#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/50/2225057.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2225057
loop_
_publ_author_name
'Fadlalla, Mohamed I.'
'Friedrich, Holger B.'
'Maguire, Glenn E. M.'
'Bala, Muhammad D.'
_publ_section_title
;
 cis-N-(2-Hydroxycyclohexyl)-p-toluenesulfonamide
;
_journal_coeditor_code           LX2131
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o463
_journal_paper_doi               10.1107/S1600536810002151
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C13 H19 N O3 S'
_chemical_formula_moiety         'C13 H19 N O3 S'
_chemical_formula_sum            'C13 H19 N O3 S'
_chemical_formula_weight         269.35
_chemical_melting_point_gt       414
_chemical_melting_point_lt       416
_chemical_name_common            cis-2-Tosylaminocyclohexanol
_chemical_name_systematic
;
cis-N-(2-Hydroxycyclohexyl)-p-toluenesulfonamide
cis-2-Tosylaminocyclohexanol
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                106.6450(10)
_cell_angle_beta                 93.9710(10)
_cell_angle_gamma                100.0470(10)
_cell_formula_units_Z            4
_cell_length_a                   6.30310(10)
_cell_length_b                   12.8355(2)
_cell_length_c                   17.5367(3)
_cell_measurement_reflns_used    6946
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      2.44
_cell_volume                     1327.75(4)
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'SAINT (Bruker, 2005)'
_computing_molecular_graphics
'ORTEP-3 (Farrugia, 1997) and DIAMOND (Brandenburg, 1998)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_sigmaI/netI    0.0356
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            18458
_diffrn_reflns_theta_full        28.00
_diffrn_reflns_theta_max         28.00
_diffrn_reflns_theta_min         1.22
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.244
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.396
_refine_diff_density_min         -0.412
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         6423
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0499
_refine_ls_R_factor_gt           0.0362
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/su_max_lt       0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0582P)²+0.0739P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1035
_refine_ls_wR_factor_ref         0.1106
_reflns_number_gt                4837
_reflns_number_total             6423
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lx2131.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2225057
_cod_database_fobs_code          2225057
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.3149(2) 0.39725(12) 0.35318(8) 0.0230(3) Uani d . 1 . .
H H1 0.4155 0.4675 0.3860 0.028 Uiso calc R 1 . .
C C2 0.4327(2) 0.30139(12) 0.34741(9) 0.0227(3) Uani d . 1 . .
H H2 0.5706 0.3156 0.3236 0.027 Uiso calc R 1 . .
C C3 0.4842(3) 0.28788(14) 0.42986(9) 0.0303(4) Uani d . 1 . .
H H3A 0.5896 0.3543 0.4639 0.036 Uiso calc R 1 . .
H H3B 0.5522 0.2225 0.4240 0.036 Uiso calc R 1 . .
C C4 0.2795(3) 0.27272(15) 0.47095(10) 0.0344(4) Uani d . 1 . .
H H4A 0.1800 0.2022 0.4399 0.041 Uiso calc R 1 . .
H H4B 0.3195 0.2684 0.5254 0.041 Uiso calc R 1 . .
C C5 0.1644(3) 0.36911(14) 0.47692(9) 0.0337(4) Uani d . 1 . .
H H5A 0.2583 0.4384 0.5127 0.040 Uiso calc R 1 . .
H H5B 0.0285 0.3557 0.5009 0.040 Uiso calc R 1 . .
C C6 0.1107(3) 0.38351(13) 0.39456(9) 0.0266(3) Uani d . 1 . .
H H6A 0.0034 0.3178 0.3607 0.032 Uiso calc R 1 . .
H H6B 0.0449 0.4497 0.4010 0.032 Uiso calc R 1 . .
C C7 0.3445(2) 0.63056(12) 0.29981(8) 0.0212(3) Uani d . 1 . .
C C8 0.5061(2) 0.72537(12) 0.31511(9) 0.0238(3) Uani d . 1 . .
H H8 0.6421 0.7204 0.2956 0.029 Uiso calc R 1 . .
