#------------------------------------------------------------------------------
#$Date: 2021-07-05 20:36:58 +0300 (Mon, 05 Jul 2021) $
#$Revision: 267168 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/74/7707472.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_7707472
loop_
_publ_author_name
'Pan, Yanlin'
'Cui, Jie'
'Wei, Yongliang'
'Xu, Zhaochao'
'Wang, Tongdao'
_publ_section_title
;
 B-H and O-H bonds activation via a single electron transfer of
 frustrated radical pairs.
;
_journal_issue                   25
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              8947
_journal_page_last               8954
_journal_paper_doi               10.1039/d1dt01169c
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         'C36 H3 B2 F30 O2, C9 H18 N O'
_chemical_formula_sum            'C45 H21 B2 F30 N O3'
_chemical_formula_weight         1215.25
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-02-22
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-05-21 deposited with the CCDC.	2021-05-21 downloaded from the CCDC.
;
_cell_angle_alpha                67.740(3)
_cell_angle_beta                 69.334(3)
_cell_angle_gamma                79.055(3)
_cell_formula_units_Z            2
_cell_length_a                   12.5804(11)
_cell_length_b                   13.3091(12)
_cell_length_c                   16.1032(16)
_cell_measurement_reflns_used    9958
_cell_measurement_temperature    200
_cell_measurement_theta_max      27.203
_cell_measurement_theta_min      2.320
_cell_volume                     2329.8(4)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2016)'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      200.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'CCD Area Detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            54129
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.542
_diffrn_reflns_theta_min         2.319
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_exptl_absorpt_coefficient_mu    0.189
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6905
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0976 before and 0.0508 after correction. The Ratio of minimum to maximum transmission is 0.9261. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.732
_exptl_crystal_description       cube
_exptl_crystal_F_000             1204
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.280
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     746
_refine_ls_number_reflns         10732
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0371
_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)+(0.0386P)²+0.7476P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0851
_refine_ls_wR_factor_ref         0.0921
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8164
_reflns_number_total             10732
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt01169c2.cif
_cod_data_source_block           mo_19dec09pyl3_0m
_cod_depositor_comments
'Adding full bibliography for 7707468--7707473.cif.'
_cod_database_code               7707472
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.963
_shelx_estimated_absorpt_t_min   0.945
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C13(H01A,H01B), C12(H01C,H01D), C14(H01E,H01F)
2.b Idealised Me refined as rotating group:
 C18(H01G,H01H,H01I), C17(H02A,H02B,H02C), C16(H02D,H02E,H02F), C19(H02G,H02H,
 H02I)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
F56 F 0.09557(8) 0.56105(8) 0.47715(6) 0.0295(2) Uani 1 1 d . . . . .
F76 F 0.33917(8) 0.30375(7) 0.39615(7) 0.0304(2) Uani 1 1 d . . . . .
F72 F 0.31200(8) 0.64584(8) 0.43136(7) 0.0330(2) Uani 1 1 d . . . . .
F52 F 0.23212(8) 0.69559(8) 0.14326(7) 0.0325(2) Uani 1 1 d . . . . .
F66 F 0.51924(8) 0.45731(7) 0.22965(8) 0.0343(2) Uani 1 1 d . . . . .
F26 F -0.10060(8) 0.47444(8) 0.34413(7) 0.0324(2) Uani 1 1 d . . . . .
F55 F -0.09691(8) 0.68252(8) 0.47124(7) 0.0333(2) Uani 1 1 d . . . . .
F62 F 0.32090(8) 0.79464(7) 0.24154(8) 0.0353(2) Uani 1 1 d . . . . .
F54 F -0.12713(8) 0.81514(8) 0.30556(8) 0.0380(3) Uani 1 1 d . . . . .
F46 F -0.18468(8) 0.31117(9) 0.31972(8) 0.0365(2) Uani 1 1 d . . . . .
F53 F 0.03976(8) 0.81898(8) 0.14045(7) 0.0376(3) Uani 1 1 d . . . . .
F42 F 0.10849(9) 0.14772(8) 0.45844(8) 0.0379(2) Uani 1 1 d . . . . .
F34 F 0.34042(9) 0.02625(9) 0.08280(8) 0.0379(3) Uani 1 1 d . . . . .
F22 F 0.15588(9) 0.39401(8) 0.07680(7) 0.0409(3) Uani 1 1 d . . . . .
F23 F 0.09762(9) 0.58453(9) -0.03288(7) 0.0389(3) Uani 1 1 d . . . . .
F65 F 0.71176(8) 0.55891(9) 0.12994(8) 0.0416(3) Uani 1 1 d . . . . .
F64 F 0.71018(8) 0.77874(9) 0.08223(8) 0.0425(3) Uani 1 1 d . . . . .
F63 F 0.51349(9) 0.89218(8) 0.14204(9) 0.0448(3) Uani 1 1 d . . . . .
F36 F -0.00994(8) 0.18807(9) 0.21451(8) 0.0397(3) Uani 1 1 d . . . . .
F33 F 0.44509(8) 0.12281(10) 0.15281(9) 0.0450(3) Uani 1 1 d . . . . .
