# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name _publ_author_address 'Martin M. Kimani' ;Department of Chemistry Clemson University Clemson, SC 29634-0973 USA ; 'Julia Brumaghim' ;Department of Chemistry Clemson University Clemson, SC 29634-0973 USA ; _publ_contact_author_address ;Department of Chemistry Clemson University Clemson, SC 29634-0973 USA ; _publ_contact_author_email Brumagh@clemson.edu _publ_contact_author_phone 864-656-0481 _publ_contact_author_name 'Julia Brumaghim' # TITLE AND AUTHOR LIST _publ_section_title ; ENTER SECTION TITLE ; data_Cu4(dmise)4I4 _database_code_depnum_ccdc_archive 'CCDC 804911' _audit_update_record ; 2009-06-04 # Formatted by publCIF ; _publ_section_title_footnote ; ENTER FOOTNOTE TO TITLE OF PAPER ; _publ_section_abstract ; ENTER ABSTRACT ; _publ_section_comment ; ENTER TEXT ; _publ_section_references ; ENTER OTHER REFERENCES Jacobson, R. (1998). REQAB. Version 1.1. Molecular Structure Corporation, The Woodlands, Texas, USA. Molecular Structure Corporation & Rigaku (2006). CrystalClear MSC, The Woodlands, Texas, USA, and Rigaku Corporation, Tokyo, Japan. Sheldrick, G. M. (2008). SHELXTL.Version 6.10 Acta Cryst. A64, 112-122. ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ; _publ_section_exptl_prep ; ENTER COMPOUND PREPARATION DETAILS ; _publ_section_exptl_refinement ; ENTER SPECIAL DETAILS OF THE REFINEMENT ; _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C21 H33.50 Cu4 I4 N8.50 Se4' _chemical_formula_sum 'C21 H33.50 Cu4 I4 N8.50 Se4' _chemical_melting_point ? _exptl_crystal_description Prism _exptl_crystal_colour colorless _diffrn_ambient_temperature 168.15 _chemical_formula_weight 1482.66 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -0.0929 2.2259 '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 'C 2/m' _symmetry_int_tables_number 12 _chemical_absolute_configuration ? _symmetry_space_group_name_Hall '-c 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 18.802(4) _cell_length_b 12.883(3) _cell_length_c 8.4800(17) _cell_angle_alpha 90.00 _cell_angle_beta 95.07(3) _cell_angle_gamma 90.00 _cell_volume 2046.0(7) _cell_formula_units_Z 2 _cell_measurement_temperature 168.15 _cell_measurement_reflns_used 2263 _cell_measurement_theta_min 3.01 _cell_measurement_theta_max 26.71 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.407 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1366 _exptl_absorpt_coefficient_mu 8.652 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.177 _exptl_absorpt_correction_T_max 0.195 _exptl_absorpt_process_details 'REQAB, CrystalClear' _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku AFC8S' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean 14.6306 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 2263 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0366 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 26.71 _reflns_number_total 2263 _reflns_number_gt 1904 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC,2006)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC,2006)' _computing_data_reduction 'CrystalClear (Rigaku/MSC,2006)' _computing_structure_solution 'SHELXTL 6.10 (Sheldrick,2008)' _computing_structure_refinement 'SHELXTL 6.10 (Sheldrick,2008)' _computing_molecular_graphics 'SHELXTL 6.10 (Sheldrick,2008)' _computing_publication_material 'SHELXTL 6.10 (Sheldrick,2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0357P)^2^+7.1423P] 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 2263 _refine_ls_number_parameters 98 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0425 _refine_ls_R_factor_gt 0.0341 _refine_ls_wR_factor_ref 0.0818 _refine_ls_wR_factor_gt 0.0778 _refine_ls_goodness_of_fit_ref 1.107 _refine_ls_restrained_S_all 1.107 _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 0.0000 0.10117(8) 0.5000 0.0286(2) Uani 1 2 d S . . Cu2 Cu 0.10112(6) 0.0000 0.28121(16) 0.0402(3) Uani 1 2 d S . . Se Se 0.03867(3) 0.16416(4) 0.25333(6) 0.01938(14) Uani 1 1 d . . . I1 I 0.11244(3) 0.0000 0.66602(6) 0.02227(14) Uani 1 2 d S . . I2 I 0.23169(3) 0.0000 0.20906(6) 0.02688(14) Uani 1 2 d S . . N1 N 0.1503(2) 0.2993(3) 0.4047(5) 0.0212(9) Uani 1 1 d . . . N2 N 0.1539(2) 0.2837(4) 0.1521(5) 0.0236(10) Uani 1 1 d . . . C1 C 0.1186(3) 0.2525(4) 0.2750(6) 0.0201(10) Uani 1 1 d . . . C2 C 0.1271(4) 0.2964(5) 0.5628(6) 0.0299(13) Uani 1 1 d . . . H2A H 0.0767 0.3099 0.5580 0.045 Uiso 1 1 calc R . . H2B H 0.1523 0.3483 0.6270 0.045 Uiso 1 1 calc R . . H2C H 0.1369 0.2291 0.6083 0.045 Uiso 1 1 calc R . . C3 C 0.2064(3) 0.3580(4) 0.3637(7) 0.0273(12) Uani 1 1 d . . . H3A H 0.2373 0.3967 0.4323 0.033 Uiso 1 1 calc R . . C4 C 0.2088(3) 0.3495(5) 0.2042(7) 0.0310(13) Uani 1 1 d . . . H4A H 0.2410 0.3816 0.1428 0.037 Uiso 1 1 calc R . . C5 C 0.1363(4) 0.2536(6) -0.0124(6) 0.0384(16) Uani 1 1 d . . . H5A H 0.1433 0.1803 -0.0234 0.058 Uiso 1 1 calc R . . H5B H 0.1667 0.2902 -0.0787 0.058 Uiso 1 1 calc R . . H5C H 0.0874 0.2706 -0.0435 0.058 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 0.0335(6) 0.0258(5) 0.0272(5) 0.000 0.0072(4) 0.000 Cu2 0.0240(6) 0.0193(5) 0.0776(9) 0.000 0.0067(6) 0.000 Se 0.0185(3) 0.0185(3) 0.0209(3) 0.00036(19) 0.0006(2) -0.00177(19) I1 0.0175(2) 0.0202(2) 0.0286(3) 0.000 -0.00113(19) 0.000 I2 0.0221(3) 0.0311(3) 0.0273(3) 0.000 0.0015(2) 0.000 N1 0.021(2) 0.020(2) 0.023(2) -0.0002(17) 0.0027(18) -0.0053(18) N2 0.023(2) 0.027(2) 0.020(2) 0.0009(18) 0.0024(18) -0.0069(19) C1 0.024(3) 0.016(2) 0.020(2) 0.0019(19) 0.002(2) 0.002(2) C2 0.043(4) 0.028(3) 0.019(3) -0.003(2) 0.006(2) -0.010(3) C3 0.026(3) 0.025(3) 0.030(3) -0.004(2) -0.003(2) -0.007(2) C4 0.033(3) 0.031(3) 0.030(3) -0.001(2) 0.008(3) -0.016(3) C5 0.040(4) 0.056(4) 0.020(3) -0.005(3) 0.007(3) -0.020(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 Cu1 Se 2.4148(8) 2_556 ? Cu1 Se 2.4148(8) . ? Cu1 Cu1 2.607(2) 5_556 ? Cu1 I1 2.7613(9) 5_556 ? Cu1 I1 2.7613(9) . ? Cu2 Se 2.4203(9) 6 ? Cu2 Se 2.4203(9) . ? Cu2 I2 2.5820(13) . ? Se C1 1.882(5) . ? I1 Cu1 2.7613(9) 5_556 ? N1 C1 1.346(7) . ? N1 C3 1.367(7) . ? N1 C2 1.447(6) . ? N2 C1 1.345(6) . ? N2 C4 1.378(7) . ? N2 C5 1.458(7) . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 C4 1.362(8) . ? C3 H3A 0.9300 . ? C4 H4A 0.9300 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Se Cu1 Se 140.72(5) 2_556 . ? Se Cu1 Cu1 109.64(3) 2_556 5_556 ? Se Cu1 Cu1 109.64(3) . 5_556 ? Se Cu1 I1 108.95(2) 2_556 5_556 ? Se Cu1 I1 89.57(2) . 5_556 ? Cu1 Cu1 I1 61.84(2) 5_556 5_556 ? Se Cu1 I1 89.57(2) 2_556 . ? Se Cu1 I1 108.95(2) . . ? Cu1 Cu1 I1 61.84(2) 5_556 . ? I1 Cu1 I1 123.67(4) 5_556 . ? Se Cu2 Se 121.81(6) 6 . ? Se Cu2 I2 116.11(3) 6 . ? Se Cu2 I2 116.11(3) . . ? C1 Se Cu1 114.71(15) . . ? C1 Se Cu2 98.20(16) . . ? Cu1 Se Cu2 78.60(4) . . ? Cu1 I1 Cu1 56.33(4) 5_556 . ? C1 N1 C3 109.6(4) . . ? C1 N1 C2 126.7(4) . . ? C3 N1 C2 123.6(5) . . ? C1 N2 C4 110.0(4) . . ? C1 N2 C5 125.2(5) . . ? C4 N2 C5 124.8(5) . . ? N2 C1 N1 106.7(4) . . ? N2 C1 Se 123.3(4) . . ? N1 C1 Se 130.0(4) . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 C3 N1 107.6(5) . . ? C4 C3 H3A 126.2 . . ? N1 C3 H3A 126.2 . . ? C3 C4 N2 106.2(5) . . ? C3 C4 H4A 126.9 . . ? N2 C4 H4A 126.9 . . ? N2 C5 H5A 109.5 . . ? N2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 26.71 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.031 _refine_diff_density_min -0.937 _refine_diff_density_rms 0.174 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.500 0.000 0.002 165 29 ' ' 2 0.000 0.500 -0.007 165 29 ' ' _platon_squeeze_details ; ; data_Cu(dmise)2I _database_code_depnum_ccdc_archive 'CCDC 804912' #TrackingRef '- Kimani Cu halide cif files.pdf' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C10 H16 Cu I N4 Se2' _chemical_formula_sum 'C10 H16 Cu I N4 Se2' _chemical_properties_physical 'air-sensitive, moisture-sensitive' _chemical_melting_point ? _exptl_crystal_description chip _exptl_crystal_colour colorless _diffrn_ambient_temperature 168.15 _chemical_formula_weight 540.63 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' Cu Cu 0.3201 1.2651 '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' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_int_tables_number 15 _chemical_absolute_configuration ? _symmetry_space_group_name_Hall '-C 2yc' 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 15.278(3) _cell_length_b 10.874(2) _cell_length_c 11.190(2) _cell_angle_alpha 90.00 _cell_angle_beta 118.56(3) _cell_angle_gamma 90.00 _cell_volume 1632.8(6) _cell_formula_units_Z 4 _cell_measurement_temperature 168.15 _cell_measurement_reflns_used 6421 _cell_measurement_theta_min 2.66 _cell_measurement_theta_max 26.40 _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.199 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 7.676 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1994 _exptl_absorpt_correction_T_max 0.2830 _exptl_absorpt_process_details 'REQAB, CrystalClear' _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku AFC8S' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean 14.6306 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6421 _diffrn_reflns_av_R_equivalents 0.0355 _diffrn_reflns_av_sigmaI/netI 0.0306 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.66 _diffrn_reflns_theta_max 26.40 _reflns_number_total 1674 _reflns_number_gt 1429 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC,2006)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC,2006)' _computing_data_reduction 'CrystalClear (Rigaku/MSC,2006)' _computing_structure_solution 'SHELXTL 6.10 (Sheldrick,2008)' _computing_structure_refinement 'SHELXTL 6.10 (Sheldrick,2008)' _computing_molecular_graphics 'SHELXTL 6.10 (Sheldrick,2008)' _computing_publication_material 'SHELXTL 6.10 (Sheldrick,2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0340P)^2^+3.3336P] 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 SHELXL _refine_ls_extinction_coef 0.00127(13) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1674 _refine_ls_number_parameters 86 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0395 _refine_ls_R_factor_gt 0.0323 _refine_ls_wR_factor_ref 0.0770 _refine_ls_wR_factor_gt 0.0721 _refine_ls_goodness_of_fit_ref 1.132 _refine_ls_restrained_S_all 1.132 _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 1.0000 0.41055(7) 0.2500 0.0304(2) Uani 1 2 d S . . I1 I 1.0000 0.17527(3) 0.2500 0.03215(17) Uani 1 2 d S . . Se1 Se 0.83974(4) 0.48947(4) 0.17239(5) 0.03083(17) Uani 1 1 d . . . C1 C 0.8545(3) 0.6599(4) 0.1829(4) 0.0255(9) Uani 1 1 d . . . C2 C 0.9071(4) 0.6867(5) 0.0065(5) 0.0356(11) Uani 1 1 d . . . H2A H 0.8523 0.6404 -0.0611 0.053 Uiso 1 1 calc R . . H2B H 0.9650 0.6350 0.0493 0.053 Uiso 1 1 calc R . . H2C H 0.9210 0.7553 -0.0358 0.053 Uiso 1 1 calc R . . C3 C 0.8807(4) 0.8532(4) 0.1435(5) 0.0341(11) Uani 1 1 d . . . H3A H 0.8964 0.9209 0.1066 0.041 Uiso 1 1 calc R . . C4 C 0.8531(4) 0.8556(4) 0.2400(6) 0.0369(12) Uani 1 1 d . . . H4A H 0.8460 0.9253 0.2827 0.044 Uiso 1 1 calc R . . C5 C 0.8059(4) 0.6948(4) 0.3648(6) 0.0372(12) Uani 1 1 d . . . H5A H 0.8331 0.6148 0.3985 0.056 Uiso 1 1 calc R . . H5B H 0.7345 0.6910 0.3216 0.056 Uiso 1 1 calc R . . H5C H 0.8298 0.7520 0.4390 0.056 Uiso 1 1 calc R . . N1 N 0.8815(3) 0.7313(3) 0.1083(4) 0.0265(8) Uani 1 1 d . . . N2 N 0.8371(3) 0.7356(3) 0.2651(4) 0.0275(8) 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 Cu1 0.0404(5) 0.0222(4) 0.0318(5) 0.000 0.0199(4) 0.000 I1 0.0386(3) 0.0188(2) 0.0433(3) 0.000 0.0230(2) 0.000 Se1 0.0360(3) 0.0209(2) 0.0391(3) -0.00066(17) 0.0207(2) -0.00364(17) C1 0.019(2) 0.032(2) 0.024(2) 0.0010(17) 0.0083(18) 0.0002(17) C2 0.038(3) 0.045(3) 0.030(3) 0.002(2) 0.022(2) -0.008(2) C3 0.034(3) 0.0167(19) 0.047(3) 0.0039(19) 0.016(2) 0.0009(19) C4 0.031(3) 0.019(2) 0.056(3) -0.001(2) 0.018(2) 0.0017(19) C5 0.045(3) 0.036(2) 0.045(3) -0.013(2) 0.033(3) -0.001(2) N1 0.0251(19) 0.0267(18) 0.026(2) 0.0032(15) 0.0110(16) -0.0038(15) N2 0.028(2) 0.0248(18) 0.029(2) 0.0017(15) 0.0135(17) 0.0030(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 Se1 2.3351(8) 2_755 ? Cu1 Se1 2.3351(8) . ? Cu1 I1 2.5585(10) . ? Se1 C1 1.864(4) . ? C1 N1 1.341(6) . ? C1 N2 1.351(6) . ? C2 N1 1.453(6) . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 C4 1.334(8) . ? C3 N1 1.385(6) . ? C3 H3A 0.9300 . ? C4 N2 1.381(6) . ? C4 H4A 0.9300 . ? C5 N2 1.476(6) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Se1 Cu1 Se1 136.87(4) 2_755 . ? Se1 Cu1 I1 111.56(2) 2_755 . ? Se1 Cu1 I1 111.56(2) . . ? C1 Se1 Cu1 105.55(13) . . ? N1 C1 N2 106.9(4) . . ? N1 C1 Se1 126.9(3) . . ? N2 C1 Se1 126.2(3) . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 C3 N1 107.3(4) . . ? C4 C3 H3A 126.3 . . ? N1 C3 H3A 126.3 . . ? C3 C4 N2 107.5(4) . . ? C3 C4 H4A 126.2 . . ? N2 C4 H4A 126.2 . . ? N2 C5 H5A 109.5 . . ? N2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C1 N1 C3 109.3(4) . . ? C1 N1 C2 125.0(4) . . ? C3 N1 C2 125.8(4) . . ? C1 N2 C4 109.0(4) . . ? C1 N2 C5 124.9(4) . . ? C4 N2 C5 126.2(4) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.40 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.197 _refine_diff_density_min -0.793 _refine_diff_density_rms 0.137 data_Cu(dmit)2I(3a) _database_code_depnum_ccdc_archive 'CCDC 804913' #TrackingRef '- Kimani Cu halide cif files.pdf' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C10 H16 Cu I N4 S2' _chemical_formula_sum 'C10 H16 Cu I N4 S2' _chemical_properties_physical 'air-sensitive, moisture-sensitive' _exptl_crystal_recrystallization_method 'slow diffusion of ether into acetonitrile' _chemical_melting_point ? _exptl_crystal_description Prism _exptl_crystal_colour colorless _diffrn_ambient_temperature 168.15 _chemical_formula_weight 446.83 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' Cu Cu 0.3201 1.2651 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_int_tables_number 15 _chemical_absolute_configuration ? _symmetry_space_group_name_Hall '-C 2yc' 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 15.062(6) _cell_length_b 10.726(2) _cell_length_c 11.085(2) _cell_angle_alpha 90.00 _cell_angle_beta 117.73(2) _cell_angle_gamma 90.00 _cell_volume 1585.2(8) _cell_formula_units_Z 4 _cell_measurement_temperature 168.15 _cell_measurement_reflns_used 6879 _cell_measurement_theta_min 4.16 _cell_measurement_theta_max 26.76 _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.872 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 3.578 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4533 _exptl_absorpt_correction_T_max 0.5463 _exptl_absorpt_process_details 'REQAB, CrystalClear' _diffrn_measurement_device_type 'Rigaku, AFC8S diffractometer' _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean 14.6306 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6879 _diffrn_reflns_av_R_equivalents 0.0201 _diffrn_reflns_av_sigmaI/netI 0.0154 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 4.16 _diffrn_reflns_theta_max 26.76 _reflns_number_total 1673 _reflns_number_gt 1624 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC,2006)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC,2006)' _computing_data_reduction 'CrystalClear (Rigaku/MSC,2006)' _computing_structure_solution 'SHELXTL 6.10 (Sheldrick,2008)' _computing_structure_refinement 'SHELXTL 6.10 (Sheldrick,2008)' _computing_molecular_graphics 'SHELXTL 6.10 (Sheldrick,2008)' _computing_publication_material 'SHELXTL 6.10 (Sheldrick,2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0314P)^2^+1.7300P] 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 1673 _refine_ls_number_parameters 85 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0244 _refine_ls_R_factor_gt 0.0237 _refine_ls_wR_factor_ref 0.0583 _refine_ls_wR_factor_gt 0.0577 _refine_ls_goodness_of_fit_ref 1.203 _refine_ls_restrained_S_all 1.203 _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 I I 0.0000 -0.322234(18) 0.2500 0.02533(9) Uani 1 2 d S . . Cu Cu 0.0000 -0.08223(4) 0.2500 0.02370(12) Uani 1 2 d S . . S1 S 0.15384(4) -0.00479(5) 0.31926(6) 0.02525(14) Uani 1 1 d . . . N1 N 0.16416(13) 0.23230(19) 0.2326(2) 0.0229(4) Uani 1 1 d . . . N2 N 0.11808(14) 0.22881(19) 0.3902(2) 0.0221(4) Uani 1 1 d . . . C1 C 0.14427(14) 0.1547(2) 0.3135(2) 0.0191(4) Uani 1 1 d . . . C5 C 0.0906(2) 0.1833(2) 0.4922(3) 0.0307(5) Uani 1 1 d . . . H5A H 0.1468 0.1409 0.5631 0.046 Uiso 1 1 calc R . . H5B H 0.0351 0.1267 0.4502 0.046 Uiso 1 1 calc R . . H5C H 0.0718 0.2525 0.5304 0.046 Uiso 1 1 calc R . . C2 C 0.1964(2) 0.1923(3) 0.1334(3) 0.0333(6) Uani 1 1 d . . . H2A H 0.1670 0.1128 0.0964 0.050 Uiso 1 1 calc R . . H2B H 0.2682 0.1852 0.1772 0.050 Uiso 1 1 calc R . . H2C H 0.1753 0.2525 0.0612 0.050 Uiso 1 1 calc R . . C4 C 0.12140(17) 0.3525(2) 0.3574(3) 0.0298(5) Uani 1 1 d . . . H4A H 0.1067 0.4213 0.3961 0.036 Uiso 1 1 calc R . . C3 C 0.14992(17) 0.3546(2) 0.2594(3) 0.0316(5) Uani 1 1 d . . . H3A H 0.1585 0.4252 0.2172 0.038 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 I 0.03001(14) 0.01446(13) 0.03575(15) 0.000 0.01887(11) 0.000 Cu 0.0315(2) 0.0166(2) 0.0265(2) 0.000 0.01649(17) 0.000 S1 0.0289(3) 0.0156(3) 0.0353(3) 0.0002(2) 0.0183(2) 0.0028(2) N1 0.0215(9) 0.0217(9) 0.0264(9) 0.0007(8) 0.0120(8) -0.0032(7) N2 0.0204(8) 0.0212(10) 0.0234(9) -0.0030(8) 0.0090(7) 0.0018(7) C1 0.0164(9) 0.0193(11) 0.0204(10) -0.0015(8) 0.0076(8) -0.0010(8) C5 0.0300(12) 0.0416(15) 0.0236(12) -0.0021(10) 0.0151(10) 0.0043(10) C2 0.0344(13) 0.0412(16) 0.0328(14) 0.0017(10) 0.0229(12) -0.0049(10) C4 0.0256(10) 0.0173(11) 0.0409(14) -0.0048(10) 0.0109(10) 0.0017(9) C3 0.0259(11) 0.0171(11) 0.0467(15) 0.0045(11) 0.0128(10) -0.0020(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag I Cu 2.5743(6) . ? Cu S1 2.2345(10) . ? Cu S1 2.2345(10) 2 ? S1 C1 1.715(2) . ? N1 C1 1.355(3) . ? N1 C3 1.383(3) . ? N1 C2 1.458(3) . ? N2 C1 1.350(3) . ? N2 C4 1.382(3) . ? N2 C5 1.457(3) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C4 C3 1.342(4) . ? C4 H4A 0.9300 . ? C3 H3A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S1 Cu S1 136.36(4) . 2 ? S1 Cu I 111.823(19) . . ? S1 Cu I 111.822(19) 2 . ? C1 S1 Cu 107.59(7) . . ? C1 N1 C3 109.7(2) . . ? C1 N1 C2 124.9(2) . . ? C3 N1 C2 125.5(2) . . ? C1 N2 C4 110.1(2) . . ? C1 N2 C5 124.3(2) . . ? C4 N2 C5 125.6(2) . . ? N2 C1 N1 105.9(2) . . ? N2 C1 S1 127.43(17) . . ? N1 C1 S1 126.65(17) . . ? N2 C5 H5A 109.5 . . ? N2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C3 C4 N2 107.0(2) . . ? C3 C4 H4A 126.5 . . ? N2 C4 H4A 126.5 . . ? C4 C3 N1 107.3(2) . . ? C4 C3 H3A 126.3 . . ? N1 C3 H3A 126.3 . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 26.76 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.531 _refine_diff_density_min -0.804 _refine_diff_density_rms 0.103 data_Cu(dmit)2I(3b) _database_code_depnum_ccdc_archive 'CCDC 804914' #TrackingRef '- Kimani Cu halide cif files.pdf' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C10 H16 Cu I N4 S2' _chemical_formula_sum 'C10 H16 Cu I N4 S2' _chemical_properties_physical moisture-sensitive _exptl_crystal_recrystallization_method 'ether into acetonitrile and dichloromethane' _chemical_melting_point ? _exptl_crystal_description Prism _exptl_crystal_colour colorless _diffrn_ambient_temperature 168.15 _chemical_formula_weight 446.83 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' S S 0.1246 0.1234 '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' 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 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_int_tables_number 14 _chemical_absolute_configuration ? 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 9.925(2) _cell_length_b 10.861(2) _cell_length_c 14.868(3) _cell_angle_alpha 90.00 _cell_angle_beta 92.02(3) _cell_angle_gamma 90.00 _cell_volume 1601.8(6) _cell_formula_units_Z 4 _cell_measurement_temperature 168.15 _cell_measurement_reflns_used 13385 _cell_measurement_theta_min 2.05 _cell_measurement_theta_max 26.34 _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.853 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 3.540 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3622 _exptl_absorpt_correction_T_max 0.5097 _exptl_absorpt_process_details 'REQAB, CrystalClear' _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku, AFC8S diffractometer' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean 14.6306 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 13385 _diffrn_reflns_av_R_equivalents 0.0694 _diffrn_reflns_av_sigmaI/netI 0.0437 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 26.34 _reflns_number_total 3225 _reflns_number_gt 3001 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC,2006)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC,2006)' _computing_data_reduction 'CrystalClear (Rigaku/MSC,2006)' _computing_structure_solution 'SHELXTL 6.10 (Sheldrick,2008)' _computing_structure_refinement 'SHELXTL 6.10 (Sheldrick,2008)' _computing_molecular_graphics 'SHELXTL 6.10 (Sheldrick,2008)' _computing_publication_material 'SHELXTL 6.10 (Sheldrick,2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0493P)^2^+2.7706P] 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 3225 _refine_ls_number_parameters 167 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0422 _refine_ls_R_factor_gt 0.0386 _refine_ls_wR_factor_ref 0.0943 _refine_ls_wR_factor_gt 0.0916 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.32155(3) 0.89451(2) 0.149492(16) 0.03197(11) Uani 1 1 d . . . Cu1 Cu 0.16412(4) 0.85343(5) 0.27690(3) 0.02852(14) Uani 1 1 d . . . S1 S -0.05452(8) 0.80567(10) 0.25502(6) 0.0293(2) Uani 1 1 d . . . S2 S 0.25345(10) 0.86499(12) 0.41686(6) 0.0364(2) Uani 1 1 d . . . N1 N -0.1247(3) 0.8960(3) 0.0870(2) 0.0300(7) Uani 1 1 d . . . N2 N -0.0210(3) 0.7207(3) 0.08446(18) 0.0230(6) Uani 1 1 d . . . N3 N 0.5207(3) 0.8492(3) 