# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_kya597
_database_code_depnum_ccdc_archive 'CCDC 1530518'
_audit_update_record             
;
2017-02-01 deposited with the CCDC.
2017-03-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        5-diphenylamino-2-(4-pyridinium)thiazole?THF
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         (C27H22N3S),(CF3O3S),0.5(C4H8O)
_chemical_formula_sum            'C30 H26 F3 N3 O3.50 S2'
_chemical_formula_weight         605.66

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   44.6818(13)
_cell_length_b                   7.1241(3)
_cell_length_c                   18.7470(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 111.2048(16)
_cell_angle_gamma                90.00
_cell_volume                     5563.5(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    40988
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      26.99

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.446
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2512
_exptl_absorpt_coefficient_mu    0.252
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9560
_exptl_absorpt_correction_T_max  0.9875
_exptl_absorpt_process_details   
;
 MULABS - Empirical Correction for Absorption Anisotropy.
 Blessing, R. H., Acta Cryst., A51, 33-38 (1995).
;


_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      153(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            40988
_diffrn_reflns_av_R_equivalents  0.0604
_diffrn_reflns_av_sigmaI/netI    0.0315
_diffrn_reflns_limit_h_min       -55
_diffrn_reflns_limit_h_max       56
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.33
_diffrn_reflns_theta_max         26.99
_reflns_number_total             5995
_reflns_number_gt                5162
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       CrystalClear
_computing_cell_refinement       HKL2000
_computing_data_reduction        HKL2000
_computing_structure_solution    SIR-2014
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Yadokari-XG 2011 (Wakita Nemoto et al., 2011)'
_computing_publication_material  
;Yadokari-XG 2011 (Wakita,Nemoto et al., 2011)
;

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1200P)²+19.1970P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5995
_refine_ls_number_parameters     485
_refine_ls_number_restraints     32
_refine_ls_R_factor_all          0.0892
_refine_ls_R_factor_gt           0.0754
_refine_ls_wR_factor_ref         0.2255
_refine_ls_wR_factor_gt          0.2127
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.44839(7) 0.9088(4) 0.59116(19) 0.0391(7) Uani 1 1 d . . .
C1 C 0.43715(10) 0.8970(6) 0.5144(3) 0.0422(9) Uani 1 1 d . . .
H1 H 0.4411(9) 0.989(6) 0.489(2) 0.032(10) Uiso 1 1 d . . .
C2 C 0.41996(9) 0.7439(5) 0.4782(2) 0.0378(8) Uani 1 1 d . . .
H2 H 0.4139(10) 0.734(6) 0.430(3) 0.037(11) Uiso 1 1 d . . .
C3 C 0.41341(8) 0.5970(5) 0.51985(19) 0.0307(7) Uani 1 1 d . . .
C4 C 0.42634(9) 0.6122(5) 0.5999(2) 0.0353(8) Uani 1 1 d . . .
H3 H 0.4209(10) 0.518(6) 0.631(2) 0.041(11) Uiso 1 1 d . . .
C5 C 0.44373(10) 0.7684(6) 0.6335(2) 0.0415(9) Uani 1 1 d . . .
H4 H 0.4526(10) 0.784(6) 0.688(3) 0.040(11) Uiso 1 1 d . . .
C6 C 0.46577(12) 1.0827(7) 0.6285(3) 0.0543(12) Uani 1 1 d . . .
H5 H 0.486(2) 1.084(13) 0.625(5) 0.15(4) Uiso 1 1 d . . .
H6 H 0.4524(15) 1.185(9) 0.604(4) 0.084(19) Uiso 1 1 d . . .
H7 H 0.4685(18) 1.072(10) 0.682(5) 0.11(2) Uiso 1 1 d . . .
C7 C 0.39300(8) 0.4381(5) 0.48116(19) 0.0312(7) Uani 1 1 d . . .
S1 S 0.37322(2) 0.44139(13) 0.38385(5) 0.0348(2) Uani 1 1 d . . .
C8 C 0.35569(8) 0.2287(5) 0.39096(18) 0.0307(7) Uani 1 1 d . . .
C9 C 0.36574(8) 0.1698(5) 0.46633(19) 0.0305(7) Uani 1 1 d . . .
N2 N 0.38748(7) 0.2921(4) 0.51696(16) 0.0316(6) Uani 1 1 d . . .
N3 N 0.33501(7) 0.1393(4) 0.32409(16) 0.0322(6) Uani 1 1 d . . .
C10 C 0.34784(8) -0.0104(5) 0.29294(18) 0.0305(7) Uani 1 1 d . . .
C11 C 0.38012(9) -0.0138(6) 0.3011(2) 0.0365(8) Uani 1 1 d . . .
H8 H 0.3919(10) 0.081(6) 0.326(2) 0.035(11) Uiso 1 1 d . . .
C12 C 0.39157(10) -0.1600(6) 0.2690(2) 0.0408(9) Uani 1 1 d . . .
H9 H 0.4145(12) -0.156(7) 0.275(3) 0.055(13) Uiso 1 1 d . . .
C13 C 0.37136(10) -0.3006(6) 0.2280(2) 0.0415(9) Uani 1 1 d . . .
H10 H 0.3803(11) -0.420(6) 0.207(3) 0.046(12) Uiso 1 1 d . . .
C14 C 0.33918(10) -0.2980(5) 0.2202(2) 0.0382(8) Uani 1 1 d . . .
H11 H 0.3251(13) -0.394(8) 0.192(3) 0.068(16) Uiso 1 1 d . . .
C15 C 0.32745(10) -0.1557(5) 0.2531(2) 0.0351(8) Uani 1 1 d . . .
H12 H 0.3050(11) -0.157(6) 0.253(2) 0.044(12) Uiso 1 1 d . . .
C16 C 0.30811(8) 0.2443(5) 0.27527(19) 0.0289(7) Uani 1 1 d . . .
C17 C 0.29840(9) 0.2353(5) 0.19604(19) 0.0323(7) Uani 1 1 d . . .
H13 H 0.3100(9) 0.160(5) 0.173(2) 0.028(9) Uiso 1 1 d . . .
C18 C 0.27203(10) 0.3402(5) 0.1506(2) 0.0390(8) Uani 1 1 d . . .
H14 H 0.2652(10) 0.325(6) 0.095(2) 0.035(10) Uiso 1 1 d . . .
