# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2018

####################################################################### 
# 
# 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_170411_d_ph_a
_audit_block_doi                 10.5517/ccdc.csd.cc1p2ms5
_database_code_depnum_ccdc_archive 'CCDC 1551667'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C7RA10432D 2017
_audit_update_record             
;
2017-05-23 deposited with the CCDC.
2018-12-13 downloaded from the CCDC.
;
_audit_creation_date             2017-04-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H18 N2 S'
_chemical_formula_sum            'C21 H18 N2 S'
_chemical_formula_weight         330.43
_chemical_melting_point          ?
_chemical_oxdiff_formula         'c10 h10 n2 o8 s1'
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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   6.1982(5)
_cell_length_b                   24.956(2)
_cell_length_c                   10.8550(9)
_cell_angle_alpha                90
_cell_angle_beta                 97.234(8)
_cell_angle_gamma                90
_cell_volume                     1665.7(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2707
_cell_measurement_temperature    170
_cell_measurement_theta_max      29.3250
_cell_measurement_theta_min      3.3065
_shelx_estimated_absorpt_T_max   0.943
_shelx_estimated_absorpt_T_min   0.920
_exptl_absorpt_coefficient_mu    0.198
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76556
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             696
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0613
_diffrn_reflns_av_unetI/netI     0.0741
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6861
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.350
_diffrn_reflns_theta_min         3.313
_diffrn_ambient_temperature      170
_diffrn_detector_area_resol_mean 5.1796
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -86.00   21.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -11.4683  -77.0000   90.0000 107

#__ type_ start__ end____ width___ exp.time_
  2 omega   -8.00   74.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       11.9371   38.0000   30.0000 82
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0068740000
_diffrn_orient_matrix_UB_12      0.0025616000
_diffrn_orient_matrix_UB_13      -0.0654313000
_diffrn_orient_matrix_UB_21      0.0128354000
_diffrn_orient_matrix_UB_22      0.0281544000
_diffrn_orient_matrix_UB_23      0.0063558000
_diffrn_orient_matrix_UB_31      0.1144423000
_diffrn_orient_matrix_UB_32      -0.0029921000
_diffrn_orient_matrix_UB_33      0.0036992000
_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                2445
_reflns_number_total             3045
_reflns_odcompleteness_completeness 99.63
_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         0.316
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         3045
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0741
_refine_ls_R_factor_gt           0.0592
_refine_ls_restrained_S_all      1.079
_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)+(0.0648P)²+0.4976P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1420
_refine_ls_wR_factor_ref         0.1526
_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), C11(H11), C12(H12),
 C15(H15), C16(H16), C18(H18), C19(H19)
2.b Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), 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 0.02907(11) 0.31705(3) 0.39099(6) 0.0302(2) Uani 1 1 d . . . . .
N1 N 0.1062(3) 0.41466(9) 0.46596(19) 0.0302(5) Uani 1 1 d . . . . .
N2 N 0.1095(4) 0.10184(9) 0.4428(2) 0.0354(6) Uani 1 1 d . . . . .
C1 C -0.3596(4) 0.36027(12) 0.2645(2) 0.0349(6) Uani 1 1 d . . . . .
H1 H -0.406559 0.326525 0.230563 0.042 Uiso 1 1 calc R . . . .
C2 C -0.4855(4) 0.40549(12) 0.2404(2) 0.0370(7) Uani 1 1 d . . . . .
H2 H -0.621604 0.402730 0.189715 0.044 Uiso 1 1 calc R . . . .
C3 C -0.4168(4) 0.45528(12) 0.2893(3) 0.0382(7) Uani 1 1 d . . . . .
H3 H -0.506611 0.485818 0.271068 0.046 Uiso 1 1 calc R . . . .
C4 C -0.2207(4) 0.46082(12) 0.3636(3) 0.0363(7) Uani 1 1 d . . . . .
H4 H -0.174307 0.494816 0.396243 0.044 Uiso 1 1 calc R . . . .
C5 C -0.0917(4) 0.41539(11) 0.3897(2) 0.0285(6) Uani 1 1 d . . . . .
C6 C -0.1616(4) 0.36543(11) 0.3398(2) 0.0281(6) Uani 1 1 d . . . . .
C7 C 0.1870(4) 0.36648(11) 0.4747(2) 0.0273(6) Uani 1 1 d . . . . .
C8 C 0.4002(4) 0.35619(11) 0.5499(2) 0.0276(6) Uani 1 1 d . . . . .
C9 C 0.5182(4) 0.40153(11) 0.5943(2) 0.0317(6) Uani 1 1 d . . . . .
H9 H 0.457371 0.436053 0.576765 0.038 Uiso 1 1 calc R . . . .
C10 C 0.7207(4) 0.39735(12) 0.6631(2) 0.0364(7) Uani 1 1 d . . . . .
H10 H 0.797640 0.428640 0.692801 0.044 Uiso 1 1 calc R . . . .
C11 C 0.8105(4) 0.34709(12) 0.6883(2) 0.0358(7) Uani 1 1 d . . . . .
H11 H 0.949861 0.343772 0.735313 0.043 Uiso 1 1 calc R . . . .
C12 C 0.6972(4) 0.30190(12) 0.6451(2) 0.0326(6) Uani 1 1 d . . . . .
H12 H 0.760807 0.267669 0.662657 0.039 Uiso 1 1 calc R . . . .
C13 C 0.4910(4) 0.30515(11) 0.5762(2) 0.0279(6) Uani 1 1 d . . . . .
C14 C 0.3825(4) 0.25368(11) 0.5357(2) 0.0278(6) Uani 1 1 d . . . . .
C15 C 0.4600(4) 0.22166(11) 0.4461(2) 0.0331(6) Uani 1 1 d . . . . .
H15 H 0.577313 0.234335 0.405654 0.040 Uiso 1 1 calc R . . . .
C16 C 0.3717(4) 0.17196(11) 0.4141(2) 0.0329(6) Uani 1 1 d . . . . .
H16 H 0.428186 0.151276 0.352064 0.039 Uiso 1 1 calc R . . . .
C17 C 0.1986(4) 0.15175(11) 0.4728(2) 0.0283(6) Uani 1 1 d . . . . .
C18 C 0.1192(4) 0.18425(11) 0.5623(2) 0.0307(6) Uani 1 1 d . . . . .
H18 H 0.000029 0.172222 0.602056 0.037 Uiso 1 1 calc R . . . .
C19 C 0.2119(4) 0.23347(11) 0.5935(2) 0.0311(6) Uani 1 1 d . . . . .
H19 H 0.157408 0.254154 0.656241 0.037 Uiso 1 1 calc R . . . .
C20 C 0.2263(5) 0.06401(12) 0.3757(3) 0.0485(8) Uani 1 1 d . . . . .
H20A H 0.237011 0.077835 0.292181 0.073 Uiso 1 1 calc GR . . . .
H20B H 0.148712 0.029710 0.369447 0.073 Uiso 1 1 calc GR . . . .
H20C H 0.372696 0.058760 0.419855 0.073 Uiso 1 1 calc GR . . . .
C21 C -0.0707(5) 0.08241(12) 0.5027(3) 0.0436(7) Uani 1 1 d . . . . .
H21A H -0.020110 0.074186 0.589832 0.065 Uiso 1 1 calc GR . . . .
H21B H -0.130059 0.049921 0.460502 0.065 Uiso 1 1 calc GR . . . .
H21C H -0.184059 0.109962 0.498387 0.065 Uiso 1 1 calc GR . . . .


_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 C6 1.731(3) . ?
S1 C7 1.755(3) . ?
N1 C5 1.391(3) . ?
N1 C7 1.301(3) . ?
N2 C17 1.385(3) . ?
N2 C20 1.442(4) . ?
N2 C21 1.445(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.378(4) . ?
C1 C6 1.392(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.396(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.378(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.396(4) . ?
C5 C6 1.406(4) . ?
C7 C8 1.486(4) . ?
C8 C9 1.400(4) . ?
C8 C13 1.407(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.381(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.386(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.379(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.400(4) . ?
C13 C14 1.490(4) . ?
C14 C15 1.390(4) . ?
C14 C19 1.390(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.382(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.408(3) . ?
C17 C18 1.402(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.380(4) . ?
C19 H19 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?

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
C6 S1 C7 89.40(13) . . ?
C7 N1 C5 111.0(2) . . ?
C17 N2 C20 119.8(2) . . ?
C17 N2 C21 120.3(2) . . ?
C20 N2 C21 118.3(2) . . ?
C2 C1 H1 120.9 . . ?
C2 C1 C6 118.1(3) . . ?
C6 C1 H1 120.9 . . ?
C1 C2 H2 119.4 . . ?
C1 C2 C3 121.2(3) . . ?
C3 C2 H2 119.4 . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 121.1(3) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.7 . . ?
C3 C4 C5 118.5(3) . . ?
C5 C4 H4 120.7 . . ?
N1 C5 C4 124.8(2) . . ?
N1 C5 C6 115.1(2) . . ?
C4 C5 C6 120.1(2) . . ?
C1 C6 S1 129.8(2) . . ?
C1 C6 C5 121.0(2) . . ?
C5 C6 S1 109.27(19) . . ?
N1 C7 S1 115.30(19) . . ?
N1 C7 C8 120.5(2) . . ?
C8 C7 S1 124.2(2) . . ?
C9 C8 C7 116.1(2) . . ?
C9 C8 C13 119.0(2) . . ?
C13 C8 C7 125.0(2) . . ?
C8 C9 H9 119.2 . . ?
C10 C9 C8 121.7(3) . . ?
C10 C9 H9 119.2 . . ?
C9 C10 H10 120.3 . . ?
C9 C10 C11 119.4(3) . . ?
C11 C10 H10 120.3 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 C10 119.9(3) . . ?
C12 C11 H11 120.0 . . ?
C11 C12 H12 119.1 . . ?
C11 C12 C13 121.7(3) . . ?
C13 C12 H12 119.1 . . ?
C8 C13 C14 124.5(2) . . ?
C12 C13 C8 118.4(3) . . ?
C12 C13 C14 117.1(2) . . ?
C15 C14 C13 121.2(2) . . ?
C19 C14 C13 121.4(2) . . ?
C19 C14 C15 117.2(3) . . ?
C14 C15 H15 119.0 . . ?
C16 C15 C14 122.1(2) . . ?
C16 C15 H15 119.0 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.5(2) . . ?
C17 C16 H16 119.7 . . ?
N2 C17 C16 121.3(2) . . ?
N2 C17 C18 121.3(2) . . ?
C18 C17 C16 117.4(3) . . ?
C17 C18 H18 119.5 . . ?
C19 C18 C17 120.9(2) . . ?
C19 C18 H18 119.5 . . ?
C14 C19 H19 119.0 . . ?
C18 C19 C14 121.9(2) . . ?
C18 C19 H19 119.0 . . ?
N2 C20 H20A 109.5 . . ?
N2 C20 H20B 109.5 . . ?
N2 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N2 C21 H21A 109.5 . . ?
N2 C21 H21B 109.5 . . ?
N2 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

