#------------------------------------------------------------------------------
#$Date: 2024-12-07 04:41:06 +0200 (Sat, 07 Dec 2024) $
#$Revision: 296733 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/31/27/2312720.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_2312720
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          'C21 H27 N7 S'
_chemical_formula_moiety         'C21 H27 N7 S'
_chemical_formula_sum            'C21 H27 N7 S'
_chemical_formula_weight         409.55
_chemical_name_systematic
4-(4-Phenylpiperazin-1-yl)-N'-(pyrrolidine-1-carbonothioyl)picolinohydrazonamide
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_cell_angle_alpha                95.1570(17)
_cell_angle_beta                 107.466(2)
_cell_angle_gamma                97.8737(18)
_cell_formula_units_Z            4
_cell_length_a                   10.6953(2)
_cell_length_b                   12.8703(3)
_cell_length_c                   15.4917(3)
_cell_measurement_reflns_used    26976
_cell_measurement_temperature    99.9(4)
_cell_measurement_theta_max      78.6950
_cell_measurement_theta_min      3.4930
_cell_volume                     1995.51(8)
_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
;
SHELXL2018 (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 0.999
_diffrn_measured_fraction_theta_max 0.953
_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  0.0305
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            35404
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.952
_diffrn_reflns_theta_min         3.501
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.621
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.482
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
(CrysAlis PRO; Rigaku OD, 2022)
;
_exptl_crystal_colour            'clear brownish brown'
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_description       plate
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.747
_exptl_crystal_size_mid          0.252
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.320
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     572
_refine_ls_number_reflns         8228
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0362
_refine_ls_R_factor_gt           0.0336
_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)+(0.0481P)²+0.7676P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0899
_refine_ls_wR_factor_ref         0.0916
_reflns_number_gt                7584
_reflns_number_total             8228
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            wv3017sup1.cif
_cod_data_source_block           3
_cod_original_cell_volume        1995.50(8)
_cod_database_code               2312720
_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   0.377
_shelx_estimated_absorpt_t_max   0.842
loop_
_space_group_symop_operation_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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N N1 1.14993(10) 0.36543(8) 0.17803(7) 0.0162(2) Uani d 1 . .
N N31 0.66885(10) 0.14669(8) 0.12467(7) 0.0155(2) Uani d 1 . .
S S1 0.59673(4) 0.06835(2) 0.64273(3) 0.03108(10) Uani d 1 . .
S S31 0.17292(3) 0.43593(2) 0.62212(2) 0.01892(8) Uani d 1 . .
C C1 1.19383(12) 0.40844(10) 0.10889(8) 0.0163(2) Uani d 1 . .
C C31 0.71427(11) 0.09894(9) 0.05671(8) 0.0156(2) Uani d 1 . .
N N2 0.99614(10) 0.27397(8) 0.28363(7) 0.0158(2) Uani d 1 . .
N N32 0.52653(10) 0.23372(8) 0.23630(7) 0.0155(2) Uani d 1 . .
C C2 1.15713(12) 0.50025(10) 0.07467(9) 0.0194(2) Uani d 1 . .
H H2 1.101576 0.537522 0.098825 0.023 Uiso calc 1 . .
C C32 0.76685(12) 0.00533(10) 0.07003(9) 0.0198(3) Uani d 1 . .
H H32 0.768095 -0.026238 0.123336 0.024 Uiso calc 1 . .
N N3 0.82813(10) 0.13067(8) 0.46736(7) 0.0176(2) Uani d 1 . .
N N33 0.38767(10) 0.37855(8) 0.43740(7) 0.0168(2) Uani d 1 . .
C C3 1.20121(13) 0.53783(10) 0.00536(9) 0.0220(3) Uani d 1 . .
H H3 1.174622 0.600079 -0.017630 0.026 Uiso calc 1 . .
C C34 0.81623(14) 0.00332(11) -0.07212(9) 0.0253(3) Uani d 1 . .
H H34 0.850266 -0.029114 -0.115761 0.030 Uiso calc 1 . .
N N5 0.70709(10) 0.23226(8) 0.56166(7) 0.0163(2) Uani d 1 . .
H H5 0.7092(16) 0.1637(13) 0.5569(11) 0.025 Uiso d 1 . .
N N35 0.25025(10) 0.27088(8) 0.52330(7) 0.0151(2) Uani d 1 . .
H H35 0.2610(15) 0.3374(13) 0.5233(11) 0.023 Uiso d 1 . .
C C35 0.76536(13) 0.09576(11) -0.08586(9) 0.0224(3) Uani d 1 . .
H H35A 0.765232 0.127225 -0.139054 0.027 Uiso calc 1 . .
N N6 0.64071(10) 0.27535(8) 0.61575(7) 0.0169(2) Uani d 1 . .
N N36 0.17952(10) 0.22656(8) 0.57629(7) 0.0154(2) Uani d 1 . .
