Electronic Supplementary Material for CrystEngComm This Journal is © The Royal Society of Chemistry 2003 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 loop_ _publ_author_name 'Lee Brammer' 'Harry Adams' 'Guillermo Minguez Espallargas' _publ_contact_author_name 'Dr 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 ; Involving metals in halogen-halogen interactions: second-sphere Lewis acid ligands for perhalometallate ions (M-X X'-C) ; # Crystal data for compound 1 (HNC5H4Cl-3)2[CoCl4] data_ilb86m _database_code_CSD 215274 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H10 Cl6 Co N2' _chemical_formula_weight 429.83 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.7526(12) _cell_length_b 8.1793(15) _cell_length_c 14.806(3) _cell_angle_alpha 92.114(4) _cell_angle_beta 93.148(4) _cell_angle_gamma 99.358(4) _cell_volume 804.8(3) _cell_formula_units_Z 2 _cell_measurement_temperature 150(5) _cell_measurement_reflns_used 1016 _cell_measurement_theta_min 5.509 _cell_measurement_theta_max 48.279 _exptl_crystal_description Block _exptl_crystal_colour Blue _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.774 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 426 _exptl_absorpt_coefficient_mu 2.047 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.5603 _exptl_absorpt_correction_T_max 0.7095 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(5) _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 4979 _diffrn_reflns_av_R_equivalents 0.0345 _diffrn_reflns_av_sigmaI/netI 0.0958 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.38 _diffrn_reflns_theta_max 27.53 _reflns_number_total 3495 _reflns_number_gt 2113 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _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^)+(0.0400P)^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 3495 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0974 _refine_ls_R_factor_gt 0.0496 _refine_ls_wR_factor_ref 0.1091 _refine_ls_wR_factor_gt 0.0936 _refine_ls_goodness_of_fit_ref 0.983 _refine_ls_restrained_S_all 0.983 _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 Co1 Co -0.71332(9) 0.73912(7) 0.24147(5) 0.01969(19) Uani 1 1 d . . . Cl2 Cl -0.56594(19) 0.72991(15) 0.10787(9) 0.0269(3) Uani 1 1 d . . . Cl3 Cl -0.53387(18) 0.91844(15) 0.34806(9) 0.0296(3) Uani 1 1 d . . . Cl4 Cl -0.77241(19) 0.47899(14) 0.29344(9) 0.0269(3) Uani 1 1 d . . . Cl5 Cl -1.01108(18) 0.83592(15) 0.22187(9) 0.0292(3) Uani 1 1 d . . . Cl11 Cl -0.35789(19) 0.35213(15) 0.39666(10) 0.0330(3) Uani 1 1 d . . . N11 N 0.0990(6) 0.1146(4) 0.3937(3) 0.0215(9) Uani 1 1 d . . . H11A H 0.1481 0.0502 0.3547 0.026 Uiso 1 1 calc R . . C12 C -0.0693(7) 0.1713(5) 0.3682(3) 0.0232(11) Uani 1 1 d . . . H12A H -0.1329 0.1448 0.3095 0.028 Uiso 1 1 calc R . . C13 C -0.1474(7) 0.2693(5) 0.4298(3) 0.0218(11) Uani 1 