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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_P21
_database_code_depnum_ccdc_archive 'CCDC 2072444'
loop_
_audit_author_name
_audit_author_address
'Wei-Qiang Liao'
;Nanchang University
China
;
_audit_update_record             
;
2021-03-23 deposited with the CCDC.	2021-04-19 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         'C10 H15 O4 S, C7 H14 N'
_chemical_formula_sum            'C17 H29 N O4 S'
_chemical_formula_weight         343.47

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   13.9958(6)
_cell_length_b                   7.4192(3)
_cell_length_c                   18.5276(8)
_cell_angle_alpha                90
_cell_angle_beta                 109.796(5)
_cell_angle_gamma                90
_cell_volume                     1810.17(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7540
_cell_measurement_theta_min      2.9020
_cell_measurement_theta_max      30.7220

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.260
_exptl_crystal_F_000             744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.198
_shelx_estimated_absorpt_T_min   0.977
_shelx_estimated_absorpt_T_max   0.979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.977
_exptl_absorpt_correction_T_max  0.978
_exptl_absorpt_process_details   'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'four-circle diffractometer'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16024
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.913
_diffrn_reflns_theta_max         26.996
_diffrn_reflns_theta_full        25.242
_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 0.925
_diffrn_reflns_point_group_measured_fraction_full 0.942
_reflns_number_total             7908
_reflns_number_gt                5679
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.718
_reflns_Friedel_fraction_max     0.840
_reflns_Friedel_fraction_full    0.877

