# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_ssz_ak_33 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H14 N2 Ni S2' _chemical_formula_sum 'C16 H14 N2 Ni S2' _chemical_formula_weight 357.12 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pna2(1) _symmetry_space_group_name_Hall 'P 2c -2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z' _cell_length_a 8.9500(7) _cell_length_b 22.688(2) _cell_length_c 7.5123(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1525.4(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4449 _cell_measurement_theta_min 2.86 _cell_measurement_theta_max 24.96 _exptl_crystal_description needle _exptl_crystal_colour red _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.555 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 736 _exptl_absorpt_coefficient_mu 1.538 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.673 _exptl_absorpt_correction_T_max 0.724 _exptl_absorpt_process_details 'sadabs, bruker, 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 11553 _diffrn_reflns_av_R_equivalents 0.0319 _diffrn_reflns_av_sigmaI/netI 0.0326 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2681 _reflns_number_gt 2445 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0228P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.029(10) _refine_ls_number_reflns 2676 _refine_ls_number_parameters 190 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0257 _refine_ls_R_factor_gt 0.0215 _refine_ls_wR_factor_ref 0.0498 _refine_ls_wR_factor_gt 0.0481 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _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 Ni1 Ni 0.28529(3) 0.462363(12) 0.25304(4) 0.03423(9) Uani 1 1 d . . . S1 S 0.17745(8) 0.50133(3) 0.47960(8) 0.05033(18) Uani 1 1 d . . . S2 S 0.31461(8) 0.38720(3) 0.43001(8) 0.04669(17) Uani 1 1 d . . . N1 N 0.2534(2) 0.52671(9) 0.0969(3) 0.0383(5) Uani 1 1 d . . . N2 N 0.3869(2) 0.42615(9) 0.0607(2) 0.0398(5) Uani 1 1 d . . . C7 C 0.1783(3) 0.57497(12) 0.1125(3) 0.0446(6) Uani 1 1 d . . . H5 H 0.1738 0.5983 0.0108 0.054 Uiso 1 1 calc R . . C6 C 0.1008(3) 0.59764(10) 0.2653(4) 0.0452(6) Uani 1 1 d . . . C5 C 0.0304(3) 0.65260(13) 0.2464(5) 0.0642(7) Uani 1 1 d . . . H4 H 0.0337 0.6716 0.1368 0.077 Uiso 1 1 calc R . . C4 C -0.0423(3) 0.67873(13) 0.3844(5) 0.0714(9) Uani 1 1 d . . . H3 H -0.0881 0.7152 0.3687 0.086 Uiso 1 1 calc R . . C3 C -0.0481(3) 0.65111(14) 0.5471(4) 0.0599(8) Uani 1 1 d . . . H2 H -0.0972 0.6690 0.6418 0.072 Uiso 1 1 calc R . . C2 C 0.0189(3) 0.59692(13) 0.5704(4) 0.0512(7) Uani 1 1 d . . . H1 H 0.0130 0.5786 0.6809 0.061 Uiso 1 1 calc R . . C1 C 0.0957(3) 0.56876(12) 0.4314(3) 0.0410(6) Uani 1 1 d . . . C8 C 0.3332(3) 0.51815(12) -0.0737(3) 0.0500(7) Uani 1 1 d . . . H6 H 0.4327 0.5350 -0.0666 0.060 Uiso 1 1 calc R . . H7 H 0.2796 0.5375 -0.1694 0.060 Uiso 1 1 calc R . . C9 C 0.3430(3) 0.45386(12) -0.1088(3) 0.0490(7) Uani 1 1 d . . . H9 H 0.2471 0.4388 -0.1483 0.059 Uiso 1 1 calc R . . H8 H 0.4168 0.4458 -0.2001 0.059 Uiso 1 1 calc R . . C10 C 0.4867(3) 0.38594(12) 0.0541(4) 0.0459(6) Uani 1 1 d . . . H10 H 0.5291 0.3789 -0.0569 0.055 Uiso 1 1 calc R . . C11 C 0.5413(3) 0.35010(11) 0.1992(3) 0.0446(7) Uani 1 1 d . . . C12 C 0.6689(3) 0.31546(13) 0.1655(4) 0.0576(8) Uani 1 1 d . . . H11 H 0.7144 0.3177 0.0544 0.069 Uiso 1 1 calc R . . C13 C 0.7275(3) 0.27885(14) 0.2905(5) 0.0701(10) Uani 1 1 d . . . H12 H 0.8119 0.2564 0.2655 0.084 Uiso 1 1 calc R . . C14 C 0.6592(3) 0.27555(14) 0.4562(5) 0.0692(9) Uani 1 1 d . . . H13 H 0.6982 0.2506 0.5427 0.083 Uiso 1 1 calc R . . C15 C 0.5342(3) 0.30883(12) 0.4939(4) 0.0564(8) Uani 1 1 d . . . H14 H 0.4894 0.3056 0.6052 0.068 Uiso 1 1 calc R . . C16 C 0.4736(3) 0.34735(10) 0.3678(3) 0.0432(6) 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 Ni1 0.03692(14) 0.03827(16) 0.02749(14) 0.00270(15) -0.00064(16) -0.00477(12) S1 0.0646(4) 0.0561(5) 0.0303(3) 0.0039(3) 0.0047(3) 0.0103(4) S2 0.0580(4) 0.0433(4) 0.0388(4) 0.0085(3) 0.0024(3) -0.0021(3) N1 0.0428(11) 0.0399(14) 0.0322(11) 0.0048(9) 0.0007(9) -0.0056(10) N2 0.0435(11) 0.0418(14) 0.0340(10) 0.0003(10) 0.0008(9) -0.0040(10) C7 0.0550(15) 0.0427(17) 0.0362(14) 0.0091(12) -0.0031(12) -0.0029(14) C6 0.0448(13) 0.0428(14) 0.0481(14) -0.0010(15) -0.0008(14) -0.0014(11) C5 0.0766(19) 0.0530(17) 0.0631(17) 0.0057(18) 0.005(2) 0.0108(14) C4 0.077(2) 0.046(2) 0.091(3) -0.0039(18) 0.0149(19) 0.0121(16) C3 0.0523(17) 0.055(2) 0.072(2) -0.0160(17) 0.0129(15) -0.0025(15) C2 0.0432(15) 0.061(2) 0.0497(16) -0.0058(14) 0.0065(13) -0.0066(14) C1 0.0359(13) 0.0451(16) 0.0419(15) -0.0038(12) 0.0009(12) -0.0047(11) C8 0.0645(16) 0.0514(17) 0.0340(14) 0.0074(12) 0.0085(13) -0.0058(14) C9 0.0589(17) 0.061(2) 0.0275(12) 0.0022(12) 0.0054(12) 0.0030(14) C10 0.0518(16) 0.0436(17) 0.0424(13) -0.0056(13) 0.0042(12) -0.0040(14) C11 0.0473(14) 0.0315(14) 0.0549(19) -0.0052(11) -0.0061(12) -0.0048(12) C12 0.0589(17) 0.0367(17) 0.077(2) -0.0046(15) 0.0040(15) -0.0016(14) C13 0.0591(17) 0.0425(18) 0.109(3) 0.0031(19) -0.0095(19) 0.0048(14) C14 0.0679(19) 0.0434(19) 0.096(3) 0.0181(18) -0.024(2) -0.0036(16) C15 0.0659(19) 0.0405(17) 0.0628(19) 0.0088(15) -0.0132(15) -0.0073(14) C16 0.0496(15) 0.0283(14) 0.0515(17) -0.0003(12) -0.0099(12) -0.0096(12) _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 Ni1 N1 1.894(2) . ? Ni1 N2 1.895(2) . ? Ni1 S1 2.1471(7) . ? Ni1 S2 2.1781(7) . ? S1 C1 1.734(3) . ? S2 C16 1.749(3) . ? N1 C7 1.290(3) . ? N1 C8 1.480(3) . ? N2 C10 1.278(3) . ? N2 C9 1.473(3) . ? C7 C6 1.436(4) . ? C7 H5 0.9300 . ? C6 C5 1.404(3) . ? C6 C1 1.410(3) . ? C5 C4 1.360(4) . ? C5 H4 0.9300 . ? C4 C3 1.375(4) . ? C4 H3 0.9300 . ? C3 C2 1.379(4) . ? C3 H2 0.9300 . ? C2 C1 1.404(4) . ? C2 H1 0.9300 . ? C8 C9 1.485(4) . ? C8 H6 0.9700 . ? C8 H7 0.9700 . ? C9 H9 0.9700 . ? C9 H8 0.9700 . ? C10 C11 1.445(4) . ? C10 H10 0.9300 . ? C11 C16 1.406(3) . ? C11 C12 1.409(4) . ? C12 C13 1.359(4) . ? C12 H11 0.9300 . ? C13 C14 1.389(5) . ? C13 H12 0.9300 . ? C14 C15 1.379(4) . ? C14 H13 0.9300 . ? C15 C16 1.398(4) . ? C15 H14 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ni1 N2 86.24(9) . . ? N1 Ni1 S1 96.07(7) . . ? N2 Ni1 S1 177.25(7) . . ? N1 Ni1 S2 178.07(7) . . ? N2 Ni1 S2 93.91(7) . . ? S1 Ni1 S2 83.84(3) . . ? C1 S1 Ni1 112.80(9) . . ? C16 S2 Ni1 109.85(9) . . ? C7 N1 C8 116.2(2) . . ? C7 N1 Ni1 132.57(18) . . ? C8 N1 Ni1 111.23(17) . . ? C10 N2 C9 117.2(2) . . ? C10 N2 Ni1 132.43(19) . . ? C9 N2 Ni1 110.24(16) . . ? N1 C7 C6 128.9(2) . . ? N1 C7 H5 115.5 . . ? C6 C7 H5 115.5 . . ? C5 C6 C1 119.2(3) . . ? C5 C6 C7 117.0(3) . . ? C1 C6 C7 123.8(2) . . ? C4 C5 C6 121.7(3) . . ? C4 C5 H4 119.2 . . ? C6 C5 H4 119.2 . . ? C5 C4 C3 119.8(3) . . ? C5 C4 H3 120.1 . . ? C3 C4 H3 120.1 . . ? C4 C3 C2 120.2(3) . . ? C4 C3 H2 119.9 . . ? C2 C3 H2 119.9 . . ? C3 C2 C1 121.6(3) . . ? C3 C2 H1 119.2 . . ? C1 C2 H1 119.2 . . ? C2 C1 C6 117.6(2) . . ? C2 C1 S1 116.9(2) . . ? C6 C1 S1 125.52(19) . . ? N1 C8 C9 108.1(2) . . ? N1 C8 H6 110.1 . . ? C9 C8 H6 110.1 . . ? N1 C8 H7 110.1 . . ? C9 C8 H7 110.1 . . ? H6 C8 H7 108.4 . . ? N2 C9 C8 106.4(2) . . ? N2 C9 H9 110.5 . . ? C8 C9 H9 110.5 . . ? N2 C9 H8 110.5 . . ? C8 C9 H8 110.5 . . ? H9 C9 H8 108.6 . . ? N2 C10 C11 127.5(3) . . ? N2 C10 H10 116.2 . . ? C11 C10 H10 116.2 . . ? C16 C11 C12 119.1(2) . . ? C16 C11 C10 124.0(2) . . ? C12 C11 C10 116.9(2) . . ? C13 C12 C11 122.0(3) . . ? C13 C12 H11 119.0 . . ? C11 C12 H11 119.0 . . ? C12 C13 C14 118.8(3) . . ? C12 C13 H12 120.6 . . ? C14 C13 H12 120.6 . . ? C15 C14 C13 120.8(3) . . ? C15 C14 H13 119.6 . . ? C13 C14 H13 119.6 . . ? C14 C15 C16 121.2(3) . . ? C14 C15 H14 119.4 . . ? C16 C15 H14 119.4 . . ? C15 C16 C11 118.1(2) . . ? C15 C16 S2 117.2(2) . . ? C11 C16 S2 124.66(19) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.176 _refine_diff_density_min -0.139 _refine_diff_density_rms 0.035 _database_code_depnum_ccdc_archive 'CCDC 946622' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_pdosesalen_a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H14 N2 Pd Se2' _chemical_formula_sum 'C16 H14 N2 Pd Se2' _chemical_formula_weight 498.61 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' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_HALL '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.3810(10) _cell_length_b 12.0674(11) _cell_length_c 12.7544(11) _cell_angle_alpha 72.987(2) _cell_angle_beta 85.737(2) _cell_angle_gamma 83.075(2) _cell_volume 1515.4(2) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 9864 _cell_measurement_theta_min 2.54 _cell_measurement_theta_max 25.04 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.185 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 952 _exptl_absorpt_coefficient_mu 6.021 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.239 _exptl_absorpt_correction_T_max 0.300 _exptl_absorpt_process_details 'sadbas, bruker, 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 29289 _diffrn_reflns_av_R_equivalents 0.0339 _diffrn_reflns_av_sigmaI/netI 0.0228 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 25.11 _reflns_number_total 5407 _reflns_number_gt 5049 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0152P)^2^+1.1670P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00087(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5357 _refine_ls_number_parameters 380 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0181 _refine_ls_R_factor_gt 0.0164 _refine_ls_wR_factor_ref 0.0392 _refine_ls_wR_factor_gt 0.0386 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _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 C1 C 0.6600(2) 0.72215(18) 0.79151(19) 0.0136(5) Uani 1 1 d . . . C2 C 0.7556(2) 0.71722(18) 0.70691(19) 0.0140(5) Uani 1 1 d . . . C3 C 0.8758(2) 0.63963(19) 0.71704(19) 0.0147(5) Uani 1 1 d . . . H3 H 0.9336 0.6551 0.6565 0.018 Uiso 1 1 calc R . . C4 C 1.0468(2) 0.49702(19) 0.7936(2) 0.0164(5) Uani 1 1 d . . . H4A H 1.1029 0.5288 0.8325 0.020 Uiso 1 1 calc R . . H4B H 1.0788 0.5130 0.7178 0.020 Uiso 1 1 calc R . . C5 C 1.0493(2) 0.36641(19) 0.84522(19) 0.0172(5) Uani 1 1 d . . . H5A H 1.0117 0.3316 0.7966 0.021 Uiso 1 1 calc R . . H5B H 1.1383 0.3318 0.8570 0.021 Uiso 1 1 calc R . . C6 C 1.0203(2) 0.26172(18) 1.03272(19) 0.0137(5) Uani 1 1 d . . . H6 H 1.1010 0.2244 1.0197 0.016 Uiso 1 1 calc R . . C7 C 0.9627(2) 0.21931(18) 1.14266(19) 0.0127(5) Uani 1 1 d . . . C8 C 0.8342(2) 0.24982(18) 1.17792(19) 0.0138(5) Uani 1 1 d . . . C9 C 0.7936(2) 0.19608(19) 1.28584(19) 0.0174(5) Uani 1 1 d . . . H9 H 0.7095 0.2158 1.3098 0.021 Uiso 1 1 calc R . . C10 C 0.8741(2) 0.1149(2) 1.3579(2) 0.0184(5) Uani 1 1 d . . . H10 H 0.8439 0.0800 1.4291 0.022 Uiso 1 1 calc R . . C11 C 1.0012(2) 0.08481(19) 1.3242(2) 0.0167(5) Uani 1 1 d . . . H11 H 1.0565 0.0307 1.3727 0.020 Uiso 1 1 calc R . . C12 C 1.0434(2) 0.13621(18) 1.21824(19) 0.0146(5) Uani 1 1 d . . . H12 H 1.1279 0.1156 1.1957 0.017 Uiso 1 1 calc R . . C13 C 0.7412(2) 0.80075(19) 0.60394(19) 0.0167(5) Uani 1 1 d . . . H13 H 0.8027 0.7972 0.5479 0.020 Uiso 1 1 calc R . . C14 C 0.6394(2) 0.8876(2) 0.5830(2) 0.0196(5) Uani 1 1 d . . . H14 H 0.6322 0.9414 0.5140 0.023 Uiso 1 1 calc R . . C15 C 0.5472(2) 0.8934(2) 0.6671(2) 0.0191(5) Uani 1 1 d . . . H15 H 0.4790 0.9526 0.6549 0.023 Uiso 1 1 calc R . . C16 C 0.5572(2) 0.81151(19) 0.7683(2) 0.0165(5) Uani 1 1 d . . . H16 H 0.4938 0.8156 0.8228 0.020 Uiso 1 1 calc R . . C17 C 0.2691(2) 0.10344(18) 0.84185(19) 0.0134(5) Uani 1 1 d . . . C18 C 0.1838(2) 0.01701(19) 0.8828(2) 0.0188(5) Uani 1 1 d . . . H18 H 0.1282 0.0031 0.8352 0.023 Uiso 1 1 calc R . . C19 C 0.1806(2) -0.0476(2) 0.9915(2) 0.0207(5) Uani 1 1 d . . . H19 H 0.1239 -0.1047 1.0161 0.025 Uiso 1 1 calc R . . C20 C 0.2617(2) -0.02783(19) 1.0645(2) 0.0178(5) Uani 1 1 d . . . H20 H 0.2590 -0.0706 1.1381 0.021 Uiso 1 1 calc R . . C21 C 0.3463(2) 0.05617(18) 1.02613(19) 0.0149(5) Uani 1 1 d . . . H21 H 0.4013 0.0690 1.0748 0.018 Uiso 1 1 calc R . . C22 C 0.3519(2) 0.12285(18) 0.91577(19) 0.0131(5) Uani 1 1 d . . . C23 C 0.4513(2) 0.20389(18) 0.88749(19) 0.0126(5) Uani 1 1 d . . . H23 H 0.5106 0.1957 0.9411 0.015 Uiso 1 1 calc R . . C24 C 0.5803(2) 0.35094(19) 0.78438(19) 0.0138(5) Uani 1 1 d . . . H24A H 0.6442 0.3270 0.7337 0.017 Uiso 1 1 calc R . . H24B H 0.6200 0.3356 0.8544 0.017 Uiso 1 1 calc R . . C25 C 0.5364(2) 0.47981(19) 0.74034(19) 0.0151(5) Uani 1 1 d . . . H25A H 0.4960 0.5087 0.7996 0.018 Uiso 1 1 calc R . . H25B H 0.6113 0.5219 0.7114 0.018 Uiso 1 1 calc R . . C26 C 0.4346(2) 0.60293(18) 0.58319(19) 0.0131(5) Uani 1 1 d . . . H26 H 0.4990 0.6492 0.5859 0.016 Uiso 1 1 calc R . . C27 C 0.3390(2) 0.65610(18) 0.50087(18) 0.0123(4) Uani 1 1 d . . . C28 C 0.3493(2) 0.77526(19) 0.44651(19) 0.0145(5) Uani 1 1 d . . . H28 H 0.4199 0.8094 0.4594 0.017 Uiso 1 1 calc R . . C29 C 0.2582(2) 0.84190(19) 0.37535(19) 0.0169(5) Uani 1 1 d . . . H29 H 0.2675 0.9199 0.3402 0.020 Uiso 1 1 calc R . . C30 C 0.1516(2) 0.7916(2) 0.3563(2) 0.0176(5) Uani 1 1 d . . . H30 H 0.0877 0.8367 0.3101 0.021 Uiso 1 1 calc R . . C31 C 0.1408(2) 0.67489(19) 0.40593(19) 0.0154(5) Uani 1 1 d . . . H31 H 0.0694 0.6423 0.3922 0.018 Uiso 1 1 calc R . . C32 C 0.2345(2) 0.60396(18) 0.47651(18) 0.0126(5) Uani 1 1 d . . . N1 N 0.91272(17) 0.55273(16) 0.79841(16) 0.0136(4) Uani 1 1 d . . . N2 N 0.97422(17) 0.34400(15) 0.95126(16) 0.0133(4) Uani 1 1 d . . . N3 N 0.46686(17) 0.28480(15) 0.79811(16) 0.0125(4) Uani 1 1 d . . . N4 N 0.44324(17) 0.50086(15) 0.65302(15) 0.0126(4) Uani 1 1 d . . . Pd1 Pd 0.819645(15) 0.467424(13) 0.939616(14) 0.01041(5) Uani 1 1 d . . . Pd2 Pd 0.351492(14) 0.356440(13) 0.668097(14) 0.00975(5) Uani 1 1 d . . . Se1 Se 0.65585(2) 0.621691(18) 0.936641(18) 0.01350(6) Uani 1 1 d . . . Se2 Se 0.70408(2) 0.354120(19) 1.092214(19) 0.01439(6) Uani 1 1 d . . . Se3 Se 0.26273(2) 0.177932(18) 0.688803(19) 0.01424(6) Uani 1 1 d . . . Se4 Se 0.20638(2) 0.444317(18) 0.526256(19) 0.01319(6) 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 C1 0.0183(11) 0.0112(10) 0.0126(13) -0.0025(9) -0.0057(9) -0.0052(8) C2 0.0187(11) 0.0116(11) 0.0132(13) -0.0036(9) -0.0034(9) -0.0057(8) C3 0.0206(11) 0.0142(11) 0.0117(13) -0.0055(10) 0.0010(9) -0.0070(9) C4 0.0143(11) 0.0177(12) 0.0156(13) -0.0030(10) 0.0029(9) -0.0029(9) C5 0.0182(11) 0.0160(11) 