# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2019

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

data_sna107
_database_code_depnum_ccdc_archive 'CCDC 1886938'
loop_
_audit_author_name
_audit_author_address
'Suguru Ito'
;YOKOHAMA National University
Japan
;
_audit_update_record             
;
2018-12-22 deposited with the CCDC.	2019-03-08 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C33 H20 N4 S'
_chemical_formula_moiety         'C33 H20 N4 S'
_chemical_formula_weight         504.61
_chemical_melting_point          501.95-502.75

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   11.56239(16)
_cell_length_b                   10.33576(16)
_cell_length_c                   20.3081(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 95.3214(12)
_cell_angle_gamma                90.0000
_cell_volume                     2416.48(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    20550
_cell_measurement_theta_min      4.34
_cell_measurement_theta_max      76.18
_cell_measurement_temperature    223
#------------------------------------------------------------------------------
_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.785
_exptl_crystal_size_mid          0.426
_exptl_crystal_size_min          0.145
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1048.00
_exptl_absorpt_coefficient_mu    1.430
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.044
_exptl_absorpt_correction_T_max  0.813

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      223
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            35863
_diffrn_reflns_av_R_equivalents  0.0694
_diffrn_reflns_theta_max         68.225
_diffrn_reflns_theta_min         3.840
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             4434
_reflns_number_gt                4121
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0426
_refine_ls_wR_factor_ref         0.1157
_refine_ls_wR_factor_gt          0.1137
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4434
_refine_ls_number_parameters     343
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0665P)²+0.7920P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.20
_refine_diff_density_min         -0.40
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.34224(4) 0.11329(4) 0.47082(2) 0.03930(14) Uani 1 1 d . . . . .
N1 N 0.15580(11) 0.33533(12) 0.64112(6) 0.0306(3) Uani 1 1 d . . . . .
N2 N 0.30995(11) 0.35629(12) 0.71618(6) 0.0330(3) Uani 1 1 d . . . . .
N3 N 0.31015(11) 0.19936(13) 0.53281(7) 0.0360(3) Uani 1 1 d . . . . .
N4 N 0.36843(11) -0.02490(13) 0.50532(6) 0.0344(3) Uani 1 1 d . . . . .
C1 C 0.14269(13) 0.45316(14) 0.67277(7) 0.0292(3) Uani 1 1 d . . . . .
C2 C 0.05020(13) 0.54717(14) 0.66784(7) 0.0300(3) Uani 1 1 d . . . . .
C3 C -0.05586(14) 0.53347(15) 0.62816(8) 0.0350(3) Uani 1 1 d . . . . .
H3 H -0.0682 0.4599 0.6012 0.042 Uiso 1 1 calc R U . . .
C4 C -0.14161(15) 0.62575(17) 0.62811(8) 0.0396(4) Uani 1 1 d . . . . .
H4 H -0.2124 0.6140 0.6021 0.047 Uiso 1 1 calc R U . . .
C5 C -0.12354(16) 0.73647(18) 0.66660(8) 0.0436(4) Uani 1 1 d . . . . .
H5 H -0.1816 0.8002 0.6661 0.052 Uiso 1 1 calc R U . . .
C6 C -0.02097(15) 0.75254(16) 0.70531(8) 0.0405(4) Uani 1 1 d . . . . .
H6 H -0.0098 0.8285 0.7306 0.049 Uiso 1 1 calc R U . . .
C7 C 0.06836(13) 0.65911(14) 0.70857(7) 0.0321(3) Uani 1 1 d . . . . .
C8 C 0.17273(13) 0.67205(14) 0.75508(7) 0.0322(3) Uani 1 1 d . . . . .
C9 C 0.19112(15) 0.77950(16) 0.79750(8) 0.0381(4) Uani 1 1 d . . . . .
H9 H 0.1380 0.8485 0.7938 0.046 Uiso 1 1 calc R U . . .
C10 C 0.28477(16) 0.78569(17) 0.84407(9) 0.0431(4) Uani 1 1 d . . . . .
H10 H 0.2943 0.8580 0.8721 0.052 Uiso 1 1 calc R U . . .
C11 C 0.36585(16) 0.68586(18) 0.85019(9) 0.0453(4) Uani 1 1 d . . . . .
H11 H 0.4295 0.6904 0.8825 0.054 Uiso 1 1 calc R U . . .
C12 C 0.35233(15) 0.58081(17) 0.80885(9) 0.0410(4) Uani 1 1 d . . . . .
H12 H 0.4076 0.5139 0.8125 0.049 Uiso 1 1 calc R U . . .
C13 C 0.25674(13) 0.57247(15) 0.76114(7) 0.0320(3) Uani 1 1 d . . . . .
C14 C 0.23900(13) 0.46343(14) 0.71779(7) 0.0306(3) Uani 1 1 d . . . . .
C15 C 0.25792(13) 0.28254(14) 0.66999(7) 0.0311(3) Uani 1 1 d . . . . .
C16 C 0.29875(12) 0.15369(14) 0.65157(8) 0.0316(3) Uani 1 1 d . . . . .
C17 C 0.31838(14) 0.05920(15) 0.69852(8) 0.0355(3) Uani 1 1 d . . . . .
H17 H 0.3081 0.0793 0.7427 0.043 Uiso 1 1 calc R U . . .
C18 C 0.35356(14) -0.06786(15) 0.68310(8) 0.0353(3) Uani 1 1 d . . . . .
H18 H 0.3664 -0.1280 0.7177 0.042 Uiso 1 1 calc R U . . .
C19 C 0.36980(12) -0.10721(14) 0.62004(8) 0.0306(3) Uani 1 1 d . . . . .
C20 C 0.35309(12) -0.00965(14) 0.56990(7) 0.0291(3) Uani 1 1 d . . . . .
C21 C 0.31852(12) 0.11927(14) 0.58547(7) 0.0298(3) Uani 1 1 d . . . . .
C22 C 0.39953(13) -0.24323(14) 0.60576(8) 0.0323(3) Uani 1 1 d . . . . .
C23 C 0.47345(15) -0.31270(16) 0.65103(8) 0.0398(4) Uani 1 1 d . . . . .
H23 H 0.5096 -0.2710 0.6886 0.048 Uiso 1 1 calc R U . . .
C24 C 0.49367(17) -0.44285(18) 0.64075(9) 0.0481(4) Uani 1 1 d . . . . .
H24 H 0.5433 -0.4891 0.6716 0.058 Uiso 1 1 calc R U . . .
C25 C 0.44192(17) -0.50541(17) 0.58580(9) 0.0478(4) Uani 1 1 d . . . . .
H25 H 0.4555 -0.5940 0.5794 0.057 Uiso 1 1 calc R U . . .
C26 C 0.37017(17) -0.43720(18) 0.54039(10) 0.0503(4) Uani 1 1 d . . . . .
H26 H 0.3349 -0.4795 0.5028 0.060 Uiso 1 1 calc R U . . .
C27 C 0.34943(15) -0.30651(17) 0.54968(9) 0.0435(4) Uani 1 1 d . . . . .
H27 H 0.3013 -0.2605 0.5180 0.052 Uiso 1 1 calc R U . . .
C28 C 0.07387(12) 0.26649(14) 0.59652(7) 0.0304(3) Uani 1 1 d . . . . .
C29 C 0.05055(14) 0.30766(17) 0.53196(8) 0.0383(4) Uani 1 1 d . . . . .
H29 H 0.0880 0.3810 0.5167 0.046 Uiso 1 1 calc R U . . .
C30 C -0.02868(15) 0.23938(19) 0.49008(9) 0.0451(4) Uani 1 1 d . . . . .
H30 H -0.0464 0.2674 0.4463 0.054 Uiso 1 1 calc R U . . .
C31 C -0.08172(15) 0.13043(19) 0.51243(10) 0.0471(4) Uani 1 1 d . . . . .
H31 H -0.1349 0.0839 0.4836 0.057 Uiso 1 1 calc R U . . .
C32 C -0.05711(15) 0.08941(18) 0.57687(10) 0.0464(4) Uani 1 1 d . . . . .
H32 H -0.0934 0.0151 0.5919 0.056 Uiso 1 1 calc R U . . .
C33 C 0.02103(14) 0.15764(15) 0.61945(8) 0.0365(3) Uani 1 1 d . . . . .
H33 H 0.0379 0.1302 0.6634 0.044 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_structure_solution    'SIR2011 (Burla, et al., 2012)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.5 (Rigaku, 2017)'
_computing_molecular_graphics    'CrystalStructure 4.2.5'

#==============================================================================
# MOLECULAR GEOMETRY

_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 N4 1.6073(14) . ?
S1 N3 1.6125(14) . ?
N1 C15 1.3810(19) . ?
N1 C1 1.3919(18) . ?
N1 C28 1.4370(19) . ?
N2 C15 1.3108(19) . ?
N2 C14 1.3803(19) . ?
N3 C21 1.349(2) . ?
N4 C20 1.3488(19) . ?
C1 C14 1.378(2) . ?
C1 C2 1.442(2) . ?
C2 C3 1.411(2) . ?
C2 C7 1.426(2) . ?
C3 C4 1.376(2) . ?
C3 H3 0.9400 . ?
C4 C5 1.391(2) . ?
C4 H4 0.9400 . ?
C5 C6 1.371(3) . ?
C5 H5 0.9400 . ?
C6 C7 1.411(2) . ?
C6 H6 0.9400 . ?
C7 C8 1.468(2) . ?
C8 C9 1.410(2) . ?
C8 C13 1.413(2) . ?
C9 C10 1.372(3) . ?
C9 H9 0.9400 . ?
C10 C11 1.392(3) . ?
C10 H10 0.9400 . ?
C11 C12 1.373(2) . ?
C11 H11 0.9400 . ?
C12 C13 1.403(2) . ?
C12 H12 0.9400 . ?
C13 C14 1.433(2) . ?
C15 C16 1.473(2) . ?
C16 C17 1.369(2) . ?
C16 C21 1.427(2) . ?
C17 C18 1.418(2) . ?
C17 H17 0.9400 . ?
C18 C19 1.373(2) . ?
C18 H18 0.9400 . ?
C19 C20 1.433(2) . ?
C19 C22 1.482(2) . ?
C20 C21 1.435(2) . ?
C22 C27 1.392(2) . ?
C22 C23 1.395(2) . ?
C23 C24 1.385(2) . ?
C23 H23 0.9400 . ?
C24 C25 1.377(3) . ?
C24 H24 0.9400 . ?
C25 C26 1.376(3) . ?
C25 H25 0.9400 . ?
C26 C27 1.388(2) . ?
C26 H26 0.9400 . ?
C27 H27 0.9400 . ?
C28 C29 1.381(2) . ?
C28 C33 1.382(2) . ?
C29 C30 1.384(2) . ?
C29 H29 0.9400 . ?
C30 C31 1.379(3) . ?
C30 H30 0.9400 . ?
C31 C32 1.380(3) . ?
C31 H31 0.9400 . ?
C32 C33 1.384(2) . ?
C32 H32 0.9400 . ?
C33 H33 0.9400 . ?

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
N4 S1 N3 101.40(7) . . ?
C15 N1 C1 105.97(12) . . ?
C15 N1 C28 124.03(12) . . ?
C1 N1 C28 129.10(12) . . ?
C15 N2 C14 104.43(12) . . ?
C21 N3 S1 106.00(10) . . ?
C20 N4 S1 106.47(10) . . ?
C14 C1 N1 104.95(12) . . ?
C14 C1 C2 122.88(13) . . ?
N1 C1 C2 132.03(14) . . ?
C3 C2 C7 119.08(14) . . ?
C3 C2 C1 124.90(14) . . ?
C7 C2 C1 115.98(14) . . ?
C4 C3 C2 121.27(15) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C3 C4 C5 119.96(16) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 119.93(15) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C7 122.31(16) . . ?
C5 C6 H6 118.8 . . ?
C7 C6 H6 118.8 . . ?
C6 C7 C2 117.40(15) . . ?
C6 C7 C8 121.49(14) . . ?
C2 C7 C8 121.00(14) . . ?
C9 C8 C13 117.20(15) . . ?
C9 C8 C7 122.24(14) . . ?
C13 C8 C7 120.48(13) . . ?
C10 C9 C8 121.53(16) . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?
C9 C10 C11 120.60(16) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 119.62(17) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C11 C12 C13 120.58(17) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C12 C13 C8 120.44(14) . . ?
C12 C13 C14 122.09(14) . . ?
C8 C13 C14 117.47(14) . . ?
C1 C14 N2 111.60(13) . . ?
C1 C14 C13 121.94(14) . . ?
N2 C14 C13 126.43(14) . . ?
N2 C15 N1 113.05(13) . . ?
N2 C15 C16 124.82(13) . . ?
N1 C15 C16 122.08(13) . . ?
C17 C16 C21 116.52(14) . . ?
C17 C16 C15 120.30(14) . . ?
C21 C16 C15 123.18(14) . . ?
C16 C17 C18 122.63(14) . . ?
C16 C17 H17 118.7 . . ?
C18 C17 H17 118.7 . . ?
C19 C18 C17 123.15(14) . . ?
C19 C18 H18 118.4 . . ?
C17 C18 H18 118.4 . . ?
C18 C19 C20 115.67(13) . . ?
C18 C19 C22 121.17(14) . . ?
C20 C19 C22 123.14(13) . . ?
N4 C20 C19 125.97(13) . . ?
N4 C20 C21 112.79(13) . . ?
C19 C20 C21 121.24(13) . . ?
N3 C21 C16 125.92(14) . . ?
N3 C21 C20 113.34(13) . . ?
C16 C21 C20 120.72(13) . . ?
C27 C22 C23 118.71(15) . . ?
C27 C22 C19 121.28(14) . . ?
C23 C22 C19 119.89(14) . . ?
C24 C23 C22 120.17(16) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C25 C24 C23 120.76(17) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C26 C25 C24 119.48(16) . . ?
C26 C25 H25 120.3 . . ?
C24 C25 H25 120.3 . . ?
C25 C26 C27 120.56(17) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 H26 119.7 . . ?
C26 C27 C22 120.30(16) . . ?
C26 C27 H27 119.8 . . ?
C22 C27 H27 119.8 . . ?
C29 C28 C33 121.16(15) . . ?
C29 C28 N1 120.33(14) . . ?
C33 C28 N1 118.50(14) . . ?
C28 C29 C30 119.08(16) . . ?
C28 C29 H29 120.5 . . ?
C30 C29 H29 120.5 . . ?
C31 C30 C29 120.21(16) . . ?
C31 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
C30 C31 C32 120.27(16) . . ?
C30 C31 H31 119.9 . . ?
C32 C31 H31 119.9 . . ?
C31 C32 C33 120.08(17) . . ?
C31 C32 H32 120.0 . . ?
C33 C32 H32 120.0 . . ?
C28 C33 C32 119.18(16) . . ?
C28 C33 H33 120.4 . . ?
C32 C33 H33 120.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N4 S1 N3 C21 -0.31(11) . . . . ?
N3 S1 N4 C20 -0.23(11) . . . . ?
C15 N1 C1 C14 0.86(15) . . . . ?
C28 N1 C1 C14 170.14(14) . . . . ?
C15 N1 C1 C2 -174.82(15) . . . . ?
C28 N1 C1 C2 -5.5(3) . . . . ?
C14 C1 C2 C3 -172.25(14) . . . . ?
N1 C1 C2 C3 2.8(3) . . . . ?
C14 C1 C2 C7 5.4(2) . . . . ?
N1 C1 C2 C7 -179.57(14) . . . . ?
C7 C2 C3 C4 0.0(2) . . . . ?
C1 C2 C3 C4 177.55(14) . . . . ?
C2 C3 C4 C5 1.4(2) . . . . ?
C3 C4 C5 C6 -1.0(3) . . . . ?
C4 C5 C6 C7 -0.8(3) . . . . ?
C5 C6 C7 C2 2.2(2) . . . . ?
C5 C6 C7 C8 -173.96(15) . . . . ?
C3 C2 C7 C6 -1.7(2) . . . . ?
C1 C2 C7 C6 -179.49(13) . . . . ?
C3 C2 C7 C8 174.44(13) . . . . ?
C1 C2 C7 C8 -3.3(2) . . . . ?
C6 C7 C8 C9 -1.8(2) . . . . ?
C2 C7 C8 C9 -177.82(13) . . . . ?
C6 C7 C8 C13 175.01(14) . . . . ?
C2 C7 C8 C13 -1.0(2) . . . . ?
C13 C8 C9 C10 -1.8(2) . . . . ?
C7 C8 C9 C10 175.09(14) . . . . ?
C8 C9 C10 C11 0.9(3) . . . . ?
C9 C10 C11 C12 0.5(3) . . . . ?
C10 C11 C12 C13 -0.9(3) . . . . ?
C11 C12 C13 C8 -0.2(2) . . . . ?
C11 C12 C13 C14 -179.11(16) . . . . ?
C9 C8 C13 C12 1.5(2) . . . . ?
C7 C8 C13 C12 -175.50(14) . . . . ?
C9 C8 C13 C14 -179.52(13) . . . . ?
C7 C8 C13 C14 3.5(2) . . . . ?
N1 C1 C14 N2 -1.06(16) . . . . ?
C2 C1 C14 N2 175.12(13) . . . . ?
N1 C1 C14 C13 -179.22(13) . . . . ?
C2 C1 C14 C13 -3.0(2) . . . . ?
C15 N2 C14 C1 0.82(16) . . . . ?
C15 N2 C14 C13 178.88(14) . . . . ?
C12 C13 C14 C1 177.39(14) . . . . ?
C8 C13 C14 C1 -1.6(2) . . . . ?
C12 C13 C14 N2 -0.5(2) . . . . ?
C8 C13 C14 N2 -179.45(14) . . . . ?
C14 N2 C15 N1 -0.24(16) . . . . ?
C14 N2 C15 C16 -177.60(14) . . . . ?
C1 N1 C15 N2 -0.40(16) . . . . ?
C28 N1 C15 N2 -170.38(13) . . . . ?
C1 N1 C15 C16 177.04(13) . . . . ?
C28 N1 C15 C16 7.1(2) . . . . ?
N2 C15 C16 C17 55.0(2) . . . . ?
N1 C15 C16 C17 -122.18(16) . . . . ?
N2 C15 C16 C21 -125.87(17) . . . . ?
N1 C15 C16 C21 57.0(2) . . . . ?
C21 C16 C17 C18 -1.6(2) . . . . ?
C15 C16 C17 C18 177.60(14) . . . . ?
C16 C17 C18 C19 -0.6(3) . . . . ?
C17 C18 C19 C20 2.2(2) . . . . ?
C17 C18 C19 C22 -176.16(14) . . . . ?
S1 N4 C20 C19 -178.42(12) . . . . ?
S1 N4 C20 C21 0.69(15) . . . . ?
C18 C19 C20 N4 177.40(14) . . . . ?
C22 C19 C20 N4 -4.2(2) . . . . ?
C18 C19 C20 C21 -1.6(2) . . . . ?
C22 C19 C20 C21 176.75(13) . . . . ?
S1 N3 C21 C16 179.39(12) . . . . ?
S1 N3 C21 C20 0.74(15) . . . . ?
C17 C16 C21 N3 -176.40(14) . . . . ?
C15 C16 C21 N3 4.4(2) . . . . ?
C17 C16 C21 C20 2.2(2) . . . . ?
C15 C16 C21 C20 -177.05(13) . . . . ?
N4 C20 C21 N3 -0.98(18) . . . . ?
C19 C20 C21 N3 178.18(13) . . . . ?
N4 C20 C21 C16 -179.71(13) . . . . ?
C19 C20 C21 C16 -0.6(2) . . . . ?
C18 C19 C22 C27 138.88(17) . . . . ?
C20 C19 C22 C27 -39.4(2) . . . . ?
C18 C19 C22 C23 -37.1(2) . . . . ?
C20 C19 C22 C23 144.62(15) . . . . ?
C27 C22 C23 C24 -1.6(3) . . . . ?
C19 C22 C23 C24 174.45(16) . . . . ?
C22 C23 C24 C25 0.4(3) . . . . ?
C23 C24 C25 C26 0.6(3) . . . . ?
C24 C25 C26 C27 -0.2(3) . . . . ?
C25 C26 C27 C22 -1.1(3) . . . . ?
C23 C22 C27 C26 2.0(3) . . . . ?
C19 C22 C27 C26 -174.03(16) . . . . ?
C15 N1 C28 C29 -117.13(16) . . . . ?
C1 N1 C28 C29 75.3(2) . . . . ?
C15 N1 C28 C33 61.78(19) . . . . ?
C1 N1 C28 C33 -105.77(17) . . . . ?
C33 C28 C29 C30 1.1(2) . . . . ?
N1 C28 C29 C30 179.93(14) . . . . ?
C28 C29 C30 C31 -1.2(3) . . . . ?
C29 C30 C31 C32 0.7(3) . . . . ?
C30 C31 C32 C33 0.0(3) . . . . ?
C29 C28 C33 C32 -0.4(2) . . . . ?
N1 C28 C33 C32 -179.27(14) . . . . ?
C31 C32 C33 C28 -0.2(3) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.





