# Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2010

data_global

_journal_coden_Cambridge         182
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

loop_
_publ_author_name
'Wang, Zhong-Xia'

_publ_contact_author_name        'Wang, Zhong-Xia'
_publ_contact_author_email       zxwang@ustc.edu.cn

_publ_section_title              
;
Room-temperature nickel-catalysed
cross-couplings of aryl chlorides with arylzincs
through a radical pathway
;

# Attachment '- II.cif'

data_l1-090105
_database_code_depnum_ccdc_archive 'CCDC 787973'
#TrackingRef '- II.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C37 H30 Cl N Ni P2 S'
_chemical_formula_weight         676.78

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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'

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                   9.535(5)
_cell_length_b                   22.010(5)
_cell_length_c                   15.523(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 95.316(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     3244(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    11215
_cell_measurement_theta_min      2.8525
_cell_measurement_theta_max      62.7031

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1400
_exptl_absorpt_coefficient_mu    3.360
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4127
_exptl_absorpt_correction_T_max  0.5252
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.24 (release 21-04-2008 CrysAlis171 .NET)
(compiled Apr 21 2008,18:23:10)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Ultra (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'Gemini S Ultra'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 15.9149
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        none
_diffrn_reflns_number            25396
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_av_sigmaI/netI    0.0254
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.49
_diffrn_reflns_theta_max         62.74
_reflns_number_total             5072
_reflns_number_gt                4100
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD'
_computing_cell_refinement       'CrysAlis RED'
_computing_data_reduction        'CrysAlis RED'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 (L. J. Farrugia, 2001)'
_computing_publication_material  SHELXL-97

_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^)+(0.0572P)^2^+4.4867P] 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         5072
_refine_ls_number_parameters     388
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0492
_refine_ls_wR_factor_ref         0.1276
_refine_ls_wR_factor_gt          0.1216
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_restrained_S_all      1.009
_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 0.34643(6) 0.17796(3) 0.34776(4) 0.04314(18) Uani 1 1 d . . .
S1 S 0.48807(12) 0.25449(5) 0.31503(6) 0.0595(3) Uani 1 1 d . . .
P1 P 0.21693(10) 0.10372(4) 0.38162(6) 0.0445(2) Uani 1 1 d . . .
P2 P 0.50165(11) 0.29278(4) 0.43250(6) 0.0483(2) Uani 1 1 d . . .
Cl1 Cl 0.36981(13) 0.13951(5) 0.21979(6) 0.0694(3) Uani 1 1 d . . .
C5 C 0.2642(4) 0.17370(16) 0.5212(2) 0.0438(8) Uani 1 1 d . . .
N1 N 0.3238(3) 0.20844(13) 0.46003(17) 0.0448(7) Uani 1 1 d . . .
C6 C 0.2585(4) 0.1894(2) 0.6089(2) 0.0579(10) Uani 1 1 d . . .
H6 H 0.2890 0.2276 0.6285 0.070 Uiso 1 1 calc R . .
C7 C 0.0383(4) 0.10144(17) 0.3297(3) 0.0551(10) Uani 1 1 d . . .
C13 C 0.2825(4) 0.02705(17) 0.3730(3) 0.0524(9) Uani 1 1 d . . .
C1 C 0.2080(4) 0.1486(2) 0.6654(3) 0.0657(12) Uani 1 1 d . . .
H1 H 0.2080 0.1594 0.7233 0.079 Uiso 1 1 calc R . .
C3 C 0.1569(4) 0.0769(2) 0.5543(3) 0.0634(11) Uani 1 1 d . . .
H3 H 0.1219 0.0392 0.5358 0.076 Uiso 1 1 calc R . .
C32 C 0.2113(4) 0.31334(19) 0.4444(3) 0.0571(10) Uani 1 1 d . . .
C21 C 0.6369(4) 0.2687(2) 0.5975(3) 0.0609(11) Uani 1 1 d . . .
