#------------------------------------------------------------------------------
#$Date: 2024-12-07 04:41:06 +0200 (Sat, 07 Dec 2024) $
#$Revision: 296733 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/31/27/2312722.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_2312722
loop_
_publ_author_name
'Sukiennik, Jarosław'
'Olczak, Andrzej'
'Gobis, Katarzyna'
'Korona-Głowniak, Izabela'
'Suśniak, Katarzyna'
'Fruziński, Andrzej'
'Szczesio, Małgorzata'
_publ_section_title
;
 Synthesis, structure and biological activity of new picolinohydrazonamide
 derivatives.
;
_journal_coeditor_code           WV3017
_journal_issue                   1
_journal_name_full
'Acta crystallographica. Section C, Structural chemistry'
_journal_paper_doi               10.1107/S2053229624011549
_journal_volume                  81
_journal_year                    2025
_chemical_formula_iupac          'C22 H29 N7 S, C3 H7 N O, 0.285H2 O'
_chemical_formula_moiety         'C22 H29 N7 S, C3 H7 N O, 0.285(H2 O)'
_chemical_formula_sum            'C25 H36.57 N8 O1.29 S'
_chemical_formula_weight         501.81
_chemical_name_systematic
'4-(4-Phenylpiperazin-1-yl)-N'-(piperidine-1-carbonothioyl)picolinohydrazonamide--dimethylformamide--water (1/1/0.285)'
_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     iterative
_audit_creation_method
;
Olex2 1.5
(compiled 2023.11.24 svn.r209d9fb for OlexSys, GUI svn.r6928)
;
_cell_angle_alpha                90
_cell_angle_beta                 98.255(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.1063(3)
_cell_length_b                   12.8414(2)
_cell_length_c                   15.6327(3)
_cell_measurement_reflns_used    19656
_cell_measurement_temperature    99.9(4)
_cell_measurement_theta_max      78.6360
_cell_measurement_theta_min      4.4250
_cell_volume                     2603.77(9)
_computing_cell_refinement
;
CrysAlis PRO (Rigaku OD, 2022)
;
_computing_data_collection
;
CrysAlis PRO (Rigaku OD, 2022)
;
_computing_data_reduction
;
CrysAlis PRO (Rigaku OD, 2022)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL2019 (Sheldrick, 2015b)
;
_computing_structure_solution
;
olex2.solve (Bourhis et al.,  2015)
;
_diffrn_ambient_temperature      99.9(4)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.9986
_diffrn_measured_fraction_theta_max 0.9503
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'Rigaku XtaLAB Synergy Dualflex diffractometer with a Pilatus 300K detector'
_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  0.0392
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            33084
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.960
_diffrn_reflns_theta_min         3.407
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.385
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49758
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Rigaku OD, 2022)
;
_exptl_crystal_colour            'clear orangish orange'
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_description       plate
_exptl_crystal_F_000             1075
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.261
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     339
_refine_ls_number_reflns         5356
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0350
_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)+(0.0471P)²+1.1183P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0928
_refine_ls_wR_factor_ref         0.0964
_reflns_number_gt                4642
_reflns_number_total             5356
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            wv3017sup1.cif
_cod_data_source_block           2
_cod_database_code               2312722
_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   0.587
_shelx_estimated_absorpt_t_max   0.851
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_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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1 0.74809(3) 0.85990(3) -0.10460(2) 0.02207(10) Uani d 1 . .
O O1W 0.7298(4) 1.0587(3) 0.0342(3) 0.0383(16) Uani d 0.285(5) . .
H H1WA 0.670(8) 1.007(9) 0.063(7) 0.10(3) Uiso d 0.285(5) . .
H H1WB 0.750(5) 1.010(6) -0.006(5) 0.041(19) Uiso d 0.285(5) . .
O O1A 0.89120(9) 0.54681(9) 0.18448(7) 0.0340(3) Uani d 1 . .
N N1 0.38002(9) 0.89896(9) 0.50099(7) 0.0212(2) Uani d 1 . .
C C1 0.33773(10) 0.89551(11) 0.57906(8) 0.0205(3) Uani d 1 . .
H H5 0.6795(14) 0.8322(15) 0.0264(12) 0.031 Uiso d 1 . .
