# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_190228_xm190227_0m
_database_code_depnum_ccdc_archive 'CCDC 1919632'
loop_
_audit_author_name
_audit_author_address
'Min Xia'
;Zhejiang Science and Technology University
China
;
_audit_update_record             
;
2019-06-03 deposited with the CCDC.	2019-09-08 downloaded from the CCDC.
;
_audit_creation_date             2019-02-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H18 N4 S'
_chemical_formula_sum            'C27 H18 N4 S'
_chemical_formula_weight         430.51
_chemical_melting_point          ?
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.9212(3)
_cell_length_b                   9.5348(3)
_cell_length_c                   14.0962(5)
_cell_angle_alpha                88.0560(10)
_cell_angle_beta                 89.1370(10)
_cell_angle_gamma                84.0910(10)
_cell_volume                     1058.31(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9883
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      36.98
_cell_measurement_theta_min      2.63
_shelx_estimated_absorpt_T_max   0.981
_shelx_estimated_absorpt_T_min   0.919
_exptl_absorpt_coefficient_mu    0.176
_exptl_absorpt_correction_T_max  0.7473
_exptl_absorpt_correction_T_min  0.6806
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1380 before and 0.0639 after correction.
The Ratio of minimum to maximum transmission is 0.9107.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.309
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_av_unetI/netI     0.0425
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            22853
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         37.067
_diffrn_reflns_theta_min         2.629
_diffrn_ambient_temperature      170.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8253
_reflns_number_total             10671
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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)'
_refine_diff_density_max         0.440
_refine_diff_density_min         -0.387
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         10671
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0466
_refine_ls_restrained_S_all      1.025
_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)+(0.0639P)²+0.1750P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1206
_refine_ls_wR_factor_ref         0.1342
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C9(H9), C10(H10), C13(H13), C16(H16),
 C17(H17), C18(H18), C19(H19), C22(H22), C23(H23), C25(H25), C26(H26)
2.b Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
S1 S 0.74265(3) 0.01150(3) 0.74608(2) 0.02951(6) Uani 1 1 d . . . . .
N1 N 0.21932(10) 0.48457(8) 0.92556(5) 0.02422(14) Uani 1 1 d . . . . .
N2 N 0.46041(10) 0.55309(8) 0.86061(5) 0.02230(13) Uani 1 1 d . . . . .
N3 N 0.41111(11) -0.08744(9) 0.70095(6) 0.02778(15) Uani 1 1 d . . . . .
N4 N 1.16680(13) 0.54859(13) 0.58428(8) 0.0445(3) Uani 1 1 d . . . . .
C1 C 0.12549(12) 0.71230(11) 1.00438(7) 0.02834(18) Uani 1 1 d . . . . .
H1 H 0.023700 0.682671 1.031121 0.034 Uiso 1 1 calc R . . . .
C2 C 0.16937(13) 0.84733(11) 1.01582(7) 0.03068(19) Uani 1 1 d . . . . .
H2 H 0.095795 0.911967 1.050932 0.037 Uiso 1 1 calc R . . . .
C3 C 0.32020(14) 0.89111(11) 0.97675(7) 0.03042(19) Uani 1 1 d . . . . .
H3 H 0.345686 0.984840 0.986037 0.037 Uiso 1 1 calc R . . . .
C4 C 0.43341(13) 0.80147(10) 0.92487(7) 0.02736(17) Uani 1 1 d . . . . .
H4 H 0.535888 0.830916 0.898941 0.033 Uiso 1 1 calc R . . . .
C5 C 0.38764(11) 0.66584(9) 0.91317(6) 0.02218(14) Uani 1 1 d . . . . .
C6 C 0.23752(11) 0.62118(10) 0.95169(6) 0.02305(15) Uani 1 1 d . . . . .
C7 C 0.35176(11) 0.44793(9) 0.87088(6) 0.02161(14) Uani 1 1 d . . . . .
C8 C 0.37435(11) 0.31060(9) 0.82609(6) 0.02195(14) Uani 1 1 d . . . . .
C9 C 0.22834(11) 0.24806(10) 0.80468(6) 0.02448(15) Uani 1 1 d . . . . .
H9 H 0.120078 0.295881 0.818632 0.029 Uiso 1 1 calc R . . . .
C10 C 0.23837(11) 0.11760(10) 0.76348(7) 0.02562(16) Uani 1 1 d . . . . .
H10 H 0.137301 0.077251 0.749275 0.031 Uiso 1 1 calc R . . . .
C11 C 0.39632(11) 0.04482(9) 0.74263(6) 0.02276(15) Uani 1 1 d . . . . .
C12 C 0.54298(11) 0.10715(9) 0.76496(6) 0.02240(14) Uani 1 1 d . . . . .
C13 C 0.53265(11) 0.23833(9) 0.80564(6) 0.02251(14) Uani 1 1 d . . . . .
H13 H 0.633484 0.279162 0.819640 0.027 Uiso 1 1 calc R . . . .
C14 C 0.53551(13) -0.11396(10) 0.62908(7) 0.02792(17) Uani 1 1 d . . . . .
C15 C 0.69564(13) -0.06825(10) 0.63954(7) 0.02867(18) Uani 1 1 d . . . . .
C16 C 0.81920(15) -0.09083(13) 0.56919(8) 0.0367(2) Uani 1 1 d . . . . .
H16 H 0.925912 -0.055132 0.575709 0.044 Uiso 1 1 calc R . . . .
C17 C 0.78791(18) -0.16509(14) 0.48953(8) 0.0432(3) Uani 1 1 d . . . . .
H17 H 0.873882 -0.183490 0.442567 0.052 Uiso 1 1 calc R . . . .
C18 C 0.62930(19) -0.21222(13) 0.47929(8) 0.0428(3) Uani 1 1 d . . . . .
H18 H 0.607116 -0.263415 0.424973 0.051 Uiso 1 1 calc R . . . .
C19 C 0.50305(17) -0.18559(11) 0.54721(8) 0.0361(2) Uani 1 1 d . . . . .
H19 H 0.394057 -0.215975 0.538269 0.043 Uiso 1 1 calc R . . . .
C20 C 0.26057(14) -0.16200(11) 0.69910(9) 0.0360(2) Uani 1 1 d . . . . .
H20A H 0.201431 -0.154453 0.760566 0.054 Uiso 1 1 calc GR . . . .
H20B H 0.293544 -0.261603 0.686535 0.054 Uiso 1 1 calc GR . . . .
H20C H 0.185042 -0.120317 0.648947 0.054 Uiso 1 1 calc GR . . . .
C21 C 0.60538(11) 0.55670(9) 0.79998(6) 0.02114(14) Uani 1 1 d . . . . .
C22 C 0.75568(12) 0.59332(10) 0.83728(6) 0.02527(16) Uani 1 1 d . . . . .
H22 H 0.760694 0.617398 0.901954 0.030 Uiso 1 1 calc R . . . .
C23 C 0.89818(12) 0.59429(11) 0.77903(7) 0.02676(17) Uani 1 1 d . . . . .
H23 H 1.001035 0.621008 0.803278 0.032 Uiso 1 1 calc R . . . .
C24 C 0.89010(11) 0.55590(10) 0.68462(6) 0.02448(15) Uani 1 1 d . . . . .
C25 C 0.73867(12) 0.52090(10) 0.64712(6) 0.02437(16) Uani 1 1 d . . . . .
H25 H 0.733819 0.495750 0.582657 0.029 Uiso 1 1 calc R . . . .
C26 C 0.59503(11) 0.52316(9) 0.70491(6) 0.02285(15) Uani 1 1 d . . . . .
H26 H 0.490291 0.501977 0.679808 0.027 Uiso 1 1 calc R . . . .
C27 C 1.04175(13) 0.55146(12) 0.62715(7) 0.0315(2) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
S1 C12 1.7639(9) . ?
S1 C15 1.7676(10) . ?
N1 C6 1.3877(12) . ?
N1 C7 1.3173(11) . ?
N2 C5 1.3965(11) . ?
N2 C7 1.3896(11) . ?
N2 C21 1.4237(11) . ?
N3 C11 1.4025(11) . ?
N3 C14 1.4133(13) . ?
N3 C20 1.4508(14) . ?
N4 C27 1.1509(13) . ?
C1 H1 0.9500 . ?
C1 C2 1.3829(15) . ?
C1 C6 1.3997(12) . ?
C2 H2 0.9500 . ?
C2 C3 1.4044(16) . ?
C3 H3 0.9500 . ?
C3 C4 1.3908(13) . ?
C4 H4 0.9500 . ?
C4 C5 1.3942(13) . ?
C5 C6 1.3997(12) . ?
C7 C8 1.4662(12) . ?
C8 C9 1.3961(12) . ?
C8 C13 1.3982(12) . ?
C9 H9 0.9500 . ?
C9 C10 1.3850(13) . ?
C10 H10 0.9500 . ?
C10 C11 1.3990(12) . ?
C11 C12 1.4027(12) . ?
C12 C13 1.3878(12) . ?
C13 H13 0.9500 . ?
C14 C15 1.3945(15) . ?
C14 C19 1.4010(14) . ?
C15 C16 1.3891(15) . ?
C16 H16 0.9500 . ?
C16 C17 1.3864(18) . ?
C17 H17 0.9500 . ?
C17 C18 1.388(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.3844(18) . ?
C19 H19 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.3902(13) . ?
C21 C26 1.3939(12) . ?
C22 H22 0.9500 . ?
C22 C23 1.3864(13) . ?
C23 H23 0.9500 . ?
C23 C24 1.3962(13) . ?
C24 C25 1.3940(13) . ?
C24 C27 1.4366(13) . ?
C25 H25 0.9500 . ?
C25 C26 1.3881(12) . ?
C26 H26 0.9500 . ?

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
C12 S1 C15 98.01(4) . . ?
C7 N1 C6 105.44(7) . . ?
C5 N2 C21 125.10(7) . . ?
C7 N2 C5 106.19(7) . . ?
C7 N2 C21 128.26(7) . . ?
C11 N3 C14 118.19(8) . . ?
C11 N3 C20 117.65(8) . . ?
C14 N3 C20 118.15(8) . . ?
C2 C1 H1 121.4 . . ?
C2 C1 C6 117.12(9) . . ?
C6 C1 H1 121.4 . . ?
C1 C2 H2 119.2 . . ?
C1 C2 C3 121.52(8) . . ?
C3 C2 H2 119.2 . . ?
C2 C3 H3 119.0 . . ?
C4 C3 C2 122.03(9) . . ?
C4 C3 H3 119.0 . . ?
C3 C4 H4 122.0 . . ?
C3 C4 C5 116.07(9) . . ?
C5 C4 H4 122.0 . . ?
N2 C5 C6 105.27(7) . . ?
C4 C5 N2 132.20(8) . . ?
C4 C5 C6 122.37(8) . . ?
N1 C6 C1 128.59(9) . . ?
N1 C6 C5 110.44(7) . . ?
C1 C6 C5 120.89(9) . . ?
N1 C7 N2 112.64(7) . . ?
N1 C7 C8 121.66(8) . . ?
N2 C7 C8 125.70(7) . . ?
C9 C8 C7 117.52(7) . . ?
C9 C8 C13 118.62(8) . . ?
C13 C8 C7 123.85(8) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 C8 121.23(8) . . ?
C10 C9 H9 119.4 . . ?
C9 C10 H10 119.8 . . ?
C9 C10 C11 120.46(8) . . ?
C11 C10 H10 119.8 . . ?
N3 C11 C12 119.77(8) . . ?
C10 C11 N3 121.95(8) . . ?
C10 C11 C12 118.27(8) . . ?
C11 C12 S1 118.67(6) . . ?
C13 C12 S1 120.07(7) . . ?
C13 C12 C11 121.18(8) . . ?
C8 C13 H13 119.9 . . ?
C12 C13 C8 120.23(8) . . ?
C12 C13 H13 119.9 . . ?
C15 C14 N3 119.42(8) . . ?
C15 C14 C19 118.69(10) . . ?
C19 C14 N3 121.89(10) . . ?
C14 C15 S1 119.05(7) . . ?
C16 C15 S1 120.33(9) . . ?
C16 C15 C14 120.55(10) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 C15 120.48(12) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 120.4 . . ?
C16 C17 C18 119.13(11) . . ?
C18 C17 H17 120.4 . . ?
C17 C18 H18 119.6 . . ?
C19 C18 C17 120.86(11) . . ?
C19 C18 H18 119.6 . . ?
C14 C19 H19 119.9 . . ?
C18 C19 C14 120.21(12) . . ?
C18 C19 H19 119.9 . . ?
N3 C20 H20A 109.5 . . ?
N3 C20 H20B 109.5 . . ?
N3 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 N2 119.00(7) . . ?
C22 C21 C26 121.15(8) . . ?
C26 C21 N2 119.85(8) . . ?
C21 C22 H22 120.4 . . ?
C23 C22 C21 119.25(8) . . ?
C23 C22 H22 120.4 . . ?
C22 C23 H23 120.1 . . ?
C22 C23 C24 119.81(9) . . ?
C24 C23 H23 120.1 . . ?
C23 C24 C27 118.61(9) . . ?
C25 C24 C23 120.78(8) . . ?
C25 C24 C27 120.61(8) . . ?
C24 C25 H25 120.3 . . ?
C26 C25 C24 119.34(8) . . ?
C26 C25 H25 120.3 . . ?
C21 C26 H26 120.2 . . ?
C25 C26 C21 119.60(8) . . ?
C25 C26 H26 120.2 . . ?
N4 C27 C24 177.30(12) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_180425_xm0425_1
_database_code_depnum_ccdc_archive 'CCDC 1919633'
loop_
_audit_author_name
_audit_author_address
'Min Xia'
;Zhejiang Science and Technology University
China
;
_audit_update_record             
;
2019-06-03 deposited with the CCDC.	2019-09-08 downloaded from the CCDC.
;
_audit_creation_date             2018-04-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.18 svn.r3501 for OlexSys, GUI svn.r5488)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H20 N4 S'
_chemical_formula_sum            'C28 H20 N4 S'
_chemical_formula_weight         444.54
_chemical_melting_point          ?
_chemical_oxdiff_formula         'c h n o s'
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.5519(7)
_cell_length_b                   10.6954(8)
_cell_length_c                   12.9906(11)
_cell_angle_alpha                87.540(7)
_cell_angle_beta                 74.165(7)
_cell_angle_gamma                76.420(7)
_cell_volume                     1110.87(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2018
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.2565
_cell_measurement_theta_min      3.3675
_shelx_estimated_absorpt_T_max   0.935
_shelx_estimated_absorpt_T_min   0.921
_exptl_absorpt_coefficient_mu    0.170
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95421
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.4
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7069
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.348
_diffrn_reflns_theta_min         3.374
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -71.00   21.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -11.6246  -77.0000 -150.0000 92

#__ type_ start__ end____ width___ exp.time_
  2 omega  -55.00   38.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       11.9371  -38.0000  -30.0000 93

#__ type_ start__ end____ width___ exp.time_
  3 omega  -14.00   84.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       11.9371   38.0000  150.0000 98
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0696187000
_diffrn_orient_matrix_UB_12      0.0486556000
_diffrn_orient_matrix_UB_13      0.0267420000
_diffrn_orient_matrix_UB_21      0.0269276000
_diffrn_orient_matrix_UB_22      -0.0095574000
_diffrn_orient_matrix_UB_23      0.0473743000
_diffrn_orient_matrix_UB_31      0.0477899000
_diffrn_orient_matrix_UB_32      0.0468876000
_diffrn_orient_matrix_UB_33      -0.0162257000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2894
_reflns_number_total             4059
_reflns_odcompleteness_completeness 99.60
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.161
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         4059
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0737
_refine_ls_R_factor_gt           0.0481
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0495P)²+0.1567P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1061
_refine_ls_wR_factor_ref         0.1262
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C9(H9), C12(H12), C13(H13), C16(H16),
 C17(H17), C18(H18), C19(H19), C23(H23), C24(H24), C26(H26), C27(H27)
2.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
S1 S 0.09374(8) 0.79865(7) 0.33550(5) 0.0681(2) Uani 1 1 d . . . . .
