#------------------------------------------------------------------------------
#$Date: 2025-08-19 13:43:10 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301803 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/99/2209902.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_2209902
loop_
_publ_author_name
'Sheng-Zhen Xu'
'Yang-Gen Hu'
'Ming-Guo Liu'
'Ming-Wu Ding'
_publ_section_title
2-Morpholino-3-p-tolylbenzo[4,5]thieno[3,2-d]pyrimidin-4(3H)-one
_journal_coeditor_code           IS2063
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3428
_journal_page_last               o3429
_journal_paper_doi               10.1107/S1600536806027127
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C21 H19 N3 O2 S'
_chemical_formula_moiety         'C21 H19 N3 O2 S'
_chemical_formula_sum            'C21 H19 N3 O2 S'
_chemical_formula_weight         377.45
_chemical_melting_point          469
_chemical_name_systematic
;
2-Morpholino-3-p-tolylbenzo[4,5]thieno[3,2-d]pyrimidin-4(3H)-one
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 94.002(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   16.693(3)
_cell_length_b                   12.970(2)
_cell_length_c                   17.392(3)
_cell_measurement_reflns_used    7182
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      24.55
_cell_measurement_theta_min      2.27
_cell_volume                     3756.3(11)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXTL (Sheldrick, 2001)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      292(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART 4K CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1054
_diffrn_reflns_av_sigmaI/netI    0.0676
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            38099
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.63
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.194
_exptl_absorpt_correction_T_max  0.9771
_exptl_absorpt_correction_T_min  0.9442
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.335
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1584
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.309
_refine_diff_density_min         -0.369
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.955
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     489
_refine_ls_number_reflns         8200
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.955
_refine_ls_R_factor_all          0.0785
_refine_ls_R_factor_gt           0.0528
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0634P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1164
_refine_ls_wR_factor_ref         0.1257
_reflns_number_gt                5715
_reflns_number_total             8200
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            is2063.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        3756.6(12)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2209902
_cod_database_fobs_code          2209902
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_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_refinement_flags