N N2 0.45104(9) 0.89683(9) 0.33590(7) 0.0197(2) Uani d 1 . .
C C2 0.35111(11) 0.80935(12) 0.63413(9) 0.0257(3) Uani d 1 . .
H H2 0.383534 0.748410 0.616512 0.031 Uiso calc 1 . .
N N3 0.56815(10) 0.91159(10) 0.09821(7) 0.0267(3) Uani d 1 . .
C C3 0.31732(12) 0.81199(13) 0.71471(9) 0.0295(3) Uani d 1 . .
H H3 0.328472 0.753230 0.751801 0.035 Uiso calc 1 . .
N N4 0.73933(9) 0.70795(9) 0.19064(7) 0.0202(2) Uani d 1 . .
H H4A 0.788172 0.669564 0.173442 0.024 Uiso calc 1 . .
H H4B 0.725273 0.702003 0.243799 0.024 Uiso calc 1 . .
C C4 0.26782(12) 0.89867(13) 0.74164(9) 0.0284(3) Uani d 1 . .
H H4 0.245498 0.900201 0.796814 0.034 Uiso calc 1 . .
N N5 0.70790(9) 0.78359(9) 0.05718(7) 0.0189(2) Uani d 1 . .
C C5 0.25159(11) 0.98320(12) 0.68623(9) 0.0253(3) Uani d 1 . .
H H5A 0.216650 1.042807 0.703350 0.030 Uiso calc 1 . .
N N6 0.78648(9) 0.72634(9) 0.03068(7) 0.0194(2) Uani d 1 . .
C C6 0.28553(11) 0.98218(11) 0.60618(9) 0.0227(3) Uani d 1 . .
H H6 0.273277 1.040945 0.569213 0.027 Uiso calc 1 . .
N N7 0.88472(9) 0.70083(9) -0.07648(7) 0.0202(2) Uani d 1 . .
C C7 0.32485(11) 0.95575(12) 0.42782(9) 0.0237(3) Uani d 1 . .
H H7A 0.292966 1.018819 0.449007 0.028 Uiso calc 1 . .
H H7B 0.268996 0.911407 0.397939 0.028 Uiso calc 1 . .
N N8 0.96903(10) 0.44915(10) 0.29709(8) 0.0274(3) Uani d 1 . .
C C8 0.39666(11) 0.98715(11) 0.36463(9) 0.0224(3) Uani d 1 . .
H H8A 0.356404 1.021276 0.313854 0.027 Uiso calc 1 . .
H H8B 0.447580 1.038099 0.392536 0.027 Uiso calc 1 . .
C C9 0.50086(12) 0.83314(12) 0.40779(9) 0.0247(3) Uani d 1 . .
H H9A 0.560477 0.871614 0.438736 0.030 Uiso calc 1 . .
H H9B 0.527099 0.768205 0.384641 0.030 Uiso calc 1 . .
C C10 0.42699(12) 0.80578(12) 0.47091(9) 0.0254(3) Uani d 1 . .
H H10A 0.372398 0.759074 0.442265 0.030 Uiso calc 1 . .
H H10B 0.464814 0.768180 0.520984 0.030 Uiso calc 1 . .
C C11 0.49293(11) 0.90375(11) 0.26002(8) 0.0197(3) Uani d 1 . .
C C12 0.45711(12) 0.97685(12) 0.19595(9) 0.0288(3) Uani d 1 . .
H H12 0.406553 1.026609 0.206074 0.035 Uiso calc 1 . .
C C13 0.49553(13) 0.97630(13) 0.11805(10) 0.0325(4) Uani d 1 . .
H H13 0.468185 1.025644 0.075581 0.039 Uiso calc 1 . .
C C14 0.60448(10) 0.84303(11) 0.16051(8) 0.0187(3) Uani d 1 . .
C C15 0.57053(10) 0.83536(10) 0.24021(8) 0.0182(3) Uani d 1 . .
H H15 0.599137 0.784691 0.281025 0.022 Uiso calc 1 . .
C C16 0.68702(10) 0.77461(10) 0.13655(8) 0.0172(3) Uani d 1 . .
