# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2025

####################################################################### 
# 
# 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. 
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data_xyp4038_a
_database_code_depnum_ccdc_archive 'CCDC 2201247'
loop_
_audit_author_name
_audit_author_address
'Zhiyuan Chen'
;Jiangxi Normal University
China
;
_audit_update_record             
;
2022-08-13 deposited with the CCDC.	2024-11-13 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            'C13 H12 Br N O4 S'
_chemical_formula_weight         358.21

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

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

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

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

_cell_length_a                   10.9232(7)
_cell_length_b                   12.7122(10)
_cell_length_c                   13.0063(9)
_cell_angle_alpha                66.758(7)
_cell_angle_beta                 81.057(5)
_cell_angle_gamma                86.854(6)
_cell_volume                     1639.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4979
_cell_measurement_theta_min      3.6000
_cell_measurement_theta_max      26.4550

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_F_000             720
_exptl_transmission_factor_min   0.595
_exptl_transmission_factor_max   0.655
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    2.645
_shelx_estimated_absorpt_T_min   0.620
_shelx_estimated_absorpt_T_max   0.677
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13509
_diffrn_reflns_av_unetI/netI     0.0658
_diffrn_reflns_av_R_equivalents  0.0397
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.446
_diffrn_reflns_theta_max         25.100
_diffrn_reflns_theta_full        25.100
_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             5834
_reflns_number_gt                3982
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_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)+(0.0770P)²] 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         5834
_refine_ls_number_parameters     363
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0789
_refine_ls_R_factor_gt           0.0510
_refine_ls_wR_factor_ref         0.1520
_refine_ls_wR_factor_gt          0.1373
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.003
_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
C1 C 0.5407(4) 0.1733(4) 0.9649(4) 0.0399(11) Uani 1 1 d . . . . .
C2 C 0.6354(5) 0.1495(4) 1.0281(4) 0.0538(13) Uani 1 1 d . . . . .
H2 H 0.6258 0.1660 1.0926 0.065 Uiso 1 1 calc R U . . .
C3 C 0.7450(4) 0.1018(4) 0.9988(4) 0.0511(12) Uani 1 1 d . . . . .
H3 H 0.8098 0.0879 1.0410 0.061 Uiso 1 1 calc R U . . .
C4 C 0.7550(4) 0.0758(4) 0.9057(4) 0.0442(11) Uani 1 1 d . . . . .
C5 C 0.6603(4) 0.0934(4) 0.8421(4) 0.0422(11) Uani 1 1 d . . . . .
H5 H 0.6690 0.0716 0.7810 0.051 Uiso 1 1 calc R U . . .
C6 C 0.5502(4) 0.1447(3) 0.8710(4) 0.0384(10) Uani 1 1 d . . . . .
C7 C 0.2025(4) 0.2804(4) 0.9441(4) 0.0498(12) Uani 1 1 d . . . . .
C8 C 0.1183(5) 0.2721(5) 0.8672(5) 0.0612(14) Uani 1 1 d . . . . .
H8A H 0.0872 0.3480 0.8271 0.073 Uiso 1 1 calc R U . . .
H8B H 0.0478 0.2245 0.9134 0.073 Uiso 1 1 calc R U . . .
C9 C 0.1745(5) 0.2242(5) 0.7808(5) 0.0592(14) Uani 1 1 d . . . . .
H9A H 0.1103 0.2186 0.7393 0.071 Uiso 1 1 calc R U . . .
H9B H 0.2040 0.1475 0.8202 0.071 Uiso 1 1 calc R U . . .
C10 C 0.2825(4) 0.2967(4) 0.6959(4) 0.0548(13) Uani 1 1 d . . . . .
H10A H 0.2950 0.2755 0.6311 0.066 Uiso 1 1 calc R U . . .
H10B H 0.2580 0.3764 0.6695 0.066 Uiso 1 1 calc R U . . .
C11 C 0.4050(4) 0.2868(4) 0.7388(4) 0.0471(12) Uani 1 1 d . . . . .
C12 C 0.4548(4) 0.1648(4) 0.7937(4) 0.0417(11) Uani 1 1 d . . . . .
C13 C 0.4493(5) 0.3783(4) 0.9707(5) 0.0589(14) Uani 1 1 d . . . . .
H13A H 0.3793 0.4202 0.9886 0.088 Uiso 1 1 calc R U . . .
H13B H 0.4761 0.4102 0.8906 0.088 Uiso 1 1 calc R U . . .
H13C H 0.5156 0.3834 1.0092 0.088 Uiso 1 1 calc R U . . .
C14 C 0.9356(4) 0.1879(4) 0.4371(4) 0.0439(11) Uani 1 1 d . . . . .
C15 C 1.0201(5) 0.1423(4) 0.5118(4) 0.0498(12) Uani 1 1 d . . . . .
H15 H 0.9966 0.1276 0.5881 0.060 Uiso 1 1 calc R U . . .
C16 C 1.1386(5) 0.1186(4) 0.4739(4) 0.0518(13) Uani 1 1 d . . . . .
C17 C 1.1764(5) 0.1370(4) 0.3632(4) 0.0508(12) Uani 1 1 d . . . . .
H17 H 1.2575 0.1215 0.3391 0.061 Uiso 1 1 calc R U . . .
C18 C 1.0930(4) 0.1787(4) 0.2876(4) 0.0479(12) Uani 1 1 d . . . . .
H18 H 1.1169 0.1893 0.2123 0.058 Uiso 1 1 calc R U . . .
C19 C 0.9739(4) 0.2049(4) 0.3232(4) 0.0425(11) Uani 1 1 d . . . . .
C20 C 0.6488(5) 0.3060(4) 0.2349(5) 0.0553(13) Uani 1 1 d . . . . .
C21 C 0.5293(5) 0.3029(6) 0.3128(6) 0.090(2) Uani 1 1 d . . . . .
H21A H 0.4727 0.2497 0.3075 0.108 Uiso 1 1 calc R U . . .
H21B H 0.4921 0.3782 0.2854 0.108 Uiso 1 1 calc R U . . .
C22 C 0.5413(5) 0.2687(6) 0.4377(6) 0.082(2) Uani 1 1 d . . . . .
H22A H 0.4590 0.2652 0.4798 0.099 Uiso 1 1 calc R U . . .
H22B H 0.5760 0.1924 0.4661 0.099 Uiso 1 1 calc R U . . .
C23 C 0.6202(5) 0.3479(6) 0.4606(6) 0.0789(19) Uani 1 1 d . . . . .
H23A H 0.6012 0.3349 0.5401 0.095 Uiso 1 1 calc R U . . .
H23B H 0.5978 0.4262 0.4173 0.095 Uiso 1 1 calc R U . . .
C24 C 0.7583(5) 0.3350(5) 0.4323(5) 0.0583(14) Uani 1 1 d . . . . .
C25 C 0.8091(5) 0.2136(4) 0.4866(4) 0.0510(12) Uani 1 1 d . . . . .
C26 C 0.9209(5) 0.3954(4) 0.1357(4) 0.0594(14) Uani 1 1 d . . . . .
