# Electronic Supplementary Material (ESI) for Materials Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# 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_jma253
_database_code_depnum_ccdc_archive 'CCDC 2083064'
loop_
_audit_author_name
_audit_author_address
'Magali Allain'
;UNIV Angers, UMR CNRS
France
;
_audit_update_record             
;
2021-05-11 deposited with the CCDC.	2022-06-06 downloaded from the CCDC.
;

_audit_creation_date             2019-05-13T10:29:54-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C23 H17 Br N2 O4 S, C7 H8'
_chemical_formula_sum            'C30 H25 Br N2 O4 S'
_chemical_formula_weight         589.49

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   17.2992(3)
_cell_length_b                   7.13370(10)
_cell_length_c                   22.0936(4)
_cell_angle_alpha                90
_cell_angle_beta                 109.488(2)
_cell_angle_gamma                90
_cell_volume                     2570.31(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    150.00(10)
_cell_measurement_reflns_used    8292
_cell_measurement_theta_min      2.664
_cell_measurement_theta_max      71.888

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.298
_exptl_crystal_size_mid          0.256
_exptl_crystal_size_min          0.076
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_F_000             1208

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    3.275
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.29209
_exptl_absorpt_correction_T_max  1

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      150.00(10)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 5.199
_diffrn_measurement_device_type  'SuperNova, Single source at offset, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_av_unetI/netI     0.0275
_diffrn_reflns_number            11136
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.709
_diffrn_reflns_theta_max         72.003
_diffrn_reflns_theta_full        72
_diffrn_measured_fraction_theta_full 0.98
_diffrn_measured_fraction_theta_max 0.98
_diffrn_reflns_Laue_measured_fraction_full 0.98
_diffrn_reflns_Laue_measured_fraction_max 0.98
_diffrn_reflns_point_group_measured_fraction_full 0.98
_diffrn_reflns_point_group_measured_fraction_max 0.98
_reflns_Friedel_coverage         0
_reflns_number_total             4949
_reflns_number_gt                4678
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    'DIAMOND 3.2k (Crystal Impact GbR, 2014)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0678P)²+2.8216P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4949
_refine_ls_number_parameters     363
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0437
_refine_ls_R_factor_gt           0.0421
_refine_ls_wR_factor_ref         0.1147
_refine_ls_wR_factor_gt          0.113
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.481
_refine_diff_density_min         -0.702
_refine_diff_density_rms         0.082