C C17 0.80919(10) 0.75741(10) -0.04540(8) 0.0179(3) Uani d 1 . .
C C18 0.94573(11) 0.74622(12) -0.13871(9) 0.0247(3) Uani d 1 . .
H H18A 0.903308 0.797497 -0.175406 0.030 Uiso calc 1 . .
H H18B 0.966442 0.690744 -0.176697 0.030 Uiso calc 1 . .
C C19 1.04168(12) 0.79975(13) -0.09177(11) 0.0325(4) Uani d 1 . .
H H19A 1.020869 0.860523 -0.059349 0.039 Uiso calc 1 . .
H H19B 1.084542 0.825333 -0.134615 0.039 Uiso calc 1 . .
C C20 1.10500(13) 0.72490(15) -0.02925(11) 0.0367(4) Uani d 1 . .
H H20A 1.135905 0.670685 -0.062543 0.044 Uiso calc 1 . .
H H20B 1.161812 0.763591 0.005483 0.044 Uiso calc 1 . .
C C21 1.03859(12) 0.67325(13) 0.03089(10) 0.0294(3) Uani d 1 . .
H H21A 1.079464 0.619445 0.065932 0.035 Uiso calc 1 . .
H H21B 1.016790 0.725933 0.070809 0.035 Uiso calc 1 . .
C C22 0.94424(11) 0.62348(11) -0.02035(9) 0.0236(3) Uani d 1 . .
H H22A 0.965867 0.566230 -0.056173 0.028 Uiso calc 1 . .
H H22B 0.900250 0.593476 0.019865 0.028 Uiso calc 1 . .
C C23 0.96729(13) 0.52075(12) 0.23498(9) 0.0275(3) Uani d 1 . .
H H23 1.030522 0.554458 0.229425 0.033 Uiso calc 1 . .
C C24 1.06374(13) 0.42198(14) 0.35314(10) 0.0334(4) Uani d 1 . .
H H24A 1.054698 0.433529 0.413559 0.050 Uiso calc 1 . .
H H24B 1.120288 0.465589 0.338843 0.050 Uiso calc 1 . .
H H24C 1.080003 0.348526 0.344748 0.050 Uiso calc 1 . .
C C25 0.87554(14) 0.39471(15) 0.30989(13) 0.0433(4) Uani d 1 . .
H H25A 0.883424 0.320253 0.298750 0.065 Uiso calc 1 . .
H H25B 0.817343 0.422409 0.270016 0.065 Uiso calc 1 . .
H H25C 0.862651 0.404660 0.369566 0.065 Uiso calc 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 0 0.1593
0 5 1 0.2642
-1 1 5 0.1084
1 0 -5 0.1056
1 2 -5 0.1320
-1 -5 4 0.1737
5 0 1 0.0457
-5 -1 0 0.0421
-5 2 -3 0.1194
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
H1WA O1W H1WB . . 98(6) ?
C1 N1 C7 . . 118.81(11) ?
C1 N1 C10 . . 119.39(11) ?
C10 N1 C7 . . 110.07(11) ?
C2 C1 N1 . . 121.82(13) ?
C2 C1 C6 . . 117.73(12) ?
C6 C1 N1 . . 120.35(13) ?
C8 N2 C9 . . 112.93(10) ?
C11 N2 C8 . . 118.92(11) ?
C11 N2 C9 . . 120.45(11) ?
C1 C2 H2 . . 119.7 ?
C3 C2 C1 . . 120.62(14) ?
C3 C2 H2 . . 119.7 ?
C13 N3 C14 . . 115.40(12) ?
C2 C3 H3 . . 119.4 ?
C4 C3 C2 . . 121.19(14) ?
C4 C3 H3 . . 119.4 ?
H4A N4 H4B . . 120.0 ?
C16 N4 H4A . . 120.0 ?
C16 N4 H4B . . 120.0 ?
C3 C4 H4 . . 120.8 ?
C3 C4 C5 . . 118.45(13) ?
C5 C4 H4 . . 120.8 ?
N6 N5 H5 . . 120.8(12) ?
C16 N5 H5 . . 118.0(12) ?
C16 N5 N6 . . 120.25(12) ?
C4 C5 H5A . . 119.5 ?
