#------------------------------------------------------------------------------
#$Date: 2022-06-14 03:52:37 +0300 (Tue, 14 Jun 2022) $
#$Revision: 276014 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/50/7245068.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_7245068
loop_
_publ_author_name
'Ikeshita, Masahiro'
'Suzuki, Takato'
'Matsudaira, Kana'
'Kitahara, Maho'
'Imai, Yoshitane'
'Tsuno, Takashi'
_publ_section_title
;
 Multi-colour circularly polarized luminescence properties of chiral
 Schiff-base boron difluoride complexes
;
_journal_name_full               'Physical Chemistry Chemical Physics'
_journal_paper_doi               10.1039/D2CP01861F
_journal_year                    2022
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C23 H18 B F2 N O'
_chemical_formula_sum            'C23 H18 B F2 N O'
_chemical_formula_weight         373.19
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-12-09
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-02-10 deposited with the CCDC.	2022-06-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   9.7997(5)
_cell_length_b                   16.3983(8)
_cell_length_c                   22.9360(11)
_cell_measurement_reflns_used    6549
_cell_measurement_temperature    173.15
_cell_measurement_theta_max      26.0520
_cell_measurement_theta_min      2.2330
_cell_volume                     3685.8(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      173.15
_diffrn_detector                 'Rigaku HyPix-3000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -74.00 -12.00   0.50    2.72    --   20.00  54.00 120.00  124
  2  ω     -6.00  20.00   0.50    2.72    --   20.00  54.00 120.00   52
  3  ω     36.00  62.00   0.50    2.72    --   20.00  54.00 120.00   52
  4  ω    -59.00 -31.00   0.50    2.72    --   20.00  54.00-150.00   56
  5  ω    -24.00  16.00   0.50    2.72    --   20.00  54.00-150.00   80
  6  ω    -70.00   8.00   0.50    2.72    --   20.00  54.00   0.00  156
  7  ω     39.00 100.00   0.50    2.72    --   20.00  54.00   0.00  122
  8  ω    -69.00  56.00   0.50    2.72    --   20.00  54.00 150.00  250
  9  ω    -74.00 -49.00   0.50    2.72    --   20.00  54.00  90.00   50
 10  ω     12.00  37.00   0.50    2.72    --   20.00  54.00  90.00   50
 11  ω    -67.00  29.00   0.50    2.72    --   20.00  54.00  60.00  192
;
_diffrn_measurement_device       'fixed-chi diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB mini2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0057147000
_diffrn_orient_matrix_UB_12      0.0364121000
_diffrn_orient_matrix_UB_13      -0.0165144000
_diffrn_orient_matrix_UB_21      -0.0008098000
_diffrn_orient_matrix_UB_22      0.0232520000
_diffrn_orient_matrix_UB_23      0.0260709000
_diffrn_orient_matrix_UB_31      0.0721523000
_diffrn_orient_matrix_UB_32      -0.0026175000
_diffrn_orient_matrix_UB_33      0.0016236000
_diffrn_radiation_monochromator  'curved graphite'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_av_unetI/netI     0.0482
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            38018
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        27.500
_diffrn_reflns_theta_max         30.356
_diffrn_reflns_theta_min         2.167
_diffrn_source                   'Sealed X-ray tube'
_diffrn_source_type              'Sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92835
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_description       plate
_exptl_crystal_F_000             1552
_exptl_crystal_preparation       CH2Cl2/EtOH
_exptl_crystal_size_max          0.455
_exptl_crystal_size_mid          0.412
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.839
_refine_diff_density_min         -0.559
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details
;
 Flack x determined using 2445 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.1(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     507
_refine_ls_number_reflns         10595
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0945
_refine_ls_R_factor_gt           0.0591
_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)+(0.0900P)²+0.3980P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1493
_refine_ls_wR_factor_ref         0.1696
_reflns_Friedel_coverage         0.784
_reflns_Friedel_fraction_full    0.994
_reflns_Friedel_fraction_max     0.938
_reflns_number_gt                7277
_reflns_number_total             10595
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2cp01861f2.cif
_cod_data_source_block           exp_438
_cod_database_code               7245068
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C23H18NOF2B
_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.