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
C1 C 0.61266(14) 0.6563(3) 0.30913(11) 0.0209(4) Uani 1 1 d . . . . .
C2 C 0.57159(15) 0.6471(4) 0.24289(11) 0.0270(5) Uani 1 1 d . . . . .
H2 H 0.600958 0.652892 0.214528 0.032 Uiso 1 1 calc R U . . .
C3 C 0.48748(16) 0.6295(4) 0.21982(12) 0.0311(5) Uani 1 1 d . . . . .
H3 H 0.459796 0.626653 0.175801 0.037 Uiso 1 1 calc R U . . .
C4 C 0.44403(15) 0.6160(4) 0.26245(12) 0.0304(5) Uani 1 1 d . . . . .
H4 H 0.387529 0.598472 0.246893 0.037 Uiso 1 1 calc R U . . .
C5 C 0.48429(14) 0.6285(3) 0.32761(12) 0.0250(5) Uani 1 1 d . . . . .
H5 H 0.454439 0.617714 0.35551 0.03 Uiso 1 1 calc R U . . .
C6 C 0.56962(14) 0.6572(3) 0.35296(11) 0.0203(4) Uani 1 1 d . . . . .
C7 C 0.61224(13) 0.6701(3) 0.42231(10) 0.0187(4) Uani 1 1 d . . . . .
C8 C 0.69626(13) 0.6155(3) 0.44968(10) 0.0183(4) Uani 1 1 d . . . . .
C9 C 0.74946(14) 0.6010(3) 0.41256(11) 0.0204(4) Uani 1 1 d . . . . .
C10 C 0.83064(15) 0.5503(3) 0.44311(12) 0.0241(5) Uani 1 1 d . . . . .
C11 C 0.86094(15) 0.5021(3) 0.50769(11) 0.0240(5) Uani 1 1 d . . . . .
H11 H 0.914651 0.460206 0.525892 0.029 Uiso 1 1 calc R U . . .
C12 C 0.81110(14) 0.5167(3) 0.54434(11) 0.0213(5) Uani 1 1 d . . . . .
C13 C 0.72994(14) 0.5802(3) 0.51697(11) 0.0195(4) Uani 1 1 d . . . . .
C14 C 0.68271(14) 0.6117(3) 0.55698(11) 0.0215(4) Uani 1 1 d . . . . .
C15 C 0.60605(14) 0.6867(3) 0.53198(11) 0.0236(5) Uani 1 1 d . . . . .
H15 H 0.576076 0.716255 0.558673 0.028 Uiso 1 1 calc R U . . .
C16 C 0.57313(14) 0.7187(3) 0.46624(11) 0.0215(4) Uani 1 1 d . . . . .
C17 C 0.71555(15) 0.5707(3) 0.62653(12) 0.0251(5) Uani 1 1 d . . . . .
C18 C 0.84425(15) 0.4639(3) 0.61293(12) 0.0260(5) Uani 1 1 d . . . . .
C19 C 0.82329(19) 0.4271(4) 0.71878(12) 0.0380(6) Uani 1 1 d . . . . .
H19 H 0.780366 0.470807 0.735223 0.046 Uiso 1 1 calc R U . . .
C20 C 0.8193(3) 0.2191(6) 0.72300(18) 0.0643(10) Uani 1 1 d . . . . .
H20A H 0.836969 0.18463 0.768028 0.077 Uiso 1 1 calc R U . . .
H20B H 0.858443 0.165848 0.704973 0.077 Uiso 1 1 calc R U . . .
C21 C 0.7367(2) 0.1291(5) 0.68989(18) 0.0519(8) Uani 1 1 d . . . . .
H21A H 0.699252 0.164017 0.711715 0.078 Uiso 1 1 calc R U . . .
H21B H 0.742659 -0.004759 0.690829 0.078 Uiso 1 1 calc R U . . .
H21C H 0.71567 0.17099 0.646127 0.078 Uiso 1 1 calc R U . . .
C22 C 0.8983(3) 0.5259(6) 0.75991(16) 0.0609(10) Uani 1 1 d . . . . .
H22A H 0.900838 0.511689 0.804197 0.073 Uiso 1 1 calc R U . . .
H22B H 0.945409 0.460889 0.755554 0.073 Uiso 1 1 calc R U . . .
C23 C 0.9078(2) 0.7249(6) 0.74872(17) 0.0615(10) Uani 1 1 d . . . . .
H23A H 0.911345 0.741736 0.706629 0.092 Uiso 1 1 calc R U . . .
H23B H 0.956872 0.771108 0.780291 0.092 Uiso 1 1 calc R U . . .
H23C H 0.861319 0.792599 0.751883 0.092 Uiso 1 1 calc R U . . .
C24A C 0.935(4) -0.067(6) 0.5588(13) 0.112(8) Uani 0.415(6) 1 d . . P A 1
H24A H 0.957051 -0.154226 0.535721 0.168 Uiso 0.415(6) 1 calc R U P A 1
H24B H 0.927413 -0.129472 0.595004 0.168 Uiso 0.415(6) 1 calc R U P A 1
H24C H 0.972171 0.035729 0.573559 0.168 Uiso 0.415(6) 1 calc R U P A 1
C25A C 0.8597(4) -0.0006(17) 0.5185(5) 0.048(5) Uani 0.415(6) 1 d G . P A 1
C26A C 0.8395(4) 0.0420(14) 0.4537(5) 0.047(3) Uani 0.415(6) 1 d G . P A 1
H26A H 0.878697 0.030559 0.433559 0.056 Uiso 0.415(6) 1 calc R U P A 1
C27A C 0.7607(4) 0.1018(10) 0.4189(3) 0.0476(13) Uani 0.415(6) 1 d G . P A 1
H27A H 0.747156 0.130359 0.375522 0.057 Uiso 0.415(6) 1 calc R U P A 1
C28A C 0.7021(3) 0.1189(10) 0.4490(3) 0.0493(15) Uani 0.415(6) 1 d G . P A 1
H28A H 0.64937 0.158946 0.425686 0.059 Uiso 0.415(6) 1 calc R U P A 1
C29A C 0.7223(4) 0.0763(9) 0.5138(4) 0.0535(16) Uani 0.415(6) 1 d G . P A 1
H29A H 0.683125 0.087732 0.533886 0.064 Uiso 0.415(6) 1 calc R U P A 1
C30A C 0.8011(5) 0.0165(13) 0.5486(3) 0.058(3) Uani 0.415(6) 1 d G . P A 1
H30A H 0.814667 -0.012069 0.591924 0.069 Uiso 0.415(6) 1 calc R U P A 1
C24B C 0.931(3) -0.047(4) 0.5803(8) 0.112(8) Uani 0.585(6) 1 d . . P A 2
H24D H 0.948515 -0.17044 0.573726 0.168 Uiso 0.585(6) 1 calc R U P A 2
H24E H 0.917673 -0.045033 0.619306 0.168 Uiso 0.585(6) 1 calc R U P A 2
H24F H 0.973437 0.041591 0.583294 0.168 Uiso 0.585(6) 1 calc R U P A 2
C25B C 0.8506(3) 0.0073(12) 0.5211(2) 0.049(3) Uani 0.585(6) 1 d G . P A 2
C26B C 0.8662(2) 0.0264(10) 0.4636(3) 0.046(2) Uani 0.585(6) 1 d G . P A 2
H26B H 0.917887 -0.001347 0.461814 0.056 Uiso 0.585(6) 1 calc R U P A 2
C27B C 0.8044(3) 0.0869(7) 0.4087(2) 0.0476(13) Uani 0.585(6) 1 d G . P A 2
H27B H 0.814828 0.099701 0.370278 0.057 Uiso 0.585(6) 1 calc R U P A 2
C28B C 0.7271(2) 0.1284(6) 0.4114(2) 0.0493(15) Uani 0.585(6) 1 d G . P A 2
H28B H 0.685775 0.168936 0.374679 0.059 Uiso 0.585(6) 1 calc R U P A 2
C29B C 0.7115(3) 0.1094(7) 0.4689(3) 0.0535(16) Uani 0.585(6) 1 d G . P A 2
H29B H 0.65978 0.137124 0.470616 0.064 Uiso 0.585(6) 1 calc R U P A 2
C30B C 0.7733(4) 0.0488(9) 0.5237(2) 0.067(3) Uani 0.585(6) 1 d G . P A 2
H30B H 0.762838 0.036076 0.562153 0.08 Uiso 0.585(6) 1 calc R U P A 2
N1 N 0.79384(13) 0.4903(3) 0.64993(9) 0.0264(4) Uani 1 1 d . . . . .
N2 N 0.49439(12) 0.8201(3) 0.44570(9) 0.0269(4) Uani 1 1 d . . . . .
O1 O 0.67589(12) 0.6027(3) 0.66161(8) 0.0340(4) Uani 1 1 d . . . . .
O2 O 0.91290(12) 0.3990(3) 0.63618(9) 0.0361(4) Uani 1 1 d . . . . .
O3 O 0.44167(11) 0.7669(3) 0.46744(10) 0.0424(5) Uani 1 1 d . . . . .
O4 O 0.48753(12) 0.9565(3) 0.41056(9) 0.0344(4) Uani 1 1 d . . . . .
S1 S 0.71949(3) 0.65965(9) 0.33175(3) 0.02519(15) Uani 1 1 d . . . . .
BR1 Br 0.90485(2) 0.54809(4) 0.39656(2) 0.03216(12) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   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
C1 C2 1.399(3) . ?
C1 C6 1.405(3) . ?
C1 S1 1.746(2) . ?
C2 C3 1.378(4) . ?
C2 H2 0.93 . ?
C3 C4 1.391(4) . ?
C3 H3 0.93 . ?
C4 C5 1.377(3) . ?
C4 H4 0.93 . ?
C5 C6 1.408(3) . ?
C5 H5 0.93 . ?
C6 C7 1.465(3) . ?
C7 C16 1.399(3) . ?
C7 C8 1.429(3) . ?
C8 C9 1.426(3) . ?
C8 C13 1.427(3) . ?
C9 C10 1.388(3) . ?
C9 S1 1.736(2) . ?
C10 C11 1.389(3) . ?
C10 BR1 1.894(2) . ?
C11 C12 1.370(3) . ?
C11 H11 0.93 . ?
C12 C13 1.405(3) . ?
C12 C18 1.479(3) . ?
C13 C14 1.408(3) . ?
C14 C15 1.364(3) . ?
C14 C17 1.479(3) . ?
C15 C16 1.391(3) . ?
C15 H15 0.93 . ?
C16 N2 1.474(3) . ?
C17 O1 1.216(3) . ?
C17 N1 1.401(3) . ?
C18 O2 1.217(3) . ?
C18 N1 1.393(3) . ?
C19 C22 1.490(5) . ?
C19 C20 1.490(5) . ?
C19 N1 1.503(3) . ?
C19 H19 0.98 . ?
C20 C21 1.515(6) . ?
C20 H20A 0.97 . ?
C20 H20B 0.97 . ?
C21 H21A 0.96 . ?
C21 H21B 0.96 . ?
C21 H21C 0.96 . ?
C22 C23 1.459(6) . ?
C22 H22A 0.97 . ?
C22 H22B 0.97 . ?
C23 H23A 0.96 . ?
C23 H23B 0.96 . ?
C23 H23C 0.96 . ?
C24A C25A 1.39(5) . ?
C24A H24A 0.96 . ?
C24A H24B 0.96 . ?
C24A H24C 0.96 . ?
C25A C26A 1.39 . ?
C25A C30A 1.39 . ?
C26A C27A 1.39 . ?
C26A H26A 0.93 . ?
C27A C28A 1.39 . ?
C27A H27A 0.93 . ?
C28A C29A 1.39 . ?
C28A H28A 0.93 . ?
C29A C30A 1.39 . ?
C29A H29A 0.93 . ?
C30A H30A 0.93 . ?
C24B C25B 1.60(3) . ?
C24B H24D 0.96 . ?
C24B H24E 0.96 . ?
C24B H24F 0.96 . ?
C25B C26B 1.39 . ?
C25B C30B 1.39 . ?
C26B C27B 1.39 . ?
C26B H26B 0.93 . ?
C27B C28B 1.39 . ?
C27B H27B 0.93 . ?
C28B C29B 1.39 . ?
C28B H28B 0.93 . ?
C29B C30B 1.39 . ?
C29B H29B 0.93 . ?
C30B H30B 0.93 . ?
N2 O3 1.224(3) . ?
N2 O4 1.226(3) . ?

