#------------------------------------------------------------------------------
#$Date: 2025-07-06 19:28:35 +0200 (Sun 06 de Jul de 2025) $
#$Revision: 301030 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/38/7063800.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_7063800
loop_
_publ_author_name
'Podjed, Nina'
'Uranjek, Zarja'
'Cerc Korošec, Romana'
'Hrast Rambaher, Martina'
'Golob, Majda'
'Modec, Barbara'
_publ_section_title
;
 On zinc(ii) coordination chemistry with furosemide: a journey from a
 mononuclear complex to a coordination polymer
;
_journal_issue                   22
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              9113
_journal_page_last               9122
_journal_paper_doi               10.1039/D5NJ01438G
_journal_volume                  49
_journal_year                    2025
_chemical_formula_moiety         'C12 H10 Cl N2 O5 S, H4 N'
_chemical_formula_sum            'C12 H14 Cl N3 O5 S'
_chemical_formula_weight         347.77
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2024-08-19
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2025-01-30 deposited with the CCDC.	2025-04-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.2793(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.18826(7)
_cell_length_b                   4.75496(4)
_cell_length_c                   36.8598(3)
_cell_measurement_reflns_used    32131
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      74.7440
_cell_measurement_theta_min      4.7590
_cell_volume                     1434.77(2)
_computing_cell_refinement       'CrysAlisPro 1.171.43.95a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.43.95a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.43.95a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -91.00  -9.00   1.00    1.00    --  -41.63 130.00-129.00   82
  2  ω   -115.00 -68.00   1.00    1.00    --  -41.63-139.00 -16.00   47
  3  ω     30.00 100.00   1.00    1.00    --   41.63-130.00 158.00   70
  4  ω     37.00 116.00   1.00    4.00    --  108.63-130.00 158.00   79
  5  ω     35.00 123.00   1.00    4.00    --  108.63-139.00 -16.00   88
  6  ω     35.00 123.00   1.00    4.00    --  108.63-139.00 -16.00   88
  7  ω     94.00 178.00   1.00    4.00    --  108.63 130.00-129.00   84
  8  ω     90.00 174.00   1.00    4.00    --  108.63 139.00  44.00   84
  9  ω   -115.00 -13.00   1.00    1.00    --  -41.63 -57.00  60.00  102
 10  ω   -115.00 -13.00   1.00    1.00    --  -41.63 -57.00  30.00  102
 11  ω    -87.00  -6.00   1.00    1.00    --  -41.63 125.00 150.00   81
 12  ω   -115.00 -13.00   1.00    1.00    --  -41.63 -57.00 -90.00  102
 13  ω   -115.00 -13.00   1.00    1.00    --  -41.63 -57.00  60.00  102
 14  ω   -115.00 -13.00   1.00    1.00    --  -41.63 -57.00  30.00  102
 15  ω   -115.00 -13.00   1.00    1.00    --  -41.63 -57.00 -30.00  102
 16  ω   -115.00 -13.00   1.00    1.00    --  -41.63 -57.00 -30.00  102
 17  ω   -115.00 -13.00   1.00    1.00    --  -41.63 -57.00 -90.00  102
 18  ω    -70.00  32.00   1.00    1.00    --  -41.63  57.00  30.00  102
 19  ω   -116.00 -17.00   1.00    1.00    --  -41.63 -37.00-150.00   99
 20  ω   -115.00 -13.00   1.00    1.00    --  -41.63 -57.00 150.00  102
 21  ω     10.00  36.00   1.00    1.00    --   41.63  73.00  -8.74   26
 22  ω      8.00  42.00   1.00    1.00    --   41.63  82.00-127.86   34
 23  ω      7.00  33.00   1.00    1.00    --   41.63  84.00  71.63   26
 24  ω     35.00 106.00   1.00    1.00    --   41.63-139.00 -16.00   71
 25  ω     80.00 178.00   1.00    4.00    --  108.63  61.00-120.00   98
 26  ω     80.00 178.00   1.00    4.00    --  108.63  61.00  30.00   98
 27  ω     83.00 178.00   1.00    4.00    --  108.63  45.00 -60.00   95
 28  ω     26.00 106.00   1.00    4.00    --  108.63 -94.00 -30.00   80
 29  ω     80.00 178.00   1.00    4.00    --  108.63  61.00 -60.00   98
 30  ω     80.00 178.00   1.00    4.00    --  108.63  61.00 -90.00   98
 31  ω     83.00 178.00   1.00    4.00    --  108.63  45.00 -60.00   95
