#------------------------------------------------------------------------------
#$Date: 2023-05-05 05:41:51 +0300 (Fri, 05 May 2023) $
#$Revision: 283347 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/19/7711986.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_7711986
loop_
_publ_author_name
'Omaña, Alvaro A'
'Frenette, Brandon L.'
'Dornsiepen, Eike'
'Kobayashi, Ryo'
'Ferguson, Michael J.'
'Iwamoto, Takeaki'
'Rivard, Eric'
_publ_section_title
;
 Frustrated Lewis pair-ligated tetrelenes.
;
_journal_issue                   3
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              774
_journal_page_last               786
_journal_paper_doi               10.1039/d2dt03807b
_journal_volume                  52
_journal_year                    2023
_chemical_formula_moiety         'C32 H44 B P'
_chemical_formula_sum            'C32 H44 B P'
_chemical_formula_weight         470.45
_chemical_name_common            CH2PBMes(CH2)
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2022-11-01
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-11-18 deposited with the CCDC.	2022-12-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.935(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.230(2)
_cell_length_b                   19.008(4)
_cell_length_c                   14.985(4)
_cell_measurement_reflns_used    3917
_cell_measurement_temperature    193.15
_cell_measurement_theta_max      23.39
_cell_measurement_theta_min      2.31
_cell_volume                     2839.9(11)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      193.15
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_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  0.0430
_diffrn_reflns_av_unetI/netI     0.0373
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            22944
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.100
_diffrn_reflns_theta_min         1.758
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9068
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
'SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,  J. Appl. Cryst. 48 (2015) 3-10'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.100
_exptl_crystal_description       block
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.213
_exptl_crystal_size_mid          0.196
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.385
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     393
_refine_ls_number_reflns         5632
_refine_ls_number_restraints     151
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0741
_refine_ls_R_factor_gt           0.0486
_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)+(0.0650P)²+0.6966P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1226
_refine_ls_wR_factor_ref         0.1405
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3991
_reflns_number_total             5632
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt03807b3.cif
_cod_data_source_block           CH2PBMes-CH2
_cod_depositor_comments
'Adding full bibliography for 7711983--7711989.cif.'
_cod_original_cell_volume        2840.0(12)
_cod_database_code               7711986
_shelx_shelxl_version_number     2019/2
_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   0.981
_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. Restrained distances
 C15-C16A \\sim C15-C16B \\sim C15-C20A \\sim C15-C20B
 with sigma of 0.01
 C16A-C17A \\sim C16B-C17B \\sim C20A-C19A \\sim C20B-C19B
 with sigma of 0.01
 C16A-C21A \\sim C16B-C21B \\sim C20A-C23A \\sim C20B-C23B
 with sigma of 0.01
 C17A-C18A \\sim C17B-C18B \\sim C18A-C19A \\sim C18B-C19B
 with sigma of 0.01
 C18A-C22A \\sim C18B-C22B
 with sigma of 0.01
3. Rigid body (RIGU) restrains
 C15, C16B, C17B, C18B, C19B, C20B, C21B, C22B, C23B, C16A, C17A, C18A, C19A,
 C20A, C21A, C22A, C23A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(C16B)=Sof(C17B)=Sof(H17B)=Sof(C18B)=Sof(C19B)=Sof(H19B)=Sof(C20B)=
 Sof(C21B)=Sof(H21A)=Sof(H21B)=Sof(H21C)=Sof(C22B)=Sof(H22A)=Sof(H22B)=
 Sof(H22C)=Sof(C23B)=Sof(H23A)=Sof(H23B)=Sof(H23C)=1-FVAR(1)
 Sof(C16A)=Sof(C17A)=Sof(H17A)=Sof(C18A)=Sof(C19A)=Sof(H19A)=Sof(C20A)=
 Sof(C21A)=Sof(H1)=Sof(H2)=Sof(H3)=Sof(C22A)=Sof(H8)=Sof(H10)=Sof(H11)=
 Sof(C23A)=Sof(H13)=Sof(H14)=Sof(H15)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C9(H9), C12(H12)
5.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C8(H8A,H8B)
5.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C17B(H17B), C19B(H19B), C26(H26), C28(H28),
 C17A(H17A), C19A(H19A)
5.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C13(H13A,H13B,H13C), C14(H14A,H14B,
 H14C), C21B(H21A,H21B,H21C), C22B(H22A,H22B,H22C), C23B(H23A,H23B,H23C),
 C30(H30A,H30B,H30C), C31(H31A,H31B,H31C), C32(H32A,H32B,H32C), C21A(H1,H2,H3),
 C22A(H8,H10,H11), C23A(H13,H14,H15)
;
_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 0.20501(5) 0.82938(3) 0.70064(3) 0.04011(16) Uani 1 1 d . . . . .
