# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 #TrackingRef 'web_deposit_cif_file_0_AbderrahmenSalah_1302638070.cif' _publ_contact_author_name 'Dr Davit Zargarian' _publ_contact_author_address ; Universit\'e de Montr\'eal D\'epartement de Chimie C.P. 6128, Succ. Centre-ville Montr\'eal, Qu\'ebec Canada, H3C 3J7 ; _publ_contact_author_phone '+1 514 343 2247' _publ_contact_author_fax '+1 514 343 7586' _publ_contact_author_email zargarian.davit@umontreal.ca _publ_section_title ; Structure of SALAH1 ; loop_ _publ_author_name _publ_author_address D.Zargarian ; D\'epartement de Chimie Universit\'e de Montr\'eal C.P. 6128, Succ. Centre-ville, Montr\'eal, Qu\'ebec Canada H3C 3J7 ; A.Salah ; D\'epartement de Chimie Universit\'e de Montr\'eal C.P. 6128, Succ. Centre-ville, Montr\'eal, Qu\'ebec Canada H3C 3J7 ; _publ_section_references ; APEX2 (2009) ; Bruker Molecular Analysis Research Tool. Bruker AXS Inc., Madison, WI 53719-1173. SAINT (2008) Release V7.60A; Integration Software for Single Crystal Data. Bruker AXS Inc., Madison, WI 53719-1173. Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122. Sheldrick, G.M. (1996). SADABS, Bruker Area Detector Absorption Corrections. Bruker AXS Inc., Madison, WI 53719-1173. SHELXTL (2001) version 6.12; Bruker Analytical X-ray Systems Inc., Madison, WI 53719-1173. Spek, A.L. (2008). PLATON, A Multipurpose Crystallographic Tool, Utrecht University, Utrecht, The Netherlands. Maris, T. (2004). UdMX, University of Montr\'eal, Montr\'eal, QC, Canada. XPREP (2008) Version 2008/2; X-ray data Preparation and Reciprocal space Exploration Program. Bruker AXS Inc., Madison, WI 53719-1173. ; # ======================================================== # STRUCTURAL DATA # ======================================================== data_salah1 _database_code_depnum_ccdc_archive 'CCDC 814530' #TrackingRef 'web_deposit_cif_file_0_AbderrahmenSalah_1302638070.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H23 Br Ni O2 P2' _chemical_formula_sum 'C30 H23 Br Ni O2 P2' _chemical_formula_weight 616.04 _chemical_compound_source 'Synthesized by the authors. See text' 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' Br Br -0.2901 2.4595 '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 P21/c _symmetry_space_group_name_hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.058(3) _cell_length_b 10.004(2) _cell_length_c 17.392(4) _cell_angle_alpha 90 _cell_angle_beta 90.397(3) _cell_angle_gamma 90 _cell_volume 2619.7(9) _cell_formula_units_Z 4 _cell_measurement_temperature 200 _cell_measurement_reflns_used 17556 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 27.48 _exptl_crystal_description Chunk _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.562 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1248 _exptl_absorpt_coefficient_mu 2.415 _exptl_absorpt_correction_Type multi-scan _exptl_absorpt_correction_T_min 0.5708 _exptl_absorpt_correction_T_max 0.6795 _exptl_absorpt_process_details 'Sadabs (Sheldrick, 1996)' _exptl_special_details ; X-ray crystallographic data for I were collected from a single crystal sample, which was mounted on a loop fiber. Data were collected using a Bruker smart diffractometer equiped with an APEX II CCD Detector, a graphite monochromator. The crystal-to-detector distance was 5.0 cm, and the data collection was carried out in 512 x 512 pixel mode. The initial unit cell parameters were determined by a least-squares fit of the angular setting of strong reflections, collected by a 10.0 degree scan in 33 frames over four different parts of the reciprocal space (132 frames total). ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'X-ray sealed tube' _diffrn_radiation_monochromator Graphite _diffrn_measurement_device_type 'Bruker APEX II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 8.3 _diffrn_reflns_number 53391 _diffrn_reflns_av_R_equivalents 0.035 _diffrn_reflns_av_sigmaI/netI 0.0215 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.35 _diffrn_reflns_theta_max 27.50 _reflns_number_total 6016 _reflns_number_gt 4934 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX2 (Bruker AXS, 2009)' _computing_cell_refinement 'SAINT V7.60A(Bruker AXS, 2008)' _computing_data_reduction 'SAINT V7.60A(Bruker AXS, 2008)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL v6.12 (Bruker AXS, 2001)' _computing_publication_material 'UdMX (Maris, 2004)' _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^)+(0.0794P)^2^+1.9092P] 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 6016 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0479 _refine_ls_R_factor_gt 0.0384 _refine_ls_wR_factor_ref 0.1296 _refine_ls_wR_factor_gt 0.1248 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 1.086 _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 Br1 Br 0.19691(3) 0.16341(3) 0.15893(2) 0.03994(13) Uani 1 1 d . . . Ni1 Ni 0.23001(2) 0.38493(4) 0.13828(2) 0.02045(11) Uani 1 1 d . . . P1 P 0.35422(5) 0.35853(8) 0.07938(5) 0.02539(18) Uani 1 1 d . . . P2 P 0.11561(5) 0.46778(7) 0.19473(4) 0.02164(17) Uani 1 1 d . . . O1 O 0.38339(15) 0.5079(2) 0.04840(14) 0.0353(5) Uani 1 1 d . . . O2 O 0.12346(15) 0.6314(2) 0.18651(13) 0.0292(5) Uani 1 1 d . . . C1 C 0.2533(2) 0.5656(3) 0.11827(16) 0.0230(6) Uani 1 1 d . . . C2 C 0.3264(2) 0.6073(3) 0.07593(18) 0.0283(6) Uani 1 1 d . . . C3 C 0.3443(2) 0.7392(4) 0.0592(2) 0.0367(8) Uani 1 1 d . . . H3 H 0.3952 0.7635 0.0304 0.044 Uiso 1 1 calc R . . C4 C 0.2856(3) 0.8356(3) 0.0857(2) 0.0394(8) Uani 1 1 d . . . H4 H 0.2968 0.9271 0.0748 0.047 Uiso 1 1 calc R . . C5 C 0.2115(2) 0.8016(3) 0.12752(19) 0.0324(7) Uani 1 1 d . . . H5 H 0.1712 0.8681 0.1447 0.039 Uiso 1 1 calc R . . C6 C 0.1974(2) 0.6675(3) 0.14385(17) 0.0245(6) Uani 1 1 d . . . C11 C 0.4498(2) 0.3074(4) 0.13604(18) 0.0325(7) Uani 1 1 d . . . C12 C 0.4421(3) 0.2058(5) 0.1895(2) 0.0531(11) Uani 1 1 d . . . H12 H 0.3872 0.1604 0.1954 0.064 Uiso 1 1 calc R . . C13 C 0.5149(3) 0.1704(6) 0.2345(3) 0.0678(15) Uani 1 1 d . . . H13 H 0.5099 0.0998 0.2708 0.081 Uiso 1 1 calc R . . C14 C 0.5935(3) 0.2364(7) 0.2269(3) 0.0702(16) Uani 1 1 d . . . H14 H 0.6425 0.2150 0.2593 0.084 Uiso 1 1 calc R . . C15 C 0.6010(3) 0.3331(7) 0.1726(4) 0.0819(18) Uani 1 1 d . . . H15 H 0.6565 0.3764 0.1659 0.098 Uiso 1 1 calc R . . C16 C 0.5293(3) 0.3705(6) 0.1267(3) 0.0635(13) Uani 1 1 d . . . H16 H 0.5356 0.4390 0.0893 0.076 Uiso 1 1 calc R . . C21 C 0.35789(19) 0.2627(3) -0.00788(17) 0.0282(6) Uani 1 1 d . . . C22 C 0.3088(3) 0.3081(4) -0.0704(2) 0.0519(11) Uani 1 1 d . . . H22 H 0.2764 0.3893 -0.0667 0.062 Uiso 1 1 calc R . . C23 C 0.3066(3) 0.2354(5) -0.1386(2) 0.0563(11) Uani 1 1 d . . . H23 H 0.2732 0.2678 -0.1812 0.068 Uiso 1 1 calc R . . C24 C 0.3517(3) 0.1188(5) -0.1448(2) 0.0524(11) Uani 1 1 d . . . H24 H 0.3511 0.0709 -0.1919 0.063 Uiso 1 1 calc R . . C25 C 0.3983(3) 0.0698(5) -0.0829(3) 0.0615(13) Uani 1 1 d . . . H25 H 0.4282 -0.0136 -0.0868 0.074 Uiso 1 1 calc R . . C26 C 0.4021(3) 0.1424(4) -0.0140(2) 0.0464(9) Uani 1 1 d . . . H26 H 0.4352 0.1087 0.0285 0.056 Uiso 1 1 calc R . . C31 C 0.1046(2) 0.4441(3) 0.29666(17) 0.0267(6) Uani 1 1 d . . . C32 C 0.1333(3) 0.5399(4) 0.3484(2) 0.0462(9) Uani 1 1 d . . . H32 H 0.1559 0.6229 0.3307 0.055 Uiso 1 1 calc R . . C33 C 0.1286(4) 0.5126(5) 0.4279(2) 0.0628(13) Uani 1 1 d . . . H33 H 0.1483 0.5776 0.4640 0.075 Uiso 1 1 calc R . . C34 C 0.0960(4) 0.3943(5) 0.4531(2) 0.0592(12) Uani 1 1 d . . . H34 H 0.0932 0.3771 0.5068 0.071 Uiso 1 1 calc R . . C35 C 0.0669(3) 0.2982(5) 0.4015(2) 0.0519(10) Uani 1 1 d . . . H35 H 0.0437 0.2157 0.4195 0.062 Uiso 1 1 calc R . . C36 C 0.0718(3) 0.3233(4) 0.32343(19) 0.0390(8) Uani 1 1 d . . . H36 H 0.0524 0.2573 0.2878 0.047 Uiso 1 1 calc R . . C41 C 0.00706(19) 0.4329(3) 0.15548(16) 0.0241(6) Uani 1 1 d . . . C42 C -0.0695(2) 0.4611(4) 0.19643(19) 0.0337(7) Uani 1 1 d . . . H42 H -0.0651 0.4954 0.2473 0.040 Uiso 1 1 calc R . . C43 C -0.1520(2) 0.4397(4) 0.1638(2) 0.0420(8) Uani 1 1 d . . . H43 H -0.2043 0.4587 0.1921 0.050 Uiso 1 1 calc R . . C44 C -0.1581(2) 0.3901(4) 0.0891(2) 0.0434(9) Uani 1 1 d . . . H44 H -0.2149 0.3751 0.0665 0.052 Uiso 1 1 calc R . . C45 C -0.0835(3) 0.3628(4) 0.0479(2) 0.0417(8) Uani 1 1 d . . . H45 H -0.0885 0.3301 -0.0032 0.050 Uiso 1 1 calc R . . C46 C -0.0003(2) 0.3829(4) 0.08096(18) 0.0342(7) Uani 1 1 d . . . H46 H 0.0517 0.3624 0.0527 0.041 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 Br1 0.0498(2) 0.0259(2) 0.0442(2) 0.00209(14) 0.00492(16) -0.00237(14) Ni1 0.01980(19) 0.0186(2) 0.02296(19) 0.00187(13) 0.00186(14) 0.00057(13) P1 0.0216(4) 0.0261(4) 0.0285(4) 0.0024(3) 0.0034(3) 0.0016(3) P2 0.0210(4) 0.0206(4) 0.0233(3) -0.0007(3) 0.0017(3) 0.0001(3) O1 0.0316(12) 0.0287(12) 0.0459(13) 0.0049(10) 0.0168(10) -0.0031(10) O2 0.0283(11) 0.0212(11) 0.0380(12) 0.0001(9) 0.0081(9) 0.0024(9) C1 0.0248(14) 0.0229(14) 0.0212(13) 0.0018(11) -0.0019(11) -0.0013(11) C2 0.0308(16) 0.0264(16) 0.0278(15) 0.0019(12) 0.0021(12) -0.0022(12) C3 0.0419(19) 0.0301(18) 0.0382(17) 0.0047(14) 0.0110(14) -0.0100(14) C4 0.052(2) 0.0235(17) 0.0426(19) 0.0046(14) 0.0006(16) -0.0076(15) C5 0.0417(18) 0.0192(15) 0.0363(17) 0.0009(13) -0.0016(14) 0.0004(13) C6 0.0243(14) 0.0220(15) 0.0273(14) 0.0008(11) -0.0030(11) -0.0018(11) C11 0.0238(15) 0.0438(19) 0.0298(15) -0.0071(14) 0.0005(12) 0.0064(13) C12 0.037(2) 0.072(3) 0.051(2) 0.016(2) -0.0070(17) 0.0081(19) C13 0.057(3) 0.097(4) 0.049(2) 0.019(3) -0.005(2) 0.027(3) C14 0.041(2) 0.118(5) 0.052(3) -0.013(3) -0.018(2) 0.022(3) C15 0.029(2) 0.129(6) 0.088(4) 0.003(4) -0.015(2) -0.013(3) C16 0.032(2) 0.091(4) 0.067(3) 0.014(3) -0.005(2) -0.009(2) C21 0.0236(14) 0.0333(17) 0.0277(14) 0.0029(13) 0.0034(11) 0.0006(12) C22 0.068(3) 0.047(2) 0.040(2) -0.0037(18) -0.0167(19) 0.025(2) C23 0.065(3) 0.067(3) 0.037(2) 0.000(2) -0.0181(18) 0.008(2) C24 0.060(3) 0.064(3) 0.0330(19) -0.0125(18) -0.0018(18) 0.001(2) C25 0.076(3) 0.056(3) 0.053(2) -0.019(2) -0.012(2) 0.028(2) C26 0.052(2) 0.047(2) 0.0392(19) -0.0064(17) -0.0099(17) 0.0190(18) C31 0.0261(15) 0.0306(16) 0.0233(13) -0.0014(12) -0.0002(11) 0.0017(12) C32 0.071(3) 0.034(2) 0.0341(18) -0.0040(15) -0.0071(18) -0.0035(18) C33 0.104(4) 0.052(3) 0.0319(19) -0.0137(18) -0.014(2) 0.001(3) C34 0.092(4) 0.060(3) 0.0259(18) 0.0037(18) 0.002(2) 0.006(2) C35 0.076(3) 0.051(2) 0.0294(18) 0.0070(17) 0.0066(18) -0.007(2) C36 0.050(2) 0.0376(19) 0.0290(16) 0.0003(14) 0.0009(15) -0.0086(16) C41 0.0232(14) 0.0235(14) 0.0255(14) 0.0008(11) -0.0007(11) -0.0006(11) C42 0.0282(16) 0.0391(19) 0.0339(16) -0.0059(14) 0.0005(13) 0.0024(14) C43 0.0215(16) 0.051(2) 0.053(2) -0.0005(18) -0.0006(15) 0.0018(15) C44 0.0316(18) 0.044(2) 0.054(2) 0.0034(17) -0.0184(16) -0.0011(15) C45 0.048(2) 0.045(2) 0.0316(17) -0.0048(15) -0.0115(15) -0.0042(17) C46 0.0332(17) 0.044(2) 0.0258(15) -0.0032(14) 0.0003(13) -0.0013(14) _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_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Br1 Ni1 . . 2.3002(6) Y Ni1 C1 . . 1.874(3) Y Ni1 P2 . . 2.1544(9) Y Ni1 P1 . . 2.1550(9) Y P1 O1 . . 1.649(2) Y P1 C21 . . 1.796(3) Y P1 C11 . . 1.812(3) Y P2 O2 . . 1.648(2) Y P2 C31 . . 1.797(3) Y P2 C41 . . 1.801(3) Y O1 C2 . . 1.399(4) Y O2 C6 . . 1.389(4) Y C1 C2 . . 1.392(4) Y C1 C6 . . 1.398(4) Y C2 C3 . . 1.379(5) Y C3 C4 . . 1.389(5) Y C3 H3 . . 0.95 ? C4 C5 . . 1.379(5) Y C4 H4 . . 0.95 ? C5 C6 . . 1.388(5) Y C5 H5 . . 0.95 ? C11 C16 . . 1.365(6) Y C11 C12 . . 1.382(6) Y C12 C13 . . 1.389(6) Y C12 H12 . . 0.95 ? C13 C14 . . 1.362(8) Y C13 H13 . . 0.95 ? C14 C15 . . 1.357(8) Y C14 H14 . . 0.95 ? C15 C16 . . 1.389(7) Y C15 H15 . . 0.95 ? C16 H16 . . 0.95 ? C21 C26 . . 1.380(5) Y C21 C22 . . 1.387(5) Y C22 C23 . . 1.392(6) Y C22 H22 . . 0.95 ? C23 C24 . . 1.355(7) Y C23 H23 . . 0.95 ? C24 C25 . . 1.371(6) Y C24 H24 . . 0.95 ? C25 C26 . . 1.402(5) Y C25 H25 . . 0.95 ? C26 H26 . . 0.95 ? C31 C32 . . 1.381(5) Y C31 C36 . . 1.387(5) Y C32 C33 . . 1.412(5) Y C32 H32 . . 0.95 ? C33 C34 . . 1.355(7) Y C33 H33 . . 0.95 ? C34 C35 . . 1.385(6) Y C34 H34 . . 0.95 ? C35 C36 . . 1.383(5) Y C35 H35 . . 0.95 ? C36 H36 . . 0.95 ? C41 C42 . . 1.389(4) Y C41 C46 . . 1.393(4) Y C42 C43 . . 1.378(5) Y C42 H42 . . 0.95 ? C43 C44 . . 1.395(5) Y C43 H43 . . 0.95 ? C44 C45 . . 1.363(6) Y C44 H44 . . 0.95 ? C45 C46 . . 1.390(5) Y C45 H45 . . 0.95 ? C46 H46 . . 0.95 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C1 NI1 P2 . . . 82.25(10) Y C1 NI1 P1 . . . 82.27(10) Y P2 NI1 P1 . . . 164.39(4) Y C1 NI1 BR1 . . . 177.62(9) Y P2 NI1 BR1 . . . 97.16(3) Y P1 NI1 BR1 . . . 98.39(3) Y O1 P1 C21 . . . 101.41(14) Y O1 P1 C11 . . . 102.78(15) Y C21 P1 C11 . . . 106.24(15) Y O1 P1 NI1 . . . 106.15(9) Y C21 P1 NI1 . . . 119.93(10) Y C11 P1 NI1 . . . 117.70(11) Y O2 P2 C31 . . . 102.92(14) Y O2 P2 C41 . . . 103.01(13) Y C31 P2 C41 . . . 105.00(14) Y O2 P2 NI1 . . . 106.54(8) Y C31 P2 NI1 . . . 118.57(10) Y C41 P2 NI1 . . . 118.63(10) Y C2 O1 P1 . . . 111.51(19) Y C6 O2 P2 . . . 111.26(19) Y C2 C1 C6 . . . 115.5(3) Y C2 C1 NI1 . . . 122.5(2) Y C6 C1 NI1 . . . 122.0(2) Y C3 C2 C1 . . . 123.7(3) Y C3 C2 O1 . . . 119.1(3) Y C1 C2 O1 . . . 117.2(3) Y C2 C3 C4 . . . 117.9(3) Y C2 C3 H3 . . . 121 ? C4 C3 H3 . . . 121 ? C5 C4 C3 . . . 121.6(3) Y C5 C4 H4 . . . 119.2 ? C3 C4 H4 . . . 119.2 ? C4 C5 C6 . . . 118.2(3) Y C4 C5 H5 . . . 120.9 ? C6 C5 H5 . . . 120.9 ? C5 C6 O2 . . . 119.0(3) Y C5 C6 C1 . . . 123.1(3) Y O2 C6 C1 . . . 117.9(3) Y C16 C11 C12 . . . 119.9(4) Y C16 C11 P1 . . . 119.9(3) Y C12 C11 P1 . . . 120.2(3) Y C11 C12 C13 . . . 119.8(4) Y C11 C12 H12 . . . 120.1 ? C13 C12 H12 . . . 120.1 ? C14 C13 C12 . . . 120.3(5) Y C14 C13 H13 . . . 119.9 ? C12 C13 H13 . . . 119.9 ? C15 C14 C13 . . . 119.3(4) Y C15 C14 H14 . . . 120.3 ? C13 C14 H14 . . . 120.3 ? C14 C15 C16 . . . 121.6(5) Y C14 C15 H15 . . . 119.2 ? C16 C15 H15 . . . 119.2 ? C11 C16 C15 . . . 119.0(5) Y C11 C16 H16 . . . 120.5 ? C15 C16 H16 . . . 120.5 ? C26 C21 C22 . . . 118.7(3) Y C26 C21 P1 . . . 123.2(3) Y C22 C21 P1 . . . 117.9(3) Y C21 C22 C23 . . . 120.4(4) Y C21 C22 H22 . . . 119.8 ? C23 C22 H22 . . . 119.8 ? C24 C23 C22 . . . 120.5(4) Y C24 C23 H23 . . . 119.7 ? C22 C23 H23 . . . 119.7 ? C23 C24 C25 . . . 120.0(4) Y C23 C24 H24 . . . 120 ? C25 C24 H24 . . . 120 ? C24 C25 C26 . . . 120.2(4) Y C24 C25 H25 . . . 119.9 ? C26 C25 H25 . . . 119.9 ? C21 C26 C25 . . . 120.0(4) Y C21 C26 H26 . . . 120 ? C25 C26 H26 . . . 120 ? C32 C31 C36 . . . 119.8(3) Y C32 C31 P2 . . . 121.4(3) Y C36 C31 P2 . . . 118.8(2) Y C31 C32 C33 . . . 119.1(4) Y C31 C32 H32 . . . 120.5 ? C33 C32 H32 . . . 120.5 ? C34 C33 C32 . . . 120.4(4) Y C34 C33 H33 . . . 119.8 ? C32 C33 H33 . . . 119.8 ? C33 C34 C35 . . . 120.7(4) Y C33 C34 H34 . . . 119.7 ? C35 C34 H34 . . . 119.7 ? C36 C35 C34 . . . 119.4(4) Y C36 C35 H35 . . . 120.3 ? C34 C35 H35 . . . 120.3 ? C35 C36 C31 . . . 120.6(3) Y C35 C36 H36 . . . 119.7 ? C31 C36 H36 . . . 119.7 ? C42 C41 C46 . . . 119.3(3) Y C42 C41 P2 . . . 121.4(2) Y C46 C41 P2 . . . 119.2(2) Y C43 C42 C41 . . . 120.4(3) Y C43 C42 H42 . . . 119.8 ? C41 C42 H42 . . . 119.8 ? C42 C43 C44 . . . 119.5(3) Y C42 C43 H43 . . . 120.2 ? C44 C43 H43 . . . 120.2 ? C45 C44 C43 . . . 120.7(3) Y C45 C44 H44 . . . 119.6 ? C43 C44 H44 . . . 119.6 ? C44 C45 C46 . . . 119.9(3) Y C44 C45 H45 . . . 120.1 ? C46 C45 H45 . . . 120.1 ? C45 C46 C41 . . . 120.1(3) Y C45 C46 H46 . . . 119.9 ? C41 C46 H46 . . . 119.9 ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C1 NI1 P1 O1 . . . . -5.28(13) Y P2 NI1 P1 O1 . . . . -12.80(18) Y BR1 NI1 P1 O1 . . . . 172.42(10) Y C1 NI1 P1 C21 . . . . -119.13(15) Y P2 NI1 P1 C21 . . . . -126.65(16) Y BR1 NI1 P1 C21 . . . . 58.57(13) Y C1 NI1 P1 C11 . . . . 109.06(16) Y P2 NI1 P1 C11 . . . . 101.54(18) Y BR1 NI1 P1 C11 . . . . -73.24(14) Y C1 NI1 P2 O2 . . . . -1.58(12) Y P1 NI1 P2 O2 . . . . 5.94(17) Y BR1 NI1 P2 O2 . . . . -179.26(9) Y C1 NI1 P2 C31 . . . . -116.87(15) Y P1 NI1 P2 C31 . . . . -109.35(17) Y BR1 NI1 P2 C31 . . . . 65.45(12) Y C1 NI1 P2 C41 . . . . 113.86(14) Y P1 NI1 P2 C41 . . . . 121.38(16) Y BR1 NI1 P2 C41 . . . . -63.82(11) Y C21 P1 O1 C2 . . . . 132.7(2) Y C11 P1 O1 C2 . . . . -117.5(2) Y NI1 P1 O1 C2 . . . . 6.6(2) Y C31 P2 O2 C6 . . . . 128.0(2) Y C41 P2 O2 C6 . . . . -123.0(2) Y NI1 P2 O2 C6 . . . . 2.6(2) Y P2 NI1 C1 C2 . . . . -178.4(3) Y P1 NI1 C1 C2 . . . . 3.6(2) Y P2 NI1 C1 C6 . . . . 0.4(2) Y P1 NI1 C1 C6 . . . . -177.5(2) Y C6 C1 C2 C3 . . . . -0.1(5) Y NI1 C1 C2 C3 . . . . 178.8(3) Y C6 C1 C2 O1 . . . . -179.1(3) Y NI1 C1 C2 O1 . . . . -0.2(4) Y P1 O1 C2 C3 . . . . 176.3(3) Y P1 O1 C2 C1 . . . . -4.7(4) Y C1 C2 C3 C4 . . . . -0.4(5) Y O1 C2 C3 C4 . . . . 178.5(3) Y C2 C3 C4 C5 . . . . 0.0(6) Y C3 C4 C5 C6 . . . . 1.0(5) Y C4 C5 C6 O2 . . . . 179.4(3) Y C4 C5 C6 C1 . . . . -1.7(5) Y P2 O2 C6 C5 . . . . 176.4(2) Y P2 O2 C6 C1 . . . . -2.5(3) Y C2 C1 C6 C5 . . . . 1.2(4) Y NI1 C1 C6 C5 . . . . -177.7(2) Y C2 C1 C6 O2 . . . . -179.9(3) Y NI1 C1 C6 O2 . . . . 1.2(4) Y O1 P1 C11 C16 . . . . -17.9(4) Y C21 P1 C11 C16 . . . . 88.3(4) Y NI1 P1 C11 C16 . . . . -134.0(3) Y O1 P1 C11 C12 . . . . 161.2(3) Y C21 P1 C11 C12 . . . . -92.7(3) Y NI1 P1 C11 C12 . . . . 45.1(4) Y C16 C11 C12 C13 . . . . 1.3(7) Y P1 C11 C12 C13 . . . . -177.8(4) Y C11 C12 C13 C14 . . . . 0.9(8) Y C12 C13 C14 C15 . . . . -2.8(9) Y C13 C14 C15 C16 . . . . 2.7(9) Y C12 C11 C16 C15 . . . . -1.4(7) Y P1 C11 C16 C15 . . . . 177.7(4) Y C14 C15 C16 C11 . . . . -0.6(9) Y O1 P1 C21 C26 . . . . 130.0(3) Y C11 P1 C21 C26 . . . . 22.9(4) Y NI1 P1 C21 C26 . . . . -113.7(3) Y O1 P1 C21 C22 . . . . -54.4(3) Y C11 P1 C21 C22 . . . . -161.5(3) Y NI1 P1 C21 C22 . . . . 