_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 2005)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.1236P)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_abs_structure_details 
;
 Flack x determined using 2089 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(4)
_chemical_absolute_configuration L
_refine_ls_number_reflns         7908
_refine_ls_number_parameters     419
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0712
_refine_ls_R_factor_gt           0.0545
_refine_ls_wR_factor_ref         0.1799
_refine_ls_wR_factor_gt          0.1673
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.59636(7) 0.61536(14) 0.31945(5) 0.0563(3) Uani 1 1 d . . . . .
S2 S 1.09777(7) 0.58298(13) 0.32430(5) 0.0509(3) Uani 1 1 d . . . . .
O1 O 0.5712(3) 0.4408(6) 0.3386(2) 0.0877(12) Uani 1 1 d . . . . .
O2 O 0.6147(2) 0.7505(5) 0.38042(17) 0.0696(10) Uani 1 1 d . . . . .
O3 O 0.6817(2) 0.6171(6) 0.2916(2) 0.0805(11) Uani 1 1 d . . . . .
O4 O 1.1109(2) 0.4489(5) 0.38467(16) 0.0622(8) Uani 1 1 d . . . . .
O5 O 1.1863(2) 0.5891(5) 0.30079(19) 0.0676(8) Uani 1 1 d . . . . .
O6 O 1.0668(3) 0.7556(5) 0.3434(2) 0.0847(12) Uani 1 1 d . . . . .
O7 O 0.3193(5) 0.8490(8) 0.1340(3) 0.151(3) Uani 1 1 d . . . . .
O8 O 0.8459(4) 0.3202(6) 0.1249(3) 0.1099(17) Uani 1 1 d . . . . .
N1 N 0.7658(2) -0.0150(5) 0.38501(17) 0.0460(7) Uani 1 1 d . . . . .
H1 H 0.7152 -0.1090 0.3814 0.055 Uiso 1 1 calc R U . . .
N2 N 0.2662(2) 0.2191(5) 0.38911(17) 0.0464(8) Uani 1 1 d . . . . .
H2 H 0.2162 0.3134 0.3866 0.056 Uiso 1 1 calc R U . . .
C1 C 0.8685(3) -0.0965(7) 0.4153(3) 0.0659(13) Uani 1 1 d . . . . .
H1A H 0.8762 -0.1874 0.3800 0.079 Uiso 1 1 calc R U . . .
H1B H 0.8782 -0.1537 0.4644 0.079 Uiso 1 1 calc R U . . .
C2 C 0.9473(3) 0.0534(7) 0.4249(3) 0.0751(15) Uani 1 1 d . . . . .
H2A H 0.9877 0.0666 0.4786 0.090 Uiso 1 1 calc R U . . .
H2B H 0.9924 0.0222 0.3970 0.090 Uiso 1 1 calc R U . . .
C3 C 0.8946(3) 0.2263(7) 0.3950(3) 0.0575(11) Uani 1 1 d . . . . .
H3 H 0.9451 0.3206 0.3987 0.069 Uiso 1 1 calc R U . . .
C4 C 0.8256(4) 0.2063(8) 0.3117(3) 0.0696(13) Uani 1 1 d . . . . .
H4A H 0.7934 0.3207 0.2926 0.083 Uiso 1 1 calc R U . . .
H4B H 0.8654 0.1701 0.2802 0.083 Uiso 1 1 calc R U . . .
C5 C 0.7455(3) 0.0655(8) 0.3071(2) 0.0616(11) Uani 1 1 d . . . . .
H5A H 0.6787 0.1205 0.2893 0.074 Uiso 1 1 calc R U . . .
H5B H 0.7473 -0.0278 0.2709 0.074 Uiso 1 1 calc R U . . .
C6 C 0.7549(3) 0.1292(7) 0.4382(2) 0.0565(11) Uani 1 1 d . . . . .
H6A H 0.7678 0.0791 0.4890 0.068 Uiso 1 1 calc R U . . .
H6B H 0.6861 0.1760 0.4199 0.068 Uiso 1 1 calc R U . . .
C7 C 0.8291(3) 0.2799(7) 0.4422(3) 0.0600(11) Uani 1 1 d . . . . .
H7A H 0.8715 0.3007 0.4951 0.072 Uiso 1 1 calc R U . . .
H7B H 0.7927 0.3903 0.4221 0.072 Uiso 1 1 calc R U . . .
C8 C 0.2538(3) 0.0711(7) 0.4396(3) 0.0616(11) Uani 1 1 d . . . . .
H8A H 0.1858 0.0216 0.4190 0.074 Uiso 1 1 calc R U . . .
H8B H 0.2635 0.1176 0.4905 0.074 Uiso 1 1 calc R U . . .
C9 C 0.3307(3) -0.0739(6) 0.4439(3) 0.0605(11) Uani 1 1 d . . . . .
H9A H 0.2961 -0.1866 0.4252 0.073 Uiso 1 1 calc R U . . .
H9B H 0.3736 -0.0913 0.4969 0.073 Uiso 1 1 calc R U . . .
C10 C 0.3955(4) -0.0227(7) 0.3966(3) 0.0601(11) Uani 1 1 d . . . . .
H10 H 0.4461 -0.1165 0.3997 0.072 Uiso 1 1 calc R U . . .
C11 C 0.3264(4) 0.0039(7) 0.3136(3) 0.0707(13) Uani 1 1 d . . . . .
H11A H 0.3665 0.0399 0.2825 0.085 Uiso 1 1 calc R U . . .
H11B H 0.2926 -0.1087 0.2934 0.085 Uiso 1 1 calc R U . . .
C12 C 0.2477(3) 0.1477(7) 0.3099(2) 0.0629(12) Uani 1 1 d . . . . .
H12A H 0.2528 0.2447 0.2763 0.075 Uiso 1 1 calc R U . . .
H12B H 0.1801 0.0967 0.2895 0.075 Uiso 1 1 calc R U . . .
C13 C 0.3698(3) 0.2980(6) 0.4212(3) 0.0612(12) Uani 1 1 d . . . . .
H13A H 0.3793 0.3495 0.4712 0.073 Uiso 1 1 calc R U . . .
H13B H 0.3774 0.3938 0.3879 0.073 Uiso 1 1 calc R U . . .
C14 C 0.4481(3) 0.1569(7) 0.4282(3) 0.0698(14) Uani 1 1 d . . . . .
H14A H 0.4899 0.1425 0.4816 0.084 Uiso 1 1 calc R U . . .
H14B H 0.4917 0.1929 0.3997 0.084 Uiso 1 1 calc R U . . .
C15 C 0.4930(3) 0.7057(7) 0.2440(2) 0.0632(12) Uani 1 1 d . . . . .
H15A H 0.4448 0.7513 0.2669 0.076 Uiso 1 1 calc R U . . .
H15B H 0.5186 0.8093 0.2243 0.076 Uiso 1 1 calc R U . . .
C16 C 0.4336(3) 0.5939(6) 0.1758(2) 0.0529(9) Uani 1 1 d . . . . .
C17 C 0.4769(4) 0.4974(8) 0.1200(3) 0.0756(14) Uani 1 1 d . . . . .
C18 C 0.5487(5) 0.3404(12) 0.1536(4) 0.125(3) Uani 1 1 d . . . . .
H18A H 0.6158 0.3860 0.1797 0.187 Uiso 1 1 calc R U . . .
H18B H 0.5502 0.2611 0.1131 0.187 Uiso 1 1 calc R U . . .
H18C H 0.5253 0.2755 0.1893 0.187 Uiso 1 1 calc R U . . .
C19 C 0.5296(6) 0.6338(15) 0.0840(4) 0.135(4) Uani 1 1 d . . . . .
H19A H 0.5358 0.5840 0.0380 0.203 Uiso 1 1 calc R U . . .
H19B H 0.5959 0.6605 0.1197 0.203 Uiso 1 1 calc R U . . .
H19C H 0.4901 0.7425 0.0719 0.203 Uiso 1 1 calc R U . . .
C20 C 0.3743(4) 0.4344(8) 0.0658(3) 0.0791(15) Uani 1 1 d . . . . .
H20 H 0.3766 0.3645 0.0215 0.095 Uiso 1 1 calc R U . . .
C21 C 0.3303(6) 0.3316(10) 0.1210(4) 0.109(2) Uani 1 1 d . . . . .
H21A H 0.2566 0.3297 0.1011 0.131 Uiso 1 1 calc R U . . .
H21B H 0.3554 0.2088 0.1294 0.131 Uiso 1 1 calc R U . . .
C22 C 0.3688(4) 0.4406(9) 0.1934(3) 0.0803(15) Uani 1 1 d . . . . .
H22A H 0.4100 0.3667 0.2357 0.096 Uiso 1 1 calc R U . . .
H22B H 0.3128 0.4903 0.2066 0.096 Uiso 1 1 calc R U . . .
C23 C 0.3491(5) 0.7071(8) 0.1191(3) 0.0817(17) Uani 1 1 d . . . . .
C24 C 0.3108(5) 0.6035(9) 0.0462(3) 0.0929(19) Uani 1 1 d . . . . .
H24A H 0.3219 0.6683 0.0043 0.111 Uiso 1 1 calc R U . . .
H24B H 0.2390 0.5764 0.0327 0.111 Uiso 1 1 calc R U . . .
C25 C 0.9956(3) 0.4937(6) 0.2453(2) 0.0495(9) Uani 1 1 d . . . . .
H25A H 1.0079 0.3654 0.2434 0.059 Uiso 1 1 calc R U . . .
H25B H 0.9343 0.5063 0.2583 0.059 Uiso 1 1 calc R U . . .
C26 C 0.9715(3) 0.5645(6) 0.1652(2) 0.0528(9) Uani 1 1 d . . . . .
C27 C 0.9369(3) 0.7592(6) 0.1414(2) 0.0578(10) Uani 1 1 d . . . . .
C28 C 1.0195(4) 0.9012(7) 0.1716(3) 0.0806(15) Uani 1 1 d . . . . .
H28A H 1.0838 0.8512 0.1743 0.121 Uiso 1 1 calc R U . . .
H28B H 1.0223 0.9387 0.2219 0.121 Uiso 1 1 calc R U . . .
H28C H 1.0044 1.0032 0.1378 0.121 Uiso 1 1 calc R U . . .
C29 C 0.8447(4) 0.8133(8) 0.1630(4) 0.0815(15) Uani 1 1 d . . . . .
H29A H 0.8150 0.9207 0.1356 0.122 Uiso 1 1 calc R U . . .
H29B H 0.8656 0.8356 0.2171 0.122 Uiso 1 1 calc R U . . .
H29C H 0.7956 0.7177 0.1497 0.122 Uiso 1 1 calc R U . . .
C30 C 0.9138(4) 0.7272(7) 0.0555(3) 0.0692(12) Uani 1 1 d . . . . .
H30 H 0.8897 0.8337 0.0232 0.083 Uiso 1 1 calc R U . . .
C31 C 0.8370(4) 0.5689(9) 0.0388(3) 0.0877(17) Uani 1 1 d . . . . .
H31A H 0.7686 0.6115 0.0307 0.105 Uiso 1 1 calc R U . . .
H31B H 0.8375 0.4999 -0.0055 0.105 Uiso 1 1 calc R U . . .
C32 C 0.8772(4) 0.4602(7) 0.1113(3) 0.0715(14) Uani 1 1 d . . . . .
C33 C 1.0518(4) 0.5323(7) 0.1259(3) 0.0678(12) Uani 1 1 d . . . . .
H33A H 1.1185 0.5724 0.1585 0.081 Uiso 1 1 calc R U . . .
H33B H 1.0554 0.4058 0.1140 0.081 Uiso 1 1 calc R U . . .
C34 C 1.0131(4) 0.6465(9) 0.0521(3) 0.0808(15) Uani 1 1 d . . . . .
H34A H 1.0613 0.7403 0.0520 0.097 Uiso 1 1 calc R U . . .
H34B H 1.0008 0.5720 0.0068 0.097 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 1.419(4) . ?
S1 O3 1.453(4) . ?
S1 O2 1.466(3) . ?
S1 C15 1.768(4) . ?
S2 O6 1.434(4) . ?
S2 O5 1.446(3) . ?
S2 O4 1.461(3) . ?
S2 C25 1.791(4) . ?
O7 C23 1.198(8) . ?
O8 C32 1.187(7) . ?
N1 C1 1.483(5) . ?
N1 C6 1.497(5) . ?
N1 C5 1.499(5) . ?
N2 C13 1.488(5) . ?
N2 C8 1.490(5) . ?
N2 C12 1.498(5) . ?
C1 C2 1.534(7) . ?
C2 C3 1.489(7) . ?
C3 C7 1.518(6) . ?
C3 C4 1.526(6) . ?
C4 C5 1.513(7) . ?
C6 C7 1.511(7) . ?
C8 C9 1.505(7) . ?
C9 C10 1.509(6) . ?
C10 C11 1.526(7) . ?
C10 C14 1.539(7) . ?
C11 C12 1.517(7) . ?
C13 C14 1.489(7) . ?
C15 C16 1.505(6) . ?
C16 C23 1.539(6) . ?
C16 C17 1.542(6) . ?
C16 C22 1.556(7) . ?
C17 C20 1.521(7) . ?
C17 C18 1.526(9) . ?
C17 C19 1.531(10) . ?
C20 C24 1.509(8) . ?
C20 C21 1.561(10) . ?
C21 C22 1.500(9) . ?
C23 C24 1.488(7) . ?
C25 C26 1.502(5) . ?
C26 C27 1.540(6) . ?
C26 C33 1.550(6) . ?
C26 C32 1.565(6) . ?
C27 C28 1.523(6) . ?
C27 C29 1.528(7) . ?
C27 C30 1.532(6) . ?
C30 C34 1.535(7) . ?
C30 C31 1.551(8) . ?
C31 C32 1.502(7) . ?
C33 C34 1.543(7) . ?

