#------------------------------------------------------------------------------
#$Date: 2020-06-20 03:58:54 +0300 (Sat, 20 Jun 2020) $
#$Revision: 253281 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/83/1558368.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_1558368
loop_
_publ_author_name
'Watanabe, Kohei'
'Ueno, Atsushi'
'Tao, Xin'
'Skoch, Karel'
'Jie, Xiaoming'
'Vagin, Sergei'
'Rieger, Bernhard'
'Daniliuc, Constantin Gabriel'
'Letzel, Mathias C.'
'Kehr, Gerald'
'Erker, Gerhard'
_publ_section_title
;
 Reactions of an Anionic Chelate Phosphane/borata-alkene Ligand with
 [Rh(nbd)Cl]2, [Rh(CO)2Cl]2 and [Ir(cod)Cl]2.
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D0SC02223C
_journal_year                    2020
_chemical_formula_sum            'C44 H27 B2 F20 P'
_chemical_formula_weight         988.24
_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   mixed
_audit_creation_method           'APEX3 v2016.1-0'
_audit_update_record
;
2019-10-19 deposited with the CCDC.	2020-06-18 downloaded from the CCDC.
;
_cell_angle_alpha                101.416(2)
_cell_angle_beta                 99.845(2)
_cell_angle_gamma                98.080(2)
_cell_formula_units_Z            2
_cell_length_a                   10.4373(3)
_cell_length_b                   11.5018(3)
_cell_length_c                   20.0520(6)
_cell_measurement_reflns_used    9943
_cell_measurement_temperature    104.(2)
_cell_measurement_theta_max      68.3295
_cell_measurement_theta_min      4.1238
_cell_volume                     2286.61(12)
_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    'XP (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      104.(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_monochromator  'MX mirror'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_av_unetI/netI     0.0436
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            24980
_diffrn_reflns_theta_full        68.40
_diffrn_reflns_theta_max         68.40
_diffrn_reflns_theta_min         4.12
_diffrn_source                   'Cu ImS'
_diffrn_source_type              'micro focus tube'
_exptl_absorpt_coefficient_mu    1.565
_exptl_absorpt_correction_T_max  0.88
_exptl_absorpt_correction_T_min  0.67
_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    1.435
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.274
_exptl_crystal_size_mid          0.141
_exptl_crystal_size_min          0.087
_refine_diff_density_max         1.196
_refine_diff_density_min         -0.421
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     618
_refine_ls_number_reflns         8162
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0610
_refine_ls_R_factor_gt           0.0465
_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)+(0.0487P)²+1.9349P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1086
_refine_ls_wR_factor_ref         0.1157
_reflns_number_gt                6547
_reflns_number_total             8162
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0sc02223c2.cif
_cod_data_source_block           erk8821
_cod_original_cell_volume        2286.61(11)
_cod_database_code               1558368
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
C C1 0.4451(2) 0.2509(2) 0.75805(13) 0.0223(5) Uani d . . . 1 . .
H H1D 0.4583 0.2758 0.8093 0.027 Uiso calc U . R 1 . .
H H1E 0.5213 0.2146 0.7462 0.027 Uiso calc U . R 1 . .
C C11 0.2888(2) 0.0843(2) 0.63139(12) 0.0226(5) Uani d . . . 1 . .
C C21 0.2415(2) 0.0237(2) 0.76452(13) 0.0241(5) Uani d . . . 1 . .
P P1 0.29109(6) 0.14323(5) 0.72228(3) 0.02012(14) Uani d . . . 1 . .
H H1C 0.201(2) 0.208(2) 0.7247(12) 0.010(5) Uiso d . . . 1 . .
B B1 0.5633(2) 0.4549(2) 0.73223(14) 0.0188(5) Uani d . . . 1 . .
H H1B 0.520(3) 0.545(2) 0.7586(15) 0.030(7) Uiso d . . . 1 . .
B B2 0.4015(2) 0.4848(2) 0.76347(14) 0.0200(5) Uani d . . . 1 . .
C C2 0.4323(2) 0.3588(2) 0.72547(12) 0.0203(5) Uani d . . . 1 . .
H H2 0.3818 0.3327 0.6763 0.024 Uiso calc U . R 1 . .
C C12 0.2055(2) 0.1193(2) 0.57817(13) 0.0240(5) Uani d . . . 1 . .
C C13 0.2049(2) 0.0667(2) 0.50961(13) 0.0280(5) Uani d . . . 1 . .
H H13 0.149 0.0896 0.4737 0.034 Uiso calc U . R 1 . .
