#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:50:43 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179131 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/93/4309372.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_4309372
loop_
_publ_author_name
'Andrew J. Mountford'
'Simon J. Lancaster'
'Simon J. Coles'
'Peter N. Horton'
'David L. Hughes'
'Michael B. Hursthouse'
'Mark E. Light'
_publ_section_title
;
Intra- and Intermolecular N-H...F-C Hydrogen-Bonding Interactions in
Amine Adducts of Tris(pentafluorophenyl)borane and -alane
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5921
_journal_page_last               5933
_journal_paper_doi               10.1021/ic050663n
_journal_volume                  44
_journal_year                    2005
_chemical_formula_moiety         'C32 H15 B F15 N'
_chemical_formula_structural     (C6F5)3B-NHBz2
_chemical_formula_sum            'C32 H15 B F15 N'
_chemical_formula_weight         709.26
_chemical_name_common            'Compound 1h'
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 116.9070(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   22.8044(4)
_cell_length_b                   13.2282(3)
_cell_length_c                   23.0749(5)
_cell_measurement_reflns_used    7204
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      2.910
_cell_volume                     6207.2(2)
_computing_cell_refinement
' DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)'
_computing_data_collection       ' DENZO (Otwinowski and Minor, 1997)'
_computing_data_reduction
' DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)'
_computing_molecular_graphics    'PLATON (Spek, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997b)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Nonius KappaCCD Area Detector'
_diffrn_measurement_method       'φ and ω scans to fill Ewald Sphere'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0493
_diffrn_reflns_av_sigmaI/netI    0.0376
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            42285
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.01
_exptl_absorpt_coefficient_mu    0.152
_exptl_absorpt_correction_T_max  0.9703
_exptl_absorpt_correction_T_min  0.9419
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SORTAV Blessing (1997)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.518
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             2832
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.383
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       0.0013(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     443
_refine_ls_number_reflns         7081
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0695
_refine_ls_R_factor_gt           0.0459
_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)+(0.0794P)²+0.8784P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1241
_refine_ls_wR_factor_ref         0.1338
_reflns_number_gt                5106
_reflns_number_total             7081
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic050663nsi20050429_025944_07.cif
_cod_data_source_block           03s0573
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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               4309372
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.31226(8) 0.03564(12) 0.22429(8) 0.0253(4) Uani 1 1 d . . .
C2 C 0.25296(9) 0.08298(13) 0.20980(9) 0.0300(4) Uani 1 1 d . . .
C3 C 0.20705(9) 0.10884(14) 0.14800(9) 0.0378(5) Uani 1 1 d . . .
C4 C 0.21994(11) 0.08983(16) 0.09646(9) 0.0436(5) Uani 1 1 d . . .
C5 C 0.27878(11) 0.04616(16) 0.10778(9) 0.0409(5) Uani 1 1 d . . .
C6 C 0.32327(9) 0.02046(13) 0.17044(9) 0.0314(4) Uani 1 1 d . . .
C7 C 0.33148(8) -0.04288(12) 0.34208(8) 0.0221(3) Uani 1 1 d . . .
C8 C 0.36692(8) -0.05086(12) 0.40896(8) 0.0239(4) Uani 1 1 d . . .
C9 C 0.34593(8) -0.09930(13) 0.44924(8) 0.0261(4) Uani 1 1 d . . .
C10 C 0.28592(8) -0.14583(13) 0.42243(8) 0.0267(4) Uani 1 1 d . . .
C11 C 0.24898(8) -0.14388(13) 0.35614(8) 0.0257(4) Uani 1 1 d . . .
C12 C 0.27158(8) -0.09364(12) 0.31782(8) 0.0244(4) Uani 1 1 d . . .
C13 C 0.41806(8) -0.08486(12) 0.30447(8) 0.0260(4) Uani 1 1 d . . .
C14 C 0.48477(9) -0.08724(13) 0.34616(9) 0.0282(4) Uani 1 1 d . . .
C15 C 0.52453(9) -0.17121(14) 0.35656(10) 0.0341(4) Uani 1 1 d . . .
C16 C 0.49717(10) -0.25905(14) 0.32444(11) 0.0388(5) Uani 1 1 d . . .
