# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2053319'
loop_
_audit_author_name
_audit_author_address
'Jin Yang'
;Huaibei Normal University
China
;
_audit_update_record             
;
2020-12-31 deposited with the CCDC.	2021-03-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H21 N3 O2'
_chemical_formula_weight         395.45

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.7925(18)
_cell_length_b                   10.7843(13)
_cell_length_c                   13.5803(17)
_cell_angle_alpha                90
_cell_angle_beta                 111.899(2)
_cell_angle_gamma                90
_cell_volume                     2010.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4021
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      26.91

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_F_000             832
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    0.084
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.982
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10010
_diffrn_reflns_av_unetI/netI     0.0219
_diffrn_reflns_av_R_equivalents  0.0200
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.013
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3529
_reflns_number_gt                2760
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0584P)²+0.3472P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0121(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3529
_refine_ls_number_parameters     274
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0491
_refine_ls_R_factor_gt           0.0348
_refine_ls_wR_factor_ref         0.1018
_refine_ls_wR_factor_gt          0.0940
_refine_ls_goodness_of_fit_ref   0.951
_refine_ls_restrained_S_all      0.951
_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
O1 O 0.75823(7) 0.34850(10) 0.58554(8) 0.0582(3) Uani 1 1 d . . . . .
O2 O 0.65545(7) 0.60859(10) 0.50634(8) 0.0578(3) Uani 1 1 d . . . . .
N2 N 0.87320(7) 0.48635(9) 0.58635(8) 0.0364(3) Uani 1 1 d . . . . .
N1 N 0.99278(8) 0.62319(10) 0.60388(9) 0.0413(3) Uani 1 1 d . . . . .
N3 N 0.51249(8) 0.60661(11) 0.36695(10) 0.0498(3) Uani 1 1 d . . . . .
C7 C 0.91321(9) 0.57334(11) 0.53805(10) 0.0350(3) Uani 1 1 d . . . . .
C8 C 0.86338(9) 0.60204(11) 0.42680(10) 0.0362(3) Uani 1 1 d . . . . .
C9 C 0.77813(9) 0.53839(12) 0.36813(10) 0.0373(3) Uani 1 1 d . . . . .
C15 C 0.74118(9) 0.43144(12) 0.41565(10) 0.0385(3) Uani 1 1 d . . . . .
C5 C 0.93391(9) 0.48450(12) 0.69395(10) 0.0383(3) Uani 1 1 d . . . . .
C6 C 1.00775(9) 0.56940(12) 0.70221(10) 0.0401(3) Uani 1 1 d . . . . .
C14 C 0.78826(9) 0.41961(12) 0.53593(11) 0.0395(3) Uani 1 1 d . . . . .
C17 C 0.63060(9) 0.43984(13) 0.38657(11) 0.0429(3) Uani 1 1 d . . . . .
H17A H 0.5980 0.4338 0.3101 0.051 Uiso 1 1 calc R U . . .
H17B H 0.6095 0.3704 0.4181 0.051 Uiso 1 1 calc R U . . .
C13 C 0.89952(11) 0.69398(13) 0.37925(11) 0.0454(3) Uani 1 1 d . . . . .
H13 H 0.9573 0.7344 0.4184 0.055 Uiso 1 1 calc R U . . .
C20 C 0.45089(10) 0.55932(13) 0.26504(11) 0.0440(3) Uani 1 1 d . . . . .
C18 C 0.60119(10) 0.55941(13) 0.42427(11) 0.0416(3) Uani 1 1 d . . . . .
C10 C 0.73014(11) 0.57144(14) 0.26232(11) 0.0492(4) Uani 1 1 d . . . . .
H10 H 0.6737 0.5294 0.2214 0.059 Uiso 1 1 calc R U . . .
C16 C 0.76526(10) 0.30816(13) 0.37241(12) 0.0496(4) Uani 1 1 d . . . . .
H16A H 0.7345 0.3072 0.2964 0.074 Uiso 1 1 calc R U . . .
H16B H 0.7417 0.2399 0.4014 0.074 Uiso 1 1 calc R U . . .
H16C H 0.8345 0.3010 0.3926 0.074 Uiso 1 1 calc R U . . .