N1 N 0.1783(2) 0.40785(17) 0.05488(13) 0.0442(4) Uani 1 1 d . . . . .
N2 N 0.43709(19) 0.29475(16) 0.04976(13) 0.0431(4) Uani 1 1 d . . . . .
N3 N 0.1865(2) 0.6254(2) 0.50787(14) 0.0563(5) Uani 1 1 d . . . . .
N4 N 1.1767(3) 0.1077(2) 0.16987(19) 0.0756(6) Uani 1 1 d . . . . .
C1 C 0.4963(3) 0.1756(2) -0.12707(18) 0.0531(6) Uani 1 1 d . . . . .
H1 H 0.605028 0.130408 -0.131117 0.064 Uiso 1 1 calc R . . . .
C2 C 0.4192(3) 0.1631(2) -0.20476(18) 0.0595(6) Uani 1 1 d . . . . .
H2 H 0.477549 0.107647 -0.262890 0.071 Uiso 1 1 calc R . . . .
C3 C 0.2573(3) 0.2305(2) -0.19947(18) 0.0571(6) Uani 1 1 d . . . . .
H3 H 0.208952 0.217568 -0.252977 0.069 Uiso 1 1 calc R . . . .
C4 C 0.1669(3) 0.3160(2) -0.11674(17) 0.0502(6) Uani 1 1 d . . . . .
H4 H 0.059347 0.362555 -0.114229 0.060 Uiso 1 1 calc R . . . .
C5 C 0.2417(2) 0.3304(2) -0.03701(16) 0.0415(5) Uani 1 1 d . . . . .
C6 C 0.4028(2) 0.2594(2) -0.04217(16) 0.0419(5) Uani 1 1 d . . . . .
C7 C 0.2964(2) 0.3836(2) 0.10446(16) 0.0416(5) Uani 1 1 d . . . . .
C8 C 0.2769(2) 0.4419(2) 0.20880(16) 0.0430(5) Uani 1 1 d . . . . .
C9 C 0.2230(2) 0.5747(2) 0.22215(16) 0.0452(5) Uani 1 1 d . . . . .
H9 H 0.209058 0.624596 0.163489 0.054 Uiso 1 1 calc R . . . .
C10 C 0.1894(2) 0.6342(2) 0.32063(17) 0.0471(5) Uani 1 1 d . . . . .
C11 C 0.2159(3) 0.5622(2) 0.40938(17) 0.0486(5) Uani 1 1 d . . . . .
C12 C 0.2686(3) 0.4291(2) 0.39540(18) 0.0554(6) Uani 1 1 d . . . . .
H12 H 0.284560 0.378730 0.453453 0.067 Uiso 1 1 calc R . . . .
C13 C 0.2976(3) 0.3704(2) 0.29731(18) 0.0527(6) Uani 1 1 d . . . . .
H13 H 0.331563 0.281252 0.290631 0.063 Uiso 1 1 calc R . . . .
C14 C 0.1840(3) 0.8386(2) 0.43212(18) 0.0566(6) Uani 1 1 d . . . . .
C15 C 0.2155(3) 0.7502(3) 0.51012(18) 0.0559(6) Uani 1 1 d . . . . .
C16 C 0.2744(3) 0.7903(3) 0.5902(2) 0.0728(8) Uani 1 1 d . . . . .
H16 H 0.295764 0.734106 0.644008 0.087 Uiso 1 1 calc R . . . .
C17 C 0.3014(4) 0.9129(3) 0.5905(2) 0.0827(9) Uani 1 1 d . . . . .
H17 H 0.339231 0.938276 0.645048 0.099 Uiso 1 1 calc R . . . .
C18 C 0.2735(3) 0.9968(3) 0.5122(2) 0.0778(8) Uani 1 1 d . . . . .
H18 H 0.294254 1.078335 0.512435 0.093 Uiso 1 1 calc R . . . .
C19 C 0.2142(3) 0.9600(3) 0.4326(2) 0.0679(7) Uani 1 1 d . . . . .
H19 H 0.194418 1.016962 0.378993 0.081 Uiso 1 1 calc R . . . .
C20 C 0.1760(3) 0.5492(3) 0.60537(19) 0.0714(8) Uani 1 1 d . . . . .
H20A H 0.112288 0.486042 0.602230 0.086 Uiso 1 1 calc R . . . .
H20B H 0.113242 0.606146 0.666241 0.086 Uiso 1 1 calc R . . . .
C21 C 0.3408(4) 0.4788(3) 0.6260(2) 0.0800(9) Uani 1 1 d . . . . .
H21A H 0.389769 0.405122 0.578590 0.120 Uiso 1 1 calc GR . . . .
H21B H 0.321072 0.451247 0.698830 0.120 Uiso 1 1 calc GR . . . .
H21C H 0.415617 0.535543 0.613733 0.120 Uiso 1 1 calc GR . . . .
C22 C 0.5930(2) 0.2555(2) 0.07543(16) 0.0416(5) Uani 1 1 d . . . . .
C23 C 0.6736(2) 0.3471(2) 0.09239(16) 0.0424(5) Uani 1 1 d . . . . .
H23 H 0.625591 0.434123 0.088451 0.051 Uiso 1 1 calc R . . . .
C24 C 0.8258(2) 0.3089(2) 0.11520(16) 0.0445(5) Uani 1 1 d . . . . .
H24 H 0.881022 0.370256 0.126379 0.053 Uiso 1 1 calc R . . . .
C25 C 0.8963(2) 0.1799(2) 0.12147(16) 0.0445(5) Uani 1 1 d . . . . .
C26 C 0.8153(3) 0.0880(2) 0.10393(19) 0.0555(6) Uani 1 1 d . . . . .
H26 H 0.863343 0.001001 0.107866 0.067 Uiso 1 1 calc R . . . .
C27 C 0.6630(3) 0.1260(2) 0.08060(19) 0.0538(6) Uani 1 1 d . . . . .
H27 H 0.608229 0.064868 0.068476 0.065 Uiso 1 1 calc R . . . .
C28 C 1.0529(3) 0.1395(2) 0.14769(18) 0.0546(6) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
S1 C10 1.752(2) . ?
S1 C14 1.756(2) . ?
N1 C5 1.387(3) . ?
N1 C7 1.311(2) . ?
N2 C6 1.392(2) . ?
N2 C7 1.383(2) . ?
N2 C22 1.426(2) . ?
N3 C11 1.406(3) . ?
N3 C15 1.417(3) . ?
N3 C20 1.470(3) . ?
N4 C28 1.144(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.374(3) . ?
C1 C6 1.388(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.388(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.374(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.388(3) . ?
C5 C6 1.394(3) . ?
C7 C8 1.468(3) . ?
C8 C9 1.388(3) . ?
C8 C13 1.382(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.381(3) . ?
C10 C11 1.399(3) . ?
C11 C12 1.392(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.379(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.393(3) . ?
C14 C19 1.382(3) . ?
C15 C16 1.395(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.383(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.360(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.377(4) . ?
C19 H19 0.9300 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.522(4) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C23 1.380(3) . ?
C22 C27 1.380(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.378(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.378(3) . ?
C25 C26 1.388(3) . ?
C25 C28 1.435(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.382(3) . ?
C27 H27 0.9300 . ?

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
C10 S1 C14 98.56(11) . . ?
C7 N1 C5 105.30(17) . . ?
C6 N2 C22 125.96(17) . . ?
C7 N2 C6 106.25(16) . . ?
C7 N2 C22 127.53(17) . . ?
C11 N3 C15 120.03(18) . . ?
C11 N3 C20 118.9(2) . . ?
C15 N3 C20 118.47(19) . . ?
C2 C1 H1 121.9 . . ?
C2 C1 C6 116.2(2) . . ?
C6 C1 H1 121.9 . . ?
C1 C2 H2 118.9 . . ?
C1 C2 C3 122.2(2) . . ?
C3 C2 H2 118.9 . . ?
C2 C3 H3 119.4 . . ?
C4 C3 C2 121.3(2) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 121.2 . . ?
C3 C4 C5 117.7(2) . . ?
C5 C4 H4 121.2 . . ?
N1 C5 C4 129.40(19) . . ?
N1 C5 C6 110.39(17) . . ?
C4 C5 C6 120.2(2) . . ?
N2 C6 C5 105.25(17) . . ?
C1 C6 N2 132.42(19) . . ?
C1 C6 C5 122.3(2) . . ?
N1 C7 N2 112.80(18) . . ?
N1 C7 C8 123.01(19) . . ?
N2 C7 C8 124.16(18) . . ?
C9 C8 C7 118.82(19) . . ?
C13 C8 C7 123.1(2) . . ?
C13 C8 C9 117.9(2) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 C8 121.5(2) . . ?
C10 C9 H9 119.3 . . ?
C9 C10 S1 118.69(17) . . ?
C9 C10 C11 120.6(2) . . ?
C11 C10 S1 120.41(17) . . ?
C10 C11 N3 119.6(2) . . ?
C12 C11 N3 123.0(2) . . ?
C12 C11 C10 117.4(2) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 C11 121.4(2) . . ?
C13 C12 H12 119.3 . . ?
C8 C13 H13 119.5 . . ?
C12 C13 C8 121.1(2) . . ?
C12 C13 H13 119.5 . . ?
C15 C14 S1 119.49(19) . . ?
C19 C14 S1 119.2(2) . . ?
C19 C14 C15 121.2(2) . . ?
C14 C15 N3 120.8(2) . . ?
C14 C15 C16 117.3(2) . . ?
C16 C15 N3 121.9(2) . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.7(3) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 119.4 . . ?
C18 C17 C16 121.1(3) . . ?
C18 C17 H17 119.4 . . ?
C17 C18 H18 120.3 . . ?
C17 C18 C19 119.4(3) . . ?
C19 C18 H18 120.3 . . ?
C14 C19 H19 119.9 . . ?
C18 C19 C14 120.3(3) . . ?
C18 C19 H19 119.9 . . ?
N3 C20 H20A 108.1 . . ?
N3 C20 H20B 108.1 . . ?
N3 C20 C21 116.63(19) . . ?
H20A C20 H20B 107.3 . . ?
C21 C20 H20A 108.1 . . ?
C21 C20 H20B 108.1 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 N2 119.64(19) . . ?
C23 C22 C27 120.86(19) . . ?
C27 C22 N2 119.47(17) . . ?
C22 C23 H23 120.2 . . ?
C24 C23 C22 119.6(2) . . ?
C24 C23 H23 120.2 . . ?
C23 C24 H24 120.0 . . ?
C23 C24 C25 120.07(18) . . ?
C25 C24 H24 120.0 . . ?
C24 C25 C26 120.23(19) . . ?
C24 C25 C28 120.40(19) . . ?
C26 C25 C28 119.4(2) . . ?
C25 C26 H26 120.1 . . ?
C27 C26 C25 119.8(2) . . ?
C27 C26 H26 120.1 . . ?
C22 C27 C26 119.43(19) . . ?
C22 C27 H27 120.3 . . ?
C26 C27 H27 120.3 . . ?
N4 C28 C25 179.2(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_190516_xm190515_2_0m
_database_code_depnum_ccdc_archive 'CCDC 1919636'
loop_
_audit_author_name
_audit_author_address
'Min Xia'
;Zhejiang Science and Technology University
China
;
_audit_update_record             
;
2019-06-03 deposited with the CCDC.	2019-09-08 downloaded from the CCDC.
;
_audit_creation_date             2019-05-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H28 N4 S, C H Cl3'
_chemical_formula_sum            'C33 H29 Cl3 N4 S'
_chemical_formula_weight         620.01
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_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'

_cell_length_a                   13.5139(3)
_cell_length_b                   15.4850(4)
_cell_length_c                   15.7111(3)
_cell_angle_alpha                90
_cell_angle_beta                 110.0060(10)
_cell_angle_gamma                90
_cell_volume                     3089.35(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9944
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      26.37
_cell_measurement_theta_min      2.45
_shelx_estimated_absorpt_T_max   0.915
_shelx_estimated_absorpt_T_min   0.874
_exptl_absorpt_coefficient_mu    0.394
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6888
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1363 before and 0.0425 after correction.
The Ratio of minimum to maximum transmission is 0.9241.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1288
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.23
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            23686
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.386
_diffrn_reflns_theta_min         2.447
_diffrn_ambient_temperature      169.97
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5333
_reflns_number_total             6274
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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)'
_refine_diff_density_max         0.390
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     401
_refine_ls_number_reflns         6274
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0527
_refine_ls_R_factor_gt           0.0441
_refine_ls_restrained_S_all      1.086
_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+2.0857P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1082
_refine_ls_wR_factor_ref         0.1151
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Cl2A-C32 \\sim Cl2-C32
 with sigma of 0.02
 Cl1A-C32 \\sim Cl1-C32
 with sigma of 0.02
 C32-Cl3A \\sim C32-Cl3
 with sigma of 0.02
3. Others
 Sof(H32A)=Sof(Cl1)=Sof(Cl2)=Sof(Cl3)=1-FVAR(1)
 Sof(H32)=Sof(Cl1A)=Sof(Cl2A)=Sof(Cl3A)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C32(H32), C32(H32A)
4.b Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C21(H21A,H21B)
4.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C9(H9), C10(H10), C13(H13), C16(H16),
 C17(H17), C18(H18), C19(H19), C26(H26), C27(H27), C29(H29), C30(H30)
4.d Idealised Me refined as rotating group:
 C00V(H00A,H00B,H00C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
S1 S 0.15201(3) 0.67381(3) 0.40149(3) 0.03508(13) Uani 1 1 d . . . . .
N1 N 0.30288(11) 0.34767(9) 0.44717(9) 0.0275(3) Uani 1 1 d . . . . .
N2 N 0.39677(11) 0.33506(9) 0.35435(9) 0.0267(3) Uani 1 1 d . . . . .
N3 N 0.34850(11) 0.75756(9) 0.40091(10) 0.0289(3) Uani 1 1 d . . . . .
N4 N 0.61495(19) 0.42650(14) 0.03637(16) 0.0662(6) Uani 1 1 d . . . . .
C00V C 0.47120(17) 0.82116(15) 0.14347(13) 0.0442(5) Uani 1 1 d . . . . .
H00A H 0.465475 0.759044 0.130759 0.066 Uiso 1 1 calc GR . . . .
H00B H 0.526478 0.845823 0.123631 0.066 Uiso 1 1 calc GR . . . .