_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_180124_xiamin_4
_database_code_depnum_ccdc_archive 'CCDC 1834423'
_audit_update_record             
;
2018-04-03 deposited with the CCDC.
2018-12-13 downloaded from the CCDC.
;
_audit_creation_date             2018-01-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H22 N2 S'
_chemical_formula_sum            'C27 H22 N2 S'
_chemical_formula_weight         406.52
_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.7946(7)
_cell_length_b                   7.7940(6)
_cell_length_c                   25.0193(18)
_cell_angle_alpha                90
_cell_angle_beta                 96.088(6)
_cell_angle_gamma                90
_cell_volume                     2093.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2160
_cell_measurement_temperature    180
_cell_measurement_theta_max      29.3824
_cell_measurement_theta_min      3.2237
_shelx_estimated_absorpt_T_max   0.941
_shelx_estimated_absorpt_T_min   0.922
_exptl_absorpt_coefficient_mu    0.171
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93616
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.36
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_unetI/netI     0.0526
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            8101
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.348
_diffrn_reflns_theta_min         3.230
_diffrn_ambient_temperature      180
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -44.00   60.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.4683   77.0000  120.0000 104

#__ type_ start__ end____ width___ exp.time_
  2 omega  -17.00   59.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       11.7808   77.0000   30.0000 76
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0168847000
_diffrn_orient_matrix_UB_12      -0.0079210000
_diffrn_orient_matrix_UB_13      0.0265316000
_diffrn_orient_matrix_UB_21      -0.0176172000
_diffrn_orient_matrix_UB_22      0.0876392000
_diffrn_orient_matrix_UB_23      -0.0003153000
_diffrn_orient_matrix_UB_31      -0.0614603000
_diffrn_orient_matrix_UB_32      -0.0229779000
_diffrn_orient_matrix_UB_33      -0.0104217000
_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                2919
_reflns_number_total             3809
_reflns_odcompleteness_completeness 99.59
_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         0.223
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         3809
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0425
_refine_ls_restrained_S_all      1.016
_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)+(0.0413P)²+0.4468P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0926
_refine_ls_wR_factor_ref         0.1056
_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), C11(H11), C13(H13),
 C16(H16), C17(H17), C18(H18), C19(H19), C21(H21), C22(H22), C24(H24), C25(H25)
2.b Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C27(H27A,H27B,H27C)
;
_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 0.52239(4) 0.34484(7) 0.24748(2) 0.03064(16) Uani 1 1 d . . . . .
N1 N 0.67369(14) 0.5396(2) 0.20067(6) 0.0293(4) Uani 1 1 d . . . . .
N2 N 0.32289(16) 0.0082(2) -0.11734(7) 0.0387(5) Uani 1 1 d . . . . .
C1 C 0.70627(19) 0.3600(3) 0.33649(8) 0.0336(5) Uani 1 1 d . . . . .
H1 H 0.659211 0.289524 0.357827 0.040 Uiso 1 1 calc R . . . .
C2 C 0.82103(19) 0.4247(3) 0.35647(8) 0.0364(5) Uani 1 1 d . . . . .
H2 H 0.854231 0.396680 0.392085 0.044 Uiso 1 1 calc R . . . .
C3 C 0.88882(19) 0.5300(3) 0.32552(8) 0.0381(5) Uani 1 1 d . . . . .
H3 H 0.966746 0.574376 0.340613 0.046 Uiso 1 1 calc R . . . .
C4 C 0.84549(18) 0.5711(3) 0.27360(8) 0.0359(5) Uani 1 1 d . . . . .
H4 H 0.893006 0.642227 0.252629 0.043 Uiso 1 1 calc R . . . .
C5 C 0.73001(17) 0.5064(3) 0.25211(8) 0.0284(5) Uani 1 1 d . . . . .
C6 C 0.66230(17) 0.4023(3) 0.28374(8) 0.0273(5) Uani 1 1 d . . . . .
C7 C 0.56528(17) 0.4661(2) 0.19335(7) 0.0247(4) Uani 1 1 d . . . . .
C8 C 0.47920(17) 0.4854(2) 0.14404(7) 0.0247(4) Uani 1 1 d . . . . .
C9 C 0.51959(18) 0.5697(3) 0.09994(8) 0.0285(5) Uani 1 1 d . . . . .
H9 H 0.602953 0.609850 0.101291 0.034 Uiso 1 1 calc R . . . .
C10 C 0.43765(18) 0.5946(3) 0.05412(8) 0.0308(5) Uani 1 1 d . . . . .
H10 H 0.464800 0.653072 0.024143 0.037 Uiso 1 1 calc R . . . .
C11 C 0.31611(18) 0.5347(3) 0.05177(8) 0.0300(5) Uani 1 1 d . . . . .
H11 H 0.261156 0.551546 0.019958 0.036 Uiso 1 1 calc R . . . .
C12 C 0.27356(17) 0.4505(2) 0.09533(7) 0.0254(4) Uani 1 1 d . . . . .
C13 C 0.35627(17) 0.4259(2) 0.14126(7) 0.0254(4) Uani 1 1 d . . . . .
H13 H 0.328854 0.367885 0.171251 0.031 Uiso 1 1 calc R . . . .
C14 C 0.14024(17) 0.3976(3) 0.09468(7) 0.0258(4) Uani 1 1 d . . . . .
C15 C 0.07871(17) 0.2978(2) 0.05294(7) 0.0254(4) Uani 1 1 d . . . . .
C16 C -0.04840(17) 0.2654(3) 0.05393(8) 0.0302(5) Uani 1 1 d . . . . .
H16 H -0.091052 0.198503 0.026032 0.036 Uiso 1 1 calc R . . . .
C17 C -0.11383(18) 0.3280(3) 0.09444(8) 0.0328(5) Uani 1 1 d . . . . .
H17 H -0.200587 0.306201 0.093686 0.039 Uiso 1 1 calc R . . . .
C18 C -0.05279(19) 0.4221(3) 0.13591(8) 0.0347(5) Uani 1 1 d . . . . .
H18 H -0.096758 0.463191 0.164266 0.042 Uiso 1 1 calc R . . . .
C19 C 0.07332(18) 0.4563(3) 0.13585(8) 0.0308(5) Uani 1 1 d . . . . .
H19 H 0.115091 0.521180 0.164453 0.037 Uiso 1 1 calc R . . . .
C20 C 0.14404(16) 0.2232(2) 0.00923(7) 0.0260(4) Uani 1 1 d . . . . .
C21 C 0.25433(17) 0.1304(3) 0.01888(8) 0.0289(5) Uani 1 1 d . . . . .
H21 H 0.290422 0.115715 0.054898 0.035 Uiso 1 1 calc R . . . .
C22 C 0.31270(18) 0.0591(3) -0.02209(8) 0.0311(5) Uani 1 1 d . . . . .
H22 H 0.387429 -0.004177 -0.013683 0.037 Uiso 1 1 calc R . . . .
C23 C 0.26402(18) 0.0782(3) -0.07613(8) 0.0295(5) Uani 1 1 d . . . . .
C24 C 0.15340(18) 0.1712(3) -0.08589(8) 0.0310(5) Uani 1 1 d . . . . .
H24 H 0.117479 0.187400 -0.121866 0.037 Uiso 1 1 calc R . . . .
C25 C 0.09518(17) 0.2403(3) -0.04428(7) 0.0290(5) Uani 1 1 d . . . . .
H25 H 0.019360 0.301355 -0.052423 0.035 Uiso 1 1 calc R . . . .
C26 C 0.44384(19) -0.0679(3) -0.10615(9) 0.0418(6) Uani 1 1 d . . . . .
H26A H 0.437188 -0.172963 -0.085143 0.063 Uiso 1 1 calc GR . . . .
H26B H 0.499754 0.013103 -0.085630 0.063 Uiso 1 1 calc GR . . . .
H26C H 0.477220 -0.095724 -0.140034 0.063 Uiso 1 1 calc GR . . . .
C27 C 0.2653(2) 0.0118(3) -0.17190(8) 0.0428(6) Uani 1 1 d . . . . .
H27A H 0.259026 0.130753 -0.184577 0.064 Uiso 1 1 calc GR . . . .
H27B H 0.181722 -0.038393 -0.173450 0.064 Uiso 1 1 calc GR . . . .
H27C H 0.315818 -0.054571 -0.194816 0.064 Uiso 1 1 calc GR . . . .


_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 C6 1.7361(19) . ?
S1 C7 1.753(2) . ?
N1 C5 1.388(2) . ?
N1 C7 1.298(2) . ?
N2 C23 1.380(3) . ?
N2 C26 1.434(3) . ?
N2 C27 1.439(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.381(3) . ?
C1 C6 1.394(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.389(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.371(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.398(3) . ?
C5 C6 1.393(3) . ?
C7 C8 1.471(2) . ?
C8 C9 1.393(3) . ?
C8 C13 1.400(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.386(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.388(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.391(3) . ?
C12 C13 1.392(2) . ?
C12 C14 1.495(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.411(3) . ?
C14 C19 1.396(3) . ?
C15 C16 1.398(3) . ?
C15 C20 1.481(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.384(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.380(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.387(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.392(3) . ?
C20 C25 1.392(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.376(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.405(3) . ?
C23 C24 1.396(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.381(3) . ?
C25 H25 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?