C12 C 0.85030(12) 0.72490(14) 0.27520(12) 0.0553(4) Uani 1 1 d . . . . .
H12 H 0.8747 0.7862 0.2437 0.066 Uiso 1 1 calc R U . . .
C4 C 0.92995(12) 0.42060(14) 0.78030(11) 0.0516(4) Uani 1 1 d . . . . .
H4 H 0.8804 0.3643 0.7739 0.062 Uiso 1 1 calc R U . . .
C1 C 1.08047(11) 0.59283(14) 0.80036(12) 0.0520(4) Uani 1 1 d . . . . .
H1 H 1.1301 0.6492 0.8074 0.062 Uiso 1 1 calc R U . . .
C25 C 0.46264(12) 0.60164(14) 0.17520(13) 0.0544(4) Uani 1 1 d . . . . .
H25 H 0.5103 0.6604 0.1807 0.065 Uiso 1 1 calc R U . . .
C3 C 1.00361(13) 0.44493(16) 0.87685(12) 0.0605(4) Uani 1 1 d . . . . .
H3 H 1.0042 0.4031 0.9370 0.073 Uiso 1 1 calc R U . . .
C11 C 0.76460(13) 0.66523(15) 0.21705(12) 0.0565(4) Uani 1 1 d . . . . .
H11 H 0.7300 0.6884 0.1471 0.068 Uiso 1 1 calc R U . . .
C2 C 1.07668(12) 0.53002(16) 0.88655(12) 0.0590(4) Uani 1 1 d . . . . .
H2 H 1.1243 0.5449 0.9532 0.071 Uiso 1 1 calc R U . . .
C24 C 0.40421(14) 0.55738(18) 0.07729(13) 0.0672(5) Uani 1 1 d . . . . .
H24 H 0.4127 0.5855 0.0166 0.081 Uiso 1 1 calc R U . . .
C21 C 0.37912(12) 0.47498(18) 0.25693(13) 0.0656(5) Uani 1 1 d . . . . .
H21 H 0.3696 0.4475 0.3172 0.079 Uiso 1 1 calc R U . . .
C19 C 0.47869(13) 0.71710(17) 0.40480(15) 0.0702(5) Uani 1 1 d . . . . .
H19A H 0.4851 0.7879 0.3651 0.105 Uiso 1 1 calc R U . . .
H19B H 0.5171 0.7293 0.4787 0.105 Uiso 1 1 calc R U . . .
H19C H 0.4115 0.7068 0.3955 0.105 Uiso 1 1 calc R U . . .
C23 C 0.33392(14) 0.4724(2) 0.06910(14) 0.0734(5) Uani 1 1 d . . . . .
H23 H 0.2945 0.4423 0.0028 0.088 Uiso 1 1 calc R U . . .
C22 C 0.32120(14) 0.4314(2) 0.15774(16) 0.0815(6) Uani 1 1 d . . . . .
H22 H 0.2729 0.3734 0.1515 0.098 Uiso 1 1 calc R U . . .


_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
O1 C14 1.2094(16) . ?
O2 C18 1.2249(16) . ?
N2 C14 1.3870(16) . ?
N2 C7 1.3966(16) . ?
N2 C5 1.4012(16) . ?
N1 C7 1.2995(16) . ?
N1 C6 1.3957(18) . ?
N3 C18 1.3508(18) . ?
N3 C20 1.4371(18) . ?
N3 C19 1.4581(19) . ?
C7 C8 1.4461(18) . ?
C8 C13 1.3941(18) . ?
C8 C9 1.3952(18) . ?
C9 C10 1.3910(19) . ?
C9 C15 1.5195(18) . ?
C15 C14 1.5235(19) . ?
C15 C17 1.5355(18) . ?
C15 C16 1.5476(19) . ?
C5 C4 1.3801(19) . ?
C5 C6 1.3973(19) . ?
C6 C1 1.3886(19) . ?
C17 C18 1.510(2) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C13 C12 1.368(2) . ?
C13 H13 0.9300 . ?
C20 C21 1.371(2) . ?
C20 C25 1.373(2) . ?
C10 C11 1.376(2) . ?
C10 H10 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C12 C11 1.378(2) . ?
C12 H12 0.9300 . ?
