#------------------------------------------------------------------------------
#$Date: 2023-10-25 02:00:15 +0300 (Wed, 25 Oct 2023) $
#$Revision: 287098 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/42/7714294.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_7714294
loop_
_publ_author_name
'Aman, Michal'
'Dostál, Libor'
'R°užička, Aleš'
'Ruzickova, Zdenka'
'Jambor, Roman'
_publ_section_title
;
 B-substituted group 1 phosphides: Synthesis and reactivity
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT02568C
_journal_year                    2023
_chemical_formula_moiety         'C44 H56 B2 P2'
_chemical_formula_sum            'C44 H56 B2 P2'
_chemical_formula_weight         668.44
_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
_audit_creation_method           'APEX3 v2016.5-0'
_audit_update_record
;
2023-06-06 deposited with the CCDC.	2023-10-18 downloaded from the CCDC.
;
_cell_angle_alpha                73.078(5)
_cell_angle_beta                 79.266(9)
_cell_angle_gamma                71.317(9)
_cell_formula_units_Z            2
_cell_length_a                   11.682(3)
_cell_length_b                   13.1359(19)
_cell_length_c                   13.467(2)
_cell_measurement_reflns_used    48821
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      1
_cell_volume                     1863.0(6)
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.947
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_device_type  'Bruker D8 - Venture'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1129
_diffrn_reflns_av_unetI/netI     0.0700
_diffrn_reflns_Laue_measured_fraction_full 0.947
_diffrn_reflns_Laue_measured_fraction_max 0.947
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            41237
_diffrn_reflns_point_group_measured_fraction_full 0.947
_diffrn_reflns_point_group_measured_fraction_max 0.947
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.257
_diffrn_source                   'sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.148
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4255
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector
scaling and absorption correction
Reference: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.192
_exptl_crystal_description       plate
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.387
_exptl_crystal_size_mid          0.273
_exptl_crystal_size_min          0.044
_refine_diff_density_max         1.201
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         6207
_refine_ls_number_restraints     390
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.1045
_refine_ls_R_factor_gt           0.0706
_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)+(0.0366P)²+2.5901P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1218
_refine_ls_wR_factor_ref         0.1307
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4500
_reflns_number_total             6207
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt02568c7.cif
_cod_data_source_block           3
_cod_original_cell_volume        1863.1(6)
_cod_database_code               7714294
_shelx_shelxl_version_number     2019/1
_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.
;
_exptl_absorpt_special_details
;
The ratio of minimum to maximum
apparent transmission was 0.571
;
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 0.01045(7) 0.92121(6) 0.59204(6) 0.01425(18) Uani 1 1 d . . . . .
C1' C 0.3880(3) 0.6801(2) 0.8743(2) 0.0155(6) Uani 1 1 d . . . . .
C1 C -0.0356(3) 0.9932(2) 0.6967(2) 0.0153(6) Uani 1 1 d . . . . .
B1 B 0.1189(3) 1.0151(3) 0.5072(2) 0.01425(18) Uani 1 1 d . . . . .
P2 P 0.51011(7) 0.55173(7) 0.89613(6) 0.01699(19) Uani 1 1 d . . . . .
C2' C 0.3935(3) 0.7853(3) 0.8213(2) 0.0208(7) Uani 1 1 d . . . . .
H2' H 0.468260 0.796620 0.785488 0.025 Uiso 1 1 calc R U . . .
C2 C -0.1170(3) 0.9770(3) 0.7833(2) 0.0201(7) Uani 1 1 d . . . . .
H2 H -0.157395 0.921647 0.794765 0.024 Uiso 1 1 calc R U . . .
B2 B 0.4041(3) 0.4567(3) 0.9849(3) 0.01699(19) Uani 1 1 d . . . . .
C3' C 0.2889(3) 0.8764(3) 0.8198(2) 0.0236(7) Uani 1 1 d . . . . .
H3' H 0.294161 0.948873 0.783859 0.028 Uiso 1 1 calc R U . . .
C3 C -0.1410(3) 1.0426(3) 0.8554(2) 0.0247(7) Uani 1 1 d . . . . .
