#------------------------------------------------------------------------------
#$Date: 2025-08-20 21:19:29 +0200 (Wed 20 de Aug de 2025) $
#$Revision: 301836 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/35/4303536.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_4303536
loop_
_publ_author_name
'Stephen J. Geier'
'Austin L. Gille'
'Thomas M. Gilbert'
'Douglas W. Stephan'
_publ_section_title
;
From Classical Adducts to Frustrated Lewis Pairs: Steric Effects in the
Interactions of Pyridines and B(C6F5)3
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              10466
_journal_page_last               10474
_journal_paper_doi               10.1021/ic901726b
_journal_volume                  48
_journal_year                    2009
_chemical_formula_sum            'C27 H7 B F15 N'
_chemical_formula_weight         641.15
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                107.046(5)
_cell_angle_beta                 94.178(5)
_cell_angle_gamma                101.061(5)
_cell_formula_units_Z            2
_cell_length_a                   9.9848(9)
_cell_length_b                   10.9162(10)
_cell_length_c                   11.6538(11)
_cell_measurement_reflns_used    5319
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.42
_cell_measurement_theta_min      2.26
_cell_volume                     1180.52(19)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0391
_diffrn_reflns_av_sigmaI/netI    0.0410
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            17632
_diffrn_reflns_theta_full        27.61
_diffrn_reflns_theta_max         27.61
_diffrn_reflns_theta_min         1.85
_exptl_absorpt_coefficient_mu    0.189
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6921
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.804
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.322
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     397
_refine_ls_number_reflns         5413
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0359
_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)+(0.0376P)²+0.3895P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0818
_refine_ls_wR_factor_ref         0.0903
_reflns_number_gt                4093
_reflns_number_total             5413
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic901726b_si_002_06.cif
_cod_data_source_block           (C9H7N-B(C6F5)3)
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4303536
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
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B -0.24596(17) 0.81979(18) 0.22945(17) 0.0162(4) Uani 1 1 d . . .
N1 N -0.34429(13) 0.79553(13) 0.10219(12) 0.0165(3) Uani 1 1 d . . .
F2 F -0.53372(9) 0.63537(9) 0.18910(8) 0.0206(2) Uani 1 1 d . . .
F3 F -0.64986(9) 0.55310(10) 0.35959(9) 0.0245(2) Uani 1 1 d . . .
F4 F -0.51732(10) 0.62854(10) 0.58894(9) 0.0285(2) Uani 1 1 d . . .
F5 F -0.25626(10) 0.77961(10) 0.64314(9) 0.0280(2) Uani 1 1 d . . .
F6 F -0.13629(9) 0.86580(10) 0.47432(9) 0.0244(2) Uani 1 1 d . . .
F8 F -0.30507(9) 0.53657(9) 0.11468(9) 0.0258(2) Uani 1 1 d . . .
F9 F -0.12851(11) 0.37928(10) 0.08151(10) 0.0325(3) Uani 1 1 d . . .
F10 F 0.14622(10) 0.47949(10) 0.15388(10) 0.0291(2) Uani 1 1 d . . .
F11 F 0.23791(9) 0.74236(10) 0.27082(10) 0.0262(2) Uani 1 1 d . . .
F12 F 0.06805(9) 0.90172(9) 0.30346(9) 0.0236(2) Uani 1 1 d . . .
F14 F -0.06370(9) 0.94544(9) 0.09896(8) 0.0224(2) Uani 1 1 d . . .
F15 F 0.05417(10) 1.19814(10) 0.15071(9) 0.0289(2) Uani 1 1 d . . .
F16 F 0.00455(12) 1.37910(10) 0.35163(10) 0.0384(3) Uani 1 1 d . . .
F17 F -0.16744(13) 1.29697(10) 0.49865(10) 0.0383(3) Uani 1 1 d . . .
F18 F -0.28475(10) 1.04622(10) 0.45115(9) 0.0259(2) Uani 1 1 d . . .
C1 C -0.33254(15) 0.76460(15) 0.32581(14) 0.0164(3) Uani 1 1 d . . .
C2 C -0.46200(16) 0.68009(16) 0.30148(15) 0.0172(3) Uani 1 1 d . . .
C3 C -0.52495(16) 0.63510(16) 0.38794(15) 0.0189(3) Uani 1 1 d . . .
C4 C -0.45709(17) 0.67135(17) 0.50368(15) 0.0210(4) Uani 1 1 d . . .
C5 C -0.32548(17) 0.74859(16) 0.53115(15) 0.0205(4) Uani 1 1 d . . .
