#------------------------------------------------------------------------------
#$Date: 2022-03-16 01:15:28 +0200 (Wed, 16 Mar 2022) $
#$Revision: 273704 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/66/1566611.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_1566611
loop_
_publ_author_name
'Jiang, Liyin'
'Sarró, Pau'
'Teo, Wei Jie'
'Llop, Jordi'
'Suero, Marcos'
_publ_section_title
;
 Catalytic alkene skeletal modification for the construction of
 fluorinated tertiary stereocenters
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D2SC00968D
_journal_year                    2022
_chemical_absolute_configuration ad
_chemical_formula_sum            'C28 H41 F O4'
_chemical_formula_weight         460.61
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-06-28 deposited with the CCDC.	2022-03-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.797(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.3779(6)
_cell_length_b                   7.2974(4)
_cell_length_c                   33.470(3)
_cell_measurement_reflns_used    3464
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.2160
_cell_measurement_theta_min      2.4780
_cell_volume                     2504.9(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics
'shelXle (Hübschle, Sheldrick and Dittirch, 2011)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    Sir2019
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'PILATUS 200K'
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.838
_diffrn_measurement_device_type  '1/4chi goniometer'
_diffrn_measurement_method
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_radiation_monochromator  'Confocal Max Flux optic'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0422
_diffrn_reflns_av_unetI/netI     0.0812
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.838
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            14278
_diffrn_reflns_point_group_measured_fraction_full 0.840
_diffrn_reflns_point_group_measured_fraction_max 0.701
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.557
_diffrn_reflns_theta_min         1.986
_diffrn_source                   'Microfocus rotating anode X-ray tube'
_diffrn_source_current           24
_diffrn_source_power             50
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_source_type              'Rigaku MicroMax-007HF'
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49118
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 CrysAlisPro 1.171.40.35a (Rigaku Oxford Diffraction, 2018)
 Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.221
_exptl_crystal_description       Plate
_exptl_crystal_F_000             1000
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.260
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details
;
 Flack x determined using 1669 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.7(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.966
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     605
_refine_ls_number_reflns         8152
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.966
_refine_ls_R_factor_all          0.0942
_refine_ls_R_factor_gt           0.0535
_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)+(0.0646P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1122
_refine_ls_wR_factor_ref         0.1279
_reflns_Friedel_coverage         0.551
_reflns_Friedel_fraction_full    0.685
_reflns_Friedel_fraction_max     0.540
_reflns_number_gt                5410
_reflns_number_total             8152
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2sc00968d2.cif
_cod_data_source_block           jly-2021-02
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               1566611
_shelx_shelxl_version_number     2018/3
_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_min   0.987
_shelx_estimated_absorpt_t_max   0.997
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -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
O1A O 0.1070(3) 0.1409(4) 0.54102(9) 0.0398(8) Uani 1 1 d . . . . .
O2A O -0.0992(3) 0.1531(5) 0.55281(11) 0.0598(10) Uani 1 1 d . . . . .
O3A O 0.4269(3) 0.2809(5) 0.90571(9) 0.0476(9) Uani 1 1 d . . . . .
O4A O 0.5597(3) 0.4985(4) 0.93713(9) 0.0427(8) Uani 1 1 d . . . . .
F1A F 0.7714(2) 0.1240(4) 0.85655(8) 0.0461(7) Uani 1 1 d . . . . .
C1A C 0.5670(4) 0.2599(6) 0.82770(13) 0.0337(10) Uani 1 1 d . . . . .
H1A H 0.477585 0.281831 0.834354 0.040 Uiso 1 1 calc R U . . .
C2A C 0.5478(4) 0.1764(5) 0.78490(13) 0.0284(10) Uani 1 1 d . . . . .
C3A C 0.4409(4) 0.0277(6) 0.77589(13) 0.0320(10) Uani 1 1 d . . . . .
H3AA H 0.470505 -0.086020 0.790618 0.038 Uiso 1 1 calc R U . . .
H3AB H 0.360562 0.069944 0.785628 0.038 Uiso 1 1 calc R U . . .
C4A C 0.4111(4) -0.0125(6) 0.73077(12) 0.0306(10) Uani 1 1 d . . . . .
H4AA H 0.338162 -0.101261 0.726126 0.037 Uiso 1 1 calc R U . . .
H4AB H 0.488291 -0.072089 0.722334 0.037 Uiso 1 1 calc R U . . .
C5A C 0.3749(4) 0.1552(6) 0.70367(13) 0.0290(10) Uani 1 1 d . . . . .
H5A H 0.288433 0.198024 0.709720 0.035 Uiso 1 1 calc R U . . .
C6A C 0.3546(4) 0.1107(6) 0.65799(12) 0.0284(10) Uani 1 1 d . . . . .
C7A C 0.2308(4) -0.0098(6) 0.64775(13) 0.0316(10) Uani 1 1 d . . . . .
