#------------------------------------------------------------------------------
#$Date: 2017-02-11 14:01:33 +0200 (Sat, 11 Feb 2017) $
#$Revision: 192006 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/96/7119656.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_7119656
loop_
_publ_author_name
'Eliar Mosaferi'
'David Ripsman'
'Douglas W. Stephan'
_publ_section_title
;
 The air-stable carbocation salt [(MeOC6H4)CPh2][BF4] in Lewis acid
 catalyzed hydrothiolation of alkenes
;
_journal_name_full               Chem.Commun.
_journal_page_first              8291
_journal_volume                  52
_journal_year                    2016
_chemical_formula_moiety         'B F4, C20 H17 O'
_chemical_formula_sum            'C20 H17 B F4 O'
_chemical_formula_weight         360.18
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_creation_date             2016-05-02
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2016-05-03 deposited with the CCDC.
2016-06-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.766(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.7761(16)
_cell_length_b                   15.354(3)
_cell_length_c                   14.480(3)
_cell_measurement_reflns_used    5605
_cell_measurement_temperature    151(2)
_cell_measurement_theta_max      27.39
_cell_measurement_theta_min      2.65
_cell_volume                     1720.1(6)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_diffrn_ambient_temperature      150.89
_diffrn_measured_fraction_theta_full 0.9888
_diffrn_measured_fraction_theta_max 0.9888
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12796
_diffrn_reflns_theta_full        27.6297
_diffrn_reflns_theta_max         27.63
_diffrn_reflns_theta_min         2.65
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.113
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6289
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0672 before and 0.0482 after correction.
The Ratio of minimum to maximum transmission is 0.8435.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.3906
_exptl_crystal_description       prism
_exptl_crystal_F_000             744.5300
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.8153
_refine_diff_density_min         -0.5142
_refine_diff_density_rms         0.1477
_refine_ls_d_res_high            0.7663
_refine_ls_d_res_low             7.6772
_refine_ls_goodness_of_fit_ref   1.0549
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    32
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3962
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0549
_refine_ls_R_factor_all          0.1255
_refine_ls_R_factor_gt           0.1084
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1039P)²+11.6835P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3087
_refine_ls_wR_factor_ref         0.3220
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              8
_reflns_limit_h_min              -10
_reflns_limit_k_max              19
_reflns_limit_k_min              0
_reflns_limit_l_max              18
_reflns_limit_l_min              -7
_reflns_number_gt                3085
_reflns_number_total             3962
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c6cc03970g2.cif
_cod_data_source_block           EM004_0m
_cod_original_cell_volume        1720.2(7)
_cod_database_code               7119656
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12), C14(H14),
 C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20)
2.b Idealised Me refined as rotating group:
 C0aa(H0aa,H0ab,H0ac)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 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_refinement_flags_posn
F1 F 0.1596(6) 0.1127(3) 1.1273(3) 0.0684(13) Uani 1.000000 .
F2 F 0.0615(5) 0.0883(2) 1.2662(3) 0.0540(10) Uani 1.000000 .
F3 F 0.3260(6) 0.1439(3) 1.2595(3) 0.0678(12) Uani 1.000000 .
F4 F 0.2732(7) 0.0037(3) 1.2197(3) 0.0684(13) Uani 1.000000 .
O1 O 0.8274(5) 0.6556(2) -0.0457(2) 0.0331(8) Uani 1.000000 .
C0aa C 0.7676(7) 0.6700(3) -0.1422(4) 0.0374(12) Uani 1.000000 .
H0aa H 0.821(4) 0.6273(18) -0.1807(4) 0.0561(18) Uiso 1.000000 GR
H0ab H 0.6416(9) 0.664(3) -0.1512(7) 0.0561(18) Uiso 1.000000 GR
H0ac H 0.799(5) 0.7289(10) -0.1603(9) 0.0561(18) Uiso 1.000000 GR
C2 C 0.8014(6) 0.5780(3) -0.0086(3) 0.0258(9) Uani 1.000000 .
C3 C 0.8715(6) 0.5680(3) 0.0840(3) 0.0262(9) Uani 1.000000 .
H3 H 0.9314(6) 0.6149(3) 0.1156(3) 0.0315(11) Uiso 1.000000 R
C4 C 0.8531(6) 0.4903(3) 0.1285(3) 0.0266(9) Uani 1.000000 .