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
C2 C1 C6 121.4(2) . . ?
C2 C1 S1 114.81(18) . . ?
C6 C1 S1 123.80(17) . . ?
C3 C2 C1 119.8(2) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C2 C3 C4 119.9(2) . . ?
C2 C3 H3 120 . . ?
C4 C3 H3 120 . . ?
C5 C4 C3 120.3(2) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 121.5(2) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C1 C6 C5 116.8(2) . . ?
C1 C6 C7 121.6(2) . . ?
C5 C6 C7 121.3(2) . . ?
C16 C7 C8 115.64(19) . . ?
C16 C7 C6 123.4(2) . . ?
C8 C7 C6 120.74(19) . . ?
C9 C8 C13 118.0(2) . . ?
C9 C8 C7 122.5(2) . . ?
C13 C8 C7 119.55(19) . . ?
C10 C9 C8 118.8(2) . . ?
C10 C9 S1 118.01(17) . . ?
C8 C9 S1 123.05(17) . . ?
C9 C10 C11 122.5(2) . . ?
C9 C10 BR1 119.82(18) . . ?
C11 C10 BR1 117.63(18) . . ?
C12 C11 C10 119.5(2) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C11 C12 C13 120.4(2) . . ?
C11 C12 C18 118.7(2) . . ?
C13 C12 C18 120.9(2) . . ?
C12 C13 C14 119.2(2) . . ?
C12 C13 C8 120.5(2) . . ?
C14 C13 C8 120.4(2) . . ?
C15 C14 C13 119.9(2) . . ?
C15 C14 C17 118.9(2) . . ?
C13 C14 C17 121.2(2) . . ?
C14 C15 C16 119.4(2) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 H15 120.3 . . ?
C15 C16 C7 124.0(2) . . ?
C15 C16 N2 114.62(19) . . ?
C7 C16 N2 121.3(2) . . ?
O1 C17 N1 121.5(2) . . ?
O1 C17 C14 121.5(2) . . ?
N1 C17 C14 117.0(2) . . ?
O2 C18 N1 121.2(2) . . ?
O2 C18 C12 121.3(2) . . ?
N1 C18 C12 117.5(2) . . ?
C22 C19 C20 118.8(3) . . ?
C22 C19 N1 114.1(3) . . ?
C20 C19 N1 110.8(3) . . ?
C22 C19 H19 103.7 . . ?
C20 C19 H19 103.7 . . ?
N1 C19 H19 103.7 . . ?
C19 C20 C21 116.6(3) . . ?
C19 C20 H20A 108.1 . . ?
C21 C20 H20A 108.1 . . ?
C19 C20 H20B 108.1 . . ?
C21 C20 H20B 108.1 . . ?
H20A C20 H20B 107.3 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 C19 118.7(3) . . ?
C23 C22 H22A 107.6 . . ?
C19 C22 H22A 107.6 . . ?
C23 C22 H22B 107.6 . . ?
C19 C22 H22B 107.6 . . ?
H22A C22 H22B 107.1 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25A C24A H24A 109.5 . . ?
C25A C24A H24B 109.5 . . ?
H24A C24A H24B 109.5 . . ?
C25A C24A H24C 109.5 . . ?
H24A C24A H24C 109.5 . . ?
H24B C24A H24C 109.5 . . ?
C26A C25A C30A 120 . . ?
C26A C25A C24A 126(2) . . ?
C30A C25A C24A 114(2) . . ?
C25A C26A C27A 120 . . ?
C25A C26A H26A 120 . . ?
C27A C26A H26A 120 . . ?
C26A C27A C28A 120 . . ?
C26A C27A H27A 120 . . ?
C28A C27A H27A 120 . . ?
C29A C28A C27A 120 . . ?
C29A C28A H28A 120 . . ?
C27A C28A H28A 120 . . ?
C28A C29A C30A 120 . . ?
C28A C29A H29A 120 . . ?
C30A C29A H29A 120 . . ?
C29A C30A C25A 120 . . ?
C29A C30A H30A 120 . . ?
C25A C30A H30A 120 . . ?
C25B C24B H24D 109.5 . . ?
C25B C24B H24E 109.5 . . ?
H24D C24B H24E 109.5 . . ?
C25B C24B H24F 109.5 . . ?
H24D C24B H24F 109.5 . . ?
H24E C24B H24F 109.5 . . ?
C26B C25B C30B 120 . . ?
C26B C25B C24B 113.1(16) . . ?
C30B C25B C24B 126.7(15) . . ?
C25B C26B C27B 120 . . ?
C25B C26B H26B 120 . . ?
C27B C26B H26B 120 . . ?
C26B C27B C28B 120 . . ?
C26B C27B H27B 120 . . ?
C28B C27B H27B 120 . . ?
C27B C28B C29B 120 . . ?
C27B C28B H28B 120 . . ?
C29B C28B H28B 120 . . ?
C30B C29B C28B 120 . . ?
C30B C29B H29B 120 . . ?
C28B C29B H29B 120 . . ?
C29B C30B C25B 120 . . ?
C29B C30B H30B 120 . . ?
C25B C30B H30B 120 . . ?
C18 N1 C17 123.8(2) . . ?
C18 N1 C19 119.1(2) . . ?
C17 N1 C19 117.1(2) . . ?
O3 N2 O4 124.6(2) . . ?
O3 N2 C16 117.4(2) . . ?
O4 N2 C16 118.0(2) . . ?
C9 S1 C1 102.45(11) . . ?

