#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/84/4328484.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_4328484
loop_
_publ_author_name
'Wilfried-Solo Ojo'
'Kane Jacob'
'Emmanuelle Despagnet-Ayoub'
'Bianca K. Muñoz'
'Sergio Gonell'
'Laure Vendier'
'Viet-Hoang Nguyen'
'Michel Etienne'
_publ_contact_author
;
Michel Etienne
;
_publ_contact_author_address
;
Laboratoire de Chimie de Coordination
205 Route de Narbonne
31077 Toulouse Cedex 04
;
_publ_contact_author_email       Michel.Etienne@lcc-toulouse.fr
_publ_section_title
;
 Highly Fluorinated Aryl-Substituted Tris(indazolyl)borate Thallium
 Complexes: Diverse Regiochemistry at the B-N Bond
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2893
_journal_page_last               2901
_journal_paper_doi               10.1021/ic202125c
_journal_volume                  51
_journal_year                    2012
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C13 H F9 N2'
_chemical_formula_sum            'C13 H F9 N2'
_chemical_formula_weight         356.16
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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
_cell_angle_alpha                67.237(3)
_cell_angle_beta                 82.115(2)
_cell_angle_gamma                89.001(2)
_cell_formula_units_Z            2
_cell_length_a                   3.81860(10)
_cell_length_b                   12.3676(3)
_cell_length_c                   13.7752(4)
_cell_measurement_reflns_used    8502
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      29.17
_cell_measurement_theta_min      3.5686
_cell_measurement_wavelength     0.71073
_cell_volume                     593.77(3)
_computing_cell_refinement       'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_data_collection       'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_data_reduction        'CrysAlisPro, Oxford Diffraction Ltd.'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1993)'
_diffrn_ambient_temperature      180(2)
_diffrn_detector_area_resol_mean 16.1978
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0184
_diffrn_reflns_av_unetI/netI     0.011
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11765
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         3.58
_exptl_absorpt_coefficient_mu    0.22
_exptl_absorpt_correction_T_max  0.997
_exptl_absorpt_correction_T_min  0.906
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
        (compiled Apr 28 2010,14:27:37)
        empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.992
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             348
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.241
_refine_diff_density_min         -0.168
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.141
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         2253
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.14
_refine_ls_R_factor_all          0.0323
_refine_ls_R_factor_gt           0.027
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0461P)²+0.1159P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.081
_refine_ls_wR_factor_ref         0.083
_reflns_number_gt                1902
_reflns_number_total             2253
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ic202125c_si_001_3.cif
_cod_data_source_block           2
_cod_original_sg_symbol_Hall     '-P 1 '
_cod_database_code               4328484
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
C1 C 0.4809(3) -0.12073(11) 0.79734(11) 0.0219(3) Uani 1 1 d .
C2 C 0.4687(4) -0.13840(12) 0.70389(11) 0.0245(3) Uani 1 1 d .
C3 C 0.5637(4) -0.24241(13) 0.69404(12) 0.0320(3) Uani 1 1 d .
C4 C 0.6733(4) -0.33291(13) 0.77856(14) 0.0368(4) Uani 1 1 d .
C5 C 0.6826(4) -0.31939(12) 0.87311(13) 0.0341(4) Uani 1 1 d .
C6 C 0.5849(4) -0.21537(12) 0.88195(11) 0.0273(3) Uani 1 1 d .
C7 C 0.3826(3) -0.00933(11) 0.80796(10) 0.0213(3) Uani 1 1 d .
C8 C 0.4733(3) 0.10999(11) 0.73768(10) 0.0206(3) Uani 1 1 d .
C9 C 0.3120(4) 0.17600(12) 0.79355(10) 0.0221(3) Uani 1 1 d .
C10 C 0.3421(4) 0.29864(11) 0.75278(11) 0.0256(3) Uani 1 1 d .
C11 C 0.5371(4) 0.35416(12) 0.65561(11) 0.0275(3) Uani 1 1 d .
C12 C 0.7048(4) 0.29031(12) 0.59837(11) 0.0262(3) Uani 1 1 d .
C13 C 0.6757(3) 0.17036(12) 0.63807(10) 0.0228(3) Uani 1 1 d .