H3 H -0.197967 1.031511 0.914889 0.030 Uiso 1 1 calc R U . . .
C4 C -0.0829(3) 1.1218(3) 0.8403(2) 0.0235(7) Uani 1 1 d . . . . .
H4 H -0.099167 1.164492 0.890084 0.028 Uiso 1 1 calc R U . . .
C4' C 0.1798(3) 0.8620(3) 0.8693(2) 0.0208(7) Uani 1 1 d . . . . .
H4' H 0.110545 0.924516 0.868609 0.025 Uiso 1 1 calc R U . . .
C5' C 0.1693(3) 0.7545(2) 0.9217(2) 0.0166(6) Uani 1 1 d . . . . .
C5 C 0.0013(3) 1.1414(2) 0.7515(2) 0.0192(7) Uani 1 1 d . . . . .
C6 C 0.0641(3) 1.2226(3) 0.7315(2) 0.0238(7) Uani 1 1 d . . . . .
H6 H 0.051795 1.266286 0.779792 0.029 Uiso 1 1 calc R U . . .
C6' C 0.0580(3) 0.7337(3) 0.9707(2) 0.0203(7) Uani 1 1 d . . . . .
H6' H -0.014284 0.793496 0.969067 0.024 Uiso 1 1 calc R U . . .
C7 C 0.1416(3) 1.2384(3) 0.6435(2) 0.0242(7) Uani 1 1 d . . . . .
H7 H 0.182813 1.293392 0.630886 0.029 Uiso 1 1 calc R U . . .
C7' C 0.0540(3) 0.6285(3) 1.0199(2) 0.0208(7) Uani 1 1 d . . . . .
H7' H -0.021506 0.615408 1.051267 0.025 Uiso 1 1 calc R U . . .
C8 C 0.1621(3) 1.1746(2) 0.5705(2) 0.0191(7) Uani 1 1 d . . . . .
H8 H 0.216564 1.187953 0.509623 0.023 Uiso 1 1 calc R U . . .
C8' C 0.1607(3) 0.5382(3) 1.0252(2) 0.0182(7) Uani 1 1 d . . . . .
H8' H 0.155335 0.465677 1.060634 0.022 Uiso 1 1 calc R U . . .
C9 C 0.1052(3) 1.0935(2) 0.5851(2) 0.0154(6) Uani 1 1 d . . . . .
C9' C 0.2721(3) 0.5528(2) 0.9804(2) 0.0153(6) Uani 1 1 d . . . . .
C10 C 0.0239(3) 1.0766(2) 0.6783(2) 0.0155(6) Uani 1 1 d . . . . .
C10' C 0.2753(3) 0.6627(2) 0.9256(2) 0.0151(6) Uani 1 1 d . . . . .
C12 C 0.1453(3) 0.7127(2) 0.5639(2) 0.0189(7) Uani 1 1 d . . . . .
H12A H 0.090282 0.716840 0.514220 0.023 Uiso 1 1 calc R U . . .
H12B H 0.207438 0.750013 0.524616 0.023 Uiso 1 1 calc R U . . .
C12' C 0.6769(3) 0.6047(3) 0.7236(2) 0.0230(7) Uani 1 1 d . . . . .
H12C H 0.627321 0.683272 0.709693 0.028 Uiso 1 1 calc R U . . .
H12D H 0.733791 0.593536 0.774442 0.028 Uiso 1 1 calc R U . . .
C11 C 0.0724(3) 0.7718(2) 0.6487(2) 0.0164(6) Uani 1 1 d . . . . .
H11 H 0.130108 0.763249 0.698910 0.020 Uiso 1 1 calc R U . . .
C11' C 0.5935(3) 0.5298(2) 0.7709(2) 0.0184(7) Uani 1 1 d . . . . .
H11' H 0.532488 0.547290 0.720798 0.022 Uiso 1 1 calc R U . . .
C13 C 0.2072(3) 0.5911(3) 0.6139(2) 0.0235(7) Uani 1 1 d . . . . .