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 113.6(3) . . ?
O1 S1 O2 115.2(2) . . ?
O3 S1 O2 108.5(2) . . ?
O1 S1 C15 109.7(2) . . ?
O3 S1 C15 105.5(2) . . ?
O2 S1 C15 103.5(2) . . ?
O6 S2 O5 114.1(3) . . ?
O6 S2 O4 112.9(2) . . ?
O5 S2 O4 110.7(2) . . ?
O6 S2 C25 107.9(2) . . ?
O5 S2 C25 107.11(19) . . ?
O4 S2 C25 103.4(2) . . ?
C1 N1 C6 110.1(3) . . ?
C1 N1 C5 111.7(4) . . ?
C6 N1 C5 108.7(4) . . ?
C13 N2 C8 110.2(3) . . ?
C13 N2 C12 110.6(3) . . ?
C8 N2 C12 109.6(4) . . ?
N1 C1 C2 108.3(4) . . ?
C3 C2 C1 109.6(3) . . ?
C2 C3 C7 109.4(4) . . ?
C2 C3 C4 110.8(4) . . ?
C7 C3 C4 108.1(4) . . ?
C5 C4 C3 109.1(4) . . ?
N1 C5 C4 109.0(3) . . ?
N1 C6 C7 109.9(3) . . ?
C6 C7 C3 108.5(4) . . ?
N2 C8 C9 109.1(3) . . ?
C8 C9 C10 110.4(4) . . ?
C9 C10 C11 108.5(4) . . ?
C9 C10 C14 107.5(4) . . ?
C11 C10 C14 109.3(4) . . ?
C12 C11 C10 109.9(4) . . ?
N2 C12 C11 108.8(3) . . ?
N2 C13 C14 110.3(4) . . ?
C13 C14 C10 109.4(3) . . ?
C16 C15 S1 121.7(4) . . ?
C15 C16 C23 110.5(4) . . ?
C15 C16 C17 126.0(4) . . ?
C23 C16 C17 100.5(4) . . ?
C15 C16 C22 115.0(4) . . ?
C23 C16 C22 100.1(4) . . ?
C17 C16 C22 101.0(4) . . ?
C20 C17 C18 112.3(5) . . ?
C20 C17 C19 113.7(5) . . ?
C18 C17 C19 109.6(6) . . ?
C20 C17 C16 95.0(4) . . ?
C18 C17 C16 115.7(5) . . ?
C19 C17 C16 110.0(5) . . ?
C24 C20 C17 104.5(5) . . ?
C24 C20 C21 103.5(5) . . ?
C17 C20 C21 102.2(4) . . ?
C22 C21 C20 102.7(5) . . ?
C21 C22 C16 105.4(5) . . ?
O7 C23 C24 128.1(6) . . ?
O7 C23 C16 124.7(5) . . ?
C24 C23 C16 107.2(4) . . ?
C23 C24 C20 102.1(4) . . ?
C26 C25 S2 121.8(3) . . ?
C25 C26 C27 123.7(4) . . ?
C25 C26 C33 117.1(3) . . ?
C27 C26 C33 102.6(4) . . ?
C25 C26 C32 108.4(4) . . ?
C27 C26 C32 99.5(3) . . ?
C33 C26 C32 102.3(4) . . ?
C28 C27 C29 109.0(4) . . ?
C28 C27 C30 110.9(4) . . ?
C29 C27 C30 114.3(4) . . ?
C28 C27 C26 114.7(4) . . ?
C29 C27 C26 112.6(4) . . ?
C30 C27 C26 95.0(3) . . ?
C27 C30 C34 103.2(4) . . ?
C27 C30 C31 102.3(4) . . ?
C34 C30 C31 105.8(5) . . ?
C32 C31 C30 101.8(4) . . ?
O8 C32 C31 127.3(5) . . ?
O8 C32 C26 126.1(5) . . ?
C31 C32 C26 106.5(4) . . ?
C34 C33 C26 103.8(4) . . ?
C30 C34 C33 103.2(4) . . ?

_refine_diff_density_max         0.383
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.048

####################################################################### 
# 
# 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_DL_1
_database_code_depnum_ccdc_archive 'CCDC 2072446'
loop_
_audit_author_name
_audit_author_address
'Wei-Qiang Liao'
;Nanchang University
China
;
_audit_update_record             
;
2021-03-23 deposited with the CCDC.	2021-04-19 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         'C10 H15 O4 S, C7 H14 N'
_chemical_formula_sum            'C17 H29 N O4 S'
_chemical_formula_weight         343.47

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/c'
_space_group_name_Hall           '-P 2ybc'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.6138(3)
_cell_length_b                   7.39530(10)
_cell_length_c                   14.0162(2)
_cell_angle_alpha                90
_cell_angle_beta                 109.918(2)
_cell_angle_gamma                90
_cell_volume                     1813.98(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    6082
_cell_measurement_theta_min      2.5400
_cell_measurement_theta_max      75.9680