0.3798(2) 0.0322(7) Uani 1 1 d . . . N4 N 0.4480(3) 1.0366(3) 0.3815(2) 0.0290(6) Uani 1 1 d . . . C1 C -0.0667(3) 0.8084(3) 0.1399(2) 0.0233(7) Uani 1 1 d . . . C2 C -0.1875(5) 1.0091(4) 0.1196(3) 0.0474(11) Uani 1 1 d . . . H2A H -0.2621 0.9882 0.1560 0.071 Uiso 1 1 calc R . . H2B H -0.2191 1.0576 0.0692 0.071 Uiso 1 1 calc R . . H2C H -0.1224 1.0554 0.1549 0.071 Uiso 1 1 calc R . . C3 C -0.1143(4) 0.8631(4) -0.0022(3) 0.0343(8) Uani 1 1 d . . . H3A H -0.1462 0.9080 -0.0518 0.041 Uiso 1 1 calc R . . C4 C -0.0498(4) 0.7547(4) -0.0044(2) 0.0311(8) Uani 1 1 d . . . H4A H -0.0284 0.7106 -0.0556 0.037 Uiso 1 1 calc R . . C5 C 0.0469(4) 0.6087(4) 0.1142(3) 0.0308(8) Uani 1 1 d . . . H5A H 0.1162 0.6287 0.1585 0.046 Uiso 1 1 calc R . . H5B H 0.0865 0.5693 0.0637 0.046 Uiso 1 1 calc R . . H5C H -0.0172 0.5541 0.1401 0.046 Uiso 1 1 calc R . . C6 C 0.4102(3) 0.9186(4) 0.3922(2) 0.0265(7) Uani 1 1 d . . . C7 C 0.5234(6) 0.7152(5) 0.3816(4) 0.0549(13) Uani 1 1 d . . . H7A H 0.4883 0.6865 0.4372 0.082 Uiso 1 1 calc R . . H7B H 0.6145 0.6871 0.3767 0.082 Uiso 1 1 calc R . . H7C H 0.4691 0.6836 0.3321 0.082 Uiso 1 1 calc R . . C8 C 0.6279(4) 0.9249(4) 0.3602(3) 0.0372(9) Uani 1 1 d . . . H8A H 0.7151 0.8996 0.3486 0.045 Uiso 1 1 calc R . . C9 C 0.5833(3) 1.0407(4) 0.3611(3) 0.0334(8) Uani 1 1 d . . . H9A H 0.6335 1.1111 0.3501 0.040 Uiso 1 1 calc R . . C10 C 0.3578(4) 1.1421(4) 0.3816(3) 0.0434(10) Uani 1 1 d . . . H10A H 0.3103 1.1433 0.4367 0.065 Uiso 1 1 calc R . . H10B H 0.2944 1.1361 0.3316 0.065 Uiso 1 1 calc R . . H10C H 0.4093 1.2164 0.3766 0.065 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.03864(17) 0.02893(18) 0.02845(16) 0.00339(8) 0.00276(11) 0.00018(9) Cu1 0.0258(2) 0.0313(3) 0.0281(2) -0.00286(17) -0.00399(17) -0.00145(18) S1 0.0229(4) 0.0442(5) 0.0207(4) -0.0053(4) -0.0001(3) 0.0002(4) S2 0.0276(4) 0.0574(7) 0.0241(4) 0.0017(4) -0.0006(3) -0.0127(4) N1 0.0316(16) 0.0271(17) 0.0312(16) -0.0003(12) -0.0002(13) 0.0044(12) N2 0.0207(12) 0.0268(15) 0.0215(13) 0.0008(11) 0.0000(10) -0.0013(11) N3 0.0271(15) 0.0288(17) 0.0401(18) -0.0044(14) -0.0061(13) 0.0038(13) N4 0.0195(13) 0.0346(17) 0.0326(15) -0.0031(13) -0.0016(11) 0.0013(13) C1 0.0184(14) 0.0289(18) 0.0226(15) -0.0006(13) 0.0002(11) -0.0020(13) C2 0.058(3) 0.033(2) 0.051(2) 0.001(2) 0.005(2) 0.019(2) C3 0.0341(19) 0.043(2) 0.0255(17) 0.0078(16) -0.0037(15) 0.0051(17) C4 0.0308(17) 0.041(2) 0.0213(16) 0.0015(15) 0.0001(13) -0.0014(16) C5 0.0311(18) 0.031(2) 0.0302(18) 0.0012(14) 0.0033(15) 0.0050(15) C6 0.0238(16) 0.0338(19) 0.0215(15) -0.0025(14) -0.0036(12) -0.0024(14) C7 0.055(3) 0.030(2) 0.079(4) -0.005(2) -0.010(3) 0.005(2) C8 0.0194(17) 0.043(2) 0.050(2) -0.0056(19) 0.0000(15) 0.0028(17) C9 0.0191(15) 0.036(2) 0.045(2) -0.0036(17) 0.0022(14) -0.0050(15) C10 0.034(2) 0.039(2) 0.058(3) -0.003(2) 0.0019(19) 0.0075(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag I1 Cu1 2.5373(9) . ? Cu1 S2 2.2365(12) . ? Cu1 S1 2.2437(10) . ? S1 C1 1.712(3) . ? S2 C6 1.713(4) . ? N1 C1 1.349(5) . ? N1 C3 1.381(5) . ? N1 C2 1.468(5) . ? N2 C1 1.349(5) . ? N2 C4 1.391(4) . ? N2 C5 1.452(5) . ? N3 C6 1.349(5) . ? N3 C8 1.384(5) . ? N3 C7 1.456(6) . ? N4 C6 1.346(5) . ? N4 C9 1.388(4) . ? N4 C10 1.454(5) . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 C4 1.342(6) . ? C3 H3A 0.9300 . ? C4 H4A 0.9300 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 C9 1.334(6) . ? C8 H8A 0.9300 . ? C9 H9A 0.9300 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S2 Cu1 S1 119.84(5) . . ? S2 Cu1 I1 116.77(3) . . ? S1 Cu1 I1 123.40(3) . . ? C1 S1 Cu1 100.05(12) . . ? C6 S2 Cu1 98.80(12) . . ? C1 N1 C3 109.4(3) . . ? C1 N1 C2 125.1(3) . . ? C3 N1 C2 125.5(4) . . ? C1 N2 C4 109.3(3) . . ? C1 N2 C5 124.6(3) . . ? C4 N2 C5 126.1(3) . . ? C6 N3 C8 109.4(3) . . ? C6 N3 C7 124.8(4) . . ? C8 N3 C7 125.7(4) . . ? C6 N4 C9 109.4(3) . . ? C6 N4 C10 125.2(3) . . ? C9 N4 C10 125.1(4) . . ? N1 C1 N2 106.7(3) . . ? N1 C1 S1 127.5(3) . . ? N2 C1 S1 125.8(3) . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 C3 N1 107.6(3) . . ? C4 C3 H3A 126.2 . . ? N1 C3 H3A 126.2 . . ? C3 C4 N2 107.0(3) . . ? C3 C4 H4A 126.5 . . ? N2 C4 H4A 126.5 . . ? N2 C5 H5A 109.5 . . ? N2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N4 C6 N3 106.5(3) . . ? N4 C6 S2 127.4(3) . . ? N3 C6 S2 126.1(3) . . ? N3 C7 H7A 109.5 . . ? N3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C9 C8 N3 107.5(3) . . ? C9 C8 H8A 126.3 . . ? N3 C8 H8A 126.3 . . ? C8 C9 N4 107.2(4) . . ? C8 C9 H9A 126.4 . . ? N4 C9 H9A 126.4 . . ? N4 C10 H10A 109.5 . . ? N4 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N4 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 26.34 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 1.119 _refine_diff_density_min -0.988 _refine_diff_density_rms 0.135 data_Cu(dmit)2Cl _database_code_depnum_ccdc_archive 'CCDC 804915' #TrackingRef '- Kimani Cu halide cif files.pdf' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C10 H16 Cl Cu N4 S2' _chemical_formula_sum 'C10 H16 Cl Cu N4 S2' _chemical_properties_physical 'air-sensitive, moisture-sensitive' _exptl_crystal_recrystallization_method 'ether into methanol and DMF' _chemical_melting_point ? _exptl_crystal_description prism _exptl_crystal_colour colorless _diffrn_ambient_temperature 168.15 _chemical_formula_weight 355.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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 monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_int_tables_number 15 _chemical_absolute_configuration ? _symmetry_space_group_name_Hall '-C 2yc' 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 10.348(2) _cell_length_b 9.3275(19) _cell_length_c 16.123(3) _cell_angle_alpha 90.00 _cell_angle_beta 105.64(3) _cell_angle_gamma 90.00 _cell_volume 1498.6(5) _cell_formula_units_Z 4 _cell_measurement_temperature 168.15 _cell_measurement_reflns_used 6865 _cell_measurement_theta_min 2.62 _cell_measurement_theta_max 26.34 _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.575 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 728 _exptl_absorpt_coefficient_mu 1.902 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5476 _exptl_absorpt_correction_T_max 0.6797 _exptl_absorpt_process_details 'REQAB, CrystalClear' _exptl_special_details ; ? ; _diffrn_radiation_probe ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku, AFC8S diffractometer' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean 14.6306 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6856 _diffrn_reflns_av_R_equivalents 0.0231 _diffrn_reflns_av_sigmaI/netI 0.0157 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.62 _diffrn_reflns_theta_max 26.34 _reflns_number_total 1522 _reflns_number_gt 1438 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC,2006)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC,2006)' _computing_data_reduction 'CrystalClear (Rigaku/MSC,2006)' _computing_structure_solution 'SHELXTL 6.10 (Sheldrick,2008)' _computing_structure_refinement 'SHELXTL 6.10 (Sheldrick,2008)' _computing_molecular_graphics 'SHELXTL 6.10 (Sheldrick,2008)' _computing_publication_material 'SHELXTL 6.10 (Sheldrick,2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0400P)^2^+1.9099P] 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 