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
C6 S1 C7 88.75(9) . . ?
C7 N1 C5 110.37(16) . . ?
C23 N2 C26 119.96(17) . . ?
C23 N2 C27 120.95(17) . . ?
C26 N2 C27 119.09(18) . . ?
C2 C1 H1 121.3 . . ?
C2 C1 C6 117.3(2) . . ?
C6 C1 H1 121.3 . . ?
C1 C2 H2 119.4 . . ?
C1 C2 C3 121.29(19) . . ?
C3 C2 H2 119.4 . . ?
C2 C3 H3 119.4 . . ?
C4 C3 C2 121.29(19) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 120.6 . . ?
C3 C4 C5 118.7(2) . . ?
C5 C4 H4 120.6 . . ?
N1 C5 C4 125.03(19) . . ?
N1 C5 C6 115.51(16) . . ?
C6 C5 C4 119.45(18) . . ?
C1 C6 S1 128.59(16) . . ?
C5 C6 S1 109.46(14) . . ?
C5 C6 C1 121.94(18) . . ?
N1 C7 S1 115.90(14) . . ?
N1 C7 C8 123.56(17) . . ?
C8 C7 S1 120.51(14) . . ?
C9 C8 C7 119.29(17) . . ?
C9 C8 C13 119.42(17) . . ?
C13 C8 C7 121.25(17) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 C8 119.70(18) . . ?
C10 C9 H9 120.1 . . ?
C9 C10 H10 119.8 . . ?
C9 C10 C11 120.36(18) . . ?
C11 C10 H10 119.8 . . ?
C10 C11 H11 119.5 . . ?
C10 C11 C12 120.98(17) . . ?
C12 C11 H11 119.5 . . ?
C11 C12 C13 118.39(17) . . ?
C11 C12 C14 121.26(16) . . ?
C13 C12 C14 120.23(17) . . ?
C8 C13 H13 119.4 . . ?
C12 C13 C8 121.14(18) . . ?
C12 C13 H13 119.4 . . ?
C15 C14 C12 122.48(17) . . ?
C19 C14 C12 118.31(17) . . ?
C19 C14 C15 119.15(17) . . ?
C14 C15 C20 122.63(17) . . ?
C16 C15 C14 118.20(18) . . ?
C16 C15 C20 119.15(17) . . ?
C15 C16 H16 119.1 . . ?
C17 C16 C15 121.82(18) . . ?
C17 C16 H16 119.1 . . ?
C16 C17 H17 120.1 . . ?
C18 C17 C16 119.87(19) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 120.3 . . ?
C17 C18 C19 119.5(2) . . ?
C19 C18 H18 120.3 . . ?
C14 C19 H19 119.3 . . ?
C18 C19 C14 121.48(19) . . ?
C18 C19 H19 119.3 . . ?
C21 C20 C15 122.77(17) . . ?
C21 C20 C25 116.49(18) . . ?
C25 C20 C15 120.73(17) . . ?
C20 C21 H21 119.0 . . ?
C22 C21 C20 122.10(18) . . ?
C22 C21 H21 119.0 . . ?
C21 C22 H22 119.3 . . ?
C21 C22 C23 121.34(18) . . ?
C23 C22 H22 119.3 . . ?
N2 C23 C22 121.50(18) . . ?
N2 C23 C24 121.85(18) . . ?
C24 C23 C22 116.65(18) . . ?
C23 C24 H24 119.3 . . ?
C25 C24 C23 121.31(18) . . ?
C25 C24 H24 119.3 . . ?
C20 C25 H25 118.9 . . ?
C24 C25 C20 122.10(18) . . ?
C24 C25 H25 118.9 . . ?
N2 C26 H26A 109.5 . . ?
N2 C26 H26B 109.5 . . ?
N2 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N2 C27 H27A 109.5 . . ?
N2 C27 H27B 109.5 . . ?
N2 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_180102_xiamin180102
_database_code_depnum_ccdc_archive 'CCDC 1834425'
_audit_update_record             
;
2018-04-03 deposited with the CCDC.
2018-12-13 downloaded from the CCDC.
;
_audit_creation_date             2018-01-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H22 N2 S'
_chemical_formula_sum            'C27 H22 N2 S'
_chemical_formula_weight         406.52
_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      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                   7.3980(10)
_cell_length_b                   14.3691(15)
_cell_length_c                   20.4895(16)
_cell_angle_alpha                90
_cell_angle_beta                 91.329(8)
_cell_angle_gamma                90
_cell_volume                     2177.5(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1371
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.3316
_cell_measurement_theta_min      2.9986
_shelx_estimated_absorpt_T_max   0.963
_shelx_estimated_absorpt_T_min   0.924
_exptl_absorpt_coefficient_mu    0.164
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64136
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.240
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.23
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0547
_diffrn_reflns_av_unetI/netI     0.0753
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            8274
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.347
_diffrn_reflns_theta_min         3.005
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -89.00   13.00   1.0000   90.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.4683  -77.0000  -60.0000 102

#__ type_ start__ end____ width___ exp.time_
  2 omega  -66.00    6.00   1.0000   90.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.4683  121.0000   24.0000 72
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0300321000
_diffrn_orient_matrix_UB_12      -0.0467748000
_diffrn_orient_matrix_UB_13      -0.0022401000
_diffrn_orient_matrix_UB_21      0.0897092000
_diffrn_orient_matrix_UB_22      -0.0146595000
_diffrn_orient_matrix_UB_23      -0.0059417000
_diffrn_orient_matrix_UB_31      0.0159126000
_diffrn_orient_matrix_UB_32      -0.0056093000
_diffrn_orient_matrix_UB_33      0.0340471000
_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                2040
_reflns_number_total             3970
_reflns_odcompleteness_completeness 99.57
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.174
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         3970
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1287
_refine_ls_R_factor_gt           0.0641
_refine_ls_restrained_S_all      1.005
_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)+(0.0726P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1472
_refine_ls_wR_factor_ref         0.1843
_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), C11(H11), C12(H12),
 C15(H15), C16(H16), C17(H17), C18(H18), C21(H21), C22(H22), C24(H24), C25(H25)
2.b Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C27(H27A,H27B,H27C)
;
_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 0.32921(13) 0.26106(7) 0.31758(5) 0.0760(4) Uani 1 1 d . . . . .
N1 N 0.5910(4) 0.14803(19) 0.34919(13) 0.0710(8) Uani 1 1 d . . . . .
N2 N 1.0211(5) 0.2742(4) 0.55766(18) 0.1392(17) Uani 1 1 d . . . . .
C1 C 0.4250(8) 0.0339(3) 0.41624(19) 0.1004(15) Uani 1 1 d . . . . .
H1 H 0.527757 -0.001403 0.425505 0.120 Uiso 1 1 calc R . . . .
C2 C 0.2562(9) 0.0083(4) 0.4404(2) 0.1136(17) Uani 1 1 d . . . . .
H2 H 0.246932 -0.043904 0.466935 0.136 Uiso 1 1 calc R . . . .
C3 C 0.1060(9) 0.0593(4) 0.4254(2) 0.1127(17) Uani 1 1 d . . . . .
H3 H -0.005051 0.039197 0.440434 0.135 Uiso 1 1 calc R . . . .
C4 C 0.1119(7) 0.1396(3) 0.38881(19) 0.0975(13) Uani 1 1 d . . . . .
H4 H 0.008067 0.174556 0.380745 0.117 Uiso 1 1 calc R . . . .
C5 C 0.2771(6) 0.1669(3) 0.36424(17) 0.0732(10) Uani 1 1 d . . . . .
C6 C 0.4342(6) 0.1138(3) 0.37795(16) 0.0762(11) Uani 1 1 d . . . . .
C7 C 0.5537(5) 0.2246(2) 0.31666(14) 0.0568(8) Uani 1 1 d . . . . .
C8 C 0.6921(5) 0.2726(2) 0.27869(14) 0.0554(8) Uani 1 1 d . . . . .
C9 C 0.8244(5) 0.2198(2) 0.24906(16) 0.0672(9) Uani 1 1 d . . . . .
H9 H 0.824175 0.155675 0.255121 0.081 Uiso 1 1 calc R . . . .
C10 C 0.9543(5) 0.2581(3) 0.21150(17) 0.0775(11) Uani 1 1 d . . . . .
H10 H 1.040793 0.220624 0.192401 0.093 Uiso 1 1 calc R . . . .
C11 C 0.9563(5) 0.3535(3) 0.20201(17) 0.0806(11) Uani 1 1 d . . . . .
H11 H 1.044550 0.380614 0.176565 0.097 Uiso 1 1 calc R . . . .
C12 C 0.8271(5) 0.4080(3) 0.23045(17) 0.0720(10) Uani 1 1 d . . . . .
H12 H 0.828256 0.471973 0.223448 0.086 Uiso 1 1 calc R . . . .
C13 C 0.6948(5) 0.3698(2) 0.26942(14) 0.0580(9) Uani 1 1 d . . . . .
C14 C 0.5593(5) 0.4319(2) 0.29953(14) 0.0557(8) Uani 1 1 d . . . . .
C15 C 0.4333(5) 0.4771(2) 0.25893(17) 0.0681(10) Uani 1 1 d . . . . .
H15 H 0.443387 0.472296 0.213894 0.082 Uiso 1 1 calc R . . . .
C16 C 0.2936(5) 0.5288(2) 0.28430(19) 0.0766(11) Uani 1 1 d . . . . .
H16 H 0.209367 0.557548 0.256551 0.092 Uiso 1 1 calc R . . . .
C17 C 0.2802(5) 0.5375(2) 0.3512(2) 0.0794(11) Uani 1 1 d . . . . .
H17 H 0.185813 0.571343 0.368694 0.095 Uiso 1 1 calc R . . . .
C18 C 0.4077(5) 0.4956(2) 0.39194(17) 0.0720(10) Uani 1 1 d . . . . .
H18 H 0.399246 0.502917 0.436864 0.086 Uiso 1 1 calc R . . . .
C19 C 0.5486(5) 0.4429(2) 0.36727(15) 0.0591(8) Uani 1 1 d . . . . .
C20 C 0.6752(5) 0.3960(2) 0.41473(14) 0.0599(9) Uani 1 1 d . . . . .
C21 C 0.6114(5) 0.3405(2) 0.46321(15) 0.0642(9) Uani 1 1 d . . . . .
H21 H 0.487471 0.330555 0.465307 0.077 Uiso 1 1 calc R . . . .
C22 C 0.7233(5) 0.2988(3) 0.50894(16) 0.0744(10) Uani 1 1 d . . . . .
H22 H 0.673759 0.260290 0.540354 0.089 Uiso 1 1 calc R . . . .
C23 C 0.9073(6) 0.3129(3) 0.50913(17) 0.0857(12) Uani 1 1 d . . . . .
C24 C 0.9732(6) 0.3661(4) 0.45990(19) 0.1089(16) Uani 1 1 d . . . . .
H24 H 1.097529 0.374987 0.458068 0.131 Uiso 1 1 calc R . . . .
C25 C 0.8649(5) 0.4070(3) 0.41318(16) 0.0854(12) Uani 1 1 d . . . . .
H25 H 0.916145 0.442183 0.380294 0.102 Uiso 1 1 calc R . . . .
C26 C 1.2102(7) 0.2856(6) 0.5530(3) 0.220(4) Uani 1 1 d . . . . .
H26A H 1.246709 0.268722 0.509899 0.330 Uiso 1 1 calc GR . . . .
H26B H 1.270751 0.246475 0.584500 0.330 Uiso 1 1 calc GR . . . .
H26C H 1.241457 0.349447 0.561289 0.330 Uiso 1 1 calc GR . . . .
C27 C 0.9564(7) 0.2212(3) 0.6091(2) 0.1119(16) Uani 1 1 d . . . . .
H27A H 0.858528 0.253543 0.629096 0.168 Uiso 1 1 calc GR . . . .
H27B H 1.051945 0.211335 0.640884 0.168 Uiso 1 1 calc GR . . . .
H27C H 0.914301 0.162252 0.592822 0.168 Uiso 1 1 calc GR . . . .


_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 C5 1.706(4) . ?
S1 C7 1.742(4) . ?
N1 C6 1.402(5) . ?
N1 C7 1.312(4) . ?
N2 C23 1.402(5) . ?
N2 C26 1.414(6) . ?
N2 C27 1.394(6) . ?
C1 H1 0.9300 . ?
C1 C2 1.403(6) . ?
C1 C6 1.393(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.360(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.376(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.389(5) . ?
C5 C6 1.413(5) . ?
C7 C8 1.472(5) . ?
C8 C9 1.389(5) . ?
C8 C13 1.410(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.362(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.385(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.376(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.390(4) . ?
C13 C14 1.486(4) . ?
C14 C15 1.395(4) . ?
C14 C19 1.401(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.385(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.381(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.383(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.393(5) . ?
C19 C20 1.495(4) . ?
C20 C21 1.366(4) . ?
C20 C25 1.413(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.373(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.377(5) . ?
C23 C24 1.365(6) . ?
C24 H24 0.9300 . ?
C24 C25 1.367(5) . ?
C25 H25 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?