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_F_000             744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.743
_shelx_estimated_absorpt_T_min   0.831
_shelx_estimated_absorpt_T_max   0.845
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.826
_exptl_absorpt_correction_T_max  0.840
_exptl_absorpt_process_details   'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'four-circle diffractometer'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10791
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.525
_diffrn_reflns_theta_max         76.206
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.940
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.940
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3794
_reflns_number_gt                3009
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.2000P)²+3.2000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3794
_refine_ls_number_parameters     214
_refine_ls_number_restraints     71
_refine_ls_R_factor_all          0.1200
_refine_ls_R_factor_gt           0.1097
_refine_ls_wR_factor_ref         0.3322
_refine_ls_wR_factor_gt          0.3184
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.093
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.82252(6) 0.73444(15) 0.84589(8) 0.0582(4) Uani 1 1 d . . . . .
O1 O 0.88239(18) 0.5984(5) 0.8606(3) 0.0725(10) Uani 1 1 d . . . . .
O2 O 0.8419(2) 0.9091(6) 0.8178(3) 0.0899(13) Uani 1 1 d . . . . .
O3 O 0.7982(3) 0.7384(5) 0.9334(3) 0.0793(11) Uani 1 1 d . . . . .
O4 O 0.6284(4) 0.4822(8) 0.5849(5) 0.142(2) Uani 1 1 d . U . . .
C8 C 0.7445(3) 0.6466(7) 0.7436(4) 0.0643(12) Uani 1 1 d . . . . .
H8A H 0.7604 0.6457 0.6845 0.077 Uiso 1 1 d R U . . .
H8B H 0.7386 0.5212 0.7599 0.077 Uiso 1 1 d R U . . .
C9 C 0.5417(4) 0.7303(10) 0.5763(7) 0.118(3) Uani 1 1 d . . . . .
H9A H 0.4991 0.6617 0.5822 0.142 Uiso 1 1 d R U . . .
H9B H 0.5302 0.7676 0.5063 0.142 Uiso 1 1 d R U . . .
C10 C 0.6139(4) 0.6266(9) 0.6135(5) 0.0948(18) Uani 1 1 d . U . . .
C11 C 0.6670(4) 0.7290(9) 0.7107(5) 0.098(2) Uani 1 1 d D U . . .
C12 C 0.6661(5) 1.0404(11) 0.7821(6) 0.122(3) Uani 1 1 d . . . . .
H12A H 0.6449 1.0208 0.8347 0.183 Uiso 1 1 d R U . . .
H12B H 0.7207 1.0288 0.8097 0.183 Uiso 1 1 d R U . . .
H12C H 0.6530 1.1596 0.7545 0.183 Uiso 1 1 d R U . . .
C13 C 0.5574(4) 0.8897(11) 0.6501(7) 0.119(2) Uani 1 1 d D U . . .
H13A H 0.5304 1.0008 0.6270 0.143 Uiso 1 1 d DR U . . .
C16 C 0.6363(4) 0.9023(12) 0.6985(7) 0.118(2) Uani 1 1 d D U . . .
N1 N 0.88718(18) 0.1313(5) 0.5159(2) 0.0507(8) Uani 1 1 d . . . . .
H101 H 0.8839 0.0371 0.4654 0.061 Uiso 1 1 d R U . . .
C1 C 0.8095(3) 0.2077(8) 0.4970(4) 0.0695(13) Uani 1 1 d . . . . .
H1A H 0.7745 0.1125 0.5000 0.083 Uiso 1 1 d R U . . .
H1B H 0.7908 0.2611 0.4298 0.083 Uiso 1 1 d R U . . .
C2 C 0.9432(3) 0.4254(7) 0.5795(4) 0.0648(12) Uani 1 1 d . . . . .
H2A H 0.9240 0.5375 0.5440 0.078 Uiso 1 1 d R U . . .
H2B H 0.9960 0.4440 0.6218 0.078 Uiso 1 1 d R U . . .
C3 C 0.9386(3) 0.2780(7) 0.5046(4) 0.0652(12) Uani 1 1 d . . . . .
H3A H 0.9892 0.2298 0.5153 0.078 Uiso 1 1 d R U . . .
H3B H 0.9188 0.3267 0.4363 0.078 Uiso 1 1 d R U . . .
C4 C 0.8964(3) 0.3744(6) 0.6450(4) 0.0637(11) Uani 1 1 d . . . . .
H4 H 0.9001 0.4695 0.6952 0.076 Uiso 1 1 d R U . . .
C5 C 0.9197(3) 0.0493(7) 0.6190(4) 0.0700(13) Uani 1 1 d . . . . .
H5A H 0.9690 -0.0046 0.6274 0.084 Uiso 1 1 d R U . . .
H5B H 0.8859 -0.0448 0.6271 0.084 Uiso 1 1 d R U . . .
C6 C 0.9285(4) 0.1979(8) 0.6978(4) 0.0793(15) Uani 1 1 d . . . . .
H6A H 0.9011 0.1640 0.7429 0.095 Uiso 1 1 d R U . . .
H6B H 0.9820 0.2125 0.7381 0.095 Uiso 1 1 d R U . . .
C7 C 0.8134(3) 0.3507(8) 0.5760(5) 0.0755(14) Uani 1 1 d . . . . .
H7A H 0.7824 0.3139 0.6160 0.091 Uiso 1 1 d R U . . .
H7B H 0.7935 0.4643 0.5430 0.091 Uiso 1 1 d R U . . .
C15 C 0.6167(8) 0.6602(19) 0.7809(12) 0.138(4) Uani 0.5 1 d D . P . .
H15A H 0.6480 0.6619 0.8513 0.166 Uiso 0.5 1 d R U P . .
H15B H 0.5979 0.5396 0.7629 0.166 Uiso 0.5 1 d R U P . .
C15' C 0.6278(7) 0.698(2) 0.7992(10) 0.138(4) Uani 0.5 1 d D . P . .
H15C H 0.6597 0.7493 0.8622 0.166 Uiso 0.5 1 d R U P . .
H15D H 0.6214 0.5711 0.8091 0.166 Uiso 0.5 1 d R U P . .
C17 C 0.5523(7) 0.7926(17) 0.7607(10) 0.158(4) Uani 1 1 d D U . . .
H17A H 0.5073 0.7195 0.7468 0.190 Uiso 1 1 d R U . . .
H17B H 0.5525 0.8824 0.8102 0.190 Uiso 1 1 d R U . . .
C14 C 0.6725(9) 0.950(3) 0.6028(14) 0.109(3) Uani 0.5 1 d D U P . .
H14A H 0.7238 0.9052 0.6196 0.164 Uiso 0.5 1 d R U P . .
H14B H 0.6409 0.8969 0.5399 0.164 Uiso 0.5 1 d R U P . .
H14C H 0.6724 1.0788 0.5961 0.164 Uiso 0.5 1 d R U P . .
C14' C 0.6440(9) 0.989(3) 0.5848(13) 0.109(3) Uani 0.5 1 d D U P . .
H14D H 0.5969 1.0483 0.5475 0.164 Uiso 0.5 1 d DR U P . .
H14E H 0.6851 1.0753 0.6007 0.164 Uiso 0.5 1 d R U P . .
H14F H 0.6536 0.8935 0.5445 0.164 Uiso 0.5 1 d R U P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.432(4) . ?
S1 O3 1.446(4) . ?
S1 O1 1.463(4) . ?
S1 C8 1.780(5) . ?
O4 C10 1.204(8) . ?
C8 C11 1.488(7) . ?
C9 C10 1.478(10) . ?
C9 C13 1.530(11) . ?
C10 C11 1.578(9) . ?
C11 C16 1.390(10) . ?
C11 C15 1.653(10) . ?
C11 C15' 1.654(10) . ?
C12 C16 1.510(10) . ?
C13 C16 1.396(7) . ?
C13 C17 1.739(15) . ?
C16 C14 1.73(2) . ?
C16 C14' 1.769(19) . ?
N1 C1 1.490(6) . ?
N1 C3 1.491(6) . ?
N1 C5 1.492(6) . ?
C1 C7 1.515(8) . ?
C2 C3 1.495(7) . ?
C2 C4 1.514(6) . ?
C4 C6 1.519(8) . ?
C4 C7 1.527(8) . ?
C5 C6 1.527(8) . ?
C15 C17 1.498(10) . ?
C15' C17 1.497(10) . ?
C14 C14' 0.582(17) . ?

