# Electronic Supplementary Material (ESI) for CrystEngComm # 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_szg177 _database_code_depnum_ccdc_archive 'CCDC 857579' #TrackingRef 'szg177.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C7 H12 Co0.50 N O7.50 P2' _chemical_formula_weight 321.58 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C2/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 17.3530(8) _cell_length_b 17.7311(8) _cell_length_c 7.5449(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.1050(10) _cell_angle_gamma 90.00 _cell_volume 2321.47(18) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3299 _cell_measurement_theta_min 2.30 _cell_measurement_theta_max 28.32 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.840 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1316 _exptl_absorpt_coefficient_mu 1.095 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7140 _exptl_absorpt_correction_T_max 0.9504 _exptl_absorpt_process_details sadabs _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 'Smart Apex II CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7208 _diffrn_reflns_av_R_equivalents 0.0199 _diffrn_reflns_av_sigmaI/netI 0.0239 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 28.31 _reflns_number_total 2791 _reflns_number_gt 2425 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0496P)^2^+4.9275P] 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 2791 _refine_ls_number_parameters 164 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0427 _refine_ls_R_factor_gt 0.0351 _refine_ls_wR_factor_ref 0.0995 _refine_ls_wR_factor_gt 0.0955 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 2.324 _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 0.20645(5) 0.7500 0.0174(3) Uani 1 2 d S . . P1 P 0.10337(7) 0.24174(8) 0.40011(16) 0.0190(3) Uani 1 1 d . . . P2 P 0.13544(7) 0.33999(7) 0.71987(17) 0.0193(3) Uani 1 1 d D . . O1 O 0.0993(2) 0.2482(3) 0.1947(5) 0.0341(10) Uani 1 1 d . . . H1A H 0.0552 0.2337 0.1593 0.051 Uiso 1 1 d R . . O2 O 0.1762(2) 0.2008(2) 0.4516(5) 0.0272(8) Uani 1 1 d . . . O3 O 0.0296(2) 0.2088(2) 0.4739(5) 0.0207(7) Uani 1 1 d . . . O4 O 0.2194(2) 0.3157(3) 0.7573(5) 0.0338(10) Uani 1 1 d D . . H4A H 0.2442 0.3143 0.6603 0.051 Uiso 1 1 d R . . O5 O 0.1303(3) 0.4252(2) 0.7746(6) 0.0358(10) Uani 1 1 d . . . H5D H 0.1419 0.4297 0.8836 0.043 Uiso 1 1 d R . . O6 O 0.0764(2) 0.2940(2) 0.8159(5) 0.0237(8) Uani 1 1 d . . . O7 O 0.0348(2) 0.3739(2) 0.4737(5) 0.0271(8) Uani 1 1 d . . . H7C H 0.0015 0.3409 0.4452 0.033 Uiso 1 1 d R . . O1W O 0.0000 0.4905(3) 0.2500 0.0368(14) Uani 1 2 d S . . H1WA H -0.0138 0.5291 0.3086 0.055 Uiso 1 1 d R . . N1 N 0.0719(3) 0.1149(3) 0.8098(6) 0.0244(9) Uani 1 1 d . . . C1 C 0.1107(3) 0.3386(3) 0.4833(7) 0.0213(10) Uani 1 1 d . . . C2 C 0.1658(3) 0.3856(4) 0.3717(8) 0.0324(13) Uani 1 1 d . . . H2B H 0.1506 0.3833 0.2494 0.049 Uiso 1 1 d R . . H2C H 0.1645 0.4371 0.4112 0.049 Uiso 1 1 d R . . H2D H 0.2171 0.3661 0.3844 0.049 Uiso 1 1 d R . . C3 C 0.1434(3) 0.1201(4) 0.8784(8) 0.0314(12) Uani 1 1 d . . . H3A H 0.1661 0.1691 0.8920 0.038 Uiso 1 1 d R . . C4 C 0.1854(4) 0.0569(4) 0.9278(10) 0.0408(15) Uani 1 1 d . . . H4B H 0.2360 0.0617 0.9782 0.049 Uiso 1 1 d R . . C5 C 0.1521(4) -0.0131(4) 0.9053(10) 0.0466(17) Uani 1 1 d . . . H5B H 0.1798 -0.0579 0.9379 0.056 Uiso 1 1 d R . . C6 C 0.0791(4) -0.0187(4) 0.8351(10) 0.0404(15) Uani 1 1 d . . . H6A H 0.0556 -0.0672 0.8185 0.049 Uiso 1 1 d R . . C7 C 0.0397(3) 0.0465(3) 0.7881(7) 0.0268(11) 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 Co1 0.0169(5) 0.0170(5) 0.0182(5) 0.000 0.0022(3) 0.000 P1 0.0142(6) 0.0258(7) 0.0171(6) -0.0004(5) 0.0015(4) 0.0002(5) P2 0.0145(6) 0.0207(6) 0.0228(6) -0.0020(5) 0.0012(5) -0.0015(5) O1 0.025(2) 0.060(3) 0.0181(18) 0.0006(18) 0.0019(15) -0.0078(19) O2 0.0183(18) 0.034(2) 0.029(2) 0.0006(16) 0.0014(15) 0.0063(15) O3 0.0173(17) 0.0255(18) 0.0193(17) -0.0015(14) 0.0020(13) -0.0014(14) O4 0.0164(18) 0.057(3) 0.028(2) -0.0053(19) 0.0012(15) 0.0053(18) O5 0.040(2) 0.025(2) 0.043(2) -0.0100(18) -0.0036(19) -0.0042(18) O6 0.0209(18) 0.030(2) 0.0201(17) -0.0012(15) 0.0008(14) -0.0051(15) O7 0.0176(18) 0.0263(19) 0.037(2) 0.0071(17) -0.0002(15) 0.0040(15) O1W 0.044(4) 0.022(3) 0.044(4) 0.000 0.000(3) 0.000 N1 0.025(2) 0.023(2) 0.025(2) 0.0022(17) 0.0040(17) 0.0034(17) C1 0.016(2) 