data_global #============================================================================== # 1. SUBMISSION DETAILS #============================================================================== _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 'davitz@chimie.umontreal.ca' _publ_requested_journal 'Acta Crystallographica C' _publ_requested_category 'FO' _publ_requested_coeditor_name ; Dr Anthony Linden Institute of Organic Chemistry University of Zurich Winterthurerstrasse 190 CH-8057 Zurich, Switzerland ; _publ_contact_letter ; Please consider this CIF submission for publication in Acta Crystallographica Section C. All authors have seen and approved of this submission. The CIF has passed the Chester CHECKCIF routines and gives a satisfactory PRINTCIF file. When I hear back from you by e-mail with your reference number I will fax and air-mail a formal Letter of Submission and a signed Copyright Transfer Form. I will then ftp the Artwork and Structure Factor Listing to you (as Postscript and ASCII files respectively). ; #============================================================================== # 2. PROCESSING SUMMARY (IUCr Office Use Only) #============================================================================== _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ; ? ; _journal_techeditor_code ? _journal_techeditor_notes ; ? ; _journal_coden_ASTM ? _journal_name_full ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #============================================================================== # 3. TITLE AND AUTHOR LIST #============================================================================== _publ_section_title ; Structure of VALE22 ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address 'Zargarian, Davit' ; D\'epartement de Chimie Universit\'e de Montr\'eal C.P. 6128, Succ. Centre-ville, Montr\'eal, Qu\'ebec Canada H3C 3J7 ; 'Pandarus, Valerica' ; D\'epartement de Chimie Universit\'e de Montr\'eal C.P. 6128, Succ. Centre-ville, Montr\'eal, Qu\'ebec Canada H3C 3J7 ; #============================================================================== # 4. TEXT #============================================================================== _publ_section_abstract ; Here should be written a short abstract ; _publ_section_comment ; Here should be written the text of the article ; _publ_section_exptl_prep ; Small details about the preparation of the compound. ; _publ_section_exptl_refinement ; All non-H atoms were refined by full-matrix least-squares with anisotropic displacement parameters. The H atoms were generated geometrically (C-H 0.93 to 0.98, N-H 0.86 and O-H 0.82\%A) and were included in the refinement