(2) 0.0001(19) 0.000(2) C4 0.022(2) 0.0194(19) 0.037(3) 0.005(2) -0.0031(18) 0.0013(16) C5 0.024(2) 0.025(2) 0.028(3) 0.008(2) 0.0027(17) 0.0054(17) C6 0.029(2) 0.025(2) 0.028(3) 0.009(2) 0.0024(18) 0.0037(17) _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 Pd1 Cl2 2.3060(14) 2 ? Pd1 Cl2 2.3060(14) . ? Pd1 Cl3 2.3119(13) 2 ? Pd1 Cl3 2.3119(13) . ? Cl1 C4 1.718(5) . ? N1 C6 1.336(6) . ? N1 C2 1.338(7) . ? C2 C3 1.370(7) . ? C3 C4 1.388(7) . ? C4 C5 1.380(7) . ? C5 C6 1.369(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 Pd1 Cl2 180.00(5) 2 . ? Cl2 Pd1 Cl3 89.56(5) 2 2 ? Cl2 Pd1 Cl3 90.44(5) . 2 ? Cl2 Pd1 Cl3 90.44(5) 2 . ? Cl2 Pd1 Cl3 89.56(5) . . ? Cl3 Pd1 Cl3 180.00(6) 2 . ? C6 N1 C2 123.2(4) . . ? N1 C2 C3 119.7(5) . . ? C2 C3 C4 117.8(5) . . ? C5 C4 C3 121.5(4) . . ? C5 C4 Cl1 119.0(4) . . ? C3 C4 Cl1 119.5(4) . . ? C6 C5 C4 118.1(4) . . ? N1 C6 C5 119.7(5) . . ? _diffrn_measured_fraction_theta_max 0.857 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 1.250 _refine_diff_density_min -2.642 _refine_diff_density_rms 0.194 #END # Compound 2 data_ilb91m _database_code_depnum_ccdc_archive 'CCDC 299027' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'Cl8 Cu3, 2(C5 H5 Cl N)' _chemical_formula_sum 'C10 H10 Cl10 Cu3 N2' _chemical_formula_weight 703.32 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 3.8783(9) _cell_length_b 11.217(3) _cell_length_c 12.564(3) _cell_angle_alpha 103.511(4) _cell_angle_beta 93.340(5) _cell_angle_gamma 99.507(4) _cell_volume 521.5(2) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 1375 _cell_measurement_theta_min 3.754 _cell_measurement_theta_max 23.193 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.240 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 341 _exptl_absorpt_coefficient_mu 4.311 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4120 _exptl_absorpt_correction_T_max 0.6976 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'medium-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart 1000 CCD' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3026 _diffrn_reflns_av_R_equivalents 0.0324 _diffrn_reflns_av_sigmaI/netI 0.0376 _diffrn_reflns_limit_h_min -3 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 26.36 _reflns_number_total 2082 _reflns_number_gt 1639 _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^)+(0.1409P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2082 _refine_ls_number_parameters 115 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0822 _refine_ls_R_factor_gt 0.0726 _refine_ls_wR_factor_ref 0.2084 _refine_ls_wR_factor_gt 0.1985 _refine_ls_goodness_of_fit_ref 1.122 _refine_ls_restrained_S_all 1.122 _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 Cu1 Cu 0.5000 0.0000 0.0000 0.0194(4) Uani 1 2 d S . . Cu2 Cu 0.74527(18) -0.13160(6) -0.24827(6) 0.0191(3) Uani 1 1 d . . . Cl3 Cl 0.3833(4) -0.19176(13) -0.12253(13) 