H13A H 0.254777 0.553766 0.559003 0.028 Uiso 1 1 calc R U . . .
H13B H 0.263986 0.587201 0.661996 0.028 Uiso 1 1 calc R U . . .
C13' C 0.7496(3) 0.5806(3) 0.6220(2) 0.0257(7) Uani 1 1 d . . . . .
H13C H 0.693417 0.601095 0.568174 0.031 Uiso 1 1 calc R U . . .
H13D H 0.806740 0.626598 0.596928 0.031 Uiso 1 1 calc R U . . .
C14 C 0.1138(3) 0.5321(3) 0.6736(2) 0.0255(7) Uani 1 1 d . . . . .
H14A H 0.155605 0.454704 0.708100 0.031 Uiso 1 1 calc R U . . .
H14B H 0.061857 0.529994 0.624331 0.031 Uiso 1 1 calc R U . . .
C14' C 0.8204(3) 0.4588(3) 0.6374(2) 0.0263(8) Uani 1 1 d . . . . .
H14C H 0.863477 0.445094 0.569815 0.032 Uiso 1 1 calc R U . . .
H14D H 0.881932 0.439787 0.686390 0.032 Uiso 1 1 calc R U . . .
C16 C -0.0234(3) 0.7142(3) 0.7091(2) 0.0215(7) Uani 1 1 d . . . . .
H16A H -0.083016 0.722520 0.661721 0.026 Uiso 1 1 calc R U . . .
H16B H -0.067344 0.749961 0.765954 0.026 Uiso 1 1 calc R U . . .
C16' C 0.6668(3) 0.4069(3) 0.7840(2) 0.0225(7) Uani 1 1 d . . . . .
H16C H 0.725155 0.386224 0.836092 0.027 Uiso 1 1 calc R U . . .
H16D H 0.610901 0.359733 0.810112 0.027 Uiso 1 1 calc R U . . .
C15 C 0.0348(3) 0.5907(3) 0.7554(2) 0.0281(8) Uani 1 1 d . . . . .
H15A H 0.085045 0.582664 0.810327 0.034 Uiso 1 1 calc R U . . .
H15B H -0.030043 0.554476 0.788479 0.034 Uiso 1 1 calc R U . . .
C15' C 0.7358(3) 0.3860(3) 0.6802(2) 0.0248(7) Uani 1 1 d . . . . .
H15C H 0.783504 0.306982 0.690667 0.030 Uiso 1 1 calc R U . . .
H15D H 0.677269 0.401955 0.629326 0.030 Uiso 1 1 calc R U . . .
C17 C 0.2518(3) 0.9582(2) 0.4555(2) 0.0158(6) Uani 1 1 d . . . . .
H17 H 0.239255 0.908661 0.416973 0.019 Uiso 1 1 calc R U . . .
C17' C 0.4111(3) 0.3402(3) 0.9616(2) 0.0197(7) Uani 1 1 d . . . . .
H17' H 0.499176 0.298638 0.954535 0.024 Uiso 1 1 calc R U . . .
C18 C 0.3149(3) 1.0380(3) 0.3748(2) 0.0221(7) Uani 1 1 d . . . . .
H18A H 0.258068 1.088181 0.323337 0.027 Uiso 1 1 calc R U . . .
H18B H 0.337304 1.084105 0.410313 0.027 Uiso 1 1 calc R U . . .
C18' C 0.3633(3) 0.3591(3) 0.8563(2) 0.0266(8) Uani 1 1 d . . . . .
H18C H 0.275194 0.397710 0.860577 0.032 Uiso 1 1 calc R U . . .
H18D H 0.404773 0.407316 0.800784 0.032 Uiso 1 1 calc R U . . .
C19 C 0.4285(3) 0.9745(3) 0.3185(3) 0.0301(8) Uani 1 1 d . . . . .
H19A H 0.405544 0.931928 0.279409 0.036 Uiso 1 1 calc R U . . .
H19B H 0.468285 1.027466 0.267725 0.036 Uiso 1 1 calc R U . . .
C19' C 0.3849(4) 0.2495(3) 0.8277(3) 0.0403(10) Uani 1 1 d . . . . .