H26A H 1.0028 0.3964 0.0958 0.089 Uiso 1 1 calc R U . . .
H26B H 0.9211 0.4369 0.1835 0.089 Uiso 1 1 calc R U . . .
H26C H 0.8643 0.4307 0.0824 0.089 Uiso 1 1 calc R U . . .
N1 N 0.3105(3) 0.2196(3) 0.9453(3) 0.0451(9) Uani 1 1 d . . . . .
N2 N 0.7453(3) 0.2474(3) 0.2929(3) 0.0512(10) Uani 1 1 d . . . . .
O1 O 0.3836(3) 0.1824(3) 1.1349(3) 0.0620(10) Uani 1 1 d . . . . .
O2 O 0.1747(3) 0.3383(3) 1.0010(3) 0.0663(10) Uani 1 1 d . . . . .
O3 O 0.4717(3) 0.3665(3) 0.7200(3) 0.0596(9) Uani 1 1 d . . . . .
O4 O 0.4323(3) 0.0940(3) 0.7609(3) 0.0651(10) Uani 1 1 d . . . . .
O5 O 0.8945(3) 0.1863(3) 0.1519(3) 0.0595(9) Uani 1 1 d . . . . .
O6 O 0.6540(3) 0.3516(3) 0.1346(3) 0.0689(11) Uani 1 1 d . . . . .
O7 O 0.8301(4) 0.4139(3) 0.3834(3) 0.0714(11) Uani 1 1 d . . . . .
O8 O 0.7574(4) 0.1466(3) 0.5743(3) 0.0778(12) Uani 1 1 d . . . . .
S1 S 0.40704(11) 0.23373(10) 1.01435(10) 0.0446(3) Uani 1 1 d . . . . .
S2 S 0.87447(11) 0.25348(10) 0.21890(10) 0.0437(3) Uani 1 1 d . . . . .
Br1 Br 0.90377(4) 0.00993(5) 0.86267(5) 0.0574(2) Uani 1 1 d . . . . .
Br2 Br 1.25144(6) 0.06055(5) 0.57822(5) 0.0716(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
C1 C2 1.369(6) . ?
C1 C6 1.393(6) . ?
C1 S1 1.764(4) . ?
C2 C3 1.381(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.363(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.378(6) . ?
C4 Br1 1.895(4) . ?
C5 C6 1.407(6) . ?
C5 H5 0.9300 . ?
C6 C12 1.502(6) . ?
C7 O2 1.232(6) . ?
C7 N1 1.373(6) . ?
C7 C8 1.496(7) . ?
C8 C9 1.514(7) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.540(7) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.508(7) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 O3 1.204(6) . ?
C11 C12 1.538(7) . ?
C12 O4 1.188(5) . ?
C13 S1 1.762(5) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.380(6) . ?
C14 C19 1.408(6) . ?
C14 C25 1.508(6) . ?
C15 C16 1.373(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.363(7) . ?
C16 Br2 1.881(5) . ?
C17 C18 1.375(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.380(6) . ?
C18 H18 0.9300 . ?
C19 S2 1.767(4) . ?
C20 O6 1.194(6) . ?
C20 N2 1.397(6) . ?
C20 C21 1.514(7) . ?
C21 C22 1.533(9) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.502(9) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.512(7) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 O7 1.205(6) . ?
C24 C25 1.534(7) . ?
C25 O8 1.196(6) . ?
C26 S2 1.753(5) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
N1 S1 1.547(4) . ?
N2 S2 1.566(4) . ?
O1 S1 1.427(3) . ?
O5 S2 1.430(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 120.5(4) . . ?
C2 C1 S1 115.9(3) . . ?
C6 C1 S1 123.5(3) . . ?
C1 C2 C3 121.7(4) . . ?
C1 C2 H2 119.2 . . ?
C3 C2 H2 119.2 . . ?
C4 C3 C2 117.7(4) . . ?
C4 C3 H3 121.1 . . ?
C2 C3 H3 121.1 . . ?
C3 C4 C5 122.7(4) . . ?
C3 C4 Br1 119.0(4) . . ?
C5 C4 Br1 118.2(3) . . ?
C4 C5 C6 119.1(4) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 H5 120.4 . . ?
C1 C6 C5 118.2(4) . . ?
C1 C6 C12 126.8(4) . . ?
C5 C6 C12 115.0(4) . . ?
O2 C7 N1 123.8(5) . . ?
O2 C7 C8 121.2(4) . . ?
N1 C7 C8 114.9(4) . . ?
C7 C8 C9 116.3(4) . . ?
C7 C8 H8A 108.2 . . ?
C9 C8 H8A 108.2 . . ?
C7 C8 H8B 108.2 . . ?
C9 C8 H8B 108.2 . . ?
H8A C8 H8B 107.4 . . ?
C8 C9 C10 113.8(4) . . ?
C8 C9 H9A 108.8 . . ?
C10 C9 H9A 108.8 . . ?
C8 C9 H9B 108.8 . . ?
C10 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
C11 C10 C9 116.5(4) . . ?
C11 C10 H10A 108.2 . . ?
C9 C10 H10A 108.2 . . ?
C11 C10 H10B 108.2 . . ?
C9 C10 H10B 108.2 . . ?
H10A C10 H10B 107.3 . . ?
O3 C11 C10 124.5(4) . . ?
O3 C11 C12 118.6(4) . . ?
C10 C11 C12 116.1(4) . . ?
O4 C12 C6 121.2(4) . . ?
O4 C12 C11 119.4(4) . . ?
C6 C12 C11 118.4(4) . . ?
S1 C13 H13A 109.5 . . ?
S1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
S1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C19 117.9(4) . . ?
C15 C14 C25 116.1(4) . . ?
C19 C14 C25 125.9(4) . . ?
C16 C15 C14 120.2(5) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C17 C16 C15 121.9(5) . . ?
C17 C16 Br2 119.5(4) . . ?
C15 C16 Br2 118.6(4) . . ?
C16 C17 C18 119.1(5) . . ?
C16 C17 H17 120.5 . . ?
C18 C17 H17 120.5 . . ?
C17 C18 C19 120.1(5) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C18 C19 C14 120.7(4) . . ?
C18 C19 S2 115.7(4) . . ?
C14 C19 S2 123.6(4) . . ?
O6 C20 N2 125.8(5) . . ?
O6 C20 C21 121.1(5) . . ?
N2 C20 C21 113.1(5) . . ?
C20 C21 C22 115.9(5) . . ?
C20 C21 H21A 108.3 . . ?
C22 C21 H21A 108.3 . . ?
C20 C21 H21B 108.3 . . ?
C22 C21 H21B 108.3 . . ?
H21A C21 H21B 107.4 . . ?
C23 C22 C21 114.7(6) . . ?
C23 C22 H22A 108.6 . . ?
C21 C22 H22A 108.6 . . ?
C23 C22 H22B 108.6 . . ?
C21 C22 H22B 108.6 . . ?
H22A C22 H22B 107.6 . . ?
C22 C23 C24 114.9(5) . . ?
C22 C23 H23A 108.5 . . ?
C24 C23 H23A 108.5 . . ?
C22 C23 H23B 108.5 . . ?
C24 C23 H23B 108.5 . . ?
H23A C23 H23B 107.5 . . ?
O7 C24 C23 124.4(5) . . ?
O7 C24 C25 119.1(5) . . ?
C23 C24 C25 115.8(5) . . ?
O8 C25 C14 120.6(5) . . ?
O8 C25 C24 120.6(5) . . ?
C14 C25 C24 118.0(4) . . ?
S2 C26 H26A 109.5 . . ?
S2 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
S2 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C7 N1 S1 117.5(3) . . ?
C20 N2 S2 116.2(4) . . ?
O1 S1 N1 119.4(2) . . ?
O1 S1 C13 109.3(2) . . ?
N1 S1 C13 111.6(2) . . ?
O1 S1 C1 109.7(2) . . ?
N1 S1 C1 102.1(2) . . ?
C13 S1 C1 103.3(2) . . ?
O5 S2 N2 119.1(2) . . ?
O5 S2 C26 109.8(2) . . ?
N2 S2 C26 111.5(2) . . ?
O5 S2 C19 108.9(2) . . ?
N2 S2 C19 101.4(2) . . ?
C26 S2 C19 104.7(2) . . ?