C C33 0.81702(13) -0.04170(11) 0.00640(9) 0.0241(3) Uani d 1 . .
H H33 0.852156 -0.105074 0.016502 0.029 Uiso calc 1 . .
N N4 0.76923(11) 0.39505(8) 0.52510(8) 0.0191(2) Uani d 1 . .
H H4A 0.8016(16) 0.4381(13) 0.4941(11) 0.029 Uiso d 1 . .
H H4B 0.7185(17) 0.4187(13) 0.5535(12) 0.029 Uiso d 1 . .
N N34 0.29264(12) 0.10991(9) 0.47501(8) 0.0224(2) Uani d 1 . .
H H34A 0.2555(18) 0.0869(14) 0.5105(12) 0.034 Uiso d 1 . .
H H34B 0.3423(18) 0.0706(14) 0.4550(12) 0.034 Uiso d 1 . .
C C4 1.28324(13) 0.48550(10) -0.03033(9) 0.0220(3) Uani d 1 . .
H H4 1.311840 0.510645 -0.078273 0.026 Uiso calc 1 . .
C C5 1.32314(14) 0.39551(11) 0.00513(9) 0.0235(3) Uani d 1 . .
H H5A 1.380897 0.359830 -0.018033 0.028 Uiso calc 1 . .
C C6 1.27958(13) 0.35721(10) 0.07397(9) 0.0200(3) Uani d 1 . .
H H6 1.308076 0.295811 0.097623 0.024 Uiso calc 1 . .
C C36 0.71428(12) 0.14327(10) -0.02252(8) 0.0185(2) Uani d 1 . .
H H36 0.679036 0.206489 -0.033237 0.022 Uiso calc 1 . .
N N7 0.52388(11) 0.23682(8) 0.71253(7) 0.0181(2) Uani d 1 . .
N N37 0.06800(10) 0.26329(8) 0.67605(7) 0.0159(2) Uani d 1 . .
C C7 1.07178(13) 0.25833(9) 0.14869(8) 0.0179(2) Uani d 1 . .
H H7A 1.117398 0.214363 0.116381 0.021 Uiso calc 1 . .
H H7B 0.983380 0.261706 0.105510 0.021 Uiso calc 1 . .
C C37 0.62590(13) 0.24803(9) 0.11155(8) 0.0187(3) Uani d 1 . .
H H37A 0.538809 0.237027 0.062822 0.022 Uiso calc 1 . .
H H37B 0.691005 0.294299 0.091805 0.022 Uiso calc 1 . .
C C8 1.05409(12) 0.20744(9) 0.22979(8) 0.0168(2) Uani d 1 . .
H H8A 0.995405 0.137592 0.207777 0.020 Uiso calc 1 . .
H H8B 1.141566 0.195821 0.268990 0.020 Uiso calc 1 . .
C C38 0.61355(13) 0.30179(9) 0.19938(8) 0.0178(2) Uani d 1 . .
H H38A 0.703029 0.321216 0.245449 0.021 Uiso calc 1 . .
H H38B 0.577641 0.367846 0.187335 0.021 Uiso calc 1 . .
C C9 1.06242(12) 0.38523(9) 0.30659(8) 0.0165(2) Uani d 1 . .
H H9A 1.150523 0.390476 0.353269 0.020 Uiso calc 1 . .
H H9B 1.008710 0.427457 0.333046 0.020 Uiso calc 1 . .
C C39 0.55767(13) 0.12618(9) 0.24139(8) 0.0183(2) Uani d 1 . .
H H39A 0.486520 0.080780 0.256196 0.022 Uiso calc 1 . .
H H39B 0.642284 0.128742 0.290978 0.022 Uiso calc 1 . .
C C10 1.08052(13) 0.43066(9) 0.22311(8) 0.0173(2) Uani d 1 . .
H H10A 0.992346 0.434373 0.179790 0.021 Uiso calc 1 . .
H H10B 1.132054 0.503487 0.241834 0.021 Uiso calc 1 . .
C C40 0.56994(13) 0.07842(9) 0.15184(8) 0.0180(2) Uani d 1 . .
H H40A 0.596284 0.008021 0.158396 0.022 Uiso calc 1 . .
H H40B 0.482496 0.068531 0.103591 0.022 Uiso calc 1 . .
C C11 0.94659(12) 0.22798(9) 0.34658(8) 0.0155(2) Uani d 1 . .
C C41 0.48557(11) 0.28067(9) 0.30491(8) 0.0147(2) Uani d 1 . .
C C12 0.94185(13) 0.12004(10) 0.35498(8) 0.0185(2) Uani d 1 . .
H H12 0.978254 0.076530 0.319375 0.022 Uiso calc 1 . .
C C42 0.49884(12) 0.39096(9) 0.32383(8) 0.0172(2) Uani d 1 . .
H H42 0.542066 0.435808 0.292123 0.021 Uiso calc 1 . .
C C13 0.88375(13) 0.07730(10) 0.41554(9) 0.0197(3) Uani d 1 . .