H19C H 0.348238 0.264321 0.762449 0.048 Uiso 1 1 calc R U . . .
H19D H 0.473385 0.215563 0.814675 0.048 Uiso 1 1 calc R U . . .
C20 C 0.5168(3) 0.8955(3) 0.3957(3) 0.0366(9) Uani 1 1 d . . . . .
H20A H 0.548941 0.939005 0.426773 0.044 Uiso 1 1 calc R U . . .
H20B H 0.586073 0.850116 0.358089 0.044 Uiso 1 1 calc R U . . .
C20' C 0.3306(4) 0.1682(3) 0.9138(3) 0.0429(10) Uani 1 1 d . . . . .
H20C H 0.240915 0.196716 0.919012 0.051 Uiso 1 1 calc R U . . .
H20D H 0.354034 0.095955 0.895592 0.051 Uiso 1 1 calc R U . . .
C21 C 0.4574(3) 0.8188(3) 0.4825(3) 0.0357(9) Uani 1 1 d . . . . .
H21A H 0.515130 0.775568 0.535189 0.043 Uiso 1 1 calc R U . . .
H21B H 0.438614 0.765882 0.453016 0.043 Uiso 1 1 calc R U . . .
C21' C 0.3739(3) 0.1516(3) 1.0185(3) 0.0342(9) Uani 1 1 d . . . . .
H21C H 0.462278 0.114095 1.016152 0.041 Uiso 1 1 calc R U . . .
H21D H 0.332043 0.103349 1.073486 0.041 Uiso 1 1 calc R U . . .
C22 C 0.3406(3) 0.8833(3) 0.5354(2) 0.0235(7) Uani 1 1 d . . . . .
H22A H 0.360566 0.929205 0.572640 0.028 Uiso 1 1 calc R U . . .
H22B H 0.301692 0.830443 0.587389 0.028 Uiso 1 1 calc R U . . .
C22' C 0.3483(3) 0.2625(3) 1.0453(3) 0.0257(7) Uani 1 1 d . . . . .
H22C H 0.377543 0.249612 1.113605 0.031 Uiso 1 1 calc R U . . .
H22D H 0.259530 0.298149 1.051349 0.031 Uiso 1 1 calc R U . . .
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_
_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 C11 108.99(13) . . ?
C1 P1 B1 108.53(13) . 2_576 ?
C11 P1 B1 123.72(14) . 2_576 ?
C1 P1 B1 94.88(13) . . ?
C11 P1 B1 121.39(14) . . ?
B1 P1 B1 95.16(14) 2_576 . ?
C2' C1' C10' 119.8(3) . . ?
C2' C1' P2 129.0(2) . . ?
C10' C1' P2 111.1(2) . . ?
C2 C1 C10 120.3(3) . . ?
C2 C1 P1 128.8(2) . . ?
C10 C1 P1 110.9(2) . . ?
C17 B1 C9 119.9(3) . . ?
C17 B1 P1 114.1(2) . 2_576 ?
C9 B1 P1 112.3(2) . 2_576 ?
C17 B1 P1 120.5(2) . . ?
C9 B1 P1 99.46(19) . . ?
P1 B1 P1 84.84(14) 2_576 . ?
C1' P2 C11' 109.82(13) . . ?
C1' P2 B2 109.00(14) . 2_667 ?
C11' P2 B2 121.59(14) . 2_667 ?
C1' P2 B2 95.38(14) . . ?
C11' P2 B2 123.00(14) . . ?
B2 P2 B2 94.40(14) 2_667 . ?
C1' C2' C3' 120.4(3) . . ?
C1' C2' H2' 119.8 . . ?
C3' C2' H2' 119.8 . . ?
C1 C2 C3 120.1(3) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C17' B2 C9' 117.8(3) . . ?
C17' B2 P2 117.2(2) . 2_667 ?
C9' B2 P2 111.4(2) . 2_667 ?
C17' B2 P2 120.8(2) . . ?
C9' B2 P2 98.8(2) . . ?
P2 B2 P2 85.60(14) 2_667 . ?
