# Supplementary Information (SI) for Nanoscale.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_p
_audit_block_doi                 10.5517/ccdc.csd.cc2527r8
_database_code_depnum_ccdc_archive 'CCDC 1998159'
loop_
_audit_author_name
_audit_author_address
'Xiao-Sheng Yan'
;Xiamen University
China
;
_audit_update_record             
;
2020-04-21 deposited with the CCDC.	2024-09-30 downloaded from the CCDC.
;
_audit_creation_date             2020-04-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/8
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C17 H18 N4 O2 S'
_chemical_formula_sum            'C17 H18 N4 O2 S'
_chemical_formula_weight         342.41
_chemical_absolute_configuration rmad
_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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   4.7117(2)
_cell_length_b                   15.8669(8)
_cell_length_c                   22.3016(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1667.27(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2725
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      28.6540
_cell_measurement_theta_min      3.8900
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.212
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90794
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0223
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            4598
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         3.654
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.642
_reflns_Friedel_fraction_full    0.943
_reflns_Friedel_fraction_max     0.943
_reflns_number_gt                2659
_reflns_number_total             2876
_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       'Bruker FRAMBO'
_computing_data_collection       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details 
;
 Flack x determined using 967 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.08(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         2876
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0329
_refine_ls_restrained_S_all      1.065
_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)+(0.0319P)²+0.2684P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0727
_refine_ls_wR_factor_ref         0.0759
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9)
2.b Me refined with riding coordinates:
 C1(H1A,H1B,H1C)
2.c Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), N4(H4), N3(H3), C3(H3A), C4(H4A), C5(H5), C8(H8), C10(H10),
 C11(H11), C13(H13), C14(H14), C15(H15), C16(H16)
;
_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 -0.05379(15) 1.22750(4) 0.84676(3) 0.01862(18) Uani 1 1 d . . . . .
N1 N 0.1588(5) 1.08189(15) 0.88734(10) 0.0190(5) Uani 1 1 d . . . . .
H1 H 0.2771 1.0411 0.8826 0.023 Uiso 1 1 calc R . . . .
O2 O 0.0260(4) 0.99297(11) 0.76404(8) 0.0179(4) Uani 1 1 d . . . . .
O1 O 0.2636(4) 0.89098(12) 0.87296(8) 0.0206(5) Uani 1 1 d . . . . .
C17 C 0.1521(5) 1.14144(16) 0.84499(12) 0.0151(6) Uani 1 1 d . . . . .
N2 N 0.3280(5) 1.12955(14) 0.79705(10) 0.0157(5) Uani 1 1 d . . . . .
H2 H 0.3628 1.1708 0.7732 0.019 Uiso 1 1 calc R . . . .
N4 N 0.2748(5) 0.83307(14) 0.78072(10) 0.0165(5) Uani 1 1 d . . . . .
H4 H 0.2274 0.7923 0.7574 0.020 Uiso 1 1 calc R . . . .
N3 N 0.4514(5) 1.05123(13) 0.78647(9) 0.0162(5) Uani 1 1 d . . . . .
H3 H 0.6317 1.0447 0.7902 0.019 Uiso 1 1 calc R . . . .
C1 C 0.4927(6) 0.89527(17) 0.69073(12) 0.0202(6) Uani 1 1 d . . . . .
H1A H 0.6031 0.9424 0.6771 0.030 Uiso 1 1 calc R . . . .
H1B H 0.5934 0.8439 0.6826 0.030 Uiso 1 1 calc R . . . .
H1C H 0.3138 0.8945 0.6701 0.030 Uiso 1 1 calc R . . . .
C2 C 0.0219(6) 0.75991(16) 0.86017(11) 0.0168(6) Uani 1 1 d . . . . .
C3 C 0.0375(6) 0.67990(17) 0.83382(12) 0.0199(6) Uani 1 1 d . . . . .
H3A H 0.1561 0.6710 0.8011 0.024 Uiso 1 1 calc R . . . .
C4 C -0.2040(6) 1.01478(19) 0.94714(13) 0.0231(7) Uani 1 1 d . . . . .
H4A H -0.2216 0.9740 0.9174 0.028 Uiso 1 1 calc R . . . .
C5 C 0.0169(7) 1.14136(18) 0.98427(12) 0.0258(7) Uani 1 1 d . . . . .
H5 H 0.1474 1.1848 0.9796 0.031 Uiso 1 1 calc R . . . .
C6 C 0.2848(6) 0.98528(17) 0.77022(12) 0.0142(6) Uani 1 1 d . . . . .
C7 C -0.0153(6) 1.08041(17) 0.94016(12) 0.0190(6) Uani 1 1 d . . . . .
C8 C -0.3057(7) 0.62666(19) 0.90437(13) 0.0248(7) Uani 1 1 d . . . . .
H8 H -0.4166 0.5826 0.9187 0.030 Uiso 1 1 calc R . . . .
C9 C 0.4414(6) 0.90317(16) 0.75803(12) 0.0158(6) Uani 1 1 d . . . . .
H9 H 0.6247 0.9044 0.7788 0.019 Uiso 1 1 calc R . . . .
C10 C -0.1231(6) 0.61391(18) 0.85627(12) 0.0232(7) Uani 1 1 d . . . . .
H10 H -0.1086 0.5607 0.8390 0.028 Uiso 1 1 calc R . . . .
C11 C -0.3213(7) 0.70555(19) 0.93079(14) 0.0261(7) Uani 1 1 d . . . . .
H11 H -0.4421 0.7143 0.9632 0.031 Uiso 1 1 calc R . . . .
C12 C 0.1947(6) 0.83272(17) 0.83916(12) 0.0165(6) Uani 1 1 d . . . . .
C13 C -0.1577(6) 0.77136(19) 0.90920(13) 0.0220(6) Uani 1 1 d . . . . .
H13 H -0.1676 0.8239 0.9276 0.026 Uiso 1 1 calc R . . . .
C14 C -0.1490(7) 1.1362(2) 1.03552(13) 0.0315(8) Uani 1 1 d . . . . .
H14 H -0.1314 1.1770 1.0653 0.038 Uiso 1 1 calc R . . . .
C15 C -0.3398(7) 1.0712(2) 1.04270(15) 0.0359(9) Uani 1 1 d . . . . .
H15 H -0.4505 1.0685 1.0772 0.043 Uiso 1 1 calc R . . . .
C16 C -0.3682(7) 1.0097(2) 0.99896(14) 0.0311(8) Uani 1 1 d . . . . .
H16 H -0.4956 0.9655 1.0041 0.037 Uiso 1 1 calc R . . . .


_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 C17 1.675(3) . ?
N1 H1 0.8600 . ?
N1 C17 1.336(3) . ?
N1 C7 1.436(3) . ?
O2 C6 1.233(3) . ?
O1 C12 1.236(3) . ?
C17 N2 1.366(3) . ?
N2 H2 0.8600 . ?
N2 N3 1.392(3) . ?
N4 H4 0.8600 . ?
N4 C9 1.453(3) . ?
N4 C12 1.357(3) . ?
N3 H3 0.8600 . ?
N3 C6 1.357(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C9 1.525(4) . ?
C2 C3 1.401(4) . ?
C2 C12 1.489(4) . ?
C2 C13 1.395(4) . ?
C3 H3A 0.9300 . ?
C3 C10 1.385(4) . ?
C4 H4A 0.9300 . ?
C4 C7 1.378(4) . ?
C4 C16 1.393(4) . ?
C5 H5 0.9300 . ?
C5 C7 1.388(4) . ?
C5 C14 1.387(4) . ?
C6 C9 1.522(4) . ?
C8 H8 0.9300 . ?
C8 C10 1.390(4) . ?
C8 C11 1.385(4) . ?
C9 H9 0.9800 . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C11 C13 1.384(4) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C14 C15 1.378(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.386(5) . ?
C16 H16 0.9300 . ?

