#------------------------------------------------------------------------------
#$Date: 2021-01-07 06:48:49 +0200 (Thu, 07 Jan 2021) $
#$Revision: 260669 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/72/7127285.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_7127285
loop_
_publ_author_name
'Chen, Yu'
'Quan, Yangjian'
'Xie, Zuowei'
_publ_section_title
;
 8-Aminoquinoline as a bidentate traceless directing group for
 Cu-catalyzed selective B(4,5)-H disulfenylation of o-carboranes.
;
_journal_issue                   85
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              12997
_journal_page_last               13000
_journal_paper_doi               10.1039/d0cc05207h
_journal_volume                  56
_journal_year                    2020
_chemical_formula_sum            'C20 H24 B10 S2'
_chemical_formula_weight         436.61
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/6
_audit_update_record
;
2020-07-22 deposited with the CCDC.	2020-09-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 128.2730(11)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   25.8780(11)
_cell_length_b                   11.6738(5)
_cell_length_c                   20.3229(9)
_cell_measurement_reflns_used    629
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      15
_cell_volume                     4819.9(4)
_computing_cell_refinement       'BRUKER D8VENTURE DIFFRACTOMETER'
_computing_data_collection       'BRUKER D8VENTURE DIFFRACTOMETER'
_computing_data_reduction        'BRUKER D8VENTURE DIFFRACTOMETER'
_computing_molecular_graphics    'BRUKER SHELXTL'
_computing_publication_material  'BRUKER SHELXTL'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_diffrn_ambient_temperature      297(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'BRUKER D8VENTURE DIFFRACTOMETER'
_diffrn_measurement_method       'PHI & OMEGA SCAN'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_av_unetI/netI     0.0166
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            44420
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.246
_diffrn_reflns_theta_min         2.553
_exptl_absorpt_coefficient_mu    0.228
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6376
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.203
_exptl_crystal_description       block
_exptl_crystal_F_000             1808
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.300
_refine_diff_density_max         0.283
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4348
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0607
_refine_ls_R_factor_gt           0.0476
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0781P)²+3.6776P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1311
_refine_ls_wR_factor_ref         0.1446
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3529
_reflns_number_total             4348
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc05207h2.cif
_cod_data_source_block           3x
_cod_depositor_comments
'Adding full bibliography for 7127281--7127288.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7127285
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.894
_shelx_estimated_absorpt_t_max   0.935
_shelxl_version_number           2014/6
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.09535(3) 0.84752(5) 1.12410(4) 0.05349(19) Uani 1 1 d . . . . .
S2 S -0.04077(3) 0.81457(5) 0.91888(5) 0.0646(2) Uani 1 1 d . . . . .
C1 C 0.07228(10) 0.96891(17) 0.97402(12) 0.0435(4) Uani 1 1 d . . . . .
H1 H 0.0444 1.0329 0.9803 0.052 Uiso 1 1 calc R U . . .
C2 C 0.11401(10) 1.0095(2) 0.94154(14) 0.0523(5) Uani 1 1 d . . . . .
C11 C 0.11268(12) 1.1338(2) 0.92209(15) 0.0612(6) Uani 1 1 d . . . . .
C12 C 0.06644(17) 1.2086(3) 0.9096(2) 0.0894(10) Uani 1 1 d . . . . .
H12A H 0.0348 1.1816 0.9138 0.107 Uiso 1 1 calc R U . . .
C13 C 0.0655(2) 1.3223(3) 0.8909(3) 0.1101(13) Uani 1 1 d . . . . .
H13A H 0.0332 1.3708 0.8823 0.132 Uiso 1 1 calc R U . . .
C14 C 0.1112(2) 1.3634(3) 0.8851(3) 0.1163(14) Uani 1 1 d . . . . .
H14A H 0.1100 1.4397 0.8711 0.140 Uiso 1 1 calc R U . . .
C15 C 0.1591(2) 1.2927(4) 0.9000(3) 0.1214(15) Uani 1 1 d . . . . .
H15A H 0.1916 1.3216 0.8980 0.146 Uiso 1 1 calc R U . . .
C16 C 0.16013(17) 1.1784(3) 0.9181(2) 0.0957(10) Uani 1 1 d . . . . .
H16A H 0.1931 1.1310 0.9277 0.115 Uiso 1 1 calc R U . . .
C17 C 0.17295(11) 0.88224(19) 1.22145(14) 0.0516(5) Uani 1 1 d . . . . .
C18 C 0.22150(14) 0.7997(2) 1.26594(19) 0.0733(7) Uani 1 1 d . . . . .
H18A H 0.2154 0.7272 1.2432 0.088 Uiso 1 1 calc R U . . .
C19 C 0.27916(16) 0.8258(3) 1.3444(2) 0.0953(11) Uani 1 1 d . . . . .