 32  ω     80.00 178.00   1.00    4.00    --  108.63  61.00 -90.00   98
 33  ω     83.00 178.00   1.00    4.00    --  108.63  45.00  90.00   95
 34  ω     80.00 178.00   1.00    4.00    --  108.63  61.00 -30.00   98
 35  ω     37.00 113.00   1.00    4.00    --  108.63-125.00-120.00   76
 36  ω     83.00 178.00   1.00    4.00    --  108.63  45.00 120.00   95
 37  ω     37.00 113.00   1.00    4.00    --  108.63-125.00  60.00   76
 38  ω     83.00 178.00   1.00    4.00    --  108.63  45.00   0.00   95
 39  ω     80.00 178.00   1.00    4.00    --  108.63  61.00  90.00   98
 40  ω     80.00 178.00   1.00    4.00    --  108.63  61.00   0.00   98
 41  ω     80.00 178.00   1.00    4.00    --  108.63  61.00-150.00   98
 42  ω     80.00 178.00   1.00    4.00    --  108.63  61.00-180.00   98
 43  ω     80.00 178.00   1.00    4.00    --  108.63  61.00 120.00   98
 44  ω     36.00 138.00   1.00    4.00    --  108.63 -61.00 120.00  102
 45  ω     80.00 178.00   1.00    4.00    --  108.63  61.00  60.00   98
 46  ω     37.00 113.00   1.00    4.00    --  108.63-125.00  90.00   76
 47  ω     83.00 178.00   1.00    4.00    --  108.63  45.00-180.00   95
 48  ω     80.00 178.00   1.00    4.00    --  108.63  61.00-120.00   98
 49  ω     80.00 178.00   1.00    4.00    --  108.63  61.00 150.00   98
 50  ω   -116.00 -17.00   1.00    1.00    --  -41.63 -37.00 -90.00   99
 51  ω   -116.00 -17.00   1.00    1.00    --  -41.63 -37.00-120.00   99
 52  ω   -115.00 -13.00   1.00    1.00    --  -41.63 -57.00  90.00  102
 53  ω   -116.00 -17.00   1.00    1.00    --  -41.63 -37.00 150.00   99
 54  ω    -47.00 130.00   1.00    1.00    --   41.63   0.00   0.00  177
 55  ω    -47.00 130.00   1.00    1.00    --   41.63   0.00-180.00  177
 56  ω    -47.00 130.00   1.00    1.00    --   41.63   0.00 -30.00  177
 57  ω    -47.00 130.00   1.00    1.00    --   41.63   0.00 -90.00  177
 58  ω    -47.00 130.00   1.00    1.00    --   41.63   0.00-120.00  177
 59  ω    -47.00 130.00   1.00    1.00    --   41.63   0.00 -60.00  177
 60  ω    -47.00 130.00   1.00    1.00    --   41.63   0.00-150.00  177
 61  ω     10.00  36.00   1.00    1.00    --   41.63  72.00 -63.28   26
 62  ω      8.00  42.00   1.00    1.00    --   41.63  80.00 168.24   34
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0359258000
_diffrn_orient_matrix_UB_12      -0.0592884000
_diffrn_orient_matrix_UB_13      0.0404913000
_diffrn_orient_matrix_UB_21      -0.1055766000
_diffrn_orient_matrix_UB_22      0.2545602000
_diffrn_orient_matrix_UB_23      0.0103575000
_diffrn_orient_matrix_UB_31      -0.1515244000
_diffrn_orient_matrix_UB_32      -0.1914934000
_diffrn_orient_matrix_UB_33      0.0012331000
_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  0.1338
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       45
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_number            46249
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.731
_diffrn_reflns_theta_min         4.800
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.997
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.39070
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.95a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.610
_exptl_crystal_description       needle
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.538
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         2916
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.100
_refine_ls_R_factor_all          0.0412
_refine_ls_R_factor_gt           0.0407
_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)+(0.0515P)²+2.2602P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1138
_refine_ls_wR_factor_ref         0.1143
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2863
_reflns_number_total             2916
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5nj01438g2.cif
_cod_data_source_block           2
_cod_depositor_comments
'Adding full bibliography for 7063799--7063801.cif.'
