# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_xj0915-3
_database_code_depnum_ccdc_archive 'CCDC 2055586'
loop_
_audit_author_name
_audit_author_address
'Abudureheman Wusiman'
;Xinjiang Normal University
China
;
_audit_update_record             
;
2021-01-12 deposited with the CCDC.	2021-04-12 downloaded from the CCDC.
;
_audit_creation_method           Olex2

_audit_creation_date             2020-11-06
_chemical_formula_sum            'C11 H15 N3 O4 S'
_chemical_formula_weight         285.320
_refine_ls_R_factor_all          0.048
_cell_length_a                   9.2057(7)
_cell_length_b                   24.8117(16)
_cell_length_c                   12.0592(8)
_cell_angle_alpha                90.000
_cell_angle_beta                 90.000
_cell_angle_gamma                90.000
_cell_volume                     2754.4(3)
_cell_formula_units_Z            8
_symmetry_int_tables_number      56
_symmetry_space_group_name_H-M   'P c c n'
_symmetry_space_group_name_Hall  -P_2ab_2ac

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2-x,1/2-y,z
3 1/2+x,-y,1/2-z
4 -x,1/2+y,1/2-z
5 -x,-y,-z
6 1/2+x,1/2+y,-z
7 1/2-x,y,1/2+z
8 x,1/2-y,1/2+z

loop_
_atom_type_symbol
_atom_type_oxidation_number
_atom_type_radius_bond
S ? 1.200
O ? 1.200
N ? 1.200
H ? 1.200
C ? 1.200


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_attached_hydrogens
_atom_site_calc_flag
_atom_site_thermal_displace_type
_atom_site_u_iso_or_equiv
S1 S 0.2264(1) 0.5809(0) 0.204() 1.000 8 e ? d Uani 0.02467(18)
O1 O 0.5318(2) 0.7847(1) 0.4711(1) 1.000 8 e ? d Uani 0.0659(6)
O2 O 0.6309(3) 0.7959(1) 0.3136(2) 1.000 8 e ? d Uani 0.0701(7)
O3 O 0.2396(2) 0.5819(1) 0.0851(1) 1.000 8 e ? d Uani 0.0345(4)
O4 O 0.0810(2) 0.5831(0) 0.2497(1) 1.000 8 e ? d Uani 0.0325(4)
N1 N 0.3194(2) 0.5312(1) 0.2498(1) 1.000 8 e ? d Uani 0.0239(4)
N2 N 0.3293(2) 0.4608(1) 0.3712(1) 1.000 8 e ? d Uani 0.0231(4)
H2 H 0.4086 0.4520 0.3381 1.000 8 e ? calc Uiso 0.02800
N3 N 0.5499(2) 0.7720(1) 0.3753(2) 1.000 8 e ? d Uani 0.0365(5)
C1 C 0.4681(2) 0.7253(1) 0.3331(2) 1.000 8 e ? d Uani 0.0263(5)
C2 C 0.3781(2) 0.6974(1) 0.4045(2) 1.000 8 e ? d Uani 0.0292(5)
H2A H 0.3683 0.7081 0.4781 1.000 8 e ? calc Uiso 0.03500
C3 C 0.3030(2) 0.6534(1) 0.3645(2) 1.000 8 e ? d Uani 0.0270(5)
H3 H 0.2418 0.6339 0.4109 1.000 8 e ? calc Uiso 0.03200
C4 C 0.3195(2) 0.6386(1) 0.2545(2) 1.000 8 e ? d Uani 0.0221(4)
C5 C 0.4100(3) 0.6671(1) 0.1845(2) 1.000 8 e ? d Uani 0.0325(5)
H5 H 0.4203 0.6565 0.1109 1.000 8 e ? calc Uiso 0.03900