0.022(2) 0.026(3) 0.0041(19) 0.0001(18) 0.0005(18) C2 0.026(3) 0.034(3) 0.037(3) 0.011(2) 0.007(2) -0.005(2) C3 0.026(3) 0.033(3) 0.035(3) 0.003(2) 0.002(2) 0.003(2) C4 0.033(3) 0.044(4) 0.045(4) 0.008(3) -0.001(3) 0.012(3) C5 0.050(4) 0.034(3) 0.056(4) 0.013(3) 0.001(3) 0.019(3) C6 0.049(4) 0.023(3) 0.050(4) 0.005(3) 0.003(3) 0.005(3) C7 0.032(3) 0.022(3) 0.027(3) 0.002(2) 0.007(2) 0.002(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 Co1 N1 2.095(5) 2_556 ? Co1 N1 2.095(5) . ? Co1 O6 2.100(4) 2_556 ? Co1 O6 2.100(4) . ? Co1 O3 2.147(4) 2_556 ? Co1 O3 2.147(4) . ? P1 O2 1.508(4) . ? P1 O3 1.514(4) . ? P1 O1 1.556(4) . ? P1 C1 1.834(5) . ? P2 O6 1.497(4) . ? P2 O4 1.544(4) . ? P2 O5 1.569(4) . ? P2 C1 1.835(5) . ? O1 H1A 0.8501 . ? O4 H4A 0.8499 . ? O5 H5D 0.8500 . ? O7 C1 1.459(6) . ? O7 H7C 0.8501 . ? O1W H1WA 0.8500 . ? N1 C7 1.345(7) . ? N1 C3 1.346(8) . ? C1 C2 1.524(7) . ? C2 H2B 0.9600 . ? C2 H2C 0.9599 . ? C2 H2D 0.9599 . ? C3 C4 1.388(9) . ? C3 H3A 0.9602 . ? C4 C5 1.380(11) . ? C4 H4B 0.9600 . ? C5 C6 1.376(11) . ? C5 H5B 0.9601 . ? C6 C7 1.389(8) . ? C6 H6A 0.9600 . ? C7 C7 1.493(12) 2_556 ? 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 Co1 N1 78.5(3) 2_556 . ? N1 Co1 O6 98.39(17) 2_556 2_556 ? N1 Co1 O6 176.84(17) . 2_556 ? N1 Co1 O6 176.84(17) 2_556 . ? N1 Co1 O6 98.39(17) . . ? O6 Co1 O6 84.8(2) 2_556 . ? N1 Co1 O3 94.61(16) 2_556 2_556 ? N1 Co1 O3 87.09(15) . 2_556 ? O6 Co1 O3 93.62(14) 2_556 2_556 ? O6 Co1 O3 84.75(14) . 2_556 ? N1 Co1 O3 87.09(15) 2_556 . ? N1 Co1 O3 94.61(16) . . ? O6 Co1 O3 84.75(14) 2_556 . ? O6 Co1 O3 93.62(14) . . ? O3 Co1 O3 177.81(19) 2_556 . ? O2 P1 O3 115.3(2) . . ? O2 P1 O1 109.2(2) . . ? O3 P1 O1 111.0(2) . . ? O2 P1 C1 107.8(2) . . ? O3 P1 C1 107.1(2) . . ? O1 P1 C1 106.0(3) . . ? O6 P2 O4 113.9(2) . . ? O6 P2 O5 111.0(2) . . ? O4 P2 O5 105.9(3) . . ? O6 P2 C1 107.7(2) . . ? O4 P2 C1 113.2(2) . . ? O5 P2 C1 104.8(2) . . ? P1 O1 H1A 109.3 . . ? P1 O3 Co1 124.6(2) . . ? P2 O4 H4A 109.3 . . ? P2 O5 H5D 109.4 . . ? P2 O6 Co1 136.1(2) . . ? C1 O7 H7C 109.3 . . ? C7 N1 C3 119.3(5) . . ? C7 N1 Co1 115.2(4) . . ? C3 N1 Co1 125.3(4) . . ? O7 C1 C2 107.8(4) . . ? O7 C1 P1 108.9(3) . . ? C2 C1 P1 111.5(4) . . ? O7 C1 P2 104.6(3) . . ? C2 C1 P2 112.6(4) . . ? P1 C1 P2 111.2(3) . . ? C1 C2 H2B 109.6 . . ? C1 C2 H2C 109.4 . . ? H2B C2 H2C 109.5 . . ? C1 C2 H2D 109.3 . . ? H2B C2 H2D 109.5 . . ? H2C C2 H2D 109.5 . . ? N1 C3 C4 122.1(6) . . ? N1 C3 H3A 118.8 . . ? C4 C3 H3A 119.1 . . ? C5 C4 C3 118.2(6) . . ? C5 C4 H4B 120.8 . . ? C3 C4 H4B 121.0 . . ? C6 C5 C4 119.9(6) . . ? C6 C5 H5B 119.8 . . ? C4 C5 H5B 120.3 . . ? C5 C6 C7 119.3(6) . . ? C5 C6 H6A 120.4 . . ? C7 C6 H6A 120.3 . . ? N1 C7 C6 121.1(6) . . ? N1 C7 C7 115.4(3) . 2_556 ? C6 C7 C7 123.5(4) . 2_556 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 P1 O3 Co1 66.2(3) . . . . ? O1 P1 O3 Co1 -169.0(3) . . . . ? C1 P1 O3 Co1 -53.8(3) . . . . ? N1 Co1 O3 P1 -156.2(3) 2_556 . . . ? N1 Co1 O3 P1 -78.0(3) . . . . ? O6 Co1 O3 P1 105.1(3) 2_556 . . . ? O6 Co1 O3 P1 20.7(3) . . . . ? O3 Co1 O3 P1 62.9(2) 2_556 . . . ? O4 P2 O6 Co1 -102.8(4) . . . . ? O5 P2 O6 Co1 137.8(3) . . . . ? C1 P2 O6 Co1 23.6(4) . . . . ? N1 Co1 O6 P2 99(3) 2_556 . . . ? N1 Co1 O6 P2 91.2(4) . . . . ? O6 Co1 O6 P2 -88.4(3) 2_556 . . . ? O3 Co1 O6 P2 177.4(4) 2_556 . . . ? O3 Co1 O6 P2 -4.0(4) . . . . ? N1 Co1 N1 C7 -1.7(3) 2_556 . . . ? O6 Co1 N1 C7 -10(3) 2_556 . . . ? O6 Co1 N1 C7 177.9(4) . . . . ? O3 Co1 N1 C7 93.6(4) 2_556 . . . ? O3 Co1 N1 C7 -87.8(4) . . . . ? N1 Co1 N1 C3 -176.7(6) 2_556 . . . ? O6 Co1 N1 C3 175(3) 2_556 . . . ? O6 Co1 N1 C3 2.9(5) . . . . ? O3 Co1 N1 C3 -81.4(5) 2_556 . . . ? O3 Co1 N1 C3 97.3(5) . . . . ? O2 P1 C1 O7 -166.5(3) . . . . ? O3 P1 C1 O7 -41.8(4) . . . . ? O1 P1 C1 O7 76.7(4) . . . . ? O2 P1 C1 C2 74.7(4) . . . . ? O3 P1 C1 C2 -160.6(4) . . . . ? O1 P1 C1 C2 -42.1(4) . . . . ? O2 P1 C1 P2 -51.8(3) . . . . ? O3 P1 C1 P2 72.9(3) . . . . ? O1 P1 C1 P2 -168.6(2) . . . . ? O6 P2 C1 O7 61.7(4) . . . . ? O4 P2 C1 O7 -171.4(3) . . . . ? O5 P2 C1 O7 -56.5(4) . . . . ? O6 P2 C1 C2 178.5(4) . . . . ? O4 P2 C1 C2 -54.7(5) . . . . ? O5 P2 C1 C2 60.2(4) . . . . ? O6 P2 C1 P1 -55.6(3) . . . . ? O4 P2 C1 P1 71.2(3) . . . . ? O5 P2 C1 P1 -173.9(3) . . . . ? C7 N1 C3 C4 0.0(9) . . . . ? Co1 N1 C3 C4 174.8(5) . . . . ? N1 C3 C4 C5 0.0(10) . . . . ? C3 C4 C5 C6 0.1(11) . . . . ? C4 C5 C6 C7 -0.1(11) . . . . ? C3 N1 C7 C6 0.0(8) . . . . ? Co1 N1 C7 C6 -175.3(5) . . . . ? C3 N1 C7 C7 179.8(6) . . . 