61.9(3) Y C26 C21 C22 C23 . . . . -1.9(6) Y P1 C21 C22 C23 . . . . -177.7(4) Y C21 C22 C23 C24 . . . . 0.6(8) Y C22 C23 C24 C25 . . . . 1.6(8) Y C23 C24 C25 C26 . . . . -2.3(8) Y C22 C21 C26 C25 . . . . 1.2(6) Y P1 C21 C26 C25 . . . . 176.7(4) Y C24 C25 C26 C21 . . . . 0.9(8) Y O2 P2 C31 C32 . . . . -22.1(3) Y C41 P2 C31 C32 . . . . -129.5(3) Y NI1 P2 C31 C32 . . . . 95.2(3) Y O2 P2 C31 C36 . . . . 162.1(3) Y C41 P2 C31 C36 . . . . 54.6(3) Y NI1 P2 C31 C36 . . . . -80.7(3) Y C36 C31 C32 C33 . . . . 0.0(6) Y P2 C31 C32 C33 . . . . -175.8(3) Y C31 C32 C33 C34 . . . . -0.3(7) Y C32 C33 C34 C35 . . . . 0.0(8) Y C33 C34 C35 C36 . . . . 0.5(8) Y C34 C35 C36 C31 . . . . -0.7(7) Y C32 C31 C36 C35 . . . . 0.4(6) Y P2 C31 C36 C35 . . . . 176.4(3) Y O2 P2 C41 C42 . . . . -75.1(3) Y C31 P2 C41 C42 . . . . 32.4(3) Y NI1 P2 C41 C42 . . . . 167.6(2) Y O2 P2 C41 C46 . . . . 101.7(3) Y C31 P2 C41 C46 . . . . -150.9(3) Y NI1 P2 C41 C46 . . . . -15.7(3) Y C46 C41 C42 C43 . . . . 0.1(5) Y P2 C41 C42 C43 . . . . 176.8(3) Y C41 C42 C43 C44 . . . . -0.3(6) Y C42 C43 C44 C45 . . . . -0.1(6) Y C43 C44 C45 C46 . . . . 0.8(6) Y C44 C45 C46 C41 . . . . -1.1(6) Y C42 C41 C46 C45 . . . . 0.6(5) Y P2 C41 C46 C45 . . . . -176.2(3) Y _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.897 _refine_diff_density_min -1.131 _refine_diff_density_rms 0.102 # Attachment '5025_web_deposit_cif_file_1_AbderrahmenSalah_1302638070.cif' data_salah2 _database_code_depnum_ccdc_archive 'CCDC 814531' #TrackingRef '5025_web_deposit_cif_file_1_AbderrahmenSalah_1302638070.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H23 N Ni O5 P2' _chemical_formula_sum 'C30 H23 N Ni O5 P2' _chemical_formula_weight 598.14 _chemical_compound_source 'Synthesized by the authors. See text' 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 P21/c _symmetry_space_group_name_hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 16.548(2) _cell_length_b 11.3201(15) _cell_length_c 16.655(2) _cell_angle_alpha 90.00 _cell_angle_beta 119.769(2) _cell_angle_gamma 90.00 _cell_volume 2708.3(6) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 14069 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 26.77 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.467 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1232 _exptl_absorpt_coefficient_mu 0.876 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8443 _exptl_absorpt_correction_T_max 0.8872 _exptl_absorpt_process_details 'Sadabs (Sheldrick, 2008)' _exptl_special_details ; X-ray crystallographic data for I were collected from a single crystal sample, which was mounted on a loop fiber. Data were collected using a Bruker smart diffractometer equiped with an APEX II CCD Detector, a graphite monochromator. The crystal-to-detector distance was 5.0 cm, and the data collection was carried out in 512 x 512 pixel mode. The initial unit cell parameters were determined by a least-squares fit of the angular setting of strong reflections, collected by a 10.0 degree scan in 33 frames over four different parts of the reciprocal space (132 frames total). ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'X-ray sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 8.3 _diffrn_reflns_number 6235 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0373 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.42 _diffrn_reflns_theta_max 27.51 _reflns_number_total 6235 _reflns_number_gt 5615 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2008)' _computing_cell_refinement 'SAINT V7.60A(Bruker AXS, 2008)' _computing_data_reduction 'SAINT V7.60A(Bruker AXS, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL v6.12 (Bruker AXS, 2001)' _computing_publication_material 'UdMX (Maris, 2004)' _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. the data were merged with Rint ca. 0.08 The structure solved without difficulies by SHELXS. with R1 value close to 21%. the TWINROTMAT produce in PLATON (Spek, 2008) indicated a twin matrix : -1 0 0 0 -1 0 -1 0 -1 . For the rest of the refinement process, the approach of SHELXL program for non merhohedral twins was applied by refining the BSAF parameter and HKLF5 reflection file obtained by TWINROTMAT. the twin fraction refined to 0.46 , R1= 6.13% One restraint was used : SADI Ni1 O3 Ni1 O3B because of the disordered O3 and to force these tow distance to be similar EADP was used to make all disordered atoms with the same thermal parameters ; _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^)+(0.0321P)^2^+0.7827P] 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 6235 _refine_ls_number_parameters 360 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0369 _refine_ls_R_factor_gt 0.0319 _refine_ls_wR_factor_ref 0.0800 _refine_ls_wR_factor_gt 0.0771 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.061 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.26491(2) 0.06356(2) 0.25344(2) 0.02806(8) Uani 1 1 d D . . P1 P 0.13454(4) 0.06834(6) 0.25601(5) 0.03166(12) Uani 1 1 d . A . P2 P 0.38997(4) 0.00649(5) 0.25249(5) 0.02938(12) Uani 1 1 d . A . O1 O 0.10818(11) -0.07002(14) 0.26008(13) 0.0375(4) Uani 1 1 d . . . O2 O 0.38766(11) -0.13828(13) 0.25187(14) 0.0351(3) Uani 1 1 d . . . N1 N 0.2714(3) 0.3190(3) 0.2494(3) 0.0339(7) Uani 0.605(2) 1 d P A 1 O3 O 0.3148(2) 0.2201(2) 0.2594(3) 0.0440(7) Uani 0.605(2) 1 d PD A 1 O4 O 0.3131(5) 0.4117(6) 0.2589(4) 0.0459(12) Uani 0.605(2) 1 d P A 1 O5 O 0.1925(2) 0.3155(3) 0.2385(3) 0.0572(9) Uani 0.605(2) 1 d P A 1 N1B N 0.3085(5) 0.3017(6) 0.2440(6) 0.0339(7) Uani 0.395(2) 1 d P A 2 O3B O 0.2454(3) 0.2286(3) 0.2414(4) 0.0440(7) Uani 0.395(2) 1 d PD A 2 O4B O 0.2852(8) 0.4022(11) 0.2245(6) 0.0459(12) Uani 0.395(2) 1 d P A 2 O5B O 0.3817(4) 0.2660(4) 0.2603(5) 0.0572(9) Uani 0.395(2) 1 d P A 2 C1 C 0.24797(14) -0.10001(18) 0.25500(14) 0.0246(4) Uani 1 1 d . A . C2 C 0.17250(16) -0.1484(2) 0.25910(18) 0.0298(5) Uani 1 1 d . A . C3 C 0.15889(19) -0.2674(2) 0.26184(19) 0.0382(6) Uani 1 1 d . . . H3 H 0.1067 -0.2965 0.2650 0.046 Uiso 1 1 calc R A . C4 C 0.22287(19) -0.3441(2) 0.2599(2) 0.0396(6) Uani 1 1 d . A . H4 H 0.2137 -0.4269 0.2606 0.048 Uiso 1 1 calc R . . C5 C 0.29978(16) -0.3029(2) 0.2570(2) 0.0331(5) Uani 1 1 d . . . H5 H 0.3444 -0.3560 0.2573 0.040 Uiso 1 1 calc R A . C6 C 0.31009(14) -0.18186(18) 0.25351(17) 0.0268(5) Uani 1 1 d . A . C11 C 0.13109(17) 0.1307(2) 0.35390(16) 0.0313(5) Uani 1 1 d . . . C12 C 0.0608(2) 0.0977(3) 0.3712(2) 0.0459(7) Uani 1 1 d . A . H12 H 0.0147 0.0430 0.3315 0.055 Uiso 1 1 calc R . . C13 C 0.0573(2) 0.1440(3) 0.4462(2) 0.0540(8) Uani 1 1 d . . . H13 H 0.0087 0.1213 0.4576 0.065 Uiso 1 1 calc R A . C14 C 0.1238(2) 0.2224(3) 0.5041(2) 0.0553(8) Uani 1 1 d . A . H14 H 0.1209 0.2544 0.5554 0.066 Uiso 1 1 calc R . . C15 C 0.1937(3) 0.2545(3) 0.4883(2) 0.0633(10) Uani 1 1 d . . . H15 H 0.2399 0.3086 0.5288 0.076 Uiso 1 1 calc R A . C16 C 0.1981(2) 0.2085(3) 0.41317(19) 0.0474(7) Uani 1 1 d . A . H16 H 0.2475 0.2307 0.4027 0.057 Uiso 1 1 calc R . . C21 C 0.0304(4) 0.1217(8) 0.1549(4) 0.0343(7) Uani 0.605(2) 1 d PG A 1 C22 C -0.0161(4) 0.0455(6) 0.0803(4) 0.0512(17) Uani 0.605(2) 1 d PG A 1 H22A H 0.0058 -0.0330 0.0838 0.061 Uiso 0.605(2) 1 calc PR A 1 C23 C -0.0947(4) 0.0840(7) 0.0004(4) 0.062(2) Uani 0.605(2) 1 d PG A 1 H23A H -0.1265 0.0319 -0.0506 0.075 Uiso 0.605(2) 1 calc PR A 1 C24 C -0.1267(5) 0.1988(8) -0.0047(5) 0.0581(11) Uani 0.605(2) 1 d PG A 1 H24A H -0.1804 0.2252 -0.0593 0.070 Uiso 0.605(2) 1 calc PR A 1 C25 C -0.0802(7) 0.2751(6) 0.0699(7) 0.0362(12) Uani 0.605(2) 1 d PG A 1 H25A H -0.1021 0.3535 0.0663 0.043 Uiso 0.605(2) 1 calc PR A 1 C26 C -0.0017(6) 0.2365(7) 0.1497(6) 0.0267(12) Uani 0.605(2) 1 d PG A 1 H26A H 0.0301 0.2886 0.2007 0.032 Uiso 0.605(2) 1 calc PR A 1 C21B C 0.0247(7) 0.1156(13) 0.1574(7) 0.0343(7) Uani 0.395(2) 1 d PG A 2 C22B C -0.0414(7) 0.0355(10) 0.0974(7) 0.0512(17) Uani 0.395(2) 1 d PG A 2 H22B H -0.0323 -0.0468 0.1098 0.061 Uiso 0.395(2) 1 calc PR A 2 C23B C -0.1209(6) 0.0758(12) 0.0193(7) 0.062(2) Uani 0.395(2) 1 d PG A 2 H23B H -0.1661 0.0210 -0.0217 0.075 Uiso 0.395(2) 1 calc PR A 2 C24B C -0.1343(9) 0.1962(13) 0.0011(9) 0.0581(11) Uani 0.395(2) 1 d PG A 2 H24B H -0.1886 0.2237 -0.0523 0.070 Uiso 0.395(2) 1 calc PR A 2 C25B C -0.0682(12) 0.2763(9) 0.0611(12) 0.0362(12) Uani 0.395(2) 1 d PG A 2 H25B H -0.0773 0.3586 0.0487 0.043 Uiso 0.395(2) 1 calc PR A 2 C26B C 0.0113(10) 0.2360(12) 0.1392(10) 0.0267(12) Uani 0.395(2) 1 d PG A 2 H26B H 0.0565 0.2907 0.1802 0.032 Uiso 0.395(2) 1 calc PR A 2 C31 C 0.40066(18) 0.0384(2) 0.15187(16) 0.0340(5) Uani 1 1 d . . . C32 C 0.3683(3) -0.0387(3) 0.0791(2) 0.0633(9) Uani 1 1 d . A . H32 H 0.3422 -0.1123 0.0819 0.076 Uiso 1 1 calc R . . C33 C 0.3740(3) -0.0081(4) 0.0002(2) 0.0788(12) Uani 1 1 d . . . H33 H 0.3524 -0.0618 -0.0501 0.095 Uiso 1 1 calc R A . C34 C 0.4103(3) 0.0979(4) -0.0045(2) 0.0684(11) Uani 1 1 d . A . H34 H 0.4131 0.1184 -0.0583 0.082 Uiso 1 1 calc R . . C35 C 0.4427(2) 0.1748(4) 0.0681(2) 0.0682(11) Uani 1 1 d . . . H35 H 0.4680 0.2487 0.0647 0.082 Uiso 1 1 calc R A . C36 C 0.4386(2) 0.1452(3) 0.14625(19) 0.0461(7) Uani 1 1 d . A . H36 H 0.4621 0.1985 0.1969 0.055 Uiso 1 1 calc R . . C41 C 0.50239(17) 0.0419(2) 0.34985(16) 0.0303(5) Uani 1 1 d . . . C42 C 0.58248(17) 0.0029(2) 0.35177(18) 0.0393(6) Uani 1 1 d . A . H42 H 0.5780 -0.0429 0.3020 0.047 Uiso 1 1 calc R . . C43 C 0.6692(2) 0.0303(3) 0.42585(19) 0.0483(7) Uani 1 1 d . . . H43 H 0.7241 0.0030 0.4271 0.058 Uiso 1 1 calc R A . C44 C 0.6752(2) 0.0972(3) 0.4977(2) 0.0507(7) Uani 1 1 d . A . H44 H 0.7346 0.1166 0.5484 0.061 Uiso 1 1 calc R . . C45 C 0.5961(2) 0.1360(3) 0.4963(2) 0.0568(8) Uani 1 1 d . . . H45 H 0.6010 0.1823 0.5461 0.068 Uiso 1 1 calc R A . C46 C 0.5088(2) 0.1082(3) 0.42267(18) 0.0443(7) Uani 1 1 d . A . H46 H 0.4541 0.1344 0.4223 0.053 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.03518(18) 0.01953(12) 0.02849(14) 0.00040(12) 0.01506(15) 0.00263(11) P1 0.0302(3) 0.0328(3) 0.0282(3) -0.0021(3) 0.0117(3) 0.0092(2) P2 0.0296(3) 0.0280(3) 0.0308(3) -0.0011(3) 0.0151(3) -0.0024(2) O1 0.0343(9) 0.0316(8) 0.0501(10) -0.0009(9) 0.0235(9) 0.0050(7) O2 0.0322(9) 0.0257(8) 0.0500(9) -0.0016(9) 0.0223(9) 0.0009(7) N1 0.043(3) 0.0243(16) 0.0367(15) -0.0023(13) 0.021(2) -0.0011(17) O3 0.0411(16) 0.0213(12) 0.081(2) 0.0019(12) 0.0393(17) 0.0013(11) O4 0.067(4) 0.0193(14) 0.063(4) -0.011(3) 0.041(3) -0.012(2) O5 0.0377(17) 0.0403(17) 0.096(3) 0.0066(16) 0.0346(18) 0.0050(12) N1B 0.043(3) 0.0243(16) 0.0367(15) -0.0023(13) 0.021(2) -0.0011(17) O3B 0.0411(16) 0.0213(12) 0.081(2) 0.0019(12) 0.0393(17) 0.0013(11) O4B 0.067(4) 0.0193(14) 0.063(4) -0.011(3) 0.041(3) -0.012(2) O5B 0.0377(17) 0.0403(17) 0.096(3) 0.0066(16) 0.0346(18) 0.0050(12) C1 0.0273(12) 0.0214(9) 0.0200(9) -0.0016(8) 0.0079(10) 0.0027(8) C2 0.0277(11) 0.0283(11) 0.0280(12) -0.0050(11) 0.0097(10) 0.0013(9) C3 0.0381(14) 0.0331(13) 0.0464(15) -0.0062(12) 0.0232(13) -0.0066(10) C4 0.0452(15) 0.0242(10) 0.0491(16) -0.0024(12) 0.0231(14) -0.0032(10) C5 0.0319(13) 0.0240(10) 0.0384(14) -0.0020(10) 0.0136(12) 0.0049(9) C6 0.0243(12) 0.0229(11) 0.0274(12) -0.0019(9) 0.0084(11) 0.0014(8) C11 0.0321(12) 0.0318(13) 0.0249(12) 0.0020(9) 0.0102(10) 0.0097(10) C12 0.0430(16) 0.0480(16) 0.0512(16) -0.0060(13) 0.0269(14) 0.0030(13) C13 0.0576(19) 0.063(2) 0.0556(19) 0.0036(16) 0.0390(17) 0.0101(16) C14 0.063(2) 0.070(2) 0.0346(15) -0.0036(15) 0.0260(15) 0.0153(17) C15 0.067(2) 0.075(2) 0.0476(19) -0.0265(18) 0.0283(17) -0.0112(19) C16 0.0506(17) 0.0559(18) 0.0401(15) -0.0123(13) 0.0258(14) -0.0096(14) C21 0.0285(14) 0.0421(17) 0.0275(13) -0.0021(11) 0.0102(11) 0.0070(12) C22 0.056(4) 0.044(2) 0.037(3) -0.008(2) 0.011(2) 0.004(3) C23 0.054(4) 0.069(3) 0.034(3) -0.014(3) -0.001(2) -0.003(3) C24 0.041(2) 0.071(2) 0.0373(19) 0.0036(15) 0.0007(15) 0.0112(18) C25 0.033(3) 0.0464(16) 0.037(2) 0.0115(13) 0.0233(16) 0.0107(15) C26 0.024(3) 0.0383(14) 0.029(2) 0.0016(14) 0.0207(14) -0.0003(16) C21B 0.0285(14) 0.0421(17) 0.0275(13) -0.0021(11) 0.0102(11) 0.0070(12) C22B 0.056(4) 0.044(2) 0.037(3) -0.008(2) 0.011(2) 0.004(3) C23B 0.054(4) 0.069(3) 0.034(3) -0.014(3) -0.001(2) -0.003(3) C24B 0.041(2) 0.071(2) 0.0373(19) 0.0036(15) 0.0007(15) 0.0112(18) C25B 0.033(3) 0.0464(16) 0.037(2) 0.0115(13) 0.0233(16) 0.0107(15) C26B 0.024(3) 0.0383(14) 0.029(2) 0.0016(14) 0.0207(14) -0.0003(16) C31 0.0315(13) 0.0412(15) 0.0290(12) 0.0022(10) 0.0147(11) 0.0055(11) C32 0.087(3) 0.054(2) 0.0437(18) -0.0116(14) 0.0287(18) -0.0033(18) C33 0.105(3) 0.091(3) 0.0394(16) -0.0117(18) 0.035(2) 0.024(3) C34 0.068(2) 0.103(3) 0.0474(19) 0.026(2) 0.0382(18) 0.029(2) C35 0.053(2) 0.101(3) 0.052(2) 0.0258(19) 0.0271(17) -0.0025(19) C36 0.0437(16) 0.0555(17) 0.0363(14) 0.0072(12) 0.0178(13) -0.0034(13) C41 0.0305(12) 0.0314(13) 0.0267(11) 0.0017(9) 0.0124(10) -0.0016(10) C42 0.0354(13) 0.0467(16) 0.0378(14) -0.0034(12) 0.0198(11) -0.0017(12) C43 0.0345(15) 0.067(2) 0.0406(16) 0.0023(13) 0.0164(13) 0.0006(13) C44 0.0406(16) 0.0671(19) 0.0297(14) 0.0018(13) 0.0063(13) -0.0084(15) C45 0.0544(19) 0.072(2) 0.0314(14) -0.0177(14) 0.0118(13) 0.0003(16) C46 0.0405(15) 0.0554(17) 0.0355(14) -0.0054(12) 0.0179(12) 0.0047(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 C1 1.875(2) . ? Ni1 O3B 1.889(4) . ? Ni1 O3 1.937(3) . ? Ni1 P2 2.1755(7) . ? Ni1 P1 2.1797(7) . ? P1 O1 1.6362(17) . ? P1 C11 1.804(2) . ? P1 C21 1.813(7) . ? P1 C21B 1.823(11) . ? P2 O2 1.6392(16) . ? P2 C41 1.804(2) . ? P2 C31 1.807(3) . ? O1 C2 1.392(3) . ? O2 C6 1.388(3) . ? N1 O4 1.221(8) . ? N1 O5 1.227(5) . ? N1 O3 1.295(5) . ? N1B O5B 1.174(8) . ? N1B O4B 1.194(15) . ? N1B O3B 1.317(8) . ? C1 C6 1.393(3) . ? C1 C2 1.396(3) . ? C2 C3 1.371(3) . ? C3 C4 1.382(4) . ? C3 H3 0.9500 . ? C4 C5 1.379(3) . ? C4 H4 0.9500 . ? C5 C6 1.385(3) . ? C5 H5 0.9500 . ? C11 C16 1.375(4) . ? C11 C12 1.381(4) . ? C12 C13 1.382(4) . ? C12 H12 0.9500 . ? C13 C14 1.369(5) . ? C13 H13 0.9500 . ? C14 C15 1.358(5) . ? C14 H14 0.9500 . ? C15 C16 1.390(4) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C21 C22 1.3900 . ? C21 C26 1.3900 . ? C22 C23 1.3900 . ? C22 H22A 0.9500 . ? C23 C24 1.3900 . ? C23 H23A 0.9500 . ? C24 C25 1.3900 . ? C24 H24A 0.9500 . ? C25 C26 1.3900 . ? C25 H25A 0.9500 . ? C26 H26A 0.9500 . ? C21B C22B 1.3900 . ? C21B C26B 1.3900 . ? C22B C23B 1.3900 . ? C22B H22B 0.9500 . ? C23B C24B 1.3900 . ? C23B H23B 0.9500 . ? C24B C25B 1.3900 . ? C24B H24B 0.9500 . ? C25B C26B 1.3900 . ? C25B H25B 0.9500 . ? C26B H26B 0.9500 . ? C31 C32 1.368(4) . ? C31 C36 1.387(4) . ? C32 C33 1.407(5) . ? C32 H32 0.9500 . ? C33 C34 1.362(6) . ? C33 H33 0.9500 . ? C34 C35 1.365(6) . ? C34 H34 0.9500 . ? C35 C36 1.377(4) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C41 C42 1.382(4) . ? C41 C46 1.385(4) . ? C42 C43 1.386(4) . ? C42 H42 0.9500 . ? C43 C44 1.377(4) . ? C43 H43 0.9500 . ? C44 C45 1.371(5) . ? C44 H44 0.9500 . ? C45 C46 1.389(4) . ? C45 H45 0.9500 . ? C46 H46 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 Ni1 O3B 163.54(14) . . ? C1 Ni1 O3 164.99(10) . . ? O3B Ni1 O3 31.45(15) . . ? C1 Ni1 P2 81.73(7) . . ? O3B Ni1 P2 113.96(13) . . ? O3 Ni1 P2 83.64(8) . . ? C1 Ni1 P1 82.41(7) . . ? O3B Ni1 P1 81.87(13) . . ? O3 Ni1 P1 112.16(8) . . ? P2 Ni1 P1 164.14(3) . . ? O1 P1 C11 102.05(11) . . ? O1 P1 C21 102.0(3) . . ? C11 P1 C21 105.5(2) . . ? O1 P1 C21B 98.7(4) . . ? C11 P1 C21B 103.6(3) . . ? O1 P1 Ni1 105.30(6) . . ? C11 P1 Ni1 120.23(9) . . ? C21 P1 Ni1 118.92(18) . . ? C21B P1 Ni1 122.9(3) . . ? O2 P2 C41 103.77(11) . . ? O2 P2 C31 101.92(11) . . ? C41 P2 C31 104.90(10) . . ? O2 P2 Ni1 106.12(6) . . ? C41 P2 Ni1 119.18(8) . . ? C31 P2 Ni1 118.62(9) . . ? C2 O1 P1 112.86(14) . . ? C6 O2 P2 111.97(13) . . ? O4 N1 O5 122.5(5) . . ? O4 N1 O3 119.0(5) . . ? O5 N1 O3 118.2(4) . . ? N1 O3 Ni1 126.1(3) . . ? O5B N1B O4B 123.2(9) . . ? O5B N1B O3B 120.2(6) . . ? O4B N1B O3B 116.5(8) . . ? N1B O3B Ni1 121.8(4) . . ? C6 C1 C2 115.21(19) . . ? C6 C1 Ni1 122.67(16) . . ? C2 C1 Ni1 122.12(16) . . ? C3 C2 O1 119.1(2) . . ? C3 C2 C1 123.6(2) . . ? O1 C2 C1 117.3(2) . . ? C2 C3 C4 118.5(2) . . ? C2 C3 H3 120.8 . . ? C4 C3 H3 120.8 . . ? C5 C4 C3 121.3(2) . . ? C5 C4 H4 119.4 . . ? C3 C4 H4 119.4 . . ? C4 C5 C6 118.1(2) . . ? C4 C5 H5 120.9 . . ? C6 C5 H5 120.9 . . ? C5 C6 O2 119.11(18) . . ? C5 C6 C1 123.35(19) . . ? O2 C6 C1 117.50(18) . . ? C16 C11 C12 119.1(2) . . ? C16 C11 P1 121.5(2) . . ? C12 C11 P1 119.4(2) . . ? C11 C12 C13 120.2(3) . . ? C11 C12 H12 119.9 . . ? C13 C12 H12 119.9 . . ? C14 C13 C12 120.2(3) . . ? C14 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C15 C14 C13 120.1(3) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C14 C15 C16 120.3(3) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? C11 C16 C15 120.1(3) . . ? C11 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C22 C21 C26 120.0 . . ? C22 C21 P1 118.2(5) . . ? C26 C21 P1 121.8(5) . . ? C23 C22 C21 120.0 . . ? C23 C22 H22A 120.0 . . ? C21 C22 H22A 120.0 . . ? C22 C23 C24 120.0 . . ? C22 C23 H23A 120.0 . . ? C24 C23 H23A 120.0 . . ? C23 C24 C25 120.0 . . ? C23 C24 H24A 120.0 . . ? C25 C24 H24A 120.0 . . ? C26 C25 C24 120.0 . . ? C26 C25 H25A 120.0 . . ? C24 C25 H25A 120.0 . . ? C25 C26 C21 120.0 . . ? C25 C26 H26A 120.0 . . ? C21 C26 H26A 120.0 . . ? C22B C21B C26B 120.0 . . ? C22B C21B P1 122.2(8) . . ? C26B C21B P1 117.6(8) . . ? C21B C22B C23B 120.0 . . ? C21B C22B H22B 120.0 . . ? C23B C22B H22B 120.0 . . ? C24B C23B C22B 120.0 . . ? C24B C23B H23B 120.0 . . ? C22B C23B H23B 120.0 . . ? C23B C24B C25B 120.0 . . ? C23B C24B H24B 120.0 . . ? C25B C24B H24B 120.0 . . ? C24B C25B C26B 120.0 . . ? C24B C25B H25B 120.0 . . ? C26B C25B H25B 120.0 . . ? C25B C26B C21B 120.0 . . ? C25B C26B H26B 120.0 . . ? C21B C26B H26B 120.0 . . ? C32 C31 C36 119.2(3) . . ? C32 C31 P2 121.2(2) . . ? C36 C31 P2 119.5(2) . . ? C31 C32 C33 119.5(3) . . ? C31 C32 H32 120.3 . . ? C33 C32 H32 120.3 . . ? C34 C33 C32 120.4(3) . . ? C34 C33 H33 119.8 . . ? C32 C33 H33 119.8 . . ? C33 C34 C35 120.1(3) . . ? C33 C34 H34 120.0 . . ? C35 C34 H34 120.0 . . ? C34 C35 C36 120.0(4) . . ? C34 C35 H35 120.0 . . ? C36 C35 H35 120.0 . . ? C35 C36 C31 120.8(3) . . ? C35 C36 H36 119.6 . . ? C31 C36 H36 119.6 . . ? C42 C41 C46 119.8(2) . . ? C42 C41 P2 119.9(2) . . ? C46 C41 P2 120.3(2) . . ? C41 C42 C43 120.5(3) . . ? C41 C42 H42 119.8 . . ? C43 C42 H42 119.8 . . ? C44 C43 C42 119.5(3) . . ? C44 C43 H43 120.3 . . ? C42 C43 H43 120.3 . . ? C45 C44 C43 120.4(3) . . ? C45 C44 H44 119.8 . . ? C43 C44 H44 119.8 . . ? C44 C45 C46 120.5(3) . . ? C44 C45 H45 119.7 . . ? C46 C45 H45 119.7 . . ? C41 C46 C45 119.4(3) . . ? C41 C46 H46 120.3 . . ? C45 C46 H46 120.3 . . ? 