#------------------------------------------------------------------------------
#$Date: 2020-09-06 11:32:50 +0300 (Sun, 06 Sep 2020) $
#$Revision: 256008 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/67/7126778.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_7126778
loop_
_publ_author_name
'Chen, Chaohuang'
'Daniliuc, Constantin G.'
'Mück-Lichtenfeld, Christian'
'Kehr, Gerald'
'Erker, Gerhard'
_publ_section_title
;
 A rare olefin 1,1-carboboration reaction opens a synthetic pathway to an
 unusually structured frustrated Lewis pair.
;
_journal_issue                   62
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              8806
_journal_page_last               8809
_journal_paper_doi               10.1039/d0cc01255f
_journal_volume                  56
_journal_year                    2020
_chemical_formula_sum            'C55 H44 B F10 O P'
_chemical_formula_weight         952.68
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           'APEX3 v2016.1-0'
_audit_update_record
;
2019-09-12 deposited with the CCDC.	2020-06-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.9670(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.0862(3)
_cell_length_b                   17.6699(4)
_cell_length_c                   21.1798(5)
_cell_measurement_reflns_used    9919
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      66.5595
_cell_measurement_theta_min      3.2778
_cell_volume                     4454.93(18)
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_collection       'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_molecular_graphics    'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'
_computing_publication_material  'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Kappa CCD APEXII'
_diffrn_measurement_method       'phi / omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0649
_diffrn_reflns_av_unetI/netI     0.0362
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            62367
_diffrn_reflns_theta_full        66.74
_diffrn_reflns_theta_max         66.74
_diffrn_reflns_theta_min         4.24
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.273
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_correction_T_min  0.83
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Bruker AXS (2014). SADABS, Version 2014/5, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.420
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1968
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.308
_refine_diff_density_min         -0.334
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     619
_refine_ls_number_reflns         7865
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0395
_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)+(0.0508P)²+1.3930P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0975
_refine_ls_wR_factor_ref         0.1021
_reflns_number_gt                6395
_reflns_number_total             7865
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc01255f2.cif
_cod_data_source_block           erk9472
_cod_depositor_comments
'Adding full bibliography for 7126774--7126779.cif.'
_cod_database_code               7126778
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P P1 0.54753(4) 0.70220(3) 0.70236(2) 0.01551(12) Uani d . . . 1 . .
C C1 0.49285(15) 0.63466(10) 0.64001(9) 0.0176(4) Uani d . . . 1 . .
H H1A 0.4535 0.6612 0.6014 0.021 Uiso calc U . R 1 . .
H H1B 0.5546 0.6041 0.6279 0.021 Uiso calc U . R 1 . .
C C2 0.40996(15) 0.58348(10) 0.66890(9) 0.0179(4) Uani d . . . 1 . .
H H2 0.4101 0.5326 0.6481 0.021 Uiso calc U . R 1 . .
C C4 0.50137(15) 0.65254(10) 0.76822(9) 0.0172(4) Uani d . . . 1 . .
H H4A 0.5635 0.6477 0.8052 0.021 Uiso calc U . R 1 . .
H H4B 0.4379 0.6793 0.7823 0.021 Uiso calc U . R 1 . .
C C3 0.46433(16) 0.57414(10) 0.74001(9) 0.0193(4) Uani d . . . 1 . .
H H3A 0.4097 0.5513 0.7642 0.023 Uiso calc U . R 1 . .
H H3B 0.5302 0.5401 0.7436 0.023 Uiso calc U . R 1 . .
B B1 0.28085(18) 0.61519(12) 0.65462(10) 0.0181(5) Uani d . . . 1 . .
O O1 0.28107(11) 0.69935(7) 0.66875(6) 0.0180(3) Uani d . . . 1 . .
C C5 0.48032(16) 0.79758(10) 0.69467(9) 0.0185(4) Uani d . . . 1 . .
H H5 0.5391 0.8325 0.6834 0.022 Uiso calc U . R 1 . .
C C6 0.38502(16) 0.80186(10) 0.63897(9) 0.0188(4) Uani d . . . 1 . .
H H6 0.3878 0.8419 0.6093 0.023 Uiso calc U . R 1 . .
C C7 0.29679(16) 0.75537(10) 0.62667(9) 0.0181(4) Uani d . . . 1 . .
C C11 0.69862(15) 0.71643(10) 0.70484(9) 0.0155(4) Uani d . . . 1 . .
C C12 0.78205(15) 0.68810(10) 0.75434(9) 0.0170(4) Uani d . . . 1 . .
C C13 0.89475(16) 0.70364(11) 0.75258(9) 0.0200(4) Uani d . . . 1 . .
H H13 0.9507 0.6865 0.7867 0.024 Uiso calc U . R 1 . .
C C14 0.92685(16) 0.74300(11) 0.70281(9) 0.0219(4) Uani d . . . 1 . .
H H14 1.0041 0.7527 0.7026 0.026 Uiso calc U . R 1 . .
C C15 0.84632(16) 0.76824(11) 0.65330(9) 0.0219(4) Uani d . . . 1 . .
