# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_UPC-H7
_database_code_depnum_ccdc_archive 'CCDC 1984228'
loop_
_audit_author_name
_audit_author_address
'yijie Wang' 'China University of Petroleum (East China)'
_audit_update_record             
;
2020-02-15 deposited with the CCDC.	2020-11-06 downloaded from the CCDC.
;
_audit_creation_date             2020-02-02
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        UPC-H7
_chemical_formula_moiety         'C14 H12 N2 O6 S2, 2(C4 H12 N)'
_chemical_formula_sum            'C22 H36 N4 O6 S2'
_chemical_formula_weight         516.67
_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 0.0181 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'

_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   9.7754(3)
_cell_length_b                   12.5427(4)
_cell_length_c                   22.3714(7)
_cell_angle_alpha                90
_cell_angle_beta                 96.082(3)
_cell_angle_gamma                90
_cell_volume                     2727.52(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5036
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      69.8950
_cell_measurement_theta_min      3.9930
_shelx_estimated_absorpt_T_max   0.816
_shelx_estimated_absorpt_T_min   0.676
_exptl_absorpt_coefficient_mu    2.120
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1104
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0231
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            9950
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.162
_diffrn_reflns_theta_min         3.974
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4410
_reflns_number_total             5070
_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 2013/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.552
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         5070
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0791
_refine_ls_R_factor_gt           0.0693
_refine_ls_restrained_S_all      1.085
_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)+(0.0761P)²+4.7934P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1946
_refine_ls_wR_factor_ref         0.1996
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Me refined with riding coordinates:
 C17(H17A,H17B,H17C), C16(H16A,H16B,H16C), C15(H15A,H15B,H15C), C22(H22A,H22B,
 H22C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C19(H19A,H19B,H19C), C18(H18A,
 H18B,H18C)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C13(H13), C7(H7), C8(H8), C10(H10), C2(H2), C11(H11), C3(H3)
2.c X=CH2 refined with riding coordinates:
 N2(H2A,H2B), N1(H1A,H1B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.79869(9) 0.89668(7) 0.07186(4) 0.0472(3) Uani 1 1 d . . . . .
O6 O 1.1247(3) 1.0465(2) 0.36800(15) 0.0642(8) Uani 1 1 d . . . . .
S2 S 1.20792(9) 0.95065(7) 0.36789(4) 0.0457(3) Uani 1 1 d . . . . .
C5 C 1.0886(3) 0.8431(3) 0.35417(16) 0.0409(7) Uani 1 1 d . . . . .
O3 O 0.7670(3) 0.9146(3) 0.00805(13) 0.0693(9) Uani 1 1 d . . . . .
C9 C 0.9213(4) 1.0245(3) 0.16361(15) 0.0420(8) Uani 1 1 d . . . . .
O5 O 1.2838(3) 0.9296(2) 0.42597(14) 0.0676(9) Uani 1 1 d . . . . .
C14 C 0.8840(3) 1.0133(3) 0.10154(15) 0.0391(7) Uani 1 1 d . . . . .
C12 C 0.9818(4) 1.1843(3) 0.08004(17) 0.0464(8) Uani 1 1 d . . . . .
O4 O 1.2961(3) 0.9479(3) 0.31980(14) 0.0662(8) Uani 1 1 d . . . . .
C4 C 1.0902(4) 0.7624(3) 0.39668(17) 0.0466(8) Uani 1 1 d . . . . .
H4 H 1.1567 0.7644 0.4309 0.056 Uiso 1 1 calc R U . . .
C13 C 0.9147(4) 1.0908(3) 0.06101(16) 0.0447(8) Uani 1 1 d . . . . .
H13 H 0.8895 1.0797 0.0193 0.054 Uiso 1 1 calc R U . . .
O2 O 0.8962(3) 0.8110(2) 0.08466(14) 0.0669(8) Uani 1 1 d . . . . .
C6 C 0.9916(4) 0.8433(3) 0.30273(15) 0.0431(8) Uani 1 1 d . . . . .
O1 O 0.6762(3) 0.8860(3) 0.10221(16) 0.0735(9) Uani 1 1 d . . . . .
C7 C 0.9911(4) 0.9276(3) 0.25707(16) 0.0473(8) Uani 1 1 d . . . . .
H7 H 1.0609 0.9803 0.2641 0.057 Uiso 1 1 calc R U . . .
C8 C 0.9060(4) 0.9397(3) 0.20745(16) 0.0451(8) Uani 1 1 d . . . . .
H8 H 0.8316 0.8911 0.1999 0.054 Uiso 1 1 calc R U . . .
N3 N 1.2742(4) 0.9758(3) 0.59381(19) 0.0708(11) Uani 1 1 d . . . . .
C10 C 0.9856(4) 1.1205(3) 0.18164(17) 0.0524(9) Uani 1 1 d . . . . .
H10 H 1.0093 1.1325 0.2234 0.063 Uiso 1 1 calc R U . . .
C1 C 0.9967(4) 0.6788(3) 0.39027(19) 0.0525(9) Uani 1 1 d . . . . .
C2 C 0.8992(4) 0.6791(3) 0.3397(2) 0.0579(10) Uani 1 1 d . . . . .
H2 H 0.8329 0.6235 0.3345 0.070 Uiso 1 1 calc R U . . .
N2 N 1.0114(4) 1.2612(3) 0.03889(16) 0.0591(9) Uani 1 1 d . . . . .
H2A H 0.9876 1.2511 0.0003 0.071 Uiso 1 1 calc R U . . .
H2B H 1.0539 1.3202 0.0514 0.071 Uiso 1 1 calc R U . . .
C11 C 1.0163(4) 1.1990(3) 0.14147(18) 0.0526(9) Uani 1 1 d . . . . .
H11 H 1.0609 1.2627 0.1559 0.063 Uiso 1 1 calc R U . . .
N1 N 0.9975(4) 0.6005(3) 0.4334(2) 0.0809(14) Uani 1 1 d . . . . .
H1A H 1.0578 0.6030 0.4655 0.097 Uiso 1 1 calc R U . . .
H1B H 0.9378 0.5478 0.4288 0.097 Uiso 1 1 calc R U . . .
C3 C 0.8983(4) 0.7585(3) 0.29751(18) 0.0554(10) Uani 1 1 d . . . . .
H3 H 0.8316 0.7558 0.2634 0.066 Uiso 1 1 calc R U . . .
C17 C 1.4061(5) 0.9503(4) 0.5706(2) 0.0704(12) Uani 1 1 d . . . . .
H17A H 1.4362 0.8790 0.5842 0.106 Uiso 1 1 calc R U . . .
H17B H 1.4756 1.0029 0.5857 0.106 Uiso 1 1 calc R U . . .
H17C H 1.3942 0.9522 0.5266 0.106 Uiso 1 1 calc R U . . .
C16 C 1.1673(6) 0.9038(6) 0.5637(4) 0.129(3) Uani 1 1 d . . . . .
H16A H 1.1904 0.8297 0.5744 0.194 Uiso 1 1 calc R U . . .
H16B H 1.1635 0.9127 0.5200 0.194 Uiso 1 1 calc R U . . .
H16C H 1.0776 0.9216 0.5769 0.194 Uiso 1 1 calc R U . . .
C15 C 1.2298(9) 1.0857(5) 0.5765(5) 0.149(4) Uani 1 1 d . . . . .
H15A H 1.2952 1.1370 0.5964 0.223 Uiso 1 1 calc R U . . .
H15B H 1.1381 1.0988 0.5890 0.223 Uiso 1 1 calc R U . . .
H15C H 1.2267 1.0938 0.5328 0.223 Uiso 1 1 calc R U . . .
N4 N 1.1938(4) 1.3331(3) 0.3507(2) 0.0707(10) Uani 1 1 d . . . . .