C17 C 0.43121(10) -0.26243(13) 0.28265(10) 0.0369(5) Uani 1 1 d . . .
C18 C 0.39358(9) -0.17649(13) 0.27360(9) 0.0312(4) Uani 1 1 d . . .
C19 C 0.43195(8) 0.15735(12) 0.28787(8) 0.0257(4) Uani 1 1 d . . .
H19A H 0.4544 0.1044 0.2749 0.031 Uiso 1 1 calc R . .
H19B H 0.3942 0.1820 0.2478 0.031 Uiso 1 1 calc R . .
C20 C 0.47898(9) 0.24351(13) 0.31787(8) 0.0272(4) Uani 1 1 d . . .
C21 C 0.45686(10) 0.34190(15) 0.30509(11) 0.0419(5) Uani 1 1 d . . .
H21 H 0.4119 0.3551 0.2767 0.050 Uiso 1 1 calc R . .
C22 C 0.49979(12) 0.42149(17) 0.33345(12) 0.0574(7) Uani 1 1 d . . .
H22 H 0.4844 0.4891 0.3241 0.069 Uiso 1 1 calc R . .
C23 C 0.56495(12) 0.40281(17) 0.37533(11) 0.0517(6) Uani 1 1 d . . .
H23 H 0.5941 0.4575 0.3954 0.062 Uiso 1 1 calc R . .
C24 C 0.58741(10) 0.30602(17) 0.38784(9) 0.0398(5) Uani 1 1 d . . .
H24 H 0.6323 0.2934 0.4166 0.048 Uiso 1 1 calc R . .
C25 C 0.54511(9) 0.22576(15) 0.35885(8) 0.0308(4) Uani 1 1 d . . .
H25 H 0.5614 0.1584 0.3670 0.037 Uiso 1 1 calc R . .
C26 C 0.36841(8) 0.18503(13) 0.35123(8) 0.0271(4) Uani 1 1 d . . .
H26A H 0.3360 0.1477 0.3606 0.032 Uiso 1 1 calc R . .
H26B H 0.3435 0.2303 0.3139 0.032 Uiso 1 1 calc R . .
C27 C 0.41000(9) 0.24959(13) 0.40967(9) 0.0300(4) Uani 1 1 d . . .
C28 C 0.38672(14) 0.34435(18) 0.41397(12) 0.0652(8) Uani 1 1 d . . .
H28 H 0.3470 0.3684 0.3795 0.078 Uiso 1 1 calc R . .
C29 C 0.42064(16) 0.4046(2) 0.46797(14) 0.0836(11) Uani 1 1 d . . .
H29 H 0.4041 0.4697 0.4701 0.100 Uiso 1 1 calc R . .
C30 C 0.47763(13) 0.37133(17) 0.51830(11) 0.0556(6) Uani 1 1 d . . .
H30 H 0.5001 0.4124 0.5557 0.067 Uiso 1 1 calc R . .
C31 C 0.50191(10) 0.27908(15) 0.51454(10) 0.0383(5) Uani 1 1 d . . .
H31 H 0.5421 0.2563 0.5489 0.046 Uiso 1 1 calc R . .
C32 C 0.46797(9) 0.21823(14) 0.46058(9) 0.0316(4) Uani 1 1 d . . .
H32 H 0.4851 0.1535 0.4587 0.038 Uiso 1 1 calc R . .
B1 B 0.36507(9) 0.00493(14) 0.29842(9) 0.0226(4) Uani 1 1 d . . .
N1 N 0.40573(7) 0.10976(10) 0.33148(7) 0.0223(3) Uani 1 1 d . . .
H1 H 0.4423 0.0906 0.3694 0.027 Uiso 1 1 calc R . .
F1 F 0.23641(5) 0.10579(8) 0.25749(5) 0.0345(3) Uani 1 1 d . . .
F2 F 0.15017(6) 0.15312(10) 0.13766(6) 0.0536(4) Uani 1 1 d . . .
F3 F 0.17595(7) 0.11440(11) 0.03584(6) 0.0642(4) Uani 1 1 d . . .
F4 F 0.29339(7) 0.02928(11) 0.05838(6) 0.0607(4) Uani 1 1 d . . .
F5 F 0.38043(6) -0.01950(8) 0.17750(5) 0.0391(3) Uani 1 1 d . . .