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 O3 113.4(3) . . ?
O2 S1 O1 114.1(2) . . ?
O3 S1 O1 109.8(2) . . ?
O2 S1 C8 108.7(2) . . ?
O3 S1 C8 106.6(2) . . ?
O1 S1 C8 103.6(2) . . ?
C11 C8 S1 122.6(4) . . ?
C10 C9 C13 102.8(5) . . ?
O4 C10 C9 128.6(7) . . ?
O4 C10 C11 124.6(6) . . ?
C9 C10 C11 106.4(5) . . ?
C16 C11 C8 136.9(6) . . ?
C16 C11 C10 103.0(5) . . ?
C8 C11 C10 109.1(5) . . ?
C16 C11 C15 93.7(7) . . ?
C8 C11 C15 112.1(7) . . ?
C10 C11 C15 92.9(8) . . ?
C16 C11 C15' 87.4(7) . . ?
C8 C11 C15' 109.8(6) . . ?
C10 C11 C15' 105.9(8) . . ?
C15 C11 C15' 13.4(7) . . ?
C16 C13 C9 107.8(7) . . ?
C16 C13 C17 87.8(7) . . ?
C9 C13 C17 103.2(8) . . ?
C11 C16 C13 108.6(7) . . ?
C11 C16 C12 120.0(7) . . ?
C13 C16 C12 118.0(7) . . ?
C11 C16 C14 91.7(8) . . ?
C13 C16 C14 105.1(9) . . ?
C12 C16 C14 109.1(10) . . ?
C11 C16 C14' 106.9(8) . . ?
C13 C16 C14' 89.0(8) . . ?
C12 C16 C14' 109.3(10) . . ?
C14 C16 C14' 19.1(6) . . ?
C1 N1 C3 108.9(4) . . ?
C1 N1 C5 112.0(4) . . ?
C3 N1 C5 109.6(4) . . ?
N1 C1 C7 109.4(4) . . ?
C3 C2 C4 109.8(4) . . ?
N1 C3 C2 109.9(4) . . ?
C2 C4 C6 107.3(4) . . ?
C2 C4 C7 108.1(4) . . ?
C6 C4 C7 110.8(4) . . ?
N1 C5 C6 108.5(4) . . ?
C4 C6 C5 109.8(4) . . ?
C1 C7 C4 109.3(4) . . ?
C17 C15 C11 105.4(9) . . ?
C17 C15' C11 105.3(9) . . ?
C15' C17 C15 14.8(8) . . ?
C15' C17 C13 100.7(8) . . ?
C15 C17 C13 99.0(8) . . ?
C14' C14 C16 84(3) . . ?
C14 C14' C16 77(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 S1 C8 C11 -66.5(6) . . . . ?
O3 S1 C8 C11 56.0(6) . . . . ?
O1 S1 C8 C11 171.8(5) . . . . ?
C13 C9 C10 O4 174.4(9) . . . . ?
C13 C9 C10 C11 2.1(9) . . . . ?
S1 C8 C11 C16 39.7(12) . . . . ?
S1 C8 C11 C10 175.7(5) . . . . ?
S1 C8 C11 C15 -82.8(9) . . . . ?
S1 C8 C11 C15' -68.6(9) . . . . ?
O4 C10 C11 C16 166.1(9) . . . . ?
C9 C10 C11 C16 -21.2(9) . . . . ?
O4 C10 C11 C8 15.3(11) . . . . ?
C9 C10 C11 C8 -172.1(6) . . . . ?
O4 C10 C11 C15 -99.4(10) . . . . ?
C9 C10 C11 C15 73.3(8) . . . . ?
O4 C10 C11 C15' -102.9(10) . . . . ?
C9 C10 C11 C15' 69.7(9) . . . . ?
C10 C9 C13 C16 17.9(11) . . . . ?
C10 C9 C13 C17 -74.1(8) . . . . ?
C8 C11 C16 C13 171.3(8) . . . . ?
C10 C11 C16 C13 33.6(9) . . . . ?
C15 C11 C16 C13 -60.3(10) . . . . ?
C15' C11 C16 C13 -72.1(9) . . . . ?
C8 C11 C16 C12 -48.7(15) . . . . ?
C10 C11 C16 C12 173.7(8) . . . . ?
C15 C11 C16 C12 79.8(11) . . . . ?
C15' C11 C16 C12 68.0(10) . . . . ?
C8 C11 C16 C14 64.7(12) . . . . ?
C10 C11 C16 C14 -73.0(8) . . . . ?
C15 C11 C16 C14 -166.9(9) . . . . ?
C15' C11 C16 C14 -178.7(9) . . . . ?
C8 C11 C16 C14' 76.5(11) . . . . ?
C10 C11 C16 C14' -61.2(9) . . . . ?
C15 C11 C16 C14' -155.0(9) . . . . ?
C15' C11 C16 C14' -166.9(9) . . . . ?
C9 C13 C16 C11 -33.9(11) . . . . ?
C17 C13 C16 C11 69.3(8) . . . . ?
C9 C13 C16 C12 -174.9(9) . . . . ?
C17 C13 C16 C12 -71.7(10) . . . . ?
C9 C13 C16 C14 63.2(11) . . . . ?
C17 C13 C16 C14 166.4(9) . . . . ?
C9 C13 C16 C14' 73.6(10) . . . . ?
C17 C13 C16 C14' 176.9(8) . . . . ?
C3 N1 C1 C7 -62.5(5) . . . . ?
C5 N1 C1 C7 58.9(6) . . . . ?
C1 N1 C3 C2 60.1(5) . . . . ?
C5 N1 C3 C2 -62.7(5) . . . . ?
C4 C2 C3 N1 2.1(6) . . . . ?
C3 C2 C4 C6 58.8(5) . . . . ?
C3 C2 C4 C7 -60.8(5) . . . . ?
C1 N1 C5 C6 -62.6(6) . . . . ?
C3 N1 C5 C6 58.4(5) . . . . ?
C2 C4 C6 C5 -62.2(6) . . . . ?
C7 C4 C6 C5 55.6(6) . . . . ?
N1 C5 C6 C4 3.9(6) . . . . ?
N1 C1 C7 C4 2.7(6) . . . . ?
C2 C4 C7 C1 57.8(6) . . . . ?
C6 C4 C7 C1 -59.5(6) . . . . ?
C16 C11 C15 C17 18.5(12) . . . . ?
C8 C11 C15 C17 163.3(9) . . . . ?
C10 C11 C15 C17 -84.7(11) . . . . ?
C15' C11 C15 C17 80(2) . . . . ?
C16 C11 C15' C17 37.9(11) . . . . ?
C8 C11 C15' C17 177.4(9) . . . . ?
C10 C11 C15' C17 -64.9(12) . . . . ?
C15 C11 C15' C17 -80(2) . . . . ?
C11 C15' C17 C15 81(2) . . . . ?
C11 C15' C17 C13 -4.0(13) . . . . ?
C11 C15 C17 C15' -81(2) . . . . ?
C11 C15 C17 C13 16.7(12) . . . . ?
C16 C13 C17 C15' -31.2(11) . . . . ?
C9 C13 C17 C15' 76.6(11) . . . . ?
C16 C13 C17 C15 -46.1(10) . . . . ?
C9 C13 C17 C15 61.7(10) . . . . ?
C11 C16 C14 C14' 143(3) . . . . ?
C13 C16 C14 C14' 33(4) . . . . ?
C12 C16 C14 C14' -94(4) . . . . ?
C11 C16 C14' C14 -39(4) . . . . ?
C13 C16 C14' C14 -148(4) . . . . ?
C12 C16 C14' C14 93(4) . . . . ?

_refine_diff_density_max         1.377
_refine_diff_density_min         -0.623
_refine_diff_density_rms         0.091

####################################################################### 
# 
# 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_DFF-HQ-HSO4
_database_code_depnum_ccdc_archive 'CCDC 2072447'
loop_
_audit_author_name
_audit_author_address
'Wei-Qiang Liao'
;Nanchang University
China
;
_audit_update_record             
;
2021-03-23 deposited with the CCDC.	2021-04-19 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         'C7 H14 N, H O4 S'
_chemical_formula_sum            'C7 H15 N O4 S'
_chemical_formula_weight         209.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   7.0131(7)
_cell_length_b                   7.1214(5)
_cell_length_c                   19.4770(17)
_cell_angle_alpha                90
_cell_angle_beta                 93.127(8)
_cell_angle_gamma                90
_cell_volume                     971.30(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3363
_cell_measurement_theta_min      3.0050
_cell_measurement_theta_max      28.2570

