# 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 2019

####################################################################### 
# 
# 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_red
_database_code_depnum_ccdc_archive 'CCDC 1920748'
loop_
_audit_author_name
_audit_author_address
'KRISHNA MANNA'
;Indian Institute of Science
India
;
_audit_update_record             
;
2019-06-04 deposited with the CCDC.	2019-07-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            Compound1
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H12 Cd N2 O9 S'
_chemical_formula_weight         520.75

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Cd Cd -0.8075 1.2024 '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'
O O 0.0106 0.0060 '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'
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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'

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

_cell_length_a                   4.9378(3)
_cell_length_b                   10.8625(6)
_cell_length_c                   31.1686(18)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1671.79(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2930
_cell_measurement_theta_min      3.22
_cell_measurement_theta_max      25.00

_exptl_crystal_description       Rod
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.069
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1032
_exptl_absorpt_coefficient_mu    1.492
_exptl_absorpt_correction_type   EMPIRICAL
_exptl_absorpt_correction_T_min  0.764
_exptl_absorpt_correction_T_max  0.861
_exptl_absorpt_process_details   SADBAS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            36947
_diffrn_reflns_av_R_equivalents  0.0929
_diffrn_reflns_av_sigmaI/netI    0.0412
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         3.22
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2930
_reflns_number_gt                2525
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker kappa Apex-II ccd'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
'Ortep-3 (Farrugia, 1997) and CAMERON (Watkin et al. 1993)'
_computing_publication_material  'WinGX (Farrugia, 1999)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0353P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.03(3)
_refine_ls_number_reflns         2930
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0304
_refine_ls_wR_factor_ref         0.0627
_refine_ls_wR_factor_gt          0.0598
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.001
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.26617(6) 0.25993(2) 0.259627(9) 0.02527(11) Uani 1 1 d . . .
S1 S -0.1715(2) 0.52452(9) 0.51657(3) 0.0190(3) Uani 1 1 d . . .
O1 O 0.7463(8) 0.5604(3) 0.34932(9) 0.0362(8) Uani 1 1 d . . .
O2 O 0.6815(6) 0.2826(3) 0.29478(9) 0.0280(7) Uani 1 1 d . . .
O3 O 1.0375(6) 0.4087(3) 0.29512(10) 0.0303(8) Uani 1 1 d . . .
O4 O 0.6742(6) 0.3590(3) 0.68002(9) 0.0306(8) Uani 1 1 d . . .
O5 O 1.0298(6) 0.6177(3) 0.71220(9) 0.0305(8) Uani 1 1 d . . .
O6 O 0.9800(6) 0.4375(3) 0.74730(9) 0.0287(7) Uani 1 1 d . . .
O7 O -0.2814(6) 0.6451(2) 0.50949(8) 0.0255(7) Uani 1 1 d . . .
O8 O -0.3503(6) 0.4229(3) 0.52499(9) 0.0267(7) Uani 1 1 d . . .
O9 O -0.0393(6) 0.1876(3) 0.21046(10) 0.0341(8) Uani 1 1 d . . .
H9A H -0.1634 0.1387 0.2225 0.051 Uiso 1 1 d R . .
H9B H 0.0429 0.1435 0.1901 0.051 Uiso 1 1 d R . .
N1 N 0.4851(8) 0.3922(4) 0.36462(13) 0.0231(10) Uani 1 1 d . . .
N2 N 0.6139(8) 0.5583(4) 0.66056(12) 0.0228(9) Uani 1 1 d . . .
C1 C 0.3291(8) 0.4285(4) 0.40031(13) 0.0210(10) Uani 1 1 d . . .
C2 C 0.1638(9) 0.3414(4) 0.41871(14) 0.0268(11) Uani 1 1 d . . .
H2A H 0.1520 0.2634 0.4066 0.032 Uiso 1 1 calc R . .
C3 C 0.0165(9) 0.3683(4) 0.45462(14) 0.0244(11) Uani 1 1 d . . .
H3 H -0.0886 0.3081 0.4677 0.029 Uiso 1 1 calc R . .
C4 C 0.0258(8) 0.4864(4) 0.47124(13) 0.0195(10) Uani 1 1 d . . .
C5 C 0.1860(9) 0.5739(4) 0.45248(13) 0.0248(11) Uani 1 1 d . . .
H5 H 0.1904 0.6530 0.4639 0.030 Uiso 1 1 calc R . .
C6 C 0.3413(9) 0.5470(4) 0.41679(14) 0.0259(11) Uani 1 1 d . . .
H6 H 0.4507 0.6065 0.4042 0.031 Uiso 1 1 calc R . .
C7 C 0.0600(8) 0.5354(4) 0.56015(13) 0.0195(10) Uani 1 1 d . . .
C8 C 0.1128(9) 0.4317(4) 0.58436(14) 0.0243(11) Uani 1 1 d . . .
H8 H 0.0278 0.3577 0.5778 0.029 Uiso 1 1 calc R . .
C9 C 0.2914(9) 0.4381(4) 0.61817(13) 0.0255(10) Uani 1 1 d . . .
H9 H 0.3242 0.3687 0.6349 0.031 Uiso 1 1 calc R . .
C10 C 0.4221(9) 0.5473(4) 0.62732(13) 0.0204(10) Uani 1 1 d . . .
C11 C 0.3629(9) 0.6526(4) 0.60327(13) 0.0251(11) Uani 1 1 d . . .
H11 H 0.4455 0.7271 0.6099 0.030 Uiso 1 1 calc R . .
C12 C 0.1831(9) 0.6456(4) 0.57000(13) 0.0239(11) Uani 1 1 d . . .
H12 H 0.1437 0.7155 0.5540 0.029 Uiso 1 1 calc R . .
C13 C 0.6775(9) 0.4549(4) 0.34219(13) 0.0236(11) Uani 1 1 d . . .
C14 C 0.8056(9) 0.3752(4) 0.30686(13) 0.0246(11) Uani 1 1 d . . .
C15 C 0.7268(9) 0.4691(4) 0.68401(12) 0.0224(9) Uani 1 1 d . . .
C16 C 0.9325(8) 0.5119(4) 0.71827(14) 0.0224(10) Uani 1 1 d . . .
H1 H 0.467(8) 0.330(4) 0.3575(13) 0.007(12) Uiso 1 1 d . . .
H2 H 0.658(7) 0.623(3) 0.6673(11) 0.000(11) 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
Cd1 O5 2.229(3) 2_664 ?
Cd1 O3 2.261(3) 1_455 ?
Cd1 O9 2.289(3) . ?
Cd1 O4 2.327(3) 3_456 ?
Cd1 O2 2.338(3) . ?
Cd1 O6 2.400(3) 3_456 ?
S1 O7 1.435(3) . ?
S1 O8 1.438(3) . ?
S1 C4 1.765(4) . ?
S1 C7 1.779(4) . ?
O1 C13 1.215(5) . ?
O2 C14 1.236(5) . ?
O3 C14 1.256(5) . ?
O3 Cd1 2.261(3) 1_655 ?
O4 C15 1.230(4) . ?
O4 Cd1 2.327(3) 3_556 ?
O5 C16 1.260(5) . ?
O5 Cd1 2.229(3) 2_665 ?
O6 C16 1.236(5) . ?
O6 Cd1 2.400(3) 3_556 ?
N1 C13 1.362(6) . ?
N1 C1 1.409(5) . ?
N2 C15 1.336(5) . ?
N2 C10 1.409(5) . ?
C1 C2 1.375(6) . ?
C1 C6 1.387(6) . ?
C2 C3 1.366(6) . ?
C3 C4 1.383(6) . ?
C4 C5 1.368(6) . ?
C5 C6 1.382(6) . ?
C7 C12 1.377(6) . ?
C7 C8 1.381(6) . ?
C8 C9 1.376(6) . ?
C9 C10 1.380(6) . ?
C10 C11 1.399(6) . ?
C11 C12 1.367(6) . ?
C13 C14 1.537(6) . ?
C15 C16 1.545(6) . ?

