# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1945002'
loop_
_audit_author_name
_audit_author_address
'Shubham Dutta'
;University of Hyderabad
India
;
_audit_update_record             
;
2019-08-02 deposited with the CCDC.	2020-01-10 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         'C30 H25 N O2 S Se'
_chemical_formula_sum            'C30 H25 N O2 S Se'
_chemical_formula_weight         542.53

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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   6.2629(11)
_cell_length_b                   18.353(3)
_cell_length_c                   22.063(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.471(7)
_cell_angle_gamma                90
_cell_volume                     2533.7(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9865
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      27.23

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_F_000             1112
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.592
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            64753
_diffrn_reflns_av_unetI/netI     0.0455
_diffrn_reflns_av_R_equivalents  0.0955
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.219
_diffrn_reflns_theta_max         27.527
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5778
_reflns_number_gt                4250
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0981P)²+4.8131P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5778
_refine_ls_number_parameters     317
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0794
_refine_ls_R_factor_gt           0.0523
_refine_ls_wR_factor_ref         0.1677
_refine_ls_wR_factor_gt          0.1495
_refine_ls_goodness_of_fit_ref   0.909
_refine_ls_restrained_S_all      0.909
_refine_ls_shift/su_max          0.088
_refine_ls_shift/su_mean         0.001

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
Se01 Se 0.70314(7) 0.16834(2) 0.57524(2) 0.04896(17) Uani 1 1 d . . . A 2
S002 S 0.17498(15) 0.32325(5) 0.72308(4) 0.0362(2) Uani 1 1 d . . . . .
O003 O -0.0484(4) 0.33566(16) 0.71407(13) 0.0505(7) Uani 1 1 d . . . . .
O004 O 0.2546(5) 0.27309(15) 0.76807(11) 0.0490(7) Uani 1 1 d . . . . .
N005 N 0.2603(4) 0.28928(15) 0.65731(12) 0.0308(6) Uani 1 1 d . . . . .
C006 C 0.3123(5) 0.26193(16) 0.56016(14) 0.0264(6) Uani 1 1 d . . . . .
C007 C 0.2961(5) 0.25745(16) 0.49336(14) 0.0285(7) Uani 1 1 d . . . . .
C008 C 0.1788(5) 0.29904(17) 0.59718(14) 0.0281(6) Uani 1 1 d . . . . .
C009 C 0.4785(5) 0.22939(16) 0.59859(14) 0.0286(7) Uani 1 1 d . . . . .
C00A C 0.4438(5) 0.24729(18) 0.65651(15) 0.0331(7) Uani 1 1 d . . . . .
H00A H 0.530520 0.233459 0.690994 0.040 Uiso 1 1 calc R U . . .
C00B C 0.3086(6) 0.40627(19) 0.73378(14) 0.0346(7) Uani 1 1 d . . . . .
C00C C 0.4663(6) 0.27999(19) 0.45938(16) 0.0359(7) Uani 1 1 d . . . . .
H00C H 0.591116 0.299059 0.479612 0.043 Uiso 1 1 calc R U . . .
C00D C 0.1148(6) 0.23008(18) 0.46202(15) 0.0337(7) Uani 1 1 d . . . . .
H00D H -0.003526 0.213834 0.483920 0.040 Uiso 1 1 calc R U . . .
C00E C -0.0199(5) 0.34189(18) 0.57960(16) 0.0335(7) Uani 1 1 d . . . . .
H00B H -0.135047 0.326828 0.606295 0.040 Uiso 1 1 calc R U . . .
H00E H -0.065723 0.328625 0.537533 0.040 Uiso 1 1 calc R U . . .
C00F C 0.0026(6) 0.42375(19) 0.58314(15) 0.0351(8) Uani 1 1 d . . . . .
C00G C 0.1862(7) 0.4588(2) 0.56586(17) 0.0445(9) Uani 1 1 d . . . . .
H00G H 0.303789 0.431027 0.552879 0.053 Uiso 1 1 calc R U . . .
C00H C 0.1063(7) 0.2264(2) 0.39885(16) 0.0416(8) Uani 1 1 d . . . . .
