# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Naili, Houcine' _publ_contact_author_email 'houcine naili@yahoo.com' _publ_section_title ; Synthesis, Characterization and Magnetic Properties of Four New Organically Templated Metal Sulfates: [C5H14N2][MII(H2O)6](SO4)2, (MII = Mn, Fe, Co, Ni) ; loop_ _publ_author_name F.Hajlaoui H.Naili S.Yahyaoui M.Turnbull T.Mhiri T.Bataille # Attachment '- (Co)import.cif' data_(Co)import _database_code_depnum_ccdc_archive 'CCDC 828000' #TrackingRef '- (Co)import.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C5 H26 Co N2 O14 S2' _chemical_formula_weight 461.33 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 6.5710(2) _cell_length_b 10.9078(3) _cell_length_c 12.5518(3) _cell_angle_alpha 90.00 _cell_angle_beta 101.547(2) _cell_angle_gamma 90.00 _cell_volume 881.44(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Prism _exptl_crystal_colour Red _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.738 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 482 _exptl_absorpt_coefficient_mu 1.280 _exptl_absorpt_correction_type Analytical _exptl_absorpt_correction_T_min 0.5494 _exptl_absorpt_correction_T_max 0.8135 _exptl_absorpt_process_details ? _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 ? _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 11645 _diffrn_reflns_av_R_equivalents 0.0909 _diffrn_reflns_av_sigmaI/netI 0.0422 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.26 _diffrn_reflns_theta_max 27.49 _reflns_number_total 2025 _reflns_number_gt 1862 _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^)+(0.0582P)^2^+0.9424P] 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 SHELXL _refine_ls_extinction_coef 0.017(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2025 _refine_ls_number_parameters 199 _refine_ls_number_restraints 14 _refine_ls_R_factor_all 0.0461 _refine_ls_R_factor_gt 0.0426 _refine_ls_wR_factor_ref 0.1191 _refine_ls_wR_factor_gt 0.1156 _refine_ls_goodness_of_fit_ref 1.141 _refine_ls_restrained_S_all 1.140 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.0000 0.0000 0.0000 0.01872(19) Uani 1 2 d S . . OW1 O 0.0140(3) -0.17978(17) 0.06321(15) 0.0254(4) Uani 1 1 d D . . OW2 O 0.2606(3) -0.04404(17) -0.06265(15) 0.0261(4) Uani 1 1 d D . . OW3 O 0.2098(3) 0.0668(2) 0.13576(16) 0.0323(5) Uani 1 1 d D . . S1 S -0.55984(9) 0.21005(6) -0.21214(5) 0.0262(2) Uani 1 1 d . . . O1 O -0.3555(3) 0.27093(18) -0.20060(18) 0.0310(5) Uani 1 1 d . . . O2 O -0.5457(4) 0.0784(2) -0.2261(2) 0.0505(7) Uani 1 1 d . . . O3 O -0.7028(4) 0.2615(2) -0.3063(2) 0.0472(6) Uani 1 1 d . . . O4 O -0.6420(4) 0.2342(3) -0.1140(2) 0.0623(9) Uani 1 1 d . . . N1 N -0.8890(12) 0.1001(7) -0.4726(5) 0.0288(11) Uani 0.50 1 d PD . . N2 N -0.9615(11) 0.1332(6) -0.4418(5) 0.0349(12) Uani 0.50 1 d PD . . C1 C -1.1177(15) 0.0663(9) -0.3943(6) 0.0368(15) Uani 0.50 1 d PD . . C2 C -1.0457(11) 0.0322(7) -0.4222(5) 0.0291(11) Uani 0.50 1 d P . . C3 C -0.8240(15) 0.0478(9) -0.4901(6) 0.0294(12) Uani 0.50 1 d PD . . C4 C -0.7508(13) 0.0151(8) -0.5207(7) 0.0359(15) Uani 0.50 1 d P . . C5 C -1.1774(15) 0.1188(10) -0.3739(8) 0.0364(15) Uani 0.50 1 d P . . HW1 H -0.101(3) -0.200(3) 0.091(3) 0.037(10) Uiso 1 1 d D . . HW3 H 0.346(6) 0.013(3) -0.088(3) 0.051(12) Uiso 1 1 d D . . HW4 H 0.231(5) -0.105(2) -0.117(2) 0.039(10) Uiso 1 1 d D . . HW2 H 0.133(3) -0.197(4) 0.113(3) 0.046(11) Uiso 1 1 d D . . HW6 H 0.171(6) 0.117(4) 0.190(3) 0.063(13) Uiso 1 1 d D . . HW5 H 0.331(5) 0.026(4) 0.172(3) 0.053(12) Uiso 1 1 d D . . H5A H -1.13(2) 0.138(8) -0.349(9) 0.07(6) Uiso 0.50 1 d PD . . H2A H -0.962(13) -0.002(7) -0.356(7) 0.04(2) Uiso 0.50 1 d P . . H12 H -0.968(12) 0.163(6) -0.514(3) 0.07(3) Uiso 0.50 1 d PD . . H11 H -0.846(13) 0.148(6) -0.408(4) 0.04(2) Uiso 0.50 1 d PD . . H5B H -1.223(11) 0.177(7) -0.413(6) 0.026(17) Uiso 0.50 1 d P . . H4A H -0.727(11) 0.086(9) -0.530(6) 0.06(3) Uiso 0.50 1 d PD . . H4B H -0.729(11) -0.014(6) -0.448(6) 0.021(15) Uiso 0.50 1 d P . . H5C H -1.266(11) 0.087(6) -0.334(5) 0.026(16) Uiso 0.50 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0205(3) 0.0171(3) 0.0193(3) -0.00018(15) 0.00566(18) 0.00003(15) OW1 0.0230(9) 0.0243(9) 0.0291(9) 0.0061(7) 0.0059(7) -0.0005(7) OW2 0.0297(9) 0.0205(9) 0.0313(10) -0.0018(7) 0.0139(7) -0.0013(7) OW3 0.0330(10) 0.0329(10) 0.0275(9) -0.0108(8) -0.0021(8) 0.0109(8) S1 0.0205(3) 0.0267(4) 0.0291(4) 0.0106(2) -0.0004(2) -0.0050(2) O1 0.0207(9) 0.0292(10) 0.0414(11) 0.0120(8) 0.0024(8) -0.0058(7) O2 