F25 F -0.16366(9) 0.66257(9) 0.23033(8) 0.0423(3) Uani 1 1 d . . . . .
F32 F 0.32633(8) 0.24850(9) 0.25181(8) 0.0420(3) Uani 1 1 d . . . . .
F75 F 0.39360(10) 0.20905(8) 0.55297(8) 0.0431(3) Uani 1 1 d . . . . .
O2 O 0.28883(10) 0.47484(9) 0.25455(8) 0.0226(2) Uani 1 1 d . . . . .
O1 O 0.13595(9) 0.35382(10) 0.33285(9) 0.0233(2) Uani 1 1 d . . . . .
F24 F -0.06007(9) 0.72312(9) 0.03963(8) 0.0422(3) Uani 1 1 d . . . . .
F35 F 0.11153(9) 0.05644(10) 0.11880(9) 0.0448(3) Uani 1 1 d . . . . .
F73 F 0.36626(9) 0.54705(10) 0.59121(8) 0.0424(3) Uani 1 1 d . . . . .
F74 F 0.40957(10) 0.32723(10) 0.65328(8) 0.0465(3) Uani 1 1 d . . . . .
F45 F -0.33586(9) 0.20029(10) 0.47754(9) 0.0521(3) Uani 1 1 d . . . . .
F43 F -0.04450(13) 0.03952(10) 0.61576(9) 0.0608(4) Uani 1 1 d . . . . .
O3 O 0.63134(12) 0.95541(10) 0.23458(9) 0.0392(3) Uani 1 1 d . . . . .
F44 F -0.26959(12) 0.06333(11) 0.62732(9) 0.0678(4) Uani 1 1 d . . . . .
N1 N 0.66226(11) 1.04187(10) 0.21797(9) 0.0230(3) Uani 1 1 d . . . . .
C51 C 0.17589(12) 0.62248(12) 0.31045(11) 0.0207(3) Uani 1 1 d . . . . .
C31 C 0.15045(13) 0.22544(13) 0.23875(11) 0.0218(3) Uani 1 1 d . . . . .
C52 C 0.15316(13) 0.68981(13) 0.22761(11) 0.0236(3) Uani 1 1 d . . . . .
C56 C 0.08767(13) 0.62327(12) 0.39123(11) 0.0223(3) Uani 1 1 d . . . . .
C71 C 0.32135(12) 0.48117(12) 0.40530(11) 0.0208(3) Uani 1 1 d . . . . .
C72 C 0.33134(13) 0.53660(13) 0.45956(12) 0.0245(3) Uani 1 1 d . . . . .
C66 C 0.51320(13) 0.56728(13) 0.20804(12) 0.0253(3) Uani 1 1 d . . . . .
C21 C 0.02915(12) 0.42093(13) 0.21799(11) 0.0224(3) Uani 1 1 d . . . . .
C61 C 0.40930(12) 0.62047(12) 0.23862(11) 0.0221(3) Uani 1 1 d . . . . .
C62 C 0.41472(13) 0.73164(13) 0.21425(12) 0.0255(3) Uani 1 1 d . . . . .
C55 C -0.01343(13) 0.68621(13) 0.39039(11) 0.0241(3) Uani 1 1 d . . . . .
C36 C 0.10321(13) 0.17182(14) 0.20275(12) 0.0260(3) Uani 1 1 d . . . . .
C11 C 0.74378(13) 1.09597(13) 0.11886(11) 0.0228(3) Uani 1 1 d . . . . .
C76 C 0.34445(13) 0.37003(12) 0.44101(11) 0.0228(3) Uani 1 1 d . . . . .
C15 C 0.62344(13) 1.08830(13) 0.29868(11) 0.0243(3) Uani 1 1 d . . . . .
C41 C -0.03050(14) 0.24051(13) 0.38230(12) 0.0255(3) Uani 1 1 d . . . . .
C54 C -0.02955(13) 0.75307(13) 0.30673(12) 0.0268(4) Uani 1 1 d . . . . .
C32 C 0.26687(13) 0.20306(14) 0.22054(12) 0.0258(3) Uani 1 1 d . . . . .
C34 C 0.27969(14) 0.08819(13) 0.13412(12) 0.0268(4) Uani 1 1 d . . . . .
C35 C 0.16352(14) 0.10479(14) 0.15210(12) 0.0277(4) Uani 1 1 d . . . . .
C75 C 0.37316(14) 0.31808(13) 0.52290(12) 0.0281(4) Uani 1 1 d . . . . .
C26 C -0.05111(13) 0.49634(14) 0.25054(11) 0.0256(3) Uani 1 1 d . . . . .
C63 C 0.51362(14) 0.78468(13) 0.16246(13) 0.0295(4) Uani 1 1 d . . . . .
C33 C 0.33109(13) 0.13791(14) 0.16917(12) 0.0283(4) Uani 1 1 d . . . . .
C74 C 0.38077(14) 0.37701(15) 0.57383(12) 0.0309(4) Uani 1 1 d . . . . .
C23 C 0.04761(14) 0.55585(14) 0.06110(12) 0.0281(4) Uani 1 1 d . . . . .
C22 C 0.07620(13) 0.45647(14) 0.12067(12) 0.0262(3) Uani 1 1 d . . . . .