H21 H 0.5541 0.2800 0.6205 0.073 Uiso 1 1 calc R . .
C25 C 0.7668(5) 0.2468(2) 0.4764(3) 0.0738(13) Uani 1 1 d . . .
H25 H 0.7713 0.2432 0.4170 0.089 Uiso 1 1 calc R . .
C37 C 0.1162(5) 0.2958(2) 0.3767(3) 0.0657(11) Uani 1 1 d . . .
H37 H 0.1291 0.2593 0.3484 0.079 Uiso 1 1 calc R . .
C10 C -0.2321(6) 0.0952(3) 0.2490(5) 0.109(2) Uani 1 1 d . . .
H10 H -0.3230 0.0924 0.2219 0.131 Uiso 1 1 calc R . .
C20 C 0.6425(4) 0.26461(17) 0.5081(2) 0.0514(9) Uani 1 1 d . . .
C9 C -0.2118(5) 0.1053(3) 0.3334(5) 0.1001(19) Uani 1 1 d . . .
H9 H -0.2893 0.1109 0.3648 0.120 Uiso 1 1 calc R . .
C36 C 0.0010(5) 0.3322(3) 0.3504(3) 0.0828(15) Uani 1 1 d . . .
H36 H -0.0630 0.3199 0.3050 0.099 Uiso 1 1 calc R . .
C19 C 0.3379(4) 0.27344(17) 0.4782(2) 0.0506(9) Uani 1 1 d . . .
H19 H 0.3528 0.2787 0.5410 0.061 Uiso 1 1 calc R . .
C29 C 0.6120(8) 0.4920(2) 0.4016(4) 0.111(2) Uani 1 1 d . . .
H29 H 0.6409 0.5318 0.3937 0.133 Uiso 1 1 calc R . .
C12 C 0.0157(6) 0.0928(4) 0.2430(4) 0.113(2) Uani 1 1 d . . .
H12 H 0.0922 0.0894 0.2103 0.135 Uiso 1 1 calc R . .
C4 C 0.2079(4) 0.11674(17) 0.4947(2) 0.0470(8) Uani 1 1 d . . .
C33 C 0.1881(6) 0.3674(2) 0.4855(4) 0.0931(18) Uani 1 1 d . . .
H33 H 0.2509 0.3799 0.5314 0.112 Uiso 1 1 calc R . .
C8 C -0.0779(5) 0.1075(3) 0.3759(4) 0.0805(14) Uani 1 1 d . . .
H8 H -0.0661 0.1132 0.4355 0.097 Uiso 1 1 calc R . .
C11 C -0.1200(7) 0.0891(4) 0.2026(5) 0.140(3) Uani 1 1 d . . .
H11 H -0.1338 0.0823 0.1433 0.168 Uiso 1 1 calc R . .
C23 C 0.8775(5) 0.2391(2) 0.6180(3) 0.0779(14) Uani 1 1 d . . .
H23 H 0.9570 0.2308 0.6555 0.093 Uiso 1 1 calc R . .
C22 C 0.7556(5) 0.2556(2) 0.6505(3) 0.0766(14) Uani 1 1 d . . .
H22 H 0.7530 0.2582 0.7102 0.092 Uiso 1 1 calc R . .
C24 C 0.8841(5) 0.2344(3) 0.5323(4) 0.0858(15) Uani 1 1 d . . .
H24 H 0.9679 0.2229 0.5107 0.103 Uiso 1 1 calc R . .
C28 C 0.6519(7) 0.4635(2) 0.4751(4) 0.0973(18) Uani 1 1 d . . .
H28 H 0.7045 0.4839 0.5195 0.117 Uiso 1 1 calc R . .
C26 C 0.5339(4) 0.37351(16) 0.4224(2) 0.0507(9) Uani 1 1 d U . .
C14 C 0.1940(6) -0.0216(2) 0.3601(5) 0.108(2) Uani 1 1 d . . .
H14 H 0.0975 -0.0150 0.3503 0.130 Uiso 1 1 calc R . .