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
C17 N1 H1 117.4 . . ?
C17 N1 C7 125.3(2) . . ?
C7 N1 H1 117.4 . . ?
N1 C17 S1 125.0(2) . . ?
N1 C17 N2 116.2(2) . . ?
N2 C17 S1 118.8(2) . . ?
C17 N2 H2 119.7 . . ?
C17 N2 N3 120.6(2) . . ?
N3 N2 H2 119.7 . . ?
C9 N4 H4 120.4 . . ?
C12 N4 H4 120.4 . . ?
C12 N4 C9 119.2(2) . . ?
N2 N3 H3 120.3 . . ?
C6 N3 N2 119.5(2) . . ?
C6 N3 H3 120.3 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C9 C1 H1A 109.5 . . ?
C9 C1 H1B 109.5 . . ?
C9 C1 H1C 109.5 . . ?
C3 C2 C12 122.9(2) . . ?
C13 C2 C3 118.6(3) . . ?
C13 C2 C12 118.5(2) . . ?
C2 C3 H3A 119.8 . . ?
C10 C3 C2 120.3(3) . . ?
C10 C3 H3A 119.8 . . ?
C7 C4 H4A 120.1 . . ?
C7 C4 C16 119.7(3) . . ?
C16 C4 H4A 120.1 . . ?
C7 C5 H5 120.6 . . ?
C14 C5 H5 120.6 . . ?
C14 C5 C7 118.8(3) . . ?
O2 C6 N3 121.7(2) . . ?
O2 C6 C9 123.0(2) . . ?
N3 C6 C9 115.3(2) . . ?
C4 C7 N1 118.3(2) . . ?
C4 C7 C5 121.1(3) . . ?
C5 C7 N1 120.5(3) . . ?
C10 C8 H8 120.2 . . ?
C11 C8 H8 120.2 . . ?
C11 C8 C10 119.5(3) . . ?
N4 C9 C1 111.4(2) . . ?
N4 C9 C6 109.3(2) . . ?
N4 C9 H9 109.1 . . ?
C1 C9 H9 109.1 . . ?
C6 C9 C1 108.8(2) . . ?
C6 C9 H9 109.1 . . ?
C3 C10 C8 120.5(3) . . ?
C3 C10 H10 119.8 . . ?
C8 C10 H10 119.8 . . ?
C8 C11 H11 119.9 . . ?
C13 C11 C8 120.3(3) . . ?
C13 C11 H11 119.9 . . ?
O1 C12 N4 120.6(3) . . ?
O1 C12 C2 122.1(2) . . ?
N4 C12 C2 117.2(2) . . ?
C2 C13 H13 119.6 . . ?
C11 C13 C2 120.8(3) . . ?
C11 C13 H13 119.6 . . ?
C5 C14 H14 119.8 . . ?
C15 C14 C5 120.5(3) . . ?
C15 C14 H14 119.8 . . ?
C14 C15 H15 119.7 . . ?
C14 C15 C16 120.6(3) . . ?
C16 C15 H15 119.7 . . ?
C4 C16 H16 120.3 . . ?
C15 C16 C4 119.3(3) . . ?
C15 C16 H16 120.3 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1 0.86 2.39 3.086(3) 137.9 .

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 C17 N2 N3 -164.87(19) . . . . ?
N1 C17 N2 N3 15.0(4) . . . . ?
O2 C6 C9 N4 -40.7(4) . . . . ?
O2 C6 C9 C1 81.2(3) . . . . ?
C17 N1 C7 C4 116.9(3) . . . . ?
C17 N1 C7 C5 -66.3(4) . . . . ?
C17 N2 N3 C6 67.6(3) . . . . ?
N2 N3 C6 O2 0.6(4) . . . . ?
N2 N3 C6 C9 178.4(2) . . . . ?
N3 C6 C9 N4 141.6(2) . . . . ?
N3 C6 C9 C1 -96.5(3) . . . . ?
C2 C3 C10 C8 1.3(4) . . . . ?
C3 C2 C12 O1 -152.5(3) . . . . ?
C3 C2 C12 N4 27.6(4) . . . . ?
C3 C2 C13 C11 -1.2(4) . . . . ?
C5 C14 C15 C16 0.2(5) . . . . ?
C7 N1 C17 S1 2.2(4) . . . . ?
C7 N1 C17 N2 -177.6(2) . . . . ?
C7 C4 C16 C15 0.3(4) . . . . ?
C7 C5 C14 C15 0.8(4) . . . . ?
C8 C11 C13 C2 0.9(4) . . . . ?
C9 N4 C12 O1 -0.4(4) . . . . ?
C9 N4 C12 C2 179.5(2) . . . . ?
C10 C8 C11 C13 0.4(5) . . . . ?
C11 C8 C10 C3 -1.6(4) . . . . ?
C12 N4 C9 C1 -176.0(2) . . . . ?
C12 N4 C9 C6 -55.7(3) . . . . ?
C12 C2 C3 C10 178.3(2) . . . . ?
C12 C2 C13 C11 -179.5(3) . . . . ?
C13 C2 C3 C10 0.0(4) . . . . ?
C13 C2 C12 O1 25.7(4) . . . . ?
C13 C2 C12 N4 -154.1(3) . . . . ?
C14 C5 C7 N1 -178.0(3) . . . . ?
C14 C5 C7 C4 -1.3(4) . . . . ?
C14 C15 C16 C4 -0.8(5) . . . . ?
C16 C4 C7 N1 177.5(3) . . . . ?
C16 C4 C7 C5 0.8(4) . . . . ?