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
C5 S1 C7 89.74(18) . . ?
C7 N1 C6 110.0(3) . . ?
C23 N2 C26 119.0(4) . . ?
C27 N2 C23 122.8(4) . . ?
C27 N2 C26 118.2(4) . . ?
C2 C1 H1 121.0 . . ?
C6 C1 H1 121.0 . . ?
C6 C1 C2 118.1(5) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.5(5) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 118.7 . . ?
C2 C3 C4 122.5(5) . . ?
C4 C3 H3 118.7 . . ?
C3 C4 H4 120.9 . . ?
C3 C4 C5 118.3(5) . . ?
C5 C4 H4 120.9 . . ?
C4 C5 S1 129.8(4) . . ?
C4 C5 C6 120.1(4) . . ?
C6 C5 S1 110.1(3) . . ?
N1 C6 C5 114.3(3) . . ?
C1 C6 N1 125.3(4) . . ?
C1 C6 C5 120.4(4) . . ?
N1 C7 S1 115.8(3) . . ?
N1 C7 C8 121.4(3) . . ?
C8 C7 S1 122.7(2) . . ?
C9 C8 C7 118.7(3) . . ?
C9 C8 C13 118.0(3) . . ?
C13 C8 C7 123.2(3) . . ?
C8 C9 H9 118.7 . . ?
C10 C9 C8 122.7(3) . . ?
C10 C9 H9 118.7 . . ?
C9 C10 H10 120.3 . . ?
C9 C10 C11 119.3(4) . . ?
C11 C10 H10 120.3 . . ?
C10 C11 H11 120.2 . . ?
C12 C11 C10 119.6(4) . . ?
C12 C11 H11 120.2 . . ?
C11 C12 H12 119.2 . . ?
C11 C12 C13 121.6(3) . . ?
C13 C12 H12 119.2 . . ?
C8 C13 C14 121.8(3) . . ?
C12 C13 C8 118.7(3) . . ?
C12 C13 C14 119.4(3) . . ?
C15 C14 C13 118.6(3) . . ?
C15 C14 C19 119.1(3) . . ?
C19 C14 C13 122.2(3) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 C14 121.4(3) . . ?
C16 C15 H15 119.3 . . ?
C15 C16 H16 120.3 . . ?
C17 C16 C15 119.5(3) . . ?
C17 C16 H16 120.3 . . ?
C16 C17 H17 120.1 . . ?
C16 C17 C18 119.8(4) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 119.2 . . ?
C17 C18 C19 121.5(3) . . ?
C19 C18 H18 119.2 . . ?
C14 C19 C20 123.0(3) . . ?
C18 C19 C14 118.7(3) . . ?
C18 C19 C20 118.2(3) . . ?
C21 C20 C19 120.9(3) . . ?
C21 C20 C25 116.2(3) . . ?
C25 C20 C19 122.8(3) . . ?
C20 C21 H21 118.7 . . ?
C20 C21 C22 122.5(3) . . ?
C22 C21 H21 118.7 . . ?
C21 C22 H22 119.4 . . ?
C21 C22 C23 121.2(4) . . ?
C23 C22 H22 119.4 . . ?
C22 C23 N2 121.4(4) . . ?
C24 C23 N2 121.8(4) . . ?
C24 C23 C22 116.8(4) . . ?
C23 C24 H24 118.5 . . ?
C23 C24 C25 123.0(4) . . ?
C25 C24 H24 118.5 . . ?
C20 C25 H25 119.9 . . ?
C24 C25 C20 120.1(3) . . ?
C24 C25 H25 119.9 . . ?
N2 C26 H26A 109.5 . . ?
N2 C26 H26B 109.5 . . ?
N2 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N2 C27 H27A 109.5 . . ?
N2 C27 H27B 109.5 . . ?
N2 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_180124_xiamin_5
_database_code_depnum_ccdc_archive 'CCDC 1834424'
_audit_update_record             
;
2018-04-03 deposited with the CCDC.
2018-12-13 downloaded from the CCDC.
;
_audit_creation_date             2018-01-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H22 N2 S'
_chemical_formula_sum            'C27 H22 N2 S'
_chemical_formula_weight         406.52
_chemical_absolute_configuration unk
_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      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                   12.2955(11)
_cell_length_b                   13.9512(11)
_cell_length_c                   12.4705(14)
_cell_angle_alpha                90
_cell_angle_beta                 102.145(9)
_cell_angle_gamma                90
_cell_volume                     2091.3(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1996
_cell_measurement_temperature    180
_cell_measurement_theta_max      29.3394
_cell_measurement_theta_min      3.3581
_shelx_estimated_absorpt_T_max   0.967
_shelx_estimated_absorpt_T_min   0.922
_exptl_absorpt_coefficient_mu    0.171
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87835
_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            'light yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0456
_diffrn_reflns_av_unetI/netI     0.0679
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            8393
_diffrn_reflns_point_group_measured_fraction_full 0.777
_diffrn_reflns_point_group_measured_fraction_max 0.777
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.349
_diffrn_reflns_theta_min         3.365
_diffrn_ambient_temperature      180
_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  -37.00   64.00   1.0000   24.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.4683   38.0000  -30.0000 101

