#------------------------------------------------------------------------------
#$Date: 2016-03-22 13:50:58 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178980 $
#$URL: svn://www.crystallography.net/cod/cif/4/12/03/4120329.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_4120329
loop_
_publ_author_name
'Zaozao Qiu'
'Yangjian Quan'
'Zuowei Xie'
_publ_section_title
;
 Palladium-Catalyzed Selective Fluorination of o-Carboranes
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12192
_journal_page_last               12195
_journal_paper_doi               10.1021/ja405808t
_journal_volume                  135
_journal_year                    2013
_chemical_formula_sum            'C6 H18 B10 F2'
_chemical_formula_weight         236.30
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           36
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'C 2c -2'
_symmetry_space_group_name_H-M   'C m c 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.3580(8)
_cell_length_b                   10.9827(8)
_cell_length_c                   12.1927(9)
_cell_measurement_reflns_used    352
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      15
_cell_volume                     1387.03(18)
_computing_cell_refinement       'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_data_collection       'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_data_reduction        'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_molecular_graphics    'SIEMENS SHELXTL'
_computing_publication_material  'SIEMENS SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_diffrn_measurement_method       'PHI & OMEGA SCAN'
_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  0.0718
_diffrn_reflns_av_sigmaI/netI    0.0660
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6151
_diffrn_reflns_theta_full        25.24
_diffrn_reflns_theta_max         25.24
_diffrn_reflns_theta_min         2.70
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.7103
_exptl_absorpt_correction_T_min  0.5617
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.132
_exptl_crystal_description       block
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.188
_refine_diff_density_min         -0.162
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     94
_refine_ls_number_reflns         1325
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.0636
_refine_ls_R_factor_gt           0.0566
_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)+(0.0962P)²+0.1668P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1505
_refine_ls_wR_factor_ref         0.1594
_reflns_number_gt                1154
_reflns_number_total             1325
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja405808t_si_001_7.cif
_cod_data_source_block           4q
_cod_database_code               4120329
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, z+1/2'
'-x, y, z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, 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
F1 F 0.25141(13) 0.34910(15) 0.25412(18) 0.0836(6) Uani 1 1 d .
C1 C 0.0000 0.1057(3) 0.3702(3) 0.0444(7) Uani 1 2 d S
C2 C 0.0000 0.2121(3) 0.4698(2) 0.0469(7) Uani 1 2 d S
C11 C 0.0000 -0.0279(3) 0.4027(4) 0.0719(11) Uani 1 2 d S
H11A H -0.0822 -0.0632 0.3852 0.108 Uiso 0.50 1 calc PR
H11B H 0.0155 -0.0349 0.4800 0.108 Uiso 0.50 1 calc PR
H11C H 0.0667 -0.0698 0.3632 0.108 Uiso 0.50 1 calc PR
C12 C 0.0000 0.1724(4) 0.5893(3) 0.0755(13) Uani 1 2 d S
H12A H -0.0819 0.1915 0.6219 0.113 Uiso 0.50 1 calc PR
H12B H 0.0673 0.2144 0.6280 0.113 Uiso 0.50 1 calc PR
H12C H 0.0146 0.0862 0.5935 0.113 Uiso 0.50 1 calc PR
C13 C 0.0000 0.5397(3) 0.2869(4) 0.0704(10) Uani 1 2 d S
H13A H 0.0000 0.5861 0.3537 0.106 Uiso 1 2 calc SR
H13B H -0.0757 0.5592 0.2450 0.106 Uiso 0.50 1 calc PR
H13C H 0.0757 0.5592 0.2450 0.106 Uiso 0.50 1 calc PR
C14 C 0.0000 0.3199(4) 0.0821(3) 0.0794(13) Uani 1 2 d S
H14A H 0.0000 0.2472 0.0384 0.119 Uiso 1 2 calc SR
H14B H 0.0757 0.3670 0.0658 0.119 Uiso 0.50 1 calc PR
H14C H -0.0757 0.3670 0.0658 0.119 Uiso 0.50 1 calc PR
B3 B 0.1368(2) 0.1873(2) 0.3947(2) 0.0508(6) Uani 1 1 d .
H3 H 0.2257 0.1477 0.4288 0.061 Uiso 1 1 calc R
B4 B 0.0844(2) 0.1542(2) 0.2598(2) 0.0471(6) Uani 1 1 d .
H4 H 0.1396 0.0938 0.2053 0.057 Uiso 1 1 calc R
B5 B 0.0847(2) 0.3355(2) 0.4292(2) 0.0487(6) Uani 1 1 d .
H5 H 0.1405 0.3935 0.4854 0.058 Uiso 1 1 calc R
B6 B 0.1381(2) 0.3035(2) 0.2942(2) 0.0484(6) Uani 1 1 d .
B7 B 0.0000 0.2841(3) 0.2091(3) 0.0482(8) Uani 1 2 d S
B8 B 0.0000 0.3987(3) 0.3153(3) 0.0473(8) Uani 1 2 d S
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'
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
C11 C1 C2 118.8(3) . .
C11 C1 B4 120.8(2) . 4
C2 C1 B4 110.80(18) . 4
C11 C1 B4 120.8(2) . .
C2 C1 B4 110.80(18) . .
B4 C1 B4 62.2(2) 4 .
C11 C1 B3 117.54(14) . .
C2 C1 B3 60.59(14) . .
B4 C1 B3 113.8(2) 4 .
B4 C1 B3 62.84(14) . .