1 d . . . C14 C -0.0570(8) 0.3040(5) 0.5156(3) 0.0259(12) Uani 1 1 d . . . H14A H -0.1141 0.3688 0.5586 0.031 Uiso 1 1 calc R . . C15 C 0.1189(8) 0.2429(5) 0.5385(3) 0.0262(12) Uani 1 1 d . . . H15A H 0.1836 0.2653 0.5973 0.031 Uiso 1 1 calc R . . C16 C 0.1972(7) 0.1497(5) 0.4747(3) 0.0246(12) Uani 1 1 d . . . H16A H 0.3201 0.1106 0.4880 0.030 Uiso 1 1 calc R . . Cl1 Cl -0.1488(2) 0.76990(18) -0.03892(10) 0.0439(4) Uani 1 1 d . . . N1 N 0.2508(6) 0.5322(5) -0.1381(3) 0.0312(11) Uani 1 1 d . . . H1A H 0.2620 0.4274 -0.1482 0.037 Uiso 1 1 calc R . . C2 C 0.0821(7) 0.5661(6) -0.1041(3) 0.0277(12) Uani 1 1 d . . . H2A H -0.0242 0.4795 -0.0925 0.033 Uiso 1 1 calc R . . C3 C 0.0664(7) 0.7277(6) -0.0864(3) 0.0261(12) Uani 1 1 d . . . C4 C 0.2167(8) 0.8551(6) -0.1058(3) 0.0281(12) Uani 1 1 d . . . H4A H 0.2045 0.9679 -0.0940 0.034 Uiso 1 1 calc R . . C5 C 0.3861(8) 0.8121(6) -0.1433(3) 0.0306(13) Uani 1 1 d . . . H5A H 0.4910 0.8964 -0.1591 0.037 Uiso 1 1 calc R . . C6 C 0.4026(8) 0.6475(6) -0.1576(4) 0.0307(13) Uani 1 1 d . . . H6A H 0.5203 0.6172 -0.1811 0.037 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 0.0210(4) 0.0159(3) 0.0230(4) 0.0004(3) 0.0022(3) 0.0052(3) Cl2 0.0301(7) 0.0274(7) 0.0251(7) 0.0037(5) 0.0065(6) 0.0080(5) Cl3 0.0252(7) 0.0284(7) 0.0335(8) -0.0094(6) -0.0038(6) 0.0038(5) Cl4 0.0335(7) 0.0185(6) 0.0312(8) 0.0045(5) 0.0106(6) 0.0083(5) Cl5 0.0277(7) 0.0278(7) 0.0338(8) -0.0058(6) -0.0057(6) 0.0141(5) Cl11 0.0277(7) 0.0235(7) 0.0494(9) 0.0027(6) 0.0036(6) 0.0089(5) N11 0.028(2) 0.013(2) 0.025(3) 0.0002(18) 0.011(2) 0.0051(17) C12 0.030(3) 0.017(3) 0.022(3) 0.006(2) 0.003(2) 0.003(2) C13 0.024(3) 0.016(2) 0.026(3) 0.005(2) 0.008(2) 0.001(2) C14 0.039(3) 0.013(2) 0.027(3) 0.000(2) 0.015(3) 0.003(2) C15 0.036(3) 0.017(3) 0.022(3) 0.007(2) 0.000(2) -0.005(2) C16 0.028(3) 0.017(3) 0.027(3) 0.008(2) 0.000(2) -0.002(2) Cl1 0.0322(8) 0.0543(9) 0.0481(10) -0.0163(8) 0.0034(7) 0.0196(7) N1 0.043(3) 0.019(2) 0.034(3) -0.006(2) 0.006(2) 0.011(2) C2 0.027(3) 0.027(3) 0.029(3) -0.001(2) 0.009(2) 0.003(2) C3 0.025(3) 0.035(3) 0.021(3) -0.006(2) -0.007(2) 0.014(2) C4 0.039(3) 0.022(3) 0.025(3) -0.007(2) -0.007(2) 0.013(2) C5 0.038(3) 0.027(3) 0.027(3) 0.006(2) 0.010(3) 0.001(2) C6 0.026(3) 0.037(3) 0.033(3) -0.002(3) 0.007(2) 0.015(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 2.2668(14) . ? Co1 Cl3 2.2697(14) . ? Co1 Cl4 2.2708(13) . ? Co1 Cl5 2.2857(14) . ? Cl11 C13 1.726(5) . ? N11 C12 1.337(6) . ? N11 C16 1.337(6) . ? C12 C13 1.374(6) . ? C13 C14 1.378(7) . ? C14 C15 1.392(7) . ? C15 C16 1.374(7) . ? Cl1 C3 1.727(5) . ? N1 C6 1.327(6) . ? N1 C2 1.336(6) . ? C2 C3 1.360(6) . ? C3 C4 1.382(7) . ? C4 C5 1.387(7) . ? C5 C6 1.379(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 Cl2 Co1 Cl3 113.99(5) . . ? Cl2 Co1 Cl4 108.79(5) . . ? Cl3 Co1 Cl4 110.56(6) . . ? Cl2 Co1 