#------------------------------------------------------------------------------
#$Date: 2024-09-06 01:58:57 +0200 (Fri 06 de Sep de 2024) $
#$Revision: 294498 $
#$URL: svn://www.crystallography.net/cod/cif/1/57/23/1572309.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_1572309
loop_
_publ_author_name
'Cao, Yangyang'
'Xu, Zhenzhen'
'Zhao, Xinyuqi'
'Yang, Yong'
'Liu, Haoran'
'Wang, Pingyang'
'Yu, Miao'
'Li, Hao'
'Fu, Hongbing'
_publ_section_title
;
 Reversible switching from fluorescence to room temperature
 phosphorescence amplified by exciton-vibration coupling through
 pressure-induced tiny packing changes.
;
_journal_issue                   34
_journal_name_full               'Chemical science'
_journal_page_first              13930
_journal_page_last               13936
_journal_paper_doi               10.1039/d4sc02867h
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C39 H17 B F10 N2 O2'
_chemical_formula_sum            'C39 H17 B F10 N2 O2'
_chemical_formula_weight         746.35
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-06-06
_audit_creation_method
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2024-02-28 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_cell_angle_alpha                77.015(5)
_cell_angle_beta                 77.796(4)
_cell_angle_gamma                81.704(4)
_cell_formula_units_Z            4
_cell_length_a                   11.1573(5)
_cell_length_b                   15.7640(9)
_cell_length_c                   20.1788(10)
_cell_measurement_reflns_used    8663
_cell_measurement_temperature    150.01(19)
_cell_measurement_theta_max      28.5040
_cell_measurement_theta_min      2.5250
_cell_volume                     3362.7(3)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.01(19)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -12.00  74.00   1.00    4.00    --   11.90  57.00 -30.00   86
  2  ω    -11.00  85.00   1.00    4.00    --   11.90  57.00-180.00   96
  3  ω     53.00 100.00   1.00    4.00    --   11.90 178.00   0.00   47
  4  ω    -54.00  39.00   1.00    4.00    --   11.90 -57.00  30.00   93
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0014657000
_diffrn_orient_matrix_UB_12      0.0129578000
_diffrn_orient_matrix_UB_13      -0.0358558000
_diffrn_orient_matrix_UB_21      0.0111203000
_diffrn_orient_matrix_UB_22      -0.0444569000
_diffrn_orient_matrix_UB_23      -0.0032683000
_diffrn_orient_matrix_UB_31      -0.0644121000
_diffrn_orient_matrix_UB_32      -0.0031819000
_diffrn_orient_matrix_UB_33      0.0071681000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_unetI/netI     0.0526
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            24932
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         2.108
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.129
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85572
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light colourless'
_exptl_crystal_density_diffrn    1.474
_exptl_crystal_description       block
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.160
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     973
_refine_ls_number_reflns         11837
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0655
_refine_ls_R_factor_gt           0.0449
_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)+(0.0499P)²+0.1935P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1017
_refine_ls_wR_factor_ref         0.1150
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8650
_reflns_number_total             11837
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc02867h3.cif
_cod_data_source_block           arbfo
_cod_depositor_comments
'Adding full bibliography for 1572309--1572310.cif.'
_cod_database_code               1572309
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Rigid bond restraints
 F15, C72
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
F15 \\sim C72: within 2A with sigma of 0.003 and sigma for terminal atoms of
0.006 within 2A
4.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C14(H14),
 C17(H17), C18(H18), C19(H19), C20(H20), C23(H23), C24(H24), C25(H25), C26(H26),
  C41(H41), C42(H42), C43(H43), C44(H44), C47(H47), C48(H48), C49(H49),
 C50(H50), C53(H53), C56(H56), C57(H57), C58(H58), C59(H59), C63(H63), C64(H64),
  C65(H65), C66(H66)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_date_sample_data_collection 2023-06-06
_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 1.222
_oxdiff_exptl_absorpt_empirical_full_min 0.702
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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
F1 F 0.65444(11) 0.73359(7) 0.12411(6) 0.0460(3) Uani 1 1 d . . . . .
F2 F 0.54828(13) 0.85102(9) 0.03317(7) 0.0599(4) Uani 1 1 d . . . . .
F3 F 0.40854(14) 0.99588(9) 0.07027(8) 0.0757(5) Uani 1 1 d . . . . .
F4 F 0.38147(14) 1.01967(8) 0.20264(8) 0.0741(5) Uani 1 1 d . . . . .
F5 F 0.48666(11) 0.90139(8) 0.29577(7) 0.0501(3) Uani 1 1 d . . . . .
F6 F 0.84304(13) 0.84420(9) 0.20608(8) 0.0658(4) Uani 1 1 d . . . . .
F7 F 0.97527(14) 0.92938(11) 0.26161(10) 0.0905(6) Uani 1 1 d . . . . .
F8 F 0.92020(13) 0.93016(8) 0.39941(10) 0.0772(5) Uani 1 1 d . . . . .
F9 F 0.73271(15) 0.84006(9) 0.48089(8) 0.0726(5) Uani 1 1 d . . . . .
F10 F 0.59906(12) 0.75797(8) 0.42712(7) 0.0516(3) Uani 1 1 d . . . . .
O1 O 0.54146(11) 0.69901(8) 0.32794(7) 0.0302(3) Uani 1 1 d . . . . .
O2 O 0.73269(11) 0.67552(8) 0.24705(7) 0.0310(3) Uani 1 1 d . . . . .
N1 N 0.39560(13) 0.60554(10) 0.35809(9) 0.0319(4) Uani 1 1 d . . . . .
N2 N 0.77928(14) 0.55753(10) 0.19811(9) 0.0328(4) Uani 1 1 d . . . . .
C1 C 0.29831(17) 0.66558(13) 0.38624(10) 0.0334(5) Uani 1 1 d . . . . .
C2 C 0.29766(19) 0.75285(14) 0.38872(12) 0.0435(6) Uani 1 1 d . . . . .
H2 H 0.368856 0.783090 0.370005 0.052 Uiso 1 1 calc R U . . .
C3 C 0.18843(19) 0.79429(15) 0.41975(13) 0.0498(6) Uani 1 1 d . . . . .
H3 H 0.185323 0.854041 0.422291 0.060 Uiso 1 1 calc R U . . .
C4 C 0.0836(2) 0.75058(16) 0.44718(13) 0.0541(7) Uani 1 1 d . . . . .
H4 H 0.010490 0.780585 0.468261 0.065 Uiso 1 1 calc R U . . .
C5 C 0.08523(19) 0.66451(16) 0.44394(12) 0.0488(6) Uani 1 1 d . . . . .
H5 H 0.013459 0.634820 0.462343 0.059 Uiso 1 1 calc R U . . .
C6 C 0.19399(17) 0.62070(14) 0.41318(11) 0.0365(5) Uani 1 1 d . . . . .
C7 C 0.22535(17) 0.53086(14) 0.40531(11) 0.0357(5) Uani 1 1 d . . . . .
C8 C 0.1594(2) 0.45766(15) 0.42644(12) 0.0452(6) Uani 1 1 d . . . . .
H8 H 0.074311 0.463499 0.446517 0.054 Uiso 1 1 calc R U . . .