0.0330(11) 0.0244(11) 0.0877(19) 0.0141(12) -0.0032(12) -0.0037(9) O3 0.0428(12) 0.0364(12) 0.0506(14) 0.0234(11) -0.0193(10) -0.0108(10) O4 0.0461(14) 0.101(2) 0.0433(13) -0.0140(15) 0.0175(11) -0.0424(16) N1 0.030(3) 0.026(3) 0.029(3) -0.005(3) 0.003(2) 0.001(3) N2 0.040(3) 0.032(3) 0.030(3) -0.006(2) -0.001(3) 0.001(3) C1 0.047(4) 0.037(4) 0.032(4) -0.012(3) 0.021(3) 0.005(3) C2 0.036(3) 0.031(3) 0.020(3) -0.003(3) 0.005(3) 0.001(3) C3 0.029(4) 0.031(4) 0.026(3) -0.001(3) 0.000(3) -0.004(3) C4 0.032(4) 0.038(4) 0.040(4) -0.003(3) 0.012(3) 0.004(3) C5 0.047(4) 0.043(4) 0.024(3) 0.000(3) 0.018(3) 0.008(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 Co1 OW2 2.0787(18) 3 ? Co1 OW2 2.0787(18) . ? Co1 OW3 2.0963(19) . ? Co1 OW3 2.0963(19) 3 ? Co1 OW1 2.1105(18) . ? Co1 OW1 2.1105(18) 3 ? S1 O2 1.452(2) . ? S1 O4 1.464(3) . ? S1 O3 1.466(2) . ? S1 O1 1.4790(18) . ? N1 N2 0.762(9) . ? N1 C3 0.770(10) . ? N1 C4 1.506(11) . ? N1 C2 1.506(9) . ? N1 C2 1.944(11) 3_354 ? N2 C2 1.278(9) . ? N2 C1 1.479(10) . ? N2 C3 1.507(14) . ? N2 C5 1.802(11) . ? C1 C2 0.743(10) . ? C1 C5 0.767(10) . ? C1 C4 1.518(11) 3_354 ? C1 C3 1.892(14) 3_354 ? C2 C4 1.478(10) 3_354 ? C2 C5 1.490(12) . ? C2 C3 1.526(9) 3_354 ? C2 C3 1.836(14) . ? C2 N1 1.944(11) 3_354 ? C3 C4 0.761(11) . ? C3 C2 1.526(9) 3_354 ? C3 C1 1.892(14) 3_354 ? C4 C2 1.478(10) 3_354 ? C4 C1 1.518(11) 3_354 ? C4 C5 1.964(15) 3_354 ? C5 C4 1.964(15) 3_354 ? 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 OW2 Co1 OW2 180.00(9) 3 . ? OW2 Co1 OW3 94.00(8) 3 . ? OW2 Co1 OW3 86.00(8) . . ? OW2 Co1 OW3 86.00(8) 3 3 ? OW2 Co1 OW3 94.00(8) . 3 ? OW3 Co1 OW3 180.00(13) . 3 ? OW2 Co1 OW1 92.86(7) 3 . ? OW2 Co1 OW1 87.14(7) . . ? OW3 Co1 OW1 92.59(8) . . ? OW3 Co1 OW1 87.41(8) 3 . ? OW2 Co1 OW1 87.14(7) 3 3 ? OW2 Co1 OW1 92.86(7) . 3 ? OW3 Co1 OW1 87.41(8) . 3 ? OW3 Co1 OW1 92.59(8) 3 3 ? OW1 Co1 OW1 180.00(10) . 3 ? O2 S1 O4 108.82(18) . . ? O2 S1 O3 109.10(15) . . ? O4 S1 O3 108.95(19) . . ? O2 S1 O1 112.15(13) . . ? O4 S1 O1 108.50(14) . . ? O3 S1 O1 109.26(13) . . ? N2 N1 C3 159.0(10) . . ? N2 N1 C4 169.5(8) . . ? C3 N1 C4 10.5(6) . . ? N2 N1 C2 58.0(7) . . ? C3 N1 C2 102.7(8) . . ? C4 N1 C2 112.5(6) . . ? N2 N1 C2 128.4(8) . 3_354 ? C3 N1 C2 46.9(6) . 3_354 ? C4 N1 C2 48.7(4) . 3_354 ? C2 N1 C2 81.0(5) . 3_354 ? N1 N2 C2 91.6(8) . . ? N1 N2 C1 121.7(9) . . ? C2 N2 C1 30.2(4) . . ? N1 N2 C3 10.6(5) . . ? C2 N2 C3 82.0(6) . . ? C1 N2 C3 112.2(7) . . ? N1 N2 C5 146.1(9) . . ? C2 N2 C5 54.7(5) . . ? C1 N2 C5 24.6(4) . . ? C3 N2 C5 136.8(6) . . ? C2 C1 C5 161.5(13) . . ? C2 C1 N2 59.8(8) . . ? C5 C1 N2 102.0(10) . . ? C2 C1 C4 72.7(9) . 3_354 ? C5 C1 C4 114.5(13) . 3_354 ? N2 C1 C4 110.4(7) . 3_354 ? C2 C1 C3 50.1(7) . 3_354 ? C5 C1 C3 135.2(13) . 3_354 ? N2 C1 C3 93.8(6) . 3_354 ? C4 C1 C3 22.6(4) 3_354 3_354 ? C1 C2 N2 90.0(9) . . ? C1 C2 C4 78.7(9) . 3_354 ? N2 C2 C4 126.3(6) . 3_354 ? C1 C2 C5 9.4(7) . . ? N2 C2 C5 80.8(7) . . ? C4 C2 C5 82.9(7) 3_354 . ? C1 C2 N1 120.4(9) . . ? N2 C2 N1 30.4(4) . . ? C4 C2 N1 126.6(5) 3_354 . ? C5 C2 N1 111.2(7) . . ? C1 C2 C3 107.9(10) . 3_354 ? N2 C2 C3 123.8(5) . 3_354 ? C4 C2 C3 29.3(4) 3_354 3_354 ? C5 C2 C3 111.6(8) . 3_354 ? N1 C2 C3 108.1(5) . 3_354 ? C1 C2 C3 144.3(9) . . ? N2 C2 C3 54.4(5) . . ? C4 C2 C3 122.1(5) 3_354 . ? C5 C2 C3 135.2(6) . . ? N1 C2 C3 24.2(3) . . ? C3 C2 C3 95.8(5) 3_354 . ? C1 C2 N1 128.1(9) . 3_354 ? N2 C2 N1 123.7(5) . 3_354 ? C4 C2 N1 49.9(4) 3_354 3_354 ? C5 C2 N1 132.8(7) . 3_354 ? N1 C2 N1 99.0(5) . 3_354 ? C3 C2 N1 21.6(4) 3_354 3_354 ? C3 C2 N1 80.9(4) . 3_354 ? C4 C3 N1 158.8(12) . . ? C4 C3 N2 169.3(10) . . ? N1 C3 N2 10.4(5) . . ? C4 C3 C2 71.9(9) . 3_354 ? N1 C3 C2 111.5(9) . 3_354 ? N2 C3 C2 110.4(7) . 3_354 ? C4 C3 C2 146.1(10) . . ? N1 C3 C2 53.2(7) . . ? N2 C3 C2 43.6(5) . . ? C2 C3 C2 84.2(5) 3_354 . ? C4 C3 C1 49.9(8) . 3_354 ? N1 C3 C1 131.8(8) . 3_354 ? N2 C3 C1 132.1(6) . 3_354 ? C2 C3 C1 21.9(4) 3_354 3_354 ? C2 C3 C1 103.7(5) . 3_354 ? C3 C4 C2 78.8(9) . 3_354 ? C3 C4 N1 10.6(6) . . ? C2 C4 N1 81.3(6) 3_354 . ? C3 C4 C1 107.5(10) . 3_354 ? C2 C4 C1 28.7(4) 3_354 3_354 ? N1 C4 C1 109.7(7) . 3_354 ? C3 C4 C5 126.7(9) . 3_354 ? C2 C4 C5 48.8(5) 3_354 3_354 ? N1 C4 C5 130.2(6) . 3_354 ? C1 C4 C5 20.8(5) 3_354 3_354 ? C1 C5 C2 9.1(6) . . ? C1 C5 N2 53.4(7) . . ? C2 C5 N2 44.5(4) . . ? C1 C5 C4 44.7(10) . 3_354 ? C2 C5 C4 48.3(5) . 3_354 ? N2 C5 C4 81.5(5) . 