# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_l_g64
_database_code_depnum_ccdc_archive 'CCDC 2143189'
loop_
_audit_author_name
_audit_author_address
'Hamilton Napolitano'
;State University of Goias
Brazil
;
_audit_update_record             
;
2022-01-19 deposited with the CCDC.	2022-06-27 downloaded from the CCDC.
;
_audit_creation_date             2020-08-07
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            dihydroquinolinones
_chemical_name_systematic        
(E)-3-(4-bromobenzylidene)-2-(2-methoxyphenyl)-2,3-dihydro-1-(phenylsulfo-nyl)quinolin-4(1H)-one
_chemical_formula_moiety         'C29 H22 Br N O4 S'
_chemical_formula_sum            'C29 H22 Br N O4 S'
_chemical_formula_weight         560.44
_chemical_melting_point          ?
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'
Br Br -0.2901 2.4595 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.6875(16)
_cell_length_b                   20.073(3)
_cell_length_c                   22.491(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4825.0(12)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9406
_cell_measurement_temperature    120
_cell_measurement_theta_max      28.32
_cell_measurement_theta_min      2.22
_shelx_estimated_absorpt_T_max   0.723
_shelx_estimated_absorpt_T_min   0.546
_exptl_absorpt_coefficient_mu    1.829
_exptl_absorpt_correction_T_max  0.7700
_exptl_absorpt_correction_T_min  0.6104
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0466 before and 0.0354 after correction. The Ratio of minimum to maximum transmission is 0.7927. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.543
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2288
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1.00 -1.00 -1.00 0.0910
-1.00 1.00 1.00 0.1630
0.00 -1.00 1.00 0.1620
0.00 1.00 -1.00 0.1990
0.00 -1.00 0.00 0.1880
0.00 1.00 0.00 0.1720
1.00 1.00 1.00 0.1270
-1.00 -1.00 -1.00 0.1600
-1.00 1.00 -1.00 0.1520
1.00 -1.00 1.00 0.0570
1.00 1.00 0.00 0.1290
-1.00 -1.00 0.00 0.1750
1.00 0.00 0.00 0.0810
-1.00 0.00 1.00 0.1060
1.00 0.00 -1.00 0.1070
0.00 0.00 1.00 0.1190
0.00 0.00 -1.00 0.1150
-1.00 1.00 -2.00 0.1370
-1.00 0.00 -2.00 0.0950
-1.00 -1.00 -2.00 0.1320
1.00 -1.00 2.00 0.0750
1.00 1.00 2.00 0.1280
1.00 0.00 2.00 0.0950

_exptl_crystal_size_max          0.376
_exptl_crystal_size_mid          0.256
_exptl_crystal_size_min          0.19
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_av_unetI/netI     0.0131
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            88583
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.355
_diffrn_reflns_theta_min         1.811
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5247
_reflns_number_total             6012
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.388
_refine_diff_density_min         -0.343
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         6012
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0302
_refine_ls_R_factor_gt           0.0238
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0317P)²+2.7437P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0606
_refine_ls_wR_factor_ref         0.0633
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1)
2.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C10(H10), C29(H29), C21(H21), C18(H18), C19(H19), C16(H16),
 C28(H28), C8(H8), C15(H15), C27(H27), C6(H6), C7(H7), C5(H5), C20(H20),
 C25(H25), C13(H13), C26(H26)
2.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.67657(2) 0.08787(2) 0.26099(2) 0.02379(5) Uani 1 1 d . . . . .
S1 S 0.71576(3) 0.23790(2) -0.11299(2) 0.01331(7) Uani 1 1 d . . . . .
N1 N 0.73129(10) 0.15614(5) -0.11598(5) 0.0121(2) Uani 1 1 d . . . . .
O1 O 0.38641(9) 0.07986(5) -0.10585(5) 0.0207(2) Uani 1 1 d . . . . .
O2 O 0.78190(9) 0.26440(5) -0.16307(4) 0.0192(2) Uani 1 1 d . . . . .
O4 O 0.96489(9) 0.13087(5) -0.05324(5) 0.0187(2) Uani 1 1 d . . . . .
C12 C 0.67680(13) 0.07239(7) 0.07749(6) 0.0170(3) Uani 1 1 d . . . . .
H12 H 0.731235 0.054987 0.047932 0.020 Uiso 1 1 calc R U . . .
C14 C 0.63199(14) 0.09499(7) 0.17983(6) 0.0167(3) Uani 1 1 d . . . . .
C1 C 0.71320(12) 0.11563(6) -0.06085(6) 0.0116(2) Uani 1 1 d . . . . .
H1 H 0.741781 0.142745 -0.026117 0.014 Uiso 1 1 calc R U . . .
C4 C 0.56791(12) 0.09209(6) -0.16476(6) 0.0139(2) Uani 1 1 d . . . . .
C10 C 0.51500(13) 0.09828(6) -0.00042(6) 0.0148(3) Uani 1 1 d . . . . .
H10 H 0.426583 0.094855 -0.003486 0.018 Uiso 1 1 calc R U . . .
C24 C 0.55558(13) 0.25421(6) -0.12367(6) 0.0144(2) Uani 1 1 d . . . . .
C29 C 0.50910(14) 0.25942(7) -0.18133(6) 0.0179(3) Uani 1 1 d . . . . .
H29 H 0.564347 0.258302 -0.214402 0.021 Uiso 1 1 calc R U . . .