0.0212(4) Uani 1 1 d . . . Cl4 Cl 0.8826(4) 0.06054(13) -0.11625(12) 0.0192(4) Uani 1 1 d . . . Cl5 Cl 1.1286(4) -0.05577(13) -0.35474(13) 0.0236(4) Uani 1 1 d . . . Cl6 Cl 0.6306(4) -0.32363(12) -0.36302(13) 0.0214(4) Uani 1 1 d . . . N1 N 1.0935(12) -0.2882(4) -0.5630(4) 0.0226(11) Uani 1 1 d . . . H1 H 1.0448 -0.2658 -0.4945 0.027 Uiso 1 1 calc R . . C2 C 0.9740(16) -0.4072(6) -0.6218(6) 0.0261(14) Uani 1 1 d . . . H2 H 0.8399 -0.4650 -0.5888 0.031 Uiso 1 1 calc R . . C3 C 1.0459(16) -0.4444(6) -0.7287(6) 0.0288(15) Uani 1 1 d . . . H3 H 0.9608 -0.5273 -0.7709 0.035 Uiso 1 1 calc R . . C4 C 1.2462(14) -0.3580(5) -0.7735(5) 0.0217(12) Uani 1 1 d . . . Cl1 Cl 1.3441(5) -0.39999(18) -0.90686(15) 0.0410(5) Uani 1 1 d . . . C5 C 1.3674(15) -0.2365(5) -0.7123(5) 0.0234(13) Uani 1 1 d . . . H5 H 1.5054 -0.1775 -0.7432 0.028 Uiso 1 1 calc R . . C6 C 1.2836(16) -0.2035(5) -0.6063(5) 0.0230(13) Uani 1 1 d . . . H6 H 1.3603 -0.1204 -0.5634 0.028 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 Cu1 0.0174(6) 0.0224(6) 0.0170(7) 0.0034(5) 0.0085(5) -0.0002(4) Cu2 0.0182(5) 0.0195(5) 0.0180(5) 0.0024(3) 0.0088(3) -0.0006(3) Cl3 0.0196(8) 0.0221(8) 0.0202(9) 0.0037(6) 0.0087(6) -0.0010(5) Cl4 0.0178(7) 0.0214(7) 0.0178(8) 0.0046(6) 0.0077(6) 0.0006(5) Cl5 0.0260(8) 0.0211(7) 0.0214(9) 0.0021(6) 0.0138(6) -0.0016(5) Cl6 0.0188(7) 0.0195(7) 0.0234(9) 0.0020(6) 0.0065(6) 0.0003(5) N1 0.020(2) 0.027(3) 0.021(3) 0.006(2) 0.011(2) 0.0021(19) C2 0.024(3) 0.027(3) 0.029(4) 0.012(3) 0.003(3) 0.001(2) C3 0.023(3) 0.023(3) 0.038(4) 0.003(3) -0.005(3) 0.005(2) C4 0.017(3) 0.025(3) 0.023(3) 0.002(3) 0.008(2) 0.007(2) Cl1 0.0365(10) 0.0589(11) 0.0215(10) -0.0050(8) 0.0088(7) 0.0116(8) C5 0.025(3) 0.021(3) 0.027(4) 0.011(3) 0.010(3) 0.006(2) C6 0.028(3) 0.022(3) 0.021(3) 0.008(3) 0.006(3) 0.006(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 Cu1 Cl4 2.2758(14) . ? Cu1 Cl4 2.2758(14) 2_655 ? Cu1 Cl3 2.2916(15) . ? Cu1 Cl3 2.2916(15) 2_655 ? Cu2 Cl5 2.2514(15) . ? Cu2 Cl6 2.2526(15) . ? Cu2 Cl3 2.3163(16) . ? Cu2 Cl4 2.3511(16) . ? N1 C6 1.341(7) . ? N1 C2 1.356(8) . ? N1 H1 0.8800 . ? C2 C3 1.369(10) . ? C2 H2 0.9500 . ? C3 C4 1.385(9) . ? C3 H3 0.9500 . ? C4 C5 1.388(8) . ? C4 Cl1 1.714(6) . ? C5 C6 1.369(9) . ? 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 Cl4 Cu1 Cl4 180.00(5) . 2_655 ? Cl4 Cu1 Cl3 86.72(5) . . ? Cl4 Cu1 Cl3 93.28(5) 2_655 . ? Cl4 Cu1 Cl3 93.28(5) . 2_655 ? Cl4 Cu1 Cl3 86.72(5) 2_655 2_655 ? Cl3 Cu1 Cl3 180.00(10) . 