C6 C -0.26656(16) 0.79249(16) 0.44293(15) 0.0184(3) Uani 1 1 d . . .
C7 C -0.12948(15) 0.72953(16) 0.20557(14) 0.0163(3) Uani 1 1 d . . .
C8 C -0.16971(15) 0.59331(16) 0.15332(15) 0.0185(3) Uani 1 1 d . . .
C9 C -0.08112(17) 0.50926(16) 0.13535(16) 0.0210(4) Uani 1 1 d . . .
C10 C 0.05782(16) 0.55936(17) 0.17334(15) 0.0203(4) Uani 1 1 d . . .
C11 C 0.10373(15) 0.69185(16) 0.22998(15) 0.0187(3) Uani 1 1 d . . .
C12 C 0.01149(16) 0.77345(15) 0.24515(15) 0.0172(3) Uani 1 1 d . . .
C13 C -0.17888(15) 0.97932(16) 0.27243(15) 0.0171(3) Uani 1 1 d . . .
C14 C -0.09245(16) 1.02915(16) 0.20054(15) 0.0178(3) Uani 1 1 d . . .
C15 C -0.03044(16) 1.15991(17) 0.22439(15) 0.0201(4) Uani 1 1 d . . .
C16 C -0.05493(18) 1.25126(17) 0.32592(17) 0.0247(4) Uani 1 1 d . . .
C17 C -0.14121(18) 1.20901(17) 0.40017(16) 0.0249(4) Uani 1 1 d . . .
C18 C -0.20002(16) 1.07658(17) 0.37313(15) 0.0204(4) Uani 1 1 d . . .
C19 C -0.30854(16) 0.73181(16) -0.00265(15) 0.0189(3) Uani 1 1 d . . .
H19A H -0.2253 0.7020 -0.0009 0.023 Uiso 1 1 calc R . .
C20 C -0.38592(18) 0.70591(17) -0.11537(16) 0.0236(4) Uani 1 1 d . . .
H20A H -0.3565 0.6584 -0.1876 0.028 Uiso 1 1 calc R . .
C21 C -0.50420(17) 0.75003(17) -0.11980(16) 0.0243(4) Uani 1 1 d . . .
H21A H -0.5596 0.7313 -0.1953 0.029 Uiso 1 1 calc R . .
C22 C -0.54425(16) 0.82329(16) -0.01245(16) 0.0208(4) Uani 1 1 d . . .
C23 C -0.66363(17) 0.87522(18) -0.01354(18) 0.0272(4) Uani 1 1 d . . .
H23A H -0.7181 0.8606 -0.0886 0.033 Uiso 1 1 calc R . .
C24 C -0.70162(17) 0.94556(18) 0.09069(19) 0.0289(4) Uani 1 1 d . . .
H24A H -0.7827 0.9789 0.0887 0.035 Uiso 1 1 calc R . .
C25 C -0.62009(17) 0.96873(17) 0.20162(18) 0.0255(4) Uani 1 1 d . . .
H25A H -0.6464 1.0187 0.2744 0.031 Uiso 1 1 calc R . .
C26 C -0.50353(16) 0.92085(16) 0.20702(16) 0.0203(4) Uani 1 1 d . . .
H26A H -0.4503 0.9375 0.2831 0.024 Uiso 1 1 calc R . .
C27 C -0.46216(15) 0.84687(15) 0.10007(15) 0.0171(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 0.0033 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'
N N 0.0061 0.0033 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 B1 C1 111.79(12) . . ?
N1 B1 C13 102.70(12) . . ?
C1 B1 C13 116.39(13) . . ?
N1 B1 C7 110.28(13) . . ?
C1 B1 C7 102.56(12) . . ?
C13 B1 C7 113.35(12) . . ?
C19 N1 C27 118.39(14) . . ?
C19 N1 B1 119.91(13) . . ?
C27 N1 B1 121.60(13) . . ?
C6 C1 C2 114.08(15) . . ?
C6 C1 B1 118.10(14) . . ?
C2 C1 B1 127.47(14) . . ?
F2 C2 C3 115.63(14) . . ?
F2 C2 C1 120.97(14) . . ?
C3 C2 C1 123.39(15) . . ?
F3 C3 C4 119.30(15) . . ?
F3 C3 C2 121.04(15) . . ?
C4 C3 C2 119.63(15) . . ?
F4 C4 C5 120.19(15) . . ?
F4 C4 C3 120.28(15) . . ?
C5 C4 C3 119.50(15) . . ?
F5 C5 C4 119.70(15) . . ?
F5 C5 C6 121.11(15) . . ?
C4 C5 C6 119.18(15) . . ?