_refine_diff_density_max         0.414
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.083

# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.500 0.500 331 47 ' '
2 0.467 0.033 0.381 19 1 ' '
3 0.534 0.966 0.623 20 1 ' '
_platon_squeeze_details          ?



####################################################################### 
# 
# 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_20230228_F_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2246229'
loop_
_audit_author_name
_audit_author_address
'Zhiyuan Chen'
;Zhejiang University City College
China
;
_audit_update_record             
;
2023-03-04 deposited with the CCDC.	2024-11-13 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            'C18 H13 Cl2 N O2 S'
_chemical_formula_weight         378.25

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 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

_cell_length_a                   7.6125(4)
_cell_length_b                   9.7729(6)
_cell_length_c                   21.4950(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1599.15(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9936
_cell_measurement_theta_min      4.11
_cell_measurement_theta_max      72.05

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_F_000             776
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    4.967
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.4613
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13742
_diffrn_reflns_av_unetI/netI     0.0429
_diffrn_reflns_av_R_equivalents  0.0472
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         4.113
_diffrn_reflns_theta_max         72.041
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3132
_reflns_number_gt                3071
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.720
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
 Refined as a 2-component inversion twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0394P)²+0.0618P] 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_abs_structure_details 
; 
 Refined as an inversion twin. 
;
_refine_ls_abs_structure_Flack   0.046(14)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         3132
_refine_ls_number_parameters     218
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0257
_refine_ls_R_factor_gt           0.0250
_refine_ls_wR_factor_ref         0.0628
_refine_ls_wR_factor_gt          0.0623
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_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
S1 S 0.74394(7) 0.37154(5) 0.61233(2) 0.01350(13) Uani 1 1 d . . . . .
Cl1 Cl 0.04658(7) 0.04712(6) 0.62457(2) 0.02011(14) Uani 1 1 d . . . . .
O1 O 0.8441(2) 0.31192(17) 0.56204(6) 0.0175(3) Uani 1 1 d . . . . .
N1 N 0.8281(3) 0.3758(2) 0.67847(8) 0.0169(4) Uani 1 1 d . . . . .
C1 C 0.4130(3) 0.3132(2) 0.57427(9) 0.0155(4) Uani 1 1 d . . . . .
H1 H 0.4320 0.3788 0.5424 0.019 Uiso 1 1 calc R U . . .
C2 C 0.2578(3) 0.2413(2) 0.57643(9) 0.0166(4) Uani 1 1 d . . . . .
H2 H 0.1669 0.2573 0.5470 0.020 Uiso 1 1 calc R U . . .
Cl2 Cl 0.63885(9) 0.98320(6) 0.53696(2) 0.02495(15) Uani 1 1 d . . . . .
O2 O 0.5707(2) -0.04436(18) 0.74849(7) 0.0210(4) Uani 1 1 d . . . . .
C3 C 0.2389(3) 0.1439(2) 0.62346(9) 0.0153(4) Uani 1 1 d . . . . .
C4 C 0.3653(3) 0.1185(2) 0.66794(9) 0.0163(4) Uani 1 1 d . . . . .
H4 H 0.3453 0.0511 0.6990 0.020 Uiso 1 1 calc R U . . .
C5 C 0.5248(3) 0.1927(2) 0.66732(8) 0.0143(4) Uani 1 1 d . . . . .
C6 C 0.5429(3) 0.2897(2) 0.61912(9) 0.0142(4) Uani 1 1 d . . . . .
C7 C 0.6617(3) 0.1761(2) 0.71456(9) 0.0150(4) Uani 1 1 d . . . . .
C9 C 0.7791(3) 0.0623(3) 0.81438(9) 0.0191(5) Uani 1 1 d . . . . .
H9A H 0.7118 0.0287 0.8507 0.023 Uiso 1 1 calc R U . . .
H9AB H 0.8788 -0.0011 0.8077 0.023 Uiso 1 1 calc R U . . .
C8 C 0.6608(3) 0.0585(2) 0.75734(9) 0.0157(4) Uani 1 1 d . . . . .