C C14 0.2826(3) -0.0180(2) 0.49135(14) 0.0312(6) Uani d . . . 1 . .
C C15 0.3667(3) -0.0482(2) 0.54483(14) 0.0296(6) Uani d . . . 1 . .
H H15 0.4222 -0.1045 0.5331 0.036 Uiso calc U . R 1 . .
C C16 0.3718(2) 0.0008(2) 0.61401(13) 0.0248(5) Uani d . . . 1 . .
C C17 0.1194(3) 0.2134(2) 0.59055(14) 0.0291(6) Uani d . . . 1 . .
H H17A 0.1754 0.2932 0.6083 0.044 Uiso calc U . R 1 . .
H H17B 0.0668 0.1957 0.6246 0.044 Uiso calc U . R 1 . .
H H17C 0.0603 0.2121 0.5467 0.044 Uiso calc U . R 1 . .
C C18 0.2750(3) -0.0772(3) 0.41683(15) 0.0436(7) Uani d . . . 1 . .
H H18A 0.2021 -0.1465 0.4021 0.065 Uiso calc U . R 1 . .
H H18B 0.3584 -0.1047 0.4119 0.065 Uiso calc U . R 1 . .
H H18C 0.2597 -0.0192 0.3878 0.065 Uiso calc U . R 1 . .
C C19 0.4667(3) -0.0376(2) 0.66753(14) 0.0296(6) Uani d . . . 1 . .
H H19A 0.5039 -0.1046 0.6446 0.044 Uiso calc U . R 1 . .
H H19B 0.4196 -0.0638 0.7018 0.044 Uiso calc U . R 1 . .
H H19C 0.5382 0.0304 0.691 0.044 Uiso calc U . R 1 . .
C C22 0.1118(3) -0.0424(2) 0.73780(13) 0.0274(5) Uani d . . . 1 . .
C C23 0.0681(3) -0.1368(2) 0.76648(15) 0.0323(6) Uani d . . . 1 . .
H H23 -0.0185 -0.1823 0.7481 0.039 Uiso calc U . R 1 . .
C C24 0.1464(3) -0.1671(2) 0.82114(15) 0.0357(6) Uani d . . . 1 . .
C C25 0.2712(3) -0.0991(2) 0.84750(15) 0.0351(6) Uani d . . . 1 . .
H H25 0.3245 -0.1179 0.8859 0.042 Uiso calc U . R 1 . .
C C26 0.3229(3) -0.0044(2) 0.82060(13) 0.0273(5) Uani d . . . 1 . .
C C27 0.0169(3) -0.0144(3) 0.68011(15) 0.0360(6) Uani d . . . 1 . .
H H27A -0.0694 -0.0665 0.6729 0.054 Uiso calc U . R 1 . .
H H27B 0.0511 -0.0287 0.6372 0.054 Uiso calc U . R 1 . .
H H27C 0.0072 0.0702 0.6926 0.054 Uiso calc U . R 1 . .
C C28 0.0958(3) -0.2695(3) 0.85222(19) 0.0517(9) Uani d . . . 1 . .
H H28A 0.0931 -0.2379 0.901 0.078 Uiso calc U . R 1 . .
H H28B 0.1549 -0.3286 0.8495 0.078 Uiso calc U . R 1 . .
H H28C 0.0067 -0.3083 0.8264 0.078 Uiso calc U . R 1 . .
C C29 0.4606(3) 0.0628(3) 0.85444(15) 0.0366(6) Uani d . . . 1 . .
H H29A 0.4559 0.1422 0.8817 0.055 Uiso calc U . R 1 . .
H H29B 0.5114 0.0728 0.8185 0.055 Uiso calc U . R 1 . .
H H29C 0.5041 0.017 0.8851 0.055 Uiso calc U . R 1 . .
C C31 0.6005(2) 0.4887(2) 0.66247(12) 0.0199(5) Uani d . . . 1 . .
C C32 0.5780(2) 0.4075(2) 0.59853(13) 0.0221(5) Uani d . . . 1 . .
F F32 0.51657(14) 0.29246(12) 0.58975(7) 0.0275(3) Uani d . . . 1 . .
C C33 0.6165(2) 0.4371(2) 0.54038(13) 0.0265(5) Uani d . . . 1 . .
F F33 0.59313(16) 0.35415(14) 0.47995(8) 0.0361(4) Uani d . . . 1 . .
C C34 0.6781(2) 0.5527(2) 0.54419(14) 0.0282(6) Uani d . . . 1 . .
