#------------------------------------------------------------------------------
#$Date: 2022-09-14 21:32:59 +0300 (Wed, 14 Sep 2022) $
#$Revision: 277840 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/19/4021964.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4021964
loop_
_publ_author_name
'Takashi Mino'
'Youichi Tanaka'
'Youtaro Hattori'
'Toshihiro Yabusaki'
'Hiroaki Saotome'
'Masami Sakamoto'
'Tsutomu Fujita'
_publ_section_title
;
 Synthesis and Optical Resolution of Aminophosphines with Axially
 Chiral C(aryl)-N(amine) Bonds for Use as Ligands in Asymmetric
 Catalysis
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              7346
_journal_page_last               7353
_journal_paper_doi               10.1021/jo061261f
_journal_volume                  71
_journal_year                    2006
_chemical_formula_moiety         'C37 H35 Cl F3 N2 P Pd '
_chemical_formula_sum            'C37 H35 Cl F3 N2 P Pd'
_chemical_formula_weight         737.52
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_audit_creation_date             2005-04-04
_audit_creation_method           'by CrystalStructure v3.5.1'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.2400(10)
_cell_length_b                   14.715(2)
_cell_length_c                   27.222(4)
_cell_measurement_reflns_used    17428
_cell_measurement_temperature    293.1
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.0
_cell_volume                     3701.4(8)
_computing_cell_refinement       CrystalClear
_computing_data_collection       CrystalClear
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure Ver. 3.5.1'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SHELXS97
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.9941
_diffrn_measured_fraction_theta_max 0.9941
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.042
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            75488
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_exptl_absorpt_coefficient_mu    0.658
_exptl_absorpt_correction_T_max  0.877
_exptl_absorpt_correction_T_min  0.558
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1504.00
_exptl_crystal_size_max          1.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         2.12
_refine_diff_density_min         -0.67
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   6.493
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     441
_refine_ls_number_reflns         4483
_refine_ls_R_factor_gt           0.0650
_refine_ls_shift/su_max          0.0510
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1.0'
_refine_ls_weighting_scheme      unit
_refine_ls_wR_factor_ref         0.0860
_reflns_number_gt                4483
_reflns_number_total             4750
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            jo061261fsi20060619_091339.cif
_cod_original_sg_symbol_H-M      'P 21 21 21 '
_cod_original_formula_sum        'C37 H35 Cl F3 N2 P Pd '
_cod_database_code               4021964
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x+1/2,-y+1/2,-z
-x,y+1/2,-z+1/2
-x+1/2,-y,z+1/2
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