C4 C3 1.382(2) . ?
C4 H4 0.9300 . ?
C1 C2 1.372(2) . ?
C1 H1 0.9300 . ?
C25 C24 1.373(2) . ?
C25 H25 0.9300 . ?
C3 C2 1.386(2) . ?
C3 H3 0.9300 . ?
C11 H11 0.9300 . ?
C2 H2 0.9300 . ?
C24 C23 1.359(3) . ?
C24 H24 0.9300 . ?
C21 C22 1.381(2) . ?
C21 H21 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C23 C22 1.360(3) . ?
C23 H23 0.9300 . ?
C22 H22 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C14 N2 C7 125.54(11) . . ?
C14 N2 C5 128.15(11) . . ?
C7 N2 C5 106.27(10) . . ?
C7 N1 C6 105.42(11) . . ?
C18 N3 C20 123.50(12) . . ?
C18 N3 C19 119.47(12) . . ?
C20 N3 C19 116.86(12) . . ?
N1 C7 N2 112.87(11) . . ?
N1 C7 C8 127.46(12) . . ?
N2 C7 C8 119.62(11) . . ?
C13 C8 C9 120.43(12) . . ?
C13 C8 C7 120.14(12) . . ?
C9 C8 C7 119.43(12) . . ?
C10 C9 C8 117.92(12) . . ?
C10 C9 C15 120.49(12) . . ?
C8 C9 C15 121.51(11) . . ?
C9 C15 C14 115.21(10) . . ?
C9 C15 C17 111.31(11) . . ?
C14 C15 C17 107.33(11) . . ?
C9 C15 C16 108.71(11) . . ?
C14 C15 C16 104.89(11) . . ?
C17 C15 C16 109.09(11) . . ?
C4 C5 C6 122.59(13) . . ?
C4 C5 N2 132.79(13) . . ?
C6 C5 N2 104.61(11) . . ?
C1 C6 N1 129.23(13) . . ?
C1 C6 C5 119.92(13) . . ?
N1 C6 C5 110.81(11) . . ?
O1 C14 N2 120.49(12) . . ?
O1 C14 C15 122.30(12) . . ?
N2 C14 C15 116.97(11) . . ?
C18 C17 C15 112.16(11) . . ?
C18 C17 H17A 109.2 . . ?
C15 C17 H17A 109.2 . . ?
C18 C17 H17B 109.2 . . ?
C15 C17 H17B 109.2 . . ?
H17A C17 H17B 107.9 . . ?
C12 C13 C8 120.24(13) . . ?
C12 C13 H13 119.9 . . ?
C8 C13 H13 119.9 . . ?
C21 C20 C25 120.01(14) . . ?
C21 C20 N3 120.44(14) . . ?
C25 C20 N3 119.53(14) . . ?
O2 C18 N3 121.81(13) . . ?
O2 C18 C17 120.29(12) . . ?
N3 C18 C17 117.85(12) . . ?
C11 C10 C9 121.22(14) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C13 C12 C11 119.99(14) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C5 C4 C3 116.30(15) . . ?
C5 C4 H4 121.8 . . ?
C3 C4 H4 121.8 . . ?
C2 C1 C6 117.76(15) . . ?
C2 C1 H1 121.1 . . ?
C6 C1 H1 121.1 . . ?
C20 C25 C24 120.15(16) . . ?
C20 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C4 C3 C2 121.79(15) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C10 C11 C12 120.14(14) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C1 C2 C3 121.63(15) . . ?
C1 C2 H2 119.2 . . ?
C3 C2 H2 119.2 . . ?
C23 C24 C25 119.98(17) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C20 C21 C22 118.94(16) . . ?
C20 C21 H21 120.5 . . ?
C22 C21 H21 120.5 . . ?
N3 C19 H19A 109.5 . . ?
N3 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N3 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C22 C23 C24 120.07(17) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C23 C22 C21 120.83(18) . . ?
C23 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?

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
C6 N1 C7 N2 -0.74(14) . . . . ?
C6 N1 C7 C8 176.68(12) . . . . ?
C14 N2 C7 N1 179.37(11) . . . . ?
C5 N2 C7 N1 1.25(14) . . . . ?
