#------------------------------------------------------------------------------
#$Date: 2021-04-05 17:17:23 +0200 (Mon 05 de Apr de 2021) $
#$Revision: 263839 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/78/7157873.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7157873
loop_
_publ_author_name
'de Souza, Juliana M.'
'Abdiaj, Irini'
'Chen, Jiaqi'
'Hanson, Kenneth'
'de Oliveira, Kleber T.'
'McQuade, D. Tyler'
_publ_section_title
;
 Synthesis of multi-substituted pyridines from ylidenemalononitriles and
 their emission properties.
;
_journal_issue                   9
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              1991
_journal_page_last               1999
_journal_paper_doi               10.1039/d0ob02591g
_journal_volume                  19
_journal_year                    2021
_chemical_formula_moiety         'C22 H20 N4 O3 S'
_chemical_formula_sum            'C22 H20 N4 O3 S'
_chemical_formula_weight         420.48
_chemical_name_systematic
5-((4-methoxyphenyl)thio)-4-(4-nitrophenyl)-2-(propylamino)nicotinonitrile
_chemical_properties_physical    estable
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-09-09
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_audit_update_record
;
2020-04-28 deposited with the CCDC.	2021-02-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.3040(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.1835(2)
_cell_length_b                   24.2903(4)
_cell_length_c                   6.05870(10)
_cell_measurement_reflns_used    5623
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      70.5800
_cell_measurement_theta_min      1.7820
_cell_volume                     2085.66(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 13.3333
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -139.00   8.00   0.50    0.50    --  -50.50  40.00  30.00  294
  2  ω   -139.00   8.00   0.50    0.50    --  -50.50  40.00  90.00  294
  3  ω   -175.00 -85.00   0.50    0.50    --  -90.00  30.00  90.00  180
  4  ω   -175.00 -53.00   0.50    0.50    --  -90.00  60.00 116.67  244
  5  ω    -73.00 -45.00   0.50    0.50    --  -90.00  20.00  30.00   56
  6  ω   -100.00 -74.00   0.50    0.50    --  -90.00  58.00  48.64   52
  7  ω   -179.00-113.00   0.50    0.50    --  -90.00  58.00  48.64  132
  8  ω   -171.00 -94.00   0.50    0.50    --  -90.00  20.00  30.00  154
  9  ω   -142.00-116.00   0.50    0.50    --  -90.00  60.00  90.31   52
 10  ω   -128.00 -31.00   0.50    0.50    --  -90.00  20.00-180.00  194
 11  ω   -176.00-151.00   0.50    0.50    --  -90.00  60.00  90.31   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RINC): quarter-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0239590000
_diffrn_orient_matrix_UB_12      0.0608241000
_diffrn_orient_matrix_UB_13      0.0478120000
_diffrn_orient_matrix_UB_21      -0.1044796000
_diffrn_orient_matrix_UB_22      0.0155150000
_diffrn_orient_matrix_UB_23      -0.0426592000
_diffrn_orient_matrix_UB_31      -0.0182015000
_diffrn_orient_matrix_UB_32      -0.0091298000
_diffrn_orient_matrix_UB_33      0.2461936000
_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  0.0407
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            13201
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.825
_diffrn_reflns_theta_min         3.118
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.643
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52800
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_description       needle
_exptl_crystal_F_000             880
_exptl_crystal_preparation       Re-crystalliaztion
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Chloroform/Hexane (1:20)'
_exptl_crystal_size_max          0.734
_exptl_crystal_size_mid          0.121
_exptl_crystal_size_min          0.106
_refine_diff_density_max         0.320
_refine_diff_density_min         -0.391
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       0.0015(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         3903
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0380
_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)+(0.0627P)²+0.4760P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1059
_refine_ls_wR_factor_ref         0.1077
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3558
_reflns_number_total             3903
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ob02591g2.cif
_cod_data_source_block           juliana_no2phsphome_090919
_cod_depositor_comments
'Adding full bibliography for 7157868--7157873.cif.'