0.0161(13) -0.0049(10) 0.0037(9) 0.0010(9) C6 0.0118(10) 0.0122(11) 0.0190(13) -0.0072(10) 0.0001(9) -0.0026(8) C7 0.0138(10) 0.0082(10) 0.0166(13) -0.0036(9) -0.0026(9) -0.0015(8) C8 0.0146(10) 0.0107(10) 0.0164(13) -0.0039(9) -0.0024(9) -0.0017(8) C9 0.0165(11) 0.0172(12) 0.0165(14) -0.0024(10) -0.0008(9) -0.0001(9) C10 0.0242(12) 0.0175(12) 0.0115(13) -0.0006(10) -0.0023(9) -0.0022(9) C11 0.0209(11) 0.0115(11) 0.0175(14) -0.0026(10) -0.0072(9) -0.0003(9) C12 0.0137(10) 0.0120(10) 0.0202(14) -0.0074(9) -0.0034(9) -0.0013(8) C13 0.0227(12) 0.0168(12) 0.0134(13) -0.0057(10) -0.0032(9) -0.0076(9) C14 0.0283(13) 0.0143(11) 0.0148(14) 0.0016(10) -0.0085(10) -0.0068(9) C15 0.0206(12) 0.0134(11) 0.0230(14) -0.0025(10) -0.0100(10) -0.0021(9) C16 0.0163(11) 0.0145(11) 0.0199(14) -0.0053(10) -0.0042(9) -0.0031(9) C17 0.0159(10) 0.0095(10) 0.0139(13) -0.0028(9) -0.0001(9) 0.0004(8) C18 0.0242(12) 0.0145(11) 0.0185(14) -0.0035(10) -0.0036(10) -0.0067(9) C19 0.0254(12) 0.0140(11) 0.0209(14) 0.0001(10) 0.0008(10) -0.0082(9) C20 0.0224(12) 0.0126(11) 0.0145(13) 0.0008(9) 0.0015(9) -0.0002(9) C21 0.0164(11) 0.0126(11) 0.0152(13) -0.0045(9) -0.0019(9) 0.0016(8) C22 0.0136(10) 0.0106(10) 0.0152(13) -0.0047(9) 0.0018(9) 0.0000(8) C23 0.0135(10) 0.0131(11) 0.0124(13) -0.0059(9) -0.0031(9) 0.0009(8) C24 0.0107(10) 0.0170(11) 0.0143(13) -0.0044(9) -0.0023(9) -0.0031(8) C25 0.0152(10) 0.0164(11) 0.0152(13) -0.0051(10) -0.0020(9) -0.0048(9) C26 0.0136(10) 0.0127(11) 0.0151(13) -0.0067(9) 0.0018(9) -0.0043(8) C27 0.0154(10) 0.0118(11) 0.0107(12) -0.0049(9) 0.0020(9) -0.0020(8) C28 0.0169(11) 0.0147(11) 0.0139(13) -0.0059(9) 0.0018(9) -0.0062(9) C29 0.0223(11) 0.0112(11) 0.0163(13) -0.0030(9) 0.0031(9) -0.0028(9) C30 0.0187(11) 0.0174(12) 0.0148(13) -0.0028(10) -0.0006(9) 0.0010(9) C31 0.0138(10) 0.0167(11) 0.0155(13) -0.0041(10) 0.0003(9) -0.0028(9) C32 0.0150(10) 0.0127(11) 0.0094(12) -0.0027(9) 0.0036(9) -0.0025(8) N1 0.0153(9) 0.0142(9) 0.0134(11) -0.0066(8) -0.0004(7) -0.0026(7) N2 0.0136(9) 0.0127(9) 0.0147(11) -0.0053(8) 0.0023(8) -0.0040(7) N3 0.0124(9) 0.0119(9) 0.0145(11) -0.0058(8) 0.0008(7) -0.0027(7) N4 0.0133(9) 0.0153(10) 0.0108(10) -0.0057(8) 0.0007(7) -0.0038(7) Pd1 0.01112(8) 0.00978(9) 0.00979(10) -0.00204(7) -0.00061(6) -0.00081(6) Pd2 0.01100(8) 0.00939(9) 0.00909(10) -0.00202(7) -0.00067(6) -0.00345(6) Se1 0.01477(11) 0.01277(11) 0.01131(13) -0.00201(9) -0.00133(8) 0.00189(8) Se2 0.01053(10) 0.01494(12) 0.01395(13) 0.00091(9) 0.00009(8) 0.00025(8) Se3 0.02091(12) 0.01126(11) 0.01145(13) -0.00223(9) -0.00257(9) -0.00658(8) Se4 0.01491(11) 0.01150(11) 0.01303(13) -0.00097(9) -0.00378(9) -0.00532(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C16 1.405(3) . ? C1 C2 1.420(3) . ? C1 Se1 1.893(2) . ? C2 C13 1.408(3) . ? C2 C3 1.457(3) . ? C3 N1 1.284(3) . ? C3 H3 0.9300 . ? C4 N1 1.476(3) . ? C4 C5 1.518(3) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 N2 1.480(3) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 N2 1.284(3) . ? C6 C7 1.454(3) . ? C6 H6 0.9300 . ? C7 C12 1.410(3) . ? C7 C8 1.417(3) . ? C8 C9 1.396(3) . ? C8 Se2 1.899(2) . ? C9 C10 1.376(3) . ? C9 H9 0.9300 . ? C10 C11 1.396(3) . ? C10 H10 0.9300 . ? C11 C12 1.374(3) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.378(3) . ? C13 H13 0.9300 . ? C14 C15 1.395(3) . ? C14 H14 0.9300 . ? C15 C16 1.379(3) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.407(3) . ? C17 C22 1.407(3) . ? C17 Se3 1.898(2) . ? C18 C19 1.378(3) . ? C18 H18 0.9300 . ? C19 C20 1.388(3) . ? C19 H19 0.9300 . ? C20 C21 1.378(3) . ? C20 H20 0.9300 . ? C21 C22 1.403(3) . ? C21 H21 0.9300 . ? C22 C23 1.461(3) . ? C23 N3 1.280(3) . ? C23 H23 0.9300 . ? C24 N3 1.472(3) . ? C24 C25 1.516(3) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 N4 1.475(3) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 N4 1.289(3) . ? C26 C27 1.452(3) . ? C26 H26 0.9300 . ? C27 C32 1.413(3) . ? C27 C28 1.415(3) . ? C28 C29 1.372(3) . ? C28 H28 0.9300 . ? C29 C30 1.393(3) . ? C29 H29 0.9300 . ? C30 C31 1.380(3) . ? C30 H30 0.9300 . ? C31 C32 1.403(3) . ? C31 H31 0.9300 . ? C32 Se4 1.895(2) . ? N1 Pd1 2.0330(18) . ? N2 Pd1 2.0359(18) . ? N3 Pd2 2.0342(19) . ? N4 Pd2 2.0391(17) . ? Pd1 Se1 2.3586(3) . ? Pd1 Se2 2.3639(3) . ? Pd2 Se4 2.3588(3) . ? Pd2 Se3 2.3809(3) . ? 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 C16 C1 C2 118.1(2) . . ? C16 C1 Se1 114.82(17) . . ? C2 C1 Se1 127.11(17) . . ? C13 C2 C1 118.4(2) . . ? C13 C2 C3 114.7(2) . . ? C1 C2 C3 126.7(2) . . ? N1 C3 C2 128.7(2) . . ? N1 C3 H3 115.7 . . ? C2 C3 H3 115.7 . . ? N1 C4 C5 109.73(17) . . ? N1 C4 H4A 109.7 . . ? C5 C4 H4A 109.7 . . ? N1 C4 H4B 109.7 . . ? C5 C4 H4B 109.7 . . ? H4A C4 H4B 108.2 . . ? N2 C5 C4 109.02(17) . . ? N2 C5 H5A 109.9 . . ? C4 C5 H5A 109.9 . . ? N2 C5 H5B 109.9 . . ? C4 C5 H5B 109.9 . . ? H5A C5 H5B 108.3 . . ? N2 C6 C7 128.5(2) . . ? N2 C6 H6 115.8 . . ? C7 C6 H6 115.8 . . ? C12 C7 C8 118.4(2) . . ? C12 C7 C6 115.19(19) . . ? C8 C7 C6 126.3(2) . . ? C9 C8 C7 118.4(2) . . ? C9 C8 Se2 114.51(16) . . ? C7 C8 Se2 127.08(17) . . ? C10 C9 C8 122.1(2) . . ? C10 C9 H9 119.0 . . ? C8 C9 H9 119.0 . . ? C9 C10 C11 119.9(2) . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? C12 C11 C10 119.1(2) . . ? C12 C11 H11 120.4 . . ? C10 C11 H11 120.4 . . ? C11 C12 C7 122.0(2) . . ? C11 C12 H12 119.0 . . ? C7 C12 H12 119.0 . . ? C14 C13 C2 122.5(2) . . ? C14 C13 H13 118.7 . . ? C2 C13 H13 118.7 . . ? C13 C14 C15 118.8(2) . . ? C13 C14 H14 120.6 . . ? C15 C14 H14 120.6 . . ? C16 C15 C14 120.1(2) . . ? C16 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? C15 C16 C1 122.1(2) . . ? C15 C16 H16 118.9 . . ? C1 C16 H16 118.9 . . ? C18 C17 C22 117.9(2) . . ? C18 C17 Se3 114.98(17) . . ? C22 C17 Se3 127.09(16) . . ? C19 C18 C17 121.7(2) . . ? C19 C18 H18 119.1 . . ? C17 C18 H18 119.1 . . ? C18 C19 C20 120.3(2) . . ? C18 C19 H19 119.8 . . ? C20 C19 H19 119.8 . . ? C21 C20 C19 118.9(2) . . ? C21 C20 H20 120.5 . . ? C19 C20 H20 120.5 . . ? C20 C21 C22 121.9(2) . . ? C20 C21 H21 119.1 . . ? C22 C21 H21 119.1 . . ? C21 C22 C17 119.2(2) . . ? C21 C22 C23 114.9(2) . . ? C17 C22 C23 125.7(2) . . ? N3 C23 C22 128.1(2) . . ? N3 C23 H23 116.0 . . ? C22 C23 H23 116.0 . . ? N3 C24 C25 109.02(17) . . ? N3 C24 H24A 109.9 . . ? C25 C24 H24A 109.9 . . ? N3 C24 H24B 109.9 . . ? C25 C24 H24B 109.9 . . ? H24A C24 H24B 108.3 . . ? N4 C25 C24 110.82(17) . . ? N4 C25 H25A 109.5 . . ? C24 C25 H25A 109.5 . . ? N4 C25 H25B 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 108.1 . . ? N4 C26 C27 129.4(2) . . ? N4 C26 H26 115.3 . . ? C27 C26 H26 115.3 . . ? C32 C27 C28 118.4(2) . . ? C32 C27 C26 127.0(2) . . ? C28 C27 C26 114.49(19) . . ? C29 C28 C27 122.0(2) . . ? C29 C28 H28 119.0 . . ? C27 C28 H28 119.0 . . ? C28 C29 C30 119.4(2) . . ? C28 C29 H29 120.3 . . ? C30 C29 H29 120.3 . . ? C31 C30 C29 119.9(2) . . ? C31 C30 H30 120.1 . . ? C29 C30 H30 120.1 . . ? C30 C31 C32 121.9(2) . . ? C30 C31 H31 119.1 . . ? C32 C31 H31 119.1 . . ? C31 C32 C27 118.3(2) . . ? C31 C32 Se4 114.44(16) . . ? C27 C32 Se4 127.21(17) . . ? C3 N1 C4 117.93(18) . . ? C3 N1 Pd1 132.53(15) . . ? C4 N1 Pd1 