3_354 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A OW2 HW3 O2 0.940(18) 2.12(3) 2.943(3) 146(3) 1_655 OW1 HW1 O4 0.921(17) 1.808(18) 2.713(3) 167(3) 3_455 OW2 HW4 O3 0.937(17) 1.743(19) 2.665(3) 167(3) 2_444 OW1 HW2 O1 0.922(18) 1.83(2) 2.729(3) 166(4) 3 OW3 HW6 O1 0.946(18) 1.87(2) 2.809(3) 169(4) 4_666 OW3 HW5 O2 0.941(18) 1.840(19) 2.769(3) 169(4) 3 N1 H12 O4 0.95(2) 1.89(3) 2.828(7) 170(8) 4_565 N2 H12 O4 0.96(2) 1.89(3) 2.673(6) 138(4) 4_565 N1 H11 O3 0.96(2) 1.89(3) 2.817(7) 162(7) . N2 H11 O3 0.81(7) 1.89(3) 2.566(6) 141(7) . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.742 _refine_diff_density_min -0.888 _refine_diff_density_rms 0.100 # Attachment '- (Fe)import.cif' data_(Fe)import _database_code_depnum_ccdc_archive 'CCDC 828001' #TrackingRef '- (Fe)import.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C5 H26 Fe N2 O14 S2' _chemical_formula_weight 458.25 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _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 10.9273(2) _cell_length_b 7.86200(10) _cell_length_c 11.7845(3) _cell_angle_alpha 90.00 _cell_angle_beta 116.7330(10) _cell_angle_gamma 90.00 _cell_volume 904.20(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Prism _exptl_crystal_colour Green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.683 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 480 _exptl_absorpt_coefficient_mu 1.133 _exptl_absorpt_correction_type Analytical _exptl_absorpt_correction_T_min 0.6722 _exptl_absorpt_correction_T_max 0.8767 _exptl_absorpt_process_details ? _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 ? _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 13422 _diffrn_reflns_av_R_equivalents 0.0610 _diffrn_reflns_av_sigmaI/netI 0.0373 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.23 _diffrn_reflns_theta_max 30.52 _reflns_number_total 2750 _reflns_number_gt 2290 _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^)+(0.0506P)^2^+0.7368P] 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 0.018(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2750 _refine_ls_number_parameters 122 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.0540 _refine_ls_R_factor_gt 0.0431 _refine_ls_wR_factor_ref 0.1156 _refine_ls_wR_factor_gt 0.1070 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.059 _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 Fe1 Fe 0.0000 0.5000 0.0000 0.02925(15) Uani 1 2 d S . . OW1 O -0.02937(19) 0.2377(2) 0.0132(2) 0.0495(5) Uani 1 1 d D . . OW2 O -0.04161(18) 0.5455(2) 0.15836(17) 0.0410(4) Uani 1 1 d D . . OW3 O 0.21285(17) 0.4604(2) 0.11682(17) 0.0400(4) Uani 1 1 d D . . S1 S 0.26175(5) 1.06371(6) -0.04318(5) 0.02990(15) Uani 1 1 d . . . O1 O 0.11505(16) 1.1114(2) -0.11481(17) 0.0386(4) Uani 1 1 d . . . O2 O 0.32718(18) 1.0548(3) -0.12764(18) 0.0465(4) Uani 1 1 d . . . O3 O 0.33231(16) 1.1920(2) 0.05550(17) 0.0412(4) Uani 1 1 d . . . O4 O 0.27001(19) 0.8961(2) 0.0151(2) 0.0517(5) Uani 1 1 d . . . N1 N 0.4551(2) 0.6713(3) -0.0033(3) 0.0599(8) Uani 1 1 d . . . H1A H 0.5166 0.7284 -0.0199 0.072 Uiso 1 1 calc R . . H1B H 0.3967 0.7477 0.0024 0.072 Uiso 1 1 calc R . . C1 C 0.3771(3) 0.5510(4) -0.1102(4) 0.0638(10) Uani 1 1 d . . . H1 H 0.3092 0.4925 -0.0914 0.077 Uiso 1 1 calc R . . C2 C 0.5268(3) 0.5820(4) 0.1186(4) 0.0637(9) Uani 1 1 d . . . H2A H 0.4604 0.5276 0.1403 0.076 Uiso 1 1 calc R . . H2B H 0.5786 0.6630 0.1850 0.076 Uiso 1 1 calc R . . C3 C 0.3121(6) 0.6367(6) -0.2141(4) 0.0536(14) Uani 0.50 1 d P . . H3A H 0.2534 0.7185 -0.2027 0.080 Uiso 0.50 1 calc PR . . H3B H 0.2579 0.5605 -0.2819 0.080 Uiso 0.50 1 calc PR . . H3C H 0.3768 0.6945 -0.2348 0.080 Uiso 0.50 1 calc PR . . HW6 H 0.2453 0.3605 0.0942 0.075(11) Uiso 1 1 d RD . . HW3 H 0.0043 0.5031 0.2410 0.065(11) Uiso 1 1 d RD . . HW2 H -0.1159 0.1910 -0.0037 0.097(14) Uiso 1 1 d RD . . HW5 H 0.2496 0.4555 0.2063 0.062(10) Uiso 1 1 d RD . . HW1 H 0.0061 0.1699 -0.0311 0.112(16) Uiso 1 1 d RD . . HW4 H -0.0664 0.6580 0.1651 0.090(13) Uiso 1 1 d RD . . 