C21 C 1.01253(13) 0.01470(7) -0.07308(6) 0.0175(3) Uani 1 1 d . . . . .
H21 H 1.100199 0.022415 -0.071976 0.021 Uiso 1 1 calc R U . . .
C2 C 0.57554(12) 0.10001(6) -0.05251(6) 0.0129(2) Uani 1 1 d . . . . .
C18 C 0.75648(13) -0.00801(7) -0.07671(6) 0.0163(3) Uani 1 1 d . . . . .
H18 H 0.668941 -0.016090 -0.078082 0.020 Uiso 1 1 calc R U . . .
O3 O 0.75078(10) 0.25773(5) -0.05407(4) 0.0183(2) Uani 1 1 d . . . . .
C3 C 0.49909(12) 0.09017(6) -0.10757(6) 0.0141(2) Uani 1 1 d . . . . .
C17 C 0.79978(12) 0.05608(6) -0.06689(6) 0.0125(2) Uani 1 1 d . . . . .
C9 C 0.68251(12) 0.12515(6) -0.16866(6) 0.0132(2) Uani 1 1 d . . . . .
C19 C 0.83936(14) -0.06072(7) -0.08460(7) 0.0200(3) Uani 1 1 d . . . . .
H19 H 0.808567 -0.104533 -0.091015 0.024 Uiso 1 1 calc R U . . .
C11 C 0.56311(12) 0.10082(6) 0.06062(6) 0.0144(2) Uani 1 1 d . . . . .
C16 C 0.48585(13) 0.12745(7) 0.10504(6) 0.0182(3) Uani 1 1 d . . . . .
H16 H 0.408729 0.147586 0.094170 0.022 Uiso 1 1 calc R U . . .
C28 C 0.38101(14) 0.26627(7) -0.18993(7) 0.0213(3) Uani 1 1 d . . . . .
H28 H 0.347986 0.270165 -0.228987 0.026 Uiso 1 1 calc R U . . .
C8 C 0.74665(13) 0.12874(7) -0.22210(6) 0.0170(3) Uani 1 1 d . . . . .
H8 H 0.824921 0.151029 -0.224321 0.020 Uiso 1 1 calc R U . . .
C15 C 0.51963(13) 0.12501(7) 0.16436(6) 0.0193(3) Uani 1 1 d . . . . .
H15 H 0.466816 0.143575 0.194023 0.023 Uiso 1 1 calc R U . . .
C27 C 0.30143(14) 0.26739(7) -0.14102(7) 0.0223(3) Uani 1 1 d . . . . .
H27 H 0.213679 0.271005 -0.146932 0.027 Uiso 1 1 calc R U . . .
C6 C 0.58148(14) 0.06572(8) -0.26906(6) 0.0218(3) Uani 1 1 d . . . . .
H6 H 0.547244 0.045404 -0.303570 0.026 Uiso 1 1 calc R U . . .
C7 C 0.69512(14) 0.09934(8) -0.27242(7) 0.0219(3) Uani 1 1 d . . . . .
H7 H 0.737805 0.102236 -0.309377 0.026 Uiso 1 1 calc R U . . .
C22 C 0.92962(12) 0.06718(7) -0.06470(6) 0.0142(2) Uani 1 1 d . . . . .
C5 C 0.51831(13) 0.06186(7) -0.21543(6) 0.0178(3) Uani 1 1 d . . . . .
H5 H 0.441057 0.038587 -0.213110 0.021 Uiso 1 1 calc R U . . .
C20 C 0.96682(14) -0.04898(7) -0.08306(6) 0.0200(3) Uani 1 1 d . . . . .
H20 H 1.023528 -0.084832 -0.088890 0.024 Uiso 1 1 calc R U . . .
C25 C 0.47621(14) 0.25666(7) -0.07470(6) 0.0178(3) Uani 1 1 d . . . . .
H25 H 0.509078 0.253837 -0.035533 0.021 Uiso 1 1 calc R U . . .
C13 C 0.71146(14) 0.06918(7) 0.13696(6) 0.0184(3) Uani 1 1 d . . . . .
H13 H 0.788826 0.049509 0.148110 0.022 Uiso 1 1 calc R U . . .
C26 C 0.34868(14) 0.26328(7) -0.08379(7) 0.0215(3) Uani 1 1 d . . . . .
H26 H 0.293480 0.265008 -0.050717 0.026 Uiso 1 1 calc R U . . .
C23 C 1.09368(14) 0.14775(8) -0.06054(7) 0.0253(3) Uani 1 1 d . . . . .
H23A H 1.121665 0.134217 -0.100237 0.038 Uiso 1 1 calc R U . . .
H23B H 1.143634 0.124652 -0.030374 0.038 Uiso 1 1 calc R U . . .
H23C H 1.104198 0.195990 -0.056028 0.038 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
Br1 C14 1.8920(14) . ?
S1 N1 1.6509(11) . ?
S1 O2 1.4321(10) . ?
S1 C24 1.7595(14) . ?
S1 O3 1.4335(10) . ?
N1 C1 1.4953(16) . ?
N1 C9 1.4361(16) . ?
O1 C3 1.2225(17) . ?
O4 C22 1.3575(16) . ?
O4 C23 1.4271(17) . ?
C12 H12 0.9500 . ?
C12 C11 1.3949(19) . ?
C12 C13 1.389(2) . ?
C14 C15 1.388(2) . ?