#__ type_ start__ end____ width___ exp.time_
  2 omega  -38.00   39.00   1.0000   24.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.4683   38.0000 -120.0000 77
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0282468000
_diffrn_orient_matrix_UB_12      -0.0205229000
_diffrn_orient_matrix_UB_13      -0.0384757000
_diffrn_orient_matrix_UB_21      -0.0177205000
_diffrn_orient_matrix_UB_22      0.0385669000
_diffrn_orient_matrix_UB_23      -0.0365237000
_diffrn_orient_matrix_UB_31      0.0487170000
_diffrn_orient_matrix_UB_32      0.0260207000
_diffrn_orient_matrix_UB_33      0.0237637000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.492
_reflns_Friedel_fraction_full    0.537
_reflns_Friedel_fraction_max     0.536
_reflns_number_gt                4526
_reflns_number_total             5954
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details 
;
 Flack x determined using 1175 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.56(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     558
_refine_ls_number_reflns         5954
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0800
_refine_ls_R_factor_gt           0.0555
_refine_ls_restrained_S_all      1.045
_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)+(0.0683P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1288
_refine_ls_wR_factor_ref         0.1520
_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. Uiso/Uaniso restraints and constraints
Uanis(N3) = Uanis(N3A)
3. Others
 Sof(S2A)=Sof(N3A)=1-FVAR(1)
 Sof(S2)=Sof(N3)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C24(H24), C12(H12), C21(H21), C22(H22), C9(H9), C25(H25), C39(H39),
 C37(H37), C16(H16), C48(H48), C13(H13), C36(H36), C19(H19), C18(H18), C49(H49),
  C2(H2), C45(H45), C3(H3), C1(H1), C51(H51), C44(H44), C17(H17), C43(H43),
 C46(H46), C40(H40), C52(H52), C4(H4), C30(H30), C29(H29), C31(H31), C28(H28)
4.b Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C53(H53A,H53B,H53C), C54(H54A,H54B,
 H54C)
;
_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 1.18530(11) 0.18350(12) 0.74683(12) 0.0498(4) Uani 1 1 d . . . . .
S2 S 0.7478(2) 0.30018(17) 0.83441(18) 0.0486(9) Uani 0.776(9) 1 d . . P A 1
N1 N 1.1088(4) 0.2593(4) 0.9057(4) 0.0507(13) Uani 1 1 d . . . . .
N3 N 0.5777(7) 0.2298(7) 0.8914(8) 0.043(2) Uani 0.776(9) 1 d . . P A 1
C38 C 0.3748(4) 0.4743(3) 0.6175(4) 0.0338(12) Uani 1 1 d . . . . .
N4 N 0.6165(4) 0.8647(4) 0.8170(4) 0.0578(14) Uani 1 1 d . . . . .
N2 N 1.0982(4) 0.8528(4) 0.8220(4) 0.0542(14) Uani 1 1 d . . . . .
C10 C 0.9468(4) 0.3907(4) 0.5470(4) 0.0393(13) Uani 1 1 d . . . . .
H10 H 0.938888 0.386252 0.469703 0.047 Uiso 1 1 calc R . . . .
C24 C 0.9088(4) 0.8011(4) 0.7476(4) 0.0403(13) Uani 1 1 d . . . . .
H24 H 0.881487 0.844932 0.793951 0.048 Uiso 1 1 calc R . . . .
C8 C 1.0303(4) 0.3338(4) 0.7277(4) 0.0374(12) Uani 1 1 d . . . . .
C15 C 0.7852(4) 0.6185(4) 0.5327(5) 0.0386(13) Uani 1 1 d . . . . .
C11 C 0.8849(4) 0.4600(4) 0.5912(4) 0.0353(12) Uani 1 1 d . . . . .
C23 C 1.0234(4) 0.7963(4) 0.7527(5) 0.0416(13) Uani 1 1 d . . . . .
C14 C 0.7984(4) 0.5184(4) 0.5188(4) 0.0384(13) Uani 1 1 d . . . . .
C20 C 0.8684(4) 0.6768(4) 0.6102(4) 0.0353(11) Uani 1 1 d . . . . .
C34 C 0.6035(4) 0.2926(4) 0.8320(4) 0.0395(13) Uani 1 1 d . . . . .
C12 C 0.9011(4) 0.4652(4) 0.7048(5) 0.0425(13) Uani 1 1 d . . . . .
H12 H 0.861971 0.512400 0.736713 0.051 Uiso 1 1 calc R . . . .
C21 C 0.9831(4) 0.6701(4) 0.6140(4) 0.0385(12) Uani 1 1 d . . . . .
H21 H 1.009392 0.625041 0.568255 0.046 Uiso 1 1 calc R . . . .
C22 C 1.0584(4) 0.7276(4) 0.6829(4) 0.0396(13) Uani 1 1 d . . . . .
H22 H 1.135452 0.721127 0.683746 0.048 Uiso 1 1 calc R . . . .
C9 C 1.0188(4) 0.3291(4) 0.6144(4) 0.0397(13) Uani 1 1 d . . . . .
H9 H 1.060416 0.283454 0.583209 0.048 Uiso 1 1 calc R . . . .
C41 C 0.2934(4) 0.5318(4) 0.5359(4) 0.0403(13) Uani 1 1 d . . . . .
C25 C 0.8344(4) 0.7442(4) 0.6774(5) 0.0406(13) Uani 1 1 d . . . . .
H25 H 0.757144 0.751464 0.675176 0.049 Uiso 1 1 calc R . . . .
C39 C 0.3383(4) 0.4118(4) 0.6891(4) 0.0390(13) Uani 1 1 d . . . . .
H39 H 0.261177 0.408545 0.689363 0.047 Uiso 1 1 calc R . . . .
C35 C 0.5263(4) 0.3563(4) 0.7593(4) 0.0367(12) Uani 1 1 d . . . . .
C7 C 1.1027(4) 0.2655(4) 0.7999(4) 0.0372(12) Uani 1 1 d . . . . .
C37 C 0.4885(4) 0.4790(4) 0.6188(4) 0.0387(13) Uani 1 1 d . . . . .
H37 H 0.515268 0.523024 0.572250 0.046 Uiso 1 1 calc R . . . .
C16 C 0.6933(4) 0.6639(4) 0.4694(4) 0.0419(14) Uani 1 1 d . . . . .
H16 H 0.682236 0.730219 0.480395 0.050 Uiso 1 1 calc R . . . .
C48 C 0.4010(4) 0.6840(4) 0.7085(4) 0.0400(12) Uani 1 1 d . . . . .
H48 H 0.356801 0.638839 0.737136 0.048 Uiso 1 1 calc R . . . .
C6 C 1.2366(4) 0.1416(4) 0.8789(4) 0.0391(13) Uani 1 1 d . . . . .
C13 C 0.9723(4) 0.4037(4) 0.7725(5) 0.0405(13) Uani 1 1 d . . . . .
H13 H 0.981750 0.409131 0.849869 0.049 Uiso 1 1 calc R . . . .
C36 C 0.5631(4) 0.4193(4) 0.6881(4) 0.0376(13) Uani 1 1 d . . . . .
H36 H 0.639983 0.421785 0.686592 0.045 Uiso 1 1 calc R . . . .
C47 C 0.3902(4) 0.6897(4) 0.5957(4) 0.0378(12) Uani 1 1 d . . . . .
C19 C 0.7223(4) 0.4717(4) 0.4369(5) 0.0438(14) Uani 1 1 d . . . . .
H19 H 0.732002 0.405322 0.425004 0.053 Uiso 1 1 calc R . . . .
C50 C 0.5402(4) 0.8092(4) 0.7427(5) 0.0419(13) Uani 1 1 d . . . . .
C42 C 0.3071(4) 0.6298(4) 0.5194(5) 0.0403(13) Uani 1 1 d . . . . .
C18 C 0.6334(4) 0.5186(5) 0.3728(5) 0.0490(15) Uani 1 1 d . . . . .
H18 H 0.583567 0.484971 0.316804 0.059 Uiso 1 1 calc R . . . .
C49 C 0.4731(4) 0.7411(4) 0.7808(5) 0.0453(14) Uani 1 1 d . . . . .
H49 H 0.477600 0.734322 0.857407 0.054 Uiso 1 1 calc R . . . .
C2 C 1.3458(4) 0.0521(5) 1.0262(5) 0.0507(16) Uani 1 1 d . . . . .
H2 H 1.402647 0.006811 1.053364 0.061 Uiso 1 1 calc R . . . .
C45 C 0.1305(5) 0.5296(5) 0.3873(5) 0.0511(16) Uani 1 1 d . . . . .
H45 H 0.069185 0.495940 0.344671 0.061 Uiso 1 1 calc R . . . .
C3 C 1.2905(5) 0.0962(5) 1.0975(5) 0.0567(17) Uani 1 1 d . . . . .
H3 H 1.308328 0.079335 1.172979 0.068 Uiso 1 1 calc R . . . .
C1 C 1.3197(4) 0.0731(5) 0.9147(5) 0.0523(15) Uani 1 1 d . . . . .
H1 H 1.356816 0.042118 0.864761 0.063 Uiso 1 1 calc R . . . .
C5 C 1.1843(4) 0.1873(4) 0.9513(5) 0.0451(13) Uani 1 1 d . . . . .
C51 C 0.5295(4) 0.8166(4) 0.6296(5) 0.0467(14) Uani 1 1 d . . . . .
H51 H 0.573303 0.862020 0.600819 0.056 Uiso 1 1 calc R . . . .
C44 C 0.1485(5) 0.6247(5) 0.3672(5) 0.0555(17) Uani 1 1 d . . . . .
H44 H 0.101170 0.656078 0.307586 0.067 Uiso 1 1 calc R . . . .
C17 C 0.6172(4) 0.6148(5) 0.3904(5) 0.0470(15) Uani 1 1 d . . . . .
H17 H 0.554347 0.647252 0.348666 0.056 Uiso 1 1 calc R . . . .
C43 C 0.2347(4) 0.6754(5) 0.4326(5) 0.0497(15) Uani 1 1 d . . . . .
H43 H 0.244707 0.741390 0.418496 0.060 Uiso 1 1 calc R . . . .
C46 C 0.2039(4) 0.4843(4) 0.4712(5) 0.0443(14) Uani 1 1 d . . . . .
H46 H 0.192699 0.418433 0.485123 0.053 Uiso 1 1 calc R . . . .
C40 C 0.4121(4) 0.3540(4) 0.7602(5) 0.0434(14) Uani 1 1 d . . . . .
H40 H 0.385515 0.312706 0.809598 0.052 Uiso 1 1 calc R . . . .
C52 C 0.4555(4) 0.7585(4) 0.5581(5) 0.0441(14) Uani 1 1 d . . . . .
H52 H 0.449296 0.765904 0.481339 0.053 Uiso 1 1 calc R . . . .
C32 C 0.6677(4) 0.1770(5) 0.9539(5) 0.0488(14) Uani 1 1 d . . . . .
C26 C 1.2175(4) 0.8396(4) 0.8313(5) 0.0514(16) Uani 1 1 d . . . . .
H26A H 1.235803 0.771355 0.840406 0.077 Uiso 1 1 calc GR . . . .
H26B H 1.258149 0.875260 0.894965 0.077 Uiso 1 1 calc GR . . . .
H26C H 1.238784 0.863512 0.764665 0.077 Uiso 1 1 calc GR . . . .
C4 C 1.2099(5) 0.1639(5) 1.0622(5) 0.0620(17) Uani 1 1 d . . . . .
H4 H 1.172572 0.194203 1.112441 0.074 Uiso 1 1 calc R . . . .
C27 C 1.0611(5) 0.9158(5) 0.8990(5) 0.0553(16) Uani 1 1 d . . . . .
H27A H 1.010431 0.963956 0.858810 0.083 Uiso 1 1 calc GR . . . .
H27B H 1.125534 0.947771 0.944583 0.083 Uiso 1 1 calc GR . . . .
H27C H 1.022251 0.878283 0.945833 0.083 Uiso 1 1 calc GR . . . .
C30 C 0.7703(7) 0.0663(5) 1.0820(6) 0.0681(19) Uani 1 1 d . . . . .
H30 H 0.772102 0.018411 1.136516 0.082 Uiso 1 1 calc R . . . .
C29 C 0.8671(6) 0.0957(6) 1.0557(7) 0.076(2) Uani 1 1 d . . . . .
H29 H 0.934990 0.065899 1.089945 0.091 Uiso 1 1 calc R . . . .
C33 C 0.7667(5) 0.2081(4) 0.9274(5) 0.0522(15) Uani 1 1 d . . . . .
C53 C 0.6084(5) 0.8655(5) 0.9366(6) 0.069(2) Uani 1 1 d . . . . .
H53A H 0.537979 0.895045 0.943615 0.103 Uiso 1 1 calc GR . . . .
H53B H 0.670580 0.902274 0.979291 0.103 Uiso 1 1 calc GR . . . .
H53C H 0.611481 0.799518 0.964154 0.103 Uiso 1 1 calc GR . . . .
C31 C 0.6705(6) 0.1049(5) 1.0309(6) 0.0618(18) Uani 1 1 d . . . . .
H31 H 0.603355 0.082425 1.048226 0.074 Uiso 1 1 calc R . . . .
C28 C 0.8685(5) 0.1689(6) 0.9794(6) 0.073(2) Uani 1 1 d . . . . .
H28 H 0.936433 0.191071 0.963503 0.088 Uiso 1 1 calc R . . . .
C54 C 0.6665(5) 0.9480(5) 0.7799(6) 0.067(2) Uani 1 1 d . . . . .
H54A H 0.697291 0.931256 0.715917 0.101 Uiso 1 1 calc GR . . . .
H54B H 0.726300 0.971535 0.838793 0.101 Uiso 1 1 calc GR . . . .
H54C H 0.610137 0.998175 0.759533 0.101 Uiso 1 1 calc GR . . . .
S2A S 0.5347(11) 0.2083(8) 0.9126(9) 0.060(4) Uani 0.224(9) 1 d . . P A 2
N3A N 0.699(3) 0.2839(19) 0.843(2) 0.043(2) Uani 0.224(9) 1 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 C7 1.750(5) . ?
S1 C6 1.736(6) . ?
S2 C34 1.771(5) . ?
S2 C33 1.714(6) . ?
N1 C7 1.308(7) . ?
N1 C5 1.405(7) . ?
N3 C34 1.232(11) . ?
N3 C32 1.419(10) . ?
C38 C41 1.501(7) . ?
C38 C39 1.388(7) . ?
C38 C37 1.397(7) . ?
N4 C50 1.404(7) . ?
N4 C53 1.516(9) . ?
N4 C54 1.437(8) . ?
N2 C23 1.371(7) . ?
N2 C26 1.459(6) . ?
N2 C27 1.445(8) . ?
C10 H10 0.9500 . ?
C10 C11 1.413(8) . ?
C10 C9 1.384(7) . ?
C24 H24 0.9500 . ?
C24 C23 1.398(7) . ?
C24 C25 1.377(7) . ?
C8 C9 1.392(7) . ?
C8 C7 1.474(7) . ?
C8 C13 1.394(7) . ?
C15 C14 1.422(8) . ?
C15 C20 1.491(7) . ?
C15 C16 1.387(7) . ?
C11 C14 1.485(7) . ?
C11 C12 1.391(7) . ?
C23 C22 1.420(8) . ?
C14 C19 1.393(7) . ?
C20 C21 1.404(7) . ?
C20 C25 1.381(8) . ?
C34 C35 1.466(7) . ?
C34 S2A 1.862(13) . ?
C34 N3A 1.16(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.380(7) . ?
C21 H21 0.9500 . ?
C21 C22 1.380(7) . ?
C22 H22 0.9500 . ?
C9 H9 0.9500 . ?
C41 C42 1.398(8) . ?
C41 C46 1.389(8) . ?
C25 H25 0.9500 . ?
C39 H39 0.9500 . ?
C39 C40 1.386(7) . ?
C35 C36 1.391(7) . ?
C35 C40 1.407(7) . ?
C37 H37 0.9500 . ?
C37 C36 1.395(7) . ?
C16 H16 0.9500 . ?
C16 C17 1.388(8) . ?
C48 H48 0.9500 . ?
C48 C47 1.387(7) . ?
C48 C49 1.377(7) . ?
C6 C1 1.402(8) . ?
C6 C5 1.371(8) . ?
C13 H13 0.9500 . ?
C36 H36 0.9500 . ?
C47 C42 1.496(7) . ?
C47 C52 1.393(8) . ?
C19 H19 0.9500 . ?
C19 C18 1.376(8) . ?
C50 C49 1.405(8) . ?
C50 C51 1.392(8) . ?
C42 C43 1.400(8) . ?
C18 H18 0.9500 . ?
C18 C17 1.382(8) . ?
C49 H49 0.9500 . ?
C2 H2 0.9500 . ?
C2 C3 1.373(9) . ?
C2 C1 1.390(8) . ?
C45 H45 0.9500 . ?
C45 C44 1.377(9) . ?
C45 C46 1.382(8) . ?
C3 H3 0.9500 . ?
C3 C4 1.373(8) . ?
C1 H1 0.9500 . ?
C5 C4 1.391(8) . ?
C51 H51 0.9500 . ?
C51 C52 1.393(8) . ?
C44 H44 0.9500 . ?
C44 C43 1.388(8) . ?
C17 H17 0.9500 . ?
C43 H43 0.9500 . ?
C46 H46 0.9500 . ?
C40 H40 0.9500 . ?
C52 H52 0.9500 . ?
C32 C33 1.395(8) . ?
C32 C31 1.385(9) . ?
C32 S2A 1.666(14) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C4 H4 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C30 H30 0.9500 . ?
C30 C29 1.362(10) . ?
C30 C31 1.368(9) . ?
C29 H29 0.9500 . ?
C29 C28 1.398(11) . ?
C33 C28 1.395(9) . ?
C33 N3A 1.59(3) . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C31 H31 0.9500 . ?
C28 H28 0.9500 . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?

