#------------------------------------------------------------------------------
#$Date: 2025-07-06 15:29:53 +0200 (Sun 06 de Jul de 2025) $
#$Revision: 300514 $
#$URL: svn://www.crystallography.net/cod/cif/7/13/44/7134470.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_7134470
loop_
_publ_author_name
'Zheng, Tianyu'
'Jiang, Hao'
'Ma, Jiawei'
'Chen, Haochi'
'Shi, Zhuangzhi'
'Liang, Yong'
_publ_section_title
;
 Dispersion-controlled C6-selective C--H borylation of indoles
;
_journal_issue                   45
_journal_name_full               'Chemical Communications'
_journal_page_first              8208
_journal_page_last               8211
_journal_paper_doi               10.1039/D5CC01554E
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C37 H53 B N O2 P'
_chemical_formula_sum            'C37 H53 B N O2 P'
_chemical_formula_weight         585.58
_chemical_name_systematic
1-(Di(adamantan-1-yl)phosphaneyl)-3-isopropyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2023-03-08
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-04-22 deposited with the CCDC.	2025-04-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.194(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.0888(7)
_cell_length_b                   12.8677(6)
_cell_length_c                   20.7793(11)
_cell_measurement_reflns_used    8222
_cell_measurement_temperature    193.0
_cell_measurement_theta_max      27.45
_cell_measurement_theta_min      2.28
_cell_volume                     3324.7(3)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      193.0
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_av_unetI/netI     0.0502
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            31263
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.488
_diffrn_reflns_theta_min         2.063
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.115
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6906
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0875 before and 0.0570 after correction. The Ratio of minimum to maximum transmission is 0.9262. The λ/2 correction factor is Not present.'
_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    1.170
_exptl_crystal_description       block
_exptl_crystal_F_000             1272
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.479
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     385
_refine_ls_number_reflns         7584
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0815
_refine_ls_R_factor_gt           0.0528
_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)+(0.0422P)²+1.9638P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1119
_refine_ls_wR_factor_ref         0.1267
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5542
_reflns_number_total             7584
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5cc01554e2.cif
_cod_data_source_block           230303lu_ly
_cod_depositor_comments
'Adding full bibliography for 7134469--7134470.cif.'
_cod_database_code               7134470
_shelx_shelxl_version_number     2018/1
_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   0.985
_shelx_estimated_absorpt_t_min   0.976
_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:
 C15(H15), C34(H34), C20(H20), C22(H22), C24(H24), C32(H32), C30(H30)
2.b Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B), C26(H26A,H26B), C25(H25A,H25B), C35(H35A,H35B), C36(H36A,
 H36B), C33(H33A,H33B), C21(H21A,H21B), C23(H23A,H23B), C29(H29A,H29B),
 C37(H37A,H37B), C27(H27A,H27B), C31(H31A,H31B)
2.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C13(H13), C8(H8), C9(H9)
2.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C6(H6A,H6B,H6C), C16(H16A,H16B,H16C), C3(H3A,H3B,H3C),
 C4(H4A,H4B,H4C), C5(H5A,H5B,H5C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, 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_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 0.67065(4) 0.55139(3) 0.37278(2) 0.02380(12) Uani 1 1 d . . . . .
N1 N 0.70724(12) 0.66449(11) 0.42021(8) 0.0265(3) Uani 1 1 d . . . . .
O1 O 0.31935(11) 0.79865(11) 0.27259(9) 0.0485(4) Uani 1 1 d . . . . .
O2 O 0.30081(12) 0.95294(12) 0.31938(9) 0.0546(5) Uani 1 1 d . . . . .
C11 C 0.63613(14) 0.74786(13) 0.41396(9) 0.0241(4) Uani 1 1 d . . . . .
C10 C 0.68457(14) 0.82172(13) 0.46457(9) 0.0262(4) Uani 1 1 d . . . . .
C12 C 0.53502(14) 0.76364(13) 0.36744(9) 0.0259(4) Uani 1 1 d . . . . .
H12 H 0.504264 0.713357 0.333426 0.031 Uiso 1 1 calc R . . . .
