#------------------------------------------------------------------------------
#$Date: 2025-08-23 02:36:08 +0300 (Sat, 23 Aug 2025) $
#$Revision: 301880 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/19/8101980.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_8101980
loop_
_publ_author_name
'Noor, A.'
'Irrgang, T.'
'Kempe, R.'
_publ_section_title
;
Crystal structure of (2,6-diisopropyl-phenyl)[N-tris(pentafluorophenyl)-
boronyl-pyridin-2-yl]amine, (C₆F₅)₃B(C₅H₄N)(C₁₂H₁₈N)
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              283
_journal_page_last               284
_journal_volume                  221
_journal_year                    2006
_chemical_formula_structural     (C6F5)3B(C5H4N)(C12H18N)
_chemical_formula_sum            'C35 H22 B F15 N2'
_chemical_formula_weight         766.36
_chemical_name_systematic
(2,6-diisopropyl-phenyl)[N-(tris-pentafluorophenyl-boronyl)-pyridin-2-yl]amine
_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                99.486(5)
_cell_angle_beta                 102.673(5)
_cell_angle_gamma                94.591(5)
_cell_formula_units_Z            2
_cell_length_a                   9.8000(10)
_cell_length_b                   12.0220(10)
_cell_length_c                   14.3260(10)
_cell_measurement_reflns_used    all
_cell_measurement_temperature    193(2)
_cell_volume                     1612.3(2)
_computing_data_collection       X-AREA-STOE
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR97
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Stoe IPDS II'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0905
_diffrn_reflns_av_sigmaI/netI    0.0589
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            21557
_diffrn_reflns_theta_full        25.76
_diffrn_reflns_theta_max         25.76
_diffrn_reflns_theta_min         1.48
_exptl_absorpt_coefficient_mu    0.153
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.579
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             772
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.4
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     482
_refine_ls_number_reflns         6077
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0586
_refine_ls_R_factor_gt           0.0457
_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)+(0.0578P)²+0.3298P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1169
_refine_ls_wR_factor_ref         0.1236
_reflns_number_gt                4913
_reflns_number_total             6077
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-1790.cff
_cod_data_source_block           k165a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' tag value 'no' was replaced with
'none' value.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               8101980
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_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.18271(19) 0.12577(15) 0.37222(12) 0.0293(4) Uani 1 2 i d . . .
C2 C 0.0461(2) 0.12164(16) 0.38567(13) 0.0330(4) Uani 1 2 i d . . .
C3 C -0.0369(2) 0.02403(19) 0.38425(16) 0.0433(5) Uani 1 2 i d . . .
C4 C 0.0182(3) -0.07767(19) 0.37277(18) 0.0512(6) Uani 1 2 i d . . .
C5 C 0.1537(3) -0.07895(17) 0.36357(17) 0.0480(5) Uani 1 2 i d . . .
C6 C 0.2328(2) 0.02056(16) 0.36312(14) 0.0353(4) Uani 1 2 i d . . .
C7 C 0.30164(19) 0.29856(16) 0.50274(13) 0.0320(4) Uani 1 2 i d . . .
C8 C 0.2416(2) 0.38747(17) 0.54595(14) 0.0393(5) Uani 1 2 i d . . .
C9 C 0.2511(3) 0.41532(19) 0.64427(16) 0.0510(6) Uani 1 2 i d . . .
C10 C 0.3234(3) 0.3525(2) 0.70598(15) 0.0561(7) Uani 1 2 i d . . .
C11 C 0.3834(3) 0.2622(2) 0.66784(15) 0.0519(6) Uani 1 2 i d . . .
C12 C 0.3716(2) 0.23740(19) 0.56937(14) 0.0405(5) Uani 1 2 i d . . .
C13 C 0.20366(18) 0.33954(14) 0.31901(12) 0.0270(4) Uani 1 2 i d . . .
C14 C 0.08011(19) 0.32209(15) 0.24787(13) 0.0297(4) Uani 1 2 i d . . .
C15 C 0.0251(2) 0.40502(18) 0.19911(14) 0.0385(5) Uani 1 2 i d . . .
C16 C 0.1008(2) 0.51072(17) 0.21739(16) 0.0436(5) Uani 1 2 i d . . .
C17 C 0.2283(2) 0.53158(16) 0.28356(16) 0.0404(5) Uani 1 2 i d . . .
C18 C 0.27593(19) 0.44774(15) 0.33243(13) 0.0321(4) Uani 1 2 i d . . .