H H15 0.8691 0.7945 0.6186 0.026 Uiso calc U . R 1 . .
C C16 0.73259(16) 0.75628(10) 0.65276(9) 0.0182(4) Uani d . . . 1 . .
C C21 0.76394(15) 0.63722(10) 0.80870(9) 0.0168(4) Uani d . . . 1 . .
C C22 0.76284(15) 0.55880(11) 0.79866(9) 0.0198(4) Uani d . . . 1 . .
C C23 0.75650(16) 0.51063(11) 0.84997(10) 0.0227(4) Uani d . . . 1 . .
H H23 0.7546 0.4575 0.8431 0.027 Uiso calc U . R 1 . .
C C24 0.75290(16) 0.53845(11) 0.91123(10) 0.0220(4) Uani d . . . 1 . .
C C25 0.75579(15) 0.61649(11) 0.91987(9) 0.0192(4) Uani d . . . 1 . .
H H25 0.7531 0.6363 0.9613 0.023 Uiso calc U . R 1 . .
C C26 0.76244(15) 0.66650(11) 0.87014(9) 0.0177(4) Uani d . . . 1 . .
C C27 0.77349(18) 0.52555(11) 0.73410(10) 0.0252(5) Uani d . . . 1 . .
H H27A 0.7082 0.5403 0.7023 0.038 Uiso calc U . R 1 . .
H H27B 0.777 0.4702 0.7373 0.038 Uiso calc U . R 1 . .
H H27C 0.8422 0.5446 0.7209 0.038 Uiso calc U . R 1 . .
C C28 0.75000(19) 0.48558(12) 0.96688(10) 0.0312(5) Uani d . . . 1 . .
H H28A 0.7746 0.5127 1.0072 0.047 Uiso calc U . R 1 . .
H H28B 0.8003 0.4427 0.9641 0.047 Uiso calc U . R 1 . .
H H28C 0.6732 0.467 0.9655 0.047 Uiso calc U . R 1 . .
C C29 0.76893(17) 0.75038(11) 0.88350(10) 0.0238(4) Uani d . . . 1 . .
H H29A 0.693 0.7719 0.8759 0.036 Uiso calc U . R 1 . .
H H29B 0.8141 0.7748 0.8551 0.036 Uiso calc U . R 1 . .
H H29C 0.8038 0.759 0.9282 0.036 Uiso calc U . R 1 . .
C C31 0.65394(15) 0.78502(11) 0.59471(9) 0.0184(4) Uani d . . . 1 . .
C C32 0.62054(16) 0.73698(11) 0.54175(9) 0.0189(4) Uani d . . . 1 . .
C C33 0.54840(16) 0.76544(11) 0.48813(9) 0.0203(4) Uani d . . . 1 . .
H H33 0.5236 0.7325 0.4531 0.024 Uiso calc U . R 1 . .
C C34 0.51190(16) 0.83997(11) 0.48433(9) 0.0206(4) Uani d . . . 1 . .
C C35 0.55250(16) 0.88755(11) 0.53527(9) 0.0200(4) Uani d . . . 1 . .
H H35 0.5308 0.9393 0.5328 0.024 Uiso calc U . R 1 . .
C C36 0.62357(16) 0.86207(11) 0.58961(9) 0.0192(4) Uani d . . . 1 . .
C C37 0.66623(17) 0.65794(11) 0.53873(10) 0.0245(4) Uani d . . . 1 . .
H H37A 0.7185 0.6566 0.5082 0.037 Uiso calc U . R 1 . .
H H37B 0.6041 0.6228 0.5248 0.037 Uiso calc U . R 1 . .
H H37C 0.7058 0.6431 0.5813 0.037 Uiso calc U . R 1 . .
C C38 0.43435(18) 0.86938(12) 0.42596(10) 0.0274(5) Uani d . . . 1 . .
H H38A 0.4105 0.8274 0.3965 0.041 Uiso calc U . R 1 . .
H H38B 0.4739 0.9072 0.4044 0.041 Uiso calc U . R 1 . .
H H38C 0.3683 0.8926 0.4391 0.041 Uiso calc U . R 1 . .
C C39 0.66885(18) 0.91908(12) 0.64064(10) 0.0271(5) Uani d . . . 1 . .
H H39A 0.7264 0.9501 0.6258 0.041 Uiso calc U . R 1 . .
H H39B 0.702 0.8925 0.68 0.041 Uiso calc U . R 1 . .
H H39C 0.6075 0.9516 0.6493 0.041 Uiso calc U . R 1 . .
C C41 0.20869(15) 0.57056(10) 0.70303(9) 0.0174(4) Uani d . . . 1 . .
F F42 0.18924(10) 0.67218(6) 0.77475(5) 0.0266(3) Uani d . . . 1 . .
C C42 0.16916(16) 0.59918(10) 0.75589(9) 0.0195(4) Uani d . . . 1 . .
F F43 0.07525(10) 0.58837(6) 0.84524(5) 0.0293(3) Uani d . . . 1 . .