1522 _refine_ls_number_parameters 85 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0318 _refine_ls_R_factor_gt 0.0303 _refine_ls_wR_factor_ref 0.0764 _refine_ls_wR_factor_gt 0.0753 _refine_ls_goodness_of_fit_ref 1.123 _refine_ls_restrained_S_all 1.123 _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 0.21560(4) 0.7500 0.02980(14) Uani 1 2 d S . . Cl1 Cl 0.5000 -0.02559(8) 0.7500 0.0344(2) Uani 1 2 d S . . S1 S 0.53525(6) 0.33804(6) 0.63877(3) 0.03211(16) Uani 1 1 d . . . N1 N 0.55214(18) 0.19132(18) 0.49509(11) 0.0257(4) Uani 1 1 d . . . C3 C 0.6342(2) 0.0923(2) 0.46965(14) 0.0306(5) Uani 1 1 d . . . H3A H 0.6236 0.0569 0.4143 0.037 Uiso 1 1 calc R . . C1 C 0.5995(2) 0.2173(2) 0.58026(13) 0.0238(4) Uani 1 1 d . . . N2 N 0.70990(17) 0.13503(19) 0.60856(11) 0.0255(4) Uani 1 1 d . . . C5 C 0.7962(2) 0.1313(3) 0.69647(15) 0.0351(5) Uani 1 1 d . . . H5A H 0.8243 0.2269 0.7149 0.053 Uiso 1 1 calc R . . H5B H 0.8735 0.0732 0.6985 0.053 Uiso 1 1 calc R . . H5C H 0.7475 0.0913 0.7339 0.053 Uiso 1 1 calc R . . C2 C 0.4348(2) 0.2596(3) 0.43786(15) 0.0356(5) Uani 1 1 d . . . H2A H 0.3604 0.2532 0.4627 0.053 Uiso 1 1 calc R . . H2B H 0.4124 0.2121 0.3830 0.053 Uiso 1 1 calc R . . H2C H 0.4543 0.3586 0.4302 0.053 Uiso 1 1 calc R . . C4 C 0.7316(2) 0.0576(2) 0.54016(15) 0.0306(5) Uani 1 1 d . . . H4A H 0.8011 -0.0068 0.5427 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 Cu1 0.0383(2) 0.0303(2) 0.0233(2) 0.000 0.01275(16) 0.000 Cl1 0.0490(4) 0.0262(4) 0.0265(4) 0.000 0.0074(3) 0.000 S1 0.0505(3) 0.0242(3) 0.0274(3) 0.0054(2) 0.0205(2) 0.0107(2) N1 0.0294(9) 0.0251(8) 0.0240(9) 0.0042(7) 0.0095(7) -0.0002(7) C3 0.0407(12) 0.0279(10) 0.0269(11) -0.0047(8) 0.0154(10) -0.0027(9) C1 0.0288(10) 0.0216(9) 0.0233(10) 0.0038(7) 0.0110(8) -0.0009(7) N2 0.0292(8) 0.0248(8) 0.0236(8) 0.0015(6) 0.0087(7) 0.0002(7) C5 0.0339(11) 0.0378(12) 0.0293(11) 0.0019(9) 0.0011(9) 0.0027(9) C2 0.0400(12) 0.0344(11) 0.0292(11) 0.0079(9) 0.0041(10) 0.0024(10) C4 0.0316(11) 0.0267(10) 0.0376(12) -0.0033(9) 0.0166(9) 0.0008(8) _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 S1 2.2376(6) 2_656 ? Cu1 S1 2.2376(6) . ? Cu1 Cl1 2.2497(9) . ? S1 C1 1.714(2) . ? N1 C1 1.350(3) . ? N1 C3 1.389(3) . ? N1 C2 1.459(3) . ? C3 C4 1.340(3) . ? C3 H3A 0.9300 . ? C1 N2 1.350(3) . ? N2 C4 1.386(3) . ? N2 C5 1.458(3) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C4 H4A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S1 Cu1 S1 118.62(3) 2_656 . ? S1 Cu1 Cl1 120.692(17) 2_656 . ? S1 Cu1 Cl1 120.692(17) . . ? C1 S1 Cu1 106.07(7) . . ? C1 N1 C3 109.67(18) . . ? C1 N1 C2 125.24(19) . . ? C3 N1 C2 125.07(19) . . ? C4 C3 N1 106.85(19) . . ? C4 C3 H3A 126.6 . . ? N1 C3 H3A 126.6 . . ? N2 C1 N1 106.50(17) . . ? N2 C1 S1 127.31(16) . . ? N1 C1 S1 126.12(16) . . ? C1 N2 C4 109.32(18) . . ? C1 N2 C5 125.67(18) . . ? C4 N2 C5 124.97(19) . . ? N2 C5 H5A 109.5 . . ? N2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C3 C4 N2 107.66(19) . . ? C3 C4 H4A 126.2 . . ? N2 C4 H4A 126.2 . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.34 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.700 _refine_diff_density_min -0.397 _refine_diff_density_rms 0.066 data_Cu(dmise)2Cl _database_code_depnum_ccdc_archive 'CCDC 804916' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C10 H16 Cl Cu N4 Se2' _chemical_formula_sum 'C10 H16 Cl Cu N4 Se2' _chemical_properties_physical 'air-sensitive, moisture-sensitive' _chemical_melting_point ? _exptl_crystal_description Chip _exptl_crystal_colour colorless _diffrn_ambient_temperature 168.15) _chemical_formula_weight 449.18 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' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_int_tables_number 14 _symmetry_space_group_name_Hall '-P 2ybc' _chemical_absolute_configuration ? 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 15.794(3) _cell_length_b 7.0226(14) _cell_length_c 14.263(3) _cell_angle_alpha 90.00 _cell_angle_beta 104.64(3) _cell_angle_gamma 90.00 _cell_volume 1530.7(5) _cell_formula_units_Z 4 _cell_measurement_temperature 168.15) _cell_measurement_reflns_used 10854 _cell_measurement_theta_min 2.67 _cell_measurement_theta_max 25.05 _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.949 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 6.345 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3476 _exptl_absorpt_correction_T_max 0.4797 _exptl_absorpt_process_details 'REQAB, CrystalClear' _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku, AFC8S diffractometer' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean 14.6306 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 10854 _diffrn_reflns_av_R_equivalents 0.0863 _diffrn_reflns_av_sigmaI/netI 0.0619 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.67 _diffrn_reflns_theta_max 25.05 _reflns_number_total 2713 _reflns_number_gt 2272 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC,2006)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC,2006)' _computing_data_reduction 'CrystalClear (Rigaku/MSC,2006)' _computing_structure_solution 'SHELXTL 6.10 (Sheldrick,2008)' _computing_structure_refinement 'SHELXTL 6.10 (Sheldrick,2008)' _computing_molecular_graphics 'SHELXTL 6.10 (Sheldrick,2008)' _computing_publication_material 'SHELXTL 6.10 (Sheldrick,2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0864P)^2^+11.5930P] 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 2713 _refine_ls_number_parameters 167 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0797 _refine_ls_R_factor_gt 0.0684 _refine_ls_wR_factor_ref 0.1868 _refine_ls_wR_factor_gt 0.1680 _refine_ls_goodness_of_fit_ref 1.138 _refine_ls_restrained_S_all 1.138 _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 Se1 Se 0.86216(5) 0.21544(13) 0.78363(6) 0.0390(3) Uani 1 1 d . . . Se2 Se 0.63267(5) 0.40018(12) 0.63407(6) 0.0367(3) Uani 1 1 d . . . Cu1 Cu 0.74637(6) 0.42788(15) 0.77602(7) 0.0345(3) Uani 1 1 d . . . Cl1 Cl 0.73414(12) 0.6313(3) 0.89265(14) 0.0353(5) Uani 1 1 d . . . C3 C 0.5213(6) 0.9241(13) 0.6211(6) 0.0365(18) Uani 1 1 d . . . H3A H 0.5216 1.0561 0.6160 0.044 Uiso 1 1 calc R . . C1 C 0.5656(5) 0.6193(12) 0.6323(6) 0.0321(16) Uani 1 1 d . . . N1 N 0.5927(4) 0.8035(9) 0.6289(5) 0.0324(14) Uani 1 1 d . . . C4 C 0.4527(6) 0.8154(13) 0.6224(6) 0.0379(18) Uani 1 1 d . . . H4A H 0.3962 0.8581 0.6186 0.045 Uiso 1 1 calc R . . N2 N 0.4802(4) 0.6257(10) 0.6304(5) 0.0327(14) Uani 1 1 d . . . C2 C 0.6815(6) 0.8610(13) 0.6321(7) 0.041(2) Uani 1 1 d . . . H2A H 0.7119 0.7570 0.6115 0.062 Uiso 1 1 calc R . . H2B H 0.7111 0.8962 0.6972 0.062 Uiso 1 1 calc R . . H2C H 0.6804 0.9678 0.5898 0.062 Uiso 1 1 calc R . . C5 C 0.4233(6) 0.4671(14) 0.6318(6) 0.043(2) Uani 1 1 d . . . H5A H 0.4550 0.3695 0.6734 0.065 Uiso 1 1 calc R . . H5B H 0.4023 0.4178 0.5673 0.065 Uiso 1 1 calc R . . H5C H 0.3747 0.5081 0.6557 0.065 Uiso 1 1 calc R . . N3 N 0.9007(4) 0.2032(9) 0.9930(5) 0.0312(14) Uani 1 1 d . . . N4 N 1.0140(4) 0.2670(9) 0.9406(5) 0.0321(14) Uani 1 1 d . . . C7 C 0.8115(5) 0.1509(13) 0.9953(7) 0.0389(19) Uani 1 1 d . . . H7A H 0.7909 0.0497 0.9500 0.058 Uiso 1 1 calc R . . H7B H 0.7737 0.2594 0.9782 0.058 Uiso 1 1 calc R . . H7C H 0.8112 0.1092 1.0594 0.058 Uiso 1 1 calc R . . C6 C 0.9286(5) 