;
_reflns_odcompleteness_completeness 99.39
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1.a Ternary CH refined with riding coordinates:
 C00J(H00J), C00L(H00L)
1.b Aromatic/amide H refined with riding coordinates:
 C00A(H00A), C00F(H00F), C00I(H00I), C00M(H00M), C00N(H00N), C00P(H00P),
 C00S(H00S), C00T(H00T), C00U(H00U), C00X(H00X), C00Y(H00Y), C010(H010),
 C011(H011), C012(H012), C013(H013), C014(H014), C015(H015), C016(H016),
 C018(H018), C019(H019), C01A(H01M), C01B(H01B), C01C(H01C), C01F(H01F),
 C01G(H01N), C01H(H01H), C01I(H01I), C01J(H01J)
1.c Idealised Me refined as rotating group:
 C017(H01G,H01K,H01L), C01D(H01A,H01D,H01E)
;
_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 1.176
_oxdiff_exptl_absorpt_empirical_full_min 0.907
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -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
O001 O 0.4304(2) 0.21893(13) 0.61146(10) 0.0371(5) Uani 1 1 d . . . . .
F4 F 0.4337(2) 0.31352(16) 0.53597(12) 0.0685(7) Uani 1 1 d . . . . .
F3 F 0.4049(2) 0.35651(14) 0.62879(14) 0.0734(8) Uani 1 1 d . . . . .
O004 O 0.2023(2) 0.74768(16) 0.60791(11) 0.0469(6) Uani 1 1 d . . . . .
N005 N 0.4079(3) 0.67826(16) 0.64567(11) 0.0337(6) Uani 1 1 d . . . . .
N006 N 0.2174(3) 0.28942(17) 0.58181(11) 0.0343(6) Uani 1 1 d . . . . .
F2 F 0.1844(3) 0.6263(2) 0.6546(3) 0.149(2) Uani 1 1 d . . . . .
C008 C 0.3617(3) 0.14932(18) 0.61886(13) 0.0331(6) Uani 1 1 d . . . . .
C009 C 0.2776(3) 0.78763(19) 0.56926(13) 0.0324(6) Uani 1 1 d . . . . .
C00A C 0.4764(3) 0.71296(18) 0.60467(13) 0.0318(6) Uani 1 1 d . . . . .
H00A H 0.570628 0.700404 0.600933 0.038 Uiso 1 1 calc R U . . .
C00B C 0.2176(3) 0.85100(18) 0.53536(13) 0.0319(6) Uani 1 1 d . . . . .
C00C C 0.5740(3) 0.07542(19) 0.65774(13) 0.0347(7) Uani 1 1 d . . . . .
C00D C 0.3055(3) 0.89388(19) 0.49716(13) 0.0357(7) Uani 1 1 d . . . . .
F1 F 0.2335(4) 0.7356(3) 0.70638(13) 0.1212(16) Uani 1 1 d . . . . .
C00F C 0.6647(3) 0.1423(2) 0.65571(14) 0.0394(7) Uani 1 1 d . . . . .
H00F H 0.633514 0.192867 0.640431 0.047 Uiso 1 1 calc R U . . .
C00G C 0.6167(3) 0.6562(2) 0.70493(14) 0.0386(7) Uani 1 1 d . . . . .
C00H C 0.4170(3) 0.76973(19) 0.56433(12) 0.0314(6) Uani 1 1 d . . . . .
C00I C 0.4996(3) 0.8110(2) 0.52367(13) 0.0362(7) Uani 1 1 d . . . . .
H00I H 0.592874 0.796492 0.519262 0.043 Uiso 1 1 calc R U . . .
C00J C 0.4747(3) 0.6252(2) 0.69050(14) 0.0362(7) Uani 1 1 d . . . . .
H00J H 0.419132 0.630013 0.726918 0.043 Uiso 1 1 calc R U . . .
C00K C 0.4298(3) 0.07859(19) 0.64126(13) 0.0345(7) Uani 1 1 d . . . . .
C00L C 0.1400(3) 0.3654(2) 0.56542(14) 0.0403(7) Uani 1 1 d . . . . .
H00L H 0.198599 0.413004 0.576090 0.048 Uiso 1 1 calc R U . . .
C00M C 0.4453(4) 0.8718(2) 0.49082(14) 0.0393(7) Uani 1 1 d . . . . .
H00M H 0.500921 0.899709 0.463405 0.047 Uiso 1 1 calc R U . . .
C00N C 0.1562(3) 0.2203(2) 0.58754(14) 0.0378(7) Uani 1 1 d . . . . .
H00N H 0.061210 0.218022 0.579543 0.045 Uiso 1 1 calc R U . . .
C00O C 0.2227(3) 0.1476(2) 0.60511(14) 0.0362(7) Uani 1 1 d . . . . .
C00P C -0.0250(3) 0.8369(2) 0.57509(15) 0.0404(7) Uani 1 1 d . . . . .
H00P H -0.000347 0.789846 0.596870 0.048 Uiso 1 1 calc R U . . .
C00Q C 0.0746(3) 0.87567(19) 0.53973(13) 0.0346(6) Uani 1 1 d . . . . .
C00R C 0.0309(4) 0.9451(2) 0.50729(15) 0.0402(7) Uani 1 1 d . . . . .