C14 C13 1.385(2) . ?
C1 H1 1.0000 . ?
C1 C2 1.5159(17) . ?
C1 C17 1.5178(17) . ?
C4 C3 1.4824(19) . ?
C4 C9 1.3957(18) . ?
C4 C5 1.3957(19) . ?
C10 H10 0.9500 . ?
C10 C2 1.3389(19) . ?
C10 C11 1.4669(19) . ?
C24 C29 1.3926(19) . ?
C24 C25 1.3911(19) . ?
C29 H29 0.9500 . ?
C29 C28 1.389(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.3893(18) . ?
C21 C20 1.387(2) . ?
C2 C3 1.4966(18) . ?
C18 H18 0.9500 . ?
C18 C17 1.3848(18) . ?
C18 C19 1.3913(19) . ?
C17 C22 1.4063(18) . ?
C9 C8 1.3855(18) . ?
C19 H19 0.9500 . ?
C19 C20 1.383(2) . ?
C11 C16 1.4021(19) . ?
C16 H16 0.9500 . ?
C16 C15 1.383(2) . ?
C28 H28 0.9500 . ?
C28 C27 1.391(2) . ?
C8 H8 0.9500 . ?
C8 C7 1.390(2) . ?
C15 H15 0.9500 . ?
C27 H27 0.9500 . ?
C27 C26 1.385(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.392(2) . ?
C6 C5 1.385(2) . ?
C7 H7 0.9500 . ?
C5 H5 0.9500 . ?
C20 H20 0.9500 . ?
C25 H25 0.9500 . ?
C25 C26 1.385(2) . ?
C13 H13 0.9500 . ?
C26 H26 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 S1 C24 106.09(6) . . ?
O2 S1 N1 106.71(6) . . ?
O2 S1 C24 107.69(6) . . ?
O2 S1 O3 119.68(6) . . ?
O3 S1 N1 106.70(6) . . ?
O3 S1 C24 109.18(6) . . ?
C1 N1 S1 119.60(8) . . ?
C9 N1 S1 115.32(8) . . ?
C9 N1 C1 113.68(10) . . ?
C22 O4 C23 118.01(11) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C13 C12 C11 120.87(13) . . ?
C15 C14 Br1 119.51(11) . . ?
C13 C14 Br1 119.27(11) . . ?
C13 C14 C15 121.22(13) . . ?
N1 C1 H1 108.2 . . ?
N1 C1 C2 109.91(10) . . ?
N1 C1 C17 105.98(10) . . ?
C2 C1 H1 108.2 . . ?
C2 C1 C17 116.10(10) . . ?
C17 C1 H1 108.2 . . ?
C9 C4 C3 120.15(12) . . ?
C5 C4 C3 120.58(12) . . ?
C5 C4 C9 119.26(12) . . ?
C2 C10 H10 114.8 . . ?
C2 C10 C11 130.45(12) . . ?
C11 C10 H10 114.8 . . ?
C29 C24 S1 119.22(10) . . ?
C25 C24 S1 119.46(10) . . ?
C25 C24 C29 121.14(13) . . ?
C24 C29 H29 120.4 . . ?
C28 C29 C24 119.24(13) . . ?
C28 C29 H29 120.4 . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
C20 C21 C22 119.74(13) . . ?
C10 C2 C1 125.64(12) . . ?
C10 C2 C3 117.18(12) . . ?
C3 C2 C1 117.05(11) . . ?
C17 C18 H18 119.5 . . ?
C17 C18 C19 120.93(13) . . ?
C19 C18 H18 119.5 . . ?
O1 C3 C4 121.37(12) . . ?
O1 C3 C2 122.28(13) . . ?
C4 C3 C2 116.34(11) . . ?
C18 C17 C1 122.82(12) . . ?
C18 C17 C22 118.86(12) . . ?
C22 C17 C1 118.27(11) . . ?
C4 C9 N1 118.21(11) . . ?
C8 C9 N1 120.90(12) . . ?
C8 C9 C4 120.88(12) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 C18 119.63(13) . . ?
C20 C19 H19 120.2 . . ?
C12 C11 C10 123.08(12) . . ?
C12 C11 C16 118.36(13) . . ?
C16 C11 C10 118.28(12) . . ?
C11 C16 H16 119.3 . . ?
C15 C16 C11 121.34(13) . . ?
C15 C16 H16 119.3 . . ?
C29 C28 H28 120.2 . . ?
C29 C28 C27 119.61(14) . . ?
C27 C28 H28 120.2 . . ?
C9 C8 H8 120.4 . . ?
C9 C8 C7 119.22(13) . . ?
C7 C8 H8 120.4 . . ?
C14 C15 H15 120.6 . . ?
C16 C15 C14 118.89(13) . . ?
C16 C15 H15 120.6 . . ?
C28 C27 H27 119.6 . . ?
C26 C27 C28 120.74(14) . . ?
C26 C27 H27 119.6 . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C5 C6 C7 120.00(13) . . ?
C8 C7 C6 120.50(14) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
O4 C22 C21 124.24(12) . . ?
O4 C22 C17 115.46(11) . . ?
C21 C22 C17 120.29(13) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.12(13) . . ?
C6 C5 H5 119.9 . . ?
C21 C20 H20 119.7 . . ?
C19 C20 C21 120.54(13) . . ?
C19 C20 H20 119.7 . . ?
C24 C25 H25 120.4 . . ?
