#------------------------------------------------------------------------------
#$Date: 2021-04-05 17:26:34 +0300 (Mon, 05 Apr 2021) $
#$Revision: 263702 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/00/1560019.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_1560019
loop_
_publ_author_name
'Litle, Elishua D.'
'Wilkins, Lewis C.'
'Gabbaï, François P.'
_publ_section_title
;
 Ligand-enforced intimacy between a gold cation and a carbenium ion:
 impact on stability and reactivity
;
_journal_issue                   11
_journal_name_full               'Chemical Science'
_journal_page_first              3929
_journal_page_last               3936
_journal_paper_doi               10.1039/D0SC05777K
_journal_volume                  12
_journal_year                    2021
_chemical_formula_moiety         'C33 H30 N O P'
_chemical_formula_sum            'C33 H30 N O P'
_chemical_formula_weight         487.55
_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     direct
_audit_creation_date             2020-04-03
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-10-16 deposited with the CCDC.	2021-01-08 downloaded from the CCDC.
;
_cell_angle_alpha                108.632(2)
_cell_angle_beta                 96.250(2)
_cell_angle_gamma                93.485(2)
_cell_formula_units_Z            2
_cell_length_a                   8.2229(5)
_cell_length_b                   12.4346(6)
_cell_length_c                   13.1943(7)
_cell_measurement_reflns_used    8901
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      30.54
_cell_measurement_theta_min      2.50
_cell_volume                     1264.24(12)
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      110.0
_diffrn_detector                 'Bruker CMOS area detector'
_diffrn_detector_area_resol_mean 10.5
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0697
_diffrn_reflns_av_unetI/netI     0.0609
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            29288
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.033
_diffrn_reflns_theta_min         2.505
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.136
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.5115
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1444 before and 0.0811 after correction.
The Ratio of minimum to maximum transmission is 0.6856.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_description       plate
_exptl_crystal_F_000             516
_exptl_crystal_size_max          0.508
_exptl_crystal_size_mid          0.162
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.495
_refine_diff_density_min         -0.461
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     328
_refine_ls_number_reflns         7371
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0675
_refine_ls_R_factor_gt           0.0485
_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)+(0.0503P)²+0.6094P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1202
_refine_ls_wR_factor_ref         0.1335
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5748
_reflns_number_total             7371
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0sc05777k2.cif
_cod_data_source_block           eli57_0m_a
_cod_depositor_comments
'Adding full bibliography for 1560018--1560030.cif.'
_cod_original_cell_volume        1264.23(12)
_cod_database_code               1560019
_shelxl_version_number           2013-3
_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   0.987
_shelx_estimated_absorpt_t_min   0.934
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12),
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C21(H21), C22(H22), C24(H24),
  C25(H25), C27(H27), C28(H28), C29(H29), C30(H30), C31(H31)
2.b Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C33(H33A,H33B,H33C)
2.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_olex2_submission_special_instructions 'No special instructions were received'
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 0.64176(5) 0.74422(3) 0.32465(3) 0.01902(10) Uani 1 1 d . . . . .
O1 O 0.49103(14) 0.56516(10) 0.11645(9) 0.0248(2) Uani 1 1 d . . . . .
H1 H 0.5821 0.6013 0.1476 0.037 Uiso 1 1 calc GR . . . .
N1 N -0.08979(17) 0.16506(11) -0.07657(11) 0.0252(3) Uani 1 1 d . . . . .
C1 C 0.42693(17) 0.70157(12) 0.33743(11) 0.0170(3) Uani 1 1 d . . . . .
C2 C 0.34055(17) 0.59783(12) 0.26891(11) 0.0162(3) Uani 1 1 d . . . . .
C3 C 0.17777(18) 0.57308(13) 0.28220(12) 0.0198(3) Uani 1 1 d . . . . .
H3 H 0.1190 0.5031 0.2369 0.024 Uiso 1 1 calc R . . . .
C4 C 0.09889(18) 0.64774(13) 0.35973(12) 0.0217(3) Uani 1 1 d . . . . .
H4 H -0.0125 0.6291 0.3660 0.026 Uiso 1 1 calc R . . . .
C5 C 0.18375(18) 0.74911(12) 0.42757(12) 0.0204(3) Uani 1 1 d . . . . .
