#------------------------------------------------------------------------------
#$Date: 2022-03-17 01:15:09 +0200 (Thu, 17 Mar 2022) $
#$Revision: 273742 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/66/1566618.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_1566618
loop_
_publ_author_name
'Chen, Zicong'
'Gu, Changxue'
'Yuen, On Ying'
'So, Chau Ming'
_publ_section_title
;
 Palladium-catalyzed chemoselective direct α-arylation of carbonyl
 compounds with chloroaryl triflates at the C--Cl site
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D1SC06701J
_journal_year                    2022
_chemical_formula_moiety         'C35 H48 N P'
_chemical_formula_sum            'C35 H48 N P'
_chemical_formula_weight         513.71
_chemical_name_systematic        PAdSelectPhos
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-06-11
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-10-21 deposited with the CCDC.	2022-03-03 downloaded from the CCDC.
;
_cell_angle_alpha                96.831(6)
_cell_angle_beta                 101.037(6)
_cell_angle_gamma                111.157(7)
_cell_formula_units_Z            2
_cell_length_a                   10.6770(8)
_cell_length_b                   11.8045(10)
_cell_length_c                   12.4452(9)
_cell_measurement_reflns_used    3277
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.6670
_cell_measurement_theta_min      3.0070
_cell_volume                     1405.1(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1213
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -14.00  30.00   1.00    5.00    --   15.49  19.00  30.00   44
  2  ω     51.00  86.00   1.00    5.00    --   15.49  19.00  30.00   35
  3  ω     40.00  66.00   1.00    5.00    --   15.49  57.00  90.00   26
  4  ω     -3.00  85.00   1.00    5.00    --   15.49  38.00 -90.00   88
  5  ω    -23.00  32.00   1.00    5.00    --   15.49 -57.00 120.00   55
  6  ω    -25.00  54.00   1.00    5.00    --   15.49 -99.00  90.00   79
  7  ω    -25.00  22.00   1.00    5.00    --  -16.28 -99.00 -60.00   47
  8  ω     36.00  62.00   1.00    5.00    --   15.49 178.00  60.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0236709000
_diffrn_orient_matrix_UB_12      0.0408939000
_diffrn_orient_matrix_UB_13      -0.0269012000
_diffrn_orient_matrix_UB_21      0.0636974000
_diffrn_orient_matrix_UB_22      0.0250928000
_diffrn_orient_matrix_UB_23      -0.0151855000
_diffrn_orient_matrix_UB_31      -0.0283538000
_diffrn_orient_matrix_UB_32      -0.0450796000
_diffrn_orient_matrix_UB_33      -0.0506575000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0225
_diffrn_reflns_av_unetI/netI     0.0399
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11455
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_min         2.702
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.123
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89425
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_description       block
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.27
_refine_diff_density_max         0.275
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     335
_refine_ls_number_reflns         5514
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0624
_refine_ls_R_factor_gt           0.0450
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0422P)²+0.4038P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1007
_refine_ls_wR_factor_ref         0.1127
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4338
_reflns_number_total             5514
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1sc06701j2.cif
_cod_data_source_block           exp_6910
_cod_database_code               1566618
_shelx_shelxl_version_number     2017/1
_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_max   0.968
_shelx_estimated_absorpt_t_min   0.964
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C13(H13), C29(H29), C18(H18), C15(H15), C5(H5), C3(H3), C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C2(H2A,H2B), C17(H17A,H17B), C16(H16A,H16B), C6(H6A,H6B),
 C19(H19A,H19B), C9(H9A,H9B), C34(H34A,H34B), C20(H20A,H20B), C4(H4A,H4B),
 C14(H14A,H14B), C30(H30A,H30B), C31(H31A,H31B), C33(H33A,H33B), C32(H32A,H32B),
  C10(H10A,H10B), C7(H7A,H7B)
2.c Aromatic/amide H refined with riding coordinates:
 C23(H23), C26(H26), C24(H24), C25(H25)
2.d Idealised Me refined as rotating group:
 C35(H35A,H35B,H35C)
;
_olex2_date_sample_data_collection 2019-06-10
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.227
_oxdiff_exptl_absorpt_empirical_full_min 0.780
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
P1 P 0.44775(5) 0.62636(4) 0.66086(4) 0.02757(13) Uani 1 1 d . . . . .