C26 C25 C24 119.12(13) . . ?
C26 C25 H25 120.4 . . ?
C12 C13 H13 120.4 . . ?
C14 C13 C12 119.29(13) . . ?
C14 C13 H13 120.4 . . ?
C27 C26 H26 119.9 . . ?
C25 C26 C27 120.12(14) . . ?
C25 C26 H26 119.9 . . ?
O4 C23 H23A 109.5 . . ?
O4 C23 H23B 109.5 . . ?
O4 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br1 C14 C15 C16 -177.39(11) . . . . ?
Br1 C14 C13 C12 177.84(11) . . . . ?
S1 N1 C1 C2 85.43(12) . . . . ?
S1 N1 C1 C17 -148.39(9) . . . . ?
S1 N1 C9 C4 -103.04(12) . . . . ?
S1 N1 C9 C8 76.10(14) . . . . ?
S1 C24 C29 C28 174.22(10) . . . . ?
S1 C24 C25 C26 -174.00(10) . . . . ?
N1 S1 C24 C29 -85.71(11) . . . . ?
N1 S1 C24 C25 89.47(11) . . . . ?
N1 C1 C2 C10 -142.20(13) . . . . ?
N1 C1 C2 C3 33.47(14) . . . . ?
N1 C1 C17 C18 -109.29(13) . . . . ?
N1 C1 C17 C22 68.15(14) . . . . ?
N1 C9 C8 C7 -178.62(12) . . . . ?
O2 S1 N1 C1 158.68(9) . . . . ?
O2 S1 N1 C9 -60.09(10) . . . . ?
O2 S1 C24 C29 28.25(12) . . . . ?
O2 S1 C24 C25 -156.56(10) . . . . ?
C12 C11 C16 C15 -0.9(2) . . . . ?
C1 N1 C9 C4 40.48(15) . . . . ?
C1 N1 C9 C8 -140.38(12) . . . . ?
C1 C2 C3 O1 -177.20(12) . . . . ?
C1 C2 C3 C4 4.10(16) . . . . ?
C1 C17 C22 O4 4.24(17) . . . . ?
C1 C17 C22 C21 -176.68(12) . . . . ?
C4 C9 C8 C7 0.5(2) . . . . ?
C10 C2 C3 O1 -1.15(19) . . . . ?
C10 C2 C3 C4 -179.85(11) . . . . ?
C10 C11 C16 C15 173.10(13) . . . . ?
C24 S1 N1 C1 -86.68(10) . . . . ?
C24 S1 N1 C9 54.55(10) . . . . ?
C24 C29 C28 C27 -0.4(2) . . . . ?
C24 C25 C26 C27 0.0(2) . . . . ?
C29 C24 C25 C26 1.1(2) . . . . ?
C29 C28 C27 C26 1.5(2) . . . . ?
C2 C1 C17 C18 13.04(18) . . . . ?
C2 C1 C17 C22 -169.52(11) . . . . ?
C2 C10 C11 C12 -34.4(2) . . . . ?
C2 C10 C11 C16 151.85(14) . . . . ?
C18 C17 C22 O4 -178.21(11) . . . . ?
C18 C17 C22 C21 0.87(19) . . . . ?
C18 C19 C20 C21 0.7(2) . . . . ?
O3 S1 N1 C1 29.65(11) . . . . ?
O3 S1 N1 C9 170.88(9) . . . . ?
O3 S1 C24 C29 159.65(10) . . . . ?
O3 S1 C24 C25 -25.17(12) . . . . ?
C3 C4 C9 N1 0.64(17) . . . . ?
C3 C4 C9 C8 -178.50(12) . . . . ?
C3 C4 C5 C6 178.00(13) . . . . ?
C17 C1 C2 C10 97.57(15) . . . . ?
C17 C1 C2 C3 -86.76(14) . . . . ?
C17 C18 C19 C20 -0.5(2) . . . . ?
C9 N1 C1 C2 -56.40(13) . . . . ?
C9 N1 C1 C17 69.79(13) . . . . ?
C9 C4 C3 O1 158.17(13) . . . . ?
C9 C4 C3 C2 -23.11(17) . . . . ?
C9 C4 C5 C6 -1.1(2) . . . . ?
C9 C8 C7 C6 -1.1(2) . . . . ?
C19 C18 C17 C1 177.12(13) . . . . ?
C19 C18 C17 C22 -0.3(2) . . . . ?
C11 C12 C13 C14 -0.4(2) . . . . ?
C11 C10 C2 C1 -9.8(2) . . . . ?
C11 C10 C2 C3 174.57(12) . . . . ?
C11 C16 C15 C14 -0.5(2) . . . . ?
C28 C27 C26 C25 -1.3(2) . . . . ?
C15 C14 C13 C12 -1.2(2) . . . . ?
C7 C6 C5 C4 0.5(2) . . . . ?
C22 C21 C20 C19 -0.2(2) . . . . ?
C5 C4 C3 O1 -20.87(19) . . . . ?
C5 C4 C3 C2 157.85(12) . . . . ?
C5 C4 C9 N1 179.70(11) . . . . ?
C5 C4 C9 C8 0.56(19) . . . . ?
C5 C6 C7 C8 0.6(2) . . . . ?
C20 C21 C22 O4 178.35(12) . . . . ?
C20 C21 C22 C17 -0.6(2) . . . . ?
C25 C24 C29 C28 -0.9(2) . . . . ?