H H13 0.883603 0.004236 0.420460 0.024 Uiso calc 1 . .
C C43 0.44887(12) 0.43428(10) 0.38875(8) 0.0181(2) Uani d 1 . .
H H43 0.458906 0.509262 0.399457 0.022 Uiso calc 1 . .
C C14 0.83477(12) 0.23507(9) 0.46054(8) 0.0152(2) Uani d 1 . .
C C44 0.37786(11) 0.27266(9) 0.42142(8) 0.0146(2) Uani d 1 . .
C C15 0.89342(12) 0.28685(9) 0.40436(8) 0.0152(2) Uani d 1 . .
H H15 0.897948 0.361114 0.404575 0.018 Uiso calc 1 . .
C C45 0.42449(12) 0.22062(9) 0.35833(8) 0.0157(2) Uani d 1 . .
H H45 0.415657 0.145621 0.350949 0.019 Uiso calc 1 . .
C C16 0.76876(12) 0.29093(9) 0.51749(8) 0.0154(2) Uani d 1 . .
C C46 0.30617(12) 0.21432(9) 0.47628(8) 0.0155(2) Uani d 1 . .
C C17 0.58783(12) 0.20108(9) 0.65603(8) 0.0162(2) Uani d 1 . .
C C47 0.13880(11) 0.30043(9) 0.62247(8) 0.0146(2) Uani d 1 . .
C C18 0.45333(13) 0.16838(10) 0.75934(8) 0.0184(2) Uani d 1 . .
H H18A 0.514988 0.130502 0.801125 0.022 Uiso calc 1 . .
H H18B 0.381362 0.115768 0.714906 0.022 Uiso calc 1 . .
C C48 0.02502(14) 0.33080(10) 0.73897(9) 0.0204(3) Uani d 1 . .
H H48A 0.1008(17) 0.3861(13) 0.7764(11) 0.031 Uiso d 1 . .
H H48B -0.0479(17) 0.3615(13) 0.7043(11) 0.031 Uiso d 1 . .
C C19 0.39649(14) 0.24437(10) 0.81251(9) 0.0230(3) Uani d 1 . .
H H19A 0.302656 0.246709 0.778387 0.028 Uiso calc 1 . .
H H19B 0.401127 0.222793 0.872986 0.028 Uiso calc 1 . .
C C20 0.48399(15) 0.35131(11) 0.82293(9) 0.0258(3) Uani d 1 . .
H H20A 0.565136 0.359789 0.876546 0.031 Uiso calc 1 . .
H H20B 0.435150 0.409906 0.829850 0.031 Uiso calc 1 . .
C C21 0.51885(13) 0.34883(9) 0.73445(8) 0.0180(2) Uani d 1 . .
H H21A 0.449662 0.372622 0.685688 0.022 Uiso calc 1 . .
H H21B 0.605899 0.393825 0.743657 0.022 Uiso calc 1 . .
C C51 0.04352(13) 0.15114(10) 0.68737(9) 0.0179(2) Uani d 1 . .
H H51A 0.1250(16) 0.1209(13) 0.6982(11) 0.027 Uiso d 1 . .
H H51B -0.0226(16) 0.1117(13) 0.6325(11) 0.027 Uiso d 1 . .
C C49A -0.0453(5) 0.2596(3) 0.7843(3) 0.0207(8) Uani d 0.545(9) A 1
H H49A -0.141773 0.242523 0.750415 0.025 Uiso calc 0.545(9) A 1
H H49B -0.032479 0.290933 0.847798 0.025 Uiso calc 0.545(9) A 1
C C50A 0.0205(6) 0.1615(3) 0.7825(3) 0.0214(9) Uani d 0.545(9) A 1
H H50A -0.038474 0.097870 0.788216 0.026 Uiso calc 0.545(9) A 1
H H50B 0.105949 0.171220 0.832746 0.026 Uiso calc 0.545(9) A 1
C C49B 0.0114(7) 0.2512(3) 0.8113(4) 0.0241(11) Uani d 0.455(9) A 2
H H49C 0.097795 0.254608 0.859301 0.029 Uiso calc 0.455(9) A 2
H H49D -0.055225 0.268349 0.840570 0.029 Uiso calc 0.455(9) A 2
C C50B -0.0339(6) 0.1425(4) 0.7538(4) 0.0214(10) Uani d 0.455(9) A 2
H H50C -0.010914 0.085603 0.791557 0.026 Uiso calc 0.455(9) A 2
H H50D -0.131027 0.129188 0.721799 0.026 Uiso calc 0.455(9) A 2
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'
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 0.1171
0 1 0 0.1171
-5 -3 3 0.2861
5 3 -3 0.2861
-5 3 2 0.3784
0 0 1 0.0549
0 0 -1 0.0549
5 -3 -3 0.3427
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
C1 N1 C7 . . 113.58(9) ?
C1 N1 C10 . . 116.47(10) ?