_cod_database_code               7157873
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         C22H20N4O3S
_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.
;
_diffrn_oxdiff_digest_frames
;
014cb06e4044d5f02b1acac148db54e12100042f763
;
_diffrn_oxdiff_digest_hkl
;
012cee91ea051d19f824f6c691bdbd8e9d4096
;
_reflns_odcompleteness_completeness 99.35
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C26(H26A,H26B), C27(H27A,H27B)
2.b Aromatic/amide H refined with riding coordinates:
 N25(H25), C5(H5), C22(H22), C8(H8), C12(H12), C18(H18), C21(H21), C11(H11),
 C9(H9), C19(H19)
2.c Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C24(H24A,H24B,H24C)
;
_olex2_exptl_crystal_mounting_method 'MiTeGen Microloop'
_olex2_submission_original_sample_id NO2PhSPhOMe
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.212
_oxdiff_exptl_absorpt_empirical_full_min 0.191
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
S16 S 0.71569(2) 0.32421(2) 0.21710(5) 0.02244(14) Uani 1 1 d . . . . .
O23 O 1.09765(7) 0.33210(5) 0.65431(18) 0.0311(3) Uani 1 1 d . . . . .
O15 O 0.98106(8) 0.54911(5) 0.21097(19) 0.0365(3) Uani 1 1 d . . . . .
O14 O 0.87464(9) 0.57156(5) -0.03849(18) 0.0395(3) Uani 1 1 d . . . . .
N25 N 0.46458(8) 0.37964(5) 0.93519(18) 0.0218(3) Uani 1 1 d . . . . .
H25 H 0.457955 0.412963 0.979901 0.026 Uiso 1 1 calc R . . . .
N6 N 0.52559(9) 0.31736(5) 0.69326(19) 0.0207(3) Uani 1 1 d . . . . .
N30 N 0.55076(8) 0.51342(5) 0.78239(18) 0.0219(3) Uani 1 1 d . . . . .
N13 N 0.90057(9) 0.54722(5) 0.1310(2) 0.0270(3) Uani 1 1 d . . . . .
C2 C 0.57625(9) 0.41199(5) 0.6709(2) 0.0168(3) Uani 1 1 d . . . . .
C3 C 0.63984(9) 0.39907(5) 0.5090(2) 0.0171(3) Uani 1 1 d . . . . .
C7 C 0.70457(9) 0.44156(5) 0.4223(2) 0.0172(3) Uani 1 1 d . . . . .
C29 C 0.56331(9) 0.46840(6) 0.7327(2) 0.0173(3) Uani 1 1 d . . . . .
C1 C 0.52170(9) 0.36953(6) 0.7669(2) 0.0181(3) Uani 1 1 d . . . . .
C5 C 0.58319(10) 0.30649(6) 0.5288(2) 0.0210(3) Uani 1 1 d . . . . .
H5 H 0.583916 0.270649 0.474893 0.025 Uiso 1 1 calc R . . . .
C10 C 0.83056(10) 0.51267(6) 0.2391(2) 0.0218(3) Uani 1 1 d . . . . .
C22 C 0.84465(10) 0.30102(6) 0.5607(2) 0.0227(3) Uani 1 1 d . . . . .
H22 H 0.795234 0.283061 0.626895 0.027 Uiso 1 1 calc R . . . .
C17 C 0.82890(10) 0.32670(5) 0.3574(2) 0.0210(3) Uani 1 1 d . . . . .
C8 C 0.78738(10) 0.45578(6) 0.5385(2) 0.0236(3) Uani 1 1 d . . . . .
H8 H 0.799913 0.441324 0.678787 0.028 Uiso 1 1 calc R . . . .
C12 C 0.68435(11) 0.46508(6) 0.2161(2) 0.0250(3) Uani 1 1 d . . . . .