Cl5 110.15(5) . . ? Cl3 Co1 Cl5 103.90(5) . . ? Cl4 Co1 Cl5 109.31(5) . . ? C12 N11 C16 123.9(4) . . ? N11 C12 C13 117.8(5) . . ? C12 C13 C14 120.7(5) . . ? C12 C13 Cl11 118.6(4) . . ? C14 C13 Cl11 120.6(4) . . ? C13 C14 C15 119.2(5) . . ? C16 C15 C14 118.8(5) . . ? N11 C16 C15 119.4(5) . . ? C6 N1 C2 123.7(4) . . ? N1 C2 C3 118.3(5) . . ? C2 C3 C4 121.5(5) . . ? C2 C3 Cl1 117.9(4) . . ? C4 C3 Cl1 120.6(4) . . ? C3 C4 C5 117.5(4) . . ? C6 C5 C4 120.2(5) . . ? N1 C6 C5 118.8(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 C16 N11 C12 C13 -1.1(6) . . . . ? N11 C12 C13 C14 -1.6(7) . . . . ? N11 C12 C13 Cl11 177.0(3) . . . . ? C12 C13 C14 C15 2.1(7) . . . . ? Cl11 C13 C14 C15 -176.4(3) . . . . ? C13 C14 C15 C16 0.0(7) . . . . ? C12 N11 C16 C15 3.3(7) . . . . ? C14 C15 C16 N11 -2.6(6) . . . . ? C6 N1 C2 C3 -1.6(8) . . . . ? N1 C2 C3 C4 2.3(8) . . . . ? N1 C2 C3 Cl1 -177.9(4) . . . . ? C2 C3 C4 C5 -0.7(8) . . . . ? Cl1 C3 C4 C5 179.5(4) . . . . ? C3 C4 C5 C6 -1.7(8) . . . . ? C2 N1 C6 C5 -0.8(8) . . . . ? C4 C5 C6 N1 2.4(8) . . . . ? _diffrn_measured_fraction_theta_max 0.943 _diffrn_reflns_theta_full 27.53 _diffrn_measured_fraction_theta_full 0.943 _refine_diff_density_max 0.648 _refine_diff_density_min -0.636 _refine_diff_density_rms 0.130 # Crystal data for compound 2 (HNC5H4Br-3)2[CoCl4] data_ilb102m _database_code_CSD 215275 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H10 Br2 Cl4 Co N2' _chemical_formula_weight 518.75 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' Br Br -0.2901 2.4595 '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 6.8163(7) _cell_length_b 8.9754(10) _cell_length_c 13.7869(15) _cell_angle_alpha 86.386(2) _cell_angle_beta 85.454(2) _cell_angle_gamma 86.873(2) _cell_volume 838.10(16) _cell_formula_units_Z 2 _cell_measurement_temperature 150(5) _cell_measurement_reflns_used 3724 _cell_measurement_theta_min 5.282 _cell_measurement_theta_max 54.831 _exptl_crystal_description Block _exptl_crystal_colour Blue _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.056 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 498 _exptl_absorpt_coefficient_mu 6.415 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.1784 _exptl_absorpt_correction_T_max 0.3914 _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 area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7285 _diffrn_reflns_av_R_equivalents 0.0305 _diffrn_reflns_av_sigmaI/netI 0.0373 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 27.52 _reflns_number_total 3688 _reflns_number_gt 3027 _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^)+(0.0629P)^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 3688 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0470 _refine_ls_R_factor_gt 0.0380 _refine_ls_wR_factor_ref 0.0988 _refine_ls_wR_factor_gt 0.0946 _refine_ls_goodness_of_fit_ref 