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_F_000             448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.318
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_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  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9113
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.094
_diffrn_reflns_theta_max         30.842
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.793
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.793
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.793
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2423
_reflns_number_gt                1622
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0674P)²+0.3869P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3056
_refine_ls_number_parameters     123
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0834
_refine_ls_R_factor_gt           0.0545
_refine_ls_wR_factor_ref         0.1537
_refine_ls_wR_factor_gt          0.1384
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
H1D H 0.444(5) 0.416(5) 0.1309(16) 0.073(10) Uiso 1 1 d . . . . .
S1 S 0.73502(9) 0.67276(8) 0.16366(3) 0.0436(2) Uani 1 1 d . . . . .
O1 O 0.6478(4) 0.8561(3) 0.19192(13) 0.0845(8) Uani 1 1 d . . . . .
H1 H 0.6927 0.8758 0.2310 0.127 Uiso 1 1 calc R U . . .
O2 O 0.9359(3) 0.6937(3) 0.16788(13) 0.0805(7) Uani 1 1 d . . . . .
O3 O 0.6684(3) 0.5191(3) 0.20448(11) 0.0765(7) Uani 1 1 d . . . . .
O4 O 0.6450(4) 0.6581(3) 0.09597(10) 0.0822(8) Uani 1 1 d . . . . .
N1 N 0.3596(4) 0.3443(3) 0.11892(13) 0.0559(6) Uani 1 1 d . . . . .
C1 C 0.1123(4) 0.1051(4) 0.08584(14) 0.0577(7) Uani 1 1 d . . . . .
H1A H 0.0143 0.0118 0.0726 0.069 Uiso 1 1 calc R U . . .
C2 C 0.4537(5) 0.1881(4) 0.08266(19) 0.0702(9) Uani 1 1 d . . . . .
H2A H 0.5474 0.1271 0.1136 0.084 Uiso 1 1 calc R U . . .
H2B H 0.5186 0.2368 0.0437 0.084 Uiso 1 1 calc R U . . .
C3 C 0.2144(5) 0.4321(4) 0.07072(16) 0.0649(8) Uani 1 1 d . . . . .
H3A H 0.1620 0.5431 0.0916 0.078 Uiso 1 1 calc R U . . .
H3B H 0.2729 0.4697 0.0289 0.078 Uiso 1 1 calc R U . . .
C4 C 0.3019(5) 0.0491(4) 0.05841(18) 0.0725(9) Uani 1 1 d . . . . .
H4A H 0.3368 -0.0757 0.0746 0.087 Uiso 1 1 calc R U . . .
H4B H 0.2915 0.0468 0.0086 0.087 Uiso 1 1 calc R U . . .
C5 C 0.0601(5) 0.2938(5) 0.05450(17) 0.0701(9) Uani 1 1 d . . . . .
H5A H 0.0405 0.2811 0.0050 0.084 Uiso 1 1 calc R U . . .
H5B H -0.0581 0.3381 0.0725 0.084 Uiso 1 1 calc R U . . .
C6 C 0.2688(6) 0.2807(6) 0.18157(16) 0.0867(12) Uani 1 1 d . . . . .
H6A H 0.2000 0.3839 0.2013 0.104 Uiso 1 1 calc R U . . .
H6B H 0.3657 0.2378 0.2154 0.104 Uiso 1 1 calc R U . . .
C7 C 0.1328(8) 0.1226(7) 0.16270(17) 0.1075(17) Uani 1 1 d . . . . .
H7A H 0.1813 0.0059 0.1826 0.129 Uiso 1 1 calc R U . . .
H7B H 0.0093 0.1477 0.1808 0.129 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.415(2) . ?
S1 O4 1.434(2) . ?
S1 O3 1.445(2) . ?
S1 O1 1.555(2) . ?
N1 C6 1.478(4) . ?
N1 C3 1.485(4) . ?
N1 C2 1.491(4) . ?
C1 C7 1.501(4) . ?
C1 C5 1.513(4) . ?
C1 C4 1.513(5) . ?
C2 C4 1.510(4) . ?
C3 C5 1.484(5) . ?
C6 C7 1.508(5) . ?

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 O4 116.62(16) . . ?
O2 S1 O3 113.50(15) . . ?
O4 S1 O3 108.14(14) . . ?
O2 S1 O1 107.50(14) . . ?
O4 S1 O1 102.98(14) . . ?
O3 S1 O1 107.20(16) . . ?
C6 N1 C3 109.9(3) . . ?
C6 N1 C2 112.6(3) . . ?
C3 N1 C2 108.7(2) . . ?
C7 C1 C5 109.7(3) . . ?
C7 C1 C4 109.6(3) . . ?
C5 C1 C4 106.8(3) . . ?
N1 C2 C4 108.3(3) . . ?
C5 C3 N1 108.8(2) . . ?
C2 C4 C1 109.6(2) . . ?
C3 C5 C1 110.2(2) . . ?
N1 C6 C7 108.8(2) . . ?
C1 C7 C6 109.3(3) . . ?

_refine_diff_density_max         0.370
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.055

####################################################################### 
# 
# 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_P21-1
_database_code_depnum_ccdc_archive 'CCDC 2072445'
loop_
_audit_author_name
_audit_author_address
'Wei-Qiang Liao'
;Nanchang University
China
;
_audit_update_record             
;
2021-03-23 deposited with the CCDC.	2021-04-19 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         'C10 H15 O4 S, C7 H14 N'
_chemical_formula_sum            'C17 H29 N O4 S'
_chemical_formula_weight         343.47

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           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   14.0095(2)
_cell_length_b                   7.41620(10)
_cell_length_c                   18.5511(2)
_cell_angle_alpha                90
_cell_angle_beta                 109.791(2)
_cell_angle_gamma                90
_cell_volume                     1813.56(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7540
_cell_measurement_theta_min      2.9020
_cell_measurement_theta_max      30.7220

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_F_000             744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.744
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12018
_diffrn_reflns_av_unetI/netI     0.0307
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.531
_diffrn_reflns_theta_max         76.304
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.828
_diffrn_reflns_point_group_measured_fraction_full 0.888
_reflns_number_total             7602
_reflns_number_gt                5559
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.613
_reflns_Friedel_fraction_max     0.684
_reflns_Friedel_fraction_full    0.757