C18 C 0.70257(14) 0.44522(13) 0.43767(9) 0.0248(4) Uani 1 1 d . . . . .
C28 C 0.76349(14) 0.55279(13) 0.32006(9) 0.0257(4) Uani 1 1 d . . . . .
C7 C 0.47945(15) 0.85449(14) 0.37150(10) 0.0278(4) Uani 1 1 d . . . . .
C13 C 0.79836(15) 0.68834(14) 0.47442(10) 0.0294(4) Uani 1 1 d . . . . .
H13 H 0.859899 0.644868 0.489552 0.035 Uiso 1 1 calc R . . . .
C14 C 0.78842(15) 0.78151(13) 0.50304(9) 0.0271(4) Uani 1 1 d . . . . .
C19 C 0.64541(17) 0.47676(15) 0.48944(10) 0.0336(4) Uani 1 1 d . . . . .
H19A H 0.681978 0.537855 0.515600 0.040 Uiso 1 1 calc R . . . .
H19B H 0.570057 0.496391 0.465192 0.040 Uiso 1 1 calc R . . . .
C26 C 0.81941(15) 0.41412(14) 0.47600(10) 0.0319(4) Uani 1 1 d . . . . .
H26A H 0.858493 0.474556 0.501639 0.038 Uiso 1 1 calc R . . . .
H26B H 0.856291 0.392265 0.443260 0.038 Uiso 1 1 calc R . . . .
C8 C 0.52765(16) 0.92797(14) 0.42260(10) 0.0327(4) Uani 1 1 d . . . . .
H8 H 0.489527 0.989836 0.425188 0.039 Uiso 1 1 calc R . . . .
C25 C 0.64403(17) 0.34889(14) 0.39901(10) 0.0322(4) Uani 1 1 d . . . . .
H25A H 0.568470 0.367176 0.374277 0.039 Uiso 1 1 calc R . . . .
H25B H 0.679095 0.326941 0.365357 0.039 Uiso 1 1 calc R . . . .
C15 C 0.87066(16) 0.83476(15) 0.56065(10) 0.0343(4) Uani 1 1 d . . . . .
H15 H 0.833328 0.860808 0.592764 0.041 Uiso 1 1 calc R . . . .
C35 C 0.70954(16) 0.63310(15) 0.26425(10) 0.0344(4) Uani 1 1 d . . . . .
H35A H 0.633731 0.612926 0.241856 0.041 Uiso 1 1 calc R . . . .
H35B H 0.709949 0.702296 0.285165 0.041 Uiso 1 1 calc R . . . .
C9 C 0.62767(16) 0.91282(14) 0.46857(10) 0.0314(4) Uani 1 1 d . . . . .
H9 H 0.657990 0.963191 0.502598 0.038 Uiso 1 1 calc R . . . .
C34 C 0.76864(17) 0.63944(16) 0.21124(11) 0.0396(5) Uani 1 1 d . . . . .
H34 H 0.732712 0.692170 0.176116 0.048 Uiso 1 1 calc R . . . .
C20 C 0.64705(19) 0.38645(17) 0.53802(11) 0.0424(5) Uani 1 1 d . . . . .
H20 H 0.610213 0.408232 0.571371 0.051 Uiso 1 1 calc R . . . .
C36 C 0.88035(16) 0.58671(18) 0.35349(11) 0.0385(5) Uani 1 1 d . . . . .
H36A H 0.917219 0.536247 0.389141 0.046 Uiso 1 1 calc R . . . .
H36B H 0.881918 0.655555 0.375053 0.046 Uiso 1 1 calc R . . . .
C2 C 0.21773(16) 0.83878(15) 0.22868(11) 0.0361(5) Uani 1 1 d . . . . .
C1 C 0.19549(16) 0.93223(15) 0.27053(11) 0.0366(5) Uani 1 1 d . . . . .
C33 C 0.88457(18) 0.67164(17) 0.24583(12) 0.0432(5) Uani 1 1 d . . . . .
H33A H 0.923324 0.676118 0.211922 0.052 Uiso 1 1 calc R . . . .