N1 N 0.25058(16) 0.50951(15) 0.89187(12) 0.0389(4) Uani 1 1 d . . . . .
C11 C 0.35028(17) 0.69793(15) 0.56502(13) 0.0279(4) Uani 1 1 d . . . . .
C12 C 0.39997(18) 0.83971(16) 0.58152(15) 0.0316(4) Uani 1 1 d . . . . .
H12A H 0.495502 0.875042 0.576605 0.038 Uiso 1 1 calc R . . . .
H12B H 0.396378 0.873529 0.655284 0.038 Uiso 1 1 calc R . . . .
C21 C 0.37635(18) 0.61630(16) 0.78267(13) 0.0299(4) Uani 1 1 d . . . . .
C1 C 0.63694(18) 0.73157(16) 0.71414(14) 0.0291(4) Uani 1 1 d . . . . .
C13 C 0.30795(19) 0.87526(17) 0.49182(15) 0.0358(4) Uani 1 1 d . . . . .
H13 H 0.341156 0.965880 0.503755 0.043 Uiso 1 1 calc R . . . .
C28 C 0.32148(18) 0.50168(17) 0.81097(14) 0.0311(4) Uani 1 1 d . . . . .
C2 C 0.70013(19) 0.75387(19) 0.61338(15) 0.0370(4) Uani 1 1 d . . . . .
H2A H 0.676431 0.674866 0.564384 0.044 Uiso 1 1 calc R . . . .
H2B H 0.661285 0.802794 0.571342 0.044 Uiso 1 1 calc R . . . .
C17 C 0.19739(18) 0.64464(16) 0.57149(15) 0.0343(4) Uani 1 1 d . . . . .
H17A H 0.163523 0.554924 0.560202 0.041 Uiso 1 1 calc R . . . .
H17B H 0.191467 0.676139 0.645159 0.041 Uiso 1 1 calc R . . . .
C29 C 0.34092(18) 0.38522(16) 0.77165(14) 0.0325(4) Uani 1 1 d . . . . .
H29 H 0.401478 0.406956 0.720774 0.039 Uiso 1 1 calc R . . . .
C16 C 0.3534(2) 0.64653(17) 0.44584(14) 0.0361(4) Uani 1 1 d . . . . .
H16A H 0.448252 0.678542 0.438935 0.043 Uiso 1 1 calc R . . . .
H16B H 0.320093 0.556780 0.433385 0.043 Uiso 1 1 calc R . . . .
C22 C 0.34064(19) 0.70077(17) 0.85367(14) 0.0339(4) Uani 1 1 d . . . . .
C18 C 0.10642(19) 0.68089(17) 0.48235(15) 0.0382(4) Uani 1 1 d . . . . .
H18 H 0.010214 0.646592 0.488282 0.046 Uiso 1 1 calc R . . . .
C6 C 0.70291(19) 0.65461(17) 0.77880(15) 0.0361(4) Uani 1 1 d . . . . .
H6A H 0.665790 0.639749 0.843458 0.043 Uiso 1 1 calc R . . . .
H6B H 0.679056 0.574840 0.731021 0.043 Uiso 1 1 calc R . . . .
C27 C 0.26126(19) 0.62950(19) 0.91866(15) 0.0387(5) Uani 1 1 d . . . . .
C15 C 0.2631(2) 0.68322(19) 0.35715(15) 0.0413(5) Uani 1 1 d . . . . .
H15 H 0.267571 0.650151 0.282590 0.050 Uiso 1 1 calc R . . . .
C19 C 0.1586(2) 0.82183(18) 0.50170(16) 0.0396(4) Uani 1 1 d . . . . .
H19A H 0.154207 0.854618 0.575503 0.048 Uiso 1 1 calc R . . . .
H19B H 0.100396 0.845553 0.446760 0.048 Uiso 1 1 calc R . . . .