F F34 0.71409(15) 0.58325(15) 0.48778(8) 0.0391(4) Uani d . . . 1 . .
C C35 0.7020(2) 0.6365(2) 0.60591(14) 0.0267(5) Uani d . . . 1 . .
F F35 0.76010(15) 0.75090(14) 0.61027(8) 0.0362(4) Uani d . . . 1 . .
C C36 0.6663(2) 0.6027(2) 0.66352(13) 0.0226(5) Uani d . . . 1 . .
F F36 0.69873(14) 0.68738(12) 0.72391(7) 0.0280(3) Uani d . . . 1 . .
C C41 0.6947(2) 0.4476(2) 0.78646(12) 0.0207(5) Uani d . . . 1 . .
C C42 0.7608(2) 0.3516(2) 0.76803(13) 0.0250(5) Uani d . . . 1 . .
F F42 0.71187(14) 0.26926(12) 0.70807(8) 0.0305(3) Uani d . . . 1 . .
C C43 0.8776(2) 0.3382(2) 0.80713(14) 0.0302(6) Uani d . . . 1 . .
F F43 0.93597(15) 0.24392(15) 0.78602(9) 0.0410(4) Uani d . . . 1 . .
C C44 0.9344(2) 0.4217(3) 0.86782(14) 0.0322(6) Uani d . . . 1 . .
F F44 1.04846(15) 0.41054(18) 0.90640(9) 0.0469(5) Uani d . . . 1 . .
C C45 0.8745(2) 0.5183(3) 0.88841(13) 0.0308(6) Uani d . . . 1 . .
F F45 0.93162(15) 0.60164(16) 0.94657(8) 0.0402(4) Uani d . . . 1 . .
C C46 0.7578(2) 0.5298(2) 0.84751(12) 0.0233(5) Uani d . . . 1 . .
F F46 0.70736(14) 0.62896(13) 0.86908(7) 0.0302(3) Uani d . . . 1 . .
C C51 0.3984(2) 0.5245(2) 0.84497(12) 0.0220(5) Uani d . . . 1 . .
C C52 0.4407(2) 0.6447(2) 0.87972(13) 0.0260(5) Uani d . . . 1 . .
F F52 0.48635(15) 0.72519(12) 0.84482(8) 0.0315(3) Uani d . . . 1 . .
C C53 0.4375(3) 0.6901(2) 0.94834(13) 0.0307(6) Uani d . . . 1 . .
F F53 0.48084(18) 0.80681(14) 0.97835(8) 0.0436(4) Uani d . . . 1 . .
C C54 0.3880(3) 0.6122(3) 0.98612(13) 0.0306(6) Uani d . . . 1 . .
F F54 0.38474(17) 0.65325(16) 1.05332(8) 0.0423(4) Uani d . . . 1 . .
C C55 0.3426(2) 0.4930(2) 0.95445(13) 0.0274(5) Uani d . . . 1 . .
F F55 0.29574(14) 0.41711(15) 0.99123(8) 0.0345(4) Uani d . . . 1 . .
C C56 0.3466(2) 0.4517(2) 0.88528(13) 0.0242(5) Uani d . . . 1 . .
F F56 0.29418(14) 0.33401(12) 0.85779(7) 0.0282(3) Uani d . . . 1 . .
C C61 0.2912(2) 0.5377(2) 0.71695(12) 0.0196(5) Uani d . . . 1 . .
C C62 0.3101(2) 0.6287(2) 0.68136(13) 0.0215(5) Uani d . . . 1 . .
F F62 0.43282(13) 0.68838(12) 0.68585(8) 0.0287(3) Uani d . . . 1 . .
C C63 0.2084(2) 0.6623(2) 0.63990(13) 0.0261(5) Uani d . . . 1 . .
F F63 0.23198(14) 0.75037(14) 0.60632(9) 0.0358(4) Uani d . . . 1 . .
C C64 0.0801(2) 0.6068(2) 0.63364(15) 0.0310(6) Uani d . . . 1 . .
F F64 -0.01858(15) 0.63903(17) 0.59322(10) 0.0481(5) Uani d . . . 1 . .
C C65 0.0545(2) 0.5184(2) 0.66979(15) 0.0300(6) Uani d . . . 1 . .
F F65 -0.07075(14) 0.46414(16) 0.66480(10) 0.0483(5) Uani d . . . 1 . .
C C66 0.1587(2) 0.4878(2) 0.71020(13) 0.0236(5) Uani d . . . 1 . .
F F66 0.12808(13) 0.40093(13) 0.74461(8) 0.0307(3) Uani d . . . 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'
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
C2 C1 P1 . . 106.21(16) ?