C9 C 0.2187(2) 0.37679(16) 0.41791(12) 0.0464(6) Uani 1 1 d . . . . .
H9 H 0.174050 0.326839 0.431558 0.056 Uiso 1 1 calc R U . . .
C10 C 0.3436(2) 0.36791(14) 0.38948(12) 0.0444(6) Uani 1 1 d . . . . .
H10 H 0.383773 0.311434 0.385407 0.053 Uiso 1 1 calc R U . . .
C11 C 0.41119(19) 0.44045(13) 0.36675(11) 0.0385(5) Uani 1 1 d . . . . .
H11 H 0.496555 0.434064 0.347390 0.046 Uiso 1 1 calc R U . . .
C12 C 0.35000(17) 0.52188(13) 0.37330(10) 0.0325(5) Uani 1 1 d . . . . .
C13 C 0.50586(16) 0.62858(12) 0.31692(10) 0.0285(4) Uani 1 1 d . . . . .
C14 C 0.57529(17) 0.58225(12) 0.26848(10) 0.0298(5) Uani 1 1 d . . . . .
H14 H 0.543080 0.536476 0.256284 0.036 Uiso 1 1 calc R U . . .
C15 C 0.69373(17) 0.60491(12) 0.23828(10) 0.0288(4) Uani 1 1 d . . . . .
C16 C 0.77952(18) 0.46726(13) 0.19499(11) 0.0333(5) Uani 1 1 d . . . . .
C17 C 0.7074(2) 0.40368(13) 0.23593(12) 0.0439(6) Uani 1 1 d . . . . .
H17 H 0.642348 0.417318 0.271905 0.053 Uiso 1 1 calc R U . . .
C18 C 0.7327(2) 0.31906(14) 0.22299(13) 0.0498(6) Uani 1 1 d . . . . .
H18 H 0.684286 0.274455 0.250529 0.060 Uiso 1 1 calc R U . . .
C19 C 0.8280(2) 0.29907(16) 0.17029(14) 0.0548(7) Uani 1 1 d . . . . .
H19 H 0.842336 0.241441 0.161376 0.066 Uiso 1 1 calc R U . . .
C20 C 0.9017(2) 0.36217(15) 0.13085(13) 0.0496(6) Uani 1 1 d . . . . .
H20 H 0.967633 0.347974 0.095498 0.060 Uiso 1 1 calc R U . . .
C21 C 0.87850(18) 0.44692(14) 0.14339(11) 0.0387(5) Uani 1 1 d . . . . .
C22 C 0.94399(18) 0.52357(15) 0.11506(11) 0.0384(5) Uani 1 1 d . . . . .
C23 C 1.05031(19) 0.53847(17) 0.06488(13) 0.0508(6) Uani 1 1 d . . . . .
H23 H 1.091869 0.493347 0.041699 0.061 Uiso 1 1 calc R U . . .
C24 C 1.0939(2) 0.61887(18) 0.04949(13) 0.0548(7) Uani 1 1 d . . . . .
H24 H 1.166081 0.629469 0.015375 0.066 Uiso 1 1 calc R U . . .
C25 C 1.03351(19) 0.68520(17) 0.08342(12) 0.0490(6) Uani 1 1 d . . . . .
H25 H 1.065229 0.740497 0.072004 0.059 Uiso 1 1 calc R U . . .
C26 C 0.92778(18) 0.67217(15) 0.13361(12) 0.0423(5) Uani 1 1 d . . . . .
H26 H 0.886410 0.717752 0.156330 0.051 Uiso 1 1 calc R U . . .
C27 C 0.88480(17) 0.59069(13) 0.14939(10) 0.0334(5) Uani 1 1 d . . . . .
C28 C 0.57789(17) 0.81202(12) 0.21479(11) 0.0326(5) Uani 1 1 d . . . . .
C29 C 0.58949(18) 0.80385(13) 0.14676(11) 0.0359(5) Uani 1 1 d . . . . .
C30 C 0.5352(2) 0.86440(14) 0.09797(12) 0.0426(5) Uani 1 1 d . . . . .
C31 C 0.4641(2) 0.93693(14) 0.11666(13) 0.0501(6) Uani 1 1 d . . . . .
C32 C 0.4492(2) 0.94834(14) 0.18356(14) 0.0489(6) Uani 1 1 d . . . . .
C33 C 0.50524(19) 0.88647(13) 0.23030(12) 0.0391(5) Uani 1 1 d . . . . .
C34 C 0.71522(17) 0.79552(12) 0.31348(11) 0.0319(5) Uani 1 1 d . . . . .
C35 C 0.8120(2) 0.84200(14) 0.27533(13) 0.0460(6) Uani 1 1 d . . . . .
C36 C 0.8815(2) 0.88682(15) 0.30247(17) 0.0555(7) Uani 1 1 d . . . . .
C37 C 0.8541(2) 0.88696(14) 0.37200(17) 0.0532(7) Uani 1 1 d . . . . .
C38 C 0.7597(2) 0.84197(14) 0.41236(13) 0.0442(6) Uani 1 1 d . . . . .
C39 C 0.69188(18) 0.79862(12) 0.38302(12) 0.0356(5) Uani 1 1 d . . . . .
B1 B 0.6412(2) 0.74467(14) 0.27540(12) 0.0308(5) Uani 1 1 d . . . . .
F11 F 0.85646(12) 0.86246(8) 0.59806(7) 0.0576(4) Uani 1 1 d . . . . .
F12 F 0.70956(16) 0.98989(9) 0.53762(8) 0.0745(5) Uani 1 1 d . . . . .
F13 F 0.46694(15) 1.01548(9) 0.59456(9) 0.0822(5) Uani 1 1 d . . . . .
F14 F 0.37727(12) 0.91483(10) 0.71923(10) 0.0829(5) Uani 1 1 d . . . . .
F15 F 0.52547(11) 0.79003(8) 0.78409(8) 0.0594(4) Uani 1 1 d . U . . .
F16 F 0.86606(12) 0.90411(8) 0.73933(7) 0.0516(3) Uani 1 1 d . . . . .
F17 F 0.87979(16) 0.96402(10) 0.85086(9) 0.0817(5) Uani 1 1 d . . . . .
F18 F 0.83868(15) 0.85965(10) 0.97957(8) 0.0753(5) Uani 1 1 d . . . . .
F19 F 0.78215(12) 0.69308(9) 0.99366(7) 0.0537(3) Uani 1 1 d . . . . .
F20 F 0.76174(11) 0.63357(7) 0.88552(6) 0.0452(3) Uani 1 1 d . . . . .
O3 O 0.71755(10) 0.65740(8) 0.75559(7) 0.0296(3) Uani 1 1 d . . . . .
O4 O 0.90315(11) 0.72237(8) 0.68914(7) 0.0302(3) Uani 1 1 d . . . . .
N3 N 0.71475(13) 0.51181(10) 0.79635(8) 0.0312(4) Uani 1 1 d . . . . .
N4 N 1.08019(13) 0.64234(9) 0.65750(8) 0.0303(4) Uani 1 1 d . . . . .
C40 C 0.60148(16) 0.51637(13) 0.84641(10) 0.0334(5) Uani 1 1 d . . . . .