C22 C 1.2967(6) 1.2676(5) 0.3215(4) 0.107(2) Uani 1 1 d . . . . .
H22A H 1.2712 1.1921 0.3227 0.161 Uiso 1 1 calc R U . . .
H22B H 1.3883 1.2777 0.3432 0.161 Uiso 1 1 calc R U . . .
H22C H 1.2979 1.2901 0.2797 0.161 Uiso 1 1 calc R U . . .
C20 C 1.0602(6) 1.3141(7) 0.3168(3) 0.107(2) Uani 1 1 d . . . . .
H20A H 1.0358 1.2386 0.3198 0.161 Uiso 1 1 calc R U . . .
H20B H 1.0647 1.3328 0.2745 0.161 Uiso 1 1 calc R U . . .
H20C H 0.9904 1.3581 0.3333 0.161 Uiso 1 1 calc R U . . .
C21 C 1.2332(9) 1.4482(5) 0.3484(4) 0.124(3) Uani 1 1 d . . . . .
H21A H 1.1657 1.4915 0.3669 0.187 Uiso 1 1 calc R U . . .
H21B H 1.2351 1.4701 0.3064 0.187 Uiso 1 1 calc R U . . .
H21C H 1.3245 1.4585 0.3703 0.187 Uiso 1 1 calc R U . . .
C19 C 1.1846(10) 1.3003(6) 0.4131(3) 0.131(3) Uani 1 1 d . . . . .
H19A H 1.1561 1.2255 0.4140 0.196 Uiso 1 1 calc R U . . .
H19B H 1.1169 1.3449 0.4306 0.196 Uiso 1 1 calc R U . . .
H19C H 1.2747 1.3087 0.4364 0.196 Uiso 1 1 calc R U . . .
C18 C 1.2800(14) 0.9587(12) 0.6573(4) 0.225(7) Uani 1 1 d . . . . .
H18A H 1.3133 0.8864 0.6669 0.337 Uiso 1 1 calc R U . . .
H18B H 1.1878 0.9673 0.6702 0.337 Uiso 1 1 calc R U . . .
H18C H 1.3427 1.0106 0.6783 0.337 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 O3 1.446(3) . ?
S1 C14 1.777(3) . ?
S1 O2 1.445(3) . ?
S1 O1 1.444(3) . ?
O6 S2 1.452(3) . ?
S2 C5 1.788(3) . ?
S2 O5 1.451(3) . ?
S2 O4 1.449(3) . ?
C5 C4 1.388(5) . ?
C5 C6 1.411(5) . ?
C9 C14 1.405(5) . ?
C9 C8 1.465(5) . ?
C9 C10 1.397(5) . ?
C14 C13 1.383(5) . ?
C12 C13 1.388(5) . ?
C12 N2 1.385(5) . ?
C12 C11 1.392(5) . ?
C4 H4 0.9500 . ?
C4 C1 1.389(5) . ?
C13 H13 0.9500 . ?
C6 C7 1.470(5) . ?
C6 C3 1.398(5) . ?
C7 H7 0.9500 . ?
C7 C8 1.323(5) . ?
C8 H8 0.9500 . ?
N3 C17 1.476(6) . ?
N3 C16 1.487(8) . ?
N3 C15 1.484(7) . ?
N3 C18 1.432(9) . ?
C10 H10 0.9500 . ?
C10 C11 1.387(5) . ?
C1 C2 1.400(5) . ?
C1 N1 1.376(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.371(6) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
C11 H11 0.9500 . ?
N1 H1A 0.8800 . ?
N1 H1B 0.8800 . ?
C3 H3 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
N4 C22 1.500(7) . ?
N4 C20 1.458(7) . ?
N4 C21 1.497(7) . ?
N4 C19 1.467(7) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 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
O3 S1 C14 106.50(17) . . ?
O2 S1 O3 112.3(2) . . ?
O2 S1 C14 105.36(17) . . ?
O1 S1 O3 112.1(2) . . ?
O1 S1 C14 106.29(18) . . ?
O1 S1 O2 113.6(2) . . ?
O6 S2 C5 105.62(17) . . ?
O5 S2 O6 112.5(2) . . ?
O5 S2 C5 106.21(17) . . ?
O4 S2 O6 113.5(2) . . ?
O4 S2 C5 106.47(18) . . ?
O4 S2 O5 111.9(2) . . ?
C4 C5 S2 118.2(3) . . ?
C4 C5 C6 121.2(3) . . ?
C6 C5 S2 120.5(3) . . ?
C14 C9 C8 123.7(3) . . ?
C10 C9 C14 115.6(3) . . ?
C10 C9 C8 120.5(3) . . ?
C9 C14 S1 120.9(3) . . ?
C13 C14 S1 117.3(3) . . ?
C13 C14 C9 121.7(3) . . ?
C13 C12 C11 118.1(3) . . ?
N2 C12 C13 120.6(3) . . ?
N2 C12 C11 121.2(3) . . ?
C5 C4 H4 119.3 . . ?
C5 C4 C1 121.3(3) . . ?
C1 C4 H4 119.3 . . ?
C14 C13 C12 121.4(3) . . ?
C14 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?
C5 C6 C7 121.3(3) . . ?
C3 C6 C5 116.3(3) . . ?
C3 C6 C7 122.4(3) . . ?
C6 C7 H7 115.8 . . ?
C8 C7 C6 128.3(4) . . ?
C8 C7 H7 115.8 . . ?
C9 C8 H8 118.5 . . ?
C7 C8 C9 123.0(4) . . ?
C7 C8 H8 118.5 . . ?
C17 N3 C16 107.9(4) . . ?
C17 N3 C15 110.6(4) . . ?
C15 N3 C16 105.9(6) . . ?
C18 N3 C17 111.9(6) . . ?
C18 N3 C16 108.0(8) . . ?
C18 N3 C15 112.2(7) . . ?
C9 C10 H10 118.4 . . ?
C11 C10 C9 123.1(3) . . ?
C11 C10 H10 118.4 . . ?
C4 C1 C2 117.8(3) . . ?
N1 C1 C4 120.8(4) . . ?
N1 C1 C2 121.4(4) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 C1 120.8(4) . . ?
C3 C2 H2 119.6 . . ?
C12 N2 H2A 120.0 . . ?
C12 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C12 C11 H11 120.0 . . ?
C10 C11 C12 119.9(4) . . ?
C10 C11 H11 120.0 . . ?
C1 N1 H1A 120.0 . . ?
C1 N1 H1B 120.0 . . ?
H1A N1 H1B 120.0 . . ?
C6 C3 H3 118.7 . . ?
C2 C3 C6 122.6(4) . . ?
C2 C3 H3 118.7 . . ?
N3 C17 H17A 109.5 . . ?
N3 C17 H17B 109.5 . . ?
N3 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N3 C16 H16A 109.5 . . ?
N3 C16 H16B 109.5 . . ?
N3 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N3 C15 H15A 109.5 . . ?
N3 C15 H15B 109.5 . . ?
N3 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C20 N4 C22 106.9(5) . . ?
C20 N4 C21 111.0(6) . . ?
C20 N4 C19 107.9(5) . . ?
C21 N4 C22 109.1(5) . . ?
C19 N4 C22 111.8(6) . . ?
C19 N4 C21 110.1(5) . . ?
N4 C22 H22A 109.5 . . ?
N4 C22 H22B 109.5 . . ?
N4 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N4 C20 H20A 109.5 . . ?
N4 C20 H20B 109.5 . . ?
N4 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N4 C21 H21A 109.5 . . ?
N4 C21 H21B 109.5 . . ?
N4 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N4 C19 H19A 109.5 . . ?
N4 C19 H19B 109.5 . . ?
N4 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N3 C18 H18A 109.5 . . ?
