#Supplementary Material (ESI) for Dalton Transactions #This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Ramaswamy Murugavel' _publ_contact_author_email RMV@CHEM.IITB.AC.IN _publ_section_title ; Assembling metal phosphonates in the presence of monodentate-terminal and bidentate-bridging pyridine ligands. Use of non-covalent and covalent-coordinate interactions to build polymeric metal-phosphonate architectures ; loop_ _publ_author_name 'Ramaswamy Murugavel' 'Swaminathan Shanmugan' # Attachment 'global-cube.cif' data_newrm161-relable _database_code_depnum_ccdc_archive 'CCDC 683031' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H60 Co4 N8 O12 P4' _chemical_formula_sum 'C36 H60 Co4 N8 O12 P4' _chemical_formula_weight 1156.52 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'I 41/a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-y+3/4, x+1/4, z+1/4' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-y+5/4, x+3/4, z+3/4' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'y-3/4, -x-1/4, -z-1/4' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'x, y+1/2, -z' 'y-1/4, -x+1/4, -z+1/4' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 20.1451(4) _cell_length_b 20.1451(4) _cell_length_c 12.7796(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5186.3(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4555 _cell_measurement_theta_min 2.8556 _cell_measurement_theta_max 32.5957 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.481 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2384 _exptl_absorpt_coefficient_mu 1.441 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6718 _exptl_absorpt_correction_T_max 0.7615 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd. Version 1.171.32.4 (release 27-04-2006 CrysAlis171 .NET) (compiled Apr 27 2007,17:53:11) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OXFORD DIFFRACTIOM X CALIBUR-S' _diffrn_measurement_method 'omega(w)-q scan' _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25032 _diffrn_reflns_av_R_equivalents 0.1066 _diffrn_reflns_av_sigmaI/netI 0.0627 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.86 _diffrn_reflns_theta_max 24.99 _diffrn_orient_matrix_UB_11 0.0145705477 _diffrn_orient_matrix_UB_12 0.0018143318 _diffrn_orient_matrix_UB_13 -0.0504655803 _diffrn_orient_matrix_UB_21 -0.0319513163 _diffrn_orient_matrix_UB_22 0.0036067010 _diffrn_orient_matrix_UB_23 -0.0225859921 _diffrn_orient_matrix_UB_31 0.0025512040 _diffrn_orient_matrix_UB_32 0.0349879227 _diffrn_orient_matrix_UB_33 0.0049119904 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -101.00 -51.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - -29.0346 -45.0000 120.0000 0.0000 0.0000 50 #__ type_ start__ end____ width___ exp.time_ 2 omega -61.00 -7.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - -29.0346 75.0000 120.0000 0.0000 0.0000 54 #__ type_ start__ end____ width___ exp.time_ 3 omega -53.00 -2.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - -29.0346 -45.0000 120.0000 0.0000 0.0000 51 #__ type_ start__ end____ width___ exp.time_ 4 omega 43.00 91.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - 29.5033 -127.0000 281.0000 0.0000 0.0000 48 #__ type_ start__ end____ width___ exp.time_ 5 omega -2.00 51.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - 29.5033 75.0000 240.0000 0.0000 0.0000 53 #__ type_ start__ end____ width___ exp.time_ 6 omega 6.00 57.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - 29.5033 -45.0000 240.0000 0.0000 0.0000 51 #__ type_ start__ end____ width___ exp.time_ 7 omega -2.00 43.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - 29.5033 -127.0000 281.0000 0.0000 0.0000 45 #__ type_ start__ end____ width___ exp.time_ 8 omega -43.00 9.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - 29.5033 -45.0000 0.0000 0.0000 0.0000 52 #__ type_ start__ end____ width___ exp.time_ 9 omega 9.00 51.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - 29.5033 -75.0000 0.0000 0.0000 0.0000 42 #__ type_ start__ end____ width___ exp.time_ 10 phi 49.00 91.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames 40.0000 29.5033 0.0000 - 0.0000 0.0000 42 #__ type_ start__ end____ width___ exp.time_ 11 omega 51.00 102.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - 29.5033 45.0000 0.0000 0.0000 0.0000 51 #__ type_ start__ end____ width___ exp.time_ 12 omega -43.00 7.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - 29.5033 -45.0000 240.0000 0.0000 0.0000 50 #__ type_ start__ end____ width___ exp.time_ 13 phi 118.00 180.