C41 C 0.52448(17) 0.58832(15) 0.86417(11) 0.0439(6) Uani 1 1 d . . . . .
H41 H 0.541658 0.646316 0.842106 0.053 Uiso 1 1 calc R U . . .
C42 C 0.42134(19) 0.57205(17) 0.91551(13) 0.0525(7) Uani 1 1 d . . . . .
H42 H 0.366948 0.620197 0.928523 0.063 Uiso 1 1 calc R U . . .
C43 C 0.3950(2) 0.48788(18) 0.94844(13) 0.0576(7) Uani 1 1 d . . . . .
H43 H 0.323717 0.479242 0.983557 0.069 Uiso 1 1 calc R U . . .
C44 C 0.4718(2) 0.41665(17) 0.93044(13) 0.0518(6) Uani 1 1 d . . . . .
H44 H 0.453801 0.358834 0.952593 0.062 Uiso 1 1 calc R U . . .
C45 C 0.57663(18) 0.43101(14) 0.87903(11) 0.0395(5) Uani 1 1 d . . . . .
C46 C 0.67083(18) 0.37115(14) 0.84725(11) 0.0392(5) Uani 1 1 d . . . . .
C47 C 0.6864(2) 0.27999(15) 0.85718(14) 0.0537(6) Uani 1 1 d . . . . .
H47 H 0.633917 0.245692 0.893396 0.064 Uiso 1 1 calc R U . . .
C48 C 0.7787(2) 0.24044(15) 0.81387(14) 0.0573(7) Uani 1 1 d . . . . .
H48 H 0.791109 0.178413 0.820739 0.069 Uiso 1 1 calc R U . . .
C49 C 0.8540(2) 0.29073(14) 0.76018(13) 0.0468(6) Uani 1 1 d . . . . .
H49 H 0.914865 0.262654 0.729368 0.056 Uiso 1 1 calc R U . . .
C50 C 0.84166(19) 0.38136(13) 0.75074(12) 0.0378(5) Uani 1 1 d . . . . .
H50 H 0.893657 0.415419 0.714049 0.045 Uiso 1 1 calc R U . . .
C51 C 0.75187(17) 0.42093(12) 0.79604(11) 0.0329(5) Uani 1 1 d . . . . .
C52 C 0.78212(17) 0.58066(12) 0.76317(10) 0.0280(4) Uani 1 1 d . . . . .
C53 C 0.90891(16) 0.57186(12) 0.73780(10) 0.0278(4) Uani 1 1 d . . . . .
H53 H 0.957118 0.517577 0.748687 0.033 Uiso 1 1 calc R U . . .
C54 C 0.96248(16) 0.64427(12) 0.69639(10) 0.0264(4) Uani 1 1 d . . . . .
C55 C 1.14988(16) 0.56948(12) 0.63111(10) 0.0290(5) Uani 1 1 d . . . . .
C56 C 1.12080(17) 0.48544(13) 0.63676(12) 0.0375(5) Uani 1 1 d . . . . .
H56 H 1.045526 0.466490 0.664190 0.045 Uiso 1 1 calc R U . . .
C57 C 1.20479(17) 0.42945(13) 0.60120(11) 0.0371(5) Uani 1 1 d . . . . .
H57 H 1.185870 0.371645 0.604401 0.045 Uiso 1 1 calc R U . . .
C58 C 1.31496(18) 0.45561(13) 0.56135(11) 0.0361(5) Uani 1 1 d . . . . .
H58 H 1.371059 0.415624 0.538177 0.043 Uiso 1 1 calc R U . . .
C59 C 1.34388(17) 0.53963(13) 0.55505(11) 0.0357(5) Uani 1 1 d . . . . .
H59 H 1.419054 0.558094 0.527134 0.043 Uiso 1 1 calc R U . . .
C60 C 1.26110(16) 0.59715(12) 0.59031(10) 0.0291(5) Uani 1 1 d . . . . .
C61 C 1.26256(16) 0.68822(13) 0.59171(10) 0.0314(5) Uani 1 1 d . . . . .
C62 C 1.15130(17) 0.71606(12) 0.63133(10) 0.0308(5) Uani 1 1 d . . . . .
C63 C 1.12676(18) 0.80144(13) 0.64190(12) 0.0404(5) Uani 1 1 d . . . . .
H63 H 1.051076 0.820635 0.668625 0.048 Uiso 1 1 calc R U . . .
C64 C 1.2168(2) 0.85738(14) 0.61199(13) 0.0480(6) Uani 1 1 d . . . . .
H64 H 1.202001 0.915997 0.618723 0.058 Uiso 1 1 calc R U . . .
C65 C 1.3287(2) 0.83099(15) 0.57223(13) 0.0481(6) Uani 1 1 d . . . . .
H65 H 1.388572 0.871154 0.552458 0.058 Uiso 1 1 calc R U . . .
C66 C 1.35135(19) 0.74644(14) 0.56198(11) 0.0402(5) Uani 1 1 d . . . . .
H66 H 1.426896 0.727757 0.534864 0.048 Uiso 1 1 calc R U . . .
C67 C 0.69755(18) 0.81678(12) 0.69364(11) 0.0330(5) Uani 1 1 d . . . . .
C68 C 0.7382(2) 0.87056(13) 0.63077(12) 0.0406(5) Uani 1 1 d . . . . .
C69 C 0.6631(2) 0.93776(14) 0.59795(13) 0.0500(6) Uani 1 1 d . . . . .
C70 C 0.5418(2) 0.95201(15) 0.62651(15) 0.0546(7) Uani 1 1 d . . . . .
C71 C 0.4960(2) 0.90055(16) 0.68869(16) 0.0540(7) Uani 1 1 d . . . . .
C72 C 0.57440(19) 0.83574(14) 0.72106(13) 0.0430(6) Uani 1 1 d . U . . .
C73 C 0.80696(16) 0.76725(12) 0.80602(10) 0.0304(5) Uani 1 1 d . . . . .
C74 C 0.78895(17) 0.71731(13) 0.87309(11) 0.0328(5) Uani 1 1 d . . . . .
C75 C 0.79930(18) 0.74672(14) 0.93076(11) 0.0381(5) Uani 1 1 d . . . . .
C76 C 0.8297(2) 0.82955(17) 0.92371(13) 0.0485(6) Uani 1 1 d . . . . .
C77 C 0.8518(2) 0.88205(15) 0.85840(14) 0.0505(6) Uani 1 1 d . . . . .
C78 C 0.84135(18) 0.84945(14) 0.80227(11) 0.0388(5) Uani 1 1 d . . . . .
B3 B 0.78308(19) 0.73935(14) 0.73696(12) 0.0294(5) 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
C13 O1 B1 119.10(15) . . ?
C15 O2 B1 119.59(15) . . ?
C12 N1 C1 107.49(15) . . ?
C13 N1 C1 125.18(16) . . ?
C13 N1 C12 126.89(16) . . ?
C15 N2 C16 126.81(17) . . ?
C15 N2 C27 125.51(16) . . ?
C16 N2 C27 107.66(15) . . ?
C2 C1 N1 130.37(18) . . ?
C2 C1 C6 121.84(18) . . ?
C6 C1 N1 107.80(17) . . ?
C1 C2 H2 121.4 . . ?