C6 C 0.4853(3) 0.7112(1) 0.2239(2) 1.000 8 e ? d Uani 0.0349(6)
H6 H 0.5462 0.7309 0.1776 1.000 8 e ? calc Uiso 0.04200
C7 C 0.2635(2) 0.5035(1) 0.3330(2) 1.000 8 e ? d Uani 0.0217(4)
H7 H 0.1764 0.5146 0.3647 1.000 8 e ? calc Uiso 0.02600
C8 C 0.2845(2) 0.4254(1) 0.4643(2) 1.000 8 e ? d Uani 0.0249(5)
C9 C 0.1299(2) 0.4378(1) 0.5009(2) 1.000 8 e ? d Uani 0.0328(5)
H9A H 0.1259 0.4736 0.5312 1.000 8 e ? calc Uiso 0.04900
H9B H 0.1005 0.4123 0.5564 1.000 8 e ? calc Uiso 0.04900
H9C H 0.0659 0.4354 0.4383 1.000 8 e ? calc Uiso 0.04900
C10 C 0.3907(3) 0.4349(1) 0.5599(2) 1.000 8 e ? d Uani 0.0351(5)
H10A H 0.4879 0.4279 0.5351 1.000 8 e ? calc Uiso 0.05300
H10B H 0.3673 0.4111 0.6202 1.000 8 e ? calc Uiso 0.05300
H10C H 0.3834 0.4716 0.5845 1.000 8 e ? calc Uiso 0.05300
C11 C 0.2981(3) 0.3679(1) 0.4218(2) 1.000 8 e ? d Uani 0.0356(6)
H11A H 0.2342 0.3629 0.3598 1.000 8 e ? calc Uiso 0.05300
H11B H 0.2723 0.3432 0.4799 1.000 8 e ? calc Uiso 0.05300
H11C H 0.3965 0.3613 0.3991 1.000 8 e ? calc Uiso 0.05300



loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 O3 . . 1.4389(15) no
S1 O4 . . 1.4486(16) no
S1 N1 . . 1.5987(16) no
S1 C4 . . 1.7775(19) no
O1 N3 . . 1.210(2) no
O2 N3 . . 1.209(2) no
N1 C7 . . 1.320(2) no
N2 H2 . . 0.8600 no
N2 C7 . . 1.305(2) no
N2 C8 . . 1.483(2) no
N3 C1 . . 1.471(3) no
C1 C2 . . 1.380(3) no
C1 C6 . . 1.372(3) no
C2 H2A . . 0.9300 no
C2 C3 . . 1.379(3) no
C3 H3 . . 0.9300 no
C3 C4 . . 1.385(3) no
C4 C5 . . 1.380(3) no
C5 H5 . . 0.9300 no
C5 C6 . . 1.380(3) no
C6 H6 . . 0.9300 no
C7 H7 . . 0.9300 no
C8 C9 . . 1.521(3) no
C8 C10 . . 1.529(3) no
C8 C11 . . 1.522(3) no
C9 H9A . . 0.9600 no
C9 H9B . . 0.9600 no
C9 H9C . . 0.9600 no
C10 H10A . . 0.9600 no
C10 H10B . . 0.9600 no
C10 H10C . . 0.9600 no
C11 H11A . . 0.9600 no
C11 H11B . . 0.9600 no
C11 H11C . . 0.9600 no

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O3 S1 O4 . . . 117.19(9) no
O3 S1 N1 . . . 108.21(9) no
O3 S1 C4 . . . 106.65(9) no
O4 S1 N1 . . . 113.05(8) no
O4 S1 C4 . . . 106.58(9) no
N1 S1 C4 . . . 104.16(9) no
C7 N1 S1 . . . 117.09(14) no
C7 N2 H2 . . . 115.90 no
C7 N2 C8 . . . 128.19(17) no
C8 N2 H2 . . . 115.90 no
O1 N3 C1 . . . 117.76(19) no
O2 N3 O1 . . . 122.93(19) no
O2 N3 C1 . . . 119.30(17) no
C2 C1 N3 . . . 119.09(17) no
C6 C1 N3 . . . 118.24(18) no
C6 C1 C2 . . . 122.67(19) no
C1 C2 H2A . . . 120.70 no
C3 C2 C1 . . . 118.66(18) no
C3 C2 H2A . . . 120.70 no
C2 C3 H3 . . . 120.30 no
C2 C3 C4 . . . 119.32(19) no
C4 C3 H3 . . . 120.30 no