C C43 0.10788(16) 0.55752(11) 0.79324(9) 0.0215(4) Uani d . . . 1 . .
F F44 0.02308(10) 0.44201(7) 0.81442(6) 0.0310(3) Uani d . . . 1 . .
C C44 0.08172(16) 0.48311(11) 0.77816(9) 0.0222(4) Uani d . . . 1 . .
F F45 0.09909(10) 0.37794(6) 0.71260(6) 0.0296(3) Uani d . . . 1 . .
C C45 0.12053(16) 0.45131(10) 0.72698(9) 0.0205(4) Uani d . . . 1 . .
F F46 0.22154(9) 0.45743(6) 0.64397(5) 0.0228(3) Uani d . . . 1 . .
C C46 0.18326(15) 0.49441(11) 0.69221(9) 0.0182(4) Uani d . . . 1 . .
C C51 0.21336(15) 0.59751(10) 0.58088(9) 0.0176(4) Uani d . . . 1 . .
F F52 0.36711(9) 0.54690(6) 0.53634(5) 0.0253(3) Uani d . . . 1 . .
C C52 0.25641(16) 0.56573(11) 0.53037(9) 0.0200(4) Uani d . . . 1 . .
F F53 0.24035(10) 0.51615(7) 0.42486(5) 0.0296(3) Uani d . . . 1 . .
C C53 0.19317(17) 0.54937(11) 0.47098(9) 0.0228(4) Uani d . . . 1 . .
F F54 0.01931(10) 0.55171(8) 0.40122(6) 0.0374(3) Uani d . . . 1 . .
C C54 0.08087(17) 0.56711(11) 0.45881(9) 0.0244(5) Uani d . . . 1 . .
F F55 -0.07785(10) 0.61548(7) 0.49601(6) 0.0341(3) Uani d . . . 1 . .
C C55 0.03269(16) 0.59886(11) 0.50683(10) 0.0243(4) Uani d . . . 1 . .
F F56 0.04428(9) 0.64181(6) 0.61089(5) 0.0250(3) Uani d . . . 1 . .
C C56 0.09830(16) 0.61232(11) 0.56563(9) 0.0208(4) Uani d . . . 1 . .
C C61 0.45676(16) 0.82604(10) 0.75906(9) 0.0192(4) Uani d . . . 1 . .
C C62 0.54322(17) 0.86080(10) 0.80101(9) 0.0214(4) Uani d . . . 1 . .
H H62 0.6149 0.8665 0.789 0.026 Uiso calc U . R 1 . .
C C63 0.52599(18) 0.88722(11) 0.86018(10) 0.0249(4) Uani d . . . 1 . .
H H63 0.586 0.9102 0.8886 0.03 Uiso calc U . R 1 . .
C C64 0.42161(18) 0.88008(11) 0.87782(10) 0.0270(5) Uani d . . . 1 . .
H H64 0.4096 0.8984 0.9182 0.032 Uiso calc U . R 1 . .
C C65 0.33418(18) 0.84595(11) 0.83619(10) 0.0268(5) Uani d . . . 1 . .
H H65 0.2624 0.841 0.8482 0.032 Uiso calc U . R 1 . .
C C66 0.35163(17) 0.81905(11) 0.77701(10) 0.0234(4) Uani d . . . 1 . .
H H66 0.2917 0.7958 0.7487 0.028 Uiso calc U . R 1 . .
C C71 0.20912(16) 0.77086(11) 0.56917(9) 0.0202(4) Uani d . . . 1 . .
C C72 0.23414(17) 0.76451(11) 0.50752(10) 0.0232(4) Uani d . . . 1 . .
H H72 0.3059 0.7466 0.5019 0.028 Uiso calc U . R 1 . .
C C73 0.15572(18) 0.78399(12) 0.45473(11) 0.0297(5) Uani d . . . 1 . .
H H73 0.1732 0.7786 0.4129 0.036 Uiso calc U . R 1 . .
C C74 0.05144(18) 0.81144(13) 0.46237(11) 0.0348(6) Uani d . . . 1 . .
H H74 -0.0024 0.8252 0.426 0.042 Uiso calc U . R 1 . .
C C75 0.02638(18) 0.81871(14) 0.52330(11) 0.0382(6) Uani d . . . 1 . .
H H75 -0.045 0.8375 0.5287 0.046 Uiso calc U . R 1 . .
C C76 0.10443(17) 0.79880(12) 0.57647(10) 0.0287(5) Uani d . . . 1 . .
H H76 0.0865 0.8042 0.6182 0.034 Uiso calc U . R 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C4 P1 C1 . . 96.86(9) ?
C4 P1 C11 . . 118.74(9) ?
C1 P1 C11 . . 110.23(8) ?
C4 P1 C5 . . 108.45(9) ?
C1 P1 C5 . . 115.58(9) ?
C11 P1 C5 . . 107.14(8) ?
C2 C1 P1 . . 105.94(12) ?
C2 C1 H1A . . 110.5 ?
P1 C1 H1A . . 110.5 ?
C2 C1 H1B . . 110.5 ?
P1 C1 H1B . . 110.5 ?
