#------------------------------------------------------------------------------
#$Date: 2019-11-23 16:53:49 +0200 (Sat, 23 Nov 2019) $
#$Revision: 234076 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/46/7124652.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_7124652
loop_
_publ_author_name
'Devillard, Marc'
'Mallet-Ladeira, Sonia'
'Bouhadir, Ghenwa'
'Bourissou, Didier'
_publ_section_title
;
 Diverse reactivity of borenium cations with >N-H compounds.
;
_journal_issue                   57
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              8877
_journal_page_last               8880
_journal_paper_doi               10.1039/c6cc03183h
_journal_volume                  52
_journal_year                    2016
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C18 H21 B F6 N O4 P S2'
_chemical_formula_sum            'C18 H21 B F6 N O4 P S2'
_chemical_formula_weight         535.26
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      60
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2016-04-18 deposited with the CCDC.
2016-06-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   30.337(3)
_cell_length_b                   7.7017(6)
_cell_length_c                   19.3533(17)
_cell_measurement_reflns_used    2896
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      23.39
_cell_measurement_theta_min      2.69
_cell_measurement_wavelength     0.71073
_cell_volume                     4521.8(7)
_computing_cell_refinement       'APEX2 and SAINT'
_computing_data_collection       APEX2
_computing_data_reduction        SAINT
_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    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Kappa APEX II Quazar'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1124
_diffrn_reflns_av_unetI/netI     0.0719
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            39674
_diffrn_reflns_theta_full        26.73
_diffrn_reflns_theta_max         26.73
_diffrn_reflns_theta_min         2.1
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.382
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6910
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.572
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2192
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.431
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       0.0036(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   1.03
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4797
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.03
_refine_ls_R_factor_all          0.1046
_refine_ls_R_factor_gt           0.0517
_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)+(0.0804P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1256
_refine_ls_wR_factor_ref         0.1524
_reflns_number_gt                2979
_reflns_number_total             4797
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6cc03183h2.cif
_cod_data_source_block           8
_cod_database_code               7124652
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, 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
H1 H 0.0812(10) 0.614(4) 1.0373(15) 0.018(8) Uiso 1 1 d .
C1 C 0.14226(10) 0.7506(4) 0.89191(16) 0.0212(7) Uani 1 1 d .
C2 C 0.16526(10) 0.6193(4) 0.92900(16) 0.0219(7) Uani 1 1 d .
C3 C 0.15203(10) 0.5792(4) 0.99808(16) 0.0229(7) Uani 1 1 d .
C4 C 0.17337(11) 0.4453(4) 1.03095(18) 0.0293(8) Uani 1 1 d .
H4 H 0.1645 0.4125 1.0762 0.035 Uiso 1 1 calc R
C5 C 0.20844(11) 0.3554(5) 0.9985(2) 0.0349(9) Uani 1 1 d .
H5 H 0.2229 0.2642 1.0225 0.042 Uiso 1 1 calc R
C6 C 0.22174(12) 0.3974(5) 0.9335(2) 0.0346(9) Uani 1 1 d .
H6 H 0.2459 0.3375 0.9132 0.041 Uiso 1 1 calc R
C7 C 0.20011(10) 0.5289(4) 0.89579(18) 0.0259(8) Uani 1 1 d .
C8 C 0.21058(11) 0.5735(5) 0.82713(19) 0.0329(9) Uani 1 1 d .
H8 H 0.2341 0.515 0.8046 0.04 Uiso 1 1 calc R
C9 C 0.18790(11) 0.6979(5) 0.79218(18) 0.0326(9) Uani 1 1 d .
H9 H 0.1955 0.7237 0.7457 0.039 Uiso 1 1 calc R
C10 C 0.15319(11) 0.7890(5) 0.82458(17) 0.0273(8) Uani 1 1 d .
H10 H 0.1375 0.8762 0.8001 0.033 Uiso 1 1 calc R
C11 C 0.04487(10) 0.7855(5) 0.90697(16) 0.0275(8) Uani 1 1 d .
H11 H 0.0217 0.8268 0.9399 0.033 Uiso 1 1 calc R
C12 C 0.04027(15) 0.5884(5) 0.9013(2) 0.0525(12) Uani 1 1 d .
H12A H 0.0111 0.5596 0.8827 0.079 Uiso 1 1 calc R
H12B H 0.0436 0.5361 0.9472 0.079 Uiso 1 1 calc R
H12C H 0.0631 0.543 0.8704 0.079 Uiso 1 1 calc R
C13 C 0.03536(13) 0.8696(5) 0.83697(19) 0.0406(10) Uani 1 1 d .
