#------------------------------------------------------------------------------
#$Date: 2021-01-07 06:48:49 +0200 (Thu, 07 Jan 2021) $
#$Revision: 260669 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/72/7127281.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_7127281
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 H22 B10 S2'
_chemical_formula_weight         374.54
_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                   20.2845(9)
_cell_length_b                   11.9988(6)
_cell_length_c                   8.4540(4)
_cell_measurement_reflns_used    203
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      15
_cell_volume                     2057.62(17)
_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      296(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  0.0318
_diffrn_reflns_av_unetI/netI     0.0179
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_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            20757
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.245
_diffrn_reflns_theta_min         3.114
_exptl_absorpt_coefficient_mu    0.256
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6231
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.209
_exptl_crystal_description       block
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.300
_refine_diff_density_max         0.419
_refine_diff_density_min         -0.447
_refine_diff_density_rms         0.111
_refine_ls_abs_structure_details
;
 Flack x determined using 724 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.158
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     130
_refine_ls_number_reflns         1910
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.158
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0425
_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)+(0.0739P)²+0.5942P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1185
_refine_ls_wR_factor_ref         0.1287
_reflns_Friedel_coverage         0.853
_reflns_Friedel_fraction_full    0.990
_reflns_Friedel_fraction_max     0.990
_reflns_number_gt                1690
_reflns_number_total             1910
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc05207h2.cif
_cod_data_source_block           3a
_cod_depositor_comments
'Adding full bibliography for 7127281--7127288.cif.'
_cod_database_code               7127281
_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   0.883
_shelx_estimated_absorpt_t_max   0.927
_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
C1 C 0.0000 0.3453(4) 0.1286(6) 0.0482(12) Uani 1 2 d S T P . .
H1 H 0.0000 0.4352 0.1032 0.058 Uiso 1 2 calc R U P . .
C2 C 0.0000 0.2557(4) -0.0177(6) 0.0550(13) Uani 1 2 d S T P . .
C11 C 0.0000 0.2994(6) -0.1841(6) 0.082(2) Uani 1 2 d S T P . .
H11A H 0.0000 0.2381 -0.2570 0.124 Uiso 1 2 calc R U P . .
H11B H -0.0386 0.3441 -0.2008 0.124 Uiso 0.5 1 calc R U P . .
H11C H 0.0386 0.3441 -0.2008 0.124 Uiso 0.5 1 calc R U P . .
C12 C 0.1679(2) 0.3980(3) 0.3475(5) 0.0610(10) Uani 1 1 d . . . . .
C13 C 0.1907(2) 0.4846(4) 0.2563(6) 0.0790(14) Uani 1 1 d . . . . .
H13A H 0.1621 0.5422 0.2298 0.095 Uiso 1 1 calc R U . . .
C14 C 0.2543(3) 0.4888(7) 0.2034(8) 0.105(2) Uani 1 1 d . . . . .
H14A H 0.2689 0.5497 0.1451 0.125 Uiso 1 1 calc R U . . .
C15 C 0.2954(3) 0.4049(6) 0.2358(9) 0.106(2) Uani 1 1 d . . . . .
H15A H 0.3384 0.4073 0.1979 0.128 Uiso 1 1 calc R U . . .
C16 C 0.2756(3) 0.3171(5) 0.3225(10) 0.113(2) Uani 1 1 d . . . . .
H16A H 0.3048 0.2590 0.3428 0.135 Uiso 1 1 calc R U . . .
C17 C 0.2105(3) 0.3126(4) 0.3832(7) 0.0911(18) Uani 1 1 d . . . . .
H17A H 0.1969 0.2531 0.4459 0.109 Uiso 1 1 calc R U . . .
S1 S 0.08539(6) 0.40031(9) 0.41963(16) 0.0724(4) Uani 1 1 d . . . . .
B3 B 0.0702(2) 0.2748(3) 0.0918(5) 0.0548(10) Uani 1 1 d . . . . .