H00H H -0.018554 0.208326 0.378008 0.050 Uiso 1 1 calc R U . . .
C00I C 0.4573(7) 0.2752(2) 0.39654(17) 0.0444(9) Uani 1 1 d . . . . .
H00I H 0.575980 0.290084 0.374161 0.053 Uiso 1 1 calc R U . . .
C00J C 0.2053(7) 0.4714(2) 0.72051(17) 0.0466(9) Uani 1 1 d . . . . .
H00J H 0.060775 0.471797 0.705546 0.056 Uiso 1 1 calc R U . . .
C00K C 0.5694(7) 0.0750(2) 0.58380(16) 0.0431(9) Uani 1 1 d . . . . .
C00L C 0.2756(7) 0.2487(2) 0.36674(16) 0.0468(9) Uani 1 1 d . . . . .
H00L H 0.268389 0.245866 0.323708 0.056 Uiso 1 1 calc R U . . .
C00M C 0.5200(6) 0.4065(2) 0.75746(17) 0.0422(8) Uani 1 1 d . . . . .
H00M H 0.590530 0.362071 0.767570 0.051 Uiso 1 1 calc R U . . .
C00N C 0.6233(7) 0.4715(2) 0.76579(19) 0.0492(9) Uani 1 1 d . . . . .
H00N H 0.766558 0.471439 0.781773 0.059 Uiso 1 1 calc R U . . .
C00O C 0.5262(8) 0.5371(2) 0.75177(17) 0.0526(11) Uani 1 1 d . . . . .
C00P C 0.3154(8) 0.5355(2) 0.72934(18) 0.0561(12) Uani 1 1 d . . . . .
H00P H 0.245309 0.580261 0.719826 0.067 Uiso 1 1 calc R U . . .
C00Q C -0.1699(7) 0.4656(2) 0.60100(18) 0.0513(11) Uani 1 1 d . . . . .
H00Q H -0.297981 0.442349 0.612134 0.062 Uiso 1 1 calc R U . . .
C00R C 0.6914(9) 0.0168(3) 0.5642(2) 0.0682(14) Uani 1 1 d . . . . .
H00R H 0.826118 0.024014 0.546881 0.082 Uiso 1 1 calc R U . . .
C00S C 0.1992(10) 0.5344(3) 0.5674(2) 0.0665(14) Uani 1 1 d . . . . .
H00S H 0.325673 0.558337 0.555886 0.080 Uiso 1 1 calc R U . . .
C00T C 0.3761(9) 0.0635(2) 0.6087(2) 0.0616(12) Uani 1 1 d . . . . .
H00T H 0.294841 0.103782 0.621878 0.074 Uiso 1 1 calc R U . . .
C00U C -0.1554(11) 0.5401(3) 0.6025(2) 0.0760(18) Uani 1 1 d . . . . .
H00U H -0.272985 0.568032 0.615274 0.091 Uiso 1 1 calc R U . . .
C00V C 0.0264(13) 0.5745(3) 0.5860(2) 0.083(2) Uani 1 1 d . . . . .
H00V H 0.034385 0.626212 0.587181 0.100 Uiso 1 1 calc R U . . .
C00W C 0.6023(15) -0.0549(3) 0.5715(3) 0.095(2) Uani 1 1 d . . . . .
H00W H 0.679366 -0.096089 0.558196 0.114 Uiso 1 1 calc R U . . .
C00X C 0.6456(11) 0.6086(3) 0.7602(2) 0.0819(17) Uani 1 1 d . . . . .
H00F H 0.771621 0.601145 0.787436 0.123 Uiso 1 1 calc R U . . .
H00K H 0.551521 0.644800 0.777945 0.123 Uiso 1 1 calc R U . . .
H00O H 0.690820 0.626115 0.720838 0.123 Uiso 1 1 calc R U . . .
C00Y C 0.2982(12) -0.0068(3) 0.6146(3) 0.0855(19) Uani 1 1 d . . . . .
H00Y H 0.162829 -0.014311 0.631486 0.103 Uiso 1 1 calc R U . . .
C00Z C 0.4131(15) -0.0650(3) 0.5967(3) 0.094(2) Uani 1 1 d . . . . .