N3 C18 H18B 109.5 . . ?
N3 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 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
S1 C14 C13 C12 -179.7(3) . . . . ?
O6 S2 C5 C4 -121.3(3) . . . . ?
O6 S2 C5 C6 55.9(3) . . . . ?
S2 C5 C4 C1 177.2(3) . . . . ?
S2 C5 C6 C7 4.0(5) . . . . ?
S2 C5 C6 C3 -176.9(3) . . . . ?
C5 C4 C1 C2 -0.7(6) . . . . ?
C5 C4 C1 N1 -178.6(4) . . . . ?
C5 C6 C7 C8 -178.7(4) . . . . ?
C5 C6 C3 C2 0.2(6) . . . . ?
O3 S1 C14 C9 176.0(3) . . . . ?
O3 S1 C14 C13 -5.6(3) . . . . ?
C9 C14 C13 C12 -1.3(5) . . . . ?
C9 C10 C11 C12 0.6(7) . . . . ?
O5 S2 C5 C4 -1.7(4) . . . . ?
O5 S2 C5 C6 175.5(3) . . . . ?
C14 C9 C8 C7 147.7(4) . . . . ?
C14 C9 C10 C11 -2.5(6) . . . . ?
O4 S2 C5 C4 117.7(3) . . . . ?
O4 S2 C5 C6 -65.1(3) . . . . ?
C4 C5 C6 C7 -178.9(4) . . . . ?
C4 C5 C6 C3 0.2(5) . . . . ?
C4 C1 C2 C3 1.1(7) . . . . ?
C13 C12 C11 C10 1.0(6) . . . . ?
O2 S1 C14 C9 -64.6(3) . . . . ?
O2 S1 C14 C13 113.8(3) . . . . ?
C6 C5 C4 C1 0.1(6) . . . . ?
C6 C7 C8 C9 -176.5(4) . . . . ?
O1 S1 C14 C9 56.2(3) . . . . ?
O1 S1 C14 C13 -125.3(3) . . . . ?
C7 C6 C3 C2 179.3(4) . . . . ?
C8 C9 C14 S1 6.0(5) . . . . ?
C8 C9 C14 C13 -172.4(3) . . . . ?
C8 C9 C10 C11 172.9(4) . . . . ?
C10 C9 C14 S1 -178.9(3) . . . . ?
C10 C9 C14 C13 2.8(5) . . . . ?
C10 C9 C8 C7 -27.2(6) . . . . ?
C1 C2 C3 C6 -0.9(7) . . . . ?
N2 C12 C13 C14 -179.8(3) . . . . ?
N2 C12 C11 C10 -179.9(4) . . . . ?
C11 C12 C13 C14 -0.7(6) . . . . ?
N1 C1 C2 C3 179.0(5) . . . . ?
C3 C6 C7 C8 2.3(7) . . . . ?

_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_UPC-H8
_database_code_depnum_ccdc_archive 'CCDC 1984229'
loop_
_audit_author_name
_audit_author_address
'yijie Wang'
;China University of Petroleum (East China)
China
;
_audit_update_record             
;
2020-02-15 deposited with the CCDC.	2020-11-06 downloaded from the CCDC.
;
_audit_creation_date             2020-02-15
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        UPC-H8
_chemical_formula_moiety         'C14 H12 N2 O6 S2, 2(C4 H12 N)'
_chemical_formula_sum            'C16 H0 N11 O6 S2'
_chemical_formula_weight         506.39
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N S'
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'

_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   9.6616(3)
_cell_length_b                   12.3127(4)
_cell_length_c                   22.5851(9)
_cell_angle_alpha                90
_cell_angle_beta                 97.458(4)
_cell_angle_gamma                90
_cell_volume                     2664.00(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3458
_cell_measurement_temperature    150(3)
_cell_measurement_theta_max      68.4150
_cell_measurement_theta_min      4.0930
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.268
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84232
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1012
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_av_unetI/netI     0.0571
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            9910
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.394
_diffrn_reflns_theta_min         3.948
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -17.00  66.00   1.00    1.00    --    0.00  57.00  60.00   83
  2  ω    -61.00 -34.00   1.00    1.00    --    0.00 135.00-138.00   27
  3  ω     28.00 116.00   1.00    1.00    --   53.47  38.00-180.00   88
  4  ω     25.00  94.00   1.00    1.00    --   53.47-125.00 -90.00   69
  5  ω     38.00 123.00   1.00    1.00    --   53.47  57.00 -90.00   85
  6  ω     -6.00  50.00   1.00    1.00    --   53.47 -57.00 -60.00   56
  7  ω     35.00 107.00   1.00    1.29    --  106.95-111.00-120.00   72
  8  ω    140.00 175.00   1.00    1.29    --  106.95 111.00  30.00   35
  9  ω     85.00 177.00   1.00    1.29    --  106.95  25.00 -30.00   92
 10  ω     54.00 147.00   1.00    1.29    --  106.95 -25.00 120.00   93
 11  ω     59.00 151.00   1.00    1.29    --  106.95 178.00  90.00   92
 12  ω     53.00 107.00   1.00    1.29    --  106.95-111.00  60.00   54
 13  ω     36.00 131.00   1.00    1.29    --  106.95 -38.00  30.00   95
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0116941000
_diffrn_orient_matrix_UB_12      -0.0163385000
_diffrn_orient_matrix_UB_13      0.0681085000
_diffrn_orient_matrix_UB_21      0.0667359000
_diffrn_orient_matrix_UB_22      0.1132858000
_diffrn_orient_matrix_UB_23      0.0097281000
_diffrn_orient_matrix_UB_31      -0.1459305000
_diffrn_orient_matrix_UB_32      0.0503545000
_diffrn_orient_matrix_UB_33      0.0000707000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3949
_reflns_number_total             4988
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2013/2 (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.459
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.200
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         4988
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0929
_refine_ls_R_factor_gt           0.0715
_refine_ls_restrained_S_all      1.200
_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)+(0.0261P)²+9.5553P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1751
_refine_ls_wR_factor_ref         0.1831
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Rotating group:
 N1(H1A,H1B), N5(H5A,H5B)
2.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C11(H11), C2(H2), C3(H3), C5(H5), C12(H12), C14(H14), C15(H15)
2.c Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C18(H18A,H18B,
 H18C), C19(H19A,H19B,H19C), C1A(H1AA,H1AB,H1AC), C1B(H1BA,H1BB,H1BC), C1C(H1CA,
 H1CB,H1CC)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 0.19896(12) 0.60416(9) 0.43097(5) 0.0292(3) Uani 1 1 d . . . . .
S2 S -0.20684(12) 0.54159(9) 0.13310(5) 0.0288(3) Uani 1 1 d . . . . .
O1 O 0.2266(4) 0.5901(3) 0.49511(14) 0.0361(8) Uani 1 1 d . . . . .
O2 O -0.2820(4) 0.5620(3) 0.07433(14) 0.0377(8) Uani 1 1 d . . . . .
O3 O 0.0977(4) 0.6902(3) 0.41385(15) 0.0388(8) Uani 1 1 d . . . . .
O4 O -0.1177(4) 0.4457(3) 0.13364(15) 0.0367(8) Uani 1 1 d . . . . .
O5 O 0.3264(4) 0.6160(3) 0.40304(15) 0.0385(8) Uani 1 1 d . . . . .
O6 O -0.2965(3) 0.5404(3) 0.17989(15) 0.0388(8) Uani 1 1 d . . . . .
N1 N -0.0059(4) 0.2295(3) 0.46475(17) 0.0343(9) Uani 1 1 d . . . . .
H1A H -0.0246 0.2596 0.4974 0.041 Uiso 1 1 d R U . . .
H1B H -0.0769 0.1906 0.4501 0.041 Uiso 1 1 d R U . . .