109.53(14) . . ? C6 N2 C5 117.96(18) . . ? C6 N2 Pd1 132.18(15) . . ? C5 N2 Pd1 109.55(14) . . ? C23 N3 C24 118.71(19) . . ? C23 N3 Pd2 131.82(15) . . ? C24 N3 Pd2 109.16(14) . . ? C26 N4 C25 116.50(18) . . ? C26 N4 Pd2 132.34(16) . . ? C25 N4 Pd2 111.16(13) . . ? N1 Pd1 N2 84.44(7) . . ? N1 Pd1 Se1 95.02(5) . . ? N2 Pd1 Se1 173.09(5) . . ? N1 Pd1 Se2 173.31(5) . . ? N2 Pd1 Se2 94.02(5) . . ? Se1 Pd1 Se2 87.282(10) . . ? N3 Pd2 N4 83.61(7) . . ? N3 Pd2 Se4 175.77(5) . . ? N4 Pd2 Se4 96.23(5) . . ? N3 Pd2 Se3 92.61(5) . . ? N4 Pd2 Se3 174.89(5) . . ? Se4 Pd2 Se3 87.797(10) . . ? C1 Se1 Pd1 105.94(7) . . ? C8 Se2 Pd1 104.60(7) . . ? C17 Se3 Pd2 103.33(7) . . ? C32 Se4 Pd2 106.28(7) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.11 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.535 _refine_diff_density_min -0.504 _refine_diff_density_rms 0.077 _database_code_depnum_ccdc_archive 'CCDC 946623' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_ssz_ak_28 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H14 N2 Ni Se2' _chemical_formula_sum 'C16 H14 N2 Ni Se2' _chemical_formula_weight 450.90 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' Ni Ni 0.3393 1.1124 '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 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 10.398(6) _cell_length_b 12.088(7) _cell_length_c 12.955(7) _cell_angle_alpha 71.269(13) _cell_angle_beta 86.197(18) _cell_angle_gamma 82.699(14) _cell_volume 1529.0(15) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 4523 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 23.95 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.959 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 6.023 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.239 _exptl_absorpt_correction_T_max 0.300 _exptl_absorpt_process_details 'sadabs, bruker, 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 21036 _diffrn_reflns_av_R_equivalents 0.0773 _diffrn_reflns_av_sigmaI/netI 0.0842 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 25.34 _reflns_number_total 5597 _reflns_number_gt 3920 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0509P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5528 _refine_ls_number_parameters 331 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0731 _refine_ls_R_factor_gt 0.0438 _refine_ls_wR_factor_ref 0.1216 _refine_ls_wR_factor_gt 0.1065 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _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 C27 C 0.1613(3) -0.1570(3) 0.5031(3) 0.0405(14) Uani 1 1 d G . . C28 C 0.1512(3) -0.2752(3) 0.5578(3) 0.0488(16) Uani 1 1 d G . . H25 H 0.0814 -0.3100 0.5455 0.059 Uiso 1 1 calc R . . C29 C 0.2455(4) -0.3414(2) 0.6308(3) 0.0570(18) Uani 1 1 d G . . H26 H 0.2388 -0.4204 0.6673 0.068 Uiso 1 1 calc R . . C30 C 0.3498(4) -0.2893(3) 0.6491(3) 0.0582(18) Uani 1 1 d G . . H27 H 0.4129 -0.3336 0.6979 0.070 Uiso 1 1 calc R . . C31 C 0.3599(3) -0.1711(3) 0.5944(3) 0.0463(15) Uani 1 1 d G . . H28 H 0.4297 -0.1363 0.6066 0.056 Uiso 1 1 calc R . . C32 C 0.2656(4) -0.1050(2) 0.5214(3) 0.0398(14) Uani 1 1 d G . . C17 C 0.2249(4) 0.3912(3) 0.1620(2) 0.0446(15) Uani 1 1 d G . . C18 C 0.3076(4) 0.4786(3) 0.1284(3) 0.065(2) Uani 1 1 d G . . H15 H 0.3584 0.4917 0.1789 0.078 Uiso 1 1 calc R . . C19 C 0.3145(4) 0.5466(3) 0.0193(3) 0.073(2) Uani 1 1 d G . . H16 H 0.3698 0.6050 -0.0031 0.088 Uiso 1 1 calc R . . C20 C 0.2386(4) 0.5271(3) -0.0562(3) 0.0626(19) Uani 1 1 d G . . H17 H 0.2432 0.5725 -0.1291 0.075 Uiso 1 1 calc R . . C21 C 0.1559(4) 0.4396(3) -0.0226(3) 0.0513(17) Uani 1 1 d G . . H18 H 0.1052 0.4266 -0.0731 0.062 Uiso 1 1 calc R . . C22 C 0.1490(3) 0.3717(3) 0.0865(3) 0.0404(14) Uani 1 1 d G . . C11 C 0.7480(3) -0.2144(3) 0.2908(3) 0.0399(14) Uani 1 1 d G . . C12 C 0.7627(4) -0.2971(3) 0.3937(3) 0.0526(17) Uani 1 1 d G . . H11 H 0.7032 -0.2936 0.4497 0.063 Uiso 1 1 calc R . . C13 C 0.8664(4) -0.3852(3) 0.4129(3) 0.062(2) Uani 1 1 d G . . H12 H 0.8763 -0.4406 0.4817 0.075 Uiso 1 1 calc R . . C14 C 0.9554(3) -0.3905(3) 0.3292(4) 0.0590(19) Uani 1 1 d G . . H13 H 1.0248 -0.4495 0.3420 0.071 Uiso 1 1 calc R . . C15 C 0.9406(3) -0.3078(3) 0.2263(3) 0.0535(17) Uani 1 1 d G . . H14 H 1.0001 -0.3114 0.1703 0.064 Uiso 1 1 calc R . . C16 C 0.8369(4) -0.2197(3) 0.2071(3) 0.0420(15) Uani 1 1 d G . . C1 C 0.6678(3) 0.2441(3) -0.1773(3) 0.0423(14) Uani 1 1 d G . . C2 C 0.7128(3) 0.2931(3) -0.2838(3) 0.0572(17) Uani 1 1 d G . . H1 H 0.7967 0.2701 -0.3045 0.069 Uiso 1 1 calc R . . C3 C 0.6325(4) 0.3765(3) -0.3593(3) 0.0628(19) Uani 1 1 d G . . H2 H 0.6626 0.4092 -0.4305 0.075 Uiso 1 1 calc R . . C4 C 0.5071(4) 0.4108(3) -0.3284(3) 0.0569(18) Uani 1 1 d G . . H3 H 0.4534 0.4666 -0.3789 0.068 Uiso 1 1 calc R . . C5 C 0.4621(3) 0.3618(3) -0.2219(3) 0.0483(16) Uani 1 1 d G . . H4 H 0.3783 0.3848 -0.2012 0.058 Uiso 1 1 calc R . . C6 C 0.5425(3) 0.2785(3) -0.1464(3) 0.0390(14) Uani 1 1 d G . . Se1 Se 0.79059(6) 0.13646(5) -0.08132(5) 0.04938(19) Uani 1 1 d . . . Se2 Se 0.82886(6) -0.11534(5) 0.06314(5) 0.04607(19) Uani 1 1 d . . . Se4 Se 0.28828(6) 0.05654(5) 0.45854(5) 0.04619(19) Uani 1 1 d . . . Se3 Se 0.22311(7) 0.30807(5) 0.31290(5) 0.0502(2) Uani 1 1 d . . . Ni1 Ni 0.67363(7) 0.03351(6) 0.06255(6) 0.0364(2) Uani 1 1 d . . . Ni2 Ni 0.14257(7) 0.13645(6) 0.32637(6) 0.0357(2) Uani 1 1 d . . . N1 N 0.5327(4) 0.1536(4) 0.0449(4) 0.0388(11) Uani 1 1 d . . . N2 N 0.5918(5) -0.0461(4) 0.1953(4) 0.0427(12) Uani 1 1 d . . . N3 N 0.0393(4) 0.2072(4) 0.2019(4) 0.0435(12) Uani 1 1 d . . . N4 N 0.0584(4) 0.0004(4) 0.3477(4) 0.0415(12) Uani 1 1 d . . . C7 C 0.4869(5) 0.2380(5) -0.0377(5) 0.0429(15) Uani 1 1 d . . . H5 H 0.4078 0.2780 -0.0257 0.052 Uiso 1 1 calc R . . C10 C 0.6297(6) -0.1348(5) 0.2790(5) 0.0466(15) Uani 1 1 d . . . H10 H 0.5733 -0.1491 0.3395 0.056 Uiso 1 1 calc R . . C9 C 0.4573(6) 0.0079(5) 0.2037(6) 0.0574(17) Uani 1 1 d . . . H8 H 0.4300 -0.0071 0.2796 0.069 Uiso 1 1 calc R . . H9 H 0.3985 -0.0241 0.1686 0.069 Uiso 1 1 calc R . . C8 C 0.4581(7) 0.1383(5) 0.1470(6) 0.0551(17) Uani 1 1 d . . . H6 H 0.3701 0.1758 0.1325 0.066 Uiso 1 1 calc R . . H7 H 0.4974 0.1737 0.1927 0.066 Uiso 1 1 calc R . . C23 C 0.0533(6) 0.2889(5) 0.1143(5) 0.0446(15) Uani 1 1 d . . . H19 H -0.0053 0.2972 0.0604 0.054 Uiso 1 1 calc R . . C24 C -0.0770(6) 0.1453(5) 0.2147(5) 0.0537(17) Uani 1 1 d . . . H20 H -0.1152 0.1611 0.1445 0.064 Uiso 1 1 calc R . . H21 H -0.1409 0.1718 0.2622 0.064 Uiso 1 1 calc R . . C25 C -0.0359(6) 0.0173(5) 0.2630(5) 0.0534(18) Uani 1 1 d . . . H22 H -0.1107 -0.0236 0.2945 0.064 Uiso 1 1 calc R . . H23 H 0.0030 -0.0145 0.2069 0.064 Uiso 1 1 calc R . . C26 C 0.0675(6) -0.1021(5) 0.4197(5) 0.0440(15) Uani 1 1 d . . . H24 H 0.0032 -0.1482 0.4176 0.053 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 C27 0.042(4) 0.040(3) 0.040(4) -0.014(3) 0.002(3) -0.007(3) C28 0.053(4) 0.035(3) 0.061(5) -0.017(3) 0.000(3) -0.008(3) C29 0.074(5) 0.043(3) 0.056(5) -0.016(3) 0.002(4) -0.012(3) C30 0.061(5) 0.056(4) 0.053(5) -0.013(3) -0.002(4) -0.003(3) C31 0.042(4) 0.051(4) 0.045(4) -0.011(3) -0.003(3) -0.011(3) C32 0.038(3) 0.047(3) 0.035(4) -0.014(3) 