C19 C 0.25555(10) 0.4563(6) 0.1837(2) 0.0421(9) Uani 1 1 d . . .
H15 H 0.2365(11) 0.531(6) 0.151(2) 0.043(11) Uiso 1 1 d . . .
C20 C 0.26580(9) 0.4669(6) 0.2623(2) 0.0395(8) Uani 1 1 d . . .
H16 H 0.2545(10) 0.541(6) 0.283(2) 0.041(11) Uiso 1 1 d . . .
C21 C 0.29172(9) 0.3609(5) 0.3086(2) 0.0348(8) Uani 1 1 d . . .
H17 H 0.2996(10) 0.366(6) 0.366(3) 0.045(12) Uiso 1 1 d . . .
C22 C 0.35561(8) 0.0013(5) 0.49771(19) 0.0306(7) Uani 1 1 d . . .
C23 C 0.33295(10) -0.1276(6) 0.4519(2) 0.0393(8) Uani 1 1 d . . .
H18 H 0.3216(10) -0.102(6) 0.397(2) 0.039(11) Uiso 1 1 d . . .
C24 C 0.32434(10) -0.2829(6) 0.4846(2) 0.0428(9) Uani 1 1 d . . .
H19 H 0.3083(11) -0.369(6) 0.451(3) 0.045(11) Uiso 1 1 d . . .
C25 C 0.33780(10) -0.3161(6) 0.5619(2) 0.0420(9) Uani 1 1 d . . .
H20 H 0.3325(12) -0.415(7) 0.585(3) 0.054(13) Uiso 1 1 d . . .
C26 C 0.36019(10) -0.1897(6) 0.6081(2) 0.0415(9) Uani 1 1 d . . .
H21 H 0.3696(9) -0.213(6) 0.662(2) 0.035(10) Uiso 1 1 d . . .
C27 C 0.36878(9) -0.0319(5) 0.5771(2) 0.0343(8) Uani 1 1 d . . .
H22 H 0.3846(12) 0.052(7) 0.607(3) 0.059(14) Uiso 1 1 d . . .
S2 S 0.45441(2) 0.29372(15) 0.34343(6) 0.0412(3) Uani 1 1 d . . .
O1 O 0.47360(8) 0.1627(5) 0.32012(19) 0.0609(9) Uani 1 1 d . . .
O2 O 0.42685(7) 0.3619(5) 0.28140(17) 0.0516(8) Uani 1 1 d . . .
O3 O 0.44873(8) 0.2458(5) 0.41219(18) 0.0607(9) Uani 1 1 d . . .
C28 C 0.48018(11) 0.4994(7) 0.3708(3) 0.0494(10) Uani 1 1 d . . .
F1 F 0.46622(8) 0.6407(4) 0.39324(18) 0.0672(8) Uani 1 1 d . . .
F2 F 0.50769(6) 0.4625(5) 0.42833(17) 0.0708(9) Uani 1 1 d . . .
F3 F 0.48801(9) 0.5598(5) 0.31271(19) 0.0847(11) Uani 1 1 d . . .
O4 O 0.2601(2) 0.1384(18) 0.5519(6) 0.079(3) Uani 0.50 1 d PDU A -1
C29 C 0.2743(3) 0.261(2) 0.5057(7) 0.066(3) Uani 0.50 1 d PDU A -1
H23 H 0.2925 0.3347 0.5411 0.079 Uiso 0.50 1 calc PR A -1
H24 H 0.2828 0.1806 0.4744 0.079 Uiso 0.50 1 calc PR A -1
C30 C 0.2530(5) 0.377(3) 0.4608(10) 0.079(3) Uani 0.50 1 d PDU A -1
H25 H 0.2503 0.3563 0.4066 0.094 Uiso 0.50 1 calc PR A -1
H26 H 0.2592 0.5088 0.4746 0.094 Uiso 0.50 1 calc PR A -1
C31 C 0.2197(3) 0.324(2) 0.4754(7) 0.073(3) Uani 0.50 1 d PDU A -1
H27 H 0.2135 0.4302 0.5013 0.087 Uiso 0.50 1 calc PR A -1
H28 H 0.2021 0.3022 0.4258 0.087 Uiso 0.50 1 calc PR A -1
C32 C 0.2244(3) 0.171(2) 0.5185(7) 0.078(3) Uani 0.50 1 d PDU A -1
H29 H 0.2134 0.0624 0.4872 0.094 Uiso 0.50 1 calc PR A -1
H30 H 0.2158 0.1898 0.5599 0.094 Uiso 0.50 1 calc PR A -1


_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
N1 C5 1.339(5) . ?
N1 C1 1.345(5) . ?
N1 C6 1.495(5) . ?
C1 C2 1.365(6) . ?
C1 H1 0.87(4) . ?
C2 C3 1.398(5) . ?
C2 H2 0.85(4) . ?
C3 C4 1.404(5) . ?
C3 C7 1.470(5) . ?
C4 C5 1.373(5) . ?
C4 H3 0.98(4) . ?
C5 H4 0.97(4) . ?
C6 H5 0.91(10) . ?
C6 H6 0.95(7) . ?
C6 H7 0.97(8) . ?
C7 N2 1.309(4) . ?
C7 S1 1.715(3) . ?
S1 C8 1.733(4) . ?
C8 C9 1.384(5) . ?
C8 N3 1.412(4) . ?
C9 N2 1.391(4) . ?
C9 C22 1.478(5) . ?
N3 C16 1.430(4) . ?
N3 C10 1.431(4) . ?
C10 C11 1.394(5) . ?
C10 C15 1.402(5) . ?
C11 C12 1.390(6) . ?
C11 H8 0.88(4) . ?
C12 C13 1.381(6) . ?
C12 H9 0.99(5) . ?
C13 C14 1.392(6) . ?
C13 H10 1.07(5) . ?
C14 C15 1.385(5) . ?
C14 H11 0.95(6) . ?
C15 H12 1.00(4) . ?
C16 C17 1.390(5) . ?
C16 C21 1.395(5) . ?
C17 C18 1.395(5) . ?
C17 H13 0.95(4) . ?
C18 C19 1.393(6) . ?
C18 H14 0.98(4) . ?
C19 C20 1.378(6) . ?
C19 H15 1.00(4) . ?
C20 C21 1.392(5) . ?
C20 H16 0.91(4) . ?
C21 H17 1.00(4) . ?
C22 C23 1.406(5) . ?