C14 N2 C7 C8 1.73(18) . . . . ?
C5 N2 C7 C8 -176.39(11) . . . . ?
N1 C7 C8 C13 -1.1(2) . . . . ?
N2 C7 C8 C13 176.19(12) . . . . ?
N1 C7 C8 C9 179.96(12) . . . . ?
N2 C7 C8 C9 -2.78(18) . . . . ?
C13 C8 C9 C10 -1.25(19) . . . . ?
C7 C8 C9 C10 177.71(12) . . . . ?
C13 C8 C9 C15 175.43(12) . . . . ?
C7 C8 C9 C15 -5.61(18) . . . . ?
C10 C9 C15 C14 -169.29(12) . . . . ?
C8 C9 C15 C14 14.12(18) . . . . ?
C10 C9 C15 C17 -46.81(17) . . . . ?
C8 C9 C15 C17 136.59(13) . . . . ?
C10 C9 C15 C16 73.37(15) . . . . ?
C8 C9 C15 C16 -103.23(14) . . . . ?
C14 N2 C5 C4 -0.3(2) . . . . ?
C7 N2 C5 C4 177.77(15) . . . . ?
C14 N2 C5 C6 -179.23(12) . . . . ?
C7 N2 C5 C6 -1.18(13) . . . . ?
C7 N1 C6 C1 -177.56(14) . . . . ?
C7 N1 C6 C5 -0.06(15) . . . . ?
C4 C5 C6 C1 -0.5(2) . . . . ?
N2 C5 C6 C1 178.56(12) . . . . ?
C4 C5 C6 N1 -178.28(12) . . . . ?
N2 C5 C6 N1 0.80(14) . . . . ?
C7 N2 C14 O1 -178.08(12) . . . . ?
C5 N2 C14 O1 -0.4(2) . . . . ?
C7 N2 C14 C15 7.40(18) . . . . ?
C5 N2 C14 C15 -174.89(12) . . . . ?
C9 C15 C14 O1 171.05(13) . . . . ?
C17 C15 C14 O1 46.47(17) . . . . ?
C16 C15 C14 O1 -69.47(16) . . . . ?
C9 C15 C14 N2 -14.53(17) . . . . ?
C17 C15 C14 N2 -139.12(12) . . . . ?
C16 C15 C14 N2 104.94(13) . . . . ?
C9 C15 C17 C18 -58.84(15) . . . . ?
C14 C15 C17 C18 68.08(14) . . . . ?
C16 C15 C17 C18 -178.79(11) . . . . ?
C9 C8 C13 C12 1.7(2) . . . . ?
C7 C8 C13 C12 -177.24(13) . . . . ?
C18 N3 C20 C21 95.85(19) . . . . ?
C19 N3 C20 C21 -88.84(19) . . . . ?
C18 N3 C20 C25 -85.86(18) . . . . ?
C19 N3 C20 C25 89.45(17) . . . . ?
C20 N3 C18 O2 173.42(13) . . . . ?
C19 N3 C18 O2 -1.8(2) . . . . ?
C20 N3 C18 C17 -9.1(2) . . . . ?
C19 N3 C18 C17 175.72(14) . . . . ?
C15 C17 C18 O2 -32.78(18) . . . . ?
C15 C17 C18 N3 149.67(13) . . . . ?
C8 C9 C10 C11 -1.0(2) . . . . ?
C15 C9 C10 C11 -177.70(13) . . . . ?
C8 C13 C12 C11 0.1(2) . . . . ?
C6 C5 C4 C3 0.0(2) . . . . ?
N2 C5 C4 C3 -178.79(14) . . . . ?
N1 C6 C1 C2 177.52(14) . . . . ?
C5 C6 C1 C2 0.2(2) . . . . ?
C21 C20 C25 C24 -1.6(2) . . . . ?
N3 C20 C25 C24 -179.92(14) . . . . ?
C5 C4 C3 C2 0.8(2) . . . . ?
C9 C10 C11 C12 2.8(2) . . . . ?
C13 C12 C11 C10 -2.3(2) . . . . ?
C6 C1 C2 C3 0.6(2) . . . . ?
C4 C3 C2 C1 -1.1(3) . . . . ?
C20 C25 C24 C23 0.7(3) . . . . ?