H7AA H 0.250247 -0.133092 0.659465 0.038 Uiso 1 1 calc R U . . .
H7AB H 0.160861 0.043917 0.661136 0.038 Uiso 1 1 calc R U . . .
C8A C 0.1790(4) -0.0316(6) 0.60283(13) 0.0332(11) Uani 1 1 d . . . . .
H8AA H 0.243387 -0.098582 0.589372 0.040 Uiso 1 1 calc R U . . .
H8AB H 0.096949 -0.102949 0.599286 0.040 Uiso 1 1 calc R U . . .
C9A C 0.1546(4) 0.1556(6) 0.58402(13) 0.0353(11) Uani 1 1 d . . . . .
H9A H 0.088408 0.221330 0.597501 0.042 Uiso 1 1 calc R U . . .
C10A C 0.2792(4) 0.2666(6) 0.58884(13) 0.0357(11) Uani 1 1 d . . . . .
H10A H 0.343891 0.204699 0.574578 0.043 Uiso 1 1 calc R U . . .
H10B H 0.261254 0.389200 0.576595 0.043 Uiso 1 1 calc R U . . .
C11A C 0.3342(4) 0.2870(6) 0.63316(13) 0.0304(10) Uani 1 1 d . . . . .
C12A C 0.3596(4) 0.4534(6) 0.64946(13) 0.0317(11) Uani 1 1 d . . . . .
H12A H 0.341169 0.556736 0.632269 0.038 Uiso 1 1 calc R U . . .
C13A C 0.4143(4) 0.4879(6) 0.69233(13) 0.0308(10) Uani 1 1 d . . . . .
H13A H 0.344710 0.537980 0.706393 0.037 Uiso 1 1 calc R U . . .
H13B H 0.483658 0.581662 0.693500 0.037 Uiso 1 1 calc R U . . .
C14A C 0.4704(4) 0.3176(5) 0.71444(13) 0.0276(10) Uani 1 1 d . . . . .
H14A H 0.555055 0.287354 0.705173 0.033 Uiso 1 1 calc R U . . .
C15A C 0.4950(4) 0.3453(5) 0.75979(13) 0.0298(10) Uani 1 1 d . . . . .
H15A H 0.408425 0.374402 0.767907 0.036 Uiso 1 1 calc R U . . .
C16A C 0.5875(4) 0.5003(6) 0.77667(13) 0.0367(11) Uani 1 1 d . . . . .
H16A H 0.542904 0.620552 0.773311 0.044 Uiso 1 1 calc R U . . .
H16B H 0.665286 0.503857 0.762881 0.044 Uiso 1 1 calc R U . . .
C17A C 0.6257(4) 0.4528(6) 0.82182(14) 0.0402(12) Uani 1 1 d . . . . .
H17A H 0.589808 0.544692 0.838890 0.048 Uiso 1 1 calc R U . . .
H17B H 0.721782 0.450383 0.829287 0.048 Uiso 1 1 calc R U . . .
C18A C 0.6762(4) 0.1061(6) 0.77308(13) 0.0364(11) Uani 1 1 d . . . . .
H18A H 0.664185 0.081926 0.743950 0.055 Uiso 1 1 calc R U . . .
H18B H 0.702008 -0.007260 0.787860 0.055 Uiso 1 1 calc R U . . .
H18C H 0.744327 0.198815 0.779901 0.055 Uiso 1 1 calc R U . . .
C19A C 0.4727(4) 0.0065(6) 0.64520(13) 0.0320(10) Uani 1 1 d . . . . .
H19A H 0.461187 -0.003211 0.615666 0.048 Uiso 1 1 calc R U . . .
H19B H 0.477914 -0.116534 0.657073 0.048 Uiso 1 1 calc R U . . .
H19C H 0.553233 0.073659 0.654813 0.048 Uiso 1 1 calc R U . . .
C20A C 0.6416(4) 0.1550(6) 0.86384(14) 0.0373(11) Uani 1 1 d . . . . .
C21A C 0.5865(4) -0.0353(6) 0.87048(14) 0.0443(12) Uani 1 1 d . . . . .
H21A H 0.494013 -0.024611 0.873086 0.066 Uiso 1 1 calc R U . . .
H21B H 0.634345 -0.089032 0.895228 0.066 Uiso 1 1 calc R U . . .
H21C H 0.595850 -0.114091 0.847389 0.066 Uiso 1 1 calc R U . . .
C22A C 0.6568(4) 0.2708(6) 0.90204(13) 0.0366(11) Uani 1 1 d . . . . .
C23A C 0.7720(4) 0.3042(7) 0.92430(15) 0.0509(13) Uani 1 1 d . . . . .
H23A H 0.777023 0.375884 0.948174 0.061 Uiso 1 1 calc R U . . .
H23B H 0.849312 0.256222 0.916309 0.061 Uiso 1 1 calc R U . . .
C24A C 0.5352(4) 0.3455(7) 0.91438(13) 0.0395(11) Uani 1 1 d . . . . .