C22 C27 1.408(5) . ?
C23 C24 1.385(6) . ?
C23 H18 0.98(4) . ?
C24 C25 1.374(6) . ?
C24 H19 0.98(5) . ?
C25 C26 1.391(6) . ?
C25 H20 0.90(5) . ?
C26 C27 1.383(5) . ?
C26 H21 0.96(4) . ?
C27 H22 0.94(5) . ?
S2 O2 1.438(3) . ?
S2 O1 1.438(3) . ?
S2 O3 1.442(3) . ?
S2 C28 1.819(5) . ?
C28 F1 1.330(5) . ?
C28 F3 1.330(5) . ?
C28 F2 1.335(5) . ?
O4 C32 1.510(12) . ?
O4 C29 1.522(14) . ?
C29 C30 1.309(18) . ?
C29 H23 0.9900 . ?
C29 H24 0.9900 . ?
C30 C31 1.65(2) . ?
C30 H25 0.9900 . ?
C30 H26 0.9900 . ?
C31 C32 1.326(16) . ?
C31 H27 0.9900 . ?
C31 H28 0.9900 . ?
C32 H29 0.9900 . ?
C32 H30 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 N1 C1 120.6(3) . . ?
C5 N1 C6 120.5(4) . . ?
C1 N1 C6 118.9(4) . . ?
N1 C1 C2 120.5(4) . . ?
N1 C1 H1 118(3) . . ?
C2 C1 H1 121(3) . . ?
C1 C2 C3 121.0(4) . . ?
C1 C2 H2 120(3) . . ?
C3 C2 H2 119(3) . . ?
C2 C3 C4 116.8(3) . . ?
C2 C3 C7 121.2(3) . . ?
C4 C3 C7 121.9(3) . . ?
C5 C4 C3 119.9(4) . . ?
C5 C4 H3 120(2) . . ?
C3 C4 H3 119(2) . . ?
N1 C5 C4 121.1(4) . . ?
N1 C5 H4 117(3) . . ?
C4 C5 H4 122(3) . . ?
N1 C6 H5 109(6) . . ?
N1 C6 H6 106(4) . . ?
H5 C6 H6 115(7) . . ?
N1 C6 H7 106(4) . . ?
H5 C6 H7 108(7) . . ?
H6 C6 H7 112(6) . . ?
N2 C7 C3 123.9(3) . . ?
N2 C7 S1 115.8(3) . . ?
C3 C7 S1 120.2(3) . . ?
C7 S1 C8 88.83(16) . . ?
C9 C8 N3 129.5(3) . . ?
C9 C8 S1 110.8(2) . . ?
N3 C8 S1 119.7(2) . . ?
C8 C9 N2 113.3(3) . . ?
C8 C9 C22 128.3(3) . . ?
N2 C9 C22 118.4(3) . . ?
C7 N2 C9 111.2(3) . . ?
C8 N3 C16 117.4(3) . . ?
C8 N3 C10 117.9(3) . . ?
C16 N3 C10 119.8(3) . . ?
C11 C10 C15 119.5(3) . . ?
C11 C10 N3 121.3(3) . . ?
C15 C10 N3 119.2(3) . . ?
C12 C11 C10 119.6(4) . . ?
C12 C11 H8 124(3) . . ?
C10 C11 H8 116(3) . . ?
C13 C12 C11 121.0(4) . . ?
C13 C12 H9 122(3) . . ?
C11 C12 H9 117(3) . . ?
C12 C13 C14 119.4(4) . . ?
C12 C13 H10 122(2) . . ?
C14 C13 H10 119(2) . . ?
C15 C14 C13 120.4(4) . . ?
C15 C14 H11 120(3) . . ?
C13 C14 H11 120(3) . . ?
C14 C15 C10 120.0(4) . . ?
C14 C15 H12 122(3) . . ?
C10 C15 H12 118(3) . . ?
C17 C16 C21 119.6(3) . . ?
C17 C16 N3 121.7(3) . . ?
C21 C16 N3 118.7(3) . . ?
C16 C17 C18 119.7(3) . . ?
C16 C17 H13 120(2) . . ?
C18 C17 H13 121(2) . . ?
C19 C18 C17 120.8(3) . . ?
C19 C18 H14 122(2) . . ?
C17 C18 H14 117(2) . . ?
C20 C19 C18 118.9(4) . . ?
C20 C19 H15 121(2) . . ?
C18 C19 H15 121(2) . . ?
C19 C20 C21 121.1(4) . . ?
C19 C20 H16 118(3) . . ?
C21 C20 H16 121(3) . . ?
C20 C21 C16 119.8(3) . . ?
C20 C21 H17 123(3) . . ?
C16 C21 H17 118(3) . . ?
C23 C22 C27 118.0(3) . . ?
C23 C22 C9 123.0(3) . . ?
C27 C22 C9 119.1(3) . . ?
C24 C23 C22 120.4(3) . . ?
C24 C23 H18 119(2) . . ?
C22 C23 H18 120(3) . . ?
C25 C24 C23 121.2(4) . . ?
C25 C24 H19 121(3) . . ?
C23 C24 H19 118(3) . . ?
C24 C25 C26 119.1(4) . . ?
C24 C25 H20 123(3) . . ?
C26 C25 H20 118(3) . . ?
C27 C26 C25 120.8(4) . . ?
C27 C26 H21 120(3) . . ?
C25 C26 H21 119(2) . . ?
C26 C27 C22 120.5(4) . . ?
C26 C27 H22 122(3) . . ?
C22 C27 H22 118(3) . . ?
O2 S2 O1 113.80(19) . . ?
O2 S2 O3 115.3(2) . . ?
O1 S2 O3 115.8(2) . . ?
O2 S2 C28 103.1(2) . . ?
O1 S2 C28 102.8(2) . . ?
O3 S2 C28 103.7(2) . . ?
F1 C28 F3 107.8(4) . . ?
F1 C28 F2 107.1(4) . . ?
F3 C28 F2 106.7(4) . . ?
F1 C28 S2 112.2(3) . . ?
F3 C28 S2 110.9(3) . . ?
F2 C28 S2 111.9(3) . . ?
C32 O4 C29 105.8(9) . . ?
C30 C29 O4 111.7(12) . . ?
C30 C29 H23 109.3 . . ?
O4 C29 H23 109.3 . . ?
C30 C29 H24 109.3 . . ?
O4 C29 H24 109.3 . . ?