C13 C12 C11 C10 -172.34(13) . . . . ?
C13 C12 C11 C16 1.4(2) . . . . ?
C13 C14 C15 C16 1.6(2) . . . . ?
C23 O4 C22 C21 11.59(19) . . . . ?
C23 O4 C22 C17 -169.38(12) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_l_g65
_database_code_depnum_ccdc_archive 'CCDC 2143191'
loop_
_audit_author_name
_audit_author_address
'Hamilton Napolitano'
;State University of Goias
Brazil
;
_audit_update_record             
;
2022-01-19 deposited with the CCDC.	2022-06-27 downloaded from the CCDC.
;
_audit_creation_date             2020-08-07
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            dihydroquinolinones
_chemical_name_systematic        
(E)-3-(4-chlorobenzylidene)-2-(2-methoxyphenyl)-2,3-dihydro-1-(phenylsulfo-nyl)quinolin-4(1H)-one
_chemical_formula_moiety         'C29 H22 Cl N O4 S'
_chemical_formula_sum            'C29 H22 Cl N O4 S'
_chemical_formula_weight         515.98
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.7125(10)
_cell_length_b                   20.0428(19)
_cell_length_c                   22.431(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4816.1(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9944
_cell_measurement_temperature    120
_cell_measurement_theta_max      27.24
_cell_measurement_theta_min      2.34
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.284
_exptl_absorpt_correction_T_max  0.9949
_exptl_absorpt_correction_T_min  0.9389
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0499 before and 0.0473 after correction. The Ratio of minimum to maximum transmission is 0.9437. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2144
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1.00 0.00 1.00 0.1210
1.00 0.00 -1.00 0.0770
0.00 -1.00 -1.00 0.0460
0.00 1.00 1.00 0.0610
0.00 0.00 -1.00 0.0260
0.00 0.00 1.00 0.0470
0.00 -1.00 1.00 0.0500
0.00 1.00 0.00 0.0680
0.00 -1.00 0.00 0.0540
-1.00 1.00 -1.00 0.1020
1.00 1.00 1.00 0.0680
-1.00 -1.00 0.00 0.1170
1.00 1.00 -1.00 0.0650
-1.00 1.00 0.00 0.1050

_exptl_crystal_size_max          0.252
_exptl_crystal_size_mid          0.137
_exptl_crystal_size_min          0.094
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0676
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            75504
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.295
_diffrn_reflns_theta_min         1.816
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4630
_reflns_number_total             5971
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.341
_refine_diff_density_min         -0.399
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         5971
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0547
_refine_ls_R_factor_gt           0.0360
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0385P)²+3.5443P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0825
_refine_ls_wR_factor_ref         0.0914
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1)
2.b Aromatic/amide H refined with riding coordinates:
 C29(H29), C12(H12), C18(H18), C10(H10), C6(H6), C13(H13), C16(H16), C21(H21),
 C27(H27), C26(H26), C8(H8), C25(H25), C28(H28), C15(H15), C7(H7), C5(H5),
 C20(H20), C19(H19)
2.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.28577(4) 0.23807(2) 0.61364(2) 0.01372(9) Uani 1 1 d . . . . .
Cl1 Cl 0.32478(5) 0.09141(2) 0.24456(2) 0.02776(11) Uani 1 1 d . . . . .
O2 O 0.22036(11) 0.26468(6) 0.66401(5) 0.0195(2) Uani 1 1 d . . . . .
O1 O 0.61412(11) 0.07920(6) 0.60537(5) 0.0220(3) Uani 1 1 d . . . . .
N1 N 0.27016(12) 0.15611(6) 0.61652(5) 0.0124(3) Uani 1 1 d . . . . .
O4 O 0.03630(10) 0.13072(6) 0.55239(5) 0.0195(2) Uani 1 1 d . . . . .
O3 O 0.25027(11) 0.25814(6) 0.55464(5) 0.0189(2) Uani 1 1 d . . . . .
C24 C 0.44607(15) 0.25428(7) 0.62405(7) 0.0146(3) Uani 1 1 d . . . . .
C1 C 0.28738(14) 0.11541(7) 0.56100(6) 0.0120(3) Uani 1 1 d . . . . .
H1 H 0.258564 0.142586 0.526240 0.014 Uiso 1 1 calc R U . . .
C9 C 0.31937(15) 0.12459(7) 0.66916(6) 0.0136(3) Uani 1 1 d . . . . .
C29 C 0.49275(16) 0.25999(8) 0.68178(7) 0.0180(3) Uani 1 1 d . . . . .
H29 H 0.437960 0.259547 0.715079 0.022 Uiso 1 1 calc R U . . .
C2 C 0.42463(14) 0.09961(7) 0.55234(7) 0.0131(3) Uani 1 1 d . . . . .
C12 C 0.32265(16) 0.07319(8) 0.42169(7) 0.0178(3) Uani 1 1 d . . . . .
H12 H 0.268069 0.055827 0.451244 0.021 Uiso 1 1 calc R U . . .
C18 C 0.24372(16) -0.00838(8) 0.57852(7) 0.0173(3) Uani 1 1 d . . . . .
H18 H 0.331016 -0.016487 0.580296 0.021 Uiso 1 1 calc R U . . .
C17 C 0.20104(14) 0.05579(7) 0.56730(6) 0.0132(3) Uani 1 1 d . . . . .
C4 C 0.43359(15) 0.09130(8) 0.66503(7) 0.0146(3) Uani 1 1 d . . . . .