C25A C 0.4460(4) 0.5859(7) 0.94927(15) 0.0470(13) Uani 1 1 d . . . . .
H25A H 0.394864 0.495609 0.962365 0.056 Uiso 1 1 calc R U . . .
H25B H 0.389535 0.636983 0.925347 0.056 Uiso 1 1 calc R U . . .
C26A C 0.4934(5) 0.7359(8) 0.97829(15) 0.0562(14) Uani 1 1 d . . . . .
H26A H 0.418598 0.797908 0.986956 0.084 Uiso 1 1 calc R U . . .
H26B H 0.543951 0.824417 0.965018 0.084 Uiso 1 1 calc R U . . .
H26C H 0.548731 0.683785 1.001904 0.084 Uiso 1 1 calc R U . . .
C27A C -0.0230(4) 0.1424(6) 0.52944(15) 0.0398(11) Uani 1 1 d . . . . .
C28A C -0.0570(4) 0.1319(7) 0.48466(14) 0.0480(12) Uani 1 1 d . . . . .
H28A H -0.133886 0.208011 0.475774 0.072 Uiso 1 1 calc R U . . .
H28B H -0.076102 0.004491 0.476588 0.072 Uiso 1 1 calc R U . . .
H28C H 0.016473 0.176320 0.472146 0.072 Uiso 1 1 calc R U . . .
O1B O 0.5912(3) 0.5814(4) 0.54524(9) 0.0433(8) Uani 1 1 d . . . . .
O2B O 0.4016(3) 0.7074(5) 0.55414(10) 0.0564(10) Uani 1 1 d . . . . .
O3B O 0.8920(3) 0.7138(4) 0.90083(9) 0.0447(8) Uani 1 1 d . . . . .
O4B O 0.9813(3) 0.8750(4) 0.95476(9) 0.0446(8) Uani 1 1 d . . . . .
F1B F 1.26467(19) 0.7477(4) 0.86218(7) 0.0391(6) Uani 1 1 d . . . . .
C1B C 1.0499(4) 0.8035(5) 0.82728(13) 0.0297(10) Uani 1 1 d . . . . .
H1B H 0.957580 0.805377 0.832495 0.036 Uiso 1 1 calc R U . . .
C2B C 1.0470(3) 0.7087(5) 0.78565(13) 0.0276(10) Uani 1 1 d . . . . .
C3B C 0.9549(4) 0.5436(5) 0.77745(12) 0.0291(10) Uani 1 1 d . . . . .
H3BA H 0.993426 0.436963 0.793253 0.035 Uiso 1 1 calc R U . . .
H3BB H 0.870674 0.572618 0.786438 0.035 Uiso 1 1 calc R U . . .
C4B C 0.9310(4) 0.4941(6) 0.73234(12) 0.0298(10) Uani 1 1 d . . . . .
H4BA H 1.013649 0.448065 0.724720 0.036 Uiso 1 1 calc R U . . .
H4BB H 0.866935 0.392710 0.728214 0.036 Uiso 1 1 calc R U . . .
C5B C 0.8811(4) 0.6512(5) 0.70380(13) 0.0279(10) Uani 1 1 d . . . . .
H5B H 0.793470 0.683996 0.710601 0.033 Uiso 1 1 calc R U . . .
C6B C 0.8579(4) 0.6002(6) 0.65882(12) 0.0272(10) Uani 1 1 d . . . . .
C7B C 0.7428(4) 0.4625(6) 0.65131(13) 0.0331(10) Uani 1 1 d . . . . .
H7BA H 0.772763 0.343510 0.663580 0.040 Uiso 1 1 calc R U . . .
H7BB H 0.672116 0.507526 0.665529 0.040 Uiso 1 1 calc R U . . .
C8B C 0.6864(4) 0.4300(6) 0.60694(13) 0.0355(11) Uani 1 1 d . . . . .
H8BA H 0.752861 0.372073 0.592767 0.043 Uiso 1 1 calc R U . . .
H8BB H 0.610419 0.346657 0.605072 0.043 Uiso 1 1 calc R U . . .
C9B C 0.6451(4) 0.6108(6) 0.58746(13) 0.0372(11) Uani 1 1 d . . . . .
H9B H 0.577566 0.668418 0.601791 0.045 Uiso 1 1 calc R U . . .
C10B C 0.7618(4) 0.7380(6) 0.58945(13) 0.0368(11) Uani 1 1 d . . . . .
H10C H 0.826752 0.683428 0.574186 0.044 Uiso 1 1 calc R U . . .
H10D H 0.733421 0.856640 0.576678 0.044 Uiso 1 1 calc R U . . .
C11B C 0.8236(4) 0.7700(6) 0.63257(13) 0.0293(10) Uani 1 1 d . . . . .
C12B C 0.8448(4) 0.9388(6) 0.64700(13) 0.0320(11) Uani 1 1 d . . . . .