H1A C1 H1B . . 108.7 ?
C3 C2 C1 . . 104.60(15) ?
C3 C2 B1 . . 116.62(15) ?
C1 C2 B1 . . 112.81(15) ?
C3 C2 H2 . . 107.5 ?
C1 C2 H2 . . 107.5 ?
B1 C2 H2 . . 107.5 ?
C3 C4 P1 . . 104.08(13) ?
C3 C4 H4A . . 110.9 ?
P1 C4 H4A . . 110.9 ?
C3 C4 H4B . . 110.9 ?
P1 C4 H4B . . 110.9 ?
H4A C4 H4B . . 109.0 ?
C4 C3 C2 . . 109.12(15) ?
C4 C3 H3A . . 109.9 ?
C2 C3 H3A . . 109.9 ?
C4 C3 H3B . . 109.9 ?
C2 C3 H3B . . 109.9 ?
H3A C3 H3B . . 108.3 ?
O1 B1 C2 . . 109.29(15) ?
O1 B1 C41 . . 109.13(15) ?
C2 B1 C41 . . 108.06(15) ?
O1 B1 C51 . . 110.71(15) ?
C2 B1 C51 . . 114.00(16) ?
C41 B1 C51 . . 105.47(15) ?
C7 O1 B1 . . 125.23(14) ?
C6 C5 C61 . . 116.70(16) ?
C6 C5 P1 . . 112.17(13) ?
C61 C5 P1 . . 111.44(13) ?
C6 C5 H5 . . 105.1 ?
C61 C5 H5 . . 105.1 ?
P1 C5 H5 . . 105.1 ?
C7 C6 C5 . . 126.90(17) ?
C7 C6 H6 . . 116.6 ?
C5 C6 H6 . . 116.6 ?
C6 C7 O1 . . 120.97(17) ?
C6 C7 C71 . . 118.41(17) ?
O1 C7 C71 . . 120.32(16) ?
C12 C11 C16 . . 118.94(16) ?
C12 C11 P1 . . 123.43(14) ?
C16 C11 P1 . . 117.60(14) ?
C13 C12 C11 . . 118.96(17) ?
C13 C12 C21 . . 114.16(16) ?
C11 C12 C21 . . 126.77(16) ?
C14 C13 C12 . . 121.76(18) ?
C14 C13 H13 . . 119.1 ?
C12 C13 H13 . . 119.1 ?
C13 C14 C15 . . 119.51(18) ?
C13 C14 H14 . . 120.2 ?
C15 C14 H14 . . 120.2 ?
C14 C15 C16 . . 121.71(18) ?
C14 C15 H15 . . 119.1 ?
C16 C15 H15 . . 119.1 ?
C15 C16 C11 . . 119.03(17) ?
C15 C16 C31 . . 116.06(16) ?
C11 C16 C31 . . 124.88(16) ?
C22 C21 C26 . . 120.25(17) ?
C22 C21 C12 . . 118.23(16) ?
C26 C21 C12 . . 121.04(16) ?
C23 C22 C21 . . 119.08(18) ?
C23 C22 C27 . . 119.49(17) ?
C21 C22 C27 . . 121.37(17) ?
C22 C23 C24 . . 121.68(18) ?
C22 C23 H23 . . 119.2 ?
C24 C23 H23 . . 119.2 ?
C25 C24 C23 . . 117.88(18) ?
C25 C24 C28 . . 120.97(18) ?
C23 C24 C28 . . 121.12(18) ?
C26 C25 C24 . . 122.33(18) ?
C26 C25 H25 . . 118.8 ?
C24 C25 H25 . . 118.8 ?
C25 C26 C21 . . 118.74(17) ?
C25 C26 C29 . . 119.42(17) ?
C21 C26 C29 . . 121.84(17) ?
C22 C27 H27A . . 109.5 ?
C22 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C22 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C24 C28 H28A . . 109.5 ?
C24 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C24 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C26 C29 H29A . . 109.5 ?
C26 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C26 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C32 C31 C36 . . 119.08(17) ?
C32 C31 C16 . . 120.01(17) ?
C36 C31 C16 . . 120.49(17) ?
C33 C32 C31 . . 118.81(17) ?
C33 C32 C37 . . 118.66(17) ?
C31 C32 C37 . . 122.37(17) ?
C34 C33 C32 . . 122.37(18) ?
C34 C33 H33 . . 118.8 ?
C32 C33 H33 . . 118.8 ?
C33 C34 C35 . . 117.63(18) ?
C33 C34 C38 . . 121.40(18) ?
C35 C34 C38 . . 120.93(18) ?
C36 C35 C34 . . 122.22(18) ?
C36 C35 H35 . . 118.9 ?
C34 C35 H35 . . 118.9 ?
C35 C36 C31 . . 119.53(17) ?
C35 C36 C39 . . 118.26(18) ?
C31 C36 C39 . . 122.18(18) ?
C32 C37 H37A . . 109.5 ?
C32 C37 H37B . . 109.5 ?
H37A C37 H37B . . 109.5 ?
C32 C37 H37C . . 109.5 ?