C4' C3' C2' 120.9(3) . . ?
C4' C3' H3' 119.6 . . ?
C2' C3' H3' 119.6 . . ?
C4 C3 C2 120.6(3) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 121.0(3) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C3' C4' C5' 120.5(3) . . ?
C3' C4' H4' 119.7 . . ?
C5' C4' H4' 119.7 . . ?
C6' C5' C4' 123.2(3) . . ?
C6' C5' C10' 118.2(3) . . ?
C4' C5' C10' 118.7(3) . . ?
C4 C5 C6 123.6(3) . . ?
C4 C5 C10 118.4(3) . . ?
C6 C5 C10 118.0(3) . . ?
C7 C6 C5 120.3(3) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C7' C6' C5' 120.3(3) . . ?
C7' C6' H6' 119.9 . . ?
C5' C6' H6' 119.9 . . ?
C6 C7 C8 121.1(3) . . ?
C6 C7 H7 119.4 . . ?
C8 C7 H7 119.4 . . ?
C6' C7' C8' 121.0(3) . . ?
C6' C7' H7' 119.5 . . ?
C8' C7' H7' 119.5 . . ?
C9 C8 C7 121.9(3) . . ?
C9 C8 H8 119.1 . . ?
C7 C8 H8 119.1 . . ?
C9' C8' C7' 121.7(3) . . ?
C9' C8' H8' 119.1 . . ?
C7' C8' H8' 119.1 . . ?
C8 C9 C10 116.9(3) . . ?
C8 C9 B1 127.1(3) . . ?
C10 C9 B1 116.0(3) . . ?
C8' C9' C10' 117.2(3) . . ?
C8' C9' B2 126.9(3) . . ?
C10' C9' B2 115.9(3) . . ?
C1 C10 C5 119.7(3) . . ?
C1 C10 C9 118.6(2) . . ?
C5 C10 C9 121.7(3) . . ?
C5' C10' C1' 119.7(3) . . ?
C5' C10' C9' 121.6(3) . . ?
C1' C10' C9' 118.7(3) . . ?
C13 C12 C11 109.9(2) . . ?
C13 C12 H12A 109.7 . . ?
C11 C12 H12A 109.7 . . ?
C13 C12 H12B 109.7 . . ?
C11 C12 H12B 109.7 . . ?
H12A C12 H12B 108.2 . . ?
C13' C12' C11' 111.9(3) . . ?
C13' C12' H12C 109.2 . . ?
C11' C12' H12C 109.2 . . ?
C13' C12' H12D 109.2 . . ?
C11' C12' H12D 109.2 . . ?
H12C C12' H12D 107.9 . . ?
C16 C11 C12 109.6(2) . . ?
C16 C11 P1 114.0(2) . . ?
C12 C11 P1 110.7(2) . . ?
C16 C11 H11 107.4 . . ?
C12 C11 H11 107.4 . . ?
P1 C11 H11 107.4 . . ?
C12' C11' C16' 110.4(3) . . ?
C12' C11' P2 113.2(2) . . ?
C16' C11' P2 109.8(2) . . ?
C12' C11' H11' 107.7 . . ?
C16' C11' H11' 107.7 . . ?
P2 C11' H11' 107.7 . . ?
C14 C13 C12 110.6(3) . . ?
C14 C13 H13A 109.5 . . ?
C12 C13 H13A 109.5 . . ?
C14 C13 H13B 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 108.1 . . ?
C14' C13' C12' 111.4(3) . . ?
C14' C13' H13C 109.4 . . ?
C12' C13' H13C 109.4 . . ?
C14' C13' H13D 109.4 . . ?
C12' C13' H13D 109.4 . . ?
H13C C13' H13D 108.0 . . ?
C13 C14 C15 111.0(3) . . ?
C13 C14 H14A 109.4 . . ?
C15 C14 H14A 109.4 . . ?
C13 C14 H14B 109.4 . . ?
C15 C14 H14B 109.4 . . ?
H14A C14 H14B 108.0 . . ?
C15' C14' C13' 110.6(3) . . ?