H00C H 0.403851 0.849174 0.110810 0.066 Uiso 1 1 calc GR . . . .
C1 C 0.27291(14) 0.18835(12) 0.45939(12) 0.0317(4) Uani 1 1 d . . . . .
H1 H 0.232732 0.193810 0.498288 0.038 Uiso 1 1 calc R . . . .
C2 C 0.29245(15) 0.10874(12) 0.42982(13) 0.0376(4) Uani 1 1 d . . . . .
H2 H 0.265699 0.058450 0.448992 0.045 Uiso 1 1 calc R . . . .
C3 C 0.35112(16) 0.10029(13) 0.37190(14) 0.0399(4) Uani 1 1 d . . . . .
H3 H 0.363073 0.044279 0.352716 0.048 Uiso 1 1 calc R . . . .
C4 C 0.39207(15) 0.17129(12) 0.34195(13) 0.0349(4) Uani 1 1 d . . . . .
H4 H 0.431271 0.165643 0.302279 0.042 Uiso 1 1 calc R . . . .
C5 C 0.37273(13) 0.25118(11) 0.37303(11) 0.0270(3) Uani 1 1 d . . . . .
C6 C 0.31393(12) 0.26096(11) 0.43046(11) 0.0263(3) Uani 1 1 d . . . . .
C7 C 0.35155(12) 0.38998(11) 0.40030(11) 0.0255(3) Uani 1 1 d . . . . .
C8 C 0.35505(13) 0.48435(11) 0.39740(11) 0.0264(3) Uani 1 1 d . . . . .
C9 C 0.44174(13) 0.53166(11) 0.39414(11) 0.0283(3) Uani 1 1 d . . . . .
H9 H 0.501725 0.502156 0.390350 0.034 Uiso 1 1 calc R . . . .
C10 C 0.44120(13) 0.62106(11) 0.39638(11) 0.0288(4) Uani 1 1 d . . . . .
H10 H 0.501641 0.651981 0.395706 0.035 Uiso 1 1 calc R . . . .
C11 C 0.35326(13) 0.66653(11) 0.39960(11) 0.0266(3) Uani 1 1 d . . . . .
C12 C 0.26632(13) 0.61869(11) 0.40217(11) 0.0284(4) Uani 1 1 d . . . . .
C13 C 0.26831(13) 0.52955(11) 0.40301(11) 0.0287(4) Uani 1 1 d . . . . .
H13 H 0.209635 0.498528 0.407484 0.034 Uiso 1 1 calc R . . . .
C14 C 0.30698(14) 0.79446(11) 0.46424(11) 0.0300(4) Uani 1 1 d . . . . .
C15 C 0.21613(15) 0.75863(11) 0.47364(12) 0.0325(4) Uani 1 1 d . . . . .
C16 C 0.17415(18) 0.79100(14) 0.53626(14) 0.0440(5) Uani 1 1 d . . . . .
H16 H 0.114155 0.764312 0.543356 0.053 Uiso 1 1 calc R . . . .
C17 C 0.2193(2) 0.86189(15) 0.58829(15) 0.0547(6) Uani 1 1 d . . . . .
H17 H 0.189659 0.885198 0.630088 0.066 Uiso 1 1 calc R . . . .
C18 C 0.3079(2) 0.89843(15) 0.57891(14) 0.0516(5) Uani 1 1 d . . . . .
H18 H 0.338911 0.947377 0.614481 0.062 Uiso 1 1 calc R . . . .
C19 C 0.35259(17) 0.86516(12) 0.51854(13) 0.0386(4) Uani 1 1 d . . . . .
H19 H 0.414606 0.890638 0.514132 0.046 Uiso 1 1 calc R . . . .
C20 C 0.42691(14) 0.80687(12) 0.37515(12) 0.0309(4) Uani 1 1 d . . . . .
H20A H 0.498497 0.789075 0.413954 0.037 Uiso 1 1 calc R . . . .
H20B H 0.418911 0.869132 0.385586 0.037 Uiso 1 1 calc R . . . .
C21 C 0.41462(15) 0.79255(13) 0.27550(12) 0.0347(4) Uani 1 1 d . . . . .
H21A H 0.344680 0.814436 0.237308 0.042 Uiso 1 1 calc R . . . .
H21B H 0.415817 0.729655 0.264580 0.042 Uiso 1 1 calc R . . . .
C22 C 0.49884(14) 0.83579(14) 0.24471(12) 0.0374(4) Uani 1 1 d . . . . .
C23 C 0.6052(2) 0.7961(4) 0.2918(2) 0.142(2) Uani 1 1 d . . . . .
H23A H 0.628068 0.809353 0.356643 0.213 Uiso 1 1 calc GR . . . .
H23B H 0.656225 0.819725 0.266171 0.213 Uiso 1 1 calc GR . . . .
H23C H 0.600723 0.733341 0.283218 0.213 Uiso 1 1 calc GR . . . .
C24 C 0.5006(3) 0.9322(2) 0.2621(2) 0.0997(14) Uani 1 1 d . . . . .
H24A H 0.428804 0.955131 0.237223 0.150 Uiso 1 1 calc GR . . . .
H24B H 0.545204 0.960692 0.232818 0.150 Uiso 1 1 calc GR . . . .
H24C H 0.528811 0.942965 0.327466 0.150 Uiso 1 1 calc GR . . . .
C25 C 0.44421(13) 0.35649(11) 0.28867(11) 0.0262(3) Uani 1 1 d . . . . .
C26 C 0.54307(14) 0.32380(12) 0.29865(13) 0.0329(4) Uani 1 1 d . . . . .
H26 H 0.579840 0.289450 0.349804 0.039 Uiso 1 1 calc R . . . .
C27 C 0.58762(15) 0.34168(12) 0.23340(14) 0.0366(4) Uani 1 1 d . . . . .
H27 H 0.654996 0.319161 0.239147 0.044 Uiso 1 1 calc R . . . .
C28 C 0.53360(15) 0.39255(11) 0.15964(12) 0.0333(4) Uani 1 1 d . . . . .
C29 C 0.43502(15) 0.42636(12) 0.15014(12) 0.0336(4) Uani 1 1 d . . . . .
H29 H 0.398977 0.461949 0.099819 0.040 Uiso 1 1 calc R . . . .
C30 C 0.39022(14) 0.40741(12) 0.21500(11) 0.0301(4) Uani 1 1 d . . . . .
H30 H 0.322495 0.429310 0.208993 0.036 Uiso 1 1 calc R . . . .
C31 C 0.57937(18) 0.41134(13) 0.09088(15) 0.0454(5) Uani 1 1 d . . . . .
C32 C 0.7844(3) 0.57792(16) 0.39803(18) 0.0677(8) Uani 1 1 d D . . . .
H32 H 0.768901 0.596448 0.453119 0.081 Uiso 0.487(3) 1 calc R . P A 1
H32A H 0.756042 0.606913 0.441704 0.081 Uiso 0.513(3) 1 calc R . P A 2
Cl1A Cl 0.8173(2) 0.46970(14) 0.41217(15) 0.0827(9) Uani 0.487(3) 1 d D . P A 1
Cl2A Cl 0.64836(15) 0.57182(13) 0.29817(11) 0.0578(5) Uani 0.487(3) 1 d D . P A
1
Cl3A Cl 0.8532(3) 0.6664(3) 0.3679(3) 0.0604(7) Uani 0.487(3) 1 d D . P A 1
Cl1 Cl 0.9007(2) 0.50591(12) 0.45698(14) 0.0850(9) Uani 0.513(3) 1 d D . P A 2
Cl2 Cl 0.6975(3) 0.5336(2) 0.32015(16) 0.0957(9) Uani 0.513(3) 1 d D . P A 2
Cl3 Cl 0.8593(4) 0.6426(3) 0.3633(4) 0.0980(15) Uani 0.513(3) 1 d D . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
S1 C12 1.7617(17) . ?
S1 C15 1.758(2) . ?
N1 C6 1.386(2) . ?
N1 C7 1.317(2) . ?
N2 C5 1.394(2) . ?
N2 C7 1.386(2) . ?
N2 C25 1.428(2) . ?
N3 C11 1.412(2) . ?
N3 C14 1.419(2) . ?
N3 C20 1.471(2) . ?
N4 C31 1.141(3) . ?
C00V H00A 0.9800 . ?
C00V H00B 0.9800 . ?
C00V H00C 0.9800 . ?
C00V C22 1.521(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.374(3) . ?
C1 C6 1.397(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.403(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.384(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.387(2) . ?
C5 C6 1.400(2) . ?
C7 C8 1.463(2) . ?
C8 C9 1.397(2) . ?
C8 C13 1.394(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.385(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.397(2) . ?
C11 C12 1.401(2) . ?
C12 C13 1.381(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.400(3) . ?
C14 C19 1.395(3) . ?
C15 C16 1.387(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.380(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.376(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.387(3) . ?
C19 H19 0.9500 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.533(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.534(2) . ?
C22 C23 1.505(3) . ?
C22 C24 1.516(4) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.387(2) . ?
C25 C30 1.384(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.383(2) . ?
C27 H27 0.9500 . ?
C27 C28 1.385(3) . ?
C28 C29 1.391(3) . ?
C28 C31 1.446(2) . ?
C29 H29 0.9500 . ?
C29 C30 1.383(2) . ?
C30 H30 0.9500 . ?
C32 H32 1.0000 . ?
C32 H32A 1.0000 . ?
C32 Cl1A 1.728(3) . ?
C32 Cl2A 1.969(4) . ?
C32 Cl3A 1.807(5) . ?
C32 Cl1 1.891(3) . ?
C32 Cl2 1.538(4) . ?
C32 Cl3 1.644(6) . ?

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
C15 S1 C12 96.91(8) . . ?
C7 N1 C6 105.62(13) . . ?
C5 N2 C25 124.29(14) . . ?
C7 N2 C5 106.62(13) . . ?
C7 N2 C25 128.38(14) . . ?
C11 N3 C14 116.32(13) . . ?
C11 N3 C20 118.27(14) . . ?
C14 N3 C20 118.61(14) . . ?
H00A C00V H00B 109.5 . . ?
H00A C00V H00C 109.5 . . ?
H00B C00V H00C 109.5 . . ?
C22 C00V H00A 109.5 . . ?
C22 C00V H00B 109.5 . . ?
C22 C00V H00C 109.5 . . ?
C2 C1 H1 121.0 . . ?
C2 C1 C6 117.94(16) . . ?
C6 C1 H1 121.0 . . ?
C1 C2 H2 119.3 . . ?
C1 C2 C3 121.31(17) . . ?
C3 C2 H2 119.3 . . ?
C2 C3 H3 119.1 . . ?
C4 C3 C2 121.81(18) . . ?
C4 C3 H3 119.1 . . ?
C3 C4 H4 121.8 . . ?
C3 C4 C5 116.31(16) . . ?
C5 C4 H4 121.8 . . ?
N2 C5 C6 105.04(14) . . ?
C4 C5 N2 132.14(15) . . ?
C4 C5 C6 122.71(16) . . ?
N1 C6 C1 129.63(15) . . ?
N1 C6 C5 110.41(14) . . ?
C1 C6 C5 119.91(16) . . ?
N1 C7 N2 112.30(15) . . ?
N1 C7 C8 122.80(14) . . ?
N2 C7 C8 124.90(14) . . ?
C9 C8 C7 124.13(15) . . ?
C13 C8 C7 117.56(14) . . ?
C13 C8 C9 118.22(15) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 C8 120.75(15) . . ?
C10 C9 H9 119.6 . . ?
C9 C10 H10 119.4 . . ?
C9 C10 C11 121.11(15) . . ?
C11 C10 H10 119.4 . . ?
C10 C11 N3 123.19(15) . . ?
C10 C11 C12 117.81(15) . . ?
C12 C11 N3 119.00(15) . . ?
C11 C12 S1 119.06(13) . . ?
C13 C12 S1 119.92(13) . . ?
C13 C12 C11 121.01(15) . . ?
C8 C13 H13 119.5 . . ?
C12 C13 C8 121.04(15) . . ?
C12 C13 H13 119.5 . . ?
C15 C14 N3 119.05(16) . . ?
C19 C14 N3 123.15(16) . . ?
C19 C14 C15 117.79(16) . . ?
C14 C15 S1 119.00(13) . . ?
C16 C15 S1 119.77(16) . . ?
C16 C15 C14 121.19(18) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.2(2) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 120.4 . . ?
C18 C17 C16 119.23(19) . . ?
C18 C17 H17 120.4 . . ?
C17 C18 H18 119.4 . . ?
C17 C18 C19 121.3(2) . . ?
C19 C18 H18 119.4 . . ?
C14 C19 H19 119.8 . . ?
C18 C19 C14 120.3(2) . . ?
C18 C19 H19 119.8 . . ?
N3 C20 H20A 109.3 . . ?
N3 C20 H20B 109.3 . . ?
N3 C20 C21 111.68(14) . . ?
H20A C20 H20B 107.9 . . ?
C21 C20 H20A 109.3 . . ?
C21 C20 H20B 109.3 . . ?
C20 C21 H21A 108.5 . . ?
C20 C21 H21B 108.5 . . ?
C20 C21 C22 115.21(15) . . ?
H21A C21 H21B 107.5 . . ?
C22 C21 H21A 108.5 . . ?
C22 C21 H21B 108.5 . . ?
C00V C22 C21 108.74(15) . . ?
C23 C22 C00V 107.7(2) . . ?
C23 C22 C21 110.7(2) . . ?
C23 C22 C24 111.1(3) . . ?
C24 C22 C00V 108.55(19) . . ?
C24 C22 C21 109.89(18) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 N2 119.14(15) . . ?
C30 C25 N2 119.88(15) . . ?
C30 C25 C26 120.96(15) . . ?
C25 C26 H26 120.3 . . ?
C27 C26 C25 119.34(17) . . ?
C27 C26 H26 120.3 . . ?
C26 C27 H27 120.1 . . ?
C26 C27 C28 119.72(16) . . ?
C28 C27 H27 120.1 . . ?
C27 C28 C29 121.02(16) . . ?
C27 C28 C31 120.12(17) . . ?
C29 C28 C31 118.87(17) . . ?
C28 C29 H29 120.5 . . ?
C30 C29 C28 119.05(17) . . ?
C30 C29 H29 120.5 . . ?
C25 C30 H30 120.0 . . ?
C29 C30 C25 119.91(16) . . ?
C29 C30 H30 120.0 . . ?
N4 C31 C28 179.6(3) . . ?
Cl1A C32 H32 106.7 . . ?
Cl1A C32 Cl2A 100.65(18) . . ?
Cl1A C32 Cl3A 129.5(2) . . ?
Cl2A C32 H32 106.7 . . ?
Cl3A C32 H32 106.7 . . ?
Cl3A C32 Cl2A 104.55(18) . . ?
Cl1 C32 H32A 112.2 . . ?
Cl2 C32 H32A 112.2 . . ?
Cl2 C32 Cl1 114.0(2) . . ?
Cl2 C32 Cl3 113.4(3) . . ?
Cl3 C32 H32A 112.2 . . ?