C25 C20 C21 C22 1.7(3) . . . . ?
N3 C20 C21 C22 179.98(16) . . . . ?
C25 C24 C23 C22 0.2(3) . . . . ?
C24 C23 C22 C21 -0.1(3) . . . . ?
C20 C21 C22 C23 -0.9(3) . . . . ?

_refine_diff_density_max         0.171
_refine_diff_density_min         -0.131
_refine_diff_density_rms         0.029

####################################################################### 
# 
# 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_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2053320'
loop_
_audit_author_name
_audit_author_address
'Jin Yang'
;Huaibei Normal University
China
;
_audit_update_record             
;
2020-12-31 deposited with the CCDC.	2021-03-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H17 Br N2 O3 S'
_chemical_formula_weight         481.35

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.3305(12)
_cell_length_b                   7.3656(7)
_cell_length_c                   20.434(2)
_cell_angle_alpha                90
_cell_angle_beta                 94.098(2)
_cell_angle_gamma                90
_cell_volume                     2001.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2809
_cell_measurement_theta_min      2.94
_cell_measurement_theta_max      25.43

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.598
_exptl_crystal_F_000             976
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    2.187
_shelx_estimated_absorpt_T_min   0.600
_shelx_estimated_absorpt_T_max   0.721
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9761
_diffrn_reflns_av_unetI/netI     0.0432
_diffrn_reflns_av_R_equivalents  0.0379
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.941
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        24.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3511
_reflns_number_gt                2574
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0488P)²+1.1236P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3511
_refine_ls_number_parameters     272
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_ref         0.1005
_refine_ls_wR_factor_gt          0.0931
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_restrained_S_all      0.987
_refine_ls_shift/su_max          0.001
_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
Br1 Br 0.08683(4) 0.09866(6) 0.63629(2) 0.0788(2) Uani 1 1 d . . . . .
C1 C 0.1046(3) 0.1483(4) 0.54701(15) 0.0446(8) Uani 1 1 d . . . . .
C2 C 0.0355(3) 0.2543(4) 0.51203(16) 0.0505(8) Uani 1 1 d . . . . .
H2 H -0.0199 0.2996 0.5319 0.061 Uiso 1 1 calc R U . . .
C3 C 0.0486(2) 0.2934(4) 0.44713(15) 0.0457(8) Uani 1 1 d . . . . .
H3 H 0.0027 0.3667 0.4231 0.055 Uiso 1 1 calc R U . . .
C4 C 0.1308(2) 0.2220(4) 0.41832(13) 0.0337(7) Uani 1 1 d . . . . .
C5 C 0.1989(2) 0.1124(4) 0.45335(14) 0.0393(7) Uani 1 1 d . . . . .
H5 H 0.2529 0.0629 0.4331 0.047 Uiso 1 1 calc R U . . .
C6 C 0.1867(3) 0.0763(4) 0.51874(15) 0.0461(8) Uani 1 1 d . . . . .
H6 H 0.2330 0.0046 0.5432 0.055 Uiso 1 1 calc R U . . .
C7 C 0.2064(2) 0.4847(4) 0.33120(13) 0.0363(7) Uani 1 1 d . . . . .
H7A H 0.2251 0.5017 0.2866 0.044 Uiso 1 1 calc R U . . .
H7B H 0.1563 0.5763 0.3390 0.044 Uiso 1 1 calc R U . . .
C8 C 0.3007(2) 0.5265(4) 0.37768(12) 0.0317(6) Uani 1 1 d . . . . .
C9 C 0.3418(2) 0.7136(4) 0.35620(14) 0.0401(7) Uani 1 1 d . . . . .
H9A H 0.3930 0.7546 0.3882 0.060 Uiso 1 1 calc R U . . .
H9B H 0.2879 0.8004 0.3527 0.060 Uiso 1 1 calc R U . . .
H9C H 0.3698 0.7013 0.3144 0.060 Uiso 1 1 calc R U . . .
C10 C 0.2644(2) 0.5631(4) 0.44595(13) 0.0324(6) Uani 1 1 d . . . . .
C11 C 0.3953(2) 0.3584(4) 0.49581(13) 0.0321(6) Uani 1 1 d . . . . .