C00S C 0.1257(4) 0.9887(2) 0.47160(15) 0.0451(8) Uani 1 1 d . . . . .
H00S H 0.096625 1.036471 0.451769 0.054 Uiso 1 1 calc R U . . .
C00T C 0.1449(4) 0.0751(2) 0.61394(16) 0.0450(8) Uani 1 1 d . . . . .
H00T H 0.050224 0.074222 0.605087 0.054 Uiso 1 1 calc R U . . .
C00U C 0.2553(4) 0.9632(2) 0.46564(15) 0.0426(8) Uani 1 1 d . . . . .
H00U H 0.314869 0.991611 0.440043 0.051 Uiso 1 1 calc R U . . .
C00V C 0.3474(4) 0.00741(19) 0.64843(13) 0.0404(8) Uani 1 1 d . . . . .
C00W C 0.6270(4) 0.0005(2) 0.67995(15) 0.0441(8) Uani 1 1 d . . . . .
C00X C 0.4083(5) -0.0658(2) 0.66992(16) 0.0531(10) Uani 1 1 d . . . . .
H00X H 0.353541 -0.113233 0.673920 0.064 Uiso 1 1 calc R U . . .
C00Y C 0.7969(4) 0.1362(2) 0.67528(15) 0.0477(8) Uani 1 1 d . . . . .
H00Y H 0.854997 0.182542 0.673534 0.057 Uiso 1 1 calc R U . . .
C00Z C 0.0097(3) 0.3722(2) 0.60060(17) 0.0437(8) Uani 1 1 d . . . . .
C010 C 0.6311(4) 0.7224(2) 0.74236(15) 0.0445(8) Uani 1 1 d . . . . .
H010 H 0.552016 0.746359 0.759124 0.053 Uiso 1 1 calc R U . . .
C011 C -0.1562(4) 0.8659(3) 0.57848(17) 0.0497(9) Uani 1 1 d . . . . .
H011 H -0.219877 0.839077 0.603143 0.060 Uiso 1 1 calc R U . . .
C012 C 0.7636(5) -0.0036(3) 0.69945(17) 0.0554(10) Uani 1 1 d . . . . .
H012 H 0.797988 -0.053708 0.714082 0.067 Uiso 1 1 calc R U . . .
C013 C 0.2070(4) 0.0080(2) 0.63494(16) 0.0463(8) Uani 1 1 d . . . . .
H013 H 0.154884 -0.040131 0.640810 0.056 Uiso 1 1 calc R U . . .
C014 C 0.8470(4) 0.0629(3) 0.69772(16) 0.0545(10) Uani 1 1 d . . . . .
H014 H 0.938180 0.059344 0.711604 0.065 Uiso 1 1 calc R U . . .
C015 C -0.1980(4) 0.9336(3) 0.54656(19) 0.0557(10) Uani 1 1 d . . . . .
H015 H -0.289465 0.952488 0.549036 0.067 Uiso 1 1 calc R U . . .
C016 C -0.1064(4) 0.9725(2) 0.51186(18) 0.0521(9) Uani 1 1 d . . . . .
H016 H -0.134634 1.018902 0.490199 0.063 Uiso 1 1 calc R U . . .
C017 C 0.4672(4) 0.5362(2) 0.67121(18) 0.0518(9) Uani 1 1 d . . . . .
H01G H 0.371650 0.520938 0.664880 0.078 Uiso 1 1 calc R U . . .
H01K H 0.506702 0.501353 0.701523 0.078 Uiso 1 1 calc R U . . .
H01L H 0.518397 0.529263 0.634851 0.078 Uiso 1 1 calc R U . . .
C018 C 0.7348(4) 0.6213(3) 0.68181(18) 0.0576(10) Uani 1 1 d . . . . .
H018 H 0.727541 0.574938 0.657203 0.069 Uiso 1 1 calc R U . . .
C019 C 0.7576(5) 0.7539(3) 0.75562(17) 0.0572(10) Uani 1 1 d . . . . .
H019 H 0.765327 0.798703 0.781686 0.069 Uiso 1 1 calc R U . . .
C01A C 0.8745(5) 0.7200(3) 0.7307(2) 0.0676(13) Uani 1 1 d . . . . .
H01M H 0.961774 0.742523 0.738844 0.081 Uiso 1 1 calc R U . . .
C01B C -0.1150(4) 0.3418(2) 0.5801(2) 0.0595(11) Uani 1 1 d . . . . .
H01B H -0.120536 0.317307 0.542652 0.071 Uiso 1 1 calc R U . . .
C01C C 0.5403(5) -0.0694(2) 0.68457(17) 0.0539(10) Uani 1 1 d . . . . .