C10 C 0.8513(3) 0.2032(3) 0.82928(9) 0.0183(5) Uani 1 1 d . . . . .
H10A H 0.9421 0.1963 0.8621 0.022 Uiso 1 1 calc R U . . .
H10B H 0.7559 0.2631 0.8447 0.022 Uiso 1 1 calc R U . . .
C11 C 0.9310(3) 0.2635(3) 0.77028(9) 0.0185(5) Uani 1 1 d . . . . .
H11A H 0.9744 0.3570 0.7790 0.022 Uiso 1 1 calc R U . . .
H11B H 1.0322 0.2069 0.7571 0.022 Uiso 1 1 calc R U . . .
C12 C 0.7972(3) 0.2688(2) 0.71842(9) 0.0152(4) Uani 1 1 d . . . . .
C13 C 0.7074(3) 0.5449(2) 0.59277(9) 0.0152(4) Uani 1 1 d . . . . .
C14 C 0.7233(3) 0.5811(2) 0.53030(9) 0.0187(5) Uani 1 1 d . . . . .
H14 H 0.7498 0.5138 0.4998 0.022 Uiso 1 1 calc R U . . .
C15 C 0.6997(3) 0.7170(3) 0.51319(10) 0.0212(5) Uani 1 1 d . . . . .
H15 H 0.7086 0.7436 0.4708 0.025 Uiso 1 1 calc R U . . .
C16 C 0.6633(3) 0.8132(3) 0.55858(10) 0.0189(5) Uani 1 1 d . . . . .
C17 C 0.6466(3) 0.7776(2) 0.62127(10) 0.0191(4) Uani 1 1 d . . . . .
H17 H 0.6208 0.8452 0.6517 0.023 Uiso 1 1 calc R U . . .
C18 C 0.6685(3) 0.6419(2) 0.63814(9) 0.0177(4) Uani 1 1 d . . . . .
H18 H 0.6570 0.6152 0.6804 0.021 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 O1 1.4454(16) . ?
S1 N1 1.5600(17) . ?
S1 C6 1.733(2) . ?
S1 C13 1.767(2) . ?
Cl1 C3 1.743(2) . ?
N1 C12 1.374(3) . ?
C1 C2 1.375(3) . ?
C1 C6 1.400(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.396(3) . ?
C2 H2 0.9500 . ?
Cl2 C16 1.736(2) . ?
O2 C8 1.231(3) . ?
C3 C4 1.379(3) . ?
C4 C5 1.415(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.411(3) . ?
C5 C7 1.464(3) . ?
C7 C12 1.375(3) . ?
C7 C8 1.472(3) . ?
C9 C10 1.517(3) . ?
C9 C8 1.522(3) . ?
C9 H9A 0.9900 . ?
C9 H9AB 0.9900 . ?
C10 C11 1.524(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.511(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C13 C18 1.392(3) . ?
C13 C14 1.394(3) . ?
C14 C15 1.390(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.382(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.397(3) . ?
C17 C18 1.385(3) . ?
C17 H17 0.9500 . ?
C18 H18 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
O1 S1 N1 118.41(10) . . ?
O1 S1 C6 110.06(10) . . ?
N1 S1 C6 107.35(10) . . ?
O1 S1 C13 106.95(10) . . ?
N1 S1 C13 104.81(11) . . ?
C6 S1 C13 108.86(11) . . ?
C12 N1 S1 118.62(16) . . ?
C2 C1 C6 120.0(2) . . ?
C2 C1 H1 120.0 . . ?
C6 C1 H1 120.0 . . ?
C1 C2 C3 117.5(2) . . ?
C1 C2 H2 121.3 . . ?
C3 C2 H2 121.3 . . ?
C4 C3 C2 123.5(2) . . ?
C4 C3 Cl1 118.63(17) . . ?
C2 C3 Cl1 117.81(17) . . ?
C3 C4 C5 120.0(2) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 115.80(19) . . ?
C6 C5 C7 121.0(2) . . ?
C4 C5 C7 123.20(19) . . ?
C1 C6 C5 123.2(2) . . ?
C1 C6 S1 119.35(17) . . ?
C5 C6 S1 117.26(16) . . ?
C12 C7 C5 120.2(2) . . ?
C12 C7 C8 118.7(2) . . ?
C5 C7 C8 121.1(2) . . ?
C10 C9 C8 114.01(19) . . ?
C10 C9 H9A 108.8 . . ?
C8 C9 H9A 108.8 . . ?
C10 C9 H9AB 108.8 . . ?
C8 C9 H9AB 108.8 . . ?
H9A C9 H9AB 107.6 . . ?
O2 C8 C7 122.91(19) . . ?
O2 C8 C9 118.3(2) . . ?
C7 C8 C9 118.8(2) . . ?
C9 C10 C11 108.61(18) . . ?
C9 C10 H10A 110.0 . . ?
C11 C10 H10A 110.0 . . ?
C9 C10 H10B 110.0 . . ?
C11 C10 H10B 110.0 . . ?
H10A C10 H10B 108.3 . . ?
C12 C11 C10 111.06(19) . . ?
C12 C11 H11A 109.4 . . ?
C10 C11 H11A 109.4 . . ?
C12 C11 H11B 109.4 . . ?
C10 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
N1 C12 C7 126.31(19) . . ?
N1 C12 C11 111.86(19) . . ?
C7 C12 C11 121.8(2) . . ?
C18 C13 C14 121.3(2) . . ?
C18 C13 S1 121.33(16) . . ?
C14 C13 S1 117.32(18) . . ?
C15 C14 C13 119.1(2) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
C16 C15 C14 119.2(2) . . ?
C16 C15 H15 120.4 . . ?
C14 C15 H15 120.4 . . ?
C15 C16 C17 122.0(2) . . ?
C15 C16 Cl2 118.90(17) . . ?
C17 C16 Cl2 119.10(18) . . ?
C18 C17 C16 118.6(2) . . ?
C18 C17 H17 120.7 . . ?
C16 C17 H17 120.7 . . ?
C17 C18 C13 119.65(19) . . ?
C17 C18 H18 120.2 . . ?
C13 C18 H18 120.2 . . ?