C C9 0.4672(3) 0.82718(12) 0.35906(9) 0.0282(3) Uani d . 1 . .
H H9 0.5775 0.8920 0.3693 0.034 Uiso calc R 1 . .
C C10 0.2692(3) 0.83612(13) 0.38840(9) 0.0290(4) Uani d . 1 . .
C C11 0.1103(3) 0.74045(14) 0.37164(10) 0.0310(4) Uani d . 1 . .
H H11 -0.0257 0.7454 0.3911 0.037 Uiso calc R 1 . .
C C12 0.1439(3) 0.63787(13) 0.32735(9) 0.0284(3) Uani d . 1 . .
H H12 0.0320 0.5735 0.3159 0.034 Uiso calc R 1 . .
C C13 0.2270(4) 0.94682(16) 0.43611(11) 0.0459(5) Uani d . 1 . .
H H13A 0.0900 0.9582 0.4130 0.069 Uiso calc R 1 . .
H H13B 0.3460 1.0061 0.4345 0.069 Uiso calc R 1 . .
H H13C 0.2173 0.9480 0.4919 0.069 Uiso calc R 1 . .
N N1 0.2596(2) 0.40722(10) 0.27298(8) 0.0243(3) Uani d . 1 . .
O O1 0.30664(19) 0.48034(9) 0.15979(6) 0.0319(3) Uani d . 1 . .
O O2 0.62179(17) 0.50634(9) 0.26023(7) 0.0322(3) Uani d . 1 . .
O O3 0.29042(18) 0.20373(9) 0.29512(6) 0.0262(2) Uani d . 1 . .
S S1 0.39239(6) 0.50145(3) 0.24179(2) 0.02302(10) Uani d . 1 . .
H H1N 0.134(3) 0.3817(15) 0.2496(11) 0.039(5) Uiso d . 1 . .
H H3O 0.364(3) 0.1556(18) 0.2813(12) 0.050(6) Uiso d . 1 . .
C C14 0.7984(3) 1.13220(12) 0.14293(9) 0.0260(3) Uani d . 1 . .
H H14 0.6960 1.0621 0.1109 0.031 Uiso calc R 1 . .
C C15 0.6821(2) 1.22875(12) 0.14932(8) 0.0221(3) Uani d . 1 . .
H H15 0.5435 1.2142 0.1726 0.026 Uiso calc R 1 . .
C C16 0.6321(3) 1.24306(13) 0.06696(9) 0.0275(3) Uani d . 1 . .
H H16A 0.5649 1.3087 0.0729 0.033 Uiso calc R 1 . .
H H16B 0.5267 1.1769 0.0325 0.033 Uiso calc R 1 . .
C C17 0.8384(3) 1.25814(14) 0.02681(9) 0.0311(4) Uani d . 1 . .
H H17A 0.8013 1.2657 -0.0269 0.037 Uiso calc R 1 . .
H H17B 0.9405 1.3268 0.0594 0.037 Uiso calc R 1 . .
C C18 0.9460(3) 1.15881(15) 0.01851(10) 0.0382(4) Uani d . 1 . .
H H18A 1.0803 1.1699 -0.0068 0.046 Uiso calc R 1 . .
H H18B 0.8468 1.0909 -0.0167 0.046 Uiso calc R 1 . .
C C19 1.0017(3) 1.14389(14) 0.10043(10) 0.0322(4) Uani d . 1 . .
H H19A 1.1115 1.2088 0.1339 0.039 Uiso calc R 1 . .
H H19B 1.0647 1.0768 0.0934 0.039 Uiso calc R 1 . .
C C20 0.7614(2) 0.89890(11) 0.20252(8) 0.0214(3) Uani d . 1 . .
C C21 0.5911(3) 0.82342(12) 0.15054(9) 0.0253(3) Uani d . 1 . .
H H21 0.4570 0.8445 0.1409 0.030 Uiso calc R 1 . .
C C22 0.6186(3) 0.71642(13) 0.11252(9) 0.0290(3) Uani d . 1 . .
