#------------------------------------------------------------------------------
#$Date: 2020-04-16 03:09:06 +0300 (Thu, 16 Apr 2020) $
#$Revision: 250794 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/47/4134720.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_4134720
loop_
_publ_author_name
'Su, Bo'
'Bunescu, Ala'
'Qiu, Yehao'
'Zuend, Stephan J.'
'Ernst, Martin'
'Hartwig, John F.'
_publ_section_title
;
 Palladium-catalyzed oxidation of β-C(sp3)-H bond of primary alkylamines
 through a rare four-membered palladacycle intermediate.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.0c01629
_journal_year                    2020
_chemical_formula_moiety         'C36 H24 F18 N O P Pd, C H4 O'
_chemical_formula_sum            'C37 H28 F18 N O2 P Pd'
_chemical_formula_weight         997.97
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                89.843(3)
_cell_angle_beta                 88.801(2)
_cell_angle_gamma                82.682(2)
_cell_formula_units_Z            2
_cell_length_a                   9.9613(3)
_cell_length_b                   12.3262(4)
_cell_length_c                   15.8096(5)
_cell_measurement_reflns_used    23352
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.6290
_cell_measurement_theta_min      3.0450
_cell_volume                     1924.95(11)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'ROD, Synergy Custom DW system, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_av_unetI/netI     0.0343
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            39516
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        26.372
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.775
_diffrn_source                   'Rotating-anode X-ray tube'
_exptl_absorpt_coefficient_mu    0.647
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60221
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.722
_exptl_crystal_description       block
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.160
_refine_diff_density_max         1.391
_refine_diff_density_min         -0.946
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     576
_refine_ls_number_reflns         7869
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0366
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0603P)²+1.0057P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0967
_refine_ls_wR_factor_ref         0.0998
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7014
_reflns_number_total             7869
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja0c01629_si_003.cif
_cod_data_source_block           Su003_Hartwig
_cod_database_code               4134720
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.782
_shelx_estimated_absorpt_t_max   0.904
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.68634(2) 0.58208(2) 0.30950(2) 0.02028(8) Uani 1 1 d . . . . .
P1 P 0.60020(6) 0.73777(5) 0.24703(4) 0.01897(14) Uani 1 1 d . . . . .
F1A F 0.2775(6) 0.4515(3) 0.14616(17) 0.0689(16) Uani 0.732(7) 1 d . U P A 1
F1B F 0.3878(13) 0.4140(7) 0.1145(8) 0.077(4) Uani 0.268(7) 1 d . U P A 2
F2A F 0.3750(5) 0.4288(3) 0.0260(3) 0.0718(15) Uani 0.732(7) 1 d . U P A 1
F2B F 0.2900(15) 0.4627(9) 0.0065(5) 0.057(3) Uani 0.268(7) 1 d . U P A 2
F3A F 0.1789(4) 0.5073(3) 0.0338(3) 0.0766(16) Uani 0.732(7) 1 d . U P A 1
F3B F 0.1851(13) 0.4981(10) 0.1149(10) 0.089(5) Uani 0.268(7) 1 d . U P A 2
F4 F 0.2866(2) 0.84064(16) -0.10233(11) 0.0493(5) Uani 1 1 d . . . . .
F5 F 0.2523(2) 0.95557(16) -0.00039(13) 0.0535(5) Uani 1 1 d . . . . .
F6 F 0.44917(18) 0.91899(17) -0.05546(12) 0.0494(5) Uani 1 1 d . . . . .
F7 F 0.81215(19) 0.8024(2) -0.06096(11) 0.0615(6) Uani 1 1 d . . . . .
F8 F 0.9947(2) 0.70565(18) -0.02719(12) 0.0621(6) Uani 1 1 d . . . . .
F9 F 0.9925(2) 0.87629(19) -0.04772(12) 0.0594(6) Uani 1 1 d . . . . .
F10 F 1.1004(2) 1.00899(17) 0.23182(12) 0.0523(5) Uani 1 1 d . . . . .
F11 F 1.1376(2) 0.85464(16) 0.29446(14) 0.0573(6) Uani 1 1 d . . . . .
F12 F 0.98186(19) 0.97641(17) 0.34065(11) 0.0492(5) Uani 1 1 d . . . . .
F13 F 0.3587(2) 1.14612(14) 0.19577(11) 0.0490(5) Uani 1 1 d . . . . .
F14 F 0.49925(18) 1.20218(13) 0.28089(12) 0.0414(4) Uani 1 1 d . . . . .
F15 F 0.28837(18) 1.21687(14) 0.31481(12) 0.0433(4) Uani 1 1 d . . . . .