0.986 _refine_ls_restrained_S_all 0.986 _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 -0.58000(7) 0.66243(5) 0.20841(3) 0.02494(14) Uani 1 1 d . . . Cl1 Cl -0.66894(14) 0.44837(10) 0.29290(6) 0.0317(2) Uani 1 1 d . . . Cl2 Cl -0.69484(13) 0.86574(9) 0.29127(6) 0.0287(2) Uani 1 1 d . . . Cl3 Cl -0.24160(13) 0.65775(10) 0.18823(6) 0.0292(2) Uani 1 1 d . . . Cl4 Cl -0.71091(14) 0.67690(11) 0.06096(6) 0.0316(2) Uani 1 1 d . . . Br1 Br -0.32560(6) 1.06530(5) 0.20210(3) 0.03975(13) Uani 1 1 d . . . N1 N 0.0824(5) 1.3630(4) 0.1055(2) 0.0380(8) Uani 1 1 d . . . H1A H 0.0889 1.4608 0.1045 0.046 Uiso 1 1 calc R . . C2 C -0.0789(6) 1.3022(4) 0.1467(3) 0.0302(8) Uani 1 1 d . . . H2A H -0.1842 1.3632 0.1746 0.036 Uiso 1 1 calc R . . C3 C -0.0915(5) 1.1499(4) 0.1484(3) 0.0285(8) Uani 1 1 d . . . C4 C 0.0624(6) 1.0605(5) 0.1082(3) 0.0370(9) Uani 1 1 d . . . H4A H 0.0549 0.9550 0.1095 0.044 Uiso 1 1 calc R . . C5 C 0.2270(7) 1.1297(6) 0.0664(3) 0.0492(12) Uani 1 1 d . . . H5A H 0.3347 1.0715 0.0382 0.059 Uiso 1 1 calc R . . C6 C 0.2358(7) 1.2833(6) 0.0653(3) 0.0463(11) Uani 1 1 d . . . H6A H 0.3488 1.3313 0.0366 0.056 Uiso 1 1 calc R . . Br11 Br -0.27901(6) 0.33919(5) 0.41087(3) 0.03614(13) Uani 1 1 d . . . N11 N 0.1456(5) 0.2731(4) 0.6024(2) 0.0325(7) Uani 1 1 d . . . H11A H 0.1636 0.3047 0.6600 0.039 Uiso 1 1 calc R . . C12 C -0.0174(5) 0.3214(4) 0.5591(3) 0.0291(8) Uani 1 1 d . . . H12A H -0.1107 0.3891 0.5899 0.035 Uiso 1 1 calc R . . C13 C -0.0473(5) 0.2719(4) 0.4703(3) 0.0265(8) Uani 1 1 d . . . C14 C 0.0874(6) 0.1731(4) 0.4259(3) 0.0331(8) Uani 1 1 d . . . H14A H 0.0658 0.1373 0.3645 0.040 Uiso 1 1 calc R . . C15 C 0.2544(6) 0.1270(5) 0.4721(3) 0.0391(10) Uani 1 1 d . . . H15A H 0.3499 0.0597 0.4423 0.047 Uiso 1 1 calc R . . C16 C 0.2818(6) 0.1788(5) 0.5614(3) 0.0380(9) Uani 1 1 d . . . H16A H 0.3965 0.1479 0.5938 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 0.0248(3) 0.0255(3) 0.0248(3) -0.00271(19) -0.00459(19) 0.0005(2) Cl1 0.0368(5) 0.0264(5) 0.0319(5) 0.0017(4) -0.0060(4) -0.0001(4) Cl2 0.0299(5) 0.0254(4) 0.0309(5) -0.0047(3) -0.0019(3) -0.0005(4) Cl3 0.0254(4) 0.0325(5) 0.0301(4) -0.0069(3) -0.0042(3) 0.0029(4) Cl4 0.0316(5) 0.0371(5) 0.0267(4) -0.0001(4) -0.0075(3) -0.0024(4) Br1 0.0406(2) 0.0357(2) 0.0436(2) -0.00057(17) -0.00191(18) -0.01190(18) N1 0.048(2) 0.0404(19) 0.0287(17) 0.0031(14) -0.0124(15) -0.0189(16) C2 0.036(2) 0.0300(19) 0.0255(18) -0.0002(14) -0.0099(15) -0.0027(16) C3 0.0297(19) 0.0297(19) 0.0268(18) 0.0000(14) -0.0087(14) -0.0015(15) C4 0.042(2) 0.037(2) 0.034(2) -0.0080(17) -0.0137(17) 0.0077(18) C5 0.032(2) 0.080(4) 0.036(2) -0.013(2) -0.0035(18) 0.010(2) C6 0.041(3) 0.069(3) 0.031(2) 0.000(2) -0.0058(18) -0.018(2) Br11 0.0314(2) 0.0396(2) 0.0378(2) 0.00173(17) -0.01026(16) 0.00056(17) N11 0.0346(18) 0.0362(18) 0.0274(16) -0.0040(13) -0.0041(13) -0.0023(14) C12 