#------------------------------------------------------------------------------
#$Date: 2020-07-02 00:14:46 +0300 (Thu, 02 Jul 2020) $
#$Revision: 253621 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/78/4517821.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_4517821
loop_
_publ_author_name
'Lu, Bo'
'Fang, Xiaoyu'
'Yan, Dongpeng'
_publ_section_title
;
 Luminescent Polymorphic Co-crystals: A Promising Way to the Diversity of
 Molecular Assembly, Fluorescence Polarization, and Optical Waveguide.
;
_journal_name_full               'ACS applied materials & interfaces'
_journal_paper_doi               10.1021/acsami.0c06794
_journal_year                    2020
_chemical_formula_moiety         'C18 H B F15 O, C13 H10 N'
_chemical_formula_sum            'C31 H11 B F15 N O'
_chemical_formula_weight         709.22
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2019-09-04
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 102.0821(13)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.10279(15)
_cell_length_b                   20.4820(2)
_cell_length_c                   12.30312(15)
_cell_measurement_reflns_used    8161
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.3060
_cell_measurement_theta_min      4.0650
_cell_volume                     2735.84(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3127
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω     38.00 135.00   1.00    1.00    --  107.52 -61.00-120.00   97
  2  ω     80.00 175.00   1.00    1.00    --  107.52  30.00  60.00   95
  3  ω    105.00 130.00   1.00    1.00    --  107.52 125.00 120.00   25
  4  ω    105.00 146.00   1.00    1.00    --  107.52 125.00-150.00   41
  5  ω    121.00 157.00   1.00    1.00    --  107.52 125.00-180.00   36
  6  ω     36.00  84.00   1.00    1.00    --  107.52 -77.00 120.00   48
  7  ω     99.00 135.00   1.00    1.00    --  107.52 -77.00 120.00   36
  8  ω     38.00 110.00   1.00    1.00    --  107.52-125.00-120.00   72
  9  ω     27.00  52.00   1.00    1.00    --  107.52 -94.00-180.00   25
 10  ω   -112.00 -14.00   1.00    1.00    --  -39.74 -57.00 120.00   98
 11  ω   -126.00 -47.00   1.00    1.00    --  -39.74-178.00-150.00   79
 12  ω    -71.00 -36.00   1.00    1.00    --  -39.74 178.00-120.00   35
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0237698000
_diffrn_orient_matrix_UB_12      0.0723957000
_diffrn_orient_matrix_UB_13      -0.0221392000
_diffrn_orient_matrix_UB_21      -0.1358228000
_diffrn_orient_matrix_UB_22      0.0081721000
_diffrn_orient_matrix_UB_23      -0.0591574000
_diffrn_orient_matrix_UB_31      -0.0333593000
_diffrn_orient_matrix_UB_32      0.0186702000
_diffrn_orient_matrix_UB_33      0.1114168000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0185
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            11008
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.374
_diffrn_reflns_theta_min         4.262
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.576
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76809
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear greenish green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   greenish
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.722
_exptl_crystal_description       block
_exptl_crystal_F_000             1408
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.272
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     446
_refine_ls_number_reflns         5350
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0366
_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)+(0.0489P)²+1.4058P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0953
_refine_ls_wR_factor_ref         0.0967
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5086
_reflns_number_total             5350
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            am0c06794_si_004.cif
_cod_data_source_block           20170119e
_cod_database_code               4517821
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C1 H1 O1 N1 F1 B1'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.754
_shelx_estimated_absorpt_t_min   0.685
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.13
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1A), C20(H20), C21(H21), C22(H22), C23(H23), C25(H25), C27(H27), C28(H28),
  C29(H29), C30(H30)
;
_olex2_date_sample_data_collection 2017-01-19
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.373
_oxdiff_exptl_absorpt_empirical_full_min 0.744
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.75077(8) 0.55755(4) 0.94139(7) 0.01868(19) Uani 1 1 d . . . . .
F2 F 0.64105(9) 0.47370(4) 1.05326(7) 0.0208(2) Uani 1 1 d . . . . .
F3 F 0.46742(9) 0.38901(5) 0.94482(8) 0.0256(2) Uani 1 1 d . . . . .
F4 F 0.41305(9) 0.38772(5) 0.71705(9) 0.0264(2) Uani 1 1 d . . . . .
F5 F 0.53633(9) 0.46355(4) 0.60370(7) 0.0227(2) Uani 1 1 d . . . . .