H19A H 0.3120 0.7708 1.3744 0.114 Uiso 1 1 calc R U . . .
C20 C 0.28798(18) 0.9324(4) 1.3781(2) 0.0999(11) Uani 1 1 d . . . . .
H20A H 0.3266 0.9491 1.4311 0.120 Uiso 1 1 calc R U . . .
C21 C 0.24092(18) 1.0135(3) 1.3348(2) 0.0934(10) Uani 1 1 d . . . . .
H21A H 0.2475 1.0858 1.3581 0.112 Uiso 1 1 calc R U . . .
C22 C 0.18271(14) 0.9893(2) 1.25577(17) 0.0690(7) Uani 1 1 d . . . . .
H22A H 0.1504 1.0453 1.2261 0.083 Uiso 1 1 calc R U . . .
C23 C -0.06925(10) 0.68328(17) 0.86321(13) 0.0450(5) Uani 1 1 d . . . . .
C24 C -0.05973(19) 0.5839(2) 0.9049(2) 0.0855(9) Uani 1 1 d . . . . .
H24A H -0.0358 0.5847 0.9628 0.103 Uiso 1 1 calc R U . . .
C25 C -0.0854(3) 0.4831(3) 0.8616(3) 0.1203(15) Uani 1 1 d . . . . .
H25A H -0.0787 0.4156 0.8903 0.144 Uiso 1 1 calc R U . . .
C26 C -0.1204(2) 0.4811(3) 0.7774(3) 0.1086(13) Uani 1 1 d . . . . .
H26A H -0.1373 0.4122 0.7484 0.130 Uiso 1 1 calc R U . . .
C27 C -0.13104(16) 0.5794(3) 0.7350(2) 0.0923(10) Uani 1 1 d . . . . .
H27A H -0.1557 0.5780 0.6770 0.111 Uiso 1 1 calc R U . . .
C28 C -0.10526(14) 0.6817(2) 0.77778(16) 0.0661(7) Uani 1 1 d . . . . .
H28A H -0.1123 0.7490 0.7488 0.079 Uiso 1 1 calc R U . . .
B3 B 0.15605(12) 0.9732(2) 1.04707(16) 0.0479(5) Uani 1 1 d . . . . .
H3 H 0.1837 1.0343 1.0994 0.057 Uiso 1 1 calc R U . . .
B4 B 0.11009(12) 0.85895(19) 1.04666(16) 0.0460(5) Uani 1 1 d . . . . .
B5 B 0.03926(12) 0.8361(2) 0.93997(16) 0.0493(6) Uani 1 1 d . . . . .
B6 B 0.04187(13) 0.9332(3) 0.87426(16) 0.0558(6) Uani 1 1 d . . . . .
H6 H -0.0031 0.9686 0.8165 0.067 Uiso 1 1 calc R U . . .
B7 B 0.18336(13) 0.9268(2) 0.98998(17) 0.0578(6) Uani 1 1 d . . . . .
H7 H 0.2302 0.9576 1.0062 0.069 Uiso 1 1 calc R U . . .
B8 B 0.18114(13) 0.8296(2) 1.05478(18) 0.0548(6) Uani 1 1 d . . . . .
H8 H 0.2266 0.7962 1.1130 0.066 Uiso 1 1 calc R U . . .
B9 B 0.10858(13) 0.7432(2) 0.98844(18) 0.0579(7) Uani 1 1 d . . . . .
H9 H 0.1067 0.6536 1.0035 0.069 Uiso 1 1 calc R U . . .
B10 B 0.06633(14) 0.7892(3) 0.88262(19) 0.0644(8) Uani 1 1 d . . . . .
H10 H 0.0372 0.7295 0.8295 0.077 Uiso 1 1 calc R U . . .
B11 B 0.11335(14) 0.9023(3) 0.88405(18) 0.0638(7) Uani 1 1 d . . . . .
H11 H 0.1150 0.9169 0.8319 0.077 Uiso 1 1 calc R U . . .
B12 B 0.15427(14) 0.7852(3) 0.9543(2) 0.0656(8) Uani 1 1 d . . . . .
H12 H 0.1823 0.7223 0.9474 0.079 Uiso 1 1 calc R U . . .
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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C17 S1 B4 104.16(11) . . ?
C23 S2 B5 103.19(10) . . ?
C2 C1 B5 112.90(16) . . ?
C2 C1 B3 62.97(13) . . ?
B5 C1 B3 115.36(17) . . ?
C2 C1 B6 61.92(14) . . ?
B5 C1 B6 63.17(15) . . ?
B3 C1 B6 116.20(16) . . ?
C2 C1 B4 113.01(16) . . ?
B5 C1 B4 63.00(14) . . ?
B3 C1 B4 62.46(13) . . ?
B6 C1 B4 115.62(17) . . ?