C1 C 0.06992(19) 0.79501(10) 0.61266(14) 0.0424(5) Uani 1 1 d . . . . .
H1A H -0.012722 0.822011 0.612963 0.051 Uiso 1 1 calc R U . . .
H1B H 0.092093 0.802071 0.552274 0.051 Uiso 1 1 calc R U . . .
C2 C 0.04274(19) 0.71755(10) 0.62445(13) 0.0414(4) Uani 1 1 d . . . . .
C3 C 0.14924(19) 0.66880(10) 0.64359(12) 0.0390(4) Uani 1 1 d . . . . .
C4 C 0.1103(2) 0.59843(11) 0.64762(14) 0.0486(5) Uani 1 1 d . . . . .
H4 H 0.178364 0.563536 0.661305 0.058 Uiso 1 1 calc R U . . .
C5 C -0.0224(2) 0.57711(12) 0.63266(15) 0.0574(6) Uani 1 1 d . . . . .
H5 H -0.043459 0.528557 0.635000 0.069 Uiso 1 1 calc R U . . .
C6 C -0.1231(2) 0.62585(13) 0.61456(16) 0.0584(6) Uani 1 1 d . . . . .
H6 H -0.214192 0.611591 0.604671 0.070 Uiso 1 1 calc R U . . .
C7 C -0.0905(2) 0.69612(12) 0.61085(15) 0.0518(5) Uani 1 1 d . . . . .
H7 H -0.159967 0.730335 0.598854 0.062 Uiso 1 1 calc R U . . .
C8 C 0.3094(2) 0.75775(10) 0.74378(13) 0.0425(5) Uani 1 1 d . . . . .
H8A H 0.402523 0.774977 0.765036 0.051 Uiso 1 1 calc R U . . .
H8B H 0.280536 0.738097 0.797454 0.051 Uiso 1 1 calc R U . . .
C9 C 0.2880(2) 0.89491(11) 0.64449(15) 0.0516(5) Uani 1 1 d . . . . .
H9 H 0.307442 0.871565 0.589064 0.062 Uiso 1 1 calc R U . . .
C10 C 0.1962(3) 0.95632(12) 0.6099(2) 0.0732(7) Uani 1 1 d . . . . .
H10A H 0.109834 0.938594 0.575094 0.110 Uiso 1 1 calc R U . . .
H10B H 0.237355 0.985973 0.570210 0.110 Uiso 1 1 calc R U . . .
H10C H 0.182125 0.984118 0.662016 0.110 Uiso 1 1 calc R U . . .
C11 C 0.4233(3) 0.92066(14) 0.7013(2) 0.0739(7) Uani 1 1 d . . . . .
H11A H 0.408084 0.951587 0.750356 0.111 Uiso 1 1 calc R U . . .
H11B H 0.470767 0.946684 0.661817 0.111 Uiso 1 1 calc R U . . .
H11C H 0.477330 0.880168 0.728146 0.111 Uiso 1 1 calc R U . . .
C12 C 0.1311(2) 0.86923(11) 0.78862(15) 0.0558(6) Uani 1 1 d . . . . .
H12 H 0.078185 0.911018 0.760470 0.067 Uiso 1 1 calc R U . . .
C13 C 0.0342(3) 0.81905(15) 0.8192(2) 0.0839(9) Uani 1 1 d . . . . .
H13A H -0.033713 0.803624 0.765807 0.126 Uiso 1 1 calc R U . . .
H13B H -0.009602 0.843074 0.862464 0.126 Uiso 1 1 calc R U . . .
H13C H 0.083533 0.778061 0.849054 0.126 Uiso 1 1 calc R U . . .
