Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 # Attachment 'data_4.cif' data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Igor Fritsky' _publ_contact_author_address ; Department of Chemistry Kiev National Taras Shevchenko University 64, Vladimirska Str. Kiev 01033 UKRAINE ; _publ_contact_author_email IFRITSKY@UNIV.KIEV.UA _publ_section_title ; Bis(3,5-dimethyl-1H-pyrazolyl)selenide - a New Bidentate Bent Connector for Preparation of Co-ordination Polymers and Supramolecular Networks ; loop_ _publ_author_name 'Igor Fritsky' 'P. Gutlich' 'Matti Haukka' 'Henryk Kozlowski' 'Roland Kramer' 'A. Pavlenko' ; M.Seredyuk ; data_1 _database_code_depnum_ccdc_archive 'CCDC 637411' _audit_creation_method SHELXL-97 _chemical_name_systematic ; catena-{[mu-cis-bis(3,5-dimethyl-1H-pyrazolyl)selenide]mercury(II)} dichloride methylsulfoxide solvate ; _chemical_name_common ; catena-((mu-cis-bis(3,5-dimethyl-1H- pyrazolyl)selenide)mercury(ii)) dichloride methylsulfoxide solvate ; _chemical_melting_point ? _chemical_formula_moiety 'C10 H14 Cl2 Hg N4 Se, C2 H6 O S' _chemical_formula_sum 'C12 H20 Cl2 Hg N4 O S Se' _chemical_formula_weight 618.83 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' O O 0.0106 0.0060 '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' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P n m a' _symmetry_space_group_name_Hall '-P 2ac 2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 21.0616(14) _cell_length_b 10.2915(6) _cell_length_c 8.7973(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1906.9(2) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.156 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1168 _exptl_absorpt_coefficient_mu 10.375 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2940 _exptl_absorpt_correction_T_max 0.6647 _exptl_absorpt_process_details 'Xprep in Shelxtl v.6.14-1 (Sheldrick, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_method '\f scans and \w scans with \k offset' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14028 _diffrn_reflns_av_R_equivalents 0.0420 _diffrn_reflns_av_sigmaI/netI 0.0274 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1713 _reflns_number_gt 1516 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR2002 (Burla et al., 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond v.3.0d (Crystal Impact GbR, 2005)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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. N(2)H hydrogen was located from the difference Fourien map and refined isotropically. Other hydrogens were placed in idealized positions and constrained to ride on their parent atoms. ; _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^)+(0.0182P)^2^+6.2698P] 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 1713 _refine_ls_number_parameters 116 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0346 _refine_ls_R_factor_gt 0.0267 _refine_ls_wR_factor_ref 0.0534 _refine_ls_wR_factor_gt 0.0509 _refine_ls_goodness_of_fit_ref 1.108 _refine_ls_restrained_S_all 1.108 _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 Hg1 Hg 0.648427(12) -0.7500 0.28478(3) 0.02448(11) Uani 1 2 d S . . Se1 Se 0.50760(3) -0.2500 0.05515(8) 0.02228(18) Uani 1 2 d S . . Cl1 Cl 0.58974(8) -0.7500 0.5230(2) 0.0295(4) Uani 1 2 d S . . Cl2 Cl 0.76358(8) -0.7500 0.2708(2) 0.0337(5) Uani 1 2 d S . . S1 S 0.74177(8) -0.2500 0.2886(2) 0.0307(4) Uani 1 2 d S . . O1 O 0.8021(2) -0.2500 0.3831(6) 0.0304(12) Uani 1 2 d S . . C6 C 0.7515(3) -0.1187(5) 0.1592(6) 0.0365(14) Uani 1 1 d . . . H6A H 0.7486 -0.0362 0.2145 0.055 Uiso 1 1 calc R . . H6B H 0.7182 -0.1225 0.0816 0.055 Uiso 1 1 calc R . . H6C H 0.7932 -0.1251 0.1104 0.055 Uiso 1 1 calc R . . N1 N 0.61758(18) -0.5653(4) 0.1545(5) 0.0228(9) Uani 1 1 d . . . N2 N 0.62135(19) -0.5608(4) 0.0004(5) 0.0228(10) Uani 1 1 d . . . H2 H 0.643(2) -0.613(5) -0.048(6) 0.023(15) Uiso 1 1 d . . . C1 C 0.5897(2) -0.4597(5) -0.0584(5) 0.0212(11) Uani 1 1 d . . . C2 C 0.5860(2) -0.4361(5) -0.2256(5) 0.0269(12) Uani 1 1 d . . . H2A H 0.6239 -0.3885 -0.2588 0.040 Uiso 1 1 calc R . . H2B H 0.5480 -0.3847 -0.2486 0.040 Uiso 1 1 calc R . . H2C H 0.5837 -0.5194 -0.2791 0.040 Uiso 1 1 calc R . . C3 C 0.5644(2) -0.3934(4) 0.0644(5) 0.0198(11) Uani 1 1 d . . . C4 C 0.5828(2) -0.4623(5) 0.1947(5) 0.0210(11) Uani 1 1 d . . . C5 C 0.5692(2) -0.4330(5) 0.3577(5) 0.0265(12) Uani 1 1 d . . . H5A H 0.6049 -0.3849 0.4016 0.040 Uiso 1 1 calc R . . H5B H 0.5632 -0.5145 0.4135 0.040 Uiso 1 1 calc R . . H5C H 0.5305 -0.3804 0.3649 0.040 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Hg1 0.02576(15) 0.01978(16) 0.0279(2) 0.000 0.00151(12) 0.000 Se1 0.0218(3) 0.0195(4) 0.0255(4) 0.000 -0.0021(3) 0.000 Cl1 0.0362(10) 0.0227(10) 0.0297(12) 0.000 0.0077(8) 0.000 Cl2 0.0240(9) 0.0328(11) 0.0444(13) 0.000 0.0026(8) 0.000 S1 0.0256(9) 0.0360(11) 0.0305(12) 0.000 -0.0037(8) 0.000 O1 0.035(3) 0.024(3) 0.032(3) 0.000 -0.011(2) 0.000 C6 0.041(3) 0.029(3) 0.040(4) -0.001(3) -0.008(3) 0.009(3) N1 0.030(2) 0.021(2) 0.018(3) -0.0013(19) 0.0017(18) -0.0024(18) N2 0.028(2) 0.018(2) 0.023(3) -0.004(2) 0.003(2) 0.0002(19) C1 0.024(2) 0.017(3) 0.023(3) -0.003(2) 0.001(2) -0.005(2) C2 0.032(3) 0.026(3) 0.023(3) -0.001(2) -0.001(2) -0.005(2) C3 0.025(2) 0.013(2) 0.022(3) 0.004(2) -0.003(2) -0.006(2) C4 0.020(2) 0.019(3) 0.024(3) -0.004(2) 0.001(2) -0.004(2) C5 0.032(3) 0.025(3) 0.022(3) 0.000(2) 0.001(2) 0.004(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Hg1 N1 2.313(4) . ? Hg1 N1 2.313(4) 8_545 ? Hg1 Cl2 2.4285(17) . ? Hg1 Cl1 2.4332(18) . ? Se1 C3 1.902(5) 8 ? Se1 C3 1.902(5) . ? S1 O1 1.519(5) . ? S1 C6 1.779(6) 8 ? S1 C6 1.779(6) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? N1 C4 1.336(6) . ? N1 N2 1.360(6) . ? N2 C1 1.340(6) . ? N2 H2 0.83(5) . ? C1 C3 1.384(7) . ? C1 C2 1.492(7) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.403(7) . ? C4 C5 1.493(7) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Hg1 N1 110.6(2) . 8_545 ? N1 Hg1 Cl2 104.80(10) . . ? N1 Hg1 Cl2 104.80(10) 8_545 . ? N1 Hg1 Cl1 106.50(10) . . ? N1 Hg1 Cl1 106.50(10) 8_545 . ? Cl2 Hg1 Cl1 123.44(7) . . ? C3 Se1 C3 101.8(3) 8 . ? O1 S1 C6 104.7(2) . 8 ? O1 S1 C6 104.7(2) . . ? C6 S1 C6 98.9(4) 8 . ? S1 C6 H6A 109.5 . . ? S1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? S1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C4 N1 N2 105.6(4) . . ? C4 N1 Hg1 132.5(3) . . ? N2 N1 Hg1 120.4(3) . . ? C1 N2 N1 112.5(4) . . ? C1 N2 H2 126(4) . . ? N1 N2 H2 122(4) . . ? N2 C1 C3 105.8(4) . . ? N2 C1 C2 122.2(4) . . ? C3 C1 C2 132.0(5) . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C1 C3 C4 106.4(4) . . ? C1 C3 Se1 126.2(4) . . ? C4 C3 Se1 127.0(4) . . ? N1 C4 C3 109.7(4) . . ? N1 C4 C5 121.3(4) . . ? C3 C4 C5 129.0(4) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2 O1 0.83(5) 1.91(5) 2.730(5) 167(5) 2_644 _diffrn_measured_fraction_theta_max 0.960 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.375 _refine_diff_density_min -1.071 _refine_diff_density_rms 0.134 # Attachment 'data_2.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 637412' _audit_creation_method SHELXL-97 _chemical_name_systematic ; catena-{[mu-trans-bis(3,5-dimethyl-1H-pyrazolyl)selenide]bis [thiocyanato]mercury(II)} hexakix(bis)mercurate(II) ; _chemical_name_common ; catena-((mu-trans-bis(3,5-dimethyl-1H-pyrazolyl)selenide)bis (thiocyanato)mercury(ii)) hexakix(bis)mercurate(ii) ; _chemical_melting_point ? _chemical_formula_moiety 'C14 H14 Hg2 N8 S4 Se' _chemical_formula_sum 'C14 H14 Hg2 N8 S4 Se' _chemical_formula_weight 902.71 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' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.3331(3) _cell_length_b 10.4321(8) _cell_length_c 12.8190(9) _cell_angle_alpha 110.626(6) _cell_angle_beta 97.843(3) _cell_angle_gamma 91.907(4) _cell_volume 1152.71(13) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 5225 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.601 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 824 _exptl_absorpt_coefficient_mu 15.262 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1160 _exptl_absorpt_correction_T_max 0.1861 _exptl_absorpt_process_details 'SADABS v.2.10 (Sheldrick, 2003)' _publ_section_exptl_refinement ; The NH hydrogens were located from the difference Fourier map and refined isotropically. Other hydrogens were positioned geometrically and were constrained to ride on their parent atoms, with C---H =0.98 \%A, and U~iso~ = 1.5 U~eq~(parent atom). ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_method '\f scans and \w scans with \k offset' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23114 _diffrn_reflns_av_R_equivalents 0.0318 _diffrn_reflns_av_sigmaI/netI 0.0290 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.58 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5289 _reflns_number_gt 4479 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'EvalCCD (Duisenberg, 1998-2003)' _computing_data_reduction 'EvalCCD (Duisenberg, 1998-2003)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond v.3.1d (Crystal Impact GbR, 2006)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0169P)^2^+0.3972P] 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 5289 _refine_ls_number_parameters 274 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0316 _refine_ls_R_factor_gt 0.0201 _refine_ls_wR_factor_ref 0.0390 _refine_ls_wR_factor_gt 0.0367 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _refine_ls_shift/su_max 0.019 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Hg1 Hg 0.797505(14) 0.352615(14) 0.776516(11) 0.01672(4) Uani 1 1 d . . . Hg2 Hg 0.329759(14) 0.178338(13) 0.923891(10) 0.01546(4) Uani 1 1 d . . . Se1 Se 1.25401(4) 0.49093(4) 0.51248(3) 0.01646(8) Uani 1 1 d . . . S1 S 0.77485(9) 0.50306(9) 0.97545(7) 0.01703(18) Uani 1 1 d . . . S2 S 0.86648(11) 0.12570(9) 0.78003(8) 0.0255(2) Uani 1 1 d . . . S3 S 0.25155(9) 0.10408(9) 1.06498(7) 0.01652(18) Uani 1 1 d . . . S4 S 0.29534(11) 0.24648(9) 0.76346(8) 0.0239(2) Uani 1 1 d . . . N1 N 0.9709(3) 0.4535(3) 0.7170(2) 0.0146(6) Uani 1 1 d . . . N2 N 1.0259(3) 0.5866(3) 0.7697(2) 0.0172(6) Uani 1 1 d . . . H2N H 1.002(5) 0.639(4) 0.840(4) 0.037(12) Uiso 1 1 d . . . N3 N 1.6073(3) 0.3482(3) 