H01C H 0.577153 -0.119450 0.698318 0.065 Uiso 1 1 calc R U . . .
C01D C 0.1209(5) 0.3674(3) 0.49945(16) 0.0590(11) Uani 1 1 d . . . . .
H01A H 0.210382 0.367029 0.480367 0.089 Uiso 1 1 calc R U . . .
H01D H 0.071479 0.417068 0.488505 0.089 Uiso 1 1 calc R U . . .
H01E H 0.068615 0.319511 0.487094 0.089 Uiso 1 1 calc R U . . .
B2 B 0.3754(4) 0.2953(2) 0.59025(19) 0.0408(9) Uani 1 1 d . . . . .
C01F C 0.0144(5) 0.4083(3) 0.6547(2) 0.0618(11) Uani 1 1 d . . . . .
H01F H 0.097959 0.430102 0.668709 0.074 Uiso 1 1 calc R U . . .
C01G C 0.8625(4) 0.6534(4) 0.6942(2) 0.0716(13) Uani 1 1 d . . . . .
H01N H 0.941822 0.629498 0.677634 0.086 Uiso 1 1 calc R U . . .
C01H C -0.2308(5) 0.3475(3) 0.6150(4) 0.085(2) Uani 1 1 d . . . . .
H01H H -0.315354 0.327358 0.600811 0.102 Uiso 1 1 calc R U . . .
C01I C -0.2253(6) 0.3813(4) 0.6688(4) 0.101(2) Uani 1 1 d . . . . .
H01I H -0.304727 0.383300 0.692498 0.122 Uiso 1 1 calc R U . . .
C01J C -0.1029(7) 0.4132(4) 0.6890(3) 0.0922(19) Uani 1 1 d . . . . .
H01J H -0.098909 0.438272 0.726324 0.111 Uiso 1 1 calc R U . . .
B01K B 0.2516(4) 0.6942(3) 0.6519(2) 0.0590(13) 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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
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
C008 O001 B2 126.4(3) . . ?
C009 O004 B01K 126.2(3) . . ?
C00A N005 C00J 122.1(3) . . ?
C00A N005 B01K 120.3(3) . . ?
C00J N005 B01K 117.6(3) . . ?
C00L N006 B2 118.6(3) . . ?
C00N N006 C00L 121.2(3) . . ?
C00N N006 B2 120.2(3) . . ?
O001 C008 C00K 120.2(3) . . ?
O001 C008 C00O 118.6(3) . . ?
C00O C008 C00K 121.2(3) . . ?
O004 C009 C00B 119.7(3) . . ?
O004 C009 C00H 119.5(3) . . ?
C00H C009 C00B 120.7(3) . . ?
N005 C00A H00A 118.5 . . ?
N005 C00A C00H 123.1(3) . . ?
C00H C00A H00A 118.5 . . ?
C009 C00B C00Q 124.1(3) . . ?
C00D C00B C009 116.7(3) . . ?
C00D C00B C00Q 119.2(3) . . ?
C00F C00C C00K 124.8(3) . . ?
C00F C00C C00W 116.8(3) . . ?
C00W C00C C00K 118.3(3) . . ?
C00B C00D C00M 121.5(3) . . ?
C00B C00D C00U 119.8(3) . . ?
C00M C00D C00U 118.7(3) . . ?
C00C C00F H00F 119.2 . . ?
C00Y C00F C00C 121.7(3) . . ?
C00Y C00F H00F 119.2 . . ?
C010 C00G C00J 119.2(3) . . ?
C010 C00G C018 118.1(3) . . ?
C018 C00G C00J 122.7(3) . . ?
C009 C00H C00A 118.6(3) . . ?
C009 C00H C00I 120.8(3) . . ?
C00I C00H C00A 120.4(3) . . ?
C00H C00I H00I 120.2 . . ?
C00M C00I C00H 119.7(3) . . ?
C00M C00I H00I 120.2 . . ?
N005 C00J C00G 110.8(3) . . ?
N005 C00J H00J 106.9 . . ?
N005 C00J C017 109.6(3) . . ?
C00G C00J H00J 106.9 . . ?
C00G C00J C017 115.3(3) . . ?
C017 C00J H00J 106.9 . . ?
C008 C00K C00C 124.8(3) . . ?
C00V C00K C008 116.1(3) . . ?
C00V C00K C00C 119.1(3) . . ?
N006 C00L H00L 107.2 . . ?
N006 C00L C00Z 110.7(3) . . ?
N006 C00L C01D 109.1(3) . . ?
C00Z C00L H00L 107.2 . . ?
C00Z C00L C01D 115.1(3) . . ?
C01D C00L H00L 107.2 . . ?
C00D C00M H00M 119.8 . . ?
