#------------------------------------------------------------------------------
#$Date: 2020-12-23 03:51:33 +0200 (Wed, 23 Dec 2020) $
#$Revision: 260097 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/76/7127689.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_7127689
loop_
_publ_author_name
'Wang, Yijie'
'Zhang, Minghui'
'Yang, Qianqian'
'Yin, Jianbo'
'Liu, Di'
'Shang, Yanxue'
'Kang, Zixi'
'Wang, Rongming'
'Sun, Daofeng'
'Jiang, Jianzhuang'
_publ_section_title
;
 Single-crystal-to-single-crystal transformation and proton conductivity
 of three hydrogen-bonded organic frameworks.
;
_journal_issue                   99
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              15529
_journal_page_last               15532
_journal_paper_doi               10.1039/d0cc05402j
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C14 H12 N2 O6 S2, 2(C4 H12 N)'
_chemical_formula_sum            'C16 H0 N11 O6 S2'
_chemical_formula_weight         506.39
_chemical_name_systematic        UPC-H8
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2020-02-15
_audit_creation_method
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_audit_update_record
;
2020-02-15 deposited with the CCDC.	2020-11-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.458(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.6616(3)
_cell_length_b                   12.3127(4)
_cell_length_c                   22.5851(9)
_cell_measurement_reflns_used    3458
_cell_measurement_temperature    150(3)
_cell_measurement_theta_max      68.4150
_cell_measurement_theta_min      4.0930
_cell_volume                     2664.00(16)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2013/2 (Sheldrick, 2015)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -17.00  66.00   1.00    1.00    --    0.00  57.00  60.00   83
  2  ω    -61.00 -34.00   1.00    1.00    --    0.00 135.00-138.00   27
  3  ω     28.00 116.00   1.00    1.00    --   53.47  38.00-180.00   88
  4  ω     25.00  94.00   1.00    1.00    --   53.47-125.00 -90.00   69
  5  ω     38.00 123.00   1.00    1.00    --   53.47  57.00 -90.00   85
  6  ω     -6.00  50.00   1.00    1.00    --   53.47 -57.00 -60.00   56
  7  ω     35.00 107.00   1.00    1.29    --  106.95-111.00-120.00   72
  8  ω    140.00 175.00   1.00    1.29    --  106.95 111.00  30.00   35
  9  ω     85.00 177.00   1.00    1.29    --  106.95  25.00 -30.00   92
 10  ω     54.00 147.00   1.00    1.29    --  106.95 -25.00 120.00   93
 11  ω     59.00 151.00   1.00    1.29    --  106.95 178.00  90.00   92
 12  ω     53.00 107.00   1.00    1.29    --  106.95-111.00  60.00   54
 13  ω     36.00 131.00   1.00    1.29    --  106.95 -38.00  30.00   95
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0116941000
_diffrn_orient_matrix_UB_12      -0.0163385000
_diffrn_orient_matrix_UB_13      0.0681085000
_diffrn_orient_matrix_UB_21      0.0667359000
_diffrn_orient_matrix_UB_22      0.1132858000
_diffrn_orient_matrix_UB_23      0.0097281000
_diffrn_orient_matrix_UB_31      -0.1459305000
_diffrn_orient_matrix_UB_32      0.0503545000
_diffrn_orient_matrix_UB_33      0.0000707000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_av_unetI/netI     0.0571
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            9910
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.394
_diffrn_reflns_theta_min         3.948
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.268
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84232
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_description       block
_exptl_crystal_F_000             1012
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.459
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.200
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         4988
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.200
_refine_ls_R_factor_all          0.0929
_refine_ls_R_factor_gt           0.0715
_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)+(0.0261P)²+9.5553P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1751
_refine_ls_wR_factor_ref         0.1831
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3949
_reflns_number_total             4988
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc05402j2.cif
_cod_data_source_block           UPC-H8
_cod_database_code               7127689
_shelxl_version_number           2013-2
_chemical_oxdiff_formula         'C H O N S'
_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.
;
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Rotating group:
 N1(H1A,H1B), N5(H5A,H5B)
2.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C11(H11), C2(H2), C3(H3), C5(H5), C12(H12), C14(H14), C15(H15)
2.c Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C18(H18A,H18B,
 H18C), C19(H19A,H19B,H19C), C1A(H1AA,H1AB,H1AC), C1B(H1BA,H1BB,H1BC), C1C(H1CA,
 H1CB,H1CC)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.866
_oxdiff_exptl_absorpt_empirical_full_min 0.374
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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 0.19896(12) 0.60416(9) 0.43097(5) 0.0292(3) Uani 1 1 d . . . . .