C27 C 0.6156(6) 0.40385(19) 0.4854(3) 0.0804(15) Uani 1 1 d . . .
H27 H 0.6473 0.3837 0.5361 0.096 Uiso 1 1 calc R . .
C18 C 0.4244(5) 0.0158(2) 0.3873(3) 0.0777(14) Uani 1 1 d . . .
H18 H 0.4879 0.0479 0.3950 0.093 Uiso 1 1 calc R . .
C31 C 0.4908(9) 0.4041(2) 0.3488(4) 0.121(3) Uani 1 1 d . . .
H31 H 0.4347 0.3848 0.3048 0.146 Uiso 1 1 calc R . .
C30 C 0.5305(11) 0.4641(3) 0.3389(4) 0.155(4) Uani 1 1 d . . .
H30 H 0.5003 0.4851 0.2885 0.186 Uiso 1 1 calc R . .
C35 C -0.0181(6) 0.3862(3) 0.3912(4) 0.1001(18) Uani 1 1 d . . .
H35 H -0.0933 0.4112 0.3724 0.120 Uiso 1 1 calc R . .
C34 C 0.0730(7) 0.4031(3) 0.4596(5) 0.119(2) Uani 1 1 d . . .
H34 H 0.0578 0.4390 0.4890 0.142 Uiso 1 1 calc R . .
C2 C 0.1577(5) 0.0927(2) 0.6395(3) 0.0707(13) Uani 1 1 d . . .
H2 H 0.1246 0.0658 0.6792 0.085 Uiso 1 1 calc R . .
C17 C 0.4728(7) -0.0443(3) 0.3903(4) 0.102(2) Uani 1 1 d . . .
H17 H 0.5687 -0.0519 0.4012 0.122 Uiso 1 1 calc R . .
C16 C 0.3829(9) -0.0909(3) 0.3777(5) 0.113(2) Uani 1 1 d . . .
H16 H 0.4164 -0.1306 0.3803 0.135 Uiso 1 1 calc R . .
C15 C 0.2452(9) -0.0802(3) 0.3613(6) 0.130(3) Uani 1 1 d U . .
H15 H 0.1832 -0.1126 0.3507 0.156 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 0.0489(4) 0.0423(3) 0.0389(3) -0.0063(2) 0.0075(2) -0.0088(3)
S1 0.0770(7) 0.0576(6) 0.0470(5) -0.0124(4) 0.0227(5) -0.0232(5)
P1 0.0394(5) 0.0421(5) 0.0516(5) -0.0025(4) 0.0027(4) -0.0049(4)
P2 0.0548(6) 0.0448(5) 0.0462(5) -0.0037(4) 0.0088(4) -0.0072(4)
Cl1 0.0923(8) 0.0675(6) 0.0508(5) -0.0210(5) 0.0197(5) -0.0223(6)
C5 0.039(2) 0.051(2) 0.0427(19) 0.0027(15) 0.0064(15) -0.0010(16)
N1 0.0533(18) 0.0428(16) 0.0390(15) -0.0033(12) 0.0077(13) -0.0082(14)
C6 0.059(3) 0.071(3) 0.045(2) -0.0013(18) 0.0096(18) -0.006(2)
C7 0.042(2) 0.049(2) 0.072(3) -0.0025(19) -0.0061(19) -0.0020(17)
C13 0.047(2) 0.049(2) 0.061(2) -0.0001(18) 0.0052(18) 0.0012(17)
C1 0.058(3) 0.093(3) 0.048(2) 0.009(2) 0.0148(19) -0.005(2)
C3 0.051(3) 0.065(3) 0.074(3) 0.013(2) 0.009(2) -0.013(2)
C32 0.049(2) 0.060(2) 0.062(2) -0.0104(19) 0.0071(19) -0.0019(19)
C21 0.054(3) 0.076(3) 0.054(2) 0.007(2) 0.0096(19) 0.015(2)