C10 N1 C7 . . 109.24(9) ?
C31 N31 C37 . . 117.26(9) ?
C31 N31 C40 . . 115.88(9) ?
C37 N31 C40 . . 108.74(9) ?
C2 C1 N1 . . 123.09(11) ?
C2 C1 C6 . . 118.30(11) ?
C6 C1 N1 . . 118.60(11) ?
C32 C31 N31 . . 119.25(11) ?
C36 C31 N31 . . 122.75(11) ?
C36 C31 C32 . . 117.95(11) ?
C8 N2 C9 . . 114.05(9) ?
C11 N2 C8 . . 117.39(10) ?
C11 N2 C9 . . 118.61(10) ?
C38 N32 C39 . . 113.33(9) ?
C41 N32 C38 . . 117.41(9) ?
C41 N32 C39 . . 118.62(9) ?
C1 C2 H2 . . 119.7 ?
C3 C2 C1 . . 120.64(12) ?
C3 C2 H2 . . 119.7 ?
C31 C32 H32 . . 119.5 ?
C33 C32 C31 . . 120.91(12) ?
C33 C32 H32 . . 119.5 ?
C13 N3 C14 . . 115.46(10) ?
C43 N33 C44 . . 115.71(10) ?
C2 C3 H3 . . 119.6 ?
C4 C3 C2 . . 120.76(12) ?
C4 C3 H3 . . 119.6 ?
C35 C34 H34 . . 120.4 ?
C35 C34 C33 . . 119.24(12) ?
C33 C34 H34 . . 120.4 ?
N6 N5 H5 . . 119.9(10) ?
C16 N5 H5 . . 118.8(10) ?
C16 N5 N6 . . 121.35(10) ?
N36 N35 H35 . . 119.0(11) ?
C46 N35 H35 . . 118.7(11) ?
C46 N35 N36 . . 122.16(10) ?
C34 C35 H35A . . 119.7 ?
C34 C35 C36 . . 120.68(12) ?
C36 C35 H35A . . 119.7 ?
C17 N6 N5 . . 110.99(10) ?
C47 N36 N35 . . 111.46(9) ?
C32 C33 C34 . . 120.45(12) ?
C32 C33 H33 . . 119.8 ?
C34 C33 H33 . . 119.8 ?
H4A N4 H4B . . 116.7(15) ?
C16 N4 H4A . . 125.0(11) ?
C16 N4 H4B . . 116.8(11) ?
H34A N34 H34B . . 118.5(17) ?
C46 N34 H34A . . 114.5(12) ?
C46 N34 H34B . . 123.5(11) ?
C3 C4 H4 . . 120.5 ?
C3 C4 C5 . . 118.93(11) ?
C5 C4 H4 . . 120.5 ?
C4 C5 H5A . . 119.6 ?
C6 C5 C4 . . 120.80(12) ?
C6 C5 H5A . . 119.6 ?
C1 C6 H6 . . 119.7 ?
C5 C6 C1 . . 120.53(12) ?
C5 C6 H6 . . 119.7 ?
C31 C36 H36 . . 119.6 ?
C35 C36 C31 . . 120.77(12) ?
C35 C36 H36 . . 119.6 ?
C17 N7 C18 . . 123.85(10) ?
C17 N7 C21 . . 123.60(10) ?
C18 N7 C21 . . 112.54(9) ?
C47 N37 C48 . . 124.17(10) ?
C47 N37 C51 . . 123.11(10) ?
C48 N37 C51 . . 112.13(9) ?
N1 C7 H7A . . 109.4 ?
N1 C7 H7B . . 109.4 ?
N1 C7 C8 . . 111.03(10) ?
H7A C7 H7B . . 108.0 ?
C8 C7 H7A . . 109.4 ?
C8 C7 H7B . . 109.4 ?
N31 C37 H37A . . 109.5 ?
N31 C37 H37B . . 109.5 ?
N31 C37 C38 . . 110.86(10) ?
H37A C37 H37B . . 108.1 ?
C38 C37 H37A . . 109.5 ?
C38 C37 H37B . . 109.5 ?
N2 C8 C7 . . 111.26(10) ?
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 ?
N32 C38 C37 . . 112.20(10) ?
N32 C38 H38A . . 109.2 ?
N32 C38 H38B . . 109.2 ?
C37 C38 H38A . . 109.2 ?
C37 C38 H38B . . 109.2 ?
H38A C38 H38B . . 107.9 ?
N2 C9 H9A . . 109.3 ?
N2 C9 H9B . . 109.3 ?
N2 C9 C10 . . 111.61(10) ?
H9A C9 H9B . . 108.0 ?
C10 C9 H9A . . 109.3 ?
C10 C9 H9B . . 109.3 ?
N32 C39 H39A . . 109.4 ?
N32 C39 H39B . . 109.4 ?
N32 C39 C40 . . 111.17(10) ?
H39A C39 H39B . . 108.0 ?