2_655 ? Cl5 Cu2 Cl6 93.05(6) . . ? Cl5 Cu2 Cl3 173.59(6) . . ? Cl6 Cu2 Cl3 92.84(6) . . ? Cl5 Cu2 Cl4 89.52(6) . . ? Cl6 Cu2 Cl4 174.85(6) . . ? Cl3 Cu2 Cl4 84.41(6) . . ? Cu1 Cl3 Cu2 94.62(5) . . ? Cu1 Cl4 Cu2 94.10(5) . . ? C6 N1 C2 121.9(6) . . ? C6 N1 H1 119.0 . . ? C2 N1 H1 119.0 . . ? N1 C2 C3 120.2(6) . . ? N1 C2 H2 119.9 . . ? C3 C2 H2 119.9 . . ? C2 C3 C4 118.2(6) . . ? C2 C3 H3 120.9 . . ? C4 C3 H3 120.9 . . ? C3 C4 C5 121.0(6) . . ? C3 C4 Cl1 120.0(5) . . ? C5 C4 Cl1 119.0(5) . . ? C6 C5 C4 118.5(6) . . ? C6 C5 H5 120.7 . . ? C4 C5 H5 120.7 . . ? N1 C6 C5 120.1(6) . . ? N1 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 Cl4 Cu1 Cl3 Cu2 -3.03(5) . . . . ? Cl4 Cu1 Cl3 Cu2 176.97(5) 2_655 . . . ? Cl3 Cu1 Cl3 Cu2 75(100) 2_655 . . . ? Cl5 Cu2 Cl3 Cu1 21.9(5) . . . . ? Cl6 Cu2 Cl3 Cu1 178.58(5) . . . . ? Cl4 Cu2 Cl3 Cu1 2.94(5) . . . . ? Cl4 Cu1 Cl4 Cu2 38(30) 2_655 . . . ? Cl3 Cu1 Cl4 Cu2 2.99(5) . . . . ? Cl3 Cu1 Cl4 Cu2 -177.01(5) 2_655 . . . ? Cl5 Cu2 Cl4 Cu1 179.11(5) . . . . ? Cl6 Cu2 Cl4 Cu1 -60.8(6) . . . . ? Cl3 Cu2 Cl4 Cu1 -2.96(5) . . . . ? C6 N1 C2 C3 0.0(9) . . . . ? N1 C2 C3 C4 0.9(9) . . . . ? C2 C3 C4 C5 -0.8(9) . . . . ? C2 C3 C4 Cl1 179.9(4) . . . . ? C3 C4 C5 C6 -0.2(9) . . . . ? Cl1 C4 C5 C6 179.1(5) . . . . ? C2 N1 C6 C5 -1.0(9) . . . . ? C4 C5 C6 N1 1.1(9) . . . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 26.36 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 1.600 _refine_diff_density_min -1.510 _refine_diff_density_rms 0.288 #END # Compound 3 data_ilb292t _database_code_depnum_ccdc_archive 'CCDC 299028' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C5 H5 Br N), Cl6 Pt' _chemical_formula_sum 'C10 H10 Br2 Cl6 N2 Pt' _chemical_formula_weight 725.81 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' Br Br -0.2901 2.4595 '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 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 8.5802(10) _cell_length_b 16.7418(19) _cell_length_c 7.0007(8) _cell_angle_alpha 90.00 _cell_angle_beta 112.504(2) _cell_angle_gamma 90.00 _cell_volume 929.06(18) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4673 _cell_measurement_theta_min 2.8405 _cell_measurement_theta_max 27.7685 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.595 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 668 _exptl_absorpt_coefficient_mu 12.707 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1022 _exptl_absorpt_correction_T_max 0.2889 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'medium focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart 1000 CCD' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7685 _diffrn_reflns_av_R_equivalents 0.0343 _diffrn_reflns_av_sigmaI/netI 0.0271 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.43 _diffrn_reflns_theta_max 27.91 _reflns_number_total 2109 _reflns_number_gt 1879 _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^)+(0.1029P)^2^+12.4504P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2109 _refine_ls_number_parameters 97 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0554 _refine_ls_R_factor_gt 0.0508 _refine_ls_wR_factor_ref 0.1685 _refine_ls_wR_factor_gt 0.1651 _refine_ls_goodness_of_fit_ref 1.137 _refine_ls_restrained_S_all 1.137 _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 