#------------------------------------------------------------------------------
#$Date: 2024-08-07 01:02:18 +0300 (Wed, 07 Aug 2024) $
#$Revision: 293979 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/31/25/2312534.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_2312534
loop_
_publ_author_name
'Ben, Anna'
'Hoelm, Marta'
'Chęcińska, Lilianna'
_publ_section_title
;
 Supramolecular architectures in multicomponent crystals of
 imidazole-based drugs and trithiocyanuric acid.
;
_journal_coeditor_code           AW5087
_journal_issue                   4
_journal_name_full
'Acta crystallographica Section B, Structural science, crystal engineering and materials'
_journal_page_first              294
_journal_page_last               304
_journal_paper_doi               10.1107/S2052520624005055
_journal_volume                  80
_journal_year                    2024
_chemical_formula_moiety         'C26 H29 Cl2 N4 O4, C3 H2 N3 S3, 0.16(H2 O)'
_chemical_formula_sum            'C29 H31.32 Cl2 N7 O4.16 S3'
_chemical_formula_weight         711.57
_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     direct
_audit_creation_method           SHELXL-2019/2
_cell_angle_alpha                90
_cell_angle_beta                 102.8970(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.02910(10)
_cell_length_b                   10.92970(10)
_cell_length_c                   23.8029(3)
_cell_measurement_reflns_used    16827
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      76.9370
_cell_measurement_theta_min      3.7680
_cell_volume                     3304.12(6)
_computing_cell_refinement       'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_molecular_graphics
;
Mercury (Macrae et al., 2020) & PLATON (Spek, 2020)
;
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_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  0.0327
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            31878
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.336
_diffrn_reflns_theta_min         3.480
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.934
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.240
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_description       plate
_exptl_crystal_F_000             1478
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.437
_refine_diff_density_min         -0.481
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.131
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     487
_refine_ls_number_reflns         6692
_refine_ls_number_restraints     32
_refine_ls_restrained_S_all      1.133
_refine_ls_R_factor_all          0.0612
_refine_ls_R_factor_gt           0.0573
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0279P)²+3.7742P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1289
_refine_ls_wR_factor_ref         0.1307
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6113
_reflns_number_total             6692
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            aw5087.cif
_cod_data_source_block           KTZ-TTCA-0.16H2O
_cod_depositor_comments
'Adding full bibliography for 2312533--2312535.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2312534
_shelx_shelxl_version_number     2019/2
_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   0.554
_shelx_estimated_absorpt_t_max   0.891
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 0.17457(8) 0.05588(8) 0.24917(5) 0.0822(3) Uani 1 1 d . . . . .
Cl2 Cl -0.09281(8) 0.29070(15) 0.35198(5) 0.1095(5) Uani 1 1 d . . . . .
O4 O 1.0226(2) 0.6901(3) -0.05222(13) 0.0829(8) Uani 1 1 d . . . . .
N1 N 0.48427(19) 0.2451(2) 0.27454(11) 0.0550(6) Uani 1 1 d . . . . .
N2 N 0.59792(19) 0.2062(2) 0.22328(11) 0.0542(6) Uani 1 1 d . . . . .
N3 N 0.7388(2) 0.6571(2) 0.04987(12) 0.0633(7) Uani 1 1 d . . . . .
N4 N 0.8948(2) 0.7389(3) -0.00732(13) 0.0699(8) Uani 1 1 d . . . . .
C1 C 0.2960(2) 0.3074(3) 0.25394(13) 0.0524(7) Uani 1 1 d . . . . .
C2 C 0.3863(2) 0.2448(3) 0.29539(14) 0.0611(8) Uani 1 1 d . . . . .
H2A H 0.398458 0.285946 0.332387 0.073 Uiso 1 1 calc R U . . .
H2B H 0.366543 0.160866 0.301110 0.073 Uiso 1 1 calc R U . . .
C3 C 0.5042(2) 0.1774(3) 0.23166(14) 0.0587(8) Uani 1 1 d . . . . .