####################################################################### 
# 
# 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_btxi
_database_code_depnum_ccdc_archive 'CCDC 2083265'
loop_
_audit_author_name
_audit_author_address
'Magali Allain'
;UNIV Angers, UMR CNRS
France
;
_audit_update_record             
;
2021-10-21 deposited with the CCDC.	2022-06-06 downloaded from the CCDC.
;

_audit_creation_date             2019-04-24T09:22:35-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C23 H19 N O2 S'
_chemical_formula_sum            'C23 H19 N O2 S'
_chemical_formula_weight         373.45

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.4198(5)
_cell_length_b                   8.8854(5)
_cell_length_c                   15.1195(9)
_cell_angle_alpha                101.609(5)
_cell_angle_beta                 90.283(5)
_cell_angle_gamma                111.324(5)
_cell_volume                     906.22(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    3894
_cell_measurement_theta_min      5.467
_cell_measurement_theta_max      75.393

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.221
_exptl_crystal_size_mid          0.136
_exptl_crystal_size_min          0.063
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_F_000             392

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.728
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.27584
_exptl_absorpt_correction_T_max  1

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 5.199
_diffrn_measurement_device_type  'SuperNova, Single source at offset, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_number            6684
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         5.476
_diffrn_reflns_theta_max         76.31
_diffrn_reflns_theta_full        72
_diffrn_measured_fraction_theta_full 0.98
_diffrn_measured_fraction_theta_max 0.956
_diffrn_reflns_Laue_measured_fraction_full 0.98
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_point_group_measured_fraction_full 0.98
_diffrn_reflns_point_group_measured_fraction_max 0.956
_reflns_Friedel_coverage         0
_reflns_number_total             3620
_reflns_number_gt                3240
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    'DIAMOND 3.2k (Crystal Impact GbR, 2014)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1371P)²+0.1091P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3620
_refine_ls_number_parameters     246
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0681
_refine_ls_R_factor_gt           0.0644
_refine_ls_wR_factor_ref         0.1955
_refine_ls_wR_factor_gt          0.1867
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.551
_refine_diff_density_min         -0.3
_refine_diff_density_rms         0.074

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_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
C1 C 0.0893(3) 0.2964(2) 0.43705(14) 0.0516(4) Uani 1 1 d . . . . .
C2 C -0.0141(4) 0.1718(3) 0.36174(17) 0.0661(6) Uani 1 1 d . . . . .
H2 H -0.095064 0.068195 0.369637 0.079 Uiso 1 1 calc R U . . .
C3 C 0.0051(4) 0.2040(3) 0.27663(17) 0.0737(7) Uani 1 1 d . . . . .
H3 H -0.062264 0.121706 0.226563 0.088 Uiso 1 1 calc R U . . .
C4 C 0.1238(4) 0.3577(4) 0.26500(16) 0.0745(7) Uani 1 1 d . . . . .
H4 H 0.134984 0.37881 0.207057 0.089 Uiso 1 1 calc R U . . .
C5 C 0.2281(4) 0.4831(3) 0.33967(14) 0.0654(6) Uani 1 1 d . . . . .
H5 H 0.307904 0.586359 0.330876 0.078 Uiso 1 1 calc R U . . .
C6 C 0.2123(3) 0.4532(2) 0.42723(13) 0.0490(4) Uani 1 1 d . . . . .
C7 C 0.3225(2) 0.5855(2) 0.50576(12) 0.0437(4) Uani 1 1 d . . . . .
C8 C 0.3063(2) 0.5612(2) 0.59627(12) 0.0416(4) Uani 1 1 d . . . . .
C9 C 0.1889(3) 0.4106(2) 0.61989(13) 0.0468(4) Uani 1 1 d . . . . .
C10 C 0.1801(3) 0.3939(3) 0.70908(15) 0.0570(5) Uani 1 1 d . . . . .
H10 H 0.10352 0.293357 0.722368 0.068 Uiso 1 1 calc R U . . .
C11 C 0.2850(3) 0.5262(3) 0.77865(14) 0.0557(5) Uani 1 1 d . . . . .
H11 H 0.277719 0.514136 0.83836 0.067 Uiso 1 1 calc R U . . .
C12 C 0.3997(3) 0.6754(2) 0.75993(12) 0.0462(4) Uani 1 1 d . . . . .
C13 C 0.4131(2) 0.6951(2) 0.66954(12) 0.0411(4) Uani 1 1 d . . . . .
C14 C 0.5347(2) 0.8484(2) 0.65195(11) 0.0422(4) Uani 1 1 d . . . . .
C15 C 0.5510(3) 0.8672(2) 0.56387(13) 0.0501(4) Uani 1 1 d . . . . .
H15 H 0.63306 0.967268 0.551966 0.06 Uiso 1 1 calc R U . . .
C16 C 0.4458(3) 0.7379(3) 0.49247(12) 0.0513(4) Uani 1 1 d . . . . .
H16 H 0.458713 0.754282 0.433618 0.062 Uiso 1 1 calc R U . . .
C17 C 0.6438(3) 0.9883(2) 0.72643(12) 0.0469(4) Uani 1 1 d . . . . .
C18 C 0.5065(3) 0.8139(2) 0.83533(13) 0.0515(4) Uani 1 1 d . . . . .
C19 C 0.7040(3) 1.1081(2) 0.89314(12) 0.0522(4) Uani 1 1 d . . . . .
H19 H 0.641461 1.071609 0.946096 0.063 Uiso 1 1 calc R U . . .
C20 C 0.6608(4) 1.2600(3) 0.88653(16) 0.0693(6) Uani 1 1 d . . . . .
H20A H 0.701572 1.339155 0.944139 0.083 Uiso 1 1 calc R U . . .
H20B H 0.736449 1.311347 0.840996 0.083 Uiso 1 1 calc R U . . .
C21 C 0.4492(6) 1.2217(5) 0.8624(3) 0.1082(13) Uani 1 1 d . . . . .
H21A H 0.416068 1.167609 0.799626 0.162 Uiso 1 1 calc R U . . .
H21B H 0.425291 1.322803 0.873227 0.162 Uiso 1 1 calc R U . . .
H21C H 0.37132 1.150383 0.899128 0.162 Uiso 1 1 calc R U . . .
C22 C 0.9185(4) 1.1398(4) 0.91145(15) 0.0692(6) Uani 1 1 d . . . . .
H22A H 0.933373 1.034642 0.907496 0.083 Uiso 1 1 calc R U . . .
H22B H 0.990235 1.190956 0.864956 0.083 Uiso 1 1 calc R U . . .
C23 C 1.0043(5) 1.2499(4) 1.0033(2) 0.0899(9) Uani 1 1 d . . . . .
H23A H 1.003515 1.358299 1.005254 0.135 Uiso 1 1 calc R U . . .
H23B H 1.135358 1.257472 1.013643 0.135 Uiso 1 1 calc R U . . .
H23C H 0.92841 1.203804 1.049436 0.135 Uiso 1 1 calc R U . . .
N1 N 0.6126(2) 0.9668(2) 0.81462(10) 0.0471(4) Uani 1 1 d . . . . .
O1 O 0.7545(2) 1.11977(19) 0.71270(10) 0.0670(4) Uani 1 1 d . . . . .
O2 O 0.5033(3) 0.7982(2) 0.91390(10) 0.0768(5) Uani 1 1 d . . . . .
S1 S 0.04728(7) 0.23628(6) 0.54029(4) 0.0612(2) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   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
C1 C6 1.398(3) . ?
C1 C2 1.406(3) . ?
C1 S1 1.743(2) . ?
C2 C3 1.371(4) . ?
C2 H2 0.93 . ?
C3 C4 1.377(4) . ?
C3 H3 0.93 . ?
C4 C5 1.404(3) . ?
C4 H4 0.93 . ?
C5 C6 1.399(3) . ?
C5 H5 0.93 . ?
C6 C7 1.480(2) . ?
C7 C16 1.386(3) . ?
C7 C8 1.427(3) . ?
C8 C9 1.423(2) . ?
C8 C13 1.430(2) . ?
C9 C10 1.386(3) . ?
C9 S1 1.7337(19) . ?
C10 C11 1.387(3) . ?
C10 H10 0.93 . ?
C11 C12 1.376(3) . ?
C11 H11 0.93 . ?
C12 C13 1.412(3) . ?
C12 C18 1.469(3) . ?
C13 C14 1.412(2) . ?
C14 C15 1.376(2) . ?
C14 C17 1.471(2) . ?
C15 C16 1.391(3) . ?
C15 H15 0.93 . ?
C16 H16 0.93 . ?
C17 O1 1.218(2) . ?
C17 N1 1.393(2) . ?
C18 O2 1.223(2) . ?
C18 N1 1.400(3) . ?
C19 N1 1.490(2) . ?
C19 C20 1.517(3) . ?
C19 C22 1.526(3) . ?
C19 H19 0.98 . ?
C20 C21 1.507(4) . ?
C20 H20A 0.97 . ?
C20 H20B 0.97 . ?
C21 H21A 0.96 . ?
C21 H21B 0.96 . ?
C21 H21C 0.96 . ?
C22 C23 1.511(3) . ?
C22 H22A 0.97 . ?
C22 H22B 0.97 . ?
C23 H23A 0.96 . ?
C23 H23B 0.96 . ?
C23 H23C 0.96 . ?