_cod_original_cell_volume        1434.78(2)
_cod_database_code               7063800
_shelx_shelxl_version_number     2018/3
_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_max   0.691
_shelx_estimated_absorpt_t_min   0.240
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10A(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C12A(H12A), C13A(H13A), C14A(H14A), C15(H15)
;
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.716
_oxdiff_exptl_absorpt_empirical_full_min 0.435
loop_
_space_group_symop_operation_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_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 1.06968(7) 1.00512(11) 0.61066(2) 0.01947(16) Uani 1 1 d . . . . .
S1 S 1.12460(6) 0.73008(10) 0.69241(2) 0.01162(15) Uani 1 1 d . . . . .
O1 O 0.59602(18) 0.1504(3) 0.70511(4) 0.0130(3) Uani 1 1 d . . . . .
O11 O 0.48762(19) 0.0492(4) 0.65032(4) 0.0187(3) Uani 1 1 d . . . . .
O12 O 0.4125(2) 0.2057(4) 0.52319(5) 0.0239(4) Uani 1 1 d . . . . .
O13 O 1.14500(19) 1.0306(3) 0.69208(4) 0.0172(4) Uani 1 1 d . . . . .
O14 O 1.09000(19) 0.5989(3) 0.72654(4) 0.0172(3) Uani 1 1 d . . . . .
N1 N 0.5601(3) 0.4056(5) 0.59708(5) 0.0206(4) Uani 1 1 d . . . . .
H1 H 0.488(4) 0.294(7) 0.6065(9) 0.034(9) Uiso 1 1 d . . . . .
N11 N 1.2906(2) 0.6030(4) 0.67736(6) 0.0196(4) Uani 1 1 d . . . . .
H11A H 1.349(4) 0.727(7) 0.6645(8) 0.027(8) Uiso 1 1 d . . . . .
H11B H 1.293(4) 0.439(8) 0.6722(9) 0.032(9) Uiso 1 1 d . . . . .
C10 C 0.5908(2) 0.1711(4) 0.67046(6) 0.0106(4) Uani 1 1 d . . . . .
C10A C 0.5075(3) 0.5641(6) 0.56537(7) 0.0288(6) Uani 1 1 d . . . . .
H10A H 0.600445 0.586018 0.548880 0.035 Uiso 1 1 calc R U . . .
H10B H 0.472375 0.754135 0.572918 0.035 Uiso 1 1 calc R U . . .
C11 C 0.7127(2) 0.3647(4) 0.65395(6) 0.0113(4) Uani 1 1 d . . . . .
C11A C 0.3706(3) 0.4222(5) 0.54573(6) 0.0204(5) Uani 1 1 d . . . . .
C12 C 0.8498(2) 0.4429(4) 0.67442(5) 0.0112(4) Uani 1 1 d . . . . .
H12 H 0.867629 0.357577 0.697471 0.013 Uiso 1 1 calc R U . . .
C12A C 0.2079(3) 0.4623(5) 0.54431(7) 0.0260(5) Uani 1 1 d . . . . .
H12A H 0.147762 0.597307 0.557515 0.031 Uiso 1 1 calc R U . . .
C13 C 0.9619(2) 0.6402(4) 0.66269(5) 0.0104(4) Uani 1 1 d . . . . .
C13A C 0.1437(3) 0.2611(5) 0.51897(7) 0.0246(5) Uani 1 1 d . . . . .
H13A H 0.032296 0.237398 0.511851 0.029 Uiso 1 1 calc R U . . .
C14 C 0.9356(3) 0.7604(4) 0.62833(6) 0.0135(4) Uani 1 1 d . . . . .
C14A C 0.2702(3) 0.1131(6) 0.50725(7) 0.0237(5) Uani 1 1 d . . . . .
H14A H 0.262496 -0.036181 0.490175 0.028 Uiso 1 1 calc R U . . .
C15 C 0.8026(3) 0.6855(5) 0.60697(6) 0.0153(4) Uani 1 1 d . . . . .