N2 N 0.2407(4) 0.9736(3) 0.41002(18) 0.0371(9) Uani 1 1 d . . . . .
N3 N 0.6958(5) 0.6629(4) 0.34341(19) 0.0415(10) Uani 1 1 d . . . . .
C4 C -0.0895(5) 0.6526(4) 0.14908(19) 0.0264(9) Uani 1 1 d . . . . .
N5 N -0.0039(5) 0.9060(4) 0.0740(2) 0.0465(12) Uani 1 1 d . . . . .
H5A H -0.0833 0.9080 0.0512 0.056 Uiso 1 1 d R U . . .
H5B H 0.0083 0.9675 0.0926 0.056 Uiso 1 1 d R U . . .
C6 C 0.1178(4) 0.4820(4) 0.40178(19) 0.0258(9) Uani 1 1 d . . . . .
C7 C 0.0204(5) 0.3079(4) 0.4236(2) 0.0289(10) Uani 1 1 d . . . . .
C8 C 0.0107(5) 0.6517(4) 0.20037(19) 0.0296(10) Uani 1 1 d . . . . .
C9 C 0.1040(5) 0.7396(4) 0.2071(2) 0.0336(10) Uani 1 1 d . . . . .
H9 H 0.1713 0.7415 0.2405 0.040 Uiso 1 1 calc R U . . .
C10 C 0.0821(4) 0.4685(4) 0.33981(19) 0.0259(9) Uani 1 1 d . . . . .
C11 C 0.0189(5) 0.3691(4) 0.3220(2) 0.0294(10) Uani 1 1 d . . . . .
H11 H -0.0032 0.3552 0.2814 0.035 Uiso 1 1 calc R U . . .
C1 C -0.0014(5) 0.8233(4) 0.1155(2) 0.0332(10) Uani 1 1 d . . . . .
C2 C 0.0865(5) 0.4044(4) 0.4423(2) 0.0284(9) Uani 1 1 d . . . . .
H2 H 0.1102 0.4172 0.4830 0.034 Uiso 1 1 calc R U . . .
C3 C 0.0135(5) 0.5650(4) 0.24512(19) 0.0302(10) Uani 1 1 d . . . . .
H3 H -0.0525 0.5103 0.2367 0.036 Uiso 1 1 calc R U . . .
C5 C 0.0984(5) 0.5548(4) 0.29622(19) 0.0302(10) Uani 1 1 d . . . . .
H5 H 0.1711 0.6042 0.3047 0.036 Uiso 1 1 calc R U . . .
C12 C -0.0954(5) 0.7373(4) 0.1079(2) 0.0295(10) Uani 1 1 d . . . . .
H12 H -0.1634 0.7363 0.0748 0.035 Uiso 1 1 calc R U . . .
C13 C 0.2801(7) 1.0895(4) 0.4207(3) 0.0629(19) Uani 1 1 d . . . . .
H13A H 0.2186 1.1348 0.3946 0.094 Uiso 1 1 calc R U . . .
H13B H 0.3745 1.1003 0.4129 0.094 Uiso 1 1 calc R U . . .
H13C H 0.2728 1.1079 0.4615 0.094 Uiso 1 1 calc R U . . .
C14 C 0.0999(5) 0.8231(4) 0.1664(2) 0.0357(11) Uani 1 1 d . . . . .
H14 H 0.1642 0.8795 0.1725 0.043 Uiso 1 1 calc R U . . .
C15 C -0.0121(5) 0.2910(4) 0.3623(2) 0.0323(10) Uani 1 1 d . . . . .
H15 H -0.0549 0.2267 0.3483 0.039 Uiso 1 1 calc R U . . .
C16 C 0.7350(7) 0.5458(5) 0.3386(3) 0.0584(17) Uani 1 1 d . . . . .
H16A H 0.6712 0.5015 0.3572 0.088 Uiso 1 1 calc R U . . .
H16B H 0.8281 0.5348 0.3583 0.088 Uiso 1 1 calc R U . . .
H16C H 0.7307 0.5262 0.2973 0.088 Uiso 1 1 calc R U . . .
C17 C 0.0981(5) 0.9553(4) 0.4276(2) 0.0387(12) Uani 1 1 d . . . . .
H17A H 0.0988 0.9730 0.4690 0.058 Uiso 1 1 calc R U . . .
H17B H 0.0723 0.8806 0.4212 0.058 Uiso 1 1 calc R U . . .
H17C H 0.0319 1.0008 0.4038 0.058 Uiso 1 1 calc R U . . .
C18 C 0.5503(6) 0.6807(6) 0.3145(3) 0.0558(16) Uani 1 1 d . . . . .
H18A H 0.5427 0.6593 0.2734 0.084 Uiso 1 1 calc R U . . .
H18B H 0.5270 0.7563 0.3170 0.084 Uiso 1 1 calc R U . . .
H18C H 0.4873 0.6382 0.3346 0.084 Uiso 1 1 calc R U . . .
C19 C 0.7913(6) 0.7317(5) 0.3128(3) 0.0491(14) Uani 1 1 d . . . . .
H19A H 0.8862 0.7177 0.3294 0.074 Uiso 1 1 calc R U . . .
H19B H 0.7700 0.8069 0.3182 0.074 Uiso 1 1 calc R U . . .
H19C H 0.7793 0.7150 0.2709 0.074 Uiso 1 1 calc R U . . .
C1A C 0.3447(6) 0.9040(5) 0.4466(3) 0.0517(15) Uani 1 1 d . . . . .
H1AA H 0.4362 0.9187 0.4362 0.078 Uiso 1 1 calc R U . . .
H1AB H 0.3221 0.8289 0.4390 0.078 Uiso 1 1 calc R U . . .
H1AC H 0.3431 0.9194 0.4881 0.078 Uiso 1 1 calc R U . . .
C1B C 0.7058(8) 0.6938(5) 0.4076(3) 0.0620(18) Uani 1 1 d . . . . .
H1BA H 0.6407 0.6515 0.4266 0.093 Uiso 1 1 calc R U . . .
H1BB H 0.6843 0.7695 0.4107 0.093 Uiso 1 1 calc R U . . .
H1BC H 0.7988 0.6803 0.4268 0.093 Uiso 1 1 calc R U . . .
C1C C 0.2406(8) 0.9458(7) 0.3466(3) 0.075(2) Uani 1 1 d . . . . .
H1CA H 0.1732 0.9899 0.3226 0.113 Uiso 1 1 calc R U . . .
H1CB H 0.2168 0.8706 0.3405 0.113 Uiso 1 1 calc R U . . .
H1CC H 0.3316 0.9588 0.3354 0.113 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 1.449(3) . ?
S1 O3 1.460(3) . ?
S1 O5 1.461(4) . ?
S1 C6 1.782(4) . ?
S2 O2 1.450(3) . ?
S2 O4 1.461(3) . ?
S2 O6 1.451(3) . ?
S2 C4 1.783(4) . ?
N1 H1A 0.8662 . ?
N1 H1B 0.8658 . ?
N1 C7 1.386(6) . ?
N2 C13 1.489(7) . ?
N2 C17 1.499(6) . ?
N2 C1A 1.487(7) . ?
N2 C1C 1.473(7) . ?
N3 C16 1.497(7) . ?
N3 C18 1.487(7) . ?
N3 C19 1.489(7) . ?
N3 C1B 1.489(7) . ?
C4 C8 1.410(6) . ?
C4 C12 1.393(6) . ?
N5 H5A 0.8671 . ?
N5 H5B 0.8660 . ?
N5 C1 1.382(6) . ?
C6 C10 1.407(6) . ?
C6 C2 1.384(6) . ?
C7 C2 1.390(6) . ?
C7 C15 1.396(6) . ?