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames 40.0000 29.5033 0.0000 - 0.0000 0.0000 62 ; _reflns_number_total 2288 _reflns_number_gt 1586 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.4 (release 27-04-2006 CrysAlis171 .NET) (compiled Apr 27 2007,17:53:11) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.4 (release 27-04-2006 CrysAlis171 .NET) (compiled Apr 27 2007,17:53:11) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.4 (release 27-04-2006 CrysAlis171 .NET) (compiled Apr 27 2007,17:53:11) ; _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^+0.9125P] 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 2288 _refine_ls_number_parameters 148 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0853 _refine_ls_R_factor_gt 0.0471 _refine_ls_wR_factor_ref 0.1188 _refine_ls_wR_factor_gt 0.1028 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _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 0.46089(3) 0.65153(3) 0.00556(5) 0.0202(2) Uani 1 1 d . . . P1 P 0.39106(6) 0.80073(6) -0.00510(10) 0.0194(3) Uani 1 1 d . . . N1 N 0.41432(18) 0.58760(17) -0.0945(3) 0.0219(9) Uani 1 1 d . . . N2 N 0.4218(2) 0.49649(19) 0.0144(3) 0.0315(11) Uani 1 1 d . . . H2A H 0.4404 0.5220 0.0620 0.038 Uiso 1 1 calc R . . H2B H 0.4153 0.4541 0.0273 0.038 Uiso 1 1 calc R . . O1 O 0.41579(16) 0.73214(14) -0.0331(3) 0.0281(8) Uani 1 1 d . . . O2 O 0.44533(15) 0.61454(14) 0.1434(2) 0.0244(8) Uani 1 1 d . . . O3 O 0.55523(15) 0.64625(14) -0.0235(2) 0.0224(8) Uani 1 1 d . . . C5 C 0.4034(2) 0.5223(2) -0.0779(4) 0.0233(11) Uani 1 1 d . . . C6 C 0.3724(2) 0.4822(2) -0.1554(4) 0.0302(13) Uani 1 1 d . . . H6 H 0.3654 0.4362 -0.1430 0.036 Uiso 1 1 calc R . . C7 C 0.3528(3) 0.5097(3) -0.2464(4) 0.0371(14) Uani 1 1 d . . . H7 H 0.3317 0.4834 -0.2983 0.045 Uiso 1 1 calc R . . C8 C 0.3640(3) 0.5781(3) -0.2641(4) 0.0352(13) Uani 1 1 d . . . H8 H 0.3508 0.5985 -0.3277 0.042 Uiso 1 1 calc R . . C9 C 0.3946(2) 0.6141(3) -0.1867(4) 0.0304(12) Uani 1 1 d . . . H9 H 0.4022 0.6600 -0.1985 0.036 Uiso 1 1 calc R . . C1 C 0.3220(2) 0.8204(2) -0.0911(4) 0.0313(13) Uani 1 1 d . . . C3 C 0.3469(3) 0.8267(3) -0.2035(4) 0.0511(17) Uani 1 1 d . . . H3A H 0.3675 0.7848 -0.2251 0.077 Uiso 1 1 calc R . . H3B H 0.3797 0.8625 -0.2077 0.077 Uiso 1 1 calc R . . H3C H 0.3095 0.8367 -0.2499 0.077 Uiso 1 1 calc R . . C2 C 0.2696(3) 0.7647(3) -0.0857(5) 0.0454(16) Uani 1 1 d . . . H2C H 0.2342 0.7738 -0.1363 0.068 Uiso 1 1 calc R . . H2D H 0.2507 0.7629 -0.0150 0.068 Uiso 1 1 calc R . . H2E H 0.2905 0.7221 -0.1023 0.068 Uiso 1 1 calc R . . C4 C 0.2890(3) 0.8865(3) -0.0565(5) 0.0478(17) Uani 1 1 d . . . H4A H 0.3211 0.9228 -0.0627 0.072 Uiso 1 1 calc R . . H4B H 0.2743 0.8827 0.0164 0.072 Uiso 1 1 calc R . . H4C H 0.2506 0.8957 -0.1013 0.072 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0220(4) 0.0142(4) 0.0245(4) 0.0001(3) 0.0009(3) -0.0018(3) P1 0.0211(7) 0.0156(6) 0.0214(7) 0.0011(5) -0.0045(5) -0.0004(5) N1 0.024(2) 0.012(2) 0.030(2) 0.0013(17) 0.0003(18) 0.0012(16) N2 0.043(3) 0.011(2) 0.041(3) 0.0024(19) -0.010(2) -0.0035(18) O1 0.035(2) 0.0102(17) 0.039(2) -0.0028(14) -0.0001(16) 0.0008(15) O2 0.033(2) 0.0171(18) 0.0231(19) 0.0013(14) 0.0040(15) -0.0041(15) O3 0.0230(18) 0.0110(16) 0.033(2) 0.0015(14) 0.0008(14) -0.0021(13) C5 0.019(3) 0.018(3) 0.032(3) -0.005(2) 0.002(2) -0.002(2) C6 0.035(3) 0.020(3) 0.036(3) -0.011(2) 0.006(3) -0.001(2) C7 0.036(3) 0.037(3) 0.038(3) -0.020(3) -0.001(3) -0.005(3) C8 0.039(3) 0.038(3) 0.029(3) -0.006(3) -0.008(3) 0.010(3) C9 0.036(3) 0.026(3) 0.029(3) -0.003(2) -0.001(2) 0.002(2) C1 0.033(3) 0.024(3) 0.037(3) 0.007(2) -0.018(3) -0.010(2) C3 0.059(4) 0.062(4) 0.033(4) 0.017(3) -0.019(3) -0.013(3) C2 0.039(3) 0.038(3) 0.059(4) 0.003(3) -0.022(3) -0.017(3) C4 0.041(4) 0.034(3) 0.068(5) 0.006(3) -0.027(3) 0.003(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O1 1.925(3) . ? Co1 O2 1.939(3) . ? Co1 O3 1.939(3) . ? Co1 N1 2.043(4) . ? P1 O1 1.512(3) . ? P1 O2 1.526(3) 15_565 ? P1 O3 1.538(3) 6_564 ? P1 C1 1.817(5) . ? N1 C5 1.350(5) . ? N1 C9 1.354(6) . ? N2 C5 1.341(6) . ? N2 H2A 0.8800 . ? N2 H2B 0.8800 . ? O2 P1 1.526(3) 12_766 ? O3 P1 1.538(3) 6_564 ? C5 C6 1.423(7) . ? C6 C7 1.347(7) . ? C6 H6 0.9500 . ? C7 C8 1.413(7) . ? C7 H7 0.9500 . ? C8 C9 1.372(7) . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? C1 C3 1.526(8) . ? C1 C2 1.543(7) . ? C1 C4 1.554(7) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C2 H2C 0.9800 . ? C2 H2D 0.9800 . ? C2 H2E 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 O2 118.76(14) . . ? O1 Co1 O3 117.36(13) . . ? O2 Co1 O3 108.13(13) . . ? O1 Co1 N1 98.89(14) . . ? O2 Co1 N1 104.60(14) . . ? O3 Co1 N1 107.21(14) . . ? O1 P1 O2 112.60(18) . 15_565 ? O1 P1 O3 111.52(18) . 6_564 ? O2 P1 O3 110.66(18) 15_565 6_564 ? O1 P1 C1 108.0(2) . . ? O2 P1 C1 106.7(2) 15_565 . ? O3 P1 C1 107.1(2) 6_564 . ? C5 N1 C9 118.2(4) . . ? C5 N1 Co1 126.2(3) . . ? C9 N1 Co1 115.5(3) . . ? C5 N2 H2A 120.0 . . ? C5 N2 H2B 120.0 . . ? H2A N2 H2B 120.0 . . ? P1 O1 Co1 150.0(2) . . ? P1 O2 Co1 134.99(19) 12_766 . ? P1 O3 Co1 128.46(18) 6_564 . ? N2 C5 N1 118.1(4) . . ? N2 C5 C6 120.9(4) . . ? N1 C5 C6 121.0(5) . . ? C7 C6 C5 119.7(5) . . ? C7 C6 H6 120.1 . . ? C5 C6 H6 120.1 . . ? C6 C7 C8 119.5(5) . . ? C6 C7 H7 120.2 . . ? C8 C7 H7 120.2 . . ? C9 C8 C7 118.2(5) . . ? C9 C8 H8 120.9 . . ? C7 C8 H8 120.9 . . ? N1 C9 C8 123.4(5) . . ? N1 C9 H9 118.3 . . ? C8 C9 H9 118.3 . . ? C3 C1 C2 109.1(4) . . ? C3 C1 C4 109.8(5) . . ? C2 C1 C4 108.5(4) . . ? C3 C1 P1 109.7(4) . . ? C2 C1 P1 109.8(3) . . ? C4 C1 P1 110.1(3) . . ? 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 . . ? C1 C2 H2C 109.5 . . ? C1 C2 H2D 109.5 . . ? H2C C2 H2D 109.5 . . ? C1 C2 H2E 109.5 . . ? H2C C2 H2E 109.5 . . ? H2D C2 H2E 109.5 . . ? C1 C4 H4A 109.5 . . ? C1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Co1 N1 C5 -150.5(4) . . . . ? O2 Co1 N1 C5 -27.6(4) . . . . ? O3 Co1 N1 C5 87.1(4) . . . . ? O1 Co1 N1 C9 31.3(3) . . . . ? O2 Co1 N1 C9 154.3(3) . . . . ? O3 Co1 N1 C9 -91.0(3) . . . . ? O2 P1 O1 Co1 -38.1(5) 15_565 . . . ? O3 P1 O1 Co1 87.0(4) 6_564 . . . ? C1 P1 O1 Co1 -155.6(4) . . . . ? O2 Co1 O1 P1 40.5(5) . . . . ? O3 Co1 O1 P1 -92.6(4) . . . . ? N1 Co1 O1 P1 152.7(4) . . . . ? O1 Co1 O2 P1 -53.2(3) . . . 