H00Z H 0.359725 -0.112932 0.602000 0.113 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se01 C009 1.888(3) . ?
Se01 C00K 1.920(4) . ?
S002 O003 1.423(3) . ?
S002 O004 1.428(3) . ?
S002 N005 1.687(3) . ?
S002 C00B 1.749(4) . ?
N005 C00A 1.385(4) . ?
N005 C008 1.412(4) . ?
C006 C008 1.374(4) . ?
C006 C009 1.443(4) . ?
C006 C007 1.475(4) . ?
C007 C00C 1.393(5) . ?
C007 C00D 1.397(5) . ?
C008 C00E 1.509(4) . ?
C009 C00A 1.346(4) . ?
C00A H00A 0.9500 . ?
C00B C00J 1.385(5) . ?
C00B C00M 1.403(5) . ?
C00C C00I 1.388(5) . ?
C00C H00C 0.9500 . ?
C00D C00H 1.394(5) . ?
C00D H00D 0.9500 . ?
C00E C00F 1.511(5) . ?
C00E H00B 0.9900 . ?
C00E H00E 0.9900 . ?
C00F C00G 1.385(6) . ?
C00F C00Q 1.396(5) . ?
C00G C00S 1.390(6) . ?
C00G H00G 0.9500 . ?
C00H C00L 1.363(6) . ?
C00H H00H 0.9500 . ?
C00I C00L 1.378(6) . ?
C00I H00I 0.9500 . ?
C00J C00P 1.373(6) . ?
C00J H00J 0.9500 . ?
C00K C00T 1.367(6) . ?
C00K C00R 1.393(6) . ?
C00L H00L 0.9500 . ?
C00M C00N 1.364(6) . ?
C00M H00M 0.9500 . ?
C00N C00O 1.378(6) . ?
C00N H00N 0.9500 . ?
C00O C00P 1.390(7) . ?
C00O C00X 1.519(6) . ?
C00P H00P 0.9500 . ?
C00Q C00U 1.370(8) . ?
C00Q H00Q 0.9500 . ?
C00R C00W 1.442(9) . ?
C00R H00R 0.9500 . ?
C00S C00V 1.386(9) . ?
C00S H00S 0.9500 . ?
C00T C00Y 1.389(7) . ?
C00T H00T 0.9500 . ?
C00U C00V 1.366(9) . ?
C00U H00U 0.9500 . ?
C00V H00V 0.9500 . ?
C00W C00Z 1.344(10) . ?
C00W H00W 0.9500 . ?
C00X H00F 0.9800 . ?
C00X H00K 0.9800 . ?
C00X H00O 0.9800 . ?
C00Y C00Z 1.356(10) . ?
C00Y H00Y 0.9500 . ?
C00Z H00Z 0.9500 . ?

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
C009 Se01 C00K 99.75(15) . . ?
O003 S002 O004 120.80(18) . . ?
O003 S002 N005 106.55(15) . . ?
O004 S002 N005 104.22(15) . . ?
O003 S002 C00B 109.95(17) . . ?
O004 S002 C00B 108.48(18) . . ?
N005 S002 C00B 105.70(15) . . ?
C00A N005 C008 109.0(3) . . ?
C00A N005 S002 120.7(2) . . ?
C008 N005 S002 130.2(2) . . ?
C008 C006 C009 107.3(3) . . ?
C008 C006 C007 127.2(3) . . ?
C009 C006 C007 125.5(3) . . ?
C00C C007 C00D 117.7(3) . . ?
C00C C007 C006 120.0(3) . . ?
C00D C007 C006 122.3(3) . . ?
C006 C008 N005 106.9(3) . . ?
C006 C008 C00E 128.4(3) . . ?
N005 C008 C00E 124.6(3) . . ?
C00A C009 C006 108.4(3) . . ?
C00A C009 Se01 123.8(2) . . ?
C006 C009 Se01 127.8(2) . . ?
C009 C00A N005 108.4(3) . . ?
C009 C00A H00A 125.8 . . ?
N005 C00A H00A 125.8 . . ?
C00J C00B C00M 120.0(4) . . ?
C00J C00B S002 120.5(3) . . ?