0.029(2) 0.0271(19) 0.0305(19) 0.0000(15) -0.0004(15) -0.0020(15) C13 0.0231(18) 0.0268(18) 0.0290(18) 0.0047(14) -0.0013(14) -0.0051(14) C14 0.039(2) 0.030(2) 0.0301(19) -0.0036(15) -0.0053(16) -0.0010(17) C15 0.038(2) 0.041(2) 0.039(2) -0.0109(18) -0.0067(18) 0.0089(18) C16 0.034(2) 0.040(2) 0.041(2) -0.0009(18) -0.0107(17) 0.0030(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 Cl1 2.2690(10) . ? Co1 Cl4 2.2776(10) . ? Co1 Cl2 2.2832(10) . ? Co1 Cl3 2.2997(10) . ? Br1 C3 1.883(4) . ? N1 C2 1.325(5) . ? N1 C6 1.337(6) . ? C2 C3 1.374(5) . ? C3 C4 1.387(5) . ? C4 C5 1.380(6) . ? C5 C6 1.382(7) . ? Br11 C13 1.889(4) . ? N11 C16 1.338(5) . ? N11 C12 1.341(5) . ? C12 C13 1.362(5) . ? C13 C14 1.376(5) . ? C14 C15 1.379(6) . ? C15 C16 1.372(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 Cl1 Co1 Cl4 109.40(4) . . ? Cl1 Co1 Cl2 110.46(4) . . ? Cl4 Co1 Cl2 108.62(4) . . ? Cl1 Co1 Cl3 108.15(4) . . ? Cl4 Co1 Cl3 110.43(4) . . ? Cl2 Co1 Cl3 109.79(4) . . ? C2 N1 C6 123.3(4) . . ? N1 C2 C3 119.0(4) . . ? C2 C3 C4 120.7(4) . . ? C2 C3 Br1 118.7(3) . . ? C4 C3 Br1 120.6(3) . . ? C5 C4 C3 117.9(4) . . ? C4 C5 C6 120.4(4) . . ? N1 C6 C5 118.8(4) . . ? C16 N11 C12 122.6(3) . . ? N11 C12 C13 119.1(3) . . ? C12 C13 C14 120.4(3) . . ? C12 C13 Br11 118.6(3) . . ? C14 C13 Br11 121.0(3) . . ? C13 C14 C15 118.9(4) . . ? C16 C15 C14 119.6(4) . . ? N11 C16 C15 119.4(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 N1 C2 C3 -0.3(6) . . . . ? N1 C2 C3 C4 0.4(6) . . . . ? N1 C2 C3 Br1 -177.4(3) . . . . ? C2 C3 C4 C5 -0.3(6) . . . . ? Br1 C3 C4 C5 177.4(3) . . . . ? C3 C4 C5 C6 0.1(6) . . . . ? C2 N1 C6 C5 0.1(6) . . . . ? C4 C5 C6 N1 0.0(6) . . . . ? C16 N11 C12 C13 0.6(6) . . . . ? N11 C12 C13 C14 0.4(5) . . . . ? N11 C12 C13 Br11 179.3(3) . . . . ? C12 C13 C14 C15 -1.0(6) . . . . ? Br11 C13 C14 C15 -179.9(3) . . . . ? C13 C14 C15 C16 0.7(6) . . . . ? C12 N11 C16 C15 -0.8(6) . . . . ? C14 C15 C16 N11 0.2(6) . . . . ? _diffrn_measured_fraction_theta_max 0.956 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.956 _refine_diff_density_max 0.899 _refine_diff_density_min -0.603 _refine_diff_density_rms 0.123 # Crystal data for compound 3 (HNC5H4I-3)2[CoCl4] data_ilb130m _database_code_CSD 215276 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H10 Cl4 Co I2 N2' _chemical_formula_weight 612.73 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' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 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 6.9830(7) _cell_length_b 16.1749(16) _cell_length_c 15.7849(15) _cell_angle_alpha 90.00 _cell_angle_beta 96.306(2) _cell_angle_gamma 90.00 _cell_volume 1772.