_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_exp_3814
_database_code_depnum_ccdc_archive 'CCDC 2068984'
loop_
_audit_author_name
_audit_author_address
'Xiao-Sheng Yan'
;Xiamen University
China
;
_audit_update_record             
;
2021-03-09 deposited with the CCDC.	2024-09-30 downloaded from the CCDC.
;
_audit_creation_date             2021-03-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/8
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H18 N4 O2 S, C H4 O'
_chemical_formula_sum            'C18 H22 N4 O3 S'
_chemical_formula_weight         374.45
_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                   11.7516(2)
_cell_length_b                   8.56240(10)
_cell_length_c                   18.9290(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.2740(10)
_cell_angle_gamma                90
_cell_volume                     1904.20(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5797
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.7320
_cell_measurement_theta_min      2.3610
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.724
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.55830
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.80a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_unetI/netI     0.0335
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            11530
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.304
_diffrn_reflns_theta_min         4.385
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3456
_reflns_number_total             3748
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.291
_refine_diff_density_min         -0.392
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         3748
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0381
_refine_ls_restrained_S_all      1.057
_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)+(0.0583P)²+0.7213P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1019
_refine_ls_wR_factor_ref         0.1046
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C00F(H00F)
2.b Aromatic/amide H refined with riding coordinates:
 N005(H005), N006(H006), N007(H007), N008(H008), C00D(H00D), C00G(H00G),
 C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M), C00N(H00N),
 C00O(H00O), C00P(H00P)
2.c Idealised Me refined as rotating group:
 C00H(H00A,H00B,H00C), C00Q(H00E,H00H,H00Q)
2.d Idealised tetrahedral OH refined as rotating group:
 O004(H004)
;
_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
S001 S 0.86780(3) 0.33179(4) 0.48027(2) 0.02061(12) Uani 1 1 d . . . . .
O002 O 0.57939(9) 0.76003(11) 0.35800(5) 0.0218(2) Uani 1 1 d . . . . .
O003 O 0.83622(9) 0.70904(12) 0.31409(5) 0.0232(2) Uani 1 1 d . . . . .
O004 O 0.77946(9) 1.00264(12) 0.53422(6) 0.0268(2) Uani 1 1 d . . . . .
H004 H 0.7713 1.0923 0.5198 0.040 Uiso 1 1 calc GR . . . .
N005 N 0.66466(10) 0.93976(13) 0.29078(6) 0.0180(2) Uani 1 1 d . . . . .
H005 H 0.6677 0.9869 0.2508 0.022 Uiso 1 1 calc R . . . .
N006 N 0.82588(10) 0.77423(13) 0.43033(6) 0.0193(3) Uani 1 1 d . . . . .
H006 H 0.8090 0.8454 0.4604 0.023 Uiso 1 1 calc R . . . .
N007 N 0.86985(10) 0.63190(14) 0.45369(7) 0.0215(3) Uani 1 1 d . . . . .
H007 H 0.9399 0.6268 0.4677 0.026 Uiso 1 1 calc R . . . .
N008 N 0.69640(10) 0.51586(14) 0.43501(7) 0.0214(3) Uani 1 1 d . . . . .
H008 H 0.6707 0.6081 0.4262 0.026 Uiso 1 1 calc R . . . .
C009 C 0.80952(11) 0.80078(15) 0.35996(7) 0.0176(3) Uani 1 1 d . . . . .
C00A C 0.57635(12) 0.84620(15) 0.30555(7) 0.0180(3) Uani 1 1 d . . . . .
C00B C 0.61907(11) 0.38724(15) 0.42727(7) 0.0183(3) Uani 1 1 d . . . . .
C00C C 0.47281(12) 0.85156(15) 0.25773(8) 0.0191(3) Uani 1 1 d . . . . .
C00D C 0.59065(12) 0.33727(16) 0.35949(8) 0.0204(3) Uani 1 1 d . . . . .
H00D H 0.6246 0.3829 0.3207 0.024 Uiso 1 1 calc R . . . .
C00E C 0.80540(12) 0.50213(16) 0.45494(7) 0.0187(3) Uani 1 1 d . . . . .
C00F C 0.75546(12) 0.95976(15) 0.34416(7) 0.0179(3) Uani 1 1 d . . . . .
H00F H 0.7225 1.0007 0.3875 0.021 Uiso 1 1 calc R . . . .
C00G C 0.46845(13) 0.93472(17) 0.19473(8) 0.0220(3) Uani 1 1 d . . . . .
H00G H 0.5331 0.9858 0.1791 0.026 Uiso 1 1 calc R . . . .
C00H C 0.84457(12) 1.07435(16) 0.31838(8) 0.0214(3) Uani 1 1 d . . . . .
H00A H 0.8818 1.0310 0.2782 0.032 Uiso 1 1 calc GR . . . .
H00B H 0.8997 1.0935 0.3555 0.032 Uiso 1 1 calc GR . . . .
H00C H 0.8083 1.1708 0.3051 0.032 Uiso 1 1 calc GR . . . .
C00I C 0.51110(12) 0.21849(17) 0.34995(8) 0.0234(3) Uani 1 1 d . . . . .
H00I H 0.4910 0.1855 0.3046 0.028 Uiso 1 1 calc R . . . .
C00J C 0.56941(13) 0.31976(17) 0.48560(8) 0.0233(3) Uani 1 1 d . . . . .
H00J H 0.5883 0.3544 0.5309 0.028 Uiso 1 1 calc R . . . .
C00K C 0.49095(13) 0.19964(18) 0.47559(9) 0.0261(3) Uani 1 1 d . . . . .
H00K H 0.4578 0.1528 0.5144 0.031 Uiso 1 1 calc R . . . .
C00L C 0.36782(14) 0.94172(17) 0.15492(8) 0.0254(3) Uani 1 1 d . . . . .
H00L H 0.3653 0.9975 0.1128 0.030 Uiso 1 1 calc R . . . .
C00M C 0.46196(13) 0.14940(17) 0.40763(9) 0.0252(3) Uani 1 1 d . . . . .
H00M H 0.4094 0.0692 0.4011 0.030 Uiso 1 1 calc R . . . .
C00N C 0.27156(14) 0.86630(19) 0.17760(9) 0.0293(3) Uani 1 1 d . . . . .
H00N H 0.2040 0.8725 0.1512 0.035 Uiso 1 1 calc R . . . .
C00O C 0.37619(14) 0.7736(2) 0.27998(9) 0.0324(4) Uani 1 1 d . . . . .
H00O H 0.3788 0.7164 0.3217 0.039 Uiso 1 1 calc R . . . .
C00P C 0.27581(15) 0.7810(2) 0.23999(10) 0.0384(4) Uani 1 1 d . . . . .
H00P H 0.2113 0.7288 0.2550 0.046 Uiso 1 1 calc R . . . .
C00Q C 0.86832(19) 0.9984(2) 0.58625(11) 0.0442(5) Uani 1 1 d . . . . .
H00E H 0.9371 1.0382 0.5665 0.066 Uiso 1 1 calc GR . . . .
H00H H 0.8802 0.8927 0.6015 0.066 Uiso 1 1 calc GR . . . .
H00Q H 0.8477 1.0616 0.6259 0.066 Uiso 1 1 calc GR . . . .


_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
S001 C00E 1.6969(14) . ?
O002 C00A 1.2368(17) . ?
O003 C009 1.2171(18) . ?
O004 H004 0.8200 . ?
O004 C00Q 1.420(2) . ?
N005 H005 0.8600 . ?
N005 C00A 1.3453(18) . ?
N005 C00F 1.4630(16) . ?
N006 H006 0.8600 . ?
N006 N007 1.3919(16) . ?
N006 C009 1.3607(18) . ?
N007 H007 0.8600 . ?
N007 C00E 1.3453(18) . ?
N008 H008 0.8600 . ?
N008 C00B 1.4333(17) . ?
N008 C00E 1.3324(18) . ?
C009 C00F 1.5289(18) . ?
C00A C00C 1.5009(19) . ?
C00B C00D 1.386(2) . ?
C00B C00J 1.386(2) . ?
C00C C00G 1.389(2) . ?
C00C C00O 1.390(2) . ?
C00D H00D 0.9300 . ?
C00D C00I 1.390(2) . ?
C00F H00F 0.9800 . ?
C00F C00H 1.5232(19) . ?
C00G H00G 0.9300 . ?
C00G C00L 1.389(2) . ?
C00H H00A 0.9600 . ?
C00H H00B 0.9600 . ?
C00H H00C 0.9600 . ?
C00I H00I 0.9300 . ?
C00I C00M 1.380(2) . ?
C00J H00J 0.9300 . ?
C00J C00K 1.391(2) . ?
C00K H00K 0.9300 . ?
C00K C00M 1.392(2) . ?
C00L H00L 0.9300 . ?
C00L C00N 1.379(2) . ?
C00M H00M 0.9300 . ?
C00N H00N 0.9300 . ?
C00N C00P 1.388(2) . ?
C00O H00O 0.9300 . ?
C00O C00P 1.389(2) . ?
C00P H00P 0.9300 . ?
C00Q H00E 0.9600 . ?
C00Q H00H 0.9600 . ?
C00Q H00Q 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
C00Q O004 H004 109.5 . . ?
C00A N005 H005 120.6 . . ?
C00A N005 C00F 118.71(11) . . ?
C00F N005 H005 120.6 . . ?
N007 N006 H006 120.0 . . ?
C009 N006 H006 120.0 . . ?
C009 N006 N007 120.04(12) . . ?
N006 N007 H007 119.2 . . ?
C00E N007 N006 121.57(11) . . ?
C00E N007 H007 119.2 . . ?
C00B N008 H008 117.8 . . ?
C00E N008 H008 117.8 . . ?
C00E N008 C00B 124.37(12) . . ?
O003 C009 N006 123.87(13) . . ?
O003 C009 C00F 123.21(12) . . ?
N006 C009 C00F 112.91(11) . . ?
O002 C00A N005 120.89(12) . . ?
O002 C00A C00C 120.72(13) . . ?
N005 C00A C00C 118.38(12) . . ?
C00D C00B N008 118.09(13) . . ?
C00D C00B C00J 120.76(13) . . ?
C00J C00B N008 121.06(13) . . ?
C00G C00C C00A 123.19(13) . . ?
C00G C00C C00O 119.42(13) . . ?
C00O C00C C00A 117.34(13) . . ?
C00B C00D H00D 120.2 . . ?
C00B C00D C00I 119.57(14) . . ?
C00I C00D H00D 120.2 . . ?
N007 C00E S001 118.36(10) . . ?
N008 C00E S001 124.23(11) . . ?
N008 C00E N007 117.40(12) . . ?
N005 C00F C009 108.93(10) . . ?
N005 C00F H00F 109.0 . . ?
N005 C00F C00H 110.50(11) . . ?
C009 C00F H00F 109.0 . . ?
C00H C00F C009 110.52(11) . . ?
C00H C00F H00F 109.0 . . ?
C00C C00G H00G 119.9 . . ?
C00C C00G C00L 120.17(14) . . ?
C00L C00G H00G 119.9 . . ?
C00F C00H H00A 109.5 . . ?
C00F C00H H00B 109.5 . . ?
C00F C00H H00C 109.5 . . ?
H00A C00H H00B 109.5 . . ?
H00A C00H H00C 109.5 . . ?
H00B C00H H00C 109.5 . . ?
C00D C00I H00I 119.9 . . ?
C00M C00I C00D 120.19(14) . . ?
C00M C00I H00I 119.9 . . ?
C00B C00J H00J 120.4 . . ?
C00B C00J C00K 119.28(14) . . ?
C00K C00J H00J 120.4 . . ?
C00J C00K H00K 119.9 . . ?
C00J C00K C00M 120.14(14) . . ?
C00M C00K H00K 119.9 . . ?
C00G C00L H00L 119.8 . . ?
C00N C00L C00G 120.34(14) . . ?
C00N C00L H00L 119.8 . . ?
C00I C00M C00K 120.05(14) . . ?
C00I C00M H00M 120.0 . . ?
C00K C00M H00M 120.0 . . ?
C00L C00N H00N 120.1 . . ?
C00L C00N C00P 119.78(14) . . ?
C00P C00N H00N 120.1 . . ?
C00C C00O H00O 119.9 . . ?
C00P C00O C00C 120.17(15) . . ?
C00P C00O H00O 119.9 . . ?
C00N C00P C00O 120.11(15) . . ?
C00N C00P H00P 119.9 . . ?
C00O C00P H00P 119.9 . . ?
O004 C00Q H00E 109.5 . . ?
O004 C00Q H00H 109.5 . . ?
O004 C00Q H00Q 109.5 . . ?
H00E C00Q H00H 109.5 . . ?
H00E C00Q H00Q 109.5 . . ?
H00H C00Q H00Q 109.5 . . ?