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
O1 S1 N1 C12 -91.68(19) . . . . ?
C6 S1 N1 C12 33.6(2) . . . . ?
C13 S1 N1 C12 149.25(18) . . . . ?
C6 C1 C2 C3 -1.5(3) . . . . ?
C1 C2 C3 C4 1.3(3) . . . . ?
C1 C2 C3 Cl1 -177.31(16) . . . . ?
C2 C3 C4 C5 -0.2(3) . . . . ?
Cl1 C3 C4 C5 178.32(16) . . . . ?
C3 C4 C5 C6 -0.5(3) . . . . ?
C3 C4 C5 C7 177.1(2) . . . . ?
C2 C1 C6 C5 0.9(3) . . . . ?
C2 C1 C6 S1 175.12(16) . . . . ?
C4 C5 C6 C1 0.2(3) . . . . ?
C7 C5 C6 C1 -177.5(2) . . . . ?
C4 C5 C6 S1 -174.20(15) . . . . ?
C7 C5 C6 S1 8.2(3) . . . . ?
O1 S1 C6 C1 -72.7(2) . . . . ?
N1 S1 C6 C1 157.20(18) . . . . ?
C13 S1 C6 C1 44.3(2) . . . . ?
O1 S1 C6 C5 101.93(17) . . . . ?
N1 S1 C6 C5 -28.2(2) . . . . ?
C13 S1 C6 C5 -141.15(16) . . . . ?
C6 C5 C7 C12 10.1(3) . . . . ?
C4 C5 C7 C12 -167.4(2) . . . . ?
C6 C5 C7 C8 -167.91(19) . . . . ?
C4 C5 C7 C8 14.6(3) . . . . ?
C12 C7 C8 O2 -162.8(2) . . . . ?
C5 C7 C8 O2 15.2(3) . . . . ?
C12 C7 C8 C9 15.8(3) . . . . ?
C5 C7 C8 C9 -166.14(19) . . . . ?
C10 C9 C8 O2 -166.6(2) . . . . ?
C10 C9 C8 C7 14.7(3) . . . . ?
C8 C9 C10 C11 -50.1(3) . . . . ?
C9 C10 C11 C12 56.9(3) . . . . ?
S1 N1 C12 C7 -20.1(3) . . . . ?
S1 N1 C12 C11 160.95(16) . . . . ?
C5 C7 C12 N1 -5.0(3) . . . . ?
C8 C7 C12 N1 173.0(2) . . . . ?
C5 C7 C12 C11 173.9(2) . . . . ?
C8 C7 C12 C11 -8.1(3) . . . . ?
C10 C11 C12 N1 149.8(2) . . . . ?
C10 C11 C12 C7 -29.2(3) . . . . ?
O1 S1 C13 C18 -158.26(19) . . . . ?
N1 S1 C13 C18 -31.7(2) . . . . ?
C6 S1 C13 C18 82.9(2) . . . . ?
O1 S1 C13 C14 20.2(2) . . . . ?
N1 S1 C13 C14 146.74(18) . . . . ?
C6 S1 C13 C14 -98.66(19) . . . . ?
C18 C13 C14 C15 0.0(4) . . . . ?
S1 C13 C14 C15 -178.45(18) . . . . ?
C13 C14 C15 C16 0.8(4) . . . . ?
C14 C15 C16 C17 -1.0(4) . . . . ?
C14 C15 C16 Cl2 178.63(19) . . . . ?
C15 C16 C17 C18 0.4(4) . . . . ?
Cl2 C16 C17 C18 -179.23(19) . . . . ?
C16 C17 C18 C13 0.4(4) . . . . ?
C14 C13 C18 C17 -0.6(4) . . . . ?
S1 C13 C18 C17 177.80(18) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C17 H17 O2 0.95 2.37 3.292(3) 162.2 1_565
C11 H11A Cl1 0.99 2.79 3.581(2) 137.4 3_656
C9 H9AB N1 0.99 2.55 3.505(3) 161.5 3_746
C4 H4 O2 0.95 2.22 2.824(3) 120.2 .
C2 H2 O1 0.95 2.53 3.238(3) 131.0 1_455
C17 H17 O2 0.95 2.37 3.292(3) 162.2 1_565
C11 H11A Cl1 0.99 2.79 3.581(2) 137.4 3_656
C9 H9AB N1 0.99 2.55 3.505(3) 161.5 3_746
C4 H4 O2 0.95 2.22 2.824(3) 120.2 .
C2 H2 O1 0.95 2.53 3.238(3) 131.0 1_455