Cl3 C32 Cl1 91.1(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_190320_xm032001_0m
_database_code_depnum_ccdc_archive 'CCDC 1919634'
loop_
_audit_author_name
_audit_author_address
'Min Xia'
;Zhejiang Science and Technology University
China
;
_audit_update_record             
;
2019-06-03 deposited with the CCDC.	2019-09-08 downloaded from the CCDC.
;
_audit_creation_date             2019-03-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H28 N4 S'
_chemical_formula_sum            'C32 H28 N4 S'
_chemical_formula_weight         500.64
_chemical_absolute_configuration ad
_chemical_melting_point          ?
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.6242(2)
_cell_length_b                   13.3809(3)
_cell_length_c                   11.9133(3)
_cell_angle_alpha                90
_cell_angle_beta                 108.7430(10)
_cell_angle_gamma                90
_cell_volume                     1301.88(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9945
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      30.50
_cell_measurement_theta_min      2.49
_shelx_estimated_absorpt_T_max   0.953
_shelx_estimated_absorpt_T_min   0.929
_exptl_absorpt_coefficient_mu    0.153
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6950
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0968 before and 0.0504 after correction.
The Ratio of minimum to maximum transmission is 0.9315.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.32
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0407
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            28730
_diffrn_reflns_point_group_measured_fraction_full 0.964
_diffrn_reflns_point_group_measured_fraction_max 0.931
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.521
_diffrn_reflns_theta_min         2.361
_diffrn_ambient_temperature      169.99
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.796
_reflns_Friedel_fraction_full    0.926
_reflns_Friedel_fraction_max     0.859
_reflns_number_gt                6879
_reflns_number_total             7405
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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)'
_refine_diff_density_max         0.218
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details 
;
 Flack x determined using 2774 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.006(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     335
_refine_ls_number_reflns         7405
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0364
_refine_ls_R_factor_gt           0.0317
_refine_ls_restrained_S_all      1.037
_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)+(0.0463P)²+0.0953P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0796
_refine_ls_wR_factor_ref         0.0821
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C9(H9), C10(H10), C13(H13), C16(H16),
 C17(H17), C18(H18), C19(H19), C27(H27), C28(H28), C30(H30), C31(H31)
2.c Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
S1 S 0.77243(5) 0.41067(3) 0.97053(3) 0.02987(10) Uani 1 1 d . . . . .
N1 N 0.31463(17) 0.23563(10) 0.56612(12) 0.0259(3) Uani 1 1 d . . . . .
N2 N 0.19825(17) 0.37733(10) 0.47576(12) 0.0231(3) Uani 1 1 d . . . . .
N3 N 0.53350(16) 0.55713(11) 1.00467(12) 0.0256(3) Uani 1 1 d . . . . .
N4 N 0.1515(3) 0.87637(16) 0.3886(3) 0.0682(7) Uani 1 1 d . . . . .
C1 C 0.2049(2) 0.12491(13) 0.38662(16) 0.0306(3) Uani 1 1 d . . . . .
H1 H 0.252352 0.064817 0.424932 0.037 Uiso 1 1 calc R . . . .
C2 C 0.1117(2) 0.12591(14) 0.26741(16) 0.0337(4) Uani 1 1 d . . . . .
H2 H 0.096051 0.065557 0.223177 0.040 Uiso 1 1 calc R . . . .
C3 C 0.0404(2) 0.21434(15) 0.21132(15) 0.0330(4) Uani 1 1 d . . . . .
H3 H -0.022576 0.212358 0.129652 0.040 Uiso 1 1 calc R . . . .
C4 C 0.0586(2) 0.30460(14) 0.27106(14) 0.0283(3) Uani 1 1 d . . . . .
H4 H 0.009918 0.364455 0.232809 0.034 Uiso 1 1 calc R . . . .
C5 C 0.15246(18) 0.30253(12) 0.39045(13) 0.0227(3) Uani 1 1 d . . . . .
C6 C 0.2263(2) 0.21511(12) 0.44792(14) 0.0241(3) Uani 1 1 d . . . . .
C7 C 0.29586(19) 0.33152(12) 0.57928(13) 0.0229(3) Uani 1 1 d . . . . .
C8 C 0.35705(19) 0.38824(12) 0.69043(13) 0.0235(3) Uani 1 1 d . . . . .
C9 C 0.2546(2) 0.45541(13) 0.72226(14) 0.0256(3) Uani 1 1 d . . . . .
H9 H 0.144235 0.462568 0.672793 0.031 Uiso 1 1 calc R . . . .
C10 C 0.31147(19) 0.51185(13) 0.82490(14) 0.0254(3) Uani 1 1 d . . . . .
H10 H 0.240414 0.558184 0.844115 0.031 Uiso 1 1 calc R . . . .
C11 C 0.47211(18) 0.50120(12) 0.90024(13) 0.0227(3) Uani 1 1 d . . . . .
C12 C 0.57451(18) 0.43174(12) 0.86977(13) 0.0230(3) Uani 1 1 d . . . . .
C13 C 0.5185(2) 0.37703(12) 0.76541(13) 0.0240(3) Uani 1 1 d . . . . .
H13 H 0.589961 0.331852 0.744847 0.029 Uiso 1 1 calc R . . . .
C14 C 0.8190(2) 0.53415(14) 1.02211(14) 0.0264(3) Uani 1 1 d . . . . .
C15 C 0.69430(19) 0.59599(13) 1.03367(13) 0.0254(3) Uani 1 1 d . . . . .
C16 C 0.7317(2) 0.69398(14) 1.07257(15) 0.0317(4) Uani 1 1 d . . . . .
H16 H 0.646958 0.737581 1.077069 0.038 Uiso 1 1 calc R . . . .
C17 C 0.8926(2) 0.72845(16) 1.10492(16) 0.0376(4) Uani 1 1 d . . . . .
H17 H 0.917606 0.795034 1.132471 0.045 Uiso 1 1 calc R . . . .
C18 C 1.0157(2) 0.66548(18) 1.09682(17) 0.0391(4) Uani 1 1 d . . . . .
H18 H 1.125770 0.688444 1.120740 0.047 Uiso 1 1 calc R . . . .
C19 C 0.9794(2) 0.56920(16) 1.05404(15) 0.0340(4) Uani 1 1 d . . . . .
H19 H 1.064035 0.526953 1.046435 0.041 Uiso 1 1 calc R . . . .
C20 C 0.4196(2) 0.60108(14) 1.05879(14) 0.0281(3) Uani 1 1 d . . . . .
H20A H 0.314621 0.564115 1.031607 0.034 Uiso 1 1 calc R . . . .
H20B H 0.397393 0.671259 1.032163 0.034 Uiso 1 1 calc R . . . .
C21 C 0.4864(2) 0.59845(14) 1.19435(15) 0.0314(4) Uani 1 1 d . . . . .
H21A H 0.575769 0.648076 1.221676 0.038 Uiso 1 1 calc R . . . .
H21B H 0.398131 0.618814 1.226019 0.038 Uiso 1 1 calc R . . . .
C22 C 0.5514(2) 0.49640(16) 1.24580(16) 0.0339(4) Uani 1 1 d . . . . .
H22A H 0.645836 0.478746 1.219625 0.041 Uiso 1 1 calc R . . . .
H22B H 0.591670 0.501534 1.333331 0.041 Uiso 1 1 calc R . . . .
C23 C 0.4260(3) 0.41232(18) 1.21050(19) 0.0427(4) Uani 1 1 d . . . . .
H23A H 0.398242 0.400169 1.124310 0.051 Uiso 1 1 calc R . . . .
H23B H 0.324753 0.434153 1.225543 0.051 Uiso 1 1 calc R . . . .
C24 C 0.4837(3) 0.3141(2) 1.2763(3) 0.0531(6) Uani 1 1 d . . . . .
H24A H 0.509972 0.325987 1.362467 0.064 Uiso 1 1 calc R . . . .
H24B H 0.392866 0.265202 1.252154 0.064 Uiso 1 1 calc R . . . .
C25 C 0.6306(4) 0.2700(2) 1.2539(3) 0.0633(7) Uani 1 1 d . . . . .
H25A H 0.609327 0.263559 1.168339 0.095 Uiso 1 1 calc GR . . . .
H25B H 0.653259 0.203850 1.290987 0.095 Uiso 1 1 calc GR . . . .
H25C H 0.725454 0.313605 1.287807 0.095 Uiso 1 1 calc GR . . . .
C26 C 0.1849(2) 0.48176(11) 0.45304(14) 0.0222(3) Uani 1 1 d . . . . .
C27 C 0.0319(2) 0.52647(13) 0.41177(15) 0.0278(3) Uani 1 1 d . . . . .
H27 H -0.064571 0.487354 0.396908 0.033 Uiso 1 1 calc R . . . .
C28 C 0.0211(2) 0.62855(14) 0.39245(16) 0.0312(3) Uani 1 1 d . . . . .
H28 H -0.082909 0.660121 0.363650 0.037 Uiso 1 1 calc R . . . .
C29 C 0.1641(2) 0.68469(13) 0.41564(16) 0.0302(3) Uani 1 1 d . . . . .
C30 C 0.3170(2) 0.63944(13) 0.45514(16) 0.0311(3) Uani 1 1 d . . . . .
H30 H 0.413691 0.678222 0.469363 0.037 Uiso 1 1 calc R . . . .
C31 C 0.3269(2) 0.53729(13) 0.47354(15) 0.0274(3) Uani 1 1 d . . . . .
H31 H 0.430690 0.505308 0.500139 0.033 Uiso 1 1 calc R . . . .
C32 C 0.1548(3) 0.79139(15) 0.3994(2) 0.0433(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
S1 C12 1.7655(15) . ?
S1 C14 1.7637(19) . ?
N1 C6 1.396(2) . ?
N1 C7 1.309(2) . ?
N2 C5 1.390(2) . ?
N2 C7 1.392(2) . ?
N2 C26 1.421(2) . ?
N3 C11 1.4018(19) . ?
N3 C15 1.416(2) . ?
N3 C20 1.461(2) . ?
N4 C32 1.144(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.389(3) . ?
C1 C6 1.392(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.400(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.385(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.392(2) . ?
C5 C6 1.401(2) . ?
C7 C8 1.469(2) . ?
C8 C9 1.395(2) . ?
C8 C13 1.400(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.386(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.395(2) . ?
C11 C12 1.408(2) . ?
C12 C13 1.389(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.399(2) . ?
C14 C19 1.393(2) . ?
C15 C16 1.394(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.394(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.383(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.384(3) . ?
C19 H19 0.9500 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.531(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.528(3) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.523(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.529(3) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.498(4) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.387(2) . ?
C26 C31 1.385(2) . ?
C27 H27 0.9500 . ?
C27 C28 1.383(2) . ?
C28 H28 0.9500 . ?
C28 C29 1.394(3) . ?
C29 C30 1.388(3) . ?
C29 C32 1.440(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.383(2) . ?
C31 H31 0.9500 . ?

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
C14 S1 C12 98.60(7) . . ?
C7 N1 C6 105.38(13) . . ?
C5 N2 C7 106.23(13) . . ?
C5 N2 C26 125.60(13) . . ?
C7 N2 C26 126.19(13) . . ?
C11 N3 C15 118.27(13) . . ?
C11 N3 C20 119.39(13) . . ?
C15 N3 C20 119.31(13) . . ?
C2 C1 H1 121.2 . . ?
C2 C1 C6 117.63(16) . . ?
C6 C1 H1 121.2 . . ?
C1 C2 H2 119.4 . . ?
C1 C2 C3 121.14(16) . . ?
C3 C2 H2 119.4 . . ?
C2 C3 H3 118.9 . . ?
C4 C3 C2 122.12(15) . . ?
C4 C3 H3 118.9 . . ?
C3 C4 H4 121.9 . . ?
C3 C4 C5 116.13(16) . . ?
C5 C4 H4 121.9 . . ?
N2 C5 C4 131.90(15) . . ?
N2 C5 C6 105.43(13) . . ?
C4 C5 C6 122.65(15) . . ?
N1 C6 C5 110.11(14) . . ?
C1 C6 N1 129.57(15) . . ?
C1 C6 C5 120.32(15) . . ?
N1 C7 N2 112.85(14) . . ?
N1 C7 C8 126.29(14) . . ?
N2 C7 C8 120.72(14) . . ?
C9 C8 C7 120.15(14) . . ?
C9 C8 C13 118.83(14) . . ?
C13 C8 C7 121.02(14) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 C8 121.03(15) . . ?
C10 C9 H9 119.5 . . ?
C9 C10 H10 119.7 . . ?
C9 C10 C11 120.57(15) . . ?
C11 C10 H10 119.7 . . ?
N3 C11 C12 119.48(13) . . ?
C10 C11 N3 122.03(14) . . ?
C10 C11 C12 118.50(14) . . ?
C11 C12 S1 118.66(11) . . ?
C13 C12 S1 120.45(12) . . ?
C13 C12 C11 120.81(14) . . ?
C8 C13 H13 119.9 . . ?
C12 C13 C8 120.22(14) . . ?
C12 C13 H13 119.9 . . ?
C15 C14 S1 119.49(12) . . ?
C19 C14 S1 120.38(14) . . ?
C19 C14 C15 120.12(17) . . ?
C14 C15 N3 118.86(15) . . ?
C16 C15 N3 122.04(15) . . ?
C16 C15 C14 119.10(15) . . ?
C15 C16 H16 119.8 . . ?
C15 C16 C17 120.45(18) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 120.1 . . ?
C18 C17 C16 119.84(19) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 119.8 . . ?
C17 C18 C19 120.33(17) . . ?
C19 C18 H18 119.8 . . ?
C14 C19 H19 120.0 . . ?
C18 C19 C14 120.08(18) . . ?
C18 C19 H19 120.0 . . ?
N3 C20 H20A 109.2 . . ?
N3 C20 H20B 109.2 . . ?
N3 C20 C21 112.20(14) . . ?
H20A C20 H20B 107.9 . . ?
C21 C20 H20A 109.2 . . ?
C21 C20 H20B 109.2 . . ?
C20 C21 H21A 108.7 . . ?
C20 C21 H21B 108.7 . . ?
H21A C21 H21B 107.6 . . ?
C22 C21 C20 114.14(14) . . ?
C22 C21 H21A 108.7 . . ?
C22 C21 H21B 108.7 . . ?
C21 C22 H22A 108.7 . . ?
C21 C22 H22B 108.7 . . ?
H22A C22 H22B 107.6 . . ?
C23 C22 C21 114.40(16) . . ?
C23 C22 H22A 108.7 . . ?
C23 C22 H22B 108.7 . . ?
C22 C23 H23A 108.7 . . ?
C22 C23 H23B 108.7 . . ?
C22 C23 C24 114.07(18) . . ?
H23A C23 H23B 107.6 . . ?
C24 C23 H23A 108.7 . . ?
C24 C23 H23B 108.7 . . ?
C23 C24 H24A 108.8 . . ?
C23 C24 H24B 108.8 . . ?
H24A C24 H24B 107.7 . . ?
C25 C24 C23 113.7(2) . . ?
C25 C24 H24A 108.8 . . ?
C25 C24 H24B 108.8 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C27 C26 N2 120.07(14) . . ?
C31 C26 N2 118.76(14) . . ?
C31 C26 C27 121.17(15) . . ?
C26 C27 H27 120.3 . . ?
C28 C27 C26 119.36(16) . . ?
C28 C27 H27 120.3 . . ?