H12B H 0.820578 1.037314 0.628841 0.038 Uiso 1 1 calc R U . . .
C13B C 0.9031(4) 0.9870(6) 0.68908(13) 0.0299(10) Uani 1 1 d . . . . .
H13C H 0.834214 1.037964 0.703292 0.036 Uiso 1 1 calc R U . . .
H13D H 0.969573 1.083683 0.688184 0.036 Uiso 1 1 calc R U . . .
C14B C 0.9662(4) 0.8251(5) 0.71297(12) 0.0273(10) Uani 1 1 d . . . . .
H14B H 1.053295 0.802126 0.704628 0.033 Uiso 1 1 calc R U . . .
C15B C 0.9858(4) 0.8640(5) 0.75782(12) 0.0276(10) Uani 1 1 d . . . . .
H15B H 0.896095 0.880857 0.764698 0.033 Uiso 1 1 calc R U . . .
C16B C 1.0612(4) 1.0346(5) 0.77396(12) 0.0301(10) Uani 1 1 d . . . . .
H16C H 1.009067 1.146705 0.766769 0.036 Uiso 1 1 calc R U . . .
H16D H 1.144315 1.044372 0.763044 0.036 Uiso 1 1 calc R U . . .
C17B C 1.0860(4) 1.0063(6) 0.81981(13) 0.0339(10) Uani 1 1 d . . . . .
H17C H 1.031213 1.090604 0.833190 0.041 Uiso 1 1 calc R U . . .
H17D H 1.178700 1.029728 0.830654 0.041 Uiso 1 1 calc R U . . .
C18B C 1.1845(4) 0.6587(5) 0.77730(13) 0.0302(10) Uani 1 1 d . . . . .
H18D H 1.180888 0.628695 0.748614 0.045 Uiso 1 1 calc R U . . .
H18E H 1.216918 0.552592 0.793785 0.045 Uiso 1 1 calc R U . . .
H18F H 1.243180 0.762978 0.784197 0.045 Uiso 1 1 calc R U . . .
C19B C 0.9802(4) 0.5109(6) 0.64518(13) 0.0341(10) Uani 1 1 d . . . . .
H19D H 0.964807 0.493715 0.615791 0.051 Uiso 1 1 calc R U . . .
H19E H 0.996861 0.391771 0.658490 0.051 Uiso 1 1 calc R U . . .
H19F H 1.055850 0.590897 0.652650 0.051 Uiso 1 1 calc R U . . .
C20B C 1.1301(4) 0.7231(6) 0.86527(13) 0.0337(11) Uani 1 1 d . . . . .
C21B C 1.1145(4) 0.5169(6) 0.87144(14) 0.0388(11) Uani 1 1 d . . . . .
H21D H 1.021785 0.487194 0.869850 0.058 Uiso 1 1 calc R U . . .
H21E H 1.160917 0.481653 0.898062 0.058 Uiso 1 1 calc R U . . .
H21F H 1.150881 0.449842 0.850377 0.058 Uiso 1 1 calc R U . . .
C22B C 1.1079(4) 0.8306(6) 0.90284(13) 0.0323(10) Uani 1 1 d . . . . .
C23B C 1.1937(4) 0.9524(7) 0.92061(14) 0.0447(12) Uani 1 1 d . . . . .
H23C H 1.175196 1.019667 0.943363 0.054 Uiso 1 1 calc R U . . .
H23D H 1.273311 0.971999 0.910531 0.054 Uiso 1 1 calc R U . . .
C24B C 0.9827(4) 0.7979(6) 0.91816(13) 0.0352(11) Uani 1 1 d . . . . .
C25B C 0.8642(4) 0.8416(8) 0.97261(15) 0.0514(13) Uani 1 1 d . . . . .
H25C H 0.847871 0.708268 0.973924 0.062 Uiso 1 1 calc R U . . .
H25D H 0.787983 0.899235 0.955883 0.062 Uiso 1 1 calc R U . . .
C26B C 0.8832(5) 0.9204(10) 1.01350(16) 0.0723(19) Uani 1 1 d . . . . .
H26D H 0.805140 0.898583 1.026024 0.108 Uiso 1 1 calc R U . . .
H26E H 0.898348 1.052508 1.011891 0.108 Uiso 1 1 calc R U . . .
H26F H 0.958636 0.862458 1.029848 0.108 Uiso 1 1 calc R U . . .
C27B C 0.4688(4) 0.6353(6) 0.53247(14) 0.0335(10) Uani 1 1 d . . . . .
C28B C 0.4282(4) 0.5943(7) 0.48913(14) 0.0462(12) Uani 1 1 d . . . . .
H28D H 0.388362 0.703594 0.475368 0.069 Uiso 1 1 calc R U . . .
H28E H 0.364658 0.493988 0.486282 0.069 Uiso 1 1 calc R U . . .
H28F H 0.504524 0.558247 0.477005 0.069 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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
C27A O1A C9A 117.3(3) . . ?