H3 H 0.459177 0.119097 0.210919 0.070 Uiso 1 1 calc R U . . .
C4 C 0.6394(2) 0.2939(3) 0.26210(15) 0.0619(8) Uani 1 1 d . . . . .
H4 H 0.704917 0.330683 0.265760 0.074 Uiso 1 1 calc R U . . .
C5 C 0.5692(2) 0.3182(3) 0.29435(14) 0.0626(8) Uani 1 1 d . . . . .
H5 H 0.577237 0.374253 0.324410 0.075 Uiso 1 1 calc R U . . .
C6 C 0.1958(2) 0.2988(3) 0.27728(13) 0.0521(7) Uani 1 1 d . . . . .
C7 C 0.1391(2) 0.1916(3) 0.27783(13) 0.0564(7) Uani 1 1 d . . . . .
C8 C 0.0499(3) 0.1878(4) 0.30054(15) 0.0713(10) Uani 1 1 d . . . . .
H8 H 0.012522 0.115461 0.300786 0.086 Uiso 1 1 calc R U . . .
C9 C 0.0182(3) 0.2946(4) 0.32280(14) 0.0722(10) Uani 1 1 d . . . . .
C10 C 0.0708(3) 0.4007(4) 0.32249(16) 0.0769(11) Uani 1 1 d . . . . .
H10 H 0.047187 0.471738 0.337055 0.092 Uiso 1 1 calc R U . . .
C11 C 0.1604(3) 0.4030(3) 0.30028(15) 0.0677(9) Uani 1 1 d . . . . .
H11 H 0.197551 0.475875 0.300808 0.081 Uiso 1 1 calc R U . . .
O1A O 0.2849(17) 0.2588(17) 0.2024(6) 0.049(2) Uani 0.625(7) 1 d . . P A 1
O2A O 0.3285(9) 0.4279(10) 0.2548(3) 0.0574(18) Uani 0.625(7) 1 d . . P A 1
C12A C 0.2733(8) 0.4715(8) 0.1992(4) 0.061(2) Uani 0.625(7) 1 d . . P A 1
H12A H 0.306106 0.544304 0.187893 0.073 Uiso 0.625(7) 1 calc R U P A 1
H12B H 0.199991 0.488620 0.198616 0.073 Uiso 0.625(7) 1 calc R U P A 1
C13A C 0.2842(5) 0.3649(5) 0.1617(2) 0.0558(14) Uani 0.625(7) 1 d . . P A 1
H13A H 0.224370 0.359670 0.128514 0.067 Uiso 0.625(7) 1 calc R U P A 1
C14A C 0.3874(4) 0.3703(6) 0.1427(2) 0.0590(15) Uani 0.625(7) 1 d . . P A 1
H14A H 0.445429 0.385898 0.175299 0.071 Uiso 0.625(7) 1 calc R U P A 1
H14B H 0.400486 0.293896 0.124726 0.071 Uiso 0.625(7) 1 calc R U P A 1
O3A O 0.3762(4) 0.4643(8) 0.1041(3) 0.077(2) Uani 0.625(7) 1 d D . P A 1
O1B O 0.3156(14) 0.4330(18) 0.2354(5) 0.055(3) Uani 0.375(7) 1 d . . P A 2
O2B O 0.273(3) 0.253(3) 0.1903(12) 0.055(4) Uani 0.375(7) 1 d . . P A 2
C12B C 0.2157(9) 0.3319(10) 0.1549(4) 0.069(3) Uani 0.375(7) 1 d . . P A 2
H12C H 0.141482 0.320350 0.153792 0.082 Uiso 0.375(7) 1 calc DR U P A 2
H12D H 0.227052 0.322802 0.116172 0.082 Uiso 0.375(7) 1 calc R U P A 2
C13B C 0.2517(14) 0.4530(19) 0.1788(6) 0.063(3) Uani 0.375(7) 1 d . . P A 2
H13B H 0.189944 0.501201 0.182227 0.076 Uiso 0.375(7) 1 calc R U P A 2
C14B C 0.3167(7) 0.5279(9) 0.1436(4) 0.064(2) Uani 0.375(7) 1 d . . P A 2
H14C H 0.270822 0.554435 0.107780 0.077 Uiso 0.375(7) 1 calc R U P A 2
H14D H 0.344487 0.600408 0.165253 0.077 Uiso 0.375(7) 1 calc R U P A 2
O3B O 0.4027(7) 0.4584(11) 0.1308(5) 0.087(4) Uani 0.375(7) 1 d D . P A 2
C15 C 0.4727(3) 0.5087(3) 0.09759(18) 0.0738(10) Uani 1 1 d D . . . .