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 C1 Ni1 P1 O1 1.30(10) . . . . ? O3B Ni1 P1 O1 176.40(19) . . . . ? O3 Ni1 P1 O1 -174.96(14) . . . . ? P2 Ni1 P1 O1 -0.25(15) . . . . ? C1 Ni1 P1 C11 115.49(11) . . . . ? O3B Ni1 P1 C11 -69.4(2) . . . . ? O3 Ni1 P1 C11 -60.76(15) . . . . ? P2 Ni1 P1 C11 113.94(13) . . . . ? C1 Ni1 P1 C21 -112.1(3) . . . . ? O3B Ni1 P1 C21 63.0(4) . . . . ? O3 Ni1 P1 C21 71.7(3) . . . . ? P2 Ni1 P1 C21 -113.6(3) . . . . ? C1 Ni1 P1 C21B -110.0(5) . . . . ? O3B Ni1 P1 C21B 65.1(6) . . . . ? O3 Ni1 P1 C21B 73.7(5) . . . . ? P2 Ni1 P1 C21B -111.6(5) . . . . ? C1 Ni1 P2 O2 0.97(11) . . . . ? O3B Ni1 P2 O2 -173.8(2) . . . . ? O3 Ni1 P2 O2 177.59(14) . . . . ? P1 Ni1 P2 O2 2.52(15) . . . . ? C1 Ni1 P2 C41 -115.47(11) . . . . ? O3B Ni1 P2 C41 69.7(2) . . . . ? O3 Ni1 P2 C41 61.15(14) . . . . ? P1 Ni1 P2 C41 -113.91(13) . . . . ? C1 Ni1 P2 C31 114.72(12) . . . . ? O3B Ni1 P2 C31 -60.1(2) . . . . ? O3 Ni1 P2 C31 -68.66(15) . . . . ? P1 Ni1 P2 C31 116.27(14) . . . . ? C11 P1 O1 C2 -127.35(17) . . . . ? C21 P1 O1 C2 123.7(2) . . . . ? C21B P1 O1 C2 126.7(3) . . . . ? Ni1 P1 O1 C2 -1.04(18) . . . . ? C41 P2 O2 C6 125.50(17) . . . . ? C31 P2 O2 C6 -125.70(18) . . . . ? Ni1 P2 O2 C6 -0.90(19) . . . . ? O4 N1 O3 Ni1 176.8(4) . . . . ? O5 N1 O3 Ni1 3.1(7) . . . . ? C1 Ni1 O3 N1 -177.6(4) . . . . ? O3B Ni1 O3 N1 4.5(4) . . . . ? P2 Ni1 O3 N1 169.4(4) . . . . ? P1 Ni1 O3 N1 -12.0(4) . . . . ? O5B N1B O3B Ni1 -5.3(11) . . . . ? O4B N1B O3B Ni1 171.1(7) . . . . ? C1 Ni1 O3B N1B -169.5(5) . . . . ? O3 Ni1 O3B N1B 8.5(5) . . . . ? P2 Ni1 O3B N1B -7.9(6) . . . . ? P1 Ni1 O3B N1B 173.1(6) . . . . ? O3B Ni1 C1 C6 162.0(6) . . . . ? O3 Ni1 C1 C6 -14.1(6) . . . . ? P2 Ni1 C1 C6 -1.03(19) . . . . ? P1 Ni1 C1 C6 179.4(2) . . . . ? O3B Ni1 C1 C2 -18.9(7) . . . . ? O3 Ni1 C1 C2 165.0(5) . . . . ? P2 Ni1 C1 C2 178.0(2) . . . . ? P1 Ni1 C1 C2 -1.54(18) . . . . ? P1 O1 C2 C3 -179.7(2) . . . . ? P1 O1 C2 C1 0.0(3) . . . . ? C6 C1 C2 C3 0.2(3) . . . . ? Ni1 C1 C2 C3 -178.9(2) . . . . ? C6 C1 C2 O1 -179.6(2) . . . . ? Ni1 C1 C2 O1 1.3(3) . . . . ? O1 C2 C3 C4 179.4(3) . . . . ? C1 C2 C3 C4 -0.4(4) . . . . ? C2 C3 C4 C5 1.2(5) . . . . ? C3 C4 C5 C6 -1.7(5) . . . . ? C4 C5 C6 O2 179.1(3) . . . . ? C4 C5 C6 C1 1.5(4) . . . . ? P2 O2 C6 C5 -177.5(2) . . . . ? P2 O2 C6 C1 0.2(3) . . . . ? C2 C1 C6 C5 -0.8(3) . . . . ? Ni1 C1 C6 C5 178.3(2) . . . . ? C2 C1 C6 O2 -178.4(2) . . . . ? Ni1 C1 C6 O2 0.7(3) . . . . ? O1 P1 C11 C16 137.1(2) . . . . ? C21 P1 C11 C16 -116.7(3) . . . . ? C21B P1 C11 C16 -120.8(5) . . . . ? Ni1 P1 C11 C16 21.2(3) . . . . ? O1 P1 C11 C12 -41.4(2) . . . . ? C21 P1 C11 C12 64.8(3) . . . . ? C21B P1 C11 C12 60.8(5) . . . . ? Ni1 P1 C11 C12 -157.27(18) . . . . ? C16 C11 C12 C13 1.1(4) . . . . ? P1 C11 C12 C13 179.6(2) . . . . ? C11 C12 C13 C14 -0.3(5) . . . . ? C12 C13 C14 C15 -0.4(5) . . . . ? C13 C14 C15 C16 0.3(5) . . . . ? C12 C11 C16 C15 -1.2(4) . . . . ? P1 C11 C16 C15 -179.6(2) . . . . ? C14 C15 C16 C11 0.5(5) . . . . ? O1 P1 C21 C22 -36.2(3) . . . . ? C11 P1 C21 C22 -142.5(2) . . . . ? C21B P1 C21 C22 -78(9) . . . . ? Ni1 P1 C21 C22 79.0(4) . . . . ? O1 P1 C21 C26 145.7(3) . . . . ? C11 P1 C21 C26 39.4(3) . . . . ? C21B P1 C21 C26 104(9) . . . . ? Ni1 P1 C21 C26 -99.1(3) . . . . ? C26 C21 C22 C23 0.0 . . . . ? P1 C21 C22 C23 -178.1(4) . . . . ? C21 C22 C23 C24 0.0 . . . . ? C22 C23 C24 C25 0.0 . . . . ? C23 C24 C25 C26 0.0 . . . . ? C24 C25 C26 C21 0.0 . . . . ? C22 C21 C26 C25 0.0 . . . . ? P1 C21 C26 C25 178.1(5) . . . . ? O1 P1 C21B C22B -15.4(5) . . . . ? C11 P1 C21B C22B -120.1(5) . . . . ? C21 P1 C21B C22B 124(9) . . . . ? Ni1 P1 C21B C22B 99.2(6) . . . . ? O1 P1 C21B C26B 169.3(4) . . . . ? C11 P1 C21B C26B 64.6(5) . . . . ? C21 P1 C21B C26B -52(8) . . . . ? Ni1 P1 C21B C26B -76.1(6) . . . . ? C26B C21B C22B C23B 0.0 . . . . ? P1 C21B C22B C23B -175.2(7) . . . . ? C21B C22B C23B C24B 0.0 . . . . ? C22B C23B C24B C25B 0.0 . . . . ? C23B C24B C25B C26B 0.0 . . . . ? C24B C25B C26B C21B 0.0 . . . . ? C22B C21B C26B C25B 0.0 . . . . ? P1 C21B C26B C25B 175.4(7) . . . . ? O2 P2 C31 C32 26.6(3) . . . . ? C41 P2 C31 C32 134.5(3) . . . . ? Ni1 P2 C31 C32 -89.4(3) . . . . ? O2 P2 C31 C36 -156.2(2) . . . . ? C41 P2 C31 C36 -48.3(2) . . . . ? Ni1 P2 C31 C36 87.7(2) . . . . ? C36 C31 C32 C33 -0.1(5) . . . . ? P2 C31 C32 C33 177.0(3) . . . . ? C31 C32 C33 C34 -0.8(6) . . . . ? C32 C33 C34 C35 0.9(6) . . . . ? C33 C34 C35 C36 0.0(6) . . . . ? C34 C35 C36 C31 -1.0(5) . . . . ? C32 C31 C36 C35 1.0(5) . . . . ? P2 C31 C36 C35 -176.2(3) . . . . ? O2 P2 C41 C42 60.2(2) . . . . ? C31 P2 C41 C42 -46.4(2) . . . . ? Ni1 P2 C41 C42 177.85(18) . . . . ? O2 P2 C41 C46 -120.0(2) . . . . ? C31 P2 C41 C46 133.5(2) . . . . ? Ni1 P2 C41 C46 -2.3(2) . . . . ? C46 C41 C42 C43 -0.3(4) . . . . ? P2 C41 C42 C43 179.5(2) . . . . ? C41 C42 C43 C44 -0.3(4) . . . . ? C42 C43 C44 C45 0.4(5) . . . . ? C43 C44 C45 C46 0.2(5) . . . . ? C42 C41 C46 C45 0.9(4) . . . . ? P2 C41 C46 C45 -179.0(2) . . . . ? C44 C45 C46 C41 -0.8(5) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.514 _refine_diff_density_min -0.278 _refine_diff_density_rms 0.053 #=== END OF THE CIF FILE # Attachment 'web_deposit_cif_file_2_AbderrahmenSalah_1302638070.cif' data_salah3 _database_code_depnum_ccdc_archive 'CCDC 814532' #TrackingRef 'web_deposit_cif_file_2_AbderrahmenSalah_1302638070.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C31 H23 F3 Ni O5 P2 S' _chemical_formula_sum 'C31 H23 F3 Ni O5 P2 S' _chemical_formula_weight 685.20 _chemical_compound_source 'Synthesized by the authors. See text' 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.8415(13) _cell_length_b 12.5965(19) _cell_length_c 13.563(2) _cell_angle_alpha 95.864(2) _cell_angle_beta 91.903(2) _cell_angle_gamma 92.098(2) _cell_volume 1500.6(4) _cell_formula_units_Z 2 _cell_measurement_temperature 200 _cell_measurement_reflns_used 10140 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 26.79 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.516 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 700 _exptl_absorpt_coefficient_mu 0.881 _exptl_absorpt_correction_Type multi-scan _exptl_absorpt_correction_T_min 0.7384 _exptl_absorpt_correction_T_max 0.9157 _exptl_absorpt_process_details 'Sadabs (Sheldrick, 1996)' _exptl_special_details ; X-ray crystallographic data for I were collected from a single crystal sample, which was mounted on a loop fiber. Data were collected using a Bruker smart diffractometer equiped with an APEX II CCD Detector, a graphite monochromator. The crystal-to-detector distance was 5.0 cm, and the data collection was carried out in 512 x 512 pixel mode. The initial unit cell parameters were determined by a least-squares fit of the angular setting of strong reflections, collected by a 10.0 degree scan in 33 frames over four different parts of the reciprocal space (132 frames total). ; _diffrn_ambient_temperature 200 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'X-ray sealed tube' _diffrn_radiation_monochromator Graphite _diffrn_measurement_device_type 'Bruker APEX II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 8.3 _diffrn_reflns_number 30583 _diffrn_reflns_av_R_equivalents 0.037 _diffrn_reflns_av_sigmaI/netI 0.0337 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 27.49 _reflns_number_total 6898 _reflns_number_gt 5493 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX2 (Bruker AXS, 2008)' _computing_cell_refinement 'SAINT V7.60A(Bruker AXS, 2008)' _computing_data_reduction 'SAINT V7.60A(Bruker AXS, 2008)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL v6.12 (Bruker AXS, 2001)' _computing_publication_material 'UdMX (Maris, 2004)' _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. 2 restraints types were used: ISOR 0.01 $F to force the disordered fluorine atoms in the isotropic direction and this restraint generate 36 restraints due to the thermal parameters of fluorine atoms. SADI 0.005 C7 F1 C7 F2 C7 F3 C7 F2B C7 F1B C7 F3B was used because of the disordered CF3 group and the combination of these distances gives 15 restraints ; _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^)+(0.0551P)^2^] 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 6898 _refine_ls_number_parameters 416 _refine_ls_number_restraints 51 _refine_ls_R_factor_all 0.0472 _refine_ls_R_factor_gt 0.0348 _refine_ls_wR_factor_ref 0.0940 _refine_ls_wR_factor_gt 0.0892 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.074 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.26105(3) 0.304045(19) 0.236876(18) 0.02592(9) Uani 1 1 d . . . P1 P 0.36132(6) 0.32751(4) 0.09672(4) 0.02843(13) Uani 1 1 d . . . P2 P 0.15330(6) 0.33068(4) 0.37956(4) 0.03108(13) Uani 1 1 d . . . S1 S 0.27468(7) 0.06499(5) 0.26601(5) 0.04093(15) Uani 1 1 d . . . O1 O 0.33311(17) 0.45104(11) 0.07725(10) 0.0345(3) Uani 1 1 d . . . O2 O 0.06839(17) 0.44363(12) 0.37697(11) 0.0401(4) Uani 1 1 d . . . O3 O 0.34338(18) 0.16424(12) 0.23984(12) 0.0413(4) Uani 1 1 d . . . O4 O 0.1271(2) 0.04285(18) 0.2263(2) 0.0903(8) Uani 1 1 d . . . O5 O 0.3004(3) 0.05047(18) 0.36691(15) 0.0938(8) Uani 1 1 d . . . F1 F 0.3994(14) -0.0175(7) 0.1032(3) 0.132(3) Uani 0.68(2) 1 d PDU . . F2 F 0.5277(6) -0.0160(5) 0.2449(11) 0.119(3) Uani 0.68(2) 1 d PDU . . F3 F 0.3422(11) -0.1314(3) 0.2019(9) 0.096(2) Uani 0.68(2) 1 d PDU . . F2B F 0.5358(7) -0.0089(9) 0.1885(15) 0.088(4) Uani 0.32(2) 1 d PDU . . F1B F 0.335(2) -0.0297(16) 0.1056(5) 0.106(5) Uani 0.32(2) 1 d PDU . . F3B F 0.368(2) -0.1219(8) 0.2398(13) 0.086(4) Uani 0.32(2) 1 d PDU . . C1 C 0.2011(2) 0.44359(16) 0.22725(14) 0.0266(4) Uani 1 1 d . . . C2 C 0.2456(2) 0.50207(16) 0.15019(14) 0.0286(4) Uani 1 1 d . . . C3 C 0.2093(3) 0.60669(17) 0.14411(17) 0.0364(5) Uani 1 1 d . . . H3 H 0.2425 0.6438 0.0907 0.044 Uiso 1 1 calc R . . C4 C 0.1238(3) 0.65637(18) 0.21719(18) 0.0425(6) Uani 1 1 d . . . H4 H 0.0975 0.7284 0.2137 0.051 Uiso 1 1 calc R . . C5 C 0.0756(3) 0.60266(18) 0.29596(18) 0.0415(5) Uani 1 1 d . . . H5 H 0.0167 0.6369 0.3463 0.050 Uiso 1 1 calc R . . C6 C 0.1157(2) 0.49874(17) 0.29857(15) 0.0315(4) Uani 1 1 d . . . C11 C 0.5639(2) 0.32172(16) 0.09414(14) 0.0304(4) Uani 1 1 d . . . C12 C 0.6564(3) 0.41281(18) 0.11918(15) 0.0364(5) Uani 1 1 d . . . H12 H 0.6125 0.4800 0.1339 0.044 Uiso 1 1 calc R . . C13 C 0.8118(3) 0.4058(2) 0.12264(18) 0.0468(6) Uani 1 1 d . . . H13 H 0.8749 0.4681 0.1396 0.056 Uiso 1 1 calc R . . C14 C 0.8750(3) 0.3089(2) 0.10156(19) 0.0500(6) Uani 1 1 d . . . H14 H 0.9820 0.3043 0.1040 0.060 Uiso 1 1 calc R . . C15 C 0.7856(3) 0.2186(2) 0.0771(2) 0.0518(6) Uani 1 1 d . . . H15 H 0.8309 0.1518 0.0626 0.062 Uiso 1 1 calc R . . C16 C 0.6298(3) 0.22390(19) 0.07335(18) 0.0411(5) Uani 1 1 d . . . H16 H 0.5680 0.1609 0.0566 0.049 Uiso 1 1 calc R . . C21 C 0.2887(2) 0.24977(17) -0.01463(15) 0.0319(5) Uani 1 1 d . . . C26 C 0.1832(3) 0.16682(19) -0.00852(18) 0.0415(5) Uani 1 1 d . . . H26 H 0.1524 0.1493 0.0545 0.050 Uiso 1 1 calc R . . C25 C 0.1225(3) 0.1092(2) -0.09462(19) 0.0507(6) Uani 1 1 d . . . H25 H 0.0512 0.0518 -0.0905 0.061 Uiso 1 1 calc R . . C24 C 0.1658(3) 0.1355(2) -0.18547(19) 0.0489(6) Uani 1 1 d . . . H24 H 0.1229 0.0968 -0.2441 0.059 Uiso 1 1 calc R . . C23 C 0.2704(3) 0.2174(2) -0.19241(17) 0.0501(6) Uani 1 1 d . . . H23 H 0.2996 0.2348 -0.2558 0.060 Uiso 1 1 calc R . . C22 C 0.3338(3) 0.27471(19) -0.10738(16) 0.0403(5) Uani 1 1 d . . . H22 H 0.4074 0.3306 -0.1123 0.048 Uiso 1 1 calc R . . C31 C 0.2861(3) 0.35687(19) 0.48359(15) 0.0371(5) Uani 1 1 d . . . C32 C 0.2826(3) 0.4512(2) 0.54612(18) 0.0523(7) Uani 1 1 d . . . H32 H 0.2077 0.5016 0.5361 0.063 Uiso 1 1 calc R . . C33 C 0.3898(4) 0.4709(3) 0.6231(2) 0.0674(9) Uani 1 1 d . . . H33 H 0.3891 0.5358 0.6654 0.081 Uiso 1 1 calc R . . C34 C 0.4962(3) 0.3984(3) 0.6391(2) 0.0661(9) Uani 1 1 d . . . H34 H 0.5681 0.4127 0.6929 0.079 Uiso 1 1 calc R . . C35 C 0.4998(3) 0.3055(3) 0.5783(2) 0.0673(8) Uani 1 1 d . . . H35 H 0.5735 0.2549 0.5901 0.081 Uiso 1 1 calc R . . C36 C 0.3962(3) 0.2851(2) 0.4995(2) 0.0545(7) Uani 1 1 d . . . H36 H 0.4009 0.2212 0.4561 0.065 Uiso 1 1 calc R . . C41 C 0.0015(2) 0.24565(18) 0.41540(16) 0.0355(5) Uani 1 1 d . . . C42 C -0.1316(3) 0.2385(3) 0.3590(2) 0.0616(8) Uani 1 1 d . . . H42 H -0.1420 0.2806 0.3051 0.074 Uiso 1 1 calc R . . C43 C -0.2502(3) 0.1707(3) 0.3798(3) 0.0769(10) Uani 1 1 d . . . H43 H -0.3411 0.1657 0.3400 0.092 Uiso 1 1 calc R . . C44 C -0.2357(3) 0.1102(2) 0.4588(2) 0.0656(8) Uani 1 1 d . . . H44 H -0.3171 0.0639 0.4739 0.079 Uiso 1 1 calc R . . C45 C -0.1043(3) 0.1173(2) 0.5149(2) 0.0553(7) Uani 1 1 d . . . H45 H -0.0946 0.0756 0.5691 0.066 Uiso 1 1 calc R . . C46 C 0.0149(3) 0.18402(19) 0.49403(18) 0.0439(6) Uani 1 1 d . . . H46 H 0.1061 0.1878 0.5335 0.053 Uiso 1 1 calc R . . C7 C 0.3899(4) -0.0301(2) 0.1991(3) 0.0804(11) Uani 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.02888(15) 0.02614(14) 0.02340(14) 0.00449(10) 0.00434(10) 0.00150(10) P1 0.0334(3) 0.0282(3) 0.0244(3) 0.0042(2) 0.0067(2) 0.0026(2) P2 0.0349(3) 0.0342(3) 0.0247(3) 0.0039(2) 0.0077(2) 0.0010(2) S1 0.0454(3) 0.0327(3) 0.0444(3) 0.0031(2) 0.0070(3) -0.0040(2) O1 0.0468(9) 0.0312(8) 0.0277(7) 0.0081(6) 0.0106(7) 0.0080(7) O2 0.0464(9) 0.0380(9) 0.0376(9) 0.0054(7) 0.0181(7) 0.0071(7) O3 0.0465(9) 0.0352(9) 0.0444(9) 0.0082(7) 0.0116(7) 0.0095(7) O4 0.0481(13) 0.0755(16) 0.140(2) -0.0131(15) -0.0054(13) -0.0133(11) O5 0.167(3) 0.0669(15) 0.0496(13) 0.0268(11) 0.0044(14) -0.0251(15) F1 0.186(6) 0.083(3) 0.125(4) -0.030(2) 0.108(4) -0.018(4) F2 0.066(3) 0.066(2) 0.226(8) 0.004(4) 0.035(3) 0.0256(18) F3 0.119(4) 0.0259(17) 0.138(5) -0.015(2) 0.020(4) -0.0152(17) F2B 0.070(5) 0.055(4) 0.145(9) 0.022(5) 0.062(4) 0.018(3) F1B 0.135(9) 0.098(8) 0.082(6) -0.027(4) 0.050(5) 0.019(6) F3B 0.105(6) 0.024(4) 0.123(8) -0.014(4) -0.003(6) 0.006(3) C1 0.0244(10) 0.0279(10) 0.0270(10) 0.0012(8) -0.0011(8) -0.0004(8) C2 0.0284(10) 0.0314(11) 0.0260(10) 0.0021(8) -0.0003(8) 0.0028(8) C3 0.0416(13) 0.0304(11) 0.0386(12) 0.0099(9) 0.0006(10) 0.0032(9) C4 0.0489(14) 0.0278(11) 0.0522(14) 0.0065(10) 0.0056(11) 0.0097(10) C5 0.0445(13) 0.0322(12) 0.0484(14) 0.0002(10) 0.0137(11) 0.0107(10) C6 0.0302(11) 0.0336(11) 0.0308(11) 0.0039(9) 0.0041(9) 0.0007(9) C11 0.0347(11) 0.0339(11) 0.0234(10) 0.0063(8) 0.0037(8) 0.0007(9) C12 0.0436(13) 0.0369(12) 0.0283(11) 0.0036(9) 0.0008(9) -0.0022(10) C13 0.0422(14) 0.0554(16) 0.0411(13) 0.0047(11) -0.0069(11) -0.0128(12) C14 0.0324(13) 0.0685(18) 0.0485(15) 0.0043(13) -0.0049(11) 0.0030(12) C15 0.0427(14) 0.0492(15) 0.0639(17) 0.0037(13) 0.0013(12) 0.0127(12) C16 0.0364(12) 0.0362(13) 0.0507(14) 0.0029(10) 0.0052(11) 0.0012(10) C21 0.0309(11) 0.0347(11) 0.0302(11) 0.0010(9) 0.0021(9) 0.0066(9) C26 0.0396(13) 0.0452(14) 0.0397(13) 0.0047(10) 0.0010(10) -0.0007(10) C25 0.0468(15) 0.0512(16) 0.0511(15) -0.0029(12) -0.0064(12) -0.0062(12) C24 0.0467(15) 0.0553(16) 0.0419(14) -0.0084(12) -0.0094(11) 0.0102(12) C23 0.0626(17) 0.0584(17) 0.0292(12) 0.0019(11) -0.0005(11) 0.0114(13) C22 0.0486(14) 0.0413(13) 0.0310(11) 0.0029(10) 0.0060(10) 0.0021(11) C31 0.0407(13) 0.0440(13) 0.0261(10) 0.0022(9) 0.0068(9) -0.0081(10) C32 0.0649(17) 0.0546(16) 0.0356(13) -0.0039(11) 0.0087(12) -0.0052(13) C33 0.086(2) 0.070(2) 0.0397(15) -0.0166(14) 0.0039(15) -0.0199(18) C34 0.0601(19) 0.096(3) 0.0378(15) -0.0009(15) -0.0066(13) -0.0290(18) C35 0.0543(17) 0.090(2) 0.0551(18) 0.0007(16) -0.0165(14) 0.0025(16) C36 0.0523(16) 0.0607(17) 0.0472(15) -0.0079(12) -0.0093(12) 0.0041(13) C41 0.0377(12) 0.0392(12) 0.0302(11) 0.0048(9) 0.0093(9) 0.0002(10) C42 0.0503(16) 0.086(2) 0.0502(16) 0.0262(15) -0.0029(13) -0.0187(15) C43 0.0499(18) 0.105(3) 0.076(2) 0.0224(19) -0.0049(16) -0.0266(17) C44 0.0565(18) 0.0609(19) 0.082(2) 0.0181(16) 0.0227(16) -0.0163(14) C45 0.0640(18) 0.0458(15) 0.0606(17) 0.0227(13) 0.0182(14) -0.0008(13) C46 0.0471(14) 0.0416(14) 0.0455(14) 0.0134(11) 0.0089(11) 0.0032(11) C7 0.075(2) 0.0313(16) 0.133(4) -0.0052(18) 0.026(2) 0.0028(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Ni1 C1 . . 1.870(2) Y Ni1 O3 . . 1.9336(15) Y Ni1 P1 . . 2.1667(6) Y Ni1 P2 . . 2.1860(6) Y P1 O1 . . 1.6314(15) Y P1 C11 . . 1.797(2) Y P1 C21 . . 1.800(2) Y P2 O2 . . 1.6357(16) Y P2 C41 . . 1.797(2) Y P2 C31 . . 1.801(2) Y S1 O4 . . 1.402(2) Y S1 O5 . . 1.411(2) Y S1 O3 . . 1.4517(16) Y S1 C7 . . 1.796(3) Y O1 C2 . . 1.396(2) Y O2 C6 . . 1.395(2) Y F1 F1b . . 0.590(17) Y F1 C7 . . 1.332(4) Y F2 F2b . . 0.784(10) Y F2 C7 . . 1.347(4) Y F3 F3b . . 0.555(16) Y F3 C7 . . 1.334(3) Y F2b C7 . . 1.323(4) Y F1b C7 . . 1.345(4) Y F3b C7 . . 1.341(4) Y C1 C6 . . 1.393(3) Y C1 C2 . . 1.397(3) Y C2 C3 . . 1.378(3) Y C3 C4 . . 