C2 C1 H1D . . 110.5 ?
P1 C1 H1D . . 110.5 ?
C2 C1 H1E . . 110.5 ?
P1 C1 H1E . . 110.5 ?
H1D C1 H1E . . 108.7 ?
C16 C11 C12 . . 120.0(2) ?
C16 C11 P1 . . 118.50(18) ?
C12 C11 P1 . . 121.48(19) ?
C26 C21 C22 . . 120.3(2) ?
C26 C21 P1 . . 124.14(18) ?
C22 C21 P1 . . 115.55(18) ?
C11 P1 C21 . . 111.32(11) ?
C11 P1 C1 . . 107.30(11) ?
C21 P1 C1 . . 121.11(11) ?
C11 P1 H1C . . 106.9(10) ?
C21 P1 H1C . . 105.0(10) ?
C1 P1 H1C . . 104.1(10) ?
C2 B1 C31 . . 118.8(2) ?
C2 B1 C41 . . 117.81(19) ?
C31 B1 C41 . . 111.06(18) ?
C2 B1 B2 . . 52.49(13) ?
C31 B1 B2 . . 123.12(18) ?
C41 B1 B2 . . 121.38(19) ?
C2 B1 H1B . . 96.1(13) ?
C31 B1 H1B . . 102.6(13) ?
C41 B1 H1B . . 107.1(13) ?
B2 B1 H1B . . 43.7(13) ?
C2 B2 C51 . . 125.5(2) ?
C2 B2 C61 . . 114.6(2) ?
C51 B2 C61 . . 110.8(2) ?
C2 B2 B1 . . 52.48(13) ?
C51 B2 B1 . . 121.65(19) ?
C61 B2 B1 . . 120.72(18) ?
C2 B2 H1B . . 91.9(12) ?
C51 B2 H1B . . 103.8(12) ?
C61 B2 H1B . . 105.4(12) ?
B1 B2 H1B . . 39.5(12) ?
C1 C2 B1 . . 118.09(19) ?
C1 C2 B2 . . 125.3(2) ?
B1 C2 B2 . . 75.03(16) ?
C1 C2 H2 . . 111.2 ?
B1 C2 H2 . . 111.2 ?
B2 C2 H2 . . 111.2 ?
C13 C12 C11 . . 118.4(2) ?
C13 C12 C17 . . 117.0(2) ?
C11 C12 C17 . . 124.6(2) ?
C12 C13 C14 . . 122.6(2) ?
C12 C13 H13 . . 118.7 ?
C14 C13 H13 . . 118.7 ?
C13 C14 C15 . . 117.9(2) ?
C13 C14 C18 . . 121.3(3) ?
C15 C14 C18 . . 120.9(3) ?
C16 C15 C14 . . 122.3(2) ?
C16 C15 H15 . . 118.8 ?
C14 C15 H15 . . 118.8 ?
C15 C16 C11 . . 118.8(2) ?
C15 C16 C19 . . 117.9(2) ?
C11 C16 C19 . . 123.3(2) ?
C12 C17 H17A . . 109.5 ?
C12 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C12 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C14 C18 H18A . . 109.5 ?
C14 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C14 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C16 C19 H19A . . 109.5 ?
C16 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C16 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C23 C22 C21 . . 118.8(2) ?
C23 C22 C27 . . 117.8(2) ?
C21 C22 C27 . . 123.4(2) ?
C24 C23 C22 . . 122.1(3) ?
C24 C23 H23 . . 118.9 ?
C22 C23 H23 . . 118.9 ?
C25 C24 C23 . . 117.9(2) ?
C25 C24 C28 . . 120.9(3) ?
C23 C24 C28 . . 121.2(3) ?
C24 C25 C26 . . 123.2(3) ?
C24 C25 H25 . . 118.4 ?
C26 C25 H25 . . 118.4 ?
C25 C26 C21 . . 117.6(2) ?
C25 C26 C29 . . 117.9(2) ?
C21 C26 C29 . . 124.5(2) ?
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 ?
C36 C31 C32 . . 114.2(2) ?
C36 C31 B1 . . 121.2(2) ?
C32 C31 B1 . . 124.5(2) ?
F32 C32 C33 . . 115.5(2) ?
F32 C32 C31 . . 121.0(2) ?
C33 C32 C31 . . 123.4(2) ?
F33 C33 C34 . . 119.7(2) ?
F33 C33 C32 . . 120.7(2) ?
C34 C33 C32 . . 119.6(2) ?
F34 C34 C35 . . 120.4(2) ?