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
C6 S1 C7 89.2(3) . . ?
C33 S2 C34 87.7(3) . . ?
C7 N1 C5 110.4(5) . . ?
C34 N3 C32 115.4(7) . . ?
C39 C38 C41 120.8(4) . . ?
C39 C38 C37 118.7(5) . . ?
C37 C38 C41 120.4(5) . . ?
C50 N4 C53 118.7(5) . . ?
C50 N4 C54 120.4(5) . . ?
C54 N4 C53 115.6(5) . . ?
C23 N2 C26 120.6(5) . . ?
C23 N2 C27 120.3(5) . . ?
C27 N2 C26 118.5(5) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C9 C10 C11 121.1(5) . . ?
C23 C24 H24 119.0 . . ?
C25 C24 H24 119.0 . . ?
C25 C24 C23 122.0(5) . . ?
C9 C8 C7 120.6(5) . . ?
C9 C8 C13 119.2(5) . . ?
C13 C8 C7 120.1(5) . . ?
C14 C15 C20 122.3(5) . . ?
C16 C15 C14 118.6(5) . . ?
C16 C15 C20 119.1(5) . . ?
C10 C11 C14 120.9(5) . . ?
C12 C11 C10 117.4(5) . . ?
C12 C11 C14 121.4(5) . . ?
N2 C23 C24 122.5(5) . . ?
N2 C23 C22 121.6(5) . . ?
C24 C23 C22 115.9(5) . . ?
C15 C14 C11 123.3(5) . . ?
C19 C14 C15 118.2(5) . . ?
C19 C14 C11 118.3(5) . . ?
C21 C20 C15 122.2(5) . . ?
C25 C20 C15 120.7(4) . . ?
C25 C20 C21 117.0(5) . . ?
N3 C34 S2 114.6(5) . . ?
N3 C34 C35 126.0(5) . . ?
C35 C34 S2 119.3(4) . . ?
C35 C34 S2A 114.1(5) . . ?
N3A C34 C35 130.3(14) . . ?
N3A C34 S2A 115.5(14) . . ?
C11 C12 H12 119.1 . . ?
C13 C12 C11 121.8(5) . . ?
C13 C12 H12 119.1 . . ?
C20 C21 H21 119.4 . . ?
C22 C21 C20 121.3(5) . . ?
C22 C21 H21 119.4 . . ?
C23 C22 H22 119.2 . . ?
C21 C22 C23 121.6(5) . . ?
C21 C22 H22 119.2 . . ?
C10 C9 C8 120.2(5) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C42 C41 C38 122.6(5) . . ?
C46 C41 C38 118.2(5) . . ?
C46 C41 C42 119.2(5) . . ?
C24 C25 C20 122.2(5) . . ?
C24 C25 H25 118.9 . . ?
C20 C25 H25 118.9 . . ?
C38 C39 H39 119.3 . . ?
C40 C39 C38 121.3(5) . . ?
C40 C39 H39 119.3 . . ?
C36 C35 C34 121.5(5) . . ?
C36 C35 C40 118.6(5) . . ?
C40 C35 C34 119.9(5) . . ?
N1 C7 S1 115.1(4) . . ?
N1 C7 C8 123.9(5) . . ?
C8 C7 S1 121.0(4) . . ?
C38 C37 H37 119.8 . . ?
C36 C37 C38 120.3(5) . . ?
C36 C37 H37 119.8 . . ?
C15 C16 H16 119.1 . . ?
C15 C16 C17 121.8(5) . . ?
C17 C16 H16 119.1 . . ?
C47 C48 H48 118.6 . . ?
C49 C48 H48 118.6 . . ?
C49 C48 C47 122.8(5) . . ?
C1 C6 S1 128.8(5) . . ?
C5 C6 S1 110.0(4) . . ?
C5 C6 C1 121.2(5) . . ?
C8 C13 H13 119.9 . . ?
C12 C13 C8 120.2(5) . . ?
C12 C13 H13 119.9 . . ?
C35 C36 C37 120.8(5) . . ?
C35 C36 H36 119.6 . . ?
C37 C36 H36 119.6 . . ?
C48 C47 C42 121.4(5) . . ?
C48 C47 C52 116.2(5) . . ?
C52 C47 C42 122.3(5) . . ?
C14 C19 H19 118.9 . . ?
C18 C19 C14 122.2(5) . . ?
C18 C19 H19 118.9 . . ?
N4 C50 C49 120.5(5) . . ?
C51 C50 N4 122.3(5) . . ?
C51 C50 C49 117.1(5) . . ?
C41 C42 C47 122.7(5) . . ?
C41 C42 C43 118.7(5) . . ?
C43 C42 C47 118.4(5) . . ?
C19 C18 H18 120.2 . . ?
C19 C18 C17 119.5(5) . . ?
C17 C18 H18 120.2 . . ?
C48 C49 C50 120.8(5) . . ?
C48 C49 H49 119.6 . . ?
C50 C49 H49 119.6 . . ?
C3 C2 H2 119.6 . . ?
C3 C2 C1 120.8(6) . . ?
C1 C2 H2 119.6 . . ?
C44 C45 H45 120.9 . . ?
C44 C45 C46 118.3(5) . . ?
C46 C45 H45 120.9 . . ?
C2 C3 H3 119.2 . . ?
C4 C3 C2 121.5(6) . . ?
C4 C3 H3 119.2 . . ?
C6 C1 H1 121.2 . . ?
C2 C1 C6 117.5(6) . . ?
C2 C1 H1 121.2 . . ?
C6 C5 N1 115.3(5) . . ?
C6 C5 C4 120.5(5) . . ?
C4 C5 N1 124.2(5) . . ?
C50 C51 H51 119.5 . . ?
C50 C51 C52 121.0(5) . . ?
C52 C51 H51 119.5 . . ?
C45 C44 H44 119.4 . . ?
C45 C44 C43 121.1(6) . . ?
C43 C44 H44 119.4 . . ?
C16 C17 H17 120.2 . . ?
C18 C17 C16 119.5(5) . . ?
C18 C17 H17 120.2 . . ?
C42 C43 H43 119.8 . . ?
C44 C43 C42 120.3(6) . . ?
C44 C43 H43 119.8 . . ?
C41 C46 H46 118.9 . . ?
C45 C46 C41 122.2(5) . . ?
C45 C46 H46 118.9 . . ?
C39 C40 C35 120.1(5) . . ?
C39 C40 H40 120.0 . . ?
C35 C40 H40 120.0 . . ?
C47 C52 H52 119.0 . . ?
C51 C52 C47 122.0(5) . . ?
C51 C52 H52 119.0 . . ?
C33 C32 N3 109.1(6) . . ?
C33 C32 S2A 133.9(7) . . ?
C31 C32 N3 131.3(7) . . ?
C31 C32 C33 119.6(6) . . ?
C31 C32 S2A 106.5(6) . . ?
N2 C26 H26A 109.5 . . ?
N2 C26 H26B 109.5 . . ?
N2 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C3 C4 C5 118.5(6) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?
N2 C27 H27A 109.5 . . ?
N2 C27 H27B 109.5 . . ?
N2 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C30 H30 119.6 . . ?
C29 C30 C31 120.8(7) . . ?
C31 C30 H30 119.6 . . ?
C30 C29 H29 119.3 . . ?
C30 C29 C28 121.4(6) . . ?
C28 C29 H29 119.3 . . ?
C32 C33 S2 113.1(5) . . ?
C32 C33 C28 120.7(6) . . ?
C32 C33 N3A 90.1(13) . . ?
C28 C33 S2 126.1(5) . . ?
C28 C33 N3A 149.2(14) . . ?
N4 C53 H53A 109.5 . . ?
N4 C53 H53B 109.5 . . ?
N4 C53 H53C 109.5 . . ?
H53A C53 H53B 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C32 C31 H31 120.1 . . ?
C30 C31 C32 119.8(6) . . ?
C30 C31 H31 120.1 . . ?
C29 C28 H28 121.2 . . ?
C33 C28 C29 117.6(6) . . ?
C33 C28 H28 121.2 . . ?
N4 C54 H54A 109.5 . . ?
N4 C54 H54B 109.5 . . ?
N4 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C32 S2A C34 78.8(6) . . ?
C34 N3A C33 122(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_180504_xm0425_2
_database_code_depnum_ccdc_archive 'CCDC 1844322'
_audit_update_record             
;
2018-05-21 deposited with the CCDC.
2018-12-13 downloaded from the CCDC.
;
_audit_creation_date             2018-05-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H22 N2 S'
_chemical_formula_sum            'C27 H22 N2 S'
_chemical_formula_weight         406.52
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   41.697(4)
_cell_length_b                   11.1157(11)
_cell_length_c                   9.2068(8)
_cell_angle_alpha                90
_cell_angle_beta                 93.753(6)
_cell_angle_gamma                90
_cell_volume                     4258.1(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2632
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.3412
_cell_measurement_theta_min      3.1569
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.922
_exptl_absorpt_coefficient_mu    0.168
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67695
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1712
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0693
_diffrn_reflns_av_unetI/netI     0.0905
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       50
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            18819
_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         25.350
_diffrn_reflns_theta_min         3.163
_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   22.00   70.00   0.7500  130.0000
omega____ theta____ kappa____ phi______ frames
    -       11.9371 -130.0000  142.0000 64