H H22 0.5021 0.6643 0.0769 0.035 Uiso calc R 1 . .
C C23 0.8145(3) 0.68457(12) 0.12593(9) 0.0276(3) Uani d . 1 . .
C C24 0.9834(3) 0.76236(13) 0.17751(9) 0.0276(3) Uani d . 1 . .
H H24 1.1182 0.7418 0.1867 0.033 Uiso calc R 1 . .
C C25 0.9594(3) 0.86956(13) 0.21587(9) 0.0260(3) Uani d . 1 . .
H H25 1.0767 0.9221 0.2508 0.031 Uiso calc R 1 . .
C C26 0.8384(3) 0.56743(14) 0.08535(11) 0.0414(4) Uani d . 1 . .
H H26A 0.7230 0.5151 0.0976 0.062 Uiso calc R 1 . .
H H26B 0.9802 0.5569 0.1048 0.062 Uiso calc R 1 . .
H H26C 0.8275 0.5541 0.0272 0.062 Uiso calc R 1 . .
N N2 0.8567(2) 1.12308(11) 0.22299(8) 0.0285(3) Uani d . 1 . .
O O4 0.81390(19) 1.05591(9) 0.33850(6) 0.0326(3) Uani d . 1 . .
O O5 0.49416(18) 1.02921(9) 0.23866(7) 0.0345(3) Uani d . 1 . .
O O6 0.82296(18) 1.32622(9) 0.20231(6) 0.0246(2) Uani d . 1 . .
S S2 0.72262(6) 1.03181(3) 0.25663(2) 0.02444(11) Uani d . 1 . .
H H2N 0.981(3) 1.1520(16) 0.2453(11) 0.040(6) Uiso d . 1 . .
H H6O 0.751(4) 1.3754(19) 0.2141(13) 0.061(7) Uiso d . 1 . .
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 C1 C2 . . 110.49(11) ?
N1 C1 C6 . . 110.35(12) ?
C2 C1 C6 . . 111.65(12) ?
N1 C1 H1 . . 108.1 ?
C2 C1 H1 . . 108.1 ?
C6 C1 H1 . . 108.1 ?
O3 C2 C3 . . 110.68(12) ?
O3 C2 C1 . . 106.45(11) ?
C3 C2 C1 . . 110.94(12) ?
O3 C2 H2 . . 109.6 ?
C3 C2 H2 . . 109.6 ?
C1 C2 H2 . . 109.6 ?
C2 C3 C4 . . 111.59(13) ?
C2 C3 H3A . . 109.3 ?
C4 C3 H3A . . 109.3 ?
C2 C3 H3B . . 109.3 ?
C4 C3 H3B . . 109.3 ?
H3A C3 H3B . . 108.0 ?
C5 C4 C3 . . 110.62(14) ?
C5 C4 H4A . . 109.5 ?
C3 C4 H4A . . 109.5 ?
C5 C4 H4B . . 109.5 ?
C3 C4 H4B . . 109.5 ?
H4A C4 H4B . . 108.1 ?
C4 C5 C6 . . 111.54(13) ?
C4 C5 H5A . . 109.3 ?
C6 C5 H5A . . 109.3 ?
C4 C5 H5B . . 109.3 ?
C6 C5 H5B . . 109.3 ?
H5A C5 H5B . . 108.0 ?
C1 C6 C5 . . 110.98(13) ?
C1 C6 H6A . . 109.4 ?
C5 C6 H6A . . 109.4 ?
C1 C6 H6B . . 109.4 ?
C5 C6 H6B . . 109.4 ?
H6A C6 H6B . . 108.0 ?
C8 C7 C12 . . 120.34(14) ?
C8 C7 S1 . . 119.33(11) ?
C12 C7 S1 . . 120.29(11) ?
C9 C8 C7 . . 119.46(14) ?
C9 C8 H8 . . 120.3 ?
C7 C8 H8 . . 120.3 ?
C8 C9 C10 . . 121.16(15) ?
C8 C9 H9 . . 119.4 ?
C10 C9 H9 . . 119.4 ?