H23 C29 H24 107.9 . . ?
C29 C30 C31 104.0(12) . . ?
C29 C30 H25 111.0 . . ?
C31 C30 H25 111.0 . . ?
C29 C30 H26 111.0 . . ?
C31 C30 H26 111.0 . . ?
H25 C30 H26 109.0 . . ?
C32 C31 C30 109.7(14) . . ?
C32 C31 H27 109.7 . . ?
C30 C31 H27 109.7 . . ?
C32 C31 H28 109.7 . . ?
C30 C31 H28 109.7 . . ?
H27 C31 H28 108.2 . . ?
C31 C32 O4 106.7(12) . . ?
C31 C32 H29 110.4 . . ?
O4 C32 H29 110.4 . . ?
C31 C32 H30 110.4 . . ?
O4 C32 H30 110.4 . . ?
H29 C32 H30 108.6 . . ?

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
C5 N1 C1 C2 1.9(6) . . . . ?
C6 N1 C1 C2 -177.1(4) . . . . ?
N1 C1 C2 C3 0.6(6) . . . . ?
C1 C2 C3 C4 -2.3(5) . . . . ?
C1 C2 C3 C7 175.6(3) . . . . ?
C2 C3 C4 C5 1.7(5) . . . . ?
C7 C3 C4 C5 -176.2(3) . . . . ?
C1 N1 C5 C4 -2.6(6) . . . . ?
C6 N1 C5 C4 176.5(4) . . . . ?
C3 C4 C5 N1 0.7(6) . . . . ?
C2 C3 C7 N2 176.1(3) . . . . ?
C4 C3 C7 N2 -6.0(5) . . . . ?
C2 C3 C7 S1 -7.0(5) . . . . ?
C4 C3 C7 S1 170.9(3) . . . . ?
N2 C7 S1 C8 0.2(3) . . . . ?
C3 C7 S1 C8 -176.9(3) . . . . ?
C7 S1 C8 C9 0.4(3) . . . . ?
C7 S1 C8 N3 -178.0(3) . . . . ?
N3 C8 C9 N2 177.2(3) . . . . ?
S1 C8 C9 N2 -1.0(4) . . . . ?
N3 C8 C9 C22 -4.6(6) . . . . ?
S1 C8 C9 C22 177.2(3) . . . . ?
C3 C7 N2 C9 176.2(3) . . . . ?
S1 C7 N2 C9 -0.8(4) . . . . ?
C8 C9 N2 C7 1.2(4) . . . . ?
C22 C9 N2 C7 -177.2(3) . . . . ?
C9 C8 N3 C16 126.4(4) . . . . ?
S1 C8 N3 C16 -55.5(4) . . . . ?
C9 C8 N3 C10 -78.4(5) . . . . ?
S1 C8 N3 C10 99.7(3) . . . . ?
C8 N3 C10 C11 -30.4(5) . . . . ?
C16 N3 C10 C11 124.3(3) . . . . ?
C8 N3 C10 C15 150.0(3) . . . . ?
C16 N3 C10 C15 -55.4(4) . . . . ?
C15 C10 C11 C12 0.7(5) . . . . ?
N3 C10 C11 C12 -179.0(3) . . . . ?
C10 C11 C12 C13 1.1(5) . . . . ?
C11 C12 C13 C14 -1.5(6) . . . . ?
C12 C13 C14 C15 0.1(5) . . . . ?
C13 C14 C15 C10 1.7(5) . . . . ?
C11 C10 C15 C14 -2.0(5) . . . . ?
N3 C10 C15 C14 177.6(3) . . . . ?
C8 N3 C16 C17 140.0(3) . . . . ?
C10 N3 C16 C17 -14.7(5) . . . . ?
C8 N3 C16 C21 -38.8(4) . . . . ?
C10 N3 C16 C21 166.4(3) . . . . ?
C21 C16 C17 C18 -1.2(5) . . . . ?
N3 C16 C17 C18 -180.0(3) . . . . ?
C16 C17 C18 C19 1.0(6) . . . . ?
C17 C18 C19 C20 0.3(6) . . . . ?
C18 C19 C20 C21 -1.4(6) . . . . ?
C19 C20 C21 C16 1.2(6) . . . . ?
C17 C16 C21 C20 0.1(5) . . . . ?
N3 C16 C21 C20 179.0(3) . . . . ?
C8 C9 C22 C23 -0.4(6) . . . . ?
N2 C9 C22 C23 177.7(3) . . . . ?
C8 C9 C22 C27 -179.5(3) . . . . ?
N2 C9 C22 C27 -1.4(5) . . . . ?
C27 C22 C23 C24 -0.7(6) . . . . ?
C9 C22 C23 C24 -179.9(4) . . . . ?
C22 C23 C24 C25 -0.6(6) . . . . ?
C23 C24 C25 C26 0.7(6) . . . . ?
C24 C25 C26 C27 0.4(6) . . . . ?
C25 C26 C27 C22 -1.7(6) . . . . ?
C23 C22 C27 C26 1.8(5) . . . . ?
C9 C22 C27 C26 -179.0(3) . . . . ?
O2 S2 C28 F1 60.3(4) . . . . ?
O1 S2 C28 F1 178.8(3) . . . . ?
O3 S2 C28 F1 -60.2(4) . . . . ?
O2 S2 C28 F3 -60.3(4) . . . . ?
O1 S2 C28 F3 58.2(4) . . . . ?
O3 S2 C28 F3 179.2(3) . . . . ?
O2 S2 C28 F2 -179.4(3) . . . . ?
O1 S2 C28 F2 -60.8(3) . . . . ?
O3 S2 C28 F2 60.2(3) . . . . ?
C32 O4 C29 C30 10(2) . . . . ?
O4 C29 C30 C31 -2(2) . . . . ?
C29 C30 C31 C32 -8(2) . . . . ?
C30 C31 C32 O4 13.8(17) . . . . ?
C29 O4 C32 C31 -14.6(16) . . . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        26.99
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.491
_refine_diff_density_min         -0.437
_refine_diff_density_rms         0.059
####################################################################### 
# 
# 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_pyme
_database_code_depnum_ccdc_archive 'CCDC 1530519'
_audit_update_record             
;
2017-02-01 deposited with the CCDC.