C1 C2 C3 117.3(2) . . ?
C3 C2 H2 121.4 . . ?
C2 C3 H3 119.1 . . ?
C2 C3 C4 121.8(2) . . ?
C4 C3 H3 119.1 . . ?
C3 C4 H4 119.8 . . ?
C5 C4 C3 120.4(2) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 120.4 . . ?
C4 C5 C6 119.3(2) . . ?
C6 C5 H5 120.4 . . ?
C1 C6 C5 119.5(2) . . ?
C1 C6 C7 108.56(17) . . ?
C5 C6 C7 131.9(2) . . ?
C8 C7 C6 132.54(19) . . ?
C8 C7 C12 119.7(2) . . ?
C12 C7 C6 107.61(18) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 C7 119.4(2) . . ?
C9 C8 H8 120.3 . . ?
C8 C9 H9 119.8 . . ?
C8 C9 C10 120.4(2) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 119.4 . . ?
C9 C10 C11 121.3(2) . . ?
C11 C10 H10 119.4 . . ?
C10 C11 H11 121.0 . . ?
C12 C11 C10 117.99(19) . . ?
C12 C11 H11 121.0 . . ?
C7 C12 N1 108.36(17) . . ?
C11 C12 N1 130.30(18) . . ?
C11 C12 C7 121.05(19) . . ?
O1 C13 N1 113.67(16) . . ?
O1 C13 C14 122.03(17) . . ?
N1 C13 C14 124.29(18) . . ?
C13 C14 H14 121.0 . . ?
C13 C14 C15 117.99(18) . . ?
C15 C14 H14 121.0 . . ?
O2 C15 N2 113.87(17) . . ?
O2 C15 C14 121.46(17) . . ?
N2 C15 C14 124.67(17) . . ?
C17 C16 N2 130.73(18) . . ?
C17 C16 C21 121.18(19) . . ?
C21 C16 N2 107.90(18) . . ?
C16 C17 H17 120.9 . . ?
C16 C17 C18 118.2(2) . . ?
C18 C17 H17 120.9 . . ?
C17 C18 H18 119.6 . . ?
C19 C18 C17 120.9(2) . . ?
C19 C18 H18 119.6 . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.6(2) . . ?
C20 C19 H19 119.7 . . ?
C19 C20 H20 120.3 . . ?
C19 C20 C21 119.3(2) . . ?
C21 C20 H20 120.3 . . ?
C16 C21 C22 108.33(18) . . ?
C20 C21 C16 119.7(2) . . ?
C20 C21 C22 131.9(2) . . ?
C23 C22 C21 132.2(2) . . ?
C23 C22 C27 119.5(2) . . ?
C27 C22 C21 108.25(18) . . ?
C22 C23 H23 120.4 . . ?
C24 C23 C22 119.3(2) . . ?
C24 C23 H23 120.4 . . ?
C23 C24 H24 119.7 . . ?
C23 C24 C25 120.6(2) . . ?
C25 C24 H24 119.7 . . ?
C24 C25 H25 119.3 . . ?
C26 C25 C24 121.4(2) . . ?
C26 C25 H25 119.3 . . ?
C25 C26 H26 121.1 . . ?
C27 C26 C25 117.8(2) . . ?
C27 C26 H26 121.1 . . ?
C22 C27 N2 107.77(18) . . ?
C26 C27 N2 130.79(19) . . ?
C26 C27 C22 121.4(2) . . ?
C29 C28 B1 126.91(16) . . ?
C33 C28 C29 113.88(18) . . ?
C33 C28 B1 119.20(19) . . ?
F1 C29 C28 121.02(17) . . ?
F1 C29 C30 115.26(19) . . ?
C30 C29 C28 123.71(18) . . ?
F2 C30 C29 120.34(19) . . ?
F2 C30 C31 120.05(19) . . ?
C31 C30 C29 119.6(2) . . ?
F3 C31 C30 120.5(2) . . ?
F3 C31 C32 120.3(2) . . ?
C30 C31 C32 119.22(19) . . ?
F4 C32 C31 120.1(2) . . ?
F4 C32 C33 120.7(2) . . ?
C31 C32 C33 119.18(19) . . ?
F5 C33 C28 119.22(18) . . ?
F5 C33 C32 116.34(18) . . ?
C32 C33 C28 124.4(2) . . ?
C35 C34 B1 120.03(19) . . ?
C39 C34 C35 113.39(19) . . ?
C39 C34 B1 126.58(19) . . ?
F6 C35 C34 118.7(2) . . ?
F6 C35 C36 116.5(2) . . ?
C36 C35 C34 124.8(2) . . ?
F7 C36 C35 120.8(3) . . ?
F7 C36 C37 120.2(2) . . ?
C37 C36 C35 119.0(2) . . ?
F8 C37 C36 120.0(3) . . ?
F8 C37 C38 121.1(3) . . ?
C38 C37 C36 118.9(2) . . ?
F9 C38 C37 119.8(2) . . ?
F9 C38 C39 119.9(2) . . ?
C37 C38 C39 120.2(2) . . ?
F10 C39 C34 120.80(18) . . ?
F10 C39 C38 115.5(2) . . ?
C34 C39 C38 123.7(2) . . ?
O1 B1 O2 107.78(15) . . ?
O1 B1 C28 108.73(15) . . ?
O1 B1 C34 109.64(17) . . ?
O2 B1 C28 112.04(17) . . ?
O2 B1 C34 106.73(15) . . ?
C34 B1 C28 111.82(16) . . ?
C52 O3 B3 119.47(14) . . ?
C54 O4 B3 119.84(15) . . ?
C51 N3 C40 106.90(16) . . ?
C52 N3 C40 125.86(16) . . ?
C52 N3 C51 126.64(15) . . ?
C54 N4 C55 126.75(16) . . ?
C54 N4 C62 125.67(15) . . ?
C55 N4 C62 107.41(14) . . ?
C41 C40 N3 130.33(19) . . ?
C41 C40 C45 121.46(19) . . ?
C45 C40 N3 108.20(17) . . ?
C40 C41 H41 121.4 . . ?
C40 C41 C42 117.2(2) . . ?
C42 C41 H41 121.4 . . ?
C41 C42 H42 118.9 . . ?
C43 C42 C41 122.2(2) . . ?
C43 C42 H42 118.9 . . ?
C42 C43 H43 119.9 . . ?
C44 C43 C42 120.3(2) . . ?
C44 C43 H43 119.9 . . ?
C43 C44 H44 120.6 . . ?
C43 C44 C45 118.8(2) . . ?
C45 C44 H44 120.6 . . ?
C40 C45 C46 108.04(18) . . ?
C44 C45 C40 120.0(2) . . ?
C44 C45 C46 131.9(2) . . ?
C47 C46 C45 131.9(2) . . ?
C51 C46 C45 107.89(18) . . ?
C51 C46 C47 120.1(2) . . ?
C46 C47 H47 120.4 . . ?
C48 C47 C46 119.2(2) . . ?
C48 C47 H47 120.4 . . ?
C47 C48 H48 119.8 . . ?
C47 C48 C49 120.3(2) . . ?
C49 C48 H48 119.8 . . ?
C48 C49 H49 119.4 . . ?
C48 C49 C50 121.1(2) . . ?