#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: chloroform/hexane'
_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_sna100
_database_code_depnum_ccdc_archive 'CCDC 1886940'
loop_
_audit_author_name
_audit_author_address
'Suguru Ito'
;YOKOHAMA National University
Japan
;
_audit_update_record             
;
2018-12-22 deposited with the CCDC.	2019-03-08 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C34 H22 N4 O S'
_chemical_formula_moiety         'C34 H22 N4 O S'
_chemical_formula_weight         534.63
_chemical_melting_point          477.35-479.35
_chemical_absolute_configuration 'CHOOSE rm ad rmad syn or unk'

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
_space_group_IT_number           33
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,1/2+Z
3 1/2-X,1/2+Y,1/2+Z
4 1/2+X,1/2-Y,+Z
#------------------------------------------------------------------------------
_cell_length_a                   19.24398(15)
_cell_length_b                   21.13245(17)
_cell_length_c                   6.19786(5)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_volume                     2520.50(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9927
_cell_measurement_theta_min      4.19
_cell_measurement_theta_max      75.92
_cell_measurement_temperature    223
#------------------------------------------------------------------------------
_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.851
_exptl_crystal_size_mid          0.062
_exptl_crystal_size_min          0.051
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1112.00
_exptl_absorpt_coefficient_mu    1.434
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.636
_exptl_absorpt_correction_T_max  0.929

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      223
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            15869
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_theta_max         68.240
_diffrn_reflns_theta_min         3.106
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.785
_diffrn_reflns_point_group_measured_fraction_full 0.787
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_limit_l_max       7
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             3641
_reflns_number_gt                3511
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.429
_reflns_Friedel_fraction_max     0.524
_reflns_Friedel_fraction_full    0.527

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0319
_refine_ls_R_factor_gt           0.0309
_refine_ls_wR_factor_ref         0.0814
_refine_ls_wR_factor_gt          0.0805
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3641
_refine_ls_number_parameters     361
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0513P)²+0.2869P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.10
_refine_diff_density_min         -0.25
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
 No quotients, so Flack parameter determined by classical intensity fit
;
_refine_ls_abs_structure_Flack   -0.02(2)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 1.05909(3) 0.40106(3) 0.60187(13) 0.0476(2) Uani 1 1 d . . . . .
O1 O 0.80393(9) 0.47749(10) 1.6135(4) 0.0517(5) Uani 1 1 d . . . . .
N1 N 1.01576(8) 0.19942(8) 0.2451(3) 0.0265(4) Uani 1 1 d . . . . .
N2 N 0.90034(9) 0.18603(9) 0.2557(3) 0.0284(4) Uani 1 1 d . . . . .
N3 N 1.03519(10) 0.33829(10) 0.4753(4) 0.0387(5) Uani 1 1 d . . . . .
N4 N 1.00299(11) 0.40345(9) 0.7947(4) 0.0378(5) Uani 1 1 d . . . . .
C1 C 0.99929(10) 0.15570(10) 0.0861(4) 0.0264(4) Uani 1 1 d . . . . .
C2 C 1.04189(11) 0.12096(10) -0.0637(4) 0.0282(4) Uani 1 1 d . . . . .
C3 C 1.11524(11) 0.11686(11) -0.0540(4) 0.0310(5) Uani 1 1 d . . . . .
H3 H 1.1393 0.1374 0.0578 0.037 Uiso 1 1 calc R U . . .
C4 C 1.15169(12) 0.08312(11) -0.2064(5) 0.0355(5) Uani 1 1 d . . . . .
H4 H 1.2004 0.0809 -0.1985 0.043 Uiso 1 1 calc R U . . .
C5 C 1.11667(12) 0.05231(11) -0.3722(5) 0.0389(6) Uani 1 1 d . . . . .
H5 H 1.1420 0.0303 -0.4779 0.047 Uiso 1 1 calc R U . . .
C6 C 1.04538(12) 0.05388(11) -0.3825(5) 0.0374(5) Uani 1 1 d . . . . .
H6 H 1.0226 0.0324 -0.4948 0.045 Uiso 1 1 calc R U . . .
C7 C 1.00539(12) 0.08726(10) -0.2271(4) 0.0290(5) Uani 1 1 d . . . . .
C8 C 0.92920(11) 0.08456(10) -0.2300(4) 0.0305(5) Uani 1 1 d . . . . .
C9 C 0.89179(12) 0.05424(12) -0.3952(5) 0.0405(6) Uani 1 1 d . . . . .
H9 H 0.9160 0.0355 -0.5105 0.049 Uiso 1 1 calc R U . . .
C10 C 0.82015(13) 0.05145(13) -0.3912(6) 0.0479(7) Uani 1 1 d . . . . .
H10 H 0.7961 0.0317 -0.5048 0.058 Uiso 1 1 calc R U . . .
C11 C 0.78331(12) 0.07763(13) -0.2204(5) 0.0439(6) Uani 1 1 d . . . . .
H11 H 0.7345 0.0751 -0.2180 0.053 Uiso 1 1 calc R U . . .
C12 C 0.81798(12) 0.10737(11) -0.0542(5) 0.0357(5) Uani 1 1 d . . . . .
H12 H 0.7930 0.1241 0.0629 0.043 Uiso 1 1 calc R U . . .
C13 C 0.89076(11) 0.11264(10) -0.0604(4) 0.0295(5) Uani 1 1 d . . . . .
C14 C 0.92820(10) 0.14934(10) 0.0949(4) 0.0277(4) Uani 1 1 d . . . . .
C15 C 0.95374(10) 0.21643(10) 0.3433(4) 0.0268(4) Uani 1 1 d . . . . .
C16 C 0.94285(11) 0.25825(10) 0.5291(4) 0.0269(5) Uani 1 1 d . . . . .
C17 C 0.88754(11) 0.24499(10) 0.6621(4) 0.0295(5) Uani 1 1 d . . . . .
H17 H 0.8607 0.2089 0.6316 0.035 Uiso 1 1 calc R U . . .
C18 C 0.86861(11) 0.28224(11) 0.8414(4) 0.0308(5) Uani 1 1 d . . . . .
H18 H 0.8305 0.2691 0.9249 0.037 Uiso 1 1 calc R U . . .
C19 C 0.90283(11) 0.33671(10) 0.9010(4) 0.0278(5) Uani 1 1 d . . . . .
C20 C 0.96155(11) 0.35241(10) 0.7686(4) 0.0289(5) Uani 1 1 d . . . . .
C21 C 0.98073(11) 0.31451(10) 0.5842(4) 0.0287(4) Uani 1 1 d . . . . .
C22 C 0.87923(11) 0.37570(10) 1.0859(4) 0.0292(4) Uani 1 1 d . . . . .
C23 C 0.81114(13) 0.37071(14) 1.1604(5) 0.0487(7) Uani 1 1 d . . . . .
H23 H 0.7803 0.3432 1.0895 0.058 Uiso 1 1 calc R U . . .
C24 C 0.78779(14) 0.40483(15) 1.3347(6) 0.0571(9) Uani 1 1 d . . . . .
H24 H 0.7416 0.4001 1.3813 0.068 Uiso 1 1 calc R U . . .
C25 C 0.83166(12) 0.44612(12) 1.4422(5) 0.0368(5) Uani 1 1 d . . . . .
C26 C 0.89851(12) 0.45383(11) 1.3678(4) 0.0341(5) Uani 1 1 d . . . . .
H26 H 0.9285 0.4828 1.4356 0.041 Uiso 1 1 calc R U . . .
C27 C 0.92163(12) 0.41868(12) 1.1922(4) 0.0357(5) Uani 1 1 d . . . . .
H27 H 0.9675 0.4242 1.1438 0.043 Uiso 1 1 calc R U . . .
C28 C 0.84740(15) 0.51933(15) 1.7287(5) 0.0519(7) Uani 1 1 d . . . . .
H28A H 0.8214 0.5384 1.8458 0.062 Uiso 1 1 calc R U . . .
H28B H 0.8866 0.4961 1.7869 0.062 Uiso 1 1 calc R U . . .
H28C H 0.8641 0.5522 1.6324 0.062 Uiso 1 1 calc R U . . .
C29 C 1.08393(10) 0.22644(10) 0.2757(4) 0.0274(4) Uani 1 1 d . . . . .
C30 C 1.11184(11) 0.26215(11) 0.1095(4) 0.0342(5) Uani 1 1 d . . . . .
H30 H 1.0863 0.2693 -0.0175 0.041 Uiso 1 1 calc R U . . .
C31 C 1.17788(12) 0.28711(13) 0.1334(5) 0.0432(6) Uani 1 1 d . . . . .
H31 H 1.1976 0.3114 0.0220 0.052 Uiso 1 1 calc R U . . .
C32 C 1.21492(12) 0.27631(14) 0.3213(6) 0.0499(7) Uani 1 1 d . . . . .
H32 H 1.2598 0.2932 0.3371 0.060 Uiso 1 1 calc R U . . .
C33 C 1.18618(13) 0.24078(14) 0.4858(5) 0.0475(7) Uani 1 1 d . . . . .
H33 H 1.2115 0.2339 0.6133 0.057 Uiso 1 1 calc R U . . .
C34 C 1.12004(12) 0.21515(11) 0.4639(4) 0.0348(5) Uani 1 1 d . . . . .
H34 H 1.1004 0.1907 0.5750 0.042 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_structure_solution    'SIR2011 (Burla, et al., 2012)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.5 (Rigaku, 2017)'
_computing_molecular_graphics    'CrystalStructure 4.2.5'

#==============================================================================
# MOLECULAR GEOMETRY

_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 N3 1.608(2) . ?
S1 N4 1.611(2) . ?
O1 C25 1.361(3) . ?
O1 C28 1.411(3) . ?
N1 C15 1.387(3) . ?
N1 C1 1.388(3) . ?
N1 C29 1.443(3) . ?
N2 C15 1.328(3) . ?
N2 C14 1.372(3) . ?
N3 C21 1.344(3) . ?
N4 C20 1.351(3) . ?
C1 C14 1.376(3) . ?
C1 C2 1.440(3) . ?
C2 C3 1.416(3) . ?
C2 C7 1.423(3) . ?
C3 C4 1.376(4) . ?
C3 H3 0.9400 . ?
C4 C5 1.390(4) . ?
C4 H4 0.9400 . ?
C5 C6 1.374(3) . ?
C5 H5 0.9400 . ?
C6 C7 1.420(3) . ?
C6 H6 0.9400 . ?
C7 C8 1.468(3) . ?
C8 C9 1.406(4) . ?
C8 C13 1.416(3) . ?
C9 C10 1.380(3) . ?
C9 H9 0.9400 . ?
C10 C11 1.389(4) . ?
C10 H10 0.9400 . ?
C11 C12 1.379(4) . ?
C11 H11 0.9400 . ?
C12 C13 1.405(3) . ?
C12 H12 0.9400 . ?
C13 C14 1.430(3) . ?
C15 C16 1.466(3) . ?
C16 C17 1.375(3) . ?
C16 C21 1.436(3) . ?
C17 C18 1.409(3) . ?
C17 H17 0.9400 . ?
C18 C19 1.377(3) . ?
C18 H18 0.9400 . ?
C19 C20 1.436(3) . ?
C19 C22 1.483(3) . ?
C20 C21 1.443(3) . ?
C22 C27 1.387(3) . ?
C22 C23 1.393(3) . ?
C23 C24 1.374(4) . ?
C23 H23 0.9400 . ?
C24 C25 1.385(4) . ?
C24 H24 0.9400 . ?
C25 C26 1.376(3) . ?
C26 C27 1.391(3) . ?
C26 H26 0.9400 . ?
C27 H27 0.9400 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 H28C 0.9700 . ?
C29 C34 1.379(3) . ?
C29 C30 1.385(3) . ?
C30 C31 1.384(3) . ?
C30 H30 0.9400 . ?
C31 C32 1.385(4) . ?
C31 H31 0.9400 . ?
C32 C33 1.381(4) . ?
C32 H32 0.9400 . ?
C33 C34 1.390(3) . ?
C33 H33 0.9400 . ?
C34 H34 0.9400 . ?

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
N3 S1 N4 101.30(10) . . ?
C25 O1 C28 117.9(2) . . ?
C15 N1 C1 106.73(17) . . ?
C15 N1 C29 128.46(19) . . ?
C1 N1 C29 124.34(17) . . ?
C15 N2 C14 105.55(17) . . ?
C21 N3 S1 106.66(17) . . ?
C20 N4 S1 106.35(17) . . ?
C14 C1 N1 105.31(18) . . ?
C14 C1 C2 122.8(2) . . ?
N1 C1 C2 131.88(18) . . ?
C3 C2 C7 119.4(2) . . ?
C3 C2 C1 124.9(2) . . ?
C7 C2 C1 115.65(19) . . ?
C4 C3 C2 120.7(2) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 120.2(2) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 120.5(2) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C7 121.4(2) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C6 C7 C2 117.6(2) . . ?
C6 C7 C8 120.9(2) . . ?
C2 C7 C8 121.4(2) . . ?
C9 C8 C13 117.7(2) . . ?
C9 C8 C7 122.6(2) . . ?
C13 C8 C7 119.8(2) . . ?
C10 C9 C8 121.2(3) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C9 C10 C11 120.4(3) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C12 C11 C10 120.3(2) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 C13 119.9(2) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C12 C13 C8 120.5(2) . . ?
C12 C13 C14 121.8(2) . . ?
C8 C13 C14 117.61(19) . . ?
N2 C14 C1 111.2(2) . . ?
N2 C14 C13 126.74(18) . . ?
C1 C14 C13 121.8(2) . . ?
N2 C15 N1 111.16(19) . . ?
N2 C15 C16 120.13(18) . . ?
N1 C15 C16 128.59(19) . . ?
C17 C16 C21 114.8(2) . . ?
C17 C16 C15 117.30(19) . . ?
C21 C16 C15 127.83(19) . . ?
C16 C17 C18 124.0(2) . . ?
C16 C17 H17 118.0 . . ?
C18 C17 H17 118.0 . . ?
C19 C18 C17 123.7(2) . . ?
C19 C18 H18 118.1 . . ?
C17 C18 H18 118.1 . . ?
C18 C19 C20 114.60(19) . . ?
C18 C19 C22 121.72(19) . . ?
C20 C19 C22 123.68(19) . . ?
N4 C20 C19 125.5(2) . . ?
N4 C20 C21 112.8(2) . . ?
C19 C20 C21 121.71(19) . . ?
N3 C21 C16 125.9(2) . . ?
N3 C21 C20 112.92(19) . . ?
C16 C21 C20 121.21(19) . . ?
C27 C22 C23 116.4(2) . . ?
C27 C22 C19 123.4(2) . . ?
C23 C22 C19 120.1(2) . . ?
C24 C23 C22 121.9(2) . . ?
C24 C23 H23 119.1 . . ?
C22 C23 H23 119.1 . . ?
C23 C24 C25 120.6(2) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 H24 119.7 . . ?
O1 C25 C26 124.8(2) . . ?
O1 C25 C24 116.3(2) . . ?
C26 C25 C24 118.9(2) . . ?
C25 C26 C27 119.9(2) . . ?
C25 C26 H26 120.1 . . ?
C27 C26 H26 120.1 . . ?
C22 C27 C26 122.2(2) . . ?
C22 C27 H27 118.9 . . ?
C26 C27 H27 118.9 . . ?
O1 C28 H28A 109.5 . . ?
O1 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O1 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C34 C29 C30 121.9(2) . . ?
C34 C29 N1 120.0(2) . . ?
C30 C29 N1 118.1(2) . . ?
C31 C30 C29 119.0(2) . . ?
C31 C30 H30 120.5 . . ?
C29 C30 H30 120.5 . . ?
C30 C31 C32 120.0(3) . . ?
C30 C31 H31 120.0 . . ?
C32 C31 H31 120.0 . . ?
C33 C32 C31 120.3(2) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C32 C33 C34 120.4(3) . . ?
C32 C33 H33 119.8 . . ?
C34 C33 H33 119.8 . . ?
C29 C34 C33 118.5(2) . . ?
C29 C34 H34 120.8 . . ?
C33 C34 H34 120.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N4 S1 N3 C21 -1.1(2) . . . . ?
N3 S1 N4 C20 0.7(2) . . . . ?
C15 N1 C1 C14 0.8(2) . . . . ?
C29 N1 C1 C14 -171.9(2) . . . . ?
C15 N1 C1 C2 -178.6(2) . . . . ?
C29 N1 C1 C2 8.6(4) . . . . ?
C14 C1 C2 C3 -167.9(2) . . . . ?
N1 C1 C2 C3 11.5(4) . . . . ?
C14 C1 C2 C7 10.0(3) . . . . ?
N1 C1 C2 C7 -170.6(2) . . . . ?
C7 C2 C3 C4 3.0(3) . . . . ?
C1 C2 C3 C4 -179.1(2) . . . . ?
C2 C3 C4 C5 -0.2(4) . . . . ?
C3 C4 C5 C6 -1.6(4) . . . . ?
C4 C5 C6 C7 0.7(4) . . . . ?
C5 C6 C7 C2 2.1(4) . . . . ?
C5 C6 C7 C8 -175.2(2) . . . . ?
C3 C2 C7 C6 -3.9(3) . . . . ?
C1 C2 C7 C6 178.1(2) . . . . ?
C3 C2 C7 C8 173.4(2) . . . . ?
C1 C2 C7 C8 -4.6(3) . . . . ?
C6 C7 C8 C9 -6.0(4) . . . . ?
C2 C7 C8 C9 176.8(2) . . . . ?
C6 C7 C8 C13 173.3(2) . . . . ?
C2 C7 C8 C13 -3.9(3) . . . . ?
C13 C8 C9 C10 -0.6(4) . . . . ?
C7 C8 C9 C10 178.7(2) . . . . ?
C8 C9 C10 C11 -1.3(4) . . . . ?
C9 C10 C11 C12 0.8(4) . . . . ?
C10 C11 C12 C13 1.6(4) . . . . ?
C11 C12 C13 C8 -3.5(4) . . . . ?
C11 C12 C13 C14 172.6(2) . . . . ?
C9 C8 C13 C12 3.0(3) . . . . ?
C7 C8 C13 C12 -176.4(2) . . . . ?
C9 C8 C13 C14 -173.3(2) . . . . ?
C7 C8 C13 C14 7.3(3) . . . . ?
C15 N2 C14 C1 1.5(3) . . . . ?
C15 N2 C14 C13 -173.3(2) . . . . ?
N1 C1 C14 N2 -1.5(3) . . . . ?
C2 C1 C14 N2 178.0(2) . . . . ?
N1 C1 C14 C13 173.6(2) . . . . ?
C2 C1 C14 C13 -6.9(3) . . . . ?
C12 C13 C14 N2 -4.2(4) . . . . ?
C8 C13 C14 N2 172.1(2) . . . . ?
C12 C13 C14 C1 -178.5(2) . . . . ?
C8 C13 C14 C1 -2.2(3) . . . . ?
C14 N2 C15 N1 -1.0(3) . . . . ?
C14 N2 C15 C16 -177.3(2) . . . . ?
C1 N1 C15 N2 0.1(3) . . . . ?
C29 N1 C15 N2 172.5(2) . . . . ?
C1 N1 C15 C16 176.0(2) . . . . ?
C29 N1 C15 C16 -11.7(4) . . . . ?
N2 C15 C16 C17 27.4(3) . . . . ?
N1 C15 C16 C17 -148.2(2) . . . . ?
N2 C15 C16 C21 -148.6(2) . . . . ?
N1 C15 C16 C21 35.9(4) . . . . ?
C21 C16 C17 C18 -0.8(3) . . . . ?
C15 C16 C17 C18 -177.2(2) . . . . ?
C16 C17 C18 C19 1.1(4) . . . . ?
C17 C18 C19 C20 -1.6(3) . . . . ?
C17 C18 C19 C22 177.5(2) . . . . ?
S1 N4 C20 C19 -178.0(2) . . . . ?
S1 N4 C20 C21 0.0(3) . . . . ?
C18 C19 C20 N4 179.8(2) . . . . ?
C22 C19 C20 N4 0.7(4) . . . . ?
C18 C19 C20 C21 1.9(3) . . . . ?
C22 C19 C20 C21 -177.2(2) . . . . ?
S1 N3 C21 C16 -179.75(19) . . . . ?
S1 N3 C21 C20 1.2(3) . . . . ?
C17 C16 C21 N3 -177.8(2) . . . . ?
C15 C16 C21 N3 -1.8(4) . . . . ?
C17 C16 C21 C20 1.1(3) . . . . ?
C15 C16 C21 C20 177.1(2) . . . . ?
N4 C20 C21 N3 -0.8(3) . . . . ?
C19 C20 C21 N3 177.3(2) . . . . ?
N4 C20 C21 C16 -179.9(2) . . . . ?
C19 C20 C21 C16 -1.8(3) . . . . ?
C18 C19 C22 C27 159.9(2) . . . . ?
C20 C19 C22 C27 -21.1(4) . . . . ?
C18 C19 C22 C23 -20.7(4) . . . . ?
C20 C19 C22 C23 158.3(3) . . . . ?
C27 C22 C23 C24 -2.2(4) . . . . ?
C19 C22 C23 C24 178.3(3) . . . . ?
C22 C23 C24 C25 0.4(5) . . . . ?
C28 O1 C25 C26 -2.4(4) . . . . ?
C28 O1 C25 C24 179.2(3) . . . . ?
C23 C24 C25 O1 -179.6(3) . . . . ?
C23 C24 C25 C26 1.9(5) . . . . ?
O1 C25 C26 C27 179.3(3) . . . . ?
C24 C25 C26 C27 -2.3(4) . . . . ?
C23 C22 C27 C26 1.8(4) . . . . ?
C19 C22 C27 C26 -178.8(2) . . . . ?
C25 C26 C27 C22 0.4(4) . . . . ?
C15 N1 C29 C34 72.4(3) . . . . ?
C1 N1 C29 C34 -116.5(3) . . . . ?
C15 N1 C29 C30 -109.1(3) . . . . ?
C1 N1 C29 C30 62.0(3) . . . . ?
C34 C29 C30 C31 0.1(4) . . . . ?
N1 C29 C30 C31 -178.4(2) . . . . ?
C29 C30 C31 C32 -0.1(4) . . . . ?
C30 C31 C32 C33 -0.1(5) . . . . ?
C31 C32 C33 C34 0.4(5) . . . . ?
C30 C29 C34 C33 0.2(4) . . . . ?
N1 C29 C34 C33 178.6(2) . . . . ?
C32 C33 C34 C29 -0.4(4) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.