2017-03-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        5-diphenylamino-2-(4-pyridinium)thiazole
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '(C27 H22 N3 S1),(C1 F3 O3 S1)'
_chemical_formula_sum            'C28 H22 F3 N3 O3 S2'
_chemical_formula_weight         569.60

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.14530(10)
_cell_length_b                   9.8932(2)
_cell_length_c                   19.2696(4)
_cell_angle_alpha                83.2770(10)
_cell_angle_beta                 84.6600(10)
_cell_angle_gamma                73.9710(10)
_cell_volume                     1297.57(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    103(2)
_cell_measurement_reflns_used    6976
_cell_measurement_theta_min      1.066
_cell_measurement_theta_max      29.17

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.458
_exptl_crystal_F_000             588
_exptl_transmission_factor_min   0.969
_exptl_transmission_factor_max   0.987
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.264
_shelx_estimated_absorpt_T_min   0.969
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.969
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_process_details   
;
 MULABS - Empirical Correction for Absorption Anisotropy.
 Blessing, R. H., Acta Cryst., A51, 33-38 (1995).
;
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      103(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            35355
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_av_R_equivalents  0.0368
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.066
_diffrn_reflns_theta_max         29.170
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             6976
_reflns_number_gt                5997
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       CrystalClear
_computing_cell_refinement       HKL2000
_computing_data_reduction        HKL2000
_computing_structure_solution    'SHELXT-2016/4 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    'Yadokari-XG 2011 (Wakita Nemoto et al., 2011)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0709P)²+1.2093P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6976
_refine_ls_number_parameters     502
_refine_ls_number_restraints     319
_refine_ls_R_factor_all          0.0607
_refine_ls_R_factor_gt           0.0517
_refine_ls_wR_factor_ref         0.1436
_refine_ls_wR_factor_gt          0.1350
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.082
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
N1 N 0.5362(3) 0.2565(2) 0.38858(9) 0.0403(5) Uani 1 1 d . . . . .
C1 C 0.7174(3) 0.2021(4) 0.42658(14) 0.0572(8) Uani 1 1 d . . . . .
H1 H 0.791120 0.273269 0.420807 0.086 Uiso 1 1 calc R U . . .
H2 H 0.797239 0.115359 0.407570 0.086 Uiso 1 1 calc R U . . .
H3 H 0.683680 0.181793 0.476444 0.086 Uiso 1 1 calc R U . . .
C2 C 0.4275(3) 0.1696(3) 0.38001(11) 0.0376(5) Uani 1 1 d . . . . .
H4 H 0.468(4) 0.076(3) 0.4017(15) 0.047(7) Uiso 1 1 d . . . . .
C3 C 0.2641(3) 0.2173(2) 0.34191(10) 0.0302(4) Uani 1 1 d . . . . .
H5 H 0.202(3) 0.151(3) 0.3339(12) 0.028(6) Uiso 1 1 d . . . . .
C4 C 0.2107(3) 0.3569(2) 0.31232(9) 0.0250(3) Uani 1 1 d . . . . .
C5 C 0.3237(3) 0.4452(3) 0.32445(11) 0.0329(4) Uani 1 1 d . . . . .
H6 H 0.287(4) 0.538(3) 0.3060(14) 0.037(7) Uiso 1 1 d . . . . .
C6 C 0.4865(3) 0.3925(3) 0.36276(11) 0.0392(5) Uani 1 1 d . . . . .
H7 H 0.562(5) 0.457(3) 0.3712(17) 0.060(9) Uiso 1 1 d . . . . .
C7 C 0.0438(2) 0.40791(18) 0.26814(9) 0.0221(3) Uani 1 1 d . . . . .
S1 S -0.00686(6) 0.57428(5) 0.22517(2) 0.02463(12) Uani 1 1 d . . . . .
C8 C -0.1936(2) 0.53650(17) 0.18631(9) 0.0209(3) Uani 1 1 d . . . . .
C9 C -0.2049(2) 0.40076(17) 0.20866(9) 0.0203(3) Uani 1 1 d . . . . .
N2 N -0.0687(2) 0.33019(15) 0.25603(7) 0.0216(3) Uani 1 1 d . . . . .
N3 N -0.3108(2) 0.64081(15) 0.14079(7) 0.0205(3) Uani 1 1 d . . . . .
C10 C -0.2135(2) 0.70544(17) 0.08376(8) 0.0199(3) Uani 1 1 d . . . . .
C11 C -0.0393(3) 0.62601(19) 0.05322(9) 0.0244(3) Uani 1 1 d . . . . .
H8 H 0.021(3) 0.529(2) 0.0695(12) 0.026(5) Uiso 1 1 d . . . . .
C12 C 0.0572(3) 0.6854(2) -0.00271(10) 0.0277(4) Uani 1 1 d . . . . .
H9 H 0.175(4) 0.631(3) -0.0215(13) 0.030(6) Uiso 1 1 d . . . . .
C13 C -0.0174(3) 0.8243(2) -0.02972(10) 0.0288(4) Uani 1 1 d . . . . .
H10 H 0.047(4) 0.862(3) -0.0694(13) 0.034(6) Uiso 1 1 d . . . . .
C14 C -0.1895(3) 0.9038(2) 0.00113(10) 0.0264(4) Uani 1 1 d . . . . .
H11 H -0.247(4) 1.001(3) -0.0168(13) 0.033(6) Uiso 1 1 d . . . . .
C15 C -0.2876(3) 0.84646(18) 0.05766(9) 0.0222(3) Uani 1 1 d . . . . .
H12 H -0.400(3) 0.904(2) 0.0771(12) 0.026(5) Uiso 1 1 d . . . . .
C16 C -0.4971(2) 0.71831(17) 0.16922(9) 0.0212(3) Uani 1 1 d . . . . .
C17 C -0.5226(3) 0.74796(19) 0.23877(10) 0.0260(3) Uani 1 1 d . . . . .
H13 H -0.424(4) 0.715(2) 0.2684(13) 0.030(6) Uiso 1 1 d . . . . .
C18 C -0.7047(3) 0.8254(2) 0.26457(11) 0.0326(4) Uani 1 1 d . . . . .
H14 H -0.718(4) 0.843(3) 0.3092(15) 0.045(7) Uiso 1 1 d . . . . .
C19 C -0.8592(3) 0.8740(2) 0.22137(12) 0.0342(4) Uani 1 1 d . . . . .
H15 H -0.989(4) 0.932(3) 0.2368(15) 0.048(8) Uiso 1 1 d . . . . .