#__ type_ start__ end____ width___ exp.time_
  2 omega  -69.00   87.00   0.7500  130.0000
omega____ theta____ kappa____ phi______ frames
    -       11.9371    0.0000   60.0000 208
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0170324000
_diffrn_orient_matrix_UB_12      -0.0020439000
_diffrn_orient_matrix_UB_13      -0.0068781000
_diffrn_orient_matrix_UB_21      -0.0003639000
_diffrn_orient_matrix_UB_22      0.0591261000
_diffrn_orient_matrix_UB_23      -0.0290906000
_diffrn_orient_matrix_UB_31      0.0005805000
_diffrn_orient_matrix_UB_32      -0.0239312000
_diffrn_orient_matrix_UB_33      -0.0711810000
_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                4103
_reflns_number_total             7765
_reflns_odcompleteness_completeness 99.62
_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         0.183
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     545
_refine_ls_number_reflns         7765
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1337
_refine_ls_R_factor_gt           0.0649
_refine_ls_restrained_S_all      1.020
_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)+(0.0561P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1275
_refine_ls_wR_factor_ref         0.1622
_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), C11(H11), C12(H12),
 C15(H15), C17(H17), C18(H18), C19(H19), C21(H21), C22(H22), C24(H24), C25(H25),
  C28(H28), C29(H29), C30(H30), C31(H31), C36(H36), C37(H37), C38(H38),
 C39(H39), C42(H42), C43(H43), C44(H44), C46(H46), C48(H48), C49(H49), C51(H51),
  C52(H52)
2.b Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C53(H53A,H53B,H53C), C54(H54A,H54B,
 H54C)
;
_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 0.10217(2) 0.54491(9) 0.48835(9) 0.0607(3) Uani 1 1 d . . . . .
N1 N 0.04284(7) 0.4845(3) 0.4347(3) 0.0623(8) Uani 1 1 d . . . . .
N2 N 0.30311(8) 0.3538(3) 0.3652(3) 0.0733(9) Uani 1 1 d . . . . .
C1 C 0.08230(9) 0.7692(3) 0.3685(4) 0.0650(10) Uani 1 1 d . . . . .
H1 H 0.102870 0.801597 0.380596 0.078 Uiso 1 1 calc R . . . .
C2 C 0.05723(11) 0.8364(4) 0.3080(4) 0.0727(11) Uani 1 1 d . . . . .
H2 H 0.060917 0.915084 0.279043 0.087 Uiso 1 1 calc R . . . .
C3 C 0.02666(11) 0.7891(4) 0.2896(4) 0.0817(12) Uani 1 1 d . . . . .
H3 H 0.010046 0.836384 0.248634 0.098 Uiso 1 1 calc R . . . .
C4 C 0.02037(10) 0.6735(4) 0.3308(4) 0.0824(12) Uani 1 1 d . . . . .
H4 H -0.000317 0.642301 0.318239 0.099 Uiso 1 1 calc R . . . .
C5 C 0.04551(8) 0.6034(3) 0.3918(3) 0.0563(9) Uani 1 1 d . . . . .
C6 C 0.07633(8) 0.6515(3) 0.4114(3) 0.0538(9) Uani 1 1 d . . . . .
C7 C 0.07025(8) 0.4419(3) 0.4860(3) 0.0525(8) Uani 1 1 d . . . . .
C8 C 0.07376(8) 0.3141(3) 0.5309(3) 0.0542(9) Uani 1 1 d . . . . .
C9 C 0.04832(10) 0.2379(4) 0.4876(4) 0.0745(11) Uani 1 1 d . . . . .
H9 H 0.030566 0.268790 0.433662 0.089 Uiso 1 1 calc R . . . .
C10 C 0.04910(11) 0.1174(4) 0.5237(5) 0.0826(12) Uani 1 1 d . . . . .
H10 H 0.031878 0.068050 0.494126 0.099 Uiso 1 1 calc R . . . .
C11 C 0.07497(12) 0.0702(4) 0.6024(4) 0.0776(12) Uani 1 1 d . . . . .
H11 H 0.075529 -0.010969 0.626703 0.093 Uiso 1 1 calc R . . . .
C12 C 0.10041(10) 0.1451(4) 0.6455(4) 0.0717(11) Uani 1 1 d . . . . .
H12 H 0.118055 0.113068 0.699237 0.086 Uiso 1 1 calc R . . . .
C13 C 0.10028(9) 0.2664(3) 0.6107(3) 0.0558(9) Uani 1 1 d . . . . .
C14 C 0.12901(9) 0.3371(3) 0.6651(3) 0.0557(9) Uani 1 1 d . . . . .
C15 C 0.15752(8) 0.3311(3) 0.5963(3) 0.0569(9) Uani 1 1 d . . . . .
H15 H 0.158163 0.285197 0.512061 0.068 Uiso 1 1 calc R . . . .
C16 C 0.18544(9) 0.3914(3) 0.6487(3) 0.0556(9) Uani 1 1 d . . . . .
C17 C 0.18326(10) 0.4582(3) 0.7760(3) 0.0663(10) Uani 1 1 d . . . . .
H17 H 0.201294 0.499122 0.814878 0.080 Uiso 1 1 calc R . . . .
C18 C 0.15519(12) 0.4651(3) 0.8453(4) 0.0761(12) Uani 1 1 d . . . . .
H18 H 0.154569 0.510859 0.929583 0.091 Uiso 1 1 calc R . . . .
C19 C 0.12769(10) 0.4050(3) 0.7921(3) 0.0696(11) Uani 1 1 d . . . . .
H19 H 0.108782 0.409933 0.840071 0.083 Uiso 1 1 calc R . . . .
C20 C 0.21583(8) 0.3821(3) 0.5746(3) 0.0554(9) Uani 1 1 d . . . . .
C21 C 0.22162(9) 0.2899(3) 0.4778(3) 0.0606(9) Uani 1 1 d . . . . .
H21 H 0.205920 0.231363 0.460064 0.073 Uiso 1 1 calc R . . . .
C22 C 0.24943(9) 0.2817(3) 0.4075(4) 0.0622(9) Uani 1 1 d . . . . .
H22 H 0.251723 0.219111 0.342057 0.075 Uiso 1 1 calc R . . . .
C23 C 0.27449(9) 0.3642(3) 0.4308(3) 0.0593(9) Uani 1 1 d . . . . .
C24 C 0.26881(9) 0.4586(3) 0.5277(4) 0.0633(10) Uani 1 1 d . . . . .
H24 H 0.284468 0.517265 0.545504 0.076 Uiso 1 1 calc R . . . .
C25 C 0.24062(9) 0.4657(3) 0.5964(4) 0.0631(10) Uani 1 1 d . . . . .
H25 H 0.237942 0.529155 0.660374 0.076 Uiso 1 1 calc R . . . .
C26 C 0.30671(10) 0.2617(3) 0.2581(4) 0.0767(11) Uani 1 1 d . . . . .
H26A H 0.304056 0.184185 0.301607 0.115 Uiso 1 1 calc GR . . . .
H26B H 0.327739 0.267055 0.221863 0.115 Uiso 1 1 calc GR . . . .
H26C H 0.290749 0.272362 0.179161 0.115 Uiso 1 1 calc GR . . . .
C27 C 0.32689(10) 0.4475(4) 0.3798(4) 0.0840(12) Uani 1 1 d . . . . .
H27A H 0.318260 0.520205 0.336782 0.126 Uiso 1 1 calc GR . . . .
H27B H 0.345584 0.423745 0.331401 0.126 Uiso 1 1 calc GR . . . .
H27C H 0.332702 0.460995 0.481145 0.126 Uiso 1 1 calc GR . . . .
S2 S 0.41420(2) 0.71735(9) 0.01812(11) 0.0705(3) Uani 1 1 d . . . . .
N3 N 0.45492(6) 0.6150(3) -0.1411(3) 0.0616(8) Uani 1 1 d . . . . .
N4 N 0.18735(7) 0.6327(3) 0.1588(3) 0.0686(8) Uani 1 1 d . . . . .
C28 C 0.44492(11) 0.9317(4) -0.0563(4) 0.0863(12) Uani 1 1 d . . . . .
H28 H 0.431523 0.978561 -0.002502 0.104 Uiso 1 1 calc R . . . .
C29 C 0.46822(12) 0.9832(4) -0.1321(5) 0.0921(13) Uani 1 1 d . . . . .
H29 H 0.470726 1.066327 -0.129188 0.111 Uiso 1 1 calc R . . . .
C30 C 0.48841(10) 0.9150(5) -0.2136(5) 0.0863(13) Uani 1 1 d . . . . .
H30 H 0.504244 0.952576 -0.263960 0.104 Uiso 1 1 calc R . . . .
C31 C 0.48503(9) 0.7924(4) -0.2201(4) 0.0759(11) Uani 1 1 d . . . . .
H31 H 0.498396 0.746294 -0.274924 0.091 Uiso 1 1 calc R . . . .
C32 C 0.46116(8) 0.7377(3) -0.1428(3) 0.0576(9) Uani 1 1 d . . . . .
C33 C 0.44159(8) 0.8075(3) -0.0613(3) 0.0601(9) Uani 1 1 d . . . . .
C34 C 0.43092(8) 0.5925(3) -0.0634(3) 0.0539(8) Uani 1 1 d . . . . .
C35 C 0.41865(8) 0.4707(3) -0.0348(3) 0.0553(9) Uani 1 1 d . . . . .
C36 C 0.44080(9) 0.3847(4) 0.0172(4) 0.0743(11) Uani 1 1 d . . . . .
H36 H 0.462597 0.403240 0.023305 0.089 Uiso 1 1 calc R . . . .
C37 C 0.43096(11) 0.2724(4) 0.0600(5) 0.0865(12) Uani 1 1 d . . . . .
H37 H 0.446030 0.216223 0.095397 0.104 Uiso 1 1 calc R . . . .
C38 C 0.39879(11) 0.2437(4) 0.0502(5) 0.0851(12) Uani 1 1 d . . . . .
H38 H 0.392011 0.168800 0.081027 0.102 Uiso 1 1 calc R . . . .
C39 C 0.37656(9) 0.3267(3) -0.0058(4) 0.0684(10) Uani 1 1 d . . . . .
H39 H 0.354924 0.305838 -0.014199 0.082 Uiso 1 1 calc R . . . .
C40 C 0.38577(8) 0.4410(3) -0.0499(3) 0.0540(8) Uani 1 1 d . . . . .
C41 C 0.36069(8) 0.5245(3) -0.1156(3) 0.0502(8) Uani 1 1 d . . . . .
C42 C 0.36516(9) 0.5873(3) -0.2434(3) 0.0614(9) Uani 1 1 d . . . . .
H42 H 0.384161 0.578515 -0.289886 0.074 Uiso 1 1 calc R . . . .
C43 C 0.34124(9) 0.6627(3) -0.3009(4) 0.0642(10) Uani 1 1 d . . . . .
H43 H 0.344546 0.705952 -0.385005 0.077 Uiso 1 1 calc R . . . .
C44 C 0.31261(8) 0.6749(3) -0.2360(3) 0.0559(9) Uani 1 1 d . . . . .
H44 H 0.296884 0.725964 -0.277333 0.067 Uiso 1 1 calc R . . . .
C45 C 0.30674(7) 0.6118(3) -0.1087(3) 0.0458(8) Uani 1 1 d . . . . .
C46 C 0.33185(7) 0.5385(3) -0.0508(3) 0.0496(8) Uani 1 1 d . . . . .
H46 H 0.328993 0.497307 0.035358 0.059 Uiso 1 1 calc R . . . .
C47 C 0.27585(7) 0.6192(3) -0.0399(3) 0.0454(8) Uani 1 1 d . . . . .
C48 C 0.25499(8) 0.7159(3) -0.0609(3) 0.0557(9) Uani 1 1 d . . . . .
H48 H 0.260639 0.779037 -0.120448 0.067 Uiso 1 1 calc R . . . .
C49 C 0.22601(8) 0.7211(3) 0.0043(4) 0.0592(9) Uani 1 1 d . . . . .
H49 H 0.212719 0.787546 -0.012518 0.071 Uiso 1 1 calc R . . . .
C50 C 0.21627(8) 0.6291(3) 0.0948(3) 0.0526(8) Uani 1 1 d . . . . .
C51 C 0.23708(8) 0.5324(3) 0.1158(3) 0.0556(9) Uani 1 1 d . . . . .
H51 H 0.231609 0.469405 0.175894 0.067 Uiso 1 1 calc R . . . .
C52 C 0.26575(8) 0.5279(3) 0.0492(3) 0.0552(9) Uani 1 1 d . . . . .
H52 H 0.278864 0.460805 0.064694 0.066 Uiso 1 1 calc R . . . .
C53 C 0.17911(9) 0.5391(4) 0.2572(4) 0.0823(12) Uani 1 1 d . . . . .
H53A H 0.177752 0.463724 0.206322 0.123 Uiso 1 1 calc GR . . . .
H53B H 0.158748 0.556991 0.295224 0.123 Uiso 1 1 calc GR . . . .
H53C H 0.195328 0.534007 0.335965 0.123 Uiso 1 1 calc GR . . . .
C54 C 0.16581(10) 0.7328(4) 0.1379(5) 0.0952(14) Uani 1 1 d . . . . .
H54A H 0.175790 0.803879 0.179291 0.143 Uiso 1 1 calc GR . . . .
H54B H 0.146370 0.716565 0.184831 0.143 Uiso 1 1 calc GR . . . .
H54C H 0.160843 0.744951 0.035690 0.143 Uiso 1 1 calc GR . . . .