2_556 ? Co1 N1 C7 C7 4.5(7) . . . 2_556 ? C5 C6 C7 N1 0.1(10) . . . . ? C5 C6 C7 C7 -179.7(7) . . . 2_556 ? _diffrn_measured_fraction_theta_max 0.963 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.963 _refine_diff_density_max 0.810 _refine_diff_density_min -0.866 _refine_diff_density_rms 0.082 data_szg178 _database_code_depnum_ccdc_archive 'CCDC 857580' #TrackingRef 'szg178.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C7 H12 N Ni0.50 O7.50 P2' _chemical_formula_weight 321.46 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C2/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 17.3268(6) _cell_length_b 17.6256(6) _cell_length_c 7.5134(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.0800(10) _cell_angle_gamma 90.00 _cell_volume 2294.55(14) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4580 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 28.26 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.861 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1320 _exptl_absorpt_coefficient_mu 1.205 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6919 _exptl_absorpt_correction_T_max 0.9455 _exptl_absorpt_process_details sadabs _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 'Smart Apex II CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6448 _diffrn_reflns_av_R_equivalents 0.0153 _diffrn_reflns_av_sigmaI/netI 0.0161 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 26.50 _reflns_number_total 2382 _reflns_number_gt 2221 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0495P)^2^+8.3955P] 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 2382 _refine_ls_number_parameters 164 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0372 _refine_ls_R_factor_gt 0.0348 _refine_ls_wR_factor_ref 0.0983 _refine_ls_wR_factor_gt 0.0966 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 2.472 _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 Ni1 Ni 0.0000 0.20621(6) 0.7500 0.0147(3) Uani 1 2 d S . . P1 P 0.10312(8) 0.24044(9) 1.09907(19) 0.0165(4) Uani 1 1 d . . . P2 P 0.13483(8) 0.33944(8) 0.77925(19) 0.0166(4) Uani 1 1 d D . . O1 O 0.0985(3) 0.2469(3) 1.3053(6) 0.0301(11) Uani 1 1 d . . . H1A H 0.0950 0.2028 1.3505 0.045 Uiso 1 1 d R . . O2 O 0.1762(2) 0.1994(3) 1.0477(6) 0.0239(10) Uani 1 1 d . . . O3 O 0.0291(2) 0.2074(2) 1.0236(5) 0.0178(8) Uani 1 1 d . . . O4 O 0.1300(3) 0.4250(3) 0.7237(7) 0.0304(11) Uani 1 1 d . . . H4A H 0.1409 0.4296 0.6140 0.046 Uiso 1 1 d R . . O5 O 0.2193(2) 0.3145(3) 0.7433(6) 0.0285(10) Uani 1 1 d D . . H5B H 0.2279 0.3160 0.6321 0.043 Uiso 1 1 d R . . O6 O 0.0753(2) 0.2933(2) 0.6830(5) 0.0201(9) Uani 1 1 d . . . O7 O 0.0343(2) 0.3732(2) 1.0253(6) 0.0230(9) Uani 1 1 d . . . H7A H 0.0192 0.3743 1.1329 0.034 Uiso 1 1 d R . . N1 N 0.0719(3) 0.1176(3) 0.6917(7) 0.0202(10) Uani 1 1 d . . . C1 C 0.1102(3) 0.3382(3) 1.0167(8) 0.0181(11) Uani 1 1 d . . . C2 C 0.1657(4) 0.3853(4) 1.1290(9) 0.0284(14) Uani 1 1 d . . . H2A H 0.1505 0.3829 1.2517 0.043 Uiso 1 1 d R . . H2B H 0.2171 0.3659 1.1164 0.043 Uiso 1 1 d R . . H2C H 0.1642 0.4371 1.0894 0.043 Uiso 1 1 d R . . C3 C 0.1434(4) 0.1232(4) 0.6231(9) 0.0261(13) Uani 1 1 d . . . H3A H 0.1662 0.1725 0.6085 0.031 Uiso 1 1 d R . . C4 C 0.1854(4) 0.0597(5) 0.5733(10) 0.0349(16) Uani 1 1 d . . . H4B H 0.2363 0.0647 0.5244 0.042 Uiso 1 1 d R . . C5 C 0.1527(5) -0.0109(5) 0.5952(11) 0.0404(18) Uani 1 1 d . . . H5A H 0.1809 -0.0557 0.5629 0.048 Uiso 1 1 d R . . C6 C 0.0789(5) -0.0171(4) 0.6655(10) 0.0358(16) Uani 1 1 d . . . H6A H 0.0551 -0.0659 0.6791 0.043 Uiso 1 1 d R . . C7 C 0.0400(4) 0.0487(4) 0.7126(8) 0.0235(13) Uani 1 1 d . . . O1W O 0.0000 0.4909(4) 0.2500 0.0304(15) Uani 1 2 d S . . H1WA H -0.0135 0.4777 0.1457 0.046 Uiso 1 1 d 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 Ni1 0.0139(5) 0.0151(5) 0.0150(5) 0.000 -0.0012(4) 0.000 P1 0.0124(7) 0.0231(8) 0.0141(7) 0.0003(5) -0.0013(5) 0.0006(5) P2 0.0127(7) 0.0180(8) 0.0191(7) 0.0018(5) -0.0006(5) -0.0009(5) O1 0.024(2) 0.051(3) 0.015(2) 0.001(2) -0.0016(17) -0.005(2) O2 0.016(2) 0.030(2) 0.026(2) -0.0004(18) -0.0008(17) 0.0052(17) O3 0.0149(19) 0.023(2) 0.0155(18) 0.0011(16) -0.0012(15) -0.0015(15) O4 0.033(3) 0.021(2) 0.036(3) 0.009(2) 0.004(2) -0.0033(19) O5 0.016(2) 