C20 C -0.8328(3) 0.8435(2) 0.15203(11) 0.0299(4) Uani 1 1 d . . . . .
H16 H -0.947(4) 0.875(3) 0.1243(13) 0.037(6) Uiso 1 1 d . . . . .
C21 C -0.6532(3) 0.76433(18) 0.12619(10) 0.0251(3) Uani 1 1 d . . . . .
H17 H -0.628(3) 0.740(2) 0.0768(12) 0.028(6) Uiso 1 1 d . . . . .
C22 C -0.3362(2) 0.32314(17) 0.18733(9) 0.0205(3) Uani 1 1 d . . . . .
C23 C -0.3195(3) 0.18518(18) 0.21822(10) 0.0252(3) Uani 1 1 d . . . . .
H18 H -0.225(3) 0.144(2) 0.2528(12) 0.028(6) Uiso 1 1 d . . . . .
C24 C -0.4378(3) 0.1061(2) 0.20020(11) 0.0307(4) Uani 1 1 d . . . . .
H19 H -0.424(4) 0.014(3) 0.2222(13) 0.032(6) Uiso 1 1 d . . . . .
C25 C -0.5741(3) 0.1627(2) 0.15058(11) 0.0296(4) Uani 1 1 d . . . . .
H20 H -0.651(4) 0.108(3) 0.1385(14) 0.039(7) Uiso 1 1 d . . . . .
C26 C -0.5904(3) 0.2986(2) 0.11875(11) 0.0288(4) Uani 1 1 d . . . . .
H21 H -0.678(4) 0.337(3) 0.0834(13) 0.032(6) Uiso 1 1 d . . . . .
C27 C -0.4736(3) 0.37884(19) 0.13710(10) 0.0252(3) Uani 1 1 d . . . . .
H22 H -0.491(4) 0.472(3) 0.1171(14) 0.040(7) Uiso 1 1 d . . . . .
S2 S 1.27909(19) 0.23105(12) 0.59877(6) 0.0238(5) Uani 0.626(10) 1 d . U P A 1
O1 O 1.2330(8) 0.1404(5) 0.6568(3) 0.0332(8) Uani 0.626(10) 1 d . U P A 1
O2 O 1.4430(16) 0.1641(12) 0.5521(6) 0.0477(13) Uani 0.626(10) 1 d . U P A 1
O3 O 1.2835(12) 0.3694(6) 0.6127(4) 0.0489(14) Uani 0.626(10) 1 d . U P A 1
C28 C 1.0695(9) 0.2713(7) 0.5436(3) 0.0363(11) Uani 0.626(10) 1 d . U P A 1
F1 F 1.0445(11) 0.1488(7) 0.5285(4) 0.0739(18) Uani 0.626(10) 1 d . U P A 1
F2 F 0.9008(7) 0.3333(6) 0.5764(4) 0.0568(11) Uani 0.626(10) 1 d . U P A 1
F3 F 1.0840(10) 0.3540(8) 0.4848(4) 0.0525(11) Uani 0.626(10) 1 d . U P A 1
S3 S 1.2620(8) 0.2238(7) 0.5950(3) 0.119(3) Uani 0.374(10) 1 d D U P A 2
O4 O 1.207(2) 0.1275(19) 0.6543(9) 0.109(4) Uani 0.374(10) 1 d . U P A 2
O5 O 1.252(2) 0.3723(17) 0.6187(9) 0.079(3) Uani 0.374(10) 1 d . U P A 2
O6 O 1.422(3) 0.158(3) 0.5582(13) 0.075(4) Uani 0.374(10) 1 d . U P A 2
C29 C 1.067(2) 0.2466(19) 0.5432(9) 0.082(4) Uani 0.374(10) 1 d D U P A 2
F4 F 1.0742(19) 0.1330(13) 0.5132(6) 0.070(3) Uani 0.374(10) 1 d D U P A 2
F5 F 0.9084(19) 0.2989(15) 0.5795(8) 0.109(4) Uani 0.374(10) 1 d D U P A 2
F6 F 1.105(2) 0.3384(17) 0.4910(8) 0.091(4) Uani 0.374(10) 1 d D U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C6 1.340(3) . ?
N1 C2 1.340(3) . ?
N1 C1 1.484(3) . ?
C1 H1 0.9800 . ?
C1 H2 0.9800 . ?
C1 H3 0.9800 . ?
C2 C3 1.378(3) . ?
C2 H4 0.95(3) . ?
C3 C4 1.394(3) . ?
C3 H5 0.92(2) . ?
C4 C5 1.394(3) . ?
C4 C7 1.469(2) . ?
C5 C6 1.380(3) . ?
C5 H6 0.92(3) . ?
C6 H7 0.98(3) . ?
C7 N2 1.307(2) . ?
C7 S1 1.7127(17) . ?
S1 C8 1.7343(17) . ?
C8 C9 1.383(2) . ?
C8 N3 1.408(2) . ?
C9 N2 1.382(2) . ?
C9 C22 1.477(2) . ?
N3 C10 1.428(2) . ?
N3 C16 1.434(2) . ?
C10 C11 1.395(2) . ?
C10 C15 1.399(2) . ?
C11 C12 1.386(3) . ?
C11 H8 0.96(2) . ?
C12 C13 1.387(3) . ?
C12 H9 0.93(2) . ?
C13 C14 1.387(3) . ?
C13 H10 0.95(2) . ?
C14 C15 1.390(2) . ?
C14 H11 0.97(2) . ?
C15 H12 0.92(2) . ?
C16 C17 1.390(2) . ?
C16 C21 1.394(2) . ?
C17 C18 1.395(3) . ?
C17 H13 0.91(2) . ?
C18 C19 1.388(3) . ?
C18 H14 0.89(3) . ?
C19 C20 1.388(3) . ?
C19 H15 0.99(3) . ?
C20 C21 1.387(3) . ?
C20 H16 0.97(3) . ?
C21 H17 1.00(2) . ?
C22 C27 1.399(2) . ?
C22 C23 1.402(2) . ?
C23 C24 1.389(3) . ?
C23 H18 0.97(2) . ?
C24 C25 1.386(3) . ?
C24 H19 0.94(2) . ?
C25 C26 1.390(3) . ?
C25 H20 0.93(3) . ?
C26 C27 1.392(3) . ?
C26 H21 0.94(3) . ?
C27 H22 0.93(3) . ?
S2a O1 1.422(4) . ?