F6 F 0.56489(8) 0.64445(4) 0.81200(8) 0.0192(2) Uani 1 1 d . . . . .
F7 F 0.59237(9) 0.77068(5) 0.86094(8) 0.0235(2) Uani 1 1 d . . . . .
F8 F 0.79070(9) 0.83788(4) 0.82045(8) 0.0264(2) Uani 1 1 d . . . . .
F9 F 0.96220(9) 0.77384(5) 0.73111(9) 0.0278(2) Uani 1 1 d . . . . .
F10 F 0.93726(8) 0.64871(4) 0.68010(8) 0.0215(2) Uani 1 1 d . . . . .
F11 F 0.73631(9) 0.48903(5) 0.48300(8) 0.0296(2) Uani 1 1 d . . . . .
F12 F 0.92202(10) 0.41269(6) 0.46142(10) 0.0382(3) Uani 1 1 d . . . . .
F13 F 1.12294(10) 0.39855(6) 0.63010(11) 0.0399(3) Uani 1 1 d . . . . .
F14 F 1.13457(10) 0.46722(6) 0.82249(9) 0.0355(3) Uani 1 1 d . . . . .
F15 F 0.94952(9) 0.54387(5) 0.84737(7) 0.0250(2) Uani 1 1 d . . . . .
O1 O 0.62944(10) 0.58444(5) 0.58485(9) 0.0168(2) Uani 1 1 d . . . . .
H1 H 0.615(2) 0.5565(12) 0.5430(19) 0.031(6) Uiso 1 1 d . . . . .
C1 C 0.64713(13) 0.51690(7) 0.76564(12) 0.0142(3) Uani 1 1 d . . . . .
C2 C 0.67019(13) 0.51510(7) 0.88094(12) 0.0149(3) Uani 1 1 d . . . . .
C3 C 0.61429(14) 0.47209(7) 0.94164(12) 0.0167(3) Uani 1 1 d . . . . .
C4 C 0.52662(14) 0.42883(8) 0.88689(14) 0.0189(3) Uani 1 1 d . . . . .
C5 C 0.49943(14) 0.42841(7) 0.77252(14) 0.0188(3) Uani 1 1 d . . . . .
C6 C 0.56171(14) 0.47057(7) 0.71591(12) 0.0164(3) Uani 1 1 d . . . . .
C7 C 0.75103(13) 0.63826(7) 0.74578(11) 0.0134(3) Uani 1 1 d . . . . .
C8 C 0.66749(13) 0.67352(7) 0.79266(12) 0.0144(3) Uani 1 1 d . . . . .
C9 C 0.67851(14) 0.73947(7) 0.81809(12) 0.0163(3) Uani 1 1 d . . . . .
C10 C 0.77814(15) 0.77398(7) 0.79748(12) 0.0180(3) Uani 1 1 d . . . . .
C11 C 0.86500(14) 0.74139(8) 0.75244(13) 0.0177(3) Uani 1 1 d . . . . .
C12 C 0.84982(13) 0.67536(7) 0.72774(12) 0.0153(3) Uani 1 1 d . . . . .
C13 C 0.83272(13) 0.52182(7) 0.66674(12) 0.0151(3) Uani 1 1 d . . . . .
C14 C 0.83316(14) 0.48601(8) 0.57117(13) 0.0201(3) Uani 1 1 d . . . . .
C15 C 0.92797(16) 0.44495(8) 0.55718(14) 0.0251(4) Uani 1 1 d . . . . .
C16 C 1.03007(16) 0.43781(8) 0.64192(16) 0.0262(4) Uani 1 1 d . . . . .
C17 C 1.03520(15) 0.47243(8) 0.73894(14) 0.0233(3) Uani 1 1 d . . . . .
C18 C 0.93829(14) 0.51226(8) 0.74915(13) 0.0180(3) Uani 1 1 d . . . . .
B1 B 0.71493(15) 0.56558(8) 0.68929(13) 0.0132(3) Uani 1 1 d . . . . .
N1 N 0.54266(11) 0.70210(6) 0.53398(10) 0.0150(2) Uani 1 1 d . . . . .
H1A H 0.5597 0.6611 0.5390 0.018 Uiso 1 1 calc R . . . .
C19 C 0.43911(13) 0.72289(7) 0.56505(12) 0.0151(3) Uani 1 1 d . . . . .
C20 C 0.36077(14) 0.67756(8) 0.60282(12) 0.0190(3) Uani 1 1 d . . . . .
