#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/10/99/4109960.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_4109960
loop_
_publ_author_name
'Todd W. Hudnall'
'François P. Gabbaï'
_publ_section_title
;
 Ammonium Boranes for the Selective Complexation of Cyanide or Fluoride
 Ions in Water
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              11978
_journal_page_last               11986
_journal_paper_doi               10.1021/ja073793z
_journal_volume                  129
_journal_year                    2007
_chemical_formula_moiety         1-{Mes2B}-2-{Me3N}C6H4-SO3CF3
_chemical_formula_sum            'C28 H35 B F3 N O3 S'
_chemical_formula_weight         533.44
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 113.423(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.061(4)
_cell_length_b                   12.976(3)
_cell_length_c                   16.329(4)
_cell_measurement_temperature    110(2)
_cell_volume                     2733.8(12)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      110(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0819
_diffrn_reflns_av_sigmaI/netI    0.1024
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            11848
_diffrn_reflns_theta_full        24.00
_diffrn_reflns_theta_max         24.00
_diffrn_reflns_theta_min         1.58
_exptl_absorpt_coefficient_mu    0.169
_exptl_absorpt_correction_T_max  0.99999
_exptl_absorpt_correction_T_min  0.127831
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_description       block
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.520
_refine_diff_density_min         -0.461
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       0.0031(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     335
_refine_ls_number_reflns         4286
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.1105
_refine_ls_R_factor_gt           0.0707
_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)+(0.0320P)²+9.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1466
_refine_ls_wR_factor_ref         0.1604
_reflns_number_gt                2710
_reflns_number_total             4286
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja073793zsi20070525_042218.cif
_cod_data_source_block           sad
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_hydrogen_treatment' value 'constrained' was replaced with
the value 'constr' as specified in the replacement file
'src/cod-tools/trunk/data/replacement-values/replacement_values.lst'.

Automatic conversion script
Id: cif_fix_values 5376 2017-05-30 11:51:03Z andrius 
;
_cod_database_code               4109960
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
B1 B 0.2647(4) 0.6360(4) 0.0962(3) 0.0131(12) Uani 1 1 d .
N1 N 0.4502(3) 0.8166(3) 0.1328(2) 0.0136(9) Uani 1 1 d .
S1 S 0.37230(9) 0.16556(9) 0.08528(8) 0.0180(3) Uani 1 1 d .
O1 O 0.3700(3) 0.1388(3) -0.0009(2) 0.0284(9) Uani 1 1 d .
O2 O 0.4007(3) 0.2700(2) 0.1133(3) 0.0331(10) Uani 1 1 d .
O3 O 0.4193(2) 0.0888(2) 0.1529(2) 0.0271(9) Uani 1 1 d .
F1 F 0.1985(2) 0.0634(2) 0.0410(2) 0.0471(10) Uani 1 1 d .
F2 F 0.1778(2) 0.2247(2) 0.0097(2) 0.0421(9) Uani 1 1 d .
F3 F 0.2253(2) 0.1751(3) 0.1457(2) 0.0411(9) Uani 1 1 d .
C1 C 0.3844(3) 0.6300(3) 0.1168(3) 0.0140(10) Uani 1 1 d .
C2 C 0.4634(3) 0.7022(3) 0.1230(3) 0.0132(10) Uani 1 1 d .
C3 C 0.5561(4) 0.6727(4) 0.1201(3) 0.0225(12) Uani 1 1 d .
H3B H 0.6049 0.7224 0.1228 0.027 Uiso 1 1 calc R
C4 C 0.5772(4) 0.5698(4) 0.1132(3) 0.0242(12) Uani 1 1 d .
H4A H 0.6392 0.5509 0.1097 0.029 Uiso 1 1 calc R
C5 C 0.5071(3) 0.4954(4) 0.1115(3) 0.0180(11) Uani 1 1 d .
H5A H 0.5218 0.4259 0.1089 0.022 Uiso 1 1 calc R
C6 C 0.4136(3) 0.5265(3) 0.1137(3) 0.0154(11) Uani 1 1 d .
H6A H 0.3669 0.4754 0.1132 0.018 Uiso 1 1 calc R
C7 C 0.3863(3) 0.8404(4) 0.1843(3) 0.0169(11) Uani 1 1 d .
H7A H 0.3196 0.8083 0.1562 0.025 Uiso 1 1 calc R
H7B H 0.3776 0.9137 0.1860 0.025 Uiso 1 1 calc R
H7C H 0.4203 0.8147 0.2441 0.025 Uiso 1 1 calc R
C8 C 0.4031(3) 0.8657(3) 0.0415(3) 0.0186(11) Uani 1 1 d .