C24A O4A C25A 115.4(3) . . ?
C20A C1A C2A 120.9(4) . . ?
C20A C1A C17A 112.9(3) . . ?
C2A C1A C17A 103.7(3) . . ?
C18A C2A C1A 112.2(3) . . ?
C18A C2A C15A 112.1(3) . . ?
C1A C2A C15A 100.1(3) . . ?
C18A C2A C3A 109.9(3) . . ?
C1A C2A C3A 116.4(3) . . ?
C15A C2A C3A 105.6(3) . . ?
C4A C3A C2A 111.1(3) . . ?
C3A C4A C5A 115.2(3) . . ?
C4A C5A C6A 113.6(3) . . ?
C4A C5A C14A 112.4(3) . . ?
C6A C5A C14A 112.1(3) . . ?
C11A C6A C5A 110.3(3) . . ?
C11A C6A C7A 108.4(3) . . ?
C5A C6A C7A 108.7(3) . . ?
C11A C6A C19A 108.1(3) . . ?
C5A C6A C19A 112.4(3) . . ?
C7A C6A C19A 108.8(3) . . ?
C8A C7A C6A 115.6(3) . . ?
C9A C8A C7A 109.2(3) . . ?
O1A C9A C8A 110.9(3) . . ?
O1A C9A C10A 107.5(3) . . ?
C8A C9A C10A 110.7(3) . . ?
C11A C10A C9A 110.2(3) . . ?
C12A C11A C10A 120.6(4) . . ?
C12A C11A C6A 122.6(4) . . ?
C10A C11A C6A 116.7(4) . . ?
C11A C12A C13A 124.8(4) . . ?
C12A C13A C14A 113.3(4) . . ?
C15A C14A C13A 111.9(3) . . ?
C15A C14A C5A 109.8(3) . . ?
C13A C14A C5A 109.2(3) . . ?
C14A C15A C16A 117.9(3) . . ?
C14A C15A C2A 115.5(3) . . ?
C16A C15A C2A 103.8(3) . . ?
C15A C16A C17A 104.4(3) . . ?
C16A C17A C1A 106.3(3) . . ?
F1A C20A C22A 104.7(3) . . ?
F1A C20A C21A 105.4(3) . . ?
C22A C20A C21A 112.0(4) . . ?
F1A C20A C1A 108.7(3) . . ?
C22A C20A C1A 111.1(4) . . ?
C21A C20A C1A 114.3(3) . . ?
C23A C22A C24A 120.3(4) . . ?
C23A C22A C20A 122.7(4) . . ?
C24A C22A C20A 117.0(4) . . ?
O3A C24A O4A 122.9(4) . . ?
O3A C24A C22A 125.8(4) . . ?
O4A C24A C22A 111.3(4) . . ?
O4A C25A C26A 107.6(4) . . ?
O2A C27A O1A 123.1(4) . . ?
O2A C27A C28A 125.7(4) . . ?
O1A C27A C28A 111.2(4) . . ?
C27B O1B C9B 118.2(3) . . ?
C24B O4B C25B 115.4(3) . . ?
C20B C1B C2B 120.7(3) . . ?
C20B C1B C17B 112.7(3) . . ?
C2B C1B C17B 104.6(3) . . ?
C3B C2B C18B 110.5(3) . . ?
C3B C2B C15B 106.3(3) . . ?
C18B C2B C15B 111.9(3) . . ?
C3B C2B C1B 115.9(3) . . ?
C18B C2B C1B 112.2(3) . . ?
C15B C2B C1B 99.5(3) . . ?
C4B C3B C2B 111.3(3) . . ?
C5B C4B C3B 115.2(3) . . ?
C4B C5B C6B 114.7(3) . . ?
C4B C5B C14B 111.2(3) . . ?
C6B C5B C14B 113.1(3) . . ?
C11B C6B C5B 110.8(3) . . ?
C11B C6B C7B 109.0(3) . . ?
C5B C6B C7B 108.5(3) . . ?
C11B C6B C19B 107.4(3) . . ?
C5B C6B C19B 112.1(3) . . ?
C7B C6B C19B 108.9(3) . . ?
C8B C7B C6B 115.4(3) . . ?
C9B C8B C7B 109.0(4) . . ?
O1B C9B C8B 109.5(4) . . ?
O1B C9B C10B 108.6(3) . . ?
C8B C9B C10B 110.1(3) . . ?
C11B C10B C9B 110.9(3) . . ?
C12B C11B C10B 121.0(4) . . ?
C12B C11B C6B 122.1(4) . . ?
C10B C11B C6B 116.9(4) . . ?
C11B C12B C13B 125.7(4) . . ?
C12B C13B C14B 113.3(3) . . ?
C15B C14B C13B 111.0(3) . . ?
C15B C14B C5B 109.7(3) . . ?
C13B C14B C5B 110.3(3) . . ?
C14B C15B C16B 119.3(3) . . ?