S2a O3 1.435(5) . ?
S2a O2 1.461(12) . ?
S2a C28 1.844(5) . ?
C28a F2 1.330(7) . ?
C28a F3 1.331(8) . ?
C28a F1 1.340(7) . ?
S3b O6 1.33(2) . ?
S3b O4 1.495(16) . ?
S3b O5 1.569(17) . ?
S3b C29 1.739(15) . ?
C29b F5 1.287(15) . ?
C29b F4 1.309(15) . ?
C29b F6 1.336(16) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 N1 C2 121.48(18) . . ?
C6 N1 C1 118.6(2) . . ?
C2 N1 C1 119.9(2) . . ?
N1 C1 H1 109.5 . . ?
N1 C1 H2 109.5 . . ?
H1 C1 H2 109.5 . . ?
N1 C1 H3 109.5 . . ?
H1 C1 H3 109.5 . . ?
H2 C1 H3 109.5 . . ?
N1 C2 C3 120.4(2) . . ?
N1 C2 H4 116.9(18) . . ?
C3 C2 H4 122.7(18) . . ?
C2 C3 C4 119.9(2) . . ?
C2 C3 H5 116.7(15) . . ?
C4 C3 H5 123.1(15) . . ?
C5 C4 C3 117.92(18) . . ?
C5 C4 C7 121.18(17) . . ?
C3 C4 C7 120.89(17) . . ?
C6 C5 C4 120.0(2) . . ?
C6 C5 H6 122.1(17) . . ?
C4 C5 H6 117.9(17) . . ?
N1 C6 C5 120.2(2) . . ?
N1 C6 H7 121.4(19) . . ?
C5 C6 H7 118.3(19) . . ?
N2 C7 C4 123.60(16) . . ?
N2 C7 S1 115.69(13) . . ?
C4 C7 S1 120.63(13) . . ?
C7 S1 C8 88.82(8) . . ?
C9 C8 N3 129.73(15) . . ?
C9 C8 S1 110.54(12) . . ?
N3 C8 S1 119.71(12) . . ?
N2 C9 C8 113.42(15) . . ?
N2 C9 C22 117.53(14) . . ?
C8 C9 C22 129.03(15) . . ?
C7 N2 C9 111.53(14) . . ?
C8 N3 C10 117.28(13) . . ?
C8 N3 C16 117.17(14) . . ?
C10 N3 C16 119.57(13) . . ?
C11 C10 C15 118.93(16) . . ?
C11 C10 N3 119.17(15) . . ?
C15 C10 N3 121.90(15) . . ?
C12 C11 C10 120.46(17) . . ?
C12 C11 H8 116.6(14) . . ?
C10 C11 H8 122.9(14) . . ?
C11 C12 C13 120.89(17) . . ?
C11 C12 H9 118.8(15) . . ?
C13 C12 H9 120.3(15) . . ?
C14 C13 C12 118.68(17) . . ?
C14 C13 H10 121.4(15) . . ?
C12 C13 H10 119.9(15) . . ?
C13 C14 C15 121.27(17) . . ?
C13 C14 H11 121.0(14) . . ?
C15 C14 H11 117.7(15) . . ?
C14 C15 C10 119.76(16) . . ?
C14 C15 H12 118.2(14) . . ?
C10 C15 H12 122.0(14) . . ?
C17 C16 C21 120.01(16) . . ?
C17 C16 N3 120.75(15) . . ?
C21 C16 N3 119.24(16) . . ?
C16 C17 C18 119.39(18) . . ?
C16 C17 H13 121.3(15) . . ?
C18 C17 H13 119.2(15) . . ?
C19 C18 C17 120.66(19) . . ?
C19 C18 H14 121.5(19) . . ?
C17 C18 H14 117.8(19) . . ?
C18 C19 C20 119.63(18) . . ?
C18 C19 H15 123.6(17) . . ?
C20 C19 H15 116.8(17) . . ?
C21 C20 C19 120.17(18) . . ?
C21 C20 H16 122.8(15) . . ?
C19 C20 H16 116.9(15) . . ?
C20 C21 C16 120.12(18) . . ?
C20 C21 H17 122.6(14) . . ?
C16 C21 H17 117.2(14) . . ?
C27 C22 C23 118.27(16) . . ?
C27 C22 C9 123.60(15) . . ?
C23 C22 C9 118.12(15) . . ?
C24 C23 C22 121.03(17) . . ?
C24 C23 H18 119.4(14) . . ?
C22 C23 H18 119.5(14) . . ?
C25 C24 C23 120.16(18) . . ?
C25 C24 H19 120.7(15) . . ?
C23 C24 H19 119.2(15) . . ?
C24 C25 C26 119.51(17) . . ?
C24 C25 H20 119.2(16) . . ?
C26 C25 H20 121.3(16) . . ?
C25 C26 C27 120.59(18) . . ?
C25 C26 H21 120.6(15) . . ?
C27 C26 H21 118.8(15) . . ?
C26 C27 C22 120.44(17) . . ?
C26 C27 H22 119.5(16) . . ?
C22 C27 H22 120.0(16) . . ?
O1a S2a O3 117.0(4) . . ?
O1a S2a O2 114.7(5) . . ?
O3a S2a O2 112.8(6) . . ?
O1a S2a C28 104.9(3) . . ?
O3a S2a C28 102.0(4) . . ?
O2a S2a C28 103.1(6) . . ?
F2a C28a F3 105.8(6) . . ?
F2a C28a F1 103.9(5) . . ?
F3a C28a F1 109.8(6) . . ?
F2a C28a S2 113.4(5) . . ?
F3a C28a S2 115.1(4) . . ?
F1a C28a S2 108.2(5) . . ?
O6b S3b O4 111.5(12) . . ?
O6b S3b O5 118.3(14) . . ?
O4b S3b O5 111.7(9) . . ?
O6b S3b C29 106.7(14) . . ?
O4b S3b C29 99.7(9) . . ?
O5b S3b C29 107.1(9) . . ?
F5b C29b F4 116.4(14) . . ?
F5b C29b F6 112.3(14) . . ?
F4b C29b F6 104.8(13) . . ?
F5b C29b S3 108.2(12) . . ?
F4b C29b S3 112.6(12) . . ?
F6b C29b S3 101.6(12) . . ?

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
C6 N1 C2 C3 2.3(3) . . . . ?
C1 N1 C2 C3 -176.8(2) . . . . ?