H8A H 0.3376 0.8339 0.0075 0.028 Uiso 1 1 calc R
H8B H 0.4488 0.8565 0.0114 0.028 Uiso 1 1 calc R
H8C H 0.3930 0.9380 0.0477 0.028 Uiso 1 1 calc R
C9 C 0.5535(3) 0.8705(3) 0.1821(3) 0.0182(11) Uani 1 1 d .
H9A H 0.5868 0.8418 0.2409 0.027 Uiso 1 1 calc R
H9B H 0.5419 0.9428 0.1866 0.027 Uiso 1 1 calc R
H9C H 0.5971 0.8609 0.1500 0.027 Uiso 1 1 calc R
C11 C 0.1888(3) 0.7099(3) 0.0223(3) 0.0136(10) Uani 1 1 d .
C12 C 0.1186(3) 0.7755(3) 0.0394(3) 0.0144(11) Uani 1 1 d .
C13 C 0.0590(3) 0.8465(3) -0.0241(3) 0.0191(12) Uani 1 1 d .
H13A H 0.0151 0.8903 -0.0102 0.023 Uiso 1 1 calc R
C14 C 0.0630(3) 0.8541(3) -0.1074(3) 0.0185(12) Uani 1 1 d .
C15 C 0.1268(3) 0.7852(4) -0.1270(3) 0.0172(11) Uani 1 1 d .
H15A H 0.1274 0.7859 -0.1838 0.021 Uiso 1 1 calc R
C16 C 0.1902(3) 0.7148(3) -0.0638(3) 0.0145(11) Uani 1 1 d .
C17 C 0.1063(4) 0.7737(4) 0.1274(3) 0.0225(12) Uani 1 1 d .
H17A H 0.0555 0.8237 0.1261 0.034 Uiso 1 1 calc R
H17B H 0.1715 0.7898 0.1750 0.034 Uiso 1 1 calc R
H17C H 0.0843 0.7063 0.1369 0.034 Uiso 1 1 calc R
C18 C -0.0012(4) 0.9323(4) -0.1748(3) 0.0247(13) Uani 1 1 d .
H18A H -0.0397 0.9731 -0.1494 0.037 Uiso 1 1 calc R
H18B H -0.0484 0.8974 -0.2269 0.037 Uiso 1 1 calc R
H18C H 0.0435 0.9762 -0.1909 0.037 Uiso 1 1 calc R
C19 C 0.2551(4) 0.6424(4) -0.0933(3) 0.0204(12) Uani 1 1 d .
H19A H 0.2951 0.5984 -0.0446 0.031 Uiso 1 1 calc R
H19B H 0.3008 0.6819 -0.1118 0.031 Uiso 1 1 calc R
H19C H 0.2104 0.6012 -0.1424 0.031 Uiso 1 1 calc R
C21 C 0.2230(3) 0.5550(3) 0.1457(3) 0.0144(11) Uani 1 1 d .
C22 C 0.2569(3) 0.5542(3) 0.2400(3) 0.0140(11) Uani 1 1 d .
C23 C 0.2227(3) 0.4794(4) 0.2819(3) 0.0177(11) Uani 1 1 d .
H23A H 0.2451 0.4814 0.3437 0.021 Uiso 1 1 calc R
C24 C 0.1563(3) 0.4012(3) 0.2350(3) 0.0168(11) Uani 1 1 d .
C25 C 0.1227(3) 0.4017(4) 0.1435(3) 0.0191(11) Uani 1 1 d .
H25A H 0.0772 0.3505 0.1109 0.023 Uiso 1 1 calc R
C26 C 0.1541(3) 0.4762(3) 0.0978(3) 0.0140(11) Uani 1 1 d .
C27 C 0.3321(3) 0.6344(4) 0.2964(3) 0.0212(12) Uani 1 1 d .
H27A H 0.3464 0.6224 0.3582 0.032 Uiso 1 1 calc R
H27B H 0.3024 0.7017 0.2796 0.032 Uiso 1 1 calc R
H27C H 0.3954 0.6300 0.2873 0.032 Uiso 1 1 calc R
C28 C 0.1247(4) 0.3181(4) 0.2822(4) 0.0298(13) Uani 1 1 d .