C13 C 0.71527(14) 1.26015(13) 0.17205(12) 0.0279(4) Uani 1 1 d . . . . .
H01A H 0.786620 1.238553 0.189108 0.033 Uiso 1 1 calc R . . . .
H01B H 0.705041 1.340567 0.149896 0.033 Uiso 1 1 calc R . . . .
C12 C 0.72281(14) 1.21891(13) 0.09419(12) 0.0266(3) Uani 1 1 d . . . . .
H01C H 0.785163 1.254168 0.037401 0.032 Uiso 1 1 calc R . . . .
H01D H 0.650947 1.241491 0.077951 0.032 Uiso 1 1 calc R . . . .
C53 C 0.05476(14) 0.75507(13) 0.22401(12) 0.0271(4) Uani 1 1 d . . . . .
C64 C 0.61407(13) 0.72718(14) 0.13283(12) 0.0298(4) Uani 1 1 d . . . . .
C14 C 0.61549(14) 1.21256(13) 0.25747(12) 0.0276(4) Uani 1 1 d . . . . .
H01E H 0.544727 1.236804 0.239648 0.033 Uiso 1 1 calc R . . . .
H01F H 0.609683 1.241978 0.307024 0.033 Uiso 1 1 calc R . . . .
C42 C -0.00249(15) 0.16637(14) 0.46049(13) 0.0314(4) Uani 1 1 d . . . . .
C65 C 0.61459(13) 0.61673(14) 0.15657(12) 0.0288(4) Uani 1 1 d . . . . .
C18 C 0.71965(15) 1.05623(14) 0.05110(12) 0.0306(4) Uani 1 1 d . . . . .
H01G H 0.738123 0.977605 0.067446 0.046 Uiso 1 1 calc GR . . . .
H01H H 0.766307 1.093494 -0.013452 0.046 Uiso 1 1 calc GR . . . .
H01I H 0.638908 1.071872 0.055477 0.046 Uiso 1 1 calc GR . . . .
C73 C 0.35944(13) 0.48793(15) 0.54183(12) 0.0289(4) Uani 1 1 d . . . . .
C24 C -0.03307(14) 0.62600(14) 0.09737(13) 0.0295(4) Uani 1 1 d . . . . .
C46 C -0.14542(14) 0.24692(14) 0.39167(13) 0.0309(4) Uani 1 1 d . . . . .
C25 C -0.08376(13) 0.59533(14) 0.19340(13) 0.0293(4) Uani 1 1 d . . . . .
C17 C 0.71429(15) 1.04271(14) 0.34969(13) 0.0313(4) Uani 1 1 d . . . . .
H02A H 0.729490 0.964569 0.360256 0.047 Uiso 1 1 calc GR . . . .
H02B H 0.686613 1.054571 0.410495 0.047 Uiso 1 1 calc GR . . . .
H02C H 0.784580 1.079961 0.310799 0.047 Uiso 1 1 calc GR . . . .
C16 C 0.50821(15) 1.04519(14) 0.36318(13) 0.0337(4) Uani 1 1 d . . . . .
H02D H 0.455881 1.062208 0.326070 0.051 Uiso 1 1 calc GR . . . .
H02E H 0.477448 1.079401 0.411838 0.051 Uiso 1 1 calc GR . . . .
H02F H 0.517030 0.966172 0.393208 0.051 Uiso 1 1 calc GR . . . .
C19 C 0.86387(14) 1.05556(15) 0.12593(13) 0.0324(4) Uani 1 1 d . . . . .
H02G H 0.879163 1.084193 0.168135 0.049 Uiso 1 1 calc GR . . . .
H02H H 0.919775 1.080802 0.063140 0.049 Uiso 1 1 calc GR . . . .
H02I H 0.869417 0.975860 0.151048 0.049 Uiso 1 1 calc GR . . . .
C45 C -0.22543(15) 0.18898(16) 0.47263(15) 0.0391(5) Uani 1 1 d . . . . .
C43 C -0.07967(19) 0.10765(15) 0.54274(14) 0.0421(5) Uani 1 1 d . . . . .
C44 C -0.19244(18) 0.11974(16) 0.54850(15) 0.0453(5) Uani 1 1 d . . . . .
B1 B 0.07082(14) 0.31001(15) 0.29162(13) 0.0222(4) Uani 1 1 d . . . . .
B2 B 0.29674(14) 0.54935(14) 0.30394(13) 0.0201(3) Uani 1 1 d . . . . .
H2 H 0.3478(18) 0.4399(16) 0.2371(14) 0.035(6) Uiso 1 1 d . . . . .
H3 H 0.147(2) 0.3101(19) 0.3806(17) 0.055(7) Uiso 1 1 d . . . . .
H1 H 0.203(3) 0.421(2) 0.292(2) 0.096(9) Uiso 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
B2 O2 H2 115.1(14) . . ?
B2 O2 H1 116.0(13) . . ?
H2 O2 H1 113.6(19) . . ?
B1 O1 H3 113.1(17) . . ?
B1 O1 H1 127.5(14) . . ?
H3 O1 H1 114(2) . . ?
O3 N1 C11 117.59(13) . . ?
O3 N1 C15 117.47(13) . . ?