H12 H 0.628065 0.456483 0.139807 0.030 Uiso 1 1 calc R . . . .
C4 C 0.64199(10) 0.34466(6) 0.4325(2) 0.0195(3) Uani 1 1 d . . . . .
C18 C 0.90275(11) 0.35411(6) 0.2598(2) 0.0250(3) Uani 1 1 d . . . . .
H18 H 0.892521 0.371677 0.124606 0.030 Uiso 1 1 calc R . . . .
C21 C 0.93350(10) 0.30196(6) 0.6659(2) 0.0246(3) Uani 1 1 d . . . . .
H21 H 0.943685 0.284627 0.801680 0.029 Uiso 1 1 calc R . . . .
C11 C 0.74726(11) 0.50114(6) 0.1236(2) 0.0264(3) Uani 1 1 d . . . . .
H11 H 0.733590 0.517198 -0.013287 0.032 Uiso 1 1 calc R . . . .
C20 C 1.00708(11) 0.32902(6) 0.5666(2) 0.0243(3) Uani 1 1 d . . . . .
C26 C 0.41359(10) 0.33547(6) 1.0438(2) 0.0227(3) Uani 1 1 d . . . . .
H26A H 0.458319 0.308757 1.104674 0.027 Uiso 1 1 calc R . . . .
H26B H 0.372476 0.316840 0.936001 0.027 Uiso 1 1 calc R . . . .
C9 C 0.85179(10) 0.49151(6) 0.4468(2) 0.0252(3) Uani 1 1 d . . . . .
H9 H 0.907651 0.500886 0.523274 0.030 Uiso 1 1 calc R . . . .
C19 C 0.99132(11) 0.35522(6) 0.3641(2) 0.0275(3) Uani 1 1 d . . . . .
H19 H 1.040530 0.373542 0.298580 0.033 Uiso 1 1 calc R . . . .
C27 C 0.35526(11) 0.35834(6) 1.2274(2) 0.0275(3) Uani 1 1 d . . . . .
H27A H 0.307237 0.382837 1.164857 0.033 Uiso 1 1 calc R . . . .
H27B H 0.395612 0.379491 1.328833 0.033 Uiso 1 1 calc R . . . .
C28 C 0.30827(12) 0.31203(7) 1.3530(3) 0.0306(4) Uani 1 1 d . . . . .
H28A H 0.271546 0.289662 1.251102 0.046 Uiso 1 1 calc GR . . . .
H28B H 0.267863 0.327506 1.460174 0.046 Uiso 1 1 calc GR . . . .
H28C H 0.355840 0.289803 1.426584 0.046 Uiso 1 1 calc GR . . . .
C24 C 1.11859(11) 0.30201(7) 0.8525(3) 0.0329(4) Uani 1 1 d . . . . .
H24A H 1.105349 0.263694 0.827988 0.049 Uiso 1 1 calc GR . . . .
H24B H 1.080441 0.315583 0.968042 0.049 Uiso 1 1 calc GR . . . .
H24C H 1.184080 0.306525 0.894961 0.049 Uiso 1 1 calc GR . . . .
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_
_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
C4 S16 C17 100.66(6) . . ?
C20 O23 C24 117.26(12) . . ?
C1 N25 H25 119.1 . . ?
C1 N25 C26 121.89(12) . . ?
C26 N25 H25 119.1 . . ?
C5 N6 C1 117.81(12) . . ?
O15 N13 O14 123.79(12) . . ?
O15 N13 C10 118.72(12) . . ?
O14 N13 C10 117.47(12) . . ?
C3 C2 C29 119.47(12) . . ?
C3 C2 C1 120.04(12) . . ?
C1 C2 C29 120.44(11) . . ?
C2 C3 C7 121.11(12) . . ?
C2 C3 C4 117.90(12) . . ?
C4 C3 C7 120.98(11) . . ?
