#------------------------------------------------------------------------------
#$Date: 2025-08-21 14:03:24 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301848 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/54/7025472.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_7025472
loop_
_publ_author_name
'Neu, Rebecca C.'
'Ouyang, Eva Y.'
'Geier, Stephen J.'
'Zhao, Xiaoxi'
'Ramos, Alberto'
'Stephan, Douglas W.'
_publ_section_title
;
 Probing substituent effects on the activation of H(2) by phosphorus and
 boron frustrated Lewis pairs.
;
_journal_issue                   18
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4285
_journal_page_last               4294
_journal_paper_doi               10.1039/c001133a
_journal_volume                  39
_journal_year                    2010
_chemical_formula_sum            'C12 H4 B F5 O2'
_chemical_formula_weight         285.96
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 92.603(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.4706(8)
_cell_length_b                   6.0946(6)
_cell_length_c                   23.464(3)
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      2.0
_cell_volume                     1067.2(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_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  0.0507
_diffrn_reflns_av_sigmaI/netI    0.0494
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            20781
_diffrn_reflns_theta_full        33.74
_diffrn_reflns_theta_max         33.74
_diffrn_reflns_theta_min         1.74
_exptl_absorpt_coefficient_mu    0.176
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.7010
_exptl_absorpt_correction_type   empirical
_exptl_crystal_density_diffrn    1.780
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.371
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.953
_refine_ls_hydrogen_treatment    fixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         4203
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.953
_refine_ls_R_factor_all          0.0717
_refine_ls_R_factor_gt           0.0402
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0525P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0962
_refine_ls_wR_factor_ref         0.1041
_reflns_number_gt                2634
_reflns_number_total             4203
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c001133a.txt
_cod_data_source_block           C6H4O2BC6F5
_cod_original_cell_volume        1067.24(19)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7025472
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
_atom_site_refinement_flags
F1 F 0.44189(10) 0.39909(10) 0.05389(3) 0.03128(18) Uani 1 1 d .
F2 F 0.56138(9) 0.51392(10) 0.15939(3) 0.03359(18) Uani 1 1 d .
F3 F 0.52452(10) 0.23368(11) 0.24759(3) 0.03649(19) Uani 1 1 d .
F4 F 0.35603(10) -0.15651(12) 0.23096(3) 0.03463(18) Uani 1 1 d .
F5 F 0.23133(9) -0.27172(10) 0.12675(3) 0.02626(16) Uani 1 1 d .
O1 O 0.27334(10) 0.11789(12) -0.02324(3) 0.02343(18) Uani 1 1 d .
O2 O 0.18131(11) -0.21055(12) 0.01290(3) 0.02254(18) Uani 1 1 d .
C1 C 0.33238(14) 0.05786(16) 0.08549(5) 0.0197(2) Uani 1 1 d .
C2 C 0.41702(15) 0.25857(16) 0.09653(5) 0.0219(2) Uani 1 1 d .
C3 C 0.47940(15) 0.31979(16) 0.15036(5) 0.0237(2) Uani 1 1 d .
C4 C 0.46006(16) 0.17908(18) 0.19560(5) 0.0248(2) Uani 1 1 d .
C5 C 0.37587(15) -0.02034(17) 0.18681(5) 0.0237(2) Uani 1 1 d .
C6 C 0.31403(14) -0.07704(16) 0.13277(5) 0.0204(2) Uani 1 1 d .
C7 C 0.19655(15) -0.00864(16) -0.06726(5) 0.0202(2) Uani 1 1 d .
C8 C 0.14303(14) -0.20749(16) -0.04535(4) 0.0195(2) Uani 1 1 d .
C9 C 0.06560(16) -0.36914(17) -0.07915(5) 0.0239(2) Uani 1 1 d .
H9 H 0.0302 -0.5028 -0.0642 0.029 Uiso 1 1 calc R
C10 C 0.04345(15) -0.32089(18) -0.13685(5) 0.0241(2) Uani 1 1 d .
H10 H -0.0080 -0.4255 -0.1614 0.029 Uiso 1 1 calc R
C11 C 0.09596(15) -0.12071(17) -0.15899(5) 0.0238(2) Uani 1 1 d .
H11 H 0.0789 -0.0948 -0.1979 0.029 Uiso 1 1 calc R
C12 C 0.17367(15) 0.04250(18) -0.12419(5) 0.0233(2) Uani 1 1 d .
H12 H 0.2078 0.1775 -0.1386 0.028 Uiso 1 1 calc R
B1 B 0.26183(17) -0.01096(19) 0.02493(5) 0.0207(2) 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'
O O 0.0106 0.0060 '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
B1 O1 C7 104.67(8)
B1 O2 C8 104.99(8)
C6 C1 C2 115.45(10)
C6 C1 B1 121.91(9)
C2 C1 B1 122.64(10)
F1 C2 C3 117.40(9)
F1 C2 C1 119.99(10)
C3 C2 C1 122.61(10)
F2 C3 C4 119.31(10)
F2 C3 C2 121.02(10)
C4 C3 C2 119.67(9)
F3 C4 C3 120.24(10)
F3 C4 C5 120.00(10)
C3 C4 C5 119.75(10)
F4 C5 C6 120.87(10)
F4 C5 C4 119.69(10)
C6 C5 C4 119.45(10)
F5 C6 C5 116.96(9)
F5 C6 C1 119.97(9)
C5 C6 C1 123.06(10)
C12 C7 C8 122.32(10)
C12 C7 O1 128.64(9)
C8 C7 O1 109.04(9)
C9 C8 C7 122.32(10)
C9 C8 O2 128.49(9)
C7 C8 O2 109.19(9)
C8 C9 C10 116.04(10)
C8 C9 H9 122.0
C10 C9 H9 122.0
C9 C10 C11 121.83(10)
C9 C10 H10 119.1
C11 C10 H10 119.1
C10 C11 C12 121.59(10)
C10 C11 H11 119.2
C12 C11 H11 119.2
C7 C12 C11 115.89(10)
C7 C12 H12 122.1
C11 C12 H12 122.1
O2 B1 O1 112.10(10)
O2 B1 C1 123.53(10)
O1 B1 C1 124.36(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
F1 C2 1.3364(13)
F2 C3 1.3446(12)
F3 C4 1.3332(13)
F4 C5 1.3409(12)
F5 C6 1.3422(12)
O1 B1 1.3820(15)
O1 C7 1.3917(13)
O2 B1 1.3805(14)
O2 C8 1.3838(13)
C1 C6 1.3926(15)
C1 C2 1.3958(14)
C1 B1 1.5509(16)
C2 C3 1.3778(16)
C3 C4 1.3773(16)
C4 C5 1.3797(15)
C5 C6 1.3737(15)
C7 C12 1.3748(15)
C7 C8 1.3825(14)
C8 C9 1.3756(15)
C9 C10 1.3881(15)
C9 H9 0.9300
C10 C11 1.3894(16)
C10 H10 0.9300
C11 C12 1.3965(15)
C11 H11 0.9300
C12 H12 0.9300
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 23065710