F6 F 0.42825(5) -0.01029(8) 0.43896(5) 0.0313(3) Uani 1 1 d . . .
F7 F 0.38453(5) -0.10225(8) 0.51353(5) 0.0359(3) Uani 1 1 d . . .
F8 F 0.26384(5) -0.19371(8) 0.45974(5) 0.0357(3) Uani 1 1 d . . .
F9 F 0.19056(5) -0.19179(8) 0.32878(5) 0.0352(3) Uani 1 1 d . . .
F10 F 0.23086(5) -0.09806(8) 0.25332(4) 0.0312(2) Uani 1 1 d . . .
F11 F 0.51623(5) -0.00478(7) 0.38161(5) 0.0329(3) Uani 1 1 d . . .
F12 F 0.58838(5) -0.16705(9) 0.39864(6) 0.0471(3) Uani 1 1 d . . .
F13 F 0.53478(6) -0.34163(8) 0.33446(7) 0.0548(4) Uani 1 1 d . . .
F14 F 0.40356(6) -0.34883(8) 0.25216(7) 0.0512(3) Uani 1 1 d . . .
F15 F 0.32897(5) -0.18497(8) 0.23259(5) 0.0382(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
C2 C1 C6 113.63(16) . . ?
C2 C1 B1 122.71(15) . . ?
C6 C1 B1 123.62(16) . . ?
F1 C2 C3 115.28(17) . . ?
F1 C2 C1 120.43(15) . . ?
C3 C2 C1 124.29(18) . . ?
F2 C3 C4 119.66(17) . . ?
F2 C3 C2 120.87(19) . . ?
C4 C3 C2 119.46(19) . . ?
F3 C4 C3 120.5(2) . . ?
F3 C4 C5 120.4(2) . . ?
C3 C4 C5 119.11(17) . . ?
F4 C5 C4 120.32(18) . . ?
F4 C5 C6 120.0(2) . . ?
C4 C5 C6 119.64(18) . . ?
F5 C6 C5 115.83(17) . . ?
F5 C6 C1 120.37(16) . . ?
C5 C6 C1 123.79(19) . . ?
C8 C7 C12 112.53(14) . . ?
C8 C7 B1 120.91(14) . . ?
C12 C7 B1 125.72(14) . . ?
F6 C8 C9 115.51(14) . . ?
F6 C8 C7 119.01(14) . . ?
C9 C8 C7 125.47(15) . . ?
F7 C9 C10 120.64(15) . . ?
F7 C9 C8 120.31(15) . . ?
C10 C9 C8 119.04(15) . . ?
F8 C10 C9 120.89(15) . . ?
F8 C10 C11 120.42(15) . . ?
C9 C10 C11 118.68(15) . . ?
F9 C11 C10 119.45(15) . . ?
F9 C11 C12 120.24(15) . . ?
C10 C11 C12 120.31(15) . . ?
F10 C12 C11 114.52(14) . . ?
F10 C12 C7 121.56(14) . . ?
C11 C12 C7 123.92(15) . . ?
C14 C13 C18 113.38(16) . . ?
C14 C13 B1 127.30(15) . . ?
C18 C13 B1 118.33(15) . . ?
F11 C14 C13 121.02(15) . . ?
F11 C14 C15 114.48(16) . . ?
C13 C14 C15 124.49(17) . . ?
F12 C15 C16 120.57(16) . . ?
F12 C15 C14 120.37(17) . . ?
C16 C15 C14 119.04(18) . . ?
F13 C16 C15 119.90(19) . . ?
F13 C16 C17 120.42(18) . . ?
C15 C16 C17 119.67(17) . . ?
F14 C17 C16 120.16(17) . . ?
F14 C17 C18 120.63(19) . . ?
C16 C17 C18 119.19(17) . . ?
F15 C18 C17 116.37(16) . . ?
F15 C18 C13 119.39(15) . . ?
C17 C18 C13 124.23(18) . . ?
C20 C19 N1 114.95(13) . . ?
C20 C19 H19A 108.5 . . ?
N1 C19 H19A 108.5 . . ?
C20 C19 H19B 108.5 . . ?
N1 C19 H19B 108.5 . . ?