C14 C 0.2367(3) 0.89551(15) 0.87021(17) 0.0833(9) Uani 1 1 d . . . . .
H14A H 0.291542 0.855837 0.898912 0.125 Uiso 1 1 calc R U . . .
H14B H 0.192398 0.917353 0.914817 0.125 Uiso 1 1 calc R U . . .
H14C H 0.294114 0.930253 0.849385 0.125 Uiso 1 1 calc R U . . .
C15 C 0.4073(2) 0.62570(10) 0.70878(14) 0.0481(5) Uani 1 1 d D . . . .
C16B C 0.4605(13) 0.6059(7) 0.8009(4) 0.050(2) Uani 0.612(18) 1 d D . P A 2
C17B C 0.5625(9) 0.5561(4) 0.8239(6) 0.0573(19) Uani 0.612(18) 1 d D . P A 2
H17B H 0.600261 0.547549 0.886868 0.069 Uiso 0.612(18) 1 calc R U P A 2
C18B C 0.6109(6) 0.5190(4) 0.7599(8) 0.0607(19) Uani 0.612(18) 1 d D . P A 2
C19B C 0.5486(8) 0.5296(3) 0.6697(7) 0.0607(17) Uani 0.612(18) 1 d D . P A 2
H19B H 0.575764 0.502185 0.624075 0.073 Uiso 0.612(18) 1 calc R U P A 2
C20B C 0.4460(8) 0.5796(4) 0.6426(5) 0.0498(16) Uani 0.612(18) 1 d D . P A 2
C21B C 0.4033(11) 0.6367(6) 0.8768(6) 0.058(2) Uani 0.612(18) 1 d D . P A 2
H21A H 0.431485 0.608071 0.932192 0.087 Uiso 0.612(18) 1 calc R U P A 2
H21B H 0.305184 0.636991 0.858145 0.087 Uiso 0.612(18) 1 calc R U P A 2
H21C H 0.436108 0.684892 0.889309 0.087 Uiso 0.612(18) 1 calc R U P A 2
C22B C 0.7239(7) 0.4663(4) 0.7893(11) 0.097(3) Uani 0.612(18) 1 d D . P A 2
H22A H 0.692711 0.419386 0.766867 0.145 Uiso 0.612(18) 1 calc R U P A 2
H22B H 0.751445 0.465465 0.856227 0.145 Uiso 0.612(18) 1 calc R U P A 2
H22C H 0.800275 0.479917 0.763621 0.145 Uiso 0.612(18) 1 calc R U P A 2
C23B C 0.3856(9) 0.5799(4) 0.5403(5) 0.0647(18) Uani 0.612(18) 1 d D . P A 2
H23A H 0.431091 0.615384 0.510687 0.097 Uiso 0.612(18) 1 calc R U P A 2
H23B H 0.289888 0.591188 0.529556 0.097 Uiso 0.612(18) 1 calc R U P A 2
H23C H 0.396942 0.533450 0.514812 0.097 Uiso 0.612(18) 1 calc R U P A 2
C24 C 0.36183(18) 0.73140(10) 0.58063(12) 0.0382(4) Uani 1 1 d . . . . .
C25 C 0.2861(2) 0.74173(10) 0.48990(13) 0.0437(5) Uani 1 1 d . . . . .
C26 C 0.3276(2) 0.78914(12) 0.43035(14) 0.0521(5) Uani 1 1 d . . . . .
H26 H 0.271269 0.796650 0.371501 0.063 Uiso 1 1 calc R U . . .
C27 C 0.4471(2) 0.82534(12) 0.45394(16) 0.0558(6) Uani 1 1 d . . . . .
C28 C 0.5297(2) 0.80895(12) 0.53762(16) 0.0535(5) Uani 1 1 d . . . . .
H28 H 0.616409 0.829571 0.553419 0.064 Uiso 1 1 calc R U . . .
C29 C 0.49068(19) 0.76322(11) 0.59989(14) 0.0442(5) Uani 1 1 d . . . . .
C30 C 0.1614(2) 0.69963(13) 0.44599(15) 0.0578(6) Uani 1 1 d . . . . .
H30A H 0.149373 0.661048 0.486788 0.087 Uiso 1 1 calc R U . . .