F16 F 0.32091(17) 0.97139(13) 0.56977(10) 0.0354(4) Uani 1 1 d . . . . .
F17 F 0.35450(18) 0.79992(13) 0.54646(11) 0.0408(4) Uani 1 1 d . . . . .
F18 F 0.17161(16) 0.89377(17) 0.50559(11) 0.0446(4) Uani 1 1 d . . . . .
O1 O 0.62491(17) 0.61793(14) 0.43432(10) 0.0228(4) Uani 1 1 d . . . . .
N1 N 0.7900(2) 0.43665(16) 0.34596(13) 0.0226(4) Uani 1 1 d . . . . .
C1 C 0.7662(3) 0.5346(2) 0.19407(17) 0.0293(6) Uani 1 1 d . . . . .
H1A H 0.6994 0.5556 0.1495 0.035 Uiso 1 1 calc R U . . .
H1B H 0.8480 0.5702 0.1817 0.035 Uiso 1 1 calc R U . . .
C2 C 0.8015(3) 0.4139(2) 0.19621(17) 0.0380(7) Uani 1 1 d . . . . .
H2A H 0.8620 0.3909 0.1473 0.046 Uiso 1 1 calc R U . . .
H2B H 0.7178 0.3791 0.1905 0.046 Uiso 1 1 calc R U . . .
C3 C 0.8707(3) 0.3738(2) 0.27683(17) 0.0263(5) Uani 1 1 d . . . . .
C4 C 0.8700(4) 0.2498(2) 0.2843(2) 0.0448(8) Uani 1 1 d . . . . .
H4A H 0.9250 0.2220 0.3322 0.067 Uiso 1 1 calc R U . . .
H4B H 0.9078 0.2143 0.2321 0.067 Uiso 1 1 calc R U . . .
H4C H 0.7769 0.2339 0.2932 0.067 Uiso 1 1 calc R U . . .
C5 C 1.0153(3) 0.4020(3) 0.2798(2) 0.0405(7) Uani 1 1 d . . . . .
H5A H 1.0140 0.4816 0.2774 0.061 Uiso 1 1 calc R U . . .
H5B H 1.0680 0.3683 0.2315 0.061 Uiso 1 1 calc R U . . .
H5C H 1.0569 0.3742 0.3326 0.061 Uiso 1 1 calc R U . . .
C6 C 0.7970(3) 0.4002(2) 0.42207(16) 0.0246(5) Uani 1 1 d . . . . .
H6 H 0.8504 0.3315 0.4296 0.030 Uiso 1 1 calc R U . . .
C7 C 0.7339(2) 0.4507(2) 0.49772(16) 0.0234(5) Uani 1 1 d . . . . .
C8 C 0.7595(3) 0.3924(2) 0.57380(16) 0.0264(5) Uani 1 1 d . . . . .
H8 H 0.8141 0.3233 0.5718 0.032 Uiso 1 1 calc R U . . .
C9 C 0.7085(3) 0.4318(2) 0.65043(17) 0.0284(6) Uani 1 1 d . . . . .
H9 H 0.7283 0.3913 0.7008 0.034 Uiso 1 1 calc R U . . .
C10 C 0.6271(3) 0.5323(2) 0.65304(17) 0.0286(6) Uani 1 1 d . . . . .
H10 H 0.5906 0.5604 0.7057 0.034 Uiso 1 1 calc R U . . .
C11 C 0.5988(3) 0.5914(2) 0.58015(16) 0.0257(5) Uani 1 1 d . . . . .
H11 H 0.5418 0.6592 0.5836 0.031 Uiso 1 1 calc R U . . .
C12 C 0.6523(2) 0.55405(19) 0.50015(16) 0.0225(5) Uani 1 1 d . . . . .
C13 C 0.4872(2) 0.7214(2) 0.15882(15) 0.0211(5) Uani 1 1 d . . . . .
C14 C 0.4357(3) 0.6219(2) 0.15007(15) 0.0242(5) Uani 1 1 d . . . . .
H14 H 0.4587 0.5648 0.1897 0.029 Uiso 1 1 calc R U . . .
C15 C 0.3509(3) 0.6058(2) 0.08359(17) 0.0283(6) Uani 1 1 d . . . . .
C16 C 0.2965(3) 0.4973(3) 0.07597(19) 0.0379(7) Uani 1 1 d . . . . .
C17 C 0.3190(3) 0.6859(2) 0.02357(16) 0.0289(6) Uani 1 1 d . . . . .
H17 H 0.2626 0.6738 -0.0223 0.035 Uiso 1 1 calc R U . . .