in the riding model approximation; their temperature factors were set to 1.5 times those of the equivalent isotropic temperature factors of the parent site (methyl) and 1.2 times for others. A final verification of possible voids was performed using the VOID routine of the PLATON program (Spek, 2000). ; _publ_section_references ; Bruker (1997). SHELXTL (1997). Release 5.10; The Complete Software Package for Single Crystal Structure Determination. Bruker AXS Inc., Madison, USA. Bruker (1999a). SAINT Release 6.06. Integration Software for Single Crystal Data. Bruker AXS Inc., Madison, USA. Bruker (1999b). SMART Release 5.059; Bruker Molecular Analysis Research Tool, Bruker AXS Inc., Madison, USA. Sheldrick, G. M. (1986). SHELXS86. Program for Crystal Structure solution. University of G\"ottingen, Germany. Sheldrick, G. M. (1996). SADABS, Bruker Area Detector Absorption Corrections. Bruker AXS Inc., Madison, USA. Sheldrick, G. M. (1997a). SHELXS97. Program for Crystal Structure solution. University of G\"ottingen, Germany. Sheldrick, G. M. (1997b). SHELXL97. Program for crystal structure refinement. University of G\"ottingen, Germany. Spek, A. L. (2000). PLATON, 2000 version; Molecular Geometry Program, University of Utrecht, Utrecht, Holland. ; _publ_section_figure_captions ; Fig 1 Ortep view of the title compound. Thermal ellipsoids are shown at 30% probability levels. ; _publ_section_table_legends ; Table 1. Selected geometric parameters (\%A, \%) for the title compound. ; _publ_section_acknowledgements ; We are grateful to the Natural Sciences and Engineering Research Council of Canada and the Minist\`ere de l'Education du Qu\'ebec for financial support. ; # ======================================================== # STRUCTURAL DATA # ======================================================== data_vale22 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H33 Cl2 Ni O2 P2' _chemical_formula_sum 'C15 H33 Cl2 Ni O2 P2' _chemical_formula_weight 436.96 _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' 'Cl' 'Cl' 0.3639 0.7018 '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 13.5766(3) _cell_length_b 6.9842(2) _cell_length_c 22.2642(5) _cell_angle_alpha 90.00 _cell_angle_beta 104.721(1) _cell_angle_gamma 90.00 _cell_volume 2041.83(9) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 17548 _cell_measurement_theta_min 3.37 _cell_measurement_theta_max 68.92 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.421 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 924 _exptl_absorpt_coefficient_mu 5.285 _exptl_absorpt_correction_Type multi-scan _exptl_absorpt_correction_T_min 0.5900 _exptl_absorpt_correction_T_max 0.8000 _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 Platform diffractometer, equipped with a Bruker SMART 2K Charged-Coupled Device (CCD) Area Detector using the program SMART and normal focus sealed tube source graphite monochromated Cu-K\a radiation. The crystal-to-detector distance was 4.908 cm, and the data collection was carried out in 512 x 512 pixel mode, utilizing 4 x 4 pixel binning. The initial unit cell parameters were determined by a least-squares fit of the angular setting of strong reflections, collected by a 9.0 degree scan in 30 frames over four different parts of the reciprocal space (120 frames total). One complete sphere of data was collected, to better than 0.8\%A resolution. Upon completion of the data collection, the first 101 frames were recollected in order to improve the decay correction analysis. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Sealed Tube' _diffrn_radiation_monochromator 'graphite' _diffrn_measurement_device_type 'Bruker Smart 2000' _diffrn_measurement_method '\w' _diffrn_detector_area_resol_mean 5.5 _diffrn_standards_number 185 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% -1.57 _diffrn_reflns_number 27730 _diffrn_reflns_av_R_equivalents 0.027 _diffrn_reflns_av_sigmaI/netI 0.0132 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.37 _diffrn_reflns_theta_max 68.95 _reflns_number_total 3771 _reflns_number_gt 3513 _reflns_threshold_expression 'I>2\s(I)' _computing_data_collection 'SMART (Bruker, 1999)' _computing_cell_refinement 'SMART (Bruker, 1999)' _computing_data_reduction 'SAINT (Bruker, 1999)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 1997)' _computing_publication_material 'UdMX (local program)' _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^)+(0.0574P)^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 3771 _refine_ls_number_parameters 207 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0319 _refine_ls_R_factor_gt 0.0305 _refine_ls_wR_factor_ref 0.0891 _refine_ls_wR_factor_gt 0.0879 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _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 0.23434(2) 0.93043(4) 0.107681(13) 0.02024(11) Uani 1 1 d . . . Cl2 Cl 0.08453(3) 1.10594(6) 0.07714(2) 0.02859(13) Uani 1 1 d . . . Cl1 Cl 0.35823(4) 1.15439(7) 0.13376(2) 0.03135(13) Uani 1 1 d . . . P1 P 0.25547(3) 0.88617(6) 0.01273(2) 0.02096(12) Uani 1 1 d . . . P2 P 0.20868(3) 0.87230(6) 0.20167(2) 0.02104(12) Uani 1 1 d . . . O1 O 0.19848(10) 0.68795(18) -0.01303(6) 0.0264(3) Uani 1 1 d . . . O2 O 0.13531(10) 0.68481(18) 0.19178(6) 0.0264(3) Uani 1 1 d . . . C1 C 0.12819(14) 0.6300(3) 0.02266(9) 0.0266(4) Uani 1 1 d . . . H1A H 0.1127 0.4919 