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 C1 C2 121.5(2) . . ?
C6 C1 S1 124.66(15) . . ?
C2 C1 S1 113.86(18) . . ?
C3 C2 C1 119.6(2) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C2 C3 C4 120.2(2) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C5 120.7(2) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C6 C5 C4 120.2(2) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C1 C6 C5 117.76(19) . . ?
C1 C6 C7 122.14(18) . . ?
C5 C6 C7 120.1(2) . . ?
C16 C7 C8 118.20(17) . . ?
C16 C7 C6 120.04(17) . . ?
C8 C7 C6 121.76(17) . . ?
C9 C8 C7 124.36(17) . . ?
C9 C8 C13 116.50(16) . . ?
C7 C8 C13 119.14(16) . . ?
C10 C9 C8 121.79(17) . . ?
C10 C9 S1 115.30(14) . . ?
C8 C9 S1 122.91(14) . . ?
C9 C10 C11 120.31(18) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C12 C11 C10 120.46(18) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C11 C12 C13 120.35(18) . . ?
C11 C12 C18 119.06(17) . . ?
C13 C12 C18 120.58(17) . . ?
C12 C13 C14 119.29(16) . . ?
C12 C13 C8 120.57(16) . . ?
C14 C13 C8 120.14(16) . . ?
C15 C14 C13 119.51(17) . . ?
C15 C14 C17 119.53(16) . . ?
C13 C14 C17 120.97(15) . . ?
C14 C15 C16 120.54(17) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C7 C16 C15 122.46(16) . . ?
C7 C16 H16 118.8 . . ?
C15 C16 H16 118.8 . . ?
O1 C17 N1 120.50(17) . . ?
O1 C17 C14 122.07(16) . . ?
N1 C17 C14 117.41(16) . . ?
O2 C18 N1 120.40(18) . . ?
O2 C18 C12 121.85(19) . . ?
N1 C18 C12 117.75(16) . . ?
N1 C19 C20 112.85(16) . . ?
N1 C19 C22 111.07(16) . . ?
C20 C19 C22 114.9(2) . . ?
N1 C19 H19 105.7 . . ?
C20 C19 H19 105.7 . . ?
C22 C19 H19 105.7 . . ?
C21 C20 C19 113.2(2) . . ?
C21 C20 H20A 108.9 . . ?
C19 C20 H20A 108.9 . . ?
C21 C20 H20B 108.9 . . ?
C19 C20 H20B 108.9 . . ?
H20A C20 H20B 107.7 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 C19 112.9(2) . . ?
C23 C22 H22A 109 . . ?
C19 C22 H22A 109 . . ?
C23 C22 H22B 109 . . ?
C19 C22 H22B 109 . . ?
H22A C22 H22B 107.8 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C17 N1 C18 123.34(16) . . ?
C17 N1 C19 120.23(15) . . ?
C18 N1 C19 116.33(15) . . ?
C9 S1 C1 104.17(10) . . ?

####################################################################### 
# 
# 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_jma272
_database_code_depnum_ccdc_archive 'CCDC 2083068'
loop_
_audit_author_name
_audit_author_address
'Magali Allain'
;UNIV Angers, UMR CNRS
France
;
_audit_update_record             
;
2021-05-11 deposited with the CCDC.	2022-06-06 downloaded from the CCDC.
;

_audit_creation_date             2021-04-07T10:29:45-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C29 H30 N2 O2 S'
_chemical_formula_sum            'C29 H30 N2 O2 S'
_chemical_formula_weight         470.61

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.9966(3)
_cell_length_b                   11.5642(5)
_cell_length_c                   12.9910(5)
_cell_angle_alpha                84.758(3)
_cell_angle_beta                 87.196(3)
_cell_angle_gamma                86.447(3)
_cell_volume                     1192.88(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    200.00(10)
_cell_measurement_reflns_used    4792
_cell_measurement_theta_min      5.332
_cell_measurement_theta_max      75.73

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.293
_exptl_crystal_size_mid          0.085
_exptl_crystal_size_min          0.055
_exptl_crystal_density_diffrn    1.31
_exptl_crystal_F_000             500

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.434
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.88015
_exptl_absorpt_correction_T_max  1