C15 N1 C11 124.84(12) . . ?
C52 C51 B2 119.09(13) . . ?
C56 C51 C52 113.65(13) . . ?
C56 C51 B2 127.22(14) . . ?
C36 C31 C32 112.91(14) . . ?
C36 C31 B1 120.24(13) . . ?
C32 C31 B1 126.78(14) . . ?
F52 C52 C51 119.66(13) . . ?
F52 C52 C53 115.87(14) . . ?
C53 C52 C51 124.45(15) . . ?
F56 C56 C51 120.98(13) . . ?
F56 C56 C55 115.48(14) . . ?
C51 C56 C55 123.54(14) . . ?
C72 C71 B2 119.97(13) . . ?
C76 C71 C72 113.35(14) . . ?
C76 C71 B2 126.41(14) . . ?
F72 C72 C71 118.90(14) . . ?
F72 C72 C73 116.58(15) . . ?
C73 C72 C71 124.52(15) . . ?
F66 C66 C61 119.13(14) . . ?
F66 C66 C65 115.79(14) . . ?
C65 C66 C61 125.08(15) . . ?
C26 C21 B1 120.99(14) . . ?
C22 C21 C26 113.06(15) . . ?
C22 C21 B1 125.54(14) . . ?
C66 C61 C62 113.68(14) . . ?
C66 C61 B2 119.41(13) . . ?
C62 C61 B2 126.77(14) . . ?
F62 C62 C61 120.87(13) . . ?
F62 C62 C63 115.81(14) . . ?
C63 C62 C61 123.32(15) . . ?
F55 C55 C56 120.89(14) . . ?
F55 C55 C54 119.02(14) . . ?
C54 C55 C56 120.09(15) . . ?
F36 C36 C31 118.82(14) . . ?
F36 C36 C35 116.29(14) . . ?
C35 C36 C31 124.85(14) . . ?
C12 C11 N1 108.16(12) . . ?
C12 C11 C19 112.61(13) . . ?
C18 C11 N1 107.54(12) . . ?
C18 C11 C12 112.20(14) . . ?
C18 C11 C19 110.51(14) . . ?
C19 C11 N1 105.44(13) . . ?
F76 C76 C71 120.92(14) . . ?
F76 C76 C75 115.08(14) . . ?
C75 C76 C71 123.99(15) . . ?
N1 C15 C17 104.74(12) . . ?
C14 C15 N1 109.17(13) . . ?
C14 C15 C17 113.06(14) . . ?
C16 C15 N1 107.54(13) . . ?
C16 C15 C14 111.17(13) . . ?
C16 C15 C17 110.81(14) . . ?
C42 C41 C46 113.45(16) . . ?
C42 C41 B1 118.94(14) . . ?
C46 C41 B1 127.61(16) . . ?
F54 C54 C55 120.33(15) . . ?
F54 C54 C53 120.65(15) . . ?
C55 C54 C53 119.02(14) . . ?
F32 C32 C31 120.40(14) . . ?
F32 C32 C33 115.21(13) . . ?
C33 C32 C31 124.37(15) . . ?
F34 C34 C35 120.53(14) . . ?
F34 C34 C33 121.08(14) . . ?
C33 C34 C35 118.39(15) . . ?
F35 C35 C36 121.27(14) . . ?
F35 C35 C34 119.31(14) . . ?
C36 C35 C34 119.41(15) . . ?
F75 C75 C76 120.07(16) . . ?
F75 C75 C74 119.95(15) . . ?
C74 C75 C76 119.98(15) . . ?
F26 C26 C21 119.54(14) . . ?
F26 C26 C25 115.90(14) . . ?
C25 C26 C21 124.55(15) . . ?
F63 C63 C62 120.45(15) . . ?
F63 C63 C64 119.41(14) . . ?
C64 C63 C62 120.13(15) . . ?
F33 C33 C32 120.30(14) . . ?
F33 C33 C34 119.67(14) . . ?
C34 C33 C32 120.03(14) . . ?
F74 C74 C75 120.42(16) . . ?
F74 C74 C73 120.70(16) . . ?
C75 C74 C73 118.88(15) . . ?
F23 C23 C22 120.57(15) . . ?
F23 C23 C24 119.44(15) . . ?
C24 C23 C22 119.98(16) . . ?
F22 C22 C21 121.18(15) . . ?
F22 C22 C23 114.62(15) . . ?
C23 C22 C21 124.20(15) . . ?
H01A C13 H01B 108.3 . . ?
C12 C13 H01A 109.8 . . ?
C12 C13 H01B 109.8 . . ?
C14 C13 H01A 109.8 . . ?
C14 C13 H01B 109.8 . . ?
C14 C13 C12 109.34(13) . . ?
C11 C12 H01C 108.6 . . ?
C11 C12 H01D 108.6 . . ?
C13 C12 C11 114.52(14) . . ?
C13 C12 H01C 108.6 . . ?
C13 C12 H01D 108.6 . . ?
H01C C12 H01D 107.6 . . ?
F53 C53 C52 120.76(15) . . ?
F53 C53 C54 120.02(14) . . ?
C54 C53 C52 119.21(15) . . ?