C19 C 0.54678(19) 0.27834(16) 0.41498(13) 0.0316(4) Uani 1 2 i d . . .
H19 H 0.5462 0.3116 0.4798 0.038 Uiso 1 2 i calc R . .
C20 C 0.6732(2) 0.27568(18) 0.39007(15) 0.0387(4) Uani 1 2 i d . . .
H20 H 0.7585 0.3067 0.4363 0.046 Uiso 1 2 i calc R . .
C21 C 0.6738(2) 0.22655(18) 0.29554(15) 0.0399(5) Uani 1 2 i d . . .
H21 H 0.7604 0.2229 0.2763 0.048 Uiso 1 2 i calc R . .
C22 C 0.5505(2) 0.18364(17) 0.23053(14) 0.0344(4) Uani 1 2 i d . . .
H22 H 0.5511 0.1494 0.1659 0.041 Uiso 1 2 i calc R . .
C23 C 0.42156(18) 0.18961(14) 0.25842(12) 0.0266(4) Uani 1 2 i d . . .
C24 C 0.29036(19) 0.11508(15) 0.08979(12) 0.0291(4) Uani 1 2 i d . . .
C25 C 0.26576(19) -0.00129(16) 0.04988(13) 0.0325(4) Uani 1 2 i d . . .
C26 C 0.2597(2) -0.03352(18) -0.04856(15) 0.0409(5) Uani 1 2 i d . . .
H26 H 0.2410 -0.1118 -0.0777 0.049 Uiso 1 2 i calc R . .
C27 C 0.2803(2) 0.04586(19) -0.10505(14) 0.0443(5) Uani 1 2 i d . . .
H27 H 0.2788 0.0221 -0.1719 0.053 Uiso 1 2 i calc R . .
C28 C 0.3031(2) 0.15948(19) -0.06419(14) 0.0415(5) Uani 1 2 i d . . .
H28 H 0.3160 0.2135 -0.1039 0.050 Uiso 1 2 i calc R . .
C29 C 0.3076(2) 0.19744(16) 0.03327(14) 0.0345(4) Uani 1 2 i d . . .
C30 C 0.3282(3) 0.32423(17) 0.07316(15) 0.0438(5) Uani 1 2 i d . . .
H30 H 0.3217 0.3355 0.1427 0.053 Uiso 1 2 i calc R . .
C31 C 0.2125(3) 0.3830(2) 0.01737(17) 0.0564(6) Uani 1 2 i d . . .
H31A H 0.2275 0.4645 0.0447 0.085 Uiso 1 2 i calc R . .
H31B H 0.1204 0.3506 0.0232 0.085 Uiso 1 2 i calc R . .
H31C H 0.2154 0.3714 -0.0515 0.085 Uiso 1 2 i calc R . .
C32 C 0.4734(3) 0.3788(2) 0.0702(2) 0.0645(7) Uani 1 2 i d . . .
H32A H 0.4836 0.4604 0.0968 0.097 Uiso 1 2 i calc R . .
H32B H 0.4827 0.3676 0.0027 0.097 Uiso 1 2 i calc R . .
H32C H 0.5467 0.3435 0.1092 0.097 Uiso 1 2 i calc R . .
C33 C 0.2387(2) -0.08926(16) 0.11068(15) 0.0385(4) Uani 1 2 i d . . .
H33 H 0.2897 -0.0574 0.1796 0.046 Uiso 1 2 i calc R . .
C34 C 0.0829(3) -0.1067(2) 0.1082(2) 0.0634(7) Uani 1 2 i d . . .
H34A H 0.0658 -0.1635 0.1475 0.095 Uiso 1 2 i calc R . .
H34B H 0.0291 -0.1331 0.0408 0.095 Uiso 1 2 i calc R . .
H34C H 0.0531 -0.0347 0.1348 0.095 Uiso 1 2 i calc R . .
C35 C 0.2936(3) -0.20167(19) 0.08105(18) 0.0570(6) Uani 1 2 i d . . .
H35A H 0.2726 -0.2545 0.1227 0.085 Uiso 1 2 i calc R . .
H35B H 0.3958 -0.1886 0.0884 0.085 Uiso 1 2 i calc R . .
H35C H 0.2478 -0.2342 0.0129 0.085 Uiso 1 2 i calc R . .
N1 N 0.29889(16) 0.15067(12) 0.19235(11) 0.0269(3) Uani 1 2 i d . . .
N2 N 0.42146(15) 0.23578(12) 0.35165(10) 0.0258(3) Uani 1 2 i d . . .