H33B H 0.886395 0.741041 0.266725 0.052 Uiso 1 1 calc R . . . .
C22 C 0.82052(18) 0.32399(15) 0.52529(10) 0.0392(5) Uani 1 1 d . . . . .
H22 H 0.896623 0.304863 0.550347 0.047 Uiso 1 1 calc R . . . .
C21 C 0.7639(2) 0.35825(18) 0.57575(10) 0.0458(6) Uani 1 1 d . . . . .
H21A H 0.801378 0.419213 0.601608 0.055 Uiso 1 1 calc R . . . .
H21B H 0.766138 0.301329 0.608217 0.055 Uiso 1 1 calc R . . . .
C23 C 0.7627(2) 0.23000(15) 0.48536(11) 0.0439(5) Uani 1 1 d . . . . .
H23A H 0.799448 0.207731 0.452611 0.053 Uiso 1 1 calc R . . . .
H23B H 0.764695 0.171502 0.516663 0.053 Uiso 1 1 calc R . . . .
C29 C 0.7612(2) 0.44743(14) 0.28509(11) 0.0406(5) Uani 1 1 d . . . . .
H29A H 0.685725 0.426032 0.262988 0.049 Uiso 1 1 calc R . . . .
H29B H 0.796099 0.394238 0.319329 0.049 Uiso 1 1 calc R . . . .
C24 C 0.64623(19) 0.25877(15) 0.44763(11) 0.0405(5) Uani 1 1 d . . . . .
H24 H 0.608411 0.197329 0.421316 0.049 Uiso 1 1 calc R . . . .
C37 C 0.7657(2) 0.53454(19) 0.17794(12) 0.0501(6) Uani 1 1 d . . . . .
H37A H 0.803262 0.538470 0.143398 0.060 Uiso 1 1 calc R . . . .
H37B H 0.690187 0.513847 0.155081 0.060 Uiso 1 1 calc R . . . .
C32 C 0.93935(17) 0.59283(19) 0.29988(11) 0.0454(5) Uani 1 1 d . . . . .
H32 H 1.015657 0.614327 0.322225 0.054 Uiso 1 1 calc R . . . .
C30 C 0.8204(2) 0.45421(17) 0.23162(12) 0.0515(6) Uani 1 1 d . . . . .
H30 H 0.818939 0.384784 0.209719 0.062 Uiso 1 1 calc R . . . .
C17 C 0.96033(19) 0.76210(19) 0.59965(13) 0.0570(7) Uani 1 1 d . . . . .
H17A H 0.929192 0.701528 0.615211 0.086 Uiso 1 1 calc GR . . . .
H17B H 1.008233 0.798808 0.638836 0.086 Uiso 1 1 calc GR . . . .
H17C H 1.001340 0.739147 0.570031 0.086 Uiso 1 1 calc GR . . . .
C27 C 0.5890(2) 0.29245(18) 0.49803(12) 0.0485(6) Uani 1 1 d . . . . .
H27A H 0.588947 0.234586 0.529431 0.058 Uiso 1 1 calc R . . . .
H27B H 0.513347 0.310787 0.473459 0.058 Uiso 1 1 calc R . . . .
B1 B 0.36506(18) 0.86955(16) 0.32078(12) 0.0314(5) Uani 1 1 d . . . . .
C6 C 0.13750(19) 0.75085(18) 0.21650(14) 0.0542(6) Uani 1 1 d . . . . .
H6A H 0.158772 0.695645 0.190790 0.081 Uiso 1 1 calc GR . . . .
H6B H 0.065973 0.776655 0.190735 0.081 Uiso 1 1 calc GR . . . .
H6C H 0.135701 0.723192 0.260076 0.081 Uiso 1 1 calc GR . . . .
C16 C 0.9182(2) 0.92845(18) 0.53486(14) 0.0550(6) Uani 1 1 d . . . . .
H16A H 0.957725 0.904689 0.504581 0.082 Uiso 1 1 calc GR . . . .
H16B H 0.967267 0.965604 0.573360 0.082 Uiso 1 1 calc GR . . . .