H30B H 0.172026 0.680318 0.387387 0.087 Uiso 1 1 calc R U . . .
H30C H 0.082673 0.730463 0.435576 0.087 Uiso 1 1 calc R U . . .
C31 C 0.4871(3) 0.87760(15) 0.3891(2) 0.0870(9) Uani 1 1 d . . . . .
H31A H 0.531704 0.917911 0.423826 0.131 Uiso 1 1 calc R U . . .
H31B H 0.406920 0.893747 0.344989 0.131 Uiso 1 1 calc R U . . .
H31C H 0.548633 0.855082 0.356222 0.131 Uiso 1 1 calc R U . . .
C32 C 0.5966(2) 0.74741(13) 0.68599(16) 0.0581(6) Uani 1 1 d . . . . .
H32A H 0.553462 0.741397 0.737687 0.087 Uiso 1 1 calc R U . . .
H32B H 0.660479 0.786502 0.698712 0.087 Uiso 1 1 calc R U . . .
H32C H 0.644116 0.704102 0.677185 0.087 Uiso 1 1 calc R U . . .
B1 B 0.3078(2) 0.69244(11) 0.66586(15) 0.0388(5) Uani 1 1 d . . . . .
C16A C 0.4392(18) 0.6159(10) 0.8070(5) 0.044(3) Uani 0.388(18) 1 d D . P A 1
C17A C 0.5396(14) 0.5682(8) 0.8484(10) 0.056(3) Uani 0.388(18) 1 d D . P A 1
H17A H 0.557654 0.563123 0.913092 0.067 Uiso 0.388(18) 1 calc R U P A 1
C18A C 0.6130(11) 0.5286(7) 0.8006(10) 0.056(3) Uani 0.388(18) 1 d D . P A 1
C19A C 0.5807(13) 0.5352(7) 0.7073(10) 0.061(3) Uani 0.388(18) 1 d D . P A 1
H19A H 0.623161 0.505316 0.671556 0.073 Uiso 0.388(18) 1 calc R U P A 1
C20A C 0.4873(14) 0.5847(7) 0.6631(8) 0.059(3) Uani 0.388(18) 1 d D . P A 1
C21A C 0.3619(17) 0.6451(10) 0.8751(9) 0.057(3) Uani 0.388(18) 1 d D . P A 1
H1 H 0.401654 0.689944 0.899599 0.086 Uiso 0.388(18) 1 calc R U P A 1
H2 H 0.366596 0.611537 0.925376 0.086 Uiso 0.388(18) 1 calc R U P A 1
H3 H 0.267960 0.652510 0.843994 0.086 Uiso 0.388(18) 1 calc R U P A 1
C22A C 0.7168(13) 0.4737(8) 0.8423(12) 0.093(4) Uani 0.388(18) 1 d D . P A 1
H8 H 0.674025 0.427351 0.839051 0.140 Uiso 0.388(18) 1 calc R U P A 1
H10 H 0.755092 0.485671 0.906423 0.140 Uiso 0.388(18) 1 calc R U P A 1
H11 H 0.788213 0.472696 0.808291 0.140 Uiso 0.388(18) 1 calc R U P A 1
C23A C 0.451(2) 0.5880(9) 0.5603(8) 0.086(4) Uani 0.388(18) 1 d D . P A 1
H13 H 0.489742 0.630341 0.539596 0.129 Uiso 0.388(18) 1 calc R U P A 1
H14 H 0.352904 0.589429 0.539233 0.129 Uiso 0.388(18) 1 calc R U P A 1
H15 H 0.485679 0.546232 0.535070 0.129 Uiso 0.388(18) 1 calc R U P A 1
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1.00 0.00 1.00 0.0980
0.00 -1.00 0.00 0.0840
0.00 1.00 0.00 0.0980
2.00 0.00 -1.00 0.0900
1.00 -1.00 -1.00 0.1020
2.00 1.00 -2.00 0.0930
1.00 0.00 -2.00 0.0920
0.00 -1.00 -2.00 0.1070
0.00 1.00 2.00 0.1010
0.00 0.00 -1.00 0.1100
0.00 0.00 1.00 0.0970
0.00 -1.00 1.00 0.1220
0.00 1.00 -1.00 0.1290
0.00 -2.00 1.00 0.1170
1.00 2.00 2.00 0.1030
1.00 -2.00 2.00 0.1020
1.00 2.00 1.00 0.0980
2.00 0.00 1.00 0.0890
-1.00 0.00 1.00 0.0780
1.00 0.00 -1.00 0.0850
-1.00 0.00 -2.00 0.0970
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 P1 C9 105.71(10) . . ?