C50 C49 H49 119.4 . . ?
C49 C50 H50 120.8 . . ?
C51 C50 C49 118.5(2) . . ?
C51 C50 H50 120.8 . . ?
C46 C51 N3 108.76(17) . . ?
C50 C51 N3 130.29(18) . . ?
C50 C51 C46 120.60(18) . . ?
O3 C52 N3 114.64(15) . . ?
O3 C52 C53 121.23(17) . . ?
N3 C52 C53 124.12(16) . . ?
C52 C53 H53 120.9 . . ?
C54 C53 C52 118.28(15) . . ?
C54 C53 H53 120.9 . . ?
O4 C54 N4 112.98(16) . . ?
O4 C54 C53 122.10(15) . . ?
N4 C54 C53 124.90(15) . . ?
C56 C55 N4 130.96(17) . . ?
C56 C55 C60 120.62(17) . . ?
C60 C55 N4 108.30(16) . . ?
C55 C56 H56 120.9 . . ?
C55 C56 C57 118.17(19) . . ?
C57 C56 H56 120.9 . . ?
C56 C57 H57 119.1 . . ?
C58 C57 C56 121.79(19) . . ?
C58 C57 H57 119.1 . . ?
C57 C58 H58 119.9 . . ?
C59 C58 C57 120.25(19) . . ?
C59 C58 H58 119.9 . . ?
C58 C59 H59 120.5 . . ?
C58 C59 C60 119.09(19) . . ?
C60 C59 H59 120.5 . . ?
C55 C60 C61 107.88(16) . . ?
C59 C60 C55 120.08(18) . . ?
C59 C60 C61 131.97(18) . . ?
C62 C61 C60 108.25(17) . . ?
C66 C61 C60 131.67(18) . . ?
C66 C61 C62 120.08(19) . . ?
C61 C62 N4 108.12(16) . . ?
C63 C62 N4 130.73(17) . . ?
C63 C62 C61 121.11(19) . . ?
C62 C63 H63 121.3 . . ?
C64 C63 C62 117.39(19) . . ?
C64 C63 H63 121.3 . . ?
C63 C64 H64 118.7 . . ?
C63 C64 C65 122.5(2) . . ?
C65 C64 H64 118.7 . . ?
C64 C65 H65 120.3 . . ?
C66 C65 C64 119.4(2) . . ?
C66 C65 H65 120.3 . . ?
C61 C66 H66 120.3 . . ?
C65 C66 C61 119.5(2) . . ?
C65 C66 H66 120.3 . . ?
C68 C67 B3 125.81(17) . . ?
C72 C67 C68 113.94(17) . . ?
C72 C67 B3 120.19(19) . . ?
F11 C68 C67 121.47(16) . . ?
F11 C68 C69 115.1(2) . . ?
C67 C68 C69 123.4(2) . . ?
F12 C69 C68 120.5(2) . . ?
F12 C69 C70 119.42(19) . . ?
C70 C69 C68 120.1(2) . . ?
F13 C70 C69 120.9(3) . . ?
F13 C70 C71 119.9(2) . . ?
C69 C70 C71 119.18(19) . . ?
F14 C71 C70 120.5(2) . . ?
F14 C71 C72 120.2(3) . . ?
C70 C71 C72 119.2(2) . . ?
F15 C72 C67 119.31(17) . . ?
F15 C72 C71 116.6(2) . . ?
C67 C72 C71 124.1(2) . . ?
C74 C73 B3 126.24(18) . . ?
C78 C73 C74 113.19(19) . . ?
C78 C73 B3 120.46(18) . . ?
F20 C74 C73 120.90(18) . . ?
F20 C74 C75 114.90(18) . . ?
C75 C74 C73 124.2(2) . . ?
F19 C75 C74 120.0(2) . . ?
F19 C75 C76 120.3(2) . . ?
C76 C75 C74 119.6(2) . . ?
F18 C76 C75 120.4(2) . . ?
F18 C76 C77 120.3(2) . . ?
C75 C76 C77 119.3(2) . . ?
F17 C77 C76 119.9(2) . . ?
F17 C77 C78 121.2(2) . . ?
C78 C77 C76 118.9(2) . . ?
F16 C78 C73 119.34(19) . . ?
F16 C78 C77 115.9(2) . . ?
C77 C78 C73 124.7(2) . . ?
O3 B3 C67 107.40(15) . . ?
O3 B3 C73 111.29(16) . . ?
O4 B3 O3 108.06(15) . . ?
O4 B3 C67 107.74(16) . . ?
O4 B3 C73 110.70(15) . . ?
C73 B3 C67 111.48(15) . . ?
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 C29 1.348(2) . ?
F2 C30 1.345(3) . ?
F3 C31 1.346(2) . ?
F4 C32 1.345(2) . ?
F5 C33 1.361(2) . ?
F6 C35 1.361(3) . ?
F7 C36 1.346(3) . ?
F8 C37 1.341(3) . ?
F9 C38 1.346(3) . ?
F10 C39 1.349(2) . ?
O1 C13 1.310(2) . ?
O1 B1 1.506(3) . ?
O2 C15 1.311(2) . ?
O2 B1 1.507(2) . ?
N1 C1 1.443(2) . ?
N1 C12 1.428(2) . ?
N1 C13 1.377(2) . ?
N2 C15 1.366(2) . ?
N2 C16 1.438(2) . ?
N2 C27 1.443(3) . ?
C1 C2 1.387(3) . ?
C1 C6 1.396(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.391(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.392(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.370(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.402(3) . ?
C6 C7 1.445(3) . ?
C7 C8 1.395(3) . ?
C7 C12 1.406(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.379(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.390(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.398(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.384(3) . ?
C13 C14 1.388(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.394(3) . ?
C16 C17 1.383(3) . ?
C16 C21 1.403(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.394(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.391(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.380(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.393(3) . ?
C21 C22 1.445(3) . ?
C22 C23 1.398(3) . ?
C22 C27 1.404(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.370(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.393(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.390(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.382(3) . ?
C28 C29 1.385(3) . ?
C28 C33 1.384(3) . ?
C28 B1 1.639(3) . ?
C29 C30 1.382(3) . ?
C30 C31 1.373(3) . ?
C31 C32 1.374(3) . ?
C32 C33 1.375(3) . ?
C34 C35 1.385(3) . ?
C34 C39 1.383(3) . ?
C34 B1 1.629(3) . ?
C35 C36 1.383(3) . ?
C36 C37 1.372(4) . ?
C37 C38 1.367(3) . ?
C38 C39 1.383(3) . ?
F11 C68 1.347(2) . ?
F12 C69 1.354(3) . ?
F13 C70 1.346(2) . ?
F14 C71 1.348(3) . ?
F15 C72 1.358(3) . ?
F16 C78 1.364(2) . ?
F17 C77 1.341(3) . ?
F18 C76 1.344(3) . ?
F19 C75 1.351(2) . ?
F20 C74 1.354(2) . ?
O3 C52 1.311(2) . ?
O3 B3 1.511(3) . ?
O4 C54 1.304(2) . ?
O4 B3 1.505(2) . ?
N3 C40 1.445(2) . ?
N3 C51 1.434(2) . ?
N3 C52 1.374(2) . ?