H5 H 0.1316 0.8008 0.4810 0.025 Uiso 1 1 calc R . . . .
C6 C 0.34650(18) 0.77425(12) 0.41643(12) 0.0199(3) Uani 1 1 d . . . . .
H6 H 0.4053 0.8432 0.4641 0.024 Uiso 1 1 calc R . . . .
C7 C 0.61794(18) 0.86794(13) 0.27916(12) 0.0203(3) Uani 1 1 d . . . . .
C8 C 0.6644(2) 0.85910(15) 0.17869(15) 0.0324(4) Uani 1 1 d . . . . .
H8 H 0.7065 0.7913 0.1383 0.039 Uiso 1 1 calc R . . . .
C9 C 0.6504(3) 0.94760(16) 0.13647(16) 0.0416(5) Uani 1 1 d . . . . .
H9 H 0.6812 0.9394 0.0672 0.050 Uiso 1 1 calc R . . . .
C10 C 0.5920(2) 1.04756(15) 0.19464(15) 0.0327(4) Uani 1 1 d . . . . .
H10 H 0.5854 1.1088 0.1665 0.039 Uiso 1 1 calc R . . . .
C11 C 0.5431(2) 1.05792(13) 0.29414(13) 0.0257(3) Uani 1 1 d . . . . .
H11 H 0.5016 1.1260 0.3342 0.031 Uiso 1 1 calc R . . . .
C12 C 0.5550(2) 0.96871(13) 0.33516(12) 0.0232(3) Uani 1 1 d . . . . .
H12 H 0.5196 0.9762 0.4030 0.028 Uiso 1 1 calc R . . . .
C13 C 0.73198(18) 0.80704(13) 0.46675(12) 0.0204(3) Uani 1 1 d . . . . .
C14 C 0.73913(19) 0.73404(14) 0.52843(13) 0.0251(3) Uani 1 1 d . . . . .
H14 H 0.6859 0.6586 0.4986 0.030 Uiso 1 1 calc R . . . .
C15 C 0.8228(2) 0.77016(16) 0.63268(14) 0.0306(4) Uani 1 1 d . . . . .
H15 H 0.8260 0.7195 0.6735 0.037 Uiso 1 1 calc R . . . .
C16 C 0.9018(2) 0.87967(16) 0.67746(14) 0.0318(4) Uani 1 1 d . . . . .
H16 H 0.9591 0.9043 0.7487 0.038 Uiso 1 1 calc R . . . .
C17 C 0.8966(2) 0.95300(15) 0.61755(14) 0.0305(4) Uani 1 1 d . . . . .
H17 H 0.9504 1.0282 0.6479 0.037 Uiso 1 1 calc R . . . .
C18 C 0.81282(19) 0.91690(14) 0.51302(13) 0.0249(3) Uani 1 1 d . . . . .
H18 H 0.8106 0.9678 0.4725 0.030 Uiso 1 1 calc R . . . .
C19 C 0.42315(18) 0.50905(12) 0.18442(11) 0.0172(3) Uani 1 1 d . . . . .
C20 C 0.29686(18) 0.41307(12) 0.11142(11) 0.0176(3) Uani 1 1 d . . . . .
C21 C 0.19493(18) 0.43082(12) 0.02800(11) 0.0190(3) Uani 1 1 d . . . . .
H21 H 0.2128 0.5002 0.0133 0.023 Uiso 1 1 calc R . . . .
C22 C 0.06830(19) 0.35054(13) -0.03416(12) 0.0210(3) Uani 1 1 d . . . . .
H22 H 0.0026 0.3654 -0.0911 0.025 Uiso 1 1 calc R . . . .
C23 C 0.03554(19) 0.24752(12) -0.01437(12) 0.0201(3) Uani 1 1 d . . . . .
C24 C 0.14016(19) 0.22882(12) 0.06881(12) 0.0211(3) Uani 1 1 d . . . . .
H24 H 0.1226 0.1596 0.0840 0.025 Uiso 1 1 calc R . . . .
C25 C 0.26813(18) 0.30900(12) 0.12897(12) 0.0198(3) Uani 1 1 d . . . . .
H25 H 0.3380 0.2929 0.1834 0.024 Uiso 1 1 calc R . . . .
C26 C 0.55662(18) 0.45924(12) 0.24138(12) 0.0185(3) Uani 1 1 d . . . . .
