#------------------------------------------------------------------------------
#$Date: 2025-08-22 01:24:23 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301857 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/18/7111830.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_7111830
loop_
_publ_author_name
'Adrian Y. Houghton'
'Virve A. Karttunen'
'Warren E. Piers'
'Heikki M. Tuononen'
_publ_section_title
;
 Hydrogen activation with perfluorinated organoboranes:
 1,2,3-tris(pentafluorophenyl)-4,5,6,7-tetrafluoro-1-boraindene
;
_journal_name_full               Chem.Commun.
_journal_page_first              1295
_journal_paper_doi               10.1039/c3cc48796b
_journal_volume                  50
_journal_year                    2014
_chemical_formula_moiety         'C20 B Br F14'
_chemical_formula_sum            'C20 B Br F14'
_chemical_formula_weight         596.92
_chemical_name_systematic
;
 1-bora-1-bromo-4,5,6,7-tetrafluoro-2,3-bis(pentafluorophenyl)indene
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   none
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                71.095(2)
_cell_angle_beta                 79.247(2)
_cell_angle_gamma                84.755(2)
_cell_formula_units_Z            2
_cell_length_a                   9.0742(3)
_cell_length_b                   10.2272(4)
_cell_length_c                   10.9121(3)
_cell_measurement_reflns_used    7922
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.6
_cell_measurement_theta_min      3.0
_cell_volume                     940.71(6)
_computing_cell_refinement       'HKL DENZO (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Hooft, 1998)'
_computing_data_reduction        'SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Nonius APEX CCD'
_diffrn_measurement_method       ' ω and φ '
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0206
_diffrn_reflns_av_sigmaI/netI    0.0284
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7922
_diffrn_reflns_theta_full        27.58
_diffrn_reflns_theta_max         27.58
_diffrn_reflns_theta_min         3.03
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.330
_exptl_absorpt_correction_T_max  0.8729
_exptl_absorpt_correction_T_min  0.8004
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SORTAV: (Blessing, 1997)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.107
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             572
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.575
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    none
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         4291
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0351
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0299P)²+1.2986P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0821
_refine_ls_wR_factor_ref         0.0885
_reflns_number_gt                3859
_reflns_number_total             4291
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c3cc48796b.txt
_cod_data_source_block           ah1204
_cod_original_cell_volume        940.71(5)
_cod_database_code               7111830
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
Br1 Br 0.90424(3) 0.14248(3) 1.06958(3) 0.03558(9) Uani 1 1 d
F9 F 0.38320(17) 0.10147(16) 0.85143(15) 0.0315(3) Uani 1 1 d
F4 F 0.17745(17) 0.25876(18) 1.20136(15) 0.0359(4) Uani 1 1 d
F5 F 0.28860(19) 0.49302(16) 0.99533(16) 0.0353(4) Uani 1 1 d
F14 F 0.76571(18) 0.01949(16) 0.86220(15) 0.0351(4) Uani 1 1 d
F13 F 0.8887(2) 0.0635(2) 0.60918(18) 0.0470(4) Uani 1 1 d
F8 F 0.1551(2) 0.18303(18) 0.71465(16) 0.0396(4) Uani 1 1 d
F1 F 0.70854(19) 0.12029(19) 1.37828(16) 0.0410(4) Uani 1 1 d