C16 C 0.5693(3) 0.4521(3) 0.11238(17) 0.0732(10) Uani 1 1 d . . . . .
H16 H 0.576099 0.379375 0.133148 0.088 Uiso 1 1 calc R U . . .
C17 C 0.6561(3) 0.5018(3) 0.09681(15) 0.0679(9) Uani 1 1 d . . . . .
H17 H 0.721375 0.464275 0.108647 0.081 Uiso 1 1 calc R U . . .
C18 C 0.6471(3) 0.6073(3) 0.06369(13) 0.0578(7) Uani 1 1 d . . . . .
C19 C 0.5497(3) 0.6623(4) 0.04871(18) 0.0795(11) Uani 1 1 d . . . . .
H19 H 0.541807 0.733436 0.026737 0.095 Uiso 1 1 calc R U . . .
C20 C 0.4635(3) 0.6138(4) 0.0657(2) 0.0908(13) Uani 1 1 d . . . . .
H20 H 0.398697 0.652965 0.055360 0.109 Uiso 1 1 calc R U . . .
C21 C 0.8054(3) 0.5714(3) 0.02793(18) 0.0723(10) Uani 1 1 d . . . . .
H21A H 0.769402 0.545086 -0.010326 0.087 Uiso 1 1 calc R U . . .
H21B H 0.816769 0.499734 0.052598 0.087 Uiso 1 1 calc R U . . .
C22 C 0.9084(3) 0.6242(4) 0.0250(2) 0.0828(12) Uani 1 1 d . . . . .
H22A H 0.949233 0.639086 0.063783 0.099 Uiso 1 1 calc R U . . .
H22B H 0.946834 0.566460 0.006596 0.099 Uiso 1 1 calc R U . . .
C23 C 0.8275(3) 0.8256(3) 0.01359(19) 0.0814(11) Uani 1 1 d . . . . .
H23A H 0.815473 0.896139 -0.011782 0.098 Uiso 1 1 calc R U . . .
H23B H 0.862712 0.853647 0.051699 0.098 Uiso 1 1 calc R U . . .
C24 C 0.7247(3) 0.7698(3) 0.01632(17) 0.0731(10) Uani 1 1 d . . . . .
H24A H 0.684341 0.827506 0.033605 0.088 Uiso 1 1 calc R U . . .
H24B H 0.685238 0.752370 -0.022458 0.088 Uiso 1 1 calc R U . . .
C25 C 0.9574(3) 0.7647(4) -0.04337(16) 0.0681(9) Uani 1 1 d . . . . .
C26 C 0.9451(4) 0.8857(4) -0.0739(2) 0.1045(16) Uani 1 1 d . . . . .
H26A H 0.972283 0.949530 -0.047042 0.157 Uiso 1 1 calc R U . . .
H26B H 0.871830 0.900446 -0.090249 0.157 Uiso 1 1 calc R U . . .
H26C H 0.983168 0.884458 -0.104117 0.157 Uiso 1 1 calc R U . . .
S1 S 0.85318(7) 0.25626(10) 0.18102(4) 0.0714(2) Uani 1 1 d . . . . .
S2 S 0.76188(7) 0.15229(10) -0.04125(4) 0.0712(3) Uani 1 1 d . . . . .
