#------------------------------------------------------------------------------
#$Date: 2021-06-05 21:46:12 +0300 (Sat, 05 Jun 2021) $
#$Revision: 266059 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/69/7706955.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_7706955
loop_
_publ_author_name
'Garg, Shipra'
'Unruh, Daniel K.'
'Krempner, Clemens'
_publ_section_title
;
 Synthesis, structures and catalytic activity of some BINOL based
 boronates and boronium salts.
;
_journal_issue                   14
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5044
_journal_page_last               5049
_journal_paper_doi               10.1039/d1dt00842k
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         '2(C26 H12 B F5 O2)'
_chemical_formula_sum            'C52 H24 B2 F10 O4'
_chemical_formula_weight         924.33
_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             2021-01-15
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2020.03.28 svn.rd84adfe8 for Rigaku Oxford Diffraction, GUI svn.r6032)
;
_audit_update_record
;
2021-02-01 deposited with the CCDC.	2021-03-23 downloaded from the CCDC.
;
_cell_angle_alpha                98.515(2)
_cell_angle_beta                 97.647(2)
_cell_angle_gamma                92.998(2)
_cell_formula_units_Z            2
_cell_length_a                   7.5800(2)
_cell_length_b                   15.1022(4)
_cell_length_c                   19.1160(4)
_cell_measurement_reflns_used    13270
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.724
_cell_measurement_theta_min      2.348
_cell_volume                     2139.13(9)
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      99.95
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0619
_diffrn_reflns_av_unetI/netI     0.0503
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            37333
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         77.188
_diffrn_reflns_theta_min         2.361
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.026
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_description       needle
_exptl_crystal_F_000             936
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Diethyl ether'
_exptl_crystal_size_max          0.186
_exptl_crystal_size_mid          0.039
_exptl_crystal_size_min          0.014
_refine_diff_density_max         0.424
_refine_diff_density_min         -0.349
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       0.0014(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     614
_refine_ls_number_reflns         8671
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0508
_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)+(0.1003P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1382
_refine_ls_wR_factor_ref         0.1461
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6932
_reflns_number_total             8671
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt00842k2.cif
_cod_data_source_block           RS-2
_cod_depositor_comments
'Adding full bibliography for 7706949--7706955.cif.'
_cod_database_code               7706955
_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   0.986
_shelx_estimated_absorpt_t_min   0.832
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C11(H11), C12(H12), C13(H13), C15(H15), C16(H16), C20(H20),
 C21(H21), C22(H22), C23(H23), C25(H25), C26(H26), C36(H36), C37(H37), C38(H38),
  C39(H39), C41(H41), C42(H42), C46(H46), C47(H47), C48(H48), C49(H49),
 C51(H51), C52(H52)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_exptl_crystal_mounting_method 'MiTeGen 50 micron MicroLoop'
_olex2_submission_original_sample_id kre19_42
_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
F1 F -0.19609(14) 0.03483(7) 0.20728(6) 0.0335(2) Uani 1 1 d . . . . .
F2 F -0.15304(16) -0.07681(8) 0.30500(6) 0.0385(3) Uani 1 1 d . . . . .
F3 F -0.05511(16) -0.24537(7) 0.26748(6) 0.0397(3) Uani 1 1 d . . . . .
F4 F -0.00682(17) -0.30391(7) 0.13070(6) 0.0418(3) Uani 1 1 d . . . . .
F5 F -0.05719(15) -0.19493(7) 0.03176(6) 0.0340(2) Uani 1 1 d . . . . .
F6 F -0.18858(14) 0.28089(6) 0.59965(5) 0.0308(2) Uani 1 1 d . . . . .
F7 F -0.15146(15) 0.10571(7) 0.55658(6) 0.0372(3) Uani 1 1 d . . . . .
F8 F -0.07068(16) 0.04982(6) 0.42410(6) 0.0388(3) Uani 1 1 d . . . . .
F9 F -0.03615(16) 0.16966(7) 0.33298(6) 0.0375(3) Uani 1 1 d . . . . .
F10 F -0.08525(14) 0.34371(6) 0.37332(5) 0.0300(2) Uani 1 1 d . . . . .
O1 O -0.09009(15) 0.07654(8) 0.06634(6) 0.0265(3) Uani 1 1 d . . . . .
O2 O -0.25929(15) -0.04415(7) -0.00387(6) 0.0248(2) Uani 1 1 d . . . . .
O3 O -0.26273(14) 0.46771(7) 0.47499(6) 0.0227(2) Uani 1 1 d . . . . .