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 Fe1 0.0275(2) 0.0222(2) 0.0402(3) 0.00186(14) 0.01717(18) 0.00036(13) OW1 0.0501(10) 0.0268(8) 0.0865(14) -0.0028(8) 0.0441(10) -0.0048(7) OW2 0.0461(9) 0.0361(8) 0.0438(9) 0.0062(7) 0.0228(8) 0.0113(7) OW3 0.0317(8) 0.0428(9) 0.0438(9) -0.0044(7) 0.0156(7) 0.0049(6) S1 0.0276(2) 0.0212(2) 0.0431(3) -0.00183(17) 0.0179(2) -0.00044(16) O1 0.0300(7) 0.0318(8) 0.0495(9) -0.0054(6) 0.0138(7) 0.0030(6) O2 0.0398(9) 0.0583(11) 0.0482(10) -0.0087(8) 0.0259(8) -0.0059(8) O3 0.0343(8) 0.0376(8) 0.0492(9) -0.0125(7) 0.0167(7) -0.0027(6) O4 0.0421(9) 0.0286(8) 0.0958(16) 0.0150(9) 0.0411(10) 0.0084(7) N1 0.0377(11) 0.0287(10) 0.122(2) -0.0225(12) 0.0438(13) -0.0061(8) C1 0.0360(13) 0.0377(13) 0.119(3) -0.0246(16) 0.0354(16) -0.0080(10) C2 0.0484(15) 0.0362(13) 0.116(3) -0.0230(15) 0.0456(18) -0.0100(11) C3 0.068(4) 0.044(3) 0.035(2) 0.008(2) 0.011(2) 0.005(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 OW1 2.1036(16) 3_565 ? Fe1 OW1 2.1036(16) . ? Fe1 OW3 2.1263(16) . ? Fe1 OW3 2.1263(16) 3_565 ? Fe1 OW2 2.1403(17) 3_565 ? Fe1 OW2 2.1403(17) . ? OW1 HW2 0.9483 . ? OW1 HW1 0.9423 . ? OW2 HW3 0.9331 . ? OW2 HW4 0.9394 . ? OW3 HW6 0.9473 . ? OW3 HW5 0.9454 . ? S1 O2 1.4652(18) . ? S1 O3 1.4689(16) . ? S1 O4 1.4696(17) . ? S1 O1 1.4850(16) . ? N1 C2 1.469(5) . ? N1 C1 1.498(4) . ? N1 H1A 0.9000 . ? N1 H1B 0.9000 . ? C1 C3 1.294(6) . ? C1 C2 1.516(4) 3_665 ? C1 H1 0.9800 . ? C2 C1 1.516(4) 3_665 ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag OW1 Fe1 OW1 180.0 3_565 . ? OW1 Fe1 OW3 91.87(7) 3_565 . ? OW1 Fe1 OW3 88.13(7) . . ? OW1 Fe1 OW3 88.13(7) 3_565 3_565 ? OW1 Fe1 OW3 91.87(7) . 3_565 ? OW3 Fe1 OW3 180.0 . 3_565 ? OW1 Fe1 OW2 90.01(7) 3_565 3_565 ? OW1 Fe1 OW2 89.99(7) . 3_565 ? OW3 Fe1 OW2 86.59(7) . 3_565 ? OW3 Fe1 OW2 93.41(7) 3_565 3_565 ? OW1 Fe1 OW2 89.99(7) 3_565 . ? OW1 Fe1 OW2 90.01(7) . . ? OW3 Fe1 OW2 93.41(7) . . ? OW3 Fe1 OW2 86.59(7) 3_565 . ? OW2 Fe1 OW2 180.00(13) 3_565 . ? Fe1 OW1 HW2 122.4 . . ? Fe1 OW1 HW1 113.5 . . ? HW2 OW1 HW1 106.5 . . ? Fe1 OW2 HW3 128.7 . . ? Fe1 OW2 HW4 114.5 . . ? HW3 OW2 HW4 106.7 . . ? Fe1 OW3 HW6 112.2 . . ? Fe1 OW3 HW5 121.3 . . ? HW6 OW3 HW5 104.8 . . ? O2 S1 O3 109.15(10) . . ? O2 S1 O4 109.15(12) . . ? O3 S1 O4 110.23(12) . . ? O2 S1 O1 110.97(11) . . ? O3 S1 O1 108.95(9) . . ? O4 S1 O1 108.39(10) . . ? C2 N1 C1 111.8(2) . . ? C2 N1 H1A 109.3 . . ? C1 N1 H1A 109.3 . . ? C2 N1 H1B 109.3 . . ? C1 N1 H1B 109.3 . . ? H1A N1 H1B 107.9 . . ? C3 C1 N1 109.2(3) . . ? C3 C1 C2 113.5(4) . 3_665 ? N1 C1 C2 110.0(2) . 3_665 ? C3 C1 H1 108.0 . . ? N1 C1 H1 108.0 . . ? C2 C1 H1 108.0 3_665 . ? N1 C2 C1 110.2(3) . 3_665 ? N1 C2 H2A 109.6 . . ? C1 C2 H2A 109.6 3_665 . ? N1 C2 H2B 109.6 . . ? C1 C2 H2B 109.6 3_665 . ? H2A C2 H2B 108.1 . . ? C1 C3 H3A 109.5 . . ? C1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1A O3 0.90 1.98 2.866(3) 168.4 3_675 N1 H1B O4 0.90 1.87 2.767(3) 176.9 . OW3 HW6 O3 0.95 1.81 2.743(2) 170.2 1_545 OW2 HW3 O1 0.93 1.82 2.735(2) 166.0 4_576 OW1 HW2 O4 0.95 1.77 2.710(2) 173.1 3_565 OW3 HW5 O2 0.95 1.75 2.694(3) 176.6 4_576 OW1 HW1 O1 0.94 1.91 2.810(2) 158.1 1_545 OW2 HW4 O1 0.94 1.91 2.796(2) 156.9 3_575 OW3 HW6 O3 0.95 1.81 2.743(2) 170.2 1_545 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 30.52 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.831 _refine_diff_density_min -0.644 _refine_diff_density_rms 0.080 # Attachment '- (Mn)import.cif' data_(Mn)import _database_code_depnum_ccdc_archive 'CCDC 828002' #TrackingRef '- (Mn)import.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C5 H26 Mn N2 O14 S2' _chemical_formula_weight 457.32 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 6.63850(10) _cell_length_b 11.0448(2) _cell_length_c 12.6418(2) _cell_angle_alpha 90.00 _cell_angle_beta 101.9030(10) _cell_angle_gamma 90.00 _cell_volume 906.98(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Prism _exptl_crystal_colour Blue _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.675 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 478 _exptl_absorpt_coefficient_mu 1.026 _exptl_absorpt_correction_type Analytical _exptl_absorpt_correction_T_min 0.8045 _exptl_absorpt_correction_T_max 0.9106 _exptl_absorpt_process_details ? _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 ? _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 10401 _diffrn_reflns_av_R_equivalents 0.0303 _diffrn_reflns_av_sigmaI/netI 0.0229 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.23 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2073 _reflns_number_gt 1893 _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^)+(0.0482P)^2^+0.7782P] 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 SHELXL _refine_ls_extinction_coef 0.035(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2073 _refine_ls_number_parameters 199 _refine_ls_number_restraints 22 _refine_ls_R_factor_all 0.0434 _refine_ls_R_factor_gt 0.0398 _refine_ls_wR_factor_ref 0.1043 _refine_ls_wR_factor_gt 0.1009 _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 Mn1 Mn 0.0000 0.0000 0.0000 