C11 C1 B3 117.54(14) . 4
C2 C1 B3 60.59(14) . 4
B4 C1 B3 62.85(14) 4 4
B4 C1 B3 113.8(2) . 4
B3 C1 B3 112.6(2) . 4
C12 C2 C1 119.4(3) . .
C12 C2 B5 120.7(2) . 4
C1 C2 B5 110.20(19) . 4
C12 C2 B5 120.7(2) . .
C1 C2 B5 110.20(19) . .
B5 C2 B5 62.6(2) 4 .
C12 C2 B3 117.88(15) . 4
C1 C2 B3 60.23(13) . 4
B5 C2 B3 62.63(13) 4 4
B5 C2 B3 113.7(2) . 4
C12 C2 B3 117.88(15) . .
C1 C2 B3 60.23(13) . .
B5 C2 B3 113.7(2) 4 .
B5 C2 B3 62.63(13) . .
B3 C2 B3 112.0(2) 4 .
C1 B3 C2 59.19(17) . .
C1 B3 B5 105.80(17) . .
C2 B3 B5 58.13(15) . .
C1 B3 B6 105.34(17) . .
C2 B3 B6 105.20(17) . .
B5 B3 B6 60.14(14) . .
C1 B3 B4 58.24(15) . .
C2 B3 B4 106.03(15) . .
B5 B3 B4 108.46(17) . .
B6 B3 B4 60.47(13) . .
C1 B4 B4 58.88(10) . 4
C1 B4 B3 58.91(14) . .
B4 B4 B3 107.88(10) 4 .
C1 B4 B6 105.31(18) . .
B4 B4 B6 108.20(10) 4 .
B3 B4 B6 59.77(13) . .
C1 B4 B7 105.95(15) . .
B4 B4 B7 60.66(9) 4 .
B3 B4 B7 107.97(17) . .
B6 B4 B7 59.91(13) . .
C2 B5 B5 58.71(10) . 4
C2 B5 B3 59.25(13) . .
B5 B5 B3 107.80(10) 4 .
C2 B5 B6 105.99(17) . .
B5 B5 B6 108.21(11) 4 .
B3 B5 B6 60.02(14) . .
C2 B5 B8 106.56(16) . .
B5 B5 B8 60.54(10) 4 .
B3 B5 B8 108.87(18) . .
B6 B5 B8 60.47(14) . .
F1 B6 B3 121.2(2) . .
F1 B6 B5 121.9(2) . .
B3 B6 B5 59.84(14) . .
F1 B6 B7 121.7(2) . .
B3 B6 B7 108.12(18) . .
B5 B6 B7 108.32(17) . .
F1 B6 B4 121.42(19) . .
B3 B6 B4 59.77(15) . .
B5 B6 B4 107.68(17) . .
B7 B6 B4 60.10(16) . .
F1 B6 B8 121.6(2) . .
B3 B6 B8 108.42(18) . .
B5 B6 B8 60.09(16) . .
B7 B6 B8 60.74(17) . .
B4 B6 B8 108.74(17) . .
C14 B7 B6 122.38(14) . .
C14 B7 B6 122.38(14) . 4
B6 B7 B6 106.9(2) . 4
C14 B7 B4 122.2(2) . .
B6 B7 B4 60.00(12) . .
B6 B7 B4 106.7(2) 4 .
C14 B7 B4 122.2(2) . 4
B6 B7 B4 106.7(2) . 4
B6 B7 B4 60.00(12) 4 4
B4 B7 B4 58.68(19) . 4
C14 B7 B8 121.6(3) . .
B6 B7 B8 59.90(14) . .
B6 B7 B8 59.90(14) 4 .
B4 B7 B8 108.0(2) . .
B4 B7 B8 108.0(2) 4 .
C13 B8 B5 123.3(2) . .
C13 B8 B5 123.3(2) . 4
B5 B8 B5 58.93(19) . 4
C13 B8 B6 122.59(15) . .
B5 B8 B6 59.43(14) . .
B5 B8 B6 106.1(2) 4 .
C13 B8 B6 122.59(15) . 4
B5 B8 B6 106.1(2) . 4
B5 B8 B6 59.44(14) 4 4
B6 B8 B6 106.1(2) . 4
C13 B8 B7 121.6(3) . .
B5 B8 B7 106.7(2) . .
B5 B8 B7 106.7(2) 4 .
B6 B8 B7 59.36(14) . .
B6 B8 B7 59.36(14) 4 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
F1 B6 1.366(2) .
C1 C11 1.519(4) .
C1 C2 1.685(5) .
C1 B4 1.691(4) 4
C1 B4 1.691(4) .
C1 B3 1.703(3) .
C1 B3 1.703(3) 4
C2 C12 1.521(4) .
C2 B5 1.689(3) 4
C2 B5 1.689(3) .
C2 B3 1.709(3) 4
C2 B3 1.709(3) .
C13 B8 1.587(5) .
C14 B7 1.598(5) .
B3 B5 1.766(3) .
B3 B6 1.769(3) .
B3 B4 1.769(4) .
B4 B4 1.748(4) 4
B4 B6 1.782(3) .
B4 B7 1.784(4) .
B5 B5 1.754(4) 4
B5 B6 1.771(4) .
B5 B8 1.783(4) .
B6 B7 1.780(3) .
B6 B8 1.790(3) .
B7 B6 1.780(3) 4
B7 B4 1.784(4) 4
B7 B8 1.805(5) .
B8 B5 1.783(4) 4
B8 B6 1.790(3) 4