12_766 ? O3 Co1 O2 P1 83.8(3) . . . 12_766 ? N1 Co1 O2 P1 -162.2(3) . . . 12_766 ? O1 Co1 O3 P1 44.0(3) . . . 6_564 ? O2 Co1 O3 P1 -93.7(2) . . . 6_564 ? N1 Co1 O3 P1 154.0(2) . . . 6_564 ? C9 N1 C5 N2 -178.7(4) . . . . ? Co1 N1 C5 N2 3.2(6) . . . . ? C9 N1 C5 C6 0.3(7) . . . . ? Co1 N1 C5 C6 -177.7(3) . . . . ? N2 C5 C6 C7 178.4(5) . . . . ? N1 C5 C6 C7 -0.7(7) . . . . ? C5 C6 C7 C8 0.5(8) . . . . ? C6 C7 C8 C9 -0.2(8) . . . . ? C5 N1 C9 C8 0.1(7) . . . . ? Co1 N1 C9 C8 178.3(4) . . . . ? C7 C8 C9 N1 -0.1(8) . . . . ? O1 P1 C1 C3 -66.4(4) . . . . ? O2 P1 C1 C3 172.4(3) 15_565 . . . ? O3 P1 C1 C3 53.9(4) 6_564 . . . ? O1 P1 C1 C2 53.5(4) . . . . ? O2 P1 C1 C2 -67.8(4) 15_565 . . . ? O3 P1 C1 C2 173.7(4) 6_564 . . . ? O1 P1 C1 C4 172.8(3) . . . . ? O2 P1 C1 C4 51.5(4) 15_565 . . . ? O3 P1 C1 C4 -67.0(4) 6_564 . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.203 _refine_diff_density_min -0.285 _refine_diff_density_rms 0.088 data_newrm036-relable _database_code_depnum_ccdc_archive 'CCDC 683032' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H32 Cu1 N2 O8 P2' _chemical_formula_sum 'C18 H32 Cu1 N2 O8 P2' _chemical_formula_weight 529.94 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.7457(16) _cell_length_b 9.0945(19) _cell_length_c 9.999(3) _cell_angle_alpha 78.90(2) _cell_angle_beta 81.43(2) _cell_angle_gamma 74.33(2) _cell_volume 576.5(2) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4252 _cell_measurement_theta_min 3.1467 _cell_measurement_theta_max 32.1758 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.526 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 277 _exptl_absorpt_coefficient_mu 1.132 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7573 _exptl_absorpt_correction_T_max 0.8856 _exptl_absorpt_process_details ; ? ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'OXFORD DIFFRACTIOM X CALIBUR-S' _diffrn_measurement_method 'omega(w)-q scan' _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4326 _diffrn_reflns_av_R_equivalents 0.0173 _diffrn_reflns_av_sigmaI/netI 0.0205 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.15 _diffrn_reflns_theta_max 24.99 _reflns_number_total 1999 _reflns_number_gt 1766 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET) (compiled Mar 23 2006,23:39:28) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET) (compiled Mar 23 2006,23:39:28) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET) (compiled Mar 23 2006,23:39:28) ; _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0556P)^2^+0.1320P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1999 _refine_ls_number_parameters 153 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0332 _refine_ls_R_factor_gt 0.0289 _refine_ls_wR_factor_ref 0.0852 _refine_ls_wR_factor_gt 0.0834 _refine_ls_goodness_of_fit_ref 1.140 _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 Cu1 Cu 0.5000 0.0000 0.5000 0.01610(15) Uani 1 2 d S . . P1 P 0.18589(8) 0.32625(6) 0.39673(5) 0.01522(17) Uani 1 1 d . . . N1 N 0.6903(3) -0.01496(19) 0.32255(18) 0.0166(4) Uani 1 1 d . . . O1 O 0.2867(2) 0.15534(16) 0.39838(15) 0.0176(3) Uani 1 1 d . . . O2 O 0.2602(2) 0.39177(17) 0.50672(15) 0.0210(3) Uani 1 1 d . . . O3 O -0.0528(2) 0.35525(16) 0.41576(16) 0.0213(4) Uani 1 1 d . . . C9 C 0.8789(3) 0.0112(3) 0.3095(2) 0.0196(5) Uani 1 1 d . . . H1 H 0.9293 0.0261 0.3883 0.024 Uiso 1 1 calc R . . C8 C 1.0039(3) 0.0174(3) 0.1864(2) 0.0208(5) Uani 1 1 d . . . H2 H 1.1367 0.0361 0.1827 0.025 Uiso 1 1 calc R . . C7 C 0.9360(3) -0.0036(2) 0.0680(2) 0.0165(4) Uani 1 1 d . . . C6 C 0.7416(3) -0.0353(3) 0.0846(2) 0.0227(5) Uani 1 1 d . . . H4 H 0.6888 -0.0538 0.0082 0.027 Uiso 1 1 calc R . . C5 C 0.6255(3) -0.0400(3) 0.2104(2) 0.0219(5) Uani 1 1 d . . . H5 H 0.4940 -0.0619 0.2179 0.026 Uiso 1 1 calc R . . C1 C 0.2580(4) 0.4315(2) 0.2291(2) 0.0214(5) Uani 1 1 d . . . C2 C 0.4918(4) 0.4210(3) 0.2153(3) 0.0347(6) Uani 1 1 d . . . H7A H 0.5688 0.3121 0.2262 0.052 Uiso 1 1 calc R . . H7B H 0.5219 0.4702 0.2863 0.052 Uiso 1 1 calc R . . H7C H 0.5333 0.4740 0.1247 0.052 Uiso 1 1 calc R . . C3 C 0.2090(4) 0.3570(3) 0.1174(3) 0.0325(6) Uani 1 1 d . . . H8A H 0.0629 0.3545 0.1323 0.049 Uiso 1 1 calc R . . H8B H 0.2962 0.2512 0.1210 0.049 Uiso 1 1 calc R . . H8C H 0.2365 0.4174 0.0275 0.049 Uiso 1 1 calc R . . C4 C 0.1357(4) 0.6019(3) 0.2151(3) 0.0327(6) Uani 1 1 d . . . H9A H 0.1778 0.6573 0.1259 0.049 Uiso 1 1 calc R . . H9B H 0.1640 0.6490 0.2882 0.049 Uiso 1 1 calc R . . H9C H -0.0127 0.6079 0.2225 0.049 Uiso 1 1 calc R . . O111 O 0.3559(3) 0.80003(19) 0.44064(18) 0.0243(4) Uani 1 1 d . . . H111 H 0.460(5) 0.732(4) 0.451(3) 0.036(8) Uiso 1 1 d . . . H112 H 0.263(5) 0.763(3) 0.483(3) 0.034(8) Uiso 1 1 d . . . H3 H -0.1125 0.4387 0.4433 0.080 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0181(2) 0.0161(2) 0.0100(2) -0.00002(14) 0.00327(14) -0.00140(14) P1 0.0168(3) 0.0137(3) 0.0133(3) -0.0007(2) 0.0008(2) -0.0028(2) N1 0.0198(9) 0.0131(8) 0.0134(9) 0.0000(7) 0.0016(7) -0.0015(7) O1 0.0220(8) 0.0152(7) 0.0137(7) -0.0024(6) 0.0007(6) -0.0027(6) O2 0.0218(8) 0.0214(8) 