C15' C14' H14C 109.5 . . ?
C13' C14' H14C 109.5 . . ?
C15' C14' H14D 109.5 . . ?
C13' C14' H14D 109.5 . . ?
H14C C14' H14D 108.1 . . ?
C11 C16 C15 111.1(3) . . ?
C11 C16 H16A 109.4 . . ?
C15 C16 H16A 109.4 . . ?
C11 C16 H16B 109.4 . . ?
C15 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
C15' C16' C11' 110.9(2) . . ?
C15' C16' H16C 109.5 . . ?
C11' C16' H16C 109.5 . . ?
C15' C16' H16D 109.5 . . ?
C11' C16' H16D 109.5 . . ?
H16C C16' H16D 108.0 . . ?
C14 C15 C16 112.4(3) . . ?
C14 C15 H15A 109.1 . . ?
C16 C15 H15A 109.1 . . ?
C14 C15 H15B 109.1 . . ?
C16 C15 H15B 109.1 . . ?
H15A C15 H15B 107.9 . . ?
C14' C15' C16' 110.5(3) . . ?
C14' C15' H15C 109.5 . . ?
C16' C15' H15C 109.5 . . ?
C14' C15' H15D 109.5 . . ?
C16' C15' H15D 109.5 . . ?
H15C C15' H15D 108.1 . . ?
C22 C17 C18 108.4(3) . . ?
C22 C17 B1 113.8(2) . . ?
C18 C17 B1 115.7(2) . . ?
C22 C17 H17 106.0 . . ?
C18 C17 H17 106.0 . . ?
B1 C17 H17 106.0 . . ?
C22' C17' C18' 108.2(3) . . ?
C22' C17' B2 117.0(2) . . ?
C18' C17' B2 111.5(3) . . ?
C22' C17' H17' 106.5 . . ?
C18' C17' H17' 106.5 . . ?
B2 C17' H17' 106.5 . . ?
C19 C18 C17 110.9(3) . . ?
C19 C18 H18A 109.5 . . ?
C17 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 108.0 . . ?
C19' C18' C17' 111.5(3) . . ?
C19' C18' H18C 109.3 . . ?
C17' C18' H18C 109.3 . . ?
C19' C18' H18D 109.3 . . ?
C17' C18' H18D 109.3 . . ?
H18C C18' H18D 108.0 . . ?
C20 C19 C18 110.7(3) . . ?
C20 C19 H19A 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C20 C19 H19B 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 108.1 . . ?
C20' C19' C18' 111.9(3) . . ?
C20' C19' H19C 109.2 . . ?
C18' C19' H19C 109.2 . . ?
C20' C19' H19D 109.2 . . ?
C18' C19' H19D 109.2 . . ?
H19C C19' H19D 107.9 . . ?
C19 C20 C21 112.2(3) . . ?
C19 C20 H20A 109.2 . . ?
C21 C20 H20A 109.2 . . ?
C19 C20 H20B 109.2 . . ?
C21 C20 H20B 109.2 . . ?
H20A C20 H20B 107.9 . . ?
C21' C20' C19' 111.5(3) . . ?
C21' C20' H20C 109.3 . . ?
C19' C20' H20C 109.3 . . ?
C21' C20' H20D 109.3 . . ?
C19' C20' H20D 109.3 . . ?
H20C C20' H20D 108.0 . . ?
C20 C21 C22 111.9(3) . . ?
C20 C21 H21A 109.2 . . ?
C22 C21 H21A 109.2 . . ?
C20 C21 H21B 109.2 . . ?
C22 C21 H21B 109.2 . . ?
H21A C21 H21B 107.9 . . ?
C20' C21' C22' 110.9(3) . . ?
C20' C21' H21C 109.5 . . ?
C22' C21' H21C 109.5 . . ?
C20' C21' H21D 109.5 . . ?
C22' C21' H21D 109.5 . . ?
H21C C21' H21D 108.0 . . ?
C21 C22 C17 111.2(3) . . ?
C21 C22 H22A 109.4 . . ?
C17 C22 H22A 109.4 . . ?