C4 C5 C6 . . 121.08(14) ?
C6 C5 H5A . . 119.5 ?
C17 N6 N5 . . 112.49(11) ?
C1 C6 H6 . . 119.6 ?
C5 C6 C1 . . 120.89(14) ?
C5 C6 H6 . . 119.6 ?
C17 N7 C18 . . 120.96(11) ?
C17 N7 C22 . . 119.58(11) ?
C18 N7 C22 . . 111.77(11) ?
N1 C7 H7A . . 109.4 ?
N1 C7 H7B . . 109.4 ?
N1 C7 C8 . . 111.13(11) ?
H7A C7 H7B . . 108.0 ?
C8 C7 H7A . . 109.4 ?
C8 C7 H7B . . 109.4 ?
C23 N8 C24 . . 121.81(14) ?
C23 N8 C25 . . 120.41(14) ?
C25 N8 C24 . . 117.78(13) ?
N2 C8 C7 . . 111.37(11) ?
N2 C8 H8A . . 109.4 ?
N2 C8 H8B . . 109.4 ?
C7 C8 H8A . . 109.4 ?
C7 C8 H8B . . 109.4 ?
H8A C8 H8B . . 108.0 ?
N2 C9 H9A . . 109.3 ?
N2 C9 H9B . . 109.3 ?
N2 C9 C10 . . 111.82(12) ?
H9A C9 H9B . . 107.9 ?
C10 C9 H9A . . 109.3 ?
C10 C9 H9B . . 109.3 ?
N1 C10 C9 . . 111.01(12) ?
N1 C10 H10A . . 109.4 ?
N1 C10 H10B . . 109.4 ?
C9 C10 H10A . . 109.4 ?
C9 C10 H10B . . 109.4 ?
H10A C10 H10B . . 108.0 ?
N2 C11 C12 . . 121.53(12) ?
N2 C11 C15 . . 122.47(12) ?
C12 C11 C15 . . 115.93(12) ?
C11 C12 H12 . . 120.1 ?
C13 C12 C11 . . 119.88(13) ?
C13 C12 H12 . . 120.1 ?
N3 C13 C12 . . 124.78(13) ?
N3 C13 H13 . . 117.6 ?
C12 C13 H13 . . 117.6 ?
N3 C14 C15 . . 124.78(13) ?
N3 C14 C16 . . 113.53(11) ?
C15 C14 C16 . . 121.68(12) ?
C11 C15 H15 . . 120.4 ?
C14 C15 C11 . . 119.19(12) ?
C14 C15 H15 . . 120.4 ?
N4 C16 C14 . . 123.48(11) ?
N5 C16 N4 . . 120.08(12) ?
N5 C16 C14 . . 116.43(12) ?
N6 C17 S1 . . 124.01(10) ?
N6 C17 N7 . . 115.08(12) ?
N7 C17 S1 . . 120.90(9) ?
N7 C18 H18A . . 109.5 ?
N7 C18 H18B . . 109.5 ?
N7 C18 C19 . . 110.52(12) ?
H18A C18 H18B . . 108.1 ?
C19 C18 H18A . . 109.5 ?
C19 C18 H18B . . 109.5 ?
C18 C19 H19A . . 109.4 ?
C18 C19 H19B . . 109.4 ?
C18 C19 C20 . . 111.02(14) ?
H19A C19 H19B . . 108.0 ?
C20 C19 H19A . . 109.4 ?
C20 C19 H19B . . 109.4 ?
C19 C20 H20A . . 109.4 ?
C19 C20 H20B . . 109.4 ?
H20A C20 H20B . . 108.0 ?
C21 C20 C19 . . 111.29(13) ?
C21 C20 H20A . . 109.4 ?
C21 C20 H20B . . 109.4 ?
C20 C21 H21A . . 109.5 ?
C20 C21 H21B . . 109.5 ?
H21A C21 H21B . . 108.1 ?
C22 C21 C20 . . 110.67(13) ?
C22 C21 H21A . . 109.5 ?
C22 C21 H21B . . 109.5 ?
N7 C22 C21 . . 110.67(12) ?
N7 C22 H22A . . 109.5 ?
N7 C22 H22B . . 109.5 ?