C27 C28 H28 120.3 . . ?
C27 C28 C29 119.40(16) . . ?
C29 C28 H28 120.3 . . ?
C28 C29 C32 120.00(17) . . ?
C30 C29 C28 121.05(16) . . ?
C30 C29 C32 118.95(17) . . ?
C29 C30 H30 120.4 . . ?
C31 C30 C29 119.24(17) . . ?
C31 C30 H30 120.4 . . ?
C26 C31 H31 120.1 . . ?
C30 C31 C26 119.76(16) . . ?
C30 C31 H31 120.1 . . ?
N4 C32 C29 178.2(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_190529_xm190529_02_0m
_database_code_depnum_ccdc_archive 'CCDC 1919652'
loop_
_audit_author_name
_audit_author_address
'Min Xia'
;Zhejiang Science and Technology University
China
;
_audit_update_record             
;
2019-06-03 deposited with the CCDC.	2019-09-08 downloaded from the CCDC.
;
_audit_creation_date             2019-05-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H32 N4 S'
_chemical_formula_sum            'C34 H32 N4 S'
_chemical_formula_weight         528.69
_chemical_melting_point          ?
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.7139(3)
_cell_length_b                   11.3447(4)
_cell_length_c                   16.7455(7)
_cell_angle_alpha                100.2350(10)
_cell_angle_beta                 91.8300(10)
_cell_angle_gamma                94.8090(10)
_cell_volume                     1435.39(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9944
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      27.12
_cell_measurement_theta_min      2.47
_shelx_estimated_absorpt_T_max   0.952
_shelx_estimated_absorpt_T_min   0.935
_exptl_absorpt_coefficient_mu    0.142
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6736
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0932 before and 0.0493 after correction.
The Ratio of minimum to maximum transmission is 0.9036.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.35
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_av_unetI/netI     0.0330
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            22569
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.148
_diffrn_reflns_theta_min         2.475
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5374
_reflns_number_total             6306
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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)'
_refine_diff_density_max         1.061
_refine_diff_density_min         -0.720
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     373
_refine_ls_number_reflns         6306
_refine_ls_number_restraints     70
_refine_ls_R_factor_all          0.1061
_refine_ls_R_factor_gt           0.0965
_refine_ls_restrained_S_all      1.106
_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)+(0.1269P)²+1.9401P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2637
_refine_ls_wR_factor_ref         0.2721
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Restrained distances
 C20-C21A
 1.53 with sigma of 0.005
 C20-C21
 1.53 with sigma of 0.005
 C21-C22
 1.53 with sigma of 0.005
 C21A-C22A
 1.53 with sigma of 0.005
 C21-C24
 1.53 with sigma of 0.005
 C21A-C24
 1.53 with sigma of 0.005
 C22A-C23
 1.53 with sigma of 0.005
 C22-C23
 1.53 with sigma of 0.005
 N3-C20
 1.53 with sigma of 0.005
 C20-C21 \\sim C20-C21A
 with sigma of 0.02
 C24-C21 \\sim C24-C21A
 with sigma of 0.02
 C21-C22 \\sim C21A-C22A
 with sigma of 0.02
 C20-C22 \\sim C20-C22A
 with sigma of 0.04
 C24-C22 \\sim C24-C22A
 with sigma of 0.04
 C22-C23 \\sim C22A-C23
 with sigma of 0.02
 C21-C23 \\sim C21A-C23
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C20 \\sim C21A \\sim C21 \\sim C22 \\sim C22A \\sim C23: within 1.7A with sigma
of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Sof(H20C)=Sof(H20D)=Sof(H24D)=Sof(H24C)=Sof(H23D)=Sof(H23E)=Sof(H23F)=
 Sof(C22A)=Sof(H22C)=Sof(H22D)=Sof(C21A)=Sof(H21A)=1-FVAR(1)
 Sof(H20A)=Sof(H20B)=Sof(H24A)=Sof(H24B)=Sof(C21)=Sof(H21)=Sof(C22)=Sof(H22A)=
 Sof(H22B)=Sof(H23A)=Sof(H23B)=Sof(H23C)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C21(H21), C21A(H21A)
5.b Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C20(H20C,H20D), C24(H24A,H24B), C24(H24D,H24C), C26(H26A,
 H26B), C25(H25A,H25B), C22(H22A,H22B), C22A(H22C,H22D)
5.c Me refined with riding coordinates:
 C23(H23A,H23B,H23C)
5.d Aromatic/amide H refined with riding coordinates:
 C30(H30), C29(H29), C33(H33), C32(H32), C9(H9), C13(H13), C10(H10), C1(H1),
 C2(H2), C4(H4), C3(H3), C19(H19), C16(H16), C18(H18), C17(H17)
5.e Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C23(H23D,H23E,H23F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
S1 S 0.89642(12) 0.26210(10) 0.21941(7) 0.0639(3) Uani 1 1 d . . . . .
N1 N 0.7726(3) 0.0926(2) 0.49375(17) 0.0416(6) Uani 1 1 d . . . . .
N2 N 0.5500(3) 0.1825(2) 0.55408(16) 0.0421(6) Uani 1 1 d . . . . .
N3 N 0.5327(4) 0.2998(3) 0.1799(2) 0.0680(10) Uani 1 1 d D . . . .
C8 C 0.6120(4) 0.2055(3) 0.40983(19) 0.0402(6) Uani 1 1 d . . . . .
C7 C 0.6462(4) 0.1617(3) 0.48493(19) 0.0391(6) Uani 1 1 d . . . . .
C30 C 0.1167(4) 0.2883(3) 0.5980(2) 0.0463(7) Uani 1 1 d . . . . .
H30 H 0.002819 0.256230 0.607203 0.056 Uiso 1 1 calc R . . . .
C29 C 0.2499(4) 0.2129(3) 0.5840(2) 0.0447(7) Uani 1 1 d . . . . .
H29 H 0.228044 0.129048 0.583244 0.054 Uiso 1 1 calc R . . . .
C33 C 0.4510(4) 0.3841(3) 0.5752(2) 0.0438(7) Uani 1 1 d . . . . .
H33 H 0.566367 0.416690 0.569217 0.053 Uiso 1 1 calc R . . . .
C32 C 0.3178(4) 0.4586(3) 0.5880(2) 0.0460(7) Uani 1 1 d . . . . .
H32 H 0.340510 0.542585 0.589589 0.055 Uiso 1 1 calc R . . . .
C5 C 0.6229(4) 0.1218(3) 0.6100(2) 0.0441(7) Uani 1 1 d . . . . .
C9 C 0.4497(4) 0.2367(3) 0.3855(2) 0.0438(7) Uani 1 1 d . . . . .
H9 H 0.356734 0.236426 0.421374 0.053 Uiso 1 1 calc R . . . .
N4 N -0.1060(4) 0.5439(3) 0.6137(3) 0.0792(12) Uani 1 1 d . . . . .
C13 C 0.7472(4) 0.2091(3) 0.3562(2) 0.0442(7) Uani 1 1 d . . . . .
H13 H 0.858636 0.187822 0.371120 0.053 Uiso 1 1 calc R . . . .
C31 C 0.1507(4) 0.4100(3) 0.5986(2) 0.0436(7) Uani 1 1 d . . . . .
C6 C 0.7622(4) 0.0677(3) 0.57165(19) 0.0408(6) Uani 1 1 d . . . . .
C28 C 0.4148(4) 0.2619(3) 0.57107(18) 0.0406(6) Uani 1 1 d . . . . .
C11 C 0.5550(4) 0.2707(3) 0.2566(2) 0.0486(8) Uani 1 1 d . . . . .
C10 C 0.4214(4) 0.2680(3) 0.3104(2) 0.0466(7) Uani 1 1 d . . . . .
H10 H 0.309273 0.287990 0.295250 0.056 Uiso 1 1 calc R . . . .
C1 C 0.8691(4) 0.0027(3) 0.6130(2) 0.0469(7) Uani 1 1 d . . . . .
H1 H 0.964227 -0.034295 0.587745 0.056 Uiso 1 1 calc R . . . .
C12 C 0.7204(4) 0.2434(3) 0.2820(2) 0.0478(8) Uani 1 1 d . . . . .
C2 C 0.8319(5) -0.0057(3) 0.6915(2) 0.0554(8) Uani 1 1 d . . . . .
H2 H 0.903812 -0.048488 0.721101 0.067 Uiso 1 1 calc R . . . .
C34 C 0.0081(4) 0.4861(3) 0.6081(3) 0.0565(9) Uani 1 1 d . . . . .
C4 C 0.5828(5) 0.1118(4) 0.6888(2) 0.0575(9) Uani 1 1 d . . . . .
H4 H 0.486496 0.147453 0.713899 0.069 Uiso 1 1 calc R . . . .
C15 C 0.6116(6) 0.2340(5) 0.1143(3) 0.0726(12) Uani 1 1 d . . . . .
C3 C 0.6897(5) 0.0473(4) 0.7293(2) 0.0623(10) Uani 1 1 d . . . . .
H3 H 0.666900 0.038652 0.783432 0.075 Uiso 1 1 calc R . . . .
C14 C 0.7836(6) 0.2071(4) 0.1251(3) 0.0691(12) Uani 1 1 d . . . . .
C20 C 0.3785(5) 0.3639(4) 0.1621(3) 0.0813(13) Uani 1 1 d D U . . .
H20A H 0.316755 0.386461 0.212692 0.098 Uiso 0.563(11) 1 calc R . P A 1
H20B H 0.297146 0.308773 0.122695 0.098 Uiso 0.563(11) 1 calc R . P A 1
H20C H 0.281196 0.337993 0.194023 0.098 Uiso 0.437(11) 1 calc R . P A 2
H20D H 0.342482 0.337781 0.103887 0.098 Uiso 0.437(11) 1 calc R . P A 2
C19 C 0.8650(8) 0.1422(5) 0.0609(3) 0.0898(16) Uani 1 1 d . . . . .
H19 H 0.980418 0.121632 0.068694 0.108 Uiso 1 1 calc R . . . .
C16 C 0.5245(8) 0.1948(7) 0.0392(3) 0.0999(19) Uani 1 1 d . . . . .
H16 H 0.406971 0.211138 0.031321 0.120 Uiso 1 1 calc R . . . .
C24 C 0.5808(6) 0.5618(5) 0.1678(4) 0.102(2) Uani 1 1 d D . . . .
H24A H 0.558423 0.576809 0.226495 0.123 Uiso 0.563(11) 1 calc R . P A 1
H24B H 0.683979 0.515245 0.161942 0.123 Uiso 0.563(11) 1 calc R . P A 1
H24D H 0.648675 0.560041 0.218702 0.123 Uiso 0.437(11) 1 calc R . P A 2
H24C H 0.631644 0.504337 0.125413 0.123 Uiso 0.437(11) 1 calc R . P A 2
C18 C 0.7791(12) 0.1078(7) -0.0136(4) 0.122(2) Uani 1 1 d . . . . .
H18 H 0.837087 0.067105 -0.058124 0.146 Uiso 1 1 calc R . . . .
C26 C 0.7950(8) 0.7404(7) 0.1669(5) 0.116(2) Uani 1 1 d . . . . .
H26A H 0.822132 0.744464 0.225549 0.139 Uiso 1 1 calc R . . . .
H26B H 0.881506 0.691072 0.137947 0.139 Uiso 1 1 calc R . . . .
C21 C 0.4299(8) 0.4770(5) 0.1273(5) 0.069(2) Uani 0.563(11) 1 d D U P A 1
H21 H 0.455851 0.451284 0.069006 0.082 Uiso 0.563(11) 1 calc R . P A 1
C25 C 0.6326(8) 0.6699(6) 0.1500(6) 0.130(3) Uani 1 1 d . . . . .
H25A H 0.545562 0.723469 0.173876 0.156 Uiso 1 1 calc R . . . .
H25B H 0.612417 0.659845 0.090368 0.156 Uiso 1 1 calc R . . . .
C17 C 0.6089(11) 0.1321(9) -0.0239(4) 0.131(3) Uani 1 1 d . . . . .
H17 H 0.548717 0.105321 -0.075103 0.157 Uiso 1 1 calc R . . . .
C22 C 0.2850(11) 0.5625(8) 0.1309(8) 0.107(3) Uani 0.563(11) 1 d D U P A 1
H22A H 0.247873 0.583611 0.187311 0.128 Uiso 0.563(11) 1 calc R . P A 1
H22B H 0.327830 0.637530 0.112547 0.128 Uiso 0.563(11) 1 calc R . P A 1
C27 C 0.8362(13) 0.8564(9) 0.1526(7) 0.199(5) Uani 1 1 d . . . . .
H27A H 0.869747 0.910372 0.204253 0.298 Uiso 1 1 calc GR . . . .
H27B H 0.734608 0.884069 0.127316 0.298 Uiso 1 1 calc GR . . . .
H27C H 0.933326 0.856332 0.116304 0.298 Uiso 1 1 calc GR . . . .
C23 C 0.1351(10) 0.4997(8) 0.0765(5) 0.152(3) Uani 1 1 d D U . . .
H23A H 0.040703 0.552571 0.077716 0.228 Uiso 0.563(11) 1 calc R . P A 1
H23B H 0.173011 0.479494 0.020780 0.228 Uiso 0.563(11) 1 calc R . P A 1
H23C H 0.093351 0.425775 0.095266 0.228 Uiso 0.563(11) 1 calc R . P A 1
H23D H 0.102700 0.568266 0.052833 0.228 Uiso 0.437(11) 1 calc GR . P A 2
H23E H 0.029873 0.448266 0.083106 0.228 Uiso 0.437(11) 1 calc GR . P A 2
H23F H 0.212296 0.453224 0.040361 0.228 Uiso 0.437(11) 1 calc GR . P A 2
C22A C 0.2297(14) 0.5455(14) 0.1597(7) 0.108(3) Uani 0.437(11) 1 d D U P A 2
H22C H 0.148537 0.528098 0.201628 0.130 Uiso 0.437(11) 1 calc R . P A 2
H22D H 0.249796 0.634123 0.166343 0.130 Uiso 0.437(11) 1 calc R . P A 2
C21A C 0.4043(8) 0.4984(6) 0.1796(9) 0.089(3) Uani 0.437(11) 1 d D U P A 2
H21A H 0.404131 0.513267 0.240322 0.107 Uiso 0.437(11) 1 calc R . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
S1 C12 1.763(3) . ?
S1 C14 1.764(5) . ?
N1 C7 1.321(4) . ?
N1 C6 1.387(4) . ?
N2 C7 1.391(4) . ?
N2 C5 1.389(4) . ?
N2 C28 1.437(3) . ?
N3 C11 1.390(5) . ?
N3 C15 1.401(6) . ?
N3 C20 1.494(3) . ?
C8 C7 1.456(5) . ?
C8 C9 1.397(4) . ?
C8 C13 1.400(4) . ?
C30 H30 0.9500 . ?
C30 C29 1.390(4) . ?
C30 C31 1.383(5) . ?
C29 H29 0.9500 . ?
C29 C28 1.384(4) . ?
C33 H33 0.9500 . ?
C33 C32 1.383(4) . ?
C33 C28 1.380(4) . ?
C32 H32 0.9500 . ?
C32 C31 1.388(4) . ?
C5 C6 1.400(4) . ?