C12 C 0.4301(2) 0.3095(3) 0.43239(13) 0.0318(6) Uani 1 1 d . . . . .
C13 C 0.3832(2) 0.3852(4) 0.37513(13) 0.0321(6) Uani 1 1 d . . . . .
C14 C 0.4178(2) 0.3346(4) 0.31491(15) 0.0433(8) Uani 1 1 d . . . . .
H14 H 0.3887 0.3856 0.2765 0.052 Uiso 1 1 calc R U . . .
C15 C 0.4947(3) 0.2102(4) 0.31156(16) 0.0505(8) Uani 1 1 d . . . . .
H15 H 0.5161 0.1768 0.2709 0.061 Uiso 1 1 calc R U . . .
C16 C 0.5400(3) 0.1349(4) 0.36816(17) 0.0502(8) Uani 1 1 d . . . . .
H16 H 0.5918 0.0512 0.3656 0.060 Uiso 1 1 calc R U . . .
C17 C 0.5082(2) 0.1842(4) 0.42839(15) 0.0415(7) Uani 1 1 d . . . . .
H17 H 0.5388 0.1339 0.4665 0.050 Uiso 1 1 calc R U . . .
C18 C 0.2969(2) 0.4957(4) 0.56559(13) 0.0339(7) Uani 1 1 d . . . . .
C19 C 0.2264(2) 0.5931(4) 0.59775(15) 0.0441(8) Uani 1 1 d . . . . .
H19 H 0.1812 0.6716 0.5755 0.053 Uiso 1 1 calc R U . . .
C20 C 0.2270(3) 0.5667(5) 0.66499(16) 0.0553(9) Uani 1 1 d . . . . .
H20 H 0.1802 0.6279 0.6885 0.066 Uiso 1 1 calc R U . . .
C21 C 0.2952(3) 0.4519(5) 0.69784(15) 0.0619(10) Uani 1 1 d . . . . .
H21 H 0.2934 0.4383 0.7430 0.074 Uiso 1 1 calc R U . . .
C22 C 0.3663(3) 0.3563(5) 0.66553(15) 0.0557(9) Uani 1 1 d . . . . .
H22 H 0.4124 0.2802 0.6881 0.067 Uiso 1 1 calc R U . . .
C23 C 0.3660(2) 0.3786(4) 0.59786(14) 0.0394(7) Uani 1 1 d . . . . .
N1 N 0.31728(17) 0.4846(3) 0.49909(10) 0.0310(5) Uani 1 1 d . . . . .
N2 N 0.42684(19) 0.2945(3) 0.55308(11) 0.0407(6) Uani 1 1 d . . . . .
O1 O 0.04845(16) 0.2921(3) 0.30105(10) 0.0582(6) Uani 1 1 d . . . . .
O2 O 0.21126(18) 0.1304(3) 0.31156(10) 0.0523(6) Uani 1 1 d . . . . .
O3 O 0.19405(16) 0.6627(3) 0.45361(10) 0.0480(6) Uani 1 1 d . . . . .
S1 S 0.14600(6) 0.26811(10) 0.33458(3) 0.0400(2) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C1 1.892(3) . ?
C1 C2 1.369(5) . ?
C1 C6 1.380(5) . ?
C2 C3 1.380(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.385(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.377(4) . ?
C4 S1 1.770(3) . ?
C5 C6 1.383(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.552(4) . ?
C7 S1 1.790(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C13 1.518(4) . ?
C8 C10 1.533(4) . ?
C8 C9 1.558(4) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 O3 1.210(3) . ?
C10 N1 1.379(3) . ?
C11 N2 1.303(3) . ?
C11 N1 1.400(3) . ?
C11 C12 1.453(4) . ?
C12 C17 1.397(4) . ?
C12 C13 1.402(4) . ?
C13 C14 1.395(4) . ?
C14 C15 1.380(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.382(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.379(4) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19 1.386(4) . ?
C18 C23 1.392(4) . ?
C18 N1 1.407(3) . ?
C19 C20 1.387(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.381(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.385(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.392(4) . ?
C22 H22 0.9300 . ?
C23 N2 1.409(4) . ?
O1 S1 1.437(2) . ?