C8 C9 1.404(7) . ?
C8 C3 1.468(6) . ?
C9 H9 0.9300 . ?
C9 C14 1.377(7) . ?
C10 C11 1.404(6) . ?
C10 C5 1.470(6) . ?
C11 H11 0.9300 . ?
C11 C15 1.383(6) . ?
C1 C12 1.391(6) . ?
C1 C14 1.410(7) . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C3 C5 1.333(6) . ?
C5 H5 0.9300 . ?
C12 H12 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C1A H1AA 0.9600 . ?
C1A H1AB 0.9600 . ?
C1A H1AC 0.9600 . ?
C1B H1BA 0.9600 . ?
C1B H1BB 0.9600 . ?
C1B H1BC 0.9600 . ?
C1C H1CA 0.9600 . ?
C1C H1CB 0.9600 . ?
C1C H1CC 0.9600 . ?

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 O3 112.4(2) . . ?
O1 S1 O5 112.8(2) . . ?
O1 S1 C6 106.5(2) . . ?
O3 S1 O5 112.7(2) . . ?
O3 S1 C6 105.5(2) . . ?
O5 S1 C6 106.2(2) . . ?
O2 S2 O4 111.9(2) . . ?
O2 S2 O6 113.2(2) . . ?
O2 S2 C4 106.4(2) . . ?
O4 S2 C4 105.0(2) . . ?
O6 S2 O4 113.1(2) . . ?
O6 S2 C4 106.5(2) . . ?
H1A N1 H1B 108.6 . . ?
C7 N1 H1A 110.5 . . ?
C7 N1 H1B 109.5 . . ?
C13 N2 C17 109.0(4) . . ?
C1A N2 C13 108.8(5) . . ?
C1A N2 C17 110.2(4) . . ?
C1C N2 C13 110.4(5) . . ?
C1C N2 C17 109.7(5) . . ?
C1C N2 C1A 108.8(5) . . ?
C18 N3 C16 110.1(5) . . ?
C18 N3 C19 108.6(4) . . ?
C18 N3 C1B 109.1(5) . . ?
C19 N3 C16 109.7(4) . . ?
C19 N3 C1B 110.0(5) . . ?
C1B N3 C16 109.3(5) . . ?
C8 C4 S2 120.7(3) . . ?
C12 C4 S2 117.9(3) . . ?
C12 C4 C8 121.2(4) . . ?
H5A N5 H5B 108.4 . . ?
C1 N5 H5A 111.0 . . ?
C1 N5 H5B 109.0 . . ?
C10 C6 S1 120.4(3) . . ?
C2 C6 S1 117.4(3) . . ?
C2 C6 C10 122.1(4) . . ?
N1 C7 C2 120.6(4) . . ?
N1 C7 C15 121.7(4) . . ?
C2 C7 C15 117.7(4) . . ?
C4 C8 C3 121.4(4) . . ?
C9 C8 C4 116.5(4) . . ?
C9 C8 C3 122.1(4) . . ?
C8 C9 H9 118.6 . . ?
C14 C9 C8 122.7(4) . . ?
C14 C9 H9 118.6 . . ?
C6 C10 C5 123.2(4) . . ?
C11 C10 C6 115.4(4) . . ?
C11 C10 C5 121.2(4) . . ?
C10 C11 H11 118.6 . . ?
C15 C11 C10 122.7(4) . . ?
C15 C11 H11 118.6 . . ?
N5 C1 C12 121.6(4) . . ?
N5 C1 C14 120.2(4) . . ?
C12 C1 C14 118.1(4) . . ?
C6 C2 C7 121.3(4) . . ?
C6 C2 H2 119.3 . . ?
C7 C2 H2 119.3 . . ?
C8 C3 H3 115.9 . . ?
C5 C3 C8 128.3(4) . . ?
C5 C3 H3 115.9 . . ?
C10 C5 H5 118.6 . . ?
C3 C5 C10 122.7(4) . . ?
C3 C5 H5 118.6 . . ?
C4 C12 H12 119.4 . . ?
C1 C12 C4 121.2(4) . . ?
C1 C12 H12 119.4 . . ?
N2 C13 H13A 109.5 . . ?
N2 C13 H13B 109.5 . . ?
N2 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C9 C14 C1 120.2(4) . . ?
C9 C14 H14 119.9 . . ?
C1 C14 H14 119.9 . . ?
C7 C15 H15 119.7 . . ?
C11 C15 C7 120.7(4) . . ?
C11 C15 H15 119.7 . . ?
N3 C16 H16A 109.5 . . ?
N3 C16 H16B 109.5 . . ?
N3 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N2 C17 H17A 109.5 . . ?
N2 C17 H17B 109.5 . . ?
N2 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N3 C18 H18A 109.5 . . ?
N3 C18 H18B 109.5 . . ?
N3 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N3 C19 H19A 109.5 . . ?
N3 C19 H19B 109.5 . . ?
N3 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N2 C1A H1AA 109.5 . . ?
N2 C1A H1AB 109.5 . . ?
N2 C1A H1AC 109.5 . . ?
H1AA C1A H1AB 109.5 . . ?
H1AA C1A H1AC 109.5 . . ?
H1AB C1A H1AC 109.5 . . ?
N3 C1B H1BA 109.5 . . ?
N3 C1B H1BB 109.5 . . ?
N3 C1B H1BC 109.5 . . ?
H1BA C1B H1BB 109.5 . . ?
H1BA C1B H1BC 109.5 . . ?
H1BB C1B H1BC 109.5 . . ?
N2 C1C H1CA 109.5 . . ?
N2 C1C H1CB 109.5 . . ?
N2 C1C H1CC 109.5 . . ?
H1CA C1C H1CB 109.5 . . ?
H1CA C1C H1CC 109.5 . . ?
H1CB C1C H1CC 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
S1 C6 C10 C11 180.0(3) . . . . ?
S1 C6 C10 C5 -4.9(6) . . . . ?
S1 C6 C2 C7 178.6(3) . . . . ?
S2 C4 C8 C9 176.2(3) . . . . ?
S2 C4 C8 C3 -5.8(6) . . . . ?
S2 C4 C12 C1 -176.0(4) . . . . ?
O1 S1 C6 C10 -177.7(3) . . . . ?
O1 S1 C6 C2 5.0(4) . . . . ?
O2 S2 C4 C8 -172.8(4) . . . . ?
O2 S2 C4 C12 4.1(4) . . . . ?
O3 S1 C6 C10 62.6(4) . . . . ?
O3 S1 C6 C2 -114.7(4) . . . . ?
O4 S2 C4 C8 -54.1(4) . . . . ?
O4 S2 C4 C12 122.8(4) . . . . ?
O5 S1 C6 C10 -57.2(4) . . . . ?
O5 S1 C6 C2 125.5(4) . . . . ?
O6 S2 C4 C8 66.2(4) . . . . ?
O6 S2 C4 C12 -116.9(4) . . . . ?
N1 C7 C2 C6 177.8(4) . . . . ?
N1 C7 C15 C11 -178.1(4) . . . . ?
C4 C8 C9 C14 -0.1(7) . . . . ?
C4 C8 C3 C5 -178.0(5) . . . . ?
N5 C1 C12 C4 178.0(5) . . . . ?
N5 C1 C14 C9 -178.7(5) . . . . ?
C6 C10 C11 C15 2.6(6) . . . . ?
C6 C10 C5 C3 -148.1(5) . . . . ?
C8 C4 C12 C1 0.9(7) . . . . ?
C8 C9 C14 C1 0.5(8) . . . . ?
C8 C3 C5 C10 174.5(4) . . . . ?
C9 C8 C3 C5 -0.1(8) . . . . ?
C10 C6 C2 C7 1.3(7) . . . . ?