C10 C 0.48484(15) 0.09801(8) 0.49986(7) 0.0154(3) Uani 1 1 d . . . . .
H10 H 0.573048 0.094412 0.502811 0.018 Uiso 1 1 calc R U . . .
C6 C 0.42049(17) 0.06405(9) 0.76933(8) 0.0233(4) Uani 1 1 d . . . . .
H6 H 0.454881 0.043501 0.803779 0.028 Uiso 1 1 calc R U . . .
C3 C 0.50176(15) 0.08958(8) 0.60736(7) 0.0152(3) Uani 1 1 d . . . . .
C14 C 0.36710(16) 0.09651(8) 0.31922(7) 0.0186(3) Uani 1 1 d . . . . .
C13 C 0.28792(16) 0.07063(8) 0.36207(7) 0.0193(3) Uani 1 1 d . . . . .
H13 H 0.210473 0.051264 0.350829 0.023 Uiso 1 1 calc R U . . .
C11 C 0.43663(15) 0.10092(8) 0.43871(7) 0.0150(3) Uani 1 1 d . . . . .
C16 C 0.51382(16) 0.12746(8) 0.39432(7) 0.0194(3) Uani 1 1 d . . . . .
H16 H 0.591210 0.147100 0.405257 0.023 Uiso 1 1 calc R U . . .
C21 C -0.01141(16) 0.01433(8) 0.57330(7) 0.0190(3) Uani 1 1 d . . . . .
H21 H -0.098868 0.021940 0.571564 0.023 Uiso 1 1 calc R U . . .
C27 C 0.69978(16) 0.26630(8) 0.64086(8) 0.0222(4) Uani 1 1 d . . . . .
H27 H 0.787431 0.269234 0.646733 0.027 Uiso 1 1 calc R U . . .
C26 C 0.65237(16) 0.26202(8) 0.58352(8) 0.0214(3) Uani 1 1 d . . . . .
H26 H 0.707268 0.263244 0.550277 0.026 Uiso 1 1 calc R U . . .
C8 C 0.25557(16) 0.12784(8) 0.72287(7) 0.0178(3) Uani 1 1 d . . . . .
H8 H 0.177702 0.150350 0.725376 0.021 Uiso 1 1 calc R U . . .
C22 C 0.07133(15) 0.06695(8) 0.56458(7) 0.0149(3) Uani 1 1 d . . . . .
C25 C 0.52468(16) 0.25594(8) 0.57465(7) 0.0180(3) Uani 1 1 d . . . . .
H25 H 0.491421 0.252954 0.535481 0.022 Uiso 1 1 calc R U . . .
C28 C 0.62048(17) 0.26633(8) 0.68983(8) 0.0223(4) Uani 1 1 d . . . . .
H28 H 0.653804 0.270710 0.728883 0.027 Uiso 1 1 calc R U . . .
C15 C 0.47977(16) 0.12570(9) 0.33474(7) 0.0206(3) Uani 1 1 d . . . . .
H15 H 0.532742 0.144178 0.305060 0.025 Uiso 1 1 calc R U . . .
C7 C 0.30708(17) 0.09772(9) 0.77301(7) 0.0232(4) Uani 1 1 d . . . . .
H7 H 0.264516 0.100143 0.810104 0.028 Uiso 1 1 calc R U . . .
C5 C 0.48306(16) 0.06052(8) 0.71550(7) 0.0184(3) Uani 1 1 d . . . . .
H5 H 0.559932 0.037060 0.712905 0.022 Uiso 1 1 calc R U . . .
C20 C 0.03405(17) -0.04933(9) 0.58456(7) 0.0219(4) Uani 1 1 d . . . . .
H20 H -0.022670 -0.085157 0.590498 0.026 Uiso 1 1 calc R U . . .
C23 C -0.09236(16) 0.14761(10) 0.55934(8) 0.0273(4) Uani 1 1 d . . . . .
H23A H -0.141972 0.123827 0.529412 0.041 Uiso 1 1 calc R U . . .
H23B H -0.103056 0.195809 0.554067 0.041 Uiso 1 1 calc R U . . .
H23C H -0.120375 0.134783 0.599326 0.041 Uiso 1 1 calc R U . . .
C19 C 0.16111(17) -0.06104(8) 0.58721(8) 0.0227(4) Uani 1 1 d . . . . .
H19 H 0.191754 -0.104675 0.594904 0.027 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
S1 O2 1.4324(11) . ?
S1 N1 1.6525(13) . ?
S1 O3 1.4345(11) . ?
S1 C24 1.7632(16) . ?
Cl1 C14 1.7380(16) . ?
O1 C3 1.2224(19) . ?
N1 C1 1.5000(18) . ?
N1 C9 1.4392(19) . ?
O4 C22 1.3598(19) . ?
O4 C23 1.428(2) . ?
C24 C29 1.393(2) . ?
C24 C25 1.392(2) . ?
C1 H1 1.0000 . ?
C1 C2 1.516(2) . ?
C1 C17 1.518(2) . ?
C9 C4 1.397(2) . ?
C9 C8 1.387(2) . ?
C29 H29 0.9500 . ?
C29 C28 1.386(2) . ?
C2 C10 1.343(2) . ?
C2 C3 1.499(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.389(2) . ?
C12 C11 1.395(2) . ?
C18 H18 0.9500 . ?
C18 C17 1.388(2) . ?