H16C H 0.860040 0.975142 0.510088 0.082 Uiso 1 1 calc GR . . . .
C31 C 0.9373(2) 0.4867(2) 0.26687(13) 0.0583(7) Uani 1 1 d . . . . .
H31A H 0.973003 0.434658 0.301746 0.070 Uiso 1 1 calc R . . . .
H31B H 0.976816 0.489970 0.233345 0.070 Uiso 1 1 calc R . . . .
C3 C 0.1581(2) 1.03084(17) 0.23054(14) 0.0590(7) Uani 1 1 d . . . . .
H3A H 0.147972 1.085402 0.260877 0.088 Uiso 1 1 calc GR . . . .
H3B H 0.089902 1.017806 0.194943 0.088 Uiso 1 1 calc GR . . . .
H3C H 0.212328 1.053221 0.209886 0.088 Uiso 1 1 calc GR . . . .
C4 C 0.1199(2) 0.9073(2) 0.31046(16) 0.0703(8) Uani 1 1 d . . . . .
H4A H 0.144763 0.844597 0.337581 0.105 Uiso 1 1 calc GR . . . .
H4B H 0.047376 0.895545 0.279186 0.105 Uiso 1 1 calc GR . . . .
H4C H 0.118426 0.965630 0.340491 0.105 Uiso 1 1 calc GR . . . .
C5 C 0.2350(3) 0.8704(2) 0.16261(14) 0.0736(9) Uani 1 1 d . . . . .
H5A H 0.289927 0.924910 0.171308 0.110 Uiso 1 1 calc GR . . . .
H5B H 0.167429 0.896636 0.131356 0.110 Uiso 1 1 calc GR . . . .
H5C H 0.258977 0.809942 0.142421 0.110 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'
B B 0.0013 0.0007 '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
N1 P1 C18 104.03(8) . . ?
N1 P1 C28 102.08(8) . . ?
C18 P1 C28 112.87(8) . . ?
C11 N1 P1 122.11(12) . . ?
C13 N1 P1 131.03(12) . . ?
C13 N1 C11 106.40(14) . . ?
B1 O1 C2 109.44(16) . . ?
B1 O2 C1 108.36(16) . . ?
N1 C11 C10 108.41(15) . . ?
C12 C11 N1 129.67(16) . . ?
C12 C11 C10 121.91(16) . . ?
C11 C10 C14 107.33(15) . . ?
C9 C10 C11 118.84(17) . . ?
C9 C10 C14 133.83(18) . . ?
C11 C12 H12 120.6 . . ?
C11 C12 C7 118.86(17) . . ?
C7 C12 H12 120.6 . . ?
C19 C18 P1 105.20(12) . . ?
C19 C18 C25 107.68(15) . . ?
C26 C18 P1 121.60(13) . . ?
C26 C18 C19 109.08(15) . . ?
C26 C18 C25 108.16(15) . . ?
C25 C18 P1 104.36(12) . . ?
C35 C28 P1 102.53(12) . . ?
C36 C28 P1 118.39(13) . . ?
C36 C28 C35 107.85(15) . . ?
C36 C28 C29 109.59(16) . . ?
C29 C28 P1 110.39(12) . . ?
C29 C28 C35 107.35(16) . . ?
C12 C7 C8 119.17(17) . . ?
C12 C7 B1 118.37(17) . . ?
C8 C7 B1 122.44(16) . . ?
N1 C13 H13 124.1 . . ?
C14 C13 N1 111.84(16) . . ?
C14 C13 H13 124.1 . . ?
C10 C14 C15 126.54(16) . . ?
C13 C14 C10 106.02(16) . . ?
C13 C14 C15 127.37(17) . . ?
C18 C19 H19A 109.6 . . ?
C18 C19 H19B 109.6 . . ?
H19A C19 H19B 108.1 . . ?
C20 C19 C18 110.41(15) . . ?
C20 C19 H19A 109.6 . . ?
C20 C19 H19B 109.6 . . ?
C18 C26 H26A 109.7 . . ?
C18 C26 H26B 109.7 . . ?
C18 C26 C22 109.89(16) . . ?