C3 C4 S1 . . . 119.27(15) no
C5 C4 S1 . . . 119.59(15) no
C5 C4 C3 . . . 121.11(18) no
C4 C5 H5 . . . 120.10 no
C4 C5 C6 . . . 119.89(18) no
C6 C5 H5 . . . 120.10 no
C1 C6 C5 . . . 118.35(19) no
C1 C6 H6 . . . 120.80 no
C5 C6 H6 . . . 120.80 no
N1 C7 H7 . . . 119.70 no
N2 C7 N1 . . . 120.69(19) no
N2 C7 H7 . . . 119.70 no
N2 C8 C9 . . . 111.16(16) no
N2 C8 C10 . . . 107.62(16) no
N2 C8 C11 . . . 106.05(16) no
C9 C8 C10 . . . 110.37(18) no
C9 C8 C11 . . . 111.34(18) no
C11 C8 C10 . . . 110.16(18) no
C8 C9 H9A . . . 109.50 no
C8 C9 H9B . . . 109.50 no
C8 C9 H9C . . . 109.50 no
H9A C9 H9B . . . 109.50 no
H9A C9 H9C . . . 109.50 no
H9B C9 H9C . . . 109.50 no
C8 C10 H10A . . . 109.50 no
C8 C10 H10B . . . 109.50 no
C8 C10 H10C . . . 109.50 no
H10A C10 H10B . . . 109.50 no
H10A C10 H10C . . . 109.50 no
H10B C10 H10C . . . 109.50 no
C8 C11 H11A . . . 109.50 no
C8 C11 H11B . . . 109.50 no
C8 C11 H11C . . . 109.50 no
H11A C11 H11B . . . 109.50 no
H11A C11 H11C . . . 109.50 no
H11B C11 H11C . . . 109.50 no

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
S1 N1 C7 N2 . . . . 176.44(14) no
S1 C4 C5 C6 . . . . -178.48(18) no
O1 N3 C1 C2 . . . . -1.7(3) no
O1 N3 C1 C6 . . . . 178.6(2) no
O2 N3 C1 C2 . . . . 178.6(2) no
O2 N3 C1 C6 . . . . -1.1(3) no
O3 S1 N1 C7 . . . . -140.96(15) no
O3 S1 C4 C3 . . . . 168.47(16) no
O3 S1 C4 C5 . . . . -13.3(2) no
O4 S1 N1 C7 . . . . -9.45(18) no
O4 S1 C4 C3 . . . . 42.55(18) no
O4 S1 C4 C5 . . . . -139.20(17) no
N1 S1 C4 C3 . . . . -77.21(18) no
N1 S1 C4 C5 . . . . 101.04(18) no
N3 C1 C2 C3 . . . . -179.38(19) no
N3 C1 C6 C5 . . . . 179.2(2) no
C1 C2 C3 C4 . . . . -0.1(3) no
C2 C1 C6 C5 . . . . -0.4(3) no
C2 C3 C4 S1 . . . . 178.35(16) no
C2 C3 C4 C5 . . . . 0.1(3) no
C3 C4 C5 C6 . . . . -0.3(3) no
C4 S1 N1 C7 . . . . 105.84(15) no
C4 C5 C6 C1 . . . . 0.4(4) no
C6 C1 C2 C3 . . . . 0.3(3) no
C7 N2 C8 C9 . . . . 11.4(3) no
C7 N2 C8 C10 . . . . -109.6(2) no
C7 N2 C8 C11 . . . . 132.6(2) no
C8 N2 C7 N1 . . . . 178.94(18) no
_chemical_name_systematic        
N-tert-butyl-N'-((4-nitrophenyl)sulfonyl)formimidamide
####################################################################### 
# 
# 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_xj1102
_database_code_depnum_ccdc_archive 'CCDC 2055587'
loop_
_audit_author_name
_audit_author_address
'Abudureheman Wusiman'
;Xinjiang Normal University
China
;
_audit_update_record             
;
2021-01-12 deposited with the CCDC.	2021-04-12 downloaded from the CCDC.