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1319P)²+0.5394P] 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 
;
 Flack x determined using 1970 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.058(13)
_chemical_absolute_configuration D
_refine_ls_number_reflns         6297
_refine_ls_number_parameters     419
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0581
_refine_ls_wR_factor_ref         0.1864
_refine_ls_wR_factor_gt          0.1674
_refine_ls_goodness_of_fit_ref   0.991
_refine_ls_restrained_S_all      0.991
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C44 C 0.5481(6) 0.9954(15) 0.1539(5) 0.130(4) Uani 1 1 d . . . . .
H44A H 0.5207 1.0677 0.1851 0.195 Uiso 1 1 calc R U . . .
H44B H 0.5550 1.0677 0.1130 0.195 Uiso 1 1 calc R U . . .
H44C H 0.6134 0.9500 0.1846 0.195 Uiso 1 1 calc R U . . .
C45 C 0.5296(7) 0.7019(18) 0.0839(4) 0.139(5) Uani 1 1 d . . . . .
H45A H 0.5476 0.7612 0.0443 0.209 Uiso 1 1 calc R U . . .
H45B H 0.4853 0.6024 0.0623 0.209 Uiso 1 1 calc R U . . .
H45C H 0.5899 0.6581 0.1225 0.209 Uiso 1 1 calc R U . . .
O12 O 0.3196(6) 0.4868(10) 0.1342(3) 0.149(3) Uani 1 1 d . . . . .
C46 C 0.3112(5) 0.7322(12) 0.0456(3) 0.098(2) Uani 1 1 d . . . . .
H46A H 0.2396 0.7596 0.0319 0.117 Uiso 1 1 calc R U . . .
H46B H 0.3225 0.6669 0.0039 0.117 Uiso 1 1 calc R U . . .
C49 C 0.3496(5) 0.6282(9) 0.1194(3) 0.0836(19) Uani 1 1 d . . . . .
C47 C 0.3749(5) 0.9006(9) 0.0654(3) 0.0823(18) Uani 1 1 d . . . . .
H47 H 0.3781 0.9713 0.0217 0.099 Uiso 1 1 calc R U . . .
C37 C 0.3294(6) 1.0012(12) 0.1209(5) 0.109(3) Uani 1 1 d . . . . .
H37A H 0.3531 1.1249 0.1292 0.131 Uiso 1 1 calc R U . . .
H37B H 0.2558 1.0007 0.1007 0.131 Uiso 1 1 calc R U . . .
C38 C 0.4338(3) 0.7408(7) 0.1756(2) 0.0545(10) Uani 1 1 d . . . . .
C39 C 0.4757(4) 0.8353(11) 0.1199(3) 0.0812(18) Uani 1 1 d . . . . .
C41 C 0.3681(5) 0.8941(11) 0.1932(3) 0.0826(17) Uani 1 1 d . . . . .
H41A H 0.3123 0.8438 0.2065 0.099 Uiso 1 1 calc R U . . .
H41B H 0.4090 0.9689 0.2352 0.099 Uiso 1 1 calc R U . . .
C42 C 0.4930(4) 0.6301(9) 0.2442(3) 0.0665(14) Uani 1 1 d . . . . .
H42A H 0.5183 0.5257 0.2248 0.080 Uiso 1 1 calc R U . . .
H42B H 0.4446 0.5855 0.2670 0.080 Uiso 1 1 calc R U . . .
O11 O 0.5709(4) 0.8945(7) 0.3383(2) 0.0908(14) Uani 1 1 d . . . . .
O10 O 0.6147(3) 0.5838(6) 0.38044(18) 0.0726(11) Uani 1 1 d . . . . .
O9 O 0.6812(3) 0.7167(7) 0.2915(2) 0.0831(12) Uani 1 1 d . . . . .
S4 S 0.59603(8) 0.71907(16) 0.31947(6) 0.0582(4) Uani 1 1 d . . . . .
S2 S -0.09763(7) 0.25149(15) 0.67559(6) 0.0533(3) Uani 1 1 d . . . . .
O5 O -0.1105(2) 0.3869(6) 0.61510(17) 0.0646(10) Uani 1 1 d . . . . .
O4 O -0.1861(2) 0.2451(7) 0.6988(2) 0.0699(9) Uani 1 1 d . . . . .
C16 C 0.0043(3) 0.3416(7) 0.7542(2) 0.0520(11) Uani 1 1 d . . . . .
H16A H 0.0655 0.3299 0.7412 0.062 Uiso 1 1 calc R U . . .
H16B H -0.0084 0.4697 0.7564 0.062 Uiso 1 1 calc R U . . .
O6 O -0.0667(3) 0.0786(7) 0.6565(2) 0.0864(13) Uani 1 1 d . . . . .
O7 O 0.1552(5) 0.5153(8) 0.8753(3) 0.114(2) Uani 1 1 d . . . . .
C17 C 0.0282(3) 0.2691(7) 0.8343(2) 0.0542(10) Uani 1 1 d . . . . .
C24 C 0.0633(4) 0.0750(7) 0.8587(3) 0.0590(11) Uani 1 1 d . . . . .
C21 C 0.1627(5) 0.2655(11) 0.9609(3) 0.090(2) Uani 1 1 d . . . . .
H21A H 0.1627 0.3346 1.0052 0.108 Uiso 1 1 calc R U . . .
H21B H 0.2308 0.2218 0.9688 0.108 Uiso 1 1 calc R U . . .
C20 C 0.0854(4) 0.1085(9) 0.9443(3) 0.0709(14) Uani 1 1 d . . . . .
H20 H 0.1097 0.0021 0.9766 0.085 Uiso 1 1 calc R U . . .
C23 C 0.1553(5) 0.0203(10) 0.8374(4) 0.0840(18) Uani 1 1 d . . . . .
H23A H 0.1357 0.0083 0.7828 0.126 Uiso 1 1 calc R U . . .
H23B H 0.1811 -0.0928 0.8613 0.126 Uiso 1 1 calc R U . . .
H23C H 0.2069 0.1109 0.8549 0.126 Uiso 1 1 calc R U . . .
C19 C -0.0137(5) 0.1861(10) 0.9477(3) 0.0827(17) Uani 1 1 d . . . . .
H19A H -0.0022 0.2597 0.9931 0.099 Uiso 1 1 calc R U . . .
H19B H -0.0616 0.0913 0.9471 0.099 Uiso 1 1 calc R U . . .
C25 C -0.0197(5) -0.0646(9) 0.8282(4) 0.0842(17) Uani 1 1 d . . . . .
H25A H -0.0839 -0.0127 0.8248 0.126 Uiso 1 1 calc R U . . .
H25B H -0.0060 -0.1663 0.8622 0.126 Uiso 1 1 calc R U . . .
H25C H -0.0219 -0.1032 0.7782 0.126 Uiso 1 1 calc R U . . .
C22 C 0.1229(5) 0.3749(8) 0.8886(3) 0.0759(17) Uani 1 1 d . . . . .
C18 C -0.0517(4) 0.3020(9) 0.8737(3) 0.0710(14) Uani 1 1 d . . . . .
H18A H -0.1184 0.2633 0.8410 0.085 Uiso 1 1 calc R U . . .
H18B H -0.0546 0.4286 0.8859 0.085 Uiso 1 1 calc R U . . .
N1 N 0.2664(2) 0.1154(6) 0.38929(19) 0.0483(8) Uani 1 1 d . . . . .
H101 H 0.2163 0.0213 0.3870 0.058 Uiso 1 1 calc R U . . .
C6 C 0.2452(3) 0.7063(8) 0.5617(3) 0.0584(13) Uani 1 1 d . . . . .
H6A H 0.3139 0.6595 0.5799 0.070 Uiso 1 1 calc R U . . .
H6B H 0.2323 0.7568 0.5110 0.070 Uiso 1 1 calc R U . . .
N2 N 0.2339(3) 0.8497(6) 0.61492(19) 0.0482(8) Uani 1 1 d . . . . .
H100 H 0.2845 0.9440 0.6188 0.058 Uiso 1 1 calc R U . . .
C7 C 0.1315(4) 0.9310(8) 0.5845(4) 0.0700(15) Uani 1 1 d . . . . .
H7A H 0.1220 0.9878 0.5354 0.084 Uiso 1 1 calc R U . . .
H7B H 0.1237 1.0221 0.6195 0.084 Uiso 1 1 calc R U . . .
C14 C 0.4480(4) 0.1780(9) 0.4281(4) 0.0714(15) Uani 1 1 d . . . . .
H14A H 0.4917 0.1415 0.3997 0.086 Uiso 1 1 calc R U . . .
H14B H 0.4896 0.1928 0.4814 0.086 Uiso 1 1 calc R U . . .
C4 C 0.2542(4) 0.7685(9) 0.6925(2) 0.0633(13) Uani 1 1 d . . . . .
H4A H 0.2530 0.8618 0.7288 0.076 Uiso 1 1 calc R U . . .
H4B H 0.3208 0.7129 0.7099 0.076 Uiso 1 1 calc R U . . .
C5 C 0.1709(4) 0.5553(8) 0.5576(3) 0.0616(13) Uani 1 1 d . . . . .
H5A H 0.2074 0.4449 0.5776 0.074 Uiso 1 1 calc R U . . .
H5B H 0.1287 0.5346 0.5048 0.074 Uiso 1 1 calc R U . . .
C9 C 0.3307(4) 0.4088(8) 0.4444(3) 0.0611(12) Uani 1 1 d . . . . .
H9A H 0.3736 0.4255 0.4973 0.073 Uiso 1 1 calc R U . . .
H9B H 0.2962 0.5217 0.4260 0.073 Uiso 1 1 calc R U . . .
C3 C 0.1747(5) 0.6297(9) 0.6882(3) 0.0714(14) Uani 1 1 d . . . . .
H3A H 0.1351 0.6670 0.7195 0.086 Uiso 1 1 calc R U . . .
H3B H 0.2068 0.5154 0.7076 0.086 Uiso 1 1 calc R U . . .
C8 C 0.2546(4) 0.2653(9) 0.4398(3) 0.0639(13) Uani 1 1 d . . . . .
H8A H 0.1867 0.3151 0.4193 0.077 Uiso 1 1 calc R U . . .
H8B H 0.2642 0.2189 0.4907 0.077 Uiso 1 1 calc R U . . .
C11 C 0.3959(4) 0.3570(8) 0.3962(3) 0.0609(12) Uani 1 1 d . . . . .
H11 H 0.4464 0.4508 0.3993 0.073 Uiso 1 1 calc R U . . .
C12 C 0.2480(4) 0.1862(8) 0.3104(2) 0.0654(14) Uani 1 1 d . . . . .
H12A H 0.1802 0.2365 0.2899 0.079 Uiso 1 1 calc R U . . .
H12B H 0.2536 0.0892 0.2770 0.079 Uiso 1 1 calc R U . . .
C13 C 0.3695(4) 0.0370(8) 0.4210(3) 0.0629(13) Uani 1 1 d . . . . .
H13A H 0.3770 -0.0588 0.3877 0.076 Uiso 1 1 calc R U . . .
H13B H 0.3791 -0.0145 0.4710 0.076 Uiso 1 1 calc R U . . .
C1 C 0.0530(3) 0.7815(9) 0.5750(4) 0.0781(17) Uani 1 1 d . . . . .
H1A H 0.0080 0.8129 0.6029 0.094 Uiso 1 1 calc R U . . .
H1B H 0.0125 0.7686 0.5213 0.094 Uiso 1 1 calc R U . . .
C10 C 0.3266(5) 0.3318(9) 0.3141(3) 0.0745(15) Uani 1 1 d . . . . .
H10A H 0.3663 0.2970 0.2826 0.089 Uiso 1 1 calc R U . . .
H10B H 0.2926 0.4445 0.2945 0.089 Uiso 1 1 calc R U . . .
C36 C 0.1052(4) 0.6077(8) 0.6046(3) 0.0618(13) Uani 1 1 d . . . . .
H36 H 0.0549 0.5133 0.6011 0.074 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
C44 C39 1.550(11) . ?
C45 C39 1.529(11) . ?
O12 C49 1.195(9) . ?
C46 C49 1.504(8) . ?
C46 C47 1.506(10) . ?
C49 C38 1.530(7) . ?
C47 C39 1.511(8) . ?
C47 C37 1.571(11) . ?
C37 C41 1.493(10) . ?
C38 C42 1.505(6) . ?
C38 C39 1.522(7) . ?
C38 C41 1.565(8) . ?
C42 S4 1.762(5) . ?
O11 S4 1.422(5) . ?
O10 S4 1.468(4) . ?
O9 S4 1.453(4) . ?
S2 O6 1.435(5) . ?
S2 O4 1.444(3) . ?
S2 O5 1.471(4) . ?
S2 C16 1.790(4) . ?
C16 C17 1.507(6) . ?
O7 C22 1.193(8) . ?
C17 C24 1.538(7) . ?
C17 C18 1.549(6) . ?
C17 C22 1.577(7) . ?
C24 C25 1.517(7) . ?
C24 C23 1.524(7) . ?
C24 C20 1.533(7) . ?
C21 C22 1.503(8) . ?
C21 C20 1.548(10) . ?
C20 C19 1.525(8) . ?
C19 C18 1.553(7) . ?
N1 C13 1.482(6) . ?
N1 C12 1.493(6) . ?
N1 C8 1.499(7) . ?
C6 N2 1.496(6) . ?
C6 C5 1.514(8) . ?
N2 C7 1.481(6) . ?
N2 C4 1.496(5) . ?
C7 C1 1.529(9) . ?
C14 C13 1.491(8) . ?
C14 C11 1.534(8) . ?
C4 C3 1.498(8) . ?
C5 C36 1.517(7) . ?
C9 C8 1.488(8) . ?
C9 C11 1.527(7) . ?
C3 C36 1.535(7) . ?
C11 C10 1.515(7) . ?
C12 C10 1.527(8) . ?
C1 C36 1.492(9) . ?