0.6463(2) 0.0136(6) Uani 1 1 d . . . N4 N 1.5523(3) 0.2364(3) 0.5532(2) 0.0150(6) Uani 1 1 d . . . H4N H 1.597(5) 0.162(4) 0.530(3) 0.030(12) Uiso 1 1 d . . . N5 N 0.5686(3) 0.3210(3) 1.0049(2) 0.0232(7) Uani 1 1 d . . . N6 N 0.9980(3) 0.2396(3) 1.0072(3) 0.0221(7) Uani 1 1 d . . . N7 N 0.5110(3) 0.0115(3) 1.1419(3) 0.0212(7) Uani 1 1 d . . . N8 N 0.3104(4) -0.0033(3) 0.5844(3) 0.0272(8) Uani 1 1 d . . . C1 C 1.0354(4) 0.4033(3) 0.6262(3) 0.0134(7) Uani 1 1 d . . . C2 C 0.9988(4) 0.2591(4) 0.5449(3) 0.0202(8) Uani 1 1 d . . . H2A H 1.0256 0.1950 0.5832 0.030 Uiso 1 1 calc R . . H2B H 1.0525 0.2433 0.4816 0.030 Uiso 1 1 calc R . . H2C H 0.8943 0.2443 0.5166 0.030 Uiso 1 1 calc R . . C3 C 1.1349(4) 0.5048(4) 0.6237(3) 0.0147(7) Uani 1 1 d . . . C4 C 1.1261(4) 0.6213(4) 0.7172(3) 0.0173(7) Uani 1 1 d . . . C5 C 1.2007(4) 0.7615(4) 0.7597(3) 0.0273(9) Uani 1 1 d . . . H5A H 1.1284 0.8292 0.7720 0.041 Uiso 1 1 calc R . . H5B H 1.2586 0.7714 0.7043 0.041 Uiso 1 1 calc R . . H5C H 1.2645 0.7770 0.8312 0.041 Uiso 1 1 calc R . . C6 C 1.5175(4) 0.4455(3) 0.6489(3) 0.0143(7) Uani 1 1 d . . . C7 C 1.5421(4) 0.5842(3) 0.7378(3) 0.0208(8) Uani 1 1 d . . . H7A H 1.4854 0.5877 0.7976 0.031 Uiso 1 1 calc R . . H7B H 1.5118 0.6528 0.7051 0.031 Uiso 1 1 calc R . . H7C H 1.6456 0.6039 0.7697 0.031 Uiso 1 1 calc R . . C8 C 1.4046(3) 0.3946(3) 0.5567(3) 0.0131(7) Uani 1 1 d . . . C9 C 1.4318(4) 0.2612(3) 0.4977(3) 0.0140(7) Uani 1 1 d . . . C10 C 1.3514(4) 0.1540(4) 0.3940(3) 0.0222(8) Uani 1 1 d . . . H10A H 1.4206 0.0992 0.3498 0.033 Uiso 1 1 calc R . . H10B H 1.2934 0.1981 0.3486 0.033 Uiso 1 1 calc R . . H10C H 1.2871 0.0941 0.4149 0.033 Uiso 1 1 calc R . . C11 C 0.6514(4) 0.3949(4) 0.9913(3) 0.0160(7) Uani 1 1 d . . . C12 C 0.9436(4) 0.1926(3) 0.9145(3) 0.0160(7) Uani 1 1 d . . . C13 C 0.4070(4) 0.0484(3) 1.1068(3) 0.0157(7) Uani 1 1 d . . . C14 C 0.3055(4) 0.0951(4) 0.6600(3) 0.0190(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 Hg1 0.01649(7) 0.02305(8) 0.01459(7) 0.01026(6) 0.00568(5) 0.00414(6) Hg2 0.01768(7) 0.01720(7) 0.01384(7) 0.00792(6) 0.00366(5) 0.00277(5) Se1 0.01428(17) 0.02605(19) 0.01484(16) 0.01317(15) 0.00523(13) 0.00430(14) S1 0.0186(4) 0.0161(4) 0.0160(4) 0.0042(4) 0.0059(3) 0.0012(4) S2 0.0389(6) 0.0148(5) 0.0168(4) 0.0017(4) -0.0044(4) 0.0006(4) S3 0.0149(4) 0.0203(5) 0.0185(4) 0.0108(4) 0.0051(3) 0.0033(3) S4 0.0417(6) 0.0176(5) 0.0156(4) 0.0089(4) 0.0057(4) 0.0096(4) N1 0.0116(14) 0.0212(16) 0.0118(13) 0.0069(12) 0.0024(11) -0.0006(12) N2 0.0158(15) 0.0208(16) 0.0143(14) 0.0050(13) 0.0037(12) 0.0011(13) N3 0.0166(15) 0.0137(15) 0.0107(13) 0.0043(12) 0.0035(12) -0.0006(12) N4 0.0193(16) 0.0134(15) 0.0112(14) 0.0025(12) 0.0043(12) 0.0018(13) N5 0.0216(17) 0.0275(18) 0.0191(16) 0.0058(14) 0.0065(13) -0.0027(14) N6 0.0252(17) 0.0223(17) 0.0173(16) 0.0060(14) -0.0008(14) 0.0086(14) N7 0.0265(18) 0.0207(17) 0.0196(15) 0.0090(14) 0.0077(14) 0.0090(14) N8 0.037(2) 0.0250(18) 0.0231(17) 0.0103(15) 0.0095(15) 0.0078(15) C1 0.0133(17) 0.0165(18) 0.0118(16) 0.0068(14) 0.0015(13) 0.0034(14) C2 0.0180(18) 0.0208(19) 0.0184(18) 0.0033(15) 0.0020(15) 0.0009(15) C3 0.0123(17) 0.0210(19) 0.0129(16) 0.0082(14) 0.0022(13) 0.0044(14) C4 0.0144(17) 0.0210(19) 0.0193(18) 0.0103(15) 0.0030(14) 0.0026(15) C5 0.028(2) 0.021(2) 0.031(2) 0.0070(17) 0.0066(18) -0.0059(17) C6 0.0142(17) 0.0171(18) 0.0141(16) 0.0082(14) 0.0044(14) -0.0009(14) C7 0.026(2) 0.0138(18) 0.0191(18) 0.0021(15) 0.0039(16) 0.0008(15) C8 0.0128(16) 0.0163(17) 0.0123(16) 0.0073(14) 0.0039(13) -0.0001(14) C9 0.0139(17) 0.0190(18) 0.0120(16) 0.0085(14) 0.0042(14) -0.0001(14) C10 0.025(2) 0.025(2) 0.0126(17) 0.0034(15) -0.0002(15) -0.0047(16) C11 0.0153(17) 0.0238(19) 0.0093(15) 0.0055(15) 0.0039(14) 0.0060(15) C12 0.0144(17) 0.0129(17) 0.0237(19) 0.0088(15) 0.0061(15) 0.0038(14) C13 0.0216(19) 0.0138(17) 0.0133(16) 0.0055(14) 0.0065(15) 0.0012(15) C14 0.0215(19) 0.024(2) 0.0166(18) 0.0130(17) 0.0035(15) 0.0044(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Hg1 N3 2.251(3) 1_455 ? Hg1 N1 2.259(3) . ? Hg1 S2 2.4877(10) . ? Hg1 S1 2.5220(9) . ? Hg2 S4 2.3881(9) . ? Hg2 S3 2.3904(9) . ? Hg2 N7 2.490(3) 2_657 ? Hg2 N5 2.514(3) . ? Se1 C8 1.894(3) . ? Se1 C3 1.894(3) . ? S1 C11 1.667(4) . ? S2 C12 1.660(4) . ? S3 C13 1.671(4) . ? S4 C14 1.682(4) . ? N1 C1 1.331(4) . ? N1 N2 1.358(4) . ? N2 C4 1.334(4) . ? N2 H2N 0.93(4) . ? N3 C6 1.333(4) . ? N3 N4 1.364(4) . ? N3 Hg1 2.251(3) 1_655 ? N4 C9 1.329(4) . ? N4 H4N 0.87(4) . ? N5 C11 1.147(4) . ? N6 C12 1.149(4) . ? N7 C13 1.149(5) . ? N7 Hg2 2.490(3) 2_657 ? N8 C14 1.144(5) . ? C1 C3 1.397(5) . ? C1 C2 1.493(5) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.389(5) . ? C4 C5 1.479(5) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C8 1.403(5) . ? C6 C7 1.480(5) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.381(5) . ? C9 C10 1.485(5) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Hg1 N1 98.97(10) 1_455 . ? N3 Hg1 S2 116.28(7) 1_455 . ? N1 Hg1 S2 110.59(8) . . ? N3 Hg1 S1 114.19(7) 1_455 . ? N1 Hg1 S1 108.67(7) . . ? S2 Hg1 S1 107.70(3) . . ? S4 Hg2 S3 154.83(3) . . ? S4 Hg2 N7 100.18(7) . 2_657 ? S3 Hg2 N7 94.85(7) . 2_657 ? S4 Hg2 N5 93.26(8) . . ? S3 Hg2 N5 108.63(7) . . ? N7 Hg2 N5 82.90(10) 2_657 . ? C8 Se1 C3 100.52(14) . . ? C11 S1 Hg1 94.79(12) . . ? C12 S2 Hg1 92.80(12) . . ? C13 S3 Hg2 98.58(12) . . ? C14 S4 Hg2 100.22(13) . . ? C1 N1 N2 106.2(3) . . ? C1 N1 Hg1 129.9(2) . . ? N2 N1 Hg1 123.9(2) . . ? C4 N2 N1 112.1(3) . . ? C4 N2 H2N 127(3) . . ? N1 N2 H2N 121(3) . . ? C6 N3 N4 106.0(3) . . ? C6 N3 Hg1 128.3(2) . 1_655 ? N4 N3 Hg1 125.4(2) . 1_655 ? C9 N4 N3 111.7(3) . . ? C9 N4 H4N 125(3) . . ? N3 N4 H4N 123(3) . . ? C11 N5 Hg2 144.5(3) . . ? C13 N7 Hg2 138.0(3) . 2_657 ? N1 C1 C3 109.3(3) . . ? N1 C1 C2 121.6(3) . . ? C3 C1 C2 129.1(3) . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 C3 C1 106.5(3) . . ? C4 C3 Se1 126.0(3) . . ? C1 C3 Se1 127.4(3) . . ? N2 C4 C3 105.9(3) . . ? N2 C4 C5 121.5(3) . . ? C3 C4 C5 132.7(3) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N3 C6 C8 109.5(3) . . ? N3 C6 C7 122.2(3) . . ? C8 C6 C7 128.3(3) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C9 C8 C6 106.0(3) . . ? C9 C8 Se1 125.9(2) . . ? C6 C8 Se1 127.9(3) . . ? N4 C9 C8 106.8(3) . . ? N4 C9 C10 121.5(3) . . ? C8 C9 C10 131.7(3) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N5 C11 S1 178.2(3) . . ? N6 C12 S2 179.2(4) . . ? N7 C13 S3 175.7(3) . . ? N8 C14 S4 175.3(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2N N6 0.93(4) 1.92(4) 2.839(4) 167(4) 2_767 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.640 _refine_diff_density_min -1.063 _refine_diff_density_rms 0.140 # Attachment 'data_3.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 637413' _audit_creation_method SHELXL-97 _chemical_name_systematic ; catena-{bis[mu-cis-bis(3,5-dimethyl-1H-pyrazolyl)selenide] [mu-trans-bis(3,5-dimethyl-1H-pyrazolyl)selenide]tetrachlorocopper(II)} methylsulfoxide solvate hydrate ; _chemical_name_common ; catena-(bis(mu-cis-bis(3,5-dimethyl-1H-pyrazolyl)selenide) (mu-trans-bis(3,5-dimethyl-1H-pyrazolyl)selenide)tetrachlorocopper(ii)) methylsulfoxide solvate hydrate ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H30.95 Cl2 Cu N6 O3.98 S2 Se1.50' _chemical_formula_weight 724.07 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' 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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 16.043(3) _cell_length_b 12.451(2) _cell_length_c 30.597(6) _cell_angle_alpha 90.00 _cell_angle_beta 96.44(3) _cell_angle_gamma 90.00 _cell_volume 6073.2(19) _cell_formula_units_Z 8 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow-green _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.584 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2918 _exptl_absorpt_coefficient_mu 2.865 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7140 _exptl_absorpt_correction_T_max 0.8937 _exptl_absorpt_process_details 'Xprep in Shelxtl v.6.14-1 (Sheldrick, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_method '\f scans and \w scans with \k offset' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25673 _diffrn_reflns_av_R_equivalents 0.0578 _diffrn_reflns_av_sigmaI/netI 0.0403 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -40 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 3.34 _diffrn_reflns_theta_max 28.55 _reflns_number_total 7136 _reflns_number_gt 5977 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR2002 (Burla et al., 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond v.3.0d (Crystal Impact GbR, 2005)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0447P)^2^+18.8608P] 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 7136 _refine_ls_number_parameters 399 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0478 _refine_ls_R_factor_gt 0.0379 _refine_ls_wR_factor_ref 0.0989 _refine_ls_wR_factor_gt 0.0910 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _refine_ls_shift/su_max 0.006 _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 0.0000 0.44432(3) 0.2500 0.01647(10) Uani 1 2 d S . . Se2 Se 0.423259(18) 0.95382(2) 0.029790(9) 0.01778(8) Uani 1 1 d . . . Cu1 Cu 0.19523(2) 0.74726(3) 0.146178(10) 0.01496(9) Uani 1 1 d . . . Cl1 Cl 0.09996(5) 0.87910(6) 0.16394(3) 0.02565(16) Uani 1 1 d . . . Cl2 Cl 0.33444(5) 0.72737(7) 0.18519(3) 0.03072(19) Uani 1 1 d . . . S1 S 0.05161(5) 1.16149(7) 0.14362(2) 0.02581(17) Uani 1 1 d . . . O1 O 0.1337(2) 1.1404(2) 0.12666(11) 0.0526(8) Uani 1 1 d . . . N1 N 0.24474(15) 0.84734(19) 0.10445(7) 0.0158(5) Uani 1 1 d . . . N2 N 0.23147(16) 0.95569(19) 0.10391(7) 0.0169(5) Uani 1 1 d . . . N3 N 0.33911(16) 0.85903(19) -0.09518(7) 0.0171(5) Uani 1 1 d . . . N4 N 0.31512(18) 0.9641(2) -0.09573(8) 0.0212(5) Uani 1 1 d . . . N5 N 0.15117(15) 0.6453(2) 0.18865(7) 0.0176(5) Uani 1 1 d . . . N6 N 0.19886(17) 0.6229(2) 0.22701(8) 0.0236(6) Uani 1 1 d . . . C1 C 0.3375(2) 0.7197(2) 0.07049(10) 0.0230(6) Uani 1 1 d . . . H1A H 0.3431 0.6792 0.0973 0.034 Uiso 1 1 calc R . . H1B H 0.3911 0.7249 0.0595 0.034 Uiso 1 1 calc R . . H1C H 0.2985 0.6844 0.0491 0.034 Uiso 1 1 calc R . . C2 C 0.30602(18) 0.8300(2) 0.07910(8) 0.0162(5) Uani 1 1 d . . . C3 C 0.33202(17) 0.9287(2) 0.06279(8) 0.0145(5) Uani 