C11 C10 C9 . . 118.17(14) ?
C11 C10 C13 . . 120.69(16) ?
C9 C10 C13 . . 121.13(16) ?
C12 C11 C10 . . 121.93(15) ?
C12 C11 H11 . . 119.0 ?
C10 C11 H11 . . 119.0 ?
C11 C12 C7 . . 118.92(15) ?
C11 C12 H12 . . 120.5 ?
C7 C12 H12 . . 120.5 ?
C10 C13 H13A . . 109.5 ?
C10 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C10 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C1 N1 S1 . . 122.50(10) ?
C1 N1 H1N . . 119.7(13) ?
S1 N1 H1N . . 113.8(13) ?
C2 O3 H3O . . 107.3(15) ?
O1 S1 O2 . . 118.31(7) ?
O1 S1 N1 . . 107.26(7) ?
O2 S1 N1 . . 108.38(7) ?
O1 S1 C7 . . 109.32(7) ?
O2 S1 C7 . . 105.55(7) ?
N1 S1 C7 . . 107.60(7) ?
N2 C14 C15 . . 110.28(12) ?
N2 C14 C19 . . 109.93(13) ?
C15 C14 C19 . . 112.15(12) ?
N2 C14 H14 . . 108.1 ?
C15 C14 H14 . . 108.1 ?
C19 C14 H14 . . 108.1 ?
O6 C15 C16 . . 110.75(12) ?
O6 C15 C14 . . 107.06(11) ?
C16 C15 C14 . . 110.71(12) ?
O6 C15 H15 . . 109.4 ?
C16 C15 H15 . . 109.4 ?
C14 C15 H15 . . 109.4 ?
C15 C16 C17 . . 111.19(13) ?
C15 C16 H16A . . 109.4 ?
C17 C16 H16A . . 109.4 ?
C15 C16 H16B . . 109.4 ?
C17 C16 H16B . . 109.4 ?
H16A C16 H16B . . 108.0 ?
C18 C17 C16 . . 110.11(14) ?
C18 C17 H17A . . 109.6 ?
C16 C17 H17A . . 109.6 ?
C18 C17 H17B . . 109.6 ?
C16 C17 H17B . . 109.6 ?
H17A C17 H17B . . 108.2 ?
C17 C18 C19 . . 110.83(13) ?
C17 C18 H18A . . 109.5 ?
C19 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
C19 C18 H18B . . 109.5 ?
H18A C18 H18B . . 108.1 ?
C18 C19 C14 . . 110.71(14) ?
C18 C19 H19A . . 109.5 ?
C14 C19 H19A . . 109.5 ?
C18 C19 H19B . . 109.5 ?
C14 C19 H19B . . 109.5 ?
H19A C19 H19B . . 108.1 ?
C21 C20 C25 . . 120.81(14) ?
C21 C20 S2 . . 119.75(11) ?
C25 C20 S2 . . 119.36(11) ?
C20 C21 C22 . . 119.29(14) ?
C20 C21 H21 . . 120.4 ?
C22 C21 H21 . . 120.4 ?
C21 C22 C23 . . 120.93(15) ?
C21 C22 H22 . . 119.5 ?
C23 C22 H22 . . 119.5 ?
C24 C23 C22 . . 118.55(14) ?
C24 C23 C26 . . 121.60(15) ?
C22 C23 C26 . . 119.84(16) ?
C25 C24 C23 . . 121.41(14) ?
C25 C24 H24 . . 119.3 ?
C23 C24 H24 . . 119.3 ?
C24 C25 C20 . . 119.00(14) ?
C24 C25 H25 . . 120.5 ?
C20 C25 H25 . . 120.5 ?
C23 C26 H26A . . 109.5 ?
C23 C26 H26B . . 109.5 ?
H26A C26 H26B . . 109.5 ?
C23 C26 H26C . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
C14 N2 S2 . . 122.76(11) ?
C14 N2 H2N . . 117.8(13) ?
S2 N2 H2N . . 116.7(13) ?
C15 O6 H6O . . 107.3(16) ?