S3 S 0.49728(6) 0.03218(9) 0.08767(3) 0.0623(2) Uani 1 1 d . . . . .
N5 N 0.67704(18) 0.1464(2) 0.12936(10) 0.0501(5) Uani 1 1 d . . . . .
N6 N 0.6413(2) 0.0985(2) 0.03118(11) 0.0526(6) Uani 1 1 d . . . . .
N7 N 0.7920(2) 0.2031(3) 0.07048(12) 0.0554(6) Uani 1 1 d . . . . .
C41 C 0.7694(2) 0.1988(3) 0.12465(13) 0.0518(7) Uani 1 1 d . . . . .
C42 C 0.7310(2) 0.1518(3) 0.02254(13) 0.0516(7) Uani 1 1 d . . . . .
C43 C 0.6121(2) 0.0964(3) 0.08326(12) 0.0482(6) Uani 1 1 d . . . . .
O5 O 0.0250(19) 0.437(2) 0.1545(10) 0.117(10) Uani 0.160(8) 1 d G . P . .
H5A H 0.015826 0.420845 0.117978 0.175 Uiso 0.160(8) 1 d DG U P . .
H5B H -0.011142 0.381141 0.166160 0.175 Uiso 0.160(8) 1 d G U P . .
H2 H 0.627(3) 0.182(3) 0.1929(16) 0.079(11) Uiso 1 1 d . . . . .
H6 H 0.600(3) 0.065(3) 0.0016(15) 0.063(10) Uiso 1 1 d . . . . .
H7 H 0.847(3) 0.233(3) 0.0661(13) 0.055(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
C3 N1 C5 108.0(2) . . ?
C3 N1 C2 126.2(3) . . ?
C5 N1 C2 125.8(3) . . ?
C3 N2 C4 107.9(3) . . ?
C3 N2 H2 127(2) . . ?
C4 N2 H2 124(2) . . ?
C18 N3 C21 116.0(3) . . ?
C18 N3 C24 116.3(3) . . ?
C21 N3 C24 111.1(3) . . ?
C25 N4 C23 125.7(3) . . ?
C25 N4 C22 119.9(3) . . ?
C23 N4 C22 113.0(3) . . ?
O1A C1 O2A 111.6(9) . . ?
O1A C1 C2 109.4(8) . . ?
O2A C1 C2 103.3(5) . . ?
O1B C1 C2 116.9(7) . . ?
O1A C1 C6 112.8(10) . . ?
O2A C1 C6 109.6(5) . . ?
O1B C1 C6 112.5(8) . . ?
C2 C1 C6 109.6(2) . . ?
O1B C1 O2B 93.9(14) . . ?
C2 C1 O2B 113.8(13) . . ?
C6 C1 O2B 109.3(15) . . ?
N1 C2 C1 112.6(3) . . ?
N1 C2 H2A 109.1 . . ?
C1 C2 H2A 109.1 . . ?
N1 C2 H2B 109.1 . . ?
C1 C2 H2B 109.1 . . ?
H2A C2 H2B 107.8 . . ?
N2 C3 N1 109.2(3) . . ?
N2 C3 H3 125.4 . . ?
N1 C3 H3 125.4 . . ?
C5 C4 N2 108.1(3) . . ?
C5 C4 H4 126.0 . . ?
N2 C4 H4 126.0 . . ?
C4 C5 N1 106.9(3) . . ?
C4 C5 H5 126.6 . . ?
N1 C5 H5 126.6 . . ?
C11 C6 C7 117.7(3) . . ?
C11 C6 C1 118.6(3) . . ?
C7 C6 C1 123.6(3) . . ?
C8 C7 C6 121.5(3) . . ?
C8 C7 Cl1 116.5(3) . . ?
C6 C7 Cl1 121.9(2) . . ?
C9 C8 C7 118.2(3) . . ?
C9 C8 H8 120.9 . . ?
C7 C8 H8 120.9 . . ?