H19A C19 H19B 107.5 . . ?
C21 C20 C25 118.96(16) . . ?
C21 C20 C19 120.12(16) . . ?
C25 C20 C19 120.91(16) . . ?
C20 C21 C22 120.3(2) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
C23 C22 C21 120.1(2) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C24 C23 C22 119.99(19) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C23 C24 C25 120.36(19) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
C24 C25 C20 120.18(19) . . ?
C24 C25 H25 119.9 . . ?
C20 C25 H25 119.9 . . ?
N1 C26 C27 115.47(14) . . ?
N1 C26 H26A 108.4 . . ?
C27 C26 H26A 108.4 . . ?
N1 C26 H26B 108.4 . . ?
C27 C26 H26B 108.4 . . ?
H26A C26 H26B 107.5 . . ?
C32 C27 C28 117.64(17) . . ?
C32 C27 C26 124.27(16) . . ?
C28 C27 C26 118.01(17) . . ?
C27 C28 C29 120.7(2) . . ?
C27 C28 H28 119.6 . . ?
C29 C28 H28 119.6 . . ?
C30 C29 C28 120.6(2) . . ?
C30 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?
C31 C30 C29 119.6(2) . . ?
C31 C30 H30 120.2 . . ?
C29 C30 H30 120.2 . . ?
C30 C31 C32 120.0(2) . . ?
C30 C31 H31 120.0 . . ?
C32 C31 H31 120.0 . . ?
C27 C32 C31 121.42(18) . . ?
C27 C32 H32 119.3 . . ?
C31 C32 H32 119.3 . . ?
C1 B1 C7 114.18(14) . . ?
C1 B1 N1 105.57(12) . . ?
C7 B1 N1 111.11(13) . . ?
C1 B1 C13 115.50(14) . . ?
C7 B1 C13 101.37(12) . . ?
N1 B1 C13 109.15(13) . . ?
C26 N1 C19 111.80(12) . . ?
C26 N1 B1 114.74(12) . . ?
C19 N1 B1 110.42(12) . . ?
C26 N1 H1 106.4 . . ?
C19 N1 H1 106.4 . . ?
B1 N1 H1 106.4 . . ?
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 C2 1.387(3) . ?
C1 C6 1.389(2) . ?
C1 B1 1.636(2) . ?
C2 F1 1.349(2) . ?
C2 C3 1.377(3) . ?
C3 F2 1.343(2) . ?
C3 C4 1.371(3) . ?
C4 F3 1.341(2) . ?
C4 C5 1.373(3) . ?
C5 F4 1.343(2) . ?
C5 C6 1.381(3) . ?
C6 F5 1.346(2) . ?
C7 C8 1.384(2) . ?
C7 C12 1.392(2) . ?
C7 B1 1.643(2) . ?
C8 F6 1.3590(18) . ?
C8 C9 1.381(2) . ?
C9 F7 1.3398(19) . ?
C9 C10 1.367(2) . ?
C10 F8 1.3373(19) . ?
C10 C11 1.372(2) . ?
C11 F9 1.3467(19) . ?
C11 C12 1.379(2) . ?
C12 F10 1.3526(19) . ?
C13 C14 1.384(2) . ?
C13 C18 1.389(2) . ?
C13 B1 1.655(2) . ?
C14 F11 1.357(2) . ?
C14 C15 1.384(2) . ?
C15 F12 1.337(2) . ?
C15 C16 1.368(3) . ?
C16 F13 1.343(2) . ?
C16 C17 1.372(3) . ?
C17 F14 1.341(2) . ?
C17 C18 1.382(3) . ?
C18 F15 1.348(2) . ?
C19 C20 1.502(2) . ?
C19 N1 1.520(2) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.379(3) . ?
C20 C25 1.390(3) . ?
C21 C22 1.384(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.380(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.361(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.386(3) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 N1 1.508(2) . ?
C26 C27 1.513(2) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C32 1.376(3) . ?
C27 C28 1.382(3) . ?
C28 C29 1.383(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.366(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.359(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.388(3) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
B1 N1 1.651(2) . ?
N1 H1 0.9300 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 F11 0.93 2.02 2.7102(16) 129.5 .
N1 H1 F6 0.93 2.22 2.7900(16) 118.9 .