H20 H 0.3793 0.6332 0.6059 0.023 Uiso 1 1 calc R . . . .
C21 C 0.25748(15) 0.69993(8) 0.63462(13) 0.0208(3) Uani 1 1 d . . . . .
H21 H 0.2055 0.6704 0.6592 0.025 Uiso 1 1 calc R . . . .
C22 C 0.22784(15) 0.76768(8) 0.63082(13) 0.0218(3) Uani 1 1 d . . . . .
H22 H 0.1575 0.7818 0.6537 0.026 Uiso 1 1 calc R . . . .
C23 C 0.30134(14) 0.81186(8) 0.59416(13) 0.0195(3) Uani 1 1 d . . . . .
H23 H 0.2808 0.8559 0.5916 0.023 Uiso 1 1 calc R . . . .
C24 C 0.41022(13) 0.79087(7) 0.55952(12) 0.0156(3) Uani 1 1 d . . . . .
C25 C 0.48932(14) 0.83342(7) 0.51986(12) 0.0171(3) Uani 1 1 d . . . . .
H25 H 0.4715 0.8778 0.5155 0.021 Uiso 1 1 calc R . . . .
C26 C 0.59454(14) 0.81075(7) 0.48654(12) 0.0159(3) Uani 1 1 d . . . . .
C27 C 0.67794(15) 0.85182(8) 0.44452(13) 0.0200(3) Uani 1 1 d . . . . .
H27 H 0.6627 0.8964 0.4372 0.024 Uiso 1 1 calc R . . . .
C28 C 0.77959(15) 0.82631(8) 0.41508(13) 0.0214(3) Uani 1 1 d . . . . .
H28 H 0.8332 0.8536 0.3877 0.026 Uiso 1 1 calc R . . . .
C29 C 0.80462(14) 0.75818(8) 0.42576(13) 0.0205(3) Uani 1 1 d . . . . .
H29 H 0.8749 0.7417 0.4058 0.025 Uiso 1 1 calc R . . . .
C30 C 0.72739(14) 0.71670(8) 0.46479(12) 0.0178(3) Uani 1 1 d . . . . .
H30 H 0.7444 0.6722 0.4712 0.021 Uiso 1 1 calc R . . . .
C31 C 0.62074(13) 0.74242(7) 0.49545(12) 0.0149(3) Uani 1 1 d . . . . .
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'
N N 0.0311 0.0180 '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'
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
B1 O1 H1 113.5(17) . . ?
C2 C1 C6 113.24(13) . . ?
C2 C1 B1 125.97(13) . . ?
C6 C1 B1 120.74(13) . . ?
F1 C2 C1 120.26(13) . . ?
F1 C2 C3 115.61(13) . . ?
C3 C2 C1 124.13(14) . . ?
F2 C3 C2 120.55(13) . . ?
F2 C3 C4 119.75(13) . . ?
C4 C3 C2 119.66(14) . . ?
F3 C4 C3 120.25(14) . . ?
F3 C4 C5 120.82(14) . . ?
C5 C4 C3 118.92(14) . . ?
F4 C5 C4 120.25(14) . . ?
F4 C5 C6 120.70(14) . . ?
C4 C5 C6 119.05(14) . . ?
F5 C6 C1 119.82(13) . . ?
F5 C6 C5 115.27(13) . . ?
C5 C6 C1 124.89(14) . . ?
C8 C7 B1 121.09(12) . . ?
C12 C7 C8 113.51(13) . . ?
C12 C7 B1 123.65(13) . . ?
F6 C8 C7 120.27(13) . . ?
F6 C8 C9 115.34(13) . . ?
C9 C8 C7 124.33(14) . . ?
F7 C9 C8 120.98(13) . . ?
F7 C9 C10 119.41(13) . . ?
C10 C9 C8 119.60(14) . . ?
F8 C10 C9 120.90(14) . . ?
F8 C10 C11 120.42(14) . . ?
C9 C10 C11 118.69(14) . . ?
F9 C11 C10 119.85(13) . . ?
F9 C11 C12 120.42(14) . . ?
C10 C11 C12 119.72(14) . . ?
F10 C12 C7 120.77(13) . . ?
F10 C12 C11 115.05(13) . . ?
C11 C12 C7 124.14(14) . . ?
C14 C13 C18 113.00(14) . . ?
C14 C13 B1 124.85(13) . . ?