#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: chloroform/hexane'
_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_sna205
_database_code_depnum_ccdc_archive 'CCDC 1886941'
loop_
_audit_author_name
_audit_author_address
'Suguru Ito'
;YOKOHAMA National University
Japan
;
_audit_update_record             
;
2018-12-22 deposited with the CCDC.	2019-03-08 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C35 H24 N4 O S'
_chemical_formula_moiety         'C35 H24 N4 O S'
_chemical_formula_weight         548.66
_chemical_melting_point          505.75-506.75

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   15.39674(12)
_cell_length_b                   10.80897(7)
_cell_length_c                   17.32088(15)
_cell_angle_alpha                90.0000
_cell_angle_beta                 105.4259(9)
_cell_angle_gamma                90.0000
_cell_volume                     2778.75(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    21945
_cell_measurement_theta_min      3.43
_cell_measurement_theta_max      76.20
_cell_measurement_temperature    223
#------------------------------------------------------------------------------
_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.712
_exptl_crystal_size_mid          0.367
_exptl_crystal_size_min          0.191
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1144.00
_exptl_absorpt_coefficient_mu    1.314
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.336
_exptl_absorpt_correction_T_max  0.778

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      223
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            34979
_diffrn_reflns_av_R_equivalents  0.0585
_diffrn_reflns_theta_max         68.243
_diffrn_reflns_theta_min         3.418
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             5081
_reflns_number_gt                4729
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0435
_refine_ls_wR_factor_ref         0.1215
_refine_ls_wR_factor_gt          0.1199
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         5081
_refine_ls_number_parameters     370
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0718P)²+0.7324P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.26
_refine_diff_density_min         -0.47
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 -0.05107(2) 1.16163(4) 0.56741(3) 0.04290(14) Uani 1 1 d . . . . .
O1 O 0.31518(8) 1.38619(12) 0.33834(7) 0.0488(3) Uani 1 1 d . . . . .
N1 N 0.09886(8) 0.70436(12) 0.70338(7) 0.0355(3) Uani 1 1 d . . . . .
N2 N 0.04510(8) 0.86593(12) 0.75761(8) 0.0380(3) Uani 1 1 d . . . . .
N3 N -0.01777(8) 1.04055(12) 0.62110(8) 0.0383(3) Uani 1 1 d . . . . .
N4 N 0.03579(8) 1.19133(12) 0.53546(8) 0.0398(3) Uani 1 1 d . . . . .
C1 C 0.05554(10) 0.65632(14) 0.75759(9) 0.0375(3) Uani 1 1 d . . . . .
C2 C 0.03877(10) 0.53076(15) 0.77732(10) 0.0422(4) Uani 1 1 d . . . . .
C3 C 0.06607(12) 0.42518(16) 0.74219(11) 0.0496(4) Uani 1 1 d . . . . .
H3 H 0.0983 0.4347 0.7035 0.060 Uiso 1 1 calc R U . . .
C4 C 0.04605(14) 0.30811(18) 0.76382(13) 0.0605(5) Uani 1 1 d . . . . .
H4 H 0.0648 0.2382 0.7403 0.073 Uiso 1 1 calc R U . . .
C5 C -0.00232(16) 0.2942(2) 0.82095(15) 0.0716(6) Uani 1 1 d . . . . .
H5 H -0.0161 0.2145 0.8359 0.086 Uiso 1 1 calc R U . . .
C6 C -0.02958(14) 0.3951(2) 0.85508(14) 0.0659(6) Uani 1 1 d . . . . .
H6 H -0.0626 0.3831 0.8930 0.079 Uiso 1 1 calc R U . . .
C7 C -0.01031(11) 0.51694(18) 0.83595(10) 0.0492(4) Uani 1 1 d . . . . .
C8 C -0.04118(11) 0.62388(19) 0.87304(11) 0.0495(4) Uani 1 1 d . . . . .
C9 C -0.08919(13) 0.6134(2) 0.93218(13) 0.0673(6) Uani 1 1 d . . . . .
H9 H -0.1008 0.5344 0.9499 0.081 Uiso 1 1 calc R U . . .
C10 C -0.11903(15) 0.7153(3) 0.96408(14) 0.0774(7) Uani 1 1 d . . . . .
H10 H -0.1513 0.7051 1.0027 0.093 Uiso 1 1 calc R U . . .
C11 C -0.10258(15) 0.8334(3) 0.94041(14) 0.0711(6) Uani 1 1 d . . . . .
H11 H -0.1237 0.9029 0.9626 0.085 Uiso 1 1 calc R U . . .
C12 C -0.05483(13) 0.8484(2) 0.88396(11) 0.0555(5) Uani 1 1 d . . . . .
H12 H -0.0425 0.9284 0.8684 0.067 Uiso 1 1 calc R U . . .
C13 C -0.02472(10) 0.74544(17) 0.84997(10) 0.0445(4) Uani 1 1 d . . . . .
C14 C 0.02441(9) 0.75749(15) 0.79026(9) 0.0379(3) Uani 1 1 d . . . . .
C15 C 0.08933(10) 0.83140(13) 0.70577(9) 0.0350(3) Uani 1 1 d . . . . .
C16 C 0.12263(10) 0.91731(13) 0.65450(9) 0.0337(3) Uani 1 1 d . . . . .
C17 C 0.20624(10) 0.91073(14) 0.64069(9) 0.0369(3) Uani 1 1 d . . . . .
H17 H 0.2456 0.8475 0.6658 0.044 Uiso 1 1 calc R U . . .
C18 C 0.23585(10) 0.99464(14) 0.59048(9) 0.0364(3) Uani 1 1 d . . . . .
H18 H 0.2939 0.9840 0.5836 0.044 Uiso 1 1 calc R U . . .
C19 C 0.18427(9) 1.09115(13) 0.55119(9) 0.0335(3) Uani 1 1 d . . . . .
C20 C 0.09731(9) 1.10317(13) 0.56597(8) 0.0327(3) Uani 1 1 d . . . . .
C21 C 0.06673(9) 1.01707(13) 0.61617(8) 0.0325(3) Uani 1 1 d . . . . .
C22 C 0.21592(10) 1.17448(13) 0.49594(9) 0.0328(3) Uani 1 1 d . . . . .
C23 C 0.15704(10) 1.21830(15) 0.42586(10) 0.0413(4) Uani 1 1 d . . . . .
H23 H 0.0955 1.1988 0.4148 0.050 Uiso 1 1 calc R U . . .
C24 C 0.18715(10) 1.28980(16) 0.37214(10) 0.0427(4) Uani 1 1 d . . . . .
H24 H 0.1463 1.3186 0.3251 0.051 Uiso 1 1 calc R U . . .
C25 C 0.27845(10) 1.31920(14) 0.38788(9) 0.0369(3) Uani 1 1 d . . . . .
C26 C 0.33745(10) 1.27848(14) 0.45890(9) 0.0363(3) Uani 1 1 d . . . . .
H26 H 0.3987 1.3001 0.4709 0.044 Uiso 1 1 calc R U . . .
C27 C 0.30632(10) 1.20647(14) 0.51178(9) 0.0348(3) Uani 1 1 d . . . . .
H27 H 0.3470 1.1787 0.5592 0.042 Uiso 1 1 calc R U . . .
C28 C 0.25769(15) 1.4197(2) 0.26108(12) 0.0674(6) Uani 1 1 d . . . . .
H28A H 0.2120 1.4789 0.2677 0.081 Uiso 1 1 calc R U . . .
H28B H 0.2267 1.3460 0.2342 0.081 Uiso 1 1 calc R U . . .
C29 C 0.3116(2) 1.4747(4) 0.21247(15) 0.1112(13) Uani 1 1 d . . . . .
H29A H 0.2728 1.4971 0.1605 0.133 Uiso 1 1 calc R U . . .
H29B H 0.3417 1.5480 0.2390 0.133 Uiso 1 1 calc R U . . .
H29C H 0.3563 1.4154 0.2056 0.133 Uiso 1 1 calc R U . . .
C30 C 0.14269(10) 0.63673(13) 0.65306(10) 0.0376(3) Uani 1 1 d . . . . .
C31 C 0.09477(13) 0.60747(16) 0.57597(10) 0.0476(4) Uani 1 1 d . . . . .
H31 H 0.0340 0.6309 0.5567 0.057 Uiso 1 1 calc R U . . .
C32 C 0.13753(17) 0.54313(19) 0.52751(13) 0.0652(5) Uani 1 1 d . . . . .
H32 H 0.1059 0.5231 0.4747 0.078 Uiso 1 1 calc R U . . .
C33 C 0.22571(19) 0.50854(19) 0.55617(17) 0.0730(7) Uani 1 1 d . . . . .
H33 H 0.2542 0.4648 0.5229 0.088 Uiso 1 1 calc R U . . .
C34 C 0.27361(15) 0.53741(19) 0.63407(16) 0.0671(6) Uani 1 1 d . . . . .
H34 H 0.3341 0.5131 0.6533 0.080 Uiso 1 1 calc R U . . .
C35 C 0.23189(12) 0.60203(16) 0.68319(12) 0.0494(4) Uani 1 1 d . . . . .
H35 H 0.2635 0.6220 0.7360 0.059 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_structure_solution    'SIR2011 (Burla, et al., 2012)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.5 (Rigaku, 2017)'
_computing_molecular_graphics    'CrystalStructure 4.2.5'

#==============================================================================
# MOLECULAR GEOMETRY

_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 N3 1.6084(13) . ?
S1 N4 1.6098(13) . ?
O1 C25 1.3559(18) . ?
O1 C28 1.441(2) . ?
N1 C15 1.3828(19) . ?
N1 C1 1.3890(19) . ?
N1 C30 1.436(2) . ?
N2 C15 1.317(2) . ?
N2 C14 1.375(2) . ?
N3 C21 1.3503(18) . ?
N4 C20 1.3485(19) . ?
C1 C14 1.375(2) . ?
C1 C2 1.440(2) . ?
C2 C3 1.409(3) . ?
C2 C7 1.426(2) . ?
C3 C4 1.378(2) . ?
C3 H3 0.9400 . ?
C4 C5 1.396(3) . ?
C4 H4 0.9400 . ?
C5 C6 1.359(4) . ?
C5 H5 0.9400 . ?
C6 C7 1.409(3) . ?
C6 H6 0.9400 . ?
C7 C8 1.462(3) . ?
C8 C13 1.416(3) . ?
C8 C9 1.418(3) . ?
C9 C10 1.365(4) . ?
C9 H9 0.9400 . ?
C10 C11 1.385(4) . ?
C10 H10 0.9400 . ?
C11 C12 1.380(3) . ?
C11 H11 0.9400 . ?
C12 C13 1.395(3) . ?
C12 H12 0.9400 . ?
C13 C14 1.441(2) . ?
C15 C16 1.468(2) . ?
C16 C17 1.372(2) . ?
C16 C21 1.428(2) . ?
C17 C18 1.413(2) . ?
C17 H17 0.9400 . ?
C18 C19 1.376(2) . ?
C18 H18 0.9400 . ?
C19 C20 1.4343(19) . ?
C19 C22 1.487(2) . ?
C20 C21 1.436(2) . ?
C22 C27 1.389(2) . ?
C22 C23 1.391(2) . ?
C23 C24 1.381(2) . ?
C23 H23 0.9400 . ?
C24 C25 1.396(2) . ?
C24 H24 0.9400 . ?
C25 C26 1.392(2) . ?
C26 C27 1.381(2) . ?
C26 H26 0.9400 . ?
C27 H27 0.9400 . ?
C28 C29 1.457(3) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 H29C 0.9700 . ?
C30 C31 1.380(2) . ?
C30 C35 1.385(2) . ?
C31 C32 1.384(3) . ?
C31 H31 0.9400 . ?
C32 C33 1.368(4) . ?
C32 H32 0.9400 . ?
C33 C34 1.390(4) . ?
C33 H33 0.9400 . ?
C34 C35 1.384(3) . ?
C34 H34 0.9400 . ?
C35 H35 0.9400 . ?

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
N3 S1 N4 101.24(7) . . ?
C25 O1 C28 117.74(13) . . ?
C15 N1 C1 106.09(12) . . ?
C15 N1 C30 126.47(12) . . ?
C1 N1 C30 127.42(13) . . ?
C15 N2 C14 104.90(13) . . ?
C21 N3 S1 106.30(10) . . ?
C20 N4 S1 106.59(10) . . ?
C14 C1 N1 105.28(13) . . ?
C14 C1 C2 123.23(15) . . ?
N1 C1 C2 131.43(15) . . ?
C3 C2 C7 119.88(15) . . ?
C3 C2 C1 124.62(16) . . ?
C7 C2 C1 115.49(16) . . ?
C4 C3 C2 120.83(19) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 119.5(2) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C6 C5 C4 120.45(19) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C7 122.6(2) . . ?
C5 C6 H6 118.7 . . ?
C7 C6 H6 118.7 . . ?
C6 C7 C2 116.75(19) . . ?
C6 C7 C8 121.50(18) . . ?
C2 C7 C8 121.74(15) . . ?
C13 C8 C9 116.40(19) . . ?
C13 C8 C7 120.42(15) . . ?
C9 C8 C7 123.17(18) . . ?
C10 C9 C8 121.6(2) . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?
C9 C10 C11 121.1(2) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 H10 119.5 . . ?
C12 C11 C10 119.5(2) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C11 C12 C13 120.3(2) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C12 C13 C8 121.12(16) . . ?
C12 C13 C14 121.86(16) . . ?
C8 C13 C14 117.01(16) . . ?
C1 C14 N2 111.38(13) . . ?
C1 C14 C13 122.05(15) . . ?
N2 C14 C13 126.56(15) . . ?
N2 C15 N1 112.33(13) . . ?
N2 C15 C16 124.07(13) . . ?
N1 C15 C16 123.57(13) . . ?
C17 C16 C21 115.80(13) . . ?
C17 C16 C15 124.56(13) . . ?
C21 C16 C15 119.63(13) . . ?
C16 C17 C18 123.02(13) . . ?
C16 C17 H17 118.5 . . ?
C18 C17 H17 118.5 . . ?
C19 C18 C17 123.54(13) . . ?
C19 C18 H18 118.2 . . ?
C17 C18 H18 118.2 . . ?
C18 C19 C20 115.06(13) . . ?
C18 C19 C22 122.17(13) . . ?
C20 C19 C22 122.75(13) . . ?
N4 C20 C19 125.86(13) . . ?
N4 C20 C21 112.71(13) . . ?
C19 C20 C21 121.43(13) . . ?
N3 C21 C16 125.73(13) . . ?
N3 C21 C20 113.15(13) . . ?
C16 C21 C20 121.11(13) . . ?
C27 C22 C23 118.28(14) . . ?
C27 C22 C19 120.42(13) . . ?
C23 C22 C19 121.25(13) . . ?
C24 C23 C22 121.40(14) . . ?
C24 C23 H23 119.3 . . ?
C22 C23 H23 119.3 . . ?
C23 C24 C25 119.80(14) . . ?
C23 C24 H24 120.1 . . ?
C25 C24 H24 120.1 . . ?
O1 C25 C26 116.37(13) . . ?
O1 C25 C24 124.46(14) . . ?
C26 C25 C24 119.16(14) . . ?
C27 C26 C25 120.27(13) . . ?
C27 C26 H26 119.9 . . ?
C25 C26 H26 119.9 . . ?
C26 C27 C22 121.04(14) . . ?
C26 C27 H27 119.5 . . ?
C22 C27 H27 119.5 . . ?
O1 C28 C29 109.59(18) . . ?
O1 C28 H28A 109.8 . . ?
C29 C28 H28A 109.8 . . ?
O1 C28 H28B 109.8 . . ?
C29 C28 H28B 109.8 . . ?
H28A C28 H28B 108.2 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C30 C35 121.61(16) . . ?
C31 C30 N1 119.17(14) . . ?
C35 C30 N1 119.22(15) . . ?
C30 C31 C32 118.95(18) . . ?
C30 C31 H31 120.5 . . ?
C32 C31 H31 120.5 . . ?
C33 C32 C31 120.2(2) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C32 C33 C34 120.67(19) . . ?
C32 C33 H33 119.7 . . ?
C34 C33 H33 119.7 . . ?
C35 C34 C33 119.80(19) . . ?
C35 C34 H34 120.1 . . ?
C33 C34 H34 120.1 . . ?
C34 C35 C30 118.75(19) . . ?
C34 C35 H35 120.6 . . ?
C30 C35 H35 120.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N4 S1 N3 C21 0.05(11) . . . . ?
N3 S1 N4 C20 0.68(12) . . . . ?
C15 N1 C1 C14 -1.21(15) . . . . ?
C30 N1 C1 C14 -179.62(14) . . . . ?
C15 N1 C1 C2 175.87(15) . . . . ?
C30 N1 C1 C2 -2.5(3) . . . . ?
C14 C1 C2 C3 176.90(15) . . . . ?
N1 C1 C2 C3 0.3(3) . . . . ?
C14 C1 C2 C7 -2.1(2) . . . . ?
N1 C1 C2 C7 -178.76(15) . . . . ?
C7 C2 C3 C4 -0.1(2) . . . . ?
C1 C2 C3 C4 -179.06(16) . . . . ?
C2 C3 C4 C5 0.3(3) . . . . ?
C3 C4 C5 C6 0.0(3) . . . . ?
C4 C5 C6 C7 -0.7(3) . . . . ?
C5 C6 C7 C2 0.9(3) . . . . ?
C5 C6 C7 C8 179.43(19) . . . . ?
C3 C2 C7 C6 -0.5(2) . . . . ?
C1 C2 C7 C6 178.54(15) . . . . ?
C3 C2 C7 C8 -179.04(15) . . . . ?
C1 C2 C7 C8 0.0(2) . . . . ?
C6 C7 C8 C13 -176.92(16) . . . . ?
C2 C7 C8 C13 1.5(2) . . . . ?
C6 C7 C8 C9 2.3(3) . . . . ?
C2 C7 C8 C9 -179.24(16) . . . . ?
C13 C8 C9 C10 1.0(3) . . . . ?
C7 C8 C9 C10 -178.29(19) . . . . ?
C8 C9 C10 C11 -0.7(3) . . . . ?
C9 C10 C11 C12 -0.3(4) . . . . ?
C10 C11 C12 C13 1.1(3) . . . . ?
C11 C12 C13 C8 -0.8(3) . . . . ?
C11 C12 C13 C14 179.30(18) . . . . ?
C9 C8 C13 C12 -0.2(2) . . . . ?
C7 C8 C13 C12 179.09(15) . . . . ?
C9 C8 C13 C14 179.67(15) . . . . ?
C7 C8 C13 C14 -1.0(2) . . . . ?
N1 C1 C14 N2 1.11(16) . . . . ?
C2 C1 C14 N2 -176.27(13) . . . . ?
N1 C1 C14 C13 -179.92(13) . . . . ?
C2 C1 C14 C13 2.7(2) . . . . ?
C15 N2 C14 C1 -0.54(16) . . . . ?
C15 N2 C14 C13 -179.45(15) . . . . ?
C12 C13 C14 C1 178.88(15) . . . . ?
C8 C13 C14 C1 -1.0(2) . . . . ?
C12 C13 C14 N2 -2.3(2) . . . . ?
C8 C13 C14 N2 177.80(14) . . . . ?
C14 N2 C15 N1 -0.28(16) . . . . ?
C14 N2 C15 C16 178.05(13) . . . . ?
C1 N1 C15 N2 0.96(16) . . . . ?
C30 N1 C15 N2 179.40(13) . . . . ?
C1 N1 C15 C16 -177.38(13) . . . . ?
C30 N1 C15 C16 1.1(2) . . . . ?
N2 C15 C16 C17 136.50(16) . . . . ?
N1 C15 C16 C17 -45.3(2) . . . . ?
N2 C15 C16 C21 -42.5(2) . . . . ?
N1 C15 C16 C21 135.66(15) . . . . ?
C21 C16 C17 C18 -1.4(2) . . . . ?
C15 C16 C17 C18 179.57(14) . . . . ?
C16 C17 C18 C19 0.5(2) . . . . ?
C17 C18 C19 C20 1.3(2) . . . . ?
C17 C18 C19 C22 -177.24(14) . . . . ?
S1 N4 C20 C19 178.07(12) . . . . ?
S1 N4 C20 C21 -1.17(15) . . . . ?
C18 C19 C20 N4 178.82(14) . . . . ?
C22 C19 C20 N4 -2.7(2) . . . . ?
C18 C19 C20 C21 -2.0(2) . . . . ?
C22 C19 C20 C21 176.49(13) . . . . ?
S1 N3 C21 C16 -179.80(12) . . . . ?
S1 N3 C21 C20 -0.74(15) . . . . ?
C17 C16 C21 N3 179.59(14) . . . . ?
C15 C16 C21 N3 -1.3(2) . . . . ?
C17 C16 C21 C20 0.6(2) . . . . ?
C15 C16 C21 C20 179.68(13) . . . . ?
N4 C20 C21 N3 1.31(18) . . . . ?
C19 C20 C21 N3 -177.97(13) . . . . ?
N4 C20 C21 C16 -179.59(13) . . . . ?
C19 C20 C21 C16 1.1(2) . . . . ?
C18 C19 C22 C27 -35.5(2) . . . . ?
C20 C19 C22 C27 146.15(14) . . . . ?
C18 C19 C22 C23 141.94(16) . . . . ?
C20 C19 C22 C23 -36.4(2) . . . . ?
C27 C22 C23 C24 1.3(2) . . . . ?
C19 C22 C23 C24 -176.20(15) . . . . ?
C22 C23 C24 C25 0.1(3) . . . . ?
C28 O1 C25 C26 174.22(17) . . . . ?
C28 O1 C25 C24 -5.9(3) . . . . ?
C23 C24 C25 O1 178.41(15) . . . . ?
C23 C24 C25 C26 -1.7(2) . . . . ?
O1 C25 C26 C27 -178.03(14) . . . . ?
C24 C25 C26 C27 2.1(2) . . . . ?
C25 C26 C27 C22 -0.8(2) . . . . ?
C23 C22 C27 C26 -0.9(2) . . . . ?
C19 C22 C27 C26 176.59(13) . . . . ?
C25 O1 C28 C29 -171.6(2) . . . . ?
C15 N1 C30 C31 -84.55(19) . . . . ?
C1 N1 C30 C31 93.56(18) . . . . ?
C15 N1 C30 C35 95.72(18) . . . . ?
C1 N1 C30 C35 -86.18(19) . . . . ?
C35 C30 C31 C32 -0.8(3) . . . . ?
N1 C30 C31 C32 179.50(16) . . . . ?
C30 C31 C32 C33 0.5(3) . . . . ?
C31 C32 C33 C34 0.0(3) . . . . ?
C32 C33 C34 C35 -0.1(3) . . . . ?
C33 C34 C35 C30 -0.1(3) . . . . ?
C31 C30 C35 C34 0.6(3) . . . . ?
N1 C30 C35 C34 -179.69(15) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.