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
C49 C46 C47 101.8(4) . . ?
O12 C49 C46 127.8(6) . . ?
O12 C49 C38 125.0(6) . . ?
C46 C49 C38 107.2(5) . . ?
C46 C47 C39 103.9(5) . . ?
C46 C47 C37 102.4(6) . . ?
C39 C47 C37 102.1(5) . . ?
C41 C37 C47 103.3(5) . . ?
C42 C38 C39 126.6(4) . . ?
C42 C38 C49 110.8(4) . . ?
C39 C38 C49 100.1(4) . . ?
C42 C38 C41 114.5(4) . . ?
C39 C38 C41 101.3(5) . . ?
C49 C38 C41 99.6(4) . . ?
C47 C39 C45 113.8(6) . . ?
C47 C39 C38 96.5(4) . . ?
C45 C39 C38 111.1(7) . . ?
C47 C39 C44 111.2(6) . . ?
C45 C39 C44 108.8(7) . . ?
C38 C39 C44 115.2(5) . . ?
C37 C41 C38 105.1(5) . . ?
C38 C42 S4 122.4(4) . . ?
O11 S4 O9 113.6(3) . . ?
O11 S4 O10 115.5(3) . . ?
O9 S4 O10 108.3(2) . . ?
O11 S4 C42 109.4(3) . . ?
O9 S4 C42 105.3(3) . . ?
O10 S4 C42 103.8(3) . . ?
O6 S2 O4 113.9(3) . . ?
O6 S2 O5 113.0(3) . . ?
O4 S2 O5 110.7(2) . . ?
O6 S2 C16 108.1(2) . . ?
O4 S2 C16 107.3(2) . . ?
O5 S2 C16 103.0(2) . . ?
C17 C16 S2 121.4(4) . . ?
C16 C17 C24 124.4(4) . . ?
C16 C17 C18 116.9(4) . . ?
C24 C17 C18 102.7(4) . . ?
C16 C17 C22 108.1(4) . . ?
C24 C17 C22 99.3(4) . . ?
C18 C17 C22 101.9(4) . . ?
C25 C24 C23 109.3(5) . . ?
C25 C24 C20 111.0(5) . . ?
C23 C24 C20 114.8(4) . . ?
C25 C24 C17 113.6(4) . . ?
C23 C24 C17 112.8(5) . . ?
C20 C24 C17 94.9(4) . . ?
C22 C21 C20 101.9(4) . . ?
C19 C20 C24 103.7(4) . . ?
C19 C20 C21 107.1(6) . . ?
C24 C20 C21 102.1(5) . . ?
C20 C19 C18 102.5(4) . . ?
O7 C22 C21 127.1(6) . . ?
O7 C22 C17 126.7(5) . . ?
C21 C22 C17 106.2(5) . . ?
C17 C18 C19 104.1(4) . . ?
C13 N1 C12 110.4(4) . . ?
C13 N1 C8 110.0(4) . . ?
C12 N1 C8 109.5(4) . . ?
N2 C6 C5 109.5(3) . . ?
C7 N2 C4 112.0(4) . . ?
C7 N2 C6 110.0(4) . . ?
C4 N2 C6 108.7(4) . . ?
N2 C7 C1 108.4(5) . . ?
C13 C14 C11 109.4(4) . . ?
N2 C4 C3 109.3(4) . . ?
C6 C5 C36 108.8(4) . . ?
C8 C9 C11 110.2(4) . . ?
C4 C3 C36 109.4(4) . . ?
C9 C8 N1 109.7(3) . . ?
C10 C11 C9 108.2(4) . . ?
C10 C11 C14 109.8(5) . . ?
C9 C11 C14 107.1(5) . . ?
N1 C12 C10 108.8(4) . . ?
N1 C13 C14 110.5(4) . . ?
C36 C1 C7 109.9(4) . . ?
C11 C10 C12 109.9(4) . . ?
C1 C36 C5 109.0(5) . . ?
C1 C36 C3 110.2(5) . . ?
C5 C36 C3 107.9(4) . . ?

_refine_diff_density_max         0.518
_refine_diff_density_min         -0.428
_refine_diff_density_rms         0.058