C18 C19 1.391(2) . ?
C17 C22 1.409(2) . ?
C4 C3 1.486(2) . ?
C4 C5 1.394(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.467(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.392(3) . ?
C6 C5 1.383(2) . ?
C14 C13 1.383(2) . ?
C14 C15 1.386(2) . ?
C13 H13 0.9500 . ?
C11 C16 1.399(2) . ?
C16 H16 0.9500 . ?
C16 C15 1.386(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.392(2) . ?
C21 C20 1.389(2) . ?
C27 H27 0.9500 . ?
C27 C26 1.386(2) . ?
C27 C28 1.389(3) . ?
C26 H26 0.9500 . ?
C26 C25 1.388(2) . ?
C8 H8 0.9500 . ?
C8 C7 1.391(2) . ?
C25 H25 0.9500 . ?
C28 H28 0.9500 . ?
C15 H15 0.9500 . ?
C7 H7 0.9500 . ?
C5 H5 0.9500 . ?
C20 H20 0.9500 . ?
C20 C19 1.382(3) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C19 H19 0.9500 . ?

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
O2 S1 N1 106.84(7) . . ?
O2 S1 O3 119.58(7) . . ?
O2 S1 C24 107.66(7) . . ?
N1 S1 C24 106.05(7) . . ?
O3 S1 N1 106.73(7) . . ?
O3 S1 C24 109.19(7) . . ?
C1 N1 S1 119.72(10) . . ?
C9 N1 S1 115.55(10) . . ?
C9 N1 C1 113.41(12) . . ?
C22 O4 C23 117.86(13) . . ?
C29 C24 S1 119.20(12) . . ?
C25 C24 S1 119.22(12) . . ?
C25 C24 C29 121.39(15) . . ?
N1 C1 H1 108.3 . . ?
N1 C1 C2 109.83(12) . . ?
N1 C1 C17 106.02(12) . . ?
C2 C1 H1 108.3 . . ?
C2 C1 C17 116.00(12) . . ?
C17 C1 H1 108.3 . . ?
C4 C9 N1 118.43(13) . . ?
C8 C9 N1 120.77(14) . . ?
C8 C9 C4 120.79(14) . . ?
C24 C29 H29 120.6 . . ?
C28 C29 C24 118.89(15) . . ?
C28 C29 H29 120.6 . . ?
C10 C2 C1 125.66(14) . . ?
C10 C2 C3 117.00(14) . . ?
C3 C2 C1 117.20(13) . . ?
C13 C12 H12 119.6 . . ?
C13 C12 C11 120.85(15) . . ?
C11 C12 H12 119.6 . . ?
C17 C18 H18 119.4 . . ?
C17 C18 C19 121.26(16) . . ?
C19 C18 H18 119.4 . . ?
C18 C17 C1 123.07(14) . . ?
C18 C17 C22 118.69(14) . . ?
C22 C17 C1 118.16(14) . . ?
C9 C4 C3 119.96(13) . . ?
C5 C4 C9 119.38(14) . . ?
C5 C4 C3 120.66(14) . . ?
C2 C10 H10 114.7 . . ?
C2 C10 C11 130.52(15) . . ?
C11 C10 H10 114.7 . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C5 C6 C7 119.98(16) . . ?
O1 C3 C2 122.39(14) . . ?
O1 C3 C4 121.31(14) . . ?
C4 C3 C2 116.28(13) . . ?
C13 C14 Cl1 119.19(13) . . ?
C13 C14 C15 121.20(15) . . ?
C15 C14 Cl1 119.61(13) . . ?
C12 C13 H13 120.3 . . ?
C14 C13 C12 119.41(15) . . ?
C14 C13 H13 120.3 . . ?
C12 C11 C10 123.26(14) . . ?
C12 C11 C16 118.28(14) . . ?
C16 C11 C10 118.20(14) . . ?
C11 C16 H16 119.3 . . ?
C15 C16 C11 121.40(16) . . ?
C15 C16 H16 119.3 . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C20 C21 C22 119.90(16) . . ?
C26 C27 H27 119.7 . . ?
C26 C27 C28 120.67(16) . . ?
C28 C27 H27 119.7 . . ?
C27 C26 H26 120.0 . . ?
C27 C26 C25 119.99(16) . . ?
C25 C26 H26 120.0 . . ?
C9 C8 H8 120.4 . . ?
C9 C8 C7 119.12(16) . . ?
C7 C8 H8 120.4 . . ?
O4 C22 C17 115.48(13) . . ?
O4 C22 C21 124.39(15) . . ?
C21 C22 C17 120.12(15) . . ?
C24 C25 H25 120.5 . . ?
C26 C25 C24 118.97(15) . . ?
C26 C25 H25 120.5 . . ?
C29 C28 C27 120.05(16) . . ?
C29 C28 H28 120.0 . . ?
C27 C28 H28 120.0 . . ?
C14 C15 H15 120.6 . . ?
C16 C15 C14 118.84(15) . . ?
C16 C15 H15 120.6 . . ?
C6 C7 H7 119.7 . . ?
C8 C7 C6 120.57(16) . . ?
C8 C7 H7 119.7 . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.14(16) . . ?
C6 C5 H5 119.9 . . ?
C21 C20 H20 119.7 . . ?
C19 C20 C21 120.59(15) . . ?
C19 C20 H20 119.7 . . ?
O4 C23 H23A 109.5 . . ?