1 1 d . . . C4 C 0.28264(19) 1.0071(2) 0.07939(8) 0.0174(6) Uani 1 1 d . . . C5 C 0.2829(2) 1.1260(2) 0.07382(11) 0.0281(7) Uani 1 1 d . . . H5A H 0.2406 1.1461 0.0506 0.042 Uiso 1 1 calc R . . H5B H 0.3368 1.1488 0.0666 0.042 Uiso 1 1 calc R . . H5C H 0.2713 1.1597 0.1007 0.042 Uiso 1 1 calc R . . C6 C 0.4134(2) 0.7351(3) -0.04172(10) 0.0295(7) Uani 1 1 d . . . H6A H 0.4273 0.6984 -0.0675 0.044 Uiso 1 1 calc R . . H6B H 0.3740 0.6929 -0.0277 0.044 Uiso 1 1 calc R . . H6C H 0.4633 0.7454 -0.0218 0.044 Uiso 1 1 calc R . . C7 C 0.37569(18) 0.8411(2) -0.05441(9) 0.0167(5) Uani 1 1 d . . . C8 C 0.37321(18) 0.9343(2) -0.02892(8) 0.0165(5) Uani 1 1 d . . . C9 C 0.3350(2) 1.0119(2) -0.05648(9) 0.0225(6) Uani 1 1 d . . . C10 C 0.3185(3) 1.1277(3) -0.04894(11) 0.0372(9) Uani 1 1 d . . . H10A H 0.2644 1.1357 -0.0387 0.056 Uiso 1 1 calc R . . H10B H 0.3197 1.1665 -0.0760 0.056 Uiso 1 1 calc R . . H10C H 0.3609 1.1555 -0.0272 0.056 Uiso 1 1 calc R . . C11 C 0.0071(2) 0.6043(3) 0.15512(10) 0.0263(7) Uani 1 1 d . . . H11A H 0.0048 0.6758 0.1434 0.039 Uiso 1 1 calc R . . H11B H -0.0446 0.5883 0.1668 0.039 Uiso 1 1 calc R . . H11C H 0.0153 0.5540 0.1322 0.039 Uiso 1 1 calc R . . C12 C 0.07800(17) 0.5960(2) 0.19078(8) 0.0151(5) Uani 1 1 d . . . C13 C 0.08056(18) 0.5405(2) 0.23121(9) 0.0166(5) Uani 1 1 d . . . C14 C 0.15942(19) 0.5590(3) 0.25335(9) 0.0225(6) Uani 1 1 d . . . C15 C 0.1997(2) 0.5235(3) 0.29702(11) 0.0349(9) Uani 1 1 d . . . H15A H 0.2523 0.4894 0.2936 0.052 Uiso 1 1 calc R . . H15B H 0.1636 0.4735 0.3096 0.052 Uiso 1 1 calc R . . H15C H 0.2093 0.5846 0.3160 0.052 Uiso 1 1 calc R . . C16 C 0.0330(2) 1.3032(3) 0.13727(11) 0.0290(7) Uani 1 1 d . . . H16A H 0.0814 1.3420 0.1501 0.043 Uiso 1 1 calc R . . H16B H -0.0148 1.3229 0.1517 0.043 Uiso 1 1 calc R . . H16C H 0.0226 1.3204 0.1066 0.043 Uiso 1 1 calc R . . C17 C 0.0702(3) 1.1611(4) 0.20154(12) 0.0567(14) Uani 1 1 d . . . H17A H 0.0889 1.0912 0.2115 0.085 Uiso 1 1 calc R . . H17B H 0.0193 1.1788 0.2137 0.085 Uiso 1 1 calc R . . H17C H 0.1126 1.2133 0.2109 0.085 Uiso 1 1 calc R . . H1N2 H 0.195(2) 0.986(3) 0.1173(11) 0.021(9) Uiso 1 1 d . . . H1N4 H 0.294(3) 0.990(3) -0.1183(13) 0.033(11) Uiso 1 1 d . . . H1N6 H 0.248(3) 0.643(3) 0.2288(12) 0.031(10) Uiso 1 1 d . . . S2 S 0.32361(8) 0.35143(9) 0.16984(3) 0.0296(3) Uani 0.758(3) 1 d P A 1 O2 O 0.2385(2) 0.4045(3) 0.16563(10) 0.0306(7) Uani 0.758(3) 1 d P A 1 C18 C 0.3798(3) 0.4129(6) 0.12957(18) 0.0477(14) Uani 0.758(3) 1 d P A 1 C19 C 0.3845(5) 0.4129(7) 0.21626(19) 0.068(2) Uani 0.758(3) 1 d P A 1 S2A S 0.3307(3) 0.4203(3) 0.20389(12) 0.0322(11) Uani 0.242(3) 1 d P A 2 O2A O 0.3183(10) 0.4405(11) 0.1550(4) 0.058(4) Uani 0.242(3) 1 d P A 2 C18A C 0.2435(12) 0.3447(14) 0.2148(6) 0.044(4) Uani 0.242(3) 1 d P A 2 C19A C 0.4062(12) 0.3155(17) 0.2115(6) 0.053(5) Uani 0.242(3) 1 d P A 2 O1W O 0.4258(12) 0.3564(15) 0.1000(6) 0.082(5) Uiso 0.242(3) 1 d P . . O2W O 0.0990(4) 1.0290(5) -0.0056(2) 0.006(2) Uiso 0.276(11) 1 d P . . O3W O 0.4302(16) 0.4910(14) 0.0291(6) 0.087(8) Uiso 0.33(2) 1 d P . . O4W O -0.0698(8) 0.8631(10) -0.0308(4) 0.055(5) Uiso 0.277(13) 1 d P . . O5W O 0.4766(14) 0.5103(13) 0.0347(5) 0.052(7) Uiso 0.24(2) 1 d P . . O6W O 0.3815(11) 0.3650(13) 0.0225(5) 0.046(6) Uiso 0.180(11) 1 d P . . O7W O 0.5537(12) 0.5274(15) 0.0183(7) 0.031(7) Uiso 0.140(14) 1 d P . . O8W O 0.5325(16) 0.559(2) 0.0406(9) 0.112(12) Uiso 0.28(3) 1 d P . . 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 0.0183(2) 0.01537(19) 0.01694(18) 0.000 0.00705(14) 0.000 Se2 0.01721(15) 0.02369(16) 0.01279(13) -0.00094(10) 0.00330(10) -0.00701(11) Cu1 0.01672(18) 0.01786(18) 0.01077(15) 0.00161(12) 0.00364(12) -0.00159(13) Cl1 0.0229(4) 0.0219(4) 0.0346(4) -0.0016(3) 0.0140(3) 0.0006(3) Cl2 0.0169(4) 0.0483(5) 0.0261(4) 0.0163(3) -0.0012(3) -0.0083(3) S1 0.0298(4) 0.0265(4) 0.0215(4) -0.0005(3) 0.0045(3) -0.0006(3) O1 0.062(2) 0.0293(14) 0.076(2) 0.0021(14) 0.0490(17) 0.0098(13) N1 0.0202(12) 0.0143(11) 0.0135(10) -0.0005(8) 0.0044(9) -0.0016(9) N2 0.0219(13) 0.0176(12) 0.0121(10) -0.0005(9) 0.0063(9) 0.0017(10) N3 0.0210(13) 0.0166(12) 0.0139(10) 0.0009(9) 0.0029(9) -0.0001(9) N4 0.0343(15) 0.0167(12) 0.0125(11) 0.0036(9) 0.0015(10) 0.0041(10) N5 0.0170(12) 0.0251(13) 0.0106(10) 0.0053(9) 0.0007(8) -0.0002(10) N6 0.0147(13) 0.0406(16) 0.0151(11) 0.0114(11) -0.0006(9) -0.0059(11) C1 0.0238(16) 0.0196(15) 0.0277(15) 0.0012(12) 0.0124(12) 0.0020(12) C2 0.0189(14) 0.0190(14) 0.0108(11) 0.0007(10) 0.0024(10) -0.0025(11) C3 0.0153(13) 0.0181(13) 0.0102(11) -0.0009(10) 0.0016(9) -0.0042(10) C4 0.0230(15) 0.0182(14) 0.0108(11) 0.0009(10) 0.0019(10) -0.0008(11) C5 0.041(2) 0.0176(15) 0.0282(16) 0.0007(12) 0.0157(14) 0.0000(13) C6 0.039(2) 0.0269(17) 0.0204(14) -0.0021(12) -0.0049(13) 0.0130(14) C7 0.0161(13) 0.0199(14) 0.0146(12) 0.0010(10) 0.0040(10) 0.0005(11) C8 0.0185(14) 0.0203(14) 0.0115(12) 0.0006(10) 0.0052(10) -0.0051(11) C9 0.0345(18) 0.0192(14) 0.0145(13) 0.0018(11) 0.0062(12) -0.0001(13) C10 0.068(3) 0.0210(17) 0.0223(16) -0.0006(13) 0.0060(16) 0.0067(16) C11 0.0225(16) 0.0375(18) 0.0178(14) 0.0094(13) -0.0026(12) -0.0067(13) C12 0.0147(13) 0.0196(14) 0.0112(11) 0.0018(10) 0.0030(10) -0.0008(10) C13 0.0176(14) 0.0191(14) 0.0139(12) 0.0016(10) 0.0055(10) 0.0014(11) C14 0.0178(15) 0.0333(17) 0.0164(13) 0.0093(12) 0.0016(11) -0.0020(12) C15 0.0241(17) 0.056(2) 0.0224(15) 0.0208(15) -0.0062(13) -0.0062(16) C16 0.0297(18) 0.0285(17) 0.0296(16) 0.0030(13) 0.0073(13) 0.0040(14) C17 0.087(4) 0.062(3) 0.0213(17) 0.0047(17) 0.0070(19) 0.047(3) S2 0.0358(7) 0.0271(6) 0.0245(5) 0.0019(4) -0.0032(4) 0.0071(5) O2 0.0283(17) 0.0376(18) 0.0252(15) 0.0100(13) 0.0000(12) 0.0041(14) C18 0.030(3) 0.075(4) 0.038(3) 0.015(3) 0.005(2) 0.005(3) C19 0.044(4) 0.122(7) 0.031(3) -0.023(3) -0.024(3) 0.029(4) S2A 0.039(3) 0.0294(19) 0.0287(19) -0.0028(14) 0.0042(17) 0.0030(16) O2A 0.083(11) 0.057(9) 0.032(6) 0.005(6) -0.002(6) 0.021(7) C18A 0.050(11) 0.040(9) 0.044(9) -0.011(7) 0.009(8) -0.007(8) C19A 0.044(11) 0.066(13) 0.053(10) 0.030(9) 0.021(8) 0.028(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 Se1 C13 1.898(3) . ? Se1 C13 1.898(3) 2 ? Se2 C3 1.895(3) . ? Se2 C8 1.899(3) . ? Cu1 N5 2.001(2) . ? Cu1 N1 2.010(2) . ? Cu1 N3 2.073(2) 7_565 ? Cu1 Cl1 2.3479(9) . ? Cu1 Cl2 2.4241(11) . ? S1 O1 1.492(3) . ? S1 C17 1.764(4) . ? S1 C16 1.796(4) . ? N1 C2 1.336(4) . ? N1 N2 1.366(3) . ? N2 C4 1.336(4) . ? N3 C7 1.336(3) . ? N3 N4 1.363(3) . ? N3 Cu1 2.073(2) 7_565 ? N4 C9 1.346(4) . ? N5 C12 1.333(4) . ? N5 N6 1.356(3) . ? N6 C14 1.341(4) . ? C1 C2 1.496(4) . ? C2 C3 1.408(4) . ? C3 C4 1.388(4) . ? C4 C5 1.491(4) . ? C6 C7 1.485(4) . ? C7 C8 1.402(4) . ? C8 C9 1.380(4) . ? C9 C10 1.488(4) . ? C11 C12 1.489(4) . ? C12 C13 1.413(4) . ? C13 C14 1.386(4) . ? C14 C15 1.485(4) . ? S2 O2 1.510(3) . ? S2 C18 1.779(6) . ? S2 C19 1.801(6) . ? C18 O1W 1.417(19) . ? S2A O2A 1.509(12) . ? S2A C18A 1.748(19) . ? S2A C19A 1.778(18) . ? O2W O3W 0.85(2) 7_565 ? O2W O7W 1.09(2) 3_455 ? O2W O6W 1.463(17) 7_565 ? O2W O5W 1.50(2) 7_565 ? O3W O5W 0.78(2) . ? O3W O2W 0.85(2) 7_565 ? O3W O7W 1.52(3) 5_665 ? O3W O6W 1.75(3) . ? O4W O8W 1.20(3) 7_565 ? O4W O7W 1.43(2) 7_565 ? O5W O8W 1.08(3) . ? O5W O7W 1.40(3) . ? O5W O2W 1.50(2) 7_565 ? O5W O7W 1.71(3) 5_665 ? O6W O2W 1.463(17) 7_565 ? O7W O8W 0.88(3) . ? O7W O2W 1.09(2) 3_545 ? O7W O4W 1.43(2) 7_565 ? O7W O3W 1.52(3) 5_665 ? O7W O5W 1.71(3) 5_665 ? O8W O4W 1.20(3) 7_565 ? 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 C13 Se1 C13 101.77(17) . 2 ? C3 Se2 C8 102.30(12) . . ? N5 Cu1 N1 177.42(10) . . ? N5 Cu1 N3 90.04(10) . 7_565 ? N1 Cu1 N3 90.47(9) . 7_565 ? N5 Cu1 Cl1 90.37(8) . . ? N1 Cu1 Cl1 91.57(7) . . ? N3 Cu1 Cl1 119.71(7) 7_565 . ? N5 Cu1 Cl2 89.34(7) . . ? N1 Cu1 Cl2 88.18(7) . . ? N3 Cu1 Cl2 117.25(8) 7_565 . ? Cl1 Cu1 Cl2 123.03(3) . . ? O1 S1 C17 107.0(2) . . ? O1 S1 C16 106.13(16) . . ? C17 S1 C16 96.80(19) . . ? C2 N1 N2 106.1(2) . . ? C2 N1 Cu1 129.6(2) . . ? N2 N1 Cu1 123.22(18) . . ? C4 N2 N1 112.0(2) . . ? C7 N3 N4 105.4(2) . . ? C7 N3 Cu1 130.4(2) . 7_565 ? N4 N3 Cu1 123.54(18) . 7_565 ? C9 N4 N3 112.0(2) . . ? C12 N5 N6 106.1(2) . . ? C12 N5 Cu1 134.53(19) . . ? N6 N5 Cu1 119.11(19) . . ? C14 N6 N5 112.6(3) . . ? N1 C2 C3 109.3(2) . . ? N1 C2 C1 122.4(2) . . ? C3 C2 C1 128.3(3) . . ? C4 C3 C2 106.3(2) . . ? C4 C3 Se2 125.8(2) . . ? C2 C3 Se2 127.6(2) . . ? N2 C4 C3 106.3(2) . . ? N2 C4 C5 123.3(3) . . ? C3 C4 C5 130.3(3) . . ? N3 C7 C8 110.1(2) . . ? N3 C7 C6 121.1(3) . . ? C8 C7 C6 128.8(3) . . ? C9 C8 C7 106.1(2) . . ? C9 C8 Se2 126.9(2) . . ? C7 C8 Se2 126.6(2) . . ? N4 C9 C8 106.3(3) . . ? N4 C9 C10 122.6(3) . . ? C8 C9 C10 131.1(3) . . ? N5 C12 C13 109.2(2) . . ? N5 C12 C11 122.5(2) . . ? C13 C12 C11 128.3(3) . . ? C14 C13 C12 106.4(2) . . ? C14 C13 Se1 124.9(2) . . ? C12 C13 Se1 128.3(2) . . ? N6 C14 C13 105.7(2) . . ? N6 C14 C15 122.0(3) . . ? C13 C14 C15 132.2(3) . . ? O2 S2 C18 106.1(2) . . ? O2 S2 C19 106.7(3) . . ? C18 S2 C19 95.2(3) . . ? O1W C18 S2 124.7(9) . . ? O2A S2A C18A 105.0(9) . . ? O2A S2A C19A 105.4(8) . . ? C18A S2A C19A 97.3(9) . . ? O3W O2W O7W 102.5(18) 7_565 3_455 ? O3W O2W O6W 94.9(14) 7_565 7_565 ? O7W O2W O6W 116.0(13) 3_455 7_565 ? O3W O2W O5W 22.0(14) 7_565 7_565 ? O7W O2W O5W 80.6(12) 3_455 7_565 ? O6W O2W O5W 106.0(9) 7_565 7_565 ? O5W O3W O2W 134(3) . 7_565 ? O5W O3W O7W 90(2) . 5_665 ? O2W O3W O7W 44.4(11) 7_565 5_665 ? O5W O3W O6W 134(2) . . ? O2W O3W O6W 56.2(14) 7_565 . ? O7W O3W O6W 82.9(13) 5_665 . ? O8W O4W O7W 38.0(13) 7_565 7_565 ? O3W O5W O8W 164(3) . . ? O3W O5W O7W 146(2) . . ? O8W O5W O7W 39.1(16) . . ? O3W O5W O2W 24.0(15) . 7_565 ? O8W O5W O2W 151.8(19) . 7_565 ? O7W O5W O2W 121.6(13) . 7_565 ? O3W O5W O7W 63.0(19) . 5_665 ? O8W O5W O7W 117(2) . 5_665 ? O7W O5W O7W 82.6(13) . 5_665 ? O2W O5W O7W 39.1(8) 7_565 5_665 ? O2W O6W O3W 28.9(7) 7_565 . ? O8W O7W O2W 149(3) . 3_545 ? O8W O7W O5W 50(2) . . ? O2W O7W O5W 157.8(19) 3_545 . ? O8W O7W O4W 57(2) . 7_565 ? O2W O7W O4W 92.7(14) 3_545 7_565 ? O5W O7W O4W 100.9(15) . 7_565 ? O8W O7W O3W 157(3) . 5_665 ? O2W O7W O3W 33.1(11) 3_545 5_665 ? O5W O7W O3W 124.7(16) . 5_665 ? O4W O7W O3W 110.6(15) 7_565 5_665 ? O8W O7W O5W 140(3) . 5_665 ? O2W O7W O5W 60.3(12) 3_545 5_665 ? O5W O7W O5W 97.4(13) . 