_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_exp_8443
_audit_block_doi                 10.5517/ccdc.csd.cc2527s9
_database_code_depnum_ccdc_archive 'CCDC 1998160'
loop_
_audit_author_name
_audit_author_address
'Xiao-Sheng Yan'
;Xiamen University
China
;
_audit_update_record             
;
2020-04-21 deposited with the CCDC.	2024-09-30 downloaded from the CCDC.
;
_audit_creation_date             2020-04-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/8
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H18 N4 O2 S'
_chemical_formula_sum            'C17 H18 N4 O2 S'
_chemical_formula_weight         342.41
_chemical_absolute_configuration rmad
_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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   4.70400(10)
_cell_length_b                   15.8512(3)
_cell_length_c                   22.2569(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1659.56(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3794
_cell_measurement_temperature    99.9(7)
_cell_measurement_theta_max      76.5910
_cell_measurement_theta_min      3.4110
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.882
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66950
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_av_unetI/netI     0.0559
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            6078
_diffrn_reflns_point_group_measured_fraction_full 0.951
_diffrn_reflns_point_group_measured_fraction_max 0.880
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.897
_diffrn_reflns_theta_min         3.423
_diffrn_ambient_temperature      99.9(7)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.574
_reflns_Friedel_fraction_full    0.879
_reflns_Friedel_fraction_max     0.784
_reflns_number_gt                2828
_reflns_number_total             3069
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.710
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.088
_refine_ls_abs_structure_details 
;
 Flack x determined using 975 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.025(16)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         3069
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0462
_refine_ls_restrained_S_all      1.133
_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)+(0.0580P)²+1.6430P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1142
_refine_ls_wR_factor_ref         0.1388
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00B(H00B)
2.b Aromatic/amide H refined with riding coordinates:
 N004(H004), N005(H005), N006(H006), N007(H007), C00D(H00E), C00G(H00G),
 C00H(H00H), C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M),
 C00N(H00N), C00O(H00O)
2.c Idealised Me refined as rotating group:
 C00C(H00A,H00C,H00D)
;
_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
S001 S 0.5541(2) 0.27257(6) 0.65339(5) 0.0218(3) Uani 1 1 d . . . . .
O002 O 0.4737(6) 0.50718(18) 0.73553(12) 0.0198(6) Uani 1 1 d . . . . .
O003 O 0.2367(7) 0.60904(19) 0.62689(13) 0.0249(7) Uani 1 1 d . . . . .
N004 N 0.0481(8) 0.4488(2) 0.71354(15) 0.0193(7) Uani 1 1 d . . . . .
H004 H -0.1325 0.4554 0.7097 0.023 Uiso 1 1 calc R . . . .
N005 N 0.3405(8) 0.4183(2) 0.61241(15) 0.0233(8) Uani 1 1 d . . . . .
H005 H 0.2223 0.4591 0.6172 0.028 Uiso 1 1 calc R . . . .
N006 N 0.2248(8) 0.6672(2) 0.71954(15) 0.0202(7) Uani 1 1 d . . . . .
H006 H 0.2714 0.7081 0.7429 0.024 Uiso 1 1 calc R . . . .
N007 N 0.1719(8) 0.3705(2) 0.70285(15) 0.0195(7) Uani 1 1 d . . . . .
H007 H 0.1375 0.3292 0.7268 0.023 Uiso 1 1 calc R . . . .
C008 C 0.3466(9) 0.3587(2) 0.65502(18) 0.0180(8) Uani 1 1 d . . . . .
C009 C 0.2160(8) 0.5145(3) 0.73006(18) 0.0178(8) Uani 1 1 d . . . . .
C00A C 0.3061(9) 0.6671(2) 0.66060(19) 0.0195(8) Uani 1 1 d . . . . .
C00B C 0.0576(9) 0.5965(2) 0.74196(18) 0.0183(8) Uani 1 1 d . . . . .
H00B H -0.1260 0.5951 0.7212 0.022 Uiso 1 1 calc R . . . .
C00C C 0.0074(10) 0.6047(3) 0.80938(19) 0.0246(9) Uani 1 1 d . . . . .
H00A H 0.1863 0.6023 0.8301 0.037 Uiso 1 1 calc GR . . . .
H00C H -0.1118 0.5593 0.8228 0.037 Uiso 1 1 calc GR . . . .
H00D H -0.0838 0.6576 0.8177 0.037 Uiso 1 1 calc GR . . . .
C00D C 0.8036(10) 0.8733(3) 0.5954(2) 0.0279(10) Uani 1 1 d . . . . .
H00E H 0.9119 0.9177 0.5804 0.033 Uiso 1 1 calc R . . . .
C00E C 0.5134(10) 0.4198(3) 0.55984(18) 0.0222(9) Uani 1 1 d . . . . .
C00F C 0.4782(9) 0.7405(2) 0.64018(17) 0.0192(8) Uani 1 1 d . . . . .
C00G C 0.6588(10) 0.7283(3) 0.59065(19) 0.0255(9) Uani 1 1 d . . . . .
H00G H 0.6681 0.6759 0.5720 0.031 Uiso 1 1 calc R . . . .
C00H C 0.7060(10) 0.4855(3) 0.5532(2) 0.0263(10) Uani 1 1 d . . . . .
H00H H 0.7264 0.5257 0.5834 0.032 Uiso 1 1 calc R . . . .
C00I C 0.8226(10) 0.7945(3) 0.5697(2) 0.0297(10) Uani 1 1 d . . . . .
H00I H 0.9471 0.7857 0.5379 0.036 Uiso 1 1 calc R . . . .
C00J C 0.6229(10) 0.8864(3) 0.6437(2) 0.0277(10) Uani 1 1 d . . . . .
H00J H 0.6094 0.9396 0.6610 0.033 Uiso 1 1 calc R . . . .
C00K C 0.4827(12) 0.3583(3) 0.51545(19) 0.0298(11) Uani 1 1 d . . . . .
H00K H 0.3535 0.3144 0.5201 0.036 Uiso 1 1 calc R . . . .
C00L C 0.6493(12) 0.3643(3) 0.4644(2) 0.0348(12) Uani 1 1 d . . . . .
H00L H 0.6320 0.3237 0.4344 0.042 Uiso 1 1 calc R . . . .
C00M C 0.4625(10) 0.8203(3) 0.66611(18) 0.0226(9) Uani 1 1 d . . . . .
H00M H 0.3432 0.8293 0.6988 0.027 Uiso 1 1 calc R . . . .
C00N C 0.8402(12) 0.4293(4) 0.4572(2) 0.0380(12) Uani 1 1 d . . . . .
H00N H 0.9511 0.4321 0.4227 0.046 Uiso 1 1 calc R . . . .
C00O C 0.8679(11) 0.4906(3) 0.5011(2) 0.0333(11) Uani 1 1 d . . . . .
H00O H 0.9946 0.5350 0.4958 0.040 Uiso 1 1 calc R . . . .