;
_audit_creation_date             2020-11-02
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.09.11 svn.r3730fd0d for OlexSys, GUI svn.r6159)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
N-butyl-N'-((4-nitrophenyl)sulfonyl)formimidamide
_chemical_formula_moiety         'C11 H15 N3 O4 S'
_chemical_formula_sum            'C11 H15 N3 O4 S'
_chemical_formula_weight         285.32
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   6.2139(3)
_cell_length_b                   18.1514(10)
_cell_length_c                   12.4052(7)
_cell_angle_alpha                90
_cell_angle_beta                 97.612(5)
_cell_angle_gamma                90
_cell_volume                     1386.86(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3133
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      28.9600
_cell_measurement_theta_min      2.7680
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.247
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72739
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5763
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         2.000
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -31.00   4.00   1.00    2.00    --  -11.27 -37.00 120.00   35
  2  ω    -85.00 -33.00   1.00    2.00    --  -11.27 -37.00 120.00   52
  3  ω    -20.00  79.00   1.00    2.00    --   11.90  77.00 -60.00   99
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0444008000
_diffrn_orient_matrix_UB_12      -0.0132382000
_diffrn_orient_matrix_UB_13      -0.0519900000
_diffrn_orient_matrix_UB_21      -0.0110639000
_diffrn_orient_matrix_UB_22      -0.0355782000
_diffrn_orient_matrix_UB_23      0.0222783000
_diffrn_orient_matrix_UB_31      -0.1057681000
_diffrn_orient_matrix_UB_32      0.0092725000
_diffrn_orient_matrix_UB_33      0.0111425000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2128
_reflns_number_total             2451
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.586
_refine_diff_density_min         -0.379
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2451
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0483
_refine_ls_R_factor_gt           0.0413
_refine_ls_restrained_S_all      1.107
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0514P)²+0.7730P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1061
_refine_ls_wR_factor_ref         0.1132
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 C10, C9
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C10 \\sim C9: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004 within 2A
4.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B)
4.b Aromatic/amide H refined with riding coordinates:
 N3(H3), C5(H5), C7(H7), C3(H3A), C6(H6), C2(H2)
4.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.66851(8) 0.66010(3) 0.95708(4) 0.02129(18) Uani 1 1 d . . . . .
O3 O 0.5386(2) 0.62693(8) 1.03217(12) 0.0268(4) Uani 1 1 d . . . . .
O4 O 0.8203(2) 0.71642(8) 0.99846(13) 0.0312(4) Uani 1 1 d . . . . .
O1 O 1.0749(3) 0.35902(10) 0.75888(15) 0.0447(5) Uani 1 1 d . . . . .
O2 O 1.3249(3) 0.43651(11) 0.72931(15) 0.0461(5) Uani 1 1 d . . . . .
N2 N 0.5061(3) 0.68519(9) 0.85138(14) 0.0215(4) Uani 1 1 d . . . . .
N3 N 0.4616(3) 0.76658(11) 0.70879(16) 0.0331(5) Uani 1 1 d . . . . .
H3 H 0.503037 0.807038 0.681911 0.040 Uiso 1 1 calc R U . . .
N1 N 1.1540(3) 0.42088(12) 0.76360(15) 0.0329(5) Uani 1 1 d . . . . .
C4 C 0.8177(3) 0.58809(11) 0.90465(16) 0.0208(5) Uani 1 1 d . . . . .