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      200.00(10)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 5.199
_diffrn_measurement_device_type  'SuperNova, Single source at offset, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0176
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_number            9313
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.42
_diffrn_reflns_theta_max         76.252
_diffrn_reflns_theta_full        70
_diffrn_measured_fraction_theta_full 0.98
_diffrn_measured_fraction_theta_max 0.954
_diffrn_reflns_Laue_measured_fraction_full 0.98
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_point_group_measured_fraction_full 0.98
_diffrn_reflns_point_group_measured_fraction_max 0.954
_reflns_Friedel_coverage         0
_reflns_number_total             4772
_reflns_number_gt                4189
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'DIAMOND 3.2k (Crystal Impact GbR, 2014)'
_computing_publication_material  'WinGX publication routines (Farrugia, V2018)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_shelx_SHELXL_version_number     2018/3
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1511P)²+0.7295P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4772
_refine_ls_number_parameters     320
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0842
_refine_ls_R_factor_gt           0.0771
_refine_ls_wR_factor_ref         0.2413
_refine_ls_wR_factor_gt          0.2297
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.099
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.175
_refine_diff_density_min         -0.637
_refine_diff_density_rms         0.072

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
C1 C 0.3456(3) 0.4077(2) 0.3516(2) 0.0433(6) Uani 1 1 d . . . . .
C2 C 0.3202(4) 0.4379(3) 0.2458(2) 0.0522(7) Uani 1 1 d . . . . .
H2 H 0.363158 0.390867 0.195283 0.063 Uiso 1 1 calc R U . . .
C3 C 0.2287(4) 0.5407(3) 0.2208(2) 0.0568(8) Uani 1 1 d . . . . .
H3 H 0.211446 0.56194 0.151171 0.068 Uiso 1 1 calc R U . . .
C4 C 0.1595(4) 0.6156(3) 0.2928(2) 0.0555(7) Uani 1 1 d . . . . .
H4 H 0.098504 0.683799 0.270894 0.067 Uiso 1 1 calc R U . . .
C5 C 0.1835(3) 0.5865(2) 0.3968(2) 0.0447(6) Uani 1 1 d . . . . .
C6 C 0.2757(3) 0.4832(2) 0.4224(2) 0.0409(6) Uani 1 1 d . . . . .
C7 C 0.3143(3) 0.4341(2) 0.5211(2) 0.0382(5) Uani 1 1 d . . . . .
C8 C 0.2651(3) 0.4788(2) 0.6141(2) 0.0374(5) Uani 1 1 d . . . . .
C9 C 0.1676(3) 0.5854(2) 0.6163(2) 0.0419(6) Uani 1 1 d . . . . .
C10 C 0.1203(4) 0.6236(2) 0.7118(2) 0.0490(6) Uani 1 1 d . . . . .
H10 H 0.055743 0.692902 0.715733 0.059 Uiso 1 1 calc R U . . .
C11 C 0.1690(4) 0.5586(3) 0.8025(2) 0.0500(7) Uani 1 1 d . . . . .
H11 H 0.135787 0.585705 0.866023 0.06 Uiso 1 1 calc R U . . .
C12 C 0.2651(3) 0.4549(2) 0.8007(2) 0.0436(6) Uani 1 1 d . . . . .
C13 C 0.3134(3) 0.4128(2) 0.70513(19) 0.0373(5) Uani 1 1 d . . . . .
C14 C 0.4088(3) 0.3059(2) 0.6968(2) 0.0385(5) Uani 1 1 d . . . . .
C15 C 0.4564(3) 0.2632(2) 0.6020(2) 0.0395(5) Uani 1 1 d . . . . .
H15 H 0.519344 0.193118 0.598718 0.047 Uiso 1 1 calc R U . . .
C16 C 0.4061(3) 0.3294(2) 0.51208(19) 0.0384(5) Uani 1 1 d . . . . .
C17 C 0.4526(3) 0.2349(2) 0.7925(2) 0.0450(6) Uani 1 1 d . . . . .
C18 C 0.3164(4) 0.3880(3) 0.8968(2) 0.0529(7) Uani 1 1 d . . . . .
C19 C 0.4479(6) 0.2099(5) 0.9827(3) 0.0953(17) Uani 1 1 d D . . . .
H19A H 0.410554 0.262972 1.034955 0.114 Uiso 0.552(6) 1 calc R U P A 1
H19B H 0.494379 0.138198 0.95483 0.114 Uiso 0.448(6) 1 calc R U P A 2
C20A C 0.6502(10) 0.2031(8) 0.9939(6) 0.101(3) Uani 0.552(6) 1 d D . P A 1
H20A H 0.702506 0.148125 0.948349 0.122 Uiso 0.552(6) 1 calc R U P A 1
H20B H 0.693017 0.278805 0.973164 0.122 Uiso 0.552(6) 1 calc R U P A 1
C20B C 0.5862(16) 0.2408(9) 1.0362(7) 0.101(3) Uani 0.448(6) 1 d D . P A 2
H20C H 0.542229 0.301972 1.078064 0.122 Uiso 0.448(6) 1 calc R U P A 2
H20D H 0.660508 0.277507 0.983505 0.122 Uiso 0.448(6) 1 calc R U P A 2
C21 C 0.6934(11) 0.1663(7) 1.1021(6) 0.147(3) Uani 1 1 d D . . . .
H21A H 0.812999 0.1628 1.107221 0.221 Uiso 0.552(6) 1 calc R U P A 1
H21B H 0.64287 0.221383 1.146985 0.221 Uiso 0.552(6) 1 calc R U P A 1
H21C H 0.652344 0.090921 1.122212 0.221 Uiso 0.552(6) 1 calc R U P A 1
H21D H 0.776724 0.211212 1.127837 0.221 Uiso 0.448(6) 1 calc R U P A 2
H21E H 0.627805 0.131314 1.159153 0.221 Uiso 0.448(6) 1 calc R U P A 2