N4 C54 1.380(2) . ?
N4 C55 1.432(2) . ?
N4 C62 1.439(2) . ?
C40 C41 1.387(3) . ?
C40 C45 1.398(3) . ?
C41 H41 0.9500 . ?
C41 C42 1.387(3) . ?
C42 H42 0.9500 . ?
C42 C43 1.387(3) . ?
C43 H43 0.9500 . ?
C43 C44 1.379(3) . ?
C44 H44 0.9500 . ?
C44 C45 1.398(3) . ?
C45 C46 1.452(3) . ?
C46 C47 1.396(3) . ?
C46 C51 1.395(3) . ?
C47 H47 0.9500 . ?
C47 C48 1.376(3) . ?
C48 H48 0.9500 . ?
C48 C49 1.389(3) . ?
C49 H49 0.9500 . ?
C49 C50 1.389(3) . ?
C50 H50 0.9500 . ?
C50 C51 1.385(3) . ?
C52 C53 1.397(3) . ?
C53 H53 0.9500 . ?
C53 C54 1.384(3) . ?
C55 C56 1.384(3) . ?
C55 C60 1.404(3) . ?
C56 H56 0.9500 . ?
C56 C57 1.391(3) . ?
C57 H57 0.9500 . ?
C57 C58 1.381(3) . ?
C58 H58 0.9500 . ?
C58 C59 1.380(3) . ?
C59 H59 0.9500 . ?
C59 C60 1.397(3) . ?
C60 C61 1.445(3) . ?
C61 C62 1.398(3) . ?
C61 C66 1.395(3) . ?
C62 C63 1.389(3) . ?
C63 H63 0.9500 . ?
C63 C64 1.382(3) . ?
C64 H64 0.9500 . ?
C64 C65 1.397(3) . ?
C65 H65 0.9500 . ?
C65 C66 1.374(3) . ?
C66 H66 0.9500 . ?
C67 C68 1.385(3) . ?
C67 C72 1.385(3) . ?
C67 B3 1.644(3) . ?
C68 C69 1.388(3) . ?
C69 C70 1.362(4) . ?
C70 C71 1.373(4) . ?
C71 C72 1.385(3) . ?
C73 C74 1.394(3) . ?
C73 C78 1.385(3) . ?
C73 B3 1.635(3) . ?
C74 C75 1.377(3) . ?
C75 C76 1.365(3) . ?
C76 C77 1.384(3) . ?
C77 C78 1.377(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
_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 C29 C30 F2 0.3(3) . . . . ?
F1 C29 C30 C31 178.09(19) . . . . ?
F2 C30 C31 F3 -1.0(3) . . . . ?
F2 C30 C31 C32 178.4(2) . . . . ?
F3 C31 C32 F4 -1.6(4) . . . . ?
F3 C31 C32 C33 178.9(2) . . . . ?
F4 C32 C33 F5 0.8(3) . . . . ?
F4 C32 C33 C28 -179.0(2) . . . . ?
F6 C35 C36 F7 -0.5(3) . . . . ?
F6 C35 C36 C37 179.87(19) . . . . ?
F7 C36 C37 F8 0.5(3) . . . . ?
F7 C36 C37 C38 -178.93(19) . . . . ?
F8 C37 C38 F9 -0.6(3) . . . . ?
F8 C37 C38 C39 179.31(17) . . . . ?
F9 C38 C39 F10 1.3(3) . . . . ?
F9 C38 C39 C34 -178.44(17) . . . . ?
O1 C13 C14 C15 9.1(3) . . . . ?
N1 C1 C2 C3 -179.9(2) . . . . ?
N1 C1 C6 C5 -179.99(18) . . . . ?
N1 C1 C6 C7 2.6(2) . . . . ?
N1 C13 C14 C15 -170.12(17) . . . . ?
N2 C16 C17 C18 -176.6(2) . . . . ?
N2 C16 C21 C20 178.37(17) . . . . ?
N2 C16 C21 C22 1.8(2) . . . . ?
C1 N1 C12 C7 4.2(2) . . . . ?
C1 N1 C12 C11 -169.5(2) . . . . ?
C1 N1 C13 O1 28.0(2) . . . . ?
C1 N1 C13 C14 -152.66(19) . . . . ?
C1 C2 C3 C4 -0.1(3) . . . . ?
C1 C6 C7 C8 175.8(2) . . . . ?
C1 C6 C7 C12 0.0(2) . . . . ?
C2 C1 C6 C5 -0.3(3) . . . . ?
C2 C1 C6 C7 -177.69(19) . . . . ?
C2 C3 C4 C5 -0.3(4) . . . . ?
C3 C4 C5 C6 0.5(3) . . . . ?
C4 C5 C6 C1 -0.2(3) . . . . ?
C4 C5 C6 C7 176.5(2) . . . . ?
C5 C6 C7 C8 -1.2(4) . . . . ?
C5 C6 C7 C12 -177.0(2) . . . . ?
C6 C1 C2 C3 0.4(3) . . . . ?
C6 C7 C8 C9 -172.9(2) . . . . ?
C6 C7 C12 N1 -2.7(2) . . . . ?
C6 C7 C12 C11 171.73(19) . . . . ?
C7 C8 C9 C10 0.9(3) . . . . ?
C8 C7 C12 N1 -179.05(18) . . . . ?
C8 C7 C12 C11 -4.7(3) . . . . ?
C8 C9 C10 C11 -2.1(3) . . . . ?
C9 C10 C11 C12 -0.1(3) . . . . ?
C10 C11 C12 N1 176.5(2) . . . . ?
C10 C11 C12 C7 3.5(3) . . . . ?
C12 N1 C1 C2 176.1(2) . . . . ?
C12 N1 C1 C6 -4.2(2) . . . . ?
C12 N1 C13 O1 -160.63(16) . . . . ?
C12 N1 C13 C14 18.7(3) . . . . ?
C12 C7 C8 C9 2.4(3) . . . . ?
C13 O1 B1 O2 -36.5(2) . . . . ?
C13 O1 B1 C28 85.20(19) . . . . ?
C13 O1 B1 C34 -152.27(14) . . . . ?
C13 N1 C1 C2 -11.1(3) . . . . ?
C13 N1 C1 C6 168.57(17) . . . . ?
C13 N1 C12 C7 -168.37(17) . . . . ?
C13 N1 C12 C11 17.9(3) . . . . ?
C13 C14 C15 O2 -9.9(3) . . . . ?
C13 C14 C15 N2 169.66(17) . . . . ?
C15 O2 B1 O1 35.8(2) . . . . ?
C15 O2 B1 C28 -83.7(2) . . . . ?
C15 O2 B1 C34 153.54(16) . . . . ?
C15 N2 C16 C17 -9.5(3) . . . . ?
C15 N2 C16 C21 175.55(18) . . . . ?
C15 N2 C27 C22 -175.61(17) . . . . ?
C15 N2 C27 C26 3.1(3) . . . . ?
C16 N2 C15 O2 160.74(16) . . . . ?
C16 N2 C15 C14 -18.9(3) . . . . ?
C16 N2 C27 C22 2.9(2) . . . . ?
C16 N2 C27 C26 -178.4(2) . . . . ?
C16 C17 C18 C19 0.0(3) . . . . ?