0.007(3) -0.011(3) C17 0.060(4) 0.032(3) 0.044(4) -0.012(3) -0.002(3) -0.011(3) C18 0.091(6) 0.049(4) 0.056(5) -0.006(3) -0.018(4) -0.028(4) C19 0.096(6) 0.055(4) 0.065(6) -0.005(4) -0.006(4) -0.033(4) C20 0.085(5) 0.046(4) 0.047(5) -0.002(3) 0.004(4) -0.008(4) C21 0.062(4) 0.044(3) 0.049(5) -0.015(3) -0.006(3) -0.005(3) C22 0.045(4) 0.033(3) 0.040(4) -0.008(3) -0.007(3) -0.001(3) C11 0.052(4) 0.034(3) 0.035(4) -0.007(3) -0.010(3) -0.013(3) C12 0.062(4) 0.049(3) 0.048(5) -0.014(3) -0.013(3) -0.011(3) C13 0.075(5) 0.052(4) 0.053(5) 0.000(3) -0.025(4) -0.016(4) C14 0.070(5) 0.036(3) 0.060(5) 0.004(3) -0.026(4) -0.003(3) C15 0.057(4) 0.047(3) 0.056(5) -0.013(3) -0.009(3) -0.009(3) C16 0.050(4) 0.033(3) 0.044(4) -0.011(3) -0.021(3) -0.002(3) C1 0.035(3) 0.038(3) 0.050(4) -0.010(3) -0.001(3) -0.004(3) C2 0.055(4) 0.063(4) 0.044(5) -0.007(3) -0.002(3) 0.002(3) C3 0.073(5) 0.065(4) 0.044(5) -0.010(4) -0.006(4) -0.004(4) C4 0.059(5) 0.050(4) 0.058(5) -0.015(3) -0.020(4) 0.011(3) C5 0.045(4) 0.045(3) 0.055(5) -0.016(3) -0.014(3) 0.002(3) C6 0.037(3) 0.030(3) 0.051(4) -0.014(3) -0.006(3) -0.002(2) Se1 0.0351(4) 0.0539(4) 0.0463(4) -0.0007(3) -0.0009(3) 0.0019(3) Se2 0.0475(4) 0.0454(3) 0.0400(4) -0.0100(3) -0.0060(3) 0.0076(3) Se4 0.0452(4) 0.0462(3) 0.0468(4) -0.0079(3) -0.0107(3) -0.0167(3) Se3 0.0687(5) 0.0438(3) 0.0426(4) -0.0127(3) -0.0092(3) -0.0207(3) Ni1 0.0355(4) 0.0369(4) 0.0361(5) -0.0105(3) -0.0033(3) -0.0021(3) Ni2 0.0362(4) 0.0373(4) 0.0360(5) -0.0122(3) -0.0024(3) -0.0104(3) N1 0.039(3) 0.036(2) 0.040(3) -0.012(2) 0.001(2) -0.002(2) N2 0.046(3) 0.038(3) 0.043(3) -0.012(2) 0.002(2) -0.005(2) N3 0.042(3) 0.047(3) 0.043(3) -0.014(3) -0.003(2) -0.013(2) N4 0.042(3) 0.045(3) 0.041(3) -0.014(2) -0.008(2) -0.009(2) C7 0.031(3) 0.039(3) 0.061(5) -0.019(3) -0.003(3) -0.002(3) C10 0.059(4) 0.049(3) 0.035(4) -0.014(3) 0.001(3) -0.020(3) C9 0.055(4) 0.055(4) 0.056(5) -0.012(3) 0.015(3) -0.003(3) C8 0.059(4) 0.052(4) 0.049(5) -0.015(3) 0.005(3) 0.008(3) C23 0.049(4) 0.044(3) 0.044(4) -0.015(3) -0.006(3) -0.011(3) C24 0.043(4) 0.063(4) 0.054(5) -0.013(3) -0.014(3) -0.011(3) C25 0.054(4) 0.053(4) 0.058(5) -0.017(3) -0.018(3) -0.019(3) C26 0.043(4) 0.043(3) 0.051(4) -0.017(3) -0.003(3) -0.015(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 C27 C28 1.3900 . ? C27 C32 1.3900 . ? C27 C26 1.440(6) . ? C28 C29 1.3900 . ? C28 H25 0.9300 . ? C29 C30 1.3900 . ? C29 H26 0.9300 . ? C30 C31 1.3900 . ? C30 H27 0.9300 . ? C31 C32 1.3900 . ? C31 H28 0.9300 . ? C32 Se4 1.898(3) . ? C17 C18 1.3900 . ? C17 C22 1.3900 . ? C17 Se3 1.890(3) . ? C18 C19 1.3900 . ? C18 H15 0.9300 . ? C19 C20 1.3900 . ? C19 H16 0.9300 . ? C20 C21 1.3900 . ? C20 H17 0.9300 . ? C21 C22 1.3900 . ? C21 H18 0.9300 . ? C22 C23 1.448(6) . ? C11 C12 1.3900 . ? C11 C16 1.3900 . ? C11 C10 1.446(7) . ? C12 C13 1.3900 . ? C12 H11 0.9300 . ? C13 C14 1.3900 . ? C13 H12 0.9300 . ? C14 C15 1.3900 . ? C14 H13 0.9300 . ? C15 C16 1.3900 . ? C15 H14 0.9300 . ? C16 Se2 1.887(3) . ? C1 C2 1.3900 . ? C1 C6 1.3900 . ? C1 Se1 1.902(3) . ? C2 C3 1.3900 . ? C2 H1 0.9300 . ? C3 C4 1.3900 . ? C3 H2 0.9300 . ? C4 C5 1.3900 . ? C4 H3 0.9300 . ? C5 C6 1.3900 . ? C5 H4 0.9300 . ? C6 C7 1.441(7) . ? Se1 Ni1 2.2576(13) . ? Se2 Ni1 2.2578(13) . ? Se4 Ni2 2.2518(13) . ? Se3 Ni2 2.2860(13) . ? Ni1 N2 1.887(5) . ? Ni1 N1 1.897(4) . ? Ni2 N4 1.894(4) . ? Ni2 N3 1.896(5) . ? N1 C7 1.287(7) . ? N1 C8 1.460(8) . ? N2 C10 1.298(7) . ? N2 C9 1.478(7) . ? N3 C23 1.257(7) . ? N3 C24 1.474(7) . ? N4 C26 1.286(7) . ? N4 C25 1.469(7) . ? C7 H5 0.9300 . ? C10 H10 0.9300 . ? C9 C8 1.511(8) . ? C9 H8 0.9700 . ? C9 H9 0.9700 . ? C8 H6 0.9700 . ? C8 H7 0.9700 . ? C23 H19 0.9300 . ? C24 C25 1.488(8) . ? C24 H20 0.9700 . ? C24 H21 0.9700 . ? C25 H22 0.9700 . ? C25 H23 0.9700 . ? C26 H24 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C28 C27 C32 120.0 . . ? C28 C27 C26 114.6(3) . . ? C32 C27 C26 124.9(3) . . ? C27 C28 C29 120.0 . . ? C27 C28 H25 120.0 . . ? C29 C28 H25 120.0 . . ? C30 C29 C28 120.0 . . ? C30 C29 H26 120.0 . . ? C28 C29 H26 120.0 . . ? C29 C30 C31 120.0 . . ? C29 C30 H27 120.0 . . ? C31 C30 H27 120.0 . . ? C32 C31 C30 120.0 . . ? C32 C31 H28 120.0 . . ? C30 C31 H28 120.0 . . ? C31 C32 C27 120.0 . . ? C31 C32 Se4 115.07(19) . . ? C27 C32 Se4 124.86(19) . . ? C18 C17 C22 120.0 . . ? C18 C17 Se3 115.3(2) . . ? C22 C17 Se3 124.6(2) . . ? C17 C18 C19 120.0 . . ? C17 C18 H15 120.0 . . ? C19 C18 H15 120.0 . . ? C20 C19 C18 120.0 . . ? C20 C19 H16 120.0 . . ? C18 C19 H16 120.0 . . ? C19 C20 C21 120.0 . . ? C19 C20 H17 120.0 . . ? C21 C20 H17 120.0 . . ? C22 C21 C20 120.0 . . ? C22 C21 H18 120.0 . . ? C20 C21 H18 120.0 . . ? C21 C22 C17 120.0 . . ? C21 C22 C23 115.6(3) . . ? C17 C22 C23 124.2(3) . . ? C12 C11 C16 120.0 . . ? C12 C11 C10 114.4(4) . . ? C16 C11 C10 125.4(4) . . ? C11 C12 C13 120.0 . . ? C11 C12 H11 120.0 . . ? C13 C12 H11 120.0 . . ? C14 C13 C12 120.0 . . ? C14 C13 H12 120.0 . . ? C12 C13 H12 120.0 . . ? C13 C14 C15 120.0 . . ? C13 C14 H13 120.0 . . ? C15 C14 H13 120.0 . . ? C16 C15 C14 120.0 . . ? C16 C15 H14 120.0 . . ? C14 C15 H14 120.0 . . ? C15 C16 C11 120.0 . . ? C15 C16 Se2 115.0(2) . . ? C11 C16 Se2 125.0(2) . . ? C2 C1 C6 120.0 . . ? C2 C1 Se1 115.4(2) . . ? C6 C1 Se1 124.5(2) . . ? C3 C2 C1 120.0 . . ? C3 C2 H1 120.0 . . ? C1 C2 H1 120.0 . . ? C2 C3 C4 120.0 . . ? C2 C3 H2 120.0 . . ? C4 C3 H2 120.0 . . ? C5 C4 C3 120.0 . . ? C5 C4 H3 120.0 . . ? C3 C4 H3 120.0 . . ? C4 C5 C6 120.0 . . ? C4 C5 H4 120.0 . . ? C6 C5 H4 120.0 . . ? C5 C6 C1 120.0 . . ? C5 C6 C7 114.8(3) . . ? C1 C6 C7 125.1(3) . . ? C1 Se1 Ni1 105.75(13) . . ? C16 Se2 Ni1 107.21(13) . . ? C32 Se4 Ni2 107.80(11) . . ? C17 Se3 Ni2 104.55(11) . . ? N2 Ni1 N1 86.9(2) . . ? N2 Ni1 Se1 171.68(14) . . ? N1 Ni1 Se1 94.73(15) . . ? N2 Ni1 Se2 95.99(15) . . ? N1 Ni1 Se2 171.53(14) . . ? Se1 Ni1 Se2 83.60(5) . . ? N4 Ni2 N3 86.52(19) . . ? N4 Ni2 Se4 97.20(14) . . ? N3 Ni2 Se4 172.33(16) . . ? N4 Ni2 Se3 172.87(15) . . ? N3 Ni2 Se3 93.10(13) . . ? Se4 Ni2 Se3 84.03(4) . . ? C7 N1 C8 115.7(5) . . ? C7 N1 Ni1 133.6(4) . . ? C8 N1 Ni1 110.5(4) . . ? C10 N2 C9 115.2(5) . . ? C10 N2 Ni1 133.5(5) . . ? C9 N2 Ni1 111.3(4) . . ? C23 N3 C24 117.3(5) . . ? C23 N3 Ni2 133.6(4) . . ? C24 N3 Ni2 109.0(4) . . ? C26 N4 C25 114.5(4) . . ? C26 N4 Ni2 133.5(4) . . ? C25 N4 Ni2 112.1(4) . . ? N1 C7 C6 128.3(5) . . ? N1 C7 H5 115.9 . . ? C6 C7 H5 115.9 . . ? N2 C10 C11 128.6(6) . . ? N2 C10 H10 115.7 . . ? C11 C10 H10 115.7 . . ? N2 C9 C8 106.3(5) . . ? N2 C9 H8 110.5 . . ? C8 C9 H8 110.5 . . ? N2 C9 H9 110.5 . . ? C8 C9 H9 110.5 . . ? H8 C9 H9 108.7 . . ? N1 C8 C9 107.8(5) . . ? N1 C8 H6 110.1 . . ? C9 C8 H6 110.1 . . ? N1 C8 H7 110.1 . . ? C9 C8 H7 110.1 . . ? H6 C8 H7 108.5 . . ? N3 C23 C22 128.3(5) . . ? N3 C23 H19 115.9 . . ? C22 C23 H19 115.9 . . ? N3 C24 C25 107.7(5) . . ? N3 C24 H20 110.2 . . ? C25 C24 H20 110.2 . . ? N3 C24 H21 110.2 . . ? C25 C24 H21 110.2 . . ? H20 C24 H21 108.5 . . ? N4 C25 C24 108.7(4) . . ? N4 C25 H22 109.9 . . ? C24 C25 H22 109.9 . . ? N4 C25 H23 109.9 . . ? C24 C25 H23 109.9 . . ? H22 C25 H23 108.3 . . ? N4 C26 C27 130.4(5) . . ? N4 C26 H24 114.8 . . ? C27 C26 H24 114.8 . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.34 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.622 _refine_diff_density_min -0.607 _refine_diff_density_rms 0.129 _database_code_depnum_ccdc_archive 'CCDC 946624' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_ptthiolate2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H14 N2 Pt S2' _chemical_formula_sum 'C16 H14 N2 Pt S2' _chemical_formula_weight 493.51 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' Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.5651(9) _cell_length_b 7.9224(9) _cell_length_c 26.820(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.961(2) _cell_angle_gamma 90.00 _cell_volume 1591.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 3957 _cell_measurement_theta_min 2.57 _cell_measurement_theta_max 24.97 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.059 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 936 _exptl_absorpt_coefficient_mu 9.070 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.117 _exptl_absorpt_correction_T_max 0.163 _exptl_absorpt_process_details 'sadabs; bruker, 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 11915 _diffrn_reflns_av_R_equivalents 0.0389 _diffrn_reflns_av_sigmaI/netI 0.0367 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 1.53 _diffrn_reflns_theta_max 25.04 _reflns_number_total 2806 _reflns_number_gt 2295 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0922P)^2^+53.6247P] 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 2806 _refine_ls_number_parameters 160 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0751 _refine_ls_R_factor_gt 0.0644 _refine_ls_wR_factor_ref 0.1941 _refine_ls_wR_factor_gt 0.1849 _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_restrained_S_all 1.085 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pt1 Pt 0.50393(7) 0.75825(7) 0.44817(2) 0.0293(3) Uani 1 1 d . . . S1 S 0.7534(5) 0.6503(5) 0.49163(14) 0.0356(9) Uani 1 1 d . . . S2 S 0.6402(6) 0.7702(7) 0.37986(16) 0.0477(12) Uani 1 1 d . . . N2 N 0.2693(18) 0.8448(16) 0.4102(5) 0.037(3) Uani 1 1 d . . . N1 N 0.3670(18) 0.7743(16) 0.5077(5) 0.036(3) Uani 1 1 d . . . C9 C 0.156(2) 0.915(2) 0.4462(7) 0.046(4) Uani 1 1 d . . . H1A H 0.1931 1.0289 0.4555 0.056 Uiso 1 1 calc R . . H1B H 0.0323 0.9166 0.4311 0.056 Uiso 1 1 calc R . . C8 C 0.179(2) 0.805(2) 0.4905(6) 0.043(4) Uani 1 1 d . . . H2A H 0.1248 0.8584 0.5173 0.051 Uiso 1 1 calc R . . H2B H 0.1187 0.6989 0.4823 0.051 Uiso 1 1 calc R . . C7 C 0.420(2) 0.755(2) 0.5564(7) 0.044(4) Uani 1 1 d . . . H7 H 0.3358 0.7748 0.5778 0.052 Uiso 1 1 calc R . . C6 C 0.599(2) 0.705(2) 0.5801(6) 0.039(4) Uani 1 1 d . . . C1 C 0.7417(19) 0.6545(19) 0.5567(6) 0.034(3) Uani 1 1 d . . . C2 C 0.903(2) 0.605(2) 0.5867(6) 0.041(4) Uani 1 1 d . . . H2 H 0.9993 0.5689 0.5715 0.049 Uiso 1 1 calc R . . C3 C 0.915(3) 0.611(3) 0.6371(7) 0.054(5) Uani 1 1 d . . . H3 H 1.0216 0.5791 0.6566 0.065 Uiso 1 1 calc R . . C4 C 0.770(3) 0.664(3) 0.6612(7) 0.059(5) Uani 1 1 d . . . H4 H 0.7805 0.6666 0.6961 0.070 Uiso 1 1 calc R . . C5 C 0.614(3) 0.712(3) 0.6331(7) 0.055(5) Uani 1 1 d . . . H5 H 0.5181 0.7487 0.6486 0.066 Uiso 1 1 calc R . . C10 C 0.206(2) 0.839(2) 0.3642(7) 0.050(4) Uani 1 1 d . . . H10 H 0.0904 0.8801 0.3555 0.060 Uiso 1 1 calc R . . C11 C 0.295(3) 0.772(3) 0.3230(8) 0.061(2) Uani 1 1 d . . . C16 C 0.470(3) 0.720(3) 0.3264(8) 0.061(2) Uani 1 1 d . . . C15 C 0.535(3) 0.641(3) 0.2875(7) 0.061(2) Uani 1 1 d . . . H15 H 0.6532 0.6045 0.2909 0.073 Uiso 1 1 calc R . . C14 C 0.421(3) 0.616(3) 0.2425(7) 0.061(2) Uani 1 1 d . . . H14 H 0.4619 0.5662 0.2149 0.073 Uiso 1 1 calc R . . C13 C 0.249(3) 0.666(3) 0.2399(7) 0.061(2) Uani 1 1 d . . . H13 H 0.1710 0.6483 0.2104 0.073 Uiso 1 1 calc R . . C12 C 0.189(3) 0.738(2) 0.2773(8) 0.061(2) Uani 1 1 d . . . H12 H 0.0695 0.7694 0.2737 0.073 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pt1 0.0229(4) 0.0297(4) 0.0368(4) -0.0043(2) 0.0092(2) 0.0000(2) S1 0.0276(19) 0.041(2) 0.0391(19) -0.0027(17) 0.0086(15) 0.0028(16) S2 0.035(2) 0.075(3) 0.035(2) -0.002(2) 0.0112(17) 0.004(2) N2 0.035(7) 0.022(7) 0.056(8) -0.001(6) 0.010(6) 0.002(5) N1 0.024(7) 0.035(8) 0.049(8) -0.004(6) 0.009(6) -0.005(5) C9 0.030(9) 0.036(10) 0.076(12) -0.005(8) 0.016(8) 0.001(7) C8 0.030(8) 0.051(10) 0.048(9) -0.005(8) 0.012(7) -0.002(8) C7 0.034(9) 0.048(11) 0.051(10) 0.003(8) 0.014(8) 0.010(7) C6 0.043(10) 0.033(9) 0.042(9) -0.002(7) 0.013(7) -0.013(7) C1 0.023(7) 0.027(8) 0.050(9) -0.009(7) 0.003(6) 0.003(6) C2 0.034(9) 0.039(9) 0.049(9) 0.000(7) 0.005(7) -0.002(7) C3 0.059(12) 0.052(12) 0.047(10) 0.002(9) -0.010(9) 0.001(9) C4 0.075(14) 0.068(14) 0.032(9) 0.005(9) 0.006(9) 0.011(11) C5 0.070(14) 0.059(12) 0.041(10) 0.002(9) 0.024(9) -0.001(10) C10 0.040(10) 0.049(11) 0.057(11) -0.002(9) -0.006(8) 0.003(8) C11 0.074(6) 0.059(5) 0.047(4) 0.001(4) 0.001(4) 0.000(4) C16 0.074(6) 0.059(5) 0.047(4) 0.001(4) 0.001(4) 0.000(4) C15 0.074(6) 0.059(5) 0.047(4) 0.001(4) 0.001(4) 0.000(4) C14 0.074(6) 0.059(5) 0.047(4) 0.001(4) 0.001(4) 0.000(4) C13 0.074(6) 0.059(5) 0.047(4) 0.001(4) 0.001(4) 0.000(4) C12 0.074(6) 0.059(5) 0.047(4) 0.001(4) 0.001(4) 0.000(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt1 N1 2.025(14) . ? Pt1 N2 2.039(13) . ? Pt1 S2 2.225(4) . ? Pt1 S1 2.246(4) . ? S1 C1 1.760(16) . ? S2 C16 1.83(2) . ? N2 C10 1.26(2) . ? N2 C9 1.48(2) . ? N1 C7 1.32(2) . ? N1 C8 1.45(2) . ? C9 C8 1.46(2) . ? C9 H1A 0.9700 . ? C9 H1B 0.9700 . ? C8 H2A 0.9700 . ? C8 H2B 0.9700 . ? C7 C6 1.46(3) . ? C7 H7 0.9300 . ? C6 C1 1.38(2) . ? C6 C5 1.41(2) . ? C1 C2 1.42(2) . ? C2 C3 1.34(2) . ? C2 H2 0.9300 . ? C3 C4 1.42(3) . ? C3 H3 0.9300 . ? C4 C5 1.36(3) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C10 C11 1.47(3) . ? C10 H10 0.9300 . ? C11 C16 1.37(3) . ? C11 C12 1.40(3) . ? C16 C15 1.37(3) . ? C15 C14 1.40(3) . ? C15 H15 0.9300 . ? C14 C13 1.36(3) . ? C14 H14 0.9300 . ? C13 C12 1.29(3) . ? C13 H13 0.9300 . ? C12 H12 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Pt1 N2 82.4(6) . . ? N1 Pt1 S2 173.2(4) . . ? N2 Pt1 S2 92.6(4) . . ? N1 Pt1 S1 95.7(4) . . ? N2 Pt1 S1 176.6(4) . . ? S2 Pt1 S1 89.53(16) . . ? C1 S1 Pt1 110.7(5) . . ? C16 S2 Pt1 106.2(8) . . ? C10 N2 C9 118.4(15) . . ? C10 N2 Pt1 131.6(12) . . ? C9 N2 Pt1 109.9(11) . . ? C7 N1 C8 119.0(14) . . ? C7 N1 Pt1 130.8(12) . . ? C8 N1 Pt1 110.1(10) . . ? C8 C9 N2 107.2(14) . . ? C8 C9 H1A 110.3 . . ? N2 C9 H1A 110.3 . . ? C8 C9 H1B 110.3 . . ? N2 C9 H1B 110.3 . . ? H1A C9 H1B 108.5 . . ? N1 C8 C9 111.0(14) . . ? N1 C8 H2A 109.4 . . ? C9 C8 H2A 109.4 . . ? N1 C8 H2B 109.4 . . ? C9 C8 H2B 109.4 . . ? H2A C8 H2B 108.0 . . ? N1 C7 C6 126.7(15) . . ? N1 C7 H7 116.6 . . ? C6 C7 H7 116.6 . . ? C1 C6 C5 120.7(17) . . ? C1 C6 C7 127.7(15) . . ? C5 C6 C7 111.6(16) . . ? C6 C1 C2 119.1(15) . . ? C6 C1 S1 127.3(12) . . ? C2 C1 S1 113.6(11) . . ? C3 C2 C1 119.8(16) . . ? C3 C2 H2 120.1 . . ? C1 C2 H2 120.1 . . ? C2 C3 C4 121.2(17) . . ? C2 C3 H3 119.4 . . ? C4 C3 H3 119.4 . . ? C5 C4 C3 120.0(16) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 C6 119.3(18) . . ? C4 C5 H5 120.4 . . ? C6 C5 H5 120.4 . . ? N2 C10 C11 126.5(17) . . ? N2 C10 H10 116.8 . . ? C11 C10 H10 116.8 . . ? C16 C11 C12 116(2) . . ? C16 C11 C10 126.6(19) . . ? C12 C11 C10 117(2) . . ? C15 C16 C11 122(2) . . ? C15 C16 S2 114.0(18) . . ? C11 C16 S2 123.4(17) . . ? C16 C15 C14 119(2) . . ? C16 C15 H15 120.7 . . ? C14 C15 H15 120.7 . . ? C13 C14 C15 118(2) . . ? C13 C14 H14 120.8 . . ? C15 C14 H14 120.8 . . ? C12 C13 C14 122(2) . . ? C12 C13 H13 119.0 . . ? C14 C13 H13 119.0 . . ? C13 C12 C11 123(2) . . ? C13 C12 H12 118.4 . . ? C11 C12 H12 118.4 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.402 _refine_diff_density_min -1.195 _refine_diff_density_rms 0.328 _database_code_depnum_ccdc_archive 'CCDC 946625' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_ssz_sp_005_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H14 N2 Pt Se2' _chemical_formula_sum 'C16 H14 N2 Pt Se2' _chemical_formula_weight 587.