F64 C64 C63 120.16(15) . . ?
F64 C64 C65 120.61(15) . . ?
C65 C64 C63 119.23(15) . . ?
C15 C14 H01E 108.7 . . ?
C15 C14 H01F 108.7 . . ?
C13 C14 C15 114.24(13) . . ?
C13 C14 H01E 108.7 . . ?
C13 C14 H01F 108.7 . . ?
H01E C14 H01F 107.6 . . ?
F42 C42 C41 119.42(15) . . ?
F42 C42 C43 115.79(17) . . ?
C43 C42 C41 124.79(18) . . ?
F65 C65 C66 121.23(15) . . ?
F65 C65 C64 120.23(14) . . ?
C64 C65 C66 118.53(15) . . ?
C11 C18 H01G 109.5 . . ?
C11 C18 H01H 109.5 . . ?
C11 C18 H01I 109.5 . . ?
H01G C18 H01H 109.5 . . ?
H01G C18 H01I 109.5 . . ?
H01H C18 H01I 109.5 . . ?
F73 C73 C72 121.11(16) . . ?
F73 C73 C74 119.63(15) . . ?
C74 C73 C72 119.26(16) . . ?
F24 C24 C23 120.05(16) . . ?
F24 C24 C25 121.19(16) . . ?
C23 C24 C25 118.76(16) . . ?
F46 C46 C41 120.40(15) . . ?
F46 C46 C45 116.09(16) . . ?
C45 C46 C41 123.51(18) . . ?
F25 C25 C26 120.87(15) . . ?
F25 C25 C24 119.70(15) . . ?
C24 C25 C26 119.43(15) . . ?
C15 C17 H02A 109.5 . . ?
C15 C17 H02B 109.5 . . ?
C15 C17 H02C 109.5 . . ?
H02A C17 H02B 109.5 . . ?
H02A C17 H02C 109.5 . . ?
H02B C17 H02C 109.5 . . ?
C15 C16 H02D 109.5 . . ?
C15 C16 H02E 109.5 . . ?
C15 C16 H02F 109.5 . . ?
H02D C16 H02E 109.5 . . ?
H02D C16 H02F 109.5 . . ?
H02E C16 H02F 109.5 . . ?
C11 C19 H02G 109.5 . . ?
C11 C19 H02H 109.5 . . ?
C11 C19 H02I 109.5 . . ?
H02G C19 H02H 109.5 . . ?
H02G C19 H02I 109.5 . . ?
H02H C19 H02I 109.5 . . ?
F45 C45 C46 120.5(2) . . ?
F45 C45 C44 119.57(17) . . ?
C44 C45 C46 119.96(18) . . ?
F43 C43 C42 120.4(2) . . ?
F43 C43 C44 120.71(18) . . ?
C44 C43 C42 118.9(2) . . ?
F44 C44 C45 120.3(2) . . ?
F44 C44 C43 120.4(2) . . ?
C45 C44 C43 119.32(17) . . ?
O1 B1 C31 112.33(12) . . ?
O1 B1 C21 102.55(12) . . ?
O1 B1 C41 105.87(13) . . ?
C31 B1 C41 107.35(13) . . ?
C21 B1 C31 112.25(13) . . ?
C21 B1 C41 116.35(13) . . ?
O2 B2 C51 102.51(12) . . ?
O2 B2 C71 112.38(12) . . ?
O2 B2 C61 108.09(13) . . ?
C51 B2 C71 115.57(13) . . ?
C51 B2 C61 113.81(12) . . ?
C61 B2 C71 104.49(12) . . ?
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
F56 C56 1.3446(18) . ?
F76 C76 1.3578(18) . ?
F72 C72 1.3501(18) . ?
F52 C52 1.3547(18) . ?
F66 C66 1.3637(18) . ?
F26 C26 1.3483(18) . ?
F55 C55 1.3440(18) . ?
F62 C62 1.3514(18) . ?
F54 C54 1.3451(17) . ?
F46 C46 1.346(2) . ?
F53 C53 1.3493(18) . ?
F42 C42 1.362(2) . ?
F34 C34 1.3332(18) . ?
F22 C22 1.3503(19) . ?
F23 C23 1.3466(19) . ?
F65 C65 1.3391(18) . ?
F64 C64 1.3390(18) . ?
F63 C63 1.3410(18) . ?
F36 C36 1.3539(17) . ?
F33 C33 1.3530(18) . ?
F25 C25 1.3433(19) . ?
F32 C32 1.3591(18) . ?
F75 C75 1.3491(19) . ?
O2 B2 1.522(2) . ?
O2 H2 0.82(2) . ?
O2 H1 1.25(3) . ?
O1 B1 1.520(2) . ?
O1 H3 0.81(2) . ?
O1 H1 1.18(3) . ?
F24 C24 1.3403(19) . ?
F35 C35 1.3411(18) . ?
F73 C73 1.3441(19) . ?
F74 C74 1.3420(19) . ?
F45 C45 1.346(2) . ?
F43 C43 1.344(2) . ?
O3 N1 1.1876(17) . ?
F44 C44 1.342(2) . ?
N1 C11 1.540(2) . ?
N1 C15 1.535(2) . ?
C51 C52 1.389(2) . ?