C16 C21 C22 C23 177.5(2) . . . . ?
C16 C21 C22 C27 0.0(2) . . . . ?
C17 C16 C21 C20 2.9(3) . . . . ?
C17 C16 C21 C22 -173.66(17) . . . . ?
C17 C18 C19 C20 1.8(3) . . . . ?
C18 C19 C20 C21 -1.2(3) . . . . ?
C19 C20 C21 C16 -1.1(3) . . . . ?
C19 C20 C21 C22 174.5(2) . . . . ?
C20 C21 C22 C23 1.6(4) . . . . ?
C20 C21 C22 C27 -176.0(2) . . . . ?
C21 C16 C17 C18 -2.3(3) . . . . ?
C21 C22 C23 C24 -178.2(2) . . . . ?
C21 C22 C27 N2 -1.8(2) . . . . ?
C21 C22 C27 C26 179.38(18) . . . . ?
C22 C23 C24 C25 0.1(3) . . . . ?
C23 C22 C27 N2 -179.68(17) . . . . ?
C23 C22 C27 C26 1.5(3) . . . . ?
C23 C24 C25 C26 0.0(4) . . . . ?
C24 C25 C26 C27 0.6(3) . . . . ?
C25 C26 C27 N2 -179.9(2) . . . . ?
C25 C26 C27 C22 -1.3(3) . . . . ?
C27 N2 C15 O2 -21.1(3) . . . . ?
C27 N2 C15 C14 159.35(18) . . . . ?
C27 N2 C16 C17 172.0(2) . . . . ?
C27 N2 C16 C21 -2.9(2) . . . . ?
C27 C22 C23 C24 -0.8(3) . . . . ?
C28 C29 C30 F2 -178.48(19) . . . . ?
C28 C29 C30 C31 -0.7(3) . . . . ?
C29 C28 C33 F5 179.72(18) . . . . ?
C29 C28 C33 C32 -0.5(3) . . . . ?
C29 C28 B1 O1 -110.5(2) . . . . ?
C29 C28 B1 O2 8.5(3) . . . . ?
C29 C28 B1 C34 128.3(2) . . . . ?
C29 C30 C31 F3 -178.79(19) . . . . ?
C29 C30 C31 C32 0.6(3) . . . . ?
C30 C31 C32 F4 179.0(2) . . . . ?
C30 C31 C32 C33 -0.5(4) . . . . ?
C31 C32 C33 F5 -179.8(2) . . . . ?
C31 C32 C33 C28 0.5(3) . . . . ?
C33 C28 C29 F1 -178.10(18) . . . . ?
C33 C28 C29 C30 0.7(3) . . . . ?
C33 C28 B1 O1 70.2(2) . . . . ?
C33 C28 B1 O2 -170.82(17) . . . . ?
C33 C28 B1 C34 -51.0(2) . . . . ?
C34 C35 C36 F7 179.08(19) . . . . ?
C34 C35 C36 C37 -0.6(3) . . . . ?
C35 C34 C39 F10 178.81(17) . . . . ?
C35 C34 C39 C38 -1.4(3) . . . . ?
C35 C34 B1 O1 179.65(16) . . . . ?
C35 C34 B1 O2 63.2(2) . . . . ?
C35 C34 B1 C28 -59.7(2) . . . . ?
C35 C36 C37 F8 -179.85(18) . . . . ?
C35 C36 C37 C38 0.7(3) . . . . ?
C36 C37 C38 F9 178.88(19) . . . . ?
C36 C37 C38 C39 -1.2(3) . . . . ?
C37 C38 C39 F10 -178.53(17) . . . . ?
C37 C38 C39 C34 1.7(3) . . . . ?
C39 C34 C35 F6 -179.58(17) . . . . ?
C39 C34 C35 C36 0.9(3) . . . . ?
C39 C34 B1 O1 -0.7(2) . . . . ?
C39 C34 B1 O2 -117.17(19) . . . . ?
C39 C34 B1 C28 120.0(2) . . . . ?
B1 O1 C13 N1 -164.49(15) . . . . ?
B1 O1 C13 C14 16.2(2) . . . . ?
B1 O2 C15 N2 165.66(16) . . . . ?
B1 O2 C15 C14 -14.7(3) . . . . ?
B1 C28 C29 F1 2.6(3) . . . . ?
B1 C28 C29 C30 -178.66(19) . . . . ?
B1 C28 C33 F5 -0.9(3) . . . . ?
B1 C28 C33 C32 178.9(2) . . . . ?
B1 C34 C35 F6 0.1(3) . . . . ?
B1 C34 C35 C36 -179.44(19) . . . . ?
B1 C34 C39 F10 -0.9(3) . . . . ?
B1 C34 C39 C38 178.91(17) . . . . ?
F11 C68 C69 F12 -0.2(3) . . . . ?
F11 C68 C69 C70 -179.9(2) . . . . ?
F12 C69 C70 F13 1.9(3) . . . . ?
F12 C69 C70 C71 -178.2(2) . . . . ?
F13 C70 C71 F14 -2.1(4) . . . . ?
F13 C70 C71 C72 -179.7(2) . . . . ?
F14 C71 C72 F15 -1.0(3) . . . . ?
F14 C71 C72 C67 -179.8(2) . . . . ?
F17 C77 C78 F16 2.6(3) . . . . ?
F17 C77 C78 C73 -176.7(2) . . . . ?
F18 C76 C77 F17 -1.4(3) . . . . ?
F18 C76 C77 C78 -179.75(19) . . . . ?
F19 C75 C76 F18 -2.3(3) . . . . ?
F19 C75 C76 C77 177.34(19) . . . . ?
F20 C74 C75 F19 -0.2(2) . . . . ?
F20 C74 C75 C76 178.30(18) . . . . ?
O3 C52 C53 C54 -8.4(3) . . . . ?
N3 C40 C41 C42 -179.3(2) . . . . ?
N3 C40 C45 C44 179.65(18) . . . . ?
N3 C40 C45 C46 -3.0(2) . . . . ?
N3 C52 C53 C54 170.41(18) . . . . ?
N4 C55 C56 C57 175.60(19) . . . . ?
N4 C55 C60 C59 -176.51(16) . . . . ?
N4 C55 C60 C61 0.8(2) . . . . ?
N4 C62 C63 C64 176.9(2) . . . . ?
C40 N3 C51 C46 -4.4(2) . . . . ?
C40 N3 C51 C50 168.7(2) . . . . ?
C40 N3 C52 O3 -27.6(3) . . . . ?
C40 N3 C52 C53 153.48(19) . . . . ?
C40 C41 C42 C43 0.2(3) . . . . ?
C40 C45 C46 C47 -176.1(2) . . . . ?
C40 C45 C46 C51 0.3(2) . . . . ?
C41 C40 C45 C44 0.5(3) . . . . ?
C41 C40 C45 C46 177.83(18) . . . . ?
C41 C42 C43 C44 -0.3(4) . . . . ?
C42 C43 C44 C45 0.5(4) . . . . ?
C43 C44 C45 C40 -0.6(3) . . . . ?
C43 C44 C45 C46 -177.2(2) . . . . ?
C44 C45 C46 C47 0.9(4) . . . . ?
C44 C45 C46 C51 177.2(2) . . . . ?