0.0160 0.032 Uiso 1 1 calc R . . H1B H 0.0637 0.7021 0.0084 0.032 Uiso 1 1 calc R . . C2 C 0.17321(13) 0.6673(2) 0.09099(8) 0.0232(4) Uani 1 1 d . . . H2 H 0.2293 0.5724 0.1060 0.028 Uiso 1 1 calc R . . C3 C 0.09492(14) 0.6345(3) 0.12745(9) 0.0263(4) Uani 1 1 d . . . H3A H 0.0337 0.7129 0.1096 0.032 Uiso 1 1 calc R . . H3B H 0.0743 0.4982 0.1243 0.032 Uiso 1 1 calc R . . C4 C 0.38727(14) 0.8412(3) 0.01050(9) 0.0286(4) Uani 1 1 d . . . H4 H 0.4255 0.9645 0.0199 0.034 Uiso 1 1 calc R . . C5 C 0.19784(15) 1.0683(3) -0.04481(9) 0.0280(4) Uani 1 1 d . . . H5 H 0.1349 1.1118 -0.0333 0.034 Uiso 1 1 calc R . . C6 C 0.13440(15) 1.0467(3) 0.23317(9) 0.0279(4) Uani 1 1 d . . . H6 H 0.0674 1.0568 0.2017 0.034 Uiso 1 1 calc R . . C7 C 0.31593(14) 0.7907(3) 0.26423(8) 0.0285(4) Uani 1 1 d . . . H7 H 0.2874 0.7246 0.2959 0.034 Uiso 1 1 calc R . . C8 C 0.39776(17) 0.7702(3) -0.05274(10) 0.0391(5) Uani 1 1 d . . . H8A H 0.4684 0.7319 -0.0493 0.059 Uiso 1 1 calc R . . H8B H 0.3788 0.8731 -0.0834 0.059 Uiso 1 1 calc R . . H8C H 0.3527 0.6600 -0.0660 0.059 Uiso 1 1 calc R . . C9 C 0.43472(16) 0.6985(4) 0.06214(11) 0.0413(5) Uani 1 1 d . . . H9A H 0.3951 0.5795 0.0559 0.062 Uiso 1 1 calc R . . H9B H 0.4343 0.7536 0.1025 0.062 Uiso 1 1 calc R . . H9C H 0.5050 0.6711 0.0610 0.062 Uiso 1 1 calc R . . C10 C 0.16245(17) 0.9941(3) -0.11131(9) 0.0376(5) Uani 1 1 d . . . H10A H 0.1200 1.0912 -0.1374 0.056 Uiso 1 1 calc R . . H10B H 0.1228 0.8766 -0.1119 0.056 Uiso 1 1 calc R . . H10C H 0.2219 0.9669 -0.1273 0.056 Uiso 1 1 calc R . . C11 C 0.2658(2) 1.2441(3) -0.03898(11) 0.0454(6) Uani 1 1 d . . . H11A H 0.3259 1.2134 -0.0539 0.068 Uiso 1 1 calc R . . H11B H 0.2873 1.2836 0.0046 0.068 Uiso 1 1 calc R . . H11C H 0.2279 1.3486 -0.0639 0.068 Uiso 1 1 calc R . . C12 C 0.17971(18) 1.2482(3) 0.23897(10) 0.0364(5) Uani 1 1 d . . . H12A H 0.1295 1.3398 0.2465 0.055 Uiso 1 1 calc R . . H12B H 0.1979 1.2819 0.2004 0.055 Uiso 1 1 calc R . . H12C H 0.2408 1.2520 0.2737 0.055 Uiso 1 1 calc R . . C13 C 0.10959(17) 0.9766(3) 0.29271(10) 0.0367(5) Uani 1 1 d . . . H13A H 0.1718 0.9762 0.3267 0.055 Uiso 1 1 calc R . . H13B H 0.0818 0.8466 0.2864 0.055 Uiso 1 1 calc R . . H13C H 0.0593 1.0622 0.3033 0.055 Uiso 1 1 calc R . . C14 C 0.38352(16) 0.9550(3) 0.29688(10) 0.0382(5) Uani 1 1 d . . . H14A H 0.4453 0.9024 0.3248 0.057 Uiso 1 1 calc R . . H14B H 0.3463 1.0307 0.3209 0.057 Uiso 1 1 calc R . . H14C H 0.4022 1.0369 0.2658 0.057 Uiso 1 1 calc R . . C15 C 0.37850(17) 0.6446(3) 0.23883(11) 0.0402(5) Uani 1 1 d . . . H15A H 0.4135 0.7088 0.2110 0.060 Uiso 1 1 calc R . . H15B H 0.3333 0.5453 0.2158 0.060 Uiso 1 1 calc R . . H15C H 0.4290 0.5859 0.2733 0.060 