C21 C22 H22A . . 109.5 ?
C21 C22 H22B . . 109.5 ?
H22A C22 H22B . . 108.1 ?
O1A C23 N8 . . 125.70(16) ?
O1A C23 H23 . . 117.1 ?
N8 C23 H23 . . 117.1 ?
N8 C24 H24A . . 109.5 ?
N8 C24 H24B . . 109.5 ?
N8 C24 H24C . . 109.5 ?
H24A C24 H24B . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
N8 C25 H25A . . 109.5 ?
N8 C25 H25B . . 109.5 ?
N8 C25 H25C . . 109.5 ?
H25A C25 H25B . . 109.5 ?
H25A C25 H25C . . 109.5 ?
H25B C25 H25C . . 109.5 ?
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
S1 C17 . 1.7369(14) ?
O1W H1WA . 1.16(12) ?
O1W H1WB . 0.96(8) ?
O1A C23 . 1.2262(19) ?
N1 C1 . 1.4117(16) ?
N1 C7 . 1.4580(17) ?
N1 C10 . 1.4543(18) ?
C1 C2 . 1.397(2) ?
C1 C6 . 1.403(2) ?
N2 C8 . 1.4652(17) ?
N2 C9 . 1.4654(17) ?
N2 C11 . 1.3797(16) ?
C2 H2 . 0.9500 ?
C2 C3 . 1.3944(19) ?
N3 C13 . 1.3332(19) ?
N3 C14 . 1.3479(18) ?
C3 H3 . 0.9500 ?
C3 C4 . 1.384(2) ?
N4 H4A . 0.8800 ?
N4 H4B . 0.8800 ?
N4 C16 . 1.3234(17) ?
C4 H4 . 0.9500 ?
C4 C5 . 1.386(2) ?
N5 H5 . 0.84(2) ?
N5 N6 . 1.3767(16) ?
N5 C16 . 1.3134(16) ?
C5 H5A . 0.9500 ?
C5 C6 . 1.3870(19) ?
N6 C17 . 1.3283(16) ?
C6 H6 . 0.9500 ?
N7 C17 . 1.3719(17) ?
N7 C18 . 1.4659(17) ?
N7 C22 . 1.4725(17) ?
C7 H7A . 0.9900 ?
C7 H7B . 0.9900 ?
C7 C8 . 1.5137(19) ?
N8 C23 . 1.3349(19) ?
N8 C24 . 1.455(2) ?
N8 C25 . 1.449(2) ?
C8 H8A . 0.9900 ?
C8 H8B . 0.9900 ?
C9 H9A . 0.9900 ?
C9 H9B . 0.9900 ?
C9 C10 . 1.5196(19) ?
C10 H10A . 0.9900 ?
C10 H10B . 0.9900 ?
C11 C12 . 1.4034(19) ?
C11 C15 . 1.4113(19) ?
C12 H12 . 0.9500 ?
C12 C13 . 1.3830(19) ?
C13 H13 . 0.9500 ?
C14 C15 . 1.3853(17) ?
C14 C16 . 1.4829(18) ?
C15 H15 . 0.9500 ?
C18 H18A . 0.9900 ?
C18 H18B . 0.9900 ?
C18 C19 . 1.526(2) ?
C19 H19A . 0.9900 ?
C19 H19B . 0.9900 ?
C19 C20 . 1.528(2) ?
C20 H20A . 0.9900 ?
C20 H20B . 0.9900 ?
C20 C21 . 1.522(2) ?
C21 H21A . 0.9900 ?
C21 H21B . 0.9900 ?
C21 C22 . 1.515(2) ?
C22 H22A . 0.9900 ?
C22 H22B . 0.9900 ?
C23 H23 . 0.9500 ?
C24 H24A . 0.9800 ?
C24 H24B . 0.9800 ?
C24 H24C . 0.9800 ?
C25 H25A . 0.9800 ?
C25 H25B . 0.9800 ?
C25 H25C . 0.9800 ?