C18 C 0.3712(3) 0.7847(2) 0.03168(16) 0.0258(5) Uani 1 1 d . . . . .
C19 C 0.3398(3) 0.8740(2) -0.03215(18) 0.0328(6) Uani 1 1 d . . . . .
C20 C 0.4524(2) 0.8025(2) 0.09903(16) 0.0234(5) Uani 1 1 d . . . . .
H20 H 0.4849 0.8713 0.1045 0.028 Uiso 1 1 calc R U . . .
C21 C 0.7389(2) 0.79968(19) 0.19674(15) 0.0207(5) Uani 1 1 d . . . . .
C22 C 0.7712(2) 0.7849(2) 0.11145(16) 0.0230(5) Uani 1 1 d . . . . .
H22 H 0.7141 0.7494 0.0762 0.028 Uiso 1 1 calc R U . . .
C23 C 0.8870(3) 0.8220(2) 0.07738(16) 0.0245(5) Uani 1 1 d . . . . .
C24 C 0.9206(3) 0.8026(2) -0.01461(18) 0.0331(6) Uani 1 1 d . . . . .
C25 C 0.9734(3) 0.8720(2) 0.12809(17) 0.0258(5) Uani 1 1 d . . . . .
H25 H 1.0527 0.8968 0.1047 0.031 Uiso 1 1 calc R U . . .
C26 C 0.9413(3) 0.8851(2) 0.21417(17) 0.0249(5) Uani 1 1 d . . . . .
C27 C 1.0397(3) 0.9314(2) 0.27035(18) 0.0324(6) Uani 1 1 d . . . . .
C28 C 0.8249(2) 0.8502(2) 0.24901(16) 0.0227(5) Uani 1 1 d . . . . .
H28 H 0.8038 0.8604 0.3076 0.027 Uiso 1 1 calc R U . . .
C29 C 0.5066(2) 0.8513(2) 0.30648(16) 0.0213(5) Uani 1 1 d . . . . .
C30 C 0.4889(2) 0.9567(2) 0.27356(16) 0.0224(5) Uani 1 1 d . . . . .
H30 H 0.5313 0.9715 0.2212 0.027 Uiso 1 1 calc R U . . .
C31 C 0.4097(3) 1.0405(2) 0.31675(16) 0.0232(5) Uani 1 1 d . . . . .
C32 C 0.3882(3) 1.1510(2) 0.27722(17) 0.0288(6) Uani 1 1 d . . . . .
C33 C 0.3514(2) 1.0211(2) 0.39542(16) 0.0238(5) Uani 1 1 d . . . . .
H33 H 0.2994 1.0788 0.4258 0.029 Uiso 1 1 calc R U . . .
C34 C 0.3709(2) 0.9164(2) 0.42826(16) 0.0222(5) Uani 1 1 d . . . . .
C35 C 0.3051(3) 0.8960(2) 0.51213(17) 0.0263(5) Uani 1 1 d . . . . .
C36 C 0.4462(2) 0.8308(2) 0.38432(15) 0.0217(5) Uani 1 1 d . . . . .
H36 H 0.4564 0.7590 0.4072 0.026 Uiso 1 1 calc R U . . .
O2 O 0.7608(2) 0.79467(16) 0.45587(12) 0.0301(4) Uani 1 1 d . . . . .
C37 C 0.8926(3) 0.7404(3) 0.4672(2) 0.0458(8) Uani 1 1 d . . . . .
H37A H 0.9207 0.6955 0.4173 0.069 Uiso 1 1 calc R U . . .
H37B H 0.8933 0.6936 0.5174 0.069 Uiso 1 1 calc R U . . .
H37C H 0.9554 0.7945 0.4747 0.069 Uiso 1 1 calc R U . . .
H2 H 0.708(3) 0.748(3) 0.4533(19) 0.034(8) Uiso 1 1 d . . . . .
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'
F F 0.0171 0.0103 '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'
Pd Pd -0.9988 1.0072 'International Tables 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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Pd1 N1 82.55(10) . . ?
C1 Pd1 O1 172.76(9) . . ?
N1 Pd1 O1 90.84(8) . . ?
C1 Pd1 P1 86.67(8) . . ?
N1 Pd1 P1 168.62(6) . . ?
O1 Pd1 P1 99.71(5) . . ?
C21 P1 C29 103.31(11) . . ?
C21 P1 C13 103.23(11) . . ?
C29 P1 C13 102.39(11) . . ?
C21 P1 Pd1 108.51(8) . . ?
C29 P1 Pd1 122.20(8) . . ?
C13 P1 Pd1 115.10(8) . . ?
C12 O1 Pd1 125.94(16) . . ?