0.047(3) 0.023(2) 0.003(2) 0.0020(17) 0.003(2) O6 0.0178(19) 0.025(2) 0.018(2) 0.0012(16) -0.0008(16) -0.0039(16) O7 0.016(2) 0.024(2) 0.028(2) -0.0074(18) 0.0010(16) 0.0052(17) N1 0.020(2) 0.021(2) 0.020(2) -0.0013(19) -0.0031(19) 0.0029(19) C1 0.013(2) 0.020(3) 0.021(3) -0.004(2) -0.001(2) 0.001(2) C2 0.023(3) 0.031(3) 0.032(3) -0.011(3) -0.005(3) -0.003(3) C3 0.021(3) 0.029(3) 0.028(3) -0.004(3) -0.001(2) 0.003(3) C4 0.027(3) 0.039(4) 0.039(4) -0.008(3) 0.001(3) 0.009(3) C5 0.041(4) 0.032(4) 0.048(4) -0.010(3) 0.001(3) 0.015(3) C6 0.042(4) 0.021(3) 0.044(4) -0.004(3) 0.000(3) 0.004(3) C7 0.027(3) 0.020(3) 0.024(3) -0.001(2) -0.005(2) 0.002(2) O1W 0.037(4) 0.020(3) 0.034(4) 0.000 0.001(3) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 N1 2.046(5) 2_556 ? Ni1 N1 2.046(5) . ? Ni1 O6 2.076(4) . ? Ni1 O6 2.076(4) 2_556 ? Ni1 O3 2.116(4) . ? Ni1 O3 2.116(4) 2_556 ? P1 O2 1.508(4) . ? P1 O3 1.517(4) . ? P1 O1 1.556(4) . ? P1 C1 1.835(6) . ? P2 O6 1.499(4) . ? P2 O5 1.551(4) . ? P2 O4 1.567(5) . ? P2 C1 1.835(6) . ? O1 H1A 0.8502 . ? O4 H4A 0.8500 . ? O5 H5B 0.8500 . ? O7 C1 1.454(7) . ? O7 H7A 0.8500 . ? N1 C7 1.344(8) . ? N1 C3 1.346(8) . ? C1 C2 1.524(8) . ? C2 H2A 0.9600 . ? C2 H2B 0.9599 . ? C2 H2C 0.9600 . ? C3 C4 1.386(10) . ? C3 H3A 0.9601 . ? C4 C5 1.377(12) . ? C4 H4B 0.9601 . ? C5 C6 1.388(11) . ? C5 H5A 0.9602 . ? C6 C7 1.387(9) . ? C6 H6A 0.9599 . ? C7 C7 1.497(13) 2_556 ? O1W H1WA 0.8500 . ? 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 N1 80.5(3) 2_556 . ? N1 Ni1 O6 177.59(19) 2_556 . ? N1 Ni1 O6 97.40(19) . . ? N1 Ni1 O6 97.40(19) 2_556 2_556 ? N1 Ni1 O6 177.59(19) . 2_556 ? O6 Ni1 O6 84.7(2) . 2_556 ? N1 Ni1 O3 86.80(18) 2_556 . ? N1 Ni1 O3 94.07(18) . . ? O6 Ni1 O3 94.53(16) . . ? O6 Ni1 O3 84.63(16) 2_556 . ? N1 Ni1 O3 94.07(18) 2_556 2_556 ? N1 Ni1 O3 86.80(18) . 2_556 ? O6 Ni1 O3 84.63(16) . 2_556 ? O6 Ni1 O3 94.53(16) 2_556 2_556 ? O3 Ni1 O3 178.9(2) . 2_556 ? O2 P1 O3 115.4(3) . . ? O2 P1 O1 109.5(3) . . ? O3 P1 O1 110.8(2) . . ? O2 P1 C1 107.9(3) . . ? O3 P1 C1 106.9(2) . . ? O1 P1 C1 105.7(3) . . ? O6 P2 O5 114.2(3) . . ? O6 P2 O4 111.0(3) . . ? O5 P2 O4 106.0(3) . . ? O6 P2 C1 107.5(3) . . ? O5 P2 C1 112.7(3) . . ? O4 P2 C1 104.9(3) . . ? P1 O1 H1A 109.6 . . ? P1 O3 Ni1 124.6(2) . . ? P2 O4 H4A 109.8 . . ? P2 O5 H5B 109.2 . . ? P2 O6 Ni1 135.8(3) . . ? C1 O7 H7A 109.3 . . ? C7 N1 C3 119.3(5) . . ? C7 N1 Ni1 114.4(4) . . ? C3 N1 Ni1 126.0(4) . . ? O7 C1 C2 108.3(5) . . ? O7 C1 P2 104.5(4) . . ? C2 C1 P2 112.6(4) . . ? O7 C1 P1 108.8(4) . . ? C2 C1 P1 111.5(4) . . ? P2 C1 P1 110.8(3) . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.6 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.2 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N1 C3 C4 121.9(7) . . ? N1 C3 H3A 119.2 . . ? C4 C3 H3A 118.9 . . ? C5 C4 C3 118.7(7) . . ? C5 C4 H4B 120.4 . . ? C3 C4 H4B 120.8 . . ? C4 C5 C6 119.7(7) . . ? C4 C5 H5A 120.2 . . ? C6 C5 H5A 120.0 . . ? C7 C6 C5 118.7(7) . . ? C7 C6 H6A 120.8 . . ? C5 C6 H6A 120.5 . . ? N1 C7 C6 121.7(6) . . ? N1 C7 C7 115.2(3) . 2_556 ? C6 C7 C7 123.1(4) . 2_556 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 P1 O3 Ni1 -66.4(4) . . . . ? O1 P1 O3 Ni1 168.4(3) . . . . ? C1 P1 O3 Ni1 53.6(3) . . . . ? N1 Ni1 O3 P1 157.4(3) 2_556 . . . ? N1 Ni1 O3 P1 77.2(3) . . . . ? O6 Ni1 O3 P1 -20.6(3) . . . . ? O6 Ni1 O3 P1 -104.8(3) 2_556 . . . ? O3 Ni1 O3 P1 -62.7(3) 2_556 . . . ? O5 P2 O6 Ni1 101.9(4) . . . . ? O4 P2 O6 Ni1 -138.3(4) . . . . ? C1 P2 O6 Ni1 -24.0(4) . . . . ? N1 Ni1 O6 P2 -119(4) 2_556 . . . ? N1 Ni1 O6 P2 -90.5(4) . . . . ? O6 Ni1 O6 P2 88.3(4) 2_556 . . . ? O3 Ni1 O6 P2 4.2(4) . . . . ? O3 Ni1 O6 P2 -176.6(4) 2_556 . . . ? N1 Ni1 N1 C7 1.6(3) 2_556 . . . ? O6 Ni1 N1 C7 -177.2(4) . . . . ? O6 Ni1 N1 C7 31(5) 2_556 . . . ? O3 Ni1 N1 C7 87.7(4) . . . . ? O3 Ni1 N1 C7 -93.0(4) 2_556 . . . ? N1 Ni1 N1 C3 176.0(6) 2_556 . . . ? O6 Ni1 N1 C3 -2.8(5) . . . . ? O6 Ni1 N1 C3 -155(4) 2_556 . . . ? O3 Ni1 N1 C3 -97.9(5) . . . . ? O3 Ni1 N1 C3 81.4(5) 2_556 . . . ? O6 P2 C1 O7 -61.1(4) . . . . ? O5 P2 C1 O7 172.0(3) . . . . ? O4 P2 C1 O7 57.1(4) . . . . ? O6 P2 C1 C2 -178.5(4) . . . . ? O5 P2 C1 C2 54.7(5) . . . . ? O4 P2 C1 C2 -60.2(5) . . . . ? O6 P2 C1 P1 55.9(3) . . . . ? O5 P2 C1 P1 -71.0(4) . . . . ? O4 P2 C1 P1 174.1(3) . . . . ? O2 P1 C1 O7 166.2(4) . . . . ? O3 P1 C1 O7 41.5(4) . . . . ? O1 P1 C1 O7 -76.6(4) . . . . ? O2 P1 C1 C2 -74.4(5) . . . . ? O3 P1 C1 C2 160.9(4) . . . . ? O1 P1 C1 C2 42.8(5) . . . . ? O2 P1 C1 P2 51.9(4) . . . . ? O3 P1 C1 P2 -72.8(3) . . . . ? O1 P1 C1 P2 169.0(3) . . . . ? C7 N1 C3 C4 -0.1(10) . . . . ? Ni1 N1 C3 C4 -174.2(5) . . . . ? N1 C3 C4 C5 -0.1(11) . . . . ? C3 C4 C5 C6 0.2(12) . . . . ? C4 C5 C6 C7 -0.2(12) . . . . ? C3 N1 C7 C6 0.1(9) . . . . ? Ni1 N1 C7 C6 174.9(5) . . . . ? C3 N1 C7 C7 -179.1(6) . . . 