Pd(1) Pd -0.62076(8) -0.34290(5) -0.19294(3) 0.0323(2) Uani 1.00 1 d
Cl(1) Cl -0.4615(4) -0.2913(3) -0.12746(11) 0.0548(9) Uani 1.00 1 d
P(1) P -0.8164(3) -0.3452(2) -0.14322(8) 0.0305(6) Uani 1.00 1 d
F(1) F -0.508(2) -0.4596(10) 0.0555(4) 0.152(6) Uani 1.00 1 d
F(2) F -0.508(2) -0.5461(10) -0.0074(5) 0.158(6) Uani 1.00 1 d
F(3) F -0.663(2) -0.543(1) 0.0435(8) 0.236(10) Uani 1.00 1 d
N(1) N -0.4410(9) -0.3531(7) -0.2442(3) 0.039(2) Uani 1.00 1 d
N(2) N -0.6821(11) -0.5005(6) -0.0852(3) 0.039(2) Uani 1.00 1 d
C(1) C -0.4994(13) -0.4122(8) -0.2847(4) 0.042(3) Uani 1.00 1 d
C(2) C -0.6499(12) -0.3787(7) -0.2960(3) 0.039(3) Uani 1.00 1 d
C(3) C -0.7366(12) -0.3540(8) -0.2557(4) 0.037(3) Uani 1.00 1 d
C(4) C -0.879(1) -0.3253(7) -0.2655(4) 0.043(3) Uani 1.00 1 d
C(5) C -0.929(1) -0.3201(7) -0.3136(4) 0.050(3) Uani 1.00 1 d
C(6) C -0.843(2) -0.3438(10) -0.3521(4) 0.055(3) Uani 1.00 1 d
C(7) C -0.702(2) -0.3730(9) -0.3432(4) 0.056(4) Uani 1.00 1 d
C(8) C -0.502(2) -0.5135(9) -0.2724(5) 0.062(4) Uani 1.00 1 d
C(9) C -0.411(2) -0.2631(9) -0.2628(5) 0.067(4) Uani 1.00 1 d
C(10) C -0.306(1) -0.3897(11) -0.2250(5) 0.065(4) Uani 1.00 1 d
C(11) C -0.7744(11) -0.3474(8) -0.0771(3) 0.035(2) Uani 1.00 1 d
C(12) C -0.7052(12) -0.4222(8) -0.0562(4) 0.038(3) Uani 1.00 1 d
C(13) C -0.667(2) -0.4186(9) -0.0069(4) 0.053(4) Uani 1.00 1 d
C(14) C -0.707(2) -0.3456(12) 0.0209(4) 0.071(4) Uani 1.00 1 d
C(15) C -0.780(2) -0.2717(10) 0.0010(5) 0.066(4) Uani 1.00 1 d
C(16) C -0.808(2) -0.2721(9) -0.0483(4) 0.053(4) Uani 1.00 1 d
C(17) C -0.584(3) -0.488(1) 0.0184(6) 0.101(7) Uani 1.00 1 d
C(18) C -0.544(2) -0.5178(10) -0.1097(5) 0.060(4) Uani 1.00 1 d
C(19) C -0.531(2) -0.6160(10) -0.1172(6) 0.081(5) Uani 1.00 1 d
C(20) C -0.670(2) -0.6553(10) -0.0954(5) 0.064(4) Uani 1.00 1 d
C(21) C -0.747(1) -0.5847(9) -0.0734(5) 0.047(3) Uani 1.00 1 d
C(22) C -0.871(2) -0.6031(11) -0.0467(6) 0.072(5) Uani 1.00 1 d
C(23) C -0.920(2) -0.6899(12) -0.0401(9) 0.104(7) Uani 1.00 1 d
C(24) C -0.840(2) -0.7566(12) -0.0613(8) 0.101(7) Uani 1.00 1 d
C(25) C -0.711(3) -0.7430(11) -0.0889(7) 0.093(7) Uani 1.00 1 d
C(26) C -0.9201(12) -0.2402(7) -0.1518(4) 0.032(3) Uani 1.00 1 d
C(27) C -0.8385(12) -0.1641(9) -0.1658(4) 0.050(3) Uani 1.00 1 d
C(28) C -0.907(2) -0.0826(9) -0.1751(5) 0.062(4) Uani 1.00 1 d
C(29) C -1.053(2) -0.0758(9) -0.1749(5) 0.055(4) Uani 1.00 1 d
C(30) C -1.133(1) -0.1519(9) -0.1611(4) 0.050(3) Uani 1.00 1 d
C(31) C -1.0662(12) -0.2334(7) -0.1499(4) 0.036(3) Uani 1.00 1 d
C(32) C -0.9482(13) -0.4379(7) -0.1485(4) 0.038(3) Uani 1.00 1 d
C(33) C -1.0533(11) -0.4481(8) -0.1133(4) 0.041(3) Uani 1.00 1 d
C(34) C -1.1471(13) -0.5221(9) -0.1171(5) 0.056(4) Uani 1.00 1 d
C(35) C -1.131(2) -0.5872(10) -0.1544(6) 0.068(4) Uani 1.00 1 d
C(36) C -1.026(2) -0.5762(9) -0.1879(6) 0.068(4) Uani 1.00 1 d
C(37) C -0.935(1) -0.5021(7) -0.1871(5) 0.050(3) Uani 1.00 1 d
H(1) H -0.4406(13) -0.4047(8) -0.3131(4) 0.051(3) Uiso 1.00 1 c
H(2) H -0.942(1) -0.3096(7) -0.2391(4) 0.051(3) Uiso 1.00 1 c
H(3) H -1.026(1) -0.3005(7) -0.3197(4) 0.060(4) Uiso 1.00 1 c
H(4) H -0.879(2) -0.3388(10) -0.3847(4) 0.066(4) Uiso 1.00 1 c