H37A C37 H37C . . 109.5 ?
H37B C37 H37C . . 109.5 ?
C34 C38 H38A . . 109.5 ?
C34 C38 H38B . . 109.5 ?
H38A C38 H38B . . 109.5 ?
C34 C38 H38C . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
C36 C39 H39A . . 109.5 ?
C36 C39 H39B . . 109.5 ?
H39A C39 H39B . . 109.5 ?
C36 C39 H39C . . 109.5 ?
H39A C39 H39C . . 109.5 ?
H39B C39 H39C . . 109.5 ?
C42 C41 C46 . . 112.87(17) ?
C42 C41 B1 . . 128.18(17) ?
C46 C41 B1 . . 118.94(16) ?
F42 C42 C43 . . 114.98(17) ?
F42 C42 C41 . . 120.95(17) ?
C43 C42 C41 . . 124.08(18) ?
F43 C43 C44 . . 119.20(17) ?
F43 C43 C42 . . 120.85(18) ?
C44 C43 C42 . . 119.94(18) ?
F44 C44 C45 . . 121.02(18) ?
F44 C44 C43 . . 120.40(18) ?
C45 C44 C43 . . 118.53(17) ?
F45 C45 C44 . . 119.59(17) ?
F45 C45 C46 . . 120.97(17) ?
C44 C45 C46 . . 119.42(17) ?
F46 C46 C45 . . 115.29(16) ?
F46 C46 C41 . . 119.65(16) ?
C45 C46 C41 . . 125.07(18) ?
C52 C51 C56 . . 112.88(17) ?
C52 C51 B1 . . 127.77(17) ?
C56 C51 B1 . . 119.30(17) ?
F52 C52 C53 . . 114.33(17) ?
F52 C52 C51 . . 121.36(17) ?
C53 C52 C51 . . 124.30(18) ?
F53 C53 C54 . . 119.46(17) ?
F53 C53 C52 . . 120.86(18) ?
C54 C53 C52 . . 119.67(18) ?
F54 C54 C53 . . 119.91(19) ?
F54 C54 C55 . . 121.03(18) ?
C53 C54 C55 . . 119.04(18) ?
F55 C55 C54 . . 119.79(18) ?
F55 C55 C56 . . 121.00(18) ?
C54 C55 C56 . . 119.21(18) ?
F56 C56 C55 . . 115.73(17) ?
F56 C56 C51 . . 119.41(17) ?
C55 C56 C51 . . 124.86(18) ?
C62 C61 C66 . . 118.97(18) ?
C62 C61 C5 . . 118.71(17) ?
C66 C61 C5 . . 122.32(18) ?
C63 C62 C61 . . 120.79(19) ?
C63 C62 H62 . . 119.6 ?
C61 C62 H62 . . 119.6 ?
C64 C63 C62 . . 120.0(2) ?
C64 C63 H63 . . 120.0 ?
C62 C63 H63 . . 120.0 ?
C63 C64 C65 . . 119.8(2) ?
C63 C64 H64 . . 120.1 ?
C65 C64 H64 . . 120.1 ?
C66 C65 C64 . . 120.2(2) ?
C66 C65 H65 . . 119.9 ?
C64 C65 H65 . . 119.9 ?
C65 C66 C61 . . 120.2(2) ?
C65 C66 H66 . . 119.9 ?
C61 C66 H66 . . 119.9 ?
C76 C71 C72 . . 118.76(18) ?
C76 C71 C7 . . 120.30(18) ?
C72 C71 C7 . . 120.66(17) ?
C73 C72 C71 . . 120.61(19) ?
C73 C72 H72 . . 119.7 ?
C71 C72 H72 . . 119.7 ?
C72 C73 C74 . . 120.3(2) ?
C72 C73 H73 . . 119.9 ?
C74 C73 H73 . . 119.9 ?
C75 C74 C73 . . 119.5(2) ?
C75 C74 H74 . . 120.3 ?
C73 C74 H74 . . 120.3 ?
C74 C75 C76 . . 120.5(2) ?
C74 C75 H75 . . 119.7 ?
C76 C75 H75 . . 119.7 ?
C75 C76 C71 . . 120.3(2) ?
C75 C76 H76 . . 119.8 ?
C71 C76 H76 . . 119.8 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
P1 C4 . 1.8155(19) ?
P1 C1 . 1.8173(19) ?
P1 C11 . 1.8351(18) ?
P1 C5 . 1.8659(19) ?
C1 C2 . 1.552(3) ?
C1 H1A . 0.99 ?
C1 H1B . 0.99 ?
C2 C3 . 1.544(3) ?
C2 B1 . 1.636(3) ?
C2 H2 . 1.0 ?
C4 C3 . 1.544(3) ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C3 H3A . 0.99 ?
C3 H3B . 0.99 ?
B1 O1 . 1.517(2) ?
B1 C41 . 1.656(3) ?
B1 C51 . 1.662(3) ?
O1 C7 . 1.367(2) ?
C5 C6 . 1.501(3) ?
C5 C61 . 1.526(3) ?