F34 C34 C33 . . 120.3(2) ?
C35 C34 C33 . . 119.4(2) ?
F35 C35 C34 . . 120.2(2) ?
F35 C35 C36 . . 120.4(2) ?
C34 C35 C36 . . 119.4(2) ?
F36 C36 C35 . . 116.8(2) ?
F36 C36 C31 . . 119.3(2) ?
C35 C36 C31 . . 123.9(2) ?
C46 C41 C42 . . 114.3(2) ?
C46 C41 B1 . . 128.2(2) ?
C42 C41 B1 . . 117.4(2) ?
F42 C42 C43 . . 116.9(2) ?
F42 C42 C41 . . 119.5(2) ?
C43 C42 C41 . . 123.6(2) ?
F43 C43 C44 . . 120.2(2) ?
F43 C43 C42 . . 120.4(3) ?
C44 C43 C42 . . 119.5(3) ?
F44 C44 C43 . . 120.4(3) ?
F44 C44 C45 . . 120.1(3) ?
C43 C44 C45 . . 119.6(2) ?
F45 C45 C44 . . 119.7(2) ?
F45 C45 C46 . . 120.8(3) ?
C44 C45 C46 . . 119.5(2) ?
F46 C46 C41 . . 119.9(2) ?
F46 C46 C45 . . 116.5(2) ?
C41 C46 C45 . . 123.6(2) ?
C52 C51 C56 . . 113.7(2) ?
C52 C51 B2 . . 119.4(2) ?
C56 C51 B2 . . 126.6(2) ?
F52 C52 C53 . . 116.2(2) ?
F52 C52 C51 . . 119.1(2) ?
C53 C52 C51 . . 124.7(2) ?
F53 C53 C52 . . 121.2(2) ?
F53 C53 C54 . . 120.0(2) ?
C52 C53 C54 . . 118.7(2) ?
F54 C54 C55 . . 120.4(2) ?
F54 C54 C53 . . 120.2(2) ?
C55 C54 C53 . . 119.4(2) ?
F55 C55 C54 . . 119.4(2) ?
F55 C55 C56 . . 120.7(2) ?
C54 C55 C56 . . 119.9(2) ?
F56 C56 C55 . . 115.5(2) ?
F56 C56 C51 . . 120.9(2) ?
C55 C56 C51 . . 123.6(2) ?
C62 C61 C66 . . 113.6(2) ?
C62 C61 B2 . . 128.4(2) ?
C66 C61 B2 . . 117.98(19) ?
F62 C62 C63 . . 116.60(19) ?
F62 C62 C61 . . 119.9(2) ?
C63 C62 C61 . . 123.5(2) ?
F63 C63 C64 . . 118.8(2) ?
F63 C63 C62 . . 121.2(2) ?
C64 C63 C62 . . 120.0(2) ?
F64 C64 C63 . . 120.0(2) ?
F64 C64 C65 . . 120.8(2) ?
C63 C64 C65 . . 119.2(2) ?
F65 C65 C66 . . 121.3(2) ?
F65 C65 C64 . . 120.0(2) ?
C66 C65 C64 . . 118.7(2) ?
F66 C66 C65 . . 116.3(2) ?
F66 C66 C61 . . 118.8(2) ?
C65 C66 C61 . . 124.9(2) ?
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
C1 C2 . 1.524(3) ?
C1 P1 . 1.824(2) ?
C1 H1D . 0.99 ?
C1 H1E . 0.99 ?
C11 C16 . 1.414(3) ?
C11 C12 . 1.417(3) ?
C11 P1 . 1.809(2) ?
C21 C26 . 1.410(4) ?
C21 C22 . 1.413(3) ?
C21 P1 . 1.813(2) ?
P1 H1C . 1.28(2) ?
B1 C2 . 1.601(3) ?
B1 C31 . 1.617(3) ?
B1 C41 . 1.621(3) ?
B1 B2 . 1.950(4) ?
B1 H1B . 1.25(3) ?
B2 C2 . 1.601(3) ?
B2 C51 . 1.615(4) ?
B2 C61 . 1.619(3) ?
B2 H1B . 1.36(3) ?
C2 H2 . 1.0 ?
C12 C13 . 1.386(4) ?
C12 C17 . 1.511(4) ?
C13 C14 . 1.386(4) ?
C13 H13 . 0.95 ?
C14 C15 . 1.397(4) ?
C14 C18 . 1.498(4) ?
C15 C16 . 1.379(4) ?
C15 H15 . 0.95 ?
