#------------------------------------------------------------------------------
#$Date: 2023-03-23 12:06:32 +0200 (Thu, 23 Mar 2023) $
#$Revision: 282016 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/69/8106965.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_8106965
loop_
_publ_author_name
'Li, Guo Qiang'
'Meng, Jiang Ping'
'Zhou, Xia'
'Wang, Qing'
'Xu, Qiang'
_publ_section_title
;
 Crystal structure of 1,6-ditosyl-1,6-diazecane, C22H30N2O4S2
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              647
_journal_page_last               648
_journal_paper_doi               10.1515/ncrs-2015-0228
_journal_volume                  231
_journal_year                    2016
_chemical_formula_sum            'C11 H15 N O2 S'
_chemical_formula_weight         225.30
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 91.758(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.6316(5)
_cell_length_b                   5.7462(2)
_cell_length_c                   14.1562(5)
_cell_measurement_reflns_used    2889
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.3190
_cell_measurement_theta_min      4.4300
_cell_volume                     1108.33(7)
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_collection       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_molecular_graphics    'CrysAlisPro, Agilent Technologies'
_computing_publication_material  'CrysAlisPro, Agilent Technologies'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_av_sigmaI/netI    0.0295
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6842
_diffrn_reflns_theta_full        67.25
_diffrn_reflns_theta_max         67.25
_diffrn_reflns_theta_min         3.24
_exptl_absorpt_coefficient_mu    2.436
_exptl_absorpt_correction_T_max  0.8290
_exptl_absorpt_correction_T_min  0.8106
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.278
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         1983
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0547
_refine_ls_R_factor_gt           0.0464
_refine_ls_shift/su_max          0.036
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0627P)²+0.5183P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1174
_refine_ls_wR_factor_ref         0.1249
_reflns_number_gt                1703
_reflns_number_total             1983
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            suppl_ncrs-2015-0228_suppl.cif
_cod_data_source_block           a
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               8106965
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.20884(4) -0.13282(11) 0.38800(4) 0.0434(2) Uani 1 1 d . . .
O1 O 0.15965(15) -0.3217(3) 0.34052(14) 0.0607(5) Uani 1 1 d . . .
O2 O 0.27308(15) -0.1841(4) 0.46672(14) 0.0711(6) Uani 1 1 d . . .
N1 N 0.12620(13) 0.0457(4) 0.42389(12) 0.0392(5) Uani 1 1 d . . .
C1 C 0.4583(2) 0.3472(6) 0.0995(2) 0.0726(9) Uani 1 1 d . . .
H1A H 0.4548 0.2631 0.0409 0.109 Uiso 1 1 calc R . .
H1B H 0.5249 0.3499 0.1234 0.109 Uiso 1 1 calc R . .
H1C H 0.4357 0.5037 0.0892 0.109 Uiso 1 1 calc R . .
C2 C 0.39429(17) 0.2291(5) 0.17038(18) 0.0476(6) Uani 1 1 d . . .
C3 C 0.38072(19) 0.3282(5) 0.2588(2) 0.0536(7) Uani 1 1 d . . .
H3 H 0.4112 0.4687 0.2740 0.064 Uiso 1 1 calc R . .
C4 C 0.32320(19) 0.2224(5) 0.32392(18) 0.0481(6) Uani 1 1 d . . .
H4 H 0.3145 0.2913 0.3825 0.058 Uiso 1 1 calc R . .
C5 C 0.27809(15) 0.0128(4) 0.30202(16) 0.0380(5) Uani 1 1 d . . .
C6 C 0.28955(18) -0.0867(5) 0.21460(17) 0.0467(6) Uani 1 1 d . . .
H6 H 0.2583 -0.2263 0.1994 0.056 Uiso 1 1 calc R . .
C7 C 0.34769(18) 0.0216(5) 0.14959(18) 0.0517(6) Uani 1 1 d . . .
H7 H 0.3555 -0.0466 0.0907 0.062 Uiso 1 1 calc R . .
C8 C 0.05030(18) 0.1151(5) 0.35349(17) 0.0486(6) Uani 1 1 d . . .
H8A H 0.0614 0.0331 0.2949 0.058 Uiso 1 1 calc R . .
H8B H 0.0567 0.2804 0.3411 0.058 Uiso 1 1 calc R . .
C9 C -0.05485(18) 0.0655(6) 0.38406(17) 0.0555(7) Uani 1 1 d . . .
H9A H -0.0704 0.1718 0.4347 0.067 Uiso 1 1 calc R . .
H9B H -0.0997 0.0982 0.3312 0.067 Uiso 1 1 calc R . .
C10 C -0.0726(2) -0.1811(5) 0.41738(18) 0.0577(8) Uani 1 1 d . . .
H10A H -0.0109 -0.2461 0.4408 0.069 Uiso 1 1 calc R . .
H10B H -0.0949 -0.2741 0.3637 0.069 Uiso 1 1 calc R . .
C11 C -0.1478(2) -0.2004(5) 0.49491(18) 0.0555(7) Uani 1 1 d . . .
H11A H -0.2123 -0.1628 0.4683 0.067 Uiso 1 1 calc R . .
H11B H -0.1496 -0.3601 0.5170 0.067 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
O2 S1 O1 118.50(13) . .
O2 S1 N1 107.61(12) . .
O1 S1 N1 107.92(11) . .
O2 S1 C5 107.86(11) . .
O1 S1 C5 106.67(11) . .
N1 S1 C5 107.88(10) . .
C8 N1 C11 119.0(2) . 3_556
C8 N1 S1 116.22(16) . .
C11 N1 S1 120.19(17) 3_556 .
C7 C2 C3 118.2(2) . .
C7 C2 C1 121.2(3) . .
C3 C2 C1 120.6(3) . .
C4 C3 C2 121.2(2) . .
C3 C4 C5 119.7(2) . .
C6 C5 C4 120.1(2) . .
C6 C5 S1 119.91(19) . .
C4 C5 S1 119.97(18) . .
C5 C6 C7 119.7(2) . .
C2 C7 C6 121.2(2) . .
N1 C8 C9 113.70(18) . .
C10 C9 C8 114.9(2) . .
C9 C10 C11 114.1(2) . .
N1 C11 C10 113.2(2) 3_556 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 O2 1.427(2) .
S1 O1 1.4326(19) .
S1 N1 1.617(2) .
S1 C5 1.773(2) .
N1 C8 1.470(3) .
N1 C11 1.476(3) 3_556
C1 C2 1.510(3) .
C2 C7 1.379(4) .
C2 C3 1.393(4) .
C3 C4 1.370(3) .
C4 C5 1.383(3) .
C5 C6 1.377(3) .
C6 C7 1.381(3) .
C8 C9 1.537(3) .
C9 C10 1.515(4) .
C10 C11 1.528(3) .
C11 N1 1.476(3) 3_556