H(5) H -0.642(2) -0.3893(9) -0.3700(4) 0.068(4) Uiso 1.00 1 c
H(6) H -0.407(2) -0.5337(9) -0.2656(5) 0.075(5) Uiso 1.00 1 c
H(7) H -0.541(2) -0.5479(9) -0.2988(5) 0.075(5) Uiso 1.00 1 c
H(8) H -0.561(2) -0.5213(9) -0.2440(5) 0.075(5) Uiso 1.00 1 c
H(9) H -0.342(2) -0.2664(9) -0.2887(5) 0.080(5) Uiso 1.00 1 c
H(10) H -0.498(2) -0.2380(9) -0.2749(5) 0.080(5) Uiso 1.00 1 c
H(11) H -0.374(2) -0.2256(9) -0.2373(5) 0.080(5) Uiso 1.00 1 c
H(12) H -0.234(1) -0.3930(11) -0.2500(5) 0.078(5) Uiso 1.00 1 c
H(13) H -0.325(1) -0.4490(11) -0.2127(5) 0.078(5) Uiso 1.00 1 c
H(14) H -0.272(1) -0.3521(11) -0.1990(5) 0.078(5) Uiso 1.00 1 c
H(15) H -0.681(2) -0.3439(12) 0.0546(4) 0.086(5) Uiso 1.00 1 c
H(16) H -0.812(2) -0.2233(10) 0.0213(5) 0.079(5) Uiso 1.00 1 c
H(17) H -0.849(2) -0.2197(9) -0.0632(4) 0.064(4) Uiso 1.00 1 c
H(18) H -0.544(2) -0.4875(10) -0.1405(5) 0.072(5) Uiso 1.00 1 c
H(19) H -0.466(2) -0.4958(10) -0.0902(5) 0.072(5) Uiso 1.00 1 c
H(20) H -0.524(2) -0.6301(10) -0.1511(6) 0.097(6) Uiso 1.00 1 c
H(21) H -0.448(2) -0.6386(10) -0.1006(6) 0.097(6) Uiso 1.00 1 c
H(22) H -0.924(2) -0.5547(11) -0.0323(6) 0.087(5) Uiso 1.00 1 c
H(23) H -1.005(2) -0.7039(12) -0.0217(9) 0.125(9) Uiso 1.00 1 c
H(24) H -0.874(2) -0.8173(12) -0.0578(8) 0.122(9) Uiso 1.00 1 c
H(25) H -0.655(3) -0.7920(11) -0.1013(7) 0.112(8) Uiso 1.00 1 c
H(26) H -0.7361(12) -0.1684(9) -0.1684(4) 0.060(4) Uiso 1.00 1 c
H(27) H -0.851(2) -0.0303(9) -0.1828(5) 0.074(5) Uiso 1.00 1 c
H(28) H -1.100(2) -0.0203(9) -0.1831(5) 0.066(4) Uiso 1.00 1 c
H(29) H -1.236(1) -0.1477(9) -0.1592(4) 0.060(3) Uiso 1.00 1 c
H(30) H -1.1227(12) -0.2848(7) -0.1412(4) 0.043(3) Uiso 1.00 1 c
H(31) H -1.0648(11) -0.4046(8) -0.0878(4) 0.049(3) Uiso 1.00 1 c
H(32) H -1.2204(13) -0.5302(9) -0.0931(5) 0.067(4) Uiso 1.00 1 c
H(33) H -1.195(2) -0.6374(10) -0.1563(6) 0.082(5) Uiso 1.00 1 c
H(34) H -1.014(2) -0.6211(9) -0.2126(6) 0.081(5) Uiso 1.00 1 c
H(35) H -0.864(1) -0.4940(7) -0.2117(5) 0.060(4) Uiso 1.00 1 c
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
Cl Cl 0.148 0.159
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.017 0.010
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.006 0.003
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.102 0.094
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Pd Pd -0.999 1.007
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
Cl(1) Pd(1) P(1) 92.8(1) yes
Cl(1) Pd(1) N(1) 91.7(2) yes
Cl(1) Pd(1) C(3) 164.6(3) yes
P(1) Pd(1) N(1) 174.2(3) yes
P(1) Pd(1) C(3) 94.7(3) yes
N(1) Pd(1) C(3) 81.8(4) yes
C(11) P(1) C(26) 104.5(5) yes
C(11) P(1) C(32) 101.7(5) yes
C(11) P(1) Pd(1) 114.7(3) yes
C(26) P(1) C(32) 105.7(5) yes
C(26) P(1) Pd(1) 109.2(3) yes
C(32) P(1) Pd(1) 119.7(4) yes
C(1) N(1) C(9) 110.1(9) yes
C(1) N(1) C(10) 110(1) yes
C(1) N(1) Pd(1) 103.7(6) yes
C(9) N(1) C(10) 107(1) yes
C(9) N(1) Pd(1) 108.0(8) yes
C(10) N(1) Pd(1) 116.7(7) yes
C(12) N(2) C(18) 121(1) yes
C(12) N(2) C(21) 121.6(9) yes
C(18) N(2) C(21) 108(1) yes
C(2) C(1) C(8) 110(1) yes
C(2) C(1) H(1) 108(1) no
C(2) C(1) N(1) 106.9(9) yes
C(8) C(1) H(1) 107(1) no
C(8) C(1) N(1) 114.1(9) yes