C25 0.068(3) 0.093(3) 0.063(3) 0.001(2) 0.019(2) 0.010(3)
C37 0.062(3) 0.078(3) 0.058(2) -0.010(2) 0.005(2) 0.004(2)
C10 0.053(4) 0.123(5) 0.143(6) 0.004(5) -0.033(4) -0.001(3)
C20 0.057(2) 0.044(2) 0.053(2) 0.0001(16) 0.0040(18) 0.0031(17)
C9 0.043(3) 0.118(5) 0.138(6) -0.008(4) 0.002(3) -0.003(3)
C36 0.066(3) 0.114(4) 0.067(3) 0.003(3) -0.001(2) 0.017(3)
C19 0.059(2) 0.050(2) 0.043(2) -0.0079(16) 0.0074(17) -0.0070(18)
C29 0.187(7) 0.050(3) 0.102(5) -0.003(3) 0.051(5) -0.028(4)
C12 0.054(3) 0.201(7) 0.080(4) -0.021(4) -0.013(3) 0.011(4)
C4 0.038(2) 0.052(2) 0.052(2) 0.0053(17) 0.0060(16) -0.0045(16)
C33 0.072(3) 0.079(3) 0.124(5) -0.037(3) -0.013(3) 0.018(3)
C8 0.048(3) 0.098(4) 0.096(4) -0.012(3) 0.006(2) -0.003(2)
C11 0.076(5) 0.237(10) 0.100(5) -0.015(5) -0.034(4) 0.002(5)
C23 0.065(3) 0.085(3) 0.082(3) 0.020(3) 0.002(3) 0.015(3)
C22 0.067(3) 0.106(4) 0.055(3) 0.011(2) 0.001(2) 0.022(3)
C24 0.062(3) 0.106(4) 0.091(4) 0.015(3) 0.017(3) 0.026(3)
C28 0.112(5) 0.053(3) 0.121(5) -0.012(3) -0.019(4) -0.017(3)
C26 0.064(2) 0.0393(19) 0.049(2) -0.0005(16) 0.0092(18) -0.0063(17)
C14 0.073(4) 0.044(3) 0.207(7) -0.005(3) 0.011(4) -0.001(2)
C27 0.107(4) 0.044(2) 0.084(3) 0.000(2) -0.026(3) -0.005(2)
C18 0.053(3) 0.082(3) 0.096(4) -0.017(3) -0.006(2) 0.013(2)
C31 0.228(8) 0.058(3) 0.068(3) 0.006(3) -0.043(4) -0.018(4)
C30 0.332(13) 0.060(3) 0.068(4) 0.020(3) -0.011(5) -0.016(5)
C35 0.075(4) 0.105(4) 0.119(5) 0.007(4) 0.004(3) 0.030(3)
C34 0.093(5) 0.088(4) 0.170(7) -0.043(4) -0.010(4) 0.035(4)
C2 0.061(3) 0.094(4) 0.059(3) 0.022(2) 0.015(2) -0.012(3)
C17 0.079(4) 0.122(5) 0.100(4) -0.014(4) -0.014(3) 0.049(4)
C16 0.132(6) 0.070(4) 0.135(6) 0.014(4) 0.007(5) 0.033(4)
C15 0.126(5) 0.059(3) 0.205(7) -0.003(4) 0.020(5) 0.000(4)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 N1 1.898(3) . ?
Ni1 P1 2.1427(12) . ?
Ni1 Cl1 2.1895(12) . ?
Ni1 S1 2.2464(12) . ?
S1 P2 2.0022(14) . ?
P1 C4 1.789(4) . ?
P1 C13 1.809(4) . ?
P1 C7 1.817(4) . ?
P2 C20 1.809(4) . ?
P2 C26 1.812(4) . ?
P2 C19 1.824(4) . ?
C5 N1 1.382(4) . ?
C5 C6 1.410(5) . ?
C5 C4 1.410(5) . ?
N1 C19 1.462(5) . ?
C6 C1 1.374(6) . ?