#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: chloroform/hexane'
_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_sna111
_database_code_depnum_ccdc_archive 'CCDC 1886943'
loop_
_audit_author_name
_audit_author_address
'Suguru Ito'
;YOKOHAMA National University
Japan
;
_audit_update_record             
;
2018-12-22 deposited with the CCDC.	2019-03-08 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C34 H19 F3 N4 S'
_chemical_formula_moiety         'C34 H19 F3 N4 S'
_chemical_formula_weight         572.61
_chemical_melting_point          501.95-502.75
_chemical_absolute_configuration 'CHOOSE rm ad rmad syn or unk'

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 c 1'
_space_group_name_Hall           'P -2yc'
_space_group_IT_number           7
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 +X,-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   10.20299(16)
_cell_length_b                   15.8241(2)
_cell_length_c                   16.8045(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 93.1817(15)
_cell_angle_gamma                90.0000
_cell_volume                     2708.96(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    17534
_cell_measurement_theta_min      3.82
_cell_measurement_theta_max      76.79
_cell_measurement_temperature    223
#------------------------------------------------------------------------------
_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.900
_exptl_crystal_size_mid          0.700
_exptl_crystal_size_min          0.500
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1176.00
_exptl_absorpt_coefficient_mu    1.510
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.132
_exptl_absorpt_correction_T_max  0.470

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      223
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            28440
_diffrn_reflns_av_R_equivalents  0.0668
_diffrn_reflns_theta_max         68.247
_diffrn_reflns_theta_min         3.840
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.830
_diffrn_reflns_point_group_measured_fraction_full 0.831
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             8231
_reflns_number_gt                7832
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.658
_reflns_Friedel_fraction_max     0.660
_reflns_Friedel_fraction_full    0.662

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0646
_refine_ls_R_factor_gt           0.0633
_refine_ls_wR_factor_ref         0.1793
_refine_ls_wR_factor_gt          0.1774
_refine_ls_number_restraints     2
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         8231
_refine_ls_number_parameters     757
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1390P)²+0.0718P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.52
_refine_diff_density_min         -0.32
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
 No quotients, so Flack parameter determined by classical intensity fit
;
_refine_ls_abs_structure_Flack   0.01(2)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
F F 0.0727 0.0534
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.46751(18) 0.29379(9) 0.89597(10) 0.0667(4) Uani 1 1 d . . . . .
S2 S 0.77383(14) 0.14812(7) 0.70104(8) 0.0521(3) Uani 1 1 d . . . . .
F1 F 0.0849(6) 0.1174(5) 1.2993(3) 0.120(2) Uani 1 1 d . . . . .
F2 F -0.0082(9) 0.0117(5) 1.2606(4) 0.145(3) Uani 1 1 d . . . . .
F3 F -0.0931(7) 0.1330(6) 1.2338(3) 0.158(4) Uani 1 1 d . . . . .
F4 F 1.0314(8) 0.2985(4) 1.1717(3) 0.117(2) Uani 1 1 d . . . . .
F5 F 1.0067(8) 0.4263(4) 1.1682(3) 0.138(3) Uani 1 1 d . . . . .
F6 F 1.1762(6) 0.3670(7) 1.1243(3) 0.170(4) Uani 1 1 d . . . . .
N1 N 0.4199(4) 0.1329(2) 0.6489(2) 0.0393(8) Uani 1 1 d . . . . .
N2 N 0.5151(4) 0.0118(2) 0.6905(2) 0.0415(8) Uani 1 1 d . . . . .
N3 N 0.4792(5) 0.2302(3) 0.8217(3) 0.0529(10) Uani 1 1 d . . . . .
N4 N 0.3798(5) 0.2386(3) 0.9534(3) 0.0566(11) Uani 1 1 d . . . . .
N5 N 0.7185(4) 0.3584(2) 0.4885(2) 0.0407(8) Uani 1 1 d . . . . .
N6 N 0.5620(4) 0.4325(3) 0.5455(2) 0.0439(8) Uani 1 1 d . . . . .
N7 N 0.7336(4) 0.2197(3) 0.6363(2) 0.0465(9) Uani 1 1 d . . . . .
N8 N 0.8215(4) 0.2047(2) 0.7768(2) 0.0447(9) Uani 1 1 d . . . . .
C1 C 0.4777(4) 0.0982(3) 0.5831(3) 0.0376(9) Uani 1 1 d . . . . .
C2 C 0.4808(4) 0.1257(3) 0.5018(3) 0.0390(9) Uani 1 1 d . . . . .
C3 C 0.4154(5) 0.1977(3) 0.4702(3) 0.0479(10) Uani 1 1 d . . . . .
H3 H 0.3677 0.2314 0.5035 0.058 Uiso 1 1 calc R U . . .
C4 C 0.4207(6) 0.2191(3) 0.3909(3) 0.0523(11) Uani 1 1 d . . . . .
H4 H 0.3750 0.2659 0.3705 0.063 Uiso 1 1 calc R U . . .
C5 C 0.4953(6) 0.1700(4) 0.3417(3) 0.0554(12) Uani 1 1 d . . . . .
H5 H 0.5012 0.1850 0.2885 0.066 Uiso 1 1 calc R U . . .
C6 C 0.5597(5) 0.1001(3) 0.3706(3) 0.0493(11) Uani 1 1 d . . . . .
H6 H 0.6092 0.0686 0.3365 0.059 Uiso 1 1 calc R U . . .
C7 C 0.5538(5) 0.0738(3) 0.4508(3) 0.0412(9) Uani 1 1 d . . . . .
C8 C 0.6161(5) -0.0038(3) 0.4800(3) 0.0423(9) Uani 1 1 d . . . . .
C9 C 0.6844(6) -0.0593(4) 0.4306(3) 0.0536(12) Uani 1 1 d . . . . .
H9 H 0.6939 -0.0444 0.3777 0.064 Uiso 1 1 calc R U . . .
C10 C 0.7364(7) -0.1335(4) 0.4579(4) 0.0636(15) Uani 1 1 d . . . . .
H10 H 0.7811 -0.1679 0.4237 0.076 Uiso 1 1 calc R U . . .
C11 C 0.7236(6) -0.1586(4) 0.5364(4) 0.0598(14) Uani 1 1 d . . . . .
H11 H 0.7581 -0.2100 0.5543 0.072 Uiso 1 1 calc R U . . .
C12 C 0.6592(5) -0.1068(3) 0.5878(3) 0.0494(11) Uani 1 1 d . . . . .
H12 H 0.6517 -0.1228 0.6406 0.059 Uiso 1 1 calc R U . . .
C13 C 0.6055(5) -0.0301(3) 0.5601(3) 0.0416(9) Uani 1 1 d . . . . .
C14 C 0.5361(4) 0.0252(3) 0.6104(3) 0.0382(9) Uani 1 1 d . . . . .
C15 C 0.4466(5) 0.0776(3) 0.7111(3) 0.0417(9) Uani 1 1 d . . . . .
C16 C 0.3941(5) 0.0874(3) 0.7902(3) 0.0429(9) Uani 1 1 d . . . . .
C17 C 0.3254(5) 0.0221(3) 0.8209(3) 0.0449(10) Uani 1 1 d . . . . .
H17 H 0.3142 -0.0270 0.7909 0.054 Uiso 1 1 calc R U . . .
C18 C 0.2710(5) 0.0260(3) 0.8959(3) 0.0471(10) Uani 1 1 d . . . . .
H18 H 0.2260 -0.0210 0.9133 0.057 Uiso 1 1 calc R U . . .
C19 C 0.2810(5) 0.0952(3) 0.9444(3) 0.0437(10) Uani 1 1 d . . . . .
C20 C 0.3552(5) 0.1646(3) 0.9156(3) 0.0446(10) Uani 1 1 d . . . . .
C21 C 0.4116(5) 0.1611(3) 0.8393(3) 0.0432(10) Uani 1 1 d . . . . .
C22 C 0.2146(5) 0.0965(3) 1.0210(3) 0.0489(11) Uani 1 1 d . . . . .
C23 C 0.0911(6) 0.0605(4) 1.0234(3) 0.0571(13) Uani 1 1 d . . . . .
H23 H 0.0513 0.0378 0.9771 0.069 Uiso 1 1 calc R U . . .
C24 C 0.0255(7) 0.0578(4) 1.0939(4) 0.0642(14) Uani 1 1 d . . . . .
H24 H -0.0573 0.0334 1.0949 0.077 Uiso 1 1 calc R U . . .
C25 C 0.0852(6) 0.0917(4) 1.1622(3) 0.0606(14) Uani 1 1 d . . . . .
C26 C 0.2078(7) 0.1296(4) 1.1601(3) 0.0597(14) Uani 1 1 d . . . . .
H26 H 0.2469 0.1534 1.2061 0.072 Uiso 1 1 calc R U . . .
C27 C 0.2721(6) 0.1321(4) 1.0895(3) 0.0536(11) Uani 1 1 d . . . . .
H27 H 0.3540 0.1577 1.0883 0.064 Uiso 1 1 calc R U . . .
C28 C 0.0138(8) 0.0910(6) 1.2378(4) 0.079(2) Uani 1 1 d . . . . .
C29 C 0.3316(5) 0.2033(3) 0.6521(3) 0.0409(9) Uani 1 1 d . . . . .
C30 C 0.3783(6) 0.2851(3) 0.6493(4) 0.0541(12) Uani 1 1 d . . . . .
H30 H 0.4672 0.2953 0.6443 0.065 Uiso 1 1 calc R U . . .
C31 C 0.2907(9) 0.3517(4) 0.6540(4) 0.0744(19) Uani 1 1 d . . . . .
H31 H 0.3208 0.4071 0.6511 0.089 Uiso 1 1 calc R U . . .
C32 C 0.1597(9) 0.3365(5) 0.6631(5) 0.082(2) Uani 1 1 d . . . . .
H32 H 0.1013 0.3813 0.6672 0.099 Uiso 1 1 calc R U . . .
C33 C 0.1156(7) 0.2536(6) 0.6659(5) 0.082(2) Uani 1 1 d . . . . .
H33 H 0.0270 0.2431 0.6719 0.098 Uiso 1 1 calc R U . . .
C34 C 0.1999(6) 0.1875(4) 0.6601(4) 0.0591(13) Uani 1 1 d . . . . .
H34 H 0.1691 0.1322 0.6614 0.071 Uiso 1 1 calc R U . . .
C35 C 0.6309(4) 0.3851(3) 0.4275(3) 0.0391(9) Uani 1 1 d . . . . .
C36 C 0.6248(5) 0.3714(3) 0.3421(3) 0.0392(9) Uani 1 1 d . . . . .
C37 C 0.7231(5) 0.3289(3) 0.3010(3) 0.0471(10) Uani 1 1 d . . . . .
H37 H 0.7991 0.3106 0.3289 0.057 Uiso 1 1 calc R U . . .
C38 C 0.7071(6) 0.3146(4) 0.2205(3) 0.0549(12) Uani 1 1 d . . . . .
H38 H 0.7717 0.2861 0.1943 0.066 Uiso 1 1 calc R U . . .
C39 C 0.5949(6) 0.3425(4) 0.1781(3) 0.0578(13) Uani 1 1 d . . . . .
H39 H 0.5836 0.3314 0.1238 0.069 Uiso 1 1 calc R U . . .
C40 C 0.5001(6) 0.3867(3) 0.2162(3) 0.0531(11) Uani 1 1 d . . . . .
H40 H 0.4268 0.4069 0.1867 0.064 Uiso 1 1 calc R U . . .
C41 C 0.5124(5) 0.4016(3) 0.2989(3) 0.0428(9) Uani 1 1 d . . . . .
C42 C 0.4076(5) 0.4466(3) 0.3382(3) 0.0445(10) Uani 1 1 d . . . . .
C43 C 0.2905(6) 0.4728(4) 0.2979(4) 0.0595(13) Uani 1 1 d . . . . .
H43 H 0.2800 0.4645 0.2431 0.071 Uiso 1 1 calc R U . . .
C44 C 0.1909(7) 0.5101(5) 0.3367(4) 0.0687(16) Uani 1 1 d . . . . .
H44 H 0.1135 0.5256 0.3086 0.082 Uiso 1 1 calc R U . . .
C45 C 0.2062(7) 0.5249(4) 0.4190(4) 0.0651(15) Uani 1 1 d . . . . .
H45 H 0.1396 0.5514 0.4452 0.078 Uiso 1 1 calc R U . . .
C46 C 0.3177(6) 0.5008(3) 0.4605(3) 0.0532(12) Uani 1 1 d . . . . .
H46 H 0.3266 0.5105 0.5151 0.064 Uiso 1 1 calc R U . . .
C47 C 0.4205(5) 0.4612(3) 0.4217(3) 0.0431(9) Uani 1 1 d . . . . .
C48 C 0.5355(5) 0.4302(3) 0.4647(3) 0.0403(9) Uani 1 1 d . . . . .
C49 C 0.6703(5) 0.3892(3) 0.5579(3) 0.0415(9) Uani 1 1 d . . . . .
C50 C 0.7298(4) 0.3761(3) 0.6392(3) 0.0401(9) Uani 1 1 d . . . . .
C51 C 0.7489(5) 0.4430(3) 0.6892(3) 0.0463(10) Uani 1 1 d . . . . .
H51 H 0.7303 0.4969 0.6695 0.056 Uiso 1 1 calc R U . . .
C52 C 0.7956(6) 0.4346(3) 0.7697(3) 0.0482(11) Uani 1 1 d . . . . .
H52 H 0.8066 0.4832 0.8005 0.058 Uiso 1 1 calc R U . . .
C53 C 0.8254(4) 0.3582(3) 0.8045(3) 0.0397(9) Uani 1 1 d . . . . .
C54 C 0.8057(4) 0.2858(3) 0.7544(3) 0.0353(8) Uani 1 1 d . . . . .
C55 C 0.7564(4) 0.2940(3) 0.6734(3) 0.0378(9) Uani 1 1 d . . . . .
C56 C 0.8761(5) 0.3519(3) 0.8891(3) 0.0401(9) Uani 1 1 d . . . . .
C57 C 0.8243(5) 0.4050(3) 0.9457(3) 0.0482(11) Uani 1 1 d . . . . .
H57 H 0.7527 0.4391 0.9312 0.058 Uiso 1 1 calc R U . . .
C58 C 0.8780(6) 0.4077(3) 1.0232(3) 0.0504(11) Uani 1 1 d . . . . .
H58 H 0.8433 0.4439 1.0602 0.060 Uiso 1 1 calc R U . . .
C59 C 0.9827(6) 0.3566(3) 1.0455(3) 0.0487(11) Uani 1 1 d . . . . .
C60 C 1.0324(5) 0.2999(3) 0.9905(3) 0.0483(11) Uani 1 1 d . . . . .
H60 H 1.1012 0.2638 1.0059 0.058 Uiso 1 1 calc R U . . .
C61 C 0.9781(5) 0.2980(3) 0.9131(3) 0.0433(10) Uani 1 1 d . . . . .
H61 H 1.0104 0.2600 0.8767 0.052 Uiso 1 1 calc R U . . .
C62 C 1.0503(7) 0.3650(4) 1.1260(4) 0.0625(14) Uani 1 1 d . . . . .
C63 C 0.8375(5) 0.3103(3) 0.4798(3) 0.0426(9) Uani 1 1 d . . . . .
C64 C 0.8285(6) 0.2240(3) 0.4700(3) 0.0506(11) Uani 1 1 d . . . . .
H64 H 0.7478 0.1970 0.4719 0.061 Uiso 1 1 calc R U . . .
C65 C 0.9404(6) 0.1783(4) 0.4575(4) 0.0597(13) Uani 1 1 d . . . . .
H65 H 0.9358 0.1199 0.4518 0.072 Uiso 1 1 calc R U . . .
C66 C 1.0586(7) 0.2190(5) 0.4534(4) 0.0710(17) Uani 1 1 d . . . . .
H66 H 1.1338 0.1880 0.4448 0.085 Uiso 1 1 calc R U . . .
C67 C 1.0670(6) 0.3058(4) 0.4620(5) 0.0693(17) Uani 1 1 d . . . . .
H67 H 1.1473 0.3330 0.4584 0.083 Uiso 1 1 calc R U . . .
C68 C 0.9553(6) 0.3522(3) 0.4759(4) 0.0551(12) Uani 1 1 d . . . . .
H68 H 0.9598 0.4105 0.4824 0.066 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_structure_solution    'SIR2011 (Burla, et al., 2012)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.5 (Rigaku, 2017)'
_computing_molecular_graphics    'CrystalStructure 4.2.5'