C10 C11 C15 C7 -0.7(7) . . . . ?
C11 C10 C5 C3 26.8(7) . . . . ?
C2 C6 C10 C11 -2.9(6) . . . . ?
C2 C6 C10 C5 172.3(4) . . . . ?
C2 C7 C15 C11 -1.0(7) . . . . ?
C3 C8 C9 C14 -178.0(5) . . . . ?
C5 C10 C11 C15 -172.7(4) . . . . ?
C12 C4 C8 C9 -0.6(7) . . . . ?
C12 C4 C8 C3 177.4(4) . . . . ?
C12 C1 C14 C9 -0.2(7) . . . . ?
C14 C1 C12 C4 -0.5(7) . . . . ?
C15 C7 C2 C6 0.7(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.866
_oxdiff_exptl_absorpt_empirical_full_min 0.374
####################################################################### 
# 
# 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_UPC-H9
_database_code_depnum_ccdc_archive 'CCDC 1984230'
loop_
_audit_author_name
_audit_author_address
'yijie Wang'
;China University of Petroleum (East China)
China
;
_audit_update_record             
;
2020-02-15 deposited with the CCDC.	2020-11-06 downloaded from the CCDC.
;
_audit_creation_date             2020-02-15
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        UPC-H9
_chemical_formula_moiety         'C14 H12 N2 O6 S2, 2(C4 H12 N), 2(H2 O)'
_chemical_formula_sum            'C22 H44 N4 O10 S2'
_chemical_formula_weight         588.73
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N S'
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'

_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   11.2723(18)
_cell_length_b                   18.109(3)
_cell_length_c                   14.821(3)
_cell_angle_alpha                90
_cell_angle_beta                 110.51(2)
_cell_angle_gamma                90
_cell_volume                     2833.6(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    852
_cell_measurement_temperature    150(3)
_cell_measurement_theta_max      62.8060
_cell_measurement_theta_min      4.2730
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.213
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.01669
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1264
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1740
_diffrn_reflns_av_unetI/netI     0.3005
_diffrn_reflns_Laue_measured_fraction_full 0.957
_diffrn_reflns_Laue_measured_fraction_max 0.935
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10380
_diffrn_reflns_point_group_measured_fraction_full 0.957
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.667
_diffrn_reflns_theta_min         4.013
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      150(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.957
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -45.00  18.00   1.00   10.00    --    0.00 102.00 -62.00   63
  2  ω    -22.00  69.00   1.00   10.00    --    0.00  57.00 120.00   91
  3  ω    -16.00  75.00   1.00   25.00    --   53.47 -57.00-180.00   91
  4  ω     38.00 120.00   1.00   25.00    --   53.47  38.00 150.00   82
  5  ω     80.00 116.00   1.00   25.00    --   53.47  57.00-120.00   36
  6  ω     94.00 123.00   1.00   25.00    --   53.47  57.00 -30.00   29
  7  ω     33.00  80.00   1.00   25.00    --   53.47  57.00 -30.00   47
  8  ω     32.00 119.00   1.00   25.00    --   53.47  57.00  30.00   87
  9  ω     89.00 174.00   1.00    5.00    --  106.95  38.00  60.00   85
 10  ω     55.00 111.00   1.00    5.00    --  106.95 -50.00  30.00   56
 11  ω     83.00 158.00   1.00    5.00    --  106.95  63.00 150.00   75
 12  ω     43.00 127.00   1.00    5.00    --  106.95 -50.00-120.00   84
 13  ω    126.00 160.00   1.00    5.00    --  106.95 111.00 150.00   34
 14  ω     93.00 170.00   1.00    5.00    --  106.95  38.00 120.00   77
 15  ω     36.00 137.00   1.00    5.00    --  106.95 -91.00  60.00  101
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1074628000
_diffrn_orient_matrix_UB_12      0.0565125000
_diffrn_orient_matrix_UB_13      -0.0415072000
_diffrn_orient_matrix_UB_21      0.0153884000
_diffrn_orient_matrix_UB_22      -0.0057368000
_diffrn_orient_matrix_UB_23      -0.0990849000
_diffrn_orient_matrix_UB_31      -0.0976545000
_diffrn_orient_matrix_UB_32      -0.0631824000
_diffrn_orient_matrix_UB_33      -0.0281243000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1246
_reflns_number_total             5083
_reflns_odcompleteness_completeness 97.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2013/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.557
_refine_diff_density_min         -0.287
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.914
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     341
_refine_ls_number_reflns         5083
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.3541
_refine_ls_R_factor_gt           0.1129
_refine_ls_restrained_S_all      0.914
_refine_ls_shift/su_max          1.658
_refine_ls_shift/su_mean         0.120
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.1515P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2491
_refine_ls_wR_factor_ref         0.3817
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Free rotating group:
 O5(H5d,H5e), O9(H9a,H9b)
2.b Rotating group:
 N22(H22a,H22b), N35(H35a,H35b)
2.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C20(H20), C34(H34)
2.d Idealised Me refined as rotating group:
 C3(H3a,H3b,H3c), C5(H5a,H5b,H5c), C10(H10a,H10b,H10c), C4(H4a,H4b,H4c),
 C11(H11a,H11b,H11c), C17(H17a,H17b,H17c), C23(H23a,H23b,H23c), C18(H18a,H18b,
 H18c)
;
_atom_sites_solution_hydrogens   mixed
_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 0.2952(2) 0.11483(14) 0.07887(19) 0.0835(10) Uani 1 1 d . . . . .
S2 S -0.2666(3) 0.37595(17) -0.0259(2) 0.1001(11) Uani 1 1 d . . . . .
C1 C 0.2608(8) 0.1733(4) 0.1611(7) 0.064(2) Uani 1 1 d . . . . .
C22 C -0.2249(9) 0.3295(4) -0.1155(7) 0.076(3) Uani 1 1 d . . . . .
C7 C -0.1189(8) 0.2815(5) -0.0919(7) 0.073(2) Uani 1 1 d . . . . .
C8 C 0.1605(8) 0.2248(5) 0.1343(7) 0.074(2) Uani 1 1 d . . . . .
C9 C -0.2997(8) 0.3407(5) -0.2129(9) 0.084(3) Uani 1 1 d . . . . .
H9 H -0.3675 0.3733 -0.2272 0.100 Uiso 1 1 calc R U . . .
C12 C -0.1010(8) 0.2467(5) -0.1701(7) 0.080(3) Uani 1 1 d . . . . .
H12 H -0.0346 0.2133 -0.1579 0.096 Uiso 1 1 calc R U . . .
C13 C -0.1755(10) 0.2592(5) -0.2630(8) 0.088(3) Uani 1 1 d . . . . .
H13 H -0.1568 0.2353 -0.3119 0.106 Uiso 1 1 calc R U . . .
C14 C 0.1466(8) 0.2687(5) 0.2056(8) 0.080(3) Uani 1 1 d . . . . .
H14 H 0.0819 0.3036 0.1891 0.096 Uiso 1 1 calc R U . . .
C15 C -0.0355(9) 0.2670(5) 0.0050(7) 0.084(3) Uani 1 1 d . . . . .
H15 H -0.0643 0.2819 0.0538 0.100 Uiso 1 1 calc R U . . .
C16 C 0.0764(9) 0.2353(5) 0.0333(7) 0.083(3) Uani 1 1 d . . . . .
H16 H 0.1052 0.2180 -0.0144 0.100 Uiso 1 1 calc R U . . .
C19 C -0.2778(10) 0.3063(6) -0.2871(8) 0.080(3) Uani 1 1 d . . . . .
C20 C 0.3374(8) 0.1680(5) 0.2582(8) 0.085(3) Uani 1 1 d . . . . .
H20 H 0.4012 0.1327 0.2757 0.101 Uiso 1 1 calc R U . . .