S2 S -0.20684(12) 0.54159(9) 0.13310(5) 0.0288(3) Uani 1 1 d . . . . .
O1 O 0.2266(4) 0.5901(3) 0.49511(14) 0.0361(8) Uani 1 1 d . . . . .
O2 O -0.2820(4) 0.5620(3) 0.07433(14) 0.0377(8) Uani 1 1 d . . . . .
O3 O 0.0977(4) 0.6902(3) 0.41385(15) 0.0388(8) Uani 1 1 d . . . . .
O4 O -0.1177(4) 0.4457(3) 0.13364(15) 0.0367(8) Uani 1 1 d . . . . .
O5 O 0.3264(4) 0.6160(3) 0.40304(15) 0.0385(8) Uani 1 1 d . . . . .
O6 O -0.2965(3) 0.5404(3) 0.17989(15) 0.0388(8) Uani 1 1 d . . . . .
N1 N -0.0059(4) 0.2295(3) 0.46475(17) 0.0343(9) Uani 1 1 d . . . . .
H1A H -0.0246 0.2596 0.4974 0.041 Uiso 1 1 d R U . . .
H1B H -0.0769 0.1906 0.4501 0.041 Uiso 1 1 d R U . . .
N2 N 0.2407(4) 0.9736(3) 0.41002(18) 0.0371(9) Uani 1 1 d . . . . .
N3 N 0.6958(5) 0.6629(4) 0.34341(19) 0.0415(10) Uani 1 1 d . . . . .
C4 C -0.0895(5) 0.6526(4) 0.14908(19) 0.0264(9) Uani 1 1 d . . . . .
N5 N -0.0039(5) 0.9060(4) 0.0740(2) 0.0465(12) Uani 1 1 d . . . . .
H5A H -0.0833 0.9080 0.0512 0.056 Uiso 1 1 d R U . . .
H5B H 0.0083 0.9675 0.0926 0.056 Uiso 1 1 d R U . . .
C6 C 0.1178(4) 0.4820(4) 0.40178(19) 0.0258(9) Uani 1 1 d . . . . .
C7 C 0.0204(5) 0.3079(4) 0.4236(2) 0.0289(10) Uani 1 1 d . . . . .
C8 C 0.0107(5) 0.6517(4) 0.20037(19) 0.0296(10) Uani 1 1 d . . . . .
C9 C 0.1040(5) 0.7396(4) 0.2071(2) 0.0336(10) Uani 1 1 d . . . . .
H9 H 0.1713 0.7415 0.2405 0.040 Uiso 1 1 calc R U . . .
C10 C 0.0821(4) 0.4685(4) 0.33981(19) 0.0259(9) Uani 1 1 d . . . . .
C11 C 0.0189(5) 0.3691(4) 0.3220(2) 0.0294(10) Uani 1 1 d . . . . .
H11 H -0.0032 0.3552 0.2814 0.035 Uiso 1 1 calc R U . . .
C1 C -0.0014(5) 0.8233(4) 0.1155(2) 0.0332(10) Uani 1 1 d . . . . .
C2 C 0.0865(5) 0.4044(4) 0.4423(2) 0.0284(9) Uani 1 1 d . . . . .
H2 H 0.1102 0.4172 0.4830 0.034 Uiso 1 1 calc R U . . .
C3 C 0.0135(5) 0.5650(4) 0.24512(19) 0.0302(10) Uani 1 1 d . . . . .
H3 H -0.0525 0.5103 0.2367 0.036 Uiso 1 1 calc R U . . .
C5 C 0.0984(5) 0.5548(4) 0.29622(19) 0.0302(10) Uani 1 1 d . . . . .
H5 H 0.1711 0.6042 0.3047 0.036 Uiso 1 1 calc R U . . .
C12 C -0.0954(5) 0.7373(4) 0.1079(2) 0.0295(10) Uani 1 1 d . . . . .
H12 H -0.1634 0.7363 0.0748 0.035 Uiso 1 1 calc R U . . .
C13 C 0.2801(7) 1.0895(4) 0.4207(3) 0.0629(19) Uani 1 1 d . . . . .
H13A H 0.2186 1.1348 0.3946 0.094 Uiso 1 1 calc R U . . .
H13B H 0.3745 1.1003 0.4129 0.094 Uiso 1 1 calc R U . . .