_atom_site_occupancy
C C1 0.50092(11) 0.13508(14) 1.03319(10) 0.0362(4) Uani d . 1
C C2 0.43206(11) 0.18288(15) 1.00042(12) 0.0447(5) Uani d . 1
H H2 0.4319 0.2127 0.9518 0.054 Uiso calc R 1
C C3 0.36437(12) 0.18545(16) 1.04084(13) 0.0515(5) Uani d . 1
H H3 0.3181 0.2170 1.0192 0.062 Uiso calc R 1
C C4 0.36409(12) 0.14155(16) 1.11367(13) 0.0518(5) Uani d . 1
H H4 0.3179 0.1454 1.1406 0.062 Uiso calc R 1
C C5 0.43073(12) 0.09272(16) 1.14648(12) 0.0485(5) Uani d . 1
H H5 0.4299 0.0623 1.1949 0.058 Uiso calc R 1
C C6 0.49967(11) 0.08953(15) 1.10593(10) 0.0397(4) Uani d . 1
C C7 0.63087(11) 0.07026(15) 1.05104(10) 0.0391(4) Uani d . 1
C C8 0.57856(11) 0.12311(14) 1.00257(10) 0.0353(4) Uani d . 1
C C9 0.71075(11) 0.04804(16) 1.03219(11) 0.0418(5) Uani d . 1
C C10 0.66886(11) 0.13785(14) 0.91147(10) 0.0355(4) Uani d . 1
C C11 0.80815(10) 0.06983(14) 0.93547(10) 0.0356(4) Uani d . 1
C C12 0.83746(11) -0.02918(15) 0.92986(11) 0.0433(5) Uani d . 1
H H12 0.8056 -0.0854 0.9408 0.052 Uiso calc R 1
C C13 0.91451(12) -0.04411(17) 0.90782(11) 0.0482(5) Uani d . 1
H H13 0.9343 -0.1109 0.9046 0.058 Uiso calc R 1
C C14 0.96300(11) 0.03833(18) 0.89042(11) 0.0472(5) Uani d . 1
C C15 0.93225(12) 0.13630(17) 0.89782(12) 0.0503(5) Uani d . 1
H H15 0.9639 0.1927 0.8870 0.060 Uiso calc R 1
C C16 0.85570(11) 0.15302(15) 0.92087(11) 0.0436(5) Uani d . 1
H H16 0.8366 0.2198 0.9264 0.052 Uiso calc R 1
C C17 1.04699(13) 0.0206(2) 0.86526(15) 0.0771(8) Uani d . 1
H H17A 1.0622 0.0775 0.8341 0.116 Uiso calc R 1
H H17B 1.0480 -0.0419 0.8358 0.116 Uiso calc R 1
H H17C 1.0839 0.0150 0.9099 0.116 Uiso calc R 1
C C18 0.71111(13) 0.10310(17) 0.78116(11) 0.0520(5) Uani d . 1
H H18A 0.6626 0.0702 0.7591 0.062 Uiso calc R 1
H H18B 0.7468 0.0500 0.8029 0.062 Uiso calc R 1
C C19 0.75160(14) 0.1616(2) 0.71917(13) 0.0660(7) Uani d . 1
H H19A 0.8026 0.1884 0.7407 0.079 Uiso calc R 1
H H19B 0.7625 0.1145 0.6778 0.079 Uiso calc R 1
C C20 0.64053(13) 0.25925(18) 0.80909(13) 0.0571(6) Uani d . 1
H H20A 0.6286 0.3076 0.8493 0.069 Uiso calc R 1
H H20B 0.5903 0.2319 0.7863 0.069 Uiso calc R 1
C C21 0.68572(15) 0.3125(2) 0.74876(13) 0.0706(7) Uani d . 1
H H21A 0.6537 0.3693 0.7272 0.085 Uiso calc R 1
H H21B 0.7352 0.3408 0.7726 0.085 Uiso calc R 1
C C22 0.04557(11) 0.39932(15) 1.06504(10) 0.0389(4) Uani d . 1
C C23 -0.00580(12) 0.31493(16) 1.05555(12) 0.0500(5) Uani d . 1
H H23 0.0037 0.2643 1.0194 0.060 Uiso calc R 1
C C24 -0.07049(14) 0.30686(18) 1.09984(13) 0.0603(6) Uani d . 1
H H24 -0.1048 0.2505 1.0936 0.072 Uiso calc R 1
C C25 -0.08516(14) 0.38240(19) 1.15395(13) 0.0606(6) Uani d . 1
H H25 -0.1292 0.3756 1.1835 0.073 Uiso calc R 1
C C26 -0.03589(13) 0.46675(18) 1.16459(12) 0.0539(6) Uani d . 1
H H26 -0.0462 0.5171 1.2006 0.065 Uiso calc R 1
C C27 0.03017(12) 0.47502(15) 1.11988(10) 0.0429(5) Uani d . 1
C C28 0.11560(11) 0.42526(14) 1.02542(10) 0.0375(4) Uani d . 1
C C29 0.15037(11) 0.51506(15) 1.05112(10) 0.0399(4) Uani d . 1
C C30 0.22160(12) 0.55416(15) 1.02124(11) 0.0430(5) Uani d . 1