C1 P1 C12 107.74(11) . . ?
C8 P1 C1 106.88(9) . . ?
C8 P1 C9 113.07(10) . . ?
C8 P1 C12 111.77(10) . . ?
C9 P1 C12 111.24(11) . . ?
P1 C1 H1A 108.9 . . ?
P1 C1 H1B 108.9 . . ?
H1A C1 H1B 107.7 . . ?
C2 C1 P1 113.38(13) . . ?
C2 C1 H1A 108.9 . . ?
C2 C1 H1B 108.9 . . ?
C3 C2 C1 120.56(17) . . ?
C7 C2 C1 117.76(18) . . ?
C7 C2 C3 121.59(19) . . ?
C2 C3 B1 122.97(16) . . ?
C4 C3 C2 114.98(18) . . ?
C4 C3 B1 121.95(17) . . ?
C3 C4 H4 118.3 . . ?
C5 C4 C3 123.3(2) . . ?
C5 C4 H4 118.3 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 120.1(2) . . ?
C6 C5 H5 120.0 . . ?
C5 C6 H6 120.5 . . ?
C5 C6 C7 119.1(2) . . ?
C7 C6 H6 120.5 . . ?
C2 C7 H7 119.5 . . ?
C6 C7 C2 120.9(2) . . ?
C6 C7 H7 119.5 . . ?
P1 C8 H8A 108.9 . . ?
P1 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
B1 C8 P1 113.58(13) . . ?
B1 C8 H8A 108.9 . . ?
B1 C8 H8B 108.9 . . ?
P1 C9 H9 106.3 . . ?
C10 C9 P1 111.62(16) . . ?
C10 C9 H9 106.3 . . ?
C10 C9 C11 110.9(2) . . ?
C11 C9 P1 114.76(17) . . ?
C11 C9 H9 106.3 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
P1 C12 H12 107.3 . . ?
C13 C12 P1 111.18(16) . . ?
C13 C12 H12 107.3 . . ?
C13 C12 C14 110.9(2) . . ?
C14 C12 P1 112.46(18) . . ?
C14 C12 H12 107.3 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16B C15 C20B 113.8(5) . . ?
C16B C15 B1 130.4(4) . . ?
C20B C15 B1 115.8(3) . . ?
C16A C15 B1 118.1(6) . . ?
C20A C15 B1 127.2(5) . . ?
C20A C15 C16A 113.5(7) . . ?
C15 C16B C21B 120.1(6) . . ?
C17B C16B C15 121.6(6) . . ?
C17B C16B C21B 118.2(5) . . ?
C16B C17B H17B 118.5 . . ?
C18B C17B C16B 123.0(6) . . ?
C18B C17B H17B 118.5 . . ?
C17B C18B C19B 116.9(5) . . ?
C17B C18B C22B 120.5(6) . . ?
C19B C18B C22B 122.5(6) . . ?
C18B C19B H19B 118.8 . . ?
C18B C19B C20B 122.4(6) . . ?
C20B C19B H19B 118.8 . . ?
C15 C20B C23B 125.4(5) . . ?
C19B C20B C15 120.8(5) . . ?
C19B C20B C23B 113.8(5) . . ?
C16B C21B H21A 109.5 . . ?
C16B C21B H21B 109.5 . . ?
C16B C21B H21C 109.5 . . ?
H21A C21B H21B 109.5 . . ?
H21A C21B H21C 109.5 . . ?
H21B C21B H21C 109.5 . . ?
C18B C22B H22A 109.5 . . ?
C18B C22B H22B 109.5 . . ?
C18B C22B H22C 109.5 . . ?
H22A C22B H22B 109.5 . . ?
H22A C22B H22C 109.5 . . ?
H22B C22B H22C 109.5 . . ?
