#------------------------------------------------------------------------------
#$Date: 2021-01-07 06:48:49 +0200 (Thu, 07 Jan 2021) $
#$Revision: 260669 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/72/7127284.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_7127284
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            'C15 H20 B10 Cl2 S2'
_chemical_formula_weight         443.43
_space_group_crystal_system      orthorhombic
_space_group_IT_number           36
_space_group_name_Hall           'C 2c -2'
_space_group_name_H-M_alt        'C m c 21'
_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                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.136(5)
_cell_length_b                   12.146(2)
_cell_length_c                   8.5666(15)
_cell_measurement_reflns_used    291
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      15
_cell_volume                     2199.2(7)
_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      298(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_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  0.0239
_diffrn_reflns_av_unetI/netI     0.0152
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            15909
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.234
_diffrn_reflns_theta_min         3.065
_exptl_absorpt_coefficient_mu    0.486
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5907
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_description       block
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.300
_refine_diff_density_max         0.315
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details
;
 Flack x determined using 851 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.006(19)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     139
_refine_ls_number_reflns         2039
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0389
_refine_ls_R_factor_gt           0.0358
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0453P)²+1.9509P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0908
_refine_ls_wR_factor_ref         0.0939
_reflns_Friedel_coverage         0.860
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                1931
_reflns_number_total             2039
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc05207h2.cif
_cod_data_source_block           3e
_cod_depositor_comments
'Adding full bibliography for 7127281--7127288.cif.'
_cod_original_cell_volume        2199.2(8)
_cod_database_code               7127284
_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   0.793
_shelx_estimated_absorpt_t_max   0.868
_shelxl_version_number           2014/6
loop_
_space_group_symop_operation_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_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
Cl1 Cl -0.36006(5) -0.10412(13) -0.53286(16) 0.0780(4) Uani 1 1 d . . . . .
S1 S -0.08222(4) -0.08861(8) -0.27233(13) 0.0510(3) Uani 1 1 d . . . . .
C1 C 0.0000 -0.1515(4) -0.5556(6) 0.0355(10) Uani 1 2 d S T P . .
H2 H 0.0000 -0.0634 -0.5855 0.043 Uiso 1 2 calc R U P . .
C2 C 0.0000 -0.2439(4) -0.6949(6) 0.0399(11) Uani 1 2 d S T P . .
C11 C 0.0000 -0.2054(5) -0.8617(7) 0.0554(15) Uani 1 2 d S T P . .
H11A H 0.0000 -0.2681 -0.9301 0.083 Uiso 1 2 calc R U P . .
H11B H -0.0371 -0.1618 -0.8808 0.083 Uiso 0.5 1 calc R U P . .
H11C H 0.0371 -0.1618 -0.8808 0.083 Uiso 0.5 1 calc R U P . .
C12 C -0.16165(17) -0.0931(3) -0.3440(5) 0.0423(8) Uani 1 1 d . . . . .
C13 C -0.18454(19) -0.0079(4) -0.4341(6) 0.0579(11) Uani 1 1 d . . . . .
H13A H -0.1586 0.0516 -0.4580 0.069 Uiso 1 1 calc R U . . .
C14 C -0.2460(2) -0.0106(4) -0.4891(5) 0.0635(13) Uani 1 1 d . . . . .
H14A H -0.2615 0.0472 -0.5492 0.076 Uiso 1 1 calc R U . . .
C15 C -0.28389(18) -0.0986(3) -0.4550(5) 0.0501(10) Uani 1 1 d . . . . .
C16 C -0.26256(19) -0.1824(3) -0.3630(6) 0.0577(11) Uani 1 1 d . . . . .
H16A H -0.2889 -0.2413 -0.3389 0.069 Uiso 1 1 calc R U . . .
C17 C -0.20146(18) -0.1790(3) -0.3058(5) 0.0518(10) Uani 1 1 d . . . . .
H17A H -0.1870 -0.2351 -0.2410 0.062 Uiso 1 1 calc R U . . .