C5 C 0.7329(3) 0.51730(12) 0.89621(17) 0.0236(5) Uani 1 1 d . . . . .
H5 H 0.601407 0.507074 0.921187 0.028 Uiso 1 1 calc R U . . .
C1 C 1.0375(3) 0.47964(13) 0.81358(17) 0.0252(5) Uani 1 1 d . . . . .
C7 C 0.5659(3) 0.74420(12) 0.80082(18) 0.0262(5) Uani 1 1 d . . . . .
H7 H 0.686472 0.770657 0.831966 0.031 Uiso 1 1 calc R U . . .
C3 C 1.0153(3) 0.60429(12) 0.86891(18) 0.0266(5) Uani 1 1 d . . . . .
H3A H 1.072285 0.651658 0.876531 0.032 Uiso 1 1 calc R U . . .
C6 C 0.8438(3) 0.46229(12) 0.85080(17) 0.0262(5) Uani 1 1 d . . . . .
H6 H 0.789586 0.414490 0.845268 0.031 Uiso 1 1 calc R U . . .
C2 C 1.1261(3) 0.54955(13) 0.82205(18) 0.0286(5) Uani 1 1 d . . . . .
H2 H 1.257403 0.559505 0.796747 0.034 Uiso 1 1 calc R U . . .
C8 C 0.2795(4) 0.72771(14) 0.6484(2) 0.0368(6) Uani 1 1 d . . . . .
H8A H 0.197342 0.761594 0.598257 0.044 Uiso 1 1 calc R U . . .
H8B H 0.184108 0.709942 0.698568 0.044 Uiso 1 1 calc R U . . .
C9 C 0.3545(5) 0.66289(16) 0.5849(2) 0.0483(7) Uani 1 1 d . U . . .
H9A H 0.451372 0.680610 0.535406 0.058 Uiso 1 1 calc R U . . .
H9B H 0.435142 0.628741 0.635148 0.058 Uiso 1 1 calc R U . . .
C10 C 0.1648(5) 0.62265(18) 0.5205(3) 0.0604(7) Uani 1 1 d . U . . .
H10A H 0.062683 0.607946 0.569218 0.072 Uiso 1 1 calc R U . . .
H10B H 0.090236 0.655822 0.466649 0.072 Uiso 1 1 calc R U . . .
C11 C 0.2376(7) 0.5560(2) 0.4646(3) 0.0863(12) Uani 1 1 d . . . . .
H11A H 0.331125 0.570706 0.412759 0.129 Uiso 1 1 calc R U . . .
H11B H 0.113365 0.530772 0.427747 0.129 Uiso 1 1 calc R U . . .
H11C H 0.315191 0.523721 0.517442 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 O3 1.4428(15) . ?
S1 O4 1.4386(15) . ?
S1 N2 1.6107(17) . ?
S1 C4 1.775(2) . ?
O1 N1 1.224(3) . ?
O2 N1 1.228(3) . ?
N2 C7 1.319(3) . ?
N3 H3 0.8600 . ?
N3 C7 1.301(3) . ?
N3 C8 1.455(3) . ?
N1 C1 1.471(3) . ?
C4 C5 1.388(3) . ?
C4 C3 1.391(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.376(3) . ?
C1 C6 1.382(3) . ?
C1 C2 1.381(3) . ?
C7 H7 0.9300 . ?
C3 H3A 0.9300 . ?
C3 C2 1.380(3) . ?
C6 H6 0.9300 . ?
C2 H2 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.523(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.521(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.494(5) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 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
O3 S1 N2 107.44(9) . . ?
O3 S1 C4 107.07(9) . . ?
O4 S1 O3 117.56(9) . . ?
O4 S1 N2 113.56(9) . . ?
O4 S1 C4 107.73(9) . . ?
N2 S1 C4 102.20(9) . . ?
C7 N2 S1 115.56(14) . . ?
C7 N3 H3 117.8 . . ?
C7 N3 C8 124.33(19) . . ?