#==============================================================================
# MOLECULAR GEOMETRY

_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 N4 1.610(5) . ?
S1 N3 1.613(4) . ?
S2 N8 1.608(4) . ?
S2 N7 1.609(4) . ?
F1 C28 1.299(10) . ?
F2 C28 1.335(11) . ?
F3 C28 1.276(10) . ?
F4 C62 1.324(9) . ?
F5 C62 1.295(8) . ?
F6 C62 1.287(9) . ?
N1 C15 1.379(6) . ?
N1 C1 1.394(6) . ?
N1 C29 1.435(6) . ?
N2 C15 1.312(6) . ?
N2 C14 1.390(6) . ?
N3 C21 1.335(7) . ?
N4 C20 1.349(7) . ?
N5 C49 1.381(6) . ?
N5 C35 1.387(6) . ?
N5 C63 1.447(6) . ?
N6 C49 1.307(6) . ?
N6 C48 1.371(6) . ?
N7 C55 1.345(6) . ?
N8 C54 1.346(6) . ?
C1 C14 1.367(6) . ?
C1 C2 1.436(6) . ?
C2 C3 1.409(7) . ?
C2 C7 1.427(6) . ?
C3 C4 1.380(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.392(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.362(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.415(7) . ?
C6 H6 0.9300 . ?
C7 C8 1.456(7) . ?
C8 C9 1.418(7) . ?
C8 C13 1.419(6) . ?
C9 C10 1.357(9) . ?
C9 H9 0.9300 . ?
C10 C11 1.391(9) . ?
C10 H10 0.9300 . ?
C11 C12 1.382(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.400(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.432(6) . ?
C15 C16 1.468(6) . ?
C16 C17 1.366(7) . ?
C16 C21 1.434(6) . ?
C17 C18 1.407(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.366(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.433(7) . ?
C19 C22 1.487(6) . ?
C20 C21 1.435(6) . ?
C22 C27 1.383(8) . ?
C22 C23 1.385(8) . ?
C23 C24 1.394(7) . ?
C23 H23 0.9300 . ?
C24 C25 1.378(9) . ?
C24 H24 0.9300 . ?
C25 C26 1.389(10) . ?
C25 C28 1.499(8) . ?
C26 C27 1.387(8) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C29 C34 1.381(8) . ?
C29 C30 1.381(7) . ?
C30 C31 1.388(8) . ?
C30 H30 0.9300 . ?
C31 C32 1.374(13) . ?
C31 H31 0.9300 . ?
C32 C33 1.389(13) . ?
C32 H32 0.9300 . ?
C33 C34 1.361(9) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
C35 C48 1.383(6) . ?
C35 C36 1.451(6) . ?
C36 C41 1.407(7) . ?
C36 C37 1.418(7) . ?
C37 C38 1.373(7) . ?
C37 H37 0.9300 . ?
C38 C39 1.386(9) . ?
C38 H38 0.9300 . ?
C39 C40 1.379(8) . ?
C39 H39 0.9300 . ?
C40 C41 1.409(7) . ?
C40 H40 0.9300 . ?
C41 C42 1.471(7) . ?
C42 C43 1.403(8) . ?
C42 C47 1.422(7) . ?
C43 C44 1.372(9) . ?
C43 H43 0.9300 . ?
C44 C45 1.402(9) . ?
C44 H44 0.9300 . ?
C45 C46 1.355(9) . ?
C45 H45 0.9300 . ?
C46 C47 1.411(7) . ?
C46 H46 0.9300 . ?
C47 C48 1.430(7) . ?
C49 C50 1.479(6) . ?
C50 C51 1.357(7) . ?
C50 C55 1.441(6) . ?
C51 C52 1.417(7) . ?
C51 H51 0.9300 . ?
C52 C53 1.369(7) . ?
C52 H52 0.9300 . ?
C53 C54 1.428(6) . ?
C53 C56 1.488(6) . ?
C54 C55 1.430(6) . ?
C56 C61 1.388(7) . ?
C56 C57 1.396(6) . ?
C57 C58 1.386(7) . ?
C57 H57 0.9300 . ?
C58 C59 1.375(8) . ?
C58 H58 0.9300 . ?
C59 C60 1.403(7) . ?
C59 C62 1.490(8) . ?
C60 C61 1.386(7) . ?
C60 H60 0.9300 . ?
C61 H61 0.9300 . ?
C63 C64 1.377(7) . ?
C63 C68 1.377(7) . ?
C64 C65 1.377(8) . ?
C64 H64 0.9300 . ?
C65 C66 1.373(10) . ?
C65 H65 0.9300 . ?
C66 C67 1.383(10) . ?
C66 H66 0.9300 . ?
C67 C68 1.386(8) . ?
C67 H67 0.9300 . ?
C68 H68 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 S1 N3 101.1(2) . . ?
N8 S2 N7 101.4(2) . . ?
C15 N1 C1 106.0(3) . . ?
C15 N1 C29 124.2(4) . . ?
C1 N1 C29 129.0(4) . . ?
C15 N2 C14 104.3(4) . . ?
C21 N3 S1 106.1(3) . . ?
C20 N4 S1 106.5(3) . . ?
C49 N5 C35 105.7(4) . . ?
C49 N5 C63 127.6(4) . . ?
C35 N5 C63 126.6(4) . . ?
C49 N6 C48 105.3(4) . . ?
C55 N7 S2 105.6(3) . . ?
C54 N8 S2 106.5(3) . . ?
C14 C1 N1 105.2(4) . . ?
C14 C1 C2 122.9(4) . . ?
N1 C1 C2 131.9(4) . . ?
C3 C2 C7 119.5(4) . . ?
C3 C2 C1 124.6(4) . . ?
C7 C2 C1 115.9(4) . . ?
C4 C3 C2 121.3(5) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C3 C4 C5 119.3(5) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C6 C5 C4 120.7(5) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C7 122.3(5) . . ?
C5 C6 H6 118.9 . . ?
C7 C6 H6 118.9 . . ?
C6 C7 C2 116.9(4) . . ?
C6 C7 C8 121.9(4) . . ?
C2 C7 C8 121.1(4) . . ?
C9 C8 C13 116.2(5) . . ?
C9 C8 C7 123.0(4) . . ?
C13 C8 C7 120.8(4) . . ?
C10 C9 C8 122.1(5) . . ?
C10 C9 H9 118.9 . . ?
C8 C9 H9 118.9 . . ?
C9 C10 C11 120.9(5) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C12 C11 C10 119.7(5) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C11 C12 C13 119.8(5) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C12 C13 C8 121.3(4) . . ?
C12 C13 C14 122.1(4) . . ?
C8 C13 C14 116.6(4) . . ?
C1 C14 N2 111.5(4) . . ?
C1 C14 C13 122.6(4) . . ?
N2 C14 C13 125.8(4) . . ?
N2 C15 N1 112.9(4) . . ?
N2 C15 C16 123.3(4) . . ?
N1 C15 C16 123.5(4) . . ?
C17 C16 C21 116.6(4) . . ?
C17 C16 C15 118.8(4) . . ?
C21 C16 C15 124.6(4) . . ?
C16 C17 C18 122.8(4) . . ?
C16 C17 H17 118.6 . . ?
C18 C17 H17 118.6 . . ?
C19 C18 C17 123.3(5) . . ?
C19 C18 H18 118.3 . . ?
C17 C18 H18 118.3 . . ?
C18 C19 C20 115.8(4) . . ?
C18 C19 C22 120.4(4) . . ?
C20 C19 C22 123.8(4) . . ?
N4 C20 C19 126.4(4) . . ?
N4 C20 C21 112.4(4) . . ?
C19 C20 C21 121.2(4) . . ?
N3 C21 C16 125.9(4) . . ?
N3 C21 C20 113.9(4) . . ?
C16 C21 C20 120.2(4) . . ?
C27 C22 C23 119.2(5) . . ?
C27 C22 C19 122.3(5) . . ?
C23 C22 C19 118.5(5) . . ?
C22 C23 C24 121.2(6) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 H23 119.4 . . ?
C25 C24 C23 119.0(6) . . ?
C25 C24 H24 120.5 . . ?
C23 C24 H24 120.5 . . ?
C24 C25 C26 120.3(5) . . ?
C24 C25 C28 119.3(7) . . ?
C26 C25 C28 120.4(6) . . ?
C27 C26 C25 120.2(6) . . ?
C27 C26 H26 119.9 . . ?
C25 C26 H26 119.9 . . ?
C22 C27 C26 120.1(6) . . ?
C22 C27 H27 120.0 . . ?
C26 C27 H27 120.0 . . ?
F3 C28 F1 108.2(7) . . ?
F3 C28 F2 110.4(9) . . ?
F1 C28 F2 99.7(7) . . ?
F3 C28 C25 113.9(6) . . ?
F1 C28 C25 113.3(7) . . ?
F2 C28 C25 110.3(6) . . ?
C34 C29 C30 120.8(5) . . ?
C34 C29 N1 118.6(4) . . ?
C30 C29 N1 120.5(4) . . ?
C29 C30 C31 119.1(6) . . ?
C29 C30 H30 120.5 . . ?
C31 C30 H30 120.5 . . ?
C32 C31 C30 120.5(7) . . ?
C32 C31 H31 119.8 . . ?
C30 C31 H31 119.8 . . ?
C31 C32 C33 119.2(6) . . ?
C31 C32 H32 120.4 . . ?
C33 C32 H32 120.4 . . ?
C34 C33 C32 121.1(7) . . ?
C34 C33 H33 119.4 . . ?
C32 C33 H33 119.4 . . ?
C33 C34 C29 119.3(6) . . ?
C33 C34 H34 120.3 . . ?
C29 C34 H34 120.3 . . ?
C48 C35 N5 105.4(4) . . ?
C48 C35 C36 122.1(4) . . ?
N5 C35 C36 132.5(4) . . ?
C41 C36 C37 119.2(4) . . ?
C41 C36 C35 116.7(4) . . ?
C37 C36 C35 124.1(4) . . ?
C38 C37 C36 120.6(5) . . ?
C38 C37 H37 119.7 . . ?
C36 C37 H37 119.7 . . ?
C37 C38 C39 120.2(5) . . ?
C37 C38 H38 119.9 . . ?
C39 C38 H38 119.9 . . ?
C40 C39 C38 120.3(5) . . ?
C40 C39 H39 119.9 . . ?
C38 C39 H39 119.9 . . ?
C39 C40 C41 121.1(5) . . ?
C39 C40 H40 119.5 . . ?
C41 C40 H40 119.5 . . ?
C36 C41 C40 118.5(5) . . ?
C36 C41 C42 121.7(4) . . ?
C40 C41 C42 119.8(5) . . ?
C43 C42 C47 117.3(5) . . ?
C43 C42 C41 123.2(5) . . ?
C47 C42 C41 119.5(4) . . ?
C44 C43 C42 122.1(5) . . ?
C44 C43 H43 119.0 . . ?
C42 C43 H43 119.0 . . ?
C43 C44 C45 119.7(5) . . ?
C43 C44 H44 120.1 . . ?
C45 C44 H44 120.1 . . ?
C46 C45 C44 120.3(6) . . ?
C46 C45 H45 119.8 . . ?
C44 C45 H45 119.8 . . ?
C45 C46 C47 120.8(5) . . ?
C45 C46 H46 119.6 . . ?
C47 C46 H46 119.6 . . ?
C46 C47 C42 119.8(5) . . ?
C46 C47 C48 122.0(4) . . ?
C42 C47 C48 118.1(4) . . ?
N6 C48 C35 110.8(4) . . ?
N6 C48 C47 127.1(4) . . ?
C35 C48 C47 121.9(4) . . ?
N6 C49 N5 112.8(4) . . ?
N6 C49 C50 121.4(4) . . ?
N5 C49 C50 125.8(4) . . ?
C51 C50 C55 116.1(4) . . ?
C51 C50 C49 119.9(4) . . ?
C55 C50 C49 123.6(4) . . ?
C50 C51 C52 123.1(4) . . ?
C50 C51 H51 118.4 . . ?
C52 C51 H51 118.4 . . ?
C53 C52 C51 123.1(4) . . ?
C53 C52 H52 118.5 . . ?
C51 C52 H52 118.5 . . ?
C52 C53 C54 115.8(4) . . ?
C52 C53 C56 121.5(4) . . ?
C54 C53 C56 122.6(4) . . ?
N8 C54 C53 126.2(4) . . ?
N8 C54 C55 112.4(4) . . ?
C53 C54 C55 121.3(4) . . ?
N7 C55 C54 114.0(4) . . ?
N7 C55 C50 125.4(4) . . ?
C54 C55 C50 120.6(4) . . ?
C61 C56 C57 118.5(4) . . ?
C61 C56 C53 122.3(4) . . ?
C57 C56 C53 119.1(4) . . ?
C58 C57 C56 121.0(5) . . ?
C58 C57 H57 119.5 . . ?
C56 C57 H57 119.5 . . ?
C59 C58 C57 119.9(5) . . ?
C59 C58 H58 120.0 . . ?
C57 C58 H58 120.0 . . ?
C58 C59 C60 120.0(5) . . ?
C58 C59 C62 120.6(5) . . ?
C60 C59 C62 119.3(5) . . ?
C61 C60 C59 119.4(5) . . ?
C61 C60 H60 120.3 . . ?
C59 C60 H60 120.3 . . ?
C60 C61 C56 121.0(4) . . ?
C60 C61 H61 119.5 . . ?
C56 C61 H61 119.5 . . ?
F6 C62 F5 111.6(7) . . ?
F6 C62 F4 102.2(8) . . ?
F5 C62 F4 102.3(6) . . ?
F6 C62 C59 113.2(5) . . ?
F5 C62 C59 114.1(6) . . ?
F4 C62 C59 112.4(6) . . ?
C64 C63 C68 121.6(5) . . ?
C64 C63 N5 118.9(4) . . ?
C68 C63 N5 119.4(4) . . ?
C63 C64 C65 119.3(5) . . ?
C63 C64 H64 120.4 . . ?
C65 C64 H64 120.4 . . ?
C66 C65 C64 119.9(5) . . ?
C66 C65 H65 120.1 . . ?
C64 C65 H65 120.1 . . ?
C65 C66 C67 120.7(5) . . ?
C65 C66 H66 119.6 . . ?
C67 C66 H66 119.6 . . ?
C66 C67 C68 119.7(6) . . ?
C66 C67 H67 120.1 . . ?
C68 C67 H67 120.1 . . ?
C63 C68 C67 118.8(5) . . ?
C63 C68 H68 120.6 . . ?
C67 C68 H68 120.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N4 S1 N3 C21 0.4(4) . . . . ?
N3 S1 N4 C20 0.3(4) . . . . ?
N8 S2 N7 C55 -0.3(4) . . . . ?
N7 S2 N8 C54 0.9(4) . . . . ?
C15 N1 C1 C14 -0.6(5) . . . . ?
C29 N1 C1 C14 -170.9(4) . . . . ?
C15 N1 C1 C2 178.5(4) . . . . ?
C29 N1 C1 C2 8.1(8) . . . . ?
C14 C1 C2 C3 176.0(4) . . . . ?
N1 C1 C2 C3 -2.9(8) . . . . ?
C14 C1 C2 C7 -2.5(6) . . . . ?
N1 C1 C2 C7 178.5(4) . . . . ?
C7 C2 C3 C4 -0.1(7) . . . . ?
C1 C2 C3 C4 -178.6(5) . . . . ?
C2 C3 C4 C5 -1.9(8) . . . . ?
C3 C4 C5 C6 1.8(8) . . . . ?
C4 C5 C6 C7 0.3(8) . . . . ?
C5 C6 C7 C2 -2.3(7) . . . . ?
C5 C6 C7 C8 176.1(5) . . . . ?
C3 C2 C7 C6 2.1(6) . . . . ?
C1 C2 C7 C6 -179.3(4) . . . . ?
C3 C2 C7 C8 -176.2(4) . . . . ?
C1 C2 C7 C8 2.4(6) . . . . ?
C6 C7 C8 C9 -1.3(7) . . . . ?
C2 C7 C8 C9 177.0(4) . . . . ?
C6 C7 C8 C13 -178.1(4) . . . . ?
C2 C7 C8 C13 0.2(7) . . . . ?
C13 C8 C9 C10 0.2(8) . . . . ?
C7 C8 C9 C10 -176.7(5) . . . . ?
C8 C9 C10 C11 0.5(10) . . . . ?
C9 C10 C11 C12 -1.2(11) . . . . ?
C10 C11 C12 C13 1.1(10) . . . . ?
C11 C12 C13 C8 -0.3(8) . . . . ?
C11 C12 C13 C14 178.9(5) . . . . ?
C9 C8 C13 C12 -0.3(7) . . . . ?
C7 C8 C13 C12 176.7(5) . . . . ?
C9 C8 C13 C14 -179.6(4) . . . . ?
C7 C8 C13 C14 -2.6(7) . . . . ?
N1 C1 C14 N2 1.2(5) . . . . ?
C2 C1 C14 N2 -178.0(4) . . . . ?
N1 C1 C14 C13 179.2(4) . . . . ?
C2 C1 C14 C13 0.0(7) . . . . ?
C15 N2 C14 C1 -1.2(5) . . . . ?
C15 N2 C14 C13 -179.2(4) . . . . ?
C12 C13 C14 C1 -176.7(5) . . . . ?
C8 C13 C14 C1 2.6(6) . . . . ?
C12 C13 C14 N2 1.1(7) . . . . ?
C8 C13 C14 N2 -179.7(4) . . . . ?
C14 N2 C15 N1 0.8(5) . . . . ?
C14 N2 C15 C16 175.7(5) . . . . ?
C1 N1 C15 N2 -0.2(5) . . . . ?
C29 N1 C15 N2 170.8(4) . . . . ?
C1 N1 C15 C16 -175.1(4) . . . . ?
C29 N1 C15 C16 -4.1(7) . . . . ?
N2 C15 C16 C17 -49.6(7) . . . . ?
N1 C15 C16 C17 124.8(5) . . . . ?
N2 C15 C16 C21 129.1(5) . . . . ?
N1 C15 C16 C21 -56.5(7) . . . . ?
C21 C16 C17 C18 1.5(7) . . . . ?
C15 C16 C17 C18 -179.7(5) . . . . ?
C16 C17 C18 C19 0.5(8) . . . . ?
C17 C18 C19 C20 -2.0(8) . . . . ?
C17 C18 C19 C22 176.5(5) . . . . ?
S1 N4 C20 C19 179.6(4) . . . . ?
S1 N4 C20 C21 -1.0(6) . . . . ?
C18 C19 C20 N4 -179.0(5) . . . . ?
C22 C19 C20 N4 2.5(8) . . . . ?
C18 C19 C20 C21 1.6(7) . . . . ?
C22 C19 C20 C21 -176.9(5) . . . . ?
S1 N3 C21 C16 179.6(4) . . . . ?
S1 N3 C21 C20 -1.1(5) . . . . ?
C17 C16 C21 N3 177.6(5) . . . . ?
C15 C16 C21 N3 -1.2(8) . . . . ?
C17 C16 C21 C20 -1.8(7) . . . . ?
C15 C16 C21 C20 179.5(5) . . . . ?
N4 C20 C21 N3 1.4(7) . . . . ?
C19 C20 C21 N3 -179.2(5) . . . . ?
N4 C20 C21 C16 -179.2(5) . . . . ?
C19 C20 C21 C16 0.2(7) . . . . ?
C18 C19 C22 C27 141.1(5) . . . . ?
C20 C19 C22 C27 -40.5(7) . . . . ?
C18 C19 C22 C23 -38.6(7) . . . . ?
C20 C19 C22 C23 139.8(5) . . . . ?
C27 C22 C23 C24 -1.5(8) . . . . ?
C19 C22 C23 C24 178.2(5) . . . . ?
C22 C23 C24 C25 0.1(9) . . . . ?
C23 C24 C25 C26 1.3(9) . . . . ?
C23 C24 C25 C28 178.4(6) . . . . ?
C24 C25 C26 C27 -1.2(9) . . . . ?
C28 C25 C26 C27 -178.3(6) . . . . ?
C23 C22 C27 C26 1.6(8) . . . . ?
C19 C22 C27 C26 -178.1(5) . . . . ?
C25 C26 C27 C22 -0.3(8) . . . . ?
C24 C25 C28 F3 -61.8(11) . . . . ?
C26 C25 C28 F3 115.3(9) . . . . ?
C24 C25 C28 F1 173.8(7) . . . . ?
C26 C25 C28 F1 -9.0(10) . . . . ?
C24 C25 C28 F2 63.0(9) . . . . ?
C26 C25 C28 F2 -119.9(8) . . . . ?
C15 N1 C29 C34 -65.1(7) . . . . ?
C1 N1 C29 C34 103.7(6) . . . . ?
C15 N1 C29 C30 113.2(5) . . . . ?
C1 N1 C29 C30 -78.0(6) . . . . ?
C34 C29 C30 C31 -0.5(9) . . . . ?
N1 C29 C30 C31 -178.8(5) . . . . ?
C29 C30 C31 C32 1.4(10) . . . . ?
C30 C31 C32 C33 -1.2(12) . . . . ?
C31 C32 C33 C34 0.1(13) . . . . ?
C32 C33 C34 C29 0.7(11) . . . . ?
C30 C29 C34 C33 -0.5(9) . . . . ?
N1 C29 C34 C33 177.8(6) . . . . ?
C49 N5 C35 C48 -0.2(5) . . . . ?
C63 N5 C35 C48 -178.5(4) . . . . ?
C49 N5 C35 C36 -177.9(5) . . . . ?
C63 N5 C35 C36 3.7(7) . . . . ?
C48 C35 C36 C41 -3.9(6) . . . . ?
N5 C35 C36 C41 173.6(4) . . . . ?
C48 C35 C36 C37 177.1(4) . . . . ?
N5 C35 C36 C37 -5.5(8) . . . . ?
C41 C36 C37 C38 -2.3(7) . . . . ?
C35 C36 C37 C38 176.7(5) . . . . ?
C36 C37 C38 C39 0.8(8) . . . . ?
C37 C38 C39 C40 1.6(9) . . . . ?
C38 C39 C40 C41 -2.4(9) . . . . ?
C37 C36 C41 C40 1.5(6) . . . . ?
C35 C36 C41 C40 -177.6(4) . . . . ?
C37 C36 C41 C42 -179.6(4) . . . . ?
C35 C36 C41 C42 1.3(6) . . . . ?
C39 C40 C41 C36 0.8(7) . . . . ?
C39 C40 C41 C42 -178.1(5) . . . . ?
C36 C41 C42 C43 -175.8(5) . . . . ?
C40 C41 C42 C43 3.1(7) . . . . ?
C36 C41 C42 C47 0.9(6) . . . . ?
C40 C41 C42 C47 179.8(5) . . . . ?
C47 C42 C43 C44 -0.8(8) . . . . ?
C41 C42 C43 C44 176.0(6) . . . . ?
C42 C43 C44 C45 1.6(10) . . . . ?
C43 C44 C45 C46 -1.5(11) . . . . ?
C44 C45 C46 C47 0.6(10) . . . . ?
C45 C46 C47 C42 0.2(8) . . . . ?
C45 C46 C47 C48 -175.9(5) . . . . ?
C43 C42 C47 C46 -0.1(7) . . . . ?
C41 C42 C47 C46 -177.0(4) . . . . ?
C43 C42 C47 C48 176.1(5) . . . . ?
C41 C42 C47 C48 -0.8(6) . . . . ?
C49 N6 C48 C35 -0.6(5) . . . . ?
C49 N6 C48 C47 173.4(4) . . . . ?
N5 C35 C48 N6 0.5(5) . . . . ?
C36 C35 C48 N6 178.5(4) . . . . ?
N5 C35 C48 C47 -173.8(4) . . . . ?
C36 C35 C48 C47 4.2(7) . . . . ?
C46 C47 C48 N6 1.1(8) . . . . ?
C42 C47 C48 N6 -175.1(4) . . . . ?
C46 C47 C48 C35 174.4(5) . . . . ?
C42 C47 C48 C35 -1.7(7) . . . . ?
C48 N6 C49 N5 0.5(5) . . . . ?
C48 N6 C49 C50 -179.0(4) . . . . ?
C35 N5 C49 N6 -0.2(5) . . . . ?
C63 N5 C49 N6 178.1(4) . . . . ?
C35 N5 C49 C50 179.3(4) . . . . ?
C63 N5 C49 C50 -2.4(7) . . . . ?
N6 C49 C50 C51 -49.6(7) . . . . ?
N5 C49 C50 C51 130.9(5) . . . . ?
N6 C49 C50 C55 122.9(5) . . . . ?
N5 C49 C50 C55 -56.5(7) . . . . ?
C55 C50 C51 C52 1.8(7) . . . . ?
C49 C50 C51 C52 174.9(5) . . . . ?
C50 C51 C52 C53 -0.2(8) . . . . ?
C51 C52 C53 C54 -0.4(7) . . . . ?
C51 C52 C53 C56 179.2(5) . . . . ?
S2 N8 C54 C53 174.7(4) . . . . ?
S2 N8 C54 C55 -1.2(5) . . . . ?
C52 C53 C54 N8 -176.2(5) . . . . ?
C56 C53 C54 N8 4.2(7) . . . . ?
C52 C53 C54 C55 -0.6(6) . . . . ?
C56 C53 C54 C55 179.8(4) . . . . ?
S2 N7 C55 C54 -0.4(5) . . . . ?
S2 N7 C55 C50 -177.5(4) . . . . ?
N8 C54 C55 N7 1.1(6) . . . . ?
C53 C54 C55 N7 -175.0(4) . . . . ?
N8 C54 C55 C50 178.4(4) . . . . ?
C53 C54 C55 C50 2.3(6) . . . . ?
C51 C50 C55 N7 174.2(4) . . . . ?
C49 C50 C55 N7 1.4(7) . . . . ?
C51 C50 C55 C54 -2.8(6) . . . . ?
C49 C50 C55 C54 -175.6(4) . . . . ?
C52 C53 C56 C61 -137.7(5) . . . . ?
C54 C53 C56 C61 41.9(6) . . . . ?
C52 C53 C56 C57 39.0(7) . . . . ?
C54 C53 C56 C57 -141.5(5) . . . . ?
C61 C56 C57 C58 3.7(7) . . . . ?
C53 C56 C57 C58 -173.1(5) . . . . ?
C56 C57 C58 C59 -0.9(8) . . . . ?
C57 C58 C59 C60 -2.1(8) . . . . ?
C57 C58 C59 C62 173.6(5) . . . . ?
C58 C59 C60 C61 2.3(8) . . . . ?
C62 C59 C60 C61 -173.5(5) . . . . ?
C59 C60 C61 C56 0.6(7) . . . . ?
C57 C56 C61 C60 -3.5(7) . . . . ?
C53 C56 C61 C60 173.1(4) . . . . ?
C58 C59 C62 F6 -133.1(8) . . . . ?
C60 C59 C62 F6 42.7(9) . . . . ?
C58 C59 C62 F5 -4.0(9) . . . . ?
C60 C59 C62 F5 171.8(7) . . . . ?
C58 C59 C62 F4 111.8(7) . . . . ?
C60 C59 C62 F4 -72.4(8) . . . . ?
C49 N5 C63 C64 101.0(6) . . . . ?
C35 N5 C63 C64 -81.0(6) . . . . ?
C49 N5 C63 C68 -83.7(6) . . . . ?
C35 N5 C63 C68 94.3(6) . . . . ?
C68 C63 C64 C65 1.3(8) . . . . ?
N5 C63 C64 C65 176.5(5) . . . . ?
C63 C64 C65 C66 -1.2(9) . . . . ?
C64 C65 C66 C67 0.2(11) . . . . ?
C65 C66 C67 C68 0.9(12) . . . . ?
C64 C63 C68 C67 -0.3(9) . . . . ?
N5 C63 C68 C67 -175.5(6) . . . . ?
C66 C67 C68 C63 -0.8(11) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.