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 0.02051(18) 0.01999(18) 0.01976(18) 0.00023(11) 0.00427(13) -0.00245(11) Cl2 0.0283(2) 0.0291(2) 0.0271(2) 0.00213(17) 0.00482(18) 0.00688(17) Cl1 0.0324(2) 0.0334(3) 0.0283(2) -0.00681(18) 0.00789(18) -0.01554(19) P1 0.0238(2) 0.0186(2) 0.0212(2) -0.00148(16) 0.00711(18) -0.00222(17) P2 0.0215(2) 0.0203(2) 0.0215(2) 0.00121(16) 0.00573(17) 0.00006(17) O1 0.0318(7) 0.0226(6) 0.0257(6) -0.0051(5) 0.0089(5) -0.0066(5) O2 0.0307(6) 0.0236(6) 0.0265(6) 0.0009(5) 0.0103(5) -0.0051(5) C1 0.0262(9) 0.0248(9) 0.0289(10) -0.0025(7) 0.0073(7) -0.0069(7) C2 0.0238(8) 0.0179(8) 0.0275(9) -0.0003(7) 0.0060(7) -0.0027(7) C3 0.0260(9) 0.0252(9) 0.0277(9) -0.0008(7) 0.0067(7) -0.0049(7) C4 0.0255(9) 0.0285(10) 0.0336(10) -0.0056(8) 0.0106(8) -0.0027(8) C5 0.0359(10) 0.0261(9) 0.0233(9) 0.0021(7) 0.0097(8) 0.0035(8) C6 0.0294(9) 0.0270(9) 0.0282(9) -0.0018(7) 0.0088(8) 0.0041(8) C7 0.0271(9) 0.0342(10) 0.0232(9) 0.0064(8) 0.0046(7) 0.0014(8) C8 0.0355(11) 0.0458(12) 0.0407(12) -0.0119(10) 0.0183(9) -0.0005(10) C9 0.0302(10) 0.0478(13) 0.0459(13) 0.0035(10) 0.0095(9) 0.0112(10) C10 0.0465(12) 0.0400(12) 0.0262(10) 0.0021(9) 0.0092(9) 0.0032(10) C11 0.0671(15) 0.0248(10) 0.0415(12) 0.0056(9) 0.0089(11) -0.0053(11) C12 0.0495(12) 0.0278(10) 0.0335(11) -0.0017(8) 0.0135(9) 0.0034(9) C13 0.0413(11) 0.0390(11) 0.0345(11) -0.0005(9) 0.0184(9) 0.0038(10) C14 0.0321(10) 0.0480(13) 0.0300(10) 0.0019(9) -0.0006(8) -0.0045(9) C15 0.0325(11) 0.0448(12) 0.0399(12) 0.0058(10) 0.0029(9) 0.0138(9) _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 C2 2.0119(18) . Y Ni1 P1 2.2259(5) . Y Ni1 P2 2.2440(5) . Y Ni1 Cl1 2.2620(5) . Y Ni1 Cl2 2.3236(5) . Y P1 O1 1.6182(13) . Y P1 C4 1.8299(19) . Y P1 C5 1.8338(19) . Y P2 O2 1.6260(13) . Y P2 C6 1.8309(19) . Y P2 C7 1.8313(18) . Y O1 C1 1.446(2) . Y O2 C3 1.441(2) . Y C1 C2 1.511(3) . Y C1 H1A 0.9900 . Y C1 H1B 0.9900 . Y C2 C3 1.510(3) . Y C2 H2 1.0000 . Y C3 H3A 0.9900 . Y C3 H3B 0.9900 . Y C4 C8 1.533(3) . Y C4 C9 1.534(3) . Y C4 H4 1.0000 . Y C5 C11 1.521(3) . Y C5 C10 1.527(3) . Y C5 H5 1.0000 . Y C6 C12 1.528(3) . Y C6 C13 1.529(3) . Y C6 H6 1.0000 . Y C7 C15 1.526(3) . Y C7 C14 1.532(3) . Y C7 H7 1.0000 . Y C8 H8A 0.9800 . Y C8 H8B 0.9800 . Y C8 H8C 0.9800 . Y C9 H9A 0.9800 . Y C9 H9B 0.9800 . Y C9 H9C 0.9800 . Y C10 H10A 0.9800 . Y C10 H10B 0.9800 . Y C10 H10C 0.9800 . Y C11 H11A 0.9800 . Y C11 H11B 0.9800 . Y C11 H11C 0.9800 . Y C12 H12A 0.9800 . Y C12 H12B 0.9800 . Y C12 H12C 0.9800 . Y C13 H13A 0.9800 . Y C13 H13B 0.9800 . Y C13 H13C 0.9800 . Y C14 H14A 0.9800 . Y C14 H14B 0.9800 . Y C14 H14C 0.9800 . Y C15 H15A 0.9800 . Y C15 H15B 0.9800 . Y C15 H15C 0.9800 . Y 