C6 N1 C3 119.5(2) . . ?
C6 N1 Pd1 125.38(18) . . ?
C3 N1 Pd1 115.02(16) . . ?
C2 C1 Pd1 107.47(18) . . ?
C2 C1 H1A 110.2 . . ?
Pd1 C1 H1A 110.2 . . ?
C2 C1 H1B 110.2 . . ?
Pd1 C1 H1B 110.2 . . ?
H1A C1 H1B 108.5 . . ?
C1 C2 C3 112.9(2) . . ?
C1 C2 H2A 109.0 . . ?
C3 C2 H2A 109.0 . . ?
C1 C2 H2B 109.0 . . ?
C3 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
N1 C3 C2 104.5(2) . . ?
N1 C3 C5 107.7(2) . . ?
C2 C3 C5 111.9(2) . . ?
N1 C3 C4 113.1(2) . . ?
C2 C3 C4 109.2(2) . . ?
C5 C3 C4 110.3(3) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C6 C7 128.1(2) . . ?
N1 C6 H6 115.9 . . ?
C7 C6 H6 115.9 . . ?
C8 C7 C12 119.2(2) . . ?
C8 C7 C6 116.2(2) . . ?
C12 C7 C6 124.6(2) . . ?
C9 C8 C7 122.3(3) . . ?
C9 C8 H8 118.8 . . ?
C7 C8 H8 118.8 . . ?
C8 C9 C10 118.8(2) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
C11 C10 C9 120.7(2) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C10 C11 C12 121.9(2) . . ?
C10 C11 H11 119.0 . . ?
C12 C11 H11 119.0 . . ?
O1 C12 C11 117.9(2) . . ?
O1 C12 C7 125.0(2) . . ?
C11 C12 C7 117.1(2) . . ?
C20 C13 C14 118.1(2) . . ?
C20 C13 P1 123.22(18) . . ?
C14 C13 P1 118.65(19) . . ?
C15 C14 C13 120.4(2) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C17 C15 C14 121.1(2) . . ?
C17 C15 C16 119.7(2) . . ?
C14 C15 C16 119.1(2) . . ?
F2B C16 F3B 110.6(9) . . ?
F1A C16 F2A 109.7(4) . . ?
F1A C16 F3A 108.0(3) . . ?
F2A C16 F3A 101.1(4) . . ?
F2B C16 F1B 101.9(8) . . ?
F3B C16 F1B 106.3(9) . . ?
F2B C16 C15 116.4(5) . . ?
F3B C16 C15 111.5(5) . . ?
F1A C16 C15 114.0(3) . . ?
F2A C16 C15 111.6(3) . . ?
F3A C16 C15 111.7(3) . . ?
F1B C16 C15 109.3(4) . . ?
C15 C17 C18 118.6(2) . . ?
C15 C17 H17 120.7 . . ?
C18 C17 H17 120.7 . . ?
C20 C18 C17 120.6(2) . . ?
C20 C18 C19 118.9(2) . . ?
C17 C18 C19 120.5(2) . . ?
F4 C19 F6 106.9(2) . . ?
F4 C19 F5 107.0(2) . . ?
F6 C19 F5 105.7(2) . . ?
F4 C19 C18 113.4(2) . . ?
F6 C19 C18 112.1(2) . . ?
F5 C19 C18 111.2(2) . . ?
C18 C20 C13 121.1(2) . . ?
C18 C20 H20 119.4 . . ?
C13 C20 H20 119.4 . . ?
C22 C21 C28 119.8(2) . . ?
C22 C21 P1 121.63(18) . . ?
C28 C21 P1 117.98(18) . . ?
C21 C22 C23 120.1(2) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C25 C23 C22 120.9(2) . . ?
C25 C23 C24 120.3(2) . . ?
C22 C23 C24 118.7(2) . . ?
F7 C24 F9 107.3(2) . . ?
F7 C24 F8 106.1(3) . . ?
F9 C24 F8 105.9(2) . . ?
F7 C24 C23 112.8(2) . . ?
F9 C24 C23 112.8(2) . . ?
F8 C24 C23 111.4(2) . . ?
C23 C25 C26 118.6(2) . . ?
C23 C25 H25 120.7 . . ?
C26 C25 H25 120.7 . . ?
C28 C26 C25 121.3(2) . . ?
C28 C26 C27 119.9(2) . . ?
C25 C26 C27 118.7(2) . . ?
F12 C27 F11 106.7(2) . . ?
F12 C27 F10 106.3(2) . . ?
F11 C27 F10 106.6(2) . . ?
F12 C27 C26 113.0(2) . . ?
F11 C27 C26 111.4(2) . . ?