2_556 ? Ni1 N1 C7 C7 -4.3(8) . . . 2_556 ? C5 C6 C7 N1 0.1(11) . . . . ? C5 C6 C7 C7 179.2(8) . . . 2_556 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.030 _refine_diff_density_min -0.931 _refine_diff_density_rms 0.096 data_szg179 _database_code_depnum_ccdc_archive 'CCDC 857581' #TrackingRef 'szg179.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H12 Co0.50 N O7.50 P2' _chemical_formula_weight 333.59 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C2/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 17.0884(11) _cell_length_b 18.6492(11) _cell_length_c 7.5691(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.1740(10) _cell_angle_gamma 90.00 _cell_volume 2412.1(2) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2820 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 28.28 _exptl_crystal_description plate _exptl_crystal_colour pink _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.837 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1364 _exptl_absorpt_coefficient_mu 1.057 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9155 _exptl_absorpt_correction_T_max 0.9864 _exptl_absorpt_process_details sadabs _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 'Smart Apex II CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7497 _diffrn_reflns_av_R_equivalents 0.0287 _diffrn_reflns_av_sigmaI/netI 0.0355 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 4 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 28.31 _reflns_number_total 2920 _reflns_number_gt 2398 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0581P)^2^+5.3944P] 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 2920 _refine_ls_number_parameters 174 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0496 _refine_ls_R_factor_gt 0.0377 _refine_ls_wR_factor_ref 0.1075 _refine_ls_wR_factor_gt 0.1011 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 2.130 _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 0.22267(5) 0.7500 0.0169(3) Uani 1 2 d S . . P1 P 0.13948(8) 0.34721(7) 0.78080(19) 0.0187(3) Uani 1 1 d . . . P2 P 0.10407(8) 0.25489(8) 1.10022(18) 0.0182(3) Uani 1 1 d D . . O1 O 0.0781(2) 0.3045(2) 0.6857(5) 0.0240(9) Uani 1 1 d . . . O2 O 0.2231(2) 0.3249(3) 0.7483(6) 0.0337(11) Uani 1 1 d . . . O3 O 0.1355(3) 0.4282(2) 0.7250(6) 0.0329(10) Uani 1 1 d . . . H3A H 0.0894 0.4436 0.7419 0.049 Uiso 1 1 d R . . O4 O 0.1016(2) 0.2611(3) 1.3045(5) 0.0322(10) Uani 1 1 d . . . H4A H 0.0567 0.2483 1.3405 0.048 Uiso 1 1 d R . . O5 O 0.1765(2) 0.2111(2) 1.0454(6) 0.0278(9) Uani 1 1 d D . . H5A H 0.2037 0.2025 1.1354 0.042 Uiso 1 1 d R . . O6 O 0.0281(2) 0.2262(2) 1.0262(5) 0.0191(8) Uani 1 1 d . . . O7 O 0.0380(2) 0.3811(2) 1.0260(6) 0.0261(9) Uani 1 1 d . . . H7C H 0.0037 0.3501 1.0536 0.031 Uiso 1 1 d R . . O1W O 0.0000 0.5071(3) 0.7500 0.0353(15) Uani 1 2 d S . . H1WC H -0.0134 0.5278 0.8453 0.042 Uiso 1 1 d R . . N1 N -0.0734(3) 0.1357(3) 0.8152(6) 0.0216(10) Uani 1 1 d . . . C1 C 0.1142(3) 0.3468(3) 1.0163(8) 0.0207(11) Uani 1 1 d . . . C2 C 0.1715(4) 0.3908(4) 1.1264(9) 0.0336(14) Uani 1 1 d . . . H2B H 0.1531 0.3937 1.2458 0.050 Uiso 1 1 calc R . . H2C H 0.1756 0.4382 1.0778 0.050 Uiso 1 1 calc R . . H2D H 0.2220 0.3682 1.1249 0.050 Uiso 1 1 calc R . . C3 C -0.1438(4) 0.1372(4) 0.8897(8) 0.0295(13) Uani 1 1 d . . . H3C H -0.1675 0.1362 0.7746 0.035 Uiso 1 1 d R . . C4 C -0.1841(4) 0.0740(4) 0.9342(9) 0.0382(16) Uani 1 1 d . . . H4B H -0.2330 0.0766 0.9873 0.046 Uiso 1 1 d R . . C5 C -0.1505(4) 0.0091(4) 0.9002(10) 0.0405(17) Uani 1 1 d . . . H5B H -0.1771 -0.0330 0.9274 0.049 Uiso 1 1 d R . . C6 C -0.0761(4) 0.0057(3) 0.8244(9) 0.0336(14) Uani 1 1 d . . . C7 C -0.0388(3) 0.0709(3) 0.7863(7) 0.0242(12) Uani 1 1 d . . . C8 C -0.0358(5) -0.0598(4) 0.7860(11) 0.0445(18) Uani 1 1 d . . . H8A H -0.0597 -0.1033 0.8119 0.053 Uiso 1 1 d 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 Co1 0.0182(5) 0.0161(5) 