Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name 'Verani, Gaetano' 'Albano, V. G.' 'Aragoni, M Carla' 'Area, Massimiliano' 'Castellari, Carlo' 'Demartin, Francesco' 'Devillanova, Francesco A.' 'Isaia, Francesco' 'Lippolis, Vito' 'loddo, Laura' _publ_contact_author_name 'Prof Gaetano Verani' _publ_contact_author_address ; Dipartimento di Chimica Inorganica ed Analitica Universita degli Studi di Cagliari Cittadella Universitaria SS 554 - bivio Sestu Monserrato (CA) 09042 ITALY ; _publ_contact_author_email 'VERANI@UNICA.IT' _publ_section_title ; An unprecedented example of cis-phosphonodithioato NiII complex built in by an extensive hydrogen bonding supramolecular network ; data_compound_2 _database_code_CSD 178335 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H15 N2 O P S2' _chemical_formula_weight 262.32 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 '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' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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' _symmetry_cell_setting 'monoclinic unique axis b' _symmetry_space_group_name_H-M 'P21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.4077(13) _cell_length_b 6.1908(5) _cell_length_c 13.7291(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.240(10) _cell_angle_gamma 90.00 _cell_volume 1224.56(18) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1024 _cell_measurement_theta_min 3.2 _cell_measurement_theta_max 32.0 _exptl_crystal_description prism _exptl_crystal_colour white _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.423 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 552 _exptl_absorpt_coefficient_mu 0.542 _exptl_absorpt_correction_type 'SADABS' _exptl_absorpt_correction_T_min 0.88 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details 'theta dependent correction' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'CCD Smart diffractometer' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16240 _diffrn_reflns_av_R_equivalents 0.0320 _diffrn_reflns_av_sigmaI/netI 0.1323 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.83 _diffrn_reflns_theta_max 32.22 _reflns_number_total 4052 _reflns_number_gt 2742 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0457P)^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 4052 _refine_ls_number_parameters 196 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0737 _refine_ls_R_factor_gt 0.0499 _refine_ls_wR_factor_ref 0.1150 _refine_ls_wR_factor_gt 0.1098 _refine_ls_goodness_of_fit_ref 0.877 _refine_ls_restrained_S_all 0.877 _refine_ls_shift/su_max 0.101 _refine_ls_shift/su_mean 0.008 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 