C10 C9 C8 121.9(3) . . ?
C10 C9 Cl2 119.5(3) . . ?
C8 C9 Cl2 118.6(3) . . ?
C9 C10 C11 119.4(4) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
C10 C11 C6 121.3(4) . . ?
C10 C11 H11 119.4 . . ?
C6 C11 H11 119.4 . . ?
C1 O1A C13A 105.8(13) . . ?
C1 O2A C12A 102.3(7) . . ?
O2A C12A C13A 101.4(7) . . ?
O2A C12A H12A 111.5 . . ?
C13A C12A H12A 111.5 . . ?
O2A C12A H12B 111.5 . . ?
C13A C12A H12B 111.5 . . ?
H12A C12A H12B 109.3 . . ?
C12A C13A O1A 101.7(9) . . ?
C12A C13A C14A 111.0(6) . . ?
O1A C13A C14A 110.1(9) . . ?
C12A C13A H13A 111.2 . . ?
O1A C13A H13A 111.2 . . ?
C14A C13A H13A 111.2 . . ?
O3A C14A C13A 105.2(5) . . ?
O3A C14A H14A 110.7 . . ?
C13A C14A H14A 110.7 . . ?
O3A C14A H14B 110.7 . . ?
C13A C14A H14B 110.7 . . ?
H14A C14A H14B 108.8 . . ?
C14A O3A C15 112.0(5) . . ?
C13B O1B C1 108.6(13) . . ?
C12B O2B C1 109(3) . . ?
O2B C12B C13B 104.5(17) . . ?
O2B C12B H12C 110.8 . . ?
C13B C12B H12C 110.8 . . ?
O2B C12B H12D 110.8 . . ?
C13B C12B H12D 110.8 . . ?
H12C C12B H12D 108.9 . . ?
O1B C13B C12B 107.1(15) . . ?
O1B C13B C14B 108.4(12) . . ?
C12B C13B C14B 115.5(13) . . ?
O1B C13B H13B 108.6 . . ?
C12B C13B H13B 108.6 . . ?
C14B C13B H13B 108.6 . . ?
O3B C14B C13B 112.3(11) . . ?
O3B C14B H14C 109.1 . . ?
C13B C14B H14C 109.1 . . ?
O3B C14B H14D 109.1 . . ?
C13B C14B H14D 109.1 . . ?
H14C C14B H14D 107.9 . . ?
C14B O3B C15 122.1(9) . . ?
C20 C15 C16 118.8(3) . . ?
C20 C15 O3A 112.7(4) . . ?
C16 C15 O3A 127.9(4) . . ?
C20 C15 O3B 129.5(6) . . ?
C16 C15 O3B 110.1(6) . . ?
C15 C16 C17 120.8(3) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C16 C17 C18 120.7(3) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C19 C18 C17 117.8(3) . . ?
C19 C18 N3 123.2(3) . . ?
C17 C18 N3 118.9(3) . . ?
C18 C19 C20 121.2(3) . . ?
C18 C19 H19 119.4 . . ?
C20 C19 H19 119.4 . . ?
C15 C20 C19 120.6(3) . . ?
C15 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
N3 C21 C22 112.8(3) . . ?
N3 C21 H21A 109.0 . . ?
C22 C21 H21A 109.0 . . ?
N3 C21 H21B 109.0 . . ?
C22 C21 H21B 109.0 . . ?
H21A C21 H21B 107.8 . . ?
N4 C22 C21 110.9(3) . . ?
N4 C22 H22A 109.5 . . ?
C21 C22 H22A 109.5 . . ?
N4 C22 H22B 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 108.1 . . ?
N4 C23 C24 111.4(3) . . ?
N4 C23 H23A 109.3 . . ?
C24 C23 H23A 109.3 . . ?
N4 C23 H23B 109.3 . . ?
C24 C23 H23B 109.3 . . ?
H23A C23 H23B 108.0 . . ?
N3 C24 C23 111.5(3) . . ?