H21F H 0.747487 0.106558 1.063472 0.221 Uiso 0.448(6) 1 calc R U P A 2
C22A C 0.3388(13) 0.1156(7) 1.0082(7) 0.096(2) Uani 0.552(6) 1 d D . P A 1
H22A H 0.35493 0.061675 0.955202 0.115 Uiso 0.552(6) 1 calc R U P A 1
H22B H 0.372181 0.074355 1.073057 0.115 Uiso 0.552(6) 1 calc R U P A 1
C22B C 0.2885(14) 0.1659(11) 1.0417(8) 0.096(2) Uani 0.448(6) 1 d D . P A 2
H22C H 0.321402 0.099096 1.088577 0.115 Uiso 0.448(6) 1 calc R U P A 2
H22D H 0.242022 0.226317 1.083599 0.115 Uiso 0.448(6) 1 calc R U P A 2
C23A C 0.1628(19) 0.1504(16) 1.0179(11) 0.113(4) Uani 0.552(6) 1 d D . P A 1
H23A H 0.148154 0.21789 1.056022 0.169 Uiso 0.552(6) 1 calc R U P A 1
H23B H 0.103384 0.088103 1.053712 0.169 Uiso 0.552(6) 1 calc R U P A 1
H23C H 0.119625 0.168482 0.950231 0.169 Uiso 0.552(6) 1 calc R U P A 1
C23B C 0.150(2) 0.131(2) 0.9758(13) 0.113(4) Uani 0.448(6) 1 d D . P A 2
H23D H 0.112351 0.196983 0.930664 0.169 Uiso 0.448(6) 1 calc R U P A 2
H23E H 0.057488 0.104954 1.02012 0.169 Uiso 0.448(6) 1 calc R U P A 2
H23F H 0.192376 0.069486 0.935291 0.169 Uiso 0.448(6) 1 calc R U P A 2
C24 C 0.5101(4) 0.2126(3) 0.3633(2) 0.0500(7) Uani 1 1 d . . . . .
H24A H 0.616619 0.195035 0.395609 0.06 Uiso 1 1 calc R U . . .
H24B H 0.533453 0.231419 0.289916 0.06 Uiso 1 1 calc R U . . .
C25 C 0.4091(4) 0.1059(3) 0.3778(3) 0.0651(9) Uani 1 1 d . . . . .
H25A H 0.468175 0.045076 0.341232 0.078 Uiso 1 1 calc R U . . .
H25B H 0.404214 0.079055 0.450739 0.078 Uiso 1 1 calc R U . . .
C26 C 0.2386(5) 0.1214(3) 0.3425(3) 0.0646(8) Uani 1 1 d . . . . .
H26A H 0.242362 0.150848 0.270088 0.078 Uiso 1 1 calc R U . . .
H26B H 0.177211 0.179504 0.381085 0.078 Uiso 1 1 calc R U . . .
C27 C 0.1422(4) 0.0087(3) 0.3547(3) 0.0676(9) Uani 1 1 d . . . . .
H27A H 0.200476 -0.049539 0.314757 0.081 Uiso 1 1 calc R U . . .
H27B H 0.13751 -0.021835 0.426812 0.081 Uiso 1 1 calc R U . . .
C28 C -0.0287(5) 0.0331(3) 0.3187(4) 0.0711(10) Uani 1 1 d . . . . .
H28A H -0.022391 0.069215 0.248362 0.085 Uiso 1 1 calc R U . . .
H28B H -0.08748 0.08828 0.361601 0.085 Uiso 1 1 calc R U . . .
C29 C -0.1288(6) -0.0738(4) 0.3214(5) 0.1032(18) Uani 1 1 d . . . . .
H29A H -0.079105 -0.12481 0.272652 0.155 Uiso 1 1 calc R U . . .
H29B H -0.241987 -0.051097 0.30351 0.155 Uiso 1 1 calc R U . . .
H29C H -0.128977 -0.113314 0.389642 0.155 Uiso 1 1 calc R U . . .
N1 N 0.4032(3) 0.2804(2) 0.88634(19) 0.0536(6) Uani 1 1 d . . . . .
N2 N 0.4265(3) 0.3142(2) 0.40669(17) 0.0443(5) Uani 1 1 d . . . . .
S1 S 0.10618(9) 0.66857(6) 0.50044(6) 0.0488(3) Uani 1 1 d . . . . .
O1 O 0.5275(3) 0.13936(19) 0.79116(17) 0.0587(6) Uani 1 1 d . . . . .
O2 O 0.2841(4) 0.4219(3) 0.98203(18) 0.0771(8) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   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
C1 N2 1.384(4) . ?
C1 C6 1.398(4) . ?
C1 C2 1.408(4) . ?
C2 C3 1.378(5) . ?
C2 H2 0.93 . ?
C3 C4 1.404(5) . ?
C3 H3 0.93 . ?
C4 C5 1.381(4) . ?
C4 H4 0.93 . ?
C5 C6 1.387(4) . ?
C5 S1 1.782(3) . ?
C6 C7 1.396(4) . ?
C7 C8 1.387(4) . ?
C7 C16 1.388(4) . ?
C8 C13 1.405(4) . ?
C8 C9 1.418(4) . ?
C9 C10 1.383(4) . ?
C9 S1 1.784(3) . ?
C10 C11 1.397(4) . ?
C10 H10 0.93 . ?
C11 C12 1.384(4) . ?
C11 H11 0.93 . ?
C12 C13 1.403(4) . ?
C12 C18 1.470(4) . ?
C13 C14 1.422(4) . ?
C14 C15 1.396(4) . ?
C14 C17 1.470(4) . ?
C15 C16 1.399(4) . ?
C15 H15 0.93 . ?
C16 N2 1.397(3) . ?
C17 O1 1.225(4) . ?
C17 N1 1.401(4) . ?
C18 O2 1.218(4) . ?
C18 N1 1.401(4) . ?
C19 C20B 1.415(11) . ?
C19 C22A 1.443(8) . ?
C19 N1 1.476(4) . ?
C19 C22B 1.544(9) . ?
C19 C20A 1.627(8) . ?
C19 H19A 0.98 . ?
C19 H19B 0.98 . ?
C20A C21 1.483(10) . ?
C20A H20A 0.97 . ?
C20A H20B 0.97 . ?
C20B C21 1.434(8) . ?
C20B H20C 0.97 . ?
C20B H20D 0.97 . ?
C21 H21A 0.96 . ?
C21 H21B 0.96 . ?
C21 H21C 0.96 . ?
C21 H21D 0.96 . ?
C21 H21E 0.96 . ?
C21 H21F 0.96 . ?
C22A C23A 1.443(15) . ?
C22A H22A 0.97 . ?
C22A H22B 0.97 . ?
C22B C23B 1.528(17) . ?
C22B H22C 0.97 . ?
C22B H22D 0.97 . ?
C23A H23A 0.96 . ?
C23A H23B 0.96 . ?
C23A H23C 0.96 . ?
C23B H23D 0.96 . ?
C23B H23E 0.96 . ?
C23B H23F 0.96 . ?
C24 N2 1.460(4) . ?
C24 C25 1.509(4) . ?
C24 H24A 0.97 . ?
C24 H24B 0.97 . ?
C25 C26 1.455(5) . ?
C25 H25A 0.97 . ?
C25 H25B 0.97 . ?
C26 C27 1.547(5) . ?
C26 H26A 0.97 . ?
C26 H26B 0.97 . ?
C27 C28 1.469(5) . ?
C27 H27A 0.97 . ?
C27 H27B 0.97 . ?
C28 C29 1.510(6) . ?
C28 H28A 0.97 . ?
C28 H28B 0.97 . ?
C29 H29A 0.96 . ?
C29 H29B 0.96 . ?
C29 H29C 0.96 . ?