0.0190(8) -0.0051(6) -0.0012(6) -0.0030(6) O3 0.0193(8) 0.0176(7) 0.0260(9) -0.0052(6) 0.0012(7) -0.0035(6) C9 0.0219(11) 0.0237(11) 0.0129(11) -0.0026(9) -0.0005(9) -0.0059(9) C8 0.0210(11) 0.0255(12) 0.0162(11) -0.0033(9) 0.0020(9) -0.0084(9) C7 0.0204(11) 0.0137(10) 0.0130(11) -0.0018(8) 0.0014(9) -0.0021(8) C6 0.0215(11) 0.0342(13) 0.0151(11) -0.0078(9) 0.0013(9) -0.0105(10) C5 0.0187(11) 0.0298(12) 0.0181(12) -0.0038(9) 0.0009(9) -0.0088(9) C1 0.0274(12) 0.0173(11) 0.0178(11) 0.0025(9) 0.0003(9) -0.0078(9) C2 0.0331(14) 0.0383(15) 0.0296(14) 0.0065(11) 0.0044(11) -0.0162(11) C3 0.0499(16) 0.0321(13) 0.0172(12) 0.0015(10) -0.0010(11) -0.0181(12) C4 0.0472(16) 0.0189(12) 0.0273(14) 0.0044(10) -0.0018(12) -0.0069(11) O111 0.0225(9) 0.0213(9) 0.0276(9) -0.0022(7) 0.0011(8) -0.0062(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.9706(15) . ? Cu1 O1 1.9706(15) 2_656 ? Cu1 N1 2.0333(18) . ? Cu1 N1 2.0333(18) 2_656 ? P1 O1 1.5170(15) . ? P1 O2 1.5471(16) . ? P1 O3 1.5479(16) . ? P1 C1 1.831(2) . ? N1 C9 1.339(3) . ? N1 C5 1.341(3) . ? O3 H3 0.8345(14) . ? C9 C8 1.385(3) . ? C9 H1 0.9500 . ? C8 C7 1.394(3) . ? C8 H2 0.9500 . ? C7 C6 1.396(3) . ? C7 C7 1.499(4) 2_755 ? C6 C5 1.379(3) . ? C6 H4 0.9500 . ? C5 H5 0.9500 . ? C1 C3 1.529(3) . ? C1 C4 1.536(3) . ? C1 C2 1.541(3) . ? C2 H7A 0.9800 . ? C2 H7B 0.9800 . ? C2 H7C 0.9800 . ? C3 H8A 0.9800 . ? C3 H8B 0.9800 . ? C3 H8C 0.9800 . ? C4 H9A 0.9800 . ? C4 H9B 0.9800 . ? C4 H9C 0.9800 . ? O111 H111 0.81(3) . ? O111 H112 0.82(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 O1 180.00(8) . 2_656 ? O1 Cu1 N1 89.48(7) . . ? O1 Cu1 N1 90.52(7) 2_656 . ? O1 Cu1 N1 90.52(7) . 2_656 ? O1 Cu1 N1 89.48(7) 2_656 2_656 ? N1 Cu1 N1 180.0 . 2_656 ? O1 P1 O2 112.09(9) . . ? O1 P1 O3 110.40(8) . . ? O2 P1 O3 110.43(9) . . ? O1 P1 C1 108.41(10) . . ? O2 P1 C1 107.60(10) . . ? O3 P1 C1 107.77(10) . . ? C9 N1 C5 117.12(19) . . ? C9 N1 Cu1 121.67(15) . . ? C5 N1 Cu1 121.02(15) . . ? P1 O1 Cu1 135.33(9) . . ? P1 O3 H3 113.10(13) . . ? N1 C9 C8 123.1(2) . . ? N1 C9 H1 118.4 . . ? C8 C9 H1 118.4 . . ? C9 C8 C7 120.3(2) . . ? C9 C8 H2 119.8 . . ? C7 C8 H2 119.8 . . ? C8 C7 C6 115.7(2) . . ? C8 C7 C7 122.6(2) . 2_755 ? C6 C7 C7 121.8(2) . 2_755 ? C5 C6 C7 120.8(2) . . ? C5 C6 H4 119.6 . . ? C7 C6 H4 119.6 . . ? N1 C5 C6 122.8(2) . . ? N1 C5 H5 118.6 . . ? C6 C5 H5 118.6 . . ? C3 C1 C4 109.4(2) . . ? C3 C1 C2 109.8(2) . . ? C4 C1 C2 109.8(2) . . ? C3 C1 P1 108.79(15) . . ? C4 C1 P1 110.31(16) . . ? C2 C1 P1 108.66(16) . . ? C1 C2 H7A 109.5 . . ? C1 C2 H7B 109.5 . . ? H7A C2 H7B 109.5 . . ? C1 C2 H7C 109.5 . . ? H7A C2 H7C 109.5 . . ? H7B C2 H7C 109.5 . . ? C1 C3 H8A 109.5 . . ? C1 C3 H8B 109.5 . . ? H8A C3 H8B 109.5 . . ? C1 C3 H8C 109.5 . . ? H8A C3 H8C 109.5 . . ? H8B C3 H8C 109.5 . . ? C1 C4 H9A 109.5 . . ? C1 C4 H9B 109.5 . . ? H9A C4 H9B 109.5 . . ? C1 C4 H9C 109.5 . . ? H9A C4 H9C 109.5 . . ? H9B C4 H9C 109.5 . . ? H111 O111 H112 105(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 O1 Cu1 N1 C9 123.13(16) . . . . ? O1 Cu1 N1 C9 -56.87(16) 2_656 . . . ? N1 Cu1 N1 C9 0(100) 2_656 . . . ? O1 Cu1 N1 C5 -51.74(17) . . . . ? O1 Cu1 N1 C5 128.26(17) 2_656 . . . ? N1 Cu1 N1 C5 -175(100) 2_656 . . . ? O2 P1 O1 Cu1 -4.01(16) . . . . ? O3 P1 O1 Cu1 -127.57(12) . . . . ? C1 P1 O1 Cu1 114.60(14) . . . . ? O1 Cu1 O1 P1 -58(100) 2_656 . . . ? N1 Cu1 O1 P1 -113.53(13) . . . . ? N1 Cu1 O1 P1 66.47(13) 2_656 . . . ? C5 N1 C9 C8 1.8(3) . . . . ? Cu1 N1 C9 C8 -173.24(16) . . . . ? N1 C9 C8 C7 0.1(3) . . . . ? C9 C8 C7 C6 -2.0(3) . . . . ? C9 C8 C7 C7 179.4(2) . . . 2_755 ? C8 C7 C6 C5 1.9(3) . . . . ? C7 C7 C6 C5 -179.4(2) 2_755 . . . ? C9 N1 C5 C6 -1.9(3) . . . . ? Cu1 N1 C5 C6 173.22(17) . . . . ? C7 C6 C5 N1 0.0(4) . . . . ? O1 P1 C1 C3 52.14(19) . . . . ? O2 P1 C1 C3 173.55(16) . . . . ? O3 P1 C1 C3 -67.36(18) . . . . ? O1 P1 C1 C4 172.13(16) . . . . ? O2 P1 C1 C4 -66.46(18) . . . . ? O3 P1 C1 C4 52.63(19) . . . . ? O1 P1 C1 C2 -67.41(18) . . . . ? O2 P1 C1 C2 54.01(18) . . . . ? O3 P1 C1 C2 173.09(15) . . . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.484 _refine_diff_density_min -0.416 _refine_diff_density_rms 0.071 data_newrm107relable _database_code_depnum_ccdc_archive 'CCDC 683033' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H32 Mn1 N2 O8 P2' _chemical_formula_sum 'C18 H32 Mn N2 O8 P2' _chemical_formula_weight 521.34 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.6570(17) _cell_length_b 8.896(2) _cell_length_c 10.671(2) _cell_angle_alpha 76.67(2) _cell_angle_beta 81.426(19) _cell_angle_gamma 79.53(2) _cell_volume 600.9(2) _cell_formula_units_Z 1 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 3818 _cell_measurement_theta_min 3.3911 _cell_measurement_theta_max 32.4099 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.441 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 273 _exptl_absorpt_coefficient_mu 0.727 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7799 _exptl_absorpt_correction_T_max 0.9115 _exptl_absorpt_process_details ; ? ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OXFORD DIFFRACTIOM X CALIBUR-S' _diffrn_measurement_method 'omega(w)-q scan' _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5168 _diffrn_reflns_av_R_equivalents 0.0177 _diffrn_reflns_av_sigmaI/netI 0.0222 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.40 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2101 _reflns_number_gt 1694 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) ; _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0611P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2101 _refine_ls_number_parameters 154 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0393 _refine_ls_R_factor_gt 0.0314 _refine_ls_wR_factor_ref 0.0936 _refine_ls_wR_factor_gt 0.0893 _refine_ls_goodness_of_fit_ref 1.124 _refine_ls_restrained_S_all 1.124 _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 C4 C 0.0082(5) 0.5514(4) 0.2745(3) 0.0803(10) Uani 1 1 d . . . H4A H -0.0293 0.5087 0.2059 0.120 Uiso 1 1 calc R . . H4B H -0.0604 0.6596 0.2684 0.120 Uiso 1 1 calc R . . H4C H -0.0349 0.4885 0.3593 0.120 Uiso 1 1 calc R . . C3 C 0.3032(6) 0.6120(4) 0.3652(3) 0.0806(10) Uani 1 1 d . . . H3A H 0.2352 0.7204 0.3597 0.121 Uiso 1 1 calc R . . H3B H 0.4526 0.6088 0.3545 0.121 Uiso 1 1 calc R . . H3C H 0.2608 0.5488 0.4499 0.121 Uiso 1 1 calc R . . Mn1 Mn 0.0000 1.0000 0.0000 0.02778(17) Uani 1 2 d S . . P1 P 0.32367(8) 0.66528(6) 0.10245(5) 0.02933(18) Uani 1 1 d . . . O2 O 0.5563(2) 0.63903(17) 0.07899(15) 0.0369(4) Uani 1 1 d . . . O1 O 0.2271(2) 0.83262(16) 0.09771(14) 0.0346(4) Uani 1 1 d . . . O3 O 0.2316(3) 0.6034(2) -0.00108(17) 0.0375(4) Uani 1 1 d . . . O111 O -0.1365(3) 0.8054(2) -0.03797(19) 0.0408(4) Uani 1 1 d . . . N1 N 0.2018(3) 0.9918(2) -0.19312(17) 0.0373(5) Uani 1 1 d . . . C7 C 0.4377(3) 0.9981(3) -0.4356(2) 0.0373(5) Uani 1 1 d . . . C1 C 0.2426(4) 0.5471(3) 0.2590(2) 0.0430(6) Uani 1 1 d . . . C8 C 0.5141(4) 1.0243(3) -0.3310(2) 0.0469(6) Uani 1 1 d . . . H8 H 0.6510 1.0452 -0.3398 0.056 Uiso 1 1 calc R . . C6 C 0.2411(4) 0.9615(5) -0.4126(3) 0.0739(10) Uani 1 1 d . . . H6 H 0.1820 0.9367 -0.4796 0.089 Uiso 1 1 calc R . . C9 C 0.3937(4) 1.0208(3) -0.2132(2) 0.0465(6) Uani 1 1 d . . . H9 H 0.4515 1.0400 -0.1433 0.056 Uiso 1 1 calc R . . C2 C 0.3482(6) 0.3770(3) 0.2683(3) 0.0719(9) Uani 1 1 d . . . H2A H 0.3090 0.3348 0.1999 0.108 Uiso 1 1 calc R . . H2B H 0.3052 0.3144 0.3532 0.108 Uiso 1 1 calc R . . H2C H 0.4976 0.3733 0.2578 0.108 Uiso 1 1 calc R . . C5 C 0.1301(4) 0.9606(5) -0.2928(3) 0.0736(10) Uani 1 1 d . . . H5 H -0.0056 0.9362 -0.2805 0.088 Uiso 1 1 calc R . . H112 H -0.055(6) 0.744(4) -0.029(3) 0.077(13) Uiso 1 1 d . . . H3 H 0.287(5) 0.537(3) -0.011(3) 0.058(11) Uiso 1 1 d . . . H111 H -0.240(5) 0.766(4) -0.005(3) 0.078(12) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C4 0.057(2) 0.089(2) 0.076(2) 0.0145(18) 0.0165(17) -0.0220(18) C3 0.124(3) 0.078(2) 0.0430(16) -0.0084(15) -0.0060(18) -0.033(2) Mn1 0.0265(3) 0.0273(3) 0.0274(3) -0.00611(18) 0.00245(18) -0.00268(19) P1 0.0257(3) 0.0262(3) 0.0343(3) -0.0056(2) -0.0012(2) -0.0020(2) O2 0.0252(8) 0.0338(8) 0.0525(10) -0.0140(7) -0.0010(7) -0.0032(6) O1 0.0345(8) 0.0292(8) 0.0386(8) -0.0087(6) -0.0036(7) 0.0007(6) O3 0.0308(9) 0.0356(10) 0.0474(10) -0.0162(8) -0.0040(7) 0.0007(8) O111 0.0316(10) 0.0341(9) 0.0576(11) -0.0124(8) -0.0024(9) -0.0061(9) N1 0.0326(11) 0.0430(11) 0.0316(10) -0.0059(8) 0.0030(8) -0.0016(9) C7 0.0323(12) 0.0414(13) 0.0314(12) -0.0036(10) 0.0028(10) 0.0017(10) C1 0.0488(15) 0.0374(12) 0.0373(13) -0.0008(10) 0.0037(11) -0.0082(11) C8 0.0390(14) 0.0597(16) 0.0462(14) -0.0197(12) 0.0126(11) -0.0213(12) C6 0.0340(15) 0.156(3) 0.0358(14) -0.0265(17) -0.0005(11) -0.0184(17) C9 0.0428(15) 0.0601(16) 0.0429(14) -0.0227(12) 0.0066(11) -0.0185(12) C2 0.096(3) 0.0409(15) 0.0611(19) 0.0106(14) 0.0035(17) -0.0029(16) C5 0.0298(14) 0.154(3) 0.0394(15) -0.0237(18) 0.0036(12) -0.0205(17) _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 C4 C1 1.538(4) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C3 C1 1.518(4) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? Mn1 O1 2.1272(16) 2_575 ? Mn1 O1 2.1272(16) . ? Mn1 O111 2.2342(18) 2_575 ? Mn1 O111 2.2342(18) . ? Mn1 N1 2.2944(18) . ? Mn1 N1 2.2944(18) 2_575 ? P1 O1 1.5031(15) . ? P1 O2 1.5149(16) . ? P1 O3 1.5828(18) . ? P1 C1 1.820(2) . ? P1 H3 1.92(3) . ? O3 H3 0.66(3) . ? O111 H112 0.70(3) . ? O111 H111 0.82(4) . ? N1 C9 1.326(3) . ? N1 C5 1.331(3) . ? C7 C8 1.375(3) . ? C7 C6 1.379(4) . ? C7 C7 1.493(4) 2_674 ? C1 C2 1.536(4) . ? C8 C9 1.383(3) . ? C8 H8 0.9500 . ? C6 C5 1.377(4) . ? C6 H6 0.9500 . ? C9 H9 0.9500 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C5 H5 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 C4 H4A 109.5 . . ? C1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? 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 . . ? O1 Mn1 O1 180.00(7) 2_575 . ? O1 Mn1 O111 89.49(7) 2_575 2_575 ? O1 Mn1 O111 90.51(7) . 2_575 ? O1 Mn1 O111 90.51(7) 2_575 . ? O1 Mn1 O111 89.49(7) . . ? O111 Mn1 O111 180.00(9) 2_575 . ? O1 Mn1 N1 90.48(6) 2_575 . ? O1 Mn1 N1 89.52(6) . . ? O111 Mn1 N1 94.00(7) 2_575 . ? O111 Mn1 N1 86.00(7) . . ? O1 Mn1 N1 89.52(6) 2_575 2_575 ? O1 Mn1 N1 90.48(6) . 2_575 ? O111 Mn1 N1 86.00(7) 2_575 2_575 ? O111 Mn1 N1 94.00(7) . 2_575 ? N1 Mn1 N1 180.00(9) . 2_575 ? O1 P1 O2 114.81(9) . . ? O1 P1 O3 107.95(9) . . ? O2 P1 O3 109.85(9) . . ? O1 P1 C1 109.11(10) . . ? O2 P1 C1 109.16(11) . . ? O3 P1 C1 105.55(11) . . ? O1 P1 H3 126.2(9) . . ? O2 P1 H3 95.1(9) . . ? O3 P1 H3 18.9(9) . . ? C1 P1 H3 100.6(9) . . ? P1 O1 Mn1 138.50(9) . . ? P1 O3 H3 110(3) . . ? Mn1 O111 H112 101(3) . . ? Mn1 O111 H111 132(2) . . ? H112 O111 H111 105(3) . . ? C9 N1 C5 116.1(2) . . ? C9 N1 Mn1 122.42(15) . . ? C5 N1 Mn1 121.44(16) . . ? C8 C7 C6 115.7(2) . . ? C8 C7 C7 122.3(3) . 