0.03398(19) Uani 1 2 d S . . OW1 O -0.0150(3) 0.18379(17) -0.06856(15) 0.0464(4) Uani 1 1 d D . . OW2 O 0.2192(3) 0.0687(2) 0.14037(15) 0.0560(5) Uani 1 1 d D . . OW3 O 0.2647(3) -0.04428(17) -0.06724(16) 0.0479(5) Uani 1 1 d D . . S1 S 0.06188(9) -0.28831(5) -0.28625(5) 0.0378(2) Uani 1 1 d . . . O1 O -0.1396(3) -0.22795(17) -0.29840(16) 0.0493(5) Uani 1 1 d . . . O3 O 0.0470(3) -0.41855(18) -0.2761(2) 0.0653(6) Uani 1 1 d . . . O2 O 0.2012(4) -0.2416(2) -0.19039(19) 0.0714(7) Uani 1 1 d . . . O4 O 0.1469(4) -0.2600(3) -0.3814(2) 0.0767(8) Uani 1 1 d . . . N1 N 0.3908(10) -0.4014(6) -0.0248(5) 0.0407(11) Uani 0.50 1 d P . . N2 N 0.4583(11) -0.3682(6) -0.0547(5) 0.0501(13) Uani 0.50 1 d P . . C1 C 0.5483(11) -0.4658(6) -0.0764(4) 0.0446(12) Uani 0.50 1 d PD . . C2 C 0.7443(12) -0.5137(7) -0.0201(7) 0.0510(16) Uani 0.50 1 d P . . C3 C 0.6173(13) -0.4309(7) -0.1047(5) 0.0543(15) Uani 0.50 1 d PD . . C4 C 0.3223(13) -0.4540(8) -0.0087(6) 0.0445(13) Uani 0.50 1 d PD . . C5 C 0.6804(12) -0.3761(7) -0.1235(6) 0.0612(17) Uani 0.50 1 d PD . . HW1 H 0.100(3) 0.201(3) -0.095(3) 0.068(10) Uiso 1 1 d D . . HW2 H -0.133(3) 0.200(4) -0.120(3) 0.084(13) Uiso 1 1 d D . . HW3 H 0.195(6) 0.126(3) 0.191(3) 0.093(13) Uiso 1 1 d D . . HW4 H 0.334(4) 0.024(3) 0.176(3) 0.080(12) Uiso 1 1 d D . . HW5 H 0.348(6) 0.010(3) -0.096(3) 0.086(13) Uiso 1 1 d D . . HW6 H 0.226(6) -0.104(3) -0.120(2) 0.088(13) Uiso 1 1 d D . . H1A H 0.340(9) -0.344(5) -0.092(5) 0.039(14) Uiso 0.50 1 d P . . H1B H 0.467(8) -0.332(5) 0.022(5) 0.037(13) Uiso 0.50 1 d P . . H1C1 H 0.529(6) -0.494(3) -0.150(2) 0.037(14) Uiso 0.50 1 d PD . . H1C5 H 0.772(8) -0.332(7) -0.067(5) 0.10(3) Uiso 0.50 1 d PD . . H3C5 H 0.716(12) -0.366(9) -0.193(3) 0.18(5) Uiso 0.50 1 d PD . . H2C4 H 0.243(7) -0.509(4) -0.064(3) 0.038(14) Uiso 0.50 1 d PD . . H1C4 H 0.221(8) -0.423(7) 0.033(5) 0.07(3) Uiso 0.50 1 d PD . . H2C5 H 0.540(4) -0.354(2) -0.123(6) 0.24(9) Uiso 0.50 1 d PD . . 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 Mn1 0.0374(3) 0.0345(3) 0.0314(3) -0.00063(17) 0.01033(19) -0.00048(18) OW1 0.0396(9) 0.0489(10) 0.0509(10) 0.0121(8) 0.0098(8) -0.0021(8) OW2 0.0571(12) 0.0603(12) 0.0445(10) -0.0206(9) -0.0039(8) 0.0185(10) OW3 0.0531(11) 0.0395(9) 0.0588(11) -0.0050(8) 0.0295(9) -0.0043(8) S1 0.0341(3) 0.0379(3) 0.0388(3) -0.0105(2) 0.0017(2) 0.0058(2) O1 0.0374(9) 0.0515(11) 0.0575(11) -0.0168(9) 0.0063(8) 0.0102(8) O3 0.0547(12) 0.0365(10) 0.1005(17) -0.0125(10) 0.0063(11) 0.0027(8) O2 0.0734(14) 0.0542(12) 0.0679(14) -0.0258(10) -0.0292(11) 0.0167(11) O4 0.0627(14) 0.111(2) 0.0623(13) 0.0246(13) 0.0265(11) 0.0416(14) N1 0.046(3) 0.040(3) 0.035(3) 0.003(2) 0.004(2) -0.001(2) N2 0.064(4) 0.042(3) 0.039(3) 0.004(2) -0.001(3) 0.005(3) C1 0.060(4) 0.048(3) 0.025(3) -0.003(2) 0.007(2) -0.003(3) C2 0.045(4) 0.055(4) 0.056(4) 0.005(3) 0.017(3) -0.006(3) C3 0.069(5) 0.057(4) 0.041(3) 0.009(3) 0.020(3) -0.001(3) C4 0.042(4) 0.049(4) 0.040(3) -0.001(3) 0.002(3) 0.000(3) C5 0.075(4) 0.067(4) 0.049(3) 0.003(3) 0.029(3) -0.026(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 Mn1 OW3 2.1602(17) 3 ? Mn1 OW3 2.1602(17) . ? Mn1 OW2 2.1856(18) . ? Mn1 OW2 2.1856(18) 3 ? Mn1 OW1 2.2013(18) . ? Mn1 OW1 2.2014(18) 3 ? OW1 HW1 0.915(17) . ? OW1 HW2 0.926(18) . ? OW2 HW3 0.936(18) . ? OW2 HW4 0.939(18) . ? OW3 HW5 0.941(18) . ? OW3 HW6 0.936(18) . ? S1 O3 1.449(2) . ? S1 O2 1.459(2) 1 ? S1 O2 1.459(2) . ? S1 O4 1.464(2) . ? S1 O1 1.4736(17) . ? O2 O2 0.000(5) 1 ? N1 N2 0.740(7) . ? N1 C4 0.790(9) . ? N1 C2 1.489(9) 3_645 ? N1 C1 1.518(8) . ? N1 C1 1.933(10) 3_645 ? N1 H1A 1.05(6) . ? N1 H1B 1.03(6) . ? N1 H1 1.48(4) . ? N2 C1 1.290(8) . ? N2 C3 1.506(10) . ? N2 C4 1.507(12) . ? N2 C5 1.861(10) . ? N2 H1A 0.87(6) . ? N2 H1B 1.04(6) . ? N2 H2 1.555(6) . ? C1 C3 0.745(8) . ? C1 C2 1.448(9) . ? C1 C4 1.516(9) 3_645 ? C1 C5 1.523(9) . ? C1 C4 1.879(12) . ? C1 N1 1.933(10) 3_645 ? C1 H1C1 0.958(19) . ? C1 H2 0.952(3) . ? C2 C4 0.722(9) 3_645 ? C2 N1 1.489(9) 3_645 ? C2 C3 1.523(10) . ? C2 C5 1.993(11) . ? C3 C5 0.799(9) . ? C3 C4 1.896(13) 3_645 ? C3 H1C1 1.005(18) . ? C3 H1 0.811(5) . ? C3 H3 0.97(5) . ? C3 H2C5 0.99(2) . ? C4 C2 0.722(9) 3_645 ? C4 C1 1.516(9) 3_645 ? C4 C3 1.896(13) 3_645 ? C4 H2C4 0.993(19) . ? C4 H1C4 0.99(2) . ? C5 H1C5 0.966(19) . ? C5 H3C5 0.96(2) . ? C5 H2C5 0.965(19) . ? 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 OW3 Mn1 OW3 180.00(13) 3 . ? OW3 Mn1 OW2 93.52(8) 3 . ? OW3 Mn1 OW2 86.48(8) . . ? OW3 Mn1 OW2 86.48(8) 3 3 ? OW3 Mn1 OW2 93.52(8) . 