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 C2 Ni1 P1 81.05(5) . . Y C2 Ni1 P2 81.52(5) . . Y P1 Ni1 P2 161.53(2) . . Y C2 Ni1 Cl1 157.52(6) . . Y P1 Ni1 Cl1 94.182(19) . . Y P2 Ni1 Cl1 99.630(19) . . Y C2 Ni1 Cl2 97.96(5) . . Y P1 Ni1 Cl2 96.305(19) . . Y P2 Ni1 Cl2 92.095(18) . . Y Cl1 Ni1 Cl2 104.41(2) . . Y O1 P1 C4 103.08(8) . . Y O1 P1 C5 105.38(8) . . Y C4 P1 C5 110.28(9) . . Y O1 P1 Ni1 106.86(5) . . Y C4 P1 Ni1 114.36(6) . . Y C5 P1 Ni1 115.60(6) . . Y O2 P2 C6 102.09(8) . . Y O2 P2 C7 101.18(8) . . Y C6 P2 C7 108.93(9) . . Y O2 P2 Ni1 104.74(5) . . Y C6 P2 Ni1 117.90(6) . . Y C7 P2 Ni1 118.92(6) . . Y C1 O1 P1 111.56(11) . . Y C3 O2 P2 113.34(11) . . Y O1 C1 C2 110.51(14) . . Y O1 C1 H1A 109.5 . . Y C2 C1 H1A 109.5 . . Y O1 C1 H1B 109.5 . . Y C2 C1 H1B 109.5 . . Y H1A C1 H1B 108.1 . . Y C3 C2 C1 110.81(15) . . Y C3 C2 Ni1 110.66(12) . . Y C1 C2 Ni1 112.69(12) . . Y C3 C2 H2 107.5 . . Y C1 C2 H2 107.5 . . Y Ni1 C2 H2 107.5 . . Y O2 C3 C2 110.82(14) . . Y O2 C3 H3A 109.5 . . Y C2 C3 H3A 109.5 . . Y O2 C3 H3B 109.5 . . Y C2 C3 H3B 109.5 . . Y H3A C3 H3B 108.1 . . Y C8 C4 C9 111.01(17) . . Y C8 C4 P1 113.59(14) . . Y C9 C4 P1 108.57(13) . . Y C8 C4 H4 107.8 . . Y C9 C4 H4 107.8 . . Y P1 C4 H4 107.8 . . Y C11 C5 C10 113.05(17) . . Y C11 C5 P1 111.01(15) . . Y C10 C5 P1 114.54(14) . . Y C11 C5 H5 105.8 . . Y C10 C5 H5 105.8 . . Y P1 C5 H5 105.8 . . Y C12 C6 C13 113.22(16) . . Y C12 C6 P2 113.32(14) . . Y C13 C6 P2 112.53(14) . . Y C12 C6 H6 105.6 . . Y C13 C6 H6 105.6 . . Y P2 C6 H6 105.6 . . Y C15 C7 C14 110.73(17) . . Y C15 C7 P2 109.65(13) . . Y C14 C7 P2 113.12(14) . . Y C15 C7 H7 107.7 . . Y C14 C7 H7 107.7 . . Y P2 C7 H7 107.7 . . Y C4 C8 H8A 109.5 . . Y C4 C8 H8B 109.5 . . Y H8A C8 H8B 109.5 . . Y C4 C8 H8C 109.5 . . Y H8A C8 H8C 109.5 . . Y H8B C8 H8C 109.5 . . Y C4 C9 H9A 109.5 . . Y C4 C9 H9B 109.5 . . Y H9A C9 H9B 109.5 . . Y C4 C9 H9C 109.5 . . Y H9A C9 H9C 109.5 . . Y H9B C9 H9C 109.5 . . Y C5 C10 H10A 109.5 . . Y C5 C10 H10B 109.5 . . Y H10A C10 H10B 109.5 . . Y C5 C10 H10C 109.5 . . Y H10A C10 H10C 109.5 . . Y H10B C10 H10C 109.5 . . Y C5 C11 H11A 109.5 . . Y C5 C11 H11B 109.5 . . Y H11A C11 H11B 109.5 . . Y C5 C11 H11C 109.5 . . Y H11A C11 H11C 109.5 . . Y H11B C11 H11C 109.5 . . Y C6 C12 H12A 109.5 . . Y C6 C12 H12B 109.5 . . Y H12A C12 H12B 109.5 . . Y C6 C12 H12C 109.5 . . Y H12A C12 H12C 109.5 . . Y H12B C12 H12C 109.5 . . Y C6 C13 H13A 109.5 . . Y C6 C13 H13B 109.5 . . Y H13A C13 H13B 109.5 . . Y C6 C13 H13C 109.5 . . Y H13A C13 H13C 109.5 . . Y H13B C13 H13C 109.5 . . Y C7 C14 H14A 109.5 . . Y C7 C14 H14B 109.5 . . Y H14A C14 H14B 109.5 . . Y C7 C14 H14C 109.5 . . Y H14A C14 H14C 109.5 . . Y H14B C14 H14C 109.5 . . Y C7 C15 H15A 109.5 . . Y C7 C15 H15B 109.5 . . Y H15A C15 H15B 109.5 . . Y C7 C15 H15C 109.5 . . Y H15A C15 H15C 109.5 . . Y H15B C15 H15C 109.5 . . 