2_674 ? C6 C7 C7 121.9(3) . 2_674 ? C3 C1 C2 109.3(2) . . ? C3 C1 C4 110.1(3) . . ? C2 C1 C4 108.9(3) . . ? C3 C1 P1 108.83(19) . . ? C2 C1 P1 109.91(17) . . ? C4 C1 P1 109.76(19) . . ? C7 C8 C9 120.7(2) . . ? C7 C8 H8 119.6 . . ? C9 C8 H8 119.6 . . ? C5 C6 C7 120.2(3) . . ? C5 C6 H6 119.9 . . ? C7 C6 H6 119.9 . . ? N1 C9 C8 123.2(2) . . ? N1 C9 H9 118.4 . . ? C8 C9 H9 118.4 . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N1 C5 C6 123.8(3) . . ? N1 C5 H5 118.1 . . ? C6 C5 H5 118.1 . . ? 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 Mn1 126.22(13) . . . . ? O3 P1 O1 Mn1 3.33(16) . . . . ? C1 P1 O1 Mn1 -110.90(15) . . . . ? O1 Mn1 O1 P1 118(100) 2_575 . . . ? O111 Mn1 O1 P1 -158.22(14) 2_575 . . . ? O111 Mn1 O1 P1 21.78(14) . . . . ? N1 Mn1 O1 P1 -64.23(14) . . . . ? N1 Mn1 O1 P1 115.77(14) 2_575 . . . ? O1 Mn1 N1 C9 123.75(19) 2_575 . . . ? O1 Mn1 N1 C9 -56.25(19) . . . . ? O111 Mn1 N1 C9 34.2(2) 2_575 . . . ? O111 Mn1 N1 C9 -145.8(2) . . . . ? N1 Mn1 N1 C9 -174(100) 2_575 . . . ? O1 Mn1 N1 C5 -54.8(2) 2_575 . . . ? O1 Mn1 N1 C5 125.2(2) . . . . ? O111 Mn1 N1 C5 -144.4(2) 2_575 . . . ? O111 Mn1 N1 C5 35.6(2) . . . . ? N1 Mn1 N1 C5 8(100) 2_575 . . . ? O1 P1 C1 C3 -57.5(2) . . . . ? O2 P1 C1 C3 68.7(2) . . . . ? O3 P1 C1 C3 -173.3(2) . . . . ? O1 P1 C1 C2 -177.2(2) . . . . ? O2 P1 C1 C2 -51.0(2) . . . . ? O3 P1 C1 C2 67.0(2) . . . . ? O1 P1 C1 C4 63.0(2) . . . . ? O2 P1 C1 C4 -170.8(2) . . . . ? O3 P1 C1 C4 -52.8(2) . . . . ? C6 C7 C8 C9 -3.0(4) . . . . ? C7 C7 C8 C9 179.6(3) 2_674 . . . ? C8 C7 C6 C5 3.2(5) . . . . ? C7 C7 C6 C5 -179.4(3) 2_674 . . . ? C5 N1 C9 C8 2.1(4) . . . . ? Mn1 N1 C9 C8 -176.54(19) . . . . ? C7 C8 C9 N1 0.3(4) . . . . ? C9 N1 C5 C6 -1.9(5) . . . . ? Mn1 N1 C5 C6 176.8(3) . . . . ? C7 C6 C5 N1 -0.8(6) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.325 _refine_diff_density_min -0.277 _refine_diff_density_rms 0.053 data_newrm105-relable _database_code_depnum_ccdc_archive 'CCDC 683034' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H37 N2 Ni1 O10 P2' _chemical_formula_sum 'C18 H37 N2 Ni O10.50 P2' _chemical_formula_weight 570.15 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 'P 1 21/n 1' 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 11.5166(14) _cell_length_b 16.0656(12) _cell_length_c 15.8367(15) _cell_angle_alpha 90.00 _cell_angle_beta 110.445(12) _cell_angle_gamma 90.00 _cell_volume 2745.5(5) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 6319 _cell_measurement_theta_min 2.9783 _cell_measurement_theta_max 32.5805 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.379 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1204 _exptl_absorpt_coefficient_mu 0.874 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8585 _exptl_absorpt_correction_T_max 0.9334 _exptl_absorpt_process_details ; ? ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OXFORD DIFFRACTIOM X CALIBUR-S' _diffrn_measurement_method 'omega(w)-q scan' _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21108 _diffrn_reflns_av_R_equivalents 0.1521 _diffrn_reflns_av_sigmaI/netI 0.1065 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.98 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4801 _reflns_number_gt 3412 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) ; _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.1303P)^2^+59.4718P] 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 4801 _refine_ls_number_parameters 302 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1828 _refine_ls_R_factor_gt 0.1461 _refine_ls_wR_factor_ref 0.3696 _refine_ls_wR_factor_gt 0.3455 _refine_ls_goodness_of_fit_ref 1.147 _refine_ls_restrained_S_all 1.147 _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 0.72684(15) 0.23758(9) 0.76674(9) 0.0226(5) Uani 1 1 d . . . P1 P 0.4897(3) 0.0194(2) 0.3677(2) 0.0319(8) Uani 1 1 d . . . P2 P 0.4169(4) 0.4011(2) 0.5457(2) 0.0389(10) Uani 1 1 d . . . O1 O 0.4889(9) -0.0648(5) 0.4124(6) 0.037(2) Uani 1 1 d . . . O2 O 0.4000(9) 0.0234(6) 0.2737(6) 0.038(2) Uani 1 1 d . . . O3 O 0.4613(9) 0.0888(5) 0.4243(6) 0.037(2) Uani 1 1 d . . . O4 O 0.5566(10) 0.4231(6) 0.5881(6) 0.042(2) Uani 1 1 d . . . O5 O 0.4031(10) 0.3084(6) 0.5379(6) 0.043(2) Uani 1 1 d . . . O6 O 0.3607(11) 0.4459(6) 0.4562(6) 0.054(3) Uani 1 1 d . . . O11 O 0.5598(9) 0.2155(5) 0.6676(5) 0.034(2) Uani 1 1 d . . . O12 O 0.7521(9) 0.1115(5) 0.7875(6) 0.034(2) Uani 1 1 d . . . O13 O 0.8934(7) 0.2514(5) 0.8730(5) 0.0258(18) Uani 1 1 d . . . O14 O 0.7147(8) 0.3656(5) 0.7503(5) 0.0285(19) Uani 1 1 d . . . C1 C 0.6477(15) 0.0386(9) 0.3703(11) 0.050(4) Uani 1 1 d . . . C2 C 0.6861(16) -0.0309(11) 0.3223(13) 0.060(5) Uani 1 1 d . . . H2A H 0.6836 -0.0838 0.3524 0.090 Uiso 1 1 calc R . . H2B H 0.7706 -0.0208 0.3234 0.090 Uiso 1 1 calc R . . H2C H 0.6293 -0.0335 0.2596 0.090 Uiso 1 1 calc R . . C3 C 0.7335(15) 0.0374(11) 0.4714(12) 0.060(5) Uani 1 1 d . . . H3A H 0.7093 0.0823 0.5037 0.090 Uiso 1 1 calc R . . H3B H 0.8198 0.0454 0.4757 0.090 Uiso 1 1 calc R . . H3C H 0.7253 -0.0163 0.4982 0.090 Uiso 1 1 