0.0164(5) 0.000 -0.0003(4) 0.000 P1 0.0150(6) 0.0198(7) 0.0213(7) 0.0039(5) 0.0002(5) -0.0014(5) P2 0.0146(6) 0.0250(7) 0.0151(6) 0.0016(5) -0.0003(5) -0.0001(5) O1 0.025(2) 0.028(2) 0.0190(19) 0.0005(16) 0.0001(16) -0.0070(17) O2 0.019(2) 0.055(3) 0.027(2) 0.012(2) 0.0044(17) 0.009(2) O3 0.033(2) 0.022(2) 0.044(3) 0.009(2) 0.004(2) -0.0011(18) O4 0.022(2) 0.058(3) 0.017(2) 0.0016(19) -0.0003(17) -0.006(2) O5 0.0199(19) 0.038(2) 0.026(2) 0.0035(18) -0.0012(16) 0.0078(17) O6 0.0170(18) 0.0223(19) 0.0180(18) 0.0016(15) -0.0017(14) -0.0012(15) O7 0.0203(19) 0.023(2) 0.034(2) -0.0067(18) 0.0018(17) 0.0005(16) O1W 0.045(4) 0.023(3) 0.037(4) 0.000 0.004(3) 0.000 N1 0.022(2) 0.022(2) 0.020(2) -0.0002(18) -0.0017(18) -0.0014(19) C1 0.017(2) 0.021(3) 0.024(3) -0.003(2) -0.001(2) -0.002(2) C2 0.029(3) 0.036(4) 0.036(3) -0.010(3) -0.004(3) -0.008(3) C3 0.026(3) 0.040(4) 0.023(3) 0.001(3) -0.003(2) -0.005(3) C4 0.031(3) 0.049(4) 0.034(4) 0.006(3) 0.003(3) -0.012(3) C5 0.045(4) 0.040(4) 0.037(4) 0.008(3) -0.001(3) -0.022(3) C6 0.047(4) 0.025(3) 0.029(3) 0.004(3) -0.006(3) -0.010(3) C7 0.032(3) 0.021(3) 0.020(3) 0.001(2) -0.003(2) -0.003(2) C8 0.065(5) 0.019(3) 0.049(4) 0.004(3) -0.006(4) -0.009(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 Co1 O1 2.087(4) 2_556 ? Co1 O1 2.087(4) . ? Co1 N1 2.110(5) . ? Co1 N1 2.110(5) 2_556 ? Co1 O6 2.144(4) . ? Co1 O6 2.144(4) 2_556 ? P1 O1 1.499(4) . ? P1 O2 1.509(4) . ? P1 O3 1.570(4) . ? P1 C1 1.835(6) . ? P2 O6 1.511(4) . ? P2 O5 1.541(4) . ? P2 O4 1.551(4) . ? P2 C1 1.836(6) . ? O3 H3A 0.8492 . ? O4 H4A 0.8493 . ? O5 H5A 0.8394 . ? O7 C1 1.453(7) . ? O7 H7C 0.8500 . ? O1W H1WC 0.8500 . ? N1 C3 1.330(8) . ? N1 C7 1.364(7) . ? C1 C2 1.524(8) . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C2 H2D 0.9600 . ? C3 C4 1.405(9) . ? C3 H3C 0.9601 . ? C4 C5 1.366(11) . ? C4 H4B 0.9301 . ? C5 C6 1.397(10) . ? C5 H5B 0.9301 . ? C6 C7 1.404(8) . ? C6 C8 1.432(10) . ? C7 C7 1.437(12) 2_556 ? C8 C8 1.341(16) 2_556 ? C8 H8A 0.9302 . ? 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 O1 Co1 O1 85.9(2) 2_556 . ? O1 Co1 N1 97.27(18) 2_556 . ? O1 Co1 N1 176.68(18) . . ? O1 Co1 N1 176.68(18) 2_556 2_556 ? O1 Co1 N1 97.27(18) . 2_556 ? N1 Co1 N1 79.6(3) . 2_556 ? O1 Co1 O6 83.76(15) 2_556 . ? O1 Co1 O6 93.66(15) . . ? N1 Co1 O6 85.80(16) . . ? N1 Co1 O6 96.91(16) 2_556 . ? O1 Co1 O6 93.66(15) 2_556 2_556 ? O1 Co1 O6 83.76(15) . 2_556 ? N1 Co1 O6 96.91(16) . 2_556 ? N1 Co1 O6 85.80(16) 2_556 2_556 ? O6 Co1 O6 176.5(2) . 2_556 ? O1 P1 O2 115.9(3) . . ? O1 P1 O3 110.6(2) . . ? O2 P1 O3 105.2(3) . . ? O1 P1 C1 107.3(2) . . ? O2 P1 C1 112.5(2) . . ? O3 P1 C1 104.8(3) . . ? O6 P2 O5 113.7(2) . . ? O6 P2 O4 111.7(2) . . ? O5 P2 O4 109.4(2) . . ? O6 P2 C1 106.5(2) . . ? O5 P2 C1 108.9(3) . . ? O4 P2 C1 106.1(3) . . ? P1 O1 Co1 136.3(2) . . ? P1 O3 H3A 109.0 . . ? P2 O4 H4A 109.1 . . ? P2 O5 H5A 109.1 . . ? P2 O6 Co1 124.2(2) . . ? C1 O7 H7C 109.4 . . ? C3 N1 C7 118.6(5) . . ? C3 N1 Co1 128.5(4) . . ? C7 N1 Co1 112.6(4) . . ? O7 C1 C2 108.0(5) . . ? O7 C1 P1 105.1(4) . . ? C2 C1 P1 112.1(4) . . ? O7 C1 P2 107.9(4) . . ? C2 C1 P2 112.0(4) . . ? P1 C1 P2 111.3(3) . . ? C1 C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C1 C2 H2D 109.5 . . ? H2B C2 H2D 109.5 . . ? H2C C2 H2D 109.5 . . ? N1 C3 C4 121.9(6) . . ? N1 C3 H3C 89.7 . . ? C4 C3 H3C 89.8 . . ? C5 C4 C3 119.4(6) . . ? C5 C4 H4B 120.5 . . ? C3 C4 H4B 120.1 . . ? C4 C5 C6 120.1(6) . . ? C4 C5 H5B 120.0 . . ? C6 C5 H5B 119.9 . . ? C5 C6 C7 117.4(6) . . ? C5 C6 C8 124.1(6) . . ? C7 C6 C8 118.5(7) . . ? N1 C7 C6 122.5(6) . . ? N1 C7 C7 117.6(3) . 2_556 ? C6 C7 C7 119.9(4) . 2_556 ? C8 C8 C6 121.5(4) 2_556 . ? C8 C8 H8A 119.2 2_556 . ? C6 C8 H8A 119.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 P1 O1 Co1 101.8(4) . . . . ? O3 P1 O1 Co1 -138.7(4) . . . . ? C1 P1 O1 Co1 -24.9(4) . . . . ? O1 Co1 O1 P1 89.8(4) 2_556 . . . ? N1 Co1 O1 P1 -74(3) . . . . ? N1 Co1 O1 P1 -91.1(4) 2_556 . . . ? O6 Co1 O1 P1 6.4(4) . . . . ? O6 Co1 O1 P1 -176.0(4) 2_556 . . . ? O5 P2 O6 Co1 -64.4(3) . . . . ? O4 P2 O6 Co1 171.1(3) . . . . ? C1 P2 O6 Co1 55.6(3) . . . . ? O1 Co1 O6 P2 -108.8(3) 2_556 . . . ? O1 Co1 O6 P2 -23.3(3) . . . . ? N1 Co1 O6 P2 153.4(3) . . . . ? N1 Co1 O6 P2 74.5(3) 2_556 . . . ? O6 Co1 O6 P2 -65.9(3) 2_556 . . . ? O1 Co1 N1 C3 -5.6(5) 2_556 . . . ? O1 Co1 N1 C3 158(3) . . . . ? N1 Co1 N1 