H28A H 0.0790 0.2709 0.2392 0.045 Uiso 1 1 calc R
H28B H 0.0897 0.3480 0.3163 0.045 Uiso 1 1 calc R
H28C H 0.1851 0.2818 0.3215 0.045 Uiso 1 1 calc R
C29 C 0.1189(4) 0.4655(4) -0.0025(3) 0.0214(12) Uani 1 1 d .
H29A H 0.0725 0.4079 -0.0230 0.032 Uiso 1 1 calc R
H29B H 0.1781 0.4544 -0.0168 0.032 Uiso 1 1 calc R
H29C H 0.0839 0.5272 -0.0312 0.032 Uiso 1 1 calc R
C30 C 0.2373(4) 0.1574(4) 0.0692(4) 0.0284(13) 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'
O O 0.0106 0.0060 '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'
S S 0.1246 0.1234 '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
C21 B1 C11 121.5(4)
C21 B1 C1 116.1(4)
C11 B1 C1 122.1(4)
C21 B1 C7 124.6(3)
C11 B1 C7 85.3(3)
C1 B1 C7 66.9(2)
C7 N1 C8 110.1(3)
C7 N1 C2 113.0(3)
C8 N1 C2 109.5(3)
C7 N1 C9 105.7(3)
C8 N1 C9 106.3(3)
C2 N1 C9 112.0(3)
O2 S1 O1 115.8(2)
O2 S1 O3 115.1(2)
O1 S1 O3 114.2(2)
O2 S1 C30 104.1(2)
O1 S1 C30 103.3(2)
O3 S1 C30 101.8(2)
C6 C1 C2 113.5(4)
C6 C1 B1 109.8(4)
C2 C1 B1 135.8(4)
C3 C2 C1 122.4(4)
C3 C2 N1 115.7(4)
C1 C2 N1 121.8(4)
C2 C3 C4 120.5(4)
C5 C4 C3 120.4(4)
C4 C5 C6 118.4(4)
C5 C6 C1 124.6(4)
N1 C7 B1 84.7(2)
C12 C11 C16 117.2(4)
C12 C11 B1 121.8(4)
C16 C11 B1 121.0(4)
C13 C12 C11 120.8(4)
C13 C12 C17 117.1(4)
C11 C12 C17 122.1(4)
C14 C13 C12 122.0(4)
C13 C14 C15 117.5(4)
C13 C14 C18 121.2(4)
C15 C14 C18 121.3(5)
C14 C15 C16 121.9(5)
C15 C16 C11 120.3(4)
C15 C16 C19 117.1(4)
C11 C16 C19 122.5(4)
C26 C21 C22 117.1(4)
C26 C21 B1 120.8(4)
C22 C21 B1 122.0(4)
C23 C22 C21 120.7(4)
C23 C22 C27 118.7(4)
C21 C22 C27 120.6(4)
C22 C23 C24 122.2(5)
C25 C24 C23 117.5(4)
C25 C24 C28 121.3(4)
C23 C24 C28 121.2(4)
C24 C25 C26 122.6(4)
C25 C26 C21 119.9(4)
C25 C26 C29 118.5(4)
C21 C26 C29 121.5(4)
F2 C30 F1 107.2(4)
F2 C30 F3 107.0(4)
F1 C30 F3 106.9(4)
F2 C30 S1 112.7(4)
F1 C30 S1 111.2(3)
F3 C30 S1 111.5(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
B1 C21 1.574(7)
B1 C11 1.578(7)
B1 C1 1.582(7)
B1 C7 3.175(7)
N1 C7 1.488(6)
N1 C8 1.510(6)
N1 C2 1.513(5)
N1 C9 1.522(5)
S1 O2 1.436(3)
S1 O1 1.437(4)
S1 O3 1.438(3)
S1 C30 1.813(5)
F1 C30 1.341(6)
F2 C30 1.327(6)
F3 C30 1.346(6)
C1 C6 1.412(6)
C1 C2 1.426(6)
C2 C3 1.377(6)
C3 C4 1.382(6)
C4 C5 1.372(6)
C5 C6 1.389(6)
C11 C12 1.413(6)
C11 C16 1.414(6)
C12 C13 1.392(6)
C12 C17 1.513(6)
C13 C14 1.387(7)
C14 C15 1.392(6)
C14 C18 1.505(6)
C15 C16 1.402(6)
C16 C19 1.515(6)
C21 C26 1.412(6)
C21 C22 1.420(6)
C22 C23 1.379(6)
C22 C27 1.508(6)
C23 C24 1.385(6)
C24 C25 1.376(7)
C24 C28 1.492(7)
C25 C26 1.397(6)
C26 C29 1.517(6)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30660370