H4 H 0.9006(6) 0.4837(3) 0.1912(3) 0.0319(11) Uiso 1.000000 R
C5 C 0.7634(6) 0.4190(3) 0.0820(3) 0.0258(9) Uani 1.000000 .
C1 C 0.7479(6) 0.3386(3) 0.1289(3) 0.0246(9) Uani 1.000000 .
C7 C 0.7518(6) 0.3380(3) 0.2294(3) 0.0248(9) Uani 1.000000 .
C8 C 0.8340(6) 0.2698(3) 0.2825(4) 0.0316(10) Uani 1.000000 .
H8 H 0.8893(6) 0.2240(3) 0.2527(4) 0.0379(12) Uiso 1.000000 R
C9 C 0.8336(7) 0.2699(4) 0.3775(4) 0.0369(12) Uani 1.000000 .
H9 H 0.8912(7) 0.2247(4) 0.4130(4) 0.0442(14) Uiso 1.000000 R
C10 C 0.7511(7) 0.3347(4) 0.4219(4) 0.0402(13) Uani 1.000000 .
H10 H 0.7496(7) 0.3329(4) 0.4874(4) 0.0482(15) Uiso 1.000000 R
C11 C 0.6950(6) 0.4324(3) -0.0108(3) 0.0246(9) Uani 1.000000 .
H11 H 0.6360(6) 0.3858(3) -0.0434(3) 0.0296(11) Uiso 1.000000 R
C12 C 0.7105(6) 0.5105(3) -0.0559(3) 0.0249(9) Uani 1.000000 .
H12 H 0.6603(6) 0.5183(3) -0.1180(3) 0.0298(11) Uiso 1.000000 R
C13 C 0.7261(6) 0.2564(3) 0.0790(3) 0.0266(9) Uani 1.000000 .
C14 C 0.6340(6) 0.1875(3) 0.1158(4) 0.0307(10) Uani 1.000000 .
H14 H 0.5831(6) 0.1955(3) 0.1722(4) 0.0369(12) Uiso 1.000000 R
C15 C 0.6175(7) 0.1084(3) 0.0702(4) 0.0392(12) Uani 1.000000 .
H15 H 0.5574(7) 0.0619(3) 0.0959(4) 0.0471(15) Uiso 1.000000 R
C16 C 0.6888(7) 0.0970(4) -0.0130(4) 0.0428(14) Uani 1.000000 .
H16 H 0.6761(7) 0.0427(4) -0.0444(4) 0.0514(16) Uiso 1.000000 R
C17 C 0.7779(7) 0.1636(4) -0.0505(4) 0.0384(12) Uani 1.000000 .
H17 H 0.8258(7) 0.1553(4) -0.1077(4) 0.0461(15) Uiso 1.000000 R
C18 C 0.7975(6) 0.2426(3) -0.0049(4) 0.0316(11) Uani 1.000000 .
H18 H 0.8601(6) 0.2882(3) -0.0307(4) 0.0379(13) Uiso 1.000000 R
C19 C 0.6701(7) 0.4026(4) 0.3714(4) 0.0352(11) Uani 1.000000 .
H19 H 0.6146(7) 0.4475(4) 0.4025(4) 0.0423(14) Uiso 1.000000 R
C20 C 0.6701(6) 0.4051(3) 0.2754(3) 0.0270(9) Uani 1.000000 .
H20 H 0.6153(6) 0.4517(3) 0.2409(3) 0.0323(11) Uiso 1.000000 R
B1 B 0.2059(9) 0.0870(4) 1.2165(4) 0.0375(13) Uani 1.000000 .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
B 0.00141 0.00067 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.193200007081
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.277599990368
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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
C2 O1 C0aa 118.7(4) . .
H0aa C0aa O1 109.5 . .
H0ab C0aa O1 109.5 . .
H0ab C0aa H0aa 109.5 . .
H0ac C0aa O1 109.5 . .
H0ac C0aa H0aa 109.5 . .
H0ac C0aa H0ab 109.5 . .
C3 C2 O1 115.0(4) . .
C12 C2 O1 123.8(4) . .
C12 C2 C3 121.1(4) . .