C00I C00M C00D 120.5(3) . . ?
C00I C00M H00M 119.8 . . ?
N006 C00N H00N 118.1 . . ?
N006 C00N C00O 123.7(3) . . ?
C00O C00N H00N 118.1 . . ?
C008 C00O C00N 119.7(3) . . ?
C008 C00O C00T 120.3(3) . . ?
C00N C00O C00T 119.7(3) . . ?
C00Q C00P H00P 119.3 . . ?
C011 C00P H00P 119.3 . . ?
C011 C00P C00Q 121.4(3) . . ?
C00P C00Q C00B 125.0(3) . . ?
C00P C00Q C00R 116.7(3) . . ?
C00R C00Q C00B 118.2(3) . . ?
C00Q C00R C00S 120.2(3) . . ?
C016 C00R C00Q 119.8(3) . . ?
C016 C00R C00S 119.9(3) . . ?
C00R C00S H00S 119.4 . . ?
C00U C00S C00R 121.1(3) . . ?
C00U C00S H00S 119.4 . . ?
C00O C00T H00T 120.3 . . ?
C013 C00T C00O 119.4(3) . . ?
C013 C00T H00T 120.3 . . ?
C00D C00U H00U 119.4 . . ?
C00S C00U C00D 121.3(3) . . ?
C00S C00U H00U 119.4 . . ?
C00X C00V C00K 119.3(3) . . ?
C013 C00V C00K 121.4(3) . . ?
C013 C00V C00X 119.3(3) . . ?
C00C C00W C01C 120.0(3) . . ?
C012 C00W C00C 119.9(3) . . ?
C012 C00W C01C 120.1(3) . . ?
C00V C00X H00X 119.0 . . ?
C01C C00X C00V 121.9(4) . . ?
C01C C00X H00X 119.0 . . ?
C00F C00Y H00Y 119.5 . . ?
C00F C00Y C014 120.9(4) . . ?
C014 C00Y H00Y 119.5 . . ?
C01B C00Z C00L 122.0(4) . . ?
C01F C00Z C00L 119.0(3) . . ?
C01F C00Z C01B 119.0(4) . . ?
C00G C010 H010 119.3 . . ?
C019 C010 C00G 121.3(4) . . ?
C019 C010 H010 119.3 . . ?
C00P C011 H011 119.3 . . ?
C00P C011 C015 121.5(4) . . ?
C015 C011 H011 119.3 . . ?
C00W C012 H012 119.3 . . ?
C014 C012 C00W 121.5(4) . . ?
C014 C012 H012 119.3 . . ?
C00T C013 C00V 121.7(3) . . ?
C00T C013 H013 119.2 . . ?
C00V C013 H013 119.2 . . ?
C00Y C014 H014 120.4 . . ?
C012 C014 C00Y 119.2(4) . . ?
C012 C014 H014 120.4 . . ?
C011 C015 H015 120.4 . . ?
C016 C015 C011 119.2(3) . . ?
C016 C015 H015 120.4 . . ?
C00R C016 H016 119.3 . . ?
C015 C016 C00R 121.3(3) . . ?
C015 C016 H016 119.3 . . ?
C00J C017 H01G 109.5 . . ?
C00J C017 H01K 109.5 . . ?
C00J C017 H01L 109.5 . . ?
H01G C017 H01K 109.5 . . ?
H01G C017 H01L 109.5 . . ?
H01K C017 H01L 109.5 . . ?
C00G C018 H018 119.5 . . ?
C01G C018 C00G 121.0(4) . . ?
C01G C018 H018 119.5 . . ?
C010 C019 H019 120.0 . . ?
C010 C019 C01A 119.9(4) . . ?
C01A C019 H019 120.0 . . ?
C019 C01A H01M 120.2 . . ?
C01G C01A C019 119.6(4) . . ?
C01G C01A H01M 120.2 . . ?
C00Z C01B H01B 120.2 . . ?
C01H C01B C00Z 119.6(5) . . ?
C01H C01B H01B 120.2 . . ?
C00W C01C H01C 119.4 . . ?
C00X C01C C00W 121.3(4) . . ?
C00X C01C H01C 119.4 . . ?
C00L C01D H01A 109.5 . . ?
C00L C01D H01D 109.5 . . ?
C00L C01D H01E 109.5 . . ?
H01A C01D H01D 109.5 . . ?
H01A C01D H01E 109.5 . . ?
H01D C01D H01E 109.5 . . ?
O001 B2 N006 110.9(3) . . ?
F4 B2 O001 109.3(3) . . ?
F4 B2 N006 107.9(3) . . ?
F3 B2 O001 109.8(3) . . ?
F3 B2 F4 109.3(3) . . ?