C5 H5 . 1.0 ?
C6 C7 . 1.336(3) ?
C6 H6 . 0.95 ?
C7 C71 . 1.495(3) ?
C11 C12 . 1.414(3) ?
C11 C16 . 1.428(3) ?
C12 C13 . 1.396(3) ?
C12 C21 . 1.506(3) ?
C13 C14 . 1.374(3) ?
C13 H13 . 0.95 ?
C14 C15 . 1.376(3) ?
C14 H14 . 0.95 ?
C15 C16 . 1.389(3) ?
C15 H15 . 0.95 ?
C16 C31 . 1.506(3) ?
C21 C22 . 1.402(3) ?
C21 C26 . 1.403(3) ?
C22 C23 . 1.393(3) ?
C22 C27 . 1.514(3) ?
C23 C24 . 1.395(3) ?
C23 H23 . 0.95 ?
C24 C25 . 1.391(3) ?
C24 C28 . 1.509(3) ?
C25 C26 . 1.388(3) ?
C25 H25 . 0.95 ?
C26 C29 . 1.508(3) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C31 C32 . 1.409(3) ?
C31 C36 . 1.409(3) ?
C32 C33 . 1.400(3) ?
C32 C37 . 1.507(3) ?
C33 C34 . 1.387(3) ?
C33 H33 . 0.95 ?
C34 C35 . 1.389(3) ?
C34 C38 . 1.509(3) ?
C35 C36 . 1.387(3) ?
C35 H35 . 0.95 ?
C36 C39 . 1.509(3) ?
C37 H37A . 0.98 ?
C37 H37B . 0.98 ?
C37 H37C . 0.98 ?
C38 H38A . 0.98 ?
C38 H38B . 0.98 ?
C38 H38C . 0.98 ?
C39 H39A . 0.98 ?
C39 H39B . 0.98 ?
C39 H39C . 0.98 ?
C41 C42 . 1.387(3) ?
C41 C46 . 1.390(3) ?
F42 C42 . 1.360(2) ?
C42 C43 . 1.385(3) ?
F43 C43 . 1.348(2) ?
C43 C44 . 1.377(3) ?
F44 C44 . 1.344(2) ?
C44 C45 . 1.374(3) ?
F45 C45 . 1.347(2) ?
C45 C46 . 1.375(3) ?
F46 C46 . 1.360(2) ?
C51 C52 . 1.387(3) ?
C51 C56 . 1.397(3) ?
F52 C52 . 1.363(2) ?
C52 C53 . 1.385(3) ?
F53 C53 . 1.348(2) ?
C53 C54 . 1.373(3) ?
F54 C54 . 1.342(2) ?
C54 C55 . 1.376(3) ?
F55 C55 . 1.348(2) ?
C55 C56 . 1.376(3) ?
F56 C56 . 1.354(2) ?
C61 C62 . 1.392(3) ?
C61 C66 . 1.393(3) ?
C62 C63 . 1.386(3) ?
C62 H62 . 0.95 ?
C63 C64 . 1.382(3) ?
C63 H63 . 0.95 ?
C64 C65 . 1.391(3) ?
C64 H64 . 0.95 ?
C65 C66 . 1.390(3) ?
C65 H65 . 0.95 ?
C66 H66 . 0.95 ?
C71 C76 . 1.392(3) ?
C71 C72 . 1.395(3) ?
C72 C73 . 1.378(3) ?
C72 H72 . 0.95 ?
C73 C74 . 1.386(3) ?
C73 H73 . 0.95 ?
C74 C75 . 1.382(3) ?
C74 H74 . 0.95 ?
C75 C76 . 1.383(3) ?
C75 H75 . 0.95 ?
C76 H76 . 0.95 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C4 P1 C1 C2 . . . . 14.90(13) ?
C11 P1 C1 C2 . . . . 138.98(12) ?
C5 P1 C1 C2 . . . . -99.37(13) ?
P1 C1 C2 C3 . . . . -36.54(16) ?
P1 C1 C2 B1 . . . . 91.18(16) ?
C1 P1 C4 C3 . . . . 11.38(13) ?
C11 P1 C4 C3 . . . . -106.22(13) ?
C5 P1 C4 C3 . . . . 131.28(12) ?
P1 C4 C3 C2 . . . . -35.60(17) ?
C1 C2 C3 C4 . . . . 47.60(19) ?
B1 C2 C3 C4 . . . . -77.8(2) ?
C3 C2 B1 O1 . . . . 74.8(2) ?
C1 C2 B1 O1 . . . . -46.3(2) ?
C3 C2 B1 C41 . . . . -43.9(2) ?
C1 C2 B1 C41 . . . . -164.98(15) ?
C3 C2 B1 C51 . . . . -160.76(15) ?
C1 C2 B1 C51 . . . . 78.1(2) ?
C2 B1 O1 C7 . . . . 85.7(2) ?
C41 B1 O1 C7 . . . . -156.33(16) ?
C51 B1 O1 C7 . . . . -40.7(2) ?
C4 P1 C5 C6 . . . . -104.02(14) ?