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3124 _cell_measurement_theta_min 5.191 _cell_measurement_theta_max 53.881 _exptl_crystal_description BLOCK _exptl_crystal_colour BLUE _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.297 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1140 _exptl_absorpt_coefficient_mu 5.043 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3225 _exptl_absorpt_correction_T_max 0.6325 _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 area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12946 _diffrn_reflns_av_R_equivalents 0.0514 _diffrn_reflns_av_sigmaI/netI 0.0653 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 27.52 _reflns_number_total 4022 _reflns_number_gt 2693 _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^)+(0.0213P)^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 4022 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0668 _refine_ls_R_factor_gt 0.0362 _refine_ls_wR_factor_ref 0.0653 _refine_ls_wR_factor_gt 0.0585 _refine_ls_goodness_of_fit_ref 0.926 _refine_ls_restrained_S_all 0.926 _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 Co1 Co 0.90657(10) 1.10803(4) 0.31906(4) 0.02186(17) Uani 1 1 d . . . Cl1 Cl 0.81083(19) 1.22710(7) 0.37678(8) 0.0289(3) Uani 1 1 d . . . Cl2 Cl 0.76921(18) 1.00004(7) 0.38396(8) 0.0271(3) Uani 1 1 d . . . Cl3 Cl 1.23358(18) 1.08755(8) 0.34160(8) 0.0279(3) Uani 1 1 d . . . Cl4 Cl 0.81673(18) 1.10850(8) 0.17570(8) 0.0277(3) Uani 1 1 d . . . I1 I 1.19464(5) 1.33670(2) 0.37684(2) 0.03165(11) Uani 1 1 d . . . N1 N 1.6553(6) 1.4927(3) 0.3167(3) 0.0330(11) Uani 1 1 d . . . H1A H 1.6779 1.5223 0.2721 0.040 Uiso 1 1 calc R . . C2 C 1.4885(8) 1.4500(3) 0.3136(3) 0.0291(13) Uani 1 1 d . . . H2A H 1.3986 1.4514 0.2639 0.035 Uiso 1 1 calc R . . C3 C 1.4504(7) 1.4046(3) 0.3832(3) 0.0226(11) Uani 1 1 d . . . C4 C 1.5836(7) 1.4034(3) 0.4548(3) 0.0260(12) Uani 1 1 d . . . H4A H 1.5588 1.3723 0.5034 0.031 Uiso 1 1 calc R . . C5 C 1.7509(8) 1.4472(3) 0.4554(4) 0.0376(14) Uani 1 1 d . . . H5A H 1.8421 1.4468 0.5048 0.045 Uiso 1 1 calc R . . C6 C 1.7880(8) 1.4919(3) 0.3850(4) 0.0396(15) Uani 1 1 d . . . H6A H 1.9053 1.5216 0.3846 0.048 Uiso 1 1 calc R . . I11 I 1.20177(6) 1.22657(2) 0.13194(2) 0.03827(12) Uani 1 1 d . . . N11 N 1.5985(7) 1.3832(2) 0.0200(3) 0.0318(11) Uani 1 1 d . . . H11A H 1.5981 1.4091 -0.0291 0.038 Uiso 1 1 calc R . . C12 C 1.4432(8) 1.3375(3) 0.0335(3) 0.0273(12) Uani 1 1 d . . . H12A H 1.3355 1.3342 -0.0087 0.033 Uiso 1 1 calc R . . C13 C 1.4437(7) 1.2958(3) 0.1090(3) 0.0267(12) Uani 1 1 d . . . C14 C 1.5998(8) 1.3016(3) 0.1690(3) 0.0338(14) Uani 1 1 d . . . H14A H 1.6013 1.2723 0.2212 0.041 Uiso 1 1 calc R . . C15 C 1.7552(8) 1.3500(4) 0.1537(4) 0.0402(15) Uani 1 1 d . . . H15A H 1.8633 1.3547 0.1956 0.048 Uiso 1 1 calc R . . C16 C 1.7520(8) 1.3913(3) 0.0770(4) 0.0402(15) Uani 1 1 d . . . H16A H 1.8576 1.4249 0.0652 0.048 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 0.0237(4) 0.0238(4) 0.0186(4) -0.0010(3) 