C14B C15B C2B 116.3(3) . . ?
C16B C15B C2B 104.2(3) . . ?
C15B C16B C17B 104.1(3) . . ?
C16B C17B C1B 106.4(3) . . ?
F1B C20B C1B 107.8(3) . . ?
F1B C20B C22B 105.5(3) . . ?
C1B C20B C22B 110.9(3) . . ?
F1B C20B C21B 105.0(3) . . ?
C1B C20B C21B 115.8(4) . . ?
C22B C20B C21B 111.1(4) . . ?
C23B C22B C24B 120.8(4) . . ?
C23B C22B C20B 122.4(4) . . ?
C24B C22B C20B 116.8(4) . . ?
O3B C24B O4B 122.4(4) . . ?
O3B C24B C22B 125.4(4) . . ?
O4B C24B C22B 112.2(4) . . ?
O4B C25B C26B 108.4(4) . . ?
O2B C27B O1B 123.2(4) . . ?
O2B C27B C28B 125.2(4) . . ?
O1B C27B C28B 111.7(4) . . ?
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
O1A C27A 1.346(5) . ?
O1A C9A 1.453(5) . ?
O2A C27A 1.196(5) . ?
O3A C24A 1.212(5) . ?
O4A C24A 1.353(5) . ?
O4A C25A 1.453(5) . ?
F1A C20A 1.423(5) . ?
C1A C20A 1.537(6) . ?
C1A C2A 1.541(6) . ?
C1A C17A 1.558(6) . ?
C2A C18A 1.535(5) . ?
C2A C15A 1.544(6) . ?
C2A C3A 1.548(5) . ?
C3A C4A 1.523(6) . ?
C4A C5A 1.535(6) . ?
C5A C6A 1.546(6) . ?
C5A C14A 1.552(5) . ?
C6A C11A 1.529(6) . ?
C6A C7A 1.552(5) . ?
C6A C19A 1.556(5) . ?
C7A C8A 1.526(6) . ?
C8A C9A 1.509(6) . ?
C9A C10A 1.514(6) . ?
C10A C11A 1.513(6) . ?
C11A C12A 1.341(6) . ?
C12A C13A 1.481(6) . ?
C13A C14A 1.517(6) . ?
C14A C15A 1.513(6) . ?
C15A C16A 1.535(6) . ?
C16A C17A 1.542(6) . ?
C20A C22A 1.521(6) . ?
C20A C21A 1.531(6) . ?
C22A C23A 1.331(6) . ?
C22A C24A 1.490(6) . ?
C25A C26A 1.496(7) . ?
C27A C28A 1.488(6) . ?
O1B C27B 1.335(5) . ?
O1B C9B 1.454(5) . ?
O2B C27B 1.202(5) . ?
O3B C24B 1.196(5) . ?
O4B C24B 1.350(5) . ?
O4B C25B 1.454(5) . ?
F1B C20B 1.427(4) . ?
C1B C20B 1.526(6) . ?
C1B C2B 1.552(6) . ?
C1B C17B 1.556(6) . ?
C2B C3B 1.536(5) . ?
C2B C18B 1.539(5) . ?
C2B C15B 1.541(6) . ?
C3B C4B 1.535(5) . ?
C4B C5B 1.531(6) . ?
C5B C6B 1.534(6) . ?
C5B C14B 1.550(5) . ?
C6B C11B 1.530(6) . ?
C6B C7B 1.551(5) . ?
C6B C19B 1.556(5) . ?
C7B C8B 1.529(6) . ?
C8B C9B 1.505(6) . ?
C9B C10B 1.519(6) . ?
C10B C11B 1.505(6) . ?
C11B C12B 1.329(6) . ?
C12B C13B 1.488(6) . ?
C13B C14B 1.518(6) . ?
C14B C15B 1.511(6) . ?
C15B C16B 1.524(6) . ?
C16B C17B 1.530(6) . ?
C20B C22B 1.529(6) . ?
C20B C21B 1.531(6) . ?
C22B C23B 1.332(6) . ?
C22B C24B 1.488(6) . ?
C25B C26B 1.470(7) . ?
C27B C28B 1.478(6) . ?
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
C20A C1A C2A C18A -50.1(5) . . . . ?
C17A C1A C2A C18A 77.7(4) . . . . ?
C20A C1A C2A C15A -169.2(3) . . . . ?
C17A C1A C2A C15A -41.3(4) . . . . ?
C20A C1A C2A C3A 77.7(4) . . . . ?
C17A C1A C2A C3A -154.5(3) . . . . ?
C18A C2A C3A C4A -63.7(4) . . . . ?
C1A C2A C3A C4A 167.4(3) . . . . ?
C15A C2A C3A C4A 57.4(4) . . . . ?
C2A C3A C4A C5A -54.2(4) . . . . ?
C3A C4A C5A C6A 176.0(3) . . . . ?