_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
S001 C008 1.679(4) . ?
O002 C009 1.224(5) . ?
O003 C00A 1.232(5) . ?
N004 H004 0.8600 . ?
N004 N007 1.391(5) . ?
N004 C009 1.359(5) . ?
N005 H005 0.8600 . ?
N005 C008 1.339(5) . ?
N005 C00E 1.425(5) . ?
N006 H006 0.8600 . ?
N006 C00A 1.366(5) . ?
N006 C00B 1.457(5) . ?
N007 H007 0.8600 . ?
N007 C008 1.358(5) . ?
C009 C00B 1.521(6) . ?
C00A C00F 1.489(6) . ?
C00B H00B 0.9800 . ?
C00B C00C 1.525(6) . ?
C00C H00A 0.9600 . ?
C00C H00C 0.9600 . ?
C00C H00D 0.9600 . ?
C00D H00E 0.9300 . ?
C00D C00I 1.377(7) . ?
C00D C00J 1.385(7) . ?
C00E C00H 1.389(6) . ?
C00E C00K 1.395(6) . ?
C00F C00G 1.405(6) . ?
C00F C00M 1.392(6) . ?
C00G H00G 0.9300 . ?
C00G C00I 1.383(7) . ?
C00H H00H 0.9300 . ?
C00H C00O 1.389(7) . ?
C00I H00I 0.9300 . ?
C00J H00J 0.9300 . ?
C00J C00M 1.384(6) . ?
C00K H00K 0.9300 . ?
C00K C00L 1.383(7) . ?
C00L H00L 0.9300 . ?
C00L C00N 1.376(8) . ?
C00M H00M 0.9300 . ?
C00N H00N 0.9300 . ?
C00N C00O 1.385(8) . ?
C00O H00O 0.9300 . ?

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
N007 N004 H004 120.4 . . ?
C009 N004 H004 120.4 . . ?
C009 N004 N007 119.1(3) . . ?
C008 N005 H005 117.2 . . ?
C008 N005 C00E 125.5(4) . . ?
C00E N005 H005 117.2 . . ?
C00A N006 H006 120.7 . . ?
C00A N006 C00B 118.7(3) . . ?
C00B N006 H006 120.7 . . ?
N004 N007 H007 119.6 . . ?
C008 N007 N004 120.7(3) . . ?
C008 N007 H007 119.6 . . ?
N005 C008 S001 124.8(3) . . ?
N005 C008 N007 116.4(4) . . ?
N007 C008 S001 118.8(3) . . ?
O002 C009 N004 122.0(4) . . ?
O002 C009 C00B 123.3(4) . . ?
N004 C009 C00B 114.7(3) . . ?
O003 C00A N006 120.7(4) . . ?
O003 C00A C00F 122.8(4) . . ?
N006 C00A C00F 116.4(3) . . ?
N006 C00B C009 109.4(3) . . ?
N006 C00B H00B 109.3 . . ?
N006 C00B C00C 110.8(3) . . ?
C009 C00B H00B 109.3 . . ?
C009 C00B C00C 108.7(3) . . ?
C00C C00B H00B 109.3 . . ?
C00B C00C H00A 109.5 . . ?
C00B C00C H00C 109.5 . . ?
C00B C00C H00D 109.5 . . ?
H00A C00C H00C 109.5 . . ?
H00A C00C H00D 109.5 . . ?
H00C C00C H00D 109.5 . . ?
C00I C00D H00E 120.1 . . ?
C00I C00D C00J 119.8(4) . . ?
C00J C00D H00E 120.1 . . ?
C00H C00E N005 118.1(4) . . ?
C00H C00E C00K 121.1(4) . . ?
C00K C00E N005 120.7(4) . . ?
C00G C00F C00A 117.4(4) . . ?
C00M C00F C00A 123.7(4) . . ?
C00M C00F C00G 118.9(4) . . ?
C00F C00G H00G 120.1 . . ?
C00I C00G C00F 119.7(4) . . ?
C00I C00G H00G 120.1 . . ?
C00E C00H H00H 120.4 . . ?
C00E C00H C00O 119.3(4) . . ?
C00O C00H H00H 120.4 . . ?
C00D C00I C00G 120.9(4) . . ?
C00D C00I H00I 119.6 . . ?
C00G C00I H00I 119.6 . . ?
C00D C00J H00J 119.9 . . ?
C00M C00J C00D 120.1(4) . . ?
C00M C00J H00J 119.9 . . ?
C00E C00K H00K 120.8 . . ?
C00L C00K C00E 118.4(5) . . ?
C00L C00K H00K 120.8 . . ?
C00K C00L H00L 119.5 . . ?
C00N C00L C00K 121.1(5) . . ?
C00N C00L H00L 119.5 . . ?
C00F C00M H00M 119.7 . . ?
C00J C00M C00F 120.6(4) . . ?
C00J C00M H00M 119.7 . . ?
C00L C00N H00N 119.9 . . ?
C00L C00N C00O 120.3(4) . . ?
C00O C00N H00N 119.9 . . ?
C00H C00O H00O 120.1 . . ?
C00N C00O C00H 119.8(5) . . ?
C00N C00O H00O 120.1 . . ?