C C31 0.20613(11) 0.40402(14) 0.93475(10) 0.0369(4) Uani d . 1
C C32 0.32649(11) 0.51696(14) 0.93424(11) 0.0389(4) Uani d . 1
C C33 0.33859(13) 0.60996(16) 0.89829(12) 0.0517(5) Uani d . 1
H H33 0.2979 0.6590 0.8936 0.062 Uiso calc R 1
C C34 0.41213(16) 0.62882(19) 0.86945(13) 0.0643(7) Uani d . 1
H H34 0.4204 0.6915 0.8453 0.077 Uiso calc R 1
C C35 0.47376(14) 0.5580(2) 0.87522(13) 0.0629(7) Uani d . 1
C C36 0.46084(13) 0.4667(2) 0.91385(13) 0.0605(6) Uani d . 1
H H36 0.5019 0.4183 0.9197 0.073 Uiso calc R 1
C C37 0.38806(12) 0.44641(16) 0.94382(12) 0.0477(5) Uani d . 1
H H37 0.3806 0.3853 0.9704 0.057 Uiso calc R 1
C C38 0.55412(16) 0.5789(3) 0.84237(17) 0.0983(11) Uani d . 1
H H38A 0.5949 0.5859 0.8838 0.147 Uiso calc R 1
H H38B 0.5508 0.6415 0.8128 0.147 Uiso calc R 1
H H38C 0.5675 0.5226 0.8098 0.147 Uiso calc R 1
C C39 0.24506(13) 0.40434(16) 0.80091(10) 0.0482(5) Uani d . 1
H H39A 0.2706 0.4706 0.8111 0.058 Uiso calc R 1
H H39B 0.1927 0.4164 0.7747 0.058 Uiso calc R 1
C C40 0.29548(14) 0.34048(18) 0.75062(12) 0.0595(6) Uani d . 1
H H40A 0.3008 0.3760 0.7022 0.071 Uiso calc R 1
H H40B 0.3488 0.3321 0.7758 0.071 Uiso calc R 1
C C41 0.19996(13) 0.24839(15) 0.85862(12) 0.0484(5) Uani d . 1
H H41A 0.1462 0.2560 0.8343 0.058 Uiso calc R 1
H H41B 0.1964 0.2111 0.9066 0.058 Uiso calc R 1
C C42 0.25164(14) 0.18962(17) 0.80631(13) 0.0594(6) Uani d . 1
H H42A 0.3041 0.1786 0.8325 0.071 Uiso calc R 1
H H42B 0.2277 0.1226 0.7953 0.071 Uiso calc R 1
N N1 0.59676(9) 0.15789(12) 0.93155(8) 0.0377(4) Uani d . 1
N N2 0.72663(8) 0.08502(12) 0.95804(8) 0.0359(4) Uani d . 1
N N3 0.69115(9) 0.17522(12) 0.84154(8) 0.0406(4) Uani d . 1
N N4 0.14278(9) 0.36906(12) 0.96545(8) 0.0389(4) Uani d . 1
N N5 0.24864(9) 0.49122(11) 0.96108(8) 0.0375(4) Uani d . 1
N N6 0.23573(9) 0.35016(12) 0.87401(8) 0.0391(4) Uani d . 1
O O1 0.76216(8) 0.00462(13) 1.07344(8) 0.0608(4) Uani d . 1
O O2 0.70400(10) 0.24416(15) 0.68865(9) 0.0724(5) Uani d . 1
O O3 0.25903(9) 0.63063(12) 1.04315(9) 0.0643(4) Uani d . 1
O O4 0.26085(10) 0.24230(13) 0.73592(8) 0.0650(4) Uani d . 1
S S1 0.59071(3) 0.03124(5) 1.13571(3) 0.05062(16) Uani d . 1
S S2 0.10069(3) 0.57406(4) 1.12392(3) 0.04899(16) Uani d . 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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_publ_flag
C2 C1 C6 119.64(17) ?
C2 C1 C8 129.32(17) ?
C6 C1 C8 111.04(16) ?
C3 C2 C1 119.13(19) ?
C3 C2 H2 120.4 ?
C1 C2 H2 120.4 ?
C2 C3 C4 120.8(2) ?
C2 C3 H3 119.6 ?
C4 C3 H3 119.6 ?
C5 C4 C3 121.02(19) ?
C5 C4 H4 119.5 ?
C3 C4 H4 119.5 ?
C4 C5 C6 118.61(19) ?
C4 C5 H5 120.7 ?
C6 C5 H5 120.7 ?
C5 C6 C1 120.75(18) ?
C5 C6 S1 126.64(16) yes
C1 C6 S1 112.61(13) yes
C8 C7 C9 122.10(16) ?
C8 C7 S1 113.86(14) yes
C9 C7 S1 124.02(14) yes
C7 C8 N1 123.60(16) ?
C7 C8 C1 112.38(16) ?
N1 C8 C1 123.99(16) ?
O1 C9 N2 121.56(17) ?
O1 C9 C7 126.20(18) ?
N2 C9 C7 112.22(16) ?
N1 C10 N3 118.42(16) ?
N1 C10 N2 123.81(15) ?
N3 C10 N2 117.69(15) ?
C16 C11 C12 120.37(17) ?
C16 C11 N2 120.44(16) ?
C12 C11 N2 119.18(16) ?
C11 C12 C13 119.45(19) ?
C11 C12 H12 120.3 ?
C13 C12 H12 120.3 ?