H13C H 0.2728 1.1079 0.4615 0.094 Uiso 1 1 calc R U . . .
C14 C 0.0999(5) 0.8231(4) 0.1664(2) 0.0357(11) Uani 1 1 d . . . . .
H14 H 0.1642 0.8795 0.1725 0.043 Uiso 1 1 calc R U . . .
C15 C -0.0121(5) 0.2910(4) 0.3623(2) 0.0323(10) Uani 1 1 d . . . . .
H15 H -0.0549 0.2267 0.3483 0.039 Uiso 1 1 calc R U . . .
C16 C 0.7350(7) 0.5458(5) 0.3386(3) 0.0584(17) Uani 1 1 d . . . . .
H16A H 0.6712 0.5015 0.3572 0.088 Uiso 1 1 calc R U . . .
H16B H 0.8281 0.5348 0.3583 0.088 Uiso 1 1 calc R U . . .
H16C H 0.7307 0.5262 0.2973 0.088 Uiso 1 1 calc R U . . .
C17 C 0.0981(5) 0.9553(4) 0.4276(2) 0.0387(12) Uani 1 1 d . . . . .
H17A H 0.0988 0.9730 0.4690 0.058 Uiso 1 1 calc R U . . .
H17B H 0.0723 0.8806 0.4212 0.058 Uiso 1 1 calc R U . . .
H17C H 0.0319 1.0008 0.4038 0.058 Uiso 1 1 calc R U . . .
C18 C 0.5503(6) 0.6807(6) 0.3145(3) 0.0558(16) Uani 1 1 d . . . . .
H18A H 0.5427 0.6593 0.2734 0.084 Uiso 1 1 calc R U . . .
H18B H 0.5270 0.7563 0.3170 0.084 Uiso 1 1 calc R U . . .
H18C H 0.4873 0.6382 0.3346 0.084 Uiso 1 1 calc R U . . .
C19 C 0.7913(6) 0.7317(5) 0.3128(3) 0.0491(14) Uani 1 1 d . . . . .
H19A H 0.8862 0.7177 0.3294 0.074 Uiso 1 1 calc R U . . .
H19B H 0.7700 0.8069 0.3182 0.074 Uiso 1 1 calc R U . . .
H19C H 0.7793 0.7150 0.2709 0.074 Uiso 1 1 calc R U . . .
C1A C 0.3447(6) 0.9040(5) 0.4466(3) 0.0517(15) Uani 1 1 d . . . . .
H1AA H 0.4362 0.9187 0.4362 0.078 Uiso 1 1 calc R U . . .
H1AB H 0.3221 0.8289 0.4390 0.078 Uiso 1 1 calc R U . . .
H1AC H 0.3431 0.9194 0.4881 0.078 Uiso 1 1 calc R U . . .
C1B C 0.7058(8) 0.6938(5) 0.4076(3) 0.0620(18) Uani 1 1 d . . . . .
H1BA H 0.6407 0.6515 0.4266 0.093 Uiso 1 1 calc R U . . .
H1BB H 0.6843 0.7695 0.4107 0.093 Uiso 1 1 calc R U . . .
H1BC H 0.7988 0.6803 0.4268 0.093 Uiso 1 1 calc R U . . .
C1C C 0.2406(8) 0.9458(7) 0.3466(3) 0.075(2) Uani 1 1 d . . . . .
H1CA H 0.1732 0.9899 0.3226 0.113 Uiso 1 1 calc R U . . .
H1CB H 0.2168 0.8706 0.3405 0.113 Uiso 1 1 calc R U . . .
H1CC H 0.3316 0.9588 0.3354 0.113 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 0.0181 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'
N N 0.0311 0.0180 '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'
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
_geom_angle_publ_flag
O1 S1 O3 112.4(2) . . ?
O1 S1 O5 112.8(2) . . ?
O1 S1 C6 106.5(2) . . ?
O3 S1 O5 112.7(2) . . ?
O3 S1 C6 105.5(2) . . ?
O5 S1 C6 106.2(2) . . ?
O2 S2 O4 111.9(2) . . ?
O2 S2 O6 113.2(2) . . ?
O2 S2 C4 106.4(2) . . ?
O4 S2 C4 105.0(2) . . ?
O6 S2 O4 113.1(2) . . ?
O6 S2 C4 106.5(2) . . ?
H1A N1 H1B 108.6 . . ?
C7 N1 H1A 110.5 . . ?
C7 N1 H1B 109.5 . . ?
C13 N2 C17 109.0(4) . . ?