C21 C 0.3234(10) 0.2122(6) 0.3290(8) 0.097(3) Uani 1 1 d . . . . .
N22 N -0.3499(7) 0.3217(4) -0.3816(6) 0.103(3) Uani 1 1 d . . . . .
H22A H -0.3563 0.2826 -0.4181 0.123 Uiso 1 1 d R U . . .
H22B H -0.4275 0.3356 -0.3886 0.123 Uiso 1 1 d R U . . .
C34 C 0.2241(10) 0.2631(6) 0.2999(8) 0.096(3) Uani 1 1 d . . . . .
H34 H 0.2105 0.2939 0.3456 0.115 Uiso 1 1 calc R U . . .
N35 N 0.3976(8) 0.2067(6) 0.4239(6) 0.144(4) Uani 1 1 d . . . . .
H35A H 0.4734 0.1821 0.4366 0.173 Uiso 1 1 d R U . . .
H35B H 0.4214 0.2516 0.4517 0.173 Uiso 1 1 d R U . . .
O1 O -0.1546(7) 0.4151(4) 0.0349(6) 0.151(3) Uani 1 1 d . . . . .
O2 O 0.4008(7) 0.0712(4) 0.1331(5) 0.143(3) Uani 1 1 d . . . . .
O4 O 0.1839(7) 0.0752(5) 0.0324(7) 0.197(5) Uani 1 1 d . . . . .
O6 O -0.3748(7) 0.4229(4) -0.0758(5) 0.138(3) Uani 1 1 d . . . . .
O7 O 0.3297(8) 0.1609(4) 0.0152(5) 0.146(3) Uani 1 1 d . . . . .
O3 O -0.3028(7) 0.3204(4) 0.0262(5) 0.129(3) Uani 1 1 d . . . . .
C3 C -0.0397(12) 0.5693(7) 0.2183(9) 0.146(4) Uani 1 1 d . . . . .
H3A H -0.0786 0.5371 0.1644 0.219 Uiso 1 1 calc R U . . .
H3B H 0.0171 0.6025 0.2032 0.219 Uiso 1 1 calc R U . . .
H3C H -0.1040 0.5971 0.2318 0.219 Uiso 1 1 calc R U . . .
C5 C -0.5820(13) 0.5575(7) -0.1917(11) 0.185(6) Uani 1 1 d . . . . .
H5A H -0.6252 0.5194 -0.2363 0.277 Uiso 1 1 calc R U . . .
H5B H -0.6423 0.5851 -0.1730 0.277 Uiso 1 1 calc R U . . .
H5C H -0.5209 0.5354 -0.1358 0.277 Uiso 1 1 calc R U . . .
N2 N -0.5162(10) 0.6080(6) -0.2388(10) 0.143(4) Uani 1 1 d . . . . .
N6 N 0.0321(9) 0.5245(5) 0.3040(8) 0.106(3) Uani 1 1 d . . . . .
C10 C 0.0732(10) 0.5702(6) 0.3911(9) 0.134(4) Uani 1 1 d . . . . .
H10A H 0.1197 0.6120 0.3813 0.201 Uiso 1 1 calc R U . . .
H10B H 0.1265 0.5416 0.4445 0.201 Uiso 1 1 calc R U . . .
H10C H 0.0004 0.5870 0.4047 0.201 Uiso 1 1 calc R U . . .
C4 C -0.4138(11) 0.5644(6) -0.2527(10) 0.158(5) Uani 1 1 d . . . . .
H4A H -0.3562 0.5483 -0.1913 0.237 Uiso 1 1 calc R U . . .
H4B H -0.3693 0.5943 -0.2839 0.237 Uiso 1 1 calc R U . . .
H4C H -0.4492 0.5222 -0.2921 0.237 Uiso 1 1 calc R U . . .
C11 C -0.0543(11) 0.4661(6) 0.3179(9) 0.153(5) Uani 1 1 d . . . . .
H11A H -0.0058 0.4230 0.3458 0.230 Uiso 1 1 calc R U . . .
H11B H -0.1167 0.4536 0.2567 0.230 Uiso 1 1 calc R U . . .
H11C H -0.0958 0.4844 0.3600 0.230 Uiso 1 1 calc R U . . .
C17 C 0.1436(12) 0.4904(6) 0.2911(10) 0.177(6) Uani 1 1 d . . . . .
H17A H 0.1207 0.4715 0.2267 0.266 Uiso 1 1 calc R U . . .
H17B H 0.1737 0.4507 0.3363 0.266 Uiso 1 1 calc R U . . .
H17C H 0.2091 0.5267 0.3020 0.266 Uiso 1 1 calc R U . . .
C23 C -0.4612(13) 0.6711(7) -0.1724(11) 0.191(6) Uani 1 1 d . . . . .
H23A H -0.5226 0.6892 -0.1465 0.287 Uiso 1 1 calc R U . . .
H23B H -0.4384 0.7099 -0.2074 0.287 Uiso 1 1 calc R U . . .
H23C H -0.3872 0.6548 -0.1208 0.287 Uiso 1 1 calc R U . . .
C18 C -0.619(2) 0.6329(11) -0.3372(13) 0.269(10) Uani 1 1 d . . . . .
H18A H -0.6678 0.5908 -0.3688 0.404 Uiso 1 1 calc R U . . .
H18B H -0.5778 0.6542 -0.3778 0.404 Uiso 1 1 calc R U . . .
H18C H -0.6741 0.6689 -0.3249 0.404 Uiso 1 1 calc R U . . .
O5 O 0.1179(18) 0.4452(8) 0.0685(10) 0.279(7) Uani 1 1 d G . . . .
H5D H 0.0505 0.4250 0.0700 0.418 Uiso 1 1 d G U . . .
H5E H 0.0924 0.4831 0.0333 0.418 Uiso 1 1 d G U . . .
O9 O 0.296(10) 0.432(3) -0.014(5) 1.13(8) Uani 1 1 d G . . . .
H9A H 0.2310 0.4593 -0.0364 1.688 Uiso 1 1 d G U . . .
H9B H 0.2676 0.3882 -0.0248 1.688 Uiso 1 1 d G 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 C1 1.757(8) . ?
S1 O2 1.419(6) . ?
S1 O4 1.399(7) . ?
S1 O7 1.411(6) . ?
S2 C22 1.770(9) . ?
S2 O1 1.453(7) . ?
S2 O6 1.458(6) . ?
S2 O3 1.412(7) . ?
C1 C8 1.412(10) . ?
C1 C20 1.398(11) . ?
C22 C7 1.419(10) . ?
C22 C9 1.408(11) . ?
C7 C12 1.394(11) . ?
C7 C15 1.439(10) . ?
C8 C14 1.374(10) . ?
C8 C16 1.477(11) . ?
C9 H9 0.9300 . ?
C9 C19 1.360(11) . ?
C12 H12 0.9300 . ?
C12 C13 1.358(10) . ?
C13 H13 0.9300 . ?
C13 C19 1.377(11) . ?
C14 H14 0.9300 . ?
C14 C34 1.368(10) . ?
C15 H15 0.9300 . ?
C15 C16 1.313(10) . ?
C16 H16 0.9300 . ?
C19 N22 1.379(10) . ?
C20 H20 0.9300 . ?
C20 C21 1.371(11) . ?
C21 C34 1.397(12) . ?
C21 N35 1.366(11) . ?
N22 H22A 0.8790 . ?
N22 H22B 0.8809 . ?
C34 H34 0.9300 . ?
N35 H35A 0.9217 . ?
N35 H35B 0.9085 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C3 N6 1.486(11) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C5 N2 1.495(14) . ?
N2 C4 1.470(12) . ?
N2 C23 1.494(13) . ?
N2 C18 1.578(16) . ?