S1 S 0.65091(4) 0.98970(10) 0.72769(4) 0.03811(15) Uani 1 1 d . . . S2 S 0.60736(4) 1.40593(9) 0.57132(4) 0.03838(15) Uani 1 1 d . . . P P 0.68185(3) 1.14724(9) 0.60610(4) 0.02799(13) Uani 1 1 d . . . O O 1.08590(11) 1.3396(3) 0.63191(15) 0.0572(5) Uani 1 1 d . . . N1 N 0.67093(14) 0.9605(3) 0.51980(14) 0.0350(4) Uani 1 1 d . . . N2 N 0.54719(15) 1.1647(4) 0.36642(17) 0.0439(5) Uani 1 1 d . . . C1 C 0.69336(16) 0.9910(4) 0.41734(17) 0.0391(5) Uani 1 1 d . . . C2 C 0.60862(19) 0.9755(4) 0.35288(18) 0.0427(5) Uani 1 1 d . . . C3 C 0.80357(13) 1.2207(4) 0.61220(14) 0.0303(4) Uani 1 1 d . . . C4 C 0.86963(15) 1.0606(4) 0.59836(18) 0.0389(5) Uani 1 1 d . . . C5 C 0.96303(16) 1.1062(4) 0.60672(19) 0.0428(6) Uani 1 1 d . . . C6 C 0.99230(14) 1.3136(4) 0.62796(17) 0.0381(5) Uani 1 1 d . . . C7 C 0.92809(17) 1.4729(4) 0.6435(2) 0.0429(6) Uani 1 1 d . . . C8 C 0.83358(16) 1.4252(4) 0.63568(18) 0.0389(5) Uani 1 1 d . . . C9 C 1.1215(2) 1.5514(6) 0.6338(3) 0.0545(7) Uani 1 1 d . . . H1A H 0.7439(18) 0.887(5) 0.398(2) 0.058(8) Uiso 1 1 d . . . H1B H 0.7236(17) 1.129(4) 0.4078(18) 0.045(7) Uiso 1 1 d . . . HN1A H 0.6635(18) 0.847(4) 0.5376(19) 0.045(8) Uiso 1 1 d . . . H2 H 0.8514(15) 0.919(4) 0.5824(17) 0.038(6) Uiso 1 1 d . . . H2A H 0.5723(19) 0.867(4) 0.3722(19) 0.050(8) Uiso 1 1 d . . . HN2A H 0.569(2) 1.271(5) 0.331(2) 0.066(10) Uiso 1 1 d . . . HN2B H 0.479(2) 1.140(5) 0.352(2) 0.082(10) Uiso 1 1 d . . . H2B H 0.6308(17) 0.980(4) 0.2738(19) 0.049(7) Uiso 1 1 d . . . HN2C H 0.5417(18) 1.211(5) 0.433(2) 0.066(9) Uiso 1 1 d . . . H5 H 1.0084(18) 1.000(4) 0.6011(19) 0.055(8) Uiso 1 1 d . . . H7 H 0.9475(16) 1.596(4) 0.6525(18) 0.039(7) Uiso 1 1 d . . . H8 H 0.7948(16) 1.521(4) 0.6508(17) 0.033(6) Uiso 1 1 d . . . H9A H 1.102(2) 1.626(5) 0.581(3) 0.077(11) Uiso 1 1 d . . . H9B H 1.186(2) 1.541(5) 0.630(2) 0.061(8) Uiso 1 1 d . . . H9C H 1.101(3) 1.636(7) 0.689(3) 0.112(15) 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 S1 0.0384(3) 0.0428(3) 0.0330(3) 0.0051(2) -0.0006(2) -0.0063(2) S2 0.0395(3) 0.0300(3) 0.0456(3) -0.0040(2) -0.0100(2) 0.0067(2) P 0.0289(2) 0.0265(3) 0.0285(2) -0.0004(2) -0.00279(18) -0.0018(2) O 0.0297(8) 0.0561(12) 0.0857(14) 0.0140(11) -0.0070(8) -0.0048(8) N1 0.0488(11) 0.0249(9) 0.0313(9) -0.0014(8) -0.0049(8) -0.0036(8) N2 0.0406(11) 0.0517(13) 0.0394(11) -0.0010(10) -0.0044(9) -0.0056(10) C1 0.0388(11) 0.0431(13) 0.0354(11) -0.0038(10) 0.0027(9) -0.0004(11) C2 0.0539(14) 0.0417(14) 0.0325(11) -0.0068(10) -0.0031(10) -0.0081(12) C3 0.0297(9) 0.0324(10) 0.0288(9) 0.0033(8) -0.0020(7) -0.0032(8) C4 0.0358(11) 0.0309(11) 0.0498(14) -0.0014(10) -0.0022(10) -0.0009(9) C5 0.0342(11) 0.0430(14) 