H(1) C(1) N(1) 108(1) no
C(3) C(2) C(7) 120(1) yes
C(3) C(2) C(1) 116.9(9) yes
C(7) C(2) C(1) 122(1) yes
C(4) C(3) Pd(1) 129.1(8) yes
C(4) C(3) C(2) 117.5(9) yes
Pd(1) C(3) C(2) 112.3(8) yes
C(5) C(4) H(2) 119(1) no
C(5) C(4) C(3) 120(1) yes
H(2) C(4) C(3) 119(1) no
C(6) C(5) H(3) 119(1) no
C(6) C(5) C(4) 120(1) yes
H(3) C(5) C(4) 119(1) no
C(7) C(6) H(4) 121(1) no
C(7) C(6) C(5) 119(1) yes
H(4) C(6) C(5) 119(1) no
H(5) C(7) C(2) 119(1) no
H(5) C(7) C(6) 119(1) no
C(2) C(7) C(6) 120(1) yes
H(6) C(8) H(7) 109(1) no
H(6) C(8) H(8) 109(1) no
H(6) C(8) C(1) 109(1) no
H(7) C(8) H(8) 109(1) no
H(7) C(8) C(1) 111(1) no
H(8) C(8) C(1) 107(1) no
H(9) C(9) H(10) 109(1) no
H(9) C(9) H(11) 109(2) no
H(9) C(9) N(1) 110(1) no
H(10) C(9) H(11) 109(1) no
H(10) C(9) N(1) 108(1) no
H(11) C(9) N(1) 110(1) no
H(12) C(10) H(13) 109(2) no
H(12) C(10) H(14) 109(1) no
H(12) C(10) N(1) 110(1) no
H(13) C(10) H(14) 109(1) no
H(13) C(10) N(1) 107(1) no
H(14) C(10) N(1) 109(1) no
C(12) C(11) C(16) 120.1(9) yes
C(12) C(11) P(1) 120.6(8) yes
C(16) C(11) P(1) 119.3(8) yes
C(13) C(12) N(2) 122(1) yes
C(13) C(12) C(11) 118(1) yes
N(2) C(12) C(11) 119.1(9) yes
C(14) C(13) C(17) 115(1) yes
C(14) C(13) C(12) 119(1) yes
C(17) C(13) C(12) 124(1) yes
C(15) C(14) H(15) 118(1) no
C(15) C(14) C(13) 121(1) yes
H(15) C(14) C(13) 119(1) no
C(16) C(15) H(16) 120(1) no
C(16) C(15) C(14) 118(1) yes
H(16) C(15) C(14) 120(1) no
H(17) C(16) C(11) 119(1) no
H(17) C(16) C(15) 119(1) no
C(11) C(16) C(15) 120(1) yes
F(1) C(17) F(2) 109(2) yes
F(1) C(17) F(3) 95(1) yes
F(1) C(17) C(13) 115(1) yes
F(2) C(17) F(3) 100(1) yes
F(2) C(17) C(13) 119(1) yes
F(3) C(17) C(13) 113(2) yes
C(19) C(18) H(18) 109(1) no
C(19) C(18) H(19) 110(1) no
C(19) C(18) N(2) 108(1) yes
H(18) C(18) H(19) 109(1) no
H(18) C(18) N(2) 108(1) no
H(19) C(18) N(2) 110(1) no
C(20) C(19) H(20) 110(1) no
C(20) C(19) H(21) 111(1) no
C(20) C(19) C(18) 104(1) yes
H(20) C(19) H(21) 109(2) no
H(20) C(19) C(18) 110(1) no
H(21) C(19) C(18) 110(1) no
C(21) C(20) C(25) 120(1) yes
C(21) C(20) C(19) 108(1) yes
C(25) C(20) C(19) 130(1) yes
C(22) C(21) N(2) 129(1) yes
C(22) C(21) C(20) 120(1) yes
N(2) C(21) C(20) 109(1) yes
C(23) C(22) H(22) 118(2) no
C(23) C(22) C(21) 121(1) yes
H(22) C(22) C(21) 119(1) no
C(24) C(23) H(23) 121(2) no
C(24) C(23) C(22) 115(1) yes
H(23) C(23) C(22) 123(2) no
C(25) C(24) H(24) 117(2) no
C(25) C(24) C(23) 125(1) yes
H(24) C(24) C(23) 117(2) no
H(25) C(25) C(20) 121(2) no
H(25) C(25) C(24) 122(2) no
C(20) C(25) C(24) 116(1) yes
C(27) C(26) C(31) 119(1) yes
C(27) C(26) P(1) 115.2(8) yes
C(31) C(26) P(1) 125.4(8) yes
C(28) C(27) H(26) 120(1) no
C(28) C(27) C(26) 119(1) yes
H(26) C(27) C(26) 120(1) no
C(29) C(28) H(27) 118(1) no
C(29) C(28) C(27) 121(1) yes
H(27) C(28) C(27) 119(1) no
C(30) C(29) H(28) 120(1) no
C(30) C(29) C(28) 118(1) yes
H(28) C(29) C(28) 121(1) no
C(31) C(30) H(29) 119(1) no
C(31) C(30) C(29) 121(1) yes
H(29) C(30) C(29) 119(1) no
H(30) C(31) C(26) 119(1) no
H(30) C(31) C(30) 119(1) no
C(26) C(31) C(30) 120(1) yes
C(33) C(32) C(37) 120(1) yes
C(33) C(32) P(1) 119.8(8) yes
C(37) C(32) P(1) 119.9(9) yes
C(34) C(33) H(31) 120(1) no