C9 C 0.6774(2) 0.85629(18) 0.79326(16) 0.0414(5) Uani 1 1 d . . . . .
H9A H 0.641143 0.842212 0.858435 0.050 Uiso 1 1 calc R . . . .
H9B H 0.637303 0.907183 0.755450 0.050 Uiso 1 1 calc R . . . .
C5 C 0.8613(2) 0.72244(18) 0.81724(15) 0.0403(5) Uani 1 1 d . . . . .
H5 H 0.900492 0.671780 0.857874 0.048 Uiso 1 1 calc R . . . .
C3 C 0.8583(2) 0.8219(2) 0.65184(17) 0.0460(5) Uani 1 1 d . . . . .
H3 H 0.896176 0.836213 0.586624 0.055 Uiso 1 1 calc R . . . .
C34 C 0.4208(2) 0.34621(18) 0.86650(16) 0.0430(5) Uani 1 1 d . . . . .
H34A H 0.509462 0.414191 0.901708 0.052 Uiso 1 1 calc R . . . .
H34B H 0.368627 0.328988 0.922624 0.052 Uiso 1 1 calc R . . . .
C20 C 0.1125(2) 0.62979(19) 0.36607(16) 0.0466(5) Uani 1 1 d . . . . .
H20A H 0.054600 0.652500 0.309947 0.056 Uiso 1 1 calc R . . . .
H20B H 0.077956 0.539948 0.352997 0.056 Uiso 1 1 calc R . . . .
C23 C 0.3674(2) 0.82751(19) 0.87141(16) 0.0435(5) Uani 1 1 d . . . . .
H23 H 0.420245 0.877936 0.830871 0.052 Uiso 1 1 calc R . . . .
C4 C 0.9202(2) 0.7441(2) 0.71557(17) 0.0445(5) Uani 1 1 d . . . . .
H4A H 1.020412 0.786791 0.739561 0.053 Uiso 1 1 calc R . . . .
H4B H 0.897950 0.665057 0.667173 0.053 Uiso 1 1 calc R . . . .
C14 C 0.3157(2) 0.82440(19) 0.37604(15) 0.0426(5) Uani 1 1 d . . . . .
H14A H 0.410871 0.858768 0.370093 0.051 Uiso 1 1 calc R . . . .
H14B H 0.259419 0.848092 0.319485 0.051 Uiso 1 1 calc R . . . .
C30 C 0.2089(2) 0.27636(18) 0.70217(16) 0.0437(5) Uani 1 1 d . . . . .
H30A H 0.142034 0.253780 0.746935 0.052 Uiso 1 1 calc R . . . .
H30B H 0.168190 0.301898 0.637755 0.052 Uiso 1 1 calc R . . . .
C8 C 0.8365(2) 0.92416(19) 0.83006(19) 0.0516(6) Uani 1 1 d . . . . .
H8 H 0.861154 1.004417 0.879109 0.062 Uiso 1 1 calc R . . . .
C31 C 0.2384(2) 0.16409(19) 0.66265(17) 0.0503(5) Uani 1 1 d . . . . .
H31A H 0.151753 0.095428 0.623891 0.060 Uiso 1 1 calc R . . . .
H31B H 0.295808 0.183376 0.610196 0.060 Uiso 1 1 calc R . . . .
C33 C 0.4455(2) 0.2319(2) 0.82409(18) 0.0510(5) Uani 1 1 d . . . . .
H33A H 0.508794 0.252603 0.776189 0.061 Uiso 1 1 calc R . . . .
H33B H 0.488739 0.206057 0.887102 0.061 Uiso 1 1 calc R . . . .
C26 C 0.2084(2) 0.6802(2) 0.99719(17) 0.0536(6) Uani 1 1 d . . . . .
H26 H 0.155812 0.631175 1.038737 0.064 Uiso 1 1 calc R . . . .
C35 C 0.1680(2) 0.4119(2) 0.94056(19) 0.0573(6) Uani 1 1 d . . . . .
H35A H 0.072019 0.399147 0.916895 0.086 Uiso 1 1 calc GR . . . .