F7 F -0.00487(19) 0.41864(19) 0.71612(17) 0.0429(4) Uani 1 1 d
F6 F 0.06209(19) 0.57303(17) 0.85730(17) 0.0417(4) Uani 1 1 d
F3 F 0.1926(2) 0.2149(2) 1.45182(16) 0.0453(4) Uani 1 1 d
F10 F 0.5778(2) 0.48022(16) 0.75725(17) 0.0398(4) Uani 1 1 d
F2 F 0.4579(2) 0.1511(2) 1.54165(15) 0.0435(4) Uani 1 1 d
C3 C 0.4405(3) 0.2246(2) 1.1516(2) 0.0241(5) Uani 1 1 d
B15 B 0.6974(3) 0.1829(3) 1.0764(3) 0.0262(6) Uani 1 1 d
C12 C 0.1082(3) 0.3788(3) 0.7841(2) 0.0307(6) Uani 1 1 d
C2 C 0.4638(3) 0.2488(2) 1.0071(2) 0.0233(5) Uani 1 1 d
C9 C 0.3407(3) 0.2935(2) 0.9300(2) 0.0227(5) Uani 1 1 d
C13 C 0.1898(3) 0.2595(3) 0.7829(2) 0.0289(5) Uani 1 1 d
F12 F 0.8572(2) 0.3162(2) 0.42928(17) 0.0523(5) Uani 1 1 d
C10 C 0.2562(3) 0.4139(3) 0.9274(2) 0.0266(5) Uani 1 1 d
C14 C 0.3052(3) 0.2187(3) 0.8540(2) 0.0250(5) Uani 1 1 d
F11 F 0.6956(2) 0.52109(19) 0.50486(17) 0.0523(5) Uani 1 1 d
C5 C 0.5820(3) 0.1605(3) 1.3283(3) 0.0301(5) Uani 1 1 d
C19 C 0.8125(3) 0.1655(3) 0.6460(3) 0.0335(6) Uani 1 1 d
C4 C 0.5793(3) 0.1869(3) 1.1976(2) 0.0258(5) Uani 1 1 d
C16 C 0.6522(3) 0.3743(3) 0.7238(3) 0.0302(5) Uani 1 1 d
C15 C 0.6687(3) 0.2482(3) 0.8190(2) 0.0259(5) Uani 1 1 d
C20 C 0.7500(3) 0.1456(3) 0.7755(3) 0.0285(5) Uani 1 1 d
C1 C 0.6087(3) 0.2255(2) 0.9590(2) 0.0244(5) Uani 1 1 d
C8 C 0.3122(3) 0.2295(3) 1.2377(2) 0.0272(5) Uani 1 1 d
C11 C 0.1412(3) 0.4572(3) 0.8563(3) 0.0289(5) Uani 1 1 d
C6 C 0.4521(3) 0.1725(3) 1.4145(2) 0.0322(6) Uani 1 1 d
C7 C 0.3182(3) 0.2051(3) 1.3701(3) 0.0319(6) Uani 1 1 d
C17 C 0.7134(3) 0.3966(3) 0.5932(3) 0.0359(6) Uani 1 1 d
C18 C 0.7952(3) 0.2927(3) 0.5548(3) 0.0382(7) 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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C8 C3 C4 120.0(2)
C8 C3 C2 130.2(2)
C4 C3 C2 109.7(2)
C4 B15 C1 105.2(2)
C4 B15 Br1 127.75(19)
C1 B15 Br1 127.0(2)
F7 C12 C13 119.9(2)
F7 C12 C11 119.7(3)
C13 C12 C11 120.3(2)
C1 C2 C9 125.8(2)
C1 C2 C3 111.7(2)
C9 C2 C3 122.5(2)
C10 C9 C14 116.5(2)
C10 C9 C2 121.7(2)
C14 C9 C2 121.8(2)
F8 C13 C12 119.8(2)
F8 C13 C14 120.6(2)
C12 C13 C14 119.6(2)
F5 C10 C11 118.3(2)
F5 C10 C9 119.2(2)
C11 C10 C9 122.6(2)
F9 C14 C13 118.4(2)
F9 C14 C9 119.6(2)
C13 C14 C9 122.0(2)
F1 C5 C4 121.6(2)
F1 C5 C6 117.5(2)
C4 C5 C6 120.9(2)
F13 C19 C18 120.2(2)
F13 C19 C20 120.7(3)
C18 C19 C20 119.1(3)
C5 C4 C3 118.8(2)
C5 C4 B15 135.1(2)
C3 C4 B15 106.1(2)
F10 C16 C17 117.8(2)
F10 C16 C15 120.2(2)
C17 C16 C15 122.0(3)
C16 C15 C20 116.1(2)
C16 C15 C1 122.2(2)
C20 C15 C1 121.7(2)
F14 C20 C19 118.0(2)
F14 C20 C15 119.0(2)
C19 C20 C15 123.0(2)
C2 C1 C15 124.6(2)
C2 C1 B15 107.4(2)
C15 C1 B15 127.9(2)
F4 C8 C3 122.9(2)
F4 C8 C7 117.0(2)
C3 C8 C7 120.1(2)
F6 C11 C10 120.6(2)
F6 C11 C12 120.3(2)
C10 C11 C12 119.1(2)
F2 C6 C7 120.0(3)
F2 C6 C5 120.0(2)
C7 C6 C5 119.9(2)
F3 C7 C6 120.6(2)
F3 C7 C8 119.2(2)
C6 C7 C8 120.1(2)
F11 C17 C18 120.3(3)
F11 C17 C16 119.7(3)
C18 C17 C16 119.9(3)
F12 C18 C17 119.6(3)
F12 C18 C19 120.5(3)
C17 C18 C19 119.9(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 B15 1.878(3)
F9 C14 1.341(3)
F4 C8 1.334(3)
F5 C10 1.343(3)
F14 C20 1.344(3)
F13 C19 1.328(3)
F8 C13 1.333(3)
F1 C5 1.337(3)
F7 C12 1.335(3)
F6 C11 1.330(3)
F3 C7 1.327(3)
F10 C16 1.340(3)
F2 C6 1.344(3)
C3 C8 1.361(4)
C3 C4 1.417(3)
C3 C2 1.492(3)
B15 C4 1.548(4)
B15 C1 1.562(4)
C12 C13 1.371(4)
C12 C11 1.377(4)
C2 C1 1.352(3)
C2 C9 1.474(3)
C9 C10 1.385(3)
C9 C14 1.389(3)
C13 C14 1.374(4)
F12 C18 1.332(3)
C10 C11 1.371(3)
F11 C17 1.342(3)
C5 C4 1.368(4)
C5 C6 1.387(4)
C19 C18 1.375(4)
C19 C20 1.377(4)
C16 C17 1.382(4)
C16 C15 1.385(4)
C15 C20 1.386(4)
C15 C1 1.472(3)
C8 C7 1.395(4)
C6 C7 1.365(4)
C17 C18 1.372(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 102226660