C27 C 0.54115(19) 0.44674(13) 0.34128(12) 0.0222(3) Uani 1 1 d . . . . .
H27 H 0.4502 0.4742 0.3769 0.027 Uiso 1 1 calc R . . . .
C28 C 0.6564(2) 0.39490(14) 0.38951(13) 0.0277(3) Uani 1 1 d . . . . .
H28 H 0.6434 0.3865 0.4574 0.033 Uiso 1 1 calc R . . . .
C29 C 0.7901(2) 0.35537(14) 0.33902(14) 0.0290(3) Uani 1 1 d . . . . .
H29 H 0.8703 0.3212 0.3726 0.035 Uiso 1 1 calc R . . . .
C30 C 0.8062(2) 0.36591(14) 0.23900(15) 0.0287(3) Uani 1 1 d . . . . .
H30 H 0.8970 0.3378 0.2035 0.034 Uiso 1 1 calc R . . . .
C31 C 0.6903(2) 0.41725(13) 0.19048(13) 0.0252(3) Uani 1 1 d . . . . .
H31 H 0.7024 0.4238 0.1218 0.030 Uiso 1 1 calc R . . . .
C32 C -0.1767(3) 0.09836(18) -0.02330(17) 0.0437(5) Uani 1 1 d . . . . .
H32A H -0.0971 0.0671 0.0177 0.066 Uiso 1 1 calc GR . . . .
H32B H -0.2481 0.0357 -0.0775 0.066 Uiso 1 1 calc GR . . . .
H32C H -0.2436 0.1472 0.0259 0.066 Uiso 1 1 calc GR . . . .
C33 C -0.1996(2) 0.19507(16) -0.15503(15) 0.0344(4) Uani 1 1 d . . . . .
H33A H -0.2613 0.2573 -0.1174 0.052 Uiso 1 1 calc GR . . . .
H33B H -0.2765 0.1285 -0.1973 0.052 Uiso 1 1 calc GR . . . .
H33C H -0.1351 0.2196 -0.2034 0.052 Uiso 1 1 calc GR . . . .
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'
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'
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
C7 P1 C1 102.02(6) . . ?
C7 P1 C13 103.96(7) . . ?
C13 P1 C1 101.50(7) . . ?
C19 O1 H1 109.5 . . ?
C23 N1 C32 117.81(13) . . ?
C23 N1 C33 117.28(13) . . ?
C32 N1 C33 112.05(15) . . ?
C2 C1 P1 121.86(10) . . ?
C6 C1 P1 119.56(11) . . ?
C6 C1 C2 118.58(13) . . ?
C1 C2 C19 122.04(12) . . ?
C3 C2 C1 118.36(13) . . ?
C3 C2 C19 119.53(12) . . ?
C2 C3 H3 118.9 . . ?
C4 C3 C2 122.14(14) . . ?
C4 C3 H3 118.9 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.60(14) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 120.5 . . ?
C4 C5 C6 118.97(13) . . ?
C6 C5 H5 120.5 . . ?
C1 C6 H6 118.8 . . ?
C5 C6 C1 122.32(13) . . ?
C5 C6 H6 118.8 . . ?
C8 C7 P1 116.56(12) . . ?
C8 C7 C12 117.42(14) . . ?
C12 C7 P1 126.01(12) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 C7 121.17(16) . . ?
C9 C8 H8 119.4 . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.32(16) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 120.2 . . ?
C9 C10 C11 119.60(16) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 H11 120.1 . . ?
C10 C11 C12 119.83(15) . . ?
C12 C11 H11 120.1 . . ?
C7 C12 H12 119.2 . . ?
C11 C12 C7 121.63(14) . . ?
C11 C12 H12 119.2 . . ?
C14 C13 P1 116.90(12) . . ?
C18 C13 P1 124.64(12) . . ?
C18 C13 C14 117.87(14) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 C13 121.00(16) . . ?
C15 C14 H14 119.5 . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.33(16) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 120.2 . . ?
C17 C16 C15 119.52(16) . . ?
C17 C16 H16 120.2 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.22(17) . . ?
C18 C17 H17 119.9 . . ?
C13 C18 H18 119.5 . . ?
C17 C18 C13 121.06(16) . . ?
C17 C18 H18 119.5 . . ?