O4 O -0.05448(14) 0.46881(7) 0.57563(6) 0.0235(2) Uani 1 1 d . . . . .
C1 C -0.1278(2) -0.07518(11) 0.11607(9) 0.0240(3) Uani 1 1 d . . . . .
C2 C -0.1513(2) -0.04899(11) 0.18655(9) 0.0260(3) Uani 1 1 d . . . . .
C3 C -0.1300(2) -0.10511(12) 0.23758(9) 0.0289(4) Uani 1 1 d . . . . .
C4 C -0.0816(2) -0.19101(12) 0.21833(10) 0.0302(4) Uani 1 1 d . . . . .
C5 C -0.0571(2) -0.22044(11) 0.14897(10) 0.0300(4) Uani 1 1 d . . . . .
C6 C -0.0825(2) -0.16313(11) 0.09883(9) 0.0261(3) Uani 1 1 d . . . . .
C7 C 0.0244(2) 0.13825(11) 0.11450(9) 0.0251(3) Uani 1 1 d . . . . .
C8 C 0.1960(2) 0.12145(11) 0.13914(8) 0.0236(3) Uani 1 1 d . . . . .
C9 C 0.3128(2) 0.19539(10) 0.17842(9) 0.0241(3) Uani 1 1 d . . . . .
C10 C 0.4953(2) 0.18540(11) 0.20208(9) 0.0264(3) Uani 1 1 d . . . . .
H10 H 0.540761 0.127930 0.193591 0.032 Uiso 1 1 calc R U . . .
C11 C 0.6068(2) 0.25706(12) 0.23685(9) 0.0291(4) Uani 1 1 d . . . . .
H11 H 0.728312 0.248745 0.252404 0.035 Uiso 1 1 calc R U . . .
C12 C 0.5432(2) 0.34329(11) 0.24987(9) 0.0294(4) Uani 1 1 d . . . . .
H12 H 0.621637 0.392783 0.273892 0.035 Uiso 1 1 calc R U . . .
C13 C 0.3684(2) 0.35534(11) 0.22783(9) 0.0291(4) Uani 1 1 d . . . . .
H13 H 0.326307 0.413537 0.236570 0.035 Uiso 1 1 calc R U . . .
C14 C 0.2487(2) 0.28229(11) 0.19207(9) 0.0271(3) Uani 1 1 d . . . . .
C15 C 0.0673(2) 0.29342(11) 0.16787(10) 0.0302(4) Uani 1 1 d . . . . .
H15 H 0.021084 0.350356 0.178595 0.036 Uiso 1 1 calc R U . . .
C16 C -0.0416(2) 0.22331(12) 0.12938(10) 0.0298(4) Uani 1 1 d . . . . .
H16 H -0.162237 0.231939 0.112604 0.036 Uiso 1 1 calc R U . . .
C17 C -0.2964(2) 0.00580(11) -0.05935(9) 0.0242(3) Uani 1 1 d . . . . .
C18 C -0.2650(2) -0.03079(10) -0.12588(9) 0.0232(3) Uani 1 1 d . . . . .
C19 C -0.3039(2) 0.01892(11) -0.18392(9) 0.0247(3) Uani 1 1 d . . . . .
C20 C -0.2660(2) -0.01231(11) -0.25358(9) 0.0273(3) Uani 1 1 d . . . . .
H20 H -0.218969 -0.069196 -0.263434 0.033 Uiso 1 1 calc R U . . .
C21 C -0.2966(2) 0.03898(12) -0.30690(10) 0.0326(4) Uani 1 1 d . . . . .
H21 H -0.268588 0.017569 -0.353107 0.039 Uiso 1 1 calc R U . . .
C22 C -0.3688(2) 0.12266(12) -0.29420(10) 0.0341(4) Uani 1 1 d . . . . .
H22 H -0.388683 0.157568 -0.331583 0.041 Uiso 1 1 calc R U . . .
C23 C -0.4105(2) 0.15385(12) -0.22795(10) 0.0311(4) Uani 1 1 d . . . . .
H23 H -0.462612 0.209662 -0.220044 0.037 Uiso 1 1 calc R U . . .
C24 C -0.3767(2) 0.10369(11) -0.17060(10) 0.0269(4) Uani 1 1 d . . . . .
C25 C -0.4118(2) 0.13667(11) -0.10129(10) 0.0277(4) Uani 1 1 d . . . . .
H25 H -0.463671 0.192472 -0.092812 0.033 Uiso 1 1 calc R U . . .
C26 C -0.3722(2) 0.08947(11) -0.04589(9) 0.0264(3) Uani 1 1 d . . . . .