0.0046(3) -0.0014(3) Cl1 0.0354(8) 0.0241(6) 0.0282(7) -0.0028(6) 0.0078(6) -0.0010(6) Cl2 0.0316(7) 0.0257(7) 0.0249(7) 0.0017(5) 0.0065(6) -0.0034(5) Cl3 0.0252(7) 0.0370(8) 0.0212(7) -0.0056(6) 0.0018(6) 0.0024(6) Cl4 0.0313(7) 0.0333(7) 0.0186(7) 0.0008(6) 0.0029(6) -0.0003(6) I1 0.0333(2) 0.0303(2) 0.0307(2) 0.00082(16) 0.00047(16) -0.00434(16) N1 0.040(3) 0.029(3) 0.032(3) 0.010(2) 0.013(2) 0.003(2) C2 0.034(3) 0.032(3) 0.020(3) -0.003(2) 0.000(3) 0.006(3) C3 0.022(3) 0.022(3) 0.026(3) -0.002(2) 0.011(2) -0.001(2) C4 0.033(3) 0.028(3) 0.016(3) 0.005(2) 0.003(2) -0.002(2) C5 0.031(3) 0.050(4) 0.029(3) 0.009(3) -0.008(3) -0.008(3) C6 0.024(3) 0.040(3) 0.054(4) 0.006(3) 0.002(3) -0.003(3) I11 0.0492(3) 0.0377(2) 0.0308(2) 0.00200(18) 0.01783(18) -0.00403(19) N11 0.052(3) 0.025(2) 0.021(3) -0.0003(19) 0.016(2) 0.000(2) C12 0.035(3) 0.022(3) 0.025(3) 0.000(2) 0.004(2) 0.004(2) C13 0.032(3) 0.024(3) 0.024(3) 0.000(2) 0.008(3) 0.004(2) C14 0.047(4) 0.028(3) 0.027(3) 0.000(2) 0.004(3) 0.008(3) C15 0.033(4) 0.050(4) 0.036(4) -0.013(3) -0.006(3) 0.015(3) C16 0.034(4) 0.036(3) 0.052(4) -0.022(3) 0.010(3) -0.004(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 Co1 Cl1 2.2628(14) . ? Co1 Cl4 2.2809(14) . ? Co1 Cl2 2.2883(14) . ? Co1 Cl3 2.2961(14) . ? I1 C3 2.089(5) . ? N1 C6 1.342(7) . ? N1 C2 1.351(6) . ? C2 C3 1.371(7) . ? C3 C4 1.383(6) . ? C4 C5 1.365(7) . ? C5 C6 1.374(7) . ? I11 C13 2.091(5) . ? N11 C16 1.328(7) . ? N11 C12 1.349(6) . ? C12 C13 1.370(7) . ? C13 C14 1.366(7) . ? C14 C15 1.380(8) . ? C15 C16 1.382(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 Co1 Cl4 109.60(5) . . ? Cl1 Co1 Cl2 108.21(5) . . ? Cl4 Co1 Cl2 111.32(5) . . ? Cl1 Co1 Cl3 113.15(5) . . ? Cl4 Co1 Cl3 108.34(5) . . ? Cl2 Co1 Cl3 106.21(5) . . ? C6 N1 C2 122.7(5) . . ? N1 C2 C3 119.2(5) . . ? C2 C3 C4 119.3(5) . . ? C2 C3 I1 118.9(4) . . ? C4 C3 I1 121.8(4) . . ? C5 C4 C3 119.8(5) . . ? C4 C5 C6 120.2(5) . . ? N1 C6 C5 118.7(5) . . ? C16 N11 C12 123.4(5) . . ? N11 C12 C13 118.8(5) . . ? C14 C13 C12 119.7(5) . . ? C14 C13 I11 121.0(4) . . ? C12 C13 I11 119.3(4) . . ? C13 C14 C15 120.1(5) . . ? C14 C15 C16 119.3(5) . . ? N11 C16 C15 118.7(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 C6 N1 C2 C3 0.9(8) . . . . ? N1 C2 C3 C4 -0.1(7) . . . . ? N1 C2 C3 I1 -178.7(3) . . . . ? C2 C3 C4 C5 -0.1(8) . . . . ? I1 C3 C4 C5 178.5(4) . . . . ? C3 C4 C5 C6 -0.5(8) . . . . ? C2 N1 C6 C5 -1.5(8) . . . . ? C4 C5 C6 N1 1.3(9) . . . . ? C16 N11 C12 C13 -1.1(8) . . . . ? N11 C12 C13 C14 0.3(7) . . . . ? N11 C12 C13 I11 178.7(3) . . . . ? C12 C13 C14 C15 0.7(8) . . . . ? I11 C13 C14 C15 -177.8(4) . . . . ? C13 C14 C15 C16 -0.9(8) . . . . ? C12 N11 C16 C15 1.0(8) . . . . ? C14 C15 C16 N11 0.0(8) . . . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 1.062 _refine_diff_density_min -0.943 _refine_diff_density_rms 0.160