C40 C39 H39A . . 109.4 ?
C40 C39 H39B . . 109.4 ?
N1 C10 C9 . . 110.84(10) ?
N1 C10 H10A . . 109.5 ?
N1 C10 H10B . . 109.5 ?
C9 C10 H10A . . 109.5 ?
C9 C10 H10B . . 109.5 ?
H10A C10 H10B . . 108.1 ?
N31 C40 C39 . . 111.09(10) ?
N31 C40 H40A . . 109.4 ?
N31 C40 H40B . . 109.4 ?
C39 C40 H40A . . 109.4 ?
C39 C40 H40B . . 109.4 ?
H40A C40 H40B . . 108.0 ?
N2 C11 C12 . . 122.29(11) ?
N2 C11 C15 . . 121.62(11) ?
C12 C11 C15 . . 116.07(10) ?
N32 C41 C42 . . 121.72(10) ?
N32 C41 C45 . . 122.37(10) ?
C42 C41 C45 . . 115.89(10) ?
C11 C12 H12 . . 120.2 ?
C13 C12 C11 . . 119.55(11) ?
C13 C12 H12 . . 120.2 ?
C41 C42 H42 . . 120.1 ?
C43 C42 C41 . . 119.85(11) ?
C43 C42 H42 . . 120.1 ?
N3 C13 C12 . . 125.03(11) ?
N3 C13 H13 . . 117.5 ?
C12 C13 H13 . . 117.5 ?
N33 C43 C42 . . 124.78(11) ?
N33 C43 H43 . . 117.6 ?
C42 C43 H43 . . 117.6 ?
N3 C14 C15 . . 124.55(11) ?
N3 C14 C16 . . 113.72(10) ?
C15 C14 C16 . . 121.70(11) ?
N33 C44 C45 . . 124.52(11) ?
N33 C44 C46 . . 113.37(10) ?
C45 C44 C46 . . 122.06(10) ?
C11 C15 H15 . . 120.4 ?
C14 C15 C11 . . 119.24(11) ?
C14 C15 H15 . . 120.4 ?
C41 C45 H45 . . 120.4 ?
C44 C45 C41 . . 119.19(11) ?
C44 C45 H45 . . 120.4 ?
N5 C16 N4 . . 119.83(11) ?
N5 C16 C14 . . 116.24(11) ?
N4 C16 C14 . . 123.93(11) ?
N35 C46 N34 . . 120.64(11) ?
N35 C46 C44 . . 116.22(10) ?
N34 C46 C44 . . 123.05(11) ?
N6 C17 S1 . . 126.03(9) ?
N6 C17 N7 . . 115.07(10) ?
N7 C17 S1 . . 118.90(9) ?
N36 C47 S31 . . 126.02(9) ?
N36 C47 N37 . . 115.16(10) ?
N37 C47 S31 . . 118.78(9) ?
N7 C18 H18A . . 110.9 ?
N7 C18 H18B . . 110.9 ?
N7 C18 C19 . . 104.10(10) ?
H18A C18 H18B . . 109.0 ?
C19 C18 H18A . . 110.9 ?
C19 C18 H18B . . 110.9 ?
N37 C48 H48A . . 109.9(10) ?
N37 C48 H48B . . 109.0(10) ?
N37 C48 C49A . . 106.52(15) ?
N37 C48 C49B . . 100.32(18) ?
H48A C48 H48B . . 111.5(14) ?
C49A C48 H48A . . 119.5(10) ?
C49A C48 H48B . . 99.7(10) ?
C49B C48 H48A . . 102.1(10) ?
C49B C48 H48B . . 123.1(10) ?
C18 C19 H19A . . 110.8 ?
C18 C19 H19B . . 110.8 ?
H19A C19 H19B . . 108.9 ?
C20 C19 C18 . . 104.53(10) ?
C20 C19 H19A . . 110.8 ?
C20 C19 H19B . . 110.8 ?
C19 C20 H20A . . 111.0 ?
C19 C20 H20B . . 111.0 ?
C19 C20 C21 . . 103.85(10) ?
H20A C20 H20B . . 109.0 ?
C21 C20 H20A . . 111.0 ?
C21 C20 H20B . . 111.0 ?
N7 C21 C20 . . 102.61(10) ?
N7 C21 H21A . . 111.2 ?
N7 C21 H21B . . 111.2 ?
C20 C21 H21A . . 111.2 ?
C20 C21 H21B . . 111.2 ?
H21A C21 H21B . . 109.2 ?
N37 C51 H51A . . 111.1(9) ?
N37 C51 H51B . . 109.6(9) ?
N37 C51 C50A . . 100.18(17) ?
N37 C51 C50B . . 107.10(19) ?
H51A C51 H51B . . 108.6(13) ?
C50A C51 H51A . . 104.1(9) ?
C50A C51 H51B . . 122.8(10) ?
C50B C51 H51A . . 119.6(10) ?
C50B C51 H51B . . 100.1(10) ?