H26 H -0.395255 0.112449 0.000764 0.032 Uiso 1 1 calc R U . . .
C27 C -0.1373(2) 0.31912(10) 0.48846(9) 0.0228(3) Uani 1 1 d . . . . .
C28 C -0.1532(2) 0.25492(11) 0.53272(9) 0.0247(3) Uani 1 1 d . . . . .
C29 C -0.1348(2) 0.16518(11) 0.51183(10) 0.0277(4) Uani 1 1 d . . . . .
C30 C -0.0948(2) 0.13623(11) 0.44439(10) 0.0291(4) Uani 1 1 d . . . . .
C31 C -0.0782(2) 0.19747(11) 0.39779(9) 0.0273(3) Uani 1 1 d . . . . .
C32 C -0.1025(2) 0.28663(11) 0.42011(9) 0.0249(3) Uani 1 1 d . . . . .
C33 C -0.2902(2) 0.55783(10) 0.49613(9) 0.0217(3) Uani 1 1 d . . . . .
C34 C -0.2759(2) 0.61633(10) 0.44787(9) 0.0212(3) Uani 1 1 d . . . . .
C35 C -0.3081(2) 0.70879(10) 0.46914(9) 0.0221(3) Uani 1 1 d . . . . .
C36 C -0.2869(2) 0.77564(11) 0.42518(9) 0.0235(3) Uani 1 1 d . . . . .
H36 H -0.249554 0.759336 0.379803 0.028 Uiso 1 1 calc R U . . .
C37 C -0.3194(2) 0.86322(11) 0.44700(9) 0.0262(3) Uani 1 1 d . . . . .
H37 H -0.304289 0.906640 0.416634 0.031 Uiso 1 1 calc R U . . .
C38 C -0.3747(2) 0.88929(11) 0.51381(10) 0.0279(4) Uani 1 1 d . . . . .
H38 H -0.398449 0.949932 0.528146 0.034 Uiso 1 1 calc R U . . .
C39 C -0.3944(2) 0.82714(11) 0.55844(9) 0.0262(3) Uani 1 1 d . . . . .
H39 H -0.430998 0.845182 0.603719 0.031 Uiso 1 1 calc R U . . .
C40 C -0.3605(2) 0.73624(11) 0.53744(9) 0.0230(3) Uani 1 1 d . . . . .
C41 C -0.3765(2) 0.67194(11) 0.58363(9) 0.0247(3) Uani 1 1 d . . . . .
H41 H -0.411712 0.689830 0.629186 0.030 Uiso 1 1 calc R U . . .
C42 C -0.3421(2) 0.58478(11) 0.56373(9) 0.0228(3) Uani 1 1 d . . . . .
H42 H -0.353092 0.542406 0.595285 0.027 Uiso 1 1 calc R U . . .
C43 C 0.0641(2) 0.45013(10) 0.63193(9) 0.0222(3) Uani 1 1 d . . . . .
C44 C 0.2254(2) 0.41486(10) 0.62399(9) 0.0217(3) Uani 1 1 d . . . . .
C45 C 0.3458(2) 0.40912(10) 0.68775(9) 0.0222(3) Uani 1 1 d . . . . .
C46 C 0.5213(2) 0.38155(10) 0.68536(9) 0.0253(3) Uani 1 1 d . . . . .
H46 H 0.561521 0.366727 0.640376 0.030 Uiso 1 1 calc R U . . .
C47 C 0.6341(2) 0.37584(11) 0.74661(10) 0.0279(4) Uani 1 1 d . . . . .
H47 H 0.750379 0.356344 0.743541 0.033 Uiso 1 1 calc R U . . .
C48 C 0.5785(2) 0.39881(12) 0.81437(10) 0.0321(4) Uani 1 1 d . . . . .
H48 H 0.657177 0.394796 0.856640 0.039 Uiso 1 1 calc R U . . .
C49 C 0.4109(2) 0.42682(11) 0.81881(9) 0.0304(4) Uani 1 1 d . . . . .
H49 H 0.373622 0.441912 0.864326 0.037 Uiso 1 1 calc R U . . .
C50 C 0.2921(2) 0.43356(10) 0.75594(9) 0.0251(3) Uani 1 1 d . . . . .
C51 C 0.1218(2) 0.46698(11) 0.76030(9) 0.0267(3) Uani 1 1 d . . . . .
H51 H 0.083788 0.482576 0.805619 0.032 Uiso 1 1 calc R U . . .
C52 C 0.0124(2) 0.47683(11) 0.69958(9) 0.0248(3) Uani 1 1 d . . . . .