N6 C10 1.466(11) . ?
N6 C11 1.499(11) . ?
N6 C17 1.472(12) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C18 H18A 0.9601 . ?
C18 H18B 0.9601 . ?
C18 H18C 0.9601 . ?
O5 H5D 0.8507 . ?
O5 H5E 0.8496 . ?
O9 H9A 0.8501 . ?
O9 H9B 0.8501 . ?

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 C1 106.7(4) . . ?
O4 S1 C1 105.8(4) . . ?
O4 S1 O2 115.0(5) . . ?
O4 S1 O7 112.5(6) . . ?
O7 S1 C1 106.6(4) . . ?
O7 S1 O2 109.5(5) . . ?
O1 S2 C22 107.2(4) . . ?
O1 S2 O6 114.9(5) . . ?
O6 S2 C22 106.9(5) . . ?
O3 S2 C22 106.0(4) . . ?
O3 S2 O1 111.3(5) . . ?
O3 S2 O6 110.1(5) . . ?
C8 C1 S1 123.6(7) . . ?
C20 C1 S1 117.7(7) . . ?
C20 C1 C8 118.6(8) . . ?
C7 C22 S2 121.9(8) . . ?
C9 C22 S2 118.7(8) . . ?
C9 C22 C7 119.4(8) . . ?
C22 C7 C15 123.9(10) . . ?
C12 C7 C22 115.2(8) . . ?
C12 C7 C15 120.8(8) . . ?
C1 C8 C16 122.4(9) . . ?
C14 C8 C1 117.5(8) . . ?
C14 C8 C16 120.0(9) . . ?
C22 C9 H9 118.3 . . ?
C19 C9 C22 123.4(9) . . ?
C19 C9 H9 118.3 . . ?
C7 C12 H12 118.4 . . ?
C13 C12 C7 123.3(9) . . ?
C13 C12 H12 118.3 . . ?
C12 C13 H13 119.0 . . ?
C12 C13 C19 122.1(9) . . ?
C19 C13 H13 118.9 . . ?
C8 C14 H14 118.7 . . ?
C34 C14 C8 122.6(9) . . ?
C34 C14 H14 118.7 . . ?
C7 C15 H15 115.9 . . ?
C16 C15 C7 128.1(9) . . ?
C16 C15 H15 116.0 . . ?
C8 C16 H16 117.2 . . ?
C15 C16 C8 125.6(9) . . ?
C15 C16 H16 117.2 . . ?
C9 C19 C13 116.5(9) . . ?
C9 C19 N22 121.2(10) . . ?
C13 C19 N22 122.1(10) . . ?
C1 C20 H20 118.3 . . ?
C21 C20 C1 123.5(9) . . ?
C21 C20 H20 118.2 . . ?
C20 C21 C34 116.3(10) . . ?
N35 C21 C20 123.5(11) . . ?
N35 C21 C34 120.1(11) . . ?
C19 N22 H22A 110.7 . . ?
C19 N22 H22B 112.7 . . ?
H22A N22 H22B 107.1 . . ?
C14 C34 C21 121.3(9) . . ?
C14 C34 H34 119.4 . . ?
C21 C34 H34 119.3 . . ?
C21 N35 H35A 115.8 . . ?
C21 N35 H35B 112.3 . . ?
H35A N35 H35B 103.6 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N6 C3 H3A 109.6 . . ?
N6 C3 H3B 109.5 . . ?
N6 C3 H3C 109.4 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N2 C5 H5A 109.4 . . ?
N2 C5 H5B 109.3 . . ?
N2 C5 H5C 109.7 . . ?
C5 N2 C23 108.7(11) . . ?
C5 N2 C18 106.4(11) . . ?
C4 N2 C5 106.2(10) . . ?
C4 N2 C23 109.7(10) . . ?
C4 N2 C18 112.5(12) . . ?
C23 N2 C18 113.0(12) . . ?
C3 N6 C11 108.5(9) . . ?
C10 N6 C3 110.7(9) . . ?
C10 N6 C11 107.3(9) . . ?
C10 N6 C17 109.3(10) . . ?
C17 N6 C3 110.6(9) . . ?
C17 N6 C11 110.3(9) . . ?
N6 C10 H10A 109.4 . . ?
N6 C10 H10B 109.5 . . ?
N6 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C4 H4A 109.6 . . ?
N2 C4 H4B 109.5 . . ?
N2 C4 H4C 109.4 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N6 C11 H11A 109.5 . . ?
N6 C11 H11B 109.5 . . ?
N6 C11 H11C 109.4 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N6 C17 H17A 109.5 . . ?
N6 C17 H17B 109.5 . . ?
N6 C17 H17C 109.4 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C23 H23A 109.5 . . ?
N2 C23 H23B 109.2 . . ?
N2 C23 H23C 109.7 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N2 C18 H18A 109.6 . . ?
N2 C18 H18B 109.4 . . ?
N2 C18 H18C 109.4 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
H5D O5 H5E 104.5 . . ?
H9A O9 H9B 104.6 . . ?

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
S1 C1 C8 C14 -178.1(6) . . . . ?
S1 C1 C8 C16 -1.4(11) . . . . ?
S1 C1 C20 C21 177.7(7) . . . . ?
S2 C22 C7 C12 177.6(6) . . . . ?
S2 C22 C7 C15 -1.0(11) . . . . ?
S2 C22 C9 C19 -178.2(7) . . . . ?
C1 C8 C14 C34 -1.2(13) . . . . ?
C1 C8 C16 C15 161.7(8) . . . . ?
C1 C20 C21 C34 1.7(14) . . . . ?
C1 C20 C21 N35 179.6(9) . . . . ?
C22 C7 C12 C13 2.4(13) . . . . ?
C22 C7 C15 C16 -166.0(9) . . . . ?
C22 C9 C19 C13 -0.9(14) . . . . ?
C22 C9 C19 N22 -176.8(8) . . . . ?
C7 C22 C9 C19 1.6(13) . . . . ?
C7 C12 C13 C19 -1.9(15) . . . . ?
C7 C15 C16 C8 177.1(8) . . . . ?
C8 C1 C20 C21 -2.5(13) . . . . ?
C8 C14 C34 C21 0.5(15) . . . . ?
C9 C22 C7 C12 -2.2(11) . . . . ?
C9 C22 C7 C15 179.2(8) . . . . ?
C12 C7 C15 C16 15.5(14) . . . . ?
C12 C13 C19 C9 1.0(14) . . . . ?
C12 C13 C19 N22 176.8(8) . . . . ?
C14 C8 C16 C15 -21.7(14) . . . . ?
C15 C7 C12 C13 -178.9(8) . . . . ?
C16 C8 C14 C34 -177.9(9) . . . . ?
C20 C1 C8 C14 2.1(11) . . . . ?
C20 C1 C8 C16 178.7(7) . . . . ?
C20 C21 C34 C14 -0.7(15) . . . . ?
N35 C21 C34 C14 -178.6(10) . . . . ?
O1 S2 C22 C7 53.4(8) . . . . ?
O1 S2 C22 C9 -126.8(7) . . . . ?
O2 S1 C1 C8 -179.4(7) . . . . ?
O2 S1 C1 C20 0.4(8) . . . . ?
O4 S1 C1 C8 -56.4(8) . . . . ?
O4 S1 C1 C20 123.4(8) . . . . ?
O6 S2 C22 C7 177.1(7) . . . . ?
O6 S2 C22 C9 -3.1(8) . . . . ?
O7 S1 C1 C8 63.6(8) . . . . ?
O7 S1 C1 C20 -116.6(7) . . . . ?
O3 S2 C22 C7 -65.6(7) . . . . ?
O3 S2 C22 C9 114.3(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 39.673
_oxdiff_exptl_absorpt_empirical_full_min 0.565
