# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2023

####################################################################### 
# 
# 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_EXTER104
_database_code_depnum_ccdc_archive 'CCDC 2204710'
loop_
_audit_author_name
_audit_author_address
'Tamilselvi A'
;Thiagarajar College, Madurai
India
;
_audit_update_record             
;
2022-11-28 deposited with the CCDC.	2023-04-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H13 N7 O2 S, 3(H2 O)'
_chemical_formula_sum            'C10 H19 N7 O5 S'
_chemical_formula_weight         349.38

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

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

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

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

_cell_length_a                   6.8490(2)
_cell_length_b                   9.0017(2)
_cell_length_c                   14.0341(3)
_cell_angle_alpha                92.744(2)
_cell_angle_beta                 98.751(2)
_cell_angle_gamma                112.305(2)
_cell_volume                     785.88(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7092
_cell_measurement_theta_min      2.4550
_cell_measurement_theta_max      26.7560

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.476
_exptl_crystal_F_000             368
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.244
_shelx_estimated_absorpt_T_min   0.971
_shelx_estimated_absorpt_T_max   0.981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.77803
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.35a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9992
_diffrn_reflns_av_unetI/netI     0.0231
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.462
_diffrn_reflns_theta_max         24.992
_diffrn_reflns_theta_full        24.992
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2774
_reflns_number_gt                2409
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0476P)²+0.2131P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2774
_refine_ls_number_parameters     247
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0357
_refine_ls_wR_factor_ref         0.0980
_refine_ls_wR_factor_gt          0.0940
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7592(3) 0.4960(2) 0.72819(13) 0.0412(4) Uani 1 1 d . . . . .
H1A H 0.741914 0.466454 0.789925 0.049 Uiso 1 1 calc R U . . .
C2 C 0.6733(3) 0.37630(19) 0.65132(12) 0.0339(4) Uani 1 1 d . . . . .
C3 C 0.6991(2) 0.41923(19) 0.55772(12) 0.0304(4) Uani 1 1 d . . . . .
C4 C 0.8105(3) 0.58344(19) 0.54932(13) 0.0324(4) Uani 1 1 d . . . . .
C5 C 0.8913(3) 0.69674(19) 0.63183(13) 0.0364(4) Uani 1 1 d . . . . .
C6 C 1.0079(3) 0.8719(2) 0.62188(16) 0.0524(5) Uani 1 1 d . . . . .
H6A H 0.910570 0.911533 0.585960 0.079 Uiso 1 1 calc R U . . .