H52 H -0.099180 0.501810 0.702973 0.030 Uiso 1 1 calc R U . . .
B1 B -0.1549(2) -0.01005(12) 0.05894(10) 0.0234(4) Uani 1 1 d . . . . .
B2 B -0.1482(2) 0.42195(12) 0.51550(10) 0.0221(3) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-0.41 -4.84 11.60 0.0150
0.41 4.84 -11.60 0.0206
4.91 -1.27 -0.58 0.0898
-4.92 1.17 0.82 0.0954
0.13 7.25 6.66 0.0128
-0.13 -7.25 -6.66 0.0010
-0.41 -4.84 11.60 0.0150
0.41 4.84 -11.60 0.0206
4.91 -1.27 -0.58 0.0898
-4.92 1.17 0.82 0.0954
0.13 7.25 6.66 0.0128
-0.13 -7.25 -6.66 0.0010
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B1 O1 C7 139.16(13) . . ?
B1 O2 C17 122.68(13) . . ?
B2 O3 C33 122.19(13) . . ?
B2 O4 C43 136.50(13) . . ?
C2 C1 C6 115.67(15) . . ?
C2 C1 B1 121.92(15) . . ?
C6 C1 B1 122.39(15) . . ?
F1 C2 C1 119.22(14) . . ?
F1 C2 C3 117.70(15) . . ?
C3 C2 C1 123.07(16) . . ?
F2 C3 C2 121.01(16) . . ?
F2 C3 C4 119.81(15) . . ?
C4 C3 C2 119.17(16) . . ?
F3 C4 C3 120.00(16) . . ?
F3 C4 C5 119.93(16) . . ?
C5 C4 C3 120.06(16) . . ?
F4 C5 C4 119.83(15) . . ?
F4 C5 C6 120.78(16) . . ?
C4 C5 C6 119.38(16) . . ?
F5 C6 C1 120.16(14) . . ?
F5 C6 C5 117.20(15) . . ?
C5 C6 C1 122.61(16) . . ?
O1 C7 C16 114.41(14) . . ?
C8 C7 O1 122.80(15) . . ?
C8 C7 C16 122.37(16) . . ?
C7 C8 C9 117.89(15) . . ?
C7 C8 C18 122.73(15) . 2 ?
C9 C8 C18 119.38(14) . 2 ?
C10 C9 C8 121.72(15) . . ?
C10 C9 C14 118.10(15) . . ?
C14 C9 C8 120.13(15) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 C9 121.13(16) . . ?
C11 C10 H10 119.4 . . ?
C10 C11 H11 119.7 . . ?
C10 C11 C12 120.64(16) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 H12 120.1 . . ?
C13 C12 C11 119.78(16) . . ?
C13 C12 H12 120.1 . . ?
C12 C13 H13 119.5 . . ?
C12 C13 C14 121.05(16) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 C9 119.28(16) . . ?
C15 C14 C9 118.67(15) . . ?
C15 C14 C13 122.04(16) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 C14 120.76(16) . . ?
C16 C15 H15 119.6 . . ?
C7 C16 H16 120.0 . . ?
C15 C16 C7 120.09(16) . . ?
C15 C16 H16 120.0 . . ?
O2 C17 C26 119.68(15) . . ?
C18 C17 O2 117.76(14) . . ?
C18 C17 C26 122.49(15) . . ?
C17 C18 C8 121.17(14) . 2 ?
C17 C18 C19 118.76(15) . . ?
C19 C18 C8 120.06(15) . 2 ?
C20 C19 C18 122.06(15) . . ?
C20 C19 C24 118.81(15) . . ?
C24 C19 C18 119.09(15) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.51(16) . . ?
C21 C20 H20 119.7 . . ?
C20 C21 H21 119.5 . . ?
C20 C21 C22 121.00(17) . . ?
C22 C21 H21 119.5 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 119.93(16) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 119.6 . . ?
C22 C23 C24 120.86(17) . . ?
C24 C23 H23 119.6 . . ?
C19 C24 C23 118.86(17) . . ?
C25 C24 C19 119.59(15) . . ?
C25 C24 C23 121.54(16) . . ?
C24 C25 H25 119.5 . . ?
C26 C25 C24 121.05(15) . . ?
C26 C25 H25 119.5 . . ?
C17 C26 H26 120.5 . . ?
C25 C26 C17 118.96(16) . . ?
C25 C26 H26 120.5 . . ?
C28 C27 C32 115.38(15) . . ?
C28 C27 B2 121.97(15) . . ?
C32 C27 B2 122.57(14) . . ?