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
O5 Cd1 O3 97.12(12) 2_664 1_455 ?
O5 Cd1 O9 93.35(12) 2_664 . ?
O3 Cd1 O9 104.12(11) 1_455 . ?
O5 Cd1 O4 162.87(11) 2_664 3_456 ?
O3 Cd1 O4 84.49(10) 1_455 3_456 ?
O9 Cd1 O4 102.83(11) . 3_456 ?
O5 Cd1 O2 81.46(11) 2_664 . ?
O3 Cd1 O2 97.66(11) 1_455 . ?
O9 Cd1 O2 158.09(10) . . ?
O4 Cd1 O2 81.42(11) 3_456 . ?
O5 Cd1 O6 105.92(11) 2_664 3_456 ?
O3 Cd1 O6 154.49(10) 1_455 3_456 ?
O9 Cd1 O6 85.58(10) . 3_456 ?
O4 Cd1 O6 70.27(10) 3_456 3_456 ?
O2 Cd1 O6 75.55(10) . 3_456 ?
O7 S1 O8 119.77(17) . . ?
O7 S1 C4 107.46(18) . . ?
O8 S1 C4 107.74(18) . . ?
O7 S1 C7 107.44(18) . . ?
O8 S1 C7 107.83(19) . . ?
C4 S1 C7 105.80(19) . . ?
C14 O2 Cd1 131.5(3) . . ?
C14 O3 Cd1 113.0(3) . 1_655 ?
C15 O4 Cd1 114.6(3) . 3_556 ?
C16 O5 Cd1 128.1(3) . 2_665 ?
C16 O6 Cd1 115.8(3) . 3_556 ?
C13 N1 C1 130.3(4) . . ?
C15 N2 C10 128.4(4) . . ?
C2 C1 C6 120.6(4) . . ?
C2 C1 N1 117.5(4) . . ?
C6 C1 N1 121.9(4) . . ?
C3 C2 C1 120.7(4) . . ?
C2 C3 C4 119.2(4) . . ?
C5 C4 C3 120.2(4) . . ?
C5 C4 S1 119.8(3) . . ?
C3 C4 S1 119.9(3) . . ?
C4 C5 C6 121.1(4) . . ?
C5 C6 C1 118.1(4) . . ?
C12 C7 C8 120.3(4) . . ?
C12 C7 S1 120.8(3) . . ?
C8 C7 S1 119.0(3) . . ?
C9 C8 C7 119.9(4) . . ?
C8 C9 C10 120.1(4) . . ?
C9 C10 C11 119.6(4) . . ?
C9 C10 N2 122.6(4) . . ?
C11 C10 N2 117.7(4) . . ?
C12 C11 C10 119.8(4) . . ?
C11 C12 C7 120.3(4) . . ?
O1 C13 N1 124.9(4) . . ?
O1 C13 C14 123.2(4) . . ?
N1 C13 C14 111.9(4) . . ?
O2 C14 O3 126.8(4) . . ?
O2 C14 C13 118.2(4) . . ?
O3 C14 C13 114.8(4) . . ?
O4 C15 N2 124.2(4) . . ?
O4 C15 C16 120.1(4) . . ?
N2 C15 C16 115.7(3) . . ?
O6 C16 O5 129.4(4) . . ?
O6 C16 C15 115.7(3) . . ?
O5 C16 C15 114.9(4) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.429
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.085