3 ? OW2 Mn1 OW2 180.00(12) . 3 ? OW3 Mn1 OW1 88.38(7) 3 . ? OW3 Mn1 OW1 91.62(7) . . ? OW2 Mn1 OW1 88.18(8) . . ? OW2 Mn1 OW1 91.82(8) 3 . ? OW3 Mn1 OW1 91.62(7) 3 3 ? OW3 Mn1 OW1 88.38(7) . 3 ? OW2 Mn1 OW1 91.82(8) . 3 ? OW2 Mn1 OW1 88.18(8) 3 3 ? OW1 Mn1 OW1 180.0 . 3 ? Mn1 OW1 HW1 111(2) . . ? Mn1 OW1 HW2 114(2) . . ? HW1 OW1 HW2 111(2) . . ? Mn1 OW2 HW3 127(2) . . ? Mn1 OW2 HW4 123(2) . . ? HW3 OW2 HW4 105(2) . . ? Mn1 OW3 HW5 127(2) . . ? Mn1 OW3 HW6 108(2) . . ? HW5 OW3 HW6 106(2) . . ? O3 S1 O2 108.72(14) . 1 ? O3 S1 O2 108.72(14) . . ? O2 S1 O2 0.0(3) 1 . ? O3 S1 O4 109.22(16) . . ? O2 S1 O4 108.74(17) 1 . ? O2 S1 O4 108.74(17) . . ? O3 S1 O1 112.43(12) . . ? O2 S1 O1 109.43(12) 1 . ? O2 S1 O1 109.43(12) . . ? O4 S1 O1 108.24(12) . . ? O2 O2 S1 0(10) 1 . ? N2 N1 C4 159.6(10) . . ? N2 N1 C2 169.3(8) . 3_645 ? C4 N1 C2 9.7(6) . 3_645 ? N2 N1 C1 58.0(7) . . ? C4 N1 C1 104.5(7) . . ? C2 N1 C1 113.0(6) 3_645 . ? N2 N1 C1 130.4(8) . 3_645 ? C4 N1 C1 47.5(6) . 3_645 ? C2 N1 C1 47.9(4) 3_645 3_645 ? C1 N1 C1 82.0(4) . 3_645 ? N2 N1 H1A 55(3) . . ? C4 N1 H1A 123(3) . . ? C2 N1 H1A 124(3) 3_645 . ? C1 N1 H1A 94(3) . . ? C1 N1 H1A 167(3) 3_645 . ? N2 N1 H1B 69(3) . . ? C4 N1 H1B 130(3) . . ? C2 N1 H1B 121(3) 3_645 . ? C1 N1 H1B 107(3) . . ? C1 N1 H1B 100(3) 3_645 . ? H1A N1 H1B 93(4) . . ? N2 N1 H1C4 159(3) . . ? C4 N1 H1C4 38(3) . . ? C2 N1 H1C4 30(3) 3_645 . ? C1 N1 H1C4 143(3) . . ? C1 N1 H1C4 68(3) 3_645 . ? H1A N1 H1C4 110(4) . . ? H1B N1 H1C4 100(4) . . ? N1 N2 C1 92.8(8) . . ? N1 N2 C3 122.4(9) . . ? C1 N2 C3 29.6(4) . . ? N1 N2 C4 10.5(5) . . ? C1 N2 C4 84.0(6) . . ? C3 N2 C4 113.6(6) . . ? N1 N2 C5 146.7(8) . . ? C1 N2 C5 54.2(5) . . ? C3 N2 C5 24.7(4) . . ? C4 N2 C5 138.3(5) . . ? N1 N2 H1A 81(4) . . ? C1 N2 H1A 123(4) . . ? C3 N2 H1A 123(4) . . ? C4 N2 H1A 81(4) . . ? C5 N2 H1A 119(4) . . ? N1 N2 H1B 69(3) . . ? C1 N2 H1B 125(3) . . ? C3 N2 H1B 131(3) . . ? C4 N2 H1B 79(3) . . ? C5 N2 H1B 124(3) . . ? H1A N2 H1B 105(5) . . ? N1 N2 H2C5 154(2) . . ? C1 N2 H2C5 68.4(12) . . ? C3 N2 H2C5 41.3(11) . . ? C4 N2 H2C5 144(2) . . ? C5 N2 H2C5 24.8(19) . . ? H1A N2 H2C5 94(4) . . ? H1B N2 H2C5 137(4) . . ? C3 C1 N2 91.5(9) . . ? C3 C1 C2 81.1(9) . . ? N2 C1 C2 127.6(6) . . ? C3 C1 C4 109.2(10) . 3_645 ? N2 C1 C4 123.9(5) . 3_645 ? C2 C1 C4 28.1(3) . 3_645 ? C3 C1 N1 120.6(9) . . ? N2 C1 N1 29.1(3) . . ? C2 C1 N1 126.1(5) . . ? C4 C1 N1 108.0(5) 3_645 . ? C3 C1 C5 9.7(7) . . ? N2 C1 C5 82.4(6) . . ? C2 C1 C5 84.2(6) . . ? C4 C1 C5 111.7(7) 3_645 . ? N1 C1 C5 111.4(6) . . ? C3 C1 C4 144.2(9) . . ? N2 C1 C4 52.9(4) . . ? C2 C1 C4 121.5(5) . . ? C4 C1 C4 96.1(5) 3_645 . ? N1 C1 C4 24.0(3) . . ? C5 C1 C4 135.3(6) . . ? C3 C1 N1 130.2(9) . 3_645 ? N2 C1 N1 122.5(5) . 3_645 ? C2 C1 N1 49.7(4) . 3_645 ? C4 C1 N1 22.6(4) 3_645 3_645 ? N1 C1 N1 98.0(4) . 3_645 ? C5 C1 N1 133.9(6) . 3_645 ? C4 C1 N1 80.1(4) . 3_645 ? C3 C1 H1C1 71.1(18) . . ? N2 C1 H1C1 120(3) . . ? C2 C1 H1C1 106(3) . . ? C4 C1 H1C1 116(3) 3_645 . ? N1 C1 H1C1 127(3) . . ? C5 C1 H1C1 78.8(19) . . ? C4 C1 H1C1 120(3) . . ? N1 C1 H1C1 111(2) 3_645 . ? C3 C1 H2C5 45.4(14) . . ? N2 C1 H2C5 50(2) . . ? C2 C1 H2C5 119.8(14) . . ? C4 C1 H2C5 143(2) 3_645 . ? N1 C1 H2C5 78.0(19) . . ? C5 C1 H2C5 38.6(10) . . ? C4 C1 H2C5 99.8(16) . . ? N1 C1 H2C5 163(3) 3_645 . ? H1C1 C1 H2C5 83(2) . . ? C4 C2 C1 81.1(9) 3_645 . ? C4 C2 N1 10.6(7) 3_645 3_645 ? C1 C2 N1 82.3(6) . 3_645 ? C4 C2 C3 110.0(10) 3_645 . ? C1 C2 C3 28.9(4) . . ? N1 C2 C3 110.9(6) 3_645 . ? C4 C2 C5 129.6(10) 3_645 . ? C1 C2 C5 49.5(4) . . ? N1 C2 C5 131.8(6) 3_645 . ? C3 C2 C5 21.4(4) . . ? C1 C3 C5 161.3(13) . . ? C1 C3 N2 58.9(8) . . ? C5 C3 N2 103.4(9) . . ? C1 C3 C2 70.0(8) . . ? C5 C3 C2 114.5(10) . . ? N2 C3 C2 108.4(6) . . ? C1 C3 C4 49.0(7) . 3_645 ? C5 C3 C4 133.6(9) . 3_645 ? N2 C3 C4 92.8(5) . 3_645 ? C2 C3 C4 21.0(3) . 3_645 ? C1 C3 H1C1 64.4(18) . . ? C5 C3 H1C1 130(2) . . ? N2 C3 H1C1 100(3) . . ? C2 C3 H1C1 99(3) . . ? C4 C3 H1C1 88(2) 3_645 . ? C1 C3 H1C5 132(3) . . ? C5 C3 H1C5 35(3) . . ? N2 C3 H1C5 92(3) . . ? C2 C3 H1C5 88(3) . . ? C4 C3 H1C5 103(3) 3_645 . ? H1C1 C3 H1C5 163(3) . . ? C1 C3 H3C5 164(3) . . ? C5 C3 H3C5 29(3) . . ? N2 C3 H3C5 121(4) . . ? C2 C3 H3C5 121(3) . . ? C4 C3 H3C5 142(3) 3_645 . ? H1C1 C3 H3C5 101(4) . . ? H1C5 C3 H3C5 62.3(16) . . ? C1 C3 H2C5 102(3) . . ? C5 C3 H2C5 64.1(18) . . ? N2 C3 H2C5 48(3) . . ? C2 C3 H2C5 150(4) . . ? C4 C3 H2C5 140(4) 3_645 . ? H1C1 C3 H2C5 104(2) . . ? H1C5 C3 H2C5 75(3) . . ? H3C5 C3 H2C5 73(3) . . ? C2 C4 N1 159.6(12) 3_645 . ? C2 C4 N2 169.5(10) 3_645 . ? N1 C4 N2 9.9(5) . . ? C2 C4 C1 70.8(9) 3_645 3_645 ? N1 C4 C1 109.9(8) . 