_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_exp_7551
_audit_block_doi                 10.5517/ccdc.csd.cc2527vc
_database_code_depnum_ccdc_archive 'CCDC 1998162'
loop_
_audit_author_name
_audit_author_address
'Xiao-Sheng Yan'
;Xiamen University
China
;
_audit_update_record             
;
2020-04-21 deposited with the CCDC.	2024-09-30 downloaded from the CCDC.
;
_audit_creation_date             2019-12-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/8
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H17 I N4 O2 S'
_chemical_formula_sum            'C17 H17 I N4 O2 S'
_chemical_formula_weight         468.30
_chemical_absolute_configuration rmad
_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'
I I -0.3257 6.8362 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   4.65650(10)
_cell_length_b                   16.8753(3)
_cell_length_c                   22.9925(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1806.75(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4415
_cell_measurement_temperature    100.1(2)
_cell_measurement_theta_max      69.4620
_cell_measurement_theta_min      3.2530
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    15.167
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.06292
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.722
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0522
_diffrn_reflns_av_unetI/netI     0.0627
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            5001
_diffrn_reflns_point_group_measured_fraction_full 0.954
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        60.993
_diffrn_reflns_theta_max         60.993
_diffrn_reflns_theta_min         3.249
_diffrn_ambient_temperature      100.1(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.588
_reflns_Friedel_fraction_full    0.886
_reflns_Friedel_fraction_max     0.886
_reflns_number_gt                2549
_reflns_number_total             2638
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT n/a (Sheldrick, 2015)'
_refine_diff_density_max         1.361
_refine_diff_density_min         -1.410
_refine_diff_density_rms         0.209
_refine_ls_abs_structure_details 
;
 Flack x determined using 872 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.007(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.156
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         2638
_refine_ls_number_restraints     150
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0585
_refine_ls_restrained_S_all      1.135
_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)+(0.1210P)²+0.0961P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1556
_refine_ls_wR_factor_ref         0.1741
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
I001 \\sim C009 \\sim C00I \\sim C00F \\sim C00H \\sim C00L \\sim C00B \\sim
C00J \\sim O004 \\sim N006 \\sim C00G \\sim C00D \\sim C00K \\sim O003 \\sim
N005 \\sim N007 \\sim C00E \\sim S002 \\sim N008 \\sim C00A \\sim C00C \\sim
C00M \\sim C00N \\sim C00P \\sim C00O: within 2A with sigma of 0.001 and sigma
for terminal atoms of 0.002
3.a Ternary CH refined with riding coordinates:
 C00G(H00G)
3.b Aromatic/amide H refined with riding coordinates:
 N005(H005), N006(H006), N007(H007), N008(H008), C00C(H00C), C00F(H00F),
 C00H(H00H), C00I(H00I), C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O),
 C00P(H00P)
3.c Idealised Me refined as rotating group:
 C00D(H00A,H00B,H00D)
;
_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
I001 I 0.0305(2) 0.90362(4) 0.55481(3) 0.0339(4) Uani 1 1 d . U . A 2
S002 S 0.4874(8) 0.24446(16) 0.66002(11) 0.0334(7) Uani 1 1 d . U . . .
O003 O 0.510(2) 0.4682(4) 0.7535(3) 0.0307(13) Uani 1 1 d . U . . .
O004 O 0.767(2) 0.5592(5) 0.6434(3) 0.0332(14) Uani 1 1 d . U . . .
N005 N 0.944(3) 0.4166(5) 0.7295(4) 0.0309(9) Uani 1 1 d . U . . .
H005 H 1.1255 0.4247 0.7263 0.037 Uiso 1 1 calc R . . . .
N006 N 0.753(2) 0.6191(6) 0.7314(4) 0.0307(10) Uani 1 1 d . U . . .
H006 H 0.6914 0.6577 0.7525 0.037 Uiso 1 1 calc R . . . .
N007 N 0.828(3) 0.3420(6) 0.7169(4) 0.0314(9) Uani 1 1 d . U . . .
H007 H 0.8605 0.3028 0.7398 0.038 Uiso 1 1 calc R . . . .
N008 N 0.653(3) 0.3918(6) 0.6304(4) 0.0333(10) Uani 1 1 d . U . . .
H008 H 0.7462 0.4340 0.6394 0.040 Uiso 1 1 calc R . . . .
C009 C 0.241(3) 0.8101(7) 0.5953(5) 0.0305(11) Uani 1 1 d . U . . .
C00A C 0.496(3) 0.3915(7) 0.5763(5) 0.0345(10) Uani 1 1 d . U . . .
C00B C 0.528(3) 0.6846(7) 0.6486(4) 0.0306(10) Uani 1 1 d . U . . .
C00C C 0.571(3) 0.3431(7) 0.5306(5) 0.0352(11) Uani 1 1 d . U . . .
H00C H 0.7169 0.3059 0.5351 0.042 Uiso 1 1 calc R . . . .
C00D C 0.950(3) 0.5698(7) 0.8229(5) 0.0325(15) Uani 1 1 d . U . . .
H00A H 1.0675 0.6155 0.8296 0.049 Uiso 1 1 calc GR . . . .
H00B H 1.0359 0.5243 0.8408 0.049 Uiso 1 1 calc GR . . . .
H00D H 0.7624 0.5784 0.8392 0.049 Uiso 1 1 calc GR . . . .
C00E C 0.662(3) 0.3313(7) 0.6675(5) 0.0324(9) Uani 1 1 d . U . . .
C00F C 0.216(3) 0.7325(7) 0.5746(5) 0.0308(11) Uani 1 1 d . U . . .
H00F H 0.0974 0.7221 0.5430 0.037 Uiso 1 1 calc R . . . .
C00G C 0.922(3) 0.5556(7) 0.7573(5) 0.0308(9) Uani 1 1 d . U . . .
H00G H 1.1134 0.5539 0.7395 0.037 Uiso 1 1 calc R . . . .
C00H C 0.558(3) 0.7621(6) 0.6708(5) 0.0307(10) Uani 1 1 d . U . . .
H00H H 0.6743 0.7718 0.7029 0.037 Uiso 1 1 calc R . . . .
C00I C 0.411(3) 0.8239(7) 0.6436(5) 0.0306(11) Uani 1 1 d . U . . .
H00I H 0.4275 0.8751 0.6581 0.037 Uiso 1 1 calc R . . . .
C00J C 0.694(3) 0.6169(7) 0.6742(5) 0.0309(9) Uani 1 1 d . U . . .
C00K C 0.765(3) 0.4764(7) 0.7469(5) 0.0307(9) Uani 1 1 d . U . . .
C00L C 0.363(3) 0.6719(7) 0.6001(5) 0.0308(10) Uani 1 1 d . U . . .
H00L H 0.3516 0.6212 0.5844 0.037 Uiso 1 1 calc R . . . .
C00M C 0.283(3) 0.4466(8) 0.5697(5) 0.0353(11) Uani 1 1 d . U . . .
H00M H 0.2316 0.4790 0.6008 0.042 Uiso 1 1 calc R . . . .
C00N C 0.430(3) 0.3498(7) 0.4782(5) 0.0360(11) Uani 1 1 d . U . . .
H00N H 0.4818 0.3170 0.4474 0.043 Uiso 1 1 calc R . . . .
C00O C 0.218(3) 0.4031(8) 0.4707(5) 0.0364(12) Uani 1 1 d . U . . .
H00O H 0.1227 0.4060 0.4353 0.044 Uiso 1 1 calc R . . . .
C00P C 0.141(3) 0.4539(7) 0.5158(5) 0.0361(11) Uani 1 1 d . U . . .
H00P H -0.0014 0.4919 0.5105 0.043 Uiso 1 1 calc R . . . .


_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
I001 C009 2.078(12) . ?
S002 C00E 1.686(13) . ?
O003 C00K 1.209(18) . ?
O004 C00J 1.250(14) . ?
N005 H005 0.8600 . ?
N005 N007 1.398(13) . ?
N005 C00K 1.368(17) . ?
N006 H006 0.8600 . ?
N006 C00G 1.459(16) . ?
N006 C00J 1.344(15) . ?
N007 H007 0.8600 . ?
N007 C00E 1.386(16) . ?
N008 H008 0.8600 . ?
N008 C00A 1.443(16) . ?
N008 C00E 1.330(15) . ?
C009 C00F 1.399(17) . ?
C009 C00I 1.383(17) . ?
C00A C00C 1.376(18) . ?
C00A C00M 1.369(19) . ?
C00B C00H 1.411(16) . ?
C00B C00J 1.501(17) . ?
C00B C00L 1.369(17) . ?
C00C H00C 0.9300 . ?
C00C C00N 1.378(18) . ?
C00D H00A 0.9600 . ?
C00D H00B 0.9600 . ?
C00D H00D 0.9600 . ?
C00D C00G 1.531(15) . ?
C00F H00F 0.9300 . ?
C00F C00L 1.364(18) . ?
C00G H00G 0.9800 . ?
C00G C00K 1.541(17) . ?
C00H H00H 0.9300 . ?
C00H C00I 1.397(17) . ?
C00I H00I 0.9300 . ?
C00L H00L 0.9300 . ?
C00M H00M 0.9300 . ?
C00M C00P 1.410(18) . ?
C00N H00N 0.9300 . ?
C00N C00O 1.35(2) . ?
C00O H00O 0.9300 . ?
C00O C00P 1.393(18) . ?
C00P H00P 0.9300 . ?