C1A N2 C13 108.8(5) . . ?
C1A N2 C17 110.2(4) . . ?
C1C N2 C13 110.4(5) . . ?
C1C N2 C17 109.7(5) . . ?
C1C N2 C1A 108.8(5) . . ?
C18 N3 C16 110.1(5) . . ?
C18 N3 C19 108.6(4) . . ?
C18 N3 C1B 109.1(5) . . ?
C19 N3 C16 109.7(4) . . ?
C19 N3 C1B 110.0(5) . . ?
C1B N3 C16 109.3(5) . . ?
C8 C4 S2 120.7(3) . . ?
C12 C4 S2 117.9(3) . . ?
C12 C4 C8 121.2(4) . . ?
H5A N5 H5B 108.4 . . ?
C1 N5 H5A 111.0 . . ?
C1 N5 H5B 109.0 . . ?
C10 C6 S1 120.4(3) . . ?
C2 C6 S1 117.4(3) . . ?
C2 C6 C10 122.1(4) . . ?
N1 C7 C2 120.6(4) . . ?
N1 C7 C15 121.7(4) . . ?
C2 C7 C15 117.7(4) . . ?
C4 C8 C3 121.4(4) . . ?
C9 C8 C4 116.5(4) . . ?
C9 C8 C3 122.1(4) . . ?
C8 C9 H9 118.6 . . ?
C14 C9 C8 122.7(4) . . ?
C14 C9 H9 118.6 . . ?
C6 C10 C5 123.2(4) . . ?
C11 C10 C6 115.4(4) . . ?
C11 C10 C5 121.2(4) . . ?
C10 C11 H11 118.6 . . ?
C15 C11 C10 122.7(4) . . ?
C15 C11 H11 118.6 . . ?
N5 C1 C12 121.6(4) . . ?
N5 C1 C14 120.2(4) . . ?
C12 C1 C14 118.1(4) . . ?
C6 C2 C7 121.3(4) . . ?
C6 C2 H2 119.3 . . ?
C7 C2 H2 119.3 . . ?
C8 C3 H3 115.9 . . ?
C5 C3 C8 128.3(4) . . ?
C5 C3 H3 115.9 . . ?
C10 C5 H5 118.6 . . ?
C3 C5 C10 122.7(4) . . ?
C3 C5 H5 118.6 . . ?
C4 C12 H12 119.4 . . ?
C1 C12 C4 121.2(4) . . ?
C1 C12 H12 119.4 . . ?
N2 C13 H13A 109.5 . . ?
N2 C13 H13B 109.5 . . ?
N2 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C9 C14 C1 120.2(4) . . ?
C9 C14 H14 119.9 . . ?
C1 C14 H14 119.9 . . ?
C7 C15 H15 119.7 . . ?
C11 C15 C7 120.7(4) . . ?
C11 C15 H15 119.7 . . ?
N3 C16 H16A 109.5 . . ?
N3 C16 H16B 109.5 . . ?
N3 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N2 C17 H17A 109.5 . . ?
N2 C17 H17B 109.5 . . ?
N2 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N3 C18 H18A 109.5 . . ?
N3 C18 H18B 109.5 . . ?
N3 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N3 C19 H19A 109.5 . . ?
N3 C19 H19B 109.5 . . ?
N3 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N2 C1A H1AA 109.5 . . ?
N2 C1A H1AB 109.5 . . ?
N2 C1A H1AC 109.5 . . ?
H1AA C1A H1AB 109.5 . . ?
H1AA C1A H1AC 109.5 . . ?
H1AB C1A H1AC 109.5 . . ?
N3 C1B H1BA 109.5 . . ?
N3 C1B H1BB 109.5 . . ?
N3 C1B H1BC 109.5 . . ?
H1BA C1B H1BB 109.5 . . ?
H1BA C1B H1BC 109.5 . . ?
H1BB C1B H1BC 109.5 . . ?
N2 C1C H1CA 109.5 . . ?
N2 C1C H1CB 109.5 . . ?
N2 C1C H1CC 109.5 . . ?
H1CA C1C H1CB 109.5 . . ?
H1CA C1C H1CC 109.5 . . ?
H1CB C1C H1CC 109.5 . . ?
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 O1 1.449(3) . ?
S1 O3 1.460(3) . ?
S1 O5 1.461(4) . ?
S1 C6 1.782(4) . ?
S2 O2 1.450(3) . ?
S2 O4 1.461(3) . ?
S2 O6 1.451(3) . ?