C6 H6 0.9300 . ?
C7 C12 1.356(7) . ?
C7 C8 1.381(6) . ?
C13 C14 1.366(6) . ?
C13 C18 1.373(6) . ?
C1 C2 1.368(7) . ?
C1 H1 0.9300 . ?
C3 C2 1.367(6) . ?
C3 C4 1.394(5) . ?
C3 H3 0.9300 . ?
C32 C37 1.378(6) . ?
C32 C33 1.377(6) . ?
C32 C19 1.544(6) . ?
C21 C22 1.367(6) . ?
C21 C20 1.397(5) . ?
C21 H21 0.9300 . ?
C25 C20 1.382(6) . ?
C25 C24 1.379(7) . ?
C25 H25 0.9300 . ?
C37 C36 1.390(7) . ?
C37 H37 0.9300 . ?
C10 C9 1.325(9) . ?
C10 C11 1.350(9) . ?
C10 H10 0.9300 . ?
C9 C8 1.382(7) . ?
C9 H9 0.9300 . ?
C36 C35 1.367(8) . ?
C36 H36 0.9300 . ?
C19 H19 0.9800 . ?
C29 C28 1.326(8) . ?
C29 C30 1.337(9) . ?
C29 H29 0.9300 . ?
C12 C11 1.387(8) . ?
C12 H12 0.9300 . ?
C33 C34 1.379(7) . ?
C33 H33 0.9300 . ?
C8 H8 0.9300 . ?
C11 H11 0.9300 . ?
C23 C24 1.341(7) . ?
C23 C22 1.359(6) . ?
C23 H23 0.9300 . ?
C22 H22 0.9300 . ?
C24 H24 0.9300 . ?
C28 C27 1.371(7) . ?
C28 H28 0.9300 . ?
C26 C31 1.358(6) . ?
C26 C27 1.366(6) . ?
C14 C15 1.379(8) . ?
C14 H14 0.9300 . ?
C27 H27 0.9300 . ?
C18 C17 1.400(8) . ?
C18 H18 0.9300 . ?
C31 C30 1.387(8) . ?
C31 H31 0.9300 . ?
C30 H30 0.9300 . ?
C35 C34 1.360(8) . ?
C35 H35 0.9300 . ?
C34 H34 0.9300 . ?
C2 H2 0.9300 . ?
C17 C16 1.340(9) . ?
C17 H17 0.9300 . ?
C16 C15 1.335(9) . ?
C16 H16 0.9300 . ?
C15 H15 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ni1 P1 85.83(9) . . ?
N1 Ni1 Cl1 177.88(9) . . ?
P1 Ni1 Cl1 92.13(4) . . ?
N1 Ni1 S1 93.70(9) . . ?
P1 Ni1 S1 178.13(5) . . ?
Cl1 Ni1 S1 88.32(4) . . ?
P2 S1 Ni1 95.69(5) . . ?
C4 P1 C13 105.67(18) . . ?
C4 P1 C7 108.16(18) . . ?
C13 P1 C7 104.95(18) . . ?
C4 P1 Ni1 101.53(12) . . ?
C13 P1 Ni1 118.84(13) . . ?
C7 P1 Ni1 116.75(14) . . ?
C20 P2 C26 105.69(18) . . ?
C20 P2 C19 106.18(18) . . ?
C26 P2 C19 114.85(18) . . ?
C20 P2 S1 115.34(13) . . ?
C26 P2 S1 109.35(13) . . ?
C19 P2 S1 105.68(13) . . ?
N1 C5 C6 125.6(3) . . ?
N1 C5 C4 117.5(3) . . ?
C6 C5 C4 116.9(3) . . ?
C5 N1 C19 116.4(3) . . ?
C5 N1 Ni1 121.6(2) . . ?
C19 N1 Ni1 120.4(2) . . ?
C1 C6 C5 120.1(4) . . ?
C1 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C12 C7 C8 117.9(4) . . ?
C12 C7 P1 120.0(4) . . ?