5_665 ? O4W O7W O5W 122.6(13) 7_565 5_665 ? O3W O7W O5W 27.3(8) 5_665 5_665 ? O7W O8W O5W 91(3) . . ? O7W O8W O4W 85(3) . 7_565 ? O5W O8W O4W 147(2) . 7_565 ? 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 N5 Cu1 N1 C2 42(2) . . . . ? N3 Cu1 N1 C2 -59.2(2) 7_565 . . . ? Cl1 Cu1 N1 C2 -178.9(2) . . . . ? Cl2 Cu1 N1 C2 58.1(2) . . . . ? N5 Cu1 N1 N2 -124(2) . . . . ? N3 Cu1 N1 N2 134.8(2) 7_565 . . . ? Cl1 Cu1 N1 N2 15.0(2) . . . . ? Cl2 Cu1 N1 N2 -108.0(2) . . . . ? C2 N1 N2 C4 -0.5(3) . . . . ? Cu1 N1 N2 C4 168.38(19) . . . . ? C7 N3 N4 C9 -0.5(3) . . . . ? Cu1 N3 N4 C9 170.9(2) 7_565 . . . ? N1 Cu1 N5 C12 -155(2) . . . . ? N3 Cu1 N5 C12 -54.0(3) 7_565 . . . ? Cl1 Cu1 N5 C12 65.7(3) . . . . ? Cl2 Cu1 N5 C12 -171.2(3) . . . . ? N1 Cu1 N5 N6 32(2) . . . . ? N3 Cu1 N5 N6 133.0(2) 7_565 . . . ? Cl1 Cu1 N5 N6 -107.3(2) . . . . ? Cl2 Cu1 N5 N6 15.8(2) . . . . ? C12 N5 N6 C14 1.3(4) . . . . ? Cu1 N5 N6 C14 176.1(2) . . . . ? N2 N1 C2 C3 0.6(3) . . . . ? Cu1 N1 C2 C3 -167.33(19) . . . . ? N2 N1 C2 C1 -178.6(3) . . . . ? Cu1 N1 C2 C1 13.5(4) . . . . ? N1 C2 C3 C4 -0.5(3) . . . . ? C1 C2 C3 C4 178.6(3) . . . . ? N1 C2 C3 Se2 173.69(19) . . . . ? C1 C2 C3 Se2 -7.2(4) . . . . ? C8 Se2 C3 C4 -98.2(2) . . . . ? C8 Se2 C3 C2 88.7(3) . . . . ? N1 N2 C4 C3 0.2(3) . . . . ? N1 N2 C4 C5 -178.7(3) . . . . ? C2 C3 C4 N2 0.2(3) . . . . ? Se2 C3 C4 N2 -174.12(19) . . . . ? C2 C3 C4 C5 178.9(3) . . . . ? Se2 C3 C4 C5 4.7(5) . . . . ? N4 N3 C7 C8 1.2(3) . . . . ? Cu1 N3 C7 C8 -169.4(2) 7_565 . . . ? N4 N3 C7 C6 -177.5(3) . . . . ? Cu1 N3 C7 C6 11.9(4) 7_565 . . . ? N3 C7 C8 C9 -1.5(3) . . . . ? C6 C7 C8 C9 177.1(3) . . . . ? N3 C7 C8 Se2 -175.4(2) . . . . ? C6 C7 C8 Se2 3.2(5) . . . . ? C3 Se2 C8 C9 89.7(3) . . . . ? C3 Se2 C8 C7 -97.7(3) . . . . ? N3 N4 C9 C8 -0.4(4) . . . . ? N3 N4 C9 C10 177.5(3) . . . . ? C7 C8 C9 N4 1.1(3) . . . . ? Se2 C8 C9 N4 175.0(2) . . . . ? C7 C8 C9 C10 -176.5(4) . . . . ? Se2 C8 C9 C10 -2.7(5) . . . . ? N6 N5 C12 C13 -0.7(3) . . . . ? Cu1 N5 C12 C13 -174.3(2) . . . . ? N6 N5 C12 C11 178.0(3) . . . . ? Cu1 N5 C12 C11 4.4(5) . . . . ? N5 C12 C13 C14 -0.1(3) . . . . ? C11 C12 C13 C14 -178.7(3) . . . . ? N5 C12 C13 Se1 -172.8(2) . . . . ? C11 C12 C13 Se1 8.6(5) . . . . ? C13 Se1 C13 C14 107.8(3) 2 . . . ? C13 Se1 C13 C12 -80.7(3) 2 . . . ? N5 N6 C14 C13 -1.3(4) . . . . ? N5 N6 C14 C15 179.7(3) . . . . ? C12 C13 C14 N6 0.8(3) . . . . ? Se1 C13 C14 N6 173.8(2) . . . . ? C12 C13 C14 C15 179.6(4) . . . . ? Se1 C13 C14 C15 -7.4(5) . . . . ? O2 S2 C18 O1W -132.7(10) . . . . ? C19 S2 C18 O1W 118.2(10) . . . . ? O2W O3W O5W O8W 92(11) 7_565 . . . ? O7W O3W O5W O8W 95(11) 5_665 . . . ? O6W O3W O5W O8W 174(9) . . . . ? O2W O3W O5W O7W -4(6) 7_565 . . . ? O7W O3W O5W O7W -2(4) 5_665 . . . ? O6W O3W O5W O7W 78(5) . . . . ? O7W O3W O5W O2W 3(3) 5_665 . . 7_565 ? O6W O3W O5W O2W 82(4) . . . 7_565 ? O2W O3W O5W O7W -3(3) 7_565 . . 5_665 ? O6W O3W O5W O7W 80(3) . . . 5_665 ? O5W O3W O6W O2W -121(4) . . . 7_565 ? O7W O3W O6W O2W -38.5(11) 5_665 . . 7_565 ? O3W O5W O7W O8W 154(5) . . . . ? O2W O5W O7W O8W 152(3) 7_565 . . . ? O7W O5W O7W O8W 153(3) 5_665 . . . ? O3W O5W O7W O2W 0(7) . . . 3_545 ? O8W O5W O7W O2W -154(6) . . . 3_545 ? O2W O5W O7W O2W -2(6) 7_565 . . 3_545 ? O7W O5W O7W O2W -2(4) 5_665 . . 3_545 ? O3W O5W O7W O4W 127(4) . . . 7_565 ? O8W O5W O7W O4W -27(2) . . . 7_565 ? O2W O5W O7W O4W 124.8(13) 7_565 . . 7_565 ? O7W O5W O7W O4W 125.3(15) 5_665 . . 7_565 ? O3W O5W O7W O3W 2(5) . . . 5_665 ? O8W O5W O7W O3W -152(3) . . . 5_665 ? O2W O5W O7W O3W 0(3) 7_565 . . 5_665 ? O7W O5W O7W O3W 0.5(14) 5_665 . . 5_665 ? O3W O5W O7W O5W 1(4) . . . 5_665 ? O8W O5W O7W O5W -153(3) . . . 5_665 ? O2W O5W O7W O5W -0.5(14) 7_565 . . 5_665 ? O7W O5W O7W O5W 0.0 5_665 . . 5_665 ? O2W O7W O8W O5W 162(4) 3_545 . . . ? O4W O7W O8W O5W 147(2) 7_565 . . . ? O3W O7W O8W O5W 86(7) 5_665 . . . ? O5W O7W O8W O5W 45(4) 5_665 . . . ? O2W O7W O8W O4W 14(5) 3_545 . . 7_565 ? O5W O7W O8W O4W -147(2) . . . 7_565 ? O3W O7W O8W O4W -61(8) 5_665 . . 7_565 ? O5W O7W O8W O4W -103(3) 5_665 . . 7_565 ? O3W O5W O8W O7W -117(10) . . . . ? O2W O5W O8W O7W -57(5) 7_565 . . . ? O7W O5W O8W O7W -31(3) 5_665 . . . ? O3W O5W O8W O4W -35(14) . . . 7_565 ? O7W O5W O8W O4W 82(6) . . . 7_565 ? O2W O5W O8W O4W 25(9) 7_565 . . 7_565 ? O7W O5W O8W O4W 52(6) 5_665 . . 7_565 ? _diffrn_measured_fraction_theta_max 0.919 _diffrn_reflns_theta_full 28.55 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.831 _refine_diff_density_min -0.703 _refine_diff_density_rms 0.110 data_4 _database_code_depnum_ccdc_archive 'CCDC 637414' _audit_creation_method SHELXL-97 _chemical_name_systematic ; [monoaqua-catena-{(bis[mu-cis-bis(3,5-dimethyl-1H-pyrazolyl)selenide]) copper(II)}] dibromide monohydrate ; _chemical_name_common ; (monoaqua-catena-((bis(mu-cis-bis(3,5-dimethyl-1H- pyrazolyl)selenide)) copper(ii))) dibromide monohydrate ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H30 Br2 Cu N8 O2 Se2' _chemical_formula_weight 795.80 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 11.427(4) _cell_length_b 13.537(4) _cell_length_c 18.835(4) _cell_angle_alpha 90.00 _cell_angle_beta 93.16(3) _cell_angle_gamma 90.00 _cell_volume 2909.1(15) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.817 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1556 _exptl_absorpt_coefficient_mu 6.032 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3502 _exptl_absorpt_correction_T_max 0.6555 _exptl_absorpt_process_details 'Xprep in Shelxtl v.6.14-1 (Sheldrick, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_method '\f scans and \w scans with \k offset' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9343 _diffrn_reflns_av_R_equivalents 0.0954 _diffrn_reflns_av_sigmaI/netI 0.0859 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 28.46 _reflns_number_total 3347 _reflns_number_gt 2824 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _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^)+(0.0821P)^2^+2.9895P] 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 3347 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0627 _refine_ls_R_factor_gt 0.0530 _refine_ls_wR_factor_ref 0.1459 _refine_ls_wR_factor_gt 0.1378 _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_restrained_S_all 1.084 _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 Br1 Br 0.23711(5) 0.26421(4) 0.27267(3) 0.02659(18) Uani 1 1 d . . . Se1 Se 0.30359(4) 0.59851(3) 0.00127(2) 0.01409(16) Uani 1 1 d . . . Cu1 Cu 0.0000 0.53451(6) 0.2500 0.01174(19) Uani 1 2 d S . . O1 O 0.0000 0.6988(3) 0.2500 0.0202(10) Uani 1 2 d S . . H1 H 0.0614 0.7328 0.2400 0.030 Uiso 1 1 d R . . O1W O 0.0000 0.1098(3) 0.2500 0.0526(18) Uani 1 2 d SR . . N1 N 0.1233(3) 0.5303(3) 0.1762(2) 0.0139(7) Uani 1 1 d . . . N2 N 0.2196(3) 0.4714(3) 0.1857(2) 0.0149(8) Uani 1 1 d . . . H1N2 H 0.2340 0.4344 0.2223 0.018 Uiso 1 1 d R . . N3 N 0.1232(3) 0.4851(3) -0.17268(19) 0.0137(7) Uani 1 1 d . . . N4 N 0.2120(3) 0.4181(3) -0.1625(2) 0.0148(8) Uani 1 1 d . . . H1N4 H 0.2229 0.3690 -0.1903 0.018 Uiso 1 1 d R . . C1 C 0.0470(4) 0.6496(4) 0.0842(3) 0.0197(10) Uani 1 1 d . . . H1A H -0.0099 0.6161 0.0536 0.030 Uiso 1 1 calc R . . H1B H 0.0864 0.6986 0.0575 0.030 Uiso 1 1 calc R . . H1C H 0.0084 0.6810 0.1222 0.030 Uiso 1 1 calc R . . C2 C 0.1338(4) 0.5772(3) 0.1142(2) 0.0128(8) Uani 1 1 d . . . C3 C 0.2381(4) 0.5451(3) 0.0842(2) 0.0153(9) Uani 1 1 d . . . C4 C 0.2898(4) 0.4781(4) 0.1307(2) 0.0175(9) Uani 1 1 d . . . C5 C 0.4016(4) 0.4214(4) 0.1306(3) 0.0245(11) Uani 1 1 d . . . H5A H 0.3869 0.3534 0.1413 0.037 Uiso 1 1 calc R . . H5B H 0.4567 0.4483 0.1658 0.037 Uiso 1 1 calc R . . H5C H 0.4333 0.4261 0.0846 0.037 Uiso 1 1 calc R . . C6 C 0.0516(4) 0.6327(3) -0.1110(2) 0.0156(9) Uani 1 1 d . . . H6A H 0.0213 0.6538 -0.1570 0.023 Uiso 1 1 calc R . . H6B H 0.0920 0.6866 -0.0873 0.023 Uiso 1 1 calc R . . H6C H -0.0119 0.6115 -0.0833 0.023 Uiso 1 1 calc R . . C7 C 0.1350(4) 0.5487(3) -0.1192(2) 0.0121(8) Uani 1 1 d . . . C8 C 0.2335(4) 0.5218(3) -0.0740(2) 0.0129(8) Uani 1 1 d . . . C9 C 0.2801(4) 0.4384(3) -0.1041(2) 0.0143(9) Uani 1 1 d . . . C10 C 0.3808(4) 0.3738(4) -0.0826(3) 0.0226(10) Uani 1 1 d . . . H10A H 0.3527 0.3147 -0.0610 0.034 Uiso 1 1 calc R . . H10B H 0.4326 0.4081 -0.0492 0.034 Uiso 1 1 calc R . . H10C H 0.4223 0.3566 -0.1238 0.034 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Br1 0.0317(3) 0.0200(3) 0.0290(3) 0.0015(2) 0.0104(2) 0.0083(2) Se1 0.0120(2) 0.0183(3) 0.0121(2) 0.00002(16) 0.00274(16) -0.00429(17) Cu1 0.0100(3) 0.0152(4) 0.0102(4) 0.000 0.0025(3) 0.000 O1 0.020(2) 0.017(2) 0.025(3) 0.000 0.0099(19) 0.000 O1W 0.052(4) 0.052(4) 0.055(4) 0.000 0.018(4) 0.000 N1 0.0123(17) 0.0152(18) 0.0145(18) 0.0003(14) 0.0041(14) 0.0037(14) N2 0.0139(17) 0.0185(19) 0.0128(18) 0.0021(15) 0.0032(14) 0.0052(15) N3 0.0128(16) 0.0165(18) 0.0122(18) 0.0003(15) 0.0039(14) 0.0053(14) N4 0.0144(17) 0.0152(18) 0.0151(18) -0.0025(15) 0.0021(14) 0.0037(15) C1 0.020(2) 0.021(2) 0.019(2) 0.0059(18) 0.0067(19) 0.0078(19) C2 0.015(2) 0.0110(19) 0.013(2) -0.0027(16) 0.0027(16) 0.0009(17) C3 0.0101(18) 0.018(2) 0.019(2) -0.0033(18) 0.0054(16) -0.0015(17) C4 0.0126(19) 0.023(2) 0.017(2) 0.0052(19) 0.0066(17) 0.0043(18) C5 0.020(2) 0.032(3) 0.022(3) 0.007(2) 0.007(2) 0.012(2) C6 0.016(2) 0.016(2) 0.015(2) -0.0013(17) 0.0014(17) 0.0045(18) C7 0.0115(18) 0.014(2) 0.011(2) 0.0051(16) 0.0018(15) -0.0038(17) C8 0.0144(19) 0.019(2) 0.0051(18) 0.0042(16) 0.0017(15) -0.0014(17) C9 0.0142(19) 0.018(2) 0.011(2) -0.0027(17) 0.0020(16) 0.0029(18) C10 0.015(2) 0.025(3) 0.028(3) -0.001(2) -0.0016(19) 0.005(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 Se1 C8 1.899(4) . ? Se1 C3 1.911(4) . ? Cu1 N3 1.987(4) 5_565 ? Cu1 N3 1.987(4) 6_566 ? Cu1 N1 2.034(3) . ? Cu1 N1 2.034(3) 2 ? Cu1 O1 2.224(4) . ? O1 H1 0.8684 . ? N1 C2 1.340(5) . ? N1 N2 1.362(5) . ? N2 C4 1.350(5) . ? N2 H1N2 0.8601 . ? N3 C7 1.327(6) . ? N3 N4 1.366(5) . ? N3 Cu1 1.987(4) 5_565 ? N4 C9 1.340(6) . ? N4 H1N4 0.8600 . ? C1 C2 1.484(6) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.416(6) . ? C3 C4 1.371(6) . ? C4 C5 1.490(6) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 C7 1.496(6) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 C8 1.421(6) . ? C8 C9 1.382(6) . ? C9 C10 1.484(6) . ? 