F6 C28 C27 119.05(14) . . ?
F6 C28 C29 117.63(14) . . ?
C29 C28 C27 123.32(16) . . ?
F7 C29 C28 121.07(16) . . ?
F7 C29 C30 119.50(15) . . ?
C28 C29 C30 119.41(15) . . ?
F8 C30 C29 120.17(15) . . ?
F8 C30 C31 120.14(17) . . ?
C29 C30 C31 119.69(15) . . ?
F9 C31 C30 119.65(15) . . ?
F9 C31 C32 121.22(15) . . ?
C32 C31 C30 119.12(16) . . ?
F10 C32 C27 119.75(14) . . ?
F10 C32 C31 117.20(15) . . ?
C31 C32 C27 123.02(15) . . ?
O3 C33 C42 119.30(13) . . ?
C34 C33 O3 118.23(14) . . ?
C34 C33 C42 122.35(14) . . ?
C33 C34 C35 118.18(15) . . ?
C33 C34 C44 121.05(14) . 2_566 ?
C35 C34 C44 120.76(13) . 2_566 ?
C36 C35 C34 122.77(15) . . ?
C36 C35 C40 117.68(14) . . ?
C40 C35 C34 119.54(14) . . ?
C35 C36 H36 119.4 . . ?
C37 C36 C35 121.29(15) . . ?
C37 C36 H36 119.4 . . ?
C36 C37 H37 119.7 . . ?
C36 C37 C38 120.62(15) . . ?
C38 C37 H37 119.7 . . ?
C37 C38 H38 120.0 . . ?
C39 C38 C37 120.04(15) . . ?
C39 C38 H38 120.0 . . ?
C38 C39 H39 119.7 . . ?
C38 C39 C40 120.53(16) . . ?
C40 C39 H39 119.7 . . ?
C39 C40 C35 119.82(14) . . ?
C41 C40 C35 119.11(14) . . ?
C41 C40 C39 121.06(15) . . ?
C40 C41 H41 119.5 . . ?
C42 C41 C40 121.05(15) . . ?
C42 C41 H41 119.5 . . ?
C33 C42 H42 120.1 . . ?
C41 C42 C33 119.71(14) . . ?
C41 C42 H42 120.1 . . ?
O4 C43 C52 114.03(14) . . ?
C44 C43 O4 123.58(15) . . ?
C44 C43 C52 122.22(15) . . ?
C43 C44 C34 121.76(14) . 2_566 ?
C43 C44 C45 117.77(15) . . ?
C45 C44 C34 120.47(14) . 2_566 ?
C46 C45 C44 122.12(15) . . ?
C46 C45 C50 117.80(15) . . ?
C50 C45 C44 120.06(15) . . ?
C45 C46 H46 119.3 . . ?
C47 C46 C45 121.42(16) . . ?
C47 C46 H46 119.3 . . ?
C46 C47 H47 119.8 . . ?
C46 C47 C48 120.43(16) . . ?
C48 C47 H47 119.8 . . ?
C47 C48 H48 120.1 . . ?
C49 C48 C47 119.80(16) . . ?
C49 C48 H48 120.1 . . ?
C48 C49 H49 119.7 . . ?
C48 C49 C50 120.66(17) . . ?
C50 C49 H49 119.7 . . ?
C45 C50 C49 119.86(16) . . ?
C51 C50 C45 119.20(15) . . ?
C51 C50 C49 120.92(16) . . ?
C50 C51 H51 119.9 . . ?
C52 C51 C50 120.25(15) . . ?
C52 C51 H51 119.9 . . ?
C43 C52 H52 119.8 . . ?
C51 C52 C43 120.34(15) . . ?
C51 C52 H52 119.8 . . ?
O1 B1 O2 116.70(14) . . ?
O1 B1 C1 127.09(15) . . ?
O2 B1 C1 116.18(14) . . ?
O3 B2 C27 117.51(15) . . ?
O4 B2 O3 117.16(14) . . ?
O4 B2 C27 125.33(14) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C2 1.344(2) . ?
F2 C3 1.334(2) . ?
F3 C4 1.3388(19) . ?
F4 C5 1.346(2) . ?
F5 C6 1.3430(19) . ?
F6 C28 1.3479(19) . ?
F7 C29 1.3412(19) . ?
F8 C30 1.3343(19) . ?
F9 C31 1.333(2) . ?
F10 C32 1.3446(18) . ?
O1 C7 1.385(2) . ?
O1 B1 1.353(2) . ?
O2 C17 1.3973(19) . ?
O2 B1 1.362(2) . ?