C8 C7 P1 122.1(3) . . ?
C14 C13 C18 118.0(4) . . ?
C14 C13 P1 121.9(3) . . ?
C18 C13 P1 119.9(3) . . ?
C2 C1 C6 122.4(4) . . ?
C2 C1 H1 118.8 . . ?
C6 C1 H1 118.8 . . ?
C2 C3 C4 120.8(4) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C37 C32 C33 118.2(4) . . ?
C37 C32 C19 122.5(4) . . ?
C33 C32 C19 119.2(4) . . ?
C22 C21 C20 118.6(4) . . ?
C22 C21 H21 120.7 . . ?
C20 C21 H21 120.7 . . ?
C20 C25 C24 120.3(4) . . ?
C20 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C32 C37 C36 120.6(5) . . ?
C32 C37 H37 119.7 . . ?
C36 C37 H37 119.7 . . ?
C9 C10 C11 119.6(6) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C25 C20 C21 119.0(4) . . ?
C25 C20 P2 118.4(3) . . ?
C21 C20 P2 121.9(3) . . ?
C10 C9 C8 121.4(6) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C35 C36 C37 120.1(5) . . ?
C35 C36 H36 120.0 . . ?
C37 C36 H36 120.0 . . ?
N1 C19 C32 115.9(3) . . ?
N1 C19 P2 102.7(2) . . ?
C32 C19 P2 113.9(3) . . ?
N1 C19 H19 108.0 . . ?
C32 C19 H19 108.0 . . ?
P2 C19 H19 108.0 . . ?
C28 C29 C30 120.7(5) . . ?
C28 C29 H29 119.7 . . ?
C30 C29 H29 119.7 . . ?
C7 C12 C11 120.8(6) . . ?
C7 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C3 C4 C5 120.8(4) . . ?
C3 C4 P1 127.0(3) . . ?
C5 C4 P1 112.2(3) . . ?
C32 C33 C34 121.0(5) . . ?
C32 C33 H33 119.5 . . ?
C34 C33 H33 119.5 . . ?
C7 C8 C9 119.9(5) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C10 C11 C12 120.3(7) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C24 C23 C22 120.6(5) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C23 C22 C21 121.4(4) . . ?
C23 C22 H22 119.3 . . ?
C21 C22 H22 119.3 . . ?
C23 C24 C25 120.0(5) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C29 C28 C27 119.9(5) . . ?
C29 C28 H28 120.1 . . ?
C27 C28 H28 120.1 . . ?
C31 C26 C27 117.9(4) . . ?
C31 C26 P2 121.3(3) . . ?
C27 C26 P2 120.5(3) . . ?
C13 C14 C15 121.2(6) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 H14 119.4 . . ?
C26 C27 C28 121.2(5) . . ?
C26 C27 H27 119.4 . . ?
C28 C27 H27 119.4 . . ?
C13 C18 C17 119.4(5) . . ?
C13 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C26 C31 C30 120.1(5) . . ?
C26 C31 H31 119.9 . . ?
C30 C31 H31 119.9 . . ?
C29 C30 C31 120.2(6) . . ?
C29 C30 H30 119.9 . . ?
C31 C30 H30 119.9 . . ?
C34 C35 C36 119.8(5) . . ?
C34 C35 H35 120.1 . . ?
C36 C35 H35 120.1 . . ?
C35 C34 C33 120.3(6) . . ?
C35 C34 H34 119.9 . . ?
C33 C34 H34 119.9 . . ?
C3 C2 C1 118.9(4) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C16 C17 C18 121.0(5) . . ?
C16 C17 H17 119.5 . . ?
C18 C17 H17 119.5 . . ?
C17 C16 C15 119.9(6) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C16 C15 C14 120.5(6) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 Ni1 S1 P2 5.71(11) . . . . ?
P1 Ni1 S1 P2 -69.6(14) . . . . ?
Cl1 Ni1 S1 P2 -173.63(6) . . . . ?