C20B C23B H23A 109.5 . . ?
C20B C23B H23B 109.5 . . ?
C20B C23B H23C 109.5 . . ?
H23A C23B H23B 109.5 . . ?
H23A C23B H23C 109.5 . . ?
H23B C23B H23C 109.5 . . ?
C25 C24 C29 114.73(18) . . ?
C25 C24 B1 126.10(17) . . ?
C29 C24 B1 118.92(16) . . ?
C24 C25 C30 124.41(19) . . ?
C26 C25 C24 121.44(19) . . ?
C26 C25 C30 113.99(18) . . ?
C25 C26 H26 118.8 . . ?
C27 C26 C25 122.4(2) . . ?
C27 C26 H26 118.8 . . ?
C26 C27 C28 116.6(2) . . ?
C26 C27 C31 121.1(2) . . ?
C28 C27 C31 122.3(2) . . ?
C27 C28 H28 118.7 . . ?
C27 C28 C29 122.5(2) . . ?
C29 C28 H28 118.7 . . ?
C24 C29 C32 122.81(18) . . ?
C28 C29 C24 121.35(19) . . ?
C28 C29 C32 115.77(19) . . ?
C25 C30 H30A 109.5 . . ?
C25 C30 H30B 109.5 . . ?
C25 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C27 C31 H31A 109.5 . . ?
C27 C31 H31B 109.5 . . ?
C27 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C3 B1 C8 101.34(15) . . ?
C3 B1 C15 111.16(16) . . ?
C3 B1 C24 116.46(15) . . ?
C15 B1 C8 112.32(15) . . ?
C15 B1 C24 110.74(15) . . ?
C24 B1 C8 104.27(15) . . ?
C15 C16A C21A 126.9(10) . . ?
C17A C16A C15 120.6(10) . . ?
C17A C16A C21A 112.0(8) . . ?
C16A C17A H17A 118.2 . . ?
C18A C17A C16A 123.6(11) . . ?
C18A C17A H17A 118.2 . . ?
C17A C18A C22A 125.1(9) . . ?
C19A C18A C17A 116.6(9) . . ?
C19A C18A C22A 118.0(8) . . ?
C18A C19A H19A 119.0 . . ?
C18A C19A C20A 122.0(9) . . ?
C20A C19A H19A 119.0 . . ?
C15 C20A C23A 115.8(7) . . ?
C19A C20A C15 123.4(8) . . ?
C19A C20A C23A 120.1(7) . . ?
C16A C21A H1 109.5 . . ?
C16A C21A H2 109.5 . . ?
C16A C21A H3 109.5 . . ?
H1 C21A H2 109.5 . . ?
H1 C21A H3 109.5 . . ?
H2 C21A H3 109.5 . . ?
C18A C22A H8 109.5 . . ?
C18A C22A H10 109.5 . . ?
C18A C22A H11 109.5 . . ?
H8 C22A H10 109.5 . . ?
H8 C22A H11 109.5 . . ?
H10 C22A H11 109.5 . . ?
C20A C23A H13 109.5 . . ?
C20A C23A H14 109.5 . . ?
C20A C23A H15 109.5 . . ?
H13 C23A H14 109.5 . . ?
H13 C23A H15 109.5 . . ?
H14 C23A H15 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 1.805(2) . ?
P1 C8 1.7617(19) . ?
P1 C9 1.817(2) . ?
P1 C12 1.825(2) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.516(3) . ?
C2 C3 1.410(3) . ?
C2 C7 1.394(3) . ?
C3 C4 1.401(3) . ?
C3 B1 1.643(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.387(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.366(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.381(3) . ?
C7 H7 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 B1 1.702(3) . ?
C9 H9 1.0000 . ?
C9 C10 1.515(3) . ?
C9 C11 1.533(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12 1.0000 . ?
C12 C13 1.518(4) . ?
C12 C14 1.523(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16B 1.417(5) . ?
C15 C20B 1.444(5) . ?
C15 B1 1.663(3) . ?
C15 C16A 1.446(7) . ?
C15 C20A 1.413(6) . ?
C16B C17B 1.393(6) . ?
C16B C21B 1.508(6) . ?
C17B H17B 0.9500 . ?
C17B C18B 1.370(6) . ?