0.2298(11) 0.9115(6) 0.0326(17) Uani 1 1 d . . . C8 C 1.0719(6) 0.3008(13) 0.8771(7) 0.044(2) Uani 1 1 d . . . H8A H 1.0499 0.4055 0.8347 0.065 Uiso 1 1 calc R . . H8B H 1.0742 0.1886 0.8394 0.065 Uiso 1 1 calc R . . H8C H 1.1295 0.3304 0.9156 0.065 Uiso 1 1 calc R . . C10 C 1.0418(6) 0.2585(12) 1.0423(6) 0.0357(17) Uani 1 1 d . . . H10A H 1.0983 0.2773 1.0805 0.043 Uiso 1 1 calc R . . C9 C 0.9721(5) 0.2187(13) 1.0723(6) 0.0370(19) Uani 1 1 d . . . H9A H 0.9707 0.2033 1.1366 0.044 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 Se1 0.0342(5) 0.0478(6) 0.0335(5) -0.0019(3) 0.0056(4) 0.0110(3) Se2 0.0361(5) 0.0309(5) 0.0391(5) -0.0028(3) 0.0020(4) 0.0046(3) Cu1 0.0292(5) 0.0363(6) 0.0368(6) 0.0012(4) 0.0063(4) 0.0026(4) Cl1 0.0288(9) 0.0364(10) 0.0402(10) -0.0092(8) 0.0080(8) -0.0008(7) C3 0.039(5) 0.037(4) 0.034(4) 0.005(3) 0.011(3) 0.008(4) C1 0.026(4) 0.034(4) 0.034(4) -0.001(3) 0.005(3) -0.002(3) N1 0.033(3) 0.028(3) 0.034(3) 0.004(3) 0.004(3) -0.002(3) C4 0.037(4) 0.039(5) 0.035(4) -0.001(3) 0.004(3) 0.009(4) N2 0.030(3) 0.033(4) 0.033(3) 0.001(3) 0.003(3) -0.005(3) C2 0.038(5) 0.037(5) 0.051(5) 0.001(4) 0.013(4) -0.012(4) C5 0.033(4) 0.048(5) 0.046(5) 0.000(4) 0.004(4) -0.024(4) N3 0.025(3) 0.031(3) 0.040(4) 0.005(3) 0.011(3) -0.003(3) N4 0.034(4) 0.025(3) 0.035(3) -0.002(3) 0.006(3) -0.002(3) C7 0.029(4) 0.039(4) 0.051(5) -0.011(4) 0.015(4) -0.006(4) C6 0.034(4) 0.030(4) 0.034(4) -0.004(3) 0.009(3) 0.009(3) C8 0.040(5) 0.040(5) 0.056(5) 0.011(4) 0.022(4) 0.004(4) C10 0.032(4) 0.033(4) 0.037(4) 0.001(3) -0.002(3) 0.001(3) C9 0.035(4) 0.047(5) 0.030(4) 0.009(3) 0.009(3) 0.006(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 Se1 C6 1.862(8) . ? Se1 Cu1 2.3413(13) . ? Se2 C1 1.865(8) . ? Se2 Cu1 2.3505(15) . ? Cu1 Cl1 2.238(2) . ? C3 C4 1.329(13) . ? C3 N1 1.392(11) . ? C3 H3A 0.9300 . ? C1 N2 1.343(10) . ? C1 N1 1.367(10) . ? N1 C2 1.449(10) . ? C4 N2 1.397(11) . ? C4 H4A 0.9300 . ? N2 C5 1.434(10) . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? N3 C6 1.356(10) . ? N3 C9 1.384(11) . ? N3 C7 1.466(10) . ? N4 C6 1.333(11) . ? N4 C10 1.407(10) . ? N4 C8 1.459(10) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C10 C9 1.308(12) . ? C10 H10A 0.9300 . ? C9 H9A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 Se1 Cu1 104.5(2) . . ? C1 Se2 Cu1 104.6(2) . . ? Cl1 Cu1 Se1 125.84(7) . . ? Cl1 Cu1 Se2 120.16(7) . . ? Se1 Cu1 Se2 113.89(5) . . ? C4 C3 N1 107.2(8) . . ? C4 C3 H3A 126.4 . . ? N1 C3 H3A 126.4 . . ? N2 C1 N1 106.8(7) . . ? N2 C1 Se2 126.3(6) . . ? N1 C1 Se2 126.8(6) . . ? C1 N1 C3 108.9(7) . . ? C1 N1 C2 124.8(7) . . ? C3 N1 C2 126.3(7) . . ? C3 C4 N2 108.1(7) . . ? C3 C4 H4A 125.9 . . ? N2 C4 H4A 125.9 . . ? C1 N2 C4 108.9(7) . . ? C1 N2 C5 127.1(7) . . ? C4 N2 C5 123.9(7) . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N2 C5 H5A 109.5 . . ? N2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C6 N3 C9 108.4(6) . . ? C6 N3 C7 125.2(7) . . ? C9 N3 C7 126.2(7) . . ? C6 N4 C10 110.0(7) . . ? C6 N4 C8 125.6(7) . . ? C10 N4 C8 124.4(7) . . ? N3 C7 H7A 109.5 . . ? N3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N4 C6 N3 106.4(7) . . ? N4 C6 Se1 126.2(6) . . ? N3 C6 Se1 127.4(6) . . ? N4 C8 H8A 109.5 . . ? N4 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N4 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C9 C10 N4 106.0(7) . . ? C9 C10 H10A 127.0 . . ? N4 C10 H10A 127.0 . . ? C10 C9 N3 109.2(7) . . ? C10 C9 H9A 125.4 . . ? N3 C9 H9A 125.4 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 2.050 _refine_diff_density_min -0.949 _refine_diff_density_rms 0.213 #=================================================================================================================== #=================================================================================================================== #=================================================================================================================== #=================================================================================================================== data_Cu4(dmise)4Br4 _database_code_depnum_ccdc_archive 'CCDC 804917' #=================================================================================================================== #=================================================================================================================== _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C21 H33.50 Br4 Cu4 N8.50 Se4' _chemical_formula_sum 'C21 H33.50 Br4 Cu4 N8.50 Se4' _chemical_melting_point ? _exptl_crystal_description prism _exptl_crystal_colour colorless _diffrn_ambient_temperature 168.15 _chemical_formula_weight 1294.70 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -0.0929 2.2259 '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 'C 2/m' _symmetry_int_tables_number 12 _chemical_absolute_configuration ? _symmetry_space_group_name_Hall '-C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 18.374(4) _cell_length_b 12.867(3) _cell_length_c 8.4581(17) _cell_angle_alpha 90.00 _cell_angle_beta 96.71(3) _cell_angle_gamma 90.00 _cell_volume 1985.9(7) _cell_formula_units_Z 2 _cell_measurement_temperature 168.15 _cell_measurement_reflns_used 2049 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 26.26 _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.165 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1222 _exptl_absorpt_coefficient_mu 9.828 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1506 _exptl_absorpt_correction_T_max 0.2108 _exptl_absorpt_process_details 'REQAB, CrystalClear' _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku AFC8S' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean 14.6306 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 2049 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0205 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.42 _diffrn_reflns_theta_max 26.26 _reflns_number_total 2049 _reflns_number_gt 1814 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC,2006)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC,2006)' _computing_data_reduction 'CrystalClear (Rigaku/MSC,2006)' _computing_structure_solution 'SHELXTL 6.10 (Sheldrick,2008)' _computing_structure_refinement 'SHELXTL 6.10 (Sheldrick,2008)' _computing_molecular_graphics 'SHELXTL 6.10 (Sheldrick,2008)' _computing_publication_material 'SHELXTL 6.10 (Sheldrick,2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0614P)^2^+10.5003P] 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 2049 _refine_ls_number_parameters 98 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0423 _refine_ls_R_factor_gt 0.0379 _refine_ls_wR_factor_ref 0.1079 _refine_ls_wR_factor_gt 0.1042 _refine_ls_goodness_of_fit_ref 1.110 _refine_ls_restrained_S_all 1.110 _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 Br1 Br 0.10972(4) 0.0000 1.16098(8) 0.02730(19) Uani 1 2 d S . . Se1 Se 0.03987(3) 0.16217(4) 0.75442(5) 0.02615(17) Uani 1 1 d . . . Cu1 Cu 0.0000 0.10223(7) 1.0000 0.0369(3) Uani 1 2 d S . . Cu2 Cu 0.10584(5) 0.0000 0.75482(12) 0.0374(3) Uani 1 2 d S . . C1 C 0.1211(3) 0.2532(4) 0.7819(6) 0.0260(10) Uani 1 1 d . . . N2 N 0.1530(2) 0.2999(3) 0.9147(5) 0.0269(8) Uani 1 1 d . . . N1 N 0.1583(2) 0.2860(3) 0.6627(5) 0.0314(9) Uani 1 1 d . . . C4 C 