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 10.4940(12) _cell_length_b 12.1603(15) _cell_length_c 12.8887(16) _cell_angle_alpha 72.482(2) _cell_angle_beta 85.863(2) _cell_angle_gamma 83.337(2) _cell_volume 1556.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 9981 _cell_measurement_theta_min 2.61 _cell_measurement_theta_max 31.94 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.506 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1080 _exptl_absorpt_coefficient_mu 13.684 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.045 _exptl_absorpt_correction_T_max 0.065 _exptl_absorpt_process_details 'sadabs, bruker, 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24568 _diffrn_reflns_av_R_equivalents 0.0472 _diffrn_reflns_av_sigmaI/netI 0.0414 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 27.00 _reflns_number_total 6805 _reflns_number_gt 5752 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0379P)^2^+2.8299P] 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 6805 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0408 _refine_ls_R_factor_gt 0.0319 _refine_ls_wR_factor_ref 0.0856 _refine_ls_wR_factor_gt 0.0817 _refine_ls_goodness_of_fit_ref 1.149 _refine_ls_restrained_S_all 1.149 _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 Pt1 Pt 0.31796(2) 0.46798(2) 0.440581(18) 0.02595(8) Uani 1 1 d . . . Pt2 Pt 0.84795(2) 0.35845(2) 0.169114(18) 0.02396(7) Uani 1 1 d . . . Se1 Se 0.20695(6) 0.35705(7) 0.59705(6) 0.03855(17) Uani 1 1 d . . . Se2 Se 0.15365(7) 0.62001(6) 0.43443(5) 0.03545(16) Uani 1 1 d . . . Se3 Se 0.75614(8) 0.18155(6) 0.19241(5) 0.03811(17) Uani 1 1 d . . . Se4 Se 0.70516(7) 0.44598(6) 0.02656(5) 0.03392(16) Uani 1 1 d . . . N1 N 0.4093(5) 0.5506(5) 0.3006(4) 0.0323(12) Uani 1 1 d . . . C3 C 0.0596(7) 0.8084(6) 0.2676(6) 0.0410(17) Uani 1 1 d . . . H3 H -0.0033 0.8130 0.3212 0.049 Uiso 1 1 calc R . . N3 N 0.9618(5) 0.2888(5) 0.2979(4) 0.0307(12) Uani 1 1 d . . . N4 N 0.9409(5) 0.4999(5) 0.1513(4) 0.0282(11) Uani 1 1 d . . . C1 C 0.5417(7) 0.4969(7) 0.2931(6) 0.0430(18) Uani 1 1 d . . . H1A H 0.5989 0.5292 0.3294 0.052 Uiso 1 1 calc R . . H1B H 0.5707 0.5122 0.2173 0.052 Uiso 1 1 calc R . . C2 C 0.5437(8) 0.3674(7) 0.3466(6) 0.0469(19) Uani 1 1 d . . . H2A H 0.5064 0.3318 0.2995 0.056 Uiso 1 1 calc R . . H2B H 0.6315 0.3331 0.3593 0.056 Uiso 1 1 calc R . . N2 N 0.4692(5) 0.3474(5) 0.4508(5) 0.0334(13) Uani 1 1 d . . . C4 C 0.5148(6) 0.2638(6) 0.5334(6) 0.0345(15) Uani 1 1 d . . . H4 H 0.5934 0.2257 0.5198 0.041 Uiso 1 1 calc R . . C5 C 0.4611(6) 0.2219(5) 0.6430(5) 0.0296(13) Uani 1 1 d . . . C6 C 0.3362(6) 0.2508(6) 0.6793(5) 0.0314(14) Uani 1 1 d . . . C7 C 0.2988(8) 0.1970(7) 0.7891(6) 0.0468(19) Uani 1 1 d . . . H7 H 0.2175 0.2177 0.8153 0.056 Uiso 1 1 calc R . . C8 C 0.3792(8) 0.1158(7) 0.8567(6) 0.0487(19) Uani 1 1 d . . . H8 H 0.3513 0.0798 0.9277 0.058 Uiso 1 1 calc R . . C9 C 0.5017(8) 0.0861(7) 0.8215(6) 0.0454(18) Uani 1 1 d . . . H9 H 0.5568 0.0314 0.8686 0.055 Uiso 1 1 calc R . . C10 C 0.5414(7) 0.1380(6) 0.7164(6) 0.0389(16) Uani 1 1 d . . . H10 H 0.6239 0.1172 0.6928 0.047 Uiso 1 1 calc R . . C11 C 0.3703(7) 0.6391(6) 0.2183(5) 0.0345(15) Uani 1 1 d . . . H11 H 0.4266 0.6542 0.1577 0.041 Uiso 1 1 calc R . . C12 C 0.2545(7) 0.7159(6) 0.2074(5) 0.0333(15) Uani 1 1 d . . . C13 C 0.1590(7) 0.7208(6) 0.2913(5) 0.0337(15) Uani 1 1 d . . . C14 C 0.0517(9) 0.8907(8) 0.1644(7) 0.056(2) Uani 1 1 d . . . H14 H -0.0149 0.9502 0.1509 0.067 Uiso 1 1 calc R . . C15 C 0.1433(10) 0.8835(7) 0.0822(7) 0.056(2) Uani 1 1 d . . . H15 H 0.1374 0.9366 0.0132 0.067 Uiso 1 1 calc R . . C16 C 0.2409(9) 0.7979(7) 0.1046(6) 0.0449(19) Uani 1 1 d . . . H16 H 0.3017 0.7933 0.0494 0.054 Uiso 1 1 calc R . . C17 C 0.9472(6) 0.2063(6) 0.3861(5) 0.0307(14) Uani 1 1 d . . . H17 H 1.0068 0.1977 0.4388 0.037 Uiso 1 1 calc R . . C18 C 0.8508(6) 0.1246(6) 0.4153(5) 0.0308(14) Uani 1 1 d . . . C19 C 0.7683(7) 0.1047(6) 0.3435(5) 0.0321(14) Uani 1 1 d . . . C20 C 0.6882(9) 0.0165(7) 0.3857(7) 0.052(2) Uani 1 1 d . . . H20 H 0.6331 0.0014 0.3394 0.062 Uiso 1 1 calc R . . C21 C 0.6875(9) -0.0485(7) 0.4923(6) 0.054(2) Uani 1 1 d . . . H21 H 0.6338 -0.1076 0.5170 0.065 Uiso 1 1 calc R . . C22 C 0.7671(8) -0.0266(7) 0.5642(6) 0.0473(19) Uani 1 1 d . . . H22 H 0.7647 -0.0680 0.6377 0.057 Uiso 1 1 calc R . . C23 C 0.8480(7) 0.0565(6) 0.5244(6) 0.0388(16) Uani 1 1 d . . . H23 H 0.9042 0.0689 0.5714 0.047 Uiso 1 1 calc R . . C24 C 1.0749(6) 0.3537(6) 0.2850(6) 0.0354(15) Uani 1 1 d . . . H24A H 1.1392 0.3285 0.2369 0.042 Uiso 1 1 calc R . . H24B H 1.1122 0.3397 0.3551 0.042 Uiso 1 1 calc R . . C25 C 1.0329(7) 0.4811(6) 0.2377(6) 0.0356(15) Uani 1 1 d . . . H25A H 0.9930 0.5117 0.2949 0.043 Uiso 1 1 calc R . . H25B H 1.1073 0.5223 0.2079 0.043 Uiso 1 1 calc R . . C26 C 0.9317(6) 0.6022(6) 0.0824(5) 0.0308(14) Uani 1 1 d . . . H26 H 0.9954 0.6483 0.0855 0.037 Uiso 1 1 calc R . . C27 C 0.8373(6) 0.6562(6) 0.0010(5) 0.0284(13) Uani 1 1 d . . . C28 C 0.8480(7) 0.7741(6) -0.0533(6) 0.0368(16) Uani 1 1 d . . . H28 H 0.9176 0.8080 -0.0399 0.044 Uiso 1 1 calc R . . C29 C 0.7599(8) 0.8403(6) -0.1250(6) 0.0413(17) Uani 1 1 d . . . H29 H 0.7704 0.9175 -0.1611 0.050 Uiso 1 1 calc R . . C30 C 0.6534(8) 0.7900(7) -0.1436(6) 0.0452(18) Uani 1 1 d . . . H30 H 0.5897 0.8354 -0.1885 0.054 Uiso 1 1 calc R . . C31 C 0.6428(7) 0.6759(7) -0.0964(6) 0.0392(16) Uani 1 1 d . . . H31 H 0.5730 0.6438 -0.1121 0.047 Uiso 1 1 calc R . . C32 C 0.7345(6) 0.6034(6) -0.0237(5) 0.0299(14) 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 Pt1 0.02713(13) 0.02767(14) 0.02534(13) -0.01185(10) -0.00319(9) 0.00018(10) Pt2 0.02571(13) 0.02622(13) 0.02366(12) -0.01177(9) -0.00095(9) -0.00569(9) Se1 0.0262(3) 0.0433(4) 0.0368(4) -0.0018(3) 0.0008(3) 0.0061(3) Se2 0.0386(4) 0.0357(4) 0.0298(3) -0.0104(3) -0.0049(3) 0.0096(3) Se3 0.0557(4) 0.0320(4) 0.0315(3) -0.0107(3) -0.0090(3) -0.0163(3) Se4 0.0382(4) 0.0323(4) 0.0332(3) -0.0073(3) -0.0110(3) -0.0120(3) N1 0.038(3) 0.035(3) 0.029(3) -0.015(2) 0.000(2) -0.008(2) C3 0.047(4) 0.035(4) 0.042(4) -0.009(3) -0.015(3) -0.007(3) N3 0.034(3) 0.034(3) 0.029(3) -0.016(2) -0.004(2) -0.001(2) N4 0.029(3) 0.029(3) 0.033(3) -0.017(2) -0.003(2) -0.006(2) C1 0.039(4) 0.049(5) 