C18B C19B 1.373(6) . ?
C18B C22B 1.519(5) . ?
C19B H19B 0.9500 . ?
C19B C20B 1.407(5) . ?
C20B C23B 1.518(5) . ?
C21B H21A 0.9800 . ?
C21B H21B 0.9800 . ?
C21B H21C 0.9800 . ?
C22B H22A 0.9800 . ?
C22B H22B 0.9800 . ?
C22B H22C 0.9800 . ?
C23B H23A 0.9800 . ?
C23B H23B 0.9800 . ?
C23B H23C 0.9800 . ?
C24 C25 1.420(3) . ?
C24 C29 1.420(3) . ?
C24 B1 1.674(3) . ?
C25 C26 1.399(3) . ?
C25 C30 1.525(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.378(3) . ?
C27 C28 1.382(3) . ?
C27 C31 1.509(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.397(3) . ?
C29 C32 1.517(3) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C16A C17A 1.406(7) . ?
C16A C21A 1.529(7) . ?
C17A H17A 0.9500 . ?
C17A C18A 1.374(7) . ?
C18A C19A 1.368(7) . ?
C18A C22A 1.520(7) . ?
C19A H19A 0.9500 . ?
C19A C20A 1.398(7) . ?
C20A C23A 1.503(7) . ?
C21A H1 0.9800 . ?
C21A H2 0.9800 . ?
C21A H3 0.9800 . ?
C22A H8 0.9800 . ?
C22A H10 0.9800 . ?
C22A H11 0.9800 . ?
C23A H13 0.9800 . ?
C23A H14 0.9800 . ?
C23A H15 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 -46.6(2) . . . . ?
P1 C1 C2 C7 136.76(17) . . . . ?
P1 C8 B1 C3 -61.30(17) . . . . ?
P1 C8 B1 C15 180.00(13) . . . . ?
P1 C8 B1 C24 60.03(17) . . . . ?
C1 P1 C8 B1 28.65(17) . . . . ?
C1 P1 C9 C10 64.50(19) . . . . ?
C1 P1 C9 C11 -168.21(17) . . . . ?
C1 P1 C12 C13 50.8(2) . . . . ?
C1 P1 C12 C14 175.86(17) . . . . ?
C1 C2 C3 C4 -176.44(17) . . . . ?
C1 C2 C3 B1 7.2(3) . . . . ?
C1 C2 C7 C6 175.8(2) . . . . ?
C2 C3 C4 C5 1.0(3) . . . . ?
C2 C3 B1 C8 47.3(2) . . . . ?
C2 C3 B1 C15 166.80(17) . . . . ?
C2 C3 B1 C24 -65.1(2) . . . . ?
C3 C2 C7 C6 -0.8(3) . . . . ?
C3 C4 C5 C6 -1.3(3) . . . . ?
C4 C3 B1 C8 -128.89(18) . . . . ?
C4 C3 B1 C15 -9.4(3) . . . . ?
C4 C3 B1 C24 118.7(2) . . . . ?
C4 C5 C6 C7 0.4(3) . . . . ?
C5 C6 C7 C2 0.6(3) . . . . ?
C7 C2 C3 C4 0.0(3) . . . . ?
C7 C2 C3 B1 -176.37(18) . . . . ?
C8 P1 C1 C2 24.92(17) . . . . ?
C8 P1 C9 C10 -178.91(16) . . . . ?
C8 P1 C9 C11 -51.6(2) . . . . ?
C8 P1 C12 C13 -66.4(2) . . . . ?
C8 P1 C12 C14 58.7(2) . . . . ?
C9 P1 C1 C2 145.63(15) . . . . ?
C9 P1 C8 B1 -87.25(16) . . . . ?
C9 P1 C12 C13 166.19(18) . . . . ?
C9 P1 C12 C14 -68.7(2) . . . . ?
C12 P1 C1 C2 -95.35(16) . . . . ?
C12 P1 C8 B1 146.30(15) . . . . ?
C12 P1 C9 C10 -52.2(2) . . . . ?
C12 P1 C9 C11 75.11(19) . . . . ?
C15 C16B C17B C18B -5.4(18) . . . . ?
C15 C16A C17A C18A 0(3) . . . . ?