0.2112(3) 0.3622(4) 0.8787(6) 0.0321(11) Uani 1 1 d . . . H4A H 0.2418 0.4018 0.9504 0.039 Uiso 1 1 calc R . . C3 C 0.2148(3) 0.3542(5) 0.7214(7) 0.0383(12) Uani 1 1 d . . . H3A H 0.2481 0.3871 0.6632 0.046 Uiso 1 1 calc R . . C5 C 0.1284(3) 0.2943(4) 1.0727(6) 0.0349(12) Uani 1 1 d . . . H5A H 0.0780 0.3155 1.0662 0.052 Uiso 1 1 calc R . . H5B H 0.1579 0.3396 1.1441 0.052 Uiso 1 1 calc R . . H5C H 0.1331 0.2243 1.1115 0.052 Uiso 1 1 calc R . . C2 C 0.1407(4) 0.2560(6) 0.4958(6) 0.0477(16) Uani 1 1 d . . . H2A H 0.1444 0.1818 0.4863 0.072 Uiso 1 1 calc R . . H2B H 0.1746 0.2887 0.4331 0.072 Uiso 1 1 calc R . . H2C H 0.0917 0.2776 0.4584 0.072 Uiso 1 1 calc R . . Br2 Br 0.23298(4) 0.0000 0.70166(9) 0.0325(2) Uani 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 Br1 0.0202(3) 0.0212(3) 0.0397(4) 0.000 0.0003(3) 0.000 Se1 0.0252(3) 0.0251(3) 0.0280(3) -0.00021(17) 0.00241(19) -0.00151(18) Cu1 0.0422(6) 0.0332(5) 0.0370(5) 0.000 0.0117(4) 0.000 Cu2 0.0314(5) 0.0258(5) 0.0541(6) 0.000 0.0011(4) 0.000 C1 0.027(2) 0.022(2) 0.030(2) 0.0034(18) 0.0049(19) 0.0013(19) N2 0.027(2) 0.028(2) 0.0270(19) -0.0001(16) 0.0065(16) -0.0030(17) N1 0.031(2) 0.034(2) 0.029(2) 0.0022(18) 0.0076(17) -0.0047(19) C4 0.031(3) 0.028(2) 0.037(3) -0.001(2) 0.002(2) -0.005(2) C3 0.033(3) 0.040(3) 0.043(3) 0.002(2) 0.011(2) -0.011(2) C5 0.040(3) 0.035(3) 0.030(2) -0.002(2) 0.005(2) -0.008(2) C2 0.048(4) 0.070(4) 0.026(3) 0.000(3) 0.008(2) -0.023(3) Br2 0.0242(4) 0.0351(4) 0.0377(4) 0.000 0.0016(3) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Br1 Cu1 2.6470(10) 5_557 ? Br1 Cu1 2.6470(10) . ? Se1 C1 1.890(5) . ? Se1 Cu1 2.4087(7) . ? Se1 Cu2 2.4130(8) . ? Cu1 Se1 2.4087(7) 2_557 ? Cu1 Cu1 2.631(2) 5_557 ? Cu1 Br1 2.6470(10) 5_557 ? Cu2 Se1 2.4130(8) 6 ? Cu2 Br2 2.4298(13) . ? C1 N2 1.346(6) . ? C1 N1 1.350(6) . ? N2 C4 1.398(7) . ? N2 C5 1.462(6) . ? N1 C3 1.406(7) . ? N1 C2 1.463(7) . ? C4 C3 1.344(8) . ? C4 H4A 0.9300 . ? C3 H3A 0.9300 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cu1 Br1 Cu1 59.59(4) 5_557 . ? C1 Se1 Cu1 114.06(15) . . ? C1 Se1 Cu2 98.41(15) . . ? Cu1 Se1 Cu2 85.71(4) . . ? Se1 Cu1 Se1 142.65(5) 2_557 . ? Se1 Cu1 Cu1 108.68(2) 2_557 5_557 ? Se1 Cu1 Cu1 108.68(2) . 5_557 ? Se1 Cu1 Br1 108.22(3) 2_557 5_557 ? Se1 Cu1 Br1 90.32(3) . 5_557 ? Cu1 Cu1 Br1 60.20(2) 5_557 5_557 ? Se1 Cu1 Br1 90.32(3) 2_557 . ? Se1 Cu1 Br1 108.22(3) . . ? Cu1 Cu1 Br1 60.20(2) 5_557 . ? Br1 Cu1 Br1 120.41(4) 5_557 . ? Se1 Cu2 Se1 119.71(5) 6 . ? Se1 Cu2 Br2 119.56(3) 6 . ? Se1 Cu2 Br2 119.56(3) . . ? N2 C1 N1 105.9(4) . . ? N2 C1 Se1 129.8(4) . . ? N1 C1 Se1 124.3(4) . . ? C1 N2 C4 110.1(4) . . ? C1 N2 C5 126.2(4) . . ? C4 N2 C5 123.6(4) . . ? C1 N1 C3 110.4(4) . . ? C1 N1 C2 124.4(4) . . ? C3 N1 C2 125.2(4) . . ? C3 C4 N2 107.4(5) . . ? C3 C4 H4A 126.3 . . ? N2 C4 H4A 126.3 . . ? C4 C3 N1 106.1(5) . . ? C4 C3 H3A 127.0 . . ? N1 C3 H3A 127.0 . . ? N2 C5 H5A 109.5 . . ? N2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 26.26 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 1.693 _refine_diff_density_min -1.152 _refine_diff_density_rms 0.153 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.500 0.000 -0.006 159 26 ' ' 2 0.000 0.500 -0.016 159 26 ' ' _platon_squeeze_details ; ; data_Cu(dmit)2Br _database_code_depnum_ccdc_archive 'CCDC 804918' #TrackingRef '- Kimani Cu halide cif files.pdf' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C10 H16 Br Cu N4 S2' _chemical_formula_sum 'C10 H16 Br Cu N4 S2' _chemical_properties_physical 'air-sensitive, moisture-sensitive' _exptl_crystal_recrystallization_method 'diethyl ether into acetonitrile' _chemical_melting_point ? _exptl_crystal_description prism _exptl_crystal_colour colorless _diffrn_ambient_temperature 168.15 _chemical_formula_weight 399.84 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' S S 0.1246 0.1234 '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' 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 'C 2/c' _symmetry_int_tables_number 15 _chemical_absolute_configuration ? _symmetry_space_group_name_Hall '-C 2yc' 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 10.385(2) _cell_length_b 9.5830(19) _cell_length_c 16.002(3) _cell_angle_alpha 90.00 _cell_angle_beta 104.15(3) _cell_angle_gamma 90.00 _cell_volume 1544.2(5) _cell_formula_units_Z 4 _cell_measurement_temperature 168.15 _cell_measurement_reflns_used 6419 _cell_measurement_theta_min 2.93 _cell_measurement_theta_max 26.27 _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.720 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 800 _exptl_absorpt_coefficient_mu 4.261 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3925 _exptl_absorpt_correction_T_max 0.4829 _exptl_absorpt_process_details 'REQAB, CrystalClear' _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_measurement_device_type 'Rigaku AFC8S' _diffrn_radiation_monochromator graphite _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean 14.6306 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6419 _diffrn_reflns_av_R_equivalents 0.0342 _diffrn_reflns_av_sigmaI/netI 0.0225 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 26.27 _reflns_number_total 1552 _reflns_number_gt 1374 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC,2006)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC,2006)' _computing_data_reduction 'CrystalClear (Rigaku/MSC,2006)' _computing_structure_solution 'SHELXTL 6.10 (Sheldrick,2008)' _computing_structure_refinement 'SHELXTL 6.10 (Sheldrick,2008)' _computing_molecular_graphics 'SHELXTL 6.10 (Sheldrick,2008)' _computing_publication_material 'SHELXTL 6.10 (Sheldrick,2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0474P)^2^+1.4968P] 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 SHELXL _refine_ls_extinction_coef 0.0013(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1552 _refine_ls_number_parameters 86 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0404 _refine_ls_R_factor_gt 0.0346 _refine_ls_wR_factor_ref 0.0884 _refine_ls_wR_factor_gt 0.0842 _refine_ls_goodness_of_fit_ref 1.150 _refine_ls_restrained_S_all 1.150 _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 Br1 Br 0.0000 -0.00299(4) 0.7500 0.03625(18) Uani 1 2 d S . . Cu1 Cu 0.0000 0.24596(6) 0.7500 0.03253(19) Uani 1 2 d S . . S1 S 0.04874(9) 0.35820(8) 0.63958(5) 0.0353(2) Uani 1 1 d . . . C1 C 0.1078(3) 0.2296(3) 0.58415(19) 0.0278(6) Uani 1 1 d . . . N1 N 0.2158(3) 0.1484(3) 0.61299(17) 0.0305(6) Uani 1 1 d . . . N2 N 0.0577(3) 0.1939(3) 0.50093(16) 0.0303(6) Uani 1 1 d . . . C4 C 0.1350(3) 0.0907(4) 0.4776(2) 0.0359(7) Uani 1 1 d . . . H4A H 0.1214 0.0484 0.4239 0.043 Uiso 1 1 calc R . . C3 C 0.2333(3) 0.0630(3) 0.5472(2) 0.0349(7) Uani 1 1 d . . . H3A H 0.3009 -0.0019 0.5506 0.042 Uiso 1 1 calc R . . C5 C -0.0595(4) 0.2561(4) 0.4441(2) 0.0407(8) Uani 1 1 d . . . H5A H -0.0436 0.3534 0.4365 0.061 Uiso 1 1 calc R . . H5B H -0.1340 0.2459 0.4692 0.061 Uiso 1 1 calc R . . H5C H -0.0781 0.2100 0.3892 0.061 Uiso 1 1 calc R . . C2 C 0.3027(3) 0.1520(4) 0.6995(2) 0.0391(8) Uani 1 1 d . . . H2A H 0.3284 0.2466 0.7147 0.059 Uiso 1 1 calc R . . H2B H 0.3805 0.0969 0.7010 0.059 Uiso 1 1 calc R . . H2C H 0.2566 0.1147 0.7397 0.059 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 Br1 0.0473(3) 