calc R . . C4 C 0.6488(18) 0.1241(10) 0.3273(13) 0.063(5) Uani 1 1 d . . . H4A H 0.6228 0.1669 0.3611 0.094 Uiso 1 1 calc R . . H4B H 0.5917 0.1235 0.2647 0.094 Uiso 1 1 calc R . . H4C H 0.7328 0.1366 0.3287 0.094 Uiso 1 1 calc R . . C5 C 0.3440(15) 0.4410(10) 0.6229(11) 0.050(4) Uani 1 1 d . . . C6 C 0.4101(19) 0.4031(13) 0.7181(11) 0.068(5) Uani 1 1 d . . . H6A H 0.4986 0.4165 0.7385 0.103 Uiso 1 1 calc R . . H6B H 0.3994 0.3425 0.7153 0.103 Uiso 1 1 calc R . . H6C H 0.3738 0.4263 0.7605 0.103 Uiso 1 1 calc R . . C7 C 0.212(2) 0.4214(16) 0.5906(16) 0.096(8) Uani 1 1 d . . . H7A H 0.2007 0.3608 0.5867 0.144 Uiso 1 1 calc R . . H7B H 0.1716 0.4461 0.5309 0.144 Uiso 1 1 calc R . . H7C H 0.1745 0.4440 0.6327 0.144 Uiso 1 1 calc R . . C8 C 0.360(2) 0.5347(10) 0.6290(13) 0.082(7) Uani 1 1 d . . . H8A H 0.4487 0.5483 0.6511 0.123 Uiso 1 1 calc R . . H8B H 0.3221 0.5570 0.6707 0.123 Uiso 1 1 calc R . . H8C H 0.3202 0.5593 0.5692 0.123 Uiso 1 1 calc R . . C9 C 0.9295(12) 0.1991(9) 0.6911(9) 0.035(3) Uani 1 1 d . . . H9 H 0.9671 0.1724 0.7476 0.042 Uiso 1 1 calc R . . C10 C 0.9929(12) 0.2008(10) 0.6301(8) 0.036(3) Uani 1 1 d . . . H10 H 1.0723 0.1754 0.6473 0.044 Uiso 1 1 calc R . . C11 C 0.9452(10) 0.2379(6) 0.5456(7) 0.016(2) Uani 1 1 d . . . C12 C 0.8197(15) 0.2687(9) 0.5249(8) 0.041(3) Uani 1 1 d . . . H12 H 0.7757 0.2909 0.4669 0.049 Uiso 1 1 calc R . . C13 C 0.7646(14) 0.2658(9) 0.5893(8) 0.039(3) Uani 1 1 d . . . H13 H 0.6832 0.2878 0.5734 0.046 Uiso 1 1 calc R . . C14 C 1.0036(9) 0.2458(6) 0.4829(7) 0.016(2) Uiso 1 1 d . . . C15 C 0.5893(14) 0.3193(8) 0.9771(8) 0.037(3) Uani 1 1 d . . . H15 H 0.6022 0.3674 1.0142 0.044 Uiso 1 1 calc R . . C16 C 0.6501(13) 0.3102(8) 0.9184(9) 0.036(3) Uani 1 1 d . . . H16 H 0.7103 0.3510 0.9194 0.043 Uiso 1 1 calc R . . C17 C 0.5510(14) 0.1909(9) 0.8610(9) 0.040(3) Uani 1 1 d . . . H17 H 0.5368 0.1452 0.8206 0.048 Uiso 1 1 calc R . . C18 C 0.4850(14) 0.1935(9) 0.9190(9) 0.042(4) Uani 1 1 d . . . H18 H 0.4247 0.1517 0.9143 0.050 Uiso 1 1 calc R . . N1 N 0.8159(9) 0.2344(6) 0.6722(6) 0.023(2) Uani 1 1 d . . . N2 N 0.6314(10) 0.2470(6) 0.8578(6) 0.030(2) Uani 1 1 d . . . O555 O 0.403(2) 0.030(2) 0.0986(15) 0.076(8) Uani 0.50 1 d P . . H4 H 0.5482 0.4921 0.5907 0.080 Uiso 1 1 d . . . H11A H 0.4955 0.2441 0.6376 0.080 Uiso 1 1 d . . . H11B H 0.5518 0.1682 0.6414 0.080 Uiso 1 1 d . . . H12A H 0.7061 0.0689 0.7864 0.080 Uiso 1 1 d . . . H12B H 0.8175 0.1033 0.8581 0.080 Uiso 1 1 d . . . H13A H 0.9651 0.2643 0.9100 0.080 Uiso 1 1 d . . . H13B H 0.8521 0.2320 0.9040 0.080 Uiso 1 1 d . . . H14A H 0.6781 0.3922 0.7013 0.080 Uiso 1 1 d . . . H14B H 0.7499 0.4021 0.7904 0.080 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0307(9) 0.0234(8) 0.0197(8) 0.0001(6) 0.0165(6) 0.0014(7) P1 0.041(2) 0.0245(17) 0.0290(17) 0.0013(13) 0.0111(15) 0.0027(15) P2 0.052(2) 0.0302(19) 0.0271(18) -0.0030(14) 0.0044(16) 0.0057(17) O1 0.060(7) 0.016(4) 0.036(5) 0.003(4) 0.016(5) 0.003(4) O2 0.042(6) 0.033(5) 0.039(5) -0.003(4) 0.015(4) 0.000(4) O3 0.057(6) 0.020(4) 0.034(5) 0.000(4) 0.016(4) 0.006(4) O4 0.059(7) 0.037(5) 0.031(5) 0.004(4) 0.019(5) 0.005(5) O5 0.066(7) 0.026(5) 0.039(5) 0.003(4) 0.018(5) 0.003(5) O6 0.078(8) 0.034(6) 0.034(5) 0.001(4) -0.002(5) -0.002(5) O11 0.046(6) 0.032(5) 0.026(4) -0.006(4) 0.016(4) 0.005(4) O12 0.056(6) 0.021(4) 0.031(5) 0.002(4) 0.021(4) -0.003(4) O13 0.028(4) 0.029(5) 0.020(4) -0.004(3) 0.008(3) -0.008(4) O14 0.039(5) 0.022(4) 0.025(4) 0.003(3) 0.011(4) 0.005(4) C1 0.049(10) 0.035(8) 0.061(10) 0.001(7) 0.014(8) -0.001(7) C2 0.050(11) 0.064(11) 0.080(12) 0.001(9) 0.039(9) 0.015(9) C3 0.038(9) 0.057(11) 0.069(11) 0.002(9) 0.000(8) -0.019(8) C4 0.081(13) 0.037(9) 0.078(12) 0.002(8) 0.037(11) -0.011(9) C5 0.044(10) 0.047(9) 0.051(9) -0.006(7) 0.005(7) -0.011(7) C6 0.091(15) 0.081(14) 0.051(10) 0.009(9) 0.048(10) 0.016(11) C7 0.085(17) 0.106(19) 0.100(17) -0.037(15) 0.035(14) 0.015(14) C8 0.14(2) 0.028(9) 0.073(13) -0.018(9) 0.029(13) 0.007(11) C9 0.032(8) 0.052(9) 0.028(7) 0.007(6) 0.019(6) 0.014(6) C10 0.027(7) 0.060(9) 0.027(7) 0.013(6) 0.015(6) 0.006(6) C11 0.022(6) 0.009(5) 0.013(5) 0.005(4) 0.002(4) 0.006(4) C12 0.063(10) 0.043(8) 0.019(6) 0.004(6) 0.015(6) 0.009(7) C13 0.041(8) 0.049(8) 0.024(6) -0.001(6) 0.010(6) 0.004(7) C15 0.058(9) 0.032(7) 0.027(7) -0.007(5) 0.024(6) -0.012(6) C16 0.045(9) 0.033(7) 0.035(7) -0.004(6) 0.022(6) -0.015(6) C17 0.045(9) 0.049(9) 0.034(7) -0.012(6) 0.025(7) -0.004(7) C18 0.053(10) 0.039(8) 0.042(8) -0.014(6) 0.028(7) -0.014(7) N1 0.029(6) 0.025(5) 0.016(5) 0.003(4) 0.012(4) 0.005(4) N2 0.047(7) 0.022(5) 0.022(5) -0.006(4) 0.014(5) -0.003(5) O555 0.050(15) 0.15(3) 0.040(12) -0.010(14) 0.026(11) -0.002(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O11 2.045(9) . ? Ni1 O12 2.056(8) . ? Ni1 O14 2.072(8) . ? Ni1 O13 2.075(8) . ? Ni1 N1 2.091(9) . ? Ni1 N2 2.102(10) . ? P1 O2 1.489(10) . ? P1 O1 1.528(9) . ? P1 O3 1.536(9) . ? P1 C1 1.832(17) . ? P2 O5 1.497(10) . ? P2 O6 1.517(10) . ? P2 O4 1.552(11) . ? P2 C5 1.824(18) . ? O4 H4 1.115(10) . ? O11 H11A 0.860(9) . ? O11 H11B 0.854(8) . ? O12 H12A 0.862(9) . ? O12 H12B 1.117(9) . ? O13 H13A 0.854(8) . ? O13 H13B 0.853(8) . ? O14 H14A 0.856(8) . ? O14 H14B 0.856(8) . ? C1 C2 1.50(2) . ? C1 C4 1.54(2) . ? C1 C3 1.56(2) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C7 1.46(3) . ? C5 C8 1.52(2) . ? C5 C6 1.56(2) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 N1 1.360(16) . ? C9 C10 1.399(17) . ? C9 H9 0.9500 . ? C10 C11 1.391(16) . ? C10 H10 0.9500 . ? C11 C14 1.386(15) . ? C11 C12 1.453(19) . ? C12 C13 1.378(19) . ? C12 H12 0.9500 . ? C13 N1 1.336(16) . ? C13 H13 0.9500 . ? C14 C18 1.367(16) 4_665 ? C14 C15 1.464(16) 4_665 ? C15 C16 1.354(18) . ? C15 C14 1.464(17) 4_566 ? C15 H15 0.9500 . ? C16 N2 1.362(16) . ? C16 H16 0.9500 . ? C17 N2 1.305(18) . ? C17 C18 1.382(19) . ? C17 H17 0.9500 . ? C18 C14 1.367(16) 4_566 ? C18 H18 0.9500 . ? 