N3 C24 H24A 109.3 . . ?
C23 C24 H24A 109.3 . . ?
N3 C24 H24B 109.3 . . ?
C23 C24 H24B 109.3 . . ?
H24A C24 H24B 108.0 . . ?
O4 C25 N4 120.9(3) . . ?
O4 C25 C26 120.3(3) . . ?
N4 C25 C26 118.8(3) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C43 N5 C41 120.8(2) . . ?
C42 N6 C43 124.2(3) . . ?
C42 N6 H6 117(2) . . ?
C43 N6 H6 118(2) . . ?
C42 N7 C41 124.2(3) . . ?
C42 N7 H7 115(2) . . ?
C41 N7 H7 121(2) . . ?
N5 C41 N7 117.8(3) . . ?
N5 C41 S1 122.0(2) . . ?
N7 C41 S1 120.2(2) . . ?
N7 C42 N6 114.2(3) . . ?
N7 C42 S2 123.6(2) . . ?
N6 C42 S2 122.2(2) . . ?
N5 C43 N6 118.6(3) . . ?
N5 C43 S3 121.8(2) . . ?
N6 C43 S3 119.6(2) . . ?
H5A O5 H5B 102.8 . . ?
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 C7 1.738(3) . ?
Cl2 C9 1.739(3) . ?
O4 C25 1.229(4) . ?
N1 C3 1.332(4) . ?
N1 C5 1.362(4) . ?
N1 C2 1.470(4) . ?
N2 C3 1.318(4) . ?
N2 C4 1.357(4) . ?
N2 H2 0.92(4) . ?
N3 C18 1.417(4) . ?
N3 C21 1.452(4) . ?
N3 C24 1.457(4) . ?
N4 C25 1.339(4) . ?
N4 C23 1.452(5) . ?
N4 C22 1.462(4) . ?
C1 O1A 1.316(18) . ?
C1 O2A 1.382(11) . ?
C1 O1B 1.481(18) . ?
C1 C2 1.519(5) . ?
C1 C6 1.532(4) . ?
C1 O2B 1.59(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3 0.9300 . ?
C4 C5 1.345(4) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 C11 1.387(4) . ?
C6 C7 1.387(4) . ?
C7 C8 1.387(4) . ?
C8 C9 1.383(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.348(6) . ?
C10 C11 1.385(4) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
O1A C13A 1.509(18) . ?
O2A C12A 1.439(9) . ?
C12A C13A 1.495(10) . ?
C12A H12A 0.9700 . ?
C12A H12B 0.9700 . ?
C13A C14A 1.512(7) . ?
C13A H13A 0.9800 . ?
C14A O3A 1.365(9) . ?
C14A H14A 0.9700 . ?
C14A H14B 0.9700 . ?
O3A C15 1.389(6) . ?
O1B C13B 1.434(15) . ?
O2B C12B 1.32(3) . ?
C12B C13B 1.475(19) . ?
C12B H12C 0.9700 . ?
C12B H12D 0.9700 . ?
C13B C14B 1.552(19) . ?
C13B H13B 0.9800 . ?
C14B O3B 1.441(14) . ?
C14B H14C 0.9700 . ?
C14B H14D 0.9700 . ?
O3B C15 1.443(8) . ?
C15 C20 1.367(5) . ?
C15 C16 1.375(5) . ?
C16 C17 1.378(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.386(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.377(5) . ?
C19 C20 1.381(5) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.476(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.487(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.500(5) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
S1 C41 1.653(3) . ?
S2 C42 1.655(3) . ?
S3 C43 1.677(3) . ?
N5 C43 1.343(4) . ?
N5 C41 1.359(4) . ?
N6 C42 1.362(4) . ?
N6 C43 1.376(3) . ?
N6 H6 0.87(3) . ?
N7 C42 1.358(4) . ?
N7 C41 1.386(4) . ?
N7 H7 0.81(3) . ?
O5 H5A 0.8678 . ?
O5 H5B 0.8516 . ?