#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: chloroform/hexane'
_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_sna127
_database_code_depnum_ccdc_archive 'CCDC 1886942'
loop_
_audit_author_name
_audit_author_address
'Suguru Ito'
;YOKOHAMA National University
Japan
;
_audit_update_record             
;
2018-12-22 deposited with the CCDC.	2019-03-08 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C33 H19 F N4 S'
_chemical_formula_moiety         'C33 H19 F N4 S'
_chemical_formula_weight         522.60
_chemical_melting_point          501.95-502.75

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   9.7866(3)
_cell_length_b                   16.2397(5)
_cell_length_c                   15.7471(5)
_cell_angle_alpha                90.0000
_cell_angle_beta                 102.022(3)
_cell_angle_gamma                90.0000
_cell_volume                     2447.82(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    15407
_cell_measurement_theta_min      3.95
_cell_measurement_theta_max      76.35
_cell_measurement_temperature    223
#------------------------------------------------------------------------------
_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.843
_exptl_crystal_size_mid          0.152
_exptl_crystal_size_min          0.139
_exptl_crystal_density_diffrn    1.418
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1080.00
_exptl_absorpt_coefficient_mu    1.493
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.484
_exptl_absorpt_correction_T_max  0.813

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      223
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            25114
_diffrn_reflns_av_R_equivalents  0.0450
_diffrn_reflns_theta_max         68.247
_diffrn_reflns_theta_min         3.956
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             4474
_reflns_number_gt                3960
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0390
_refine_ls_wR_factor_ref         0.1073
_refine_ls_wR_factor_gt          0.1038
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4474
_refine_ls_number_parameters     352
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0542P)²+0.5856P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.27
_refine_diff_density_min         -0.58
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
F F 0.0727 0.0534
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.27109(5) 1.01381(3) 0.31045(4) 0.05950(17) Uani 1 1 d . . . . .
F1 F -0.41070(12) 0.87814(9) 0.49213(9) 0.0758(4) Uani 1 1 d . . . . .
N1 N 0.33990(12) 0.82225(8) 0.06759(8) 0.0314(3) Uani 1 1 d . . . . .
N2 N 0.39889(12) 0.73502(8) 0.17974(8) 0.0345(3) Uani 1 1 d . . . . .
N3 N 0.30828(14) 0.94476(10) 0.24505(10) 0.0472(4) Uani 1 1 d . . . . .
N4 N 0.12485(14) 0.97979(9) 0.32821(10) 0.0435(3) Uani 1 1 d . . . . .
C1 C 0.46093(14) 0.78216(9) 0.05665(9) 0.0308(3) Uani 1 1 d . . . . .
C2 C 0.54230(15) 0.78810(9) -0.00944(10) 0.0330(3) Uani 1 1 d . . . . .
C3 C 0.50919(17) 0.83949(10) -0.08273(10) 0.0398(4) Uani 1 1 d . . . . .
H3 H 0.4264 0.8706 -0.0923 0.048 Uiso 1 1 calc R U . . .
C4 C 0.59679(19) 0.84467(12) -0.14056(11) 0.0464(4) Uani 1 1 d . . . . .
H4 H 0.5743 0.8799 -0.1888 0.056 Uiso 1 1 calc R U . . .
C5 C 0.71861(18) 0.79781(12) -0.12789(11) 0.0482(4) Uani 1 1 d . . . . .
H5 H 0.7794 0.8026 -0.1666 0.058 Uiso 1 1 calc R U . . .
C6 C 0.74967(17) 0.74490(11) -0.05902(11) 0.0431(4) Uani 1 1 d . . . . .
H6 H 0.8311 0.7127 -0.0522 0.052 Uiso 1 1 calc R U . . .
C7 C 0.66355(15) 0.73695(10) 0.00221(10) 0.0356(3) Uani 1 1 d . . . . .
C8 C 0.69707(14) 0.67893(10) 0.07472(10) 0.0356(3) Uani 1 1 d . . . . .
C9 C 0.81061(16) 0.62346(11) 0.08527(12) 0.0438(4) Uani 1 1 d . . . . .
H9 H 0.8662 0.6222 0.0433 0.053 Uiso 1 1 calc R U . . .
C10 C 0.84159(17) 0.57156(11) 0.15502(13) 0.0491(4) Uani 1 1 d . . . . .
H10 H 0.9183 0.5357 0.1604 0.059 Uiso 1 1 calc R U . . .
C11 C 0.76062(17) 0.57133(11) 0.21822(13) 0.0474(4) Uani 1 1 d . . . . .
H11 H 0.7837 0.5362 0.2666 0.057 Uiso 1 1 calc R U . . .
C12 C 0.64727(16) 0.62260(10) 0.20934(11) 0.0407(4) Uani 1 1 d . . . . .
H12 H 0.5917 0.6219 0.2514 0.049 Uiso 1 1 calc R U . . .
C13 C 0.61346(14) 0.67597(9) 0.13815(10) 0.0337(3) Uani 1 1 d . . . . .
C14 C 0.49445(14) 0.72946(9) 0.12624(10) 0.0318(3) Uani 1 1 d . . . . .
C15 C 0.30896(15) 0.79101(9) 0.14257(9) 0.0320(3) Uani 1 1 d . . . . .
C16 C 0.18980(14) 0.81915(9) 0.17953(9) 0.0318(3) Uani 1 1 d . . . . .
C17 C 0.07050(16) 0.77436(10) 0.17234(10) 0.0365(3) Uani 1 1 d . . . . .
H17 H 0.0569 0.7288 0.1347 0.044 Uiso 1 1 calc R U . . .
C18 C -0.03424(15) 0.79372(10) 0.21943(10) 0.0353(3) Uani 1 1 d . . . . .
H18 H -0.1144 0.7604 0.2113 0.042 Uiso 1 1 calc R U . . .
C19 C -0.02441(14) 0.85856(9) 0.27606(9) 0.0297(3) Uani 1 1 d . . . . .
C20 C 0.09674(14) 0.91002(9) 0.28139(9) 0.0313(3) Uani 1 1 d . . . . .
C21 C 0.20197(14) 0.89045(9) 0.23328(10) 0.0330(3) Uani 1 1 d . . . . .
C22 C -0.12872(14) 0.87040(9) 0.33106(9) 0.0309(3) Uani 1 1 d . . . . .
C23 C -0.26661(16) 0.84491(10) 0.30184(11) 0.0391(4) Uani 1 1 d . . . . .
H23 H -0.2952 0.8256 0.2446 0.047 Uiso 1 1 calc R U . . .
C24 C -0.36223(17) 0.84753(11) 0.35546(13) 0.0470(4) Uani 1 1 d . . . . .
H24 H -0.4550 0.8301 0.3356 0.056 Uiso 1 1 calc R U . . .
C25 C -0.31725(18) 0.87630(11) 0.43838(12) 0.0468(4) Uani 1 1 d . . . . .
C26 C -0.18421(17) 0.90380(11) 0.46988(11) 0.0414(4) Uani 1 1 d . . . . .
H26 H -0.1577 0.9240 0.5269 0.050 Uiso 1 1 calc R U . . .
C27 C -0.08950(15) 0.90112(10) 0.41558(10) 0.0348(3) Uani 1 1 d . . . . .
H27 H 0.0022 0.9202 0.4358 0.042 Uiso 1 1 calc R U . . .
C28 C 0.25918(15) 0.88514(9) 0.01537(9) 0.0318(3) Uani 1 1 d . . . . .
C29 C 0.30941(17) 0.96468(10) 0.01884(11) 0.0414(4) Uani 1 1 d . . . . .
H29 H 0.3960 0.9778 0.0547 0.050 Uiso 1 1 calc R U . . .
C30 C 0.2306(2) 1.02493(11) -0.03117(12) 0.0488(4) Uani 1 1 d . . . . .
H30 H 0.2647 1.0791 -0.0303 0.059 Uiso 1 1 calc R U . . .
C31 C 0.10254(19) 1.00572(12) -0.08214(11) 0.0480(4) Uani 1 1 d . . . . .
H31 H 0.0490 1.0469 -0.1155 0.058 Uiso 1 1 calc R U . . .
C32 C 0.05273(18) 0.92656(12) -0.08436(11) 0.0484(4) Uani 1 1 d . . . . .
H32 H -0.0351 0.9139 -0.1190 0.058 Uiso 1 1 calc R U . . .
C33 C 0.13121(16) 0.86526(11) -0.03577(10) 0.0407(4) Uani 1 1 d . . . . .
H33 H 0.0977 0.8109 -0.0377 0.049 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_structure_solution    'SIR2011 (Burla, et al., 2012)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.5 (Rigaku, 2017)'
_computing_molecular_graphics    'CrystalStructure 4.2.5'

#==============================================================================
# MOLECULAR GEOMETRY

_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 N4 1.6120(14) . ?
S1 N3 1.6145(15) . ?
F1 C25 1.3697(18) . ?
N1 C15 1.3754(18) . ?
N1 C1 1.3934(18) . ?
N1 C28 1.4398(19) . ?
N2 C15 1.3150(19) . ?
N2 C14 1.3859(18) . ?
N3 C21 1.347(2) . ?
N4 C20 1.349(2) . ?
C1 C14 1.375(2) . ?
C1 C2 1.439(2) . ?
C2 C3 1.406(2) . ?
C2 C7 1.429(2) . ?
C3 C4 1.377(2) . ?
C3 H3 0.9400 . ?
C4 C5 1.393(3) . ?
C4 H4 0.9400 . ?
C5 C6 1.367(3) . ?
C5 H5 0.9400 . ?
C6 C7 1.412(2) . ?
C6 H6 0.9400 . ?
C7 C8 1.464(2) . ?
C8 C9 1.413(2) . ?
C8 C13 1.418(2) . ?
C9 C10 1.367(3) . ?
C9 H9 0.9400 . ?
C10 C11 1.395(3) . ?
C10 H10 0.9400 . ?
C11 C12 1.371(2) . ?
C11 H11 0.9400 . ?
C12 C13 1.401(2) . ?
C12 H12 0.9400 . ?
C13 C14 1.434(2) . ?
C15 C16 1.4800(19) . ?
C16 C17 1.360(2) . ?
C16 C21 1.424(2) . ?
C17 C18 1.420(2) . ?
C17 H17 0.9400 . ?
C18 C19 1.370(2) . ?
C18 H18 0.9400 . ?
C19 C20 1.439(2) . ?
C19 C22 1.4824(19) . ?
C20 C21 1.4354(19) . ?
C22 C23 1.395(2) . ?
C22 C27 1.398(2) . ?
C23 C24 1.386(2) . ?
C23 H23 0.9400 . ?
C24 C25 1.370(3) . ?
C24 H24 0.9400 . ?
C25 C26 1.368(2) . ?
C26 C27 1.386(2) . ?
C26 H26 0.9400 . ?
C27 H27 0.9400 . ?
C28 C33 1.379(2) . ?
C28 C29 1.379(2) . ?
C29 C30 1.386(2) . ?
C29 H29 0.9400 . ?
C30 C31 1.376(3) . ?
C30 H30 0.9400 . ?
C31 C32 1.373(3) . ?
C31 H31 0.9400 . ?
C32 C33 1.386(2) . ?
C32 H32 0.9400 . ?
C33 H33 0.9400 . ?

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
N4 S1 N3 101.47(7) . . ?
C15 N1 C1 106.18(12) . . ?
C15 N1 C28 124.00(12) . . ?
C1 N1 C28 129.81(12) . . ?
C15 N2 C14 104.38(12) . . ?
C21 N3 S1 105.80(10) . . ?
C20 N4 S1 106.29(10) . . ?
C14 C1 N1 105.07(12) . . ?
C14 C1 C2 122.81(13) . . ?
N1 C1 C2 132.12(14) . . ?
C3 C2 C7 119.59(14) . . ?
C3 C2 C1 124.43(14) . . ?
C7 C2 C1 115.98(14) . . ?
C4 C3 C2 120.67(16) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 120.26(17) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 119.93(15) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C7 122.22(16) . . ?
C5 C6 H6 118.9 . . ?
C7 C6 H6 118.9 . . ?
C6 C7 C2 117.19(15) . . ?
C6 C7 C8 121.50(14) . . ?
C2 C7 C8 121.30(13) . . ?
C9 C8 C13 116.78(15) . . ?
C9 C8 C7 123.03(14) . . ?
C13 C8 C7 120.19(13) . . ?
C10 C9 C8 121.65(16) . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?
C9 C10 C11 120.71(15) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C12 C11 C10 119.56(17) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C11 C12 C13 120.58(17) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C12 C13 C8 120.65(14) . . ?
C12 C13 C14 121.97(14) . . ?
C8 C13 C14 117.37(14) . . ?
C1 C14 N2 111.39(12) . . ?
C1 C14 C13 122.26(13) . . ?
N2 C14 C13 126.35(14) . . ?
N2 C15 N1 112.99(12) . . ?
N2 C15 C16 123.20(13) . . ?
N1 C15 C16 123.78(13) . . ?
C17 C16 C21 116.63(13) . . ?
C17 C16 C15 122.35(14) . . ?
C21 C16 C15 120.63(13) . . ?
C16 C17 C18 122.59(14) . . ?
C16 C17 H17 118.7 . . ?
C18 C17 H17 118.7 . . ?
C19 C18 C17 123.34(14) . . ?
C19 C18 H18 118.3 . . ?
C17 C18 H18 118.3 . . ?
C18 C19 C20 115.44(13) . . ?
C18 C19 C22 121.09(13) . . ?
C20 C19 C22 123.38(13) . . ?
N4 C20 C21 112.80(13) . . ?
N4 C20 C19 126.27(13) . . ?
C21 C20 C19 120.92(13) . . ?
N3 C21 C16 125.49(13) . . ?
N3 C21 C20 113.63(14) . . ?
C16 C21 C20 120.88(13) . . ?
C23 C22 C27 118.35(13) . . ?
C23 C22 C19 120.36(13) . . ?
C27 C22 C19 121.09(13) . . ?
C24 C23 C22 121.31(15) . . ?
C24 C23 H23 119.3 . . ?
C22 C23 H23 119.3 . . ?
C25 C24 C23 117.88(15) . . ?
C25 C24 H24 121.1 . . ?
C23 C24 H24 121.1 . . ?
C26 C25 F1 118.45(16) . . ?
C26 C25 C24 123.32(15) . . ?
F1 C25 C24 118.23(16) . . ?
C25 C26 C27 118.31(15) . . ?
C25 C26 H26 120.8 . . ?
C27 C26 H26 120.8 . . ?
C26 C27 C22 120.79(14) . . ?
C26 C27 H27 119.6 . . ?
C22 C27 H27 119.6 . . ?
C33 C28 C29 121.03(15) . . ?
C33 C28 N1 119.41(14) . . ?
C29 C28 N1 119.55(13) . . ?
C28 C29 C30 119.16(15) . . ?
C28 C29 H29 120.4 . . ?
C30 C29 H29 120.4 . . ?
C31 C30 C29 120.21(16) . . ?
C31 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
C32 C31 C30 120.18(16) . . ?
C32 C31 H31 119.9 . . ?
C30 C31 H31 119.9 . . ?
C31 C32 C33 120.37(16) . . ?
C31 C32 H32 119.8 . . ?
C33 C32 H32 119.8 . . ?
C28 C33 C32 119.05(16) . . ?
C28 C33 H33 120.5 . . ?
C32 C33 H33 120.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N4 S1 N3 C21 0.73(14) . . . . ?
N3 S1 N4 C20 -0.34(13) . . . . ?
C15 N1 C1 C14 -0.07(15) . . . . ?
C28 N1 C1 C14 178.76(14) . . . . ?
C15 N1 C1 C2 179.46(15) . . . . ?
C28 N1 C1 C2 -1.7(3) . . . . ?
C14 C1 C2 C3 178.13(14) . . . . ?
N1 C1 C2 C3 -1.3(2) . . . . ?
C14 C1 C2 C7 -1.4(2) . . . . ?
N1 C1 C2 C7 179.12(14) . . . . ?
C7 C2 C3 C4 -3.9(2) . . . . ?
C1 C2 C3 C4 176.57(15) . . . . ?
C2 C3 C4 C5 1.1(2) . . . . ?
C3 C4 C5 C6 1.7(3) . . . . ?
C4 C5 C6 C7 -1.6(3) . . . . ?
C5 C6 C7 C2 -1.2(2) . . . . ?
C5 C6 C7 C8 178.91(15) . . . . ?
C3 C2 C7 C6 3.9(2) . . . . ?
C1 C2 C7 C6 -176.53(13) . . . . ?
C3 C2 C7 C8 -176.24(13) . . . . ?
C1 C2 C7 C8 3.3(2) . . . . ?
C6 C7 C8 C9 -4.5(2) . . . . ?
C2 C7 C8 C9 175.65(14) . . . . ?
C6 C7 C8 C13 176.08(14) . . . . ?
C2 C7 C8 C13 -3.8(2) . . . . ?
C13 C8 C9 C10 -2.4(2) . . . . ?
C7 C8 C9 C10 178.16(14) . . . . ?
C8 C9 C10 C11 0.5(3) . . . . ?
C9 C10 C11 C12 1.3(3) . . . . ?
C10 C11 C12 C13 -1.0(2) . . . . ?
C11 C12 C13 C8 -1.0(2) . . . . ?
C11 C12 C13 C14 179.04(15) . . . . ?
C9 C8 C13 C12 2.6(2) . . . . ?
C7 C8 C13 C12 -177.89(13) . . . . ?
C9 C8 C13 C14 -177.42(13) . . . . ?
C7 C8 C13 C14 2.0(2) . . . . ?
N1 C1 C14 N2 0.20(16) . . . . ?
C2 C1 C14 N2 -179.38(13) . . . . ?
N1 C1 C14 C13 179.41(13) . . . . ?
C2 C1 C14 C13 -0.2(2) . . . . ?
C15 N2 C14 C1 -0.26(17) . . . . ?
C15 N2 C14 C13 -179.42(14) . . . . ?
C12 C13 C14 C1 179.80(14) . . . . ?
C8 C13 C14 C1 -0.1(2) . . . . ?
C12 C13 C14 N2 -1.1(2) . . . . ?
C8 C13 C14 N2 178.95(13) . . . . ?
C14 N2 C15 N1 0.21(17) . . . . ?
C14 N2 C15 C16 -177.88(13) . . . . ?
C1 N1 C15 N2 -0.09(17) . . . . ?
C28 N1 C15 N2 -179.01(13) . . . . ?
C1 N1 C15 C16 177.98(13) . . . . ?
C28 N1 C15 C16 -0.9(2) . . . . ?
N2 C15 C16 C17 -78.4(2) . . . . ?
N1 C15 C16 C17 103.75(18) . . . . ?
N2 C15 C16 C21 94.24(19) . . . . ?
N1 C15 C16 C21 -83.64(19) . . . . ?
C21 C16 C17 C18 -3.7(2) . . . . ?
C15 C16 C17 C18 169.24(14) . . . . ?
C16 C17 C18 C19 -0.2(3) . . . . ?
C17 C18 C19 C20 3.6(2) . . . . ?
C17 C18 C19 C22 -172.90(14) . . . . ?
S1 N4 C20 C21 -0.15(16) . . . . ?
S1 N4 C20 C19 -179.17(13) . . . . ?
C18 C19 C20 N4 175.74(15) . . . . ?
C22 C19 C20 N4 -7.8(2) . . . . ?
C18 C19 C20 C21 -3.2(2) . . . . ?
C22 C19 C20 C21 173.26(13) . . . . ?
S1 N3 C21 C16 179.45(13) . . . . ?
S1 N3 C21 C20 -0.89(17) . . . . ?
C17 C16 C21 N3 -176.43(15) . . . . ?
C15 C16 C21 N3 10.6(2) . . . . ?
C17 C16 C21 C20 3.9(2) . . . . ?
C15 C16 C21 C20 -169.09(14) . . . . ?
N4 C20 C21 N3 0.7(2) . . . . ?
C19 C20 C21 N3 179.79(14) . . . . ?
N4 C20 C21 C16 -179.61(14) . . . . ?
C19 C20 C21 C16 -0.5(2) . . . . ?
C18 C19 C22 C23 -30.6(2) . . . . ?
C20 C19 C22 C23 153.09(15) . . . . ?
C18 C19 C22 C27 144.26(15) . . . . ?
C20 C19 C22 C27 -32.0(2) . . . . ?
C27 C22 C23 C24 -1.8(2) . . . . ?
C19 C22 C23 C24 173.27(15) . . . . ?
C22 C23 C24 C25 0.2(3) . . . . ?
C23 C24 C25 C26 1.3(3) . . . . ?
C23 C24 C25 F1 -179.21(16) . . . . ?
F1 C25 C26 C27 179.39(15) . . . . ?
C24 C25 C26 C27 -1.1(3) . . . . ?
C25 C26 C27 C22 -0.6(2) . . . . ?
C23 C22 C27 C26 2.0(2) . . . . ?
C19 C22 C27 C26 -173.05(14) . . . . ?
C15 N1 C28 C33 -74.32(19) . . . . ?
C1 N1 C28 C33 107.03(17) . . . . ?
C15 N1 C28 C29 104.13(17) . . . . ?
C1 N1 C28 C29 -74.5(2) . . . . ?
C33 C28 C29 C30 -1.1(2) . . . . ?
N1 C28 C29 C30 -179.54(15) . . . . ?
C28 C29 C30 C31 1.3(3) . . . . ?
C29 C30 C31 C32 -0.6(3) . . . . ?
C30 C31 C32 C33 -0.4(3) . . . . ?
C29 C28 C33 C32 0.1(2) . . . . ?
N1 C28 C33 C32 178.56(14) . . . . ?
C31 C32 C33 C28 0.6(3) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.