C51 C56 1.382(2) . ?
C51 B2 1.635(2) . ?
C31 C36 1.384(2) . ?
C31 C32 1.385(2) . ?
C31 B1 1.641(2) . ?
C52 C53 1.376(2) . ?
C56 C55 1.385(2) . ?
C71 C72 1.387(2) . ?
C71 C76 1.383(2) . ?
C71 B2 1.647(2) . ?
C72 C73 1.376(2) . ?
C66 C61 1.382(2) . ?
C66 C65 1.381(2) . ?
C21 C26 1.393(2) . ?
C21 C22 1.386(2) . ?
C21 B1 1.637(2) . ?
C61 C62 1.388(2) . ?
C61 B2 1.646(2) . ?
C62 C63 1.377(2) . ?
C55 C54 1.365(2) . ?
C36 C35 1.376(2) . ?
C11 C12 1.524(2) . ?
C11 C18 1.515(2) . ?
C11 C19 1.533(2) . ?
C76 C75 1.378(2) . ?
C15 C14 1.529(2) . ?
C15 C17 1.540(2) . ?
C15 C16 1.520(2) . ?
C41 C42 1.387(2) . ?
C41 C46 1.389(2) . ?
C41 B1 1.650(2) . ?
C54 C53 1.374(2) . ?
C32 C33 1.376(2) . ?
C34 C35 1.377(2) . ?
C34 C33 1.370(2) . ?
C75 C74 1.367(3) . ?
C26 C25 1.376(2) . ?
C63 C64 1.376(2) . ?
C74 C73 1.374(3) . ?
C23 C22 1.379(2) . ?
C23 C24 1.370(2) . ?
C13 H01A 0.9900 . ?
C13 H01B 0.9900 . ?
C13 C12 1.517(2) . ?
C13 C14 1.514(2) . ?
C12 H01C 0.9900 . ?
C12 H01D 0.9900 . ?
C64 C65 1.371(2) . ?
C14 H01E 0.9900 . ?
C14 H01F 0.9900 . ?
C42 C43 1.380(3) . ?
C18 H01G 0.9800 . ?
C18 H01H 0.9800 . ?
C18 H01I 0.9800 . ?
C24 C25 1.375(2) . ?
C46 C45 1.384(2) . ?
C17 H02A 0.9800 . ?
C17 H02B 0.9800 . ?
C17 H02C 0.9800 . ?
C16 H02D 0.9800 . ?
C16 H02E 0.9800 . ?
C16 H02F 0.9800 . ?
C19 H02G 0.9800 . ?
C19 H02H 0.9800 . ?
C19 H02I 0.9800 . ?
C45 C44 1.369(3) . ?
C43 C44 1.371(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
F56 C56 C55 F55 -0.8(2) . . . . ?
F56 C56 C55 C54 179.37(14) . . . . ?
F76 C76 C75 F75 0.0(2) . . . . ?
F76 C76 C75 C74 -179.91(14) . . . . ?
F72 C72 C73 F73 0.4(2) . . . . ?
F72 C72 C73 C74 -179.62(14) . . . . ?
F52 C52 C53 F53 0.8(2) . . . . ?
F52 C52 C53 C54 179.59(15) . . . . ?
F66 C66 C61 C62 178.48(15) . . . . ?
F66 C66 C61 B2 2.5(2) . . . . ?
F66 C66 C65 F65 0.2(2) . . . . ?
F66 C66 C65 C64 -179.87(15) . . . . ?
F26 C26 C25 F25 -2.6(2) . . . . ?
F26 C26 C25 C24 176.83(14) . . . . ?
F55 C55 C54 F54 0.7(2) . . . . ?
F55 C55 C54 C53 -178.58(15) . . . . ?
F62 C62 C63 F63 0.2(2) . . . . ?
F62 C62 C63 C64 178.88(16) . . . . ?
F54 C54 C53 F53 -0.6(3) . . . . ?
F54 C54 C53 C52 -179.39(15) . . . . ?
F46 C46 C45 F45 -1.6(2) . . . . ?
F46 C46 C45 C44 178.52(16) . . . . ?
F42 C42 C43 F43 1.9(3) . . . . ?
F42 C42 C43 C44 -177.88(16) . . . . ?
F34 C34 C35 F35 1.1(3) . . . . ?
F34 C34 C35 C36 -177.97(16) . . . . ?
F34 C34 C33 F33 -1.0(3) . . . . ?
F34 C34 C33 C32 178.83(16) . . . . ?
F23 C23 C22 F22 0.0(2) . . . . ?
F23 C23 C22 C21 179.77(14) . . . . ?
F23 C23 C24 F24 -1.3(2) . . . . ?
F23 C23 C24 C25 179.67(15) . . . . ?
F64 C64 C65 F65 0.5(3) . . . . ?
F64 C64 C65 C66 -179.38(16) . . . . ?
F63 C63 C64 F64 -1.5(3) . . . . ?
F63 C63 C64 C65 177.81(16) . . . . ?
F36 C36 C35 F35 -1.7(3) . . . . ?
F36 C36 C35 C34 177.37(15) . . . . ?
F32 C32 C33 F33 -0.1(2) . . . . ?