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
N2 H2 N5 0.92(4) 1.82(4) 2.742(3) 175(4) . yes
N6 H6 S3 0.87(3) 2.46(4) 3.320(3) 172(3) 3_655 yes
N7 H7 O4 0.81(3) 1.99(3) 2.803(4) 177(3) 3_765 yes
C8 H8 O5 0.93 2.33 3.18(2) 151.7 2_545 yes
C12A H12B O5 0.97 2.36 3.19(3) 144.2 . yes
C12B H12C O5 0.97 1.98 2.73(3) 132.6 . yes
C13B H13B O5 0.98 2.22 2.89(3) 124.2 . yes
C21 H21A O3A 0.97 2.59 3.507(7) 158.2 3_665 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
C3 N1 C2 C1 -72.9(4) . . . . ?
C5 N1 C2 C1 104.4(4) . . . . ?
O1A C1 C2 N1 53.4(11) . . . . ?
O2A C1 C2 N1 -65.6(5) . . . . ?
O1B C1 C2 N1 -52.9(8) . . . . ?
C6 C1 C2 N1 177.7(3) . . . . ?
O2B C1 C2 N1 54.9(16) . . . . ?
C4 N2 C3 N1 0.5(4) . . . . ?
C5 N1 C3 N2 -0.7(4) . . . . ?
C2 N1 C3 N2 177.0(3) . . . . ?
C3 N2 C4 C5 0.0(4) . . . . ?
N2 C4 C5 N1 -0.4(4) . . . . ?
C3 N1 C5 C4 0.7(4) . . . . ?
C2 N1 C5 C4 -177.0(3) . . . . ?
O1A C1 C6 C11 -131.6(8) . . . . ?
O2A C1 C6 C11 -6.5(5) . . . . ?
O1B C1 C6 C11 -25.6(7) . . . . ?
C2 C1 C6 C11 106.2(3) . . . . ?
O2B C1 C6 C11 -128.5(14) . . . . ?
O1A C1 C6 C7 49.7(9) . . . . ?
O2A C1 C6 C7 174.8(4) . . . . ?
O1B C1 C6 C7 155.8(6) . . . . ?
C2 C1 C6 C7 -72.4(4) . . . . ?
O2B C1 C6 C7 52.9(14) . . . . ?
C11 C6 C7 C8 0.0(5) . . . . ?
C1 C6 C7 C8 178.6(3) . . . . ?
C11 C6 C7 Cl1 178.9(3) . . . . ?
C1 C6 C7 Cl1 -2.4(4) . . . . ?
C6 C7 C8 C9 0.1(5) . . . . ?
Cl1 C7 C8 C9 -178.9(3) . . . . ?
C7 C8 C9 C10 0.5(5) . . . . ?
C7 C8 C9 Cl2 -179.4(3) . . . . ?
C8 C9 C10 C11 -1.2(6) . . . . ?
Cl2 C9 C10 C11 178.7(3) . . . . ?
C9 C10 C11 C6 1.3(6) . . . . ?
C7 C6 C11 C10 -0.7(5) . . . . ?
C1 C6 C11 C10 -179.4(3) . . . . ?
O2A C1 O1A C13A -14.8(16) . . . . ?
C2 C1 O1A C13A -128.6(9) . . . . ?
C6 C1 O1A C13A 109.2(12) . . . . ?
O1A C1 O2A C12A 36.4(13) . . . . ?
C2 C1 O2A C12A 153.8(6) . . . . ?
C6 C1 O2A C12A -89.4(6) . . . . ?
C1 O2A C12A C13A -40.9(8) . . . . ?
O2A C12A C13A O1A 32.0(11) . . . . ?
O2A C12A C13A C14A -85.1(7) . . . . ?
C1 O1A C13A C12A -11.7(15) . . . . ?
C1 O1A C13A C14A 106.0(13) . . . . ?
C12A C13A C14A O3A -71.3(7) . . . . ?