H13A H 0.0573 0.8308 0.8032 0.061 Uiso 1 1 calc R
H13B H 0.0368 0.9962 0.8415 0.061 Uiso 1 1 calc R
H13C H 0.0059 0.8357 0.8213 0.061 Uiso 1 1 calc R
C14 C 0.10461(11) 1.0749(4) 0.95518(17) 0.0265(8) Uani 1 1 d .
H14 H 0.1303 1.092 0.9867 0.032 Uiso 1 1 calc R
C15 C 0.11533(13) 1.1775(5) 0.88958(18) 0.0370(9) Uani 1 1 d .
H15A H 0.0909 1.1668 0.8568 0.055 Uiso 1 1 calc R
H15B H 0.1423 1.1314 0.8686 0.055 Uiso 1 1 calc R
H15C H 0.1197 1.3001 0.9014 0.055 Uiso 1 1 calc R
C16 C 0.06479(12) 1.1505(5) 0.9932(2) 0.0383(9) Uani 1 1 d .
H16A H 0.0711 1.2708 1.0066 0.057 Uiso 1 1 calc R
H16B H 0.0588 1.0814 1.0347 0.057 Uiso 1 1 calc R
H16C H 0.039 1.1479 0.9628 0.057 Uiso 1 1 calc R
C17 C 0.19687(12) 0.8124(6) 1.17464(19) 0.0376(9) Uani 1 1 d .
C18 C 0.08000(14) 0.5786(7) 1.1929(2) 0.0493(12) Uani 1 1 d .
B1 B 0.11112(12) 0.6895(5) 1.02676(18) 0.0223(8) Uani 1 1 d .
N1 N 0.11888(8) 0.7944(4) 1.09804(13) 0.0224(6) Uani 1 1 d .
O1 O 0.15102(9) 1.0842(3) 1.13855(14) 0.0423(7) Uani 1 1 d .
O2 O 0.18665(7) 0.9104(3) 1.04679(12) 0.0329(6) Uani 1 1 d .
O3 O 0.08666(9) 0.9101(4) 1.20993(14) 0.0531(8) Uani 1 1 d .
O4 O 0.03710(8) 0.8036(4) 1.11771(13) 0.0439(7) Uani 1 1 d .
F1 F 0.18083(8) 0.8280(3) 1.23728(11) 0.0572(7) Uani 1 1 d .
F2 F 0.23558(8) 0.8891(4) 1.17276(14) 0.0752(9) Uani 1 1 d .
F3 F 0.20192(8) 0.6475(3) 1.16081(12) 0.0603(7) Uani 1 1 d .
F4 F 0.11634(9) 0.5599(4) 1.22789(17) 0.0947(12) Uani 1 1 d .
F5 F 0.04685(10) 0.5642(5) 1.23557(15) 0.0913(11) Uani 1 1 d .
F6 F 0.07651(11) 0.4524(4) 1.14850(16) 0.0776(9) Uani 1 1 d .
P1 P 0.09882(3) 0.84005(11) 0.94482(4) 0.0200(2) Uani 1 1 d .
S1 S 0.16220(3) 0.92150(12) 1.10911(4) 0.0277(2) Uani 1 1 d .