C3A C4A C5A C14A 47.3(5) . . . . ?
C4A C5A C6A C11A -173.6(3) . . . . ?
C14A C5A C6A C11A -44.8(4) . . . . ?
C4A C5A C6A C7A 67.6(4) . . . . ?
C14A C5A C6A C7A -163.5(3) . . . . ?
C4A C5A C6A C19A -52.9(4) . . . . ?
C14A C5A C6A C19A 76.0(4) . . . . ?
C11A C6A C7A C8A 47.1(5) . . . . ?
C5A C6A C7A C8A 167.0(3) . . . . ?
C19A C6A C7A C8A -70.3(4) . . . . ?
C6A C7A C8A C9A -55.6(5) . . . . ?
C27A O1A C9A C8A 94.2(4) . . . . ?
C27A O1A C9A C10A -144.6(4) . . . . ?
C7A C8A C9A O1A 179.1(3) . . . . ?
C7A C8A C9A C10A 59.9(4) . . . . ?
O1A C9A C10A C11A -180.0(3) . . . . ?
C8A C9A C10A C11A -58.7(5) . . . . ?
C9A C10A C11A C12A -125.0(4) . . . . ?
C9A C10A C11A C6A 53.1(4) . . . . ?
C5A C6A C11A C12A 13.3(5) . . . . ?
C7A C6A C11A C12A 132.2(4) . . . . ?
C19A C6A C11A C12A -109.9(4) . . . . ?
C5A C6A C11A C10A -164.8(3) . . . . ?
C7A C6A C11A C10A -45.9(4) . . . . ?
C19A C6A C11A C10A 72.0(4) . . . . ?
C10A C11A C12A C13A -179.5(3) . . . . ?
C6A C11A C12A C13A 2.4(6) . . . . ?
C11A C12A C13A C14A 14.1(5) . . . . ?
C12A C13A C14A C15A -166.1(3) . . . . ?
C12A C13A C14A C5A -44.3(4) . . . . ?
C4A C5A C14A C15A -46.0(4) . . . . ?
C6A C5A C14A C15A -175.5(3) . . . . ?
C4A C5A C14A C13A -169.1(3) . . . . ?
C6A C5A C14A C13A 61.5(4) . . . . ?
C13A C14A C15A C16A -58.6(4) . . . . ?
C5A C14A C15A C16A 180.0(3) . . . . ?
C13A C14A C15A C2A 178.0(3) . . . . ?
C5A C14A C15A C2A 56.6(4) . . . . ?
C18A C2A C15A C14A 57.8(4) . . . . ?
C1A C2A C15A C14A 176.9(3) . . . . ?
C3A C2A C15A C14A -61.8(4) . . . . ?
C18A C2A C15A C16A -72.7(4) . . . . ?
C1A C2A C15A C16A 46.4(4) . . . . ?
C3A C2A C15A C16A 167.6(3) . . . . ?
C14A C15A C16A C17A -162.2(3) . . . . ?
C2A C15A C16A C17A -33.1(4) . . . . ?
C15A C16A C17A C1A 6.8(4) . . . . ?
C20A C1A C17A C16A 154.4(4) . . . . ?
C2A C1A C17A C16A 21.9(4) . . . . ?
C2A C1A C20A F1A 60.9(5) . . . . ?
C17A C1A C20A F1A -62.6(4) . . . . ?
C2A C1A C20A C22A 175.6(3) . . . . ?
C17A C1A C20A C22A 52.1(5) . . . . ?
C2A C1A C20A C21A -56.4(5) . . . . ?
C17A C1A C20A C21A -180.0(4) . . . . ?
F1A C20A C22A C23A -8.4(6) . . . . ?
C21A C20A C22A C23A 105.3(5) . . . . ?
C1A C20A C22A C23A -125.5(5) . . . . ?
F1A C20A C22A C24A 172.4(4) . . . . ?
C21A C20A C22A C24A -73.9(5) . . . . ?
C1A C20A C22A C24A 55.3(5) . . . . ?
C25A O4A C24A O3A -2.5(6) . . . . ?
C25A O4A C24A C22A 177.6(4) . . . . ?
C23A C22A C24A O3A -154.2(5) . . . . ?
C20A C22A C24A O3A 25.0(7) . . . . ?
C23A C22A C24A O4A 25.7(6) . . . . ?
C20A C22A C24A O4A -155.1(4) . . . . ?
C24A O4A C25A C26A 172.7(4) . . . . ?
C9A O1A C27A O2A -0.8(6) . . . . ?
C9A O1A C27A C28A 178.3(4) . . . . ?
C20B C1B C2B C3B 80.3(4) . . . . ?
C17B C1B C2B C3B -151.6(3) . . . . ?
C20B C1B C2B C18B -47.8(5) . . . . ?
C17B C1B C2B C18B 80.3(4) . . . . ?
C20B C1B C2B C15B -166.2(3) . . . . ?
C17B C1B C2B C15B -38.1(3) . . . . ?