3_645 ? N2 C4 C1 110.2(6) . 3_645 ? C2 C4 C1 145.6(10) 3_645 . ? N1 C4 C1 51.5(6) . . ? N2 C4 C1 43.1(4) . . ? C1 C4 C1 83.9(5) 3_645 . ? C2 C4 C3 49.0(8) 3_645 3_645 ? N1 C4 C3 130.2(7) . 3_645 ? N2 C4 C3 131.6(6) . 3_645 ? C1 C4 C3 21.8(4) 3_645 3_645 ? C1 C4 C3 103.5(5) . 3_645 ? C2 C4 H2C4 76(3) 3_645 . ? N1 C4 H2C4 121(3) . . ? N2 C4 H2C4 113(3) . . ? C1 C4 H2C4 106(3) 3_645 . ? C1 C4 H2C4 90(3) . . ? C3 C4 H2C4 97(3) 3_645 . ? C2 C4 H1C4 50(5) 3_645 . ? N1 C4 H1C4 112(5) . . ? N2 C4 H1C4 121(5) . . ? C1 C4 H1C4 100(5) 3_645 . ? C1 C4 H1C4 163(4) . . ? C3 C4 H1C4 84(5) 3_645 . ? H2C4 C4 H1C4 105(3) . . ? C3 C5 C1 9.0(6) . . ? C3 C5 N2 51.9(6) . . ? C1 C5 N2 43.4(4) . . ? C3 C5 C2 44.1(7) . . ? C1 C5 C2 46.3(4) . . ? N2 C5 C2 79.2(4) . . ? C3 C5 H1C5 117(5) . . ? C1 C5 H1C5 111(5) . . ? N2 C5 H1C5 94(4) . . ? C2 C5 H1C5 83(5) . . ? C3 C5 H3C5 127(6) . . ? C1 C5 H3C5 135(6) . . ? N2 C5 H3C5 142(5) . . ? C2 C5 H3C5 129(6) . . ? H1C5 C5 H3C5 112(3) . . ? C3 C5 H2C5 67.8(18) . . ? C1 C5 H2C5 62(2) . . ? N2 C5 H2C5 29(4) . . ? C2 C5 H2C5 105(3) . . ? H1C5 C5 H2C5 110(3) . . ? H3C5 C5 H2C5 113(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A OW1 HW1 O4 0.915(17) 1.816(18) 2.719(3) 169(3) 2_554 OW1 HW2 O1 0.926(18) 1.83(2) 2.729(3) 164(4) 2_454 OW2 HW3 O1 0.936(18) 1.860(19) 2.793(3) 175(4) 3 OW2 HW4 O3 0.939(18) 1.838(18) 2.766(3) 170(3) 4_656 OW3 HW5 O3 0.941(18) 2.05(3) 2.904(3) 151(3) 2_554 OW3 HW6 O2 0.936(18) 1.75(2) 2.661(3) 163(4) . N1 H1A O2 1.05(6) 1.79(6) 2.828(6) 166(5) 1 N2 H1A O2 0.87(6) 1.79(6) 2.569(6) 147(5) 1 N1 H1B O4 1.03(6) 1.83(6) 2.843(6) 166(5) 4_656 N2 H1B O4 1.04(6) 1.83(6) 2.691(6) 138(5) 4_656 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.505 _refine_diff_density_min -0.366 _refine_diff_density_rms 0.062 # Attachment '- (Ni)import.cif' data_(Ni)import _database_code_depnum_ccdc_archive 'CCDC 828003' #TrackingRef '- (Ni)import.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C5 H26 N2 Ni O14 S2' _chemical_formula_weight 461.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _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 10.8328(2) _cell_length_b 7.84430(10) _cell_length_c 11.6790(2) _cell_angle_alpha 90.00 _cell_angle_beta 116.8260(10) _cell_angle_gamma 90.00 _cell_volume 885.63(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Prism _exptl_crystal_colour Green _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.729 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 484 _exptl_absorpt_coefficient_mu 1.401 _exptl_absorpt_correction_type Analytical _exptl_absorpt_correction_T_min 0.4936 _exptl_absorpt_correction_T_max 0.7624 _exptl_absorpt_process_details ? _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 ? _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 10356 _diffrn_reflns_av_R_equivalents 0.1033 _diffrn_reflns_av_sigmaI/netI 0.0512 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.25 _diffrn_reflns_theta_max 27.49 _reflns_number_total 2012 _reflns_number_gt 1955 _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^)+(0.0366P)^2^+2.0088P] 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 SHELXL _refine_ls_extinction_coef 0.034(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2012 _refine_ls_number_parameters 140 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.0423 _refine_ls_R_factor_gt 0.0414 _refine_ls_wR_factor_ref 0.1179 _refine_ls_wR_factor_gt 0.1173 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _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 0.0000 0.5000 0.0000 0.0236(2) Uani 1 2 d S . . OW1 O -0.2099(2) 0.5306(3) -0.1126(2) 0.0310(5) Uani 1 1 d D . . OW2 O -0.0398(3) 0.5487(3) 0.1539(2) 0.0332(5) Uani 1 1 d D . . OW3 O -0.0214(2) 0.2438(3) 0.0235(3) 0.0369(5) Uani 1 1 d D . . S1 S 0.25860(7) 1.06282(9) -0.04359(7) 0.0253(2) Uani 1 1 d . . . O1 O 0.3290(2) 1.1929(3) 0.0553(2) 0.0358(5) Uani 1 1 d . . . O2 O 0.1094(2) 1.1085(3) -0.1160(2) 0.0330(5) Uani 1 1 d . . . O3 O 0.3238(3) 1.0537(4) -0.1293(2) 0.0412(6) Uani 1 1 d . . . O4 O 0.2682(3) 0.8955(3) 0.0161(3) 0.0459(7) Uani 1 1 d . . . N1 N 0.4557(3) 0.6721(4) -0.0024(4) 0.0543(10) Uani 1 1 d . . . H1A H 0.5172 0.7288 -0.0203 0.065 Uiso 1 1 calc R . . H1B H 0.3979 0.7492 0.0047 0.065 Uiso 1 1 calc R . . C1 C 0.3045(9) 0.6370(10) -0.2157(6) 0.0463(18) Uani 0.50 1 d P . . H1C H 0.2461 0.7184 -0.2023 0.069 Uiso 0.50 1 calc PR . . H1D