C3 175.4(6) 2_556 . . . ? O6 Co1 N1 C3 77.5(5) . . . . ? O6 Co1 N1 C3 -100.2(5) 2_556 . . . ? O1 Co1 N1 C7 179.6(4) 2_556 . . . ? O1 Co1 N1 C7 -17(3) . . . . ? N1 Co1 N1 C7 0.6(3) 2_556 . . . ? O6 Co1 N1 C7 -97.3(4) . . . . ? O6 Co1 N1 C7 85.0(4) 2_556 . . . ? O1 P1 C1 O7 -61.1(4) . . . . ? O2 P1 C1 O7 170.3(3) . . . . ? O3 P1 C1 O7 56.5(4) . . . . ? O1 P1 C1 C2 -178.2(4) . . . . ? O2 P1 C1 C2 53.2(5) . . . . ? O3 P1 C1 C2 -60.6(5) . . . . ? O1 P1 C1 P2 55.5(3) . . . . ? O2 P1 C1 P2 -73.1(4) . . . . ? O3 P1 C1 P2 173.1(3) . . . . ? O6 P2 C1 O7 41.6(4) . . . . ? O5 P2 C1 O7 164.7(3) . . . . ? O4 P2 C1 O7 -77.6(4) . . . . ? O6 P2 C1 C2 160.4(4) . . . . ? O5 P2 C1 C2 -76.5(5) . . . . ? O4 P2 C1 C2 41.2(5) . . . . ? O6 P2 C1 P1 -73.2(3) . . . . ? O5 P2 C1 P1 49.8(3) . . . . ? O4 P2 C1 P1 167.6(3) . . . . ? C7 N1 C3 C4 -1.9(9) . . . . ? Co1 N1 C3 C4 -176.4(5) . . . . ? N1 C3 C4 C5 -0.1(10) . . . . ? C3 C4 C5 C6 1.0(10) . . . . ? C4 C5 C6 C7 0.1(10) . . . . ? C4 C5 C6 C8 179.2(7) . . . . ? C3 N1 C7 C6 3.1(8) . . . . ? Co1 N1 C7 C6 178.4(5) . . . . ? C3 N1 C7 C7 -177.0(6) . . . 2_556 ? Co1 N1 C7 C7 -1.6(8) . . . 2_556 ? C5 C6 C7 N1 -2.1(9) . . . . ? C8 C6 C7 N1 178.7(6) . . . . ? C5 C6 C7 C7 177.9(7) . . . 2_556 ? C8 C6 C7 C7 -1.3(10) . . . 2_556 ? C5 C6 C8 C8 -179.6(9) . . . 2_556 ? C7 C6 C8 C8 -0.4(13) . . . 2_556 ? _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 0.856 _refine_diff_density_min -0.870 _refine_diff_density_rms 0.085 data_szg180 _database_code_depnum_ccdc_archive 'CCDC 857582' #TrackingRef 'szg180.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H12 N Ni0.50 O7.50 P2' _chemical_formula_weight 333.48 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' P P 0.1023 0.0942 '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 'C2/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 17.0960(8) _cell_length_b 18.5599(8) _cell_length_c 7.5289(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.2230(10) _cell_angle_gamma 90.00 _cell_volume 2388.9(2) _cell_formula_units_Z 8 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 3458 _cell_measurement_theta_min 3.15 _cell_measurement_theta_max 27.66 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.854 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1368 _exptl_absorpt_coefficient_mu 1.161 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9077 _exptl_absorpt_correction_T_max 0.9851 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'Smart Apex II CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 13512 _diffrn_reflns_av_R_equivalents 0.0384 _diffrn_reflns_av_sigmaI/netI 0.0238 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 26.50 _reflns_number_total 2485 _reflns_number_gt 2153 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^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 2485 _refine_ls_number_parameters 175 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0592 _refine_ls_R_factor_gt 0.0482 _refine_ls_wR_factor_ref 0.2264 _refine_ls_wR_factor_gt 0.1956 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.398 _refine_ls_shift/su_max 0.012 _refine_ls_shift/su_mean 0.003 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 0.27764(5) 0.2500 0.0148(4) Uani 1 2 d S . . P1 P 0.13851(8) 0.15348(8) 0.2790(2) 0.0171(5) Uani 1 1 d . . . P2 P 0.10387(8) 0.24654(9) 0.59886(18) 0.0171(5) Uani 1 1 d D . . O1 O 0.0765(2) 0.1961(2) 0.1835(5) 0.0214(9) Uani 1 1 d . . . O2 O 0.2220(3) 0.1768(3) 0.2449(6) 0.0305(12) Uani 1 1 d . . . O3 O 0.1342(3) 0.0721(2) 0.2214(7) 0.0285(11) Uani 1 1 d . . . H3B H 0.1669 0.0477 0.2821 0.034 Uiso 1 1 d R . . O4 O 0.1007(3) 0.2407(3) 0.8060(6) 0.0305(12) Uani 1 1 d D . . H4A H 0.0557 0.2537 0.8413 0.046 Uiso 1 1 d R . . O5 O 0.1777(3) 0.2902(3) 0.5455(6) 0.0263(11) Uani 1 1 d D . . H5A H 0.2065 0.2966 0.6365 0.039 Uiso 1 1 d R . . O6 O 0.0279(3) 0.2754(2) 0.5239(5) 0.0188(9) Uani 1 1 d . . . O7 O 0.0374(3) 0.1200(2) 0.5259(6) 0.0231(10) Uani 1 1 d . . . H7 H 0.0047 0.1458 0.4777 0.035 Uiso 1 1 calc R . . O1W O 0.0000 0.0074(4) 0.7500 0.0326(15) Uani 1 2 d S . . H1WC H -0.0323 0.0140 0.8339 0.049 Uiso 1 1 d R . . N1 N 0.0737(3) 0.3617(3) 0.1868(7) 0.0199(11) Uani 1 1 d . . . C1 C 0.1139(3) 0.1541(3) 0.5153(8) 0.0180(12) Uani 1 1 d . . . C2 C 0.1710(4) 0.1096(4) 0.6273(9) 0.0294(15) Uani 1 1 d . . . H2A H 0.1536 0.1087 0.7484 0.044 Uiso 1 1 calc