C16 C19 . 1.509(4) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C22 C23 . 1.384(3) ?
C22 C27 . 1.506(4) ?
C23 C24 . 1.384(4) ?
C23 H23 . 0.95 ?
C24 C25 . 1.380(4) ?
C24 C28 . 1.510(4) ?
C25 C26 . 1.391(3) ?
C25 H25 . 0.95 ?
C26 C29 . 1.507(4) ?
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 C36 . 1.387(3) ?
C31 C32 . 1.390(3) ?
C32 F32 . 1.351(3) ?
C32 C33 . 1.384(3) ?
C33 F33 . 1.347(3) ?
C33 C34 . 1.375(4) ?
C34 F34 . 1.345(3) ?
C34 C35 . 1.370(4) ?
C35 F35 . 1.348(3) ?
C35 C36 . 1.382(3) ?
C36 F36 . 1.353(3) ?
C41 C46 . 1.385(3) ?
C41 C42 . 1.404(3) ?
C42 F42 . 1.344(3) ?
C42 C43 . 1.379(4) ?
C43 F43 . 1.348(3) ?
C43 C44 . 1.373(4) ?
C44 F44 . 1.342(3) ?
C44 C45 . 1.377(4) ?
C45 F45 . 1.339(3) ?
C45 C46 . 1.386(4) ?
C46 F46 . 1.347(3) ?
C51 C52 . 1.391(4) ?
C51 C56 . 1.392(3) ?
C52 F52 . 1.349(3) ?
C52 C53 . 1.380(4) ?
C53 F53 . 1.336(3) ?
C53 C54 . 1.384(4) ?
C54 F54 . 1.344(3) ?
C54 C55 . 1.370(4) ?
C55 F55 . 1.343(3) ?
C55 C56 . 1.384(4) ?
C56 F56 . 1.352(3) ?
C61 C62 . 1.389(3) ?
C61 C66 . 1.393(3) ?
C62 F62 . 1.345(3) ?
C62 C63 . 1.381(3) ?
C63 F63 . 1.341(3) ?
C63 C64 . 1.374(3) ?
C64 F64 . 1.340(3) ?
C64 C65 . 1.383(3) ?
C65 F65 . 1.345(3) ?
C65 C66 . 1.373(4) ?
C66 F66 . 1.355(3) ?
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
C16 C11 P1 C21 . . . . -60.7(2) ?
C12 C11 P1 C21 . . . . 118.87(19) ?
C16 C11 P1 C1 . . . . 73.93(19) ?
C12 C11 P1 C1 . . . . -106.50(19) ?
C26 C21 P1 C11 . . . . 118.8(2) ?
C22 C21 P1 C11 . . . . -61.5(2) ?
C26 C21 P1 C1 . . . . -8.7(3) ?
C22 C21 P1 C1 . . . . 170.99(18) ?
C2 C1 P1 C11 . . . . 69.43(18) ?
C2 C1 P1 C21 . . . . -161.31(15) ?
P1 C1 C2 B1 . . . . -165.78(17) ?
P1 C1 C2 B2 . . . . 103.1(2) ?
C31 B1 C2 C1 . . . . 126.3(2) ?
C41 B1 C2 C1 . . . . -12.6(3) ?
B2 B1 C2 C1 . . . . -122.4(2) ?
C31 B1 C2 B2 . . . . -111.3(2) ?
C41 B1 C2 B2 . . . . 109.7(2) ?
C51 B2 C2 C1 . . . . 8.7(3) ?
C61 B2 C2 C1 . . . . -135.0(2) ?
B1 B2 C2 C1 . . . . 114.1(2) ?
C51 B2 C2 B1 . . . . -105.4(2) ?
C61 B2 C2 B1 . . . . 110.9(2) ?
C16 C11 C12 C13 . . . . 2.2(3) ?
P1 C11 C12 C13 . . . . -177.40(17) ?
C16 C11 C12 C17 . . . . -175.9(2) ?
P1 C11 C12 C17 . . . . 4.5(3) ?
C11 C12 C13 C14 . . . . -0.2(3) ?
C17 C12 C13 C14 . . . . 178.0(2) ?
C12 C13 C14 C15 . . . . -1.6(4) ?
C12 C13 C14 C18 . . . . 177.2(2) ?
C13 C14 C15 C16 . . . . 1.6(4) ?
C18 C14 C15 C16 . . . . -177.2(2) ?
C14 C15 C16 C11 . . . . 0.3(4) ?
C14 C15 C16 C19 . . . . -179.7(2) ?
C12 C11 C16 C15 . . . . -2.2(3) ?