_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 C6 1.723(3) . ?
S1 C7 1.755(3) . ?
N1 C5 1.386(4) . ?
N1 C7 1.297(4) . ?
N2 C23 1.377(4) . ?
N2 C26 1.436(4) . ?
N2 C27 1.438(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.373(5) . ?
C1 C6 1.394(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.379(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.369(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.394(5) . ?
C5 C6 1.393(4) . ?
C7 C8 1.484(5) . ?
C8 C9 1.395(5) . ?
C8 C13 1.392(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.380(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.365(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.386(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.386(5) . ?
C13 C14 1.492(5) . ?
C14 C15 1.385(5) . ?
C14 C19 1.396(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.402(4) . ?
C16 C17 1.396(4) . ?
C16 C20 1.482(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.371(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.388(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.389(4) . ?
C20 C25 1.395(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.367(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.396(5) . ?
C23 C24 1.407(5) . ?
C24 H24 0.9300 . ?
C24 C25 1.373(5) . ?
C25 H25 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
S2 C33 1.718(4) . ?
S2 C34 1.745(3) . ?
N3 C32 1.389(4) . ?
N3 C34 1.292(4) . ?
N4 C50 1.377(4) . ?
N4 C53 1.436(5) . ?
N4 C54 1.435(5) . ?
C28 H28 0.9300 . ?
C28 C29 1.359(5) . ?
C28 C33 1.389(5) . ?
C29 H29 0.9300 . ?
C29 C30 1.389(6) . ?
C30 H30 0.9300 . ?
C30 C31 1.371(6) . ?
C31 H31 0.9300 . ?
C31 C32 1.400(5) . ?
C32 C33 1.382(5) . ?
C34 C35 1.478(5) . ?
C35 C36 1.393(5) . ?
C35 C40 1.408(4) . ?
C36 H36 0.9300 . ?
C36 C37 1.379(5) . ?
C37 H37 0.9300 . ?
C37 C38 1.376(5) . ?
C38 H38 0.9300 . ?
C38 C39 1.383(5) . ?
C39 H39 0.9300 . ?
C39 C40 1.396(5) . ?
C40 C41 1.496(4) . ?
C41 C42 1.390(4) . ?
C41 C46 1.386(4) . ?
C42 H42 0.9300 . ?
C42 C43 1.381(5) . ?
C43 H43 0.9300 . ?
C43 C44 1.376(5) . ?
C44 H44 0.9300 . ?
C44 C45 1.401(4) . ?
C45 C46 1.404(4) . ?
C45 C47 1.474(4) . ?
C46 H46 0.9300 . ?
C47 C48 1.389(4) . ?
C47 C52 1.388(4) . ?
C48 H48 0.9300 . ?
C48 C49 1.386(4) . ?
C49 H49 0.9300 . ?
C49 C50 1.396(5) . ?
C50 C51 1.387(4) . ?
C51 H51 0.9300 . ?
C51 C52 1.380(4) . ?
C52 H52 0.9300 . ?
C53 H53A 0.9600 . ?
C53 H53B 0.9600 . ?
C53 H53C 0.9600 . ?
C54 H54A 0.9600 . ?
C54 H54B 0.9600 . ?
C54 H54C 0.9600 . ?

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
C6 S1 C7 89.44(17) . . ?
C7 N1 C5 111.5(3) . . ?
C23 N2 C26 119.6(3) . . ?
C23 N2 C27 120.7(3) . . ?
C26 N2 C27 118.6(3) . . ?
C2 C1 H1 120.6 . . ?
C2 C1 C6 118.7(4) . . ?
C6 C1 H1 120.6 . . ?
C1 C2 H2 119.5 . . ?
C1 C2 C3 121.0(4) . . ?
C3 C2 H2 119.5 . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 121.1(4) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.6 . . ?
C3 C4 C5 118.9(4) . . ?
C5 C4 H4 120.6 . . ?
N1 C5 C4 125.1(3) . . ?
N1 C5 C6 114.8(3) . . ?
C6 C5 C4 120.0(3) . . ?
C1 C6 S1 130.1(3) . . ?
C5 C6 S1 109.6(3) . . ?
C5 C6 C1 120.3(3) . . ?
N1 C7 S1 114.6(3) . . ?
N1 C7 C8 121.3(3) . . ?
C8 C7 S1 124.1(3) . . ?
C9 C8 C7 116.3(3) . . ?
C13 C8 C7 124.9(3) . . ?
C13 C8 C9 118.8(3) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 C8 121.0(4) . . ?
C10 C9 H9 119.5 . . ?
C9 C10 H10 119.8 . . ?
C11 C10 C9 120.4(4) . . ?
C11 C10 H10 119.8 . . ?
C10 C11 H11 120.5 . . ?
C10 C11 C12 119.0(4) . . ?
C12 C11 H11 120.5 . . ?
C11 C12 H12 119.1 . . ?
C13 C12 C11 121.8(4) . . ?
C13 C12 H12 119.1 . . ?
C8 C13 C14 124.7(3) . . ?
C12 C13 C8 118.9(3) . . ?
C12 C13 C14 116.4(3) . . ?
C15 C14 C13 121.1(3) . . ?
C15 C14 C19 119.4(3) . . ?
C19 C14 C13 119.4(3) . . ?
C14 C15 H15 118.7 . . ?
C14 C15 C16 122.5(3) . . ?
C16 C15 H15 118.7 . . ?
C15 C16 C20 121.6(3) . . ?
C17 C16 C15 116.4(3) . . ?
C17 C16 C20 121.9(3) . . ?
C16 C17 H17 119.2 . . ?
C18 C17 C16 121.6(4) . . ?
C18 C17 H17 119.2 . . ?
C17 C18 H18 119.3 . . ?
C17 C18 C19 121.3(3) . . ?
C19 C18 H18 119.3 . . ?
C14 C19 H19 120.7 . . ?
C18 C19 C14 118.6(4) . . ?
C18 C19 H19 120.7 . . ?
C21 C20 C16 122.4(3) . . ?
C21 C20 C25 115.2(3) . . ?
C25 C20 C16 122.4(3) . . ?
C20 C21 H21 118.6 . . ?
C22 C21 C20 122.7(3) . . ?
C22 C21 H21 118.6 . . ?
C21 C22 H22 118.9 . . ?
C21 C22 C23 122.2(3) . . ?
C23 C22 H22 118.9 . . ?
N2 C23 C22 122.7(3) . . ?
N2 C23 C24 121.8(3) . . ?
C22 C23 C24 115.5(4) . . ?
C23 C24 H24 119.3 . . ?
C25 C24 C23 121.3(3) . . ?
C25 C24 H24 119.3 . . ?
C20 C25 H25 118.5 . . ?
C24 C25 C20 122.9(3) . . ?
C24 C25 H25 118.5 . . ?
N2 C26 H26A 109.5 . . ?
N2 C26 H26B 109.5 . . ?
N2 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N2 C27 H27A 109.5 . . ?
N2 C27 H27B 109.5 . . ?
N2 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C33 S2 C34 89.14(17) . . ?
C34 N3 C32 110.4(3) . . ?
C50 N4 C53 120.1(3) . . ?
C50 N4 C54 121.6(3) . . ?
C54 N4 C53 118.2(3) . . ?
C29 C28 H28 120.8 . . ?
C29 C28 C33 118.4(4) . . ?
C33 C28 H28 120.8 . . ?
C28 C29 H29 119.1 . . ?
C28 C29 C30 121.8(4) . . ?
C30 C29 H29 119.1 . . ?
C29 C30 H30 119.9 . . ?
C31 C30 C29 120.1(4) . . ?
C31 C30 H30 119.9 . . ?
C30 C31 H31 120.5 . . ?
C30 C31 C32 119.0(4) . . ?
C32 C31 H31 120.5 . . ?
N3 C32 C31 124.9(4) . . ?
C33 C32 N3 115.3(3) . . ?
C33 C32 C31 119.8(4) . . ?
C28 C33 S2 129.3(3) . . ?
C32 C33 S2 109.7(3) . . ?
C32 C33 C28 121.0(3) . . ?
N3 C34 S2 115.5(3) . . ?
N3 C34 C35 124.4(3) . . ?
C35 C34 S2 120.0(2) . . ?
C36 C35 C34 117.4(3) . . ?
C36 C35 C40 119.5(3) . . ?
C40 C35 C34 122.9(3) . . ?
C35 C36 H36 119.5 . . ?
C37 C36 C35 121.1(4) . . ?
C37 C36 H36 119.5 . . ?
C36 C37 H37 120.1 . . ?
C38 C37 C36 119.9(4) . . ?
C38 C37 H37 120.1 . . ?
C37 C38 H38 120.1 . . ?
C37 C38 C39 119.8(4) . . ?
C39 C38 H38 120.1 . . ?
C38 C39 H39 119.2 . . ?
C38 C39 C40 121.7(4) . . ?
C40 C39 H39 119.2 . . ?
C35 C40 C41 123.0(3) . . ?
C39 C40 C35 118.0(3) . . ?
C39 C40 C41 119.0(3) . . ?
C42 C41 C40 121.6(3) . . ?
C46 C41 C40 119.9(3) . . ?
C46 C41 C42 118.5(3) . . ?
C41 C42 H42 120.2 . . ?
C43 C42 C41 119.7(3) . . ?
C43 C42 H42 120.2 . . ?
C42 C43 H43 119.4 . . ?
C44 C43 C42 121.2(3) . . ?
C44 C43 H43 119.4 . . ?
C43 C44 H44 119.4 . . ?
C43 C44 C45 121.2(3) . . ?
C45 C44 H44 119.4 . . ?
C44 C45 C46 116.2(3) . . ?
C44 C45 C47 122.5(3) . . ?
C46 C45 C47 121.3(3) . . ?
C41 C46 C45 123.2(3) . . ?
C41 C46 H46 118.4 . . ?
C45 C46 H46 118.4 . . ?
C48 C47 C45 122.7(3) . . ?
C52 C47 C45 121.4(3) . . ?
C52 C47 C48 115.9(3) . . ?
C47 C48 H48 119.1 . . ?
C49 C48 C47 121.9(3) . . ?
C49 C48 H48 119.1 . . ?
C48 C49 H49 119.2 . . ?
C48 C49 C50 121.6(3) . . ?
C50 C49 H49 119.2 . . ?
N4 C50 C49 122.1(3) . . ?
N4 C50 C51 121.4(3) . . ?
C51 C50 C49 116.6(3) . . ?
C50 C51 H51 119.4 . . ?
C52 C51 C50 121.2(3) . . ?
C52 C51 H51 119.4 . . ?
C47 C52 H52 118.6 . . ?
C51 C52 C47 122.8(3) . . ?
C51 C52 H52 118.6 . . ?
N4 C53 H53A 109.5 . . ?
N4 C53 H53B 109.5 . . ?
N4 C53 H53C 109.5 . . ?
H53A C53 H53B 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
N4 C54 H54A 109.5 . . ?
N4 C54 H54B 109.5 . . ?
N4 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_preparation       Luminescent