H26A C26 H26B 108.2 . . ?
C22 C26 H26A 109.7 . . ?
C22 C26 H26B 109.7 . . ?
C7 C8 H8 118.9 . . ?
C9 C8 C7 122.17(17) . . ?
C9 C8 H8 118.9 . . ?
C18 C25 H25A 109.4 . . ?
C18 C25 H25B 109.4 . . ?
H25A C25 H25B 108.0 . . ?
C24 C25 C18 111.13(15) . . ?
C24 C25 H25A 109.4 . . ?
C24 C25 H25B 109.4 . . ?
C14 C15 H15 107.9 . . ?
C14 C15 C17 112.69(17) . . ?
C14 C15 C16 110.44(18) . . ?
C17 C15 H15 107.9 . . ?
C17 C15 C16 109.92(19) . . ?
C16 C15 H15 107.9 . . ?
C28 C35 H35A 109.4 . . ?
C28 C35 H35B 109.4 . . ?
H35A C35 H35B 108.0 . . ?
C34 C35 C28 111.03(16) . . ?
C34 C35 H35A 109.4 . . ?
C34 C35 H35B 109.4 . . ?
C10 C9 H9 120.5 . . ?
C8 C9 C10 119.04(18) . . ?
C8 C9 H9 120.5 . . ?
C35 C34 H34 109.4 . . ?
C33 C34 C35 109.15(18) . . ?
C33 C34 H34 109.4 . . ?
C37 C34 C35 109.56(17) . . ?
C37 C34 H34 109.4 . . ?
C37 C34 C33 109.81(19) . . ?
C19 C20 H20 109.4 . . ?
C21 C20 C19 108.86(18) . . ?
C21 C20 H20 109.4 . . ?
C21 C20 C27 109.83(19) . . ?
C27 C20 C19 109.82(17) . . ?
C27 C20 H20 109.4 . . ?
C28 C36 H36A 109.7 . . ?
C28 C36 H36B 109.7 . . ?
C28 C36 C32 109.93(17) . . ?
H36A C36 H36B 108.2 . . ?
C32 C36 H36A 109.7 . . ?
C32 C36 H36B 109.7 . . ?
O1 C2 C1 102.53(16) . . ?
O1 C2 C6 106.93(17) . . ?
O1 C2 C5 107.33(19) . . ?
C6 C2 C1 115.39(18) . . ?
C6 C2 C5 110.0(2) . . ?
C5 C2 C1 113.85(18) . . ?
O2 C1 C2 103.17(15) . . ?
O2 C1 C3 107.59(18) . . ?
O2 C1 C4 107.2(2) . . ?
C3 C1 C2 115.09(19) . . ?
C4 C1 C2 114.19(19) . . ?
C4 C1 C3 109.0(2) . . ?
C34 C33 H33A 109.7 . . ?
C34 C33 H33B 109.7 . . ?
H33A C33 H33B 108.2 . . ?
C32 C33 C34 109.82(17) . . ?
C32 C33 H33A 109.7 . . ?
C32 C33 H33B 109.7 . . ?
C26 C22 H22 109.4 . . ?
C21 C22 C26 109.44(16) . . ?
C21 C22 H22 109.4 . . ?
C21 C22 C23 109.74(19) . . ?
C23 C22 C26 109.51(17) . . ?
C23 C22 H22 109.4 . . ?
C20 C21 H21A 109.7 . . ?
C20 C21 H21B 109.7 . . ?
C22 C21 C20 109.81(17) . . ?
C22 C21 H21A 109.7 . . ?
C22 C21 H21B 109.7 . . ?
H21A C21 H21B 108.2 . . ?
C22 C23 H23A 109.8 . . ?
C22 C23 H23B 109.8 . . ?
H23A C23 H23B 108.2 . . ?
C24 C23 C22 109.44(17) . . ?
C24 C23 H23A 109.8 . . ?
C24 C23 H23B 109.8 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 C30 110.58(16) . . ?
H29A C29 H29B 108.1 . . ?
C30 C29 H29A 109.5 . . ?
C30 C29 H29B 109.5 . . ?