C12 C13 C14 121.42(19) ?
C12 C13 H13 119.3 ?
C14 C13 H13 119.3 ?
C15 C14 C13 117.58(18) ?
C15 C14 C17 121.6(2) ?
C13 C14 C17 120.8(2) ?
C14 C15 C16 121.92(19) ?
C14 C15 H15 119.0 ?
C16 C15 H15 119.0 ?
C11 C16 C15 119.21(18) ?
C11 C16 H16 120.4 ?
C15 C16 H16 120.4 ?
C14 C17 H17A 109.5 ?
C14 C17 H17B 109.5 ?
H17A C17 H17B 109.5 ?
C14 C17 H17C 109.5 ?
H17A C17 H17C 109.5 ?
H17B C17 H17C 109.5 ?
N3 C18 C19 109.04(18) ?
N3 C18 H18A 109.9 ?
C19 C18 H18A 109.9 ?
N3 C18 H18B 109.9 ?
C19 C18 H18B 109.9 ?
H18A C18 H18B 108.3 ?
O2 C19 C18 112.28(18) ?
O2 C19 H19A 109.1 ?
C18 C19 H19A 109.1 ?
O2 C19 H19B 109.1 ?
C18 C19 H19B 109.1 ?
H19A C19 H19B 107.9 ?
N3 C20 C21 107.85(17) ?
N3 C20 H20A 110.1 ?
C21 C20 H20A 110.1 ?
N3 C20 H20B 110.1 ?
C21 C20 H20B 110.1 ?
H20A C20 H20B 108.5 ?
O2 C21 C20 111.8(2) ?
O2 C21 H21A 109.3 ?
C20 C21 H21A 109.3 ?
O2 C21 H21B 109.3 ?
C20 C21 H21B 109.3 ?
H21A C21 H21B 107.9 ?
C23 C22 C27 119.30(18) ?
C23 C22 C28 129.90(18) ?
C27 C22 C28 110.80(17) ?
C24 C23 C22 119.7(2) ?
C24 C23 H23 120.2 ?
C22 C23 H23 120.2 ?
C23 C24 C25 120.5(2) ?
C23 C24 H24 119.7 ?
C25 C24 H24 119.7 ?
C26 C25 C24 121.3(2) ?
C26 C25 H25 119.3 ?
C24 C25 H25 119.3 ?
C25 C26 C27 118.3(2) ?
C25 C26 H26 120.8 ?
C27 C26 H26 120.8 ?
C26 C27 C22 120.86(19) ?
C26 C27 S2 126.31(17) yes
C22 C27 S2 112.83(14) yes
C29 C28 N4 123.11(17) ?
C29 C28 C22 112.63(17) ?
N4 C28 C22 124.18(17) ?
C28 C29 C30 122.15(17) ?
C28 C29 S2 113.65(14) yes
C30 C29 S2 124.19(15) yes
O3 C30 C29 126.76(18) ?
O3 C30 N5 120.93(18) ?
C29 C30 N5 112.30(16) ?
N4 C31 N6 118.75(17) ?
N4 C31 N5 123.92(16) ?
N6 C31 N5 117.29(16) ?
C37 C32 C33 120.27(19) ?
C37 C32 N5 119.07(17) ?
C33 C32 N5 120.65(17) ?
C32 C33 C34 118.8(2) ?
C32 C33 H33 120.6 ?
C34 C33 H33 120.6 ?
C35 C34 C33 122.3(2) ?
C35 C34 H34 118.9 ?
C33 C34 H34 118.9 ?
C34 C35 C36 117.7(2) ?
C34 C35 C38 121.9(2) ?
C36 C35 C38 120.5(3) ?
C37 C36 C35 121.2(2) ?
C37 C36 H36 119.4 ?
C35 C36 H36 119.4 ?
C32 C37 C36 119.8(2) ?
C32 C37 H37 120.1 ?
C36 C37 H37 120.1 ?
C35 C38 H38A 109.5 ?
C35 C38 H38B 109.5 ?
H38A C38 H38B 109.5 ?
C35 C38 H38C 109.5 ?
H38A C38 H38C 109.5 ?
H38B C38 H38C 109.5 ?
N6 C39 C40 109.70(17) ?
N6 C39 H39A 109.7 ?