0.0273(3) 0.0339(3) 0.000 0.0094(2) 0.000 Cu1 0.0413(3) 0.0318(3) 0.0270(3) 0.000 0.0130(2) 0.000 S1 0.0541(5) 0.0262(4) 0.0313(4) 0.0053(3) 0.0213(4) 0.0084(3) C1 0.0325(15) 0.0253(15) 0.0277(15) 0.0048(11) 0.0115(12) -0.0029(11) N1 0.0306(13) 0.0303(13) 0.0316(13) 0.0027(10) 0.0096(11) -0.0021(10) N2 0.0348(14) 0.0280(14) 0.0302(13) 0.0042(10) 0.0123(10) -0.0009(10) C4 0.0436(18) 0.0329(17) 0.0350(16) -0.0028(13) 0.0172(14) -0.0024(14) C3 0.0355(17) 0.0292(16) 0.0442(18) -0.0022(14) 0.0181(14) -0.0008(13) C5 0.0467(19) 0.0371(19) 0.0362(18) 0.0086(14) 0.0057(15) 0.0008(14) C2 0.0360(17) 0.0412(19) 0.0366(17) 0.0027(14) 0.0023(14) 0.0007(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 Br1 Cu1 2.3857(8) . ? Cu1 S1 2.2298(9) 2_556 ? Cu1 S1 2.2298(9) . ? S1 C1 1.717(3) . ? C1 N2 1.350(4) . ? C1 N1 1.351(4) . ? N1 C3 1.380(4) . ? N1 C2 1.456(4) . ? N2 C4 1.382(4) . ? N2 C5 1.456(4) . ? C4 C3 1.340(5) . ? C4 H4A 0.9300 . ? C3 H3A 0.9300 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S1 Cu1 S1 122.32(5) 2_556 . ? S1 Cu1 Br1 118.84(2) 2_556 . ? S1 Cu1 Br1 118.84(2) . . ? C1 S1 Cu1 104.00(10) . . ? N2 C1 N1 106.2(3) . . ? N2 C1 S1 126.2(2) . . ? N1 C1 S1 127.5(2) . . ? C1 N1 C3 109.5(3) . . ? C1 N1 C2 125.6(3) . . ? C3 N1 C2 124.9(3) . . ? C1 N2 C4 109.8(3) . . ? C1 N2 C5 125.0(3) . . ? C4 N2 C5 125.2(3) . . ? C3 C4 N2 107.0(3) . . ? C3 C4 H4A 126.5 . . ? N2 C4 H4A 126.5 . . ? C4 C3 N1 107.5(3) . . ? C4 C3 H3A 126.2 . . ? N1 C3 H3A 126.2 . . ? N2 C5 H5A 109.5 . . ? N2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.27 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.155 _refine_diff_density_min -0.489 _refine_diff_density_rms 0.101 data_Cu(dmise)2Br _database_code_depnum_ccdc_archive 'CCDC 804919' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C10 H16 Br Cu N4 Se2' _chemical_formula_sum 'C10 H16 Br Cu N4 Se2' _chemical_properties_physical ' moisture-sensitive' _exptl_crystal_recrystallization_method 'ether into acetonitrile/dimethylformamide solution' _chemical_melting_point ? _exptl_crystal_description prism _exptl_crystal_colour colorless _diffrn_ambient_temperature 173.15(2) _chemical_formula_weight 493.64 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -0.0929 2.2259 '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 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_int_tables_number 15 _chemical_absolute_configuration ? 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 10.297(2) _cell_length_b 10.390(2) _cell_length_c 14.824(3) _cell_angle_alpha 90.00 _cell_angle_beta 101.47(3) _cell_angle_gamma 90.00 _cell_volume 1554.2(5) _cell_formula_units_Z 4 _cell_measurement_temperature 173.15(2) _cell_measurement_reflns_used 6449 _cell_measurement_theta_min 2.80 _cell_measurement_theta_max 26.28 _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.110 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 944 _exptl_absorpt_coefficient_mu 8.648 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1684 _exptl_absorpt_correction_T_max 0.2766 _exptl_absorpt_process_details 'REQAB, CrystalClear' _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku, AFC8S diffractometer' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean 14.6306 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6449 _diffrn_reflns_av_R_equivalents 0.0531 _diffrn_reflns_av_sigmaI/netI 0.0360 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.80 _diffrn_reflns_theta_max 26.28 _reflns_number_total 1560 _reflns_number_gt 1411 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC,2006)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC,2006)' _computing_data_reduction 'CrystalClear (Rigaku/MSC,2006)' _computing_structure_solution 'SHELXTL 6.10 (Sheldrick,2008)' _computing_structure_refinement 'SHELXTL 6.10 (Sheldrick,2008)' _computing_molecular_graphics 'SHELXTL 6.10 (Sheldrick,2008)' _computing_publication_material 'SHELXTL 6.10 (Sheldrick,2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0444P)^2^+7.7997P] 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 1560 _refine_ls_number_parameters 85 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0437 _refine_ls_R_factor_gt 0.0389 _refine_ls_wR_factor_ref 0.0955 _refine_ls_wR_factor_gt 0.0906 _refine_ls_goodness_of_fit_ref 1.114 _refine_ls_restrained_S_all 1.114 _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 Br1 Br 0.0000 0.52268(5) 0.2500 0.02954(19) Uani 1 2 d S . . Se1 Se 0.04871(5) 0.82442(4) 0.40336(3) 0.03082(17) Uani 1 1 d . . . Cu1 Cu 0.0000 0.75479(7) 0.2500 0.0265(2) Uani 1 2 d S . . N2 N -0.0099(4) 1.0931(3) 0.3631(2) 0.0264(7) Uani 1 1 d . . . N1 N 0.1997(4) 1.0597(4) 0.4152(2) 0.0266(7) Uani 1 1 d . . . C1 C 0.0796(4) 1.0005(4) 0.3940(3) 0.0231(8) Uani 1 1 d . . . C3 C 0.0527(5) 1.2108(4) 0.3640(3) 0.0325(10) Uani 1 1 d . . . H3A H 0.0125 1.2893 0.3458 0.039 Uiso 1 1 calc R . . C2 C 0.1826(5) 1.1907(4) 0.3961(3) 0.0326(10) Uani 1 1 d . . . H2A H 0.2490 1.2528 0.4042 0.039 Uiso 1 1 calc R . . C4 C -0.1530(5) 1.0725(5) 0.3364(3) 0.0350(10) Uani 1 1 d . . . H4A H -0.1711 1.0135 0.2857 0.053 Uiso 1 1 calc R . . H4B H -0.1962 1.1530 0.3186 0.053 Uiso 1 1 calc R . . H4C H -0.1856 1.0374 0.3876 0.053 Uiso 1 1 calc R . . C5 C 0.3270(5) 0.9975(6) 0.4523(4) 0.0390(11) Uani 1 1 d . . . H5A H 0.3128 0.9077 0.4621 0.058 Uiso 1 1 calc R . . H5B H 0.3665 1.0371 0.5097 0.058 Uiso 1 1 calc R . . H5C H 0.3850 1.0069 0.4094 0.058 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 Br1 0.0368(4) 0.0165(3) 0.0347(3) 0.000 0.0057(3) 0.000 Se1 0.0449(3) 0.0211(3) 0.0244(3) 0.00207(15) 0.0016(2) -0.00430(17) Cu1 0.0291(4) 0.0206(4) 0.0280(4) 0.000 0.0015(3) 0.000 N2 0.0306(19) 0.0254(18) 0.0223(17) -0.0024(14) 0.0034(14) -0.0010(15) N1 0.0280(18) 0.0277(18) 0.0239(17) -0.0001(14) 0.0045(14) -0.0017(15) C1 0.031(2) 0.024(2) 0.0134(17) 0.0000(14) 0.0016(15) -0.0026(17) C3 0.052(3) 0.020(2) 0.026(2) 0.0033(17) 0.007(2) 0.001(2) C2 0.047(3) 0.026(2) 0.025(2) -0.0027(17) 0.008(2) -0.0137(19) C4 0.029(2) 0.045(3) 0.029(2) 0.0032(19) 0.0007(18) 0.007(2) C5 0.027(2) 0.051(3) 0.038(3) 0.000(2) 0.003(2) -0.001(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 Br1 Cu1 2.4117(10) . ? Se1 C1 1.867(4) . ? Se1 Cu1 2.3430(7) . ? Cu1 Se1 2.3430(7) 2 ? N2 C1 1.348(6) . ? N2 C3 1.381(6) . ? N2 C4 1.464(6) . ? N1 C1 1.361(6) . ? N1 C2 1.394(6) . ? N1 C5 1.467(6) . ? C3 C2 1.344(7) . ? C3 H3A 0.9300 . ? C2 H2A 0.9300 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Se1 Cu1 103.74(12) . . ? Se1 Cu1 Se1 144.03(4) . 2 ? Se1 Cu1 Br1 107.983(19) . . ? Se1 Cu1 Br1 107.983(19) 2 . ? C1 N2 C3 110.0(4) . . ? C1 N2 C4 124.8(4) . . ? C3 N2 C4 125.1(4) . . ? C1 N1 C2 108.8(4) . . ? C1 N1 C5 126.2(4) . . ? C2 N1 C5 125.0(4) . . ? N2 C1 N1 106.5(4) . . ? N2 C1 Se1 127.6(3) . . ? N1 C1 Se1 125.9(3) . . ? C2 C3 N2 107.2(4) . . ? C2 C3 H3A 126.4 . . ? N2 C3 H3A 126.4 . . ? C3 C2 N1 107.5(4) . . ? C3 C2 H2A 126.3 . . ? N1 C2 H2A 126.3 . . ? N2 C4 H4A 109.5 . . ? N2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N1 C5 H5A 109.5 . . ? N1 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N1 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 26.28 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.933 _refine_diff_density_min -0.927 _refine_diff_density_rms 0.155