C18 C13 B1 121.84(13) . . ?
F11 C14 C13 120.66(14) . . ?
F11 C14 C15 115.02(14) . . ?
C15 C14 C13 124.32(15) . . ?
F12 C15 C14 120.62(16) . . ?
F12 C15 C16 119.62(15) . . ?
C16 C15 C14 119.76(15) . . ?
F13 C16 C15 120.78(16) . . ?
F13 C16 C17 120.62(16) . . ?
C15 C16 C17 118.60(15) . . ?
F14 C17 C16 119.94(15) . . ?
F14 C17 C18 120.58(15) . . ?
C18 C17 C16 119.48(15) . . ?
F15 C18 C13 119.24(13) . . ?
F15 C18 C17 115.92(14) . . ?
C17 C18 C13 124.83(15) . . ?
O1 B1 C1 111.39(12) . . ?
O1 B1 C7 100.64(11) . . ?
O1 B1 C13 112.41(12) . . ?
C1 B1 C7 113.72(12) . . ?
C1 B1 C13 103.77(11) . . ?
C13 B1 C7 115.25(12) . . ?
C19 N1 H1A 118.3 . . ?
C31 N1 H1A 118.3 . . ?
C31 N1 C19 123.46(13) . . ?
N1 C19 C20 120.19(14) . . ?
N1 C19 C24 119.27(14) . . ?
C20 C19 C24 120.54(14) . . ?
C19 C20 H20 120.5 . . ?
C21 C20 C19 118.97(15) . . ?
C21 C20 H20 120.5 . . ?
C20 C21 H21 119.4 . . ?
C20 C21 C22 121.29(15) . . ?
C22 C21 H21 119.4 . . ?
C21 C22 H22 119.7 . . ?
C23 C22 C21 120.63(15) . . ?
C23 C22 H22 119.7 . . ?
C22 C23 H23 119.9 . . ?
C22 C23 C24 120.22(15) . . ?
C24 C23 H23 119.9 . . ?
C19 C24 C23 118.35(14) . . ?
C25 C24 C19 118.30(14) . . ?
C25 C24 C23 123.34(14) . . ?
C24 C25 H25 119.3 . . ?
C24 C25 C26 121.44(14) . . ?
C26 C25 H25 119.3 . . ?
C25 C26 C27 123.86(14) . . ?
C25 C26 C31 118.20(14) . . ?
C27 C26 C31 117.93(14) . . ?
C26 C27 H27 119.7 . . ?
C28 C27 C26 120.53(15) . . ?
C28 C27 H27 119.7 . . ?
C27 C28 H28 119.7 . . ?
C27 C28 C29 120.60(15) . . ?
C29 C28 H28 119.7 . . ?
C28 C29 H29 119.4 . . ?
C30 C29 C28 121.21(15) . . ?
C30 C29 H29 119.4 . . ?
C29 C30 H30 120.5 . . ?
C29 C30 C31 118.95(14) . . ?
C31 C30 H30 120.5 . . ?
N1 C31 C26 119.31(13) . . ?
N1 C31 C30 119.91(14) . . ?
C30 C31 C26 120.77(14) . . ?
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
F1 C2 1.3532(17) . ?
F2 C3 1.3433(17) . ?
F3 C4 1.3421(18) . ?
F4 C5 1.3438(17) . ?
F5 C6 1.3577(17) . ?
F6 C8 1.3499(17) . ?
F7 C9 1.3462(17) . ?
F8 C10 1.3401(17) . ?
F9 C11 1.3394(17) . ?
F10 C12 1.3499(17) . ?
F11 C14 1.3597(18) . ?
F12 C15 1.3403(19) . ?
F13 C16 1.3393(19) . ?
F14 C17 1.3456(19) . ?
F15 C18 1.3535(18) . ?
O1 H1 0.76(2) . ?
O1 B1 1.4802(18) . ?
C1 C2 1.388(2) . ?
C1 C6 1.390(2) . ?
C1 B1 1.655(2) . ?
C2 C3 1.383(2) . ?
C3 C4 1.383(2) . ?
C4 C5 1.376(2) . ?
C5 C6 1.382(2) . ?
C7 C8 1.392(2) . ?
C7 C12 1.390(2) . ?
C7 B1 1.656(2) . ?
C8 C9 1.386(2) . ?
C9 C10 1.380(2) . ?
C10 C11 1.381(2) . ?
C11 C12 1.389(2) . ?