R . . H2B H 0.2221 0.1308 0.6218 0.044 Uiso 1 1 calc R . . H2C H 0.1731 0.0613 0.5821 0.044 Uiso 1 1 calc R . . C3 C 0.1444(4) 0.3609(4) 0.1160(8) 0.0258(14) Uani 1 1 d . . . H3 H 0.1679 0.3166 0.0947 0.031 Uiso 1 1 d R . . C4 C 0.1845(4) 0.4233(5) 0.0696(10) 0.0345(16) Uani 1 1 d . . . H4 H 0.2336 0.4203 0.0173 0.041 Uiso 1 1 calc R . . C5 C 0.1512(5) 0.4888(5) 0.1016(10) 0.0392(18) Uani 1 1 d . . . H5 H 0.1782 0.5308 0.0740 0.047 Uiso 1 1 d R . . C6 C 0.0762(4) 0.4935(4) 0.1777(9) 0.0312(15) Uani 1 1 d . . . C7 C 0.0391(4) 0.4274(3) 0.2143(8) 0.0206(12) Uani 1 1 d . . . C8 C 0.0359(5) 0.5584(4) 0.2143(11) 0.0412(19) Uani 1 1 d . . . H8 H 0.0602 0.6021 0.1897 0.049 Uiso 1 1 d 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 Ni1 0.0157(6) 0.0141(7) 0.0145(6) 0.000 0.0000(4) 0.000 P1 0.0126(8) 0.0184(8) 0.0202(8) -0.0029(5) 0.0009(6) 0.0014(5) P2 0.0145(8) 0.0235(9) 0.0133(8) -0.0014(5) -0.0002(6) 0.0001(5) O1 0.023(2) 0.024(2) 0.018(2) 0.0011(17) 0.0001(16) 0.0043(17) O2 0.019(2) 0.049(3) 0.023(2) -0.009(2) 0.0035(17) -0.009(2) O3 0.028(2) 0.020(2) 0.038(3) -0.008(2) 0.0040(19) 0.0049(18) O4 0.021(2) 0.056(3) 0.014(2) -0.003(2) -0.0022(17) 0.008(2) O5 0.017(2) 0.039(3) 0.023(2) -0.005(2) -0.0006(17) -0.0076(19) O6 0.019(2) 0.023(2) 0.0142(19) -0.0017(16) -0.0029(15) 0.0031(16) O7 0.019(2) 0.020(2) 0.030(2) 0.0079(19) -0.0006(17) -0.0010(17) O1W 0.034(4) 0.025(4) 0.039(4) 0.000 0.004(3) 0.000 N1 0.019(2) 0.023(3) 0.018(2) -0.002(2) -0.0019(19) -0.0017(19) C1 0.016(3) 0.015(3) 0.023(3) 0.003(2) 0.001(2) 0.000(2) C2 0.023(3) 0.033(4) 0.032(3) 0.015(3) 0.000(3) 0.004(3) C3 0.021(3) 0.035(4) 0.022(3) 0.005(3) 0.001(2) -0.001(3) C4 0.024(3) 0.046(4) 0.034(4) 0.007(3) 0.000(3) -0.010(3) C5 0.046(5) 0.035(4) 0.036(4) 0.005(3) -0.001(3) -0.021(3) C6 0.042(4) 0.025(3) 0.026(3) 0.002(3) -0.003(3) -0.009(3) C7 0.023(3) 0.019(3) 0.020(3) 0.003(2) -0.001(2) -0.002(2) C8 0.066(5) 0.016(3) 0.042(4) 0.000(3) -0.004(4) -0.008(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 Ni1 N1 2.062(5) . ? Ni1 N1 2.062(5) 2 ? Ni1 O1 2.063(4) 2 ? Ni1 O1 2.063(4) . ? Ni1 O6 2.115(4) 2 ? Ni1 O6 2.115(4) . ? P1 O1 1.503(4) . ? P1 O2 1.514(5) . ? P1 O3 1.574(5) . ? P1 C1 1.830(6) . ? P2 O6 1.512(4) . ? P2 O5 1.554(4) . ? P2 O4 1.564(4) . ? P2 C1 1.836(6) . ? O3 H3B 0.8500 . ? O4 H4A 0.8500 . ? O5 H5A 0.8500 . ? O7 C1 1.455(7) . ? O7 H7 0.8200 . ? O1W H1WC 0.8500 . ? N1 C3 1.324(8) . ? N1 C7 1.370(8) . ? C1 C2 1.530(8) . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 C4 1.390(10) . ? C3 H3 0.9300 . ? C4 C5 1.365(12) . ? C4 H4 0.9300 . ? C5 C6 1.409(11) . ? C5 H5 0.9300 . ? C6 C7 1.409(9) . ? C6 C8 1.415(11) . ? C7 C7 1.444(12) 2 ? C8 C8 1.341(18) 2 ? C8 H8 0.9299 . ? 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 N1 81.6(3) . 2 ? N1 Ni1 O1 178.00(19) . 2 ? N1 Ni1 O1 96.4(2) 2 2 ? N1 Ni1 O1 96.4(2) . . ? N1 Ni1 O1 178.00(19) 2 . ? O1 Ni1 O1 85.6(3) 2 . ? N1 Ni1 O6 85.74(18) . 2 ? N1 Ni1 O6 95.98(18) 2 2 ? O1 Ni1 O6 94.66(16) 2 2 ? O1 Ni1 O6 83.68(16) . 2 ? N1 Ni1 O6 95.98(18) . . ? N1 Ni1 O6 85.74(18) 2 . ? O1 Ni1 O6 83.68(16) 2 . ? O1 Ni1 O6 94.66(16) . . ? O6 Ni1 O6 177.7(2) 2 . ? O1 P1 O2 115.6(3) . . ? O1 P1 O3 110.0(3) . . ? O2 P1 O3 105.8(3) . . ? O1 P1 C1 107.3(3) . . ? O2 P1 C1 112.6(3) . . ? O3 P1 C1 105.3(3) . . ? O6 P2 O5 114.6(3) . . ? O6 P2 O4 111.3(3) . . ? O5 P2 O4 109.0(3) . . ? O6 P2 C1 106.5(2) . . ? O5 P2 C1 108.8(3) . . ? O4 P2 C1 106.3(3) . . ? P1 O1 Ni1 135.8(3) . . ? P1 O3 H3B 109.4 . . ? P2 O4 H4A 109.1 . . ? P2 O5 H5A 109.4 . . ? P2 O6 Ni1 124.1(3) . . ? C1 O7 H7 109.5 . . ? C3 N1 C7 117.8(6) . . ? C3 N1 Ni1 130.1(5) . . ? C7 N1 Ni1 112.0(4) . . ? O7 C1 C2 107.8(5) . . ? O7 C1 P1 105.1(4) . . ? C2 C1 P1 112.6(4) . . ? O7 C1 P2 107.6(4) . . ? C2 C1 P2 112.1(4) . . ? P1 C1 P2 111.2(3) . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N1 C3 C4 122.9(7) . . ? N1 C3 H3 118.4 . . ? C4 C3 H3 118.7 . . ? C5 C4 C3 119.4(7) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? C4 C5 C6 120.5(7) . . ? C4 C5 H5 120.1 . . ? C6 C5 H5 119.4 . . ? C7 C6 C8 118.9(7) . . ? C7 C6 C5 115.9(7) . . ? C8 C6 C5 125.2(7) . . ? N1 C7 C6 123.4(6) . . ? N1 C7 C7 117.2(3) . 2 ? C6 C7 C7 119.4(4) . 2 ? C8 C8 C6 121.7(5) 2 . ? C8 C8 H8 119.3 2 . ? C6 C8 H8 119.0 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.337 _refine_diff_density_min -0.923 _refine_diff_density_rms 0.105