C1 P1 C5 C6 . . . . 3.40(17) ?
C11 P1 C5 C6 . . . . 126.69(13) ?
C4 P1 C5 C61 . . . . 28.92(15) ?
C1 P1 C5 C61 . . . . 136.34(13) ?
C11 P1 C5 C61 . . . . -100.37(14) ?
C61 C5 C6 C7 . . . . -77.2(2) ?
P1 C5 C6 C7 . . . . 53.1(2) ?
C5 C6 C7 O1 . . . . 4.7(3) ?
C5 C6 C7 C71 . . . . 178.40(17) ?
B1 O1 C7 C6 . . . . -117.1(2) ?
B1 O1 C7 C71 . . . . 69.3(2) ?
C4 P1 C11 C12 . . . . 2.58(19) ?
C1 P1 C11 C12 . . . . -107.74(16) ?
C5 P1 C11 C12 . . . . 125.73(16) ?
C4 P1 C11 C16 . . . . -179.40(13) ?
C1 P1 C11 C16 . . . . 70.27(16) ?
C5 P1 C11 C16 . . . . -56.25(16) ?
C16 C11 C12 C13 . . . . 3.6(3) ?
P1 C11 C12 C13 . . . . -178.45(14) ?
C16 C11 C12 C21 . . . . -172.25(17) ?
P1 C11 C12 C21 . . . . 5.7(3) ?
C11 C12 C13 C14 . . . . -2.7(3) ?
C21 C12 C13 C14 . . . . 173.64(17) ?
C12 C13 C14 C15 . . . . 0.2(3) ?
C13 C14 C15 C16 . . . . 1.3(3) ?
C14 C15 C16 C11 . . . . -0.3(3) ?
C14 C15 C16 C31 . . . . -178.33(18) ?
C12 C11 C16 C15 . . . . -2.1(3) ?
P1 C11 C16 C15 . . . . 179.77(14) ?
C12 C11 C16 C31 . . . . 175.72(17) ?
P1 C11 C16 C31 . . . . -2.4(2) ?
C13 C12 C21 C22 . . . . -88.6(2) ?
C11 C12 C21 C22 . . . . 87.4(2) ?
C13 C12 C21 C26 . . . . 83.4(2) ?
C11 C12 C21 C26 . . . . -100.6(2) ?
C26 C21 C22 C23 . . . . 2.1(3) ?
C12 C21 C22 C23 . . . . 174.20(17) ?
C26 C21 C22 C27 . . . . -175.20(17) ?
C12 C21 C22 C27 . . . . -3.1(3) ?
C21 C22 C23 C24 . . . . -1.0(3) ?
C27 C22 C23 C24 . . . . 176.39(18) ?
C22 C23 C24 C25 . . . . 0.0(3) ?
C22 C23 C24 C28 . . . . -177.90(19) ?
C23 C24 C25 C26 . . . . -0.2(3) ?
C28 C24 C25 C26 . . . . 177.70(18) ?
C24 C25 C26 C21 . . . . 1.4(3) ?
C24 C25 C26 C29 . . . . -178.08(18) ?
C22 C21 C26 C25 . . . . -2.3(3) ?
C12 C21 C26 C25 . . . . -174.16(17) ?
C22 C21 C26 C29 . . . . 177.14(17) ?
C12 C21 C26 C29 . . . . 5.3(3) ?
C15 C16 C31 C32 . . . . 91.9(2) ?
C11 C16 C31 C32 . . . . -86.0(2) ?
C15 C16 C31 C36 . . . . -80.7(2) ?
C11 C16 C31 C36 . . . . 101.4(2) ?
C36 C31 C32 C33 . . . . -6.6(3) ?
C16 C31 C32 C33 . . . . -179.27(17) ?
C36 C31 C32 C37 . . . . 168.83(17) ?
C16 C31 C32 C37 . . . . -3.9(3) ?
C31 C32 C33 C34 . . . . 2.4(3) ?
C37 C32 C33 C34 . . . . -173.19(17) ?
C32 C33 C34 C35 . . . . 2.1(3) ?
C32 C33 C34 C38 . . . . 179.86(18) ?
C33 C34 C35 C36 . . . . -2.5(3) ?
C38 C34 C35 C36 . . . . 179.78(18) ?
C34 C35 C36 C31 . . . . -1.7(3) ?
C34 C35 C36 C39 . . . . 176.32(18) ?
C32 C31 C36 C35 . . . . 6.3(3) ?
C16 C31 C36 C35 . . . . 178.95(17) ?
C32 C31 C36 C39 . . . . -171.67(18) ?
C16 C31 C36 C39 . . . . 1.0(3) ?
O1 B1 C41 C42 . . . . -10.4(3) ?
C2 B1 C41 C42 . . . . 108.3(2) ?
C51 B1 C41 C42 . . . . -129.40(19) ?
O1 B1 C41 C46 . . . . 170.53(16) ?
C2 B1 C41 C46 . . . . -70.7(2) ?
C51 B1 C41 C46 . . . . 51.6(2) ?