H15 H 0.787055 0.771022 0.583860 0.018 Uiso 1 1 calc R U . . .
C16 C 0.6888(3) 0.4836(5) 0.61878(6) 0.0136(4) Uani 1 1 d . . . . .
N2 N 0.6701(3) -0.3346(4) 0.74422(5) 0.0153(4) Uani 1 1 d . . . . .
H2A H 0.649(4) -0.189(7) 0.7303(8) 0.023(7) Uiso 1 1 d . . . . .
H2B H 0.773(4) -0.326(7) 0.7542(9) 0.035(9) Uiso 1 1 d . . . . .
H2C H 0.660(4) -0.502(6) 0.7309(8) 0.021(7) Uiso 1 1 d . . . . .
H2D H 0.607(4) -0.342(8) 0.7629(10) 0.039(9) Uiso 1 1 d . . . . .
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'
Cl Cl 0.3639 0.7018 '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
O13 S1 N11 105.83(11) . . ?
O13 S1 C13 108.83(10) . . ?
O14 S1 O13 117.60(10) . . ?
O14 S1 N11 108.98(11) . . ?
O14 S1 C13 106.15(10) . . ?
N11 S1 C13 109.30(11) . . ?
C14A O12 C11A 106.24(19) . . ?
C10A N1 H1 117(2) . . ?
C16 N1 H1 117(2) . . ?
C16 N1 C10A 123.0(2) . . ?
S1 N11 H11A 114(2) . . ?
S1 N11 H11B 118(2) . . ?
H11A N11 H11B 120(3) . . ?
O1 C10 C11 116.41(18) . . ?
O11 C10 O1 124.20(19) . . ?
O11 C10 C11 119.34(18) . . ?
N1 C10A H10A 109.3 . . ?
N1 C10A H10B 109.3 . . ?
N1 C10A C11A 111.4(2) . . ?
H10A C10A H10B 108.0 . . ?
C11A C10A H10A 109.3 . . ?
C11A C10A H10B 109.3 . . ?
C12 C11 C10 118.81(18) . . ?
C12 C11 C16 118.76(19) . . ?
C16 C11 C10 122.33(19) . . ?
O12 C11A C10A 116.1(2) . . ?
C12A C11A O12 110.1(2) . . ?
C12A C11A C10A 133.7(3) . . ?
C11 C12 H12 118.5 . . ?
C13 C12 C11 122.93(19) . . ?
C13 C12 H12 118.5 . . ?
C11A C12A H12A 126.9 . . ?
C11A C12A C13A 106.3(2) . . ?
C13A C12A H12A 126.9 . . ?
C12 C13 S1 117.86(16) . . ?
C12 C13 C14 117.91(19) . . ?
C14 C13 S1 124.21(16) . . ?
C12A C13A H13A 126.6 . . ?
C14A C13A C12A 106.7(2) . . ?
C14A C13A H13A 126.6 . . ?
C13 C14 Cl1 121.80(17) . . ?
C15 C14 Cl1 117.22(17) . . ?
C15 C14 C13 121.0(2) . . ?
O12 C14A H14A 124.7 . . ?
C13A C14A O12 110.6(2) . . ?
C13A C14A H14A 124.7 . . ?
C14 C15 H15 119.4 . . ?
C14 C15 C16 121.2(2) . . ?
C16 C15 H15 119.4 . . ?
N1 C16 C11 121.1(2) . . ?
N1 C16 C15 120.8(2) . . ?
C15 C16 C11 118.16(19) . . ?
H2A N2 H2B 112(3) . . ?
H2A N2 H2C 110(2) . . ?
H2A N2 H2D 112(3) . . ?
H2B N2 H2C 108(3) . . ?
H2B N2 H2D 104(3) . . ?
H2C N2 H2D 110(3) . . ?
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 C14 1.736(2) . ?
S1 O13 1.4389(16) . ?
S1 O14 1.4381(16) . ?
S1 N11 1.598(2) . ?
S1 C13 1.759(2) . ?
O1 C10 1.281(2) . ?
O11 C10 1.254(3) . ?
O12 C11A 1.371(3) . ?
O12 C14A 1.366(3) . ?
N1 H1 0.87(4) . ?
N1 C10A 1.448(3) . ?