H 0.2485 0.5599 -0.2830 0.069 Uiso 0.50 1 calc PR . . H1E H 0.3674 0.6956 -0.2393 0.069 Uiso 0.50 1 calc PR . . C2 C 0.3742(4) 0.5518(5) -0.1106(5) 0.0594(13) Uani 1 1 d . . . H2 H 0.3075 0.4928 -0.0893 0.071 Uiso 1 1 calc R . . C3 C 0.5296(4) 0.5817(5) 0.1204(5) 0.0562(12) Uani 1 1 d . . . H3A H 0.4633 0.5272 0.1431 0.067 Uiso 1 1 calc R . . H3B H 0.5828 0.6626 0.1874 0.067 Uiso 1 1 calc R . . HW1 H -0.242(6) 0.533(6) -0.203(2) 0.073(17) Uiso 1 1 d D . . HW2 H -0.237(4) 0.637(4) -0.092(3) 0.051(12) Uiso 1 1 d D . . HW3 H -0.059(5) 0.660(3) 0.168(4) 0.064(14) Uiso 1 1 d D . . HW4 H 0.015(6) 0.499(6) 0.234(3) 0.09(2) Uiso 1 1 d D . . HW5 H -0.109(3) 0.205(6) 0.009(4) 0.058(13) Uiso 1 1 d D . . HW6 H 0.007(6) 0.180(9) -0.028(6) 0.16(3) 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 Ni1 0.0221(3) 0.0171(3) 0.0326(3) 0.00127(18) 0.0132(2) 0.00085(17) OW1 0.0257(11) 0.0301(11) 0.0356(11) -0.0022(9) 0.0126(9) 0.0038(8) OW2 0.0375(13) 0.0281(11) 0.0362(12) 0.0036(9) 0.0184(10) 0.0087(9) OW3 0.0348(12) 0.0221(10) 0.0598(15) 0.0011(10) 0.0267(11) -0.0021(9) S1 0.0230(4) 0.0173(4) 0.0364(4) -0.0020(3) 0.0141(3) 0.0000(2) O1 0.0311(11) 0.0311(11) 0.0408(12) -0.0120(9) 0.0122(10) -0.0012(9) O2 0.0249(11) 0.0247(10) 0.0435(12) -0.0047(9) 0.0103(9) 0.0041(8) O3 0.0346(13) 0.0523(15) 0.0418(13) -0.0084(11) 0.0219(11) -0.0059(11) O4 0.0361(13) 0.0233(11) 0.086(2) 0.0174(12) 0.0344(14) 0.0087(10) N1 0.0325(15) 0.0266(14) 0.108(3) -0.0258(17) 0.0361(18) -0.0070(12) C1 0.058(5) 0.038(4) 0.031(3) 0.005(3) 0.009(3) 0.007(3) C2 0.0307(18) 0.038(2) 0.108(4) -0.029(2) 0.030(2) -0.0110(16) C3 0.040(2) 0.0310(18) 0.103(4) -0.021(2) 0.037(2) -0.0083(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 OW3 2.056(2) . ? Ni1 OW3 2.056(2) 3_565 ? Ni1 OW1 2.064(2) 3_565 ? Ni1 OW1 2.064(2) . ? Ni1 OW2 2.065(2) . ? Ni1 OW2 2.065(2) 3_565 ? OW1 HW1 0.951(19) . ? OW1 HW2 0.948(18) . ? OW2 HW3 0.929(19) . ? OW2 HW4 0.940(19) . ? OW3 HW5 0.937(19) . ? OW3 HW6 0.94(2) . ? S1 O3 1.464(2) . ? S1 O4 1.468(2) 1 ? S1 O4 1.468(2) . ? S1 O1 1.471(2) . ? S1 O2 1.490(2) . ? O4 O4 0.000(8) 1 ? N1 C3 1.471(6) . ? N1 C2 1.504(5) . ? N1 H1A 0.9000 . ? N1 H1B 0.9000 . ? C1 C2 1.298(8) . ? C1 H1C 0.9600 . ? C1 H1D 0.9600 . ? C1 H1E 0.9600 . ? C2 C3 1.517(5) 3_665 ? C2 H2 0.9800 . ? C3 C2 1.517(5) 3_665 ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? 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 OW3 Ni1 OW3 180.0 . 3_565 ? OW3 Ni1 OW1 87.67(9) . 3_565 ? OW3 Ni1 OW1 92.33(9) 3_565 3_565 ? OW3 Ni1 OW1 92.33(9) . . ? OW3 Ni1 OW1 87.67(9) 3_565 . ? OW1 Ni1 OW1 180.0 3_565 . ? OW3 Ni1 OW2 89.11(10) . . ? OW3 Ni1 OW2 90.89(10) 3_565 . ? OW1 Ni1 OW2 94.02(9) 3_565 . ? OW1 Ni1 OW2 85.98(9) . . ? OW3 Ni1 OW2 90.89(10) . 3_565 ? OW3 Ni1 OW2 89.11(10) 3_565 3_565 ? OW1 Ni1 OW2 85.98(9) 3_565 3_565 ? OW1 Ni1 OW2 94.02(9) . 3_565 ? OW2 Ni1 OW2 180.0 . 3_565 ? Ni1 OW1 HW1 117(3) . . ? Ni1 OW1 HW2 109(3) . . ? HW1 OW1 HW2 105(2) . . ? Ni1 OW2 HW3 119(3) . . ? Ni1 OW2 HW4 120(4) . . ? HW3 OW2 HW4 108(3) . . ? Ni1 OW3 HW5 117(3) . . ? Ni1 OW3 HW6 110(5) . . ? HW5 OW3 HW6 108(3) . . ? O3 S1 O4 109.15(16) . 1 ? O3 S1 O4 109.15(16) . . ? O4 S1 O4 0.0(2) 1 . ? O3 S1 O1 109.39(14) . . ? O4 S1 O1 110.32(16) 1 . ? O4 S1 O1 110.32(16) . . ? O3 S1 O2 110.97(15) . . ? O4 S1 O2 108.10(14) 1 . ? O4 S1 O2 108.10(14) . . ? O1 S1 O2 108.91(13) . . ? O4 O4 S1 0(10) 1 . ? C3 N1 C2 111.8(3) . . ? C3 N1 H1A 109.3 . . ? C2 N1 H1A 109.3 . . ? C3 N1 H1B 109.3 . . ? C2 N1 H1B 109.3 . . ? H1A N1 H1B 107.9 . . ? C2 C1 H1C 109.5 . . ? C2 C1 H1D 109.5 . . ? H1C C1 H1D 109.5 . . ? C2 C1 H1E 109.5 . . ? H1C C1 H1E 109.5 . . ? H1D C1 H1E 109.5 . . ? C1 C2 N1 110.0(5) . . ? C1 C2 C3 114.2(6) . 3_665 ? N1 C2 C3 109.5(3) . 3_665 ? C1 C2 H2 107.6 . . ? N1 C2 H2 107.6 . . ? C3 C2 H2 107.6 3_665 . ? N1 C3 C2 110.5(4) . 3_665 ? N1 C3 H3A 109.5 . . ? C2 C3 H3A 109.5 3_665 . ? N1 C3 H3B 109.5 . . ? C2 C3 H3B 109.5 3_665 . ? H3A C3 H3B 108.1 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A OW1 HW1 O3 0.951(19) 1.76(2) 2.700(3) 171(5) 2_544 OW1 HW2 O1 0.948(18) 1.83(2) 2.755(3) 164(4) 3_575 OW2 HW3 O2 0.929(19) 1.92(2) 2.774(3) 153(4) 3_575 OW2 HW4 O2 0.940(19) 1.789(19) 2.726(3) 175(6) 4_576 OW3 HW5 O4 0.937(19) 1.80(2) 2.728(3) 173(4) 3_565 OW3 HW6 O2 0.94(2) 1.90(2) 2.805(3) 161(5) 1_545 N1 H1A O1 0.90 1.98 2.871(4) 168.2 3_675 N1 H1B O4 0.90 1.87 2.763(4) 175.6 1 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.430 _refine_diff_density_min -0.479 _refine_diff_density_rms 0.079