C8 N3 H3 117.8 . . ?
O1 N1 O2 123.7(2) . . ?
O1 N1 C1 117.91(19) . . ?
O2 N1 C1 118.3(2) . . ?
C5 C4 S1 119.85(15) . . ?
C5 C4 C3 121.0(2) . . ?
C3 C4 S1 119.15(17) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 C4 119.81(19) . . ?
C6 C5 H5 120.1 . . ?
C6 C1 N1 118.3(2) . . ?
C2 C1 N1 118.99(19) . . ?
C2 C1 C6 122.7(2) . . ?
N2 C7 H7 118.9 . . ?
N3 C7 N2 122.1(2) . . ?
N3 C7 H7 118.9 . . ?
C4 C3 H3A 120.2 . . ?
C2 C3 C4 119.5(2) . . ?
C2 C3 H3A 120.2 . . ?
C5 C6 C1 118.5(2) . . ?
C5 C6 H6 120.7 . . ?
C1 C6 H6 120.7 . . ?
C1 C2 H2 120.7 . . ?
C3 C2 C1 118.5(2) . . ?
C3 C2 H2 120.7 . . ?
N3 C8 H8A 109.3 . . ?
N3 C8 H8B 109.3 . . ?
N3 C8 C9 111.8(2) . . ?
H8A C8 H8B 107.9 . . ?
C9 C8 H8A 109.3 . . ?
C9 C8 H8B 109.3 . . ?
C8 C9 H9A 109.2 . . ?
C8 C9 H9B 109.2 . . ?
H9A C9 H9B 107.9 . . ?
C10 C9 C8 111.9(2) . . ?
C10 C9 H9A 109.2 . . ?
C10 C9 H9B 109.2 . . ?
C9 C10 H10A 109.3 . . ?
C9 C10 H10B 109.3 . . ?
H10A C10 H10B 107.9 . . ?
C11 C10 C9 111.8(3) . . ?
C11 C10 H10A 109.3 . . ?
C11 C10 H10B 109.3 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 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 N2 C7 N3 173.35(18) . . . . ?
S1 C4 C5 C6 176.91(16) . . . . ?
S1 C4 C3 C2 -176.14(16) . . . . ?
O3 S1 N2 C7 148.44(16) . . . . ?
O3 S1 C4 C5 29.25(19) . . . . ?
O3 S1 C4 C3 -153.06(16) . . . . ?
O4 S1 N2 C7 16.67(19) . . . . ?
O4 S1 C4 C5 156.57(17) . . . . ?
O4 S1 C4 C3 -25.74(19) . . . . ?
O1 N1 C1 C6 -1.1(3) . . . . ?
O1 N1 C1 C2 178.6(2) . . . . ?
O2 N1 C1 C6 179.12(19) . . . . ?
O2 N1 C1 C2 -1.3(3) . . . . ?
N2 S1 C4 C5 -83.53(18) . . . . ?
N2 S1 C4 C3 94.16(17) . . . . ?
N3 C8 C9 C10 -179.3(2) . . . . ?
N1 C1 C6 C5 -179.11(18) . . . . ?
N1 C1 C2 C3 179.90(19) . . . . ?
C4 S1 N2 C7 -99.06(17) . . . . ?
C4 C5 C6 C1 -0.6(3) . . . . ?
C4 C3 C2 C1 -0.9(3) . . . . ?
C5 C4 C3 C2 1.5(3) . . . . ?
C7 N3 C8 C9 -78.9(3) . . . . ?
C3 C4 C5 C6 -0.7(3) . . . . ?
C6 C1 C2 C3 -0.5(3) . . . . ?
C2 C1 C6 C5 1.3(3) . . . . ?
C8 N3 C7 N2 -4.0(4) . . . . ?
C8 C9 C10 C11 -176.0(3) . . . . ?

_olex2_date_sample_data_collection 2020-11-02
_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 1.458
_oxdiff_exptl_absorpt_empirical_full_min 0.754