C11 C2 C1 118.10(18) . . ?
C11 C2 B11 122.7(2) . . ?
C1 C2 B11 109.45(18) . . ?
C11 C2 B7 122.81(19) . . ?
C1 C2 B7 108.75(17) . . ?
B11 C2 B7 62.76(16) . . ?
C11 C2 B6 116.9(2) . . ?
C1 C2 B6 60.89(13) . . ?
B11 C2 B6 62.11(15) . . ?
B7 C2 B6 113.48(19) . . ?
C11 C2 B3 116.90(19) . . ?
C1 C2 B3 60.26(12) . . ?
B11 C2 B3 113.33(19) . . ?
B7 C2 B3 61.64(14) . . ?
B6 C2 B3 113.03(17) . . ?
C12 C11 C16 117.0(3) . . ?
C12 C11 C2 122.7(2) . . ?
C16 C11 C2 120.3(2) . . ?
C11 C12 C13 122.0(3) . . ?
C14 C13 C12 120.0(4) . . ?
C13 C14 C15 119.6(3) . . ?
C14 C15 C16 120.8(3) . . ?
C15 C16 C11 120.6(3) . . ?
C22 C17 C18 119.6(2) . . ?
C22 C17 S1 119.67(19) . . ?
C18 C17 S1 120.57(19) . . ?
C19 C18 C17 119.6(3) . . ?
C20 C19 C18 120.2(3) . . ?
C21 C20 C19 120.5(3) . . ?
C20 C21 C22 120.3(3) . . ?
C17 C22 C21 119.9(3) . . ?
C24 C23 C28 119.6(2) . . ?
C24 C23 S2 119.64(19) . . ?
C28 C23 S2 120.52(17) . . ?
C23 C24 C25 120.1(3) . . ?
C26 C25 C24 120.4(3) . . ?
C25 C26 C27 120.1(3) . . ?
C26 C27 C28 120.2(3) . . ?
C23 C28 C27 119.5(3) . . ?
C1 B3 C2 56.76(12) . . ?
C1 B3 B8 104.36(17) . . ?
C2 B3 B8 104.67(18) . . ?
C1 B3 B7 103.16(17) . . ?
C2 B3 B7 58.06(14) . . ?
B8 B3 B7 59.76(15) . . ?
C1 B3 B4 59.38(13) . . ?
C2 B3 B4 105.57(17) . . ?
B8 B3 B4 59.95(14) . . ?
B7 B3 B4 107.65(18) . . ?
C1 B4 B8 103.20(17) . . ?
C1 B4 B9 103.18(17) . . ?
B8 B4 B9 60.68(15) . . ?
C1 B4 B3 58.16(13) . . ?
B8 B4 B3 59.63(14) . . ?
B9 B4 B3 108.10(18) . . ?
C1 B4 B5 57.59(13) . . ?
B8 B4 B5 107.96(18) . . ?
B9 B4 B5 59.85(14) . . ?
B3 B4 B5 107.25(17) . . ?
C1 B4 S1 118.45(15) . . ?
B8 B4 S1 131.17(17) . . ?
B9 B4 S1 125.64(17) . . ?
B3 B4 S1 122.77(15) . . ?
B5 B4 S1 115.20(15) . . ?
C1 B5 B10 104.20(18) . . ?
C1 B5 B9 104.50(17) . . ?
B10 B5 B9 60.29(16) . . ?
C1 B5 B6 58.79(14) . . ?
B10 B5 B6 59.49(17) . . ?
B9 B5 B6 107.97(19) . . ?
C1 B5 B4 59.41(13) . . ?
B10 B5 B4 108.43(18) . . ?
B9 B5 B4 59.77(14) . . ?
B6 B5 B4 109.05(17) . . ?
C1 B5 S2 115.23(15) . . ?
B10 B5 S2 130.10(16) . . ?
B9 B5 S2 130.04(18) . . ?
B6 B5 S2 117.89(16) . . ?
B4 B5 S2 117.33(16) . . ?
C1 B6 C2 57.20(12) . . ?
C1 B6 B10 104.08(19) . . ?
C2 B6 B10 105.49(19) . . ?
C1 B6 B11 103.58(18) . . ?
C2 B6 B11 58.31(15) . . ?
B10 B6 B11 60.55(17) . . ?
C1 B6 B5 58.05(13) . . ?
C2 B6 B5 104.97(17) . . ?
B10 B6 B5 60.06(16) . . ?
B11 B6 B5 107.9(2) . . ?
C2 B7 B8 106.51(18) . . ?
C2 B7 B12 105.19(19) . . ?
B8 B7 B12 60.31(17) . . ?
C2 B7 B3 60.29(14) . . ?
B8 B7 B3 59.92(14) . . ?
B12 B7 B3 108.13(19) . . ?
C2 B7 B11 58.40(15) . . ?