1.380(3) Y C3 H3 . . 0.9500 ? C4 C5 . . 1.392(3) Y C4 H4 . . 0.9500 ? C5 C6 . . 1.372(3) Y C5 H5 . . 0.9500 ? C11 C16 . . 1.389(3) Y C11 C12 . . 1.391(3) Y C12 C13 . . 1.380(3) Y C12 H12 . . 0.9500 ? C13 C14 . . 1.369(4) Y C13 H13 . . 0.9500 ? C14 C15 . . 1.366(4) Y C14 H14 . . 0.9500 ? C15 C16 . . 1.381(3) Y C15 H15 . . 0.9500 ? C16 H16 . . 0.9500 ? C21 C26 . . 1.386(3) Y C21 C22 . . 1.395(3) Y C26 C25 . . 1.391(3) Y C26 H26 . . 0.9500 ? C25 C24 . . 1.371(4) Y C25 H25 . . 0.9500 ? C24 C23 . . 1.372(4) Y C24 H24 . . 0.9500 ? C23 C22 . . 1.387(3) Y C23 H23 . . 0.9500 ? C22 H22 . . 0.9500 ? C31 C36 . . 1.380(3) Y C31 C32 . . 1.390(3) Y C32 C33 . . 1.384(4) Y C32 H32 . . 0.9500 ? C33 C34 . . 1.362(5) Y C33 H33 . . 0.9500 ? C34 C35 . . 1.363(4) Y C34 H34 . . 0.9500 ? C35 C36 . . 1.381(4) Y C35 H35 . . 0.9500 ? C36 H36 . . 0.9500 ? C41 C42 . . 1.377(3) Y C41 C46 . . 1.386(3) Y C42 C43 . . 1.383(4) Y C42 H42 . . 0.9500 ? C43 C44 . . 1.383(4) Y C43 H43 . . 0.9500 ? C44 C45 . . 1.363(4) Y C44 H44 . . 0.9500 ? C45 C46 . . 1.379(3) Y C45 H45 . . 0.9500 ? C46 H46 . . 0.9500 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C1 NI1 O3 . . . 173.63(7) Y C1 NI1 P1 . . . 82.02(6) Y O3 NI1 P1 . . . 92.74(5) Y C1 NI1 P2 . . . 81.61(6) Y O3 NI1 P2 . . . 103.35(5) Y P1 NI1 P2 . . . 163.24(2) Y O1 P1 C11 . . . 102.51(9) Y O1 P1 C21 . . . 104.62(9) Y C11 P1 C21 . . . 105.96(9) Y O1 P1 NI1 . . . 106.35(5) Y C11 P1 NI1 . . . 116.17(7) Y C21 P1 NI1 . . . 119.33(7) Y O2 P2 C41 . . . 100.92(9) Y O2 P2 C31 . . . 103.37(10) Y C41 P2 C31 . . . 107.97(10) Y O2 P2 NI1 . . . 105.42(6) Y C41 P2 NI1 . . . 122.94(7) Y C31 P2 NI1 . . . 113.59(7) Y O4 S1 O5 . . . 116.92(16) Y O4 S1 O3 . . . 114.07(13) Y O5 S1 O3 . . . 112.66(12) Y O4 S1 C7 . . . 105.35(15) Y O5 S1 C7 . . . 105.17(16) Y O3 S1 C7 . . . 100.48(11) Y C2 O1 P1 . . . 111.74(12) Y C6 O2 P2 . . . 111.59(13) Y S1 O3 NI1 . . . 130.66(10) Y F1B F1 C7 . . . 78.5(6) Y F2B F2 C7 . . . 71.3(4) Y F3B F3 C7 . . . 78.7(6) Y F2 F2B C7 . . . 74.6(4) Y F1 F1B C7 . . . 76.0(6) Y F3 F3B C7 . . . 77.3(6) Y C6 C1 C2 . . . 115.03(18) Y C6 C1 NI1 . . . 122.68(15) Y C2 C1 NI1 . . . 122.21(15) Y C3 C2 O1 . . . 119.24(18) Y C3 C2 C1 . . . 123.33(19) Y O1 C2 C1 . . . 117.43(17) Y C2 C3 C4 . . . 118.6(2) Y C2 C3 H3 . . . 120.7 ? C4 C3 H3 . . . 120.7 ? C3 C4 C5 . . . 121.0(2) Y C3 C4 H4 . . . 119.5 ? C5 C4 H4 . . . 119.5 ? C6 C5 C4 . . . 117.9(2) Y C6 C5 H5 . . . 121.1 ? C4 C5 H5 . . . 121.1 ? C5 C6 C1 . . . 124.12(19) Y C5 C6 O2 . . . 118.72(19) Y C1 C6 O2 . . . 117.16(18) Y C16 C11 C12 . . . 119.2(2) Y C16 C11 P1 . . . 119.70(16) Y C12 C11 P1 . . . 120.92(17) Y C13 C12 C11 . . . 120.2(2) Y C13 C12 H12 . . . 119.9 ? C11 C12 H12 . . . 119.9 ? C14 C13 C12 . . . 119.9(2) Y C14 C13 H13 . . . 120.1 ? C12 C13 H13 . . . 120.1 ? C15 C14 C13 . . . 120.7(2) Y C15 C14 H14 . . . 119.7 ? C13 C14 H14 . . . 119.7 ? C14 C15 C16 . . . 120.4(2) Y C14 C15 H15 . . . 119.8 ? C16 C15 H15 . . . 119.8 ? C15 C16 C11 . . . 119.7(2) Y C15 C16 H16 . . . 120.2 ? C11 C16 H16 . . . 120.2 ? C26 C21 C22 . . . 119.6(2) Y C26 C21 P1 . . . 119.84(16) Y C22 C21 P1 . . . 120.50(17) Y C21 C26 C25 . . . 120.0(2) Y C21 C26 H26 . . . 120.0 ? C25 C26 H26 . . . 120.0 ? C24 C25 C26 . . . 119.9(2) Y C24 C25 H25 . . . 120.0 ? C26 C25 H25 . . . 120.0 ? C25 C24 C23 . . . 120.6(2) Y C25 C24 H24 . . . 119.7 ? C23 C24 H24 . . . 119.7 ? C24 C23 C22 . . . 120.3(2) Y C24 C23 H23 . . . 119.8 ? C22 C23 H23 . . . 119.8 ? C23 C22 C21 . . . 119.5(2) Y C23 C22 H22 . . . 120.2 ? C21 C22 H22 . . . 120.2 ? C36 C31 C32 . . . 119.4(2) Y C36 C31 P2 . . . 120.10(18) Y C32 C31 P2 . . . 120.5(2) Y C33 C32 C31 . . . 119.1(3) Y C33 C32 H32 . . . 120.4 ? C31 C32 H32 . . . 120.4 ? C34 C33 C32 . . . 120.9(3) Y C34 C33 H33 . . . 119.5 ? C32 C33 H33 . . . 119.5 ? C33 C34 C35 . . . 120.2(3) Y C33 C34 H34 . . . 119.9 ? C35 C34 H34 . . . 119.9 ? C34 C35 C36 . . . 120.0(3) Y C34 C35 H35 . . . 120.0 ? C36 C35 H35 . . . 120.0 ? C31 C36 C35 . . . 120.3(3) Y C31 C36 H36 . . . 119.8 ? C35 C36 H36 . . . 119.8 ? C42 C41 C46 . . . 119.0(2) Y C42 C41 P2 . . . 117.91(17) Y C46 C41 P2 . . . 123.06(18) Y C41 C42 C43 . . . 120.8(3) Y C41 C42 H42 . . . 119.6 ? C43 C42 H42 . . . 119.6 ? C44 C43 C42 . . . 119.7(3) Y C44 C43 H43 . . . 120.2 ? C42 C43 H43 . . . 120.2 ? C45 C44 C43 . . . 119.7(2) Y C45 C44 H44 . . . 120.2 ? C43 C44 H44 . . . 120.2 ? C44 C45 C46 . . . 121.0(2) Y C44 C45 H45 . . . 119.5 ? C46 C45 H45 . . . 119.5 ? C45 C46 C41 . . . 119.9(2) Y C45 C46 H46 . . . 120.0 ? C41 C46 H46 . . . 120.0 ? F2B C7 F1 . . . 76.1(6) Y F2B C7 F3 . . . 118.8(7) Y F1 C7 F3 . . . 105.3(6) Y F2B C7 F3B . . . 111.1(9) Y F1 C7 F3B . . . 127.4(9) Y F2B C7 F1B . . . 101.5(7) Y F3 C7 F1B . . . 91.7(8) Y F3B C7 F1B . . . 115.6(9) Y F1 C7 F2 . . . 110.3(5) Y F3 C7 F2 . . . 108.5(5) Y F3B C7 F2 . . . 90.1(8) Y F1B C7 F2 . . . 135.7(6) Y F2B C7 S1 . . . 121.0(6) Y F1 C7 S1 . . . 114.1(5) Y F3 C7 S1 . . . 113.8(4) Y F3B C7 S1 . . . 105.8(8) Y F1B C7 S1 . . . 101.9(7) Y F2 C7 S1 . . . 104.9(4) Y 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C1 NI1 P1 O1 . . . . 4.26(8) Y O3 NI1 P1 O1 . . . . -172.09(8) Y P2 NI1 P1 O1 . . . . -8.19(11) Y C1 NI1 P1 C11 . . . . 117.57(10) Y O3 NI1 P1 C11 . . . . -58.78(9) Y P2 NI1 P1 C11 . . . . 105.11(11) Y C1 NI1 P1 C21 . . . . -113.56(10) Y O3 NI1 P1 C21 . . . . 70.09(9) Y P2 NI1 P1 C21 . . . . -126.01(11) Y C1 NI1 P2 O2 . . . . 9.00(8) Y O3 NI1 P2 O2 . . . . -175.08(8) Y P1 NI1 P2 O2 . . . . 21.47(11) Y C1 NI1 P2 C41 . . . . 123.38(11) Y O3 NI1 P2 C41 . . . . -60.69(11) Y P1 NI1 P2 C41 . . . . 135.85(11) Y C1 NI1 P2 C31 . . . . -103.47(10) Y O3 NI1 P2 C31 . . . . 72.46(10) Y P1 NI1 P2 C31 . . . . -91.00(12) Y C11 P1 O1 C2 . . . . -126.76(14) Y C21 P1 O1 C2 . . . . 122.82(14) Y NI1 P1 O1 C2 . . . . -4.35(14) Y C41 P2 O2 C6 . . . . -141.90(15) Y C31 P2 O2 C6 . . . . 106.46(15) Y NI1 P2 O2 C6 . . . . -13.02(15) Y O4 S1 O3 NI1 . . . . 43.66(19) Y O5 S1 O3 NI1 . . . . -92.71(18) Y C7 S1 O3 NI1 . . . . 155.84(16) Y P1 NI1 O3 S1 . . . . -136.89(13) Y P2 NI1 O3 S1 . . . . 47.82(14) Y P1 NI1 C1 C6 . . . . 179.31(17) Y P2 NI1 C1 C6 . . . . -4.30(16) Y P1 NI1 C1 C2 . . . . -3.99(16) Y P2 NI1 C1 C2 . . . . 172.41(17) Y P1 O1 C2 C3 . . . . -179.12(16) Y P1 O1 C2 C1 . . . . 1.9(2) Y C6 C1 C2 C3 . . . . 0.3(3) Y NI1 C1 C2 C3 . . . . -176.64(16) Y C6 C1 C2 O1 . . . . 179.24(16) Y NI1 C1 C2 O1 . . . . 2.3(3) Y O1 C2 C3 C4 . . . . -179.46(19) Y C1 C2 C3 C4 . . . . -0.5(3) Y C2 C3 C4 C5 . . . . 0.4(4) Y C3 C4 C5 C6 . . . . 0.0(4) Y C4 C5 C6 C1 . . . . -0.2(3) Y C4 C5 C6 O2 . . . . 180.0(2) Y C2 C1 C6 C5 . . . . 0.1(3) Y NI1 C1 C6 C5 . . . . 177.01(18) Y C2 C1 C6 O2 . . . . 179.90(17) Y NI1 C1 C6 O2 . . . . -3.2(3) Y P2 O2 C6 C5 . . . . -168.85(17) Y P2 O2 C6 C1 . . . . 11.3(2) Y O1 P1 C11 C16 . . . . -157.47(17) Y C21 P1 C11 C16 . . . . -48.06(19) Y NI1 P1 C11 C16 . . . . 87.04(18) Y O1 P1 C11 C12 . . . . 26.88(18) Y C21 P1 C11 C12 . . . . 136.29(17) Y NI1 P1 C11 C12 . . . . -88.61(17) Y C16 C11 C12 C13 . . . . 0.4(3) Y P1 C11 C12 C13 . . . . 176.06(17) Y C11 C12 C13 C14 . . . . -0.1(3) Y C12 C13 C14 C15 . . . . 0.0(4) Y C13 C14 C15 C16 . . . . 0.0(4) Y C14 C15 C16 C11 . . . . 0.3(4) Y C12 C11 C16 C15 . . . . -0.5(3) Y P1 C11 C16 C15 . . . . -176.19(19) Y O1 P1 C21 C26 . . . . -126.80(18) Y C11 P1 C21 C26 . . . . 125.30(18) Y NI1 P1 C21 C26 . . . . -8.1(2) Y O1 P1 C21 C22 . . . . 50.96(19) Y C11 P1 C21 C22 . . . . -56.9(2) Y NI1 P1 C21 C22 . . . . 169.67(15) Y C22 C21 C26 C25 . . . . -0.3(3) Y P1 C21 C26 C25 . . . . 177.53(19) Y C21 C26 C25 C24 . . . . -0.8(4) Y C26 C25 C24 C23 . . . . 1.0(4) Y C25 C24 C23 C22 . . . . -0.1(4) Y C24 C23 C22 C21 . . . . -1.0(4) Y C26 C21 C22 C23 . . . . 1.1(3) Y P1 C21 C22 C23 . . . . -176.62(18) Y O2 P2 C31 C36 . . . . -169.4(2) Y C41 P2 C31 C36 . . . . 84.2(2) Y NI1 P2 C31 C36 . . . . -55.7(2) Y O2 P2 C31 C32 . . . . 8.0(2) Y C41 P2 C31 C32 . . . . -98.4(2) Y NI1 P2 C31 C32 . . . . 121.65(18) Y C36 C31 C32 C33 . . . . -0.1(4) Y P2 C31 C32 C33 . . . . -177.5(2) Y C31 C32 C33 C34 . . . . -1.1(4) Y C32 C33 C34 C35 . . . . 0.9(5) Y C33 C34 C35 C36 . . . . 0.6(5) Y C32 C31 C36 C35 . . . . 1.6(4) Y P2 C31 C36 C35 . . . . 179.0(2) Y C34 C35 C36 C31 . . . . -1.9(5) Y O2 P2 C41 C42 . . . . 54.6(2) Y C31 P2 C41 C42 . . . . 162.7(2) Y NI1 P2 C41 C42 . . . . -61.9(2) Y O2 P2 C41 C46 . . . . -128.2(2) Y C31 P2 C41 C46 . . . . -20.2(2) Y NI1 P2 C41 C46 . . . . 115.17(19) Y C46 C41 C42 C43 . . . . -0.3(4) Y P2 C41 C42 C43 . . . . 177.0(3) Y C41 C42 C43 C44 . . . . 0.7(5) Y C42 C43 C44 C45 . . . . -0.5(5) Y C43 C44 C45 C46 . . . . 0.0(5) Y C44 C45 C46 C41 . . . . 0.4(4) Y C42 C41 C46 C45 . . . . -0.3(4) Y P2 C41 C46 C45 . . . . -177.4(2) Y F2 F2B C7 F1 . . . . 179.4(13) Y F2 F2B C7 F3 . . . . -80.6(12) Y F2 F2B C7 F3B . . . . -55.5(13) Y F2 F2B C7 F1B . . . . -179.0(12) Y F2 F2B C7 S1 . . . . 69.4(12) Y F1B F1 C7 F2B . . . . 176(3) Y F1B F1 C7 F3 . . . . 60(3) Y F1B F1 C7 F3B . . . . 70(3) Y F1B F1 C7 F2 . . . . 177(2) Y F1B F1 C7 S1 . . . . -66(3) Y F3B F3 C7 F2B . . . . 77(3) Y F3B F3 C7 F1 . . . . 159(3) Y F3B F3 C7 F1B . . . . -179(3) Y F3B F3 C7 F2 . . . . 41(3) Y F3B F3 C7 S1 . . . . -75(3) Y F3 F3B C7 F2B . . . . -114(3) Y F3 F3B C7 F1 . . . . -25(3) Y F3 F3B C7 F1B . . . . 1(3) Y F3 F3B C7 F2 . . . . -141(3) Y F3 F3B C7 S1 . . . . 113(3) Y F1 F1B C7 F2B . . . . -4(3) Y F1 F1B C7 F3 . . . . -123(2) Y F1 F1B C7 F3B . . . . -124(3) Y F1 F1B C7 F2 . . . . -4(3) Y F1 F1B C7 S1 . . . . 122(2) Y F2B F2 C7 F1 . . . . -0.6(13) Y F2B F2 C7 F3 . . . . 114.2(12) Y F2B F2 C7 F3B . . . . 129.8(13) Y F2B F2 C7 F1B . . . . 1.4(17) Y F2B F2 C7 S1 . . . . -123.8(11) Y O4 S1 C7 F2B . . . . 153.6(9) Y O5 S1 C7 F2B . . . . -82.3(9) Y O3 S1 C7 F2B . . . . 34.9(9) Y O4 S1 C7 F1 . . . . 65.8(5) Y O5 S1 C7 F1 . . . . -170.1(5) Y O3 S1 C7 F1 . . . . -52.9(5) Y O4 S1 C7 F3 . . . . -55.0(7) Y O5 S1 C7 F3 . . . . 69.1(7) Y O3 S1 C7 F3 . . . . -173.8(7) Y O4 S1 C7 F3B . . . . -79.1(9) Y O5 S1 C7 F3B . . . . 45.0(9) Y O3 S1 C7 F3B . . . . 162.2(9) Y O4 S1 C7 F1B . . . . 42.2(10) Y O5 S1 C7 F1B . . . . 166.3(10) Y O3 S1 C7 F1B . . . . -76.5(10) Y O4 S1 C7 F2 . . . . -173.5(6) Y O5 S1 C7 F2 . . . . -49.3(7) Y O3 S1 C7 F2 . . . . 67.8(6) Y _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.537 _refine_diff_density_min -0.361 _refine_diff_density_rms 0.058 #=== END OF THE CIF FILE # Attachment 'web_deposit_cif_file_3_AbderrahmenSalah_1302638070.cif' data_salah4 _database_code_depnum_ccdc_archive 'CCDC 814533' #TrackingRef 'web_deposit_cif_file_3_AbderrahmenSalah_1302638070.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H26 Ni O4 P2' _chemical_formula_sum 'C32 H26 Ni O4 P2' _chemical_formula_weight 595.18 _chemical_compound_source 'Synthesized by the authors. See text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.7434(3) _cell_length_b 9.9182(4) _cell_length_c 16.1169(6) _cell_angle_alpha 92.699(2) _cell_angle_beta 97.355(2) _cell_angle_gamma 98.210(2) _cell_volume 1368.89(9) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4078 _cell_measurement_theta_min 4.51 _cell_measurement_theta_max 67.14 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.05 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.444 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 616 _exptl_absorpt_coefficient_mu 2.430 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8882 _exptl_absorpt_correction_T_max 0.9530 _exptl_absorpt_process_details 'Sadabs (Sheldrick, 1996)' _exptl_special_details ; X-ray crystallographic data for I were collected from a single crystal sample, which was mounted on a loop fiber. Data were collected using a Bruker microstar diffractometer equiped with a Platinum 135 CCD Detector, a Helios optics and a Kappa goniometer. The crystal-to-detector distance was 4.0 cm, and the data collection was carried out in 512 x 512 pixel mode. The initial unit cell parameters were determined by a least-squares fit of the angular setting of strong reflections, collected by a 10.0 degree scan in 33 frames over three different parts of the reciprocal space (99 frames total). Due to geometrical constraints of the instrument and the use of copper radiation, we obtain consistently a data completeness lower than 100% in dependence of the crystal system and the orientation of the mounted crystal, even with appropriate data collection routines. Typical values for data completeness range from 83-92% for triclinic, 85-97% for monoclinic and 85-98% for all other crystal systems. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Rotating Anode' _diffrn_radiation_monochromator 'Helios optics' _diffrn_measurement_device_type 'Bruker Microstar' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 8.3 _diffrn_reflns_number 19890 _diffrn_reflns_av_R_equivalents 0.1134 _diffrn_reflns_av_sigmaI/netI 0.0702 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 4.51 _diffrn_reflns_theta_max 69.26 _reflns_number_total 4937 _reflns_number_gt 4099 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2008)' _computing_cell_refinement 'SAINT V7.60A(Bruker AXS, 2008)' _computing_data_reduction 'SAINT V7.60A(Bruker AXS, 2008)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL v6.12 (Bruker AXS, 2001)' _computing_publication_material 'UdMX (Maris, 2004)' _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. one restraint was used : SADI Ni1 O3 Ni1 O3B because of the disordered O3 and to force these tow distance to be similar ; _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^)+(0.1170P)^2^+0.4264P] 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 4937 _refine_ls_number_parameters 367 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0738 _refine_ls_R_factor_gt 0.0646 _refine_ls_wR_factor_ref 0.1866 _refine_ls_wR_factor_gt 0.1772 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.065 _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 0.73331(6) 0.90724(6) 0.25570(4) 0.0287(2) Uani 1 1 d D . . P1 P 0.84627(10) 1.01478(9) 0.15912(6) 0.0319(2) Uani 1 1 d . A . P2 P 0.62486(10) 0.75503(9) 0.33015(5) 0.0323(2) Uani 1 1 d . A . O1 O 0.8926(3) 0.8891(2) 0.09923(17) 0.0393(6) Uani 1 1 d . . . O2 O 0.6328(3) 0.6071(3) 0.28456(16) 0.0374(6) Uani 1 1 d . . . C1 C 0.7618(4) 0.7519(3) 0.1931(2) 0.0277(7) Uani 1 1 d . A . C2 C 0.8370(4) 0.7617(4) 0.1218(2) 0.0323(7) Uani 1 1 d . A . C3 C 0.8555(4) 0.6489(4) 0.0730(2) 0.0368(8) Uani 1 1 d . . . H3 H 0.9055 0.6587 0.0242 0.044 Uiso 1 1 calc R A . C4 C 0.7995(4) 0.5207(4) 0.0969(2) 0.0411(8) Uani 1 1 d . A . H4 H 0.8114 0.4420 0.0638 0.049 Uiso 1 1 calc R . . C5 C 0.7261(4) 0.5049(4) 0.1681(2) 0.0382(8) Uani 1 1 d . . . H5 H 0.6890 0.4168 0.1847 0.046 Uiso 1 1 calc R A . C6 C 0.7092(4) 0.6203(4) 0.2134(2) 0.0308(7) Uani 1 1 d . A . C11 C 0.7397(4) 1.0992(3) 0.0780(2) 0.0313(7) Uani 1 1 d . . . C12 C 0.5959(4) 1.1332(4) 0.0873(2) 0.0382(8) Uani 1 1 d . A . H12 H 0.5523 1.1148 0.1374 0.046 Uiso 1 1 calc R . . C13 C 0.5150(5) 1.1938(5) 0.0245(3) 0.0485(10) Uani 1 1 d . . . H13 H 0.4155 1.2174 0.0311 0.058 Uiso 1 1 calc R A . C14 C 0.5785(5) 1.2204(5) -0.0486(3) 0.0513(10) Uani 1 1 d . A . H14 H 0.5231 1.2632 -0.0920 0.062 Uiso 1 1 calc R . . C15 C 0.7215(5) 1.1848(5) -0.0582(3) 0.0482(9) Uani 1 1 d . . . H15 H 0.7652 1.2032 -0.1083 0.058 Uiso 1 1 calc R A . C16 C 0.8020(4) 1.1225(4) 0.0043(2) 0.0401(8) Uani 1 1 d . A . H16 H 0.8997 1.0956 -0.0031 0.048 Uiso 1 1 calc R . . C21 C 1.0405(4) 1.1118(4) 0.1825(2) 0.0339(7) Uani 1 1 d . . . C22 C 1.0774(5) 1.2444(4) 0.1606(3) 0.0424(8) Uani 1 1 d . A . H22 H 0.9986 1.2902 0.1335 0.051 Uiso 1 1 calc R . . C23 C 1.2292(5) 1.3101(5) 0.1782(3) 0.0552(11) Uani 1 1 d . . . H23 H 1.2557 1.3997 0.1610 0.066 Uiso 1 1 calc R A . C24 C 1.3425(5) 1.2460(5) 0.2209(3) 0.0585(12) Uani 1 1 d . A . H24 H 1.4460 1.2929 0.2346 0.070 Uiso 1 1 calc R . . C25 C 1.3066(5) 1.1165(6) 0.2431(3) 0.0588(12) Uani 1 1 d . . . H25 H 1.3850 1.0727 0.2724 0.071 Uiso 1 1 calc R A . C26 C 1.1549(4) 1.0473(4) 0.2232(3) 0.0452(9) Uani 1 1 d . A . H26 H 1.1305 0.9557 0.2378 0.054 Uiso 1 1 calc R . . C31 C 0.4187(4) 0.7417(4) 0.3367(2) 0.0345(7) Uani 1 1 d . . . C32 C 0.3118(5) 0.6667(5) 0.2754(3) 0.0470(9) Uani 1 1 d . A . H32 H 0.3474 0.6224 0.2295 0.056 Uiso 1 1 calc R . . C33 C 0.1539(5) 0.6552(5) 0.2795(3) 0.0561(11) Uani 1 1 d . . . H33 H 0.0814 0.6022 0.2372 0.067 Uiso 1 1 calc R A . C34 C 0.1023(5) 0.7203(5) 0.3447(3) 0.0575(12) Uani 1 1 d . A . H34 H -0.0063 0.7119 0.3480 0.069 Uiso 1 1 calc R . . C35 C 0.2059(5) 0.7970(5) 0.4047(3) 0.0569(12) Uani 1 1 d . . . H35 H 0.1691 0.8430 0.4495 0.068 Uiso 1 1 calc R A . C36 C 0.3632(5) 0.8085(5) 0.4013(3) 0.0480(10) Uani 1 1 d . A . H36 H 0.4345 0.8627 0.4436 0.058 Uiso 1 1 calc R . . C41 C 0.7105(4) 0.7388(4) 0.4359(2) 0.0338(7) Uani 1 1 d . . . C42 C 0.6812(5) 0.6158(5) 0.4736(3) 0.0501(10) Uani 1 1 d . A . H42 H 0.6125 0.5412 0.4439 0.060 Uiso 1 1 calc R . . C43 C 0.7516(6) 0.6019(5) 0.5535(3) 0.0585(11) Uani 1 1 d . . . H43 H 0.7320 0.5179 0.5790 0.070 Uiso 1 1 calc R A . C44 C 0.8498(5) 0.7096(6) 0.5961(3) 0.0574(11) Uani 1 1 d . A . H44 H 0.8985 0.7000 0.6512 0.069 Uiso 1 1 calc R . . C45 C 0.8786(6) 0.8312(6) 0.5599(3) 0.0628(13) Uani 1 1 d . . . H45 H 0.9457 0.9060 0.5904 0.075 Uiso 1 1 calc R A . C46 C 0.8104(5) 0.8456(5) 0.4794(3) 0.0502(10) Uani 1 1 d . A . H46 H 0.8325 0.9294 0.4540 0.060 Uiso 1 1 calc R . . O3 O 0.7007(4) 1.0523(3) 0.3281(2) 0.0406(7) Uani 0.895(4) 1 d PD A 1 O4 O 0.7977(4) 1.2126(3) 0.24840(19) 0.0413(7) Uani 0.895(4) 1 d P A 1 C7 C 0.7395(5) 1.1765(4) 0.3111(2) 0.0345(9) Uani 0.895(4) 1 d P A 1 C8 C 0.7118(7) 1.2835(6) 0.3731(4) 0.0526(14) Uani 0.895(4) 1 d P A 1 H8A H 0.6909 1.3651 0.3442 0.079 Uiso 0.895(4) 