0.0512(14) 0.0007(11) 0.0009(10) 0.0066(10) C6 0.0291(10) 0.0445(13) 0.0406(12) 0.0083(10) -0.0036(8) -0.0039(9) C7 0.0422(12) 0.0320(12) 0.0545(15) 0.0011(11) -0.0067(10) -0.0096(10) C8 0.0351(11) 0.0337(12) 0.0479(13) -0.0008(10) -0.0009(10) 0.0041(9) C9 0.0396(14) 0.0644(19) 0.0596(18) 0.0118(16) -0.0099(13) -0.0166(13) _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 S1 P 1.9856(8) . ? S2 P 1.9850(8) . ? P N1 1.6625(19) . ? P C3 1.813(2) . ? O C6 1.359(3) . ? O C9 1.408(4) . ? N1 C1 1.457(3) . ? N2 C2 1.480(3) . ? C1 C2 1.508(3) . ? C3 C8 1.375(3) . ? C3 C4 1.388(3) . ? C4 C5 1.379(3) . ? C5 C6 1.382(3) . ? C6 C7 1.370(3) . ? C7 C8 1.397(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 N1 P C3 107.21(10) . . ? N1 P S2 109.90(8) . . ? C3 P S2 109.30(7) . . ? N1 P S1 103.69(8) . . ? C3 P S1 107.75(7) . . ? S2 P S1 118.38(4) . . ? C6 O C9 118.2(2) . . ? C1 N1 P 125.25(17) . . ? N1 C1 C2 112.1(2) . . ? N2 C2 C1 111.0(2) . . ? C8 C3 C4 118.3(2) . . ? C8 C3 P 123.00(17) . . ? C4 C3 P 118.57(17) . . ? C5 C4 C3 120.8(2) . . ? C4 C5 C6 120.3(2) . . ? O C6 C7 125.4(2) . . ? O C6 C5 114.9(2) . . ? C7 C6 C5 119.7(2) . . ? C6 C7 C8 119.6(2) . . ? C3 C8 C7 121.2(2) . . ? _diffrn_measured_fraction_theta_max 0.932 _diffrn_reflns_theta_full 32.22 _diffrn_measured_fraction_theta_full 0.932 _refine_diff_density_max 0.796 _refine_diff_density_min -0.241 _refine_diff_density_rms 0.086 #===end data_compound_3 _database_code_CSD 178336 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H26 N2 Ni O5 P2 S4' _chemical_formula_weight 575.28 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' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'monoclinic unique axis b' _symmetry_space_group_name_H-M 'Pc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' _cell_length_a 7.085(2) _cell_length_b 16.205(10) _cell_length_c 10.550(10) _cell_angle_alpha 90.00(6) _cell_angle_beta 96.62(3) _cell_angle_gamma 90.00(4) _cell_volume 1203.2(14) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 9.02 _cell_measurement_theta_max 18.05 _exptl_crystal_description prism _exptl_crystal_colour purple _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.588 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 596 _exptl_absorpt_coefficient_mu 1.316 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.890 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CAD4 diffractometer' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time '3600 sec' _diffrn_standards_decay_% ? _diffrn_reflns_number 3680 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0188 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 30.24 _reflns_number_total 3680 _reflns_number_gt 