C40 C39 H39A 109.7 ?
N6 C39 H39B 109.7 ?
C40 C39 H39B 109.7 ?
H39A C39 H39B 108.2 ?
O4 C40 C39 111.27(18) ?
O4 C40 H40A 109.4 ?
C39 C40 H40A 109.4 ?
O4 C40 H40B 109.4 ?
C39 C40 H40B 109.4 ?
H40A C40 H40B 108.0 ?
N6 C41 C42 108.87(17) ?
N6 C41 H41A 109.9 ?
C42 C41 H41A 109.9 ?
N6 C41 H41B 109.9 ?
C42 C41 H41B 109.9 ?
H41A C41 H41B 108.3 ?
O4 C42 C41 112.27(18) ?
O4 C42 H42A 109.2 ?
C41 C42 H42A 109.2 ?
O4 C42 H42B 109.2 ?
C41 C42 H42B 109.2 ?
H42A C42 H42B 107.9 ?
C10 N1 C8 116.34(15) ?
C10 N2 C9 121.91(14) ?
C10 N2 C11 122.09(14) ?
C9 N2 C11 115.91(14) ?
C10 N3 C18 119.72(16) ?
C10 N3 C20 114.52(15) ?
C18 N3 C20 110.67(16) ?
C31 N4 C28 116.60(16) ?
C31 N5 C30 121.69(15) ?
C31 N5 C32 121.85(15) ?
C30 N5 C32 116.19(15) ?
C31 N6 C41 115.52(15) ?
C31 N6 C39 118.89(15) ?
C41 N6 C39 109.81(15) ?
C19 O2 C21 109.90(17) ?
C40 O4 C42 110.18(16) ?
C7 S1 C6 90.10(9) yes
C29 S2 C27 90.08(9) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 1.393(3) ?
C1 C6 1.398(3) ?
C1 C8 1.443(2) ?
C2 C3 1.372(3) ?
C2 H2 0.9300 ?
C3 C4 1.389(3) ?
C3 H3 0.9300 ?
C4 C5 1.370(3) ?
C4 H4 0.9300 ?
C5 C6 1.392(2) ?
C5 H5 0.9300 ?
C6 S1 1.743(2) ?
C7 C8 1.357(3) ?
C7 C9 1.425(2) ?
C7 S1 1.7355(18) yes
C8 N1 1.369(2) ?
C9 O1 1.218(2) ?
C9 N2 1.418(2) ?
C10 N1 1.303(2) ?
C10 N3 1.384(2) ?
C10 N2 1.395(2) ?
C11 C16 1.374(3) ?
C11 C12 1.380(3) ?
C11 N2 1.456(2) ?
C12 C13 1.381(3) ?
C12 H12 0.9300 ?
C13 C14 1.387(3) ?
C13 H13 0.9300 ?
C14 C15 1.380(3) ?
C14 C17 1.515(3) ?
C15 C16 1.383(3) ?
C15 H15 0.9300 ?
C16 H16 0.9300 ?
C17 H17A 0.9600 ?
C17 H17B 0.9600 ?
C17 H17C 0.9600 ?
C18 N3 1.462(2) ?
C18 C19 1.515(3) ?
C18 H18A 0.9700 ?
C18 H18B 0.9700 ?
C19 O2 1.415(3) ?
C19 H19A 0.9700 ?
C19 H19B 0.9700 ?
C20 N3 1.467(2) ?
C20 C21 1.503(3) ?
C20 H20A 0.9700 ?
C20 H20B 0.9700 ?
C21 O2 1.420(3) ?
C21 H21A 0.9700 ?
C21 H21B 0.9700 ?
C22 C23 1.393(3) ?
C22 C27 1.405(3) ?
C22 C28 1.438(3) ?
C23 C24 1.374(3) ?
C23 H23 0.9300 ?
C24 C25 1.392(3) ?
C24 H24 0.9300 ?
C25 C26 1.373(3) ?
C25 H25 0.9300 ?
C26 C27 1.397(3) ?
C26 H26 0.9300 ?
C27 S2 1.741(2) yes
C28 C29 1.363(3) ?
C28 N4 1.375(2) ?
C29 C30 1.424(3) ?
C29 S2 1.7387(18) yes
C30 O3 1.219(2) ?