F6 C6 C5 116.60(14) . . ?
F6 C6 C1 119.39(14) . . ?
C5 C6 C1 124.01(15) . . ?
C8 C7 C12 112.95(14) . . ?
C8 C7 B1 120.50(13) . . ?
C12 C7 B1 126.15(14) . . ?
F8 C8 C9 115.94(14) . . ?
F8 C8 C7 119.25(14) . . ?
C9 C8 C7 124.81(14) . . ?
F9 C9 C8 120.87(14) . . ?
F9 C9 C10 119.78(15) . . ?
C8 C9 C10 119.35(15) . . ?
F10 C10 C11 120.90(15) . . ?
F10 C10 C9 120.24(15) . . ?
C11 C10 C9 118.86(15) . . ?
F11 C11 C10 119.94(14) . . ?
F11 C11 C12 120.01(14) . . ?
C10 C11 C12 120.05(15) . . ?
F12 C12 C11 114.86(13) . . ?
F12 C12 C7 121.25(14) . . ?
C11 C12 C7 123.89(15) . . ?
C14 C13 C18 112.92(14) . . ?
C14 C13 B1 118.76(14) . . ?
C18 C13 B1 128.29(14) . . ?
F14 C14 C15 115.64(14) . . ?
F14 C14 C13 119.23(14) . . ?
C15 C14 C13 125.13(15) . . ?
F15 C15 C16 120.16(15) . . ?
F15 C15 C14 120.71(15) . . ?
C16 C15 C14 119.13(15) . . ?
F16 C16 C15 120.40(16) . . ?
F16 C16 C17 120.77(16) . . ?
C15 C16 C17 118.83(16) . . ?
F17 C17 C16 119.57(16) . . ?
F17 C17 C18 120.49(16) . . ?
C16 C17 C18 119.94(16) . . ?
F18 C18 C17 115.00(14) . . ?
F18 C18 C13 120.95(14) . . ?
C17 C18 C13 124.04(15) . . ?
N1 C19 C20 124.01(15) . . ?
C21 C20 C19 118.80(16) . . ?
C20 C21 C22 119.88(16) . . ?
C21 C22 C23 121.66(16) . . ?
C21 C22 C27 119.18(15) . . ?
C23 C22 C27 119.15(16) . . ?
C24 C23 C22 121.20(17) . . ?
C23 C24 C25 119.44(16) . . ?
C26 C25 C24 121.40(17) . . ?
C25 C26 C27 120.30(16) . . ?
N1 C27 C26 121.88(14) . . ?
N1 C27 C22 119.60(15) . . ?
C26 C27 C22 118.52(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
B1 N1 1.641(2) . ?
B1 C1 1.646(2) . ?
B1 C13 1.651(2) . ?
B1 C7 1.651(2) . ?
N1 C19 1.328(2) . ?
N1 C27 1.399(2) . ?
F2 C2 1.3493(18) . ?
F3 C3 1.3432(18) . ?
F4 C4 1.3487(19) . ?
F5 C5 1.3473(19) . ?
F6 C6 1.3512(18) . ?
F8 C8 1.3564(17) . ?
F9 C9 1.3446(19) . ?
F10 C10 1.3414(18) . ?
F11 C11 1.3398(17) . ?
F12 C12 1.3506(18) . ?
F14 C14 1.3546(18) . ?
F15 C15 1.3438(18) . ?
F16 C16 1.3419(19) . ?
F17 C17 1.342(2) . ?
F18 C18 1.3540(19) . ?
C1 C6 1.392(2) . ?
C1 C2 1.392(2) . ?
C2 C3 1.384(2) . ?
C3 C4 1.373(2) . ?
C4 C5 1.377(2) . ?
C5 C6 1.379(2) . ?
C7 C8 1.396(2) . ?
C7 C12 1.393(2) . ?
C8 C9 1.376(2) . ?
C9 C10 1.377(2) . ?
C10 C11 1.371(2) . ?
C11 C12 1.385(2) . ?
C13 C14 1.391(2) . ?
C13 C18 1.393(2) . ?
C14 C15 1.379(2) . ?
C15 C16 1.378(2) . ?
C16 C17 1.376(3) . ?
C17 C18 1.384(2) . ?
C19 C20 1.398(2) . ?
C20 C21 1.361(2) . ?
C21 C22 1.405(3) . ?
C22 C23 1.415(2) . ?
C22 C27 1.422(2) . ?
C23 C24 1.357(3) . ?
C24 C25 1.405(3) . ?
C25 C26 1.369(2) . ?
C26 C27 1.410(2) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139127250