H35B H 0.198560 0.435701 1.020650 0.086 Uiso 1 1 calc GR . . . .
H35C H 0.178775 0.336460 0.916312 0.086 Uiso 1 1 calc GR . . . .
C24 C 0.3152(2) 0.8775(2) 0.94937(18) 0.0544(6) Uani 1 1 d . . . . .
H24 H 0.333031 0.961787 0.960792 0.065 Uiso 1 1 calc R . . . .
C32 C 0.3117(2) 0.12591(19) 0.75942(18) 0.0521(6) Uani 1 1 d . . . . .
H32A H 0.251427 0.100211 0.808917 0.063 Uiso 1 1 calc R . . . .
H32B H 0.331666 0.055777 0.731228 0.063 Uiso 1 1 calc R . . . .
C10 C 0.8993(2) 0.8464(2) 0.89362(17) 0.0513(6) Uani 1 1 d . . . . .
H10A H 0.999479 0.889644 0.917929 0.062 Uiso 1 1 calc R . . . .
H10B H 0.863993 0.833386 0.959331 0.062 Uiso 1 1 calc R . . . .
C25 C 0.2364(3) 0.8037(3) 1.01087(18) 0.0604(7) Uani 1 1 d . . . . .
H25 H 0.202078 0.839559 1.062575 0.073 Uiso 1 1 calc R . . . .
C7 C 0.8939(2) 0.9455(2) 0.7282(2) 0.0570(6) Uani 1 1 d . . . . .
H7A H 0.993911 0.990256 0.751858 0.068 Uiso 1 1 calc R . . . .
H7B H 0.854725 0.995372 0.687933 0.068 Uiso 1 1 calc R . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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
C21 P1 C11 106.24(7) . . ?
C21 P1 C1 106.24(8) . . ?
C1 P1 C11 111.12(8) . . ?
C28 N1 C35 129.37(17) . . ?
C27 N1 C28 108.92(15) . . ?
C27 N1 C35 121.59(17) . . ?
C12 C11 P1 120.03(12) . . ?
C12 C11 C17 108.18(14) . . ?
C12 C11 C16 108.33(14) . . ?
C17 C11 P1 107.40(11) . . ?
C17 C11 C16 107.32(14) . . ?
C16 C11 P1 104.96(11) . . ?
C11 C12 H12A 109.6 . . ?
C11 C12 H12B 109.6 . . ?
C11 C12 C13 110.48(14) . . ?
H12A C12 H12B 108.1 . . ?
C13 C12 H12A 109.6 . . ?
C13 C12 H12B 109.6 . . ?
C28 C21 P1 118.79(13) . . ?
C28 C21 C22 106.29(15) . . ?
C22 C21 P1 134.10(13) . . ?
C2 C1 P1 108.67(12) . . ?
C2 C1 C6 107.47(14) . . ?
C6 C1 P1 104.47(12) . . ?
C9 C1 P1 118.74(12) . . ?
C9 C1 C2 109.53(15) . . ?
C9 C1 C6 107.35(14) . . ?
C12 C13 H13 109.3 . . ?
C19 C13 C12 109.26(15) . . ?
C19 C13 H13 109.3 . . ?
C14 C13 C12 109.63(15) . . ?
C14 C13 H13 109.3 . . ?
C14 C13 C19 110.12(16) . . ?
N1 C28 C21 109.67(15) . . ?
N1 C28 C29 121.95(15) . . ?
C21 C28 C29 128.20(16) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 108.0 . . ?
C3 C2 C1 110.93(15) . . ?
C3 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
C11 C17 H17A 109.5 . . ?
C11 C17 H17B 109.5 . . ?
H17A C17 H17B 108.1 . . ?
C18 C17 C11 110.73(14) . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
C28 C29 H29 105.4 . . ?
C28 C29 C34 112.66(14) . . ?
C28 C29 C30 115.19(15) . . ?
C34 C29 H29 105.4 . . ?
C30 C29 H29 105.4 . . ?
C30 C29 C34 111.89(15) . . ?
C11 C16 H16A 109.4 . . ?