H3 H 0.1154 0.3132 0.0451 0.066 Uiso 1 1 calc R U . . .
B4 B 0.0439(2) 0.2984(3) 0.2903(5) 0.0497(9) Uani 1 1 d . . . . .
B5 B 0.0437(2) 0.1398(3) 0.0353(5) 0.0515(10) Uani 1 1 d . . . . .
H5 H 0.0723 0.0886 -0.0480 0.062 Uiso 1 1 calc R U . . .
B6 B 0.0710(2) 0.1638(4) 0.2308(5) 0.0552(10) Uani 1 1 d . . . . .
H6 H 0.1173 0.1280 0.2759 0.066 Uiso 1 1 calc R U . . .
B7 B 0.0000 0.1776(5) 0.3528(8) 0.0537(14) Uani 1 2 d S T P . .
H7 H 0.0000 0.1502 0.4769 0.064 Uiso 1 2 calc R U P . .
B8 B 0.0000 0.0806(5) 0.1933(8) 0.0555(15) Uani 1 2 d S T P . .
H8 H 0.0000 -0.0099 0.2137 0.067 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'
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
C2 C1 B3 62.0(2) . 4 ?
C2 C1 B3 62.0(2) . . ?
B3 C1 B3 115.3(4) 4 . ?
C2 C1 B4 112.5(3) . 4 ?
B3 C1 B4 63.0(2) 4 4 ?
B3 C1 B4 114.7(3) . 4 ?
C2 C1 B4 112.5(3) . . ?
B3 C1 B4 114.7(3) 4 . ?
B3 C1 B4 63.0(2) . . ?
B4 C1 B4 62.2(3) 4 . ?
C11 C2 C1 118.5(5) . . ?
C11 C2 B5 122.0(4) . 4 ?
C1 C2 B5 109.7(3) . 4 ?
C11 C2 B5 122.0(4) . . ?
C1 C2 B5 109.7(3) . . ?
B5 C2 B5 62.5(3) 4 . ?
C11 C2 B3 117.3(3) . . ?
C1 C2 B3 60.3(2) . . ?
B5 C2 B3 113.5(4) 4 . ?
B5 C2 B3 62.4(2) . . ?
C11 C2 B3 117.3(3) . 4 ?
C1 C2 B3 60.3(2) . 4 ?
B5 C2 B3 62.4(2) 4 4 ?
B5 C2 B3 113.5(4) . 4 ?
B3 C2 B3 112.3(4) . 4 ?
C17 C12 C13 118.4(5) . . ?
C17 C12 S1 121.8(4) . . ?
C13 C12 S1 119.8(3) . . ?
C14 C13 C12 121.9(5) . . ?
C15 C14 C13 119.7(6) . . ?
C14 C15 C16 121.0(6) . . ?
C15 C16 C17 120.4(6) . . ?
C12 C17 C16 118.5(6) . . ?
C12 S1 B4 102.40(19) . . ?
C1 B3 C2 57.7(3) . . ?
C1 B3 B5 104.6(3) . . ?
C2 B3 B5 58.7(3) . . ?
C1 B3 B6 105.2(3) . . ?
C2 B3 B6 105.4(3) . . ?
B5 B3 B6 59.7(2) . . ?
C1 B3 B4 59.6(3) . . ?
C2 B3 B4 106.4(3) . . ?
B5 B3 B4 108.0(3) . . ?
B6 B3 B4 60.0(2) . . ?
C1 B4 B6 103.4(3) . . ?
C1 B4 B7 104.0(3) . . ?
B6 B4 B7 60.0(2) . . ?
C1 B4 B3 57.4(2) . . ?
B6 B4 B3 59.9(2) . . ?
B7 B4 B3 107.4(3) . . ?
C1 B4 B4 58.91(17) . 4 ?
B6 B4 B4 108.0(2) . 4 ?