H6B H 1.124055 0.884331 0.588154 0.079 Uiso 1 1 calc R U . . .
H6C H 1.063800 0.932021 0.685163 0.079 Uiso 1 1 calc R U . . .
C7 C 0.5506(3) 0.2038(2) 0.66859(14) 0.0436(4) Uani 1 1 d . . . . .
H7A H 0.543542 0.200800 0.737024 0.052 Uiso 1 1 calc R U . . .
H7B H 0.404766 0.167165 0.632681 0.052 Uiso 1 1 calc R U . . .
C8 C 0.6107(3) 0.29870(19) 0.47334(12) 0.0325(4) Uani 1 1 d . . . . .
H8 H 0.539043 0.190217 0.480456 0.039 Uiso 1 1 calc R U . . .
C9 C 0.5712(3) 0.28644(19) 0.22345(12) 0.0326(4) Uani 1 1 d . . . . .
C10 C 0.5288(3) 0.2798(2) 0.06348(13) 0.0360(4) Uani 1 1 d . . . . .
N1 N 0.8666(2) 0.65275(17) 0.71997(11) 0.0414(4) Uani 1 1 d . . . . .
N2 N 0.6326(2) 0.34334(16) 0.38911(10) 0.0341(3) Uani 1 1 d . . . . .
N3 N 0.5449(2) 0.23056(16) 0.31008(10) 0.0369(3) Uani 1 1 d . . . . .
H3 H 0.476784 0.129801 0.315003 0.044 Uiso 1 1 calc R U . . .
N4 N 0.6900(3) 0.43226(17) 0.20875(11) 0.0443(4) Uani 1 1 d . . . . .
N5 N 0.6584(3) 0.42324(18) 0.10827(11) 0.0456(4) Uani 1 1 d . . . . .
N6 N 0.4708(2) 0.18936(15) 0.13820(10) 0.0320(3) Uani 1 1 d . . . . .
N7 N 0.3261(3) 0.02953(17) 0.13425(12) 0.0415(4) Uani 1 1 d . . . . .
H8B H 0.199470 0.021349 0.108449 0.050 Uiso 1 1 d R U . . .
O1 O 0.6440(3) 0.09566(15) 0.64039(10) 0.0461(4) Uani 1 1 d . . . . .
O2 O 0.8433(2) 0.64166(14) 0.46359(9) 0.0443(3) Uani 1 1 d . . . . .
H2 H 0.791776 0.566735 0.419685 0.066 Uiso 1 1 calc R U . . .
O3 O 1.0493(3) 0.2200(2) 0.74862(15) 0.0626(5) Uani 1 1 d . . . . .
O4 O 0.9971(3) 0.6726(2) 1.04928(14) 0.0673(5) Uani 1 1 d D . . . .
O5 O 1.0294(3) 0.8516(2) 0.89638(12) 0.0580(4) Uani 1 1 d . . . . .
S1 S 0.45167(8) 0.22105(6) -0.05633(3) 0.04604(17) Uani 1 1 d . . . . .
H1 H 0.757(4) 0.124(3) 0.6659(17) 0.052(7) Uiso 1 1 d . . . . .
H3A H 1.116(5) 0.312(4) 0.738(2) 0.086(10) Uiso 1 1 d . . . . .
H3B H 1.039(6) 0.226(5) 0.805(3) 0.140(17) Uiso 1 1 d . . . . .
H4A H 0.991(4) 0.721(3) 1.000(2) 0.084(9) Uiso 1 1 d . . . . .
H4B H 1.100(5) 0.643(4) 1.044(3) 0.146(16) Uiso 1 1 d D . . . .
H5 H 0.742(4) 0.509(3) 0.0818(16) 0.062(7) Uiso 1 1 d . . . . .
H5A H 1.134(5) 0.934(3) 0.897(2) 0.079(9) Uiso 1 1 d . . . . .
H5B H 0.996(5) 0.803(4) 0.840(2) 0.093(10) Uiso 1 1 d . . . . .
H8A H 0.375(4) -0.029(3) 0.0992(18) 0.064(7) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.341(2) . ?
C1 C2 1.373(2) . ?
C1 H1A 0.9300 . ?
C2 C3 1.405(2) . ?
C2 C7 1.511(2) . ?
C3 C4 1.403(2) . ?
C3 C8 1.451(2) . ?
C4 O2 1.351(2) . ?
C4 C5 1.397(2) . ?
C5 N1 1.332(2) . ?
C5 C6 1.497(2) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 O1 1.424(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 N2 1.279(2) . ?
C8 H8 0.9300 . ?
C9 N4 1.301(2) . ?
C9 N3 1.349(2) . ?
C9 N6 1.364(2) . ?
C10 N5 1.316(2) . ?
C10 N6 1.372(2) . ?
C10 S1 1.6789(18) . ?
N2 N3 1.3595(19) . ?
N3 H3 0.8600 . ?
N4 N5 1.387(2) . ?
N5 H5 0.91(2) . ?
N6 N7 1.3959(19) . ?
N7 H8B 0.8615 . ?