B3 B -0.06814(19) -0.2224(3) -0.5879(5) 0.0394(9) Uani 1 1 d . . . . .
H3 H -0.1118 -0.1864 -0.6357 0.047 Uiso 1 1 calc R U . . .
B4 B -0.04223(18) -0.1936(3) -0.3946(4) 0.0356(8) Uani 1 1 d . . . . .
B7 B -0.0419(2) -0.3570(3) -0.6363(5) 0.0399(9) Uani 1 1 d . . . . .
H7 H -0.0692 -0.4099 -0.7159 0.048 Uiso 1 1 calc R U . . .
B8 B -0.0683(2) -0.3280(3) -0.4450(5) 0.0390(9) Uani 1 1 d . . . . .
H8 H -0.1127 -0.3622 -0.3988 0.047 Uiso 1 1 calc R U . . .
B9 B 0.0000 -0.3104(5) -0.3254(7) 0.0393(12) Uani 1 2 d S T P . .
H9 H 0.0000 -0.3335 -0.2013 0.047 Uiso 1 2 calc R U P . .
B12 B 0.0000 -0.4110(5) -0.4754(7) 0.0415(13) Uani 1 2 d S T P . .
H12 H 0.0000 -0.4996 -0.4488 0.050 Uiso 1 2 calc R U P . .
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'
Cl Cl 0.1484 0.1585 '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
C12 S1 B4 102.30(17) . . ?
C2 C1 B3 62.2(2) . 4 ?
C2 C1 B3 62.2(2) . . ?
B3 C1 B3 115.7(4) 4 . ?
C2 C1 B4 112.4(3) . 4 ?
B3 C1 B4 62.7(2) 4 4 ?
B3 C1 B4 114.8(3) . 4 ?
C2 C1 B4 112.4(3) . . ?
B3 C1 B4 114.8(3) 4 . ?
B3 C1 B4 62.7(2) . . ?
B4 C1 B4 62.5(3) 4 . ?
C11 C2 C1 118.6(4) . . ?
C11 C2 B7 121.9(4) . . ?
C1 C2 B7 109.7(3) . . ?
C11 C2 B7 121.9(3) . 4 ?
C1 C2 B7 109.7(3) . 4 ?
B7 C2 B7 62.4(3) . 4 ?
C11 C2 B3 117.2(2) . 4 ?
C1 C2 B3 60.7(2) . 4 ?
B7 C2 B3 113.4(3) . 4 ?
B7 C2 B3 62.2(2) 4 4 ?
C11 C2 B3 117.2(2) . . ?
C1 C2 B3 60.7(2) . . ?
B7 C2 B3 62.2(2) . . ?
B7 C2 B3 113.4(3) 4 . ?
B3 C2 B3 113.0(4) 4 . ?
C13 C12 C17 119.1(4) . . ?
C13 C12 S1 119.9(3) . . ?
C17 C12 S1 120.9(3) . . ?
C12 C13 C14 120.2(4) . . ?
C15 C14 C13 119.8(4) . . ?
C16 C15 C14 120.9(4) . . ?
C16 C15 Cl1 119.8(3) . . ?
C14 C15 Cl1 119.3(3) . . ?
C15 C16 C17 119.4(4) . . ?
C12 C17 C16 120.6(4) . . ?
C1 B3 C2 57.1(2) . . ?
C1 B3 B8 104.8(3) . . ?
C2 B3 B8 105.0(3) . . ?
C1 B3 B7 103.9(3) . . ?
C2 B3 B7 58.4(2) . . ?
B8 B3 B7 59.7(2) . . ?
C1 B3 B4 59.2(2) . . ?
C2 B3 B4 105.5(3) . . ?
B8 B3 B4 60.0(2) . . ?
B7 B3 B4 107.6(3) . . ?
C1 B4 B8 103.8(3) . . ?
C1 B4 B9 104.1(3) . . ?
B8 B4 B9 60.2(2) . . ?
C1 B4 B3 58.1(2) . . ?
B8 B4 B3 59.8(2) . . ?
B9 B4 B3 107.9(3) . . ?