N1 Ni1 P1 C4 -9.79(15) . . . . ?
Cl1 Ni1 P1 C4 169.62(13) . . . . ?
S1 Ni1 P1 C4 65.6(14) . . . . ?
N1 Ni1 P1 C13 -125.06(18) . . . . ?
Cl1 Ni1 P1 C13 54.34(16) . . . . ?
S1 Ni1 P1 C13 -49.6(15) . . . . ?
N1 Ni1 P1 C7 107.54(18) . . . . ?
Cl1 Ni1 P1 C7 -73.05(16) . . . . ?
S1 Ni1 P1 C7 -177(61) . . . . ?
Ni1 S1 P2 C20 88.69(15) . . . . ?
Ni1 S1 P2 C26 -152.39(15) . . . . ?
Ni1 S1 P2 C19 -28.25(14) . . . . ?
C6 C5 N1 C19 -22.1(5) . . . . ?
C4 C5 N1 C19 160.0(3) . . . . ?
C6 C5 N1 Ni1 171.9(3) . . . . ?
C4 C5 N1 Ni1 -6.1(4) . . . . ?
P1 Ni1 N1 C5 10.4(3) . . . . ?
Cl1 Ni1 N1 C5 -6(3) . . . . ?
S1 Ni1 N1 C5 -167.8(3) . . . . ?
P1 Ni1 N1 C19 -155.2(3) . . . . ?
Cl1 Ni1 N1 C19 -171(3) . . . . ?
S1 Ni1 N1 C19 26.6(3) . . . . ?
N1 C5 C6 C1 -174.0(4) . . . . ?
C4 C5 C6 C1 4.0(6) . . . . ?
C4 P1 C7 C12 179.2(5) . . . . ?
C13 P1 C7 C12 -68.4(5) . . . . ?
Ni1 P1 C7 C12 65.6(5) . . . . ?
C4 P1 C7 C8 -1.6(4) . . . . ?
C13 P1 C7 C8 110.8(4) . . . . ?
Ni1 P1 C7 C8 -115.2(4) . . . . ?
C4 P1 C13 C14 92.9(5) . . . . ?
C7 P1 C13 C14 -21.3(5) . . . . ?
Ni1 P1 C13 C14 -154.0(4) . . . . ?
C4 P1 C13 C18 -81.2(4) . . . . ?
C7 P1 C13 C18 164.6(4) . . . . ?
Ni1 P1 C13 C18 31.9(4) . . . . ?
C5 C6 C1 C2 -2.1(7) . . . . ?
C33 C32 C37 C36 0.7(7) . . . . ?
C19 C32 C37 C36 177.8(4) . . . . ?
C24 C25 C20 C21 -1.3(7) . . . . ?
C24 C25 C20 P2 169.5(4) . . . . ?
C22 C21 C20 C25 0.9(7) . . . . ?
C22 C21 C20 P2 -169.5(4) . . . . ?
C26 P2 C20 C25 -87.4(4) . . . . ?
C19 P2 C20 C25 150.2(4) . . . . ?
S1 P2 C20 C25 33.6(4) . . . . ?
C26 P2 C20 C21 83.1(4) . . . . ?
C19 P2 C20 C21 -39.3(4) . . . . ?
S1 P2 C20 C21 -155.9(3) . . . . ?
C11 C10 C9 C8 -2.3(12) . . . . ?
C32 C37 C36 C35 0.5(8) . . . . ?
C5 N1 C19 C32 -89.7(4) . . . . ?
Ni1 N1 C19 C32 76.6(4) . . . . ?
C5 N1 C19 P2 145.5(3) . . . . ?
Ni1 N1 C19 P2 -48.3(3) . . . . ?
C37 C32 C19 N1 -23.1(6) . . . . ?
C33 C32 C19 N1 153.9(4) . . . . ?
C37 C32 C19 P2 95.8(4) . . . . ?
C33 C32 C19 P2 -87.2(5) . . . . ?
C20 P2 C19 N1 -76.3(3) . . . . ?