C5 C4 1.387(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.382(5) . ?
N4 C34 1.138(5) . ?
C13 H13 0.9500 . ?
C13 C12 1.381(5) . ?
C31 C34 1.449(4) . ?
C6 C1 1.396(4) . ?
C11 C10 1.393(4) . ?
C11 C12 1.409(4) . ?
C10 H10 0.9500 . ?
C1 H1 0.9500 . ?
C1 C2 1.372(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.408(5) . ?
C4 H4 0.9500 . ?
C4 C3 1.384(5) . ?
C15 C14 1.399(6) . ?
C15 C16 1.389(8) . ?
C3 H3 0.9500 . ?
C14 C19 1.390(6) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 H20C 0.9900 . ?
C20 H20D 0.9900 . ?
C20 C21 1.529(4) . ?
C20 C21A 1.497(5) . ?
C19 H19 0.9500 . ?
C19 C18 1.371(9) . ?
C16 H16 0.9500 . ?
C16 C17 1.378(9) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 H24D 0.9900 . ?
C24 H24C 0.9900 . ?
C24 C21 1.507(5) . ?
C24 C25 1.345(8) . ?
C24 C21A 1.522(5) . ?
C18 H18 0.9500 . ?
C18 C17 1.376(10) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C25 1.420(9) . ?
C26 C27 1.391(11) . ?
C21 H21 1.0000 . ?
C21 C22 1.536(5) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C17 H17 0.9500 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.497(5) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C23 H23D 0.9800 . ?
C23 H23E 0.9800 . ?
C23 H23F 0.9800 . ?
C23 C22A 1.536(5) . ?
C22A H22C 0.9900 . ?
C22A H22D 0.9900 . ?
C22A C21A 1.538(5) . ?
C21A H21A 1.0000 . ?

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
C12 S1 C14 97.58(19) . . ?
C7 N1 C6 105.9(2) . . ?
C7 N2 C28 128.4(3) . . ?
C5 N2 C7 106.7(2) . . ?
C5 N2 C28 124.6(3) . . ?
C11 N3 C15 119.0(3) . . ?
C11 N3 C20 118.9(3) . . ?
C15 N3 C20 118.0(4) . . ?
C9 C8 C7 124.1(3) . . ?
C9 C8 C13 117.9(3) . . ?
C13 C8 C7 117.9(3) . . ?
N1 C7 N2 111.8(3) . . ?
N1 C7 C8 122.6(3) . . ?
N2 C7 C8 125.5(3) . . ?
C29 C30 H30 120.1 . . ?
C31 C30 H30 120.1 . . ?
C31 C30 C29 119.7(3) . . ?
C30 C29 H29 120.5 . . ?
C28 C29 C30 119.0(3) . . ?
C28 C29 H29 120.5 . . ?
C32 C33 H33 120.3 . . ?
C28 C33 H33 120.3 . . ?
C28 C33 C32 119.4(3) . . ?
C33 C32 H32 120.2 . . ?
C33 C32 C31 119.7(3) . . ?
C31 C32 H32 120.2 . . ?
N2 C5 C6 105.5(3) . . ?
C4 C5 N2 132.2(3) . . ?
C4 C5 C6 122.2(3) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 C8 121.4(3) . . ?
C10 C9 H9 119.3 . . ?
C8 C13 H13 119.6 . . ?
C12 C13 C8 120.8(3) . . ?
C12 C13 H13 119.6 . . ?
C30 C31 C32 120.7(3) . . ?
C30 C31 C34 119.0(3) . . ?
C32 C31 C34 120.3(3) . . ?
N1 C6 C5 110.0(3) . . ?
N1 C6 C1 129.6(3) . . ?
C1 C6 C5 120.3(3) . . ?
C29 C28 N2 118.4(3) . . ?
C33 C28 N2 120.1(3) . . ?
C33 C28 C29 121.4(3) . . ?
N3 C11 C10 123.1(3) . . ?
N3 C11 C12 119.0(3) . . ?
C10 C11 C12 117.8(3) . . ?
C9 C10 C11 120.9(3) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C6 C1 H1 121.2 . . ?
C2 C1 C6 117.6(3) . . ?
C2 C1 H1 121.2 . . ?
C13 C12 S1 120.4(2) . . ?
C13 C12 C11 121.1(3) . . ?
C11 C12 S1 118.5(3) . . ?
C1 C2 H2 119.1 . . ?
C1 C2 C3 121.7(3) . . ?
C3 C2 H2 119.1 . . ?
N4 C34 C31 178.1(4) . . ?
C5 C4 H4 121.5 . . ?
C3 C4 C5 116.9(3) . . ?
C3 C4 H4 121.5 . . ?
C14 C15 N3 118.8(4) . . ?
C16 C15 N3 122.0(4) . . ?
C16 C15 C14 119.2(5) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 C2 121.1(4) . . ?
C4 C3 H3 119.4 . . ?
C15 C14 S1 119.0(4) . . ?
C19 C14 S1 121.1(4) . . ?
C19 C14 C15 119.9(5) . . ?
N3 C20 H20A 109.2 . . ?
N3 C20 H20B 109.2 . . ?
N3 C20 H20C 108.3 . . ?
N3 C20 H20D 108.3 . . ?
N3 C20 C21 112.2(4) . . ?
N3 C20 C21A 116.0(5) . . ?
H20A C20 H20B 107.9 . . ?
H20C C20 H20D 107.4 . . ?
C21 C20 H20A 109.2 . . ?
C21 C20 H20B 109.2 . . ?
C21A C20 H20C 108.3 . . ?
C21A C20 H20D 108.3 . . ?
C14 C19 H19 119.9 . . ?
C18 C19 C14 120.1(6) . . ?
C18 C19 H19 119.9 . . ?
C15 C16 H16 120.1 . . ?
C17 C16 C15 119.8(6) . . ?
C17 C16 H16 120.1 . . ?
H24A C24 H24B 106.2 . . ?
H24D C24 H24C 105.4 . . ?
C21 C24 H24A 105.8 . . ?
C21 C24 H24B 105.8 . . ?
C25 C24 H24A 105.8 . . ?
C25 C24 H24B 105.8 . . ?
C25 C24 H24D 103.7 . . ?
C25 C24 H24C 103.7 . . ?
C25 C24 C21 126.2(5) . . ?
C25 C24 C21A 133.9(5) . . ?
C21A C24 H24D 103.7 . . ?
C21A C24 H24C 103.7 . . ?
C19 C18 H18 120.0 . . ?
C19 C18 C17 120.0(6) . . ?
C17 C18 H18 120.0 . . ?
H26A C26 H26B 106.1 . . ?
C25 C26 H26A 105.5 . . ?
C25 C26 H26B 105.5 . . ?
C27 C26 H26A 105.5 . . ?
C27 C26 H26B 105.5 . . ?
C27 C26 C25 127.3(7) . . ?
C20 C21 H21 107.9 . . ?
C20 C21 C22 113.1(6) . . ?
C24 C21 C20 118.6(5) . . ?
C24 C21 H21 107.9 . . ?
C24 C21 C22 100.9(5) . . ?
C22 C21 H21 107.9 . . ?
C24 C25 C26 130.1(6) . . ?
C24 C25 H25A 104.7 . . ?
C24 C25 H25B 104.7 . . ?
C26 C25 H25A 104.7 . . ?
C26 C25 H25B 104.7 . . ?
H25A C25 H25B 105.7 . . ?
C16 C17 H17 119.5 . . ?
C18 C17 C16 120.9(7) . . ?
C18 C17 H17 119.5 . . ?
C21 C22 H22A 110.1 . . ?
C21 C22 H22B 110.1 . . ?
H22A C22 H22B 108.4 . . ?
C23 C22 C21 107.9(6) . . ?
C23 C22 H22A 110.1 . . ?
C23 C22 H22B 110.1 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
H23D C23 H23E 109.5 . . ?
H23D C23 H23F 109.5 . . ?
H23E C23 H23F 109.5 . . ?
C22A C23 H23D 109.5 . . ?
C22A C23 H23E 109.5 . . ?
C22A C23 H23F 109.5 . . ?
C23 C22A H22C 107.3 . . ?
C23 C22A H22D 107.3 . . ?
C23 C22A C21A 119.9(10) . . ?
H22C C22A H22D 106.9 . . ?
C21A C22A H22C 107.3 . . ?
C21A C22A H22D 107.3 . . ?
C20 C21A C24 119.7(5) . . ?
C20 C21A C22A 107.5(8) . . ?
C20 C21A H21A 100.1 . . ?
C24 C21A C22A 123.6(8) . . ?
C24 C21A H21A 100.1 . . ?
C22A C21A H21A 100.1 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_190516_xm190515_1_0m
_database_code_depnum_ccdc_archive 'CCDC 1919637'
loop_
_audit_author_name
_audit_author_address
'Min Xia'
;Zhejiang Science and Technology University
China
;
_audit_update_record             
;
2019-06-03 deposited with the CCDC.	2019-09-08 downloaded from the CCDC.
;
_audit_creation_date             2019-05-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H20 N4 S'
_chemical_formula_sum            'C32 H20 N4 S'
_chemical_formula_weight         492.58
_chemical_melting_point          ?
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.8655(4)
_cell_length_b                   10.2689(4)
_cell_length_c                   12.5214(5)
_cell_angle_alpha                87.4880(10)
_cell_angle_beta                 70.8010(10)
_cell_angle_gamma                83.5100(10)
_cell_volume                     1190.26(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9943
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      26.39
_cell_measurement_theta_min      2.20
_shelx_estimated_absorpt_T_max   0.971
_shelx_estimated_absorpt_T_min   0.936
_exptl_absorpt_coefficient_mu    0.166
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6888
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1363 before and 0.0425 after correction.
The Ratio of minimum to maximum transmission is 0.9241.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.374
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0196
_diffrn_reflns_av_unetI/netI     0.0230
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            13597
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.392
_diffrn_reflns_theta_min         2.198
_diffrn_ambient_temperature      169.99
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4418
_reflns_number_total             4837
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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)'
_refine_diff_density_max         0.258
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         4837
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0344
_refine_ls_restrained_S_all      1.044
_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)+(0.0416P)²+0.4912P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0887
_refine_ls_wR_factor_ref         0.0916
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C9(H9), C12(H12), C13(H13), C16(H16),
 C17(H17), C18(H18), C19(H19), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25),
  C27(H27), C28(H28), C30(H30), C31(H31)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
S1 S 0.76738(4) 0.81131(3) 0.51293(3) 0.02967(11) Uani 1 1 d . . . . .
N1 N 0.69150(12) 0.65029(11) 0.99959(9) 0.0258(2) Uani 1 1 d . . . . .
N2 N 0.48987(11) 0.76228(10) 0.98254(9) 0.0221(2) Uani 1 1 d . . . . .
N3 N 0.77360(12) 0.51816(11) 0.47415(9) 0.0247(2) Uani 1 1 d . . . . .
N4 N -0.10822(15) 0.90121(15) 0.82883(13) 0.0442(3) Uani 1 1 d . . . . .
C1 C 0.65410(16) 0.72841(14) 1.19674(12) 0.0306(3) Uani 1 1 d . . . . .
H1 H 0.739315 0.681537 1.204092 0.037 Uiso 1 1 calc R . . . .
C2 C 0.56117(17) 0.80570(15) 1.28316(12) 0.0338(3) Uani 1 1 d . . . . .
H2 H 0.583133 0.812203 1.351010 0.041 Uiso 1 1 calc R . . . .
C3 C 0.43497(16) 0.87494(14) 1.27322(12) 0.0313(3) Uani 1 1 d . . . . .
H3 H 0.373469 0.927227 1.334564 0.038 Uiso 1 1 calc R . . . .
C4 C 0.39761(14) 0.86909(13) 1.17622(11) 0.0268(3) Uani 1 1 d . . . . .
H4 H 0.311735 0.915339 1.169535 0.032 Uiso 1 1 calc R . . . .
C5 C 0.49265(14) 0.79190(12) 1.08938(10) 0.0219(3) Uani 1 1 d . . . . .
C6 C 0.61883(14) 0.72125(12) 1.09782(11) 0.0238(3) Uani 1 1 d . . . . .
C7 C 0.61253(13) 0.67694(12) 0.93365(11) 0.0223(3) Uani 1 1 d . . . . .
C8 C 0.65133(13) 0.63377(13) 0.81561(11) 0.0224(3) Uani 1 1 d . . . . .
C9 C 0.69621(14) 0.72408(12) 0.72812(11) 0.0239(3) Uani 1 1 d . . . . .
H9 H 0.700116 0.812482 0.745339 0.029 Uiso 1 1 calc R . . . .
C10 C 0.73519(13) 0.68636(12) 0.61634(11) 0.0226(3) Uani 1 1 d . . . . .
C11 C 0.73446(13) 0.55588(12) 0.58796(10) 0.0217(3) Uani 1 1 d . . . . .
C12 C 0.68877(14) 0.46642(13) 0.67654(11) 0.0261(3) Uani 1 1 d . . . . .
H12 H 0.685736 0.377620 0.659934 0.031 Uiso 1 1 calc R . . . .
C13 C 0.64782(14) 0.50534(13) 0.78819(11) 0.0263(3) Uani 1 1 d . . . . .
H13 H 0.616803 0.442813 0.846969 0.032 Uiso 1 1 calc R . . . .
C14 C 0.86693(13) 0.58761(13) 0.38478(11) 0.0232(3) Uani 1 1 d . . . . .
C15 C 0.87577(14) 0.72120(13) 0.39292(11) 0.0247(3) Uani 1 1 d . . . . .
C16 C 0.96465(15) 0.78914(14) 0.30343(12) 0.0299(3) Uani 1 1 d . . . . .
H16 H 0.972288 0.879328 0.311467 0.036 Uiso 1 1 calc R . . . .
C17 C 1.04202(15) 0.72630(15) 0.20282(12) 0.0327(3) Uani 1 1 d . . . . .
H17 H 1.099406 0.773714 0.140670 0.039 Uiso 1 1 calc R . . . .
C18 C 1.03492(15) 0.59377(15) 0.19368(12) 0.0311(3) Uani 1 1 d . . . . .
H18 H 1.088041 0.549942 0.124915 0.037 Uiso 1 1 calc R . . . .
C19 C 0.95090(14) 0.52422(14) 0.28408(11) 0.0273(3) Uani 1 1 d . . . . .
H19 H 0.950281 0.432471 0.277625 0.033 Uiso 1 1 calc R . . . .
C20 C 0.75477(14) 0.38659(13) 0.45061(10) 0.0236(3) Uani 1 1 d . . . . .
C21 C 0.64349(14) 0.36726(14) 0.41068(11) 0.0287(3) Uani 1 1 d . . . . .
H21 H 0.579699 0.439479 0.400324 0.034 Uiso 1 1 calc R . . . .
C22 C 0.62623(16) 0.24073(16) 0.38590(12) 0.0351(3) Uani 1 1 d . . . . .
H22 H 0.550603 0.226539 0.357861 0.042 Uiso 1 1 calc R . . . .
C23 C 0.71788(18) 0.13590(15) 0.40168(12) 0.0355(3) Uani 1 1 d . . . . .
H23 H 0.704501 0.049608 0.385638 0.043 Uiso 1 1 calc R . . . .