O4 C23 H23B 109.5 . . ?
O4 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C18 C19 H19 120.3 . . ?
C20 C19 C18 119.44(16) . . ?
C20 C19 H19 120.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C1 C2 85.53(14) . . . . ?
S1 N1 C1 C17 -148.43(10) . . . . ?
S1 N1 C9 C4 -102.98(14) . . . . ?
S1 N1 C9 C8 76.30(17) . . . . ?
S1 C24 C29 C28 173.88(13) . . . . ?
S1 C24 C25 C26 -173.59(12) . . . . ?
Cl1 C14 C13 C12 178.51(13) . . . . ?
Cl1 C14 C15 C16 -177.99(13) . . . . ?
O2 S1 N1 C1 158.57(11) . . . . ?
O2 S1 N1 C9 -60.17(12) . . . . ?
O2 S1 C24 C29 27.72(15) . . . . ?
O2 S1 C24 C25 -157.21(12) . . . . ?
N1 S1 C24 C29 -86.36(13) . . . . ?
N1 S1 C24 C25 88.70(13) . . . . ?
N1 C1 C2 C10 -141.98(15) . . . . ?
N1 C1 C2 C3 33.48(17) . . . . ?
N1 C1 C17 C18 -107.58(16) . . . . ?
N1 C1 C17 C22 69.12(16) . . . . ?
N1 C9 C4 C3 0.5(2) . . . . ?
N1 C9 C4 C5 179.90(14) . . . . ?
N1 C9 C8 C7 -178.93(14) . . . . ?
O3 S1 N1 C1 29.55(13) . . . . ?
O3 S1 N1 C9 170.81(11) . . . . ?
O3 S1 C24 C29 158.97(12) . . . . ?
O3 S1 C24 C25 -25.96(15) . . . . ?
C24 S1 N1 C1 -86.79(12) . . . . ?
C24 S1 N1 C9 54.47(12) . . . . ?
C24 C29 C28 C27 -0.6(2) . . . . ?
C1 N1 C9 C4 40.70(18) . . . . ?
C1 N1 C9 C8 -140.02(14) . . . . ?
C1 C2 C10 C11 -9.7(3) . . . . ?
C1 C2 C3 O1 -177.12(14) . . . . ?
C1 C2 C3 C4 4.30(19) . . . . ?
C1 C17 C22 O4 4.3(2) . . . . ?
C1 C17 C22 C21 -176.57(13) . . . . ?
C9 N1 C1 C2 -56.50(16) . . . . ?
C9 N1 C1 C17 69.54(15) . . . . ?
C9 C4 C3 O1 158.12(15) . . . . ?
C9 C4 C3 C2 -23.3(2) . . . . ?
C9 C4 C5 C6 -1.2(2) . . . . ?
C9 C8 C7 C6 -0.7(3) . . . . ?
C29 C24 C25 C26 1.4(2) . . . . ?
C2 C1 C17 C18 14.6(2) . . . . ?
C2 C1 C17 C22 -168.70(13) . . . . ?
C2 C10 C11 C12 -33.9(3) . . . . ?
C2 C10 C11 C16 152.03(17) . . . . ?
C12 C11 C16 C15 -0.9(2) . . . . ?
C18 C17 C22 O4 -178.89(13) . . . . ?
C18 C17 C22 C21 0.3(2) . . . . ?
C17 C1 C2 C10 97.87(18) . . . . ?
C17 C1 C2 C3 -86.67(16) . . . . ?
C17 C18 C19 C20 0.1(3) . . . . ?
C4 C9 C8 C7 0.3(2) . . . . ?
C10 C2 C3 O1 -1.3(2) . . . . ?
C10 C2 C3 C4 -179.83(14) . . . . ?
C10 C11 C16 C15 173.43(15) . . . . ?
C3 C2 C10 C11 174.80(15) . . . . ?
C3 C4 C5 C6 178.18(15) . . . . ?
C13 C12 C11 C10 -172.59(15) . . . . ?
C13 C12 C11 C16 1.4(2) . . . . ?
C13 C14 C15 C16 1.3(3) . . . . ?
C11 C12 C13 C14 -0.6(2) . . . . ?
C11 C16 C15 C14 -0.5(3) . . . . ?
C21 C20 C19 C18 0.0(3) . . . . ?
C27 C26 C25 C24 0.0(2) . . . . ?
C26 C27 C28 C29 2.0(3) . . . . ?
C8 C9 C4 C3 -178.74(14) . . . . ?
C8 C9 C4 C5 0.6(2) . . . . ?
C22 C21 C20 C19 0.0(2) . . . . ?
C25 C24 C29 C28 -1.1(2) . . . . ?
C28 C27 C26 C25 -1.7(3) . . . . ?
C15 C14 C13 C12 -0.8(3) . . . . ?
C7 C6 C5 C4 0.8(3) . . . . ?
C5 C4 C3 O1 -21.2(2) . . . . ?
C5 C4 C3 C2 157.37(14) . . . . ?
C5 C6 C7 C8 0.2(3) . . . . ?
C20 C21 C22 O4 178.92(15) . . . . ?
C20 C21 C22 C17 -0.2(2) . . . . ?
C23 O4 C22 C17 -169.23(14) . . . . ?
C23 O4 C22 C21 11.6(2) . . . . ?
C19 C18 C17 C1 176.44(15) . . . . ?
C19 C18 C17 C22 -0.2(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