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 Ni1 P1 O1 6.40(7) . . . . Y P2 Ni1 P1 O1 25.84(9) . . . . Y Cl1 Ni1 P1 O1 164.28(5) . . . . Y Cl2 Ni1 P1 O1 -90.70(5) . . . . Y C2 Ni1 P1 C4 -106.98(9) . . . . Y P2 Ni1 P1 C4 -87.54(9) . . . . Y Cl1 Ni1 P1 C4 50.90(7) . . . . Y Cl2 Ni1 P1 C4 155.92(7) . . . . Y C2 Ni1 P1 C5 123.31(9) . . . . Y P2 Ni1 P1 C5 142.75(9) . . . . Y Cl1 Ni1 P1 C5 -78.81(7) . . . . Y Cl2 Ni1 P1 C5 26.21(7) . . . . Y C2 Ni1 P2 O2 -12.77(7) . . . . Y P1 Ni1 P2 O2 -32.18(9) . . . . Y Cl1 Ni1 P2 O2 -170.03(5) . . . . Y Cl2 Ni1 P2 O2 84.97(5) . . . . Y C2 Ni1 P2 C6 -125.38(9) . . . . Y P1 Ni1 P2 C6 -144.79(9) . . . . Y Cl1 Ni1 P2 C6 77.36(8) . . . . Y Cl2 Ni1 P2 C6 -27.63(7) . . . . Y C2 Ni1 P2 C7 99.22(9) . . . . Y P1 Ni1 P2 C7 79.81(10) . . . . Y Cl1 Ni1 P2 C7 -58.05(8) . . . . Y Cl2 Ni1 P2 C7 -163.04(8) . . . . Y C4 P1 O1 C1 137.71(13) . . . . Y C5 P1 O1 C1 -106.63(13) . . . . Y Ni1 P1 O1 C1 16.85(12) . . . . Y C6 P2 O2 C3 113.11(13) . . . . Y C7 P2 O2 C3 -134.52(13) . . . . Y Ni1 P2 O2 C3 -10.35(12) . . . . Y P1 O1 C1 C2 -39.96(18) . . . . Y O1 C1 C2 C3 171.72(14) . . . . Y O1 C1 C2 Ni1 47.11(18) . . . . Y P1 Ni1 C2 C3 -152.88(13) . . . . Y P2 Ni1 C2 C3 33.24(12) . . . . Y Cl1 Ni1 C2 C3 127.94(13) . . . . Y Cl2 Ni1 C2 C3 -57.71(12) . . . . Y P1 Ni1 C2 C1 -28.19(12) . . . . Y P2 Ni1 C2 C1 157.93(13) . . . . Y Cl1 Ni1 C2 C1 -107.37(16) . . . . Y Cl2 Ni1 C2 C1 66.98(13) . . . . Y P2 O2 C3 C2 37.51(18) . . . . Y C1 C2 C3 O2 -175.38(14) . . . . Y Ni1 C2 C3 O2 -49.63(17) . . . . Y O1 P1 C4 C8 52.35(16) . . . . Y C5 P1 C4 C8 -59.75(17) . . . . Y Ni1 P1 C4 C8 167.95(13) . . . . Y O1 P1 C4 C9 -71.66(15) . . . . Y C5 P1 C4 C9 176.24(14) . . . . Y Ni1 P1 C4 C9 43.94(16) . . . . Y O1 P1 C5 C11 -160.91(14) . . . . Y C4 P1 C5 C11 -50.30(17) . . . . Y Ni1 P1 C5 C11 81.36(15) . . . . Y O1 P1 C5 C10 -31.39(17) . . . . Y C4 P1 C5 C10 79.22(16) . . . . Y Ni1 P1 C5 C10 -149.12(13) . . . . Y O2 P2 C6 C12 -172.27(14) . . . . Y C7 P2 C6 C12 81.29(16) . . . . Y Ni1 P2 C6 C12 -58.20(16) . . . . Y O2 P2 C6 C13 57.66(16) . . . . Y C7 P2 C6 C13 -48.79(17) . . . . Y Ni1 P2 C6 C13 171.73(12) . . . . Y O2 P2 C7 C15 72.72(15) . . . . Y C6 P2 C7 C15 179.79(14) . . . . Y Ni1 P2 C7 C15 -41.20(16) . . . . Y O2 P2 C7 C14 -163.15(14) . . . . Y C6 P2 C7 C14 -56.08(16) . . . . Y Ni1 P2 C7 C14 82.93(15) . . . . Y _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 68.95 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.728 _refine_diff_density_min -0.315 _refine_diff_density_rms 0.068