F32 C32 C33 C34 -179.89(16) . . . . ?
F75 C75 C74 F74 0.7(2) . . . . ?
F75 C75 C74 C73 -179.92(15) . . . . ?
F24 C24 C25 F25 1.5(2) . . . . ?
F24 C24 C25 C26 -177.95(15) . . . . ?
F74 C74 C73 F73 -0.7(2) . . . . ?
F74 C74 C73 C72 179.28(15) . . . . ?
F45 C45 C44 F44 0.1(3) . . . . ?
F45 C45 C44 C43 179.30(16) . . . . ?
F43 C43 C44 F44 -0.2(3) . . . . ?
F43 C43 C44 C45 -179.40(17) . . . . ?
O3 N1 C11 C12 150.00(14) . . . . ?
O3 N1 C11 C18 28.62(18) . . . . ?
O3 N1 C11 C19 -89.31(16) . . . . ?
O3 N1 C15 C14 -150.80(14) . . . . ?
O3 N1 C15 C17 87.86(17) . . . . ?
O3 N1 C15 C16 -30.08(19) . . . . ?
N1 C11 C12 C13 46.35(17) . . . . ?
N1 C15 C14 C13 -44.34(18) . . . . ?
C51 C52 C53 F53 179.37(15) . . . . ?
C51 C52 C53 C54 -1.8(3) . . . . ?
C51 C56 C55 F55 179.10(14) . . . . ?
C51 C56 C55 C54 -0.8(3) . . . . ?
C31 C36 C35 F35 -179.38(16) . . . . ?
C31 C36 C35 C34 -0.3(3) . . . . ?
C31 C32 C33 F33 178.27(16) . . . . ?
C31 C32 C33 C34 -1.6(3) . . . . ?
C52 C51 C56 F56 178.91(14) . . . . ?
C52 C51 C56 C55 -0.9(2) . . . . ?
C52 C51 B2 O2 -63.02(17) . . . . ?
C52 C51 B2 C71 174.40(13) . . . . ?
C52 C51 B2 C61 53.45(19) . . . . ?
C56 C51 C52 F52 -179.22(14) . . . . ?
C56 C51 C52 C53 2.3(2) . . . . ?
C56 C51 B2 O2 114.41(17) . . . . ?
C56 C51 B2 C71 -8.2(2) . . . . ?
C56 C51 B2 C61 -129.13(16) . . . . ?
C56 C55 C54 F54 -179.38(15) . . . . ?
C56 C55 C54 C53 1.3(3) . . . . ?
C71 C72 C73 F73 -179.24(14) . . . . ?
C71 C72 C73 C74 0.7(2) . . . . ?
C71 C76 C75 F75 179.55(14) . . . . ?
C71 C76 C75 C74 -0.3(3) . . . . ?
C72 C71 C76 F76 -179.63(13) . . . . ?
C72 C71 C76 C75 0.8(2) . . . . ?
C72 C71 B2 O2 179.84(13) . . . . ?
C72 C71 B2 C51 -62.98(18) . . . . ?
C72 C71 B2 C61 62.89(17) . . . . ?
C66 C61 C62 F62 -177.93(15) . . . . ?
C66 C61 C62 C63 1.5(3) . . . . ?
C66 C61 B2 O2 -50.84(19) . . . . ?
C66 C61 B2 C51 -164.00(15) . . . . ?
C66 C61 B2 C71 69.04(18) . . . . ?
C21 C26 C25 F25 178.58(15) . . . . ?
C21 C26 C25 C24 -2.0(3) . . . . ?
C61 C66 C65 F65 179.82(16) . . . . ?
C61 C66 C65 C64 -0.3(3) . . . . ?
C61 C62 C63 F63 -179.31(16) . . . . ?
C61 C62 C63 C64 -0.6(3) . . . . ?
C62 C61 B2 O2 133.80(16) . . . . ?
C62 C61 B2 C51 20.6(2) . . . . ?
C62 C61 B2 C71 -106.32(17) . . . . ?
C62 C63 C64 F64 179.79(16) . . . . ?
C62 C63 C64 C65 -0.9(3) . . . . ?
C55 C54 C53 F53 178.74(15) . . . . ?
C55 C54 C53 C52 -0.1(3) . . . . ?
C36 C31 C32 F32 -179.43(15) . . . . ?
C36 C31 C32 C33 2.3(3) . . . . ?
C36 C31 B1 O1 175.54(14) . . . . ?
C36 C31 B1 C21 -69.51(19) . . . . ?
C36 C31 B1 C41 59.56(19) . . . . ?
C11 N1 C15 C14 32.91(18) . . . . ?
C11 N1 C15 C17 -88.43(16) . . . . ?
C11 N1 C15 C16 153.64(13) . . . . ?
C76 C71 C72 F72 179.33(13) . . . . ?
C76 C71 C72 C73 -1.0(2) . . . . ?
C76 C71 B2 O2 6.3(2) . . . . ?
C76 C71 B2 C51 123.48(16) . . . . ?
C76 C71 B2 C61 -110.65(16) . . . . ?
C76 C75 C74 F74 -179.47(15) . . . . ?
C76 C75 C74 C73 0.0(2) . . . . ?