C24 C 0.82970(17) 0.15628(14) 0.44099(13) 0.0354(3) Uani 1 1 d . . . . .
H24 H 0.893346 0.083972 0.451389 0.042 Uiso 1 1 calc R . . . .
C25 C 0.84866(15) 0.28155(14) 0.46503(12) 0.0300(3) Uani 1 1 d . . . . .
H25 H 0.925762 0.295707 0.491360 0.036 Uiso 1 1 calc R . . . .
C26 C 0.36763(13) 0.79001(13) 0.94457(10) 0.0217(3) Uani 1 1 d . . . . .
C27 C 0.31506(14) 0.91906(13) 0.93346(11) 0.0263(3) Uani 1 1 d . . . . .
H27 H 0.363312 0.988654 0.946527 0.032 Uiso 1 1 calc R . . . .
C28 C 0.19177(14) 0.94595(13) 0.90320(11) 0.0275(3) Uani 1 1 d . . . . .
H28 H 0.155260 1.034165 0.895184 0.033 Uiso 1 1 calc R . . . .
C29 C 0.12151(14) 0.84347(14) 0.88455(11) 0.0261(3) Uani 1 1 d . . . . .
C30 C 0.17547(15) 0.71380(14) 0.89490(11) 0.0274(3) Uani 1 1 d . . . . .
H30 H 0.127697 0.644087 0.881395 0.033 Uiso 1 1 calc R . . . .
C31 C 0.29860(14) 0.68701(13) 0.92485(11) 0.0250(3) Uani 1 1 d . . . . .
H31 H 0.336005 0.598855 0.931949 0.030 Uiso 1 1 calc R . . . .
C32 C -0.00702(15) 0.87375(15) 0.85338(12) 0.0317(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
S1 C10 1.7607(13) . ?
S1 C15 1.7603(13) . ?
N1 C6 1.3922(17) . ?
N1 C7 1.3110(16) . ?
N2 C5 1.3945(15) . ?
N2 C7 1.3882(16) . ?
N2 C26 1.4315(16) . ?
N3 C11 1.4080(16) . ?
N3 C14 1.4176(16) . ?
N3 C20 1.4403(16) . ?
N4 C32 1.1408(19) . ?
C1 H1 0.9500 . ?
C1 C2 1.378(2) . ?
C1 C6 1.3993(18) . ?
C2 H2 0.9500 . ?
C2 C3 1.402(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.3857(19) . ?
C4 H4 0.9500 . ?
C4 C5 1.3882(18) . ?
C5 C6 1.4009(18) . ?
C7 C8 1.4746(17) . ?
C8 C9 1.3932(18) . ?
C8 C13 1.3843(18) . ?
C9 H9 0.9500 . ?
C9 C10 1.3845(18) . ?
C10 C11 1.4026(18) . ?
C11 C12 1.3974(18) . ?
C12 H12 0.9500 . ?
C12 C13 1.3851(18) . ?
C13 H13 0.9500 . ?
C14 C15 1.3946(19) . ?
C14 C19 1.4010(19) . ?
C15 C16 1.3910(19) . ?
C16 H16 0.9500 . ?
C16 C17 1.383(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.382(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.387(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.3834(18) . ?
C20 C25 1.3861(19) . ?
C21 H21 0.9500 . ?
C21 C22 1.391(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.376(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.386(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.381(2) . ?
C25 H25 0.9500 . ?
C26 C27 1.3858(18) . ?
C26 C31 1.3928(18) . ?
C27 H27 0.9500 . ?
C27 C28 1.3846(19) . ?
C28 H28 0.9500 . ?
C28 C29 1.3912(19) . ?
C29 C30 1.3940(19) . ?
C29 C32 1.4431(18) . ?
C30 H30 0.9500 . ?
C30 C31 1.3809(18) . ?
C31 H31 0.9500 . ?

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
C15 S1 C10 100.70(6) . . ?
C7 N1 C6 105.11(11) . . ?
C5 N2 C26 125.09(11) . . ?
C7 N2 C5 106.38(10) . . ?
C7 N2 C26 126.98(11) . . ?
C11 N3 C14 122.27(11) . . ?
C11 N3 C20 118.25(10) . . ?
C14 N3 C20 116.91(10) . . ?
C2 C1 H1 121.1 . . ?
C2 C1 C6 117.83(13) . . ?
C6 C1 H1 121.1 . . ?
C1 C2 H2 119.3 . . ?
C1 C2 C3 121.50(13) . . ?
C3 C2 H2 119.3 . . ?
C2 C3 H3 119.1 . . ?
C4 C3 C2 121.71(13) . . ?
C4 C3 H3 119.1 . . ?
C3 C4 H4 121.9 . . ?
C3 C4 C5 116.28(13) . . ?
C5 C4 H4 121.9 . . ?
N2 C5 C6 104.92(11) . . ?
C4 C5 N2 132.13(12) . . ?
C4 C5 C6 122.94(12) . . ?
N1 C6 C1 129.63(12) . . ?
N1 C6 C5 110.63(11) . . ?
C1 C6 C5 119.74(12) . . ?
N1 C7 N2 112.96(11) . . ?
N1 C7 C8 125.58(12) . . ?
N2 C7 C8 121.23(11) . . ?
C9 C8 C7 119.24(11) . . ?
C13 C8 C7 122.25(11) . . ?
C13 C8 C9 118.49(12) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.69(12) . . ?
C10 C9 H9 119.7 . . ?
C9 C10 S1 117.16(10) . . ?
C9 C10 C11 121.08(12) . . ?
C11 C10 S1 121.45(10) . . ?
C10 C11 N3 120.84(11) . . ?
C12 C11 N3 121.52(12) . . ?
C12 C11 C10 117.60(12) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 C11 120.96(12) . . ?
C13 C12 H12 119.5 . . ?
C8 C13 C12 121.14(12) . . ?
C8 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C15 C14 N3 121.36(12) . . ?
C15 C14 C19 117.90(12) . . ?
C19 C14 N3 120.72(12) . . ?
C14 C15 S1 121.27(10) . . ?
C16 C15 S1 117.77(11) . . ?
C16 C15 C14 120.86(13) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 C15 120.47(13) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 120.4 . . ?
C18 C17 C16 119.28(13) . . ?
C18 C17 H17 120.4 . . ?
C17 C18 H18 119.7 . . ?
C17 C18 C19 120.56(13) . . ?
C19 C18 H18 119.7 . . ?
C14 C19 H19 119.6 . . ?
C18 C19 C14 120.81(13) . . ?
C18 C19 H19 119.6 . . ?
C21 C20 N3 118.82(12) . . ?
C21 C20 C25 120.58(12) . . ?
C25 C20 N3 120.58(12) . . ?
C20 C21 H21 120.4 . . ?
C20 C21 C22 119.12(13) . . ?
C22 C21 H21 120.4 . . ?
C21 C22 H22 119.7 . . ?
C23 C22 C21 120.50(13) . . ?
C23 C22 H22 119.7 . . ?
C22 C23 H23 120.0 . . ?
C22 C23 C24 119.98(14) . . ?
C24 C23 H23 120.0 . . ?
C23 C24 H24 120.0 . . ?
C25 C24 C23 120.06(14) . . ?
C25 C24 H24 120.0 . . ?
C20 C25 H25 120.1 . . ?
C24 C25 C20 119.74(13) . . ?
C24 C25 H25 120.1 . . ?
C27 C26 N2 119.55(11) . . ?
C27 C26 C31 120.82(12) . . ?
C31 C26 N2 119.54(11) . . ?
C26 C27 H27 120.2 . . ?
C28 C27 C26 119.59(12) . . ?
C28 C27 H27 120.2 . . ?
C27 C28 H28 120.1 . . ?
C27 C28 C29 119.84(12) . . ?
C29 C28 H28 120.1 . . ?
C28 C29 C30 120.36(12) . . ?
C28 C29 C32 118.91(13) . . ?
C30 C29 C32 120.73(12) . . ?
C29 C30 H30 120.1 . . ?
C31 C30 C29 119.79(12) . . ?
C31 C30 H30 120.1 . . ?
C26 C31 H31 120.2 . . ?
C30 C31 C26 119.60(12) . . ?
C30 C31 H31 120.2 . . ?
N4 C32 C29 178.14(16) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_190107_xm190102_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1919635'
loop_
_audit_author_name
_audit_author_address
'Min Xia'
;Zhejiang Science and Technology University
China
;
_audit_update_record             
;
2019-06-03 deposited with the CCDC.	2019-09-08 downloaded from the CCDC.
;
_audit_creation_date             2019-01-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H32 N4 S'
_chemical_formula_sum            'C34 H32 N4 S'
_chemical_formula_weight         528.69
_chemical_melting_point          ?
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_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'

_cell_length_a                   11.5486(12)
_cell_length_b                   8.0467(7)
_cell_length_c                   31.393(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.842(4)
_cell_angle_gamma                90
_cell_volume                     2910.8(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9944
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      27.66
_cell_measurement_theta_min      2.54
_shelx_estimated_absorpt_T_max   0.962
_shelx_estimated_absorpt_T_min   0.934
_exptl_absorpt_coefficient_mu    0.140
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.7088
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0706 before and 0.0474 after correction.
The Ratio of minimum to maximum transmission is 0.9501.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.206
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.28
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            46567
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.056
_diffrn_reflns_theta_min         2.543
_diffrn_ambient_temperature      272.76
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4654
_reflns_number_total             8464
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.576
_refine_diff_density_min         -0.535
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.278
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     382
_refine_ls_number_reflns         8464
_refine_ls_number_restraints     213
_refine_ls_R_factor_all          0.1493
_refine_ls_R_factor_gt           0.1046
_refine_ls_restrained_S_all      1.346
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3239
_refine_ls_wR_factor_ref         0.3696
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C21-C20
 1.53 with sigma of 0.02
 C21-C22
 1.53 with sigma of 0.02
 C22-C23
 1.53 with sigma of 0.005
 C23-C24
 1.53 with sigma of 0.02
 C24-C25
 1.53 with sigma of 0.005
 C25-C26
 1.53 with sigma of 0.02
 C26-C27
 1.53 with sigma of 0.02
 C20-C22
 2.53 with sigma of 0.02
 C21-C23
 2.53 with sigma of 0.02
 C22-C24
 2.53 with sigma of 0.02
 C23-C25
 2.53 with sigma of 0.02
 C24-C26
 2.53 with sigma of 0.02
 C25-C27
 2.53 with sigma of 0.02
 C20A-C22
 2.53 with sigma of 0.02
 C20A-C21
 1.53 with sigma of 0.02
 C11-N3 \\sim C11-N3A
 with sigma of 0.02
 C15-N3 \\sim C15-N3A
 with sigma of 0.02
 N3-C20 \\sim N3A-C20A
 with sigma of 0.02
 C21-C20 \\sim C21-C20A
 with sigma of 0.02
 C11-C20 \\sim C11-C20A
 with sigma of 0.04
 C15-C20 \\sim C15-C20A
 with sigma of 0.04
 N3-C21 \\sim N3A-C21
 with sigma of 0.04
3. Rigid bond restraints
 C11, N3, C21, C20, C24, C23, C26, C27, C22, C25, C20A, N3A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C11 \\sim N3 \\sim C20 \\sim C20A \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\sim
C25 \\sim C26 \\sim C27: within 3.8A with sigma of 0.04 and sigma for terminal
atoms of 0.08
5. Others
 Sof(S1A)=1-FVAR(1)
 Sof(S1)=FVAR(1)
 Sof(H21C)=Sof(H21D)=Sof(C20A)=Sof(H20C)=Sof(H20D)=Sof(N3A)=1-FVAR(2)
 Sof(N3)=Sof(H21A)=Sof(H21B)=Sof(C20)=Sof(H20A)=Sof(H20B)=FVAR(2)
6.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C21(H21C,H21D), C20(H20A,H20B), C24(H24A,H24B), C23(H23A,
 H23B), C26(H26A,H26B), C22(H22A,H22B), C25(H25A,H25B), C20A(H20C,H20D)
6.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C33(H33), C29(H29), C1(H1), C13(H13), C30(H30), C4(H4), C32(H32),
 C10(H10), C2(H2), C3(H3), C19(H19), C16(H16), C18(H18), C17(H17)
6.c Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
S1 S 0.6703(2) 0.94240(15) 0.64026(5) 0.1117(8) Uani 0.668(4) 1 d . . P A 1
N1 N 0.89980(17) 0.7700(2) 0.50514(6) 0.0660(5) Uani 1 1 d . . . . .
N2 N 0.82287(15) 0.5368(2) 0.47633(6) 0.0627(5) Uani 1 1 d . . . . .
C7 C 0.82920(18) 0.6443(3) 0.51078(7) 0.0592(5) Uani 1 1 d . . . . .
C28 C 0.7506(2) 0.3950(3) 0.46775(7) 0.0623(5) Uani 1 1 d . . . . .
C6 C 0.9420(2) 0.7467(3) 0.46518(7) 0.0647(6) Uani 1 1 d . . . . .
C8 C 0.7701(2) 0.6220(3) 0.55025(7) 0.0630(6) Uani 1 1 d . . . . .
C5 C 0.8957(2) 0.6007(3) 0.44670(7) 0.0673(6) Uani 1 1 d . . . . .
C9 C 0.7206(3) 0.4746(3) 0.56303(8) 0.0786(7) Uani 1 1 d . . . . .
H9 H 0.724487 0.381173 0.545750 0.094 Uiso 1 1 calc R . . . .
C33 C 0.6320(2) 0.4129(3) 0.46306(9) 0.0757(7) Uani 1 1 d . . . . .
H33 H 0.598200 0.517536 0.464420 0.091 Uiso 1 1 calc R . . . .
C29 C 0.8015(2) 0.2411(3) 0.46368(9) 0.0774(7) Uani 1 1 d . . . . .
H29 H 0.881849 0.230161 0.466092 0.093 Uiso 1 1 calc R . . . .
C1 C 1.0175(2) 0.8440(3) 0.44304(9) 0.0809(7) Uani 1 1 d . . . . .
H1 H 1.047858 0.942804 0.454351 0.097 Uiso 1 1 calc R . . . .
C31 C 0.6147(3) 0.1200(3) 0.45310(10) 0.0850(8) Uani 1 1 d . . . . .
C13 C 0.7630(3) 0.7570(3) 0.57756(10) 0.0867(9) Uani 1 1 d . . . . .
H13 H 0.799361 0.855920 0.570907 0.104 Uiso 1 1 calc R . . . .
C30 C 0.7318(3) 0.1036(3) 0.45599(10) 0.0866(8) Uani 1 1 d . . . . .
H30 H 0.765150 -0.000470 0.452779 0.104 Uiso 1 1 calc R . . . .
C4 C 0.9256(3) 0.5448(4) 0.40752(9) 0.0900(9) Uani 1 1 d . . . . .
H4 H 0.896676 0.445608 0.395923 0.108 Uiso 1 1 calc R . . . .
C32 C 0.5639(2) 0.2733(4) 0.45630(11) 0.0901(9) Uani 1 1 d . . . . .
H32 H 0.483474 0.283007 0.453916 0.108 Uiso 1 1 calc R . . . .
C10 C 0.6659(3) 0.4627(3) 0.60057(9) 0.0934(9) Uani 1 1 d . . . . .