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
N007 N005 H005 120.3 . . ?
C00K N005 H005 120.3 . . ?
C00K N005 N007 119.4(11) . . ?
C00G N006 H006 120.3 . . ?
C00J N006 H006 120.3 . . ?
C00J N006 C00G 119.3(10) . . ?
N005 N007 H007 119.9 . . ?
C00E N007 N005 120.1(9) . . ?
C00E N007 H007 119.9 . . ?
C00A N008 H008 117.7 . . ?
C00E N008 H008 117.7 . . ?
C00E N008 C00A 124.5(11) . . ?
C00F C009 I001 121.3(9) . . ?
C00I C009 I001 120.1(9) . . ?
C00I C009 C00F 118.6(11) . . ?
C00C C00A N008 122.2(12) . . ?
C00M C00A N008 117.3(11) . . ?
C00M C00A C00C 120.2(12) . . ?
C00H C00B C00J 120.7(11) . . ?
C00L C00B C00H 119.8(11) . . ?
C00L C00B C00J 119.2(10) . . ?
C00A C00C H00C 120.1 . . ?
C00A C00C C00N 119.9(13) . . ?
C00N C00C H00C 120.1 . . ?
H00A C00D H00B 109.5 . . ?
H00A C00D H00D 109.5 . . ?
H00B C00D H00D 109.5 . . ?
C00G C00D H00A 109.5 . . ?
C00G C00D H00B 109.5 . . ?
C00G C00D H00D 109.5 . . ?
N007 C00E S002 117.8(8) . . ?
N008 C00E S002 125.9(10) . . ?
N008 C00E N007 116.3(11) . . ?
C009 C00F H00F 119.5 . . ?
C00L C00F C009 120.9(12) . . ?
C00L C00F H00F 119.5 . . ?
N006 C00G C00D 109.4(10) . . ?
N006 C00G H00G 109.9 . . ?
N006 C00G C00K 108.5(11) . . ?
C00D C00G H00G 109.9 . . ?
C00D C00G C00K 109.2(9) . . ?
C00K C00G H00G 109.9 . . ?
C00B C00H H00H 120.7 . . ?
C00I C00H C00B 118.7(11) . . ?
C00I C00H H00H 120.7 . . ?
C009 C00I C00H 121.0(11) . . ?
C009 C00I H00I 119.5 . . ?
C00H C00I H00I 119.5 . . ?
O004 C00J N006 121.3(11) . . ?
O004 C00J C00B 120.8(10) . . ?
N006 C00J C00B 117.9(10) . . ?
O003 C00K N005 123.5(12) . . ?
O003 C00K C00G 123.1(12) . . ?
N005 C00K C00G 113.4(12) . . ?
C00B C00L H00L 119.6 . . ?
C00F C00L C00B 120.9(11) . . ?
C00F C00L H00L 119.6 . . ?
C00A C00M H00M 120.1 . . ?
C00A C00M C00P 119.8(12) . . ?
C00P C00M H00M 120.1 . . ?
C00C C00N H00N 119.5 . . ?
C00O C00N C00C 121.1(13) . . ?
C00O C00N H00N 119.5 . . ?
C00N C00O H00O 119.8 . . ?
C00N C00O C00P 120.4(12) . . ?
C00P C00O H00O 119.8 . . ?
C00M C00P H00P 120.7 . . ?
C00O C00P C00M 118.6(12) . . ?
C00O C00P H00P 120.7 . . ?

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
I001 C009 C00F C00L 177.6(10) . . . . ?
I001 C009 C00I C00H -178.9(10) . . . . ?
N005 N007 C00E S002 -170.7(9) . . . . ?
N005 N007 C00E N008 8.2(17) . . . . ?
N006 C00G C00K O003 -44.1(15) . . . . ?
N006 C00G C00K N005 135.9(10) . . . . ?
N007 N005 C00K O003 1.8(17) . . . . ?
N007 N005 C00K C00G -178.2(9) . . . . ?
N008 C00A C00C C00N -174.6(11) . . . . ?
N008 C00A C00M C00P 174.1(11) . . . . ?
C009 C00F C00L C00B 3(2) . . . . ?
C00A N008 C00E S002 -2.3(19) . . . . ?
C00A N008 C00E N007 178.9(11) . . . . ?
C00A C00C C00N C00O 0(2) . . . . ?
C00A C00M C00P C00O 1.5(19) . . . . ?
C00B C00H C00I C009 -1(2) . . . . ?
C00C C00A C00M C00P -0.4(19) . . . . ?
C00C C00N C00O C00P 1(2) . . . . ?
C00D C00G C00K O003 75.1(16) . . . . ?
C00D C00G C00K N005 -104.9(12) . . . . ?
C00E N008 C00A C00C -66.5(18) . . . . ?
C00E N008 C00A C00M 119.1(14) . . . . ?
C00F C009 C00I C00H 1(2) . . . . ?
C00G N006 C00J O004 4(2) . . . . ?
C00G N006 C00J C00B -178.0(12) . . . . ?
C00H C00B C00J O004 -149.5(13) . . . . ?
C00H C00B C00J N006 33(2) . . . . ?
C00H C00B C00L C00F -3(2) . . . . ?
C00I C009 C00F C00L -2(2) . . . . ?
C00J N006 C00G C00D -177.7(12) . . . . ?
C00J N006 C00G C00K -58.7(15) . . . . ?
C00J C00B C00H C00I 176.6(12) . . . . ?
C00J C00B C00L C00F -178.0(13) . . . . ?
C00K N005 N007 C00E 70.7(14) . . . . ?
C00L C00B C00H C00I 2(2) . . . . ?
C00L C00B C00J O004 25(2) . . . . ?
C00L C00B C00J N006 -152.9(13) . . . . ?
C00M C00A C00C C00N 0(2) . . . . ?
C00N C00O C00P C00M -2.0(19) . . . . ?

_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_exp_8447
_audit_block_doi                 10.5517/ccdc.csd.cc2527wd
_database_code_depnum_ccdc_archive 'CCDC 1998163'
loop_
_audit_author_name
_audit_author_address
'Xiao-Sheng Yan'
;Xiamen University
China
;
_audit_update_record             
;
2020-04-21 deposited with the CCDC.	2024-09-30 downloaded from the CCDC.
;
_audit_creation_date             2020-04-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/8
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H17 I N4 O2 S'
_chemical_formula_sum            'C17 H17 I N4 O2 S'
_chemical_formula_weight         468.30
_chemical_absolute_configuration rmad
_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'
I I -0.3257 6.8362 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   4.65680(10)
_cell_length_b                   16.8731(4)
_cell_length_c                   22.9659(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1804.54(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3991
_cell_measurement_temperature    99.9(7)
_cell_measurement_theta_max      77.0270
_cell_measurement_theta_min      3.2390
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    15.186
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69135
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.724
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0528
_diffrn_reflns_av_unetI/netI     0.0616
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            6214
_diffrn_reflns_point_group_measured_fraction_full 0.907
_diffrn_reflns_point_group_measured_fraction_max 0.828
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.965
_diffrn_reflns_theta_min         3.250
_diffrn_ambient_temperature      99.9(7)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.492
_reflns_Friedel_fraction_full    0.775
_reflns_Friedel_fraction_max     0.666
_reflns_number_gt                2978
_reflns_number_total             3149
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.666
_refine_diff_density_min         -1.114
_refine_diff_density_rms         0.171
_refine_ls_abs_structure_details 
;
 Flack x determined using 944 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.013(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.145
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3149
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0377
_refine_ls_restrained_S_all      1.145
_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)+(0.0410P)²+9.3880P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0930
_refine_ls_wR_factor_ref         0.1190
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00D(H00D)
2.b Aromatic/amide H refined with riding coordinates:
 N005(H005), N006(H006), N007(H007), N008(H008), C00B(H00B), C00E(H00E),
 C00G(H00G), C00H(H00H), C00J(H00J), C00K(H00K), C00M(H00M), C00O(H00O),
 C00P(H00P)
2.c Idealised Me refined as rotating group:
 C00L(H00A,H00C,H00F)
;
_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
I001 I 0.96974(13) 0.09633(3) 0.44517(2) 0.02097(19) Uani 1 1 d . . . . .
S002 S 0.5131(6) 0.75578(12) 0.33976(9) 0.0208(5) Uani 1 1 d . . . . .
O003 O 0.4899(14) 0.5315(3) 0.2469(3) 0.0161(12) Uani 1 1 d . . . . .
O004 O 0.2312(15) 0.4406(4) 0.3566(3) 0.0192(14) Uani 1 1 d . . . . .
N005 N 0.0585(17) 0.5839(4) 0.2701(3) 0.0155(15) Uani 1 1 d . . . . .
H005 H -0.1238 0.5766 0.2729 0.019 Uiso 1 1 calc R . . . .
N006 N 0.1725(18) 0.6577(5) 0.2832(4) 0.0182(17) Uani 1 1 d . . . . .
H006 H 0.1376 0.6970 0.2605 0.022 Uiso 1 1 calc R . . . .
N007 N 0.3486(17) 0.6092(5) 0.3695(3) 0.0187(16) Uani 1 1 d . . . . .
H007 H 0.2513 0.5676 0.3606 0.022 Uiso 1 1 calc R . . . .
N008 N 0.2482(16) 0.3796(4) 0.2688(3) 0.0147(15) Uani 1 1 d . . . . .
H008 H 0.3067 0.3404 0.2480 0.018 Uiso 1 1 calc R . . . .
C009 C 0.506(2) 0.6077(5) 0.4236(4) 0.0169(17) Uani 1 1 d . . . . .
C00A C 0.755(2) 0.1914(5) 0.4033(4) 0.0137(18) Uani 1 1 d . . . . .
C00B C 0.423(2) 0.6568(6) 0.4689(4) 0.024(2) Uani 1 1 d . . . . .
H00B H 0.2732 0.6925 0.4639 0.029 Uiso 1 1 calc R . . . .
C00C C 0.465(2) 0.3160(5) 0.3515(4) 0.0173(18) Uani 1 1 d . . . . .
C00D C 0.078(2) 0.4449(5) 0.2429(4) 0.0159(19) Uani 1 1 d . . . . .
H00D H -0.1115 0.4466 0.2612 0.019 Uiso 1 1 calc R . . . .
C00E C 0.446(2) 0.2383(5) 0.3294(4) 0.0175(18) Uani 1 1 d . . . . .
H00E H 0.3365 0.2285 0.2962 0.021 Uiso 1 1 calc R . . . .
C00F C 0.231(2) 0.5227(6) 0.2529(4) 0.018(2) Uani 1 1 d . . . . .
C00G C 0.588(2) 0.1767(5) 0.3564(4) 0.019(2) Uani 1 1 d . . . . .
H00G H 0.5684 0.1252 0.3424 0.023 Uiso 1 1 calc R . . . .
C00H C 0.722(2) 0.5535(6) 0.4298(4) 0.020(2) Uani 1 1 d . . . . .
H00H H 0.7747 0.5215 0.3986 0.025 Uiso 1 1 calc R . . . .
C00I C 0.307(2) 0.3839(5) 0.3257(4) 0.0177(19) Uani 1 1 d . . . . .
C00J C 0.566(3) 0.6523(6) 0.5222(4) 0.029(2) Uani 1 1 d . . . . .
H00J H 0.5183 0.6865 0.5524 0.034 Uiso 1 1 calc R . . . .
C00K C 0.643(2) 0.3288(5) 0.3998(4) 0.018(2) Uani 1 1 d . . . . .
H00K H 0.6615 0.3799 0.4146 0.022 Uiso 1 1 calc R . . . .
C00L C 0.044(3) 0.4302(6) 0.1774(4) 0.025(2) Uani 1 1 d . . . . .
H00A H 0.2298 0.4293 0.1593 0.037 Uiso 1 1 calc GR . . . .
H00C H -0.0693 0.4719 0.1606 0.037 Uiso 1 1 calc GR . . . .
H00F H -0.0501 0.3803 0.1712 0.037 Uiso 1 1 calc GR . . . .
C00M C 0.790(3) 0.2677(7) 0.4260(4) 0.024(2) Uani 1 1 d . . . . .
H00M H 0.9097 0.2768 0.4578 0.029 Uiso 1 1 calc R . . . .
C00N C 0.341(2) 0.6695(5) 0.3319(4) 0.0147(18) Uani 1 1 d . . . . .
C00O C 0.780(3) 0.5958(9) 0.5292(5) 0.041(3) Uani 1 1 d . . . . .
H00O H 0.8708 0.5908 0.5651 0.050 Uiso 1 1 calc R . . . .
C00P C 0.862(3) 0.5464(7) 0.4830(5) 0.032(3) Uani 1 1 d . . . . .
H00P H 1.0073 0.5093 0.4879 0.039 Uiso 1 1 calc R . . . .