C46 C41 C42 F42 . . . . 178.06(16) ?
B1 C41 C42 F42 . . . . -1.0(3) ?
C46 C41 C42 C43 . . . . -1.8(3) ?
B1 C41 C42 C43 . . . . 179.10(18) ?
F42 C42 C43 F43 . . . . -2.0(3) ?
C41 C42 C43 F43 . . . . 177.83(17) ?
F42 C42 C43 C44 . . . . 179.38(17) ?
C41 C42 C43 C44 . . . . -0.7(3) ?
F43 C43 C44 F44 . . . . 0.8(3) ?
C42 C43 C44 F44 . . . . 179.44(17) ?
F43 C43 C44 C45 . . . . -176.67(17) ?
C42 C43 C44 C45 . . . . 1.9(3) ?
F44 C44 C45 F45 . . . . 0.4(3) ?
C43 C44 C45 F45 . . . . 177.86(17) ?
F44 C44 C45 C46 . . . . -177.94(17) ?
C43 C44 C45 C46 . . . . -0.4(3) ?
F45 C45 C46 F46 . . . . -0.6(3) ?
C44 C45 C46 F46 . . . . 177.65(16) ?
F45 C45 C46 C41 . . . . 179.28(17) ?
C44 C45 C46 C41 . . . . -2.4(3) ?
C42 C41 C46 F46 . . . . -176.66(16) ?
B1 C41 C46 F46 . . . . 2.5(3) ?
C42 C41 C46 C45 . . . . 3.4(3) ?
B1 C41 C46 C45 . . . . -177.39(18) ?
O1 B1 C51 C52 . . . . 117.8(2) ?
C2 B1 C51 C52 . . . . -5.9(3) ?
C41 B1 C51 C52 . . . . -124.31(19) ?
O1 B1 C51 C56 . . . . -65.1(2) ?
C2 B1 C51 C56 . . . . 171.20(16) ?
C41 B1 C51 C56 . . . . 52.8(2) ?
C56 C51 C52 F52 . . . . -179.59(16) ?
B1 C51 C52 F52 . . . . -2.3(3) ?
C56 C51 C52 C53 . . . . -0.6(3) ?
B1 C51 C52 C53 . . . . 176.72(18) ?
F52 C52 C53 F53 . . . . 1.3(3) ?
C51 C52 C53 F53 . . . . -177.80(17) ?
F52 C52 C53 C54 . . . . -178.77(17) ?
C51 C52 C53 C54 . . . . 2.1(3) ?
F53 C53 C54 F54 . . . . -0.4(3) ?
C52 C53 C54 F54 . . . . 179.68(17) ?
F53 C53 C54 C55 . . . . 178.00(17) ?
C52 C53 C54 C55 . . . . -1.9(3) ?
F54 C54 C55 F55 . . . . -0.6(3) ?
C53 C54 C55 F55 . . . . -178.92(17) ?
F54 C54 C55 C56 . . . . 178.67(18) ?
C53 C54 C55 C56 . . . . 0.3(3) ?
F55 C55 C56 F56 . . . . 0.9(3) ?
C54 C55 C56 F56 . . . . -178.34(17) ?
F55 C55 C56 C51 . . . . -179.43(17) ?
C54 C55 C56 C51 . . . . 1.4(3) ?
C52 C51 C56 F56 . . . . 178.48(16) ?
B1 C51 C56 F56 . . . . 0.9(3) ?
C52 C51 C56 C55 . . . . -1.2(3) ?
B1 C51 C56 C55 . . . . -178.74(18) ?
C6 C5 C61 C62 . . . . -146.41(18) ?
P1 C5 C61 C62 . . . . 82.95(19) ?
C6 C5 C61 C66 . . . . 33.0(3) ?
P1 C5 C61 C66 . . . . -97.63(19) ?
C66 C61 C62 C63 . . . . 0.9(3) ?
C5 C61 C62 C63 . . . . -179.66(17) ?
C61 C62 C63 C64 . . . . -0.8(3) ?
C62 C63 C64 C65 . . . . 0.4(3) ?
C63 C64 C65 C66 . . . . 0.0(3) ?
C64 C65 C66 C61 . . . . 0.1(3) ?
C62 C61 C66 C65 . . . . -0.5(3) ?
C5 C61 C66 C65 . . . . -179.92(18) ?
C6 C7 C71 C76 . . . . -107.7(2) ?
O1 C7 C71 C76 . . . . 66.1(2) ?
C6 C7 C71 C72 . . . . 66.2(3) ?
O1 C7 C71 C72 . . . . -120.0(2) ?
C76 C71 C72 C73 . . . . -1.4(3) ?
C7 C71 C72 C73 . . . . -175.35(18) ?
C71 C72 C73 C74 . . . . 1.1(3) ?
C72 C73 C74 C75 . . . . -0.4(3) ?
C73 C74 C75 C76 . . . . 0.0(4) ?
C74 C75 C76 C71 . . . . -0.3(4) ?
C72 C71 C76 C75 . . . . 1.0(3) ?
C7 C71 C76 C75 . . . . 174.9(2) ?