C26 P2 C19 N1 167.3(2) . . . . ?
S1 P2 C19 N1 46.7(2) . . . . ?
C20 P2 C19 C32 157.6(3) . . . . ?
C26 P2 C19 C32 41.2(3) . . . . ?
S1 P2 C19 C32 -79.4(3) . . . . ?
C8 C7 C12 C11 -1.3(10) . . . . ?
P1 C7 C12 C11 178.0(6) . . . . ?
C2 C3 C4 C5 1.3(6) . . . . ?
C2 C3 C4 P1 179.3(3) . . . . ?
N1 C5 C4 C3 174.5(3) . . . . ?
C6 C5 C4 C3 -3.6(5) . . . . ?
N1 C5 C4 P1 -3.7(4) . . . . ?
C6 C5 C4 P1 178.1(3) . . . . ?
C13 P1 C4 C3 -43.7(4) . . . . ?
C7 P1 C4 C3 68.3(4) . . . . ?
Ni1 P1 C4 C3 -168.3(3) . . . . ?
C13 P1 C4 C5 134.4(3) . . . . ?
C7 P1 C4 C5 -113.6(3) . . . . ?
Ni1 P1 C4 C5 9.8(3) . . . . ?
C37 C32 C33 C34 -0.2(9) . . . . ?
C19 C32 C33 C34 -177.3(6) . . . . ?
C12 C7 C8 C9 -0.5(8) . . . . ?
P1 C7 C8 C9 -179.7(4) . . . . ?
C10 C9 C8 C7 2.3(10) . . . . ?
C9 C10 C11 C12 0.4(13) . . . . ?
C7 C12 C11 C10 1.4(14) . . . . ?
C24 C23 C22 C21 -0.6(9) . . . . ?
C20 C21 C22 C23 0.0(8) . . . . ?
C22 C23 C24 C25 0.3(9) . . . . ?
C20 C25 C24 C23 0.7(8) . . . . ?
C30 C29 C28 C27 3.3(12) . . . . ?
C20 P2 C26 C31 151.7(5) . . . . ?
C19 P2 C26 C31 -91.7(5) . . . . ?
S1 P2 C26 C31 26.9(5) . . . . ?
C20 P2 C26 C27 -21.1(4) . . . . ?
C19 P2 C26 C27 95.5(4) . . . . ?
S1 P2 C26 C27 -145.9(4) . . . . ?
C18 C13 C14 C15 0.0(10) . . . . ?
P1 C13 C14 C15 -174.2(6) . . . . ?
C31 C26 C27 C28 0.7(9) . . . . ?
P2 C26 C27 C28 173.8(5) . . . . ?
C29 C28 C27 C26 -2.6(10) . . . . ?
C14 C13 C18 C17 -1.6(8) . . . . ?
P1 C13 C18 C17 172.8(4) . . . . ?
C27 C26 C31 C30 0.3(11) . . . . ?
P2 C26 C31 C30 -172.7(7) . . . . ?
C28 C29 C30 C31 -2.3(14) . . . . ?
C26 C31 C30 C29 0.4(14) . . . . ?
C37 C36 C35 C34 -2.3(10) . . . . ?
C36 C35 C34 C33 2.8(11) . . . . ?
C32 C33 C34 C35 -1.6(11) . . . . ?
C4 C3 C2 C1 0.7(7) . . . . ?
C6 C1 C2 C3 -0.4(7) . . . . ?
C13 C18 C17 C16 1.4(9) . . . . ?
C18 C17 C16 C15 0.5(11) . . . . ?
C17 C16 C15 C14 -2.1(13) . . . . ?
C13 C14 C15 C16 1.9(13) . . . . ?

_diffrn_measured_fraction_theta_max 0.977
_diffrn_reflns_theta_full        62.74
_diffrn_measured_fraction_theta_full 0.977
_refine_diff_density_max         1.823
_refine_diff_density_min         -0.499
_refine_diff_density_rms         0.057