C45 C40 C41 C42 -0.3(3) . . . . ?
C45 C46 C47 C48 173.0(2) . . . . ?
C45 C46 C51 N3 2.6(2) . . . . ?
C45 C46 C51 C50 -171.25(18) . . . . ?
C46 C47 C48 C49 -1.2(4) . . . . ?
C47 C46 C51 N3 179.43(19) . . . . ?
C47 C46 C51 C50 5.6(3) . . . . ?
C47 C48 C49 C50 2.9(4) . . . . ?
C48 C49 C50 C51 -0.3(3) . . . . ?
C49 C50 C51 N3 -176.2(2) . . . . ?
C49 C50 C51 C46 -3.9(3) . . . . ?
C51 N3 C40 C41 -176.4(2) . . . . ?
C51 N3 C40 C45 4.5(2) . . . . ?
C51 N3 C52 O3 162.44(17) . . . . ?
C51 N3 C52 C53 -16.5(3) . . . . ?
C51 C46 C47 C48 -3.0(3) . . . . ?
C52 O3 B3 O4 35.4(2) . . . . ?
C52 O3 B3 C67 151.43(16) . . . . ?
C52 O3 B3 C73 -86.31(19) . . . . ?
C52 N3 C40 C41 12.0(3) . . . . ?
C52 N3 C40 C45 -167.08(17) . . . . ?
C52 N3 C51 C46 167.15(18) . . . . ?
C52 N3 C51 C50 -19.8(3) . . . . ?
C52 C53 C54 O4 10.7(3) . . . . ?
C52 C53 C54 N4 -167.54(18) . . . . ?
C54 O4 B3 O3 -33.4(2) . . . . ?
C54 O4 B3 C67 -149.21(16) . . . . ?
C54 O4 B3 C73 88.7(2) . . . . ?
C54 N4 C55 C56 0.0(3) . . . . ?
C54 N4 C55 C60 175.79(17) . . . . ?
C54 N4 C62 C61 -176.99(17) . . . . ?
C54 N4 C62 C63 5.5(3) . . . . ?
C55 N4 C54 O4 -152.92(17) . . . . ?
C55 N4 C54 C53 25.4(3) . . . . ?
C55 N4 C62 C61 -1.6(2) . . . . ?
C55 N4 C62 C63 -179.1(2) . . . . ?
C55 C56 C57 C58 0.3(3) . . . . ?
C55 C60 C61 C62 -1.8(2) . . . . ?
C55 C60 C61 C66 178.0(2) . . . . ?
C56 C55 C60 C59 -0.2(3) . . . . ?
C56 C55 C60 C61 177.15(17) . . . . ?
C56 C57 C58 C59 -0.9(3) . . . . ?
C57 C58 C59 C60 0.9(3) . . . . ?
C58 C59 C60 C55 -0.4(3) . . . . ?
C58 C59 C60 C61 -176.97(19) . . . . ?
C59 C60 C61 C62 175.1(2) . . . . ?
C59 C60 C61 C66 -5.1(4) . . . . ?
C60 C55 C56 C57 0.2(3) . . . . ?
C60 C61 C62 N4 2.1(2) . . . . ?
C60 C61 C62 C63 179.87(18) . . . . ?
C60 C61 C66 C65 -179.5(2) . . . . ?
C61 C62 C63 C64 -0.3(3) . . . . ?
C62 N4 C54 O4 21.6(3) . . . . ?
C62 N4 C54 C53 -160.05(19) . . . . ?
C62 N4 C55 C56 -175.4(2) . . . . ?
C62 N4 C55 C60 0.4(2) . . . . ?
C62 C61 C66 C65 0.3(3) . . . . ?
C62 C63 C64 C65 0.2(3) . . . . ?
C63 C64 C65 C66 0.1(3) . . . . ?
C64 C65 C66 C61 -0.3(3) . . . . ?
C66 C61 C62 N4 -177.76(17) . . . . ?
C66 C61 C62 C63 0.0(3) . . . . ?
C67 C68 C69 F12 177.8(2) . . . . ?
C67 C68 C69 C70 -1.9(4) . . . . ?
C68 C67 C72 F15 -176.97(19) . . . . ?
C68 C67 C72 C71 1.8(3) . . . . ?
C68 C67 B3 O3 -129.9(2) . . . . ?
C68 C67 B3 O4 -13.7(3) . . . . ?
C68 C67 B3 C73 107.9(2) . . . . ?
C68 C69 C70 F13 -178.3(2) . . . . ?
C68 C69 C70 C71 1.6(4) . . . . ?
C69 C70 C71 F14 178.0(2) . . . . ?
C69 C70 C71 C72 0.4(4) . . . . ?
C70 C71 C72 F15 176.6(2) . . . . ?
C70 C71 C72 C67 -2.2(4) . . . . ?
C72 C67 C68 F11 178.10(19) . . . . ?
C72 C67 C68 C69 0.2(3) . . . . ?
C72 C67 B3 O3 53.1(2) . . . . ?
C72 C67 B3 O4 169.32(19) . . . . ?
C72 C67 B3 C73 -69.0(2) . . . . ?
C73 C74 C75 F19 -178.91(16) . . . . ?
C73 C74 C75 C76 -0.4(3) . . . . ?
C74 C73 C78 F16 177.80(16) . . . . ?
C74 C73 C78 C77 -2.9(3) . . . . ?
C74 C73 B3 O3 9.6(2) . . . . ?
C74 C73 B3 O4 -110.6(2) . . . . ?
C74 C73 B3 C67 129.47(19) . . . . ?
C74 C75 C76 F18 179.18(18) . . . . ?
C74 C75 C76 C77 -1.2(3) . . . . ?
C75 C76 C77 F17 178.9(2) . . . . ?
C75 C76 C77 C78 0.6(3) . . . . ?
C76 C77 C78 F16 -179.11(19) . . . . ?
C76 C77 C78 C73 1.6(3) . . . . ?
C78 C73 C74 F20 -176.30(16) . . . . ?
C78 C73 C74 C75 2.3(3) . . . . ?
C78 C73 B3 O3 -166.15(15) . . . . ?
C78 C73 B3 O4 73.6(2) . . . . ?
C78 C73 B3 C67 -46.3(2) . . . . ?
B3 O3 C52 N3 164.52(16) . . . . ?
B3 O3 C52 C53 -16.5(3) . . . . ?
B3 O4 C54 N4 -169.10(16) . . . . ?
B3 O4 C54 C53 12.5(3) . . . . ?
B3 C67 C68 F11 1.0(3) . . . . ?
B3 C67 C68 C69 -176.9(2) . . . . ?
B3 C67 C72 F15 0.3(3) . . . . ?
B3 C67 C72 C71 179.1(2) . . . . ?
B3 C73 C74 F20 7.7(3) . . . . ?
B3 C73 C74 C75 -173.69(17) . . . . ?
B3 C73 C78 F16 -5.9(3) . . . . ?
B3 C73 C78 C77 173.33(19) . . . . ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.000 356.7 93.1 ?
2 0.000 0.000 0.500 26.9 0.1 ?
3 0.219 0.900 0.279 9.2 0.0 ?
4 0.781 0.100 0.721 9.2 0.0 ?