H3 C3 C2 120.2(3) . .
C4 C3 C2 119.7(4) . .
C4 C3 H3 120.2(3) . .
H4 C4 C3 119.5(3) . .
C5 C4 C3 120.9(4) . .
C5 C4 H4 119.5(3) . .
C1 C5 C4 120.1(4) . .
C11 C5 C4 117.2(4) . .
C11 C5 C1 122.8(4) . .
C7 C1 C5 119.4(4) . .
C13 C1 C5 121.9(4) . .
C13 C1 C7 118.7(4) . .
C8 C7 C1 120.9(4) . .
C20 C7 C1 120.2(4) . .
C20 C7 C8 118.9(4) . .
H8 C8 C7 120.1(3) . .
C9 C8 C7 119.7(5) . .
C9 C8 H8 120.1(3) . .
H9 C9 C8 119.4(3) . .
C10 C9 C8 121.1(5) . .
C10 C9 H9 119.4(3) . .
H10 C10 C9 119.9(3) . .
C19 C10 C9 120.3(5) . .
C19 C10 H10 119.9(3) . .
H11 C11 C5 118.7(3) . .
C12 C11 C5 122.5(4) . .
C12 C11 H11 118.7(3) . .
C11 C12 C2 118.5(4) . .
H12 C12 C2 120.7(3) . .
H12 C12 C11 120.7(3) . .
C14 C13 C1 120.1(4) . .
C18 C13 C1 121.6(4) . .
C18 C13 C14 118.3(4) . .
H14 C14 C13 119.9(3) . .
C15 C14 C13 120.3(5) . .
C15 C14 H14 119.9(3) . .
H15 C15 C14 120.0(3) . .
C16 C15 C14 120.0(5) . .
C16 C15 H15 120.0(3) . .
H16 C16 C15 119.7(3) . .
C17 C16 C15 120.6(5) . .
C17 C16 H16 119.7(3) . .
H17 C17 C16 120.0(3) . .
C18 C17 C16 119.9(5) . .
C18 C17 H17 120.0(3) . .
C17 C18 C13 120.8(5) . .
H18 C18 C13 119.6(3) . .
H18 C18 C17 119.6(3) . .
H19 C19 C10 119.9(3) . .
C20 C19 C10 120.1(5) . .
C20 C19 H19 119.9(3) . .
C19 C20 C7 119.9(5) . .
H20 C20 C7 120.1(3) . .
H20 C20 C19 120.1(3) . .
F2 B1 F1 109.6(5) . .
F3 B1 F1 110.3(5) . .
F3 B1 F2 107.6(5) . .
F4 B1 F1 111.2(5) . .
F4 B1 F2 108.6(5) . .
F4 B1 F3 109.5(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
F1 B1 1.364(7) .
F2 B1 1.392(7) .
F3 B1 1.380(8) .
F4 B1 1.382(7) .
O1 C0aa 1.445(6) .
O1 C2 1.331(6) .
C0aa H0aa 0.9800 .
C0aa H0ab 0.9800 .
C0aa H0ac 0.9800 .
C2 C3 1.404(7) .
C2 C12 1.395(6) .
C3 H3 0.9500 .
C3 C4 1.371(6) .
C4 H4 0.9500 .
C4 C5 1.430(6) .
C5 C1 1.419(6) .
C5 C11 1.409(7) .
C1 C7 1.453(6) .
C1 C13 1.456(6) .
C7 C8 1.414(7) .
C7 C20 1.412(6) .
C8 H8 0.9500 .
C8 C9 1.375(7) .
C9 H9 0.9500 .
C9 C10 1.378(8) .
C10 H10 0.9500 .
C10 C19 1.388(8) .
C11 H11 0.9500 .
C11 C12 1.377(6) .
C12 H12 0.9500 .
C13 C14 1.412(7) .
C13 C18 1.402(7) .
C14 H14 0.9500 .
C14 C15 1.382(7) .
C15 H15 0.9500 .
C15 C16 1.387(9) .
C16 H16 0.9500 .
C16 C17 1.377(9) .
C17 H17 0.9500 .
C17 C18 1.382(7) .
C18 H18 0.9500 .
C19 H19 0.9500 .
C19 C20 1.390(7) .
C20 H20 0.9500 .