P1 C11 C16 C15 . . . . 177.40(17) ?
C12 C11 C16 C19 . . . . 177.8(2) ?
P1 C11 C16 C19 . . . . -2.6(3) ?
C26 C21 C22 C23 . . . . -1.7(4) ?
P1 C21 C22 C23 . . . . 178.6(2) ?
C26 C21 C22 C27 . . . . 177.3(2) ?
P1 C21 C22 C27 . . . . -2.4(3) ?
C21 C22 C23 C24 . . . . 1.1(4) ?
C27 C22 C23 C24 . . . . -177.9(3) ?
C22 C23 C24 C25 . . . . 0.6(4) ?
C22 C23 C24 C28 . . . . 179.2(3) ?
C23 C24 C25 C26 . . . . -1.8(4) ?
C28 C24 C25 C26 . . . . 179.6(3) ?
C24 C25 C26 C21 . . . . 1.3(4) ?
C24 C25 C26 C29 . . . . 179.8(3) ?
C22 C21 C26 C25 . . . . 0.5(4) ?
P1 C21 C26 C25 . . . . -179.8(2) ?
C22 C21 C26 C29 . . . . -177.9(2) ?
P1 C21 C26 C29 . . . . 1.8(4) ?
C2 B1 C31 C36 . . . . 148.4(2) ?
C41 B1 C31 C36 . . . . -70.0(3) ?
B2 B1 C31 C36 . . . . 86.5(3) ?
C2 B1 C31 C32 . . . . -35.5(3) ?
C41 B1 C31 C32 . . . . 106.0(3) ?
B2 B1 C31 C32 . . . . -97.4(3) ?
C36 C31 C32 F32 . . . . 179.1(2) ?
B1 C31 C32 F32 . . . . 2.8(3) ?
C36 C31 C32 C33 . . . . -0.4(3) ?
B1 C31 C32 C33 . . . . -176.7(2) ?
F32 C32 C33 F33 . . . . -0.2(3) ?
C31 C32 C33 F33 . . . . 179.3(2) ?
F32 C32 C33 C34 . . . . 179.1(2) ?
C31 C32 C33 C34 . . . . -1.4(4) ?
F33 C33 C34 F34 . . . . 0.4(4) ?
C32 C33 C34 F34 . . . . -178.9(2) ?
F33 C33 C34 C35 . . . . -179.8(2) ?
C32 C33 C34 C35 . . . . 0.9(4) ?
F34 C34 C35 F35 . . . . 1.0(4) ?
C33 C34 C35 F35 . . . . -178.8(2) ?
F34 C34 C35 C36 . . . . -178.9(2) ?
C33 C34 C35 C36 . . . . 1.3(4) ?
F35 C35 C36 F36 . . . . -3.4(3) ?
C34 C35 C36 F36 . . . . 176.5(2) ?
F35 C35 C36 C31 . . . . 176.8(2) ?
C34 C35 C36 C31 . . . . -3.3(4) ?
C32 C31 C36 F36 . . . . -177.0(2) ?
B1 C31 C36 F36 . . . . -0.6(3) ?
C32 C31 C36 C35 . . . . 2.8(3) ?
B1 C31 C36 C35 . . . . 179.3(2) ?
C2 B1 C41 C46 . . . . -112.7(3) ?
C31 B1 C41 C46 . . . . 105.4(3) ?
B2 B1 C41 C46 . . . . -51.6(3) ?
C2 B1 C41 C42 . . . . 72.7(3) ?
C31 B1 C41 C42 . . . . -69.3(2) ?
B2 B1 C41 C42 . . . . 133.7(2) ?
C46 C41 C42 F42 . . . . -176.95(19) ?
B1 C41 C42 F42 . . . . -1.6(3) ?
C46 C41 C42 C43 . . . . 0.7(3) ?
B1 C41 C42 C43 . . . . 176.1(2) ?
F42 C42 C43 F43 . . . . -1.9(3) ?
C41 C42 C43 F43 . . . . -179.6(2) ?
F42 C42 C43 C44 . . . . 178.0(2) ?
C41 C42 C43 C44 . . . . 0.3(4) ?
F43 C43 C44 F44 . . . . 0.3(3) ?
C42 C43 C44 F44 . . . . -179.6(2) ?
F43 C43 C44 C45 . . . . 179.3(2) ?
C42 C43 C44 C45 . . . . -0.7(3) ?
F44 C44 C45 F45 . . . . 0.8(3) ?
C43 C44 C45 F45 . . . . -178.1(2) ?