O4 S2 O5 . . 119.25(7) ?
O4 S2 N2 . . 106.51(7) ?
O5 S2 N2 . . 107.95(7) ?
O4 S2 C20 . . 108.22(7) ?
O5 S2 C20 . . 105.34(7) ?
N2 S2 C20 . . 109.34(7) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 N1 . 1.472(2) ?
C1 C2 . 1.528(2) ?
C1 C6 . 1.529(2) ?
C1 H1 . 1.0000 ?
C2 O3 . 1.4325(17) ?
C2 C3 . 1.525(2) ?
C2 H2 . 1.0000 ?
C3 C4 . 1.531(2) ?
C3 H3A . 0.9900 ?
C3 H3B . 0.9900 ?
C4 C5 . 1.522(2) ?
C4 H4A . 0.9900 ?
C4 H4B . 0.9900 ?
C5 C6 . 1.530(2) ?
C5 H5A . 0.9900 ?
C5 H5B . 0.9900 ?
C6 H6A . 0.9900 ?
C6 H6B . 0.9900 ?
C7 C8 . 1.390(2) ?
C7 C12 . 1.393(2) ?
C7 S1 . 1.7674(14) ?
C8 C9 . 1.387(2) ?
C8 H8 . 0.9500 ?
C9 C10 . 1.393(2) ?
C9 H9 . 0.9500 ?
C10 C11 . 1.386(2) ?
C10 C13 . 1.507(2) ?
C11 C12 . 1.384(2) ?
C11 H11 . 0.9500 ?
C12 H12 . 0.9500 ?
C13 H13A . 0.9800 ?
C13 H13B . 0.9800 ?
C13 H13C . 0.9800 ?
N1 S1 . 1.5975(13) ?
N1 H1N . 0.83(2) ?
O1 S1 . 1.4322(11) ?
O2 S1 . 1.4461(11) ?
O3 H3O . 0.83(2) ?
C14 N2 . 1.4690(19) ?
C14 C15 . 1.528(2) ?
C14 C19 . 1.532(2) ?
C14 H14 . 1.0000 ?
C15 O6 . 1.4316(17) ?
C15 C16 . 1.526(2) ?
C15 H15 . 1.0000 ?
C16 C17 . 1.530(2) ?
C16 H16A . 0.9900 ?
C16 H16B . 0.9900 ?
C17 C18 . 1.522(2) ?
C17 H17A . 0.9900 ?
C17 H17B . 0.9900 ?
C18 C19 . 1.528(2) ?
C18 H18A . 0.9900 ?
C18 H18B . 0.9900 ?
C19 H19A . 0.9900 ?
C19 H19B . 0.9900 ?
C20 C21 . 1.385(2) ?
C20 C25 . 1.389(2) ?
C20 S2 . 1.7665(14) ?
C21 C22 . 1.391(2) ?
C21 H21 . 0.9500 ?
C22 C23 . 1.392(2) ?
C22 H22 . 0.9500 ?
C23 C24 . 1.388(2) ?
C23 C26 . 1.507(2) ?
C24 C25 . 1.387(2) ?
C24 H24 . 0.9500 ?
C25 H25 . 0.9500 ?
C26 H26A . 0.9800 ?
C26 H26B . 0.9800 ?
C26 H26C . 0.9800 ?
N2 S2 . 1.5982(13) ?
N2 H2N . 0.82(2) ?
O4 S2 . 1.4343(12) ?
O5 S2 . 1.4452(12) ?
O6 H6O . 0.83(2) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1N O6 1_445 0.83(2) 2.00(2) 2.8255(17) 175.0(18)
N2 H2N O3 1_665 0.82(2) 2.00(2) 2.8155(18) 173.1(19)
O3 H3O O5 1_545 0.83(2) 1.93(2) 2.7489(15) 171(2)
O6 H6O O2 1_565 0.83(2) 1.98(2) 2.8001(15) 169(2)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N1 C1 C2 O3 . . . . -57.65(14) ?
C6 C1 C2 O3 . . . . 65.57(15) ?