C11 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
C15 C16 C11 111.21(14) . . ?
C15 C16 H16A 109.4 . . ?
C15 C16 H16B 109.4 . . ?
C27 C22 C21 106.51(16) . . ?
C23 C22 C21 136.07(18) . . ?
C23 C22 C27 117.41(17) . . ?
C17 C18 H18 109.3 . . ?
C19 C18 C17 109.24(15) . . ?
C19 C18 H18 109.3 . . ?
C20 C18 C17 110.04(15) . . ?
C20 C18 H18 109.3 . . ?
C20 C18 C19 109.61(16) . . ?
C1 C6 H6A 109.4 . . ?
C1 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
C5 C6 C1 111.01(15) . . ?
C5 C6 H6A 109.4 . . ?
C5 C6 H6B 109.4 . . ?
N1 C27 C22 108.57(16) . . ?
N1 C27 C26 128.7(2) . . ?
C26 C27 C22 122.7(2) . . ?
C16 C15 H15 109.5 . . ?
C16 C15 C20 109.39(16) . . ?
C20 C15 H15 109.5 . . ?
C14 C15 C16 109.54(16) . . ?
C14 C15 H15 109.5 . . ?
C14 C15 C20 109.44(16) . . ?
C13 C19 H19A 109.8 . . ?
C13 C19 H19B 109.8 . . ?
C18 C19 C13 109.37(15) . . ?
C18 C19 H19A 109.8 . . ?
C18 C19 H19B 109.8 . . ?
H19A C19 H19B 108.2 . . ?
C1 C9 H9A 109.7 . . ?
C1 C9 H9B 109.7 . . ?
C1 C9 C8 109.88(15) . . ?
H9A C9 H9B 108.2 . . ?
C8 C9 H9A 109.7 . . ?
C8 C9 H9B 109.7 . . ?
C6 C5 H5 109.4 . . ?
C4 C5 C6 109.56(15) . . ?
C4 C5 H5 109.4 . . ?
C10 C5 C6 109.70(16) . . ?
C10 C5 H5 109.4 . . ?
C10 C5 C4 109.36(18) . . ?
C2 C3 H3 109.6 . . ?
C4 C3 C2 109.70(16) . . ?
C4 C3 H3 109.6 . . ?
C7 C3 C2 108.91(17) . . ?
C7 C3 H3 109.6 . . ?
C7 C3 C4 109.40(17) . . ?
C29 C34 H34A 109.2 . . ?
C29 C34 H34B 109.2 . . ?
H34A C34 H34B 107.9 . . ?
C33 C34 C29 111.87(16) . . ?
C33 C34 H34A 109.2 . . ?
C33 C34 H34B 109.2 . . ?
C18 C20 C15 109.20(15) . . ?
C18 C20 H20A 109.8 . . ?
C18 C20 H20B 109.8 . . ?
C15 C20 H20A 109.8 . . ?
C15 C20 H20B 109.8 . . ?
H20A C20 H20B 108.3 . . ?
C22 C23 H23 120.1 . . ?
C24 C23 C22 119.8(2) . . ?
C24 C23 H23 120.1 . . ?
C5 C4 H4A 109.8 . . ?
C5 C4 H4B 109.8 . . ?
C3 C4 C5 109.40(15) . . ?
C3 C4 H4A 109.8 . . ?
C3 C4 H4B 109.8 . . ?
H4A C4 H4B 108.2 . . ?
C13 C14 C15 109.27(15) . . ?
C13 C14 H14A 109.8 . . ?
C13 C14 H14B 109.8 . . ?
C15 C14 H14A 109.8 . . ?
C15 C14 H14B 109.8 . . ?
H14A C14 H14B 108.3 . . ?
C29 C30 H30A 109.3 . . ?
C29 C30 H30B 109.3 . . ?
H30A C30 H30B 107.9 . . ?
C31 C30 C29 111.78(16) . . ?
C31 C30 H30A 109.3 . . ?
C31 C30 H30B 109.3 . . ?
C9 C8 H8 109.2 . . ?
C10 C8 C9 109.75(18) . . ?