B8 B7 B11 108.7(2) . . ?
B12 B7 B11 59.98(18) . . ?
B3 B7 B11 108.69(18) . . ?
B7 B8 B3 60.32(15) . . ?
B7 B8 B4 108.47(18) . . ?
B3 B8 B4 60.43(13) . . ?
B7 B8 B12 60.09(17) . . ?
B3 B8 B12 108.3(2) . . ?
B4 B8 B12 107.69(18) . . ?
B7 B8 B9 107.6(2) . . ?
B3 B8 B9 108.05(18) . . ?
B4 B8 B9 59.82(14) . . ?
B12 B8 B9 59.40(16) . . ?
B12 B9 B4 107.78(19) . . ?
B12 B9 B5 107.6(2) . . ?
B4 B9 B5 60.38(13) . . ?
B12 B9 B10 60.31(17) . . ?
B4 B9 B10 108.48(19) . . ?
B5 B9 B10 59.74(15) . . ?
B12 B9 B8 59.83(16) . . ?
B4 B9 B8 59.50(14) . . ?
B5 B9 B8 107.45(18) . . ?
B10 B9 B8 108.1(2) . . ?
B6 B10 B5 60.46(15) . . ?
B6 B10 B11 59.81(17) . . ?
B5 B10 B11 107.64(19) . . ?
B6 B10 B9 108.48(18) . . ?
B5 B10 B9 59.96(15) . . ?
B11 B10 B9 107.46(19) . . ?
B6 B10 B12 107.6(2) . . ?
B5 B10 B12 107.08(19) . . ?
B11 B10 B12 59.66(17) . . ?
B9 B10 B12 59.38(17) . . ?
C2 B11 B6 59.58(14) . . ?
C2 B11 B12 105.45(19) . . ?
B6 B11 B12 108.0(2) . . ?
C2 B11 B7 58.83(15) . . ?
B6 B11 B7 108.24(18) . . ?
B12 B11 B7 59.88(17) . . ?
C2 B11 B10 105.76(18) . . ?
B6 B11 B10 59.64(16) . . ?
B12 B11 B10 60.28(18) . . ?
B7 B11 B10 108.2(2) . . ?
B9 B12 B7 108.34(19) . . ?
B9 B12 B11 108.51(19) . . ?
B7 B12 B11 60.14(17) . . ?
B9 B12 B8 60.77(16) . . ?
B7 B12 B8 59.60(16) . . ?
B11 B12 B8 108.2(2) . . ?
B9 B12 B10 60.30(17) . . ?
B7 B12 B10 108.2(2) . . ?
B11 B12 B10 60.06(18) . . ?
B8 B12 B10 108.83(19) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C17 1.786(2) . ?
S1 B4 1.840(3) . ?
S2 C23 1.772(2) . ?
S2 B5 1.854(3) . ?
C1 C2 1.646(3) . ?
C1 B5 1.697(3) . ?
C1 B3 1.709(3) . ?
C1 B6 1.711(3) . ?
C1 B4 1.731(3) . ?
C2 C11 1.498(3) . ?
C2 B11 1.705(4) . ?
C2 B7 1.713(3) . ?
C2 B6 1.728(3) . ?
C2 B3 1.753(3) . ?
C11 C12 1.372(4) . ?
C11 C16 1.382(4) . ?
C12 C13 1.377(4) . ?
C13 C14 1.348(5) . ?
C14 C15 1.358(6) . ?
C15 C16 1.379(5) . ?
C17 C22 1.376(3) . ?
C17 C18 1.384(4) . ?
C18 C19 1.384(5) . ?
C19 C20 1.369(5) . ?
C20 C21 1.351(5) . ?
C21 C22 1.390(4) . ?
C23 C24 1.367(3) . ?
C23 C28 1.371(3) . ?
C24 C25 1.370(5) . ?
C25 C26 1.353(6) . ?
C26 C27 1.357(5) . ?
C27 C28 1.381(4) . ?
B3 B8 1.769(4) . ?
B3 B7 1.776(4) . ?
B3 B4 1.783(3) . ?
B4 B8 1.775(4) . ?
B4 B9 1.780(3) . ?
B4 B5 1.791(3) . ?
B5 B10 1.778(4) . ?
B5 B9 1.782(4) . ?
B5 B6 1.785(4) . ?
B6 B10 1.768(4) . ?
B6 B11 1.771(4) . ?
B7 B8 1.766(4) . ?
B7 B12 1.775(4) . ?
B7 B11 1.780(4) . ?
B8 B12 1.779(4) . ?
B8 B9 1.796(4) . ?
B9 B12 1.771(4) . ?
B9 B10 1.788(4) . ?
B10 B11 1.784(5) . ?
B10 B12 1.788(4) . ?
B11 B12 1.777(5) . ?