0.037(4) -0.011(3) 0.010(3) -0.002(3) C2 0.049(4) 0.052(5) 0.041(4) -0.022(4) 0.016(4) 0.002(4) N2 0.028(3) 0.037(3) 0.041(3) -0.022(3) 0.003(2) -0.004(2) C4 0.026(3) 0.029(3) 0.050(4) -0.015(3) -0.009(3) 0.007(3) C5 0.033(3) 0.023(3) 0.036(3) -0.015(3) -0.007(3) 0.001(3) C6 0.033(3) 0.028(3) 0.034(3) -0.011(3) -0.004(3) -0.002(3) C7 0.050(5) 0.043(4) 0.040(4) -0.004(3) -0.002(3) 0.007(4) C8 0.053(5) 0.048(5) 0.038(4) -0.006(3) -0.005(4) 0.008(4) C9 0.049(5) 0.042(4) 0.044(4) -0.012(3) -0.020(4) 0.009(4) C10 0.036(4) 0.032(4) 0.054(4) -0.022(3) -0.009(3) 0.008(3) C11 0.048(4) 0.033(4) 0.026(3) -0.014(3) 0.000(3) -0.007(3) C12 0.043(4) 0.026(3) 0.035(3) -0.011(3) -0.006(3) -0.011(3) C13 0.044(4) 0.026(3) 0.033(3) -0.008(3) -0.011(3) -0.007(3) C14 0.053(5) 0.046(5) 0.064(5) -0.003(4) -0.029(4) -0.006(4) C15 0.084(7) 0.045(5) 0.040(4) -0.003(4) -0.028(4) -0.020(5) C16 0.067(5) 0.036(4) 0.035(4) -0.010(3) -0.009(4) -0.017(4) C17 0.031(3) 0.033(4) 0.030(3) -0.012(3) -0.009(3) 0.001(3) C18 0.034(3) 0.027(3) 0.032(3) -0.012(3) 0.003(3) -0.002(3) C19 0.040(4) 0.026(3) 0.030(3) -0.009(3) -0.003(3) -0.002(3) C20 0.078(6) 0.035(4) 0.047(4) -0.011(3) -0.011(4) -0.022(4) C21 0.077(6) 0.041(5) 0.043(4) -0.003(4) -0.002(4) -0.026(4) C22 0.063(5) 0.035(4) 0.039(4) -0.004(3) 0.005(4) -0.006(4) C23 0.046(4) 0.039(4) 0.034(4) -0.015(3) -0.007(3) 0.002(3) C24 0.028(3) 0.040(4) 0.040(4) -0.013(3) -0.006(3) -0.004(3) C25 0.039(4) 0.034(4) 0.040(4) -0.016(3) -0.011(3) -0.007(3) C26 0.031(3) 0.033(4) 0.037(3) -0.020(3) 0.002(3) -0.012(3) C27 0.028(3) 0.028(3) 0.031(3) -0.012(3) 0.002(3) -0.003(3) C28 0.046(4) 0.031(4) 0.038(4) -0.017(3) -0.001(3) -0.007(3) C29 0.055(5) 0.027(4) 0.042(4) -0.009(3) -0.006(3) -0.001(3) C30 0.047(4) 0.040(4) 0.047(4) -0.013(3) -0.008(4) 0.005(4) C31 0.032(4) 0.046(4) 0.036(4) -0.006(3) -0.004(3) -0.003(3) C32 0.033(3) 0.027(3) 0.031(3) -0.010(3) -0.002(3) -0.003(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt1 N2 2.015(6) . ? Pt1 N1 2.017(5) . ? Pt1 Se2 2.3641(7) . ? Pt1 Se1 2.3731(7) . ? Pt2 N4 2.020(5) . ? Pt2 N3 2.026(5) . ? Pt2 Se4 2.3672(7) . ? Pt2 Se3 2.3866(7) . ? Se1 C6 1.900(7) . ? Se2 C13 1.884(7) . ? Se3 C19 1.895(6) . ? Se4 C32 1.882(6) . ? N1 C11 1.313(9) . ? N1 C1 1.475(9) . ? C3 C13 1.381(10) . ? C3 C14 1.405(11) . ? C3 H3 0.9300 . ? N3 C17 1.283(8) . ? N3 C24 1.472(8) . ? N4 C26 1.290(8) . ? N4 C25 1.475(8) . ? C1 C2 1.515(11) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 N2 1.473(8) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? N2 C4 1.306(9) . ? C4 C5 1.446(9) . ? C4 H4 0.9300 . ? C5 C6 1.401(9) . ? C5 C10 1.408(10) . ? C6 C7 1.416(10) . ? C7 C8 1.357(11) . ? C7 H7 0.9300 . ? C8 C9 1.377(11) . ? C8 H8 0.9300 . ? C9 C10 1.367(11) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C12 1.432(10) . ? C11 H11 0.9300 . ? C12 C16 1.403(10) . ? C12 C13 1.430(10) . ? C14 C15 1.394(13) . ? C14 H14 0.9300 . ? C15 C16 1.353(12) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.452(9) . ? C17 H17 0.9300 . ? C18 C23 1.401(9) . ? C18 C19 1.402(9) . ? C19 C20 1.395(10) . ? C20 C21 1.363(11) . ? C20 H20 0.9300 . ? C21 C22 1.393(12) . ? C21 H21 0.9300 . ? C22 C23 1.352(10) . ? C22 H22 0.9300 . ? C23 H23 0.9300 . ? C24 C25 1.509(10) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 C27 1.448(9) . ? C26 H26 0.9300 . ? C27 C28 1.407(9) . ? C27 C32 1.418(9) . ? C28 C29 1.363(10) . ? C28 H28 0.9300 . ? C29 C30 1.402(11) . ? C29 H29 0.9300 . ? C30 C31 1.350(11) . ? C30 H30 0.9300 . ? C31 C32 1.421(10) . ? C31 H31 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Pt1 N1 83.3(2) . . ? N2 Pt1 Se2 174.44(15) . . ? N1 Pt1 Se2 95.51(17) . . ? N2 Pt1 Se1 94.55(16) . . ? N1 Pt1 Se1 174.42(15) . . ? Se2 Pt1 Se1 87.08(3) . . ? N4 Pt2 N3 83.2(2) . . ? N4 Pt2 Se4 96.19(16) . . ? N3 Pt2 Se4 175.96(15) . . ? N4 Pt2 Se3 174.96(15) . . ? N3 Pt2 Se3 93.28(16) . . ? Se4 Pt2 Se3 87.58(3) . . ? C6 Se1 Pt1 104.9(2) . . ? C13 Se2 Pt1 106.4(2) . . ? C19 Se3 Pt2 103.6(2) . . ? C32 Se4 Pt2 106.1(2) . . ? C11 N1 C1 117.4(6) . . ? C11 N1 Pt1 131.3(5) . . ? C1 N1 Pt1 111.3(4) . . ? C13 C3 C14 121.4(8) . . ? C13 C3 H3 119.3 . . ? C14 C3 H3 119.3 . . ? C17 N3 C24 118.3(6) . . ? C17 N3 Pt2 131.4(5) . . ? C24 N3 Pt2 110.2(4) . . ? C26 N4 C25 115.3(5) . . ? C26 N4 Pt2 132.7(4) . . ? C25 N4 Pt2 111.9(4) . . ? N1 C1 C2 108.6(6) . . ? N1 C1 H1A 110.0 . . ? C2 C1 H1A 110.0 . . ? N1 C1 H1B 110.0 . . ? C2 C1 H1B 110.0 . . ? H1A C1 H1B 108.3 . . ? N2 C2 C1 108.6(6) . . ? N2 C2 H2A 110.0 . . ? C1 C2 H2A 110.0 . . ? N2 C2 H2B 110.0 . . ? C1 C2 H2B 110.0 . . ? H2A C2 H2B 108.3 . . ? C4 N2 C2 117.2(6) . . ? C4 N2 Pt1 131.4(5) . . ? C2 N2 Pt1 111.2(5) . . ? N2 C4 C5 129.5(6) . . ? N2 C4 H4 115.3 . . ? C5 C4 H4 115.3 . . ? C6 C5 C10 118.3(6) . . ? C6 C5 C4 126.3(6) . . ? C10 C5 C4 115.2(6) . . ? C5 C6 C7 118.3(6) . . ? C5 C6 Se1 127.1(5) . . ? C7 C6 Se1 114.6(5) . . ? C8 C7 C6 121.3(7) . . ? C8 C7 H7 119.4 . . ? C6 C7 H7 119.4 . . ? C7 C8 C9 120.8(8) . . ? C7 C8 H8 119.6 . . ? C9 C8 H8 119.6 . . ? C10 C9 C8 119.3(7) . . ? C10 C9 H9 120.4 . . ? C8 C9 H9 120.4 . . ? C9 C10 C5 122.0(7) . . ? C9 C10 H10 119.0 . . ? C5 C10 H10 119.0 . . ? N1 C11 C12 130.0(6) . . ? N1 C11 H11 115.0 . . ? C12 C11 H11 115.0 . . ? C16 C12 C11 114.6(7) . . ? C16 C12 C13 118.7(7) . . ? C11 C12 C13 126.6(6) . . ? C3 C13 C12 118.0(6) . . ? C3 C13 Se2 115.1(5) . . ? C12 C13 Se2 126.9(5) . . ? C15 C14 C3 120.1(8) . . ? C15 C14 H14 119.9 . . ? C3 C14 H14 119.9 . . ? C16 C15 C14 118.9(8) . . ? C16 C15 H15 120.6 . . ? C14 C15 H15 120.6 . . ? C15 C16 C12 122.8(8) . . ? C15 C16 H16 118.6 . . ? C12 C16 H16 118.6 . . ? N3 C17 C18 129.1(6) . . ? N3 C17 H17 115.5 . . ? C18 C17 H17 115.5 . . ? C23 C18 C19 118.9(6) . . ? C23 C18 C17 115.2(6) . . ? C19 C18 C17 125.8(6) . . ? C20 C19 C18 117.3(6) . . ? C20 C19 Se3 115.5(5) . . ? C18 C19 Se3 127.3(5) . . ? C21 C20 C19 122.6(8) . . ? C21 C20 H20 118.7 . . ? C19 C20 H20 118.7 . . ? C20 C21 C22 120.1(7) . . ? C20 C21 H21 120.0 . . ? C22 C21 H21 120.0 . . ? C23 C22 C21 118.3(7) . . ? C23 C22 H22 120.8 . . ? C21 C22 H22 120.8 . . ? C22 C23 C18 122.8(7) . . ? C22 C23 H23 118.6 . . ? C18 C23 H23 118.6 . . ? N3 C24 C25 108.5(6) . . ? N3 C24 H24A 110.0 . . ? C25 C24 H24A 110.0 . . ? N3 C24 H24B 110.0 . . ? C25 C24 H24B 110.0 . . ? H24A C24 H24B 108.4 . . ? N4 C25 C24 110.8(5) . . ? N4 C25 H25A 109.5 . . ? C24 C25 H25A 109.5 . . ? N4 C25 H25B 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 108.1 . . ? N4 C26 C27 129.7(6) . . ? N4 C26 H26 115.1 . . ? C27 C26 H26 115.1 . . ? C28 C27 C32 118.6(6) . . ? C28 C27 C26 114.9(6) . . ? C32 C27 C26 126.4(6) . . ? C29 C28 C27 122.3(7) . . ? C29 C28 H28 118.8 . . ? C27 C28 H28 118.8 . . ? C28 C29 C30 118.9(7) . . ? C28 C29 H29 120.5 . . ? C30 C29 H29 120.5 . . ? C31 C30 C29 120.3(7) . . ? C31 C30 H30 119.8 . . ? C29 C30 H30 119.8 . . ? C30 C31 C32 122.3(7) . . ? C30 C31 H31 118.9 . . ? C32 C31 H31 118.9 . . ? C31 C32 C27 117.3(6) . . ? C31 C32 Se4 115.0(5) . . ? C27 C32 Se4 127.7(5) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.793 _refine_diff_density_min -2.621 _refine_diff_density_rms 0.288 _database_code_depnum_ccdc_archive 'CCDC 946626'