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 C8 Se1 C3 103.61(18) . . ? N3 Cu1 N3 164.6(2) 5_565 6_566 ? N3 Cu1 N1 89.14(15) 5_565 . ? N3 Cu1 N1 90.43(15) 6_566 . ? N3 Cu1 N1 90.43(15) 5_565 2 ? N3 Cu1 N1 89.14(15) 6_566 2 ? N1 Cu1 N1 176.8(2) . 2 ? N3 Cu1 O1 97.69(11) 5_565 . ? N3 Cu1 O1 97.69(11) 6_566 . ? N1 Cu1 O1 91.60(11) . . ? N1 Cu1 O1 91.60(11) 2 . ? Cu1 O1 H1 122.0 . . ? C2 N1 N2 106.4(3) . . ? C2 N1 Cu1 132.9(3) . . ? N2 N1 Cu1 120.7(3) . . ? C4 N2 N1 111.7(4) . . ? C4 N2 H1N2 124.0 . . ? N1 N2 H1N2 124.3 . . ? C7 N3 N4 106.3(4) . . ? C7 N3 Cu1 133.0(3) . 5_565 ? N4 N3 Cu1 120.3(3) . 5_565 ? C9 N4 N3 111.9(4) . . ? C9 N4 H1N4 124.1 . . ? N3 N4 H1N4 124.0 . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 108.6(4) . . ? N1 C2 C1 123.7(4) . . ? C3 C2 C1 127.6(4) . . ? C4 C3 C2 107.0(4) . . ? C4 C3 Se1 126.7(3) . . ? C2 C3 Se1 125.9(3) . . ? N2 C4 C3 106.3(4) . . ? N2 C4 C5 120.8(4) . . ? C3 C4 C5 132.8(4) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 H6A 109.5 . . ? C7 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C7 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N3 C7 C8 109.4(4) . . ? N3 C7 C6 122.2(4) . . ? C8 C7 C6 128.4(4) . . ? C9 C8 C7 106.0(4) . . ? C9 C8 Se1 126.6(3) . . ? C7 C8 Se1 126.4(3) . . ? N4 C9 C8 106.5(4) . . ? N4 C9 C10 120.6(4) . . ? C8 C9 C10 132.9(4) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 Cu1 N1 C2 50.0(4) 5_565 . . . ? N3 Cu1 N1 C2 -145.4(4) 6_566 . . . ? N1 Cu1 N1 C2 132.3(4) 2 . . . ? O1 Cu1 N1 C2 -47.7(4) . . . . ? N3 Cu1 N1 N2 -130.7(3) 5_565 . . . ? N3 Cu1 N1 N2 33.9(3) 6_566 . . . ? N1 Cu1 N1 N2 -48.4(3) 2 . . . ? O1 Cu1 N1 N2 131.6(3) . . . . ? C2 N1 N2 C4 -1.3(5) . . . . ? Cu1 N1 N2 C4 179.2(3) . . . . ? C7 N3 N4 C9 -0.5(5) . . . . ? Cu1 N3 N4 C9 -174.1(3) 5_565 . . . ? N2 N1 C2 C3 1.1(5) . . . . ? Cu1 N1 C2 C3 -179.5(3) . . . . ? N2 N1 C2 C1 -179.4(4) . . . . ? Cu1 N1 C2 C1 0.0(7) . . . . ? N1 C2 C3 C4 -0.5(5) . . . . ? C1 C2 C3 C4 -180.0(4) . . . . ? N1 C2 C3 Se1 -172.9(3) . . . . ? C1 C2 C3 Se1 7.6(7) . . . . ? C8 Se1 C3 C4 99.1(4) . . . . ? C8 Se1 C3 C2 -89.9(4) . . . . ? N1 N2 C4 C3 1.0(5) . . . . ? N1 N2 C4 C5 178.7(4) . . . . ? C2 C3 C4 N2 -0.3(5) . . . . ? Se1 C3 C4 N2 172.1(3) . . . . ? C2 C3 C4 C5 -177.6(6) . . . . ? Se1 C3 C4 C5 -5.3(8) . . . . ? N4 N3 C7 C8 0.1(5) . . . . ? Cu1 N3 C7 C8 172.5(3) 5_565 . . . ? N4 N3 C7 C6 -178.7(4) . . . . ? Cu1 N3 C7 C6 -6.4(6) 5_565 . . . ? N3 C7 C8 C9 0.2(5) . . . . ? C6 C7 C8 C9 179.0(4) . . . . ? N3 C7 C8 Se1 169.5(3) . . . . ? C6 C7 C8 Se1 -11.8(6) . . . . ? C3 Se1 C8 C9 -94.6(4) . . . . ? C3 Se1 C8 C7 98.4(4) . . . . ? N3 N4 C9 C8 0.7(5) . . . . ? N3 N4 C9 C10 179.1(4) . . . . ? C7 C8 C9 N4 -0.5(5) . . . . ? Se1 C8 C9 N4 -169.7(3) . . . . ? C7 C8 C9 C10 -178.7(5) . . . . ? Se1 C8 C9 C10 12.1(7) . . . . ? _diffrn_measured_fraction_theta_max 0.908 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.887 _refine_diff_density_min -1.096 _refine_diff_density_rms 0.205 # Attachment 'data_5.cif' data_5 _database_code_depnum_ccdc_archive 'CCDC 637415' _audit_creation_method SHELXL-97 _chemical_name_systematic ; catena-{(bis[mu-trans-bis(3,5-dimethyl-1H-pyrazolyl)selenide]) zinc(II)} dinitrate ; _chemical_name_common ; catena-((bis(mu-trans-bis(3,5-dimethyl-1H- pyrazolyl)selenide)) zinc(ii)) dinitrate ; _chemical_melting_point ? _chemical_formula_moiety 'C20 H28 N8 Se2 Zn, 2(N O3)' _chemical_formula_sum 'C20 H28 N10 O6 Se2 Zn' _chemical_formula_weight 727.81 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'I -4 c 2' _symmetry_space_group_name_Hall 'I -4 -2c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'y, -x, -z' '-x, -y, z' '-y, x, -z' 'y, x, -z+1/2' '-y, -x, -z+1/2' '-x, y, z+1/2' 'x, -y, z+1/2' 'x+1/2, y+1/2, z+1/2' 'y+1/2, -x+1/2, -z+1/2' '-x+1/2, -y+1/2, z+1/2' '-y+1/2, x+1/2, -z+1/2' 'y+1/2, x+1/2, -z+1' '-y+1/2, -x+1/2, -z+1' '-x+1/2, y+1/2, z+1' 'x+1/2, -y+1/2, z+1' _cell_length_a 13.2301(4) _cell_length_b 13.2301(4) _cell_length_c 15.8544(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2775.08(14) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.742 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1456 _exptl_absorpt_coefficient_mu 3.563 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4337 _exptl_absorpt_correction_T_max 0.6486 _exptl_absorpt_process_details 'Xprep in Shelxtl v.6.14-1 (Sheldrick, 2005)' _publ_section_exptl_refinement ; The NH hydrogen atom was located from the difference Fourier map but constrained to ride on its parent atom, with U~iso~ = 1.2 U~eq~(parent atom). Other hydrogens were positioned geometrically and were also constrained to ride on their parent atoms, with C---H = 0.98 \%A, and U~iso~ = 1.5 U~eq~(parent atom). The highest peak is located 0.85 \%A from atom H2B and the deepest hole is located 0.72 \%A from atom Se1. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_method '\f scans and \w scans with \k offset' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15520 _diffrn_reflns_av_R_equivalents 0.0346 _diffrn_reflns_av_sigmaI/netI 0.0191 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 27.51 _reflns_number_total 1597 _reflns_number_gt 1478 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR2004 (Burla et al., 2005)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond v.3.1d (Brandenburg, 2006)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0317P)^2^+2.3536P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.019(13) _chemical_absolute_configuration unk _refine_ls_number_reflns 1597 _refine_ls_number_parameters 92 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0283 _refine_ls_R_factor_gt 0.0242 _refine_ls_wR_factor_ref 0.0607 _refine_ls_wR_factor_gt 0.0591 _refine_ls_goodness_of_fit_ref 1.121 _refine_ls_restrained_S_all 1.121 _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 Se1 Se 0.261777(16) 0.261777(16) 0.2500 0.02769(11) Uani 1 2 d S . . Zn1 Zn 0.5000 0.5000 0.0000 0.02116(12) Uani 1 4 d S . . N1 N 0.45175(16) 0.39353(16) 0.07861(13) 0.0241(4) Uani 1 1 d . . . N2 N 0.48657(16) 0.29609(16) 0.08083(15) 0.0284(5) Uani 1 1 d . . . H2N H 0.5459 0.2804 0.0585 0.034 Uiso 1 1 d R . . N3 N 0.21379(16) 0.28621(16) 0.00000(15) 0.0356(8) Uani 1 2 d SR . . C1 C 0.4560(3) 0.1300(2) 0.1461(2) 0.0403(7) Uani 1 1 d . . . H1A H 0.5287 0.1188 0.1388 0.060 Uiso 1 1 calc R . . H1B H 0.4187 0.0900 0.1043 0.060 Uiso 1 1 calc R . . H1C H 0.4358 0.1092 0.2029 0.060 Uiso 1 1 calc R . . C2 C 0.4330(2) 0.23847(19) 0.13411(17) 0.0268(5) Uani 1 1 d . . . C3 C 0.35892(19) 0.29994(19) 0.16811(16) 0.0232(5) Uani 1 1 d . . . C4 C 0.3730(2) 0.39603(19) 0.13204(15) 0.0250(6) Uani 1 1 d . . . C5 C 0.3135(3) 0.4897(2) 0.14715(19) 0.0353(7) Uani 1 1 d . . . H5A H 0.3324 0.5411 0.1055 0.053 Uiso 1 1 calc R . . H5B H 0.3275 0.5151 0.2040 0.053 Uiso 1 1 calc R . . H5C H 0.2412 0.4747 0.1419 0.053 Uiso 1 1 calc R . . O1 O 0.1973(3) 0.2054(2) 0.03605(12) 0.0470(5) Uani 1 1 d . . . O2 O 0.1481(3) 0.3519(3) 0.0000 0.0874(15) 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 Se1 0.02817(12) 0.02817(12) 0.02671(17) -0.00297(19) 0.00297(19) -0.00758(12) Zn1 0.02220(16) 0.02220(16) 0.0191(2) 0.000 0.000 0.000 N1 0.0242(11) 0.0221(10) 0.0259(10) 0.0023(8) 0.0018(9) 0.0020(8) N2 0.0273(12) 0.0260(12) 0.0318(13) 0.0006(10) 0.0058(9) 0.0041(9) N3 0.0387(13) 0.0387(13) 0.0295(17) -0.0010(10) -0.0010(10) -0.0098(17) C1 0.0490(19) 0.0267(15) 0.0454(18) 0.0052(12) 0.0095(15) 0.0084(13) C2 0.0289(15) 0.0224(12) 0.0292(14) 0.0019(11) 0.0019(11) -0.0009(10) C3 0.0245(12) 0.0243(12) 0.0208(12) 0.0005(9) 0.0007(9) -0.0021(9) C4 0.0248(14) 0.0267(15) 0.0235(11) -0.0018(10) -0.0012(9) 0.0005(12) C5 0.0420(17) 0.0302(15) 0.0336(17) 0.0045(11) 0.0113(13) 0.0062(12) O1 0.0591(19) 0.0459(17) 0.0359(10) 0.0027(14) 0.0039(14) -0.0298(10) O2 0.099(2) 0.099(2) 0.065(3) 0.027(2) 0.027(2) 0.034(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 Se1 C3 1.895(3) 5 ? Se1 C3 1.895(3) . ? Zn1 N1 1.986(2) 3_665 ? Zn1 N1 1.986(2) 4_655 ? Zn1 N1 1.986(2) . ? Zn1 N1 1.986(2) 2_565 ? N1 C4 1.343(3) . ? N1 N2 1.369(3) . ? N2 C2 1.341(4) . ? N2 H2N 0.8858 . ? N3 O2 1.228(5) . ? N3 O1 1.232(3) 14_554 ? N3 O1 1.232(3) . ? C1 C2 1.479(4) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.383(4) . ? C3 C4 1.406(3) . ? C4 C5 1.488(4) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 Se1 C3 96.19(15) 5 . ? N1 Zn1 N1 113.19(6) 3_665 4_655 ? N1 Zn1 N1 102.27(12) 3_665 . ? N1 Zn1 N1 113.19(6) 4_655 . ? N1 Zn1 N1 113.19(6) 3_665 2_565 ? N1 Zn1 N1 102.27(12) 4_655 2_565 ? N1 Zn1 N1 113.19(6) . 2_565 ? C4 N1 N2 105.5(2) . . ? C4 N1 Zn1 128.86(18) . . ? N2 N1 Zn1 125.14(17) . . ? C2 N2 N1 111.9(2) . . ? C2 N2 H2N 125.9 . . ? N1 N2 H2N 120.6 . . ? O2 N3 O1 119.2(3) . 14_554 ? O2 N3 O1 119.2(2) . . ? O1 N3 O1 121.5(4) 14_554 . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N2 C2 C3 106.6(2) . . ? N2 C2 C1 121.6(3) . . ? C3 C2 C1 131.8(3) . . ? C2 C3 C4 106.2(2) . . ? C2 C3 Se1 126.22(19) . . ? C4 C3 Se1 127.5(2) . . ? N1 C4 C3 109.7(2) . . ? N1 C4 C5 122.2(2) . . ? C3 C4 C5 128.1(2) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2N O1 0.89 2.04 2.877(4) 156.5 16_554 N2 H2N O2 0.89 2.40 3.169(2) 145.6 4_655 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.775 _refine_diff_density_min -0.501 _refine_diff_density_rms 0.070 # Attachment 'data_6.cif' data_6 _database_code_depnum_ccdc_archive 'CCDC 637416' _audit_creation_method SHELXL-97 _chemical_name_systematic ; catena-{bis([mu-cis-bis(3,5-dimethyl-1H-pyrazolyl)selenide])cadmium(II)} bis(mu-tiocyanate) ; _chemical_name_common ; catena-(bis((mu-cis-bis(3,5-dimethyl-1H- pyrazolyl)selenide))cadmium(ii)) bis(mu-tiocyanate) ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H14 Cd N6 S2 Se' _chemical_formula_weight 497.77 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 10.944(2) _cell_length_b 13.516(3) _cell_length_c 23.043(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3408.5(12) _cell_formula_units_Z 8 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.940 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1936 _exptl_absorpt_coefficient_mu 3.666 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4594 _exptl_absorpt_correction_T_max 0.6688 _exptl_absorpt_process_details 'Xprep in Shelxtl v.6.14-1 (Sheldrick, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_method '\f scans and \w scans with \k offset' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22253 _diffrn_reflns_av_R_equivalents 0.0614 _diffrn_reflns_av_sigmaI/netI 0.0401 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 3.50 _diffrn_reflns_theta_max 28.50 _reflns_number_total 4084 _reflns_number_gt 3553 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'EvalCCD (Duisenberg, 1998-2003)' _computing_data_reduction 'EvalCCD (Duisenberg, 1998-2003)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond v.3.1d (Crystal Impact GbR, 2006)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0318P)^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 4084 _refine_ls_number_parameters 212 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0477 _refine_ls_R_factor_gt 0.0365 _refine_ls_wR_factor_ref 0.0747 _refine_ls_wR_factor_gt 0.0716 _refine_ls_goodness_of_fit_ref 1.182 _refine_ls_restrained_S_all 1.182 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.91924(2) 0.079392(17) 0.294345(10) 0.01349(7) Uani 1 1 d . . . Se1 Se 0.80232(3) 0.23404(3) 0.550144(14) 0.01706(9) Uani 1 1 d . . . S1 S 0.97679(7) -0.03454(7) 0.19832(4) 0.01908(19) Uani 1 1 d . . . S2 S 0.82391(8) 0.24443(7) 0.24689(4) 0.0227(2) Uani 1 1 d . . . N1 N 0.9141(3) 0.1576(2) 0.38663(12) 0.0176(6) Uani 1 1 d . . . N2 N 0.9518(3) 0.2537(2) 0.39113(13) 0.0180(6) Uani 1 1 d . . . N3 N 1.0058(3) 0.0555(2) 0.65578(12) 0.0185(6) Uani 1 1 d . . . N4 N 1.0739(3) 0.1403(2) 0.65375(13) 0.0191(6) Uani 1 1 d . . . N5 N 1.2303(2) 0.0010(2) 0.19998(12) 0.0188(6) Uani 1 1 d . . . N6 N 0.5934(3) 0.1735(2) 0.21478(13) 0.0218(7) Uani 1 1 d . . . C1 C 0.8185(3) 0.0352(3) 0.45132(16) 0.0236(8) Uani 1 1 d . . . H1A H 0.7857 0.0068 0.4165 0.046(4) Uiso 1 1 calc R . . H1B H 0.7552 0.0399 0.4800 0.046(4) Uiso 1 1 calc R . . H1C H 0.8833 -0.0060 0.4657 0.046(4) Uiso 1 1 calc R . . C2 C 0.8673(3) 0.1360(3) 0.43855(14) 0.0168(7) Uani 1 1 d . . . C3 C 0.8732(3) 0.2194(2) 0.47538(14) 0.0158(7) Uani 1 1 d . . . C4 C 0.9295(3) 0.2931(3) 0.44327(15) 0.0178(7) Uani 1 1 d . . . C5 C 0.9659(3) 0.3956(3) 0.45878(15) 0.0214(7) Uani 1 1 d . . . H5A H 1.0527 0.3981 0.4646 0.046(4) Uiso 1 1 calc R . . H5B H 0.9251 0.4150 0.4939 0.046(4) Uiso 1 1 calc R . . H5C H 0.9435 0.4398 0.4280 0.046(4) Uiso 1 1 calc R . . C6 C 0.8143(3) -0.0044(3) 0.61264(16) 0.0256(8) Uani 1 1 d . . . H6A H 0.8465 -0.0573 0.5894 0.046(4) Uiso 1 1 calc R . . H6B H 0.7451 0.0244 0.5934 0.046(4) Uiso 1 1 calc R . . H6C H 0.7894 -0.0300 0.6497 0.046(4) Uiso 1 1 calc R . . C7 C 0.9102(3) 0.0723(3) 0.62118(14) 0.0173(7) Uani 1 1 d . . . C8 C 0.9184(3) 0.1675(2) 0.59768(14) 0.0159(7) Uani 1 1 d . . . C9 C 1.0236(3) 0.2097(2) 0.62028(14) 0.0169(7) Uani 1 1 d . . . C10 C 1.0795(3) 0.3088(3) 0.61190(16) 0.0239(8) Uani 1 1 d . . . H10A H 1.1492 0.3154 0.6369 0.046(4) Uiso 1 1 calc R . . H10B H 1.0207 0.3591 0.6212 0.046(4) Uiso 1 1 calc R . . H10C H 1.1047 0.3160 0.5722 0.046(4) Uiso 1 1 calc R . . C11 C 1.1259(3) -0.0136(2) 0.20002(13) 0.0153(7) Uani 1 1 d . . . C12 C 0.6880(3) 0.2024(2) 0.22837(14) 0.0160(7) Uani 1 1 d . . . H1N2 H 0.979(3) 0.280(3) 0.3634(17) 0.020(10) Uiso 1 1 d . . . H1N4 H 1.135(3) 0.146(3) 0.6737(16) 0.024(11) Uiso 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 Cd1 0.01126(12) 0.01400(13) 0.01522(12) -0.00126(9) 0.00025(9) -0.00023(9) Se1 0.01438(17) 0.01917(18) 0.01763(17) -0.00173(14) 0.00077(13) 0.00320(13) S1 0.0122(4) 0.0239(5) 0.0211(4) -0.0071(4) 0.0005(3) -0.0028(3) S2 0.0188(4) 0.0182(4) 0.0310(5) 0.0065(4) -0.0080(4) -0.0058(3) N1 0.0207(15) 0.0154(15) 0.0168(14) -0.0017(11) 0.0013(11) -0.0016(12) N2 0.0215(16) 0.0176(15) 0.0148(14) 0.0015(12) 0.0018(12) -0.0026(12) N3 0.0179(15) 0.0164(15) 0.0213(15) -0.0015(12) -0.0003(12) 0.0002(11) N4 0.0176(15) 0.0194(15) 0.0204(15) -0.0029(12) -0.0042(13) -0.0001(12) N5 0.0158(15) 0.0179(15) 0.0228(16) -0.0013(12) 0.0026(12) -0.0006(11) N6 0.0169(16) 0.0197(16) 0.0290(17) 0.0043(13) -0.0021(12) -0.0011(12) C1 0.026(2) 0.0200(19) 0.0244(19) -0.0009(15) 0.0054(15) -0.0046(15) C2 0.0129(16) 0.0187(17) 0.0188(17) -0.0003(14) -0.0006(13) -0.0001(13) C3 0.0132(16) 0.0163(17) 0.0179(16) -0.0023(13) -0.0010(13) 0.0009(13) C4 0.0160(17) 0.0181(17) 0.0191(16) -0.0008(14) -0.0032(13) 0.0035(13) C5 0.0257(19) 0.0158(17) 0.0228(18) 0.0007(14) -0.0009(15) -0.0005(14) C6 0.0223(19) 0.024(2) 0.030(2) 0.0055(16) -0.0041(16) -0.0038(16) C7 0.0175(17) 0.0171(17) 0.0172(16) -0.0022(14) 0.0015(13) 0.0003(13) C8 0.0155(17) 0.0185(17) 0.0135(15) -0.0019(13) 0.0021(13) 0.0007(13) C9 0.0184(17) 0.0136(17) 0.0187(16) -0.0030(14) -0.0001(14) -0.0015(14) C10 0.0220(19) 0.0208(19) 0.0289(19) 0.0005(16) -0.0044(15) -0.0069(15) C11 0.0199(17) 0.0151(16) 0.0109(15) -0.0009(13) -0.0013(13) 0.0024(13) C12 0.0206(18) 0.0133(16) 0.0141(15) 0.0022(13) 0.0023(13) 0.0005(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 Cd1 N6 2.301(3) 6_656 ? Cd1 N3 2.306(3) 5_756 ? Cd1 N5 2.327(3) 6_556 ? Cd1 N1 2.375(3) . ? Cd1 S2 2.6944(10) . ? Cd1 S1 2.7683(10) . ? Se1 C3 1.899(3) . ? Se1 C8 1.903(3) . ? S1 C11 1.656(3) . ? S2 C12 1.649(3) . ? N1 C2 1.333(4) . ? N1 N2 1.367(4) . ? N2 C4 1.337(4) . ? N2 H1N2 0.79(4) . ? N3 C7 1.335(4) . ? N3 N4 1.369(4) . ? N3 Cd1 2.306(3) 5_756 ? N4 C9 1.333(4) . ? N4 H1N4 0.81(4) . ? N5 C11 1.161(4) . ? N5 Cd1 2.327(3) 6_656 ? N6 C12 1.150(4) . ? N6 Cd1 2.301(3) 6_556 ? C1 C2 1.494(5) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.412(5) . ? C3 C4 1.385(5) . ? C4 C5 1.485(5) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 C7 1.490(5) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 C8 1.399(5) . ? C8 C9 1.386(4) . ? C9 C10 1.485(5) . ? 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 N6 Cd1 N3 100.84(10) 6_656 5_756 ? N6 Cd1 N5 173.12(10) 6_656 6_556 ? N3 Cd1 N5 85.88(10) 5_756 6_556 ? N6 Cd1 N1 81.68(10) 6_656 . ? N3 Cd1 N1 85.06(10) 5_756 . ? N5 Cd1 N1 97.54(10) 6_556 . ? N6 Cd1 S2 79.96(8) 6_656 . ? N3 Cd1 S2 174.00(7) 5_756 . ? N5 Cd1 S2 93.20(7) 6_556 . ? N1 Cd1 S2 89.19(7) . . ? N6 Cd1 S1 92.64(8) 6_656 . ? N3 Cd1 S1 82.98(7) 5_756 . ? N5 Cd1 S1 89.65(7) 6_556 . ? N1 Cd1 S1 165.56(7) . . ? S2 Cd1 S1 102.96(3) . . ? C3 Se1 C8 101.56(14) . . ? C11 S1 Cd1 96.34(11) . . ? C12 S2 Cd1 99.74(12) . . ? C2 N1 N2 104.8(3) . . ? C2 N1 Cd1 135.7(2) . . ? N2 N1 Cd1 118.9(2) . . ? C4 N2 N1 113.1(3) . . ? C4 N2 H1N2 128(3) . . ? N1 N2 H1N2 119(3) . . ? C7 N3 N4 105.2(3) . . ? C7 N3 Cd1 135.4(2) . 5_756 ? N4 N3 Cd1 119.1(2) . 5_756 ? C9 N4 N3 112.6(3) . . ? C9 N4 H1N4 127(3) . . ? N3 N4 H1N4 121(3) . . ? C11 N5 Cd1 162.4(3) . 6_656 ? C12 N6 Cd1 163.4(3) . 6_556 ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 110.3(3) . . ? N1 C2 C1 120.9(3) . . ? C3 C2 C1 128.8(3) . . ? C4 C3 C2 105.8(3) . . ? C4 C3 Se1 126.3(3) . . ? C2 C3 Se1 127.6(3) . . ? N2 C4 C3 105.9(3) . . ? N2 C4 C5 122.6(3) . . ? C3 C4 C5 131.4(3) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 H6A 109.5 . . ? C7 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C7 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N3 C7 C8 109.8(3) . . ? N3 C7 C6 120.8(3) . . ? C8 C7 C6 129.4(3) . . ? C9 C8 C7 106.6(3) . . ? C9 C8 Se1 125.2(3) . . ? C7 C8 Se1 127.9(2) . . ? N4 C9 C8 105.7(3) . . ? N4 C9 C10 122.6(3) . . ? C8 C9 C10 131.6(3) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N5 C11 S1 178.6(3) . . ? N6 C12 S2 179.2(3) . . ? 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 N6 Cd1 S1 C11 23.13(14) 6_656 . . . ? N3 Cd1 S1 C11 -77.47(14) 5_756 . . . ? N5 Cd1 S1 C11 -163.36(13) 6_556 . . . ? N1 Cd1 S1 C11 -43.2(3) . . . . ? S2 Cd1 S1 C11 103.44(12) . . . . ? N6 Cd1 S2 C12 166.49(14) 6_656 . . . ? N3 Cd1 S2 C12 -95.3(7) 5_756 . . . ? N5 Cd1 S2 C12 -14.30(14) 6_556 . . . ? N1 Cd1 S2 C12 -111.81(14) . . . . ? S1 Cd1 S2 C12 76.07(12) . . . . ? N6 Cd1 N1 C2 -154.5(3) 6_656 . . . ? N3 Cd1 N1 C2 -52.7(3) 5_756 . . . ? N5 Cd1 N1 C2 32.4(3) 6_556 . . . ? S2 Cd1 N1 C2 125.5(3) . . . . ? S1 Cd1 N1 C2 -86.9(4) . . . . ? N6 Cd1 N1 N2 36.2(2) 6_656 . . . ? N3 Cd1 N1 N2 138.0(2) 5_756 . . . ? N5 Cd1 N1 N2 -136.9(2) 6_556 . . . ? S2 Cd1 N1 N2 -43.8(2) . . . . ? S1 Cd1 N1 N2 103.8(3) . . . . ? C2 N1 N2 C4 -0.7(4) . . . . ? Cd1 N1 N2 C4 171.6(2) . . . . ? C7 N3 N4 C9 1.2(4) . . . . ? Cd1 N3 N4 C9 175.7(2) 5_756 . . . ? N2 N1 C2 C3 1.3(4) . . . . ? Cd1 N1 C2 C3 -169.0(2) . . . . ? N2 N1 C2 C1 -178.5(3) . . . . ? Cd1 N1 C2 C1 11.2(5) . . . . ? N1 C2 C3 C4 -1.5(4) . . . . ? C1 C2 C3 C4 178.3(3) . . . . ? N1 C2 C3 Se1 171.9(2) . . . . ? C1 C2 C3 Se1 -8.4(5) . . . . ? C8 Se1 C3 C4 -107.0(3) . . . . ? C8 Se1 C3 C2 80.9(3) . . . . ? N1 N2 C4 C3 -0.3(4) . . . . ? N1 N2 C4 C5 178.1(3) . . . . ? C2 C3 C4 N2 1.0(4) . . . . ? Se1 C3 C4 N2 -172.5(2) . . . . ? C2 C3 C4 C5 -177.1(3) . . . . ? Se1 C3 C4 C5 9.4(6) . . . . ? N4 N3 C7 C8 -0.1(4) . . . . ? Cd1 N3 C7 C8 -173.3(2) 5_756 . . . ? N4 N3 C7 C6 -179.7(3) . . . . ? Cd1 N3 C7 C6 7.1(5) 5_756 . . . ? N3 C7 C8 C9 -0.9(4) . . . . ? C6 C7 C8 C9 178.6(3) . . . . ? N3 C7 C8 Se1 -175.1(2) . . . . ? C6 C7 C8 Se1 4.4(5) . . . . ? C3 Se1 C8 C9 84.9(3) . . . . ? C3 Se1 C8 C7 -101.8(3) . . . . ? N3 N4 C9 C8 -1.7(4) . . . . ? N3 N4 C9 C10 179.1(3) . . . . ? C7 C8 C9 N4 1.5(4) . . . . ? Se1 C8 C9 N4 176.0(2) . . . . ? C7 C8 C9 C10 -179.4(4) . . . . ? Se1 C8 C9 C10 -4.9(5) . . . . ? Cd1 N5 C11 S1 101(13) 6_656 . . . ? Cd1 S1 C11 N5 -144(13) . . . . ? Cd1 N6 C12 S2 145(25) 6_556 . . . ? Cd1 S2 C12 N6 -129(26) . . . . ? _diffrn_measured_fraction_theta_max 0.945 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.779 _refine_diff_density_min -0.750 _refine_diff_density_rms 0.122 # Attachment 'data_7.cif' data_7 _database_code_depnum_ccdc_archive 'CCDC 637417' _audit_creation_method SHELXL-97 _chemical_name_systematic ; catena-{bis([mu-cis-bis(3,5-dimethyl-1H-pyrazolyl)selenide])cadmium(II)} bis(tricyanocadmate(II)) methanol solvate ; _chemical_name_common ; catena-(bis((mu-cis-bis(3,5-dimethyl-1H- pyrazolyl)selenide))cadmium(ii)) bis(tricyanocadmate(ii)) methanol solvate ; _chemical_melting_point ? _chemical_formula_moiety 'C26 H28 Cd3 N14 Se2, C H4 O' _chemical_formula_sum 'C27 H32 Cd3 N14 O Se2' _chemical_formula_weight 1063.79 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' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.6950(2) _cell_length_b 9.9608(3) _cell_length_c 12.4645(3) _cell_angle_alpha 76.0130(10) _cell_angle_beta 86.852(2) _cell_angle_gamma 61.820(2) _cell_volume 1027.09(4) _cell_formula_units_Z 1 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.720 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 512 _exptl_absorpt_coefficient_mu 3.349 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4379 _exptl_absorpt_correction_T_max 0.5882 _exptl_absorpt_process_details 'Xprep in Shelxtl v.6.14-1 (Sheldrick, 2005)' _publ_section_exptl_refinement ; One of the Cd atom (Cd2) was disordered over three sites. Also, two of the bridging CN were disordered with C and N atoms sharing the same sites. These atoms were refined using equal positional and anisotropic displacement parameter. Due to the disorder of Cd2 also C and N atoms in disordered CN group have large ADP max/min ratios. The Hydrogens were positioned geometrically and were constrained to ride on their parent atoms, with C---H =0.98-0.99 \%A, and U~iso~ = 1.2-1.5 U~eq~(parent atom). ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_method '\f scans and \w scans with \k offset' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18486 _diffrn_reflns_av_R_equivalents 0.0376 _diffrn_reflns_av_sigmaI/netI 0.0236 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.45 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3607 _reflns_number_gt 3259 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR2004 (Burla et al., 2005)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond v.3.0c (Crystal Impact GbR, 2005)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0496P)^2^+2.5570P] 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 3607 _refine_ls_number_parameters 232 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0395 _refine_ls_R_factor_gt 0.0360 _refine_ls_wR_factor_ref 0.0997 _refine_ls_wR_factor_gt 0.0978 _refine_ls_goodness_of_fit_ref 1.098 _refine_ls_restrained_S_all 1.098 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.0000 0.0000 0.5000 0.02377(13) Uani 1 2 d S . . Se1 Se 0.27691(5) 0.46338(5) 0.51190(4) 0.03030(14) Uani 1 1 d . . . Cd2A Cd -0.0968(15) 0.3112(10) 0.0447(3) 0.0665(15) Uani 0.221(8) 1 d P A 1 Cd2B Cd -0.1839(4) 0.31345(18) 0.04859(8) 0.0766(15) Uani 0.706(9) 1 d P A 2 Cd2C Cd -0.2742(6) 0.2660(6) 0.0657(3) 0.0265(18) Uani 0.071(2) 1 d P A 3 N1 N 0.0762(4) 0.1760(4) 0.5438(3) 0.0272(7) Uani 1 1 d . . . N2 N 0.0942(4) 0.1785(4) 0.6510(3) 0.0299(8) Uani 1 1 d . . . H2 H 0.0651 0.1278 0.7078 0.036 Uiso 1 1 calc R . . N3 N 0.7411(4) 0.1312(4) 0.5592(3) 0.0281(7) Uani 1 1 d . . . N4 N 0.7207(4) 0.1950(4) 0.6482(3) 0.0272(7) Uani 1 1 d . . . H4 H 0.7960 0.1660 0.6986 0.033 Uiso 1 1 calc R . . N5 N -0.0797(4) 0.1360(4) 0.3154(3) 0.0334(8) Uani 1 1 d . A . N6 N -0.0864(5) 0.1368(5) -0.1560(3) 0.0393(9) Uani 1 1 d . A . C1 C 0.1340(4) 0.2673(5) 0.4838(3) 0.0287(9) Uani 1 1 d . . . C2 C 0.1342(6) 0.2961(6) 0.3613(4) 0.0380(10) Uani 1 1 d . . . H2A H 0.1948 0.1958 0.3408 0.057 Uiso 1 1 calc R . . H2B H 0.1819 0.3642 0.3330 0.057 Uiso 1 1 calc R . . H2C H 0.0261 0.3473 0.3292 0.057 Uiso 1 1 calc R . . C3 C 0.1885(4) 0.3262(5) 0.5540(4) 0.0282(9) Uani 1 1 d . . . C4 C 0.1613(5) 0.2667(5) 0.6604(4) 0.0303(9) Uani 1 1 d . . . C5 C 0.1940(7) 0.2863(7) 0.7691(4) 0.0465(12) Uani 1 1 d . . . H5A H 0.1129 0.2841 0.8189 0.070 Uiso 1 1 calc R . . H5B H 0.1939 0.3871 0.7584 0.070 Uiso 1 1 calc R . . H5C H 0.2968 0.2007 0.8017 0.070 Uiso 1 1 calc R . . C6 C 0.6006(5) 0.2054(5) 0.5045(3) 0.0268(8) Uani 1 1 d . . . C7 C 0.5706(5) 0.1635(5) 0.4037(4) 0.0351(10) Uani 1 1 d . . . H7A H 0.6708 0.0968 0.3768 0.053 Uiso 1 1 calc R . . H7B H 0.5116 0.2596 0.3457 0.053 Uiso 1 1 calc R . . H7C H 0.5097 0.1067 0.4227 0.053 Uiso 1 1 calc R . . C8 C 0.4903(5) 0.3174(5) 0.5582(3) 0.0268(8) Uani 1 1 d . . . C9 C 0.5725(5) 0.3070(5) 0.6498(3) 0.0287(9) Uani 1 1 d . . . C10 C 0.5211(5) 0.3958(6) 0.7383(4) 0.0390(11) Uani 1 1 d . . . H10A H 0.5251 0.3246 0.8092 0.058 Uiso 1 1 calc R . . H10B H 0.4136 0.4812 0.7189 0.058 Uiso 1 1 calc R . . H10C H 0.5911 0.4397 0.7447 0.058 Uiso 1 1 calc R . . C11 C -0.1140(7) 0.1993(6) 0.2249(4) 0.0472(13) Uani 1 1 d . . . C12 C -0.1093(6) 0.1894(6) -0.0814(4) 0.0432(12) Uani 1 1 d . . . C13 C -0.044(3) 0.4661(12) 0.0108(6) 0.240(11) Uani 0.499(9) 1 d P . 4 N13 N -0.044(3) 0.4661(12) 0.0108(6) 0.240(11) Uani 0.499(9) 1 d P . 4 C14 C -0.4294(18) 0.4658(14) 0.0128(7) 0.253(11) Uani 0.501(9) 1 d P . 5 N14 N -0.4294(18) 0.4658(14) 0.0128(7) 0.253(11) Uani 0.501(9) 1 d P . 5 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.0202(2) 0.0280(2) 0.0202(2) -0.00814(16) 0.00152(15) -0.00814(17) Se1 0.0229(2) 0.0225(2) 0.0396(3) -0.00772(18) 0.00358(18) -0.00617(18) Cd2A 0.137(4) 0.083(2) 0.0211(10) -0.0169(10) 0.0148(16) -0.084(3) Cd2B 0.124(2) 0.0423(7) 0.0207(4) -0.0121(4) -0.0089(7) -0.0022(9) Cd2C 0.034(3) 0.037(3) 0.017(2) -0.0057(18) 0.0076(17) -0.025(2) N1 0.0218(17) 0.0339(19) 0.0256(17) -0.0108(15) 0.0024(13) -0.0114(15) N2 0.0312(19) 0.038(2) 0.0243(17) -0.0121(15) 0.0044(14) -0.0177(16) N3 0.0253(18) 0.0307(18) 0.0259(17) -0.0120(15) 0.0027(14) -0.0092(15) N4 0.0235(18) 0.0336(19) 0.0272(18) -0.0149(15) 0.0045(14) -0.0125(15) N5 0.036(2) 0.035(2) 0.025(2) -0.0086(16) -0.0007(15) -0.0126(16) N6 0.043(2) 0.045(2) 0.029(2) -0.0130(18) 0.0028(17) -0.0180(19) C1 0.019(2) 0.031(2) 0.030(2) -0.0087(17) 0.0031(16) -0.0056(17) C2 0.038(3) 0.047(3) 0.027(2) -0.004(2) -0.0013(18) -0.020(2) C3 0.0184(19) 0.029(2) 0.035(2) -0.0107(17) 0.0028(16) -0.0078(17) C4 0.024(2) 0.034(2) 0.034(2) -0.0136(18) 0.0067(17) -0.0128(18) C5 0.059(3) 0.065(3) 0.033(3) -0.020(2) 0.007(2) -0.041(3) C6 0.024(2) 0.027(2) 0.028(2) -0.0094(17) 0.0039(16) -0.0102(17) C7 0.029(2) 0.037(2) 0.033(2) -0.0144(19) -0.0014(18) -0.0071(19) C8 0.025(2) 0.025(2) 0.031(2) -0.0087(17) 0.0051(16) -0.0119(17) C9 0.026(2) 0.029(2) 0.032(2) -0.0122(18) 0.0077(17) -0.0125(18) C10 0.036(2) 0.046(3) 0.043(3) -0.027(2) 0.011(2) -0.019(2) C11 0.064(3) 0.037(3) 0.028(3) -0.013(2) -0.004(2) -0.011(2) C12 0.049(3) 0.034(2) 0.025(2) -0.004(2) -0.002(2) -0.004(2) C13 0.61(3) 0.099(8) 0.037(4) -0.029(5) 0.032(9) -0.188(13) N13 0.61(3) 0.099(8) 0.037(4) -0.029(5) 0.032(9) -0.188(13) C14 0.303(19) 0.154(10) 0.048(5) -0.068(6) -0.056(7) 0.119(10) N14 0.303(19) 0.154(10) 0.048(5) -0.068(6) -0.056(7) 0.119(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 N5 2.329(4) 2_556 ? Cd1 N5 2.329(4) . ? Cd1 N1 2.377(3) 2_556 ? Cd1 N1 2.377(3) . ? Cd1 N3 2.392(3) 1_455 ? Cd1 N3 2.392(3) 2_656 ? Se1 C3 1.894(4) . ? Se1 C8 1.900(4) . ? Cd2A C12 2.244(6) . ? Cd2A C11 2.289(6) . ? Cd2B C12 2.161(5) . ? Cd2B C11 2.193(5) . ? Cd2C C11 2.348(7) . ? Cd2C C12 2.388(6) . ? N1 C1 1.344(5) . ? N1 N2 1.365(5) . ? N2 C4 1.344(6) . ? N2 H2 0.8800 . ? N3 C6 1.332(5) . ? N3 N4 1.368(5) . ? N3 Cd1 2.392(3) 1_655 ? N4 C9 1.342(5) . ? N4 H4 0.8800 . ? N5 C11 1.132(6) . ? N6 C12 1.136(6) . ? C1 C3 1.406(6) . ? C1 C2 1.484(6) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.382(6) . ? C4 C5 1.486(6) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C8 1.411(6) . ? C6 C7 1.499(6) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.384(6) . ? C9 C10 1.498(6) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C13 N13 1.30(3) 2_565 ? C13 C13 1.30(3) 2_565 ? C14 N14 1.23(3) 2_465 ? C14 C14 1.23(3) 2_465 ? 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 N5 Cd1 N5 180.0 2_556 . ? N5 Cd1 N1 95.52(12) 2_556 2_556 ? N5 Cd1 N1 84.48(12) . 2_556 ? N5 Cd1 N1 84.48(12) 2_556 . ? N5 Cd1 N1 95.52(12) . . ? N1 Cd1 N1 180.0 2_556 . ? N5 Cd1 N3 87.22(12) 2_556 1_455 ? N5 Cd1 N3 92.78(12) . 1_455 ? N1 Cd1 N3 86.54(11) 2_556 1_455 ? N1 Cd1 N3 93.46(11) . 1_455 ? N5 Cd1 N3 92.78(12) 2_556 2_656 ? N5 Cd1 N3 87.22(12) . 2_656 ? N1 Cd1 N3 93.46(11) 2_556 2_656 ? N1 Cd1 N3 86.54(11) . 2_656 ? N3 Cd1 N3 180.0 1_455 2_656 ? C3 Se1 C8 99.17(17) . . ? C12 Cd2A C11 115.8(2) . . ? C12 Cd2B C11 123.74(18) . . ? C11 Cd2C C12 108.3(3) . . ? C1 N1 N2 105.0(3) . . ? C1 N1 Cd1 132.8(3) . . ? N2 N1 Cd1 121.3(3) . . ? C4 N2 N1 112.6(3) . . ? C4 N2 H2 123.7 . . ? N1 N2 H2 123.7 . . ? C6 N3 N4 105.2(3) . . ? C6 N3 Cd1 131.7(3) . 1_655 ? N4 N3 Cd1 118.7(2) . 1_655 ? C9 N4 N3 112.2(3) . . ? C9 N4 H4 123.9 . . ? N3 N4 H4 123.9 . . ? C11 N5 Cd1 177.9(4) . . ? N1 C1 C3 110.1(4) . . ? N1 C1 C2 121.6(4) . . ? C3 C1 C2 128.3(4) . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 C3 C1 106.2(4) . . ? C4 C3 Se1 126.5(3) . . ? C1 C3 Se1 127.3(3) . . ? N2 C4 C3 106.2(4) . . ? N2 C4 C5 122.5(4) . . ? C3 C4 C5 131.4(4) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N3 C6 C8 110.5(4) . . ? N3 C6 C7 122.1(4) . . ? C8 C6 C7 127.3(4) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C9 C8 C6 105.5(4) . . ? C9 C8 Se1 126.1(3) . . ? C6 C8 Se1 128.3(3) . . ? N4 C9 C8 106.6(3) . . ? N4 C9 C10 122.4(4) . . ? C8 C9 C10 131.1(4) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N5 C11 Cd2B 177.2(5) . . ? N5 C11 Cd2A 160.4(6) . . ? Cd2B C11 Cd2A 21.28(17) . . ? N5 C11 Cd2C 148.1(5) . . ? Cd2B C11 Cd2C 29.5(2) . . ? Cd2A C11 Cd2C 50.1(3) . . ? N6 C12 Cd2B 172.0(4) . . ? N6 C12 Cd2A 162.4(5) . . ? Cd2B C12 Cd2A 21.69(17) . . ? N6 C12 Cd2C 147.3(5) . . ? Cd2B C12 Cd2C 29.1(2) . . ? Cd2A C12 Cd2C 50.0(3) . . ? N13 C13 C13 0.0(11) 2_565 2_565 ? N14 C14 C14 0.0(15) 2_465 2_465 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2 N6 0.88 2.17 2.961(5) 148.7 1_556 N2 H2 N5 0.88 2.65 3.128(5) 115.2 2_556 N4 H4 N6 0.88 2.08 2.930(5) 161.9 1_656 N4 H4 N2 0.88 2.97 3.549(5) 124.6 1_655 N4 H4 N5 0.88 3.01 3.436(5) 112.2 2_656 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.627 _refine_diff_density_min -0.782 _refine_diff_density_rms 0.113 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 1 0.500 0.000 0.000 133.1 15.6 _platon_squeeze_details ; Methanol solvent was partialy removed from the crystal and therefore it was treated as a diffuse contribution using the program SQUEEZE (A. Spek, Platon Library). ; # Attachment 'data_8.cif' data_8 _database_code_depnum_ccdc_archive 'CCDC 637418' _audit_creation_method SHELXL-97 _chemical_name_systematic ; mu-dicyanoaurate-{bisaqua(bis[bis(3,5-dimethyl-1H-pyrazolyl)selenide]) iron(II)} dicyanoaurate ; _chemical_name_common ; mu-dicyanoaurate-(bisaqua(bis(bis(3,5-dimethyl-1H- pyrazolyl)selenide)) iron(ii)) dicyanoaurate ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H32 Au2 Fe N12 O2 Se2' _chemical_formula_weight 1128.32 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 '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' Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 22.5978(8) _cell_length_b 10.5625(3) _cell_length_c 15.1083(5) _cell_angle_alpha 90.00 _cell_angle_beta 116.217(2) _cell_angle_gamma 90.00 _cell_volume 3235.21(18) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.317 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2112 _exptl_absorpt_coefficient_mu 11.784 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2184 _exptl_absorpt_correction_T_max 0.3538 _exptl_absorpt_process_details 'Xprep in Shelxtl v.6.14-1 (Sheldrick, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_method '\f scans and \w scans with \k offset' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16075 _diffrn_reflns_av_R_equivalents 0.0429 _diffrn_reflns_av_sigmaI/netI 0.0336 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3705 _reflns_number_gt 3117 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'EvalCCD (Duisenberg, 1998-2003)' _computing_data_reduction 'EvalCCD (Duisenberg, 1998-2003)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond v.3.1d (Crystal Impact GbR, 2006)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0274P)^2^+6.6175P] 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 3705 _refine_ls_number_parameters 203 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0354 _refine_ls_R_factor_gt 0.0262 _refine_ls_wR_factor_ref 0.0610 _refine_ls_wR_factor_gt 0.0579 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _refine_ls_shift/su_max 0.003 _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 Au1 Au 0.0000 0.019236(18) 0.2500 0.02244(8) Uani 1 2 d S . . Au2 Au 0.0000 0.0000 0.0000 0.02265(7) Uani 1 2 d S . . Se1 Se -0.306478(17) 0.53016(3) 0.10022(3) 0.01466(10) Uani 1 1 d . . . Fe1 Fe 0.0000 0.52230(6) 0.2500 0.01215(16) Uani 1 2 d S . . O1 O -0.02591(13) 0.5065(2) 0.0979(2) 0.0171(6) Uani 1 1 d . . . H1A H -0.0592 0.4569 0.0638 0.026 Uiso 1 1 d . . . H1B H -0.0464 0.5595 0.0613 0.026 Uiso 1 1 d . . . N1 N 0.0000 0.3157(4) 0.2500 0.0174(10) Uani 1 2 d S . . N2 N 0.0000 -0.2770(4) 0.2500 0.0167(9) Uani 1 2 d S . . N3 N -0.10379(15) 0.5135(3) 0.2255(2) 0.0144(6) Uani 1 1 d . . . N4 N -0.11870(15) 0.4329(3) 0.2841(2) 0.0147(6) Uani 1 1 d . . . H4N H -0.0838 0.3899 0.3338 0.018 Uiso 1 1 d . . . N5 N -0.37741(16) 0.1781(3) -0.0099(3) 0.0228(7) Uani 1 1 d . . . N6 N -0.35476(17) 0.2227(3) -0.0747(3) 0.0240(8) Uani 1 1 d . . . H6N H -0.3659 0.1706 -0.1306 0.029 Uiso 1 1 d . . . N7 N -0.05173(16) -0.2798(3) -0.0317(2) 0.0212(7) Uani 1 1 d . . . C1 C 0.0000 0.2079(5) 0.2500 0.0217(12) Uani 1 2 d S . . C2 C 0.0000 -0.1695(5) 0.2500 0.0235(13) Uani 1 2 d S . . C3 C -0.18409(18) 0.4253(3) 0.2562(3) 0.0155(8) Uani 1 1 d . . . C4 C -0.2126(2) 0.3429(4) 0.3071(3) 0.0231(9) Uani 1 1 d . . . H4A H -0.2491 0.3872 0.3121 0.035 Uiso 1 1 calc R . . H4B H -0.1786 0.3226 0.3734 0.035 Uiso 1 1 calc R . . H4C H -0.2290 0.2645 0.2695 0.035 Uiso 1 1 calc R . . C5 C -0.21404(18) 0.5033(3) 0.1740(3) 0.0131(7) Uani 1 1 d . . . C6 C -0.16246(17) 0.5563(3) 0.1582(3) 0.0140(7) Uani 1 1 d . . . C7 C -0.16658(19) 0.6501(4) 0.0825(3) 0.0232(9) Uani 1 1 d . . . H7A H -0.1774 0.7335 0.0998 0.035 Uiso 1 1 calc R . . H7B H -0.2010 0.6244 0.0180 0.035 Uiso 1 1 calc R . . H7C H -0.1241 0.6544 0.0799 0.035 Uiso 1 1 calc R . . C8 C -0.33238(17) 0.3726(3) 0.0336(3) 0.0150(8) Uani 1 1 d . . . C9 C -0.36312(17) 0.2702(3) 0.0573(3) 0.0183(8) Uani 1 1 d . . . C10 C -0.3800(2) 0.2547(4) 0.1416(3) 0.0250(9) Uani 1 1 d . . . H10A H -0.4171 0.1960 0.1229 0.038 Uiso 1 1 calc R . . H10B H -0.3921 0.3371 0.1586 0.038 Uiso 1 1 calc R . . H10C H -0.3417 0.2210 0.1987 0.038 Uiso 1 1 calc R . . C11 C -0.32907(18) 0.3401(3) -0.0528(3) 0.0182(8) Uani 1 1 d . . . C12 C -0.3037(2) 0.4079(4) -0.1144(3) 0.0254(9) Uani 1 1 d . . . H12A H -0.2578 0.3832 -0.0947 0.038 Uiso 1 1 calc R . . H12B H -0.3059 0.4994 -0.1054 0.038 Uiso 1 1 calc R . . H12C H -0.3305 0.3863 -0.1839 0.038 Uiso 1 1 calc R . . C13 C -0.03426(19) -0.1766(4) -0.0220(3) 0.0226(9) 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 Au1 0.02257(12) 0.00627(11) 0.03653(15) 0.000 0.01127(11) 0.000 Au2 0.01854(12) 0.01144(11) 0.03093(14) 0.00029(8) 0.00453(10) -0.00113(8) Se1 0.01301(17) 0.00998(19) 0.0185(2) -0.00160(13) 0.00468(15) 0.00077(13) Fe1 0.0130(3) 0.0070(3) 0.0153(4) 0.000 0.0052(3) 0.000 O1 0.0173(14) 0.0117(12) 0.0174(14) -0.0001(10) 0.0031(12) -0.0010(10) N1 0.016(2) 0.008(2) 0.025(3) 0.000 0.006(2) 0.000 N2 0.020(2) 0.005(2) 0.023(3) 0.000 0.008(2) 0.000 N3 0.0156(15) 0.0124(15) 0.0150(16) 0.0006(12) 0.0067(13) 0.0019(11) N4 0.0156(15) 0.0119(15) 0.0147(16) 0.0012(12) 0.0051(13) 0.0026(12) N5 0.0224(18) 0.0161(16) 0.027(2) -0.0040(13) 0.0079(16) -0.0040(13) N6 0.0244(18) 0.0200(17) 0.0250(19) -0.0103(14) 0.0087(16) -0.0043(14) N7 0.0208(17) 0.0166(17) 0.0221(19) -0.0011(13) 0.0058(15) -0.0026(13) C1 0.017(3) 0.016(3) 0.028(3) 0.000 0.007(3) 0.000 C2 0.020(3) 0.024(3) 0.024(3) 0.000 0.008(3) 0.000 C3 0.0182(18) 0.0120(17) 0.017(2) -0.0028(14) 0.0086(16) 0.0002(14) C4 0.020(2) 0.024(2) 0.025(2) 0.0038(16) 0.0103(18) 0.0004(16) C5 0.0137(17) 0.0108(16) 0.0125(18) -0.0022(13) 0.0038(15) -0.0014(13) C6 0.0172(18) 0.0112(17) 0.0132(19) -0.0022(13) 0.0062(15) 0.0001(14) C7 0.018(2) 0.023(2) 0.025(2) 0.0094(17) 0.0062(18) -0.0013(16) C8 0.0127(17) 0.0117(17) 0.018(2) -0.0019(14) 0.0043(16) 0.0003(13) C9 0.0120(18) 0.0155(18) 0.022(2) 0.0020(15) 0.0020(17) -0.0009(14) C10 0.020(2) 0.029(2) 0.021(2) 0.0057(17) 0.0047(18) -0.0054(16) C11 0.0152(18) 0.0184(19) 0.018(2) -0.0054(15) 0.0049(17) -0.0016(14) C12 0.029(2) 0.029(2) 0.022(2) -0.0054(17) 0.0149(19) -0.0035(17) C13 0.017(2) 0.023(2) 0.023(2) -0.0014(16) 0.0040(18) 0.0001(16) _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 Au1 C1 1.993(5) . ? Au1 C2 1.994(6) . ? Au2 C13 1.990(4) . ? Au2 C13 1.990(4) 5 ? Se1 C8 1.899(3) . ? Se1 C5 1.905(4) . ? Fe1 O1 2.113(3) . ? Fe1 O1 2.113(3) 2 ? Fe1 N2 2.120(4) 1_565 ? Fe1 N1 2.182(4) . ? Fe1 N3 2.209(3) . ? Fe1 N3 2.209(3) 2 ? O1 H1A 0.8735 . ? O1 H1B 0.7793 . ? N1 C1 1.139(7) . ? N2 C2 1.136(7) . ? N2 Fe1 2.120(4) 1_545 ? N3 C6 1.343(5) . ? N3 N4 1.373(4) . ? N4 C3 1.348(5) . ? N4 H4N 0.9322 . ? N5 C9 1.339(5) . ? N5 N6 1.373(5) . ? N6 C11 1.347(5) . ? N6 H6N 0.9445 . ? N7 C13 1.147(5) . ? C3 C5 1.392(5) . ? C3 C4 1.484(5) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C6 1.405(5) . ? C6 C7 1.485(5) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C11 1.385(5) . ? C8 C9 1.413(5) . ? C9 C10 1.491(6) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.476(5) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Au1 C2 180.000(1) . . ? C13 Au2 C13 180.0(2) . 5 ? C8 Se1 C5 100.44(14) . . ? O1 Fe1 O1 170.93(13) . 2 ? O1 Fe1 N2 94.54(6) . 1_565 ? O1 Fe1 N2 94.54(6) 2 1_565 ? O1 Fe1 N1 85.46(6) . . ? O1 Fe1 N1 85.46(6) 2 . ? N2 Fe1 N1 180.000(1) 1_565 . ? O1 Fe1 N3 92.93(11) . . ? O1 Fe1 N3 86.69(11) 2 . ? N2 Fe1 N3 92.40(7) 1_565 . ? N1 Fe1 N3 87.60(7) . . ? O1 Fe1 N3 86.69(11) . 2 ? O1 Fe1 N3 92.93(11) 2 2 ? N2 Fe1 N3 92.40(7) 1_565 2 ? N1 Fe1 N3 87.60(7) . 2 ? N3 Fe1 N3 175.19(15) . 2 ? Fe1 O1 H1A 116.2 . . ? Fe1 O1 H1B 120.4 . . ? H1A O1 H1B 85.7 . . ? C1 N1 Fe1 180.000(1) . . ? C2 N2 Fe1 180.0 . 1_545 ? C6 N3 N4 104.8(3) . . ? C6 N3 Fe1 137.1(3) . . ? N4 N3 Fe1 117.6(2) . . ? C3 N4 N3 112.5(3) . . ? C3 N4 H4N 129.9 . . ? N3 N4 H4N 117.5 . . ? C9 N5 N6 104.5(3) . . ? C11 N6 N5 113.4(3) . . ? C11 N6 H6N 132.2 . . ? N5 N6 H6N 113.7 . . ? N1 C1 Au1 180.0 . . ? N2 C2 Au1 180.0 . . ? N4 C3 C5 106.1(3) . . ? N4 C3 C4 122.7(3) . . ? C5 C3 C4 131.2(3) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 C6 105.9(3) . . ? C3 C5 Se1 125.8(3) . . ? C6 C5 Se1 128.3(3) . . ? N3 C6 C5 110.7(3) . . ? N3 C6 C7 120.8(3) . . ? C5 C6 C7 128.4(3) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C11 C8 C9 106.7(3) . . ? C11 C8 Se1 125.8(3) . . ? C9 C8 Se1 127.4(3) . . ? N5 C9 C8 110.2(4) . . ? N5 C9 C10 120.1(3) . . ? C8 C9 C10 129.7(3) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N6 C11 C8 105.2(3) . . ? N6 C11 C12 122.5(4) . . ? C8 C11 C12 132.3(3) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N7 C13 Au2 177.3(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 O1 Fe1 N1 C1 78(100) . . . . ? O1 Fe1 N1 C1 -102(100) 2 . . . ? N2 Fe1 N1 C1 0(100) 1_565 . . . ? N3 Fe1 N1 C1 171(100) . . . . ? N3 Fe1 N1 C1 -9(100) 2 . . . ? O1 Fe1 N3 C6 -37.3(4) . . . . ? O1 Fe1 N3 C6 151.8(4) 2 . . . ? N2 Fe1 N3 C6 57.4(3) 1_565 . . . ? N1 Fe1 N3 C6 -122.6(3) . . . . ? N3 Fe1 N3 C6 -122.6(3) 2 . . . ? O1 Fe1 N3 N4 132.6(2) . . . . ? O1 Fe1 N3 N4 -38.3(2) 2 . . . ? N2 Fe1 N3 N4 -132.8(2) 1_565 . . . ? N1 Fe1 N3 N4 47.2(2) . . . . ? N3 Fe1 N3 N4 47.2(2) 2 . . . ? C6 N3 N4 C3 -0.7(4) . . . . ? Fe1 N3 N4 C3 -173.6(2) . . . . ? C9 N5 N6 C11 -2.1(4) . . . . ? Fe1 N1 C1 Au1 0(100) . . . . ? C2 Au1 C1 N1 0.0 . . . . ? Fe1 N2 C2 Au1 0.0 1_545 . . . ? C1 Au1 C2 N2 0.0 . . . . ? N3 N4 C3 C5 1.0(4) . . . . ? N3 N4 C3 C4 179.1(3) . . . . ? N4 C3 C5 C6 -0.9(4) . . . . ? C4 C3 C5 C6 -178.8(4) . . . . ? N4 C3 C5 Se1 179.2(2) . . . . ? C4 C3 C5 Se1 1.3(6) . . . . ? C8 Se1 C5 C3 -72.7(3) . . . . ? C8 Se1 C5 C6 107.5(3) . . . . ? N4 N3 C6 C5 0.0(4) . . . . ? Fe1 N3 C6 C5 170.8(3) . . . . ? N4 N3 C6 C7 178.2(3) . . . . ? Fe1 N3 C6 C7 -11.1(6) . . . . ? C3 C5 C6 N3 0.6(4) . . . . ? Se1 C5 C6 N3 -179.5(2) . . . . ? C3 C5 C6 C7 -177.4(4) . . . . ? Se1 C5 C6 C7 2.5(6) . . . . ? C5 Se1 C8 C11 -83.3(3) . . . . ? C5 Se1 C8 C9 102.0(3) . . . . ? N6 N5 C9 C8 0.7(4) . . . . ? N6 N5 C9 C10 -179.3(3) . . . . ? C11 C8 C9 N5 0.8(4) . . . . ? Se1 C8 C9 N5 176.3(3) . . . . ? C11 C8 C9 C10 -179.2(4) . . . . ? Se1 C8 C9 C10 -3.7(6) . . . . ? N5 N6 C11 C8 2.6(4) . . . . ? N5 N6 C11 C12 -178.1(3) . . . . ? C9 C8 C11 N6 -2.0(4) . . . . ? Se1 C8 C11 N6 -177.6(3) . . . . ? C9 C8 C11 C12 178.8(4) . . . . ? Se1 C8 C11 C12 3.2(6) . . . . ? C13 Au2 C13 N7 28(31) 5 . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.197 _refine_diff_density_min -1.441 _refine_diff_density_rms 0.168