O1 C19 C2 107.92(11) . . ?
O1 C19 C20 106.82(11) . . ?
O1 C19 C26 111.35(12) . . ?
C20 C19 C2 111.01(11) . . ?
C20 C19 C26 109.67(11) . . ?
C26 C19 C2 110.03(11) . . ?
C21 C20 C19 119.80(12) . . ?
C21 C20 C25 117.03(13) . . ?
C25 C20 C19 122.97(13) . . ?
C20 C21 H21 118.9 . . ?
C22 C21 C20 122.12(13) . . ?
C22 C21 H21 118.9 . . ?
C21 C22 H22 119.5 . . ?
C21 C22 C23 121.00(13) . . ?
C23 C22 H22 119.5 . . ?
N1 C23 C22 122.00(13) . . ?
N1 C23 C24 121.09(13) . . ?
C22 C23 C24 116.86(13) . . ?
C23 C24 H24 119.3 . . ?
C25 C24 C23 121.46(14) . . ?
C25 C24 H24 119.3 . . ?
C20 C25 H25 119.3 . . ?
C24 C25 C20 121.48(13) . . ?
C24 C25 H25 119.3 . . ?
C27 C26 C19 121.08(13) . . ?
C31 C26 C19 120.50(13) . . ?
C31 C26 C27 118.23(14) . . ?
C26 C27 H27 119.5 . . ?
C28 C27 C26 121.10(14) . . ?
C28 C27 H27 119.5 . . ?
C27 C28 H28 120.0 . . ?
C29 C28 C27 120.09(15) . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 120.2 . . ?
C28 C29 C30 119.51(15) . . ?
C30 C29 H29 120.2 . . ?
C29 C30 H30 119.8 . . ?
C29 C30 C31 120.36(15) . . ?
C31 C30 H30 119.8 . . ?
C26 C31 H31 119.7 . . ?
C30 C31 C26 120.68(15) . . ?
C30 C31 H31 119.7 . . ?
N1 C32 H32A 109.5 . . ?
N1 C32 H32B 109.5 . . ?
N1 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
N1 C33 H33A 109.5 . . ?
N1 C33 H33B 109.5 . . ?
N1 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 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
P1 C1 1.8543(15) . ?
P1 C7 1.8347(16) . ?
P1 C13 1.8348(15) . ?
O1 H1 0.8400 . ?
O1 C19 1.4366(17) . ?
N1 C23 1.3917(19) . ?
N1 C32 1.450(2) . ?
N1 C33 1.453(2) . ?
C1 C2 1.4106(19) . ?
C1 C6 1.4005(19) . ?
C2 C3 1.397(2) . ?
C2 C19 1.5467(19) . ?
C3 H3 0.9500 . ?
C3 C4 1.393(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.383(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.390(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.392(2) . ?
C7 C12 1.398(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.388(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.381(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.384(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.385(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.399(2) . ?
C13 C18 1.396(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.389(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.386(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.384(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.392(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.526(2) . ?
C19 C26 1.534(2) . ?
C20 C21 1.393(2) . ?
C20 C25 1.397(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.385(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.403(2) . ?
C23 C24 1.407(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.384(2) . ?
C25 H25 0.9500 . ?
C26 C27 1.394(2) . ?
C26 C31 1.393(2) . ?
C27 H27 0.9500 . ?
C27 C28 1.387(2) . ?
C28 H28 0.9500 . ?
C28 C29 1.382(2) . ?
C29 H29 0.9500 . ?
C29 C30 1.387(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.388(2) . ?
C31 H31 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
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
P1 C1 C2 C3 -178.60(10) . . . . ?
P1 C1 C2 C19 4.58(18) . . . . ?
P1 C1 C6 C5 177.64(11) . . . . ?
P1 C7 C8 C9 179.61(16) . . . . ?
P1 C7 C12 C11 179.51(12) . . . . ?
P1 C13 C14 C15 172.14(12) . . . . ?
P1 C13 C18 C17 -171.46(13) . . . . ?
O1 C19 C20 C21 -39.48(17) . . . . ?
O1 C19 C20 C25 145.76(13) . . . . ?
O1 C19 C26 C27 151.62(13) . . . . ?
O1 C19 C26 C31 -33.35(18) . . . . ?
N1 C23 C24 C25 178.08(14) . . . . ?