O2 S1 1.437(2) . ?

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 121.7(3) . . ?
C2 C1 Br1 119.2(3) . . ?
C6 C1 Br1 119.1(3) . . ?
C1 C2 C3 119.6(3) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
C4 C3 C2 119.2(3) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C5 C4 C3 120.9(3) . . ?
C5 C4 S1 119.9(2) . . ?
C3 C4 S1 119.1(2) . . ?
C4 C5 C6 119.7(3) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C1 C6 C5 118.8(3) . . ?
C1 C6 H6 120.6 . . ?
C5 C6 H6 120.6 . . ?
C8 C7 S1 120.02(19) . . ?
C8 C7 H7A 107.3 . . ?
S1 C7 H7A 107.3 . . ?
C8 C7 H7B 107.3 . . ?
S1 C7 H7B 107.3 . . ?
H7A C7 H7B 106.9 . . ?
C13 C8 C10 115.4(2) . . ?
C13 C8 C7 113.6(2) . . ?
C10 C8 C7 107.3(2) . . ?
C13 C8 C9 109.1(2) . . ?
C10 C8 C9 104.0(2) . . ?
C7 C8 C9 106.8(2) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O3 C10 N1 120.7(2) . . ?
O3 C10 C8 121.5(2) . . ?
N1 C10 C8 117.8(2) . . ?
N2 C11 N1 113.0(2) . . ?
N2 C11 C12 127.5(3) . . ?
N1 C11 C12 119.5(2) . . ?
C17 C12 C13 120.2(3) . . ?
C17 C12 C11 120.2(2) . . ?
C13 C12 C11 119.6(2) . . ?
C14 C13 C12 118.3(3) . . ?
C14 C13 C8 120.0(2) . . ?
C12 C13 C8 121.7(2) . . ?
C15 C14 C13 121.0(3) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C14 C15 C16 120.5(3) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C15 C16 C17 119.8(3) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
C16 C17 C12 120.3(3) . . ?
C16 C17 H17 119.9 . . ?
C12 C17 H17 119.9 . . ?
C19 C18 C23 123.0(3) . . ?
C19 C18 N1 132.2(3) . . ?
C23 C18 N1 104.8(2) . . ?
C18 C19 C20 116.2(3) . . ?
C18 C19 H19 121.9 . . ?
C20 C19 H19 121.9 . . ?
C21 C20 C19 121.6(3) . . ?
C21 C20 H20 119.2 . . ?
C19 C20 H20 119.2 . . ?
C20 C21 C22 122.0(3) . . ?
C20 C21 H21 119.0 . . ?
C22 C21 H21 119.0 . . ?
C21 C22 C23 117.3(3) . . ?
C21 C22 H22 121.3 . . ?
C23 C22 H22 121.3 . . ?
C18 C23 C22 119.9(3) . . ?
C18 C23 N2 110.9(2) . . ?
C22 C23 N2 129.2(3) . . ?
C10 N1 C11 125.5(2) . . ?
C10 N1 C18 127.8(2) . . ?
C11 N1 C18 106.3(2) . . ?
C11 N2 C23 105.1(2) . . ?
O1 S1 O2 118.63(14) . . ?
O1 S1 C4 108.81(13) . . ?
O2 S1 C4 107.13(13) . . ?
O1 S1 C7 105.41(14) . . ?
O2 S1 C7 109.40(14) . . ?
C4 S1 C7 106.92(13) . . ?

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 C1 C2 C3 -1.2(5) . . . . ?
Br1 C1 C2 C3 179.1(2) . . . . ?
C1 C2 C3 C4 1.0(5) . . . . ?
C2 C3 C4 C5 0.4(4) . . . . ?
C2 C3 C4 S1 178.6(2) . . . . ?
C3 C4 C5 C6 -1.6(4) . . . . ?
S1 C4 C5 C6 -179.8(2) . . . . ?
C2 C1 C6 C5 -0.1(5) . . . . ?
Br1 C1 C6 C5 179.7(2) . . . . ?
C4 C5 C6 C1 1.4(4) . . . . ?
S1 C7 C8 C13 52.6(3) . . . . ?
S1 C7 C8 C10 -76.1(3) . . . . ?