C(34) C(33) C(32) 118(1) yes
H(31) C(33) C(32) 121(1) no
C(35) C(34) H(32) 119(1) no
C(35) C(34) C(33) 121(1) yes
H(32) C(34) C(33) 119(1) no
C(36) C(35) H(33) 120(1) no
C(36) C(35) C(34) 119(1) yes
H(33) C(35) C(34) 120(1) no
C(37) C(36) H(34) 119(1) no
C(37) C(36) C(35) 121(1) yes
H(34) C(36) C(35) 119(1) no
H(35) C(37) C(32) 119(1) no
H(35) C(37) C(36) 120(1) no
C(32) C(37) C(36) 119(1) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Pd(1) Cl(1) 2.433(3) yes
Pd(1) P(1) 2.259(2) yes
Pd(1) N(1) 2.175(8) yes
Pd(1) C(3) 2.02(1) yes
P(1) C(11) 1.842(9) yes
P(1) C(26) 1.83(1) yes
P(1) C(32) 1.83(1) yes
F(1) C(17) 1.30(2) yes
F(2) C(17) 1.31(3) yes
F(3) C(17) 1.29(3) yes
N(1) C(1) 1.50(1) yes
N(1) C(9) 1.45(2) yes
N(1) C(10) 1.46(2) yes
N(2) C(12) 1.41(1) yes
N(2) C(18) 1.46(2) yes
N(2) C(21) 1.41(2) yes
C(1) C(2) 1.51(2) yes
C(1) C(8) 1.53(2) yes
C(1) H(1) 0.95(2) no
C(2) C(3) 1.41(1) yes
C(2) C(7) 1.38(1) yes
C(3) C(4) 1.41(2) yes
C(4) C(5) 1.39(2) yes
C(4) H(2) 0.95(2) no
C(5) C(6) 1.37(2) yes
C(5) H(3) 0.95(2) no
C(6) C(7) 1.39(2) yes
C(6) H(4) 0.95(2) no
C(7) H(5) 0.95(2) no
C(8) H(6) 0.95(2) no
C(8) H(7) 0.95(2) no
C(8) H(8) 0.95(2) no
C(9) H(9) 0.95(2) no
C(9) H(10) 0.95(2) no
C(9) H(11) 0.95(2) no
C(10) H(12) 0.95(2) no
C(10) H(13) 0.95(2) no
C(10) H(14) 0.95(2) no
C(11) C(12) 1.39(2) yes
C(11) C(16) 1.39(2) yes
C(12) C(13) 1.39(2) yes
C(13) C(14) 1.36(2) yes
C(13) C(17) 1.45(3) yes
C(14) C(15) 1.39(2) yes
C(14) H(15) 0.95(2) no
C(15) C(16) 1.37(2) yes
C(15) H(16) 0.95(2) no
C(16) H(17) 0.95(2) no
C(18) C(19) 1.46(2) yes
C(18) H(18) 0.95(2) no
C(18) H(19) 0.95(2) no
C(19) C(20) 1.53(2) yes
C(19) H(20) 0.95(2) no
C(19) H(21) 0.95(2) no
C(20) C(21) 1.40(2) yes
C(20) C(25) 1.36(2) yes
C(21) C(22) 1.38(2) yes
C(22) C(23) 1.37(2) yes
C(22) H(22) 0.95(2) no
C(23) C(24) 1.36(3) yes
C(23) H(23) 0.95(3) no
C(24) C(25) 1.42(3) yes
C(24) H(24) 0.95(3) no
C(25) H(25) 0.95(3) no
C(26) C(27) 1.40(2) yes
C(26) C(31) 1.35(2) yes
C(27) C(28) 1.38(2) yes
C(27) H(26) 0.95(2) no
C(28) C(29) 1.35(2) yes
C(28) H(27) 0.95(2) no
C(29) C(30) 1.39(2) yes
C(29) H(28) 0.95(2) no
C(30) C(31) 1.38(2) yes
C(30) H(29) 0.95(2) no
C(31) H(30) 0.95(2) no
C(32) C(33) 1.37(2) yes
C(32) C(37) 1.42(2) yes
C(33) C(34) 1.40(2) yes
C(33) H(31) 0.95(2) no
C(34) C(35) 1.40(2) yes
C(34) H(32) 0.95(2) no
C(35) C(36) 1.34(2) yes
C(35) H(33) 0.95(2) no
C(36) C(37) 1.38(2) yes
C(36) H(34) 0.95(2) no
C(37) H(35) 0.95(2) no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_2
C(2) H(28) 3.16(2) no 34403
C(3) H(28) 3.32(2) no 34403
C(4) H(28) 3.20(2) no 34403
C(4) H(33) 3.56(2) no 35403
C(4) H(34) 3.22(2) no 35403
C(5) C(35) 3.58(2) yes 35403
C(5) H(28) 2.96(2) no 34403
C(5) H(33) 3.04(2) no 35403
C(5) H(34) 3.06(2) no 35403
C(6) F(3) 3.29(2) yes 34404
C(6) H(28) 2.82(2) no 34403
C(6) H(33) 3.07(2) no 35403
C(7) F(3) 3.55(2) yes 34404
C(7) H(28) 2.92(2) no 34403
C(7) H(33) 3.59(2) no 35403
C(8) H(10) 3.55(2) no 44403
C(8) H(11) 3.34(2) no 44403
C(8) H(26) 3.56(2) no 44403
C(8) H(27) 3.50(2) no 44403
C(9) H(8) 3.57(2) no 45403
C(9) H(20) 3.11(2) no 45403
C(10) H(27) 3.56(2) no 44403
C(19) H(9) 3.59(2) no 44403