N1 C16 1.360(3) . ?
N11 H11A 0.90(3) . ?
N11 H11B 0.80(4) . ?
C10 C11 1.497(3) . ?
C10A H10A 0.9900 . ?
C10A H10B 0.9900 . ?
C10A C11A 1.483(3) . ?
C11 C12 1.389(3) . ?
C11 C16 1.424(3) . ?
C11A C12A 1.346(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.388(3) . ?
C12A H12A 0.9500 . ?
C12A C13A 1.429(4) . ?
C13 C14 1.402(3) . ?
C13A H13A 0.9500 . ?
C13A C14A 1.332(4) . ?
C14 C15 1.377(3) . ?
C14A H14A 0.9500 . ?
C15 H15 0.9500 . ?
C15 C16 1.413(3) . ?
N2 H2A 0.88(3) . ?
N2 H2B 0.92(4) . ?
N2 H2C 0.94(3) . ?
N2 H2D 0.87(4) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 O11 0.87(4) 1.99(3) 2.670(3) 134(3) . yes
N11 H11A O11 0.90(3) 1.98(3) 2.858(3) 163(3) 1_665 yes
N11 H11B O13 0.80(4) 2.41(4) 3.025(3) 134(3) 1_545 yes
N2 H2A O1 0.88(3) 1.90(3) 2.779(2) 173(3) . yes
N2 H2B O13 0.92(4) 2.18(3) 2.839(3) 128(3) 2_736 yes
N2 H2B O14 0.92(4) 2.41(3) 3.029(3) 125(3) 2_746 yes
N2 H2C O1 0.94(3) 1.97(3) 2.899(3) 169(3) 1_545 yes
N2 H2D O1 0.87(4) 2.06(4) 2.902(3) 163(3) 2_646 yes
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
Cl1 C14 C15 C16 178.69(17) . . . . ?
S1 C13 C14 Cl1 2.8(3) . . . . ?
S1 C13 C14 C15 -178.04(17) . . . . ?
O1 C10 C11 C12 18.5(3) . . . . ?
O1 C10 C11 C16 -157.95(19) . . . . ?
O11 C10 C11 C12 -164.09(19) . . . . ?
O11 C10 C11 C16 19.5(3) . . . . ?
O12 C11A C12A C13A -0.8(3) . . . . ?
O13 S1 C13 C12 -135.88(16) . . . . ?
O13 S1 C13 C14 42.3(2) . . . . ?
O14 S1 C13 C12 -8.42(19) . . . . ?
O14 S1 C13 C14 169.80(18) . . . . ?
N1 C10A C11A O12 -80.6(3) . . . . ?
N1 C10A C11A C12A 101.1(3) . . . . ?
N11 S1 C13 C12 108.98(17) . . . . ?
N11 S1 C13 C14 -72.8(2) . . . . ?
C10 C11 C12 C13 -174.13(18) . . . . ?
C10 C11 C16 N1 -6.2(3) . . . . ?
C10 C11 C16 C15 173.81(19) . . . . ?
C10A N1 C16 C11 164.7(2) . . . . ?
C10A N1 C16 C15 -15.3(4) . . . . ?
C10A C11A C12A C13A 177.6(3) . . . . ?
C11 C12 C13 S1 177.15(16) . . . . ?
C11 C12 C13 C14 -1.2(3) . . . . ?
C11A O12 C14A C13A -0.2(3) . . . . ?
C11A C12A C13A C14A 0.6(3) . . . . ?
C12 C11 C16 N1 177.4(2) . . . . ?
C12 C11 C16 C15 -2.6(3) . . . . ?
C12 C13 C14 Cl1 -178.98(15) . . . . ?
C12 C13 C14 C15 0.2(3) . . . . ?
C12A C13A C14A O12 -0.3(3) . . . . ?
C13 C14 C15 C16 -0.5(3) . . . . ?
C14 C15 C16 N1 -178.3(2) . . . . ?
C14 C15 C16 C11 1.7(3) . . . . ?
C14A O12 C11A C10A -178.1(2) . . . . ?
C14A O12 C11A C12A 0.6(3) . . . . ?
C16 N1 C10A C11A 176.8(2) . . . . ?
C16 C11 C12 C13 2.4(3) . . . . ?