N7 H8A 0.89(2) . ?
O1 H1 0.74(2) . ?
O2 H2 0.8200 . ?
O3 H3A 0.81(3) . ?
O3 H3B 0.81(4) . ?
O4 H4A 0.84(3) . ?
O4 H4B 0.853(19) . ?
O5 H5A 0.81(3) . ?
O5 H5B 0.84(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 124.22(17) . . ?
N1 C1 H1A 117.9 . . ?
C2 C1 H1A 117.9 . . ?
C1 C2 C3 118.45(15) . . ?
C1 C2 C7 119.81(16) . . ?
C3 C2 C7 121.72(15) . . ?
C4 C3 C2 117.18(15) . . ?
C4 C3 C8 121.63(15) . . ?
C2 C3 C8 121.18(15) . . ?
O2 C4 C5 116.43(15) . . ?
O2 C4 C3 123.33(15) . . ?
C5 C4 C3 120.23(16) . . ?
N1 C5 C4 121.44(15) . . ?
N1 C5 C6 118.78(16) . . ?
C4 C5 C6 119.77(17) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O1 C7 C2 113.32(15) . . ?
O1 C7 H7A 108.9 . . ?
C2 C7 H7A 108.9 . . ?
O1 C7 H7B 108.9 . . ?
C2 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
N2 C8 C3 119.25(15) . . ?
N2 C8 H8 120.4 . . ?
C3 C8 H8 120.4 . . ?
N4 C9 N3 126.74(15) . . ?
N4 C9 N6 111.62(15) . . ?
N3 C9 N6 121.64(14) . . ?
N5 C10 N6 103.44(15) . . ?
N5 C10 S1 128.44(14) . . ?
N6 C10 S1 128.12(13) . . ?
C5 N1 C1 118.46(15) . . ?
C8 N2 N3 119.03(14) . . ?
C9 N3 N2 115.88(13) . . ?
C9 N3 H3 122.1 . . ?
N2 N3 H3 122.1 . . ?
C9 N4 N5 102.70(14) . . ?
C10 N5 N4 114.21(15) . . ?
C10 N5 H5 127.6(15) . . ?
N4 N5 H5 117.4(15) . . ?
C9 N6 C10 108.03(13) . . ?
C9 N6 N7 122.74(14) . . ?
C10 N6 N7 129.12(14) . . ?
N6 N7 H8B 109.3 . . ?
N6 N7 H8A 105.6(15) . . ?
H8B N7 H8A 112.6 . . ?
C7 O1 H1 110.4(18) . . ?
C4 O2 H2 109.5 . . ?
H3A O3 H3B 106(3) . . ?
H4A O4 H4B 102(3) . . ?
H5A O5 H5B 107(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 0.2(3) . . . . ?
N1 C1 C2 C7 -178.50(17) . . . . ?
C1 C2 C3 C4 -0.5(2) . . . . ?
C7 C2 C3 C4 178.17(15) . . . . ?
C1 C2 C3 C8 -179.52(16) . . . . ?
C7 C2 C3 C8 -0.8(2) . . . . ?
C2 C3 C4 O2 -178.78(15) . . . . ?
C8 C3 C4 O2 0.2(2) . . . . ?
C2 C3 C4 C5 0.2(2) . . . . ?
C8 C3 C4 C5 179.22(15) . . . . ?
O2 C4 C5 N1 179.50(15) . . . . ?
C3 C4 C5 N1 0.4(2) . . . . ?
O2 C4 C5 C6 -0.3(2) . . . . ?
C3 C4 C5 C6 -179.37(16) . . . . ?
C1 C2 C7 O1 -119.12(18) . . . . ?
C3 C2 C7 O1 62.2(2) . . . . ?
C4 C3 C8 N2 -0.9(2) . . . . ?
C2 C3 C8 N2 178.08(15) . . . . ?
C4 C5 N1 C1 -0.7(2) . . . . ?
C6 C5 N1 C1 179.04(16) . . . . ?
C2 C1 N1 C5 0.4(3) . . . . ?
C3 C8 N2 N3 -178.37(14) . . . . ?
N4 C9 N3 N2 7.9(3) . . . . ?
N6 C9 N3 N2 -172.43(14) . . . . ?
C8 N2 N3 C9 179.03(15) . . . . ?
N3 C9 N4 N5 -179.91(17) . . . . ?
N6 C9 N4 N5 0.40(19) . . . . ?
N6 C10 N5 N4 0.3(2) . . . . ?
S1 C10 N5 N4 -179.90(13) . . . . ?
C9 N4 N5 C10 -0.4(2) . . . . ?
N4 C9 N6 C10 -0.26(19) . . . . ?
N3 C9 N6 C10 -179.97(15) . . . . ?
N4 C9 N6 N7 -176.78(15) . . . . ?
N3 C9 N6 N7 3.5(2) . . . . ?
N5 C10 N6 C9 -0.02(18) . . . . ?
S1 C10 N6 C9 -179.84(13) . . . . ?
N5 C10 N6 N7 176.20(16) . . . . ?
S1 C10 N6 N7 -3.6(3) . . . . ?

_refine_diff_density_max         0.235
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.045