O3 C33 1.3958(18) . ?
O3 B2 1.369(2) . ?
O4 C43 1.3802(19) . ?
O4 B2 1.348(2) . ?
C1 C2 1.384(2) . ?
C1 C6 1.392(2) . ?
C1 B1 1.575(2) . ?
C2 C3 1.383(2) . ?
C3 C4 1.378(3) . ?
C4 C5 1.375(3) . ?
C5 C6 1.385(2) . ?
C7 C8 1.373(2) . ?
C7 C16 1.407(2) . ?
C8 C9 1.438(2) . ?
C8 C18 1.490(2) 2 ?
C9 C10 1.420(2) . ?
C9 C14 1.423(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.367(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.411(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.365(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.419(2) . ?
C14 C15 1.418(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.364(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.366(2) . ?
C17 C26 1.419(2) . ?
C18 C19 1.437(2) . ?
C19 C20 1.417(2) . ?
C19 C24 1.422(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.372(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.404(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.368(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.426(2) . ?
C24 C25 1.410(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.371(2) . ?
C26 H26 0.9500 . ?
C27 C28 1.388(2) . ?
C27 C32 1.390(2) . ?
C27 B2 1.572(2) . ?
C28 C29 1.375(2) . ?
C29 C30 1.377(3) . ?
C30 C31 1.388(2) . ?
C31 C32 1.381(2) . ?
C33 C34 1.379(2) . ?
C33 C42 1.409(2) . ?
C34 C35 1.438(2) . ?
C34 C44 1.491(2) 2_566 ?
C35 C36 1.422(2) . ?
C35 C40 1.425(2) . ?
C36 H36 0.9500 . ?
C36 C37 1.372(2) . ?
C37 H37 0.9500 . ?
C37 C38 1.405(2) . ?
C38 H38 0.9500 . ?
C38 C39 1.374(2) . ?
C39 H39 0.9500 . ?
C39 C40 1.419(2) . ?
C40 C41 1.417(2) . ?
C41 H41 0.9500 . ?
C41 C42 1.364(2) . ?
C42 H42 0.9500 . ?
C43 C44 1.376(2) . ?
C43 C52 1.409(2) . ?
C44 C45 1.439(2) . ?
C45 C46 1.419(2) . ?
C45 C50 1.420(2) . ?
C46 H46 0.9500 . ?
C46 C47 1.371(2) . ?
C47 H47 0.9500 . ?
C47 C48 1.416(3) . ?
C48 H48 0.9500 . ?
C48 C49 1.369(3) . ?
C49 H49 0.9500 . ?
C49 C50 1.422(2) . ?
C50 C51 1.418(2) . ?
C51 H51 0.9500 . ?
C51 C52 1.366(2) . ?
C52 H52 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
F1 C2 C3 F2 -0.1(2) . . . . ?
F1 C2 C3 C4 -179.07(15) . . . . ?
F2 C3 C4 F3 -1.0(3) . . . . ?
F2 C3 C4 C5 -179.79(15) . . . . ?
F3 C4 C5 F4 0.1(3) . . . . ?
F3 C4 C5 C6 -179.12(16) . . . . ?
F4 C5 C6 F5 0.9(2) . . . . ?
F4 C5 C6 C1 -177.47(15) . . . . ?
F6 C28 C29 F7 0.0(2) . . . . ?
F6 C28 C29 C30 -178.60(15) . . . . ?
F7 C29 C30 F8 -0.8(2) . . . . ?
F7 C29 C30 C31 179.71(15) . . . . ?
F8 C30 C31 F9 -0.7(2) . . . . ?
F8 C30 C31 C32 -179.57(15) . . . . ?
F9 C31 C32 F10 1.2(2) . . . . ?
F9 C31 C32 C27 -176.60(14) . . . . ?
O1 C7 C8 C9 168.87(14) . . . . ?
O1 C7 C8 C18 -10.2(2) . . . 2 ?
O1 C7 C16 C15 -170.78(15) . . . . ?
O2 C17 C18 C8 0.8(2) . . . 2 ?
O2 C17 C18 C19 179.34(14) . . . . ?
O2 C17 C26 C25 -178.45(14) . . . . ?
O3 C33 C34 C35 178.65(13) . . . . ?
O3 C33 C34 C44 -2.3(2) . . . 2_566 ?
O3 C33 C42 C41 -177.29(13) . . . . ?
O4 C43 C44 C34 -7.4(2) . . . 2_566 ?
O4 C43 C44 C45 172.38(13) . . . . ?
O4 C43 C52 C51 -176.39(14) . . . . ?