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 O11 Ni1 O12 89.7(4) . . ? O11 Ni1 O14 94.1(3) . . ? O12 Ni1 O14 176.0(4) . . ? O11 Ni1 O13 175.2(3) . . ? O12 Ni1 O13 86.4(3) . . ? O14 Ni1 O13 89.9(3) . . ? O11 Ni1 N1 90.6(4) . . ? O12 Ni1 N1 90.8(4) . . ? O14 Ni1 N1 87.8(4) . . ? O13 Ni1 N1 92.1(3) . . ? O11 Ni1 N2 87.8(4) . . ? O12 Ni1 N2 92.3(4) . . ? O14 Ni1 N2 89.3(4) . . ? O13 Ni1 N2 89.6(4) . . ? N1 Ni1 N2 176.6(4) . . ? O2 P1 O1 112.8(5) . . ? O2 P1 O3 109.8(5) . . ? O1 P1 O3 109.6(5) . . ? O2 P1 C1 110.6(7) . . ? O1 P1 C1 107.8(6) . . ? O3 P1 C1 106.1(7) . . ? O5 P2 O6 113.3(6) . . ? O5 P2 O4 109.0(6) . . ? O6 P2 O4 109.6(6) . . ? O5 P2 C5 110.1(7) . . ? O6 P2 C5 108.3(7) . . ? O4 P2 C5 106.3(6) . . ? P2 O4 H4 98.8(7) . . ? Ni1 O11 H11A 136.7(8) . . ? Ni1 O11 H11B 116.1(7) . . ? H11A O11 H11B 106.4(9) . . ? Ni1 O12 H12A 136.7(9) . . ? Ni1 O12 H12B 106.5(5) . . ? H12A O12 H12B 97.0(7) . . ? Ni1 O13 H13A 168.6(7) . . ? Ni1 O13 H13B 83.4(5) . . ? H13A O13 H13B 107.1(8) . . ? Ni1 O14 H14A 126.8(7) . . ? Ni1 O14 H14B 126.4(7) . . ? H14A O14 H14B 106.6(9) . . ? C2 C1 C4 113.0(15) . . ? C2 C1 C3 108.5(14) . . ? C4 C1 C3 111.5(14) . . ? C2 C1 P1 109.2(11) . . ? C4 C1 P1 107.6(12) . . ? C3 C1 P1 106.8(12) . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C1 C3 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 . . ? C1 C4 H4A 109.5 . . ? C1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C7 C5 C8 109.0(18) . . ? C7 C5 C6 110.6(17) . . ? C8 C5 C6 108.6(14) . . ? C7 C5 P2 110.9(12) . . ? C8 C5 P2 108.5(13) . . ? C6 C5 P2 109.2(12) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N1 C9 C10 122.3(12) . . ? N1 C9 H9 118.9 . . ? C10 C9 H9 118.9 . . ? C11 C10 C9 123.1(12) . . ? C11 C10 H10 118.4 . . ? C9 C10 H10 118.4 . . ? C14 C11 C10 127.0(10) . . ? C14 C11 C12 120.0(9) . . ? C10 C11 C12 113.0(10) . . ? C13 C12 C11 120.0(12) . . ? C13 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? N1 C13 C12 125.4(13) . . ? N1 C13 H13 117.3 . . ? C12 C13 H13 117.3 . . ? C18 C14 C11 127.3(11) 4_665 . ? C18 C14 C15 113.5(10) 4_665 4_665 ? C11 C14 C15 119.1(9) . 4_665 ? C16 C15 C14 119.2(11) . 4_566 ? C16 C15 H15 120.4 . . ? C14 C15 H15 120.4 4_566 . ? C15 C16 N2 124.9(12) . . ? C15 C16 H16 117.6 . . ? N2 C16 H16 117.6 . . ? N2 C17 C18 124.6(13) . . ? N2 C17 H17 117.7 . . ? C18 C17 H17 117.7 . . ? C14 C18 C17 122.2(13) 4_566 . ? C14 C18 H18 118.9 4_566 . ? C17 C18 H18 118.9 . . ? C13 N1 C9 115.8(10) . . ? C13 N1 Ni1 122.3(9) . . ? C9 N1 Ni1 121.8(7) . . ? C17 N2 C16 115.3(11) . . ? C17 N2 Ni1 121.7(8) . . ? C16 N2 Ni1 123.0(9) . . ? 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 C1 C2 -65.5(13) . . . . ? O1 P1 C1 C2 58.2(13) . . . . ? O3 P1 C1 C2 175.5(11) . . . . ? O2 P1 C1 C4 57.6(13) . . . . ? O1 P1 C1 C4 -178.7(11) . . . . ? O3 P1 C1 C4 -61.4(12) . . . . ? O2 P1 C1 C3 177.4(10) . . . . ? O1 P1 C1 C3 -58.9(12) . . . . ? O3 P1 C1 C3 58.4(11) . . . . ? O5 P2 C5 C7 -60.4(16) . . . . ? O6 P2 C5 C7 64.0(16) . . . . ? O4 P2 C5 C7 -178.3(14) . . . . ? O5 P2 C5 C8 179.9(12) . . . . ? O6 P2 C5 C8 -55.7(14) . . . . ? O4 P2 C5 C8 61.9(13) . . . . ? O5 P2 C5 C6 61.7(13) . . . . ? O6 P2 C5 C6 -173.9(12) . . . . ? O4 P2 C5 C6 -56.2(13) . . . . ? N1 C9 C10 C11 0(2) . . . . ? C9 C10 C11 C14 176.9(13) . . . . ? C9 C10 C11 C12 -4(2) . . . . ? C14 C11 C12 C13 -175.9(12) . . . . ? C10 C11 C12 C13 5.4(19) . . . . ? C11 C12 C13 N1 -2(2) . . . . ? C10 C11 C14 C18 -151.9(14) . . . 4_665 ? C12 C11 C14 C18 29.5(18) . . . 4_665 ? C10 C11 C14 C15 32.7(18) . . . 4_665 ? C12 C11 C14 C15 -145.8(12) . . . 4_665 ? C14 C15 C16 N2 5(2) 4_566 . . . ? N2 C17 C18 C14 -4(2) . . . 4_566 ? C12 C13 N1 C9 -4(2) . . . . ? C12 C13 N1 Ni1 177.3(11) . . . . ? C10 C9 N1 C13 5(2) . . . . ? C10 C9 N1 Ni1 -176.3(11) . . . . ? O11 Ni1 N1 C13 37.5(10) . . . . ? O12 Ni1 N1 C13 127.2(10) . . . . ? O14 Ni1 N1 C13 -56.6(10) . . . . ? O13 Ni1 N1 C13 -146.4(10) . . . . ? N2 Ni1 N1 C13 -26(7) . . . . ? O11 Ni1 N1 C9 -141.5(10) . . . . ? O12 Ni1 N1 C9 -51.9(10) . . . . ? O14 Ni1 N1 C9 124.4(10) . . . . ? O13 Ni1 N1 C9 34.5(10) . . . . ? N2 Ni1 N1 C9 155(6) . . . . ? C18 C17 N2 C16 1(2) . . . . ? C18 C17 N2 Ni1 -179.8(12) . . . . ? C15 C16 N2 C17 -2(2) . . . . ? C15 C16 N2 Ni1 178.9(11) . . . . ? O11 Ni1 N2 C17 48.8(11) . . . . ? O12 Ni1 N2 C17 -40.8(11) . . . . ? O14 Ni1 N2 C17 142.9(11) . . . . ? O13 Ni1 N2 C17 -127.1(11) . . . . ? N1 Ni1 N2 C17 112(7) . . . . ? O11 Ni1 N2 C16 -132.5(11) . . . . ? O12 Ni1 N2 C16 138.0(11) . . . . ? O14 Ni1 N2 C16 -38.3(11) . . . . ? O13 Ni1 N2 C16 51.6(11) . . . . ? N1 Ni1 N2 C16 -69(7) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 2.305 _refine_diff_density_min -0.763 _refine_diff_density_rms 0.230