F3 B2 N006 109.6(3) . . ?
C00Z C01F H01F 119.8 . . ?
C00Z C01F C01J 120.5(5) . . ?
C01J C01F H01F 119.8 . . ?
C018 C01G H01N 120.0 . . ?
C01A C01G C018 120.1(4) . . ?
C01A C01G H01N 120.0 . . ?
C01B C01H H01H 119.3 . . ?
C01I C01H C01B 121.3(6) . . ?
C01I C01H H01H 119.3 . . ?
C01H C01I H01I 120.2 . . ?
C01H C01I C01J 119.5(5) . . ?
C01J C01I H01I 120.2 . . ?
C01F C01J H01J 120.0 . . ?
C01I C01J C01F 120.1(6) . . ?
C01I C01J H01J 120.0 . . ?
O004 B01K N005 111.8(3) . . ?
O004 B01K F1 106.5(4) . . ?
F2 B01K O004 113.0(4) . . ?
F2 B01K N005 111.1(4) . . ?
F2 B01K F1 107.7(4) . . ?
F1 B01K N005 106.3(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
O001 C008 1.336(4) . ?
O001 B2 1.448(5) . ?
F4 B2 1.402(5) . ?
F3 B2 1.368(5) . ?
O004 C009 1.326(4) . ?
O004 B01K 1.422(5) . ?
N005 C00A 1.288(4) . ?
N005 C00J 1.497(4) . ?
N005 B01K 1.561(5) . ?
N006 C00L 1.506(4) . ?
N006 C00N 1.288(4) . ?
N006 B2 1.563(4) . ?
F2 B01K 1.295(6) . ?
C008 C00K 1.433(5) . ?
C008 C00O 1.399(5) . ?
C009 C00B 1.425(4) . ?
C009 C00H 1.402(4) . ?
C00A H00A 0.9500 . ?
C00A C00H 1.436(4) . ?
C00B C00D 1.416(4) . ?
C00B C00Q 1.462(4) . ?
C00C C00F 1.413(5) . ?
C00C C00K 1.464(5) . ?
C00C C00W 1.428(5) . ?
C00D C00M 1.425(5) . ?
C00D C00U 1.434(5) . ?
F1 B01K 1.433(7) . ?
C00F H00F 0.9500 . ?
C00F C00Y 1.375(5) . ?
C00G C00J 1.519(5) . ?
C00G C010 1.391(5) . ?
C00G C018 1.395(5) . ?
C00H C00I 1.409(4) . ?
C00I H00I 0.9500 . ?
C00I C00M 1.357(5) . ?
C00J H00J 1.0000 . ?
C00J C017 1.527(5) . ?
C00K C00V 1.429(4) . ?
C00L H00L 1.0000 . ?
C00L C00Z 1.514(5) . ?
C00L C01D 1.525(5) . ?
C00M H00M 0.9500 . ?
C00N H00N 0.9500 . ?
C00N C00O 1.417(5) . ?
C00O C00T 1.427(4) . ?
C00P H00P 0.9500 . ?
C00P C00Q 1.420(5) . ?
C00P C011 1.373(5) . ?
C00Q C00R 1.426(5) . ?
C00R C00S 1.430(5) . ?
C00R C016 1.423(5) . ?
C00S H00S 0.9500 . ?
C00S C00U 1.344(5) . ?
C00T H00T 0.9500 . ?
C00T C013 1.347(5) . ?
C00U H00U 0.9500 . ?
C00V C00X 1.428(5) . ?
C00V C013 1.410(6) . ?
C00W C012 1.413(6) . ?
C00W C01C 1.431(6) . ?
C00X H00X 0.9500 . ?
C00X C01C 1.337(6) . ?
C00Y H00Y 0.9500 . ?
C00Y C014 1.398(5) . ?
C00Z C01B 1.402(5) . ?
C00Z C01F 1.375(6) . ?
C010 H010 0.9500 . ?
C010 C019 1.377(6) . ?
C011 H011 0.9500 . ?
C011 C015 1.392(6) . ?
C012 H012 0.9500 . ?
C012 C014 1.363(6) . ?
C013 H013 0.9500 . ?
C014 H014 0.9500 . ?
C015 H015 0.9500 . ?
C015 C016 1.358(6) . ?
C016 H016 0.9500 . ?
C017 H01G 0.9800 . ?
C017 H01K 0.9800 . ?
C017 H01L 0.9800 . ?
C018 H018 0.9500 . ?
C018 C01G 1.388(7) . ?
C019 H019 0.9500 . ?
C019 C01A 1.396(7) . ?
C01A H01M 0.9500 . ?
C01A C01G 1.381(7) . ?
C01B H01B 0.9500 . ?
C01B C01H 1.392(7) . ?