_refine_diff_density_max         0.182
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.054



####################################################################### 
# 
# 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_20230228_hg_xyp0243_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2246232'
loop_
_audit_author_name
_audit_author_address
'Zhiyuan Chen'
;Zhejiang University City College
China
;
_audit_update_record             
;
2023-03-04 deposited with the CCDC.	2024-11-13 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            'C13 H9 N O2 S'
_chemical_formula_weight         243.27

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 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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'

_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                   7.6013(5)
_cell_length_b                   23.9490(16)
_cell_length_c                   12.1401(8)
_cell_angle_alpha                90
_cell_angle_beta                 92.361(3)
_cell_angle_gamma                90
_cell_volume                     2208.2(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9965
_cell_measurement_theta_min      3.69
_cell_measurement_theta_max      72.06

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.464
_exptl_crystal_F_000             1008
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    2.509
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.5117
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24358
_diffrn_reflns_av_unetI/netI     0.0398
_diffrn_reflns_av_R_equivalents  0.0578
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.691
_diffrn_reflns_theta_max         72.316
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             4321
_reflns_number_gt                3788
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_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)+(0.0620P)²+0.5715P] 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         4321
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0331
_refine_ls_wR_factor_ref         0.0983
_refine_ls_wR_factor_gt          0.0910
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.007
_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
O1 O 0.41161(17) 0.38324(5) 1.03568(10) 0.0302(3) Uani 1 1 d . . . . .
N1 N 0.40436(19) 0.38216(6) 0.82188(11) 0.0245(3) Uani 1 1 d . . . . .
S1 S 0.31626(5) 0.36966(2) 0.93367(3) 0.02020(12) Uani 1 1 d . . . . .
C1 C 0.2159(2) 0.25857(6) 0.99076(12) 0.0198(3) Uani 1 1 d . . . . .
H1 H 0.1704 0.2695 1.0592 0.024 Uiso 1 1 calc R U . . .
C2 C 0.2200(2) 0.20315(6) 0.95820(13) 0.0222(3) Uani 1 1 d . . . . .
H2 H 0.1768 0.1751 1.0055 0.027 Uiso 1 1 calc R U . . .
S2 S 0.22615(5) 0.39605(2) 0.38582(3) 0.01801(11) Uani 1 1 d . . . . .
N2 N 0.14750(18) 0.39766(5) 0.50297(10) 0.0210(3) Uani 1 1 d . . . . .
O2 O 0.49425(16) 0.33113(5) 0.67325(9) 0.0292(3) Uani 1 1 d . . . . .
O3 O 0.06863(16) 0.33365(5) 0.63294(9) 0.0273(3) Uani 1 1 d . . . . .
C3 C 0.2869(2) 0.18771(6) 0.85654(13) 0.0235(3) Uani 1 1 d . . . . .
H3 H 0.2873 0.1495 0.8357 0.028 Uiso 1 1 calc R U . . .
C4 C 0.3525(2) 0.22768(7) 0.78591(12) 0.0219(3) Uani 1 1 d . . . . .
H4 H 0.3979 0.2172 0.7171 0.026 Uiso 1 1 calc R U . . .
O4 O 0.11986(16) 0.41799(5) 0.29429(9) 0.0291(3) Uani 1 1 d . . . . .
C5 C 0.3502(2) 0.28307(6) 0.81833(12) 0.0197(3) Uani 1 1 d . . . . .
C6 C 0.4239(2) 0.33356(6) 0.76147(12) 0.0214(3) Uani 1 1 d . . . . .
C7 C 0.2816(2) 0.29721(6) 0.91836(12) 0.0178(3) Uani 1 1 d . . . . .
C8 C 0.1099(2) 0.40298(6) 0.93330(13) 0.0204(3) Uani 1 1 d . . . . .
C9 C 0.0225(2) 0.41643(6) 0.83377(13) 0.0226(3) Uani 1 1 d . . . . .
H9 H 0.0756 0.4097 0.7655 0.027 Uiso 1 1 calc R U . . .
C10 C -0.1444(2) 0.44006(7) 0.83684(14) 0.0276(3) Uani 1 1 d . . . . .
H10 H -0.2062 0.4498 0.7700 0.033 Uiso 1 1 calc R U . . .
C11 C -0.2209(2) 0.44943(7) 0.93672(15) 0.0306(4) Uani 1 1 d . . . . .
H11 H -0.3351 0.4654 0.9379 0.037 Uiso 1 1 calc R U . . .
C12 C -0.1321(3) 0.43567(7) 1.03486(15) 0.0340(4) Uani 1 1 d . . . . .
H12 H -0.1860 0.4422 1.1029 0.041 Uiso 1 1 calc R U . . .
C13 C 0.0353(3) 0.41241(7) 1.03450(14) 0.0285(4) Uani 1 1 d . . . . .
H13 H 0.0973 0.4032 1.1016 0.034 Uiso 1 1 calc R U . . .
C14 C 0.3351(2) 0.29298(7) 0.29054(12) 0.0230(3) Uani 1 1 d . . . . .
H14 H 0.3764 0.3102 0.2261 0.028 Uiso 1 1 calc R U . . .
C15 C 0.3400(2) 0.23528(7) 0.30534(14) 0.0277(4) Uani 1 1 d . . . . .
H15 H 0.3852 0.2122 0.2495 0.033 Uiso 1 1 calc R U . . .
C16 C 0.2796(2) 0.21100(7) 0.40114(15) 0.0279(4) Uani 1 1 d . . . . .
H16 H 0.2854 0.1716 0.4094 0.034 Uiso 1 1 calc R U . . .
C17 C 0.2112(2) 0.24302(6) 0.48487(13) 0.0235(3) Uani 1 1 d . . . . .
H17 H 0.1697 0.2261 0.5497 0.028 Uiso 1 1 calc R U . . .