3344 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0531P)^2^+0.1107P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.006(10) _refine_ls_number_reflns 3680 _refine_ls_number_parameters 309 _refine_ls_number_restraints 11 _refine_ls_R_factor_all 0.0338 _refine_ls_R_factor_gt 0.0276 _refine_ls_wR_factor_ref 0.0740 _refine_ls_wR_factor_gt 0.0710 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.011 _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 Ni Ni 0.48311(5) 0.68556(2) 0.68334(4) 0.02320(8) Uani 1 1 d . . . S1 S 0.37016(10) 0.65993(5) 0.86849(7) 0.02867(16) Uani 1 1 d . . . S2 S 0.77305(10) 0.66759(6) 0.78199(7) 0.03065(16) Uani 1 1 d . . . S3 S 0.19207(10) 0.69777(5) 0.58360(8) 0.02981(16) Uani 1 1 d . . . S4 S 0.59692(10) 0.71659(5) 0.50087(7) 0.02720(15) Uani 1 1 d . . . P1 P 0.64283(10) 0.67414(4) 0.94380(7) 0.02340(14) Uani 1 1 d . . . P2 P 0.32084(10) 0.73026(5) 0.42863(7) 0.02464(15) Uani 1 1 d . . . C1 C 0.2738(4) 0.83642(17) 0.3900(3) 0.0244(5) Uani 1 1 d . . . C2 C 0.3352(5) 0.8685(2) 0.2784(3) 0.0322(6) Uani 1 1 d . . . H2 H 0.3958 0.8343 0.2250 0.039 Uiso 1 1 calc R . . C3 C 0.3061(5) 0.9503(2) 0.2473(3) 0.0336(6) Uani 1 1 d . . . H3 H 0.3492 0.9713 0.1738 0.040 Uiso 1 1 calc R . . C4 C 0.2122(4) 1.0021(2) 0.3254(3) 0.0273(5) Uani 1 1 d . . . O1 O 0.1928(3) 1.08161(14) 0.2870(3) 0.0352(5) Uani 1 1 d . . . C5 C 0.1481(4) 0.97059(18) 0.4363(3) 0.0280(5) Uani 1 1 d . . . H5 H 0.0839 1.0045 0.4881 0.034 Uiso 1 1 calc R . . C6 C 0.1811(4) 0.88844(19) 0.4681(3) 0.0275(5) Uani 1 1 d . . . H6 H 0.1409 0.8677 0.5427 0.033 Uiso 1 1 calc R . . C7 C 0.0931(6) 1.1362(2) 0.3614(4) 0.0441(8) Uani 1 1 d . . . H7A H -0.0299 1.1138 0.3705 0.050(5) Uiso 1 1 calc R . . H7B H 0.0787 1.1889 0.3196 0.050(5) Uiso 1 1 calc R . . H7C H 0.1634 1.1429 0.4441 0.050(5) Uiso 1 1 calc R . . C8 C 0.6761(4) 0.77544(17) 1.0129(3) 0.0248(5) Uani 1 1 d . . . C9 C 0.6010(4) 0.84436(19) 0.9479(3) 0.0290(6) Uani 1 1 d . . . H9 H 0.530(6) 0.838(3) 0.861(4) 0.038(11) Uiso 1 1 d . . . C10 C 0.6329(4) 0.92287(19) 0.9961(3) 0.0304(6) Uani 1 1 d . . . H10 H 0.5817 0.9683 0.9506 0.048(12) Uiso 1 1 calc R . . C11 C 0.7412(4) 0.93359(19) 1.1126(3) 0.0308(6) Uani 1 1 d . . . O2 O 0.7805(4) 1.00789(15) 1.1683(3) 0.0456(7) Uani 1 1 d . . . C12 C 0.8161(5) 0.8653(2) 1.1788(4) 0.0386(7) Uani 1 1 d . . . H12 H 0.8888 0.8720 1.2573 0.046 Uiso 1 1 calc R . . C13 C 0.7835(5) 0.7874(2) 1.1289(3) 0.0356(7) Uani 1 1 d . . . H13 H 0.8349 0.7420 1.1744 0.043 Uiso 1 1 calc R . . C14 C 0.7096(6) 1.0807(2) 1.1045(5) 0.0461(9) Uani 1 1 d . . . H14A H 0.7536 1.0834 1.0219 0.050(5) Uiso 1 1 calc R . . H14B H 0.7541 1.1281 1.1537 0.050(5) Uiso 1 1 calc