C00M C00B S002 119.5(3) . . ?
C00I C00C C007 121.3(3) . . ?
C00I C00C H00C 119.3 . . ?
C007 C00C H00C 119.3 . . ?
C00H C00D C007 120.5(3) . . ?
C00H C00D H00D 119.8 . . ?
C007 C00D H00D 119.8 . . ?
C008 C00E C00F 115.5(3) . . ?
C008 C00E H00B 108.4 . . ?
C00F C00E H00B 108.4 . . ?
C008 C00E H00E 108.4 . . ?
C00F C00E H00E 108.4 . . ?
H00B C00E H00E 107.5 . . ?
C00G C00F C00Q 118.9(4) . . ?
C00G C00F C00E 121.6(3) . . ?
C00Q C00F C00E 119.4(4) . . ?
C00F C00G C00S 120.3(4) . . ?
C00F C00G H00G 119.8 . . ?
C00S C00G H00G 119.8 . . ?
C00L C00H C00D 120.5(4) . . ?
C00L C00H H00H 119.7 . . ?
C00D C00H H00H 119.7 . . ?
C00L C00I C00C 119.7(4) . . ?
C00L C00I H00I 120.1 . . ?
C00C C00I H00I 120.1 . . ?
C00P C00J C00B 118.9(4) . . ?
C00P C00J H00J 120.6 . . ?
C00B C00J H00J 120.6 . . ?
C00T C00K C00R 120.9(4) . . ?
C00T C00K Se01 125.1(3) . . ?
C00R C00K Se01 113.9(4) . . ?
C00H C00L C00I 120.2(3) . . ?
C00H C00L H00L 119.9 . . ?
C00I C00L H00L 119.9 . . ?
C00N C00M C00B 119.2(4) . . ?
C00N C00M H00M 120.4 . . ?
C00B C00M H00M 120.4 . . ?
C00M C00N C00O 122.1(4) . . ?
C00M C00N H00N 119.0 . . ?
C00O C00N H00N 119.0 . . ?
C00N C00O C00P 117.7(4) . . ?
C00N C00O C00X 121.2(5) . . ?
C00P C00O C00X 121.1(4) . . ?
C00J C00P C00O 122.1(4) . . ?
C00J C00P H00P 118.9 . . ?
C00O C00P H00P 118.9 . . ?
C00U C00Q C00F 120.3(5) . . ?
C00U C00Q H00Q 119.9 . . ?
C00F C00Q H00Q 119.9 . . ?
C00K C00R C00W 116.4(6) . . ?
C00K C00R H00R 121.8 . . ?
C00W C00R H00R 121.8 . . ?
C00V C00S C00G 119.5(5) . . ?
C00V C00S H00S 120.3 . . ?
C00G C00S H00S 120.3 . . ?
C00K C00T C00Y 120.2(5) . . ?
C00K C00T H00T 119.9 . . ?
C00Y C00T H00T 119.9 . . ?
C00V C00U C00Q 120.7(5) . . ?
C00V C00U H00U 119.6 . . ?
C00Q C00U H00U 119.6 . . ?
C00U C00V C00S 120.2(5) . . ?
C00U C00V H00V 119.9 . . ?
C00S C00V H00V 119.9 . . ?
C00Z C00W C00R 121.7(5) . . ?
C00Z C00W H00W 119.2 . . ?
C00R C00W H00W 119.2 . . ?
C00O C00X H00F 109.5 . . ?
C00O C00X H00K 109.5 . . ?
H00F C00X H00K 109.5 . . ?
C00O C00X H00O 109.5 . . ?
H00F C00X H00O 109.5 . . ?
H00K C00X H00O 109.5 . . ?
C00Z C00Y C00T 120.7(6) . . ?
C00Z C00Y H00Y 119.6 . . ?
C00T C00Y H00Y 119.6 . . ?
C00W C00Z C00Y 120.1(6) . . ?
C00W C00Z H00Z 120.0 . . ?
C00Y C00Z H00Z 120.0 . . ?

_refine_diff_density_max         0.719
_refine_diff_density_min         -0.747
_refine_diff_density_rms         0.082


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Chloroform'