C21 C22 H22B 109.4 . . ?
C17 C22 H22B 109.4 . . ?
H22A C22 H22B 108.0 . . ?
C21' C22' C17' 111.2(3) . . ?
C21' C22' H22C 109.4 . . ?
C17' C22' H22C 109.4 . . ?
C21' C22' H22D 109.4 . . ?
C17' C22' H22D 109.4 . . ?
H22C C22' H22D 108.0 . . ?
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 1.827(3) . ?
P1 C11 1.839(3) . ?
P1 B1 2.016(3) 2_576 ?
P1 B1 2.018(3) . ?
C1' C2' 1.374(4) . ?
C1' C10' 1.422(4) . ?
C1' P2 1.814(3) . ?
C1 C2 1.372(4) . ?
C1 C10 1.417(4) . ?
B1 C17 1.616(4) . ?
B1 C9 1.626(4) . ?
P2 C11' 1.835(3) . ?
P2 B2 2.001(3) 2_667 ?
P2 B2 2.023(4) . ?
C2' C3' 1.409(4) . ?
C2' H2' 0.9500 . ?
C2 C3 1.413(4) . ?
C2 H2 0.9500 . ?
B2 C17' 1.624(5) . ?
B2 C9' 1.649(4) . ?
C3' C4' 1.367(5) . ?
C3' H3' 0.9500 . ?
C3 C4 1.364(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.417(4) . ?
C4 H4 0.9500 . ?
C4' C5' 1.416(4) . ?
C4' H4' 0.9500 . ?
C5' C6' 1.415(4) . ?
C5' C10' 1.422(4) . ?
C5 C6 1.418(4) . ?
C5 C10 1.419(4) . ?
C6 C7 1.359(4) . ?
C6 H6 0.9500 . ?
C6' C7' 1.359(4) . ?
C6' H6' 0.9500 . ?
C7 C8 1.410(4) . ?
C7 H7 0.9500 . ?
C7' C8' 1.415(4) . ?
C7' H7' 0.9500 . ?
C8 C9 1.378(4) . ?
C8 H8 0.9500 . ?
C8' C9' 1.376(4) . ?
C8' H8' 0.9500 . ?
C9 C10 1.434(4) . ?
C9' C10' 1.427(4) . ?
C12 C13 1.531(4) . ?
C12 C11 1.538(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12' C13' 1.529(4) . ?
C12' C11' 1.530(4) . ?
C12' H12C 0.9900 . ?
C12' H12D 0.9900 . ?
C11 C16 1.527(4) . ?
C11 H11 1.0000 . ?
C11' C16' 1.542(4) . ?
C11' H11' 1.0000 . ?
C13 C14 1.514(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13' C14' 1.520(4) . ?
C13' H13C 0.9900 . ?
C13' H13D 0.9900 . ?
C14 C15 1.522(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14' C15' 1.516(5) . ?
C14' H14C 0.9900 . ?
C14' H14D 0.9900 . ?
C16 C15 1.531(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16' C15' 1.530(4) . ?
C16' H16C 0.9900 . ?
C16' H16D 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15' H15C 0.9900 . ?
C15' H15D 0.9900 . ?
C17 C22 1.533(4) . ?
C17 C18 1.535(4) . ?
C17 H17 1.0000 . ?
C17' C22' 1.534(4) . ?
C17' C18' 1.545(4) . ?
C17' H17' 1.0000 . ?
C18 C19 1.523(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18' C19' 1.529(5) . ?
C18' H18C 0.9900 . ?
C18' H18D 0.9900 . ?
C19 C20 1.519(5) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19' C20' 1.525(5) . ?
C19' H19C 0.9900 . ?
C19' H19D 0.9900 . ?
C20 C21 1.524(5) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20' C21' 1.519(5) . ?
C20' H20C 0.9900 . ?
C20' H20D 0.9900 . ?
C21 C22 1.528(4) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21' C22' 1.527(4) . ?
C21' H21C 0.9900 . ?
C21' H21D 0.9900 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22' H22C 0.9900 . ?
C22' H22D 0.9900 . ?