1 calc PR A 1 H8B H 0.8043 1.3069 0.4153 0.079 Uiso 0.895(4) 1 calc PR A 1 H8C H 0.6218 1.2489 0.4007 0.079 Uiso 0.895(4) 1 calc PR A 1 O3B O 0.720(4) 1.090(2) 0.2970(19) 0.0406(7) Uani 0.105(4) 1 d PD A 2 O4B O 0.610(3) 1.024(3) 0.4051(16) 0.0413(7) Uani 0.105(4) 1 d P A 2 C7B C 0.668(4) 1.112(4) 0.361(2) 0.0345(9) Uani 0.105(4) 1 d P A 2 C8B C 0.649(8) 1.263(6) 0.382(4) 0.0526(14) Uani 0.105(4) 1 d P A 2 H8D H 0.5834 1.2664 0.4271 0.079 Uiso 0.105(4) 1 calc PR A 2 H8E H 0.6002 1.3006 0.3323 0.079 Uiso 0.105(4) 1 calc PR A 2 H8F H 0.7519 1.3163 0.4011 0.079 Uiso 0.105(4) 1 calc PR A 2 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 0.0313(3) 0.0261(3) 0.0297(3) 0.0031(2) 0.0082(2) 0.0041(2) P1 0.0333(5) 0.0278(4) 0.0363(5) 0.0087(3) 0.0101(3) 0.0035(3) P2 0.0349(5) 0.0340(5) 0.0293(4) 0.0082(3) 0.0085(3) 0.0031(3) O1 0.0490(14) 0.0289(12) 0.0443(14) 0.0064(11) 0.0241(12) 0.0029(11) O2 0.0478(14) 0.0313(13) 0.0354(13) 0.0105(10) 0.0163(11) 0.0013(10) C1 0.0279(15) 0.0275(16) 0.0278(15) 0.0050(13) 0.0022(12) 0.0043(12) C2 0.0297(16) 0.0333(18) 0.0340(17) 0.0037(14) 0.0032(13) 0.0054(13) C3 0.0397(18) 0.0380(19) 0.0344(18) 0.0018(15) 0.0090(14) 0.0081(15) C4 0.047(2) 0.0333(19) 0.041(2) -0.0054(15) 0.0048(16) 0.0058(16) C5 0.047(2) 0.0244(17) 0.043(2) 0.0066(15) 0.0064(16) 0.0015(15) C6 0.0307(16) 0.0323(17) 0.0289(16) 0.0037(13) 0.0021(13) 0.0041(13) C11 0.0292(16) 0.0307(17) 0.0325(17) 0.0042(14) 0.0037(13) -0.0011(13) C12 0.0368(18) 0.0401(19) 0.0390(19) 0.0062(15) 0.0085(14) 0.0057(15) C13 0.0376(19) 0.054(2) 0.053(2) 0.0017(19) -0.0009(17) 0.0117(17) C14 0.046(2) 0.058(3) 0.046(2) 0.0094(19) -0.0103(17) 0.0057(19) C15 0.051(2) 0.055(2) 0.037(2) 0.0107(18) 0.0078(17) 0.0018(19) C16 0.0401(19) 0.044(2) 0.0387(19) 0.0099(16) 0.0124(15) 0.0048(16) C21 0.0353(17) 0.0360(18) 0.0333(17) 0.0089(14) 0.0116(14) 0.0067(14) C22 0.044(2) 0.0357(19) 0.046(2) 0.0052(16) 0.0048(16) -0.0011(16) C23 0.057(3) 0.045(2) 0.060(3) 0.004(2) 0.015(2) -0.011(2) C24 0.037(2) 0.072(3) 0.063(3) 0.001(2) 0.0092(19) -0.005(2) C25 0.035(2) 0.075(3) 0.067(3) 0.004(2) 0.0078(19) 0.011(2) C26 0.042(2) 0.045(2) 0.051(2) 0.0092(18) 0.0100(17) 0.0121(17) C31 0.0379(18) 0.0334(17) 0.0330(17) 0.0114(14) 0.0057(14) 0.0040(14) C32 0.044(2) 0.059(3) 0.037(2) 0.0061(18) 0.0030(16) 0.0059(18) C33 0.040(2) 0.071(3) 0.053(2) 0.013(2) -0.0053(18) 0.001(2) C34 0.034(2) 0.077(3) 0.067(3) 0.030(3) 0.0077(19) 0.019(2) C35 0.048(2) 0.079(3) 0.051(2) 0.009(2) 0.0116(19) 0.028(2) C36 0.043(2) 0.056(3) 0.047(2) 0.0021(19) 0.0072(17) 0.0123(18) C41 0.0312(16) 0.0418(19) 0.0303(16) 0.0087(14) 0.0081(13) 0.0058(14) C42 0.060(2) 0.046(2) 0.043(2) 0.0085(18) 0.0039(18) 0.0054(19) C43 0.073(3) 0.057(3) 0.046(2) 0.022(2) 0.004(2) 0.010(2) C44 0.052(2) 0.079(3) 0.043(2) 0.016(2) 0.0020(18) 0.014(2) C45 0.062(3) 0.074(3) 0.042(2) 0.002(2) -0.004(2) -0.015(2) C46 0.058(2) 0.047(2) 0.042(2) 0.0104(18) 0.0018(18) -0.0031(19) O3 0.0554(18) 0.0350(16) 0.0363(17) 0.0055(13) 0.0181(14) 0.0120(13) O4 0.0539(17) 0.0324(15) 0.0402(16) 0.0052(12) 0.0128(13) 0.0081(12) C7 0.037(2) 0.034(2) 0.033(2) 0.0059(17) 0.0023(15) 0.0110(16) C8 0.071(4) 0.046(3) 0.043(3) -0.009(2) 0.005(3) 0.022(3) O3B 0.0554(18) 0.0350(16) 0.0363(17) 0.0055(13) 0.0181(14) 0.0120(13) O4B 0.0539(17) 0.0324(15) 0.0402(16) 0.0052(12) 0.0128(13) 0.0081(12) C7B 0.037(2) 0.034(2) 0.033(2) 0.0059(17) 0.0023(15) 0.0110(16) C8B 0.071(4) 0.046(3) 0.043(3) -0.009(2) 0.005(3) 0.022(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 C1 1.866(3) . ? Ni1 O3 1.886(3) . ? Ni1 O3B 1.924(18) . ? Ni1 P2 2.1612(9) . ? Ni1 P1 2.1876(9) . ? P1 O1 1.668(2) . ? P1 C21 1.813(4) . ? P1 C11 1.814(4) . ? P2 O2 1.625(3) . ? P2 C41 1.796(4) . ? P2 C31 1.806(3) . ? O1 C2 1.370(4) . ? O2 C6 1.401(4) . ? C1 C6 1.389(5) . ? C1 C2 1.396(5) . ? C2 C3 1.378(5) . ? C3 C4 1.386(5) . ? C3 H3 0.9500 . ? C4 C5 1.389(5) . ? C4 H4 0.9500 . ? C5 C6 1.365(5) . ? C5 H5 0.9500 . ? C11 C12 1.372(5) . ? C11 C16 1.385(5) . ? C12 C13 1.372(6) . ? C12 H12 0.9500 . ? C13 C14 1.386(6) . ? C13 H13 0.9500 . ? C14 C15 1.373(6) . ? C14 H14 0.9500 . ? C15 C16 1.376(6) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C21 C26 1.376(5) . ? C21 C22 1.383(5) . ? C22 C23 1.380(6) . ? C22 H22 0.9500 . ? C23 C24 1.380(7) . ? C23 H23 0.9500 . ? C24 C25 1.355(7) . ? C24 H24 0.9500 . ? C25 C26 1.394(6) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C31 C32 1.378(5) . ? C31 C36 1.384(5) . ? C32 C33 1.380(6) . ? C32 H32 0.9500 . ? C33 C34 1.365(7) . ? C33 H33 0.9500 . ? C34 C35 1.358(7) . ? C34 H34 0.9500 . ? C35 C36 1.372(6) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C41 C46 1.373(6) . ? C41 C42 1.393(6) . ? C42 C43 1.377(6) . ? C42 H42 0.9500 . ? C43 C44 1.366(7) . ? C43 H43 0.9500 . ? C44 C45 1.370(7) . ? C44 H44 0.9500 . ? C45 C46 1.380(6) . ? C45 H45 0.9500 . ? C46 H46 0.9500 . ? O3 C7 1.282(5) . ? O4 C7 1.234(5) . ? C7 C8 1.490(6) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? O3B C7B 1.21(5) . ? O4B C7B 1.24(4) . ? C7B C8B 1.55(7) . ? C8B H8D 0.9800 . ? C8B H8E 0.9800 . ? C8B H8F 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 C1 Ni1 O3 174.02(14) . . ? C1 Ni1 O3B 166.0(10) . . ? O3 Ni1 O3B 20.0(9) . . ? C1 Ni1 P2 81.73(10) . . ? O3 Ni1 P2 92.55(11) . . ? O3B Ni1 P2 112.0(9) . . ? C1 Ni1 P1 83.44(10) . . ? O3 Ni1 P1 102.32(11) . . ? O3B Ni1 P1 82.7(9) . . ? P2 Ni1 P1 165.10(4) . . ? O1 P1 C21 97.06(14) . . ? O1 P1 C11 98.73(15) . . ? C21 P1 C11 107.19(15) . . ? O1 P1 Ni1 103.43(9) . . ? C21 P1 Ni1 121.35(12) . . ? C11 P1 Ni1 122.60(11) . . ? O2 P2 C41 102.63(16) . . ? O2 P2 C31 100.85(15) . . ? C41 P2 C31 103.92(15) . . ? O2 P2 Ni1 106.81(9) . . ? C41 P2 Ni1 120.00(12) . . ? C31 P2 Ni1 119.72(12) . . ? C2 O1 P1 113.1(2) . . ? C6 O2 P2 111.5(2) . . ? C6 C1 C2 115.8(3) . . ? C6 C1 Ni1 122.8(2) . . ? C2 C1 Ni1 121.4(3) . . ? O1 C2 C3 119.0(3) . . ? O1 C2 C1 118.4(3) . . ? C3 C2 C1 122.6(3) . . ? C2 C3 C4 118.4(3) . . ? C2 C3 H3 120.8 . . ? C4 C3 H3 120.8 . . ? C3 C4 C5 121.4(3) . . ? C3 C4 H4 119.3 . . ? C5 C4 H4 119.3 . . ? C6 C5 C4 117.7(3) . . ? C6 C5 H5 121.2 . . ? C4 C5 H5 121.2 . . ? C5 C6 C1 124.1(3) . . ? C5 C6 O2 118.8(3) . . ? C1 C6 O2 117.2(3) . . ? C12 C11 C16 120.2(3) . . ? C12 C11 P1 120.8(3) . . ? C16 C11 P1 118.9(3) . . ? C13 C12 C11 120.1(3) . . ? C13 C12 H12 119.9 . . ? C11 C12 H12 119.9 . . ? C12 C13 C14 119.9(4) . . ? C12 C13 H13 120.0 . . ? C14 C13 H13 120.0 . . ? C15 C14 C13 119.8(4) . . ? C15 C14 H14 120.1 . . ? C13 C14 H14 120.1 . . ? C14 C15 C16 120.4(4) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? C15 C16 C11 119.6(3) . . ? C15 C16 H16 120.2 . . ? C11 C16 H16 120.2 . . ? C26 C21 C22 119.7(3) . . ? C26 C21 P1 117.2(3) . . ? C22 C21 P1 123.1(3) . . ? C23 C22 C21 119.7(4) . . ? C23 C22 H22 120.1 . . ? C21 C22 H22 120.1 . . ? C24 C23 C22 120.3(4) . . ? C24 C23 H23 119.9 . . ? C22 C23 H23 119.9 . . ? C25 C24 C23 120.2(4) . . ? C25 C24 H24 119.9 . . ? C23 C24 H24 119.9 . . ? C24 C25 C26 120.2(4) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C21 C26 C25 119.9(4) . . ? C21 C26 H26 120.0 . . ? C25 C26 H26 120.0 . . ? C32 C31 C36 118.2(3) . . ? C32 C31 P2 120.2(3) . . ? C36 C31 P2 121.6(3) . . ? C31 C32 C33 120.9(4) . . ? C31 C32 H32 119.5 . . ? C33 C32 H32 119.5 . . ? C34 C33 C32 119.7(4) . . ? C34 C33 H33 120.2 . . ? C32 C33 H33 120.2 . . ? C35 C34 C33 120.1(4) . . ? C35 C34 H34 119.9 . . ? C33 C34 H34 119.9 . . ? C34 C35 C36 120.6(4) . . ? C34 C35 H35 119.7 . . ? C36 C35 H35 119.7 . . ? C35 C36 C31 120.4(4) . . ? C35 C36 H36 119.8 . . ? C31 C36 H36 119.8 . . ? C46 C41 C42 119.3(4) . . ? C46 C41 P2 120.4(3) . . ? C42 C41 P2 120.3(3) . . ? C43 C42 C41 120.2(4) . . ? C43 C42 H42 119.9 . . ? C41 C42 H42 119.9 . . ? C44 C43 C42 119.7(4) . . ? C44 C43 H43 120.1 . . ? C42 C43 H43 120.1 . . ? C43 C44 C45 120.5(4) . . ? C43 C44 H44 119.7 . . ? C45 C44 H44 119.7 . . ? C44 C45 C46 120.2(4) . . ? C44 C45 H45 119.9 . . ? C46 C45 H45 119.9 . . ? C41 C46 C45 120.0(4) . . ? C41 C46 H46 120.0 . . ? C45 C46 H46 120.0 . . ? C7 O3 Ni1 120.5(3) . . ? O4 C7 O3 125.1(4) . . ? O4 C7 C8 118.6(4) . . ? O3 C7 C8 116.3(4) . . ? C7B O3B Ni1 122(3) . . ? O3B C7B O4B 126(4) . . ? O3B C7B C8B 116(4) . . ? O4B C7B C8B 117(4) . . ? C7B C8B H8D 109.5 . . ? C7B C8B H8E 109.5 . . ? H8D C8B H8E 109.5 . . ? C7B C8B H8F 109.5 . . ? H8D C8B H8F 109.5 . . ? H8E C8B H8F 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 C1 Ni1 P1 O1 -3.76(13) . . . . ? O3 Ni1 P1 O1 174.58(14) . . . . ? O3B Ni1 P1 O1 178.6(10) . . . . ? P2 Ni1 P1 O1 -9.5(2) . . . . ? C1 Ni1 P1 C21 -110.83(17) . . . . ? O3 Ni1 P1 C21 67.51(17) . . . . ? O3B Ni1 P1 C21 71.5(10) . . . . ? P2 Ni1 P1 C21 -116.6(2) . . . . ? C1 Ni1 P1 C11 105.99(17) . . . . ? O3 Ni1 P1 C11 -75.67(17) . . . . ? O3B Ni1 P1 C11 -71.7(10) . . . . ? P2 Ni1 P1 C11 100.2(2) . . . . ? C1 Ni1 P2 O2 -1.38(13) . . . . ? O3 Ni1 P2 O2 -179.61(14) . . . . ? O3B Ni1 P2 O2 175.8(10) . . . . ? P1 Ni1 P2 O2 4.4(2) . . . . ? C1 Ni1 P2 C41 114.61(17) . . . . ? O3 Ni1 P2 C41 -63.62(17) . . . . ? O3B Ni1 P2 C41 -68.3(10) . . . . ? P1 Ni1 P2 C41 120.40(19) . . . . ? C1 Ni1 P2 C31 -114.89(18) . . . . ? O3 Ni1 P2 C31 66.89(17) . . . . ? O3B Ni1 P2 C31 62.2(10) . . . . ? P1 Ni1 P2 C31 -109.1(2) . . . . ? C21 P1 O1 C2 130.1(3) . . . . ? C11 P1 O1 C2 -121.2(2) . . . . ? Ni1 P1 O1 C2 5.4(2) . . . . ? C41 P2 O2 C6 -125.5(2) . . . . ? C31 P2 O2 C6 127.4(2) . . . . ? Ni1 P2 O2 C6 1.6(2) . . . . ? O3B Ni1 C1 C6 -168(4) . . . . ? P2 Ni1 C1 C6 1.1(3) . . . . ? P1 Ni1 C1 C6 -177.4(3) . . . . ? O3B Ni1 C1 C2 12(4) . . . . ? P2 Ni1 C1 C2 -179.5(3) . . . . ? P1 Ni1 C1 C2 2.0(3) . . . . ? P1 O1 C2 C3 174.5(3) . . . . ? P1 O1 C2 C1 -4.7(4) . . . . ? C6 C1 C2 O1 -179.4(3) . . . . ? Ni1 C1 C2 O1 1.2(5) . . . . ? C6 C1 C2 C3 1.4(5) . . . . ? Ni1 C1 C2 C3 -178.0(3) . . . . ? O1 C2 C3 C4 179.7(3) . . . . ? C1 C2 C3 C4 -1.2(5) . . . . ? C2 C3 C4 C5 0.0(6) . . . . ? C3 C4 C5 C6 0.8(6) . . . . ? C4 C5 C6 C1 -0.6(5) . . . . ? C4 C5 C6 O2 178.7(3) . . . . ? C2 C1 C6 C5 -0.5(5) . . . . ? Ni1 C1 C6 C5 178.9(3) . . . . ? C2 C1 C6 O2 -179.8(3) . . . . ? Ni1 C1 C6 O2 -0.4(4) . . . . ? P2 O2 C6 C5 179.8(3) . . . . ? P2 O2 C6 C1 -0.9(4) . . . . ? O1 P1 C11 C12 131.2(3) . . . . ? C21 P1 C11 C12 -128.5(3) . . . . ? Ni1 P1 C11 C12 19.1(4) . . . . ? O1 P1 C11 C16 -45.4(3) . . . . ? C21 P1 C11 C16 54.8(3) . . . . ? Ni1 P1 C11 C16 -157.6(2) . . . . ? C16 C11 C12 C13 -1.7(6) . . . . ? P1 C11 C12 C13 -178.3(3) . . . . ? C11 C12 C13 C14 0.1(6) . . . . ? C12 C13 C14 C15 0.7(7) . . . . ? C13 C14 C15 C16 0.2(7) . . . . ? C14 C15 C16 C11 -1.7(6) . . . . ? C12 C11 C16 C15 2.5(6) . . . . ? P1 C11 C16 C15 179.2(3) . . . . ? O1 P1 C21 C26 -60.0(3) . . . . ? C11 P1 C21 C26 -161.5(3) . . . . ? Ni1 P1 C21 C26 50.4(3) . . . . ? O1 P1 C21 C22 119.2(3) . . . . ? C11 P1 C21 C22 17.7(3) . . . . ? Ni1 P1 C21 C22 -130.4(3) . . . . ? C26 C21 C22 C23 1.2(6) . . . . ? P1 C21 C22 C23 -177.9(3) . . . . ? C21 C22 C23 C24 -2.8(6) . . . . ? C22 C23 C24 C25 2.3(7) . . . . ? C23 C24 C25 C26 -0.1(7) . . . . ? C22 C21 C26 C25 0.9(6) . . . . ? P1 C21 C26 C25 -179.9(3) . . . . ? C24 C25 C26 C21 -1.4(7) . . . . ? O2 P2 C31 C32 -32.5(3) . . . . ? C41 P2 C31 C32 -138.6(3) . . . . ? Ni1 P2 C31 C32 84.1(3) . . . . ? O2 P2 C31 C36 149.3(3) . . . . ? C41 P2 C31 C36 43.3(4) . . . . ? Ni1 P2 C31 C36 -94.0(3) . . . . ? C36 C31 C32 C33 -1.9(6) . . . . ? P2 C31 C32 C33 179.8(3) . . . . ? C31 C32 C33 C34 0.9(7) . . . . ? C32 C33 C34 C35 0.6(7) . . . . ? C33 C34 C35 C36 -0.9(8) . . . . ? C34 C35 C36 C31 -0.2(7) . . . . ? C32 C31 C36 C35 1.6(6) . . . . ? P2 C31 C36 C35 179.8(4) . . . . ? O2 P2 C41 C46 139.5(3) . . . . ? C31 P2 C41 C46 -115.7(3) . . . . ? Ni1 P2 C41 C46 21.4(4) . . . . ? O2 P2 C41 C42 -37.8(3) . . . . ? C31 P2 C41 C42 66.9(3) . . . . ? Ni1 P2 C41 C42 -156.0(3) . . . . ? C46 C41 C42 C43 0.2(6) . . . . ? P2 C41 C42 C43 177.6(3) . . . . ? C41 C42 C43 C44 0.3(7) . . . . ? C42 C43 C44 C45 0.1(8) . . . . ? C43 C44 C45 C46 -1.0(8) . . . . ? C42 C41 C46 C45 -1.1(6) . . . . ? P2 C41 C46 C45 -178.5(4) . . . . ? C44 C45 C46 C41 1.5(8) . . . . ? O3B Ni1 O3 C7 -10(3) . . . . ? P2 Ni1 O3 C7 -176.9(3) . . . . ? P1 Ni1 O3 C7 2.0(3) . . . . ? Ni1 O3 C7 O4 0.8(6) . . . . ? Ni1 O3 C7 C8 -178.8(3) . . . . ? C1 Ni1 O3B C7B 174(2) . . . . ? O3 Ni1 O3B C7B -7.9(19) . . . . ? P2 Ni1 O3B C7B 6(3) . . . . ? P1 Ni1 O3B C7B -176(3) . . . . ? Ni1 O3B C7B O4B -4(5) . . . . ? Ni1 O3B C7B C8B -174(3) . . . . ? _diffrn_measured_fraction_theta_max 0.965 _diffrn_reflns_theta_full 69.26 _diffrn_measured_fraction_theta_full 0.965 _refine_diff_density_max 0.724 _refine_diff_density_min -0.466 _refine_diff_density_rms 0.096 _vrf_PLAT413_salah4 ; PROBLEM: Short Inter XH3 .. XHn H24 .. H8E .. 1.93 Ang RESPONSE: this short bond due to the desorder of methyl group including H8E ; _vrf_PLAT029_salah4 ; PROBLEM: _diffrn_measured_fraction_theta_full Low ....... 0.96 RESPONSE: this due to the measurement methode ; # Attachment 'web_deposit_cif_file_4_AbderrahmenSalah_1302638070.cif' data_salah7 _database_code_depnum_ccdc_archive 'CCDC 814534' #TrackingRef 'web_deposit_cif_file_4_AbderrahmenSalah_1302638070.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C31 H23 N Ni O2 P2' _chemical_formula_sum 'C31 H23 N Ni O2 P2' _chemical_formula_weight 562.15 _chemical_compound_source 'Synthesized by the authors. See text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c _symmetry_space_group_name_hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 28.9769(4) _cell_length_b 10.4287(2) _cell_length_c 17.1986(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.3050(10) _cell_angle_gamma 90.00 _cell_volume 5197.20(15) _cell_formula_units_Z 8 _cell_measurement_temperature 150 _cell_measurement_reflns_used 11097 _cell_measurement_theta_min 3.05 _cell_measurement_theta_max 71.76 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.437 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2320 _exptl_absorpt_coefficient_mu 2.479 _exptl_absorpt_correction_Type multi-scan _exptl_absorpt_correction_T_min 0.4861 _exptl_absorpt_correction_T_max 0.7613 _exptl_absorpt_process_details 'Sadabs (Sheldrick, 1996)' _exptl_special_details ; X-ray crystallographic data for I were collected from a single crystal sample, which was mounted on a loop fiber. Data were collected using a Bruker microstar diffractometer equiped with a Platinum 135 CCD Detector, a Helios optics and a Kappa goniometer. The crystal-to-detector distance was 4.0 cm, and the data collection was carried out in 512 x 512 pixel mode. The initial unit cell parameters were determined by a least-squares fit of the angular setting of strong reflections, collected by a 10.0 degree scan in 33 frames over three different parts of the reciprocal space (99 frames total). Due to geometrical constraints of the instrument and the use of copper radiation, we obtain consistently a data completeness lower than 100% in dependence of the crystal system and the orientation of the mounted crystal, even with appropriate data collection routines. Typical values for data completeness range from 83-92% for triclinic, 85-97% for monoclinic and 85-98% for all other crystal systems. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Rotating Anode' _diffrn_radiation_monochromator 'Helios optics' _diffrn_measurement_device_type 'FR591 generator' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 8.3 _diffrn_reflns_number 70201 _diffrn_reflns_av_R_equivalents 0.068 _diffrn_reflns_av_sigmaI/netI 0.0443 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 35 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.52 _diffrn_reflns_theta_max 72.71 _reflns_number_total 9992 _reflns_number_gt 7045 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX2 (Bruker AXS, 2009)' _computing_cell_refinement 'SAINT V7.68A(Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.68A(Bruker AXS, 2009)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL v6.12 (Bruker AXS, 2001)' _computing_publication_material 'UdMX (Maris, 2004)' _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^)+(0.0790P)^2^] 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 9992 _refine_ls_number_parameters 667 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0660 _refine_ls_R_factor_gt 0.0475 _refine_ls_wR_factor_ref 0.1271 _refine_ls_wR_factor_gt 0.1198 _refine_ls_goodness_of_fit_ref 0.937 _refine_ls_restrained_S_all 0.937 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.386592(15) 0.56760(4) 0.36235(3) 0.02170(12) Uani 1 1 d . . . P11 P 0.44757(2) 0.49747(6) 0.30649(4) 0.02195(15) Uani 1 1 d . . . P12 P 0.32161(2) 0.58145(7) 0.42098(4) 0.02439(16) Uani 1 1 d . . . O11 O 0.44607(6) 0.33970(18) 0.31233(11) 0.0265(4) Uani 1 1 d . . . O12 O 0.30225(7) 0.43412(19) 0.43237(12) 0.0341(5) Uani 1 1 d . . . N11 N 0.40999(10) 0.8496(2) 0.34731(16) 0.0427(7) Uani 1 1 d . . . C11 C 0.37490(9) 0.3901(3) 0.37315(15) 0.0233(6) Uani 1 1 d . . . C12 C 0.40610(9) 0.2965(3) 0.34959(15) 0.0226(5) Uani 1 1 d . . . C13 C 0.39954(10) 0.1667(3) 0.36045(16) 0.0287(6) Uani 1 1 d . . . H13 H 0.4221 0.1063 0.3442 0.034 Uiso 1 1 calc R . . C14 C 0.35901(11) 0.1268(3) 0.39586(17) 0.0345(7) Uani 1 1 d . . . H14 H 0.3538 0.0378 0.4040 0.041 Uiso 1 1 calc R . . C15 C 0.32572(11) 0.2151(3) 0.41975(18) 0.0344(7) Uani 1 1 d . . . H15 H 0.2978 0.1876 0.4432 0.041 Uiso 1 1 calc R . . C16 C 0.33466(10) 0.3431(3) 0.40816(16) 0.0267(6) Uani 1 1 d . . . C111 C 0.45242(9) 0.5257(3) 0.20344(15) 0.0243(6) Uani 1 1 d . . . C112 C 0.44165(10) 0.4316(3) 0.14870(17) 0.0320(7) Uani 1 1 d . . . H112 H 0.4335 0.3477 0.1651 0.038 Uiso 1 1 calc R . . C113 C 0.44287(11) 0.4614(3) 0.07022(18) 0.0395(8) Uani 1 1 d . . . H113 H 0.4351 0.3977 0.0329 0.047 Uiso 1 1 calc R . . C114 C 0.45522(10) 0.5823(3) 0.04560(18) 0.0371(7) Uani 1 1 d . . . H114 H 0.4559 0.6016 -0.0084 0.045 Uiso 1 1 calc R . . C115 C 0.46672(10) 0.6756(3) 0.09964(18) 0.0365(7) Uani 1 1 d . . . H115 H 0.4757 0.7586 0.0828 0.044 Uiso 1 1 calc R . . C116 C 0.46503(10) 0.6476(3) 0.17851(17) 0.0314(6) Uani 1 1 d . . . H116 H 0.4725 0.7120 0.2156 0.038 Uiso 1 1 calc R . . C121 C 0.50345(9) 0.5368(3) 0.34684(16) 0.0247(6) Uani 1 1 d . . . C122 C 0.54349(9) 0.5019(3) 0.30774(17) 0.0287(6) Uani 1 1 d . . . H122 H 0.5417 0.4617 0.2582 0.034 Uiso 1 1 calc R . . C123 C 0.58619(10) 0.5266(3) 0.34217(19) 0.0369(7) Uani 1 1 d . . . H123 H 0.6137 0.5022 0.3163 0.044 Uiso 1 1 calc R . . C124 C 0.58874(11) 0.5865(3) 0.41386(19) 0.0382(8) Uani 1 1 d . . . H124 H 0.6180 0.6033 0.4368 0.046 Uiso 1 1 calc R . . C125 C 0.54900(11) 0.6220(3) 0.45229(18) 0.0347(7) Uani 1 1 d . . . H125 H 0.5509 0.6628 0.5016 0.042 Uiso 1 1 calc R . . C126 C 0.50607(10) 0.5978(3) 0.41861(17) 0.0300(6) Uani 1 1 d . . . H126 H 0.4787 0.6229 0.4446 0.036 Uiso 1 1 calc R . . C131 C 0.27377(10) 0.6565(3) 0.37067(16) 0.0303(6) Uani 1 1 d . . . C132 C 0.25293(12) 0.5908(4) 0.30960(19) 0.0452(9) Uani 1 1 d . . . H132 H 0.2632 0.5070 0.2965 0.054 Uiso 1 1 calc R . . C133 C 0.21766(13) 0.6464(5) 0.2681(2) 0.0623(12) Uani 1 1 d . . . H133 H 0.2035 0.6007 0.2265 0.075 Uiso 1 1 calc R . . C134 C 0.20272(13) 0.7674(5) 0.2861(2) 0.0662(13) Uani 1 1 d . . . H134 H 0.1781 0.8051 0.2575 0.079 Uiso 1 1 calc R . . C135 C 0.22369(14) 0.8349(5) 0.3463(2) 0.0670(13) Uani 1 1 d . . . H135 H 0.2138 0.9194 0.3582 0.080 Uiso 1 1 calc R . . C136 C 0.25921(12) 0.7785(4) 0.3893(2) 0.0468(9) Uani 1 1 d . . . H136 H 0.2733 0.8238 0.4311 0.056 Uiso 1 1 calc R . . C141 C 0.32091(9) 0.6438(3) 0.51895(16) 0.0273(6) Uani 1 1 d . . . C142 C 0.29388(11) 0.5852(3) 0.57538(19) 0.0406(8) Uani 1 1 d . . . H142 H 0.2755 0.5127 0.5625 0.049 Uiso 1 1 calc R . . C143 C 0.29388(13) 0.6330(4) 0.6501(2) 0.0547(10) Uani 1 1 d . . . H143 H 0.2754 0.5933 0.6886 0.066 Uiso 1 1 calc R . . C144 C 0.32048(13) 0.7379(4) 0.6693(2) 0.0556(11) Uani 1 1 d . . . H144 H 0.3204 0.7701 0.7210 0.067 Uiso 1 1 calc R . . C145 C 0.34714(12) 0.7958(4) 0.6138(2) 0.0497(10) Uani 1 1 d . . . H145 H 0.3653 0.8684 0.6271 0.060 Uiso 1 1 calc R . . C146 C 0.34772(11) 0.7487(3) 0.53809(18) 0.0383(7) Uani 1 1 d . . . H146 H 0.3664 0.7885 0.4998 0.046 Uiso 1 1 calc R . . C17 C 0.40042(9) 0.7427(3) 0.35274(16) 0.0277(6) Uani 1 1 d . . . Ni2 Ni 0.117312(15) 0.09345(4) 0.64106(3) 0.02057(12) Uani 1 1 d . . . P21 P 0.18070(2) 0.11045(7) 0.57876(4) 0.02282(16) Uani 1 1 d . . . P22 P 0.05704(2) 0.02131(6) 0.69817(4) 0.02116(15) Uani 1 1 d . . . O21 O 0.19438(6) -0.03324(19) 0.54744(12) 0.0295(4) Uani 1 1 d . . . O22 O 0.05949(6) -0.13650(18) 0.69254(11) 0.0254(4) Uani 1 1 d . . . N21 N 0.10005(9) 0.3768(2) 0.66822(15) 0.0377(6) Uani 1 1 d . . . C21 C 0.12691(9) -0.0823(2) 0.62090(15) 0.0210(5) Uani 1 1 d . . . C22 C 0.16392(9) -0.1267(3) 0.57674(15) 0.0237(6) Uani 1 1 d . . . C23 C 0.17162(10) -0.2538(3) 0.56035(16) 0.0289(6) Uani 1 1 d . . . H23 H 0.1975 -0.2798 0.5305 0.035 Uiso 1 1 calc R . . C24 C 0.14022(10) -0.3439(3) 0.58895(17) 0.0306(6) Uani 1 1 d . . . H24 H 0.1447 -0.4323 0.5779 0.037 Uiso 1 1 calc R . . C25 C 0.10261(10) -0.3064(3) 0.63315(16) 0.0272(6) Uani 1 1 d . . . H25 H 0.0814 -0.3678 0.6525 0.033 Uiso 1 1 calc R . . C26 C 0.09696(9) -0.1776(3) 0.64817(15) 0.0222(6) Uani 1 1 d . . . C221 C 0.23189(10) 0.1622(3) 0.63054(16) 0.0282(6) Uani 1 1 d . . . C222 C 0.27466(11) 0.1088(3) 0.6143(2) 0.0435(8) Uani 1 1 d . . . H222 H 0.2773 0.0431 0.5763 0.052 Uiso 1 1 calc R . . C223 C 0.31352(12) 0.1519(4) 0.6539(2) 0.0552(10) Uani 1 1 d . . . H223 H 0.3428 0.1150 0.6432 0.066 Uiso 1 1 calc R . . C224 C 0.31008(11) 0.2469(4) 0.7082(2) 0.0463(9) Uani 1 1 d . . . H224 H 0.3370 0.2768 0.7343 0.056 Uiso 1 1 calc R . . C225 C 0.26769(12) 0.2997(4) 0.7254(2) 0.0475(9) Uani 1 1 d . . . H225 H 0.2653 0.3647 0.7638 0.057 Uiso 1 1 calc R . . C226 C 0.22882(11) 0.2573(3) 0.68628(18) 0.0393(8) Uani 1 1 d . . . H226 H 0.1996 0.2939 0.6978 0.047 Uiso 1 1 calc R . . C211 C 0.17872(9) 0.2037(3) 0.49060(16) 0.0260(6) Uani 1 1 d . . . C212 C 0.16102(11) 0.1494(3) 0.42340(18) 0.0385(7) Uani 1 1 d . . . H212 H 0.1531 0.0610 0.4225 0.046 Uiso 1 1 calc R . . C213 C 0.15474(12) 0.2236(4) 0.35738(19) 0.0454(9) Uani 1 1 d . . . H213 H 0.1427 0.1856 0.3114 0.054 Uiso 1 1 calc R . . C214 C 0.16573(11) 0.3509(3) 0.35788(18) 0.0396(8) Uani 1 1 d . . . H214 H 0.1617 0.4009 0.3122 0.048 Uiso 1 1 calc R . . C215 C 0.18282(11) 0.4071(3) 0.42512(19) 0.0403(8) Uani 1 1 d . . . H215 H 0.1901 0.4959 0.4258 0.048 Uiso 1 1 calc R . . C216 C 0.18923(11) 0.3334(3) 0.49125(18) 0.0355(7) Uani 1 1 d . . . H216 H 0.2009 0.3720 0.5374 0.043 Uiso 1 1 calc R . . C231 C 0.05160(9) 0.0509(3) 0.80077(16) 0.0242(6) Uani 1 1 d . . . C232 C 0.06075(11) -0.0431(3) 0.85615(17) 0.0338(7) Uani 1 1 d . . . H232 H 0.0680 -0.1280 0.8405 0.041 Uiso 1 1 calc R . . C233 C 0.05914(12) -0.0117(3) 0.93449(19) 0.0421(8) Uani 1 1 d . . . H233 H 0.0653 -0.0758 0.9724 0.050 Uiso 1 1 calc R . . C234 C 0.04878(11) 0.1109(3) 0.95807(18) 0.0382(7) Uani 1 1 d . . . H234 H 0.0481 0.1313 1.0119 0.046 Uiso 1 1 calc R . . C235 C 0.03935(12) 0.2044(3) 0.90305(18) 0.0388(8) Uani 1 1 d . . . H235 H 0.0319 0.2890 0.9191 0.047 Uiso 1 1 calc R . . C236 C 0.04071(11) 0.1746(3) 0.82445(17) 0.0330(7) Uani 1 1 d . . . H236 H 0.0342 0.2388 0.7868 0.040 Uiso 1 1 calc R . . C241 C 0.00168(9) 0.0614(3) 0.65655(16) 0.0239(6) Uani 1 1 d . . . C246 C -0.03892(9) 0.0397(3) 0.69764(17) 0.0274(6) Uani 1 1 d . . . H246 H -0.0378 0.0031 0.7482 0.033 Uiso 1 1 calc R . . C245 C -0.08095(10) 0.0722(3) 0.66392(18) 0.0337(7) Uani 1 1 d . . . H245 H -0.1087 0.0584 0.6917 0.040 Uiso 1 1 calc R . . C244 C -0.08259(11) 0.1245(3) 0.59000(19) 0.0384(8) Uani 1 1 d . . . H244 H -0.1115 0.1472 0.5676 0.046 Uiso 1 1 calc R . . C243 C -0.04262(11) 0.1438(3) 0.54866(18) 0.0356(7) Uani 1 1 d . . . H243 H -0.0441 0.1778 0.4975 0.043 Uiso 1 1 calc R . . C242 C -0.00004(10) 0.1134(3) 0.58194(16) 0.0302(6) Uani 1 1 d . . . H242 H 0.0276 0.1281 0.5539 0.036 Uiso 1 1 calc R . . C27 C 0.10680(9) 0.2691(3) 0.65803(15) 0.0256(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0185(2) 0.0217(2) 0.0249(3) -0.00101(17) 0.00097(18) -0.00020(18) P11 0.0189(3) 0.0216(4) 0.0253(4) -0.0010(3) 0.0004(3) 0.0005(3) P12 0.0190(3) 0.0280(4) 0.0261(4) -0.0015(3) 0.0018(3) 0.0000(3) O11 0.0206(10) 0.0237(10) 0.0353(12) 0.0002(8) 0.0019(8) 0.0016(8) O12 0.0252(11) 0.0310(12) 0.0460(14) -0.0018(9) 0.0120(9) -0.0022(8) N11 0.0555(18) 0.0262(15) 0.0464(18) 0.0003(12) 0.0111(13) -0.0014(13) C11 0.0230(14) 0.0259(14) 0.0210(15) -0.0004(10) -0.0033(11) 0.0002(11) C12 0.0219(13) 0.0247(14) 0.0212(14) 0.0010(10) -0.0035(10) -0.0007(11) C13 0.0285(15) 0.0280(15) 0.0294(17) 0.0003(11) -0.0035(12) 0.0017(11) C14 0.0403(18) 0.0235(15) 0.0398(19) 0.0050(12) 0.0009(14) -0.0056(13) C15 0.0357(17) 0.0303(16) 0.0374(18) 0.0020(12) 0.0065(13) -0.0087(13) C16 0.0260(14) 0.0272(15) 0.0270(16) -0.0013(11) -0.0004(11) -0.0017(11) C111 0.0156(12) 0.0314(15) 0.0259(16) -0.0018(11) -0.0024(10) 0.0025(11) C112 0.0324(16) 0.0286(16) 0.0351(18) -0.0037(12) -0.0042(13) 0.0026(12) C113 0.0435(19) 0.044(2) 0.0306(19) -0.0123(14) -0.0056(14) 0.0086(15) C114 0.0326(17) 0.055(2) 0.0242(17) 0.0024(13) 0.0013(13) 0.0111(15) C115 0.0315(17) 0.046(2) 0.0325(19) 0.0062(13) 0.0003(13) -0.0062(14) C116 0.0301(16) 0.0334(17) 0.0308(17) 0.0008(12) -0.0020(12) -0.0068(13) C121 0.0245(14) 0.0233(14) 0.0264(15) 0.0027(10) -0.0018(11) 0.0002(11) C122 0.0241(14) 0.0278(15) 0.0341(17) 0.0010(11) 0.0006(12) 0.0000(11) C123 0.0205(14) 0.0394(18) 0.051(2) 0.0061(14) -0.0051(13) 0.0025(13) C124 0.0291(16) 0.0393(18) 0.046(2) 0.0112(14) -0.0160(14) -0.0077(13) C125 0.0400(18) 0.0361(17) 0.0279(17) 0.0043(12) -0.0107(13) -0.0051(14) C126 0.0318(16) 0.0318(16) 0.0263(16) 0.0023(11) -0.0031(12) -0.0006(12) C131 0.0229(14) 0.0433(18) 0.0246(16) 0.0024(12) 0.0015(11) -0.0003(12) C132 0.0396(19) 0.063(2) 0.033(2) 0.0023(15) -0.0072(15) -0.0100(17) C133 0.039(2) 0.103(4) 0.045(2) 0.016(2) -0.0146(17) -0.011(2) C134 0.034(2) 0.127(4) 0.038(2) 0.023(2) -0.0062(16) 0.016(2) C135 0.058(3) 0.090(3) 0.052(3) 0.011(2) 0.004(2) 0.044(2) C136 0.042(2) 0.058(2) 0.040(2) -0.0005(16) -0.0051(15) 0.0198(17) C141 0.0213(14) 0.0347(16) 0.0260(16) -0.0006(11) -0.0015(11) 0.0076(12) C142 0.0362(18) 0.049(2) 0.037(2) 0.0017(14) 0.0054(14) 0.0026(15) C143 0.052(2) 0.079(3) 0.033(2) 0.0032(18) 0.0141(16) 0.010(2) C144 0.044(2) 0.090(3) 0.033(2) -0.0189(19) -0.0033(16) 0.019(2) C145 0.0332(18) 0.070(3) 0.045(2) -0.0264(18) -0.0035(15) 0.0015(17) C146 0.0326(17) 0.048(2) 0.0346(18) -0.0109(14) 0.0025(13) -0.0026(14) C17 0.0264(15) 0.0279(16) 0.0289(16) 0.0007(11) 0.0019(11) 0.0046(11) Ni2 0.0190(2) 0.0197(2) 0.0230(3) 0.00013(17) 0.00056(18) -0.00024(17) P21 0.0184(3) 0.0255(4) 0.0246(4) 0.0004(3) 0.0007(3) -0.0008(3) P22 0.0200(3) 0.0206(3) 0.0229(4) 0.0009(2) 0.0007(3) -0.0004(3) O21 0.0245(10) 0.0270(11) 0.0371(12) -0.0016(8) 0.0079(8) -0.0002(8) O22 0.0232(10) 0.0224(10) 0.0307(11) 0.0011(8) 0.0044(8) -0.0001(8) N21 0.0481(17) 0.0246(14) 0.0404(16) 0.0001(11) 0.0030(12) 0.0018(12) C21 0.0183(13) 0.0233(14) 0.0212(14) 0.0022(10) -0.0044(10) -0.0015(10) C22 0.0241(14) 0.0242(14) 0.0229(15) 0.0001(10) -0.0020(11) 0.0000(11) C23 0.0290(15) 0.0265(15) 0.0313(16) -0.0025(11) 0.0016(12) 0.0044(12) C24 0.0367(17) 0.0212(15) 0.0338(17) -0.0021(11) -0.0029(13) 0.0050(12) C25 0.0307(15) 0.0254(15) 0.0256(16) 0.0017(11) -0.0033(12) -0.0018(11) C26 0.0209(13) 0.0261(14) 0.0195(14) 0.0000(10) -0.0040(10) -0.0006(10) C221 0.0238(14) 0.0326(16) 0.0281(16) 0.0062(11) -0.0007(11) -0.0024(12) C222 0.0277(17) 0.052(2) 0.051(2) -0.0048(16) -0.0063(15) 0.0034(15) C223 0.0231(17) 0.071(3) 0.071(3) 0.003(2) -0.0108(17) 0.0051(17) C224 0.0335(18) 0.054(2) 0.052(2) 0.0145(17) -0.0199(16) -0.0120(16) C225 0.044(2) 0.054(2) 0.044(2) -0.0043(16) -0.0154(16) -0.0108(17) C226 0.0305(17) 0.046(2) 0.041(2) -0.0050(14) -0.0090(13) -0.0030(14) C211 0.0155(13) 0.0335(16) 0.0289(16) 0.0011(11) -0.0010(11) -0.0014(11) C212 0.0438(19) 0.0354(18) 0.0364(19) -0.0003(13) -0.0062(14) -0.0090(14) C213 0.048(2) 0.059(2) 0.0289(19) 0.0025(15) -0.0116(15) -0.0058(17) C214 0.0343(17) 0.053(2) 0.0312(18) 0.0124(14) -0.0017(13) 0.0019(15) C215 0.045(2) 0.0341(18) 0.042(2) 0.0090(13) -0.0001(15) -0.0017(14) C216 0.0394(18) 0.0349(17) 0.0321(18) 0.0012(12) -0.0041(13) -0.0053(13) C231 0.0191(13) 0.0279(15) 0.0256(15) 0.0021(11) -0.0010(10) -0.0008(11) C232 0.0405(18) 0.0298(16) 0.0310(18) 0.0041(12) -0.0024(13) 0.0020(13) C233 0.052(2) 0.046(2) 0.0282(18) 0.0119(14) -0.0030(14) 0.0021(16) C234 0.0436(19) 0.049(2) 0.0220(17) -0.0038(13) 0.0002(13) -0.0048(15) C235 0.050(2) 0.0366(18) 0.0299(18) -0.0061(13) 0.0038(14) 0.0029(15) C236 0.0417(18) 0.0308(16) 0.0266(17) 0.0007(12) 0.0016(13) 0.0044(13) C241 0.0242(14) 0.0228(14) 0.0248(15) -0.0009(10) -0.0023(11) -0.0013(11) C246 0.0257(14) 0.0278(15) 0.0287(16) -0.0019(11) -0.0010(11) -0.0008(11) C245 0.0217(15) 0.0389(18) 0.0404(19) -0.0049(13) -0.0042(12) -0.0010(12) C244 0.0326(17) 0.0352(18) 0.047(2) -0.0080(14) -0.0194(15) 0.0025(13) C243 0.0404(18) 0.0388(18) 0.0275(17) 0.0007(12) -0.0123(13) 0.0007(14) C242 0.0327(16) 0.0325(16) 0.0255(16) 0.0004(11) -0.0025(12) -0.0012(12) C27 0.0234(14) 0.0317(16) 0.0216(15) 0.0022(11) -0.0003(10) -0.0032(11) _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_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Ni1 C17 . . 1.877(3) Y Ni1 C11 . . 1.891(3) Y Ni1 P11 . . 2.1444(8) Y Ni1 P12 . . 2.1455(8) Y P11 O11 . . 1.6489(19) Y P11 C111 . . 1.803(3) Y P11 C121 . . 1.806(3) Y P12 O12 . . 1.648(2) Y P12 C141 . . 1.806(3) Y P12 C131 . . 1.808(3) Y O11 C12 . . 1.401(3) Y O12 C16 . . 1.400(3) Y N11 C17 . . 1.153(4) Y C11 C12 . . 1.392(4) Y C11 C16 . . 1.403(4) Y C12 C13 . . 1.380(4) Y C13 C14 . . 1.390(4) Y C13 H13 . . 0.9500 ? C14 C15 . . 1.397(4) Y C14 H14 . . 0.9500 ? C15 C16 . . 1.374(4) Y C15 H15 . . 0.9500 ? C111 C116 . . 1.391(4) Y C111 C112 . . 1.394(4) Y C112 C113 . . 1.386(4) Y C112 H112 . . 0.9500 ? C113 C114 . . 1.378(5) Y C113 H113 . . 0.9500 ? C114 C115 . . 1.385(4) Y C114 H114 . . 0.9500 ? C115 C116 . . 1.389(4) Y C115 H115 . . 0.9500 ? C116 H116 . . 0.9500 ? C121 C126 . . 1.390(4) Y C121 C122 . . 1.392(4) Y C122 C123 . . 1.393(4) Y C122 H122 . . 0.9500 ? C123 C124 . . 1.384(4) Y C123 H123 . . 0.9500 ? C124 C125 . . 1.381(4) Y C124 H124 . . 0.9500 ? C125 C126 . . 1.392(4) Y C125 H125 . . 0.9500 ? C126 H126 . . 0.9500 ? C131 C136 . . 1.379(4) Y C131 C132 . . 1.389(4) Y C132 C133 . . 1.373(5) Y C132 H132 . . 0.9500 ? C133 C134 . . 1.370(6) Y C133 H133 . . 0.9500 ? C134 C135 . . 1.389(6) Y C134 H134 . . 0.9500 ? C135 C136 . . 1.394(4) Y C135 H135 . . 0.9500 ? C136 H136 . . 0.9500 ? C141 C146 . . 1.381(4) Y C141 C142 . . 1.392(4) Y C142 C143 . . 1.378(5) Y C142 H142 . . 0.9500 ? C143 C144 . . 1.378(5) Y C143 H143 . . 0.9500 ? C144 C145 . . 1.371(5) Y C144 H144 . . 0.9500 ? C145 C146 . . 1.392(4) Y C145 H145 . . 0.9500 ? C146 H146 . . 0.9500 ? Ni2 C27 . . 1.880(3) Y Ni2 C21 . . 1.886(3) Y Ni2 P21 . . 2.1388(8) Y Ni2 P22 . . 2.1445(8) Y P21 O21 . . 1.642(2) Y P21 C211 . . 1.802(3) Y P21 C221 . . 1.808(3) Y P22 O22 . . 1.6501(19) Y P22 C231 . . 1.799(3) Y P22 C241 . . 1.803(3) Y O21 C22 . . 1.410(3) Y O22 C26 . . 1.398(3) Y N21 C27 . . 1.153(4) Y C21 C22 . . 1.397(4) Y C21 C26 . . 1.402(4) Y C22 C23 . . 1.374(4) Y C23 C24 . . 1.399(4) Y C23 H23 . . 0.9500 ? C24 C25 . . 1.388(4) Y C24 H24 . . 0.9500 ? C25 C26 . . 1.378(4) Y C25 H25 . . 0.9500 ? C221 C226 . . 1.382(4) Y C221 C222 . . 1.389(4) Y C222 C223 . . 1.388(4) Y C222 H222 . . 0.9500 ? C223 C224 . . 1.365(5) Y C223 H223 . . 0.9500 ? C224 C225 . . 1.379(5) Y C224 H224 . . 0.9500 ? C225 C226 . . 1.381(4) Y C225 H225 . . 0.9500 ? C226 H226 . . 0.9500 ? C211 C212 . . 1.383(4) Y C211 C216 . . 1.387(4) Y C212 C213 . . 1.385(4) Y C212 H212 . . 0.9500 ? C213 C214 . . 1.365(5) Y C213 H213 . . 0.9500 ? C214 C215 . . 1.385(4) Y C214 H214 . . 0.9500 ? C215 C216 . . 1.384(4) Y C215 H215 . . 0.9500 ? C216 H216 . . 0.9500 ? C231 C236 . . 1.390(4) Y C231 C232 . . 1.391(4) Y C232 C233 . . 1.388(4) Y C232 H232 . . 0.9500 ? C233 C234 . . 1.374(5) Y C233 H233 . . 0.9500 ? C234 C235 . . 1.385(4) Y C234 H234 . . 0.9500 ? C235 C236 . . 1.388(4) Y C235 H235 . . 0.9500 ? C236 H236 . . 0.9500 ? C241 C242 . . 1.394(4) Y C241 C246 . . 1.394(4) Y C246 C245 . . 1.388(4) Y C246 H246 . . 0.9500 ? C245 C244 . . 1.384(4) Y C245 H245 . . 0.9500 ? C244 C243 . . 1.377(4) Y C244 H244 . . 0.9500 ? C243 C242 . . 1.394(4) Y C243 H243 . . 0.9500 ? C242 H242 . . 0.9500 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C17 NI1 C11 . . . 177.92(12) Y C17 NI1 P11 . . . 96.64(9) Y C11 NI1 P11 . . . 81.87(9) Y C17 NI1 P12 . . . 99.45(9) Y C11 NI1 P12 . . . 82.05(9) Y P11 NI1 P12 . . . 163.92(3) Y O11 P11 C111 . . . 103.01(12) Y O11 P11 C121 . . . 103.13(11) Y C111 P11 C121 . . . 105.45(12) Y O11 P11 NI1 . . . 106.92(7) Y C111 P11 NI1 . . . 116.97(9) Y C121 P11 NI1 . . . 119.32(10) Y O12 P12 C141 . . . 102.66(12) Y O12 P12 C131 . . . 101.51(13) Y C141 P12 C131 . . . 106.16(13) Y O12 P12 NI1 . . . 107.06(8) Y C141 P12 NI1 . . . 118.48(9) Y C131 P12 NI1 . . . 118.48(10) Y C12 O11 P11 . . . 111.77(16) Y C16 O12 P12 . . . 111.56(17) Y C12 C11 C16 . . . 115.0(3) Y C12 C11 NI1 . . . 122.7(2) Y C16 C11 NI1 . . . 122.3(2) Y C13 C12 C11 . . . 123.9(3) Y C13 C12 O11 . . . 119.5(2) Y C11 C12 O11 . . . 116.6(2) Y C12 C13 C14 . . . 118.1(3) Y C12 C13 H13 . . . 121.0 ? C14 C13 H13 . . . 121.0 ? C13 C14 C15 . . . 121.2(3) Y C13 C14 H14 . . . 119.4 ? C15 C14 H14 . . . 119.4 ? C16 C15 C14 . . . 117.8(3) Y C16 C15 H15 . . . 121.1 ? C14 C15 H15 . . . 121.1 ? C15 C16 O12 . . . 119.2(3) Y C15 C16 C11 . . . 124.0(3) Y O12 C16 C11 . . . 116.8(2) Y C116 C111 C112 . . . 119.6(3) Y C116 C111 P11 . . . 118.3(2) Y C112 C111 P11 . . . 122.1(2) Y C113 C112 C111 . . . 119.6(3) Y C113 C112 H112 . . . 120.2 ? C111 C112 H112 . . . 120.2 ? C114 C113 C112 . . . 120.8(3) Y C114 C113 H113 . . . 119.6 ? C112 C113 H113 . . . 119.6 ? C113 C114 C115 . . . 119.9(3) Y C113 C114 H114 . . . 120.0 ? C115 C114 H114 . . . 120.0 ? C114 C115 C116 . . . 119.9(3) Y C114 C115 H115 . . . 120.1 ? C116 C115 H115 . . . 120.1 ? C115 C116 C111 . . . 120.2(3) Y C115 C116 H116 . . . 119.9 ? C111 C116 H116 . . . 119.9 ? C126 C121 C122 . . . 120.5(3) Y C126 C121 P11 . . . 119.3(2) Y C122 C121 P11 . . . 120.2(2) Y C121 C122 C123 . . . 119.1(3) Y C121 C122 H122 . . . 120.4 ? C123 C122 H122 . . . 120.4 ? C124 C123 C122 . . . 120.3(3) Y C124 C123 H123 . . . 119.8 ? C122 C123 H123 . . . 119.8 ? C125 C124 C123 . . . 120.4(3) Y C125 C124 H124 . . . 119.8 ? C123 C124 H124 . . . 119.8 ? C124 C125 C126 . . . 119.8(3) Y C124 C125 H125 . . . 120.1 ? C126 C125 H125 . . . 120.1 ? C121 C126 C125 . . . 119.8(3) Y C121 C126 H126 . . . 120.1 ? C125 C126 H126 . . . 120.1 ? C136 C131 C132 . . . 119.9(3) Y C136 C131 P12 . . . 121.5(2) Y C132 C131 P12 . . . 118.5(3) Y C133 C132 C131 . . . 120.3(4) Y C133 C132 H132 . . . 119.9 ? C131 C132 H132 . . . 119.9 ? C134 C133 C132 . . . 120.4(4) Y C134 C133 H133 . . . 119.8 ? C132 C133 H133 . . . 119.8 ? C133 C134 C135 . . . 119.9(3) Y C133 C134 H134 . . . 120.1 ? C135 C134 H134 . . . 120.1 ? C134 C135 C136 . . . 120.1(4) Y C134 C135 H135 . . . 120.0 ? C136 C135 H135 . . . 120.0 ? C131 C136 C135 . . . 119.4(4) Y C131 C136 H136 . . . 120.3 ? C135 C136 H136 . . . 120.3 ? C146 C141 C142 . . . 120.0(3) Y C146 C141 P12 . . . 