C13 C14 1.387(2) . ?
C13 C18 1.394(2) . ?
C13 B1 1.656(2) . ?
C14 C15 1.386(2) . ?
C15 C16 1.378(3) . ?
C16 C17 1.379(2) . ?
C17 C18 1.377(2) . ?
N1 H1A 0.8600 . ?
N1 C19 1.3540(19) . ?
N1 C31 1.353(2) . ?
C19 C20 1.415(2) . ?
C19 C24 1.427(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.366(2) . ?
C21 H21 0.9300 . ?
C21 C22 1.425(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.357(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.429(2) . ?
C24 C25 1.396(2) . ?
C25 H25 0.9300 . ?
C25 C26 1.396(2) . ?
C26 C27 1.426(2) . ?
C26 C31 1.429(2) . ?
C27 H27 0.9300 . ?
C27 C28 1.360(2) . ?
C28 H28 0.9300 . ?
C28 C29 1.423(2) . ?
C29 H29 0.9300 . ?
C29 C30 1.364(2) . ?
C30 H30 0.9300 . ?
C30 C31 1.417(2) . ?
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
F1 C2 C3 F2 -0.3(2) . . . . ?
F1 C2 C3 C4 177.20(13) . . . . ?
F2 C3 C4 F3 0.7(2) . . . . ?
F2 C3 C4 C5 179.26(13) . . . . ?
F3 C4 C5 F4 -0.2(2) . . . . ?
F3 C4 C5 C6 179.43(13) . . . . ?
F4 C5 C6 F5 -5.2(2) . . . . ?
F4 C5 C6 C1 176.10(14) . . . . ?
F6 C8 C9 F7 1.2(2) . . . . ?
F6 C8 C9 C10 -177.72(13) . . . . ?
F7 C9 C10 F8 0.6(2) . . . . ?
F7 C9 C10 C11 -179.33(13) . . . . ?
F8 C10 C11 F9 -0.3(2) . . . . ?
F8 C10 C11 C12 -179.14(14) . . . . ?
F9 C11 C12 F10 -1.3(2) . . . . ?
F9 C11 C12 C7 -179.13(13) . . . . ?
F11 C14 C15 F12 1.4(2) . . . . ?
F11 C14 C15 C16 -179.37(15) . . . . ?
F12 C15 C16 F13 -0.6(3) . . . . ?
F12 C15 C16 C17 178.80(16) . . . . ?
F13 C16 C17 F14 0.4(3) . . . . ?
F13 C16 C17 C18 -179.75(15) . . . . ?
F14 C17 C18 F15 -1.0(2) . . . . ?
F14 C17 C18 C13 178.73(15) . . . . ?
C1 C2 C3 F2 -179.59(13) . . . . ?
C1 C2 C3 C4 -2.1(2) . . . . ?
C2 C1 C6 F5 -175.46(12) . . . . ?
C2 C1 C6 C5 3.2(2) . . . . ?
C2 C1 B1 O1 -146.37(14) . . . . ?
C2 C1 B1 C7 -33.5(2) . . . . ?
C2 C1 B1 C13 92.46(16) . . . . ?
C2 C3 C4 F3 -176.78(13) . . . . ?
C2 C3 C4 C5 1.8(2) . . . . ?
C3 C4 C5 F4 -178.79(13) . . . . ?
C3 C4 C5 C6 0.9(2) . . . . ?
C4 C5 C6 F5 175.11(13) . . . . ?
C4 C5 C6 C1 -3.6(2) . . . . ?
C6 C1 C2 F1 -179.57(12) . . . . ?
C6 C1 C2 C3 -0.3(2) . . . . ?
C6 C1 B1 O1 36.31(18) . . . . ?
C6 C1 B1 C7 149.18(13) . . . . ?
C6 C1 B1 C13 -84.86(15) . . . . ?
C7 C8 C9 F7 178.40(13) . . . . ?
C7 C8 C9 C10 -0.5(2) . . . . ?
C8 C7 C12 F10 -178.28(12) . . . . ?
C8 C7 C12 C11 -0.6(2) . . . . ?
C8 C7 B1 O1 73.94(15) . . . . ?
C8 C7 B1 C1 -45.26(18) . . . . ?
C8 C7 B1 C13 -164.90(13) . . . . ?
C8 C9 C10 F8 179.49(13) . . . . ?
C8 C9 C10 C11 -0.4(2) . . . . ?