C25 C24 H24 109.5 . . ?
C23 C24 C25 109.41(17) . . ?
C23 C24 H24 109.5 . . ?
C23 C24 C27 109.99(18) . . ?
C27 C24 C25 108.95(17) . . ?
C27 C24 H24 109.5 . . ?
C34 C37 H37A 109.8 . . ?
C34 C37 H37B 109.8 . . ?
C34 C37 C30 109.35(18) . . ?
H37A C37 H37B 108.3 . . ?
C30 C37 H37A 109.8 . . ?
C30 C37 H37B 109.8 . . ?
C36 C32 H32 109.4 . . ?
C33 C32 C36 109.96(18) . . ?
C33 C32 H32 109.4 . . ?
C33 C32 C31 109.14(19) . . ?
C31 C32 C36 109.66(19) . . ?
C31 C32 H32 109.4 . . ?
C29 C30 H30 109.6 . . ?
C37 C30 C29 109.8(2) . . ?
C37 C30 H30 109.6 . . ?
C37 C30 C31 109.58(19) . . ?
C31 C30 C29 108.8(2) . . ?
C31 C30 H30 109.6 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C20 C27 H27A 109.8 . . ?
C20 C27 H27B 109.8 . . ?
C24 C27 C20 109.24(18) . . ?
C24 C27 H27A 109.8 . . ?
C24 C27 H27B 109.8 . . ?
H27A C27 H27B 108.3 . . ?
O1 B1 O2 112.98(19) . . ?
O1 B1 C7 122.03(17) . . ?
O2 B1 C7 124.98(19) . . ?
C2 C6 H6A 109.5 . . ?
C2 C6 H6B 109.5 . . ?
C2 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C32 C31 C30 109.50(18) . . ?
C32 C31 H31A 109.8 . . ?
C32 C31 H31B 109.8 . . ?
C30 C31 H31A 109.8 . . ?
C30 C31 H31B 109.8 . . ?
H31A C31 H31B 108.2 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 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 N1 1.7389(15) . ?
P1 C18 1.8728(18) . ?
P1 C28 1.8730(18) . ?
N1 C11 1.399(2) . ?
N1 C13 1.395(2) . ?
O1 C2 1.453(2) . ?
O1 B1 1.349(3) . ?
O2 C1 1.459(2) . ?
O2 B1 1.358(3) . ?
C11 C10 1.412(2) . ?
C11 C12 1.389(2) . ?
C10 C14 1.441(3) . ?
C10 C9 1.405(2) . ?
C12 H12 0.9500 . ?
C12 C7 1.393(2) . ?
C18 C19 1.544(2) . ?
C18 C26 1.540(3) . ?
C18 C25 1.544(2) . ?
C28 C35 1.549(2) . ?
C28 C36 1.533(3) . ?
C28 C29 1.534(2) . ?
C7 C8 1.415(3) . ?
C7 B1 1.551(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.362(2) . ?
C14 C15 1.502(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.535(3) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C22 1.544(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.372(3) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C24 1.532(3) . ?
C15 H15 1.0000 . ?
C15 C17 1.521(3) . ?
C15 C16 1.528(3) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C35 C34 1.533(3) . ?
C9 H9 0.9500 . ?
C34 H34 1.0000 . ?
C34 C33 1.520(3) . ?
C34 C37 1.512(3) . ?
C20 H20 1.0000 . ?
C20 C21 1.529(3) . ?
C20 C27 1.529(3) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C36 C32 1.543(3) . ?
C2 C1 1.564(3) . ?
C2 C6 1.510(3) . ?
C2 C5 1.515(3) . ?
C1 C3 1.512(3) . ?
C1 C4 1.511(3) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C32 1.517(3) . ?
C22 H22 1.0000 . ?
C22 C21 1.526(3) . ?
C22 C23 1.527(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.527(3) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.542(3) . ?
C24 H24 1.0000 . ?
C24 C27 1.529(3) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37 C30 1.525(3) . ?
C32 H32 1.0000 . ?
C32 C31 1.525(3) . ?
C30 H30 1.0000 . ?
C30 C31 1.534(4) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