C(19) H(10) 3.45(2) no 44403
C(20) H(9) 3.56(2) no 44403
C(23) H(4) 3.53(2) no 34403
C(24) H(3) 3.53(2) no 34403
C(24) H(4) 3.22(3) no 34403
C(25) H(3) 3.58(2) no 34403
C(25) H(9) 3.39(2) no 44403
C(27) H(6) 3.51(2) no 45403
C(28) H(6) 3.40(2) no 45403
C(28) H(34) 3.19(2) no 35403
C(29) H(34) 3.19(2) no 35403
C(29) H(35) 3.40(2) no 35403
C(30) H(7) 3.54(2) no 35403
C(35) C(5) 3.58(2) yes 34403
C(35) H(3) 3.53(2) no 34403
C(36) H(3) 3.34(2) no 34403
C(37) H(28) 3.56(2) no 34403
H(3) C(24) 3.53(2) no 35403
H(3) C(25) 3.58(2) no 35403
H(3) C(35) 3.53(2) no 35403
H(3) C(36) 3.34(2) no 35403
H(4) F(1) 3.54(2) no 34404
H(4) F(3) 2.64(2) no 34404
H(4) C(23) 3.53(2) no 35403
H(4) C(24) 3.22(2) no 35403
H(5) F(3) 3.13(2) no 34404
H(6) C(27) 3.51(2) no 44403
H(6) C(28) 3.40(2) no 44403
H(7) C(30) 3.54(2) no 34403
H(8) C(9) 3.57(2) no 44403
H(9) C(19) 3.59(2) no 45403
H(9) C(20) 3.56(2) no 45403
H(9) C(25) 3.39(2) no 45403
H(10) C(8) 3.55(2) no 45403
H(10) C(19) 3.45(2) no 45403
H(11) C(8) 3.34(2) no 45403
H(20) C(9) 3.11(2) no 44403
H(26) C(8) 3.56(2) no 45403
H(27) C(8) 3.50(2) no 45403
H(27) C(10) 3.56(2) no 45403
H(28) C(2) 3.16(2) no 35403
H(28) C(3) 3.32(2) no 35403
H(28) C(4) 3.20(2) no 35403
H(28) C(5) 2.96(2) no 35403
H(28) C(6) 2.82(2) no 35403
H(28) C(7) 2.92(2) no 35403
H(28) C(37) 3.56(2) no 35403
H(33) C(4) 3.56(2) no 34403
H(33) C(5) 3.04(2) no 34403
H(33) C(6) 3.07(2) no 34403
H(33) C(7) 3.59(2) no 34403
H(34) C(4) 3.22(2) no 34403
H(34) C(5) 3.06(2) no 34403
H(34) C(28) 3.19(2) no 34403
H(34) C(29) 3.19(2) no 34403
H(35) C(29) 3.40(2) no 34403
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_publ_flag
Cl(1) Pd(1) P(1) C(11) -18.9(4) yes
Cl(1) Pd(1) P(1) C(26) 98.0(4) yes
Cl(1) Pd(1) P(1) C(32) -140.2(4) yes
C(3) Pd(1) P(1) C(11) 174.5(4) yes
C(3) Pd(1) P(1) C(26) -68.6(4) yes
C(3) Pd(1) P(1) C(32) 53.3(4) yes
Cl(1) Pd(1) N(1) C(1) 162.7(6) yes
Cl(1) Pd(1) N(1) C(9) -80.5(7) yes
Cl(1) Pd(1) N(1) C(10) 40.4(9) yes
C(3) Pd(1) N(1) C(1) -31.3(6) yes
C(3) Pd(1) N(1) C(9) 85.5(7) yes
C(3) Pd(1) N(1) C(10) -153.6(9) yes
Cl(1) Pd(1) C(3) C(2) 76(1) yes
Cl(1) Pd(1) C(3) C(4) -90(1) yes
P(1) Pd(1) C(3) C(2) -164.5(8) yes
P(1) Pd(1) C(3) C(4) 28(1) yes
N(1) Pd(1) C(3) C(2) 10.9(8) yes
N(1) Pd(1) C(3) C(4) -156(1) yes
Pd(1) P(1) C(11) C(12) -65(1) yes
Pd(1) P(1) C(11) C(16) 112.3(9) yes
C(26) P(1) C(11) C(12) 174.9(8) yes
C(26) P(1) C(11) C(16) -7(1) yes
C(32) P(1) C(11) C(12) 65.1(9) yes
C(32) P(1) C(11) C(16) -117.0(9) yes
Pd(1) P(1) C(26) C(27) -29.2(9) yes
Pd(1) P(1) C(26) C(31) 144.7(8) yes
C(11) P(1) C(26) C(27) 93.9(8) yes
C(11) P(1) C(26) C(31) -92.2(9) yes
C(32) P(1) C(26) C(27) -159.2(7) yes
C(32) P(1) C(26) C(31) 14(1) yes
Pd(1) P(1) C(32) C(33) 169.1(8) yes
Pd(1) P(1) C(32) C(37) -6(1) yes
C(11) P(1) C(32) C(33) 41(1) yes
C(11) P(1) C(32) C(37) -134.3(9) yes
C(26) P(1) C(32) C(33) -67.3(9) yes
C(26) P(1) C(32) C(37) 116.8(9) yes
Pd(1) N(1) C(1) C(2) 44.2(9) yes
Pd(1) N(1) C(1) C(8) -78(1) yes
Pd(1) N(1) C(1) H(1) 161(1) no
C(9) N(1) C(1) C(2) -71(1) yes
C(9) N(1) C(1) C(8) 166(1) yes
C(9) N(1) C(1) H(1) 46(1) no
C(10) N(1) C(1) C(2) 170.3(8) yes