S2 S 0.07768(3) 0.79616(14) 1.15386(4) 0.0350(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 0 '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 0.006 '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'
P P 0.1023 0.0942 '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
C10 C1 C2 120.8(3)
C10 C1 P1 129.1(3)
C2 C1 P1 110.0(2)
C7 C2 C1 119.0(3)
C7 C2 C3 121.8(3)
C1 C2 C3 119.2(3)
C4 C3 C2 117.6(3)
C4 C3 B1 127.0(3)
C2 C3 B1 115.3(3)
C3 C4 C5 121.1(3)
C3 C4 H4 119.5
C5 C4 H4 119.5
C6 C5 C4 121.1(3)
C6 C5 H5 119.5
C4 C5 H5 119.5
C5 C6 C7 120.8(3)
C5 C6 H6 119.6
C7 C6 H6 119.6
C8 C7 C6 123.9(3)
C8 C7 C2 118.4(3)
C6 C7 C2 117.7(3)
C9 C8 C7 121.8(3)
C9 C8 H8 119.1
C7 C8 H8 119.1
C8 C9 C10 120.4(3)
C8 C9 H9 119.8
C10 C9 H9 119.8
C1 C10 C9 119.5(3)
C1 C10 H10 120.2
C9 C10 H10 120.2
C12 C11 C13 109.9(3)
C12 C11 P1 109.7(2)
C13 C11 P1 115.1(3)
C12 C11 H11 107.3
C13 C11 H11 107.3
P1 C11 H11 107.3
C11 C12 H12A 109.5
C11 C12 H12B 109.5
H12A C12 H12B 109.5
C11 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C11 C13 H13A 109.5
C11 C13 H13B 109.5
H13A C13 H13B 109.5
C11 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
C16 C14 C15 111.7(3)
C16 C14 P1 110.7(2)
C15 C14 P1 116.1(2)
C16 C14 H14 105.8
C15 C14 H14 105.8
P1 C14 H14 105.8
C14 C15 H15A 109.5
C14 C15 H15B 109.5
H15A C15 H15B 109.5
C14 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
C14 C16 H16A 109.5
C14 C16 H16B 109.5
H16A C16 H16B 109.5
C14 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
F3 C17 F1 108.8(3)
F3 C17 F2 109.0(3)
F1 C17 F2 108.4(3)
F3 C17 S1 111.6(2)
F1 C17 S1 112.4(3)
F2 C17 S1 106.6(3)
F6 C18 F4 109.2(4)
F6 C18 F5 106.9(4)
F4 C18 F5 108.3(4)
F6 C18 S2 114.0(3)
F4 C18 S2 110.3(3)
F5 C18 S2 107.9(3)
C3 B1 N1 116.6(3)
C3 B1 P1 100.2(2)
N1 B1 P1 114.5(2)
C3 B1 H1 115.2(16)
N1 B1 H1 103.1(16)
P1 B1 H1 107.4(16)
B1 N1 S2 116.9(2)
B1 N1 S1 121.5(2)
S2 N1 S1 120.78(16)
C1 P1 C14 111.69(15)
C1 P1 C11 109.63(15)
C14 P1 C11 110.77(16)
C1 P1 B1 95.30(15)
C14 P1 B1 117.95(15)
C11 P1 B1 110.43(16)
O1 S1 O2 121.35(17)
O1 S1 N1 112.67(15)
O2 S1 N1 105.65(13)
O1 S1 C17 105.18(17)
O2 S1 C17 104.97(17)
N1 S1 C17 105.78(16)
O4 S2 O3 121.20(17)
O4 S2 N1 109.55(14)
O3 S2 N1 111.07(16)
O4 S2 C18 105.84(19)
O3 S2 C18 104.0(2)
N1 S2 C18 103.42(17)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C10 1.377(4)
C1 C2 1.423(4)
C1 P1 1.806(3)
C2 C7 1.420(4)
C2 C3 1.430(4)
C3 C4 1.374(5)
C3 B1 1.603(5)
C4 C5 1.416(5)
C4 H4 0.95
C5 C6 1.361(5)
C5 H5 0.95
C6 C7 1.410(5)
C6 H6 0.95
C7 C8 1.409(5)
C8 C9 1.360(5)
C8 H8 0.95
C9 C10 1.412(5)
C9 H9 0.95
C10 H10 0.95
C11 C12 1.528(5)
C11 C13 1.529(5)
C11 P1 1.842(3)
C11 H11 1
C12 H12A 0.98
C12 H12B 0.98
C12 H12C 0.98
C13 H13A 0.98
C13 H13B 0.98
C13 H13C 0.98
C14 C16 1.530(5)
C14 C15 1.530(5)
C14 P1 1.828(3)
C14 H14 1
C15 H15A 0.98
C15 H15B 0.98
C15 H15C 0.98
C16 H16A 0.98
C16 H16B 0.98
C16 H16C 0.98
C17 F3 1.307(4)
C17 F1 1.312(4)
C17 F2 1.315(4)
C17 S1 1.849(4)
C18 F6 1.302(5)
C18 F4 1.302(5)
C18 F5 1.306(5)
C18 S2 1.839(5)
B1 N1 1.616(4)
B1 P1 1.999(4)
B1 H1 1.10(3)
N1 S2 1.652(3)
N1 S1 1.653(3)
O1 S1 1.418(3)
O2 S1 1.418(2)
O3 S2 1.422(3)
O4 S2 1.417(2)