C16B C15 C20B C19B -12.3(11) . . . . ?
C16B C15 C20B C23B 168.6(9) . . . . ?
C16B C15 B1 C3 -93.0(9) . . . . ?
C16B C15 B1 C8 19.7(9) . . . . ?
C16B C15 B1 C24 135.8(9) . . . . ?
C16B C17B C18B C19B -3.9(13) . . . . ?
C16B C17B C18B C22B 179.1(10) . . . . ?
C17B C18B C19B C20B 4.4(10) . . . . ?
C18B C19B C20B C15 4.1(11) . . . . ?
C18B C19B C20B C23B -176.8(7) . . . . ?
C20B C15 C16B C17B 13.0(16) . . . . ?
C20B C15 C16B C21B -164.6(10) . . . . ?
C20B C15 B1 C3 86.4(4) . . . . ?
C20B C15 B1 C8 -160.8(4) . . . . ?
C20B C15 B1 C24 -44.7(4) . . . . ?
C21B C16B C17B C18B 172.3(9) . . . . ?
C22B C18B C19B C20B -178.6(7) . . . . ?
C24 C25 C26 C27 3.8(3) . . . . ?
C25 C24 C29 C28 8.6(3) . . . . ?
C25 C24 C29 C32 -168.31(18) . . . . ?
C25 C24 B1 C3 -4.3(3) . . . . ?
C25 C24 B1 C8 -114.96(19) . . . . ?
C25 C24 B1 C15 124.0(2) . . . . ?
C25 C26 C27 C28 4.4(3) . . . . ?
C25 C26 C27 C31 -178.3(2) . . . . ?
C26 C27 C28 C29 -6.0(3) . . . . ?
C27 C28 C29 C24 -0.7(3) . . . . ?
C27 C28 C29 C32 176.4(2) . . . . ?
C29 C24 C25 C26 -10.1(3) . . . . ?
C29 C24 C25 C30 164.99(18) . . . . ?
C29 C24 B1 C3 169.77(17) . . . . ?
C29 C24 B1 C8 59.1(2) . . . . ?
C29 C24 B1 C15 -61.9(2) . . . . ?
C30 C25 C26 C27 -171.70(19) . . . . ?
C31 C27 C28 C29 176.8(2) . . . . ?
B1 C3 C4 C5 177.45(19) . . . . ?
B1 C15 C16B C17B -167.6(7) . . . . ?
B1 C15 C16B C21B 14.8(17) . . . . ?
B1 C15 C20B C19B 168.1(5) . . . . ?
B1 C15 C20B C23B -10.9(8) . . . . ?
B1 C15 C16A C17A -169.3(13) . . . . ?
B1 C15 C16A C21A 20(2) . . . . ?
B1 C15 C20A C19A 171.8(8) . . . . ?
B1 C15 C20A C23A -18.2(14) . . . . ?
B1 C24 C25 C26 164.21(18) . . . . ?
B1 C24 C25 C30 -20.7(3) . . . . ?
B1 C24 C29 C28 -166.16(18) . . . . ?
B1 C24 C29 C32 17.0(3) . . . . ?
C16A C15 B1 C3 -89.2(10) . . . . ?
C16A C15 B1 C8 23.6(11) . . . . ?
C16A C15 B1 C24 139.7(10) . . . . ?
C16A C15 C20A C19A 4.8(18) . . . . ?
C16A C15 C20A C23A 174.9(13) . . . . ?
C16A C17A C18A C19A -2(2) . . . . ?
C16A C17A C18A C22A -176.5(16) . . . . ?
C17A C18A C19A C20A 6.1(18) . . . . ?
C18A C19A C20A C15 -7.7(19) . . . . ?
C18A C19A C20A C23A -177.4(12) . . . . ?
C20A C15 B1 C3 104.4(9) . . . . ?
C20A C15 B1 C8 -142.9(9) . . . . ?
C20A C15 B1 C24 -26.7(9) . . . . ?
C20A C15 C16A C17A -1(2) . . . . ?
C20A C15 C16A C21A -172.2(17) . . . . ?
C21A C16A C17A C18A 172.4(15) . . . . ?
C22A C18A C19A C20A -179.4(12) . . . . ?