O1A C13A C14A O3A 176.8(8) . . . . ?
C13A C14A O3A C15 159.2(6) . . . . ?
C2 C1 O1B C13B 150.8(11) . . . . ?
C6 C1 O1B C13B -81.1(13) . . . . ?
O2B C1 O1B C13B 31.6(19) . . . . ?
O1B C1 O2B C12B -42(3) . . . . ?
C2 C1 O2B C12B -163.2(19) . . . . ?
C6 C1 O2B C12B 74(3) . . . . ?
C1 O2B C12B C13B 34(3) . . . . ?
C1 O1B C13B C12B -16.0(17) . . . . ?
C1 O1B C13B C14B -141.2(13) . . . . ?
O2B C12B C13B O1B -12(2) . . . . ?
O2B C12B C13B C14B 109(2) . . . . ?
O1B C13B C14B O3B 68.8(16) . . . . ?
C12B C13B C14B O3B -51.2(16) . . . . ?
C13B C14B O3B C15 178.8(10) . . . . ?
C14A O3A C15 C20 -171.0(5) . . . . ?
C14A O3A C15 C16 18.2(9) . . . . ?
C14B O3B C15 C20 -11.7(15) . . . . ?
C14B O3B C15 C16 153.2(9) . . . . ?
C20 C15 C16 C17 1.8(6) . . . . ?
O3A C15 C16 C17 172.0(5) . . . . ?
O3B C15 C16 C17 -165.0(6) . . . . ?
C15 C16 C17 C18 -2.8(6) . . . . ?
C16 C17 C18 C19 2.1(6) . . . . ?
C16 C17 C18 N3 178.4(3) . . . . ?
C21 N3 C18 C19 -135.8(4) . . . . ?
C24 N3 C18 C19 -2.3(5) . . . . ?
C21 N3 C18 C17 48.1(4) . . . . ?
C24 N3 C18 C17 -178.4(3) . . . . ?
C17 C18 C19 C20 -0.5(6) . . . . ?
N3 C18 C19 C20 -176.5(4) . . . . ?
C16 C15 C20 C19 -0.1(7) . . . . ?
O3A C15 C20 C19 -171.7(5) . . . . ?
O3B C15 C20 C19 163.8(8) . . . . ?
C18 C19 C20 C15 -0.6(7) . . . . ?
C18 N3 C21 C22 -169.0(3) . . . . ?
C24 N3 C21 C22 55.2(4) . . . . ?
C25 N4 C22 C21 -140.4(4) . . . . ?
C23 N4 C22 C21 52.5(5) . . . . ?
N3 C21 C22 N4 -53.4(5) . . . . ?
C25 N4 C23 C24 140.6(4) . . . . ?
C22 N4 C23 C24 -53.1(5) . . . . ?
C18 N3 C24 C23 169.5(3) . . . . ?
C21 N3 C24 C23 -54.8(4) . . . . ?
N4 C23 C24 N3 54.0(5) . . . . ?
C23 N4 C25 O4 169.5(4) . . . . ?
C22 N4 C25 O4 4.1(6) . . . . ?
C23 N4 C25 C26 -11.8(6) . . . . ?
C22 N4 C25 C26 -177.2(4) . . . . ?
C43 N5 C41 N7 2.5(4) . . . . ?
C43 N5 C41 S1 -177.6(2) . . . . ?
C42 N7 C41 N5 -4.2(4) . . . . ?
C42 N7 C41 S1 175.9(2) . . . . ?
C41 N7 C42 N6 2.6(4) . . . . ?
C41 N7 C42 S2 -177.1(2) . . . . ?
C43 N6 C42 N7 0.6(4) . . . . ?
C43 N6 C42 S2 -179.6(2) . . . . ?
C41 N5 C43 N6 0.4(4) . . . . ?
C41 N5 C43 S3 -179.5(2) . . . . ?
C42 N6 C43 N5 -2.1(4) . . . . ?
C42 N6 C43 S3 177.8(2) . . . . ?