H10 H 0.637480 0.360294 0.608789 0.112 Uiso 1 1 calc R . . . .
C2 C 1.0451(3) 0.7873(4) 0.40375(10) 0.0943(9) Uani 1 1 d . . . . .
H2 H 1.096027 0.849231 0.388381 0.113 Uiso 1 1 calc R . . . .
C11 C 0.6523(3) 0.6008(4) 0.62643(11) 0.1050(11) Uani 1 1 d D U . . .
C3 C 1.0005(3) 0.6433(4) 0.38637(10) 0.1031(11) Uani 1 1 d . . . . .
H3 H 1.021362 0.610927 0.359493 0.124 Uiso 1 1 calc R . . . .
C15 C 0.6008(3) 0.7005(5) 0.69662(11) 0.1000(10) Uani 1 1 d D . . . .
C12 C 0.7038(4) 0.7492(4) 0.61415(11) 0.1078(13) Uani 1 1 d . . . . .
N3 N 0.5655(5) 0.6117(9) 0.6572(2) 0.0755(17) Uani 0.470(10) 1 d D U P B 1
C14 C 0.6550(4) 0.8553(5) 0.69266(12) 0.1068(11) Uani 1 1 d . . . . .
C34 C 0.5445(4) -0.0281(4) 0.44796(14) 0.1197(13) Uani 1 1 d . . . . .
C19 C 0.6708(4) 0.9580(5) 0.72687(13) 0.1218(13) Uani 1 1 d . . . . .
H19 H 0.709553 1.058336 0.724021 0.146 Uiso 1 1 calc R . . . .
N4 N 0.4895(5) -0.1453(6) 0.44484(16) 0.180(2) Uani 1 1 d . . . . .
C16 C 0.5560(5) 0.6662(6) 0.73397(13) 0.1377(17) Uani 1 1 d . . . . .
H16 H 0.513447 0.568956 0.736552 0.165 Uiso 1 1 calc R . . . .
C18 C 0.6309(6) 0.9163(8) 0.76526(15) 0.162(2) Uani 1 1 d . . . . .
H18 H 0.643678 0.985255 0.788891 0.194 Uiso 1 1 calc R . . . .
C17 C 0.5711(8) 0.7696(9) 0.76813(19) 0.191(3) Uani 1 1 d . . . . .
H17 H 0.540515 0.740586 0.793772 0.230 Uiso 1 1 calc R . . . .
C21 C 0.4791(6) 0.3454(9) 0.6710(2) 0.195(3) Uani 1 1 d D U . . .
H21A H 0.522262 0.366807 0.698004 0.234 Uiso 0.470(10) 1 calc R . P B 1
H21B H 0.537567 0.304472 0.652826 0.234 Uiso 0.470(10) 1 calc R . P B 1
H21C H 0.470355 0.352918 0.640097 0.234 Uiso 0.530(10) 1 calc R . P B 2
H21D H 0.428105 0.429145 0.681716 0.234 Uiso 0.530(10) 1 calc R . P B 2
C20 C 0.4740(8) 0.4924(11) 0.6574(3) 0.144(4) Uani 0.470(10) 1 d D U P B 1
H20A H 0.413739 0.545301 0.672722 0.173 Uiso 0.470(10) 1 calc R . P B 1
H20B H 0.443368 0.484067 0.627952 0.173 Uiso 0.470(10) 1 calc R . P B 1
C24 C 0.2772(10) -0.0193(14) 0.6802(5) 0.345(6) Uani 1 1 d D U . . .
H24A H 0.325422 -0.106392 0.669373 0.414 Uiso 1 1 calc R . . . .
H24B H 0.288757 -0.017815 0.711050 0.414 Uiso 1 1 calc R . . . .
C23 C 0.3115(8) 0.1507(13) 0.6617(4) 0.268(4) Uani 1 1 d D U . . .
H23A H 0.312471 0.144546 0.630910 0.322 Uiso 1 1 calc R . . . .
H23B H 0.256366 0.235605 0.668890 0.322 Uiso 1 1 calc R . . . .
C26 C 0.1153(11) -0.2269(13) 0.6853(4) 0.277(5) Uani 1 1 d D U . . .
H26A H 0.151609 -0.319237 0.671492 0.332 Uiso 1 1 calc R . . . .
H26B H 0.129980 -0.234562 0.716030 0.332 Uiso 1 1 calc R . . . .
C27 C -0.0144(12) -0.2106(17) 0.6717(6) 0.330(7) Uani 1 1 d D U . . .
H27A H -0.041579 -0.103221 0.679879 0.495 Uiso 1 1 calc GR . . . .
H27B H -0.056893 -0.295398 0.685472 0.495 Uiso 1 1 calc GR . . . .
H27C H -0.025736 -0.222983 0.641315 0.495 Uiso 1 1 calc GR . . . .
C22 C 0.4311(9) 0.1915(13) 0.6815(4) 0.293(5) Uani 1 1 d D U . . .
H22A H 0.428254 0.186763 0.712250 0.352 Uiso 1 1 calc R . . . .
H22B H 0.483749 0.104859 0.673379 0.352 Uiso 1 1 calc R . . . .
C25 C 0.1515(10) -0.0528(17) 0.6671(5) 0.325(6) Uani 1 1 d D U . . .
H25A H 0.140007 -0.053121 0.636169 0.390 Uiso 1 1 calc R . . . .
H25B H 0.103425 0.034048 0.678016 0.390 Uiso 1 1 calc R . . . .
S1A S 0.7798(4) 0.8694(4) 0.66058(10) 0.130(2) Uani 0.332(4) 1 d . . P A 2
C20A C 0.5878(10) 0.3972(13) 0.6821(3) 0.161(4) Uani 0.530(10) 1 d D U P B 2
H20C H 0.641261 0.319228 0.670352 0.193 Uiso 0.530(10) 1 calc R . P B 2
H20D H 0.599512 0.390936 0.712934 0.193 Uiso 0.530(10) 1 calc R . P B 2
N3A N 0.6196(11) 0.5633(9) 0.6690(3) 0.121(3) Uani 0.530(10) 1 d D U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
S1 C12 1.811(3) . ?
S1 C14 1.808(4) . ?
N1 C7 1.319(3) . ?
N1 C6 1.389(3) . ?
N2 C7 1.383(3) . ?
N2 C28 1.429(2) . ?
N2 C5 1.394(3) . ?
C7 C8 1.465(3) . ?
C28 C33 1.376(4) . ?
C28 C29 1.380(3) . ?
C6 C5 1.400(3) . ?
C6 C1 1.392(3) . ?
C8 C9 1.388(3) . ?
C8 C13 1.390(3) . ?
C5 C4 1.375(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.377(4) . ?
C33 H33 0.9300 . ?
C33 C32 1.380(3) . ?
C29 H29 0.9300 . ?
C29 C30 1.380(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.372(4) . ?
C31 C30 1.356(5) . ?
C31 C32 1.372(4) . ?
C31 C34 1.444(3) . ?
C13 H13 0.9300 . ?
C13 C12 1.377(4) . ?
C30 H30 0.9300 . ?
C4 H4 0.9300 . ?
C4 C3 1.376(4) . ?
C32 H32 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.391(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.367(4) . ?
C11 C12 1.400(4) . ?
C11 N3 1.439(7) . ?
C11 N3A 1.445(7) . ?
C3 H3 0.9300 . ?
C15 N3 1.464(7) . ?
C15 C14 1.403(5) . ?
C15 C16 1.342(5) . ?
C15 N3A 1.429(7) . ?
C12 S1A 1.913(4) . ?
N3 C20 1.428(8) . ?
C14 C19 1.358(5) . ?
C14 S1A 1.817(5) . ?
C34 N4 1.137(4) . ?
C19 H19 0.9300 . ?
C19 C18 1.361(6) . ?
C16 H16 0.9300 . ?
C16 C17 1.359(7) . ?
C18 H18 0.9300 . ?
C18 C17 1.374(8) . ?
C17 H17 0.9300 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 H21C 0.9700 . ?
C21 H21D 0.9700 . ?
C21 C20 1.257(9) . ?
C21 C22 1.405(8) . ?
C21 C20A 1.346(9) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C23 1.547(11) . ?
C24 C25 1.506(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C22 1.512(5) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.535(13) . ?
C26 C25 1.580(12) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C20A H20C 0.9700 . ?
C20A H20D 0.9700 . ?
C20A N3A 1.453(10) . ?

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
C14 S1 C12 96.64(17) . . ?
C7 N1 C6 105.98(17) . . ?
C7 N2 C28 130.28(18) . . ?
C7 N2 C5 106.78(17) . . ?
C5 N2 C28 122.69(18) . . ?
N1 C7 N2 112.04(19) . . ?
N1 C7 C8 122.31(18) . . ?
N2 C7 C8 125.59(17) . . ?
C33 C28 N2 120.1(2) . . ?
C33 C28 C29 120.8(2) . . ?
C29 C28 N2 119.2(2) . . ?
N1 C6 C5 109.90(18) . . ?
N1 C6 C1 130.1(2) . . ?
C1 C6 C5 120.0(2) . . ?
C9 C8 C7 125.0(2) . . ?
C9 C8 C13 116.6(2) . . ?
C13 C8 C7 118.46(19) . . ?
N2 C5 C6 105.30(19) . . ?
C4 C5 N2 132.5(2) . . ?
C4 C5 C6 122.2(2) . . ?
C8 C9 H9 119.0 . . ?
C10 C9 C8 121.9(2) . . ?
C10 C9 H9 119.0 . . ?
C28 C33 H33 120.5 . . ?
C28 C33 C32 119.0(2) . . ?
C32 C33 H33 120.5 . . ?
C28 C29 H29 120.4 . . ?
C28 C29 C30 119.2(3) . . ?
C30 C29 H29 120.4 . . ?
C6 C1 H1 121.5 . . ?
C2 C1 C6 116.9(3) . . ?
C2 C1 H1 121.5 . . ?
C30 C31 C32 120.8(2) . . ?
C30 C31 C34 118.5(3) . . ?
C32 C31 C34 120.7(3) . . ?
C8 C13 H13 118.9 . . ?
C12 C13 C8 122.1(2) . . ?
C12 C13 H13 118.9 . . ?
C29 C30 H30 120.0 . . ?
C31 C30 C29 120.1(3) . . ?
C31 C30 H30 120.0 . . ?
C5 C4 H4 121.7 . . ?
C5 C4 C3 116.5(3) . . ?
C3 C4 H4 121.7 . . ?
C33 C32 H32 120.0 . . ?
C31 C32 C33 120.1(3) . . ?
C31 C32 H32 120.0 . . ?
C9 C10 H10 119.3 . . ?
C9 C10 C11 121.3(2) . . ?
C11 C10 H10 119.3 . . ?
C1 C2 H2 118.8 . . ?
C3 C2 C1 122.4(3) . . ?
C3 C2 H2 118.8 . . ?
C10 C11 C12 117.0(3) . . ?
C10 C11 N3 123.4(4) . . ?
C10 C11 N3A 114.9(4) . . ?
C12 C11 N3 117.4(4) . . ?
C12 C11 N3A 125.1(4) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 C4 121.9(3) . . ?
C2 C3 H3 119.1 . . ?
C14 C15 N3 117.3(4) . . ?
C14 C15 N3A 123.0(4) . . ?
C16 C15 N3 122.5(4) . . ?
C16 C15 C14 117.4(3) . . ?
C16 C15 N3A 117.0(4) . . ?
C13 C12 S1 118.1(2) . . ?
C13 C12 C11 120.9(2) . . ?
C13 C12 S1A 112.6(2) . . ?
C11 C12 S1 120.0(2) . . ?
C11 C12 S1A 113.8(3) . . ?
C11 N3 C15 115.5(4) . . ?
C20 N3 C11 120.8(6) . . ?
C20 N3 C15 119.2(6) . . ?
C15 C14 S1 119.8(3) . . ?
C15 C14 S1A 118.7(3) . . ?
C19 C14 S1 117.9(3) . . ?
C19 C14 C15 120.5(3) . . ?
C19 C14 S1A 109.3(3) . . ?
N4 C34 C31 178.5(5) . . ?
C14 C19 H19 119.5 . . ?
C14 C19 C18 121.0(4) . . ?
C18 C19 H19 119.5 . . ?
C15 C16 H16 119.1 . . ?
C15 C16 C17 121.8(5) . . ?
C17 C16 H16 119.1 . . ?
C19 C18 H18 120.9 . . ?
C19 C18 C17 118.1(4) . . ?
C17 C18 H18 120.9 . . ?
C16 C17 C18 120.9(5) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
H21A C21 H21B 103.7 . . ?
H21C C21 H21D 106.2 . . ?
C20 C21 H21A 98.0 . . ?
C20 C21 H21B 98.0 . . ?
C20 C21 C22 153.9(8) . . ?
C22 C21 H21A 98.0 . . ?
C22 C21 H21B 98.0 . . ?
C22 C21 H21C 105.8 . . ?
C22 C21 H21D 105.8 . . ?
C20A C21 H21C 105.8 . . ?
C20A C21 H21D 105.8 . . ?
C20A C21 C22 126.0(8) . . ?
N3 C20 H20A 105.3 . . ?
N3 C20 H20B 105.3 . . ?
C21 C20 N3 128.0(9) . . ?
C21 C20 H20A 105.3 . . ?
C21 C20 H20B 105.3 . . ?
H20A C20 H20B 106.0 . . ?
H24A C24 H24B 108.3 . . ?
C23 C24 H24A 109.9 . . ?
C23 C24 H24B 109.9 . . ?
C25 C24 H24A 109.9 . . ?
C25 C24 H24B 109.9 . . ?
C25 C24 C23 108.8(9) . . ?
C24 C23 H23A 110.4 . . ?
C24 C23 H23B 110.4 . . ?
H23A C23 H23B 108.6 . . ?
C22 C23 C24 106.8(8) . . ?
C22 C23 H23A 110.4 . . ?
C22 C23 H23B 110.4 . . ?
H26A C26 H26B 110.1 . . ?
C27 C26 H26A 112.6 . . ?
C27 C26 H26B 112.6 . . ?
C27 C26 C25 95.8(9) . . ?
C25 C26 H26A 112.6 . . ?
C25 C26 H26B 112.6 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C21 C22 C23 117.4(7) . . ?
C21 C22 H22A 108.0 . . ?
C21 C22 H22B 108.0 . . ?
C23 C22 H22A 108.0 . . ?
C23 C22 H22B 108.0 . . ?
H22A C22 H22B 107.2 . . ?
C24 C25 C26 109.5(9) . . ?
C24 C25 H25A 109.8 . . ?
C24 C25 H25B 109.8 . . ?
C26 C25 H25A 109.8 . . ?
C26 C25 H25B 109.8 . . ?
H25A C25 H25B 108.2 . . ?
C14 S1A C12 92.9(2) . . ?
C21 C20A H20C 107.9 . . ?
C21 C20A H20D 107.9 . . ?
C21 C20A N3A 117.4(10) . . ?
H20C C20A H20D 107.2 . . ?
N3A C20A H20C 107.9 . . ?
N3A C20A H20D 107.9 . . ?
C11 N3A C20A 122.7(6) . . ?
C15 N3A C11 117.4(5) . . ?
C15 N3A C20A 119.2(6) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