119.9(2) Y C142 C141 P12 . . . 120.1(2) Y C143 C142 C141 . . . 119.6(3) Y C143 C142 H142 . . . 120.2 ? C141 C142 H142 . . . 120.2 ? C144 C143 C142 . . . 120.5(4) Y C144 C143 H143 . . . 119.7 ? C142 C143 H143 . . . 119.7 ? C145 C144 C143 . . . 119.9(3) Y C145 C144 H144 . . . 120.0 ? C143 C144 H144 . . . 120.0 ? C144 C145 C146 . . . 120.4(3) Y C144 C145 H145 . . . 119.8 ? C146 C145 H145 . . . 119.8 ? C141 C146 C145 . . . 119.5(3) Y C141 C146 H146 . . . 120.2 ? C145 C146 H146 . . . 120.2 ? N11 C17 NI1 . . . 178.4(3) Y C27 NI2 C21 . . . 178.16(11) Y C27 NI2 P21 . . . 97.89(9) Y C21 NI2 P21 . . . 81.99(9) Y C27 NI2 P22 . . . 97.92(9) Y C21 NI2 P22 . . . 82.21(8) Y P21 NI2 P22 . . . 164.19(3) Y O21 P21 C211 . . . 102.91(12) Y O21 P21 C221 . . . 103.62(12) Y C211 P21 C221 . . . 105.99(13) Y O21 P21 NI2 . . . 107.35(7) Y C211 P21 NI2 . . . 116.27(9) Y C221 P21 NI2 . . . 118.84(10) Y O22 P22 C231 . . . 103.44(11) Y O22 P22 C241 . . . 104.27(11) Y C231 P22 C241 . . . 105.50(13) Y O22 P22 NI2 . . . 106.72(7) Y C231 P22 NI2 . . . 117.71(9) Y C241 P22 NI2 . . . 117.51(10) Y C22 O21 P21 . . . 111.17(17) Y C26 O22 P22 . . . 111.81(16) Y C22 C21 C26 . . . 115.1(2) Y C22 C21 NI2 . . . 122.5(2) Y C26 C21 NI2 . . . 122.4(2) Y C23 C22 C21 . . . 123.9(3) Y C23 C22 O21 . . . 119.4(2) Y C21 C22 O21 . . . 116.7(2) Y C22 C23 C24 . . . 118.0(3) Y C22 C23 H23 . . . 121.0 ? C24 C23 H23 . . . 121.0 ? C25 C24 C23 . . . 121.1(3) Y C25 C24 H24 . . . 119.4 ? C23 C24 H24 . . . 119.4 ? C26 C25 C24 . . . 118.1(3) Y C26 C25 H25 . . . 120.9 ? C24 C25 H25 . . . 120.9 ? C25 C26 O22 . . . 119.6(2) Y C25 C26 C21 . . . 123.7(3) Y O22 C26 C21 . . . 116.7(2) Y C226 C221 C222 . . . 119.2(3) Y C226 C221 P21 . . . 120.0(2) Y C222 C221 P21 . . . 120.8(2) Y C223 C222 C221 . . . 119.6(3) Y C223 C222 H222 . . . 120.2 ? C221 C222 H222 . . . 120.2 ? C224 C223 C222 . . . 120.6(3) Y C224 C223 H223 . . . 119.7 ? C222 C223 H223 . . . 119.7 ? C223 C224 C225 . . . 120.3(3) Y C223 C224 H224 . . . 119.9 ? C225 C224 H224 . . . 119.9 ? C224 C225 C226 . . . 119.5(3) Y C224 C225 H225 . . . 120.2 ? C226 C225 H225 . . . 120.2 ? C225 C226 C221 . . . 120.8(3) Y C225 C226 H226 . . . 119.6 ? C221 C226 H226 . . . 119.6 ? C212 C211 C216 . . . 119.1(3) Y C212 C211 P21 . . . 119.5(2) Y C216 C211 P21 . . . 120.9(2) Y C211 C212 C213 . . . 120.2(3) Y C211 C212 H212 . . . 119.9 ? C213 C212 H212 . . . 119.9 ? C214 C213 C212 . . . 120.6(3) Y C214 C213 H213 . . . 119.7 ? C212 C213 H213 . . . 119.7 ? C213 C214 C215 . . . 119.9(3) Y C213 C214 H214 . . . 120.0 ? C215 C214 H214 . . . 120.0 ? C216 C215 C214 . . . 119.8(3) Y C216 C215 H215 . . . 120.1 ? C214 C215 H215 . . . 120.1 ? C215 C216 C211 . . . 120.4(3) Y C215 C216 H216 . . . 119.8 ? C211 C216 H216 . . . 119.8 ? C236 C231 C232 . . . 119.7(3) Y C236 C231 P22 . . . 117.9(2) Y C232 C231 P22 . . . 122.2(2) Y C233 C232 C231 . . . 119.4(3) Y C233 C232 H232 . . . 120.3 ? C231 C232 H232 . . . 120.3 ? C234 C233 C232 . . . 121.0(3) Y C234 C233 H233 . . . 119.5 ? C232 C233 H233 . . . 119.5 ? C233 C234 C235 . . . 119.7(3) Y C233 C234 H234 . . . 120.1 ? C235 C234 H234 . . . 120.1 ? C234 C235 C236 . . . 120.1(3) Y C234 C235 H235 . . . 120.0 ? C236 C235 H235 . . . 120.0 ? C235 C236 C231 . . . 120.1(3) Y C235 C236 H236 . . . 120.0 ? C231 C236 H236 . . . 120.0 ? C242 C241 C246 . . . 120.3(3) Y C242 C241 P22 . . . 118.9(2) Y C246 C241 P22 . . . 120.8(2) Y C245 C246 C241 . . . 119.3(3) Y C245 C246 H246 . . . 120.3 ? C241 C246 H246 . . . 120.3 ? C244 C245 C246 . . . 120.4(3) Y C244 C245 H245 . . . 119.8 ? C246 C245 H245 . . . 119.8 ? C243 C244 C245 . . . 120.5(3) Y C243 C244 H244 . . . 119.8 ? C245 C244 H244 . . . 119.8 ? C244 C243 C242 . . . 120.0(3) Y C244 C243 H243 . . . 120.0 ? C242 C243 H243 . . . 120.0 ? C241 C242 C243 . . . 119.6(3) Y C241 C242 H242 . . . 120.2 ? C243 C242 H242 . . . 120.2 ? N21 C27 NI2 . . . 179.5(3) Y 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C17 NI1 P11 O11 . . . . 176.14(11) Y C11 NI1 P11 O11 . . . . -2.41(11) Y P12 NI1 P11 O11 . . . . -3.76(16) Y C17 NI1 P11 C111 . . . . -69.11(13) Y C11 NI1 P11 C111 . . . . 112.35(13) Y P12 NI1 P11 C111 . . . . 111.00(16) Y C17 NI1 P11 C121 . . . . 59.83(13) Y C11 NI1 P11 C121 . . . . -118.71(13) Y P12 NI1 P11 C121 . . . . -120.06(15) Y C17 NI1 P12 O12 . . . . 177.99(12) Y C11 NI1 P12 O12 . . . . -3.47(11) Y P11 NI1 P12 O12 . . . . -2.12(17) Y C17 NI1 P12 C141 . . . . -66.71(14) Y C11 NI1 P12 C141 . . . . 111.83(13) Y P11 NI1 P12 C141 . . . . 113.18(16) Y C17 NI1 P12 C131 . . . . 64.17(14) Y C11 NI1 P12 C131 . . . . -117.29(14) Y P11 NI1 P12 C131 . . . . -115.94(16) Y C111 P11 O11 C12 . . . . -122.61(18) Y C121 P11 O11 C12 . . . . 127.84(18) Y NI1 P11 O11 C12 . . . . 1.22(18) Y C141 P12 O12 C16 . . . . -119.85(19) Y C131 P12 O12 C16 . . . . 130.5(2) Y NI1 P12 O12 C16 . . . . 5.6(2) Y P11 NI1 C11 C12 . . . . 3.7(2) Y P12 NI1 C11 C12 . . . . -176.7(2) Y P11 NI1 C11 C16 . . . . -178.6(2) Y P12 NI1 C11 C16 . . . . 1.0(2) Y C16 C11 C12 C13 . . . . -1.4(4) Y NI1 C11 C12 C13 . . . . 176.5(2) Y C16 C11 C12 O11 . . . . 178.2(2) Y NI1 C11 C12 O11 . . . . -4.0(3) Y P11 O11 C12 C13 . . . . -179.1(2) Y P11 O11 C12 C11 . . . . 1.3(3) Y C11 C12 C13 C14 . . . . 1.1(4) Y O11 C12 C13 C14 . . . . -178.4(2) Y C12 C13 C14 C15 . . . . 0.1(4) Y C13 C14 C15 C16 . . . . -1.0(5) Y C14 C15 C16 O12 . . . . -179.2(3) Y C14 C15 C16 C11 . . . . 0.7(5) Y P12 O12 C16 C15 . . . . 174.5(2) Y P12 O12 C16 C11 . . . . -5.4(3) Y C12 C11 C16 C15 . . . . 0.4(4) Y NI1 C11 C16 C15 . . . . -177.4(2) Y C12 C11 C16 O12 . . . . -179.7(2) Y NI1 C11 C16 O12 . . . . 2.4(4) Y O11 P11 C111 C116 . . . . -165.6(2) Y C121 P11 C111 C116 . . . . -57.8(2) Y NI1 P11 C111 C116 . . . . 77.5(2) Y O11 P11 C111 C112 . . . . 17.8(3) Y C121 P11 C111 C112 . . . . 125.6(2) Y NI1 P11 C111 C112 . . . . -99.1(2) Y C116 C111 C112 C113 . . . . -1.1(4) Y P11 C111 C112 C113 . . . . 175.5(2) Y C111 C112 C113 C114 . . . . 0.9(5) Y C112 C113 C114 C115 . . . . 0.2(5) Y C113 C114 C115 C116 . . . . -1.0(5) Y C114 C115 C116 C111 . . . . 0.8(5) Y C112 C111 C116 C115 . . . . 0.2(4) Y P11 C111 C116 C115 . . . . -176.5(2) Y O11 P11 C121 C126 . . . . -110.1(2) Y C111 P11 C121 C126 . . . . 142.1(2) Y NI1 P11 C121 C126 . . . . 8.1(3) Y O11 P11 C121 C122 . . . . 67.4(2) Y C111 P11 C121 C122 . . . . -40.3(3) Y NI1 P11 C121 C122 . . . . -174.33(19) Y C126 C121 C122 C123 . . . . 1.2(4) Y P11 C121 C122 C123 . . . . -176.3(2) Y C121 C122 C123 C124 . . . . -0.8(4) Y C122 C123 C124 C125 . . . . 0.3(5) Y C123 C124 C125 C126 . . . . -0.2(5) Y C122 C121 C126 C125 . . . . -1.2(4) Y P11 C121 C126 C125 . . . . 176.3(2) Y C124 C125 C126 C121 . . . . 0.7(4) Y O12 P12 C131 C136 . . . . 138.3(3) Y C141 P12 C131 C136 . . . . 31.3(3) Y NI1 P12 C131 C136 . . . . -104.9(3) Y O12 P12 C131 C132 . . . . -44.7(3) Y C141 P12 C131 C132 . . . . -151.7(2) Y NI1 P12 C131 C132 . . . . 72.1(3) Y C136 C131 C132 C133 . . . . -0.5(5) Y P12 C131 C132 C133 . . . . -177.5(3) Y C131 C132 C133 C134 . . . . 0.3(6) Y C132 C133 C134 C135 . . . . 0.7(6) Y C133 C134 C135 C136 . . . . -1.3(6) Y C132 C131 C136 C135 . . . . -0.2(5) Y P12 C131 C136 C135 . . . . 176.8(3) Y C134 C135 C136 C131 . . . . 1.1(6) Y O12 P12 C141 C146 . . . . 159.6(2) Y C131 P12 C141 C146 . . . . -94.2(3) Y NI1 P12 C141 C146 . . . . 42.0(3) Y O12 P12 C141 C142 . . . . -19.5(3) Y C131 P12 C141 C142 . . . . 86.6(3) Y NI1 P12 C141 C142 . . . . -137.2(2) Y C146 C141 C142 C143 . . . . 0.3(5) Y P12 C141 C142 C143 . . . . 179.5(3) Y C141 C142 C143 C144 . . . . -0.2(5) Y C142 C143 C144 C145 . . . . 0.2(6) Y C143 C144 C145 C146 . . . . -0.4(6) Y C142 C141 C146 C145 . . . . -0.5(5) Y P12 C141 C146 C145 . . . . -179.7(2) Y C144 C145 C146 C141 . . . . 0.6(5) Y C27 NI2 P21 O21 . . . . -173.30(11) Y C21 NI2 P21 O21 . . . . 4.85(11) Y P22 NI2 P21 O21 . . . . 6.66(16) Y C27 NI2 P21 C211 . . . . -58.76(13) Y C21 NI2 P21 C211 . . . . 119.39(13) Y P22 NI2 P21 C211 . . . . 121.19(15) Y C27 NI2 P21 C221 . . . . 69.73(14) Y C21 NI2 P21 C221 . . . . -112.12(13) Y P22 NI2 P21 C221 . . . . -110.32(16) Y C27 NI2 P22 O22 . . . . -178.57(11) Y C21 NI2 P22 O22 . . . . 3.28(10) Y P21 NI2 P22 O22 . . . . 1.48(16) Y C27 NI2 P22 C231 . . . . -62.98(13) Y C21 NI2 P22 C231 . . . . 118.87(13) Y P21 NI2 P22 C231 . . . . 117.07(15) Y C27 NI2 P22 C241 . . . . 64.90(13) Y C21 NI2 P22 C241 . . . . -113.25(13) Y P21 NI2 P22 C241 . . . . -115.06(15) Y C211 P21 O21 C22 . . . . -129.32(18) Y C221 P21 O21 C22 . . . . 120.42(18) Y NI2 P21 O21 C22 . . . . -6.14(18) Y C231 P22 O22 C26 . . . . -129.47(17) Y C241 P22 O22 C26 . . . . 120.38(18) Y NI2 P22 O22 C26 . . . . -4.65(17) Y P21 NI2 C21 C22 . . . . -3.2(2) Y P22 NI2 C21 C22 . . . . 177.3(2) Y P21 NI2 C21 C26 . . . . 177.8(2) Y P22 NI2 C21 C26 . . . . -1.7(2) Y C26 C21 C22 C23 . . . . -0.3(4) Y NI2 C21 C22 C23 . . . . -179.3(2) Y C26 C21 C22 O21 . . . . 179.1(2) Y NI2 C21 C22 O21 . . . . 0.1(3) Y P21 O21 C22 C23 . . . . -176.2(2) Y P21 O21 C22 C21 . . . . 4.3(3) Y C21 C22 C23 C24 . . . . 0.7(4) Y O21 C22 C23 C24 . . . . -178.7(2) Y C22 C23 C24 C25 . . . . -0.6(4) Y C23 C24 C25 C26 . . . . 0.0(4) Y C24 C25 C26 O22 . . . . -179.9(2) Y C24 C25 C26 C21 . . . . 0.4(4) Y P22 O22 C26 C25 . . . . -175.84(19) Y P22 O22 C26 C21 . . . . 3.8(3) Y C22 C21 C26 C25 . . . . -0.3(4) Y NI2 C21 C26 C25 . . . . 178.7(2) Y C22 C21 C26 O22 . . . . -179.9(2) Y NI2 C21 C26 O22 . . . . -0.9(3) Y O21 P21 C221 C226 . . . . -158.1(2) Y C211 P21 C221 C226 . . . . 93.9(3) Y NI2 P21 C221 C226 . . . . -39.2(3) Y O21 P21 C221 C222 . . . . 22.8(3) Y C211 P21 C221 C222 . . . . -85.2(3) Y NI2 P21 C221 C222 . . . . 141.7(2) Y C226 C221 C222 C223 . . . . -0.3(5) Y P21 C221 C222 C223 . . . . 178.9(3) Y C221 C222 C223 C224 . . . . -0.5(6) Y C222 C223 C224 C225 . . . . 1.2(6) Y C223 C224 C225 C226 . . . . -1.1(6) Y C224 C225 C226 C221 . . . . 0.4(5) Y C222 C221 C226 C225 . . . . 0.3(5) Y P21 C221 C226 C225 . . . . -178.8(3) Y O21 P21 C211 C212 . . . . 38.0(3) Y C221 P21 C211 C212 . . . . 146.5(2) Y NI2 P21 C211 C212 . . . . -79.0(3) Y O21 P21 C211 C216 . . . . -150.1(2) Y C221 P21 C211 C216 . . . . -41.6(3) Y NI2 P21 C211 C216 . . . . 92.9(2) Y C216 C211 C212 C213 . . . . 1.2(5) Y P21 C211 C212 C213 . . . . 173.2(3) Y C211 C212 C213 C214 . . . . -0.2(5) Y C212 C213 C214 C215 . . . . -0.8(5) Y C213 C214 C215 C216 . . . . 0.8(5) Y C214 C215 C216 C211 . . . . 0.1(5) Y C212 C211 C216 C215 . . . . -1.1(5) Y P21 C211 C216 C215 . . . . -173.0(2) Y O22 P22 C231 C236 . . . . -169.1(2) Y C241 P22 C231 C236 . . . . -59.9(2) Y NI2 P22 C231 C236 . . . . 73.5(2) Y O22 P22 C231 C232 . . . . 15.0(3) Y C241 P22 C231 C232 . . . . 124.3(2) Y NI2 P22 C231 C232 . . . . -102.3(2) Y C236 C231 C232 C233 . . . . -0.4(5) Y P22 C231 C232 C233 . . . . 175.4(2) Y C231 C232 C233 C234 . . . . -0.2(5) Y C232 C233 C234 C235 . . . . 0.6(5) Y C233 C234 C235 C236 . . . . -0.5(5) Y C234 C235 C236 C231 . . . . -0.1(5) Y C232 C231 C236 C235 . . . . 0.5(5) Y P22 C231 C236 C235 . . . . -175.4(2) Y O22 P22 C241 C242 . . . . -104.8(2) Y C231 P22 C241 C242 . . . . 146.6(2) Y NI2 P22 C241 C242 . . . . 13.1(3) Y O22 P22 C241 C246 . . . . 74.5(2) Y C231 P22 C241 C246 . . . . -34.1(3) Y NI2 P22 C241 C246 . . . . -167.63(19) Y C242 C241 C246 C245 . . . . -0.9(4) Y P22 C241 C246 C245 . . . . 179.8(2) Y C241 C246 C245 C244 . . . . 0.6(4) Y C246 C245 C244 C243 . . . . 0.6(5) Y C245 C244 C243 C242 . . . . -1.5(5) Y C246 C241 C242 C243 . . . . 0.1(4) Y P22 C241 C242 C243 . . . . 179.4(2) Y C244 C243 C242 C241 . . . . 1.1(5) Y _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 72.71 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 1.104 _refine_diff_density_min -0.553 _refine_diff_density_rms 0.105 #=== END OF THE CIF FILE # Attachment 'web_deposit_cif_file_5_AbderrahmenSalah_1302638070.cif' data_salah9 _database_code_depnum_ccdc_archive 'CCDC 814535' #TrackingRef 'web_deposit_cif_file_5_AbderrahmenSalah_1302638070.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C38 H28 Ni O2 P2' _chemical_formula_sum 'C38 H28 Ni O2 P2' _chemical_formula_weight 637.25 _chemical_compound_source 'Synthesized by the authors. See text' 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' 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 Orthorhombic _symmetry_space_group_name_H-M Pna21 _symmetry_space_group_name_hall 'P 2c -2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 19.5871(10) _cell_length_b 14.6211(7) _cell_length_c 10.5024(5) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3007.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150 _cell_measurement_reflns_used 19183 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 26.92 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.407 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1320 _exptl_absorpt_coefficient_mu 0.786 _exptl_absorpt_correction_Type multi-scan _exptl_absorpt_correction_T_min 0.7357 _exptl_absorpt_correction_T_max 0.9100 _exptl_absorpt_process_details 'Sadabs (Sheldrick, 1996)' _exptl_special_details ; X-ray crystallographic data for I were collected from a single crystal sample, which was mounted on a loop fiber. Data were collected using a Bruker smart diffractometer equiped with an APEX II CCD Detector, a graphite monochromator. The crystal-to-detector distance was 5.0 cm, and the data collection was carried out in 512 x 512 pixel mode. The initial unit cell parameters were determined by a least-squares fit of the angular setting of strong reflections, collected by a 10.0 degree scan in 33 frames over four different parts of the reciprocal space (132 frames total). ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'X-ray sealed tube' _diffrn_radiation_monochromator Graphite _diffrn_measurement_device_type 'Bruker APEX II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 8.3 _diffrn_reflns_number 74930 _diffrn_reflns_av_R_equivalents 0.045 _diffrn_reflns_av_sigmaI/netI 0.0374 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 31.54 _reflns_number_total 9574 _reflns_number_gt 8109 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX2 (Bruker AXS, 2009)' _computing_cell_refinement 'SAINT V7.68A(Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.68A(Bruker AXS, 2009)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL v6.12 (Bruker AXS, 2001)' _computing_publication_material 'UdMX (Maris, 2004)' _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. 3 restraints types were used: SADI C8 C51a C8 C51b because of the disordered C51 and these distances should be equal DELU Ni1 C1 and DELU Ni1 C7 and DELU C51A C52A were used as solution for Hirschfield Alert and to make all parallel thermic factors to the bond are equal SIMU 0.02 C56a C56b C55a C55b C54a C54b C53a C53b C52a C52b C51a C51b was used because of the disorder and to make the thermal factors equal. The combination of these distances gives 168 restraints SIMU. ; _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^)+(0.0302P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), 4299 Friedel Pairs' _refine_ls_abs_structure_Flack 0.002(6) _refine_ls_number_reflns 9574 _refine_ls_number_parameters 443 _refine_ls_number_restraints 173 _refine_ls_R_factor_all 0.0378 _refine_ls_R_factor_gt 0.0283 _refine_ls_wR_factor_ref 0.0600 _refine_ls_wR_factor_gt 0.0575 _refine_ls_goodness_of_fit_ref 0.955 _refine_ls_restrained_S_all 0.949 _refine_ls_shift/su_max 0.003 _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 0.908699(8) 0.281033(11) 0.851368(18) 0.02091(4) Uani 1 1 d U . . P1 P 0.972025(19) 0.26128(2) 0.68830(4) 0.02141(7) Uani 1 1 d . . . P2 P 0.870410(19) 0.29302(3) 1.04028(4) 0.02294(8) Uani 1 1 d . . . O1 O 1.04933(5) 0.23789(7) 0.74290(10) 0.0271(2) Uani 1 1 d . . . O2 O 0.93512(6) 0.27787(7) 1.13894(10) 0.0281(2) Uani 1 1 d . . . C1 C 0.99136(8) 0.25840(10) 0.93924(15) 0.0221(3) Uani 1 1 d U . . C2 C 1.05207(7) 0.24390(9) 0.87531(14) 0.0228(3) Uani 1 1 d . . . C3 C 1.11518(8) 0.23540(10) 0.93639(16) 0.0266(3) Uani 1 1 d . . . H3 H 1.1561 0.2270 0.8893 0.032 Uiso 1 1 calc R . . C4 C 1.11573(8) 0.23973(10) 1.06818(16) 0.0287(3) Uani 1 1 d . . . H4 H 1.1580 0.2341 1.1119 0.034 Uiso 1 1 calc R . . C5 C 1.05669(8) 0.25202(10) 1.13790(15) 0.0268(3) Uani 1 1 d . . . H5 H 1.0579 0.2539 1.2283 0.032 Uiso 1 1 calc R . . C6 C 0.99549(8) 0.26160(10) 1.07226(14) 0.0239(3) Uani 1 1 d . . . C21 C 0.98956(8) 0.35447(9) 0.57990(13) 0.0234(3) Uani 1 1 d . . . C22 C 1.04683(8) 0.35081(11) 0.50152(16) 0.0319(4) Uani 1 1 d . . . H22 H 1.0763 0.2993 0.5043 0.038 Uiso 1 1 calc R . . C23 C 1.06056(10) 0.42243(12) 0.41965(16) 0.0377(4) Uani 1 1 d . . . H23 H 1.0993 0.4200 0.3654 0.045 Uiso 1 1 calc R . . C24 C 1.01769(9) 0.49777(11) 0.41682(15) 0.0352(4) Uani 1 1 d . . . H24 H 1.0272 0.5468 0.3602 0.042 Uiso 1 1 calc R . . C25 C 0.96142(9) 0.50221(11) 0.49543(16) 0.0335(4) Uani 1 1 d . . . H25 H 0.9327 0.5546 0.4938 0.040 Uiso 1 1 calc R . . C26 C 0.94685(8) 0.43043(10) 0.57658(15) 0.0273(3) Uani 1 1 d . . . H26 H 0.9077 0.4330 0.6300 0.033 Uiso 1 1 calc R . . C11 C 0.95506(7) 0.16367(10) 0.58745(15) 0.0248(3) Uani 1 1 d . . . C16 C 0.94548(9) 0.17067(11) 0.45641(16) 0.0317(4) Uani 1 1 d . . . H16 H 0.9462 0.2290 0.4165 0.038 Uiso 1 1 calc R . . C15 C 0.93482(9) 0.09226(12) 0.38376(18) 0.0402(4) Uani 1 1 d . . . H15 H 0.9285 0.0972 0.2943 0.048 Uiso 1 1 calc R . . C14 C 0.93343(10) 0.00811(13) 0.4410(2) 0.0452(5) Uani 1 1 d . . . H14 H 0.9270 -0.0453 0.3910 0.054 Uiso 1 1 calc R . . C13 C 0.94142(9) 0.00067(12) 0.5722(2) 0.0427(5) Uani 1 1 d . . . H13 H 0.9401 -0.0578 0.6116 0.051 Uiso 1 1 calc R . . C12 C 0.95123(8) 0.07797(11) 0.64551(18) 0.0348(4) Uani 1 1 d . . . H12 H 0.9554 0.0728 0.7353 0.042 