S2 C4 1.783(4) . ?
N1 H1A 0.8662 . ?
N1 H1B 0.8658 . ?
N1 C7 1.386(6) . ?
N2 C13 1.489(7) . ?
N2 C17 1.499(6) . ?
N2 C1A 1.487(7) . ?
N2 C1C 1.473(7) . ?
N3 C16 1.497(7) . ?
N3 C18 1.487(7) . ?
N3 C19 1.489(7) . ?
N3 C1B 1.489(7) . ?
C4 C8 1.410(6) . ?
C4 C12 1.393(6) . ?
N5 H5A 0.8671 . ?
N5 H5B 0.8660 . ?
N5 C1 1.382(6) . ?
C6 C10 1.407(6) . ?
C6 C2 1.384(6) . ?
C7 C2 1.390(6) . ?
C7 C15 1.396(6) . ?
C8 C9 1.404(7) . ?
C8 C3 1.468(6) . ?
C9 H9 0.9300 . ?
C9 C14 1.377(7) . ?
C10 C11 1.404(6) . ?
C10 C5 1.470(6) . ?
C11 H11 0.9300 . ?
C11 C15 1.383(6) . ?
C1 C12 1.391(6) . ?
C1 C14 1.410(7) . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C3 C5 1.333(6) . ?
C5 H5 0.9300 . ?
C12 H12 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C1A H1AA 0.9600 . ?
C1A H1AB 0.9600 . ?
C1A H1AC 0.9600 . ?
C1B H1BA 0.9600 . ?
C1B H1BB 0.9600 . ?
C1B H1BC 0.9600 . ?
C1C H1CA 0.9600 . ?
C1C H1CB 0.9600 . ?
C1C H1CC 0.9600 . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C6 C10 C11 180.0(3) . . . . ?
S1 C6 C10 C5 -4.9(6) . . . . ?
S1 C6 C2 C7 178.6(3) . . . . ?
S2 C4 C8 C9 176.2(3) . . . . ?
S2 C4 C8 C3 -5.8(6) . . . . ?
S2 C4 C12 C1 -176.0(4) . . . . ?
O1 S1 C6 C10 -177.7(3) . . . . ?
O1 S1 C6 C2 5.0(4) . . . . ?
O2 S2 C4 C8 -172.8(4) . . . . ?
O2 S2 C4 C12 4.1(4) . . . . ?
O3 S1 C6 C10 62.6(4) . . . . ?
O3 S1 C6 C2 -114.7(4) . . . . ?
O4 S2 C4 C8 -54.1(4) . . . . ?
O4 S2 C4 C12 122.8(4) . . . . ?
O5 S1 C6 C10 -57.2(4) . . . . ?
O5 S1 C6 C2 125.5(4) . . . . ?
O6 S2 C4 C8 66.2(4) . . . . ?
O6 S2 C4 C12 -116.9(4) . . . . ?
N1 C7 C2 C6 177.8(4) . . . . ?
N1 C7 C15 C11 -178.1(4) . . . . ?
C4 C8 C9 C14 -0.1(7) . . . . ?
C4 C8 C3 C5 -178.0(5) . . . . ?
N5 C1 C12 C4 178.0(5) . . . . ?
N5 C1 C14 C9 -178.7(5) . . . . ?
C6 C10 C11 C15 2.6(6) . . . . ?
C6 C10 C5 C3 -148.1(5) . . . . ?
C8 C4 C12 C1 0.9(7) . . . . ?
C8 C9 C14 C1 0.5(8) . . . . ?
C8 C3 C5 C10 174.5(4) . . . . ?
C9 C8 C3 C5 -0.1(8) . . . . ?
C10 C6 C2 C7 1.3(7) . . . . ?
C10 C11 C15 C7 -0.7(7) . . . . ?
C11 C10 C5 C3 26.8(7) . . . . ?
C2 C6 C10 C11 -2.9(6) . . . . ?
C2 C6 C10 C5 172.3(4) . . . . ?
C2 C7 C15 C11 -1.0(7) . . . . ?
C3 C8 C9 C14 -178.0(5) . . . . ?
C5 C10 C11 C15 -172.7(4) . . . . ?
C12 C4 C8 C9 -0.6(7) . . . . ?
C12 C4 C8 C3 177.4(4) . . . . ?
C12 C1 C14 C9 -0.2(7) . . . . ?
C14 C1 C12 C4 -0.5(7) . . . . ?
C15 C7 C2 C6 0.7(7) . . . . ?