C01C H01C 0.9500 . ?
C01D H01A 0.9800 . ?
C01D H01D 0.9800 . ?
C01D H01E 0.9800 . ?
C01F H01F 0.9500 . ?
C01F C01J 1.396(7) . ?
C01G H01N 0.9500 . ?
C01H H01H 0.9500 . ?
C01H C01I 1.353(10) . ?
C01I H01I 0.9500 . ?
C01I C01J 1.389(10) . ?
C01J H01J 0.9500 . ?
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
O001 C008 C00K C00C 0.2(4) . . . . ?
O001 C008 C00K C00V 179.1(3) . . . . ?
O001 C008 C00O C00N -4.2(4) . . . . ?
O001 C008 C00O C00T -178.2(3) . . . . ?
O004 C009 C00B C00D 176.8(3) . . . . ?
O004 C009 C00B C00Q -0.5(5) . . . . ?
O004 C009 C00H C00A -4.9(5) . . . . ?
O004 C009 C00H C00I 179.9(3) . . . . ?
N005 C00A C00H C009 -0.8(5) . . . . ?
N005 C00A C00H C00I 174.4(3) . . . . ?
N006 C00L C00Z C01B -93.0(4) . . . . ?
N006 C00L C00Z C01F 86.0(4) . . . . ?
N006 C00N C00O C008 1.8(5) . . . . ?
N006 C00N C00O C00T 175.9(3) . . . . ?
C008 O001 B2 F4 -113.6(3) . . . . ?
C008 O001 B2 F3 126.5(3) . . . . ?
C008 O001 B2 N006 5.2(5) . . . . ?
C008 C00K C00V C00X 179.3(3) . . . . ?
C008 C00K C00V C013 -0.9(4) . . . . ?
C008 C00O C00T C013 -0.9(5) . . . . ?
C009 O004 B01K N005 -7.0(6) . . . . ?
C009 O004 B01K F2 -133.2(4) . . . . ?
C009 O004 B01K F1 108.8(4) . . . . ?
C009 C00B C00D C00M 3.2(4) . . . . ?
C009 C00B C00D C00U -174.3(3) . . . . ?
C009 C00B C00Q C00P -4.3(5) . . . . ?
C009 C00B C00Q C00R 174.1(3) . . . . ?
C009 C00H C00I C00M 3.3(5) . . . . ?
C00A N005 C00J C00G 34.2(4) . . . . ?
C00A N005 C00J C017 -94.2(4) . . . . ?
C00A N005 B01K O004 0.9(6) . . . . ?
C00A N005 B01K F2 128.1(4) . . . . ?
C00A N005 B01K F1 -115.0(4) . . . . ?
C00A C00H C00I C00M -171.8(3) . . . . ?
C00B C009 C00H C00A 171.9(3) . . . . ?
C00B C009 C00H C00I -3.3(5) . . . . ?
C00B C00D C00M C00I -3.3(5) . . . . ?
C00B C00D C00U C00S 0.1(5) . . . . ?
C00B C00Q C00R C00S 0.1(4) . . . . ?
C00B C00Q C00R C016 -178.0(3) . . . . ?
C00C C00F C00Y C014 0.4(5) . . . . ?
C00C C00K C00V C00X -1.8(4) . . . . ?
C00C C00K C00V C013 178.0(3) . . . . ?
C00C C00W C012 C014 0.1(6) . . . . ?
C00C C00W C01C C00X -1.8(6) . . . . ?
C00D C00B C00Q C00P 178.4(3) . . . . ?
C00D C00B C00Q C00R -3.2(4) . . . . ?
C00F C00C C00K C008 2.3(5) . . . . ?
C00F C00C C00K C00V -176.6(3) . . . . ?
C00F C00C C00W C012 1.0(5) . . . . ?
C00F C00C C00W C01C 178.6(3) . . . . ?
C00F C00Y C014 C012 0.8(6) . . . . ?
C00G C010 C019 C01A 0.8(5) . . . . ?
C00G C018 C01G C01A 1.1(7) . . . . ?
C00H C009 C00B C00D 0.0(4) . . . . ?
C00H C009 C00B C00Q -177.3(3) . . . . ?
C00H C00I C00M C00D 0.0(5) . . . . ?
C00J N005 C00A C00H -174.3(3) . . . . ?
C00J N005 B01K O004 177.9(3) . . . . ?
C00J N005 B01K F2 -54.9(6) . . . . ?
C00J N005 B01K F1 62.0(4) . . . . ?
C00J C00G C010 C019 -178.4(3) . . . . ?
C00J C00G C018 C01G 177.5(4) . . . . ?
C00K C008 C00O C00N 174.9(3) . . . . ?