C30 N5 1.425(2) ?
C31 N4 1.299(2) ?
C31 N6 1.386(2) ?
C31 N5 1.395(2) ?
C32 C37 1.377(3) ?
C32 C33 1.380(3) ?
C32 N5 1.450(2) ?
C33 C34 1.380(3) ?
C33 H33 0.9300 ?
C34 C35 1.378(3) ?
C34 H34 0.9300 ?
C35 C36 1.385(3) ?
C35 C38 1.519(3) ?
C36 C37 1.380(3) ?
C36 H36 0.9300 ?
C37 H37 0.9300 ?
C38 H38A 0.9600 ?
C38 H38B 0.9600 ?
C38 H38C 0.9600 ?
C39 N6 1.471(2) ?
C39 C40 1.504(3) ?
C39 H39A 0.9700 ?
C39 H39B 0.9700 ?
C40 O4 1.414(3) ?
C40 H40A 0.9700 ?
C40 H40B 0.9700 ?
C41 N6 1.466(2) ?
C41 C42 1.504(3) ?
C41 H41A 0.9700 ?
C41 H41B 0.9700 ?
C42 O4 1.420(3) ?
C42 H42A 0.9700 ?
C42 H42B 0.9700 ?
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
C17 H17C O1 3_757 0.96 2.58 3.304(3) 133
C16 H16 O3 3_667 0.93 2.59 3.479(3) 160
C4 H4 O2 4_566 0.93 2.57 3.395(3) 148
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_publ_flag
C6 C1 C2 C3 0.8(3) ?
C8 C1 C2 C3 -179.65(19) ?
C1 C2 C3 C4 0.3(3) ?
C2 C3 C4 C5 -1.3(3) ?
C3 C4 C5 C6 1.2(3) ?
C4 C5 C6 C1 -0.1(3) ?
C4 C5 C6 S1 -179.48(16) no
C2 C1 C6 C5 -1.0(3) ?
C8 C1 C6 C5 179.45(17) ?
C2 C1 C6 S1 178.53(14) no
C8 C1 C6 S1 -1.1(2) no
C9 C7 C8 N1 1.2(3) ?
S1 C7 C8 N1 -177.64(14) no
C9 C7 C8 C1 179.10(17) ?
S1 C7 C8 C1 0.2(2) no
C2 C1 C8 C7 -179.01(19) ?
C6 C1 C8 C7 0.5(2) ?
C2 C1 C8 N1 -1.1(3) ?
C6 C1 C8 N1 178.40(16) ?
C8 C7 C9 O1 177.1(2) ?
S1 C7 C9 O1 -4.2(3) no
C8 C7 C9 N2 -1.4(3) ?
S1 C7 C9 N2 177.31(14) no
C16 C11 C12 C13 -1.4(3) ?
N2 C11 C12 C13 179.44(16) ?
C11 C12 C13 C14 -0.6(3) ?
C12 C13 C14 C15 1.6(3) ?
C12 C13 C14 C17 -179.15(19) ?
C13 C14 C15 C16 -0.7(3) ?
C17 C14 C15 C16 -179.9(2) ?
C12 C11 C16 C15 2.3(3) ?
N2 C11 C16 C15 -178.53(17) ?
C14 C15 C16 C11 -1.2(3) ?
N3 C18 C19 O2 -56.0(2) ?
N3 C20 C21 O2 60.0(2) ?
C27 C22 C23 C24 -0.1(3) ?
C28 C22 C23 C24 -179.1(2) ?
C22 C23 C24 C25 0.1(3) ?
C23 C24 C25 C26 0.1(4) ?
C24 C25 C26 C27 -0.4(3) ?
C25 C26 C27 C22 0.4(3) ?
C25 C26 C27 S2 -179.52(16) no
C23 C22 C27 C26 -0.2(3) ?
C28 C22 C27 C26 179.00(17) ?
C23 C22 C27 S2 179.75(15) no
C28 C22 C27 S2 -1.1(2) no
C23 C22 C28 C29 180.00(19) ?
C27 C22 C28 C29 0.9(2) ?
C23 C22 C28 N4 3.1(3) ?
C27 C22 C28 N4 -175.98(17) ?
N4 C28 C29 C30 -4.6(3) ?
C22 C28 C29 C30 178.45(17) ?
