# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 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_f1_a
_database_code_depnum_ccdc_archive 'CCDC 2290838'
loop_
_audit_author_name
_audit_author_address
Urvashi
;IISER Bhopal
India
;
_audit_update_record             
;
2023-08-25 deposited with the CCDC.	2023-10-30 downloaded from the CCDC.
;
_audit_creation_date             2023-08-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H22 N O5 P S2'
_chemical_formula_sum            'C25 H22 N O5 P S2'
_chemical_formula_weight         511.53
_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'
Cl Cl 0.3639 0.7018 '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'
P P 0.2955 0.4335 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.5321(3)
_cell_length_b                   9.6051(3)
_cell_length_c                   15.2980(5)
_cell_angle_alpha                79.403(2)
_cell_angle_beta                 76.551(2)
_cell_angle_gamma                68.694(2)
_cell_volume                     1261.46(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3834
_cell_measurement_temperature    270.00
_cell_measurement_theta_max      63.73
_cell_measurement_theta_min      2.99
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.818
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             532.0
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1390
_diffrn_reflns_av_unetI/netI     0.0978
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            24456
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        66.543