C10 C8 H8 109.2 . . ?
C7 C8 C9 109.91(17) . . ?
C7 C8 H8 109.2 . . ?
C7 C8 C10 109.46(17) . . ?
C30 C31 H31A 109.3 . . ?
C30 C31 H31B 109.3 . . ?
H31A C31 H31B 108.0 . . ?
C32 C31 C30 111.50(17) . . ?
C32 C31 H31A 109.3 . . ?
C32 C31 H31B 109.3 . . ?
C34 C33 H33A 109.3 . . ?
C34 C33 H33B 109.3 . . ?
H33A C33 H33B 107.9 . . ?
C32 C33 C34 111.66(17) . . ?
C32 C33 H33A 109.3 . . ?
C32 C33 H33B 109.3 . . ?
C27 C26 H26 121.1 . . ?
C25 C26 C27 117.7(2) . . ?
C25 C26 H26 121.1 . . ?
N1 C35 H35A 109.5 . . ?
N1 C35 H35B 109.5 . . ?
N1 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C23 C24 H24 119.5 . . ?
C23 C24 C25 120.9(2) . . ?
C25 C24 H24 119.5 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C33 C32 C31 110.91(17) . . ?
C33 C32 H32A 109.5 . . ?
C33 C32 H32B 109.5 . . ?
H32A C32 H32B 108.0 . . ?
C5 C10 C8 109.04(16) . . ?
C5 C10 H10A 109.9 . . ?
C5 C10 H10B 109.9 . . ?
C8 C10 H10A 109.9 . . ?
C8 C10 H10B 109.9 . . ?
H10A C10 H10B 108.3 . . ?
C26 C25 C24 121.5(2) . . ?
C26 C25 H25 119.3 . . ?
C24 C25 H25 119.3 . . ?
C3 C7 H7A 109.7 . . ?
C3 C7 H7B 109.7 . . ?
C8 C7 C3 109.98(17) . . ?
C8 C7 H7A 109.7 . . ?
C8 C7 H7B 109.7 . . ?
H7A C7 H7B 108.2 . . ?
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
P1 C11 1.9023(17) . ?
P1 C21 1.8203(17) . ?
P1 C1 1.8822(18) . ?
N1 C28 1.384(2) . ?
N1 C27 1.374(2) . ?
N1 C35 1.452(2) . ?
C11 C12 1.536(2) . ?
C11 C17 1.545(2) . ?
C11 C16 1.545(2) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.542(2) . ?
C21 C28 1.385(2) . ?
C21 C22 1.454(2) . ?
C1 C2 1.540(2) . ?
C1 C6 1.545(2) . ?
C1 C9 1.535(2) . ?
C13 H13 0.9800 . ?
C13 C19 1.524(3) . ?
C13 C14 1.523(3) . ?
C28 C29 1.503(2) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.531(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.535(2) . ?
C29 H29 0.9800 . ?
C29 C34 1.537(2) . ?
C29 C30 1.532(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C15 1.531(2) . ?
C22 C27 1.411(3) . ?
C22 C23 1.399(3) . ?
C18 H18 0.9800 . ?
C18 C19 1.523(3) . ?
C18 C20 1.523(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C5 1.533(3) . ?
C27 C26 1.395(3) . ?
C15 H15 0.9800 . ?
C15 C20 1.532(3) . ?
C15 C14 1.526(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C8 1.540(3) . ?
C5 H5 0.9800 . ?
C5 C4 1.526(3) . ?
C5 C10 1.518(3) . ?
C3 H3 0.9800 . ?
C3 C4 1.523(3) . ?
C3 C7 1.519(3) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C34 C33 1.520(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C23 H23 0.9300 . ?
C23 C24 1.382(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 C31 1.518(3) . ?
C8 H8 0.9800 . ?
C8 C10 1.527(3) . ?
C8 C7 1.519(3) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.513(3) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 C32 1.512(3) . ?
C26 H26 0.9300 . ?
C26 C25 1.361(3) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C24 H24 0.9300 . ?
C24 C25 1.389(3) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C25 H25 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