C18 C 0.20549(19) 0.30039(6) 0.47048(11) 0.0184(3) Uani 1 1 d . . . . .
C19 C 0.1329(2) 0.34412(6) 0.54522(12) 0.0191(3) Uani 1 1 d . . . . .
C20 C 0.2664(2) 0.32373(6) 0.37524(12) 0.0173(3) Uani 1 1 d . . . . .
C21 C 0.4312(2) 0.43016(6) 0.38927(12) 0.0195(3) Uani 1 1 d . . . . .
C22 C 0.5400(2) 0.42697(6) 0.48403(12) 0.0200(3) Uani 1 1 d . . . . .
H22 H 0.5019 0.4088 0.5484 0.024 Uiso 1 1 calc R U . . .
C23 C 0.7060(2) 0.45108(6) 0.48180(14) 0.0248(3) Uani 1 1 d . . . . .
H23 H 0.7847 0.4483 0.5444 0.030 Uiso 1 1 calc R U . . .
C24 C 0.7574(2) 0.47929(6) 0.38826(15) 0.0290(4) Uani 1 1 d . . . . .
H24 H 0.8707 0.4960 0.3878 0.035 Uiso 1 1 calc R U . . .
C25 C 0.6452(3) 0.48327(6) 0.29570(14) 0.0293(4) Uani 1 1 d . . . . .
H25 H 0.6807 0.5035 0.2331 0.035 Uiso 1 1 calc R U . . .
C26 C 0.4808(2) 0.45773(6) 0.29423(13) 0.0250(3) Uani 1 1 d . . . . .
H26 H 0.4044 0.4590 0.2303 0.030 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 S1 1.4459(12) . ?
N1 C6 1.387(2) . ?
N1 S1 1.5668(13) . ?
S1 C8 1.7601(17) . ?
S1 C7 1.7637(15) . ?
C1 C7 1.383(2) . ?
C1 C2 1.386(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.404(2) . ?
C2 H2 0.9500 . ?
S2 O4 1.4455(12) . ?
S2 N2 1.5657(12) . ?
S2 C21 1.7585(16) . ?
S2 C20 1.7642(15) . ?
N2 C19 1.387(2) . ?
O2 C6 1.2178(19) . ?
O3 C19 1.2161(19) . ?
C3 C4 1.391(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.384(2) . ?
C4 H4 0.9500 . ?
C5 C7 1.383(2) . ?
C5 C6 1.512(2) . ?
C8 C9 1.392(2) . ?
C8 C13 1.392(2) . ?
C9 C10 1.391(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.384(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.385(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.389(3) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C20 1.384(2) . ?
C14 C15 1.394(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.395(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.391(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.385(2) . ?
C17 H17 0.9500 . ?
C18 C20 1.381(2) . ?
C18 C19 1.5052(19) . ?
C21 C22 1.391(2) . ?
C21 C26 1.395(2) . ?
C22 C23 1.389(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.391(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.386(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.391(3) . ?
C25 H25 0.9500 . ?
C26 H26 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
C6 N1 S1 110.90(10) . . ?
O1 S1 N1 118.81(8) . . ?
O1 S1 C8 108.39(8) . . ?
N1 S1 C8 108.90(7) . . ?
O1 S1 C7 112.28(7) . . ?
N1 S1 C7 99.44(7) . . ?
C8 S1 C7 108.45(7) . . ?
C7 C1 C2 116.53(13) . . ?
C7 C1 H1 121.7 . . ?
C2 C1 H1 121.7 . . ?
C1 C2 C3 121.08(14) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 H2 119.5 . . ?
O4 S2 N2 117.84(7) . . ?
O4 S2 C21 108.43(7) . . ?
N2 S2 C21 109.76(7) . . ?
O4 S2 C20 113.20(7) . . ?
N2 S2 C20 99.45(7) . . ?
C21 S2 C20 107.56(7) . . ?
C19 N2 S2 110.64(10) . . ?
C4 C3 C2 120.85(14) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C5 C4 C3 118.36(14) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
C7 C5 C4 119.61(13) . . ?
C7 C5 C6 111.44(13) . . ?
C4 C5 C6 128.86(13) . . ?
O2 C6 N1 124.45(14) . . ?
O2 C6 C5 123.22(14) . . ?
N1 C6 C5 112.33(12) . . ?
C5 C7 C1 123.57(14) . . ?
C5 C7 S1 105.85(10) . . ?
C1 C7 S1 130.34(11) . . ?
C9 C8 C13 122.10(16) . . ?
C9 C8 S1 120.01(11) . . ?
C13 C8 S1 117.81(13) . . ?
C10 C9 C8 118.27(14) . . ?
C10 C9 H9 120.9 . . ?
C8 C9 H9 120.9 . . ?
C11 C10 C9 120.38(17) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C10 C11 C12 120.51(17) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C11 C12 C13 120.44(15) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C12 C13 C8 118.30(17) . . ?
C12 C13 H13 120.9 . . ?
C8 C13 H13 120.9 . . ?
C20 C14 C15 116.15(14) . . ?
C20 C14 H14 121.9 . . ?
C15 C14 H14 121.9 . . ?
C14 C15 C16 120.84(14) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C17 C16 C15 121.68(15) . . ?
C17 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C18 C17 C16 117.72(15) . . ?
C18 C17 H17 121.1 . . ?
C16 C17 H17 121.1 . . ?
C20 C18 C17 119.81(13) . . ?
C20 C18 C19 111.51(13) . . ?
C17 C18 C19 128.64(13) . . ?
O3 C19 N2 123.75(14) . . ?
O3 C19 C18 123.70(14) . . ?
N2 C19 C18 112.55(12) . . ?
C18 C20 C14 123.78(14) . . ?
C18 C20 S2 105.74(10) . . ?
C14 C20 S2 130.40(12) . . ?
C22 C21 C26 122.57(15) . . ?
C22 C21 S2 119.37(11) . . ?
C26 C21 S2 118.01(13) . . ?
C23 C22 C21 118.09(14) . . ?
C23 C22 H22 121.0 . . ?
C21 C22 H22 121.0 . . ?
C22 C23 C24 120.27(17) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 H23 119.9 . . ?
C25 C24 C23 120.72(16) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C24 C25 C26 120.19(15) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C25 C26 C21 118.09(16) . . ?
C25 C26 H26 121.0 . . ?
C21 C26 H26 121.0 . . ?