C48 C49A H49A . . 111.2 ?
C48 C49A H49B . . 111.2 ?
C48 C49A C50A . . 102.6(3) ?
H49A C49A H49B . . 109.2 ?
C50A C49A H49A . . 111.2 ?
C50A C49A H49B . . 111.2 ?
C51 C50A H50A . . 110.9 ?
C51 C50A H50B . . 110.9 ?
C49A C50A C51 . . 104.1(3) ?
C49A C50A H50A . . 110.9 ?
C49A C50A H50B . . 110.9 ?
H50A C50A H50B . . 109.0 ?
C48 C49B H49C . . 111.0 ?
C48 C49B H49D . . 111.0 ?
H49C C49B H49D . . 109.0 ?
C50B C49B C48 . . 104.0(3) ?
C50B C49B H49C . . 111.0 ?
C50B C49B H49D . . 111.0 ?
C51 C50B C49B . . 102.1(4) ?
C51 C50B H50C . . 111.4 ?
C51 C50B H50D . . 111.4 ?
C49B C50B H50C . . 111.4 ?
C49B C50B H50D . . 111.4 ?
H50C C50B H50D . . 109.2 ?
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
N1 C1 . 1.4182(15) ?
N1 C7 . 1.4659(15) ?
N1 C10 . 1.4561(15) ?
N31 C31 . 1.4123(15) ?
N31 C37 . 1.4523(15) ?
N31 C40 . 1.4653(15) ?
S1 C17 . 1.7212(12) ?
S31 C47 . 1.7329(12) ?
C1 C2 . 1.3950(17) ?
C1 C6 . 1.4029(17) ?
C31 C32 . 1.4039(17) ?
C31 C36 . 1.3992(17) ?
N2 C8 . 1.4629(15) ?
N2 C9 . 1.4692(15) ?
N2 C11 . 1.3822(15) ?
N32 C38 . 1.4653(14) ?
N32 C39 . 1.4707(15) ?
N32 C41 . 1.3868(15) ?
C2 H2 . 0.9500 ?
C2 C3 . 1.3942(17) ?
C32 H32 . 0.9500 ?
C32 C33 . 1.3875(18) ?
N3 C13 . 1.3303(16) ?
N3 C14 . 1.3510(15) ?
N33 C43 . 1.3325(15) ?
N33 C44 . 1.3470(15) ?
C3 H3 . 0.9500 ?
C3 C4 . 1.3839(19) ?
C34 H34 . 0.9500 ?
C34 C35 . 1.3820(19) ?
C34 C33 . 1.3920(19) ?
N5 H5 . 0.883(17) ?
N5 N6 . 1.3767(14) ?
N5 C16 . 1.3041(15) ?
N35 H35 . 0.848(16) ?
N35 N36 . 1.3821(13) ?
N35 C46 . 1.3052(15) ?
C35 H35A . 0.9500 ?
C35 C36 . 1.3932(17) ?
N6 C17 . 1.3394(15) ?
N36 C47 . 1.3354(15) ?
C33 H33 . 0.9500 ?
N4 H4A . 0.868(18) ?
N4 H4B . 0.864(18) ?
N4 C16 . 1.3338(16) ?
N34 H34A . 0.823(19) ?
N34 H34B . 0.882(19) ?
N34 C46 . 1.3294(16) ?
C4 H4 . 0.9500 ?
C4 C5 . 1.3908(19) ?
C5 H5A . 0.9500 ?
C5 C6 . 1.3882(18) ?
C6 H6 . 0.9500 ?
C36 H36 . 0.9500 ?
N7 C17 . 1.3486(15) ?
N7 C18 . 1.4602(15) ?
N7 C21 . 1.4631(15) ?
N37 C47 . 1.3565(15) ?
N37 C48 . 1.4638(15) ?
N37 C51 . 1.4672(15) ?
C7 H7A . 0.9900 ?
C7 H7B . 0.9900 ?
C7 C8 . 1.5165(16) ?
C37 H37A . 0.9900 ?
C37 H37B . 0.9900 ?
C37 C38 . 1.5202(16) ?
C8 H8A . 0.9900 ?
C8 H8B . 0.9900 ?
C38 H38A . 0.9900 ?
C38 H38B . 0.9900 ?
C9 H9A . 0.9900 ?
C9 H9B . 0.9900 ?
C9 C10 . 1.5189(16) ?
C39 H39A . 0.9900 ?
C39 H39B . 0.9900 ?
C39 C40 . 1.5159(16) ?
C10 H10A . 0.9900 ?
C10 H10B . 0.9900 ?
C40 H40A . 0.9900 ?
C40 H40B . 0.9900 ?
C11 C12 . 1.4024(17) ?
C11 C15 . 1.4144(16) ?
C41 C42 . 1.4021(16) ?
C41 C45 . 1.4177(16) ?
C12 H12 . 0.9500 ?
C12 C13 . 1.3850(17) ?