F44 C44 C45 C46 . . . . 179.0(2) ?
C43 C44 C45 C46 . . . . 0.0(3) ?
C42 C41 C46 F46 . . . . 176.96(18) ?
B1 C41 C46 F46 . . . . 2.2(3) ?
C42 C41 C46 C45 . . . . -1.4(3) ?
B1 C41 C46 C45 . . . . -176.2(2) ?
F45 C45 C46 F46 . . . . 0.8(3) ?
C44 C45 C46 F46 . . . . -177.3(2) ?
F45 C45 C46 C41 . . . . 179.2(2) ?
C44 C45 C46 C41 . . . . 1.1(3) ?
C2 B2 C51 C52 . . . . 145.6(2) ?
C61 B2 C51 C52 . . . . -69.5(3) ?
B1 B2 C51 C52 . . . . 81.7(3) ?
C2 B2 C51 C56 . . . . -40.1(4) ?
C61 B2 C51 C56 . . . . 104.7(3) ?
B1 B2 C51 C56 . . . . -104.0(3) ?
C56 C51 C52 F52 . . . . -176.5(2) ?
B2 C51 C52 F52 . . . . -1.5(3) ?
C56 C51 C52 C53 . . . . 2.2(4) ?
B2 C51 C52 C53 . . . . 177.2(2) ?
F52 C52 C53 F53 . . . . -1.7(4) ?
C51 C52 C53 F53 . . . . 179.5(2) ?
F52 C52 C53 C54 . . . . 178.1(2) ?
C51 C52 C53 C54 . . . . -0.6(4) ?
F53 C53 C54 F54 . . . . -0.9(4) ?
C52 C53 C54 F54 . . . . 179.3(2) ?
F53 C53 C54 C55 . . . . 179.3(2) ?
C52 C53 C54 C55 . . . . -0.5(4) ?
F54 C54 C55 F55 . . . . -0.5(4) ?
C53 C54 C55 F55 . . . . 179.3(2) ?
F54 C54 C55 C56 . . . . -179.9(2) ?
C53 C54 C55 C56 . . . . -0.1(4) ?
F55 C55 C56 F56 . . . . 3.5(3) ?
C54 C55 C56 F56 . . . . -177.1(2) ?
F55 C55 C56 C51 . . . . -177.5(2) ?
C54 C55 C56 C51 . . . . 1.9(4) ?
C52 C51 C56 F56 . . . . 176.1(2) ?
B2 C51 C56 F56 . . . . 1.6(4) ?
C52 C51 C56 C55 . . . . -2.8(4) ?
B2 C51 C56 C55 . . . . -177.4(2) ?
C2 B2 C61 C62 . . . . -101.8(3) ?
C51 B2 C61 C62 . . . . 109.3(3) ?
B1 B2 C61 C62 . . . . -42.3(3) ?
C2 B2 C61 C66 . . . . 78.0(3) ?
C51 B2 C61 C66 . . . . -70.9(3) ?
B1 B2 C61 C66 . . . . 137.5(2) ?
C66 C61 C62 F62 . . . . 177.1(2) ?
B2 C61 C62 F62 . . . . -3.1(4) ?
C66 C61 C62 C63 . . . . -3.5(4) ?
B2 C61 C62 C63 . . . . 176.3(2) ?
F62 C62 C63 F63 . . . . -0.2(4) ?
C61 C62 C63 F63 . . . . -179.7(2) ?
F62 C62 C63 C64 . . . . -178.9(2) ?
C61 C62 C63 C64 . . . . 1.7(4) ?
F63 C63 C64 F64 . . . . 1.6(4) ?
C62 C63 C64 F64 . . . . -179.7(2) ?
F63 C63 C64 C65 . . . . -178.0(2) ?
C62 C63 C64 C65 . . . . 0.7(4) ?
F64 C64 C65 F65 . . . . -0.3(4) ?
C63 C64 C65 F65 . . . . 179.3(3) ?
F64 C64 C65 C66 . . . . 179.6(3) ?
C63 C64 C65 C66 . . . . -0.8(4) ?
F65 C65 C66 F66 . . . . -0.3(4) ?
C64 C65 C66 F66 . . . . 179.9(2) ?
F65 C65 C66 C61 . . . . 178.5(2) ?
C64 C65 C66 C61 . . . . -1.3(4) ?
C62 C61 C66 F66 . . . . -177.8(2) ?
B2 C61 C66 F66 . . . . 2.3(3) ?
C62 C61 C66 C65 . . . . 3.4(4) ?
B2 C61 C66 C65 . . . . -176.5(2) ?