S1 C7 C8 C9 173.0(2) . . . . ?
C13 C8 C10 O3 -174.5(3) . . . . ?
C7 C8 C10 O3 -46.8(3) . . . . ?
C9 C8 C10 O3 66.2(3) . . . . ?
C13 C8 C10 N1 8.2(4) . . . . ?
C7 C8 C10 N1 135.9(2) . . . . ?
C9 C8 C10 N1 -111.2(3) . . . . ?
N2 C11 C12 C17 -2.0(4) . . . . ?
N1 C11 C12 C17 179.8(2) . . . . ?
N2 C11 C12 C13 176.3(3) . . . . ?
N1 C11 C12 C13 -1.9(4) . . . . ?
C17 C12 C13 C14 -1.2(4) . . . . ?
C11 C12 C13 C14 -179.6(3) . . . . ?
C17 C12 C13 C8 -177.8(2) . . . . ?
C11 C12 C13 C8 3.8(4) . . . . ?
C10 C8 C13 C14 176.6(3) . . . . ?
C7 C8 C13 C14 52.1(3) . . . . ?
C9 C8 C13 C14 -66.9(3) . . . . ?
C10 C8 C13 C12 -6.9(4) . . . . ?
C7 C8 C13 C12 -131.4(3) . . . . ?
C9 C8 C13 C12 109.6(3) . . . . ?
C12 C13 C14 C15 1.5(5) . . . . ?
C8 C13 C14 C15 178.2(3) . . . . ?
C13 C14 C15 C16 -0.9(5) . . . . ?
C14 C15 C16 C17 0.1(5) . . . . ?
C15 C16 C17 C12 0.2(5) . . . . ?
C13 C12 C17 C16 0.4(4) . . . . ?
C11 C12 C17 C16 178.7(3) . . . . ?
C23 C18 C19 C20 -0.6(4) . . . . ?
N1 C18 C19 C20 178.6(3) . . . . ?
C18 C19 C20 C21 1.0(5) . . . . ?
C19 C20 C21 C22 -0.3(5) . . . . ?
C20 C21 C22 C23 -0.7(5) . . . . ?
C19 C18 C23 C22 -0.3(4) . . . . ?
N1 C18 C23 C22 -179.7(3) . . . . ?
C19 C18 C23 N2 178.6(3) . . . . ?
N1 C18 C23 N2 -0.9(3) . . . . ?
C21 C22 C23 C18 1.0(5) . . . . ?
C21 C22 C23 N2 -177.7(3) . . . . ?
O3 C10 N1 C11 175.5(3) . . . . ?
C8 C10 N1 C11 -7.1(4) . . . . ?
O3 C10 N1 C18 4.1(4) . . . . ?
C8 C10 N1 C18 -178.5(2) . . . . ?
N2 C11 N1 C10 -174.7(2) . . . . ?
C12 C11 N1 C10 3.8(4) . . . . ?
N2 C11 N1 C18 -1.7(3) . . . . ?
C12 C11 N1 C18 176.7(2) . . . . ?
C19 C18 N1 C10 -5.1(5) . . . . ?
C23 C18 N1 C10 174.2(3) . . . . ?
C19 C18 N1 C11 -177.9(3) . . . . ?
C23 C18 N1 C11 1.4(3) . . . . ?
N1 C11 N2 C23 1.1(3) . . . . ?
C12 C11 N2 C23 -177.2(3) . . . . ?
C18 C23 N2 C11 -0.1(3) . . . . ?
C22 C23 N2 C11 178.6(3) . . . . ?
C5 C4 S1 O1 148.6(2) . . . . ?
C3 C4 S1 O1 -29.7(3) . . . . ?
C5 C4 S1 O2 19.2(3) . . . . ?
C3 C4 S1 O2 -159.1(2) . . . . ?
C5 C4 S1 C7 -98.0(2) . . . . ?
C3 C4 S1 C7 83.7(3) . . . . ?
C8 C7 S1 O1 163.6(2) . . . . ?
C8 C7 S1 O2 -67.8(2) . . . . ?
C8 C7 S1 C4 47.9(3) . . . . ?

_refine_diff_density_max         0.434
_refine_diff_density_min         -0.692
_refine_diff_density_rms         0.063