Uiso 1 1 calc R . . C31 C 0.83674(7) 0.40128(10) 1.09479(14) 0.0249(3) Uani 1 1 d . . . C32 C 0.87111(8) 0.45499(11) 1.18348(15) 0.0319(3) Uani 1 1 d . . . H32 H 0.9124 0.4337 1.2205 0.038 Uiso 1 1 calc R . . C33 C 0.84484(10) 0.53983(11) 1.21772(16) 0.0396(4) Uani 1 1 d . . . H33 H 0.8687 0.5767 1.2775 0.048 Uiso 1 1 calc R . . C34 C 0.78440(10) 0.57110(12) 1.16567(17) 0.0390(4) Uani 1 1 d . . . H34 H 0.7665 0.6289 1.1900 0.047 Uiso 1 1 calc R . . C35 C 0.74972(9) 0.51693(12) 1.07681(17) 0.0376(4) Uani 1 1 d . . . H35 H 0.7080 0.5379 1.0411 0.045 Uiso 1 1 calc R . . C36 C 0.77603(8) 0.43308(11) 1.04086(16) 0.0320(3) Uani 1 1 d . . . H36 H 0.7528 0.3970 0.9794 0.038 Uiso 1 1 calc R . . C41 C 0.80980(8) 0.20807(10) 1.09226(15) 0.0248(3) Uani 1 1 d . . . C42 C 0.79376(9) 0.20013(12) 1.22032(16) 0.0325(4) Uani 1 1 d . . . H42 H 0.8138 0.2406 1.2803 0.039 Uiso 1 1 calc R . . C43 C 0.74850(9) 0.13324(12) 1.26135(17) 0.0365(4) Uani 1 1 d . . . H43 H 0.7374 0.1283 1.3491 0.044 Uiso 1 1 calc R . . C44 C 0.71973(9) 0.07403(11) 1.17443(18) 0.0358(4) Uani 1 1 d . . . H44 H 0.6893 0.0277 1.2026 0.043 Uiso 1 1 calc R . . C45 C 0.73496(9) 0.08181(11) 1.04665(18) 0.0342(4) Uani 1 1 d . . . H45 H 0.7144 0.0414 0.9870 0.041 Uiso 1 1 calc R . . C46 C 0.78018(8) 0.14843(10) 1.00489(15) 0.0284(3) Uani 1 1 d . . . H46 H 0.7909 0.1533 0.9169 0.034 Uiso 1 1 calc R . . C7 C 0.82850(8) 0.30700(10) 0.76029(14) 0.0234(3) Uani 1 1 d U A . C8 C 0.78021(8) 0.32698(10) 0.69506(16) 0.0291(3) Uani 1 1 d D . . C51A C 0.7326(3) 0.3521(5) 0.5949(6) 0.0291(12) Uani 0.587(4) 1 d PDU A 1 C52A C 0.7514(2) 0.3474(3) 0.4673(4) 0.0367(9) Uani 0.587(4) 1 d PU A 1 H52A H 0.7949 0.3233 0.4455 0.044 Uiso 0.587(4) 1 calc PR A 1 C53A C 0.7082(2) 0.3770(3) 0.3712(4) 0.0455(10) Uani 0.587(4) 1 d PU A 1 H53A H 0.7223 0.3743 0.2847 0.055 Uiso 0.587(4) 1 calc PR A 1 C54A C 0.6437(2) 0.4109(3) 0.4031(4) 0.0432(10) Uani 0.587(4) 1 d PU A 1 H54A H 0.6131 0.4294 0.3379 0.052 Uiso 0.587(4) 1 calc PR A 1 C55A C 0.6247(2) 0.4174(4) 0.5282(5) 0.0456(12) Uani 0.587(4) 1 d PU A 1 H55A H 0.5816 0.4426 0.5501 0.055 Uiso 0.587(4) 1 calc PR A 1 C56A C 0.6690(3) 0.3870(4) 0.6234(5) 0.0410(12) Uani 0.587(4) 1 d PU A 1 H56A H 0.6549 0.3904 0.7099 0.049 Uiso 0.587(4) 1 calc PR A 1 C51B C 0.7232(5) 0.3568(7) 0.6165(8) 0.0294(17) Uani 0.413(4) 1 d PDU A 2 C52B C 0.7236(3) 0.3304(5) 0.4923(6) 0.0443(14) Uani 0.413(4) 1 d PU A 2 H52B H 0.7576 0.2891 0.4631 0.053 Uiso 0.413(4) 1 calc PR A 2 C53B C 0.6739(4) 0.3637(5) 0.4061(6) 0.0581(17) Uani 0.413(4) 1 d PU A 2 H53B H 0.6752 0.3475 0.3185 0.070 Uiso 0.413(4) 1 calc PR A 2 C54B C 0.6235(4) 0.4205(5) 0.4529(7) 0.0509(17) Uani 0.413(4) 1 d PU A 2 H54B H 0.5893 0.4431 0.3971 0.061 Uiso 0.413(4) 1 calc PR A 2 C55B C 0.6224(3) 0.4439(4) 0.5749(6) 0.0379(14) Uani 0.413(4) 1 d PU A 2 H55B H 0.5874 0.4832 0.6051 0.045 Uiso 0.413(4) 1 calc PR A 2 C56B C 0.6708(3) 0.4123(4) 0.6586(6) 0.0311(13) Uani 0.413(4) 1 d PU A 2 H56B H 0.6682 0.4288 0.7460 0.037 Uiso 0.413(4) 1 calc PR A 2 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 0.02029(8) 0.02380(8) 0.01862(8) 0.00036(8) -0.00123(8) 0.00088(7) P1 0.02327(17) 0.02004(16) 0.02091(17) -0.00059(15) 0.00044(15) 0.00088(14) P2 0.02201(17) 0.02770(19) 0.01911(17) -0.00016(15) -0.00116(15) -0.00009(14) O1 0.0226(5) 0.0328(6) 0.0260(6) -0.0015(4) 0.0006(4) 0.0033(4) O2 0.0246(5) 0.0390(6) 0.0206(5) -0.0001(4) -0.0028(4) 0.0020(4) C1 0.0235(7) 0.0169(7) 0.0260(7) 0.0007(5) -0.0024(6) -0.0013(6) C2 0.0247(7) 0.0160(6) 0.0277(8) 0.0006(5) -0.0033(6) -0.0006(5) C3 0.0207(7) 0.0221(7) 0.0370(9) -0.0003(6) -0.0021(6) -0.0002(6) C4 0.0251(7) 0.0241(7) 0.0370(9) -0.0001(6) -0.0101(7) -0.0015(6) C5 0.0302(8) 0.0241(7) 0.0261(8) 0.0000(6) -0.0081(6) -0.0015(6) C6 0.0246(7) 0.0208(7) 0.0261(8) 0.0002(6) -0.0023(6) -0.0008(6) C21 0.0288(7) 0.0200(7) 0.0214(7) -0.0015(5) -0.0003(6) -0.0036(6) C22 0.0352(9) 0.0276(8) 0.0330(8) -0.0033(7) 0.0074(7) -0.0003(7) C23 0.0460(10) 0.0359(9) 0.0311(9) -0.0019(7) 0.0131(8) -0.0101(8) C24 0.0520(11) 0.0257(8) 0.0278(9) 0.0030(6) 0.0009(8) -0.0130(8) C25 0.0443(10) 0.0244(8) 0.0319(9) 0.0035(7) -0.0054(8) 0.0003(7) C26 0.0304(8) 0.0246(8) 0.0269(8) -0.0017(6) -0.0004(6) -0.0009(6) C11 0.0232(7) 0.0212(7) 0.0302(8) -0.0016(6) 0.0031(6) 0.0005(6) C16 0.0375(9) 0.0269(8) 0.0306(8) -0.0058(6) -0.0004(7) -0.0016(7) C15 0.0420(10) 0.0403(10) 0.0383(10) -0.0162(8) 0.0011(8) -0.0054(8) C14 0.0378(10) 0.0335(10) 0.0642(13) -0.0209(9) 0.0037(9) -0.0066(8) C13 0.0403(10) 0.0224(8) 0.0654(14) 0.0001(8) 0.0025(9) -0.0044(7) C12 0.0337(9) 0.0273(8) 0.0435(10) 0.0030(7) 0.0013(7) -0.0035(7) C31 0.0266(8) 0.0257(7) 0.0225(7) 0.0014(6) 0.0029(6) -0.0024(6) C32 0.0337(8) 0.0339(8) 0.0281(8) -0.0027(7) -0.0010(7) -0.0024(6) C33 0.0540(11) 0.0357(9) 0.0290(9) -0.0089(7) -0.0009(8) -0.0049(8) C34 0.0538(11) 0.0292(8) 0.0339(9) -0.0001(7) 0.0099(8) 0.0072(8) C35 0.0369(9) 0.0360(9) 0.0397(10) 0.0051(8) 0.0016(8) 0.0071(7) C36 0.0331(8) 0.0301(8) 0.0327(8) 0.0003(7) -0.0032(7) 0.0001(6) C41 0.0234(7) 0.0244(7) 0.0266(7) -0.0009(6) 0.0005(6) 0.0029(6) C42 0.0366(9) 0.0360(9) 0.0250(8) 0.0003(6) -0.0002(7) -0.0047(7) C43 0.0411(9) 0.0387(9) 0.0297(9) 0.0076(7) 0.0053(8) -0.0009(8) C44 0.0348(9) 0.0238(8) 0.0489(11) 0.0045(7) 0.0059(8) -0.0011(6) C45 0.0352(9) 0.0253(8) 0.0423(10) -0.0060(7) -0.0012(8) -0.0018(7) C46 0.0306(8) 0.0279(8) 0.0267(8) -0.0037(6) 0.0002(6) 0.0031(6) C7 0.0313(8) 0.0198(7) 0.0191(7) 0.0009(5) 0.0026(6) 0.0020(6) C8 0.0318(8) 0.0253(7) 0.0302(8) -0.0002(7) -0.0009(7) -0.0038(6) C51A 0.028(2) 0.0239(19) 0.035(3) 0.0032(17) -0.0101(18) -0.0018(15) C52A 0.041(2) 0.043(2) 0.0261(17) -0.0071(13) -0.0066(16) 0.0051(17) C53A 0.057(2) 0.052(2) 0.0271(19) -0.0035(15) -0.0116(17) 0.0019(18) C54A 0.044(2) 0.047(2) 0.039(2) 0.0083(18) -0.0247(17) -0.0001(18) C55A 0.0250(17) 0.066(3) 0.046(3) 0.017(2) -0.007(2) -0.0027(18) C56A 0.0312(19) 0.056(3) 0.036(2) 0.0152(18) 0.0004(17) -0.0059(19) C51B 0.034(3) 0.028(3) 0.026(3) 0.006(2) -0.005(2) -0.006(2) C52B 0.042(3) 0.052(3) 0.039(3) -0.007(2) -0.005(3) 0.005(3) C53B 0.069(4) 0.074(4) 0.032(3) -0.012(3) -0.023(3) 0.003(4) C54B 0.047(4) 0.069(4) 0.037(4) 0.002(3) -0.021(3) 0.004(3) C55B 0.024(2) 0.044(3) 0.045(4) 0.012(2) -0.004(2) -0.004(2) C56B 0.019(2) 0.038(3) 0.036(3) 0.010(2) 0.001(2) 0.000(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_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Ni1 C7 . . 1.8780(15) Y Ni1 C1 . . 1.8928(15) Y Ni1 P2 . . 2.1283(4) Y Ni1 P1 . . 2.1343(4) Y P1 O1 . . 1.6549(11) Y P1 C11 . . 1.8080(15) Y P1 C21 . . 1.8085(14) Y P2 O2 . . 1.6521(11) Y P2 C41 . . 1.8028(16) Y P2 C31 . . 1.8079(15) Y O1 C2 . . 1.3945(19) Y O2 C6 . . 1.3947(19) Y C1 C2 . . 1.382(2) Y C1 C6 . . 1.400(2) Y C2 C3 . . 1.398(2) Y C3 C4 . . 1.386(2) Y C3 H3 . . 0.9500 ? C4 C5 . . 1.380(2) Y C4 H4 . . 0.9500 ? C5 C6 . . 1.390(2) Y C5 H5 . . 0.9500 ? C21 C26 . . 1.391(2) Y C21 C22 . . 1.392(2) Y C22 C23 . . 1.381(2) Y C22 H22 . . 0.9500 ? C23 C24 . . 1.385(2) Y C23 H23 . . 0.9500 ? C24 C25 . . 1.379(2) Y C24 H24 . . 0.9500 ? C25 C26 . . 1.382(2) Y C25 H25 . . 0.9500 ? C26 H26 . . 0.9500 ? C11 C16 . . 1.393(2) Y C11 C12 . . 1.396(2) Y C16 C15 . . 1.393(2) Y C16 H16 . . 0.9500 ? C15 C14 . . 1.370(3) Y C15 H15 . . 0.9500 ? C14 C13 . . 1.391(3) Y C14 H14 . . 0.9500 ? C13 C12 . . 1.381(2) Y C13 H13 . . 0.9500 ? C12 H12 . . 0.9500 ? C31 C32 . . 1.392(2) Y C31 C36 . . 1.397(2) Y C32 C33 . . 1.390(2) Y C32 H32 . . 0.9500 ? C33 C34 . . 1.382(3) Y C33 H33 . . 0.9500 ? C34 C35 . . 1.400(3) Y C34 H34 . . 0.9500 ? C35 C36 . . 1.382(2) Y C35 H35 . . 0.9500 ? C36 H36 . . 0.9500 ? C41 C42 . . 1.386(2) Y C41 C46 . . 1.392(2) Y C42 C43 . . 1.389(2) Y C42 H42 . . 0.9500 ? C43 C44 . . 1.379(2) Y C43 H43 . . 0.9500 ? C44 C45 . . 1.379(3) Y C44 H44 . . 0.9500 ? C45 C46 . . 1.388(2) Y C45 H45 . . 0.9500 ? C46 H46 . . 0.9500 ? C7 C8 . . 1.204(2) Y C8 C51a . . 1.453(6) Y C8 C51b . . 1.454(8) Y C51a C56a . . 1.378(8) Y C51a C52a . . 1.392(7) Y C52a C53a . . 1.385(5) Y C52a H52a . . 0.9500 ? C53a C54a . . 1.398(6) Y C53a H53a . . 0.9500 ? C54a C55a . . 1.369(6) Y C54a H54a . . 0.9500 ? C55a C56a . . 1.397(7) Y C55a H55a . . 0.9500 ? C56a H56a . . 0.9500 ? C51b C52b . . 1.361(11) Y C51b C56b . . 1.382(11) Y C52b C53b . . 1.416(9) Y C52b H52b . . 0.9500 ? C53b C54b . . 1.381(10) Y C53b H53b . . 0.9500 ? C54b C55b . . 1.327(9) Y C54b H54b . . 0.9500 ? C55b C56b . . 1.372(9) Y C55b H55b . . 0.9500 ? C56b H56b . . 0.9500 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C7 NI1 C1 . . . 177.72(7) Y C7 NI1 P2 . . . 99.40(5) Y C1 NI1 P2 . . . 82.03(5) Y C7 NI1 P1 . . . 96.01(5) Y C1 NI1 P1 . . . 82.56(5) Y P2 NI1 P1 . . . 164.581(17 Y O1 P1 C11 . . . 102.00(6) Y O1 P1 C21 . . . 101.54(6) Y C11 P1 C21 . . . 105.12(7) Y O1 P1 NI1 . . . 106.36(4) Y C11 P1 NI1 . . . 118.04(5) Y C21 P1 NI1 . . . 120.90(5) Y O2 P2 C41 . . . 102.88(6) Y O2 P2 C31 . . . 101.46(6) Y C41 P2 C31 . . . 105.49(7) Y O2 P2 NI1 . . . 107.66(4) Y C41 P2 NI1 . . . 117.23(5) Y C31 P2 NI1 . . . 119.73(5) Y C2 O1 P1 . . . 111.57(9) Y C6 O2 P2 . . . 111.00(9) Y C2 C1 C6 . . . 116.12(14) Y C2 C1 NI1 . . . 121.73(11) Y C6 C1 NI1 . . . 122.01(12) Y C1 C2 O1 . . . 117.46(13) Y C1 C2 C3 . . . 123.46(14) Y O1 C2 C3 . . . 119.08(13) Y C4 C3 C2 . . . 117.46(15) Y C4 C3 H3 . . . 121.3 ? C2 C3 H3 . . . 121.3 ? C5 C4 C3 . . . 121.95(15) Y C5 C4 H4 . . . 119.0 ? C3 C4 H4 . . . 119.0 ? C4 C5 C6 . . . 118.20(14) Y C4 C5 H5 . . . 120.9 ? C6 C5 H5 . . . 120.9 ? C5 C6 O2 . . . 119.96(13) Y C5 C6 C1 . . . 122.77(15) Y O2 C6 C1 . . . 117.24(13) Y C26 C21 C22 . . . 120.03(14) Y C26 C21 P1 . . . 120.21(11) Y C22 C21 P1 . . . 119.75(11) Y C23 C22 C21 . . . 119.71(15) Y C23 C22 H22 . . . 120.1 ? C21 C22 H22 . . . 120.1 ? C22 C23 C24 . . . 119.88(16) Y C22 C23 H23 . . . 120.1 ? C24 C23 H23 . . . 120.1 ? C25 C24 C23 . . . 120.61(15) Y C25 C24 H24 . . . 119.7 ? C23 C24 H24 . . . 119.7 ? C24 C25 C26 . . . 119.91(15) Y C24 C25 H25 . . . 120.0 ? C26 C25 H25 . . . 120.0 ? C25 C26 C21 . . . 119.85(15) Y C25 C26 H26 . . . 120.1 ? C21 C26 H26 . . . 120.1 ? C16 C11 C12 . . . 119.37(15) Y C16 C11 P1 . . . 123.07(12) Y C12 C11 P1 . . . 117.56(13) Y C11 C16 C15 . . . 120.07(16) Y C11 C16 H16 . . . 120.0 ? C15 C16 H16 . . . 120.0 ? C14 C15 C16 . . . 120.12(17) Y C14 C15 H15 . . . 119.9 ? C16 C15 H15 . . . 119.9 ? C15 C14 C13 . . . 120.19(17) Y C15 C14 H14 . . . 119.9 ? C13 C14 H14 . . . 119.9 ? C12 C13 C14 . . . 120.25(17) Y C12 C13 H13 . . . 119.9 ? C14 C13 H13 . . . 119.9 ? C13 C12 C11 . . . 119.93(17) Y C13 C12 H12 . . . 120.0 ? C11 C12 H12 . . . 120.0 ? C32 C31 C36 . . . 119.69(14) Y C32 C31 P2 . . . 121.96(12) Y C36 C31 P2 . . . 118.27(12) Y C33 C32 C31 . . . 119.83(15) Y C33 C32 H32 . . . 120.1 ? C31 C32 H32 . . . 120.1 ? C34 C33 C32 . . . 120.66(16) Y C34 C33 H33 . . . 119.7 ? C32 C33 H33 . . . 119.7 ? C33 C34 C35 . . . 119.49(16) Y C33 C34 H34 . . . 120.3 ? C35 C34 H34 . . . 120.3 ? C36 C35 C34 . . . 120.19(16) Y C36 C35 H35 . . . 119.9 ? C34 C35 H35 . . . 119.9 ? C35 C36 C31 . . . 120.12(15) Y C35 C36 H36 . . . 119.9 ? C31 C36 H36 . . . 119.9 ? C42 C41 C46 . . . 119.51(14) Y C42 C41 P2 . . . 120.05(12) Y C46 C41 P2 . . . 120.41(12) Y C41 C42 C43 . . . 120.32(16) Y C41 C42 H42 . . . 119.8 ? C43 C42 H42 . . . 119.8 ? C44 C43 C42 . . . 119.86(16) Y C44 C43 H43 . . . 120.1 ? C42 C43 H43 . . . 120.1 ? C43 C44 C45 . . . 120.27(16) Y C43 C44 H44 . . . 119.9 ? C45 C44 H44 . . . 119.9 ? C44 C45 C46 . . . 120.22(16) Y C44 C45 H45 . . . 119.9 ? C46 C45 H45 . . . 119.9 ? C45 C46 C41 . . . 119.82(15) Y C45 C46 H46 . . . 120.1 ? C41 C46 H46 . . . 120.1 ? C8 C7 NI1 . . . 174.95(13) Y C7 C8 C51A . . . 167.9(3) Y C7 C8 C51B . . . 176.5(4) Y C51A C8 C51B . . . 11.8(6) Y C56A C51A C52A . . . 117.8(5) Y C56A C51A C8 . . . 121.1(5) Y C52A C51A C8 . . . 121.0(4) Y C53A C52A C51A . . . 121.7(4) Y C53A C52A H52A . . . 119.2 ? C51A C52A H52A . . . 119.2 ? C52A C53A C54A . . . 119.2(4) Y C52A C53A H53A . . . 120.4 ? C54A C53A H53A . . . 120.4 ? C55A C54A C53A . . . 120.0(4) Y C55A C54A H54A . . . 120.0 ? C53A C54A H54A . . . 120.0 ? C54A C55A C56A . . . 119.8(4) Y C54A C55A H55A . . . 120.1 ? C56A C55A H55A . . . 120.1 ? C51A C56A C55A . . . 121.5(5) Y C51A C56A H56A . . . 119.2 ? C55A C56A H56A . . . 119.2 ? C52B C51B C56B . . . 118.5(7) Y C52B C51B C8 . . . 117.0(7) Y C56B C51B C8 . . . 124.4(7) Y C51B C52B C53B . . . 120.8(6) Y C51B C52B H52B . . . 119.6 ? C53B C52B H52B . . . 119.6 ? C54B C53B C52B . . . 118.1(6) Y C54B C53B H53B . . . 120.9 ? C52B C53B H53B . . . 120.9 ? C55B C54B C53B . . . 120.7(7) Y C55B C54B H54B . . . 119.7 ? C53B C54B H54B . . . 119.7 ? C54B C55B C56B . . . 121.4(6) Y C54B C55B H55B . . . 119.3 ? C56B C55B H55B . . . 119.3 ? C55B C56B C51B . . . 120.4(6) Y C55B C56B H56B . . . 119.8 ? C51B C56B H56B . . . 119.8 ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C7 NI1 P1 O1 . . . . 179.21(6) Y C1 NI1 P1 O1 . . . . 1.00(6) Y P2 NI1 P1 O1 . . . . -0.31(8) Y C7 NI1 P1 C11 . . . . -67.09(7) Y C1 NI1 P1 C11 . . . . 114.70(7) Y P2 NI1 P1 C11 . . . . 113.39(8) Y C7 NI1 P1 C21 . . . . 64.46(7) Y C1 NI1 P1 C21 . . . . -113.75(7) Y P2 NI1 P1 C21 . . . . -115.06(8) Y C7 NI1 P2 O2 . . . . -176.97(6) Y C1 NI1 P2 O2 . . . . 1.23(6) Y P1 NI1 P2 O2 . . . . 2.54(8) Y C7 NI1 P2 C41 . . . . 67.75(7) Y C1 NI1 P2 C41 . . . . -114.04(7) Y P1 NI1 P2 C41 . . . . -112.73(8) Y C7 NI1 P2 C31 . . . . -62.02(7) Y C1 NI1 P2 C31 . . . . 116.19(7) Y P1 NI1 P2 C31 . . . . 117.50(8) Y C11 P1 O1 C2 . . . . -128.37(10) Y C21 P1 O1 C2 . . . . 123.24(10) Y NI1 P1 O1 C2 . . . . -4.08(10) Y C41 P2 O2 C6 . . . . 124.31(10) Y C31 P2 O2 C6 . . . . -126.67(10) Y NI1 P2 O2 C6 . . . . -0.12(10) Y C7 NI1 C1 C2 . . . . -48.9(18) Y P2 NI1 C1 C2 . . . . -177.93(12) Y P1 NI1 C1 C2 . . . . 2.42(11) Y C7 NI1 C1 C6 . . . . 126.7(17) Y P2 NI1 C1 C6 . . . . -2.41(11) Y P1 NI1 C1 C6 . . . . 177.94(12) Y C6 C1 C2 O1 . . . . 178.30(12) Y NI1 C1 C2 O1 . . . . -5.93(18) Y C6 C1 C2 C3 . . . . -1.9(2) Y NI1 C1 C2 C3 . . . . 173.87(11) Y P1 O1 C2 C1 . . . . 6.27(16) Y P1 O1 C2 C3 . . . . -173.54(10) Y C1 C2 C3 C4 . . . . 1.6(2) Y O1 C2 C3 C4 . . . . -178.62(13) Y C2 C3 C4 C5 . . . . -0.1(2) Y C3 C4 C5 C6 . . . . -1.0(2) Y C4 C5 C6 O2 . . . . -177.39(13) Y C4 C5 C6 C1 . . . . 0.6(2) Y P2 O2 C6 C5 . . . . 176.50(11) Y P2 O2 C6 C1 . . . . -1.63(16) Y C2 C1 C6 C5 . . . . 0.8(2) Y NI1 C1 C6 C5 . . . . -175.00(11) Y C2 C1 C6 O2 . . . . 178.83(12) Y NI1 C1 C6 O2 . . . . 3.07(19) Y O1 P1 C21 C26 . . . . -137.41(12) Y C11 P1 C21 C26 . . . . 116.62(12) Y NI1 P1 C21 C26 . . . . -20.20(14) Y O1 P1 C21 C22 . . . . 41.26(13) Y C11 P1 C21 C22 . . . . -64.71(14) Y NI1 P1 C21 C22 . . . . 158.47(11) Y C26 C21 C22 C23 . . . . -0.7(2) Y P1 C21 C22 C23 . . . . -179.36(13) Y C21 C22 C23 C24 . . . . 0.6(3) Y C22 C23 C24 C25 . . . . 0.2(3) Y C23 C24 C25 C26 . . . . -1.0(2) Y C24 C25 C26 C21 . . . . 0.9(2) Y C22 C21 C26 C25 . . . . 0.0(2) Y P1 C21 C26 C25 . . . . 178.62(12) Y O1 P1 C11 C16 . . . . -116.63(14) Y C21 P1 C11 C16 . . . . -11.01(16) Y NI1 P1 C11 C16 . . . . 127.30(13) Y O1 P1 C11 C12 . . . . 63.72(13) Y C21 P1 C11 C12 . . . . 169.34(12) Y NI1 P1 C11 C12 . . . . -52.36(14) Y C12 C11 C16 C15 . . . . -2.5(3) Y P1 C11 C16 C15 . . . . 177.88(13) Y C11 C16 C15 C14 . . . . 0.3(3) Y C16 C15 C14 C13 . . . . 1.2(3) Y C15 C14 C13 C12 . . . . -0.4(3) Y C14 C13 C12 C11 . . . . -1.8(3) Y C16 C11 C12 C13 . . . . 3.2(2) Y P1 C11 C12 C13 . . . . -177.12(13) Y O2 P2 C31 C32 . . . . 9.38(14) Y C41 P2 C31 C32 . . . . 116.37(13) Y NI1 P2 C31 C32 . . . . -108.79(12) Y O2 P2 C31 C36 . . . . -173.74(12) Y C41 P2 C31 C36 . . . . -66.75(14) Y NI1 P2 C31 C36 . . . . 68.08(13) Y C36 C31 C32 C33 . . . . 0.0(2) Y P2 C31 C32 C33 . . . . 176.81(13) Y C31 C32 C33 C34 . . . . 0.8(3) Y C32 C33 C34 C35 . . . . -0.5(3) Y C33 C34 C35 C36 . . . . -0.4(3) Y C34 C35 C36 C31 . . . . 1.2(3) Y C32 C31 C36 C35 . . . . -0.9(2) Y P2 C31 C36 C35 . . . . -177.88(13) Y O2 P2 C41 C42 . . . . 48.64(14) Y C31 P2 C41 C42 . . . . -57.32(15) Y NI1 P2 C41 C42 . . . . 166.51(11) Y O2 P2 C41 C46 . . . . -129.61(12) Y C31 P2 C41 C46 . . . . 124.43(13) Y NI1 P2 C41 C46 . . . . -11.74(14) Y C46 C41 C42 C43 . . . . 0.0(2) Y P2 C41 C42 C43 . . . . -178.28(13) Y C41 C42 C43 C44 . . . . 0.5(3) Y C42 C43 C44 C45 . . . . -0.9(3) Y C43 C44 C45 C46 . . . . 1.0(3) Y C44 C45 C46 C41 . . . . -0.6(2) Y C42 C41 C46 C45 . . . . 0.1(2) Y P2 C41 C46 C45 . . . . 178.32(12) Y C1 NI1 C7 C8 . . . . 16(3) Y P2 NI1 C7 C8 . . . . 144.6(15) Y P1 NI1 C7 C8 . . . . -35.3(16) Y NI1 C7 C8 C51A . . . . 23(2) Y NI1 C7 C8 C51B . . . . -53(7) Y C7 C8 C51A C56A . . . . -161.9(11) Y C51B C8 C51A C56A . . . . 1(3) Y C7 C8 C51A C52A . . . . 13.9(19) Y C51B C8 C51A C52A . . . . 177(4) Y C56A C51A C52A C53A . . . . 0.3(8) Y C8 C51A C52A C53A . . . . -175.5(4) Y C51A C52A C53A C54A . . . . -1.2(7) Y C52A C53A C54A C55A . . . . 2.2(6) Y C53A C54A C55A C56A . . . . -2.4(7) Y C52A C51A C56A C55A . . . . -0.5(8) Y C8 C51A C56A C55A . . . . 175.4(5) Y C54A C55A C56A C51A . . . . 1.6(8) Y C7 C8 C51B C52B . . . . 110(7) Y C51A C8 C51B C52B . . . . 18(3) Y C7 C8 C51B C56B . . . . -67(7) Y C51A C8 C51B C56B . . . . -160(4) Y C56B C51B C52B C53B . . . . 4.0(13) Y C8 C51B C52B C53B . . . . -173.7(6) Y C51B C52B C53B C54B . . . . -2.7(11) Y C52B C53B C54B C55B . . . . 0.8(11) Y C53B C54B C55B C56B . . . . -0.3(11) Y C54B C55B C56B C51B . . . . 1.6(11) Y C52B C51B C56B C55B . . . . -3.5(12) Y C8 C51B C56B C55B . . . . 174.1(7) Y _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 31.54 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 0.326 _refine_diff_density_min -0.263 _refine_diff_density_rms 0.047 #=== END OF THE CIF FILE