R . . H14C H 0.5733 1.0798 1.0949 0.050(5) Uiso 1 1 calc R . . C15 C 0.2402(5) 0.5238(2) 0.1169(3) 0.0331(6) Uani 1 1 d . . . H15A H 0.2702 0.4756 0.0685 0.040 Uiso 1 1 calc R . . H15B H 0.1921 0.5662 0.0566 0.040 Uiso 1 1 calc R . . C16 C 0.0868(4) 0.5014(2) 0.1996(4) 0.0334(6) Uani 1 1 d . . . H16A H -0.0030 0.4642 0.1526 0.040 Uiso 1 1 calc R . . H16B H 0.1442 0.4724 0.2748 0.040 Uiso 1 1 calc R . . N1 N 0.4151(4) 0.5540(2) 0.1917(3) 0.0359(6) Uani 1 1 d D . . H17 H 0.488(6) 0.578(3) 0.143(4) 0.042(6) Uiso 1 1 d D . . H18 H 0.452(6) 0.510(2) 0.238(4) 0.042(6) Uiso 1 1 d D . . N2 N -0.0174(4) 0.57480(18) 0.2402(3) 0.0304(5) Uani 1 1 d D . . H19 H -0.086(6) 0.565(3) 0.300(4) 0.042(6) Uiso 1 1 d D . . H20 H -0.078(6) 0.597(3) 0.173(3) 0.042(6) Uiso 1 1 d D . . O3 O 0.7068(3) 0.61069(13) 1.0454(2) 0.0284(4) Uani 1 1 d D . . H21 H 0.673(10) 0.566(2) 1.064(8) 0.100 Uiso 1 1 d D . . O4 O 0.2666(4) 0.67982(15) 0.3097(2) 0.0378(5) Uani 1 1 d D . . H22 H 0.325(10) 0.639(3) 0.279(7) 0.100 Uiso 1 1 d D . . O5 O 0.7149(5) 0.53727(17) 0.4073(3) 0.0457(6) Uani 1 1 d D . . H1W H 0.714(7) 0.496(3) 0.456(5) 0.053(14) Uiso 1 1 d D . . H2W H 0.686(8) 0.586(3) 0.451(5) 0.065(16) Uiso 1 1 d 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 Ni 0.02510(15) 0.02091(15) 0.02243(14) 0.00066(12) -0.00222(11) -0.00021(12) S1 0.0240(3) 0.0349(4) 0.0258(3) 0.0031(3) -0.0026(3) -0.0060(3) S2 0.0262(4) 0.0378(4) 0.0276(4) -0.0006(3) 0.0017(3) 0.0051(3) S3 0.0263(3) 0.0314(3) 0.0307(4) 0.0077(3) -0.0011(3) -0.0019(3) S4 0.0264(3) 0.0276(3) 0.0271(3) 0.0005(3) 0.0009(3) 0.0035(3) P1 0.0237(3) 0.0226(3) 0.0226(3) 0.0006(3) -0.0031(2) -0.0001(3) P2 0.0273(3) 0.0229(3) 0.0224(3) -0.0021(3) -0.0031(3) -0.0003(3) C1 0.0260(13) 0.0237(12) 0.0223(12) 0.0031(10) -0.0025(10) 0.0015(10) C2 0.0355(16) 0.0347(15) 0.0279(14) 0.0029(12) 0.0104(12) 0.0075(12) C3 0.0368(15) 0.0359(16) 0.0289(14) 0.0079(12) 0.0067(12) 0.0044(13) C4 0.0241(12) 0.0282(12) 0.0284(13) 0.0040(10) -0.0024(10) -0.0005(11) O1 0.0343(12) 0.0298(11) 0.0417(13) 0.0084(10) 0.0051(10) 0.0010(9) C5 0.0296(13) 0.0277(13) 0.0263(12) 0.0000(11) 0.0021(10) 0.0037(11) C6 0.0302(13) 0.0296(13) 0.0227(12) 0.0018(10) 0.0029(10) 0.0002(11) C7 0.0414(18) 0.0260(15) 0.066(2) 0.0054(15) 0.0099(17) 0.0021(13) C8 0.0213(12) 0.0227(12) 0.0294(13) -0.0009(10) -0.0015(10) 0.0007(9) C9 0.0259(13) 0.0293(14) 0.0298(14) 0.0033(11) -0.0050(11) 0.0012(10) C10 0.0299(14) 0.0230(12) 0.0366(15) 0.0056(11) -0.0039(12) 0.0045(10) C11 0.0245(13) 0.0250(13) 0.0414(17) -0.0022(12) -0.0030(12) 0.0012(10) O2 0.0465(14) 0.0236(11) 0.0607(17) -0.0063(11) -0.0193(12) 0.0024(10) C12 0.0407(16) 0.0290(15) 0.0413(17) -0.0055(13) -0.0160(14) 