0.0000 0.0000 0.0000 0.0206(2) Uani 1 2 d S . . Cl1 Cl 0.0455(3) -0.12660(12) 0.1620(3) 0.0164(4) Uani 1 1 d . . . Cl2 Cl 0.0998(3) -0.05210(12) -0.2503(3) 0.0151(4) Uani 1 1 d . . . Cl3 Cl 0.2798(3) 0.03700(13) 0.2088(3) 0.0167(4) Uani 1 1 d . . . N1 N 0.2364(10) 0.1155(5) -0.3740(13) 0.0171(15) Uani 1 1 d . . . H1 H 0.1576 0.0787 -0.4210 0.021 Uiso 1 1 calc R . . C2 C 0.1939(12) 0.1919(6) -0.4240(14) 0.0175(18) Uani 1 1 d . . . H2 H 0.0808 0.2055 -0.5080 0.021 Uiso 1 1 calc R . . C3 C 0.3132(11) 0.2500(6) -0.3543(14) 0.0158(17) Uani 1 1 d . . . H3 H 0.2852 0.3045 -0.3891 0.019 Uiso 1 1 calc R . . C4 C 0.4783(12) 0.2276(6) -0.2297(13) 0.0158(17) Uani 1 1 d . . . Br1 Br 0.64537(12) 0.30605(6) -0.12607(16) 0.0228(3) Uani 1 1 d . . . C5 C 0.5198(12) 0.1485(6) -0.1792(15) 0.0172(17) Uani 1 1 d . . . H5 H 0.6315 0.1330 -0.0947 0.021 Uiso 1 1 calc R . . C6 C 0.3920(13) 0.0928(6) -0.2568(15) 0.0193(18) Uani 1 1 d . . . H6 H 0.4157 0.0378 -0.2260 0.023 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 Pt1 0.0182(3) 0.0206(3) 0.0214(3) 0.00063(18) 0.0058(2) 0.00066(17) Cl1 0.0143(10) 0.0153(10) 0.0183(10) 0.0051(8) 0.0047(8) 0.0039(7) Cl2 0.0135(10) 0.0161(10) 0.0137(9) -0.0009(7) 0.0029(8) 0.0005(7) Cl3 0.0103(10) 0.0162(10) 0.0207(10) -0.0037(8) 0.0026(8) -0.0011(7) N1 0.013(4) 0.018(4) 0.019(4) -0.004(3) 0.005(3) -0.005(3) C2 0.014(4) 0.018(4) 0.015(4) 0.000(3) -0.001(4) 0.002(3) C3 0.011(4) 0.019(4) 0.016(4) -0.001(3) 0.004(3) -0.001(3) C4 0.015(4) 0.022(4) 0.012(4) -0.001(3) 0.007(3) 0.000(3) Br1 0.0171(5) 0.0212(5) 0.0274(5) -0.0053(4) 0.0054(4) -0.0084(3) C5 0.011(4) 0.019(4) 0.019(4) -0.001(3) 0.002(4) -0.001(3) C6 0.023(5) 0.014(4) 0.022(5) 0.001(4) 0.010(4) 0.000(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 2.365(2) . ? Pt1 Cl1 2.365(2) 3 ? Pt1 Cl3 2.366(2) 3 ? Pt1 Cl3 2.366(2) . ? Pt1 Cl2 2.390(2) . ? Pt1 Cl2 2.390(2) 3 ? N1 C6 1.327(13) . ? N1 C2 1.340(12) . ? C2 C3 1.360(13) . ? C3 C4 1.401(13) . ? C4 C5 1.382(13) . ? C4 Br1 1.874(10) . ? C5 C6 1.382(13) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl1 Pt1 Cl1 180.00(12) . 3 ? Cl1 Pt1 Cl3 90.23(8) . 3 ? Cl1 Pt1 Cl3 89.77(8) 3 3 ? Cl1 Pt1 Cl3 89.77(8) . . ? Cl1 Pt1 Cl3 90.23(8) 3 . ? Cl3 Pt1 Cl3 180.00(12) 3 . ? Cl1 Pt1 Cl2 89.13(7) . . ? Cl1 Pt1 Cl2 90.87(7) 3 . ? Cl3 Pt1 Cl2 90.85(7) 3 . ? Cl3 Pt1 Cl2 89.15(7) . . ? Cl1 Pt1 Cl2 90.87(7) . 3 ? Cl1 Pt1 Cl2 89.13(7) 3 3 ? Cl3 Pt1 Cl2 89.15(7) 3 3 ? Cl3 Pt1 Cl2 90.85(7) . 3 ? Cl2 Pt1 Cl2 180.00(8) . 3 ? C6 N1 C2 122.9(8) . . ? N1 C2 C3 119.8(9) . . ? C2 C3 C4 118.3(9) . . ? C5 C4 C3 121.1(9) . . ? C5 C4 Br1 119.3(7) . . ? C3 C4 Br1 119.7(7) . . ? C4 C5 C6 117.2(9) . . ? N1 C6 C5 120.6(9) . . ? _diffrn_measured_fraction_theta_max 0.947 _diffrn_reflns_theta_full 27.91 _diffrn_measured_fraction_theta_full 0.947 _refine_diff_density_max 3.221 _refine_diff_density_min -3.274 _refine_diff_density_rms 0.362 #END