C1 C2 C3 F2 179.61(15) . . . . ?
C1 C2 C3 C4 0.6(3) . . . . ?
C2 C1 C6 F5 179.86(14) . . . . ?
C2 C1 C6 C5 -1.9(2) . . . . ?
C2 C1 B1 O1 47.0(2) . . . . ?
C2 C1 B1 O2 -131.02(17) . . . . ?
C2 C3 C4 F3 177.99(16) . . . . ?
C2 C3 C4 C5 -0.8(3) . . . . ?
C3 C4 C5 F4 178.87(16) . . . . ?
C3 C4 C5 C6 -0.4(3) . . . . ?
C4 C5 C6 F5 -179.93(15) . . . . ?
C4 C5 C6 C1 1.7(3) . . . . ?
C6 C1 C2 F1 -179.65(14) . . . . ?
C6 C1 C2 C3 0.7(2) . . . . ?
C6 C1 B1 O1 -134.46(18) . . . . ?
C6 C1 B1 O2 47.6(2) . . . . ?
C7 O1 B1 O2 -174.95(16) . . . . ?
C7 O1 B1 C1 7.1(3) . . . . ?
C7 C8 C9 C10 -176.04(15) . . . . ?
C7 C8 C9 C14 1.4(2) . . . . ?
C8 C7 C16 C15 1.9(3) . . . . ?
C8 C9 C10 C11 177.32(15) . . . . ?
C8 C9 C14 C13 -176.89(14) . . . . ?
C8 C9 C14 C15 1.7(2) . . . . ?
C8 C18 C19 C20 -5.0(2) 2 . . . ?
C8 C18 C19 C24 177.43(14) 2 . . . ?
C9 C10 C11 C12 -0.3(2) . . . . ?
C9 C14 C15 C16 -3.0(3) . . . . ?
C10 C9 C14 C13 0.6(2) . . . . ?
C10 C9 C14 C15 179.16(15) . . . . ?
C10 C11 C12 C13 0.3(2) . . . . ?
C11 C12 C13 C14 0.2(2) . . . . ?
C12 C13 C14 C9 -0.7(2) . . . . ?
C12 C13 C14 C15 -179.16(16) . . . . ?
C13 C14 C15 C16 175.47(16) . . . . ?
C14 C9 C10 C11 -0.1(2) . . . . ?
C14 C15 C16 C7 1.3(3) . . . . ?
C16 C7 C8 C9 -3.2(2) . . . . ?
C16 C7 C8 C18 177.71(15) . . . 2 ?
C17 O2 B1 O1 1.4(2) . . . . ?
C17 O2 B1 C1 179.56(14) . . . . ?
C17 C18 C19 C20 176.49(15) . . . . ?
C17 C18 C19 C24 -1.1(2) . . . . ?
C18 C8 C9 C10 3.1(2) 2 . . . ?
C18 C8 C9 C14 -179.50(14) 2 . . . ?
C18 C17 C26 C25 -1.6(2) . . . . ?
C18 C19 C20 C21 -176.71(16) . . . . ?
C18 C19 C24 C23 178.30(15) . . . . ?
C18 C19 C24 C25 -1.0(2) . . . . ?
C19 C20 C21 C22 -1.1(3) . . . . ?
C19 C24 C25 C26 1.9(2) . . . . ?
C20 C19 C24 C23 0.6(2) . . . . ?
C20 C19 C24 C25 -178.68(14) . . . . ?
C20 C21 C22 C23 -0.3(3) . . . . ?
C21 C22 C23 C24 1.9(3) . . . . ?
C22 C23 C24 C19 -2.0(2) . . . . ?
C22 C23 C24 C25 177.26(16) . . . . ?
C23 C24 C25 C26 -177.41(16) . . . . ?
C24 C19 C20 C21 0.9(2) . . . . ?
C24 C25 C26 C17 -0.6(2) . . . . ?
C26 C17 C18 C8 -176.06(14) . . . 2 ?
C26 C17 C18 C19 2.5(2) . . . . ?
C27 C28 C29 F7 -179.94(15) . . . . ?
C27 C28 C29 C30 1.5(3) . . . . ?
C28 C27 C32 F10 179.88(14) . . . . ?
C28 C27 C32 C31 -2.4(2) . . . . ?
C28 C27 B2 O3 -129.42(16) . . . . ?
C28 C27 B2 O4 50.2(2) . . . . ?
C28 C29 C30 F8 177.80(15) . . . . ?
C28 C29 C30 C31 -1.7(3) . . . . ?
C29 C30 C31 F9 178.76(15) . . . . ?