_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
I001 C00A 2.122(9) . ?
S002 C00N 1.672(9) . ?
O003 C00F 1.223(12) . ?
O004 C00I 1.243(11) . ?
N005 H005 0.8600 . ?
N005 N006 1.386(10) . ?
N005 C00F 1.367(12) . ?
N006 H006 0.8600 . ?
N006 C00N 1.379(12) . ?
N007 H007 0.8600 . ?
N007 C009 1.443(11) . ?
N007 C00N 1.334(12) . ?
N008 H008 0.8600 . ?
N008 C00D 1.480(11) . ?
N008 C00I 1.339(13) . ?
C009 C00B 1.386(13) . ?
C009 C00H 1.366(14) . ?
C00A C00G 1.352(13) . ?
C00A C00M 1.398(13) . ?
C00B H00B 0.9300 . ?
C00B C00J 1.393(15) . ?
C00C C00E 1.409(12) . ?
C00C C00I 1.483(13) . ?
C00C C00K 1.401(13) . ?
C00D H00D 0.9800 . ?
C00D C00F 1.510(13) . ?
C00D C00L 1.533(13) . ?
C00E H00E 0.9300 . ?
C00E C00G 1.380(13) . ?
C00G H00G 0.9300 . ?
C00H H00H 0.9300 . ?
C00H C00P 1.389(15) . ?
C00J H00J 0.9300 . ?
C00J C00O 1.39(2) . ?
C00K H00K 0.9300 . ?
C00K C00M 1.378(14) . ?
C00L H00A 0.9600 . ?
C00L H00C 0.9600 . ?
C00L H00F 0.9600 . ?
C00M H00M 0.9300 . ?
C00O H00O 0.9300 . ?
C00O C00P 1.402(19) . ?
C00P H00P 0.9300 . ?

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
N006 N005 H005 119.5 . . ?
C00F N005 H005 119.5 . . ?
C00F N005 N006 121.1(8) . . ?
N005 N006 H006 119.2 . . ?
C00N N006 N005 121.6(7) . . ?
C00N N006 H006 119.2 . . ?
C009 N007 H007 117.1 . . ?
C00N N007 H007 117.1 . . ?
C00N N007 C009 125.7(8) . . ?
C00D N008 H008 121.2 . . ?
C00I N008 H008 121.2 . . ?
C00I N008 C00D 117.5(8) . . ?
C00B C009 N007 119.7(9) . . ?
C00H C009 N007 118.4(8) . . ?
C00H C009 C00B 121.8(9) . . ?
C00G C00A I001 119.6(6) . . ?
C00G C00A C00M 122.3(9) . . ?
C00M C00A I001 118.1(7) . . ?
C009 C00B H00B 120.2 . . ?
C009 C00B C00J 119.7(10) . . ?
C00J C00B H00B 120.2 . . ?
C00E C00C C00I 122.9(8) . . ?
C00K C00C C00E 117.8(8) . . ?
C00K C00C C00I 119.3(8) . . ?
N008 C00D H00D 109.4 . . ?
N008 C00D C00F 109.6(8) . . ?
N008 C00D C00L 109.3(7) . . ?
C00F C00D H00D 109.4 . . ?
C00F C00D C00L 109.8(8) . . ?
C00L C00D H00D 109.4 . . ?
C00C C00E H00E 119.7 . . ?
C00G C00E C00C 120.6(9) . . ?
C00G C00E H00E 119.7 . . ?
O003 C00F N005 121.3(9) . . ?
O003 C00F C00D 123.5(9) . . ?
N005 C00F C00D 115.2(8) . . ?
C00A C00G C00E 119.7(9) . . ?
C00A C00G H00G 120.1 . . ?
C00E C00G H00G 120.1 . . ?
C009 C00H H00H 120.2 . . ?
C009 C00H C00P 119.6(10) . . ?
C00P C00H H00H 120.2 . . ?
O004 C00I N008 122.7(9) . . ?
O004 C00I C00C 120.5(8) . . ?
N008 C00I C00C 116.8(8) . . ?
C00B C00J H00J 120.6 . . ?
C00O C00J C00B 118.8(10) . . ?
C00O C00J H00J 120.6 . . ?
C00C C00K H00K 119.2 . . ?
C00M C00K C00C 121.7(9) . . ?
C00M C00K H00K 119.2 . . ?
C00D C00L H00A 109.5 . . ?
C00D C00L H00C 109.5 . . ?
C00D C00L H00F 109.5 . . ?
H00A C00L H00C 109.5 . . ?
H00A C00L H00F 109.5 . . ?
H00C C00L H00F 109.5 . . ?
C00A C00M H00M 121.1 . . ?
C00K C00M C00A 117.8(9) . . ?
C00K C00M H00M 121.1 . . ?
N006 C00N S002 119.1(7) . . ?
N007 C00N S002 125.5(7) . . ?
N007 C00N N006 115.4(8) . . ?
C00J C00O H00O 119.5 . . ?
C00J C00O C00P 121.0(10) . . ?
C00P C00O H00O 119.5 . . ?
C00H C00P C00O 119.2(11) . . ?
C00H C00P H00P 120.4 . . ?
C00O C00P H00P 120.4 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