B7 B4 B4 59.97(16) . 4 ?
B3 B4 B4 107.4(2) . 4 ?
C1 B4 S1 119.3(3) . . ?
B6 B4 S1 129.0(3) . . ?
B7 B4 S1 126.3(3) . . ?
B3 B4 S1 121.8(3) . . ?
B4 B4 S1 117.13(14) 4 . ?
C2 B5 B8 105.5(3) . . ?
C2 B5 B6 106.0(3) . . ?
B8 B5 B6 60.8(3) . . ?
C2 B5 B5 58.77(17) . 4 ?
B8 B5 B5 59.65(18) . 4 ?
B6 B5 B5 108.3(2) . 4 ?
C2 B5 B3 58.9(2) . . ?
B8 B5 B3 108.5(3) . . ?
B6 B5 B3 60.2(2) . . ?
B5 B5 B3 107.7(2) 4 . ?
B5 B6 B3 60.0(2) . . ?
B5 B6 B4 108.4(3) . . ?
B3 B6 B4 60.2(2) . . ?
B5 B6 B7 107.6(3) . . ?
B3 B6 B7 107.8(3) . . ?
B4 B6 B7 60.1(3) . . ?
B5 B6 B8 59.2(3) . . ?
B3 B6 B8 107.1(3) . . ?
B4 B6 B8 108.0(3) . . ?
B7 B6 B8 60.0(3) . . ?
B6 B7 B6 108.1(4) . 4 ?
B6 B7 B8 60.0(2) . . ?
B6 B7 B8 60.0(2) 4 . ?
B6 B7 B4 108.0(4) . 4 ?
B6 B7 B4 59.9(2) 4 4 ?
B8 B7 B4 107.9(4) . 4 ?
B6 B7 B4 59.9(2) . . ?
B6 B7 B4 108.0(4) 4 . ?
B8 B7 B4 107.9(4) . . ?
B4 B7 B4 60.0(3) 4 . ?
B5 B8 B5 60.7(4) 4 . ?
B5 B8 B6 108.5(4) 4 . ?
B5 B8 B6 60.0(2) . . ?
B5 B8 B6 60.0(2) 4 4 ?
B5 B8 B6 108.5(4) . 4 ?
B6 B8 B6 108.0(4) . 4 ?
B5 B8 B7 108.2(3) 4 . ?
B5 B8 B7 108.2(3) . . ?
B6 B8 B7 59.9(2) . . ?
B6 B8 B7 59.9(2) 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
C1 C2 1.639(6) . ?
C1 B3 1.685(5) 4 ?
C1 B3 1.685(5) . ?
C1 B4 1.726(6) 4 ?
C1 B4 1.726(6) . ?
C2 C11 1.502(8) . ?
C2 B5 1.708(6) 4 ?
C2 B5 1.708(6) . ?
C2 B3 1.713(5) . ?
C2 B3 1.713(5) 4 ?
C12 C17 1.374(6) . ?
C12 C13 1.375(6) . ?
C12 S1 1.782(5) . ?
C13 C14 1.366(8) . ?
C14 C15 1.335(10) . ?
C15 C16 1.345(10) . ?
C16 C17 1.418(10) . ?
S1 B4 1.843(4) . ?
B3 B5 1.773(5) . ?
B3 B6 1.777(6) . ?
B3 B4 1.782(6) . ?
B4 B6 1.779(6) . ?
B4 B7 1.782(6) . ?
B4 B4 1.783(9) 4 ?
B5 B8 1.753(7) . ?
B5 B6 1.767(6) . ?
B5 B5 1.771(9) 4 ?
B6 B7 1.780(6) . ?
B6 B8 1.781(6) . ?
B7 B6 1.780(6) 4 ?
B7 B8 1.781(8) . ?
B7 B4 1.782(6) 4 ?
B8 B5 1.753(7) 4 ?
B8 B6 1.781(6) 4 ?