#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: chloroform/hexane'
_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_sna157_C6H4Me
_database_code_depnum_ccdc_archive 'CCDC 1886939'
loop_
_audit_author_name
_audit_author_address
'Suguru Ito'
;YOKOHAMA National University
Japan
;
_audit_update_record             
;
2018-12-22 deposited with the CCDC.	2019-03-08 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C34 H22 N4 S'
_chemical_formula_moiety         'C34 H22 N4 S'
_chemical_formula_weight         518.63
_chemical_melting_point          495.85-497.25

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   11.68960(7)
_cell_length_b                   15.16518(10)
_cell_length_c                   16.54421(10)
_cell_angle_alpha                106.7151(6)
_cell_angle_beta                 97.5581(5)
_cell_angle_gamma                110.4272(6)
_cell_volume                     2542.92(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    34646
_cell_measurement_theta_min      3.32
_cell_measurement_theta_max      76.12
_cell_measurement_temperature    223
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.605
_exptl_crystal_size_mid          0.352
_exptl_crystal_size_min          0.189
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1080.00
_exptl_absorpt_coefficient_mu    1.373
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.313
_exptl_absorpt_correction_T_max  0.771

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      223
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            61336
_diffrn_reflns_av_R_equivalents  0.0741
_diffrn_reflns_theta_max         68.232
_diffrn_reflns_theta_min         3.332
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             9290
_reflns_number_gt                8446
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0487
_refine_ls_R_factor_gt           0.0461
_refine_ls_wR_factor_ref         0.1301
_refine_ls_wR_factor_gt          0.1273
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         9290
_refine_ls_number_parameters     703
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0774P)²+0.5204P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.31
_refine_diff_density_min         -0.56
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.30646(4) 0.97533(3) 0.81236(3) 0.05767(15) Uani 1 1 d . . . . .
S2 S 0.13363(5) 0.05679(4) 0.64678(3) 0.06596(17) Uani 1 1 d . . . . .
N1 N -0.03019(10) 0.61051(9) 0.61962(8) 0.0327(3) Uani 1 1 d . . . . .
N2 N 0.11850(11) 0.58378(9) 0.69646(8) 0.0356(3) Uani 1 1 d . . . . .
N3 N 0.21349(13) 0.85699(11) 0.76796(10) 0.0486(3) Uani 1 1 d . . . . .
N4 N 0.39633(12) 0.98735(10) 0.74669(9) 0.0457(3) Uani 1 1 d . . . . .
N5 N 0.53771(10) 0.39166(9) 0.88943(8) 0.0337(3) Uani 1 1 d . . . . .
N6 N 0.39290(11) 0.41616(9) 0.80593(9) 0.0388(3) Uani 1 1 d . . . . .
N7 N 0.24986(14) 0.16335(11) 0.70472(10) 0.0523(4) Uani 1 1 d . . . . .
N8 N 0.04888(13) 0.04051(11) 0.71500(9) 0.0511(3) Uani 1 1 d . . . . .
C1 C -0.09396(12) 0.53187(10) 0.64619(9) 0.0305(3) Uani 1 1 d . . . . .
C2 C -0.22626(12) 0.47480(10) 0.63455(9) 0.0309(3) Uani 1 1 d . . . . .
C3 C -0.32504(13) 0.48453(12) 0.58409(10) 0.0388(3) Uani 1 1 d . . . . .
H3 H -0.3057 0.5308 0.5551 0.047 Uiso 1 1 calc R U . . .
C4 C -0.44938(14) 0.42725(13) 0.57670(11) 0.0446(4) Uani 1 1 d . . . . .
H4 H -0.5143 0.4337 0.5420 0.053 Uiso 1 1 calc R U . . .
C5 C -0.47895(14) 0.36001(12) 0.62043(11) 0.0418(3) Uani 1 1 d . . . . .
H5 H -0.5639 0.3219 0.6162 0.050 Uiso 1 1 calc R U . . .
C6 C -0.38453(13) 0.34900(11) 0.66989(10) 0.0367(3) Uani 1 1 d . . . . .
H6 H -0.4065 0.3034 0.6993 0.044 Uiso 1 1 calc R U . . .
C7 C -0.25562(13) 0.40403(10) 0.67793(9) 0.0315(3) Uani 1 1 d . . . . .
C8 C -0.15567(13) 0.38908(10) 0.72843(9) 0.0320(3) Uani 1 1 d . . . . .
C9 C -0.18167(15) 0.32087(11) 0.77308(10) 0.0394(3) Uani 1 1 d . . . . .
H9 H -0.2659 0.2848 0.7721 0.047 Uiso 1 1 calc R U . . .
C10 C -0.08715(16) 0.30567(12) 0.81801(11) 0.0462(4) Uani 1 1 d . . . . .
H10 H -0.1073 0.2596 0.8471 0.055 Uiso 1 1 calc R U . . .
C11 C 0.03874(16) 0.35836(13) 0.82064(11) 0.0468(4) Uani 1 1 d . . . . .
H11 H 0.1031 0.3471 0.8508 0.056 Uiso 1 1 calc R U . . .
C12 C 0.06836(14) 0.42641(12) 0.77922(11) 0.0406(3) Uani 1 1 d . . . . .
H12 H 0.1532 0.4619 0.7812 0.049 Uiso 1 1 calc R U . . .
C13 C -0.02757(13) 0.44350(10) 0.73373(9) 0.0332(3) Uani 1 1 d . . . . .
C14 C 0.00016(12) 0.51720(10) 0.69278(9) 0.0316(3) Uani 1 1 d . . . . .
C15 C 0.09641(13) 0.63868(11) 0.65267(10) 0.0337(3) Uani 1 1 d . . . . .
C16 C 0.19599(12) 0.71905(11) 0.63712(10) 0.0336(3) Uani 1 1 d . . . . .
C17 C 0.24561(14) 0.69815(11) 0.56779(10) 0.0381(3) Uani 1 1 d . . . . .
H17 H 0.2088 0.6324 0.5259 0.046 Uiso 1 1 calc R U . . .
C18 C 0.35074(14) 0.77142(11) 0.55584(10) 0.0380(3) Uani 1 1 d . . . . .
H18 H 0.3811 0.7517 0.5068 0.046 Uiso 1 1 calc R U . . .
C19 C 0.40986(12) 0.86937(10) 0.61237(9) 0.0325(3) Uani 1 1 d . . . . .
C20 C 0.35635(13) 0.89581(11) 0.68413(9) 0.0344(3) Uani 1 1 d . . . . .
C21 C 0.25100(13) 0.82077(11) 0.69672(10) 0.0355(3) Uani 1 1 d . . . . .
C22 C 0.52342(12) 0.94231(10) 0.60011(9) 0.0324(3) Uani 1 1 d . . . . .
C23 C 0.61367(14) 0.91041(11) 0.56985(10) 0.0389(3) Uani 1 1 d . . . . .
H23 H 0.6018 0.8428 0.5574 0.047 Uiso 1 1 calc R U . . .
C24 C 0.72018(14) 0.97708(12) 0.55800(11) 0.0413(3) Uani 1 1 d . . . . .
H24 H 0.7800 0.9540 0.5381 0.050 Uiso 1 1 calc R U . . .
C25 C 0.74102(13) 1.07734(11) 0.57474(10) 0.0382(3) Uani 1 1 d . . . . .
C26 C 0.64925(14) 1.10787(11) 0.60288(10) 0.0380(3) Uani 1 1 d . . . . .
H26 H 0.6597 1.1748 0.6130 0.046 Uiso 1 1 calc R U . . .
C27 C 0.54309(13) 1.04252(11) 0.61633(9) 0.0352(3) Uani 1 1 d . . . . .
H27 H 0.4838 1.0659 0.6366 0.042 Uiso 1 1 calc R U . . .
C28 C 0.85890(16) 1.15055(13) 0.56453(13) 0.0531(4) Uani 1 1 d . . . . .
H28A H 0.8564 1.2164 0.5791 0.064 Uiso 1 1 calc R U . . .
H28B H 0.9323 1.1551 0.6033 0.064 Uiso 1 1 calc R U . . .
H28C H 0.8641 1.1273 0.5046 0.064 Uiso 1 1 calc R U . . .
C29 C -0.08000(12) 0.66028(10) 0.57143(9) 0.0325(3) Uani 1 1 d . . . . .
C30 C -0.08547(13) 0.74969(11) 0.61658(11) 0.0390(3) Uani 1 1 d . . . . .
H30 H -0.0562 0.7779 0.6778 0.047 Uiso 1 1 calc R U . . .
C31 C -0.13434(15) 0.79799(12) 0.57144(12) 0.0484(4) Uani 1 1 d . . . . .
H31 H -0.1391 0.8588 0.6019 0.058 Uiso 1 1 calc R U . . .
C32 C -0.17607(14) 0.75654(13) 0.48149(12) 0.0495(4) Uani 1 1 d . . . . .
H32 H -0.2100 0.7890 0.4509 0.059 Uiso 1 1 calc R U . . .
C33 C -0.16839(16) 0.66833(14) 0.43633(12) 0.0523(4) Uani 1 1 d . . . . .
H33 H -0.1961 0.6411 0.3750 0.063 Uiso 1 1 calc R U . . .
C34 C -0.11960(16) 0.61903(13) 0.48110(11) 0.0449(4) Uani 1 1 d . . . . .
H34 H -0.1136 0.5588 0.4505 0.054 Uiso 1 1 calc R U . . .
C35 C 0.60350(12) 0.47554(10) 0.86912(9) 0.0324(3) Uani 1 1 d . . . . .
C36 C 0.73612(12) 0.53605(10) 0.88577(9) 0.0328(3) Uani 1 1 d . . . . .
C37 C 0.83358(13) 0.52556(12) 0.93637(10) 0.0399(3) Uani 1 1 d . . . . .
H37 H 0.8132 0.4777 0.9636 0.048 Uiso 1 1 calc R U . . .
C38 C 0.95855(14) 0.58454(13) 0.94652(11) 0.0472(4) Uani 1 1 d . . . . .
H38 H 1.0227 0.5775 0.9814 0.057 Uiso 1 1 calc R U . . .
C39 C 0.98987(14) 0.65424(13) 0.90541(12) 0.0485(4) Uani 1 1 d . . . . .
H39 H 1.0752 0.6930 0.9111 0.058 Uiso 1 1 calc R U . . .
C40 C 0.89679(14) 0.66671(12) 0.85657(11) 0.0427(4) Uani 1 1 d . . . . .
H40 H 0.9197 0.7144 0.8293 0.051 Uiso 1 1 calc R U . . .
C41 C 0.76780(13) 0.61037(11) 0.84597(10) 0.0353(3) Uani 1 1 d . . . . .
C42 C 0.66959(14) 0.62646(11) 0.79500(10) 0.0383(3) Uani 1 1 d . . . . .
C43 C 0.69796(17) 0.70041(14) 0.75647(13) 0.0525(4) Uani 1 1 d . . . . .
H43 H 0.7828 0.7436 0.7658 0.063 Uiso 1 1 calc R U . . .
C44 C 0.60461(19) 0.71077(16) 0.70563(15) 0.0642(5) Uani 1 1 d . . . . .
H44 H 0.6262 0.7593 0.6791 0.077 Uiso 1 1 calc R U . . .
C45 C 0.47834(19) 0.65013(16) 0.69301(15) 0.0644(5) Uani 1 1 d . . . . .
H45 H 0.4149 0.6580 0.6583 0.077 Uiso 1 1 calc R U . . .
C46 C 0.44631(16) 0.57906(14) 0.73109(13) 0.0511(4) Uani 1 1 d . . . . .
H46 H 0.3607 0.5392 0.7236 0.061 Uiso 1 1 calc R U . . .
C47 C 0.54100(14) 0.56547(11) 0.78133(10) 0.0382(3) Uani 1 1 d . . . . .
C48 C 0.51148(13) 0.48845(11) 0.81853(10) 0.0350(3) Uani 1 1 d . . . . .
C49 C 0.41225(13) 0.35986(11) 0.84883(10) 0.0350(3) Uani 1 1 d . . . . .
C50 C 0.30854(13) 0.27684(11) 0.85787(10) 0.0354(3) Uani 1 1 d . . . . .
C51 C 0.27693(14) 0.28359(12) 0.93513(10) 0.0413(3) Uani 1 1 d . . . . .
H51 H 0.3334 0.3355 0.9866 0.050 Uiso 1 1 calc R U . . .
C52 C 0.16160(14) 0.21491(12) 0.94070(10) 0.0417(3) Uani 1 1 d . . . . .
H52 H 0.1447 0.2243 0.9958 0.050 Uiso 1 1 calc R U . . .
C53 C 0.07370(13) 0.13582(11) 0.87017(10) 0.0354(3) Uani 1 1 d . . . . .
C54 C 0.11091(13) 0.11999(11) 0.78989(10) 0.0372(3) Uani 1 1 d . . . . .
C55 C 0.22687(13) 0.19034(11) 0.78376(10) 0.0369(3) Uani 1 1 d . . . . .
C56 C -0.05165(13) 0.07374(11) 0.87711(10) 0.0378(3) Uani 1 1 d . . . . .
C57 C -0.06677(15) 0.06155(14) 0.95571(12) 0.0504(4) Uani 1 1 d . . . . .
H57 H 0.0040 0.0914 1.0040 0.060 Uiso 1 1 calc R U . . .
C58 C -0.18369(17) 0.00649(15) 0.96438(13) 0.0587(5) Uani 1 1 d . . . . .
H58 H -0.1906 -0.0010 1.0182 0.070 Uiso 1 1 calc R U . . .
C59 C -0.29113(15) -0.03798(14) 0.89524(13) 0.0525(4) Uani 1 1 d . . . . .
C60 C -0.27686(15) -0.02352(14) 0.81766(13) 0.0523(4) Uani 1 1 d . . . . .
H60 H -0.3484 -0.0511 0.7703 0.063 Uiso 1 1 calc R U . . .
C61 C -0.15992(14) 0.03047(12) 0.80797(11) 0.0456(4) Uani 1 1 d . . . . .
H61 H -0.1533 0.0381 0.7541 0.055 Uiso 1 1 calc R U . . .
C62 C -0.41818(19) -0.10021(19) 0.90432(17) 0.0773(7) Uani 1 1 d . . . . .
H62A H -0.4094 -0.1017 0.9630 0.093 Uiso 1 1 calc R U . . .
H62B H -0.4771 -0.0705 0.8934 0.093 Uiso 1 1 calc R U . . .
H62C H -0.4496 -0.1684 0.8624 0.093 Uiso 1 1 calc R U . . .
C63 C 0.58365(12) 0.33827(11) 0.93557(10) 0.0340(3) Uani 1 1 d . . . . .
C64 C 0.62975(15) 0.37887(13) 1.02545(11) 0.0450(4) Uani 1 1 d . . . . .
H64 H 0.6334 0.4425 1.0574 0.054 Uiso 1 1 calc R U . . .
C65 C 0.67073(16) 0.32396(15) 1.06784(12) 0.0549(5) Uani 1 1 d . . . . .
H65 H 0.7024 0.3508 1.1289 0.066 Uiso 1 1 calc R U . . .
C66 C 0.66535(15) 0.23126(14) 1.02132(14) 0.0550(5) Uani 1 1 d . . . . .
H66 H 0.6937 0.1950 1.0505 0.066 Uiso 1 1 calc R U . . .
C67 C 0.61836(15) 0.19095(13) 0.93163(13) 0.0508(4) Uani 1 1 d . . . . .
H67 H 0.6148 0.1273 0.8999 0.061 Uiso 1 1 calc R U . . .
C68 C 0.57636(13) 0.24428(11) 0.88824(11) 0.0406(3) Uani 1 1 d . . . . .
H68 H 0.5433 0.2167 0.8273 0.049 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_structure_solution    'SIR2011 (Burla, et al., 2012)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.5 (Rigaku, 2017)'
_computing_molecular_graphics    'CrystalStructure 4.2.5'

#==============================================================================
# MOLECULAR GEOMETRY

_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 N4 1.6118(14) . ?
S1 N3 1.6161(14) . ?
S2 N8 1.6125(14) . ?
S2 N7 1.6155(15) . ?
N1 C15 1.3723(17) . ?
N1 C1 1.3923(17) . ?
N1 C29 1.4404(17) . ?
N2 C15 1.3162(18) . ?
N2 C14 1.3800(17) . ?
N3 C21 1.347(2) . ?
N4 C20 1.345(2) . ?
N5 C49 1.3768(18) . ?
N5 C35 1.3977(17) . ?
N5 C63 1.4415(18) . ?
N6 C49 1.3134(19) . ?
N6 C48 1.3779(17) . ?
N7 C55 1.346(2) . ?
N8 C54 1.345(2) . ?
C1 C14 1.3786(19) . ?
C1 C2 1.4386(18) . ?
C2 C3 1.4100(19) . ?
C2 C7 1.4266(19) . ?
C3 C4 1.376(2) . ?
C3 H3 0.9400 . ?
C4 C5 1.388(2) . ?
C4 H4 0.9400 . ?
C5 C6 1.373(2) . ?
C5 H5 0.9400 . ?
C6 C7 1.4109(19) . ?
C6 H6 0.9400 . ?
C7 C8 1.4668(19) . ?
C8 C9 1.4097(19) . ?
C8 C13 1.4114(19) . ?
C9 C10 1.374(2) . ?
C9 H9 0.9400 . ?
C10 C11 1.396(2) . ?
C10 H10 0.9400 . ?
C11 C12 1.369(2) . ?
C11 H11 0.9400 . ?
C12 C13 1.409(2) . ?
C12 H12 0.9400 . ?
C13 C14 1.4331(19) . ?
C15 C16 1.4750(18) . ?
C16 C17 1.359(2) . ?
C16 C21 1.425(2) . ?
C17 C18 1.4217(19) . ?
C17 H17 0.9400 . ?
C18 C19 1.369(2) . ?
C18 H18 0.9400 . ?
C19 C20 1.435(2) . ?
C19 C22 1.4839(18) . ?
C20 C21 1.4424(18) . ?
C22 C27 1.393(2) . ?
C22 C23 1.398(2) . ?
C23 C24 1.382(2) . ?
C23 H23 0.9400 . ?
C24 C25 1.389(2) . ?
C24 H24 0.9400 . ?
C25 C26 1.391(2) . ?
C25 C28 1.504(2) . ?
C26 C27 1.3829(19) . ?
C26 H26 0.9400 . ?
C27 H27 0.9400 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 H28C 0.9700 . ?
C29 C30 1.375(2) . ?
C29 C34 1.385(2) . ?
C30 C31 1.384(2) . ?
C30 H30 0.9400 . ?
C31 C32 1.380(3) . ?
C31 H31 0.9400 . ?
C32 C33 1.372(3) . ?
C32 H32 0.9400 . ?
C33 C34 1.392(2) . ?
C33 H33 0.9400 . ?
C34 H34 0.9400 . ?
C35 C48 1.379(2) . ?
C35 C36 1.4389(18) . ?
C36 C37 1.406(2) . ?
C36 C41 1.428(2) . ?
C37 C38 1.378(2) . ?
C37 H37 0.9400 . ?
C38 C39 1.387(2) . ?
C38 H38 0.9400 . ?
C39 C40 1.369(2) . ?
C39 H39 0.9400 . ?
C40 C41 1.4069(19) . ?
C40 H40 0.9400 . ?
C41 C42 1.466(2) . ?
C42 C43 1.408(2) . ?
C42 C47 1.409(2) . ?
C43 C44 1.370(3) . ?
C43 H43 0.9400 . ?
C44 C45 1.389(3) . ?
C44 H44 0.9400 . ?
C45 C46 1.367(2) . ?
C45 H45 0.9400 . ?
C46 C47 1.405(2) . ?
C46 H46 0.9400 . ?
C47 C48 1.432(2) . ?
C49 C50 1.4724(19) . ?
C50 C51 1.362(2) . ?
C50 C55 1.424(2) . ?
C51 C52 1.421(2) . ?
C51 H51 0.9400 . ?
C52 C53 1.369(2) . ?
C52 H52 0.9400 . ?
C53 C54 1.433(2) . ?
C53 C56 1.4799(18) . ?
C54 C55 1.4404(19) . ?
C56 C57 1.390(2) . ?
C56 C61 1.396(2) . ?
C57 C58 1.382(2) . ?
C57 H57 0.9400 . ?
C58 C59 1.388(3) . ?
C58 H58 0.9400 . ?
C59 C60 1.384(3) . ?
C59 C62 1.510(2) . ?
C60 C61 1.384(2) . ?
C60 H60 0.9400 . ?
C61 H61 0.9400 . ?
C62 H62A 0.9700 . ?
C62 H62B 0.9700 . ?
C62 H62C 0.9700 . ?
C63 C68 1.381(2) . ?
C63 C64 1.383(2) . ?
C64 C65 1.393(2) . ?
C64 H64 0.9400 . ?
C65 C66 1.370(3) . ?
C65 H65 0.9400 . ?
C66 C67 1.381(3) . ?
C66 H66 0.9400 . ?
C67 C68 1.389(2) . ?
C67 H67 0.9400 . ?
C68 H68 0.9400 . ?