C1 P1 C7 C8 -118.58(13) . . . . ?
C1 P1 C7 C12 60.23(15) . . . . ?
C1 P1 C13 C14 63.96(13) . . . . ?
C1 P1 C13 C18 -125.07(13) . . . . ?
C1 C2 C3 C4 0.6(2) . . . . ?
C1 C2 C19 O1 -55.53(16) . . . . ?
C1 C2 C19 C20 -172.27(12) . . . . ?
C1 C2 C19 C26 66.15(16) . . . . ?
C2 C1 C6 C5 -1.8(2) . . . . ?
C2 C3 C4 C5 -1.1(2) . . . . ?
C2 C19 C20 C21 77.93(16) . . . . ?
C2 C19 C20 C25 -96.83(15) . . . . ?
C2 C19 C26 C27 32.01(18) . . . . ?
C2 C19 C26 C31 -152.97(14) . . . . ?
C3 C2 C19 O1 127.69(13) . . . . ?
C3 C2 C19 C20 10.95(17) . . . . ?
C3 C2 C19 C26 -110.63(14) . . . . ?
C3 C4 C5 C6 0.2(2) . . . . ?
C4 C5 C6 C1 1.3(2) . . . . ?
C6 C1 C2 C3 0.8(2) . . . . ?
C6 C1 C2 C19 -176.01(12) . . . . ?
C7 P1 C1 C2 112.88(12) . . . . ?
C7 P1 C1 C6 -66.53(12) . . . . ?
C7 P1 C13 C14 169.60(11) . . . . ?
C7 P1 C13 C18 -19.43(15) . . . . ?
C7 C8 C9 C10 1.0(3) . . . . ?
C8 C7 C12 C11 -1.7(2) . . . . ?
C8 C9 C10 C11 -1.8(3) . . . . ?
C9 C10 C11 C12 0.8(3) . . . . ?
C10 C11 C12 C7 1.0(3) . . . . ?
C12 C7 C8 C9 0.7(3) . . . . ?
C13 P1 C1 C2 -139.96(12) . . . . ?
C13 P1 C1 C6 40.64(13) . . . . ?
C13 P1 C7 C8 136.17(13) . . . . ?
C13 P1 C7 C12 -45.02(15) . . . . ?
C13 C14 C15 C16 -0.3(2) . . . . ?
C14 C13 C18 C17 -0.6(2) . . . . ?
C14 C15 C16 C17 0.1(3) . . . . ?
C15 C16 C17 C18 -0.1(3) . . . . ?
C16 C17 C18 C13 0.3(3) . . . . ?
C18 C13 C14 C15 0.5(2) . . . . ?
C19 C2 C3 C4 177.52(13) . . . . ?
C19 C20 C21 C22 -173.89(13) . . . . ?
C19 C20 C25 C24 172.53(13) . . . . ?
C19 C26 C27 C28 175.74(14) . . . . ?
C19 C26 C31 C30 -176.12(14) . . . . ?
C20 C19 C26 C27 -90.37(16) . . . . ?
C20 C19 C26 C31 84.66(16) . . . . ?
C20 C21 C22 C23 1.0(2) . . . . ?
C21 C20 C25 C24 -2.4(2) . . . . ?
C21 C22 C23 N1 -179.24(14) . . . . ?
C21 C22 C23 C24 -1.9(2) . . . . ?
C22 C23 C24 C25 0.7(2) . . . . ?
C23 C24 C25 C20 1.5(2) . . . . ?
C25 C20 C21 C22 1.2(2) . . . . ?
C26 C19 C20 C21 -160.28(13) . . . . ?
C26 C19 C20 C25 24.96(18) . . . . ?
C26 C27 C28 C29 0.5(3) . . . . ?
C27 C26 C31 C30 -1.0(2) . . . . ?
C27 C28 C29 C30 -1.3(3) . . . . ?
C28 C29 C30 C31 0.9(3) . . . . ?
C29 C30 C31 C26 0.2(3) . . . . ?
C31 C26 C27 C28 0.6(2) . . . . ?
C32 N1 C23 C22 -145.93(17) . . . . ?
C32 N1 C23 C24 36.8(2) . . . . ?
C33 N1 C23 C22 -7.4(2) . . . . ?
C33 N1 C23 C24 175.39(15) . . . . ?