C8 C7 C3 120.93(11) . . ?
C8 C7 C12 119.48(12) . . ?
C12 C7 C3 119.49(12) . . ?
N30 C29 C2 178.44(14) . . ?
N25 C1 C2 121.87(12) . . ?
N6 C1 N25 117.11(12) . . ?
N6 C1 C2 121.02(12) . . ?
N6 C5 H5 117.5 . . ?
N6 C5 C4 125.05(13) . . ?
C4 C5 H5 117.5 . . ?
C11 C10 N13 118.00(12) . . ?
C11 C10 C9 122.57(13) . . ?
C9 C10 N13 119.38(13) . . ?
C17 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C21 C22 C17 120.63(13) . . ?
C22 C17 S16 121.01(11) . . ?
C22 C17 C18 119.58(14) . . ?
C18 C17 S16 119.41(11) . . ?
C7 C8 H8 119.7 . . ?
C7 C8 C9 120.52(12) . . ?
C9 C8 H8 119.7 . . ?
C7 C12 H12 119.7 . . ?
C11 C12 C7 120.63(13) . . ?
C11 C12 H12 119.7 . . ?
C3 C4 S16 121.88(10) . . ?
C5 C4 S16 120.15(10) . . ?
C5 C4 C3 117.96(12) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 120.02(13) . . ?
C19 C18 H18 120.0 . . ?
C22 C21 H21 120.3 . . ?
C22 C21 C20 119.46(13) . . ?
C20 C21 H21 120.3 . . ?
C10 C11 C12 118.46(13) . . ?
C10 C11 H11 120.8 . . ?
C12 C11 H11 120.8 . . ?
O23 C20 C21 124.42(13) . . ?
O23 C20 C19 115.53(13) . . ?
C21 C20 C19 120.05(14) . . ?
N25 C26 H26A 109.5 . . ?
N25 C26 H26B 109.5 . . ?
N25 C26 C27 110.78(12) . . ?
H26A C26 H26B 108.1 . . ?
C27 C26 H26A 109.5 . . ?
C27 C26 H26B 109.5 . . ?
C10 C9 C8 118.25(13) . . ?
C10 C9 H9 120.9 . . ?
C8 C9 H9 120.9 . . ?
C18 C19 C20 120.27(13) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 C28 110.94(12) . . ?
H27A C27 H27B 108.0 . . ?
C28 C27 H27A 109.5 . . ?
C28 C27 H27B 109.5 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O23 C24 H24A 109.5 . . ?
O23 C24 H24B 109.5 . . ?
O23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
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
S16 C17 1.7875(16) . ?
S16 C4 1.7757(13) . ?
O23 C20 1.3723(19) . ?
O23 C24 1.4269(19) . ?
O15 N13 1.2230(16) . ?
O14 N13 1.2287(17) . ?
N25 H25 0.8600 . ?
N25 C1 1.3500(17) . ?
N25 C26 1.4646(17) . ?
N6 C1 1.3453(17) . ?
N6 C5 1.3399(18) . ?
N30 C29 1.1500(18) . ?
N13 C10 1.4736(17) . ?
C2 C3 1.3946(18) . ?
C2 C29 1.4343(18) . ?
C2 C1 1.4274(18) . ?
C3 C7 1.4908(18) . ?
C3 C4 1.4012(19) . ?
C7 C8 1.389(2) . ?
C7 C12 1.3932(19) . ?
C5 H5 0.9300 . ?
C5 C4 1.3910(19) . ?
C10 C11 1.378(2) . ?
C10 C9 1.381(2) . ?
C22 H22 0.9300 . ?
C22 C17 1.391(2) . ?
C22 C21 1.389(2) . ?
C17 C18 1.393(2) . ?
C8 H8 0.9300 . ?
C8 C9 1.392(2) . ?
C12 H12 0.9300 . ?
C12 C11 1.385(2) . ?