F2 F 0.3510(2) -0.05493(7) 0.62143(7) 0.0338(2) Uani 1 1 d .
F3 F 0.5433(3) -0.25567(9) 0.60333(8) 0.0502(3) Uani 1 1 d .
F4 F 0.7701(3) -0.43304(9) 0.76986(10) 0.0608(3) Uani 1 1 d .
F5 F 0.7900(3) -0.40647(8) 0.95582(9) 0.0540(3) Uani 1 1 d .
F6 F 0.5969(3) -0.20752(7) 0.97594(7) 0.0398(2) Uani 1 1 d .
F10 F 0.1804(3) 0.35807(7) 0.80834(7) 0.0378(2) Uani 1 1 d .
F11 F 0.5782(3) 0.47094(7) 0.61285(7) 0.0422(3) Uani 1 1 d .
F12 F 0.9026(2) 0.34982(7) 0.50504(7) 0.0379(2) Uani 1 1 d .
F13 F 0.8483(2) 0.11278(7) 0.58289(6) 0.0313(2) Uani 1 1 d .
N1 N 0.1869(3) -0.01329(10) 0.89666(9) 0.0251(3) Uani 1 1 d .
N2 N 0.1423(3) 0.09911(10) 0.88700(9) 0.0259(3) Uani 1 1 d D
H2 H 0.038(5) 0.1100(17) 0.9410(11) 0.05 Uiso 1 1 d 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 0 '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'
N N 0.0061 0.0033 '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
C2 C1 C6 116.18(12)
C2 C1 C7 122.46(12)
C6 C1 C7 121.35(12)
F2 C2 C3 117.74(13)
F2 C2 C1 119.96(12)
C3 C2 C1 122.26(13)
F3 C3 C4 120.10(13)
F3 C3 C2 120.04(14)
C4 C3 C2 119.86(14)
F4 C4 C3 120.57(15)
F4 C4 C5 119.91(15)
C3 C4 C5 119.52(13)
F5 C5 C6 119.87(15)
F5 C5 C4 120.18(14)
C6 C5 C4 119.95(14)
F6 C6 C5 117.33(13)
F6 C6 C1 120.48(12)
C5 C6 C1 122.19(14)
N1 C7 C8 110.32(11)
N1 C7 C1 118.83(12)
C8 C7 C1 130.82(12)
C13 C8 C9 118.19(12)
C13 C8 C7 137.76(12)
C9 C8 C7 104.00(11)
N2 C9 C10 130.43(13)
N2 C9 C8 107.16(11)
C10 C9 C8 122.41(13)
F10 C10 C11 121.88(12)
F10 C10 C9 120.36(13)
C11 C10 C9 117.75(13)
F11 C11 C10 120.59(13)
F11 C11 C12 118.31(13)
C10 C11 C12 121.10(12)
F12 C12 C13 120.55(13)
F12 C12 C11 118.16(12)
C13 C12 C11 121.26(13)
F13 C13 C12 119.43(12)
F13 C13 C8 121.25(12)
C12 C13 C8 119.29(12)
C7 N1 N2 106.95(11)
C9 N2 N1 111.56(11)
C9 N2 H2 130.6(13)
N1 N2 H2 117.3(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.3934(19)
C1 C6 1.3934(19)
C1 C7 1.4776(18)
C2 F2 1.3323(16)
C2 C3 1.382(2)
C3 F3 1.3341(17)
C3 C4 1.376(2)
C4 F4 1.3308(17)
C4 C5 1.381(2)
C5 F5 1.3378(17)
C5 C6 1.379(2)
C6 F6 1.3423(16)
C7 N1 1.3260(17)
C7 C8 1.4334(18)
C8 C13 1.4051(19)
C8 C9 1.4059(18)
C9 N2 1.3515(18)
C9 C10 1.3995(18)
C10 F10 1.3404(16)
C10 C11 1.361(2)
C11 F11 1.3348(16)
C11 C12 1.407(2)
C12 F12 1.3364(16)
C12 C13 1.3688(19)
C13 F13 1.3358(16)
N1 N2 1.3542(16)
N2 H2 0.851(9)