C(10) N(1) C(1) C(8) 48(1) yes
C(10) N(1) C(1) H(1) -72(1) no
Pd(1) N(1) C(9) H(9) -171(1) no
Pd(1) N(1) C(9) H(10) -52(1) no
Pd(1) N(1) C(9) H(11) 67(1) no
C(1) N(1) C(9) H(9) -59(1) no
C(1) N(1) C(9) H(10) 60(1) no
C(1) N(1) C(9) H(11) 179(804) no
C(10) N(1) C(9) H(9) 61(1) no
C(10) N(1) C(9) H(10) -178(1) no
C(10) N(1) C(9) H(11) -59(1) no
Pd(1) N(1) C(10) H(12) 178(1) no
Pd(1) N(1) C(10) H(13) 58(1) no
Pd(1) N(1) C(10) H(14) -60(1) no
C(1) N(1) C(10) H(12) 60(1) no
C(1) N(1) C(10) H(13) -59(1) no
C(1) N(1) C(10) H(14) -178(1) no
C(9) N(1) C(10) H(12) -60(1) no
C(9) N(1) C(10) H(13) -179(881) no
C(9) N(1) C(10) H(14) 60(1) no
C(18) N(2) C(12) C(11) 97(1) yes
C(18) N(2) C(12) C(13) -85(1) yes
C(21) N(2) C(12) C(11) -116(1) yes
C(21) N(2) C(12) C(13) 60(1) yes
C(12) N(2) C(18) C(19) 155(1) yes
C(12) N(2) C(18) H(18) -85(1) no
C(12) N(2) C(18) H(19) 34(2) no
C(21) N(2) C(18) C(19) 5(1) yes
C(21) N(2) C(18) H(18) 124(1) no
C(21) N(2) C(18) H(19) -115(1) no
C(12) N(2) C(21) C(20) -158(1) yes
C(12) N(2) C(21) C(22) 24(2) yes
C(18) N(2) C(21) C(20) -8(1) yes
C(18) N(2) C(21) C(22) 174(1) yes
N(1) C(1) C(2) C(3) -40(1) yes
N(1) C(1) C(2) C(7) 140(1) yes
C(8) C(1) C(2) C(3) 84(1) yes
C(8) C(1) C(2) C(7) -95(1) yes
H(1) C(1) C(2) C(3) -158(1) no
H(1) C(1) C(2) C(7) 22(1) no
N(1) C(1) C(8) H(6) -59(1) no
N(1) C(1) C(8) H(7) 179(359) no
N(1) C(1) C(8) H(8) 59(1) no
C(2) C(1) C(8) H(6) 179(508) no
C(2) C(1) C(8) H(7) 58(1) no
C(2) C(1) C(8) H(8) -61(1) no
H(1) C(1) C(8) H(6) 60(1) no
H(1) C(1) C(8) H(7) -60(2) no
H(1) C(1) C(8) H(8) 179(718) no
C(1) C(2) C(3) Pd(1) 13(1) yes
C(1) C(2) C(3) C(4) -178(1) yes
C(7) C(2) C(3) Pd(1) -167.6(9) yes
C(7) C(2) C(3) C(4) 1(1) yes
C(1) C(2) C(7) C(6) 178(1) yes
C(1) C(2) C(7) H(5) -1(2) no
C(3) C(2) C(7) C(6) 0(1) yes
C(3) C(2) C(7) H(5) 179(359) no
Pd(1) C(3) C(4) C(5) 165.4(9) yes
Pd(1) C(3) C(4) H(2) -14(1) no
C(2) C(3) C(4) C(5) -1(1) yes
C(2) C(3) C(4) H(2) 178(1) no
C(3) C(4) C(5) C(6) 0(1) yes
C(3) C(4) C(5) H(3) -179(719) no
H(2) C(4) C(5) C(6) -178(1) no
H(2) C(4) C(5) H(3) 0(2) no
C(4) C(5) C(6) C(7) 0(1) yes
C(4) C(5) C(6) H(4) -178(1) no
H(3) C(5) C(6) C(7) -179(508) no
H(3) C(5) C(6) H(4) 1(2) no
C(5) C(6) C(7) C(2) 0(2) yes
C(5) C(6) C(7) H(5) -179(622) no
H(4) C(6) C(7) C(2) 178(1) no
H(4) C(6) C(7) H(5) -1(2) no
P(1) C(11) C(12) N(2) -7(1) yes
P(1) C(11) C(12) C(13) 175(1) yes
C(16) C(11) C(12) N(2) 175(1) yes
C(16) C(11) C(12) C(13) -1(1) yes
P(1) C(11) C(16) C(15) 179(359) yes
P(1) C(11) C(16) H(17) -2(2) no
C(12) C(11) C(16) C(15) -2(2) yes
C(12) C(11) C(16) H(17) 175(1) no
N(2) C(12) C(13) C(14) -172(1) yes
N(2) C(12) C(13) C(17) 8(2) yes
C(11) C(12) C(13) C(14) 4(1) yes
C(11) C(12) C(13) C(17) -174(1) yes
C(12) C(13) C(14) C(15) -2(2) yes
C(12) C(13) C(14) H(15) 179(718) no
C(17) C(13) C(14) C(15) 176(1) yes
C(17) C(13) C(14) H(15) -1(2) no
C(12) C(13) C(17) F(1) 151(1) yes
C(12) C(13) C(17) F(2) 18(2) yes
C(12) C(13) C(17) F(3) -99(2) yes
C(14) C(13) C(17) F(1) -27(2) yes
C(14) C(13) C(17) F(2) -160(1) yes
C(14) C(13) C(17) F(3) 81(2) yes
C(13) C(14) C(15) C(16) -1(2) yes
C(13) C(14) C(15) H(16) 175(2) no
H(15) C(14) C(15) C(16) 175(1) no