F1 F 0.00383(11) 0.21800(9) 0.21913(8) 0.0369(3) Uani 1 2 i d . . .
F2 F -0.09741(14) 0.38161(12) 0.13266(9) 0.0544(3) Uani 1 2 i d . . .
F3 F 0.05179(17) 0.59126(12) 0.16942(12) 0.0679(4) Uani 1 2 i d . . .
F4 F 0.30653(15) 0.63251(10) 0.30042(12) 0.0610(4) Uani 1 2 i d . . .
F5 F 0.39936(12) 0.47634(9) 0.39963(8) 0.0400(3) Uani 1 2 i d . . .
F6 F 0.16389(15) 0.45286(11) 0.49159(9) 0.0509(3) Uani 1 2 i d . . .
F7 F 0.1876(2) 0.50208(13) 0.68022(11) 0.0761(5) Uani 1 2 i d . . .
F8 F 0.3309(2) 0.37719(15) 0.80146(9) 0.0863(6) Uani 1 2 i d . . .
F9 F 0.45101(19) 0.19777(16) 0.72698(10) 0.0767(5) Uani 1 2 i d . . .
F10 F 0.43118(14) 0.14618(11) 0.53679(9) 0.0507(3) Uani 1 2 i d . . .
F11 F 0.36577(12) 0.01109(9) 0.35488(9) 0.0421(3) Uani 1 2 i d . . .
F12 F 0.20897(19) -0.17746(11) 0.35459(13) 0.0732(5) Uani 1 2 i d . . .
F13 F -0.06006(19) -0.17478(13) 0.37221(14) 0.0795(5) Uani 1 2 i d . . .
F14 F -0.16921(14) 0.02624(13) 0.39532(11) 0.0595(4) Uani 1 2 i d . . .
F15 F -0.00935(11) 0.22012(10) 0.40364(8) 0.0386(3) Uani 1 2 i d . . .
B B 0.2753(2) 0.24984(17) 0.38511(14) 0.0266(4) Uani 1 2 i d . . .
H100 H 0.227(3) 0.1418(18) 0.2123(16) 0.037(6) Uiso 1 2 i 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'
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'
Ta Ta -0.7052 6.5227 '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'
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
C6 C1 C2 113.55(17) . . ?
C6 C1 B 126.39(16) . . ?
C2 C1 B 119.32(15) . . ?
F15 C2 C3 116.62(17) . . ?
F15 C2 C1 118.80(16) . . ?
C3 C2 C1 124.56(18) . . ?
F14 C3 C2 121.3(2) . . ?
F14 C3 C4 119.89(19) . . ?
C2 C3 C4 118.8(2) . . ?
F13 C4 C5 120.2(2) . . ?
F13 C4 C3 120.2(2) . . ?
C5 C4 C3 119.54(19) . . ?
F12 C5 C4 119.8(2) . . ?
F12 C5 C6 120.3(2) . . ?
C4 C5 C6 119.9(2) . . ?
F11 C6 C5 115.69(17) . . ?
F11 C6 C1 120.82(17) . . ?
C5 C6 C1 123.48(19) . . ?
C8 C7 C12 113.01(17) . . ?
C8 C7 B 126.33(17) . . ?
C12 C7 B 119.83(17) . . ?
F6 C8 C9 114.66(19) . . ?
F6 C8 C7 121.04(17) . . ?
C9 C8 C7 124.3(2) . . ?
F7 C9 C10 119.8(2) . . ?
F7 C9 C8 120.5(2) . . ?
C10 C9 C8 119.7(2) . . ?
F8 C10 C11 120.6(2) . . ?
F8 C10 C9 120.3(3) . . ?
C11 C10 C9 119.06(19) . . ?
F9 C11 C10 119.8(2) . . ?
F9 C11 C12 120.8(2) . . ?
C10 C11 C12 119.4(2) . . ?
F10 C12 C11 116.1(2) . . ?
F10 C12 C7 119.29(17) . . ?
C11 C12 C7 124.6(2) . . ?
C14 C13 C18 113.14(16) . . ?
C14 C13 B 128.77(16) . . ?
C18 C13 B 118.06(15) . . ?
F1 C14 C13 120.67(16) . . ?
F1 C14 C15 114.88(16) . . ?
C13 C14 C15 124.44(17) . . ?
F2 C15 C16 120.22(17) . . ?
F2 C15 C14 120.59(18) . . ?
C16 C15 C14 119.15(18) . . ?