F10 C27 C26 112.3(2) . . ?
C26 C28 C21 119.3(2) . . ?
C26 C28 H28 120.4 . . ?
C21 C28 H28 120.4 . . ?
C30 C29 C36 119.4(2) . . ?
C30 C29 P1 121.13(19) . . ?
C36 C29 P1 119.43(19) . . ?
C29 C30 C31 120.5(2) . . ?
C29 C30 H30 119.8 . . ?
C31 C30 H30 119.8 . . ?
C30 C31 C33 120.4(2) . . ?
C30 C31 C32 118.7(2) . . ?
C33 C31 C32 120.9(2) . . ?
F13 C32 F15 107.2(2) . . ?
F13 C32 F14 106.3(2) . . ?
F15 C32 F14 106.4(2) . . ?
F13 C32 C31 112.0(2) . . ?
F15 C32 C31 112.6(2) . . ?
F14 C32 C31 111.8(2) . . ?
C34 C33 C31 118.7(2) . . ?
C34 C33 H33 120.6 . . ?
C31 C33 H33 120.6 . . ?
C33 C34 C36 121.4(2) . . ?
C33 C34 C35 118.2(2) . . ?
C36 C34 C35 120.3(2) . . ?
F16 C35 F18 106.7(2) . . ?
F16 C35 F17 105.8(2) . . ?
F18 C35 F17 106.0(2) . . ?
F16 C35 C34 113.1(2) . . ?
F18 C35 C34 111.9(2) . . ?
F17 C35 C34 112.8(2) . . ?
C34 C36 C29 119.5(2) . . ?
C34 C36 H36 120.2 . . ?
C29 C36 H36 120.2 . . ?
C37 O2 H2 108(2) . . ?
O2 C37 H37A 109.5 . . ?
O2 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
O2 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
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
Pd1 C1 2.033(3) . ?
Pd1 N1 2.040(2) . ?
Pd1 O1 2.0855(17) . ?
Pd1 P1 2.2361(6) . ?
P1 C21 1.828(2) . ?
P1 C29 1.831(2) . ?
P1 C13 1.838(3) . ?
F1A C16 1.265(4) . ?
F1B C16 1.426(11) . ?
F2A C16 1.326(4) . ?
F2B C16 1.185(8) . ?
F3A C16 1.351(4) . ?
F3B C16 1.256(10) . ?
F4 C19 1.328(3) . ?
F5 C19 1.335(4) . ?
F6 C19 1.329(3) . ?
F7 C24 1.318(3) . ?
F8 C24 1.335(4) . ?
F9 C24 1.327(3) . ?
F10 C27 1.334(3) . ?
F11 C27 1.331(3) . ?
F12 C27 1.330(3) . ?
F13 C32 1.330(3) . ?
F14 C32 1.344(3) . ?
F15 C32 1.332(3) . ?
F16 C35 1.329(3) . ?
F17 C35 1.341(3) . ?
F18 C35 1.340(3) . ?
O1 C12 1.315(3) . ?
N1 C6 1.283(3) . ?
N1 C3 1.500(3) . ?
C1 C2 1.485(4) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.514(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C5 1.527(4) . ?
C3 C4 1.532(4) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.444(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.411(4) . ?
C7 C12 1.421(4) . ?
C8 C9 1.370(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.391(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.376(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.417(4) . ?
C11 H11 0.9500 . ?
C13 C20 1.391(4) . ?
C13 C14 1.397(3) . ?
C14 C15 1.392(4) . ?
C14 H14 0.9500 . ?
C15 C17 1.380(4) . ?
C15 C16 1.511(4) . ?
C17 C18 1.392(4) . ?
C17 H17 0.9500 . ?
C18 C20 1.385(4) . ?
C18 C19 1.499(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.387(3) . ?
C21 C28 1.405(3) . ?
C22 C23 1.392(3) . ?
C22 H22 0.9500 . ?
C23 C25 1.389(4) . ?
C23 C24 1.498(4) . ?
C25 C26 1.396(4) . ?
C25 H25 0.9500 . ?
C26 C28 1.389(3) . ?
C26 C27 1.503(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.389(3) . ?
C29 C36 1.395(3) . ?
C30 C31 1.390(4) . ?
C30 H30 0.9500 . ?
C31 C33 1.395(4) . ?
C31 C32 1.489(4) . ?
C33 C34 1.382(4) . ?
C33 H33 0.9500 . ?
C34 C36 1.393(3) . ?
C34 C35 1.502(4) . ?
C36 H36 0.9500 . ?
O2 C37 1.410(4) . ?
O2 H2 0.83(3) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