C42 H42 . 0.9500 ?
C42 C43 . 1.3825(17) ?
C13 H13 . 0.9500 ?
C43 H43 . 0.9500 ?
C14 C15 . 1.3830(16) ?
C14 C16 . 1.4808(16) ?
C44 C45 . 1.3853(16) ?
C44 C46 . 1.4908(16) ?
C15 H15 . 0.9500 ?
C45 H45 . 0.9500 ?
C18 H18A . 0.9900 ?
C18 H18B . 0.9900 ?
C18 C19 . 1.5243(17) ?
C48 H48A . 0.993(17) ?
C48 H48B . 0.961(17) ?
C48 C49A . 1.464(3) ?
C48 C49B . 1.609(5) ?
C19 H19A . 0.9900 ?
C19 H19B . 0.9900 ?
C19 C20 . 1.5207(18) ?
C20 H20A . 0.9900 ?
C20 H20B . 0.9900 ?
C20 C21 . 1.5235(17) ?
C21 H21A . 0.9900 ?
C21 H21B . 0.9900 ?
C51 H51A . 0.977(17) ?
C51 H51B . 0.972(17) ?
C51 C50A . 1.563(4) ?
C51 C50B . 1.505(4) ?
C49A H49A . 0.9900 ?
C49A H49B . 0.9900 ?
C49A C50A . 1.530(6) ?
C50A H50A . 0.9900 ?
C50A H50B . 0.9900 ?
C49B H49C . 0.9900 ?
C49B H49D . 0.9900 ?
C49B C50B . 1.522(7) ?
C50B H50C . 0.9900 ?
C50B H50D . 0.9900 ?
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
N5 H5 S1 . 0.883(17) 2.359(16) 2.8468(11) 115.0(13) yes
N35 H35 S31 . 0.848(16) 2.384(16) 2.8630(11) 116.4(13) yes
N4 H4A S31 2_666 0.868(18) 2.577(18) 3.4185(11) 163.7(14) yes
N34 H34B S1 2_656 0.882(19) 2.518(19) 3.3582(12) 159.3(15) 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 . . . . -178.73(12) ?
N1 C1 C6 C5 . . . . 178.87(11) ?
N1 C7 C8 N2 . . . . 54.77(13) ?
N31 C31 C32 C33 . . . . -177.57(11) ?
N31 C31 C36 C35 . . . . 177.20(11) ?
N31 C37 C38 N32 . . . . -54.56(14) ?
C1 N1 C7 C8 . . . . 167.36(10) ?
C1 N1 C10 C9 . . . . -169.33(10) ?
C1 C2 C3 C4 . . . . -0.6(2) ?
C31 N31 C37 C38 . . . . -165.71(10) ?
C31 N31 C40 C39 . . . . 163.91(10) ?
C31 C32 C33 C34 . . . . 0.1(2) ?
N2 C9 C10 N1 . . . . -54.38(13) ?
N2 C11 C12 C13 . . . . -176.14(11) ?
N2 C11 C15 C14 . . . . 174.47(11) ?
N32 C39 C40 N31 . . . . 55.65(14) ?
N32 C41 C42 C43 . . . . 175.79(11) ?
N32 C41 C45 C44 . . . . -175.60(11) ?
C2 C1 C6 C5 . . . . -1.94(19) ?
C2 C3 C4 C5 . . . . -1.1(2) ?
C32 C31 C36 C35 . . . . -0.17(18) ?
N3 C14 C15 C11 . . . . 2.55(18) ?
N3 C14 C16 N5 . . . . -3.93(16) ?
N3 C14 C16 N4 . . . . 176.29(11) ?
N33 C44 C45 C41 . . . . -0.95(18) ?
N33 C44 C46 N35 . . . . 7.57(15) ?
N33 C44 C46 N34 . . . . -175.79(11) ?
C3 C4 C5 C6 . . . . 1.3(2) ?
C34 C35 C36 C31 . . . . 0.50(19) ?
N5 N6 C17 S1 . . . . -0.95(15) ?
N5 N6 C17 N7 . . . . 178.22(10) ?
N35 N36 C47 S31 . . . . -2.42(15) ?
N35 N36 C47 N37 . . . . 179.77(10) ?
C35 C34 C33 C32 . . . . 0.3(2) ?
N6 N5 C16 N4 . . . . 0.66(18) ?
N6 N5 C16 C14 . . . . -179.13(10) ?
N36 N35 C46 N34 . . . . 2.58(18) ?
N36 N35 C46 C44 . . . . 179.31(10) ?
C33 C34 C35 C36 . . . . -0.5(2) ?
C4 C5 C6 C1 . . . . 0.3(2) ?
C6 C1 C2 C3 . . . . 2.12(18) ?
C36 C31 C32 C33 . . . . -0.10(18) ?
N7 C18 C19 C20 . . . . -22.50(14) ?
N37 C48 C49A C50A . . . . 28.2(5) ?