C1 B4 B4 58.75(15) . 4 ?
B8 B4 B4 108.05(18) . 4 ?
B9 B4 B4 59.87(16) . 4 ?
B3 B4 B4 107.92(18) . 4 ?
C1 B4 S1 119.0(3) . . ?
B8 B4 S1 128.9(3) . . ?
B9 B4 S1 126.1(3) . . ?
B3 B4 S1 121.4(3) . . ?
B4 B4 S1 117.13(12) 4 . ?
C2 B7 B12 105.5(3) . . ?
C2 B7 B8 106.0(3) . . ?
B12 B7 B8 60.5(2) . . ?
C2 B7 B7 58.80(17) . 4 ?
B12 B7 B7 59.87(17) . 4 ?
B8 B7 B7 108.38(19) . 4 ?
C2 B7 B3 59.4(2) . . ?
B12 B7 B3 108.5(3) . . ?
B8 B7 B3 60.1(2) . . ?
B7 B7 B3 108.20(19) 4 . ?
B7 B8 B3 60.2(2) . . ?
B7 B8 B4 108.1(3) . . ?
B3 B8 B4 60.2(2) . . ?
B7 B8 B12 59.7(3) . . ?
B3 B8 B12 107.9(3) . . ?
B4 B8 B12 107.8(3) . . ?
B7 B8 B9 107.6(3) . . ?
B3 B8 B9 108.0(3) . . ?
B4 B8 B9 60.0(2) . . ?
B12 B8 B9 59.7(3) . . ?
B12 B9 B4 108.0(3) . 4 ?
B12 B9 B4 108.0(3) . . ?
B4 B9 B4 60.3(3) 4 . ?
B12 B9 B8 60.1(2) . 4 ?
B4 B9 B8 59.8(2) 4 4 ?
B4 B9 B8 108.1(3) . 4 ?
B12 B9 B8 60.1(2) . . ?
B4 B9 B8 108.1(3) 4 . ?
B4 B9 B8 59.8(2) . . ?
B8 B9 B8 108.1(4) 4 . ?
B7 B12 B7 60.3(3) . 4 ?
B7 B12 B9 108.1(3) . . ?
B7 B12 B9 108.1(3) 4 . ?
B7 B12 B8 108.1(4) . 4 ?
B7 B12 B8 59.8(2) 4 4 ?
B9 B12 B8 60.2(2) . 4 ?
B7 B12 B8 59.8(2) . . ?
B7 B12 B8 108.1(4) 4 . ?
B9 B12 B8 60.2(2) . . ?
B8 B12 B8 108.3(4) 4 . ?
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
Cl1 C15 1.744(4) . ?
S1 C12 1.788(4) . ?
S1 B4 1.854(4) . ?
C1 C2 1.638(7) . ?
C1 B3 1.701(5) 4 ?
C1 B3 1.701(5) . ?
C1 B4 1.720(5) 4 ?
C1 B4 1.721(5) . ?
C2 C11 1.504(7) . ?
C2 B7 1.710(6) . ?
C2 B7 1.710(6) 4 ?
C2 B3 1.727(5) 4 ?
C2 B3 1.727(5) . ?
C12 C13 1.379(6) . ?
C12 C17 1.380(5) . ?
C13 C14 1.382(6) . ?
C14 C15 1.367(7) . ?
C15 C16 1.364(6) . ?
C16 C17 1.382(5) . ?
B3 B8 1.773(6) . ?
B3 B7 1.775(6) . ?
B3 B4 1.780(5) . ?
B4 B8 1.776(5) . ?
B4 B9 1.778(6) . ?
B4 B4 1.785(8) 4 ?
B7 B12 1.764(7) . ?
B7 B8 1.767(6) . ?
B7 B7 1.771(8) 4 ?
B8 B12 1.780(5) . ?
B8 B9 1.782(5) . ?
B9 B12 1.773(8) . ?
B9 B4 1.778(6) 4 ?
B9 B8 1.782(5) 4 ?
B12 B7 1.764(7) 4 ?
B12 B8 1.780(5) 4 ?