C29 C30 C31 C32 -0.1(3) . . . . ?
C30 C31 C32 F10 180.00(14) . . . . ?
C30 C31 C32 C27 2.2(3) . . . . ?
C32 C27 C28 F6 -179.40(13) . . . . ?
C32 C27 C28 C29 0.5(2) . . . . ?
C32 C27 B2 O3 53.9(2) . . . . ?
C32 C27 B2 O4 -126.51(18) . . . . ?
C33 O3 B2 O4 -3.4(2) . . . . ?
C33 O3 B2 C27 176.27(13) . . . . ?
C33 C34 C35 C36 176.29(14) . . . . ?
C33 C34 C35 C40 -2.5(2) . . . . ?
C34 C33 C42 C41 -1.3(2) . . . . ?
C34 C35 C36 C37 179.78(15) . . . . ?
C34 C35 C40 C39 -179.31(14) . . . . ?
C34 C35 C40 C41 1.2(2) . . . . ?
C34 C44 C45 C46 5.6(2) 2_566 . . . ?
C34 C44 C45 C50 -175.94(13) 2_566 . . . ?
C35 C36 C37 C38 0.0(2) . . . . ?
C35 C40 C41 C42 0.2(2) . . . . ?
C36 C35 C40 C39 1.8(2) . . . . ?
C36 C35 C40 C41 -177.72(14) . . . . ?
C36 C37 C38 C39 0.9(3) . . . . ?
C37 C38 C39 C40 -0.4(3) . . . . ?
C38 C39 C40 C35 -0.9(2) . . . . ?
C38 C39 C40 C41 178.58(16) . . . . ?
C39 C40 C41 C42 -179.32(15) . . . . ?
C40 C35 C36 C37 -1.4(2) . . . . ?
C40 C41 C42 C33 -0.2(2) . . . . ?
C42 C33 C34 C35 2.7(2) . . . . ?
C42 C33 C34 C44 -178.34(14) . . . 2_566 ?
C43 O4 B2 O3 176.07(15) . . . . ?
C43 O4 B2 C27 -3.5(3) . . . . ?
C43 C44 C45 C46 -174.13(14) . . . . ?
C43 C44 C45 C50 4.3(2) . . . . ?
C44 C34 C35 C36 -2.7(2) 2_566 . . . ?
C44 C34 C35 C40 178.44(14) 2_566 . . . ?
C44 C43 C52 C51 -1.0(2) . . . . ?
C44 C45 C46 C47 -179.55(14) . . . . ?
C44 C45 C50 C49 179.30(14) . . . . ?
C44 C45 C50 C51 -2.6(2) . . . . ?
C45 C46 C47 C48 -0.9(2) . . . . ?
C45 C50 C51 C52 -1.1(2) . . . . ?
C46 C45 C50 C49 -2.2(2) . . . . ?
C46 C45 C50 C51 175.93(14) . . . . ?
C46 C47 C48 C49 0.1(2) . . . . ?
C47 C48 C49 C50 -0.3(2) . . . . ?
C48 C49 C50 C45 1.4(2) . . . . ?
C48 C49 C50 C51 -176.68(15) . . . . ?
C49 C50 C51 C52 177.07(15) . . . . ?
C50 C45 C46 C47 2.0(2) . . . . ?
C50 C51 C52 C43 2.9(2) . . . . ?
C52 C43 C44 C34 177.68(14) . . . 2_566 ?
C52 C43 C44 C45 -2.5(2) . . . . ?
B1 O1 C7 C8 53.2(3) . . . . ?
B1 O1 C7 C16 -134.1(2) . . . . ?
B1 O2 C17 C18 127.77(16) . . . . ?
B1 O2 C17 C26 -55.3(2) . . . . ?
B1 C1 C2 F1 -1.0(2) . . . . ?
B1 C1 C2 C3 179.35(16) . . . . ?
B1 C1 C6 F5 1.2(2) . . . . ?
B1 C1 C6 C5 179.47(16) . . . . ?
B2 O3 C33 C34 129.28(16) . . . . ?
B2 O3 C33 C42 -54.6(2) . . . . ?
B2 O4 C43 C44 60.8(2) . . . . ?
B2 O4 C43 C52 -123.91(19) . . . . ?
B2 C27 C28 F6 3.7(2) . . . . ?
B2 C27 C28 C29 -176.39(15) . . . . ?
B2 C27 C32 F10 -3.2(2) . . . . ?
B2 C27 C32 C31 174.50(15) . . . . ?
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 0.121 0.500 0.000 273.0 62.5 '2 C4H10O'