0.0047(13) C13 0.0416(17) 0.0251(13) 0.0358(16) 0.0001(12) -0.0138(13) 0.0040(12) C14 0.0427(19) 0.0237(14) 0.069(3) 0.0017(16) -0.0058(18) 0.0004(13) C15 0.0371(16) 0.0289(14) 0.0337(15) -0.0026(12) 0.0055(13) -0.0041(12) C16 0.0293(14) 0.0262(13) 0.0454(18) 0.0079(13) 0.0068(13) 0.0014(12) N1 0.0259(12) 0.0429(16) 0.0396(15) 0.0015(13) 0.0068(11) -0.0025(11) N2 0.0253(12) 0.0342(13) 0.0303(13) 0.0045(10) -0.0027(10) 0.0053(10) O3 0.0307(10) 0.0240(9) 0.0282(10) 0.0023(8) -0.0065(8) 0.0020(8) O4 0.0427(13) 0.0375(12) 0.0310(12) -0.0132(10) -0.0053(10) -0.0034(10) O5 0.0639(18) 0.0289(12) 0.0481(15) 0.0019(12) 0.0229(13) 0.0076(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 Ni S2 2.2126(12) . ? Ni S3 2.2132(11) . ? Ni S4 2.229(2) . ? Ni S1 2.234(2) . ? S1 P1 2.0157(12) . ? S2 P1 2.0346(18) . ? S3 P2 2.0314(18) . ? S4 P2 2.0280(12) . ? P1 O3 1.516(2) . ? P1 C8 1.801(3) . ? P2 O4 1.509(3) . ? P2 C1 1.790(3) . ? C1 C6 1.395(4) . ? C1 C2 1.402(4) . ? C2 C3 1.375(5) . ? C3 C4 1.397(5) . ? C4 O1 1.353(4) . ? C4 C5 1.399(5) . ? O1 C7 1.423(5) . ? C5 C6 1.386(4) . ? C8 C13 1.378(4) . ? C8 C9 1.384(4) . ? C9 C10 1.379(4) . ? C10 C11 1.383(5) . ? C11 O2 1.355(4) . ? C11 C12 1.381(4) . ? O2 C14 1.421(4) . ? C12 C13 1.377(5) . ? C15 N1 1.474(5) . ? C15 C16 1.514(5) . ? C16 N2 1.489(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S2 Ni S3 177.55(4) . . ? S2 Ni S4 91.56(6) . . ? S3 Ni S4 88.81(6) . . ? S2 Ni S1 88.34(6) . . ? S3 Ni S1 91.39(6) . . ? S4 Ni S1 177.65(3) . . ? P1 S1 Ni 84.24(6) . . ? P1 S2 Ni 84.35(6) . . ? P2 S3 Ni 85.72(6) . . ? P2 S4 Ni 85.40(6) . . ? O3 P1 C8 108.52(14) . . ? O3 P1 S1 113.33(10) . . ? C8 P1 S1 109.78(11) . . ? O3 P1 S2 115.47(11) . . ? C8 P1 S2 109.66(12) . . ? S1 P1 S2 99.79(6) . . ? O4 P2 C1 107.96(15) . . ? O4 P2 S4 113.29(12) . . ? C1 P2 S4 109.67(11) . . ? O4 P2 S3 115.69(13) . . ? C1 P2 S3 110.06(12) . . ? S4 P2 S3 99.93(6) . . ? C6 C1 C2 119.0(3) . . ? C6 C1 P2 122.3(2) . . ? C2 C1 P2 118.7(2) . . ? C3 C2 C1 120.3(3) . . ? C2 C3 C4 120.5(3) . . ? O1 C4 C3 115.8(3) . . ? O1 C4 C5 124.5(3) . . ? C3 C4 C5 119.8(3) . . ? C4 O1 C7 117.9(3) . . ? C6 C5 C4 119.4(3) . . ? C5 C6 C1 121.0(3) . . ? C13 C8 C9 117.9(3) . . ? C13 C8 P1 121.4(2) . . ? C9 C8 P1 120.7(2) . . ? C10 C9 C8 121.6(3) . . ? C9 C10 C11 119.6(3) . . ? O2 C11 C12 116.4(3) . . ? O2 C11 C10 124.3(3) . . ? C12 C11 C10 119.3(3) . . ? C11 O2 C14 119.2(3) . . ? C13 C12 C11 120.2(3) . . ? C12 C13 C8 121.3(3) . . ? N1 C15 C16 112.7(3) . . ? N2 C16 C15 112.8(3) . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 30.24 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.662 _refine_diff_density_min -0.775 _refine_diff_density_rms 0.076