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
N4 S1 N3 101.51(7) . . ?
N8 S2 N7 101.53(7) . . ?
C15 N1 C1 106.52(11) . . ?
C15 N1 C29 123.88(11) . . ?
C1 N1 C29 129.51(11) . . ?
C15 N2 C14 104.61(11) . . ?
C21 N3 S1 105.74(10) . . ?
C20 N4 S1 106.50(10) . . ?
C49 N5 C35 106.07(11) . . ?
C49 N5 C63 123.31(11) . . ?
C35 N5 C63 130.39(11) . . ?
C49 N6 C48 104.60(12) . . ?
C55 N7 S2 105.66(10) . . ?
C54 N8 S2 106.40(10) . . ?
C14 C1 N1 104.75(11) . . ?
C14 C1 C2 123.03(12) . . ?
N1 C1 C2 132.20(12) . . ?
C3 C2 C7 119.58(12) . . ?
C3 C2 C1 124.57(13) . . ?
C7 C2 C1 115.85(12) . . ?
C4 C3 C2 120.86(14) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 120.02(14) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 120.25(14) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C7 122.04(14) . . ?
C5 C6 H6 119.0 . . ?
C7 C6 H6 119.0 . . ?
C6 C7 C2 117.21(12) . . ?
C6 C7 C8 121.58(13) . . ?
C2 C7 C8 121.22(12) . . ?
C9 C8 C13 117.12(13) . . ?
C9 C8 C7 122.50(13) . . ?
C13 C8 C7 120.38(12) . . ?
C10 C9 C8 121.74(14) . . ?
C10 C9 H9 119.1 . . ?
C8 C9 H9 119.1 . . ?
C9 C10 C11 120.26(14) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C12 C11 C10 119.92(14) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C13 120.37(14) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C12 C13 C8 120.55(13) . . ?
C12 C13 C14 121.97(13) . . ?
C8 C13 C14 117.48(12) . . ?
C1 C14 N2 111.43(12) . . ?
C1 C14 C13 121.90(12) . . ?
N2 C14 C13 126.63(12) . . ?
N2 C15 N1 112.68(12) . . ?
N2 C15 C16 124.15(12) . . ?
N1 C15 C16 123.11(12) . . ?
C17 C16 C21 116.61(13) . . ?
C17 C16 C15 121.25(13) . . ?
C21 C16 C15 122.00(13) . . ?
C16 C17 C18 122.83(14) . . ?
C16 C17 H17 118.6 . . ?
C18 C17 H17 118.6 . . ?
C19 C18 C17 123.09(14) . . ?
C19 C18 H18 118.5 . . ?
C17 C18 H18 118.5 . . ?
C18 C19 C20 115.82(12) . . ?
C18 C19 C22 121.46(13) . . ?
C20 C19 C22 122.71(13) . . ?
N4 C20 C19 126.55(13) . . ?
N4 C20 C21 112.64(13) . . ?
C19 C20 C21 120.79(13) . . ?
N3 C21 C16 125.64(13) . . ?
N3 C21 C20 113.61(13) . . ?
C16 C21 C20 120.75(13) . . ?
C27 C22 C23 118.00(12) . . ?
C27 C22 C19 122.21(12) . . ?
C23 C22 C19 119.79(12) . . ?
C24 C23 C22 120.75(13) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C23 C24 C25 121.59(14) . . ?
C23 C24 H24 119.2 . . ?
C25 C24 H24 119.2 . . ?
C24 C25 C26 117.26(13) . . ?
C24 C25 C28 121.52(14) . . ?
C26 C25 C28 121.22(14) . . ?
C27 C26 C25 121.87(13) . . ?
C27 C26 H26 119.1 . . ?
C25 C26 H26 119.1 . . ?
C26 C27 C22 120.50(13) . . ?
C26 C27 H27 119.7 . . ?
C22 C27 H27 119.7 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 C34 120.97(13) . . ?
C30 C29 N1 118.88(13) . . ?
C34 C29 N1 120.14(13) . . ?
C29 C30 C31 119.68(15) . . ?
C29 C30 H30 120.2 . . ?
C31 C30 H30 120.2 . . ?
C32 C31 C30 119.75(16) . . ?
C32 C31 H31 120.1 . . ?
C30 C31 H31 120.1 . . ?
C33 C32 C31 120.57(15) . . ?
C33 C32 H32 119.7 . . ?
C31 C32 H32 119.7 . . ?
C32 C33 C34 120.15(16) . . ?
C32 C33 H33 119.9 . . ?
C34 C33 H33 119.9 . . ?
C29 C34 C33 118.86(16) . . ?
C29 C34 H34 120.6 . . ?
C33 C34 H34 120.6 . . ?
C48 C35 N5 104.74(12) . . ?
C48 C35 C36 122.47(13) . . ?
N5 C35 C36 132.59(13) . . ?
C37 C36 C41 119.20(13) . . ?
C37 C36 C35 124.70(13) . . ?
C41 C36 C35 116.09(13) . . ?
C38 C37 C36 120.88(15) . . ?
C38 C37 H37 119.6 . . ?
C36 C37 H37 119.6 . . ?
C37 C38 C39 120.13(15) . . ?
C37 C38 H38 119.9 . . ?
C39 C38 H38 119.9 . . ?
C40 C39 C38 120.13(14) . . ?
C40 C39 H39 119.9 . . ?
C38 C39 H39 119.9 . . ?
C39 C40 C41 122.03(15) . . ?
C39 C40 H40 119.0 . . ?
C41 C40 H40 119.0 . . ?
C40 C41 C36 117.55(14) . . ?
C40 C41 C42 121.18(14) . . ?
C36 C41 C42 121.26(12) . . ?
C43 C42 C47 117.27(14) . . ?
C43 C42 C41 122.52(14) . . ?
C47 C42 C41 120.20(13) . . ?
C44 C43 C42 121.40(16) . . ?
C44 C43 H43 119.3 . . ?
C42 C43 H43 119.3 . . ?
C43 C44 C45 120.51(17) . . ?
C43 C44 H44 119.7 . . ?
C45 C44 H44 119.7 . . ?
C46 C45 C44 120.05(17) . . ?
C46 C45 H45 120.0 . . ?
C44 C45 H45 120.0 . . ?
C45 C46 C47 120.15(16) . . ?
C45 C46 H46 119.9 . . ?
C47 C46 H46 119.9 . . ?
C46 C47 C42 120.57(14) . . ?
C46 C47 C48 121.81(14) . . ?
C42 C47 C48 117.60(13) . . ?
N6 C48 C35 111.62(12) . . ?
N6 C48 C47 126.02(13) . . ?
C35 C48 C47 122.29(13) . . ?
N6 C49 N5 112.96(12) . . ?
N6 C49 C50 122.79(12) . . ?
N5 C49 C50 124.06(13) . . ?
C51 C50 C55 116.46(13) . . ?
C51 C50 C49 121.92(14) . . ?
C55 C50 C49 121.22(13) . . ?
C50 C51 C52 122.30(14) . . ?
C50 C51 H51 118.8 . . ?
C52 C51 H51 118.8 . . ?
C53 C52 C51 123.60(14) . . ?
C53 C52 H52 118.2 . . ?
C51 C52 H52 118.2 . . ?
C52 C53 C54 115.20(13) . . ?
C52 C53 C56 121.67(14) . . ?
C54 C53 C56 123.11(13) . . ?
N8 C54 C53 126.28(13) . . ?
N8 C54 C55 112.68(13) . . ?
C53 C54 C55 121.01(13) . . ?
N7 C55 C50 125.46(13) . . ?
N7 C55 C54 113.72(13) . . ?
C50 C55 C54 120.76(13) . . ?
C57 C56 C61 117.31(14) . . ?
C57 C56 C53 120.41(14) . . ?
C61 C56 C53 122.17(13) . . ?
C58 C57 C56 121.36(16) . . ?
C58 C57 H57 119.3 . . ?
C56 C57 H57 119.3 . . ?
C57 C58 C59 121.39(17) . . ?
C57 C58 H58 119.3 . . ?
C59 C58 H58 119.3 . . ?
C60 C59 C58 117.33(15) . . ?
C60 C59 C62 121.45(18) . . ?
C58 C59 C62 121.22(18) . . ?
C59 C60 C61 121.72(16) . . ?
C59 C60 H60 119.1 . . ?
C61 C60 H60 119.1 . . ?
C60 C61 C56 120.86(15) . . ?
C60 C61 H61 119.6 . . ?
C56 C61 H61 119.6 . . ?
C59 C62 H62A 109.5 . . ?
C59 C62 H62B 109.5 . . ?
H62A C62 H62B 109.5 . . ?
C59 C62 H62C 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C68 C63 C64 120.92(14) . . ?
C68 C63 N5 118.44(13) . . ?
C64 C63 N5 120.61(14) . . ?
C63 C64 C65 118.89(17) . . ?
C63 C64 H64 120.6 . . ?
C65 C64 H64 120.6 . . ?
C66 C65 C64 120.60(17) . . ?
C66 C65 H65 119.7 . . ?
C64 C65 H65 119.7 . . ?
C65 C66 C67 120.14(16) . . ?
C65 C66 H66 119.9 . . ?
C67 C66 H66 119.9 . . ?
C66 C67 C68 120.11(17) . . ?
C66 C67 H67 119.9 . . ?
C68 C67 H67 119.9 . . ?
C63 C68 C67 119.33(16) . . ?
C63 C68 H68 120.3 . . ?
C67 C68 H68 120.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N4 S1 N3 C21 -0.04(13) . . . . ?
N3 S1 N4 C20 0.15(13) . . . . ?
N8 S2 N7 C55 1.27(14) . . . . ?
N7 S2 N8 C54 -1.05(14) . . . . ?
C15 N1 C1 C14 -0.91(15) . . . . ?
C29 N1 C1 C14 -177.62(14) . . . . ?
C15 N1 C1 C2 177.33(15) . . . . ?
C29 N1 C1 C2 0.6(3) . . . . ?
C14 C1 C2 C3 -176.97(14) . . . . ?
N1 C1 C2 C3 5.1(3) . . . . ?
C14 C1 C2 C7 2.8(2) . . . . ?
N1 C1 C2 C7 -175.13(14) . . . . ?
C7 C2 C3 C4 0.5(2) . . . . ?
C1 C2 C3 C4 -179.67(14) . . . . ?
C2 C3 C4 C5 1.1(2) . . . . ?
C3 C4 C5 C6 -1.2(3) . . . . ?
C4 C5 C6 C7 -0.4(2) . . . . ?
C5 C6 C7 C2 2.0(2) . . . . ?
C5 C6 C7 C8 -177.81(14) . . . . ?
C3 C2 C7 C6 -2.0(2) . . . . ?
C1 C2 C7 C6 178.19(12) . . . . ?
C3 C2 C7 C8 177.77(13) . . . . ?
C1 C2 C7 C8 -2.04(19) . . . . ?
C6 C7 C8 C9 -1.2(2) . . . . ?
C2 C7 C8 C9 179.00(13) . . . . ?
C6 C7 C8 C13 178.54(13) . . . . ?
C2 C7 C8 C13 -1.2(2) . . . . ?
C13 C8 C9 C10 -1.7(2) . . . . ?
C7 C8 C9 C10 178.11(15) . . . . ?
C8 C9 C10 C11 0.1(3) . . . . ?
C9 C10 C11 C12 0.8(3) . . . . ?
C10 C11 C12 C13 -0.1(3) . . . . ?
C11 C12 C13 C8 -1.5(2) . . . . ?
C11 C12 C13 C14 177.28(15) . . . . ?
C9 C8 C13 C12 2.4(2) . . . . ?
C7 C8 C13 C12 -177.43(13) . . . . ?
C9 C8 C13 C14 -176.49(13) . . . . ?
C7 C8 C13 C14 3.7(2) . . . . ?
N1 C1 C14 N2 0.46(16) . . . . ?
C2 C1 C14 N2 -177.98(13) . . . . ?
N1 C1 C14 C13 178.13(13) . . . . ?
C2 C1 C14 C13 -0.3(2) . . . . ?
C15 N2 C14 C1 0.19(16) . . . . ?
C15 N2 C14 C13 -177.34(14) . . . . ?
C12 C13 C14 C1 178.13(14) . . . . ?
C8 C13 C14 C1 -3.0(2) . . . . ?
C12 C13 C14 N2 -4.6(2) . . . . ?
C8 C13 C14 N2 174.25(13) . . . . ?
C14 N2 C15 N1 -0.81(17) . . . . ?
C14 N2 C15 C16 -178.34(14) . . . . ?
C1 N1 C15 N2 1.12(17) . . . . ?
C29 N1 C15 N2 178.06(13) . . . . ?
C1 N1 C15 C16 178.68(13) . . . . ?
C29 N1 C15 C16 -4.4(2) . . . . ?
N2 C15 C16 C17 86.55(19) . . . . ?
N1 C15 C16 C17 -90.72(18) . . . . ?
N2 C15 C16 C21 -89.04(18) . . . . ?
N1 C15 C16 C21 93.68(18) . . . . ?
C21 C16 C17 C18 2.8(2) . . . . ?
C15 C16 C17 C18 -173.00(13) . . . . ?
C16 C17 C18 C19 -0.9(2) . . . . ?
C17 C18 C19 C20 -2.2(2) . . . . ?
C17 C18 C19 C22 176.81(13) . . . . ?
S1 N4 C20 C19 -178.53(12) . . . . ?
S1 N4 C20 C21 -0.20(15) . . . . ?
C18 C19 C20 N4 -178.60(14) . . . . ?
C22 C19 C20 N4 2.4(2) . . . . ?
C18 C19 C20 C21 3.20(19) . . . . ?
C22 C19 C20 C21 -175.82(12) . . . . ?
S1 N3 C21 C16 179.85(12) . . . . ?
S1 N3 C21 C20 -0.08(16) . . . . ?
C17 C16 C21 N3 178.35(14) . . . . ?
C15 C16 C21 N3 -5.9(2) . . . . ?
C17 C16 C21 C20 -1.7(2) . . . . ?
C15 C16 C21 C20 174.06(12) . . . . ?
N4 C20 C21 N3 0.19(18) . . . . ?
C19 C20 C21 N3 178.63(13) . . . . ?
N4 C20 C21 C16 -179.74(13) . . . . ?
C19 C20 C21 C16 -1.3(2) . . . . ?
C18 C19 C22 C27 141.40(15) . . . . ?
C20 C19 C22 C27 -39.63(19) . . . . ?
C18 C19 C22 C23 -37.5(2) . . . . ?
C20 C19 C22 C23 141.51(14) . . . . ?
C27 C22 C23 C24 1.1(2) . . . . ?
C19 C22 C23 C24 -179.97(13) . . . . ?
C22 C23 C24 C25 -0.6(2) . . . . ?
C23 C24 C25 C26 -0.9(2) . . . . ?
C23 C24 C25 C28 178.04(15) . . . . ?
C24 C25 C26 C27 1.9(2) . . . . ?
C28 C25 C26 C27 -177.06(15) . . . . ?
C25 C26 C27 C22 -1.4(2) . . . . ?
C23 C22 C27 C26 -0.2(2) . . . . ?
C19 C22 C27 C26 -179.04(13) . . . . ?
C15 N1 C29 C30 -78.88(18) . . . . ?
C1 N1 C29 C30 97.32(18) . . . . ?
C15 N1 C29 C34 100.11(17) . . . . ?
C1 N1 C29 C34 -83.69(19) . . . . ?
C34 C29 C30 C31 1.7(2) . . . . ?
N1 C29 C30 C31 -179.28(13) . . . . ?
C29 C30 C31 C32 -0.6(2) . . . . ?
C30 C31 C32 C33 -0.6(3) . . . . ?
C31 C32 C33 C34 0.8(3) . . . . ?
C30 C29 C34 C33 -1.6(2) . . . . ?
N1 C29 C34 C33 179.42(14) . . . . ?
C32 C33 C34 C29 0.4(2) . . . . ?
C49 N5 C35 C48 0.81(15) . . . . ?
C63 N5 C35 C48 175.36(14) . . . . ?
C49 N5 C35 C36 -173.95(15) . . . . ?
C63 N5 C35 C36 0.6(3) . . . . ?
C48 C35 C36 C37 -179.60(14) . . . . ?
N5 C35 C36 C37 -5.6(3) . . . . ?
C48 C35 C36 C41 -0.6(2) . . . . ?
N5 C35 C36 C41 173.40(14) . . . . ?
C41 C36 C37 C38 -1.2(2) . . . . ?
C35 C36 C37 C38 177.75(14) . . . . ?
C36 C37 C38 C39 -1.1(3) . . . . ?
C37 C38 C39 C40 1.8(3) . . . . ?
C38 C39 C40 C41 -0.1(3) . . . . ?
C39 C40 C41 C36 -2.2(2) . . . . ?
C39 C40 C41 C42 178.62(15) . . . . ?
C37 C36 C41 C40 2.8(2) . . . . ?
C35 C36 C41 C40 -176.26(13) . . . . ?
C37 C36 C41 C42 -177.99(14) . . . . ?
C35 C36 C41 C42 2.9(2) . . . . ?
C40 C41 C42 C43 -2.1(2) . . . . ?
C36 C41 C42 C43 178.74(15) . . . . ?
C40 C41 C42 C47 176.59(14) . . . . ?
C36 C41 C42 C47 -2.6(2) . . . . ?
C47 C42 C43 C44 -1.9(3) . . . . ?
C41 C42 C43 C44 176.83(18) . . . . ?
C42 C43 C44 C45 2.1(3) . . . . ?
C43 C44 C45 C46 -0.3(4) . . . . ?
C44 C45 C46 C47 -1.5(3) . . . . ?
C45 C46 C47 C42 1.7(3) . . . . ?
C45 C46 C47 C48 -176.75(18) . . . . ?
C43 C42 C47 C46 0.0(2) . . . . ?
C41 C42 C47 C46 -178.73(15) . . . . ?
C43 C42 C47 C48 178.51(15) . . . . ?
C41 C42 C47 C48 -0.2(2) . . . . ?
C49 N6 C48 C35 0.30(17) . . . . ?
C49 N6 C48 C47 177.14(15) . . . . ?
N5 C35 C48 N6 -0.71(17) . . . . ?
C36 C35 C48 N6 174.73(13) . . . . ?
N5 C35 C48 C47 -177.68(13) . . . . ?
C36 C35 C48 C47 -2.3(2) . . . . ?
C46 C47 C48 N6 4.6(3) . . . . ?
C42 C47 C48 N6 -173.90(14) . . . . ?
C46 C47 C48 C35 -178.90(15) . . . . ?
C42 C47 C48 C35 2.6(2) . . . . ?
C48 N6 C49 N5 0.26(17) . . . . ?
C48 N6 C49 C50 175.55(14) . . . . ?
C35 N5 C49 N6 -0.70(17) . . . . ?
C63 N5 C49 N6 -175.73(13) . . . . ?
C35 N5 C49 C50 -175.92(13) . . . . ?
C63 N5 C49 C50 9.1(2) . . . . ?
N6 C49 C50 C51 -108.02(18) . . . . ?
N5 C49 C50 C51 66.7(2) . . . . ?
N6 C49 C50 C55 64.5(2) . . . . ?
N5 C49 C50 C55 -120.77(16) . . . . ?
C55 C50 C51 C52 -7.0(2) . . . . ?
C49 C50 C51 C52 165.77(14) . . . . ?
C50 C51 C52 C53 1.0(3) . . . . ?
C51 C52 C53 C54 5.9(2) . . . . ?
C51 C52 C53 C56 -172.44(14) . . . . ?
S2 N8 C54 C53 -177.27(13) . . . . ?
S2 N8 C54 C55 0.49(17) . . . . ?
C52 C53 C54 N8 170.86(16) . . . . ?
C56 C53 C54 N8 -10.8(2) . . . . ?
C52 C53 C54 C55 -6.7(2) . . . . ?
C56 C53 C54 C55 171.63(13) . . . . ?
S2 N7 C55 C50 176.14(13) . . . . ?
S2 N7 C55 C54 -1.11(17) . . . . ?
C51 C50 C55 N7 -171.09(15) . . . . ?
C49 C50 C55 N7 16.0(2) . . . . ?
C51 C50 C55 C54 6.0(2) . . . . ?
C49 C50 C55 C54 -166.89(13) . . . . ?
N8 C54 C55 N7 0.4(2) . . . . ?
C53 C54 C55 N7 178.32(14) . . . . ?
N8 C54 C55 C50 -176.97(14) . . . . ?
C53 C54 C55 C50 0.9(2) . . . . ?
C52 C53 C56 C57 -28.8(2) . . . . ?
C54 C53 C56 C57 152.99(16) . . . . ?
C52 C53 C56 C61 147.32(16) . . . . ?
C54 C53 C56 C61 -30.9(2) . . . . ?
C61 C56 C57 C58 1.7(3) . . . . ?
C53 C56 C57 C58 177.98(17) . . . . ?
C56 C57 C58 C59 -0.7(3) . . . . ?
C57 C58 C59 C60 -1.1(3) . . . . ?
C57 C58 C59 C62 178.5(2) . . . . ?
C58 C59 C60 C61 1.9(3) . . . . ?
C62 C59 C60 C61 -177.69(19) . . . . ?
C59 C60 C61 C56 -0.9(3) . . . . ?
C57 C56 C61 C60 -0.9(2) . . . . ?
C53 C56 C61 C60 -177.12(15) . . . . ?
C49 N5 C63 C68 66.86(18) . . . . ?
C35 N5 C63 C68 -106.87(17) . . . . ?
C49 N5 C63 C64 -110.90(16) . . . . ?
C35 N5 C63 C64 75.4(2) . . . . ?
C68 C63 C64 C65 0.9(2) . . . . ?
N5 C63 C64 C65 178.62(13) . . . . ?
C63 C64 C65 C66 -0.1(2) . . . . ?
C64 C65 C66 C67 -0.4(3) . . . . ?
C65 C66 C67 C68 0.0(2) . . . . ?
C64 C63 C68 C67 -1.3(2) . . . . ?
N5 C63 C68 C67 -179.04(13) . . . . ?
C66 C67 C68 C63 0.8(2) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.





#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: chloroform/hexane'
_exptl_crystal_preparation       Luminescent