C18 H18 0.9300 . ?
C18 C19 1.383(2) . ?
C21 H21 0.9300 . ?
C21 C20 1.391(2) . ?
C11 H11 0.9300 . ?
C20 C19 1.392(2) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.5180(19) . ?
C9 H9 0.9300 . ?
C19 H19 0.9300 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.526(2) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
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
S16 C17 C18 C19 -178.42(11) . . . . ?
O23 C20 C19 C18 179.29(13) . . . . ?
O15 N13 C10 C11 -165.96(14) . . . . ?
O15 N13 C10 C9 11.7(2) . . . . ?
O14 N13 C10 C11 12.4(2) . . . . ?
O14 N13 C10 C9 -169.99(14) . . . . ?
N25 C26 C27 C28 -175.47(13) . . . . ?
N6 C5 C4 S16 179.36(11) . . . . ?
N6 C5 C4 C3 -1.5(2) . . . . ?
N13 C10 C11 C12 174.77(13) . . . . ?
N13 C10 C9 C8 -175.41(12) . . . . ?
C2 C3 C7 C8 80.56(17) . . . . ?
C2 C3 C7 C12 -103.08(15) . . . . ?
C2 C3 C4 S16 176.75(10) . . . . ?
C2 C3 C4 C5 -2.40(19) . . . . ?
C3 C2 C1 N25 175.04(12) . . . . ?
C3 C2 C1 N6 -4.63(19) . . . . ?
C3 C7 C8 C9 173.77(13) . . . . ?
C3 C7 C12 C11 -174.51(13) . . . . ?
C7 C3 C4 S16 -4.19(18) . . . . ?
C7 C3 C4 C5 176.66(12) . . . . ?
C7 C8 C9 C10 0.6(2) . . . . ?
C7 C12 C11 C10 0.7(2) . . . . ?
C29 C2 C3 C7 8.91(19) . . . . ?
C29 C2 C3 C4 -172.04(12) . . . . ?
C29 C2 C1 N25 -7.66(19) . . . . ?
C29 C2 C1 N6 172.67(12) . . . . ?
C1 N25 C26 C27 179.71(13) . . . . ?
C1 N6 C5 C4 2.3(2) . . . . ?
C1 C2 C3 C7 -173.77(11) . . . . ?
C1 C2 C3 C4 5.29(19) . . . . ?
C5 N6 C1 N25 -178.88(12) . . . . ?
C5 N6 C1 C2 0.80(19) . . . . ?
C22 C17 C18 C19 0.6(2) . . . . ?
C22 C21 C20 O23 -179.36(13) . . . . ?
C22 C21 C20 C19 0.4(2) . . . . ?
C17 S16 C4 C3 72.15(12) . . . . ?
C17 S16 C4 C5 -108.71(12) . . . . ?
C17 C22 C21 C20 0.2(2) . . . . ?
C17 C18 C19 C20 0.0(2) . . . . ?
C8 C7 C12 C11 1.9(2) . . . . ?
C12 C7 C8 C9 -2.6(2) . . . . ?
C4 S16 C17 C22 49.89(12) . . . . ?
C4 S16 C17 C18 -131.06(11) . . . . ?
C4 C3 C7 C8 -98.47(16) . . . . ?
C4 C3 C7 C12 77.90(17) . . . . ?
C21 C22 C17 S16 178.32(11) . . . . ?
C21 C22 C17 C18 -0.7(2) . . . . ?
C21 C20 C19 C18 -0.5(2) . . . . ?
C11 C10 C9 C8 2.1(2) . . . . ?
C26 N25 C1 N6 3.95(19) . . . . ?
C26 N25 C1 C2 -175.73(12) . . . . ?
C9 C10 C11 C12 -2.8(2) . . . . ?
C24 O23 C20 C21 4.8(2) . . . . ?
C24 O23 C20 C19 -175.00(13) . . . . ?