N37 C48 C49B C50B . . . . -33.3(6) ?
N37 C51 C50A C49A . . . . 32.8(4) ?
N37 C51 C50B C49B . . . . -28.0(6) ?
C7 N1 C1 C2 . . . . 118.78(13) ?
C7 N1 C1 C6 . . . . -62.07(15) ?
C7 N1 C10 C9 . . . . 60.35(13) ?
C37 N31 C31 C32 . . . . 174.87(11) ?
C37 N31 C31 C36 . . . . -2.47(17) ?
C37 N31 C40 C39 . . . . -61.49(13) ?
C8 N2 C9 C10 . . . . 48.99(14) ?
C8 N2 C11 C12 . . . . -4.69(17) ?
C8 N2 C11 C15 . . . . 177.47(11) ?
C38 N32 C39 C40 . . . . -49.10(14) ?
C38 N32 C41 C42 . . . . 14.86(17) ?
C38 N32 C41 C45 . . . . -166.99(11) ?
C9 N2 C8 C7 . . . . -49.10(14) ?
C9 N2 C11 C12 . . . . -148.35(12) ?
C9 N2 C11 C15 . . . . 33.81(16) ?
C39 N32 C38 C37 . . . . 48.72(14) ?
C39 N32 C41 C42 . . . . 157.16(11) ?
C39 N32 C41 C45 . . . . -24.69(17) ?
C10 N1 C1 C2 . . . . -9.46(17) ?
C10 N1 C1 C6 . . . . 169.68(11) ?
C10 N1 C7 C8 . . . . -60.77(13) ?
C40 N31 C31 C32 . . . . -54.47(15) ?
C40 N31 C31 C36 . . . . 128.19(12) ?
C40 N31 C37 C38 . . . . 60.40(13) ?
C11 N2 C8 C7 . . . . 165.62(10) ?
C11 N2 C9 C10 . . . . -166.19(10) ?
C11 C12 C13 N3 . . . . 1.1(2) ?
C41 N32 C38 C37 . . . . -167.06(10) ?
C41 N32 C39 C40 . . . . 167.15(10) ?
C41 C42 C43 N33 . . . . 0.5(2) ?
C12 C11 C15 C14 . . . . -3.49(17) ?
C42 C41 C45 C44 . . . . 2.65(17) ?
C13 N3 C14 C15 . . . . 0.35(18) ?
C13 N3 C14 C16 . . . . 178.53(10) ?
C43 N33 C44 C45 . . . . -1.04(18) ?
C43 N33 C44 C46 . . . . -178.83(10) ?
C14 N3 C13 C12 . . . . -2.25(19) ?
C44 N33 C43 C42 . . . . 1.26(18) ?
C15 C11 C12 C13 . . . . 1.82(18) ?
C15 C14 C16 N5 . . . . 174.31(11) ?
C15 C14 C16 N4 . . . . -5.48(18) ?
C45 C41 C42 C43 . . . . -2.47(17) ?
C45 C44 C46 N35 . . . . -170.28(11) ?
C45 C44 C46 N34 . . . . 6.36(19) ?
C16 N5 N6 C17 . . . . -178.49(11) ?
C16 C14 C15 C11 . . . . -175.48(10) ?
C46 N35 N36 C47 . . . . 176.05(11) ?
C46 C44 C45 C41 . . . . 176.66(11) ?
C17 N7 C18 C19 . . . . -178.88(11) ?
C17 N7 C21 C20 . . . . -159.85(12) ?
C47 N37 C48 C49A . . . . -178.8(2) ?
C47 N37 C48 C49B . . . . -155.0(3) ?
C47 N37 C51 C50A . . . . 155.4(2) ?
C47 N37 C51 C50B . . . . 178.2(3) ?
C18 N7 C17 S1 . . . . -4.15(17) ?
C18 N7 C17 N6 . . . . 176.62(11) ?
C18 N7 C21 C20 . . . . 19.52(14) ?
C18 C19 C20 C21 . . . . 34.52(14) ?
C48 N37 C47 S31 . . . . -4.16(16) ?
C48 N37 C47 N36 . . . . 173.83(11) ?
C48 N37 C51 C50A . . . . -16.1(2) ?
C48 N37 C51 C50B . . . . 6.7(3) ?
C48 C49A C50A C51 . . . . -38.2(5) ?
C48 C49B C50B C51 . . . . 37.6(7) ?
C19 C20 C21 N7 . . . . -32.67(13) ?
C21 N7 C17 S1 . . . . 175.15(9) ?
C21 N7 C17 N6 . . . . -4.08(18) ?
C21 N7 C18 C19 . . . . 1.74(14) ?
C51 N37 C47 S31 . . . . -174.61(9) ?
C51 N37 C47 N36 . . . . 3.37(17) ?
C51 N37 C48 C49A . . . . -7.4(3) ?
C51 N37 C48 C49B . . . . 16.4(3) ?

_cod_database_fobs_code 2312720