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
_geom_hbond_publ_flag
O1W H1WA N3 . 1.16(12) 1.95(12) 3.110(4) 174(8) yes
O1W H1WB S1 . 0.96(8) 2.46(8) 3.381(4) 161(6) yes
N5 H5 S1 . 0.84(2) 2.378(18) 2.8314(12) 114.4(15) yes
N4 H4A O1A . 0.88 2.07 2.8823(16) 153.8 yes
N4 H4B S1 4_576 0.88 2.48 3.3034(11) 156.7 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_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 C3 . . . . 173.65(13) ?
N1 C1 C6 C5 . . . . -174.27(13) ?
N1 C7 C8 N2 . . . . 55.24(16) ?
C1 N1 C7 C8 . . . . 157.84(12) ?
C1 N1 C10 C9 . . . . -158.86(12) ?
C1 C2 C3 C4 . . . . 1.4(2) ?
N2 C9 C10 N1 . . . . -54.18(17) ?
N2 C11 C12 C13 . . . . -175.12(15) ?
N2 C11 C15 C14 . . . . 176.13(12) ?
C2 C1 C6 C5 . . . . 2.1(2) ?
C2 C3 C4 C5 . . . . 0.5(2) ?
N3 C14 C15 C11 . . . . -0.6(2) ?
N3 C14 C16 N4 . . . . 174.11(13) ?
N3 C14 C16 N5 . . . . -5.17(18) ?
C3 C4 C5 C6 . . . . -1.1(2) ?
C4 C5 C6 C1 . . . . -0.2(2) ?
N5 N6 C17 S1 . . . . 0.80(16) ?
N5 N6 C17 N7 . . . . -177.91(11) ?
N6 N5 C16 N4 . . . . -2.17(19) ?
N6 N5 C16 C14 . . . . 177.14(11) ?
C6 C1 C2 C3 . . . . -2.7(2) ?
N7 C18 C19 C20 . . . . 54.92(17) ?
C7 N1 C1 C2 . . . . 147.74(14) ?
C7 N1 C1 C6 . . . . -36.04(19) ?
C7 N1 C10 C9 . . . . 58.53(16) ?
C8 N2 C9 C10 . . . . 50.47(17) ?
C8 N2 C11 C12 . . . . -22.1(2) ?
C8 N2 C11 C15 . . . . 160.89(13) ?
C9 N2 C8 C7 . . . . -50.91(16) ?
C9 N2 C11 C12 . . . . -169.34(14) ?
C9 N2 C11 C15 . . . . 13.6(2) ?
C10 N1 C1 C2 . . . . 8.3(2) ?
C10 N1 C1 C6 . . . . -175.43(13) ?
C10 N1 C7 C8 . . . . -59.31(16) ?
C11 N2 C8 C7 . . . . 159.50(12) ?
C11 N2 C9 C10 . . . . -160.45(13) ?
C11 C12 C13 N3 . . . . -1.7(3) ?
C12 C11 C15 C14 . . . . -1.1(2) ?
C13 N3 C14 C15 . . . . 1.1(2) ?
C13 N3 C14 C16 . . . . -178.43(14) ?
C14 N3 C13 C12 . . . . 0.0(3) ?
C15 C11 C12 C13 . . . . 2.1(2) ?
C15 C14 C16 N4 . . . . -5.5(2) ?
C15 C14 C16 N5 . . . . 175.27(12) ?
C16 N5 N6 C17 . . . . -168.99(12) ?
C16 C14 C15 C11 . . . . 178.93(12) ?
C17 N7 C18 C19 . . . . 89.83(16) ?
C17 N7 C22 C21 . . . . -89.36(15) ?
C18 N7 C17 S1 . . . . 25.27(17) ?
C18 N7 C17 N6 . . . . -155.98(12) ?
C18 N7 C22 C21 . . . . 60.38(15) ?
C18 C19 C20 C21 . . . . -52.08(19) ?
C19 C20 C21 C22 . . . . 52.71(18) ?
C20 C21 C22 N7 . . . . -56.30(16) ?
C22 N7 C17 S1 . . . . 172.19(10) ?
C22 N7 C17 N6 . . . . -9.06(18) ?
C22 N7 C18 C19 . . . . -59.43(15) ?
C24 N8 C23 O1A . . . . 178.88(14) ?
C25 N8 C23 O1A . . . . -0.3(2) ?

_cod_database_fobs_code 2312722