C9 C10 C11 F9 179.65(13) . . . . ?
C9 C10 C11 C12 0.8(2) . . . . ?
C10 C11 C12 F10 177.56(13) . . . . ?
C10 C11 C12 C7 -0.3(2) . . . . ?
C12 C7 C8 F6 178.06(12) . . . . ?
C12 C7 C8 C9 1.0(2) . . . . ?
C12 C7 B1 O1 -90.03(15) . . . . ?
C12 C7 B1 C1 150.77(13) . . . . ?
C12 C7 B1 C13 31.13(19) . . . . ?
C13 C14 C15 F12 -179.07(15) . . . . ?
C13 C14 C15 C16 0.1(3) . . . . ?
C14 C13 C18 F15 -179.45(14) . . . . ?
C14 C13 C18 C17 0.8(2) . . . . ?
C14 C13 B1 O1 -22.6(2) . . . . ?
C14 C13 B1 C1 97.88(16) . . . . ?
C14 C13 B1 C7 -137.13(15) . . . . ?
C14 C15 C16 F13 -179.79(15) . . . . ?
C14 C15 C16 C17 -0.4(3) . . . . ?
C15 C16 C17 F14 -178.99(16) . . . . ?
C15 C16 C17 C18 0.9(3) . . . . ?
C16 C17 C18 F15 179.11(15) . . . . ?
C16 C17 C18 C13 -1.1(3) . . . . ?
C18 C13 C14 F11 179.19(14) . . . . ?
C18 C13 C14 C15 -0.3(2) . . . . ?
C18 C13 B1 O1 164.26(13) . . . . ?
C18 C13 B1 C1 -75.26(16) . . . . ?
C18 C13 B1 C7 49.73(19) . . . . ?
B1 C1 C2 F1 2.9(2) . . . . ?
B1 C1 C2 C3 -177.77(14) . . . . ?
B1 C1 C6 F5 2.2(2) . . . . ?
B1 C1 C6 C5 -179.20(14) . . . . ?
B1 C7 C8 F6 12.6(2) . . . . ?
B1 C7 C8 C9 -164.52(14) . . . . ?
B1 C7 C12 F10 -13.2(2) . . . . ?
B1 C7 C12 C11 164.47(14) . . . . ?
B1 C13 C14 F11 5.5(2) . . . . ?
B1 C13 C14 C15 -173.95(15) . . . . ?
B1 C13 C18 F15 -5.6(2) . . . . ?
B1 C13 C18 C17 174.67(15) . . . . ?
N1 C19 C20 C21 179.40(13) . . . . ?
N1 C19 C24 C23 -179.16(13) . . . . ?
N1 C19 C24 C25 1.3(2) . . . . ?
C19 N1 C31 C26 0.1(2) . . . . ?
C19 N1 C31 C30 179.92(13) . . . . ?
C19 C20 C21 C22 -0.3(2) . . . . ?
C19 C24 C25 C26 -0.2(2) . . . . ?
C20 C19 C24 C23 0.7(2) . . . . ?
C20 C19 C24 C25 -178.90(13) . . . . ?
C20 C21 C22 C23 0.7(2) . . . . ?
C21 C22 C23 C24 -0.4(2) . . . . ?
C22 C23 C24 C19 -0.2(2) . . . . ?
C22 C23 C24 C25 179.31(15) . . . . ?
C23 C24 C25 C26 -179.78(14) . . . . ?
C24 C19 C20 C21 -0.4(2) . . . . ?
C24 C25 C26 C27 179.43(14) . . . . ?
C24 C25 C26 C31 -0.9(2) . . . . ?
C25 C26 C27 C28 179.10(14) . . . . ?
C25 C26 C31 N1 0.9(2) . . . . ?
C25 C26 C31 C30 -178.86(13) . . . . ?
C26 C27 C28 C29 -0.1(2) . . . . ?
C27 C26 C31 N1 -179.34(13) . . . . ?
C27 C26 C31 C30 0.9(2) . . . . ?
C27 C28 C29 C30 0.5(2) . . . . ?
C28 C29 C30 C31 -0.2(2) . . . . ?
C29 C30 C31 N1 179.76(13) . . . . ?
C29 C30 C31 C26 -0.4(2) . . . . ?
C31 N1 C19 C20 178.93(13) . . . . ?
C31 N1 C19 C24 -1.2(2) . . . . ?
C31 C26 C27 C28 -0.6(2) . . . . ?