F3 C16 C17 120.6(2) . . ?
F3 C16 C15 120.28(19) . . ?
C17 C16 C15 119.15(18) . . ?
F4 C17 C16 120.46(18) . . ?
F4 C17 C18 120.08(19) . . ?
C16 C17 C18 119.46(19) . . ?
F5 C18 C17 115.99(17) . . ?
F5 C18 C13 119.49(16) . . ?
C17 C18 C13 124.48(18) . . ?
N2 C19 C20 123.29(17) . . ?
C19 C20 C21 118.27(18) . . ?
C22 C21 C20 119.87(18) . . ?
C21 C22 C23 120.30(17) . . ?
N1 C23 N2 120.35(15) . . ?
N1 C23 C22 119.98(16) . . ?
N2 C23 C22 119.67(16) . . ?
C29 C24 C25 121.99(17) . . ?
C29 C24 N1 119.22(16) . . ?
C25 C24 N1 118.79(16) . . ?
C26 C25 C24 117.76(18) . . ?
C26 C25 C33 120.76(18) . . ?
C24 C25 C33 121.40(17) . . ?
C27 C26 C25 121.27(19) . . ?
C28 C27 C26 119.71(19) . . ?
C27 C28 C29 121.9(2) . . ?
C28 C29 C24 117.35(18) . . ?
C28 C29 C30 119.29(18) . . ?
C24 C29 C30 123.35(17) . . ?
C29 C30 C31 110.95(18) . . ?
C29 C30 C32 111.5(2) . . ?
C31 C30 C32 110.1(2) . . ?
C34 C33 C25 109.69(17) . . ?
C34 C33 C35 111.3(2) . . ?
C25 C33 C35 113.56(19) . . ?
C23 N1 C24 123.02(15) . . ?
C23 N2 C19 118.58(15) . . ?
C23 N2 B 121.11(14) . . ?
C19 N2 B 120.11(14) . . ?
N2 B C1 111.17(13) . . ?
N2 B C7 112.27(14) . . ?
C1 B C7 102.11(14) . . ?
N2 B C13 102.65(13) . . ?
C1 B C13 116.72(14) . . ?
C7 B C13 112.29(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
C1 C6 1.390(3) . ?
C1 C2 1.391(3) . ?
C1 B 1.644(3) . ?
C2 F15 1.352(2) . ?
C2 C3 1.368(3) . ?
C3 F14 1.342(2) . ?
C3 C4 1.376(3) . ?
C4 F13 1.343(3) . ?
C4 C5 1.364(3) . ?
C5 F12 1.340(3) . ?
C5 C6 1.374(3) . ?
C6 F11 1.346(2) . ?
C7 C8 1.384(3) . ?
C7 C12 1.395(3) . ?
C7 B 1.646(3) . ?
C8 F6 1.357(2) . ?
C8 C9 1.374(3) . ?
C9 F7 1.344(3) . ?
C9 C10 1.373(4) . ?
C10 F8 1.335(2) . ?
C10 C11 1.367(4) . ?
C11 F9 1.345(3) . ?
C11 C12 1.370(3) . ?
C12 F10 1.347(3) . ?
C13 C14 1.377(2) . ?
C13 C18 1.393(3) . ?
C13 B 1.649(3) . ?
C14 F1 1.356(2) . ?
C14 C15 1.387(3) . ?
C15 F2 1.336(2) . ?
C15 C16 1.374(3) . ?
C16 F3 1.338(2) . ?
C16 C17 1.369(3) . ?
C17 F4 1.339(2) . ?
C17 C18 1.374(3) . ?
C18 F5 1.350(2) . ?
C19 N2 1.360(2) . ?
C19 C20 1.363(3) . ?
C20 C21 1.387(3) . ?
C21 C22 1.357(3) . ?
C22 C23 1.410(3) . ?
C23 N1 1.351(2) . ?
C23 N2 1.360(2) . ?
C24 C29 1.401(3) . ?
C24 C25 1.401(3) . ?
C24 N1 1.443(2) . ?
C25 C26 1.386(3) . ?
C25 C33 1.519(3) . ?
C26 C27 1.379(3) . ?
C27 C28 1.374(3) . ?
C28 C29 1.385(3) . ?
C29 C30 1.518(3) . ?
C30 C31 1.530(3) . ?
C30 C32 1.531(4) . ?
C33 C34 1.516(3) . ?
C33 C35 1.525(3) . ?
N2 B 1.619(2) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139206864