N1 C1 C2 C3 . . . . -178.14(12) ?
C6 C1 C2 C3 . . . . -54.92(16) ?
O3 C2 C3 C4 . . . . -62.41(17) ?
C1 C2 C3 C4 . . . . 55.53(17) ?
C2 C3 C4 C5 . . . . -56.05(19) ?
C3 C4 C5 C6 . . . . 55.88(19) ?
N1 C1 C6 C5 . . . . 178.09(12) ?
C2 C1 C6 C5 . . . . 54.80(16) ?
C4 C5 C6 C1 . . . . -55.44(18) ?
C12 C7 C8 C9 . . . . 0.9(2) ?
S1 C7 C8 C9 . . . . 178.53(11) ?
C7 C8 C9 C10 . . . . 0.2(2) ?
C8 C9 C10 C11 . . . . -0.8(2) ?
C8 C9 C10 C13 . . . . -179.95(15) ?
C9 C10 C11 C12 . . . . 0.2(2) ?
C13 C10 C11 C12 . . . . 179.39(15) ?
C10 C11 C12 C7 . . . . 0.9(2) ?
C8 C7 C12 C11 . . . . -1.5(2) ?
S1 C7 C12 C11 . . . . -179.05(12) ?
C2 C1 N1 S1 . . . . -103.58(13) ?
C6 C1 N1 S1 . . . . 132.45(12) ?
C1 N1 S1 O1 . . . . 175.08(11) ?
C1 N1 S1 O2 . . . . 46.28(13) ?
C1 N1 S1 C7 . . . . -67.40(13) ?
C8 C7 S1 O1 . . . . -95.15(13) ?
C12 C7 S1 O1 . . . . 82.45(13) ?
C8 C7 S1 O2 . . . . 33.11(14) ?
C12 C7 S1 O2 . . . . -149.29(12) ?
C8 C7 S1 N1 . . . . 148.68(12) ?
C12 C7 S1 N1 . . . . -33.72(14) ?
N2 C14 C15 O6 . . . . 56.00(15) ?
C19 C14 C15 O6 . . . . -66.87(15) ?
N2 C14 C15 C16 . . . . 176.81(12) ?
C19 C14 C15 C16 . . . . 53.94(16) ?
O6 C15 C16 C17 . . . . 62.91(16) ?
C14 C15 C16 C17 . . . . -55.68(16) ?
C15 C16 C17 C18 . . . . 58.13(18) ?
C16 C17 C18 C19 . . . . -58.33(19) ?
C17 C18 C19 C14 . . . . 56.40(19) ?
N2 C14 C19 C18 . . . . -177.42(13) ?
C15 C14 C19 C18 . . . . -54.35(17) ?
C25 C20 C21 C22 . . . . 1.2(2) ?
S2 C20 C21 C22 . . . . -175.50(11) ?
C20 C21 C22 C23 . . . . -0.1(2) ?
C21 C22 C23 C24 . . . . -0.7(2) ?
C21 C22 C23 C26 . . . . 178.69(14) ?
C22 C23 C24 C25 . . . . 0.6(2) ?
C26 C23 C24 C25 . . . . -178.82(14) ?
C23 C24 C25 C20 . . . . 0.4(2) ?
C21 C20 C25 C24 . . . . -1.3(2) ?
S2 C20 C25 C24 . . . . 175.38(11) ?
C15 C14 N2 S2 . . . . 102.29(14) ?
C19 C14 N2 S2 . . . . -133.55(12) ?
C14 N2 S2 O4 . . . . -174.30(12) ?
C14 N2 S2 O5 . . . . -45.13(14) ?
C14 N2 S2 C20 . . . . 68.98(14) ?
C21 C20 S2 O4 . . . . 134.13(12) ?
C25 C20 S2 O4 . . . . -42.57(13) ?
C21 C20 S2 O5 . . . . 5.55(14) ?
C25 C20 S2 O5 . . . . -171.15(11) ?
C21 C20 S2 N2 . . . . -110.23(12) ?
C25 C20 S2 N2 . . . . 73.07(13) ?