C00K C008 C00O C00T 0.9(5) . . . . ?
C00K C00C C00F C00Y 175.9(3) . . . . ?
C00K C00C C00W C012 -176.4(3) . . . . ?
C00K C00C C00W C01C 1.2(5) . . . . ?
C00K C00V C00X C01C 1.2(5) . . . . ?
C00K C00V C013 C00T 1.0(5) . . . . ?
C00L N006 C00N C00O -177.4(3) . . . . ?
C00L N006 B2 O001 174.3(3) . . . . ?
C00L N006 B2 F4 -66.1(4) . . . . ?
C00L N006 B2 F3 52.9(4) . . . . ?
C00L C00Z C01B C01H 178.1(3) . . . . ?
C00L C00Z C01F C01J -177.9(4) . . . . ?
C00M C00D C00U C00S -177.5(3) . . . . ?
C00N N006 C00L C00Z 45.1(4) . . . . ?
C00N N006 C00L C01D -82.5(4) . . . . ?
C00N N006 B2 O001 -7.3(5) . . . . ?
C00N N006 B2 F4 112.4(3) . . . . ?
C00N N006 B2 F3 -128.7(3) . . . . ?
C00N C00O C00T C013 -174.9(3) . . . . ?
C00O C008 C00K C00C -178.8(3) . . . . ?
C00O C008 C00K C00V 0.0(4) . . . . ?
C00O C00T C013 C00V -0.1(5) . . . . ?
C00P C00Q C00R C00S 178.6(3) . . . . ?
C00P C00Q C00R C016 0.6(5) . . . . ?
C00P C011 C015 C016 -0.8(6) . . . . ?
C00Q C00B C00D C00M -179.3(3) . . . . ?
C00Q C00B C00D C00U 3.2(4) . . . . ?
C00Q C00P C011 C015 1.2(6) . . . . ?
C00Q C00R C00S C00U 3.2(5) . . . . ?
C00Q C00R C016 C015 -0.2(6) . . . . ?
C00R C00S C00U C00D -3.3(5) . . . . ?
C00S C00R C016 C015 -178.3(4) . . . . ?
C00U C00D C00M C00I 174.3(3) . . . . ?
C00V C00X C01C C00W 0.6(6) . . . . ?
C00W C00C C00F C00Y -1.3(5) . . . . ?
C00W C00C C00K C008 179.4(3) . . . . ?
C00W C00C C00K C00V 0.6(4) . . . . ?
C00W C012 C014 C00Y -1.0(6) . . . . ?
C00X C00V C013 C00T -179.2(3) . . . . ?
C00Z C01B C01H C01I -0.7(6) . . . . ?
C00Z C01F C01J C01I 0.1(8) . . . . ?
C010 C00G C00J N005 78.8(3) . . . . ?
C010 C00G C00J C017 -156.0(3) . . . . ?
C010 C00G C018 C01G -2.1(6) . . . . ?
C010 C019 C01A C01G -1.9(6) . . . . ?
C011 C00P C00Q C00B 177.4(3) . . . . ?
C011 C00P C00Q C00R -1.1(5) . . . . ?
C011 C015 C016 C00R 0.3(6) . . . . ?
C012 C00W C01C C00X 175.7(4) . . . . ?
C013 C00V C00X C01C -178.6(4) . . . . ?
C016 C00R C00S C00U -178.7(4) . . . . ?
C018 C00G C00J N005 -100.8(4) . . . . ?
C018 C00G C00J C017 24.4(5) . . . . ?
C018 C00G C010 C019 1.2(5) . . . . ?
C019 C01A C01G C018 0.9(7) . . . . ?
C01B C00Z C01F C01J 1.2(6) . . . . ?
C01B C01H C01I C01J 1.9(8) . . . . ?
C01C C00W C012 C014 -177.4(4) . . . . ?
C01D C00L C00Z C01B 31.3(5) . . . . ?
C01D C00L C00Z C01F -149.7(4) . . . . ?
B2 O001 C008 C00K -179.0(3) . . . . ?
B2 O001 C008 C00O 0.1(5) . . . . ?
B2 N006 C00L C00Z -136.4(3) . . . . ?
B2 N006 C00L C01D 96.0(4) . . . . ?
B2 N006 C00N C00O 4.2(5) . . . . ?
C01F C00Z C01B C01H -0.9(5) . . . . ?
C01H C01I C01J C01F -1.6(8) . . . . ?
B01K O004 C009 C00B -167.7(4) . . . . ?
B01K O004 C009 C00H 9.2(5) . . . . ?
B01K N005 C00A C00H 2.5(5) . . . . ?
B01K N005 C00J C00G -142.7(4) . . . . ?
B01K N005 C00J C017 88.9(4) . . . . ?