H(15) C(14) C(15) H(16) -6(3) no
C(14) C(15) C(16) C(11) 4(2) yes
C(14) C(15) C(16) H(17) -173(1) no
H(16) C(15) C(16) C(11) -173(1) no
H(16) C(15) C(16) H(17) 8(3) no
N(2) C(18) C(19) C(20) 0(1) yes
N(2) C(18) C(19) H(20) 118(2) no
N(2) C(18) C(19) H(21) -119(1) no
H(18) C(18) C(19) C(20) -118(1) no
H(18) C(18) C(19) H(20) 0(2) no
H(18) C(18) C(19) H(21) 121(2) no
H(19) C(18) C(19) C(20) 120(1) no
H(19) C(18) C(19) H(20) -120(2) no
H(19) C(18) C(19) H(21) 1(2) no
C(18) C(19) C(20) C(21) -5(1) yes
C(18) C(19) C(20) C(25) -174(1) yes
H(20) C(19) C(20) C(21) -124(1) no
H(20) C(19) C(20) C(25) 65(2) no
H(21) C(19) C(20) C(21) 113(1) no
H(21) C(19) C(20) C(25) -55(2) no
C(19) C(20) C(21) N(2) 8(1) yes
C(19) C(20) C(21) C(22) -173(1) yes
C(25) C(20) C(21) N(2) 179(508) yes
C(25) C(20) C(21) C(22) -2(2) yes
C(19) C(20) C(25) C(24) 171(1) yes
C(19) C(20) C(25) H(25) -6(3) no
C(21) C(20) C(25) C(24) 3(2) yes
C(21) C(20) C(25) H(25) -174(2) no
N(2) C(21) C(22) C(23) 178(1) yes
N(2) C(21) C(22) H(22) -2(2) no
C(20) C(21) C(22) C(23) 1(2) yes
C(20) C(21) C(22) H(22) -178(1) no
C(21) C(22) C(23) C(24) 0(3) yes
C(21) C(22) C(23) H(23) 179(621) no
H(22) C(22) C(23) C(24) -179(718) no
H(22) C(22) C(23) H(23) 0(4) no
C(22) C(23) C(24) C(25) 0(3) yes
C(22) C(23) C(24) H(24) -178(2) no
H(23) C(23) C(24) C(25) -179(507) no
H(23) C(23) C(24) H(24) 2(4) no
C(23) C(24) C(25) C(20) -1(3) yes
C(23) C(24) C(25) H(25) 175(2) no
H(24) C(24) C(25) C(20) 176(2) no
H(24) C(24) C(25) H(25) -5(4) no
P(1) C(26) C(27) C(28) 177(1) yes
P(1) C(26) C(27) H(26) -3(1) no
C(31) C(26) C(27) C(28) 3(1) yes
C(31) C(26) C(27) H(26) -177(1) no
P(1) C(26) C(31) C(30) -174.6(9) yes
P(1) C(26) C(31) H(30) 4(1) no
C(27) C(26) C(31) C(30) 0(1) yes
C(27) C(26) C(31) H(30) 178(1) no
C(26) C(27) C(28) C(29) -5(2) yes
C(26) C(27) C(28) H(27) 176(1) no
H(26) C(27) C(28) C(29) 175(1) no
H(26) C(27) C(28) H(27) -2(2) no
C(27) C(28) C(29) C(30) 5(2) yes
C(27) C(28) C(29) H(28) -176(1) no
H(27) C(28) C(29) C(30) -176(1) no
H(27) C(28) C(29) H(28) 1(2) no
C(28) C(29) C(30) C(31) -2(1) yes
C(28) C(29) C(30) H(29) 177(1) no
H(28) C(29) C(30) C(31) 178(1) no
H(28) C(29) C(30) H(29) -1(2) no
C(29) C(30) C(31) C(26) 0(1) yes
C(29) C(30) C(31) H(30) -178(1) no
H(29) C(30) C(31) C(26) -179(1) no
H(29) C(30) C(31) H(30) 1(2) no
P(1) C(32) C(33) C(34) -176(1) yes
P(1) C(32) C(33) H(31) 5(1) no
C(37) C(32) C(33) C(34) 0(1) yes
C(37) C(32) C(33) H(31) -178(1) no
P(1) C(32) C(37) C(36) 173(1) yes
P(1) C(32) C(37) H(35) -5(2) no
C(33) C(32) C(37) C(36) -2(1) yes
C(33) C(32) C(37) H(35) 178(1) no
C(32) C(33) C(34) C(35) 3(1) yes
C(32) C(33) C(34) H(32) 179(880) no
H(31) C(33) C(34) C(35) -179(804) no
H(31) C(33) C(34) H(32) -2(2) no
C(33) C(34) C(35) C(36) -2(2) yes
C(33) C(34) C(35) H(33) 179(508) no
H(32) C(34) C(35) C(36) -179(1) no
H(32) C(34) C(35) H(33) 2(2) no
C(34) C(35) C(36) C(37) 0(2) yes
C(34) C(35) C(36) H(34) 178(1) no
H(33) C(35) C(36) C(37) 177(1) no
H(33) C(35) C(36) H(34) -3(3) no
C(35) C(36) C(37) C(32) 2(2) yes
C(35) C(36) C(37) H(35) -177(1) no
H(34) C(36) C(37) C(32) -176(1) no
H(34) C(36) C(37) H(35) 3(2) no