C15 N1 C11 C12 -33.72(18) . . . . ?
C15 N1 C11 C18 -155.09(14) . . . . ?
C15 N1 C11 C19 86.97(16) . . . . ?
C41 C42 C43 F43 -178.32(16) . . . . ?
C41 C42 C43 C44 1.9(3) . . . . ?
C41 C46 C45 F45 178.95(15) . . . . ?
C41 C46 C45 C44 -0.9(3) . . . . ?
C32 C31 C36 F36 -179.01(15) . . . . ?
C32 C31 C36 C35 -1.4(3) . . . . ?
C32 C31 B1 O1 -7.8(2) . . . . ?
C32 C31 B1 C21 107.13(18) . . . . ?
C32 C31 B1 C41 -123.80(17) . . . . ?
C35 C34 C33 F33 179.82(16) . . . . ?
C35 C34 C33 C32 -0.3(3) . . . . ?
C75 C74 C73 F73 179.83(15) . . . . ?
C75 C74 C73 C72 -0.1(2) . . . . ?
C26 C21 C22 F22 179.74(14) . . . . ?
C26 C21 C22 C23 0.0(2) . . . . ?
C26 C21 B1 O1 -67.77(17) . . . . ?
C26 C21 B1 C31 171.45(13) . . . . ?
C26 C21 B1 C41 47.2(2) . . . . ?
C63 C64 C65 F65 -178.79(16) . . . . ?
C63 C64 C65 C66 1.3(3) . . . . ?
C33 C34 C35 F35 -179.69(16) . . . . ?
C33 C34 C35 C36 1.2(3) . . . . ?
C23 C24 C25 F25 -179.52(15) . . . . ?
C23 C24 C25 C26 1.1(2) . . . . ?
C22 C21 C26 F26 -177.38(13) . . . . ?
C22 C21 C26 C25 1.4(2) . . . . ?
C22 C21 B1 O1 104.41(17) . . . . ?
C22 C21 B1 C31 -16.4(2) . . . . ?
C22 C21 B1 C41 -140.58(15) . . . . ?
C22 C23 C24 F24 179.28(14) . . . . ?
C22 C23 C24 C25 0.3(2) . . . . ?
C12 C13 C14 C15 60.39(19) . . . . ?
C14 C13 C12 C11 -61.96(18) . . . . ?
C42 C41 C46 F46 -176.56(14) . . . . ?
C42 C41 C46 C45 2.9(2) . . . . ?
C42 C41 B1 O1 -47.87(19) . . . . ?
C42 C41 B1 C31 72.30(18) . . . . ?
C42 C41 B1 C21 -161.01(14) . . . . ?
C42 C43 C44 F44 179.62(16) . . . . ?
C42 C43 C44 C45 0.4(3) . . . . ?
C65 C66 C61 C62 -1.1(3) . . . . ?
C65 C66 C61 B2 -177.04(16) . . . . ?
C18 C11 C12 C13 164.79(13) . . . . ?
C24 C23 C22 F22 179.43(14) . . . . ?
C24 C23 C22 C21 -0.8(3) . . . . ?
C46 C41 C42 F42 176.38(14) . . . . ?
C46 C41 C42 C43 -3.4(2) . . . . ?
C46 C41 B1 O1 131.66(16) . . . . ?
C46 C41 B1 C31 -108.16(18) . . . . ?
C46 C41 B1 C21 18.5(2) . . . . ?
C46 C45 C44 F44 179.93(16) . . . . ?
C46 C45 C44 C43 -0.8(3) . . . . ?
C17 C15 C14 C13 71.81(19) . . . . ?
C16 C15 C14 C13 -162.81(15) . . . . ?
C19 C11 C12 C13 -69.77(18) . . . . ?
B1 C31 C36 F36 -1.9(2) . . . . ?
B1 C31 C36 C35 175.68(16) . . . . ?
B1 C31 C32 F32 3.7(3) . . . . ?
B1 C31 C32 C33 -174.52(16) . . . . ?
B1 C21 C26 F26 -4.3(2) . . . . ?
B1 C21 C26 C25 174.52(15) . . . . ?
B1 C21 C22 F22 7.0(2) . . . . ?
B1 C21 C22 C23 -172.72(15) . . . . ?
B1 C41 C42 F42 -4.0(2) . . . . ?
B1 C41 C42 C43 176.22(16) . . . . ?
B1 C41 C46 F46 3.9(2) . . . . ?
B1 C41 C46 C45 -176.69(16) . . . . ?
B2 C51 C52 F52 -1.5(2) . . . . ?
B2 C51 C52 C53 -179.98(15) . . . . ?
B2 C51 C56 F56 1.4(2) . . . . ?
B2 C51 C56 C55 -178.48(15) . . . . ?
B2 C71 C72 F72 5.0(2) . . . . ?
B2 C71 C72 C73 -175.36(14) . . . . ?
B2 C71 C76 F76 -5.7(2) . . . . ?
B2 C71 C76 C75 174.72(14) . . . . ?
B2 C61 C62 F62 -2.3(3) . . . . ?
B2 C61 C62 C63 177.12(16) . . . . ?
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 0.500 0.500 0.000 115.8 42.0 ?