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
N2 C1 C6 108.0(2) . . ?
N2 C1 C2 134.1(3) . . ?
C6 C1 C2 117.8(3) . . ?
C3 C2 C1 116.7(3) . . ?
C3 C2 H2 121.6 . . ?
C1 C2 H2 121.6 . . ?
C2 C3 C4 124.7(3) . . ?
C2 C3 H3 117.6 . . ?
C4 C3 H3 117.6 . . ?
C5 C4 C3 118.9(3) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
C4 C5 C6 116.6(3) . . ?
C4 C5 S1 126.1(3) . . ?
C6 C5 S1 117.3(2) . . ?
C5 C6 C7 127.5(3) . . ?
C5 C6 C1 125.2(3) . . ?
C7 C6 C1 107.3(2) . . ?
C8 C7 C16 124.8(2) . . ?
C8 C7 C6 126.5(3) . . ?
C16 C7 C6 108.7(2) . . ?
C7 C8 C13 117.0(2) . . ?
C7 C8 C9 121.0(3) . . ?
C13 C8 C9 122.0(2) . . ?
C10 C9 C8 117.9(3) . . ?
C10 C9 S1 120.4(2) . . ?
C8 C9 S1 121.8(2) . . ?
C9 C10 C11 120.3(3) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C12 C11 C10 122.0(3) . . ?
C12 C11 H11 119 . . ?
C10 C11 H11 119 . . ?
C11 C12 C13 119.2(3) . . ?
C11 C12 C18 121.3(3) . . ?
C13 C12 C18 119.5(3) . . ?
C12 C13 C8 118.6(2) . . ?
C12 C13 C14 122.6(2) . . ?
C8 C13 C14 118.7(2) . . ?
C15 C14 C13 122.9(2) . . ?
C15 C14 C17 118.6(2) . . ?
C13 C14 C17 118.4(2) . . ?
C14 C15 C16 117.7(2) . . ?
C14 C15 H15 121.2 . . ?
C16 C15 H15 121.2 . . ?
C7 C16 N2 107.3(2) . . ?
C7 C16 C15 118.9(2) . . ?
N2 C16 C15 133.8(2) . . ?
O1 C17 N1 120.8(3) . . ?
O1 C17 C14 121.9(3) . . ?
N1 C17 C14 117.2(2) . . ?
O2 C18 N1 120.7(3) . . ?
O2 C18 C12 122.7(3) . . ?
N1 C18 C12 116.5(2) . . ?
C20B C19 N1 118.5(6) . . ?
C22A C19 N1 112.5(5) . . ?
C20B C19 C22B 121.1(7) . . ?
N1 C19 C22B 110.3(5) . . ?
C22A C19 C20A 125.9(6) . . ?
N1 C19 C20A 110.0(4) . . ?
C22A C19 H19A 101.4 . . ?
N1 C19 H19A 101.4 . . ?
C20A C19 H19A 101.4 . . ?
C20B C19 H19B 100.6 . . ?
N1 C19 H19B 100.6 . . ?
C22B C19 H19B 100.6 . . ?
C21 C20A C19 110.6(7) . . ?
C21 C20A H20A 109.5 . . ?
C19 C20A H20A 109.5 . . ?
C21 C20A H20B 109.5 . . ?
C19 C20A H20B 109.5 . . ?
H20A C20A H20B 108.1 . . ?
C19 C20B C21 127.8(9) . . ?
C19 C20B H20C 105.3 . . ?
C21 C20B H20C 105.3 . . ?
C19 C20B H20D 105.3 . . ?
C21 C20B H20D 105.3 . . ?
H20C C20B H20D 106 . . ?
C20A C21 H21A 109.5 . . ?
C20A C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20A C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20B C21 H21D 109.5 . . ?
C20B C21 H21E 109.5 . . ?
H21D C21 H21E 109.5 . . ?
C20B C21 H21F 109.5 . . ?
H21D C21 H21F 109.5 . . ?
H21E C21 H21F 109.5 . . ?
C23A C22A C19 114.9(10) . . ?
C23A C22A H22A 108.5 . . ?
C19 C22A H22A 108.6 . . ?
C23A C22A H22B 108.5 . . ?
C19 C22A H22B 108.5 . . ?
H22A C22A H22B 107.5 . . ?
C23B C22B C19 116.5(10) . . ?
C23B C22B H22C 108.2 . . ?
C19 C22B H22C 108.2 . . ?
C23B C22B H22D 108.2 . . ?
C19 C22B H22D 108.2 . . ?
H22C C22B H22D 107.3 . . ?
C22A C23A H23A 109.5 . . ?
C22A C23A H23B 109.5 . . ?
H23A C23A H23B 109.5 . . ?
C22A C23A H23C 109.5 . . ?
H23A C23A H23C 109.5 . . ?
H23B C23A H23C 109.5 . . ?
C22B C23B H23D 109.5 . . ?
C22B C23B H23E 109.5 . . ?
H23D C23B H23E 109.5 . . ?
C22B C23B H23F 109.5 . . ?
H23D C23B H23F 109.5 . . ?
H23E C23B H23F 109.5 . . ?
N2 C24 C25 113.7(2) . . ?
N2 C24 H24A 108.8 . . ?
C25 C24 H24A 108.8 . . ?
N2 C24 H24B 108.8 . . ?
C25 C24 H24B 108.8 . . ?
H24A C24 H24B 107.7 . . ?
C26 C25 C24 115.6(3) . . ?
C26 C25 H25A 108.4 . . ?
C24 C25 H25A 108.4 . . ?
C26 C25 H25B 108.4 . . ?
C24 C25 H25B 108.4 . . ?
H25A C25 H25B 107.4 . . ?
C25 C26 C27 113.8(3) . . ?
C25 C26 H26A 108.8 . . ?
C27 C26 H26A 108.8 . . ?
C25 C26 H26B 108.8 . . ?
C27 C26 H26B 108.8 . . ?
H26A C26 H26B 107.7 . . ?
C28 C27 C26 109.9(3) . . ?
C28 C27 H27A 109.7 . . ?
C26 C27 H27A 109.7 . . ?
C28 C27 H27B 109.7 . . ?
C26 C27 H27B 109.7 . . ?
H27A C27 H27B 108.2 . . ?
C27 C28 C29 113.6(3) . . ?
C27 C28 H28A 108.8 . . ?
C29 C28 H28A 108.8 . . ?
C27 C28 H28B 108.8 . . ?
C29 C28 H28B 108.8 . . ?
H28A C28 H28B 107.7 . . ?
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 . . ?
C17 N1 C18 125.6(2) . . ?
C17 N1 C19 117.5(3) . . ?
C18 N1 C19 116.9(3) . . ?
C1 N2 C16 108.6(2) . . ?
C1 N2 C24 126.1(2) . . ?
C16 N2 C24 125.2(2) . . ?
C5 S1 C9 105.97(13) . . ?