N1 C2 C3 C4 -0.3(3) . . . . ?
C2 C3 C4 C5 -1.9(3) . . . . ?
C2 C3 C4 C7 176.45(18) . . . . ?
C3 C4 C5 C6 2.1(3) . . . . ?
C7 C4 C5 C6 -176.21(18) . . . . ?
C2 N1 C6 C5 -2.1(3) . . . . ?
C1 N1 C6 C5 177.1(2) . . . . ?
C4 C5 C6 N1 -0.2(3) . . . . ?
C5 C4 C7 N2 -178.86(17) . . . . ?
C3 C4 C7 N2 2.9(3) . . . . ?
C5 C4 C7 S1 4.6(2) . . . . ?
C3 C4 C7 S1 -173.69(14) . . . . ?
N2 C7 S1 C8 -0.84(14) . . . . ?
C4 C7 S1 C8 175.99(15) . . . . ?
C7 S1 C8 C9 0.14(13) . . . . ?
C7 S1 C8 N3 178.38(14) . . . . ?
N3 C8 C9 N2 -177.48(16) . . . . ?
S1 C8 C9 N2 0.54(19) . . . . ?
N3 C8 C9 C22 4.5(3) . . . . ?
S1 C8 C9 C22 -177.51(14) . . . . ?
C4 C7 N2 C9 -175.43(15) . . . . ?
S1 C7 N2 C9 1.29(19) . . . . ?
C8 C9 N2 C7 -1.2(2) . . . . ?
C22 C9 N2 C7 177.13(14) . . . . ?
C9 C8 N3 C10 -128.51(19) . . . . ?
S1 C8 N3 C10 53.64(19) . . . . ?
C9 C8 N3 C16 78.8(2) . . . . ?
S1 C8 N3 C16 -99.10(16) . . . . ?
C8 N3 C10 C11 32.5(2) . . . . ?
C16 N3 C10 C11 -175.48(15) . . . . ?
C8 N3 C10 C15 -147.36(16) . . . . ?
C16 N3 C10 C15 4.7(2) . . . . ?
C15 C10 C11 C12 -0.9(3) . . . . ?
N3 C10 C11 C12 179.28(16) . . . . ?
C10 C11 C12 C13 -0.4(3) . . . . ?
C11 C12 C13 C14 1.1(3) . . . . ?
C12 C13 C14 C15 -0.5(3) . . . . ?
C13 C14 C15 C10 -0.7(3) . . . . ?
C11 C10 C15 C14 1.4(2) . . . . ?
N3 C10 C15 C14 -178.73(15) . . . . ?
C8 N3 C16 C17 33.1(2) . . . . ?
C10 N3 C16 C17 -119.01(17) . . . . ?
C8 N3 C16 C21 -147.09(16) . . . . ?
C10 N3 C16 C21 60.8(2) . . . . ?
C21 C16 C17 C18 -0.8(3) . . . . ?
N3 C16 C17 C18 179.03(16) . . . . ?
C16 C17 C18 C19 -0.7(3) . . . . ?
C17 C18 C19 C20 0.9(3) . . . . ?
C18 C19 C20 C21 0.3(3) . . . . ?
C19 C20 C21 C16 -1.7(3) . . . . ?
C17 C16 C21 C20 2.0(3) . . . . ?
N3 C16 C21 C20 -177.85(15) . . . . ?
N2 C9 C22 C27 -176.47(16) . . . . ?
C8 C9 C22 C27 1.5(3) . . . . ?
N2 C9 C22 C23 2.3(2) . . . . ?
C8 C9 C22 C23 -179.71(17) . . . . ?
C27 C22 C23 C24 -0.8(3) . . . . ?
C9 C22 C23 C24 -179.64(17) . . . . ?
C22 C23 C24 C25 0.5(3) . . . . ?
C23 C24 C25 C26 0.4(3) . . . . ?
C24 C25 C26 C27 -1.1(3) . . . . ?
C25 C26 C27 C22 0.8(3) . . . . ?
C23 C22 C27 C26 0.1(3) . . . . ?
C9 C22 C27 C26 178.93(16) . . . . ?
O1a S2a C28a F2a 59.2(5) . . . . ?
O3a S2a C28a F2a -63.2(6) . . . . ?
O2a S2a C28a F2a 179.6(6) . . . . ?
O1a S2a C28a F3a -178.8(5) . . . . ?
O3a S2a C28a F3a 58.8(6) . . . . ?
O2a S2a C28a F3a -58.4(7) . . . . ?
O1a S2a C28a F1a -55.5(6) . . . . ?
O3a S2a C28a F1a -177.9(6) . . . . ?
O2a S2a C28a F1a 64.9(7) . . . . ?
O6b S3b C29b F5b 174.6(15) . . . . ?
O4b S3b C29b F5b 58.6(14) . . . . ?
O5b S3b C29b F5b -57.9(14) . . . . ?
O6b S3b C29b F4b 44.5(17) . . . . ?
O4b S3b C29b F4b -71.5(14) . . . . ?
O5b S3b C29b F4b 172.1(12) . . . . ?
O6b S3b C29b F6b -67.0(16) . . . . ?
O4b S3b C29b F6b 177.0(12) . . . . ?
O5b S3b C29b F6b 60.5(13) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1 H3 O2a_$1 0.98 2.18 3.025(10) 143.5 1_455
C1 H3 O6b_$1 0.98 2.38 3.22(2) 143.3 1_455
C2 H4 O2a_$2 0.95(3) 2.37(3) 3.315(11) 175(3) 2_756
C2 H4 O6b_$2 0.95(3) 2.30(4) 3.24(2) 173(3) 2_756
C6 H7 O3a_$3 0.98(3) 2.34(3) 3.319(5) 174(3) 2_766
C6 H7 O5b_$3 0.98(3) 2.45(4) 3.431(16) 175(3) 2_766
C17 H13 S1 0.91(2) 3.00(2) 3.6100(19) 125.3(18) .
C17 H13 S2a_$4 0.91(2) 3.00(2) 3.773(2) 143.0(19) 2_666
C17 H13 O3a_$4 0.91(2) 2.54(3) 3.390(8) 154(2) 2_666
C17 H13 O5b_$4 0.91(2) 2.54(3) 3.414(16) 160(2) 2_666

_refine_diff_density_max         1.012
_refine_diff_density_min         -0.533
_refine_diff_density_rms         0.065