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 S1 O1 119.96(12) . . . . ?
C6 N1 S1 C8 -115.37(12) . . . . ?
C6 N1 S1 C7 -2.05(13) . . . . ?
C7 C1 C2 C3 -0.3(2) . . . . ?
O4 S2 N2 C19 119.30(12) . . . . ?
C21 S2 N2 C19 -115.97(12) . . . . ?
C20 S2 N2 C19 -3.34(13) . . . . ?
C1 C2 C3 C4 0.6(3) . . . . ?
C2 C3 C4 C5 -0.1(2) . . . . ?
C3 C4 C5 C7 -0.7(2) . . . . ?
C3 C4 C5 C6 175.37(15) . . . . ?
S1 N1 C6 O2 -177.31(13) . . . . ?
S1 N1 C6 C5 1.83(17) . . . . ?
C7 C5 C6 O2 178.56(15) . . . . ?
C4 C5 C6 O2 2.2(3) . . . . ?
C7 C5 C6 N1 -0.59(19) . . . . ?
C4 C5 C6 N1 -176.93(16) . . . . ?
C4 C5 C7 C1 1.0(2) . . . . ?
C6 C5 C7 C1 -175.69(14) . . . . ?
C4 C5 C7 S1 175.96(13) . . . . ?
C6 C5 C7 S1 -0.76(15) . . . . ?
C2 C1 C7 C5 -0.5(2) . . . . ?
C2 C1 C7 S1 -174.09(12) . . . . ?
O1 S1 C7 C5 -124.93(11) . . . . ?
N1 S1 C7 C5 1.66(12) . . . . ?
C8 S1 C7 C5 115.34(11) . . . . ?
O1 S1 C7 C1 49.52(18) . . . . ?
N1 S1 C7 C1 176.11(16) . . . . ?
C8 S1 C7 C1 -70.21(17) . . . . ?
O1 S1 C8 C9 153.86(12) . . . . ?
N1 S1 C8 C9 23.28(14) . . . . ?
C7 S1 C8 C9 -83.99(13) . . . . ?
O1 S1 C8 C13 -29.39(14) . . . . ?
N1 S1 C8 C13 -159.97(12) . . . . ?
C7 S1 C8 C13 92.75(13) . . . . ?
C13 C8 C9 C10 0.0(2) . . . . ?
S1 C8 C9 C10 176.65(12) . . . . ?
C8 C9 C10 C11 -0.4(2) . . . . ?
C9 C10 C11 C12 0.3(2) . . . . ?
C10 C11 C12 C13 0.2(3) . . . . ?
C11 C12 C13 C8 -0.5(3) . . . . ?
C9 C8 C13 C12 0.4(2) . . . . ?
S1 C8 C13 C12 -176.25(13) . . . . ?
C20 C14 C15 C16 -0.4(2) . . . . ?
C14 C15 C16 C17 0.5(3) . . . . ?
C15 C16 C17 C18 -0.3(3) . . . . ?
C16 C17 C18 C20 0.1(2) . . . . ?
C16 C17 C18 C19 177.59(15) . . . . ?
S2 N2 C19 O3 -176.73(13) . . . . ?
S2 N2 C19 C18 3.27(17) . . . . ?
C20 C18 C19 O3 178.54(15) . . . . ?
C17 C18 C19 O3 0.9(3) . . . . ?
C20 C18 C19 N2 -1.45(19) . . . . ?
C17 C18 C19 N2 -179.08(16) . . . . ?
C17 C18 C20 C14 -0.1(2) . . . . ?
C19 C18 C20 C14 -177.98(14) . . . . ?
C17 C18 C20 S2 177.06(12) . . . . ?
C19 C18 C20 S2 -0.81(15) . . . . ?
C15 C14 C20 C18 0.3(2) . . . . ?
C15 C14 C20 S2 -176.16(13) . . . . ?
O4 S2 C20 C18 -123.46(11) . . . . ?
N2 S2 C20 C18 2.44(12) . . . . ?
C21 S2 C20 C18 116.78(11) . . . . ?
O4 S2 C20 C14 53.45(17) . . . . ?
N2 S2 C20 C14 179.35(15) . . . . ?
C21 S2 C20 C14 -66.31(17) . . . . ?
O4 S2 C21 C22 164.08(11) . . . . ?
N2 S2 C21 C22 34.07(13) . . . . ?
C20 S2 C21 C22 -73.18(13) . . . . ?
O4 S2 C21 C26 -18.35(14) . . . . ?
N2 S2 C21 C26 -148.35(12) . . . . ?
C20 S2 C21 C26 104.40(12) . . . . ?
C26 C21 C22 C23 -1.8(2) . . . . ?
S2 C21 C22 C23 175.70(11) . . . . ?
C21 C22 C23 C24 2.4(2) . . . . ?
C22 C23 C24 C25 -0.7(2) . . . . ?
C23 C24 C25 C26 -1.7(2) . . . . ?
C24 C25 C26 C21 2.3(2) . . . . ?
C22 C21 C26 C25 -0.6(2) . . . . ?
S2 C21 C26 C25 -178.05(11) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C9 H9 O3 0.95 2.43 3.1730(18) 135.0 .
C13 H13 O4 0.95 2.37 3.196(2) 145.7 1_556
C22 H22 O2 0.95 2.40 3.2759(18) 152.8 .
C9 H9 O3 0.95 2.43 3.1730(18) 135.0 .
C13 H13 O4 0.95 2.37 3.196(2) 145.7 1_556
C22 H22 O2 0.95 2.40 3.2759(18) 152.8 .

_refine_diff_density_max         0.339
_refine_diff_density_min         -0.512
_refine_diff_density_rms         0.078