C18B C2B C3B C4B -66.6(4) . . . . ?
C15B C2B C3B C4B 55.0(4) . . . . ?
C1B C2B C3B C4B 164.4(3) . . . . ?
C2B C3B C4B C5B -54.6(4) . . . . ?
C3B C4B C5B C6B 179.9(3) . . . . ?
C3B C4B C5B C14B 49.9(4) . . . . ?
C4B C5B C6B C11B -173.5(3) . . . . ?
C14B C5B C6B C11B -44.5(4) . . . . ?
C4B C5B C6B C7B 66.9(4) . . . . ?
C14B C5B C6B C7B -164.1(3) . . . . ?
C4B C5B C6B C19B -53.5(4) . . . . ?
C14B C5B C6B C19B 75.6(4) . . . . ?
C11B C6B C7B C8B 46.0(5) . . . . ?
C5B C6B C7B C8B 166.8(3) . . . . ?
C19B C6B C7B C8B -70.9(4) . . . . ?
C6B C7B C8B C9B -56.1(5) . . . . ?
C27B O1B C9B C8B 121.4(4) . . . . ?
C27B O1B C9B C10B -118.3(4) . . . . ?
C7B C8B C9B O1B -180.0(3) . . . . ?
C7B C8B C9B C10B 60.7(4) . . . . ?
O1B C9B C10B C11B -178.7(3) . . . . ?
C8B C9B C10B C11B -58.9(5) . . . . ?
C9B C10B C11B C12B -127.3(4) . . . . ?
C9B C10B C11B C6B 51.6(5) . . . . ?
C5B C6B C11B C12B 15.6(5) . . . . ?
C7B C6B C11B C12B 135.0(4) . . . . ?
C19B C6B C11B C12B -107.2(4) . . . . ?
C5B C6B C11B C10B -163.2(3) . . . . ?
C7B C6B C11B C10B -43.8(4) . . . . ?
C19B C6B C11B C10B 74.0(4) . . . . ?
C10B C11B C12B C13B 179.0(3) . . . . ?
C6B C11B C12B C13B 0.2(6) . . . . ?
C11B C12B C13B C14B 13.0(6) . . . . ?
C12B C13B C14B C15B -162.3(3) . . . . ?
C12B C13B C14B C5B -40.5(4) . . . . ?
C4B C5B C14B C15B -48.4(4) . . . . ?
C6B C5B C14B C15B -179.2(3) . . . . ?
C4B C5B C14B C13B -171.0(3) . . . . ?
C6B C5B C14B C13B 58.2(4) . . . . ?
C13B C14B C15B C16B -54.9(4) . . . . ?
C5B C14B C15B C16B -177.0(3) . . . . ?
C13B C14B C15B C2B 178.9(3) . . . . ?
C5B C14B C15B C2B 56.8(4) . . . . ?
C3B C2B C15B C14B -59.6(4) . . . . ?
C18B C2B C15B C14B 61.1(4) . . . . ?
C1B C2B C15B C14B 179.7(3) . . . . ?
C3B C2B C15B C16B 166.9(3) . . . . ?
C18B C2B C15B C16B -72.3(4) . . . . ?
C1B C2B C15B C16B 46.3(3) . . . . ?
C14B C15B C16B C17B -168.3(3) . . . . ?
C2B C15B C16B C17B -36.5(4) . . . . ?
C15B C16B C17B C1B 11.7(4) . . . . ?
C20B C1B C17B C16B 149.8(3) . . . . ?
C2B C1B C17B C16B 17.0(4) . . . . ?
C2B C1B C20B F1B 70.0(4) . . . . ?
C17B C1B C20B F1B -54.4(4) . . . . ?
C2B C1B C20B C22B -175.0(3) . . . . ?
C17B C1B C20B C22B 60.6(4) . . . . ?
C2B C1B C20B C21B -47.2(5) . . . . ?
C17B C1B C20B C21B -171.6(3) . . . . ?
F1B C20B C22B C23B 14.3(5) . . . . ?
C1B C20B C22B C23B -102.2(5) . . . . ?
C21B C20B C22B C23B 127.5(4) . . . . ?
F1B C20B C22B C24B -167.8(3) . . . . ?
C1B C20B C22B C24B 75.7(4) . . . . ?
C21B C20B C22B C24B -54.6(5) . . . . ?
C25B O4B C24B O3B 2.8(6) . . . . ?
C25B O4B C24B C22B -177.2(4) . . . . ?
C23B C22B C24B O3B 167.8(4) . . . . ?
C20B C22B C24B O3B -10.1(6) . . . . ?
C23B C22B C24B O4B -12.2(6) . . . . ?
C20B C22B C24B O4B 169.9(4) . . . . ?
C24B O4B C25B C26B 175.1(4) . . . . ?
C9B O1B C27B O2B 0.3(6) . . . . ?
C9B O1B C27B C28B -179.4(4) . . . . ?