N4 C28 C29 S2 176.55(14) no
C22 C28 C29 S2 -0.4(2) no
C28 C29 C30 O3 -176.1(2) ?
S2 C29 C30 O3 2.6(3) no
C28 C29 C30 N5 2.3(3) ?
S2 C29 C30 N5 -179.03(13) no
C37 C32 C33 C34 2.7(3) ?
N5 C32 C33 C34 -176.10(18) ?
C32 C33 C34 C35 0.1(3) ?
C33 C34 C35 C36 -2.2(3) ?
C33 C34 C35 C38 179.2(2) ?
C34 C35 C36 C37 1.6(3) ?
C38 C35 C36 C37 -179.8(2) ?
C33 C32 C37 C36 -3.3(3) ?
N5 C32 C37 C36 175.52(18) ?
C35 C36 C37 C32 1.1(3) ?
N6 C39 C40 O4 58.2(2) ?
N6 C41 C42 O4 -57.9(2) ?
N3 C10 N1 C8 -177.33(15) ?
N2 C10 N1 C8 -0.6(3) ?
C7 C8 N1 C10 -0.1(3) ?
C1 C8 N1 C10 -177.76(17) ?
N1 C10 N2 C9 0.3(3) ?
N3 C10 N2 C9 177.00(16) ?
N1 C10 N2 C11 -176.05(17) ?
N3 C10 N2 C11 0.7(2) ?
O1 C9 N2 C10 -177.84(19) ?
C7 C9 N2 C10 0.7(3) ?
O1 C9 N2 C11 -1.3(3) ?
C7 C9 N2 C11 177.26(15) ?
C16 C11 N2 C10 58.9(2) ?
C12 C11 N2 C10 -121.9(2) ?
C16 C11 N2 C9 -117.6(2) ?
C12 C11 N2 C9 61.6(2) ?
N1 C10 N3 C18 -116.9(2) ?
N2 C10 N3 C18 66.2(2) ?
N1 C10 N3 C20 18.1(2) ?
N2 C10 N3 C20 -158.82(17) ?
C19 C18 N3 C10 -166.84(17) ?
C19 C18 N3 C20 56.6(2) ?
C21 C20 N3 C10 162.57(19) ?
C21 C20 N3 C18 -58.4(2) ?
N6 C31 N4 C28 -179.87(15) ?
N5 C31 N4 C28 2.6(3) ?
C29 C28 N4 C31 2.1(3) ?
C22 C28 N4 C31 178.64(17) ?
N4 C31 N5 C30 -4.9(3) ?
N6 C31 N5 C30 177.58(16) ?
N4 C31 N5 C32 168.88(17) ?
N6 C31 N5 C32 -8.7(2) ?
O3 C30 N5 C31 -179.35(18) ?
C29 C30 N5 C31 2.2(2) ?
O3 C30 N5 C32 6.6(3) ?
C29 C30 N5 C32 -171.93(16) ?
C37 C32 N5 C31 -57.7(2) ?
C33 C32 N5 C31 121.1(2) ?
C37 C32 N5 C30 116.43(19) ?
C33 C32 N5 C30 -64.8(2) ?
N4 C31 N6 C41 -9.9(2) ?
N5 C31 N6 C41 167.75(16) ?
N4 C31 N6 C39 123.90(19) ?
N5 C31 N6 C39 -58.4(2) ?
C42 C41 N6 C31 -165.60(17) ?
C42 C41 N6 C39 56.6(2) ?
C40 C39 N6 C31 166.54(17) ?
C40 C39 N6 C41 -57.3(2) ?
C18 C19 O2 C21 57.3(3) ?
C20 C21 O2 C19 -59.7(2) ?
C39 C40 O4 C42 -58.3(2) ?
C41 C42 O4 C40 58.7(2) ?
C8 C7 S1 C6 -0.71(16) no
C9 C7 S1 C6 -179.54(18) no
C5 C6 S1 C7 -179.53(18) no
C1 C6 S1 C7 1.01(15) no
C28 C29 S2 C27 -0.19(15) no
C30 C29 S2 C27 -178.99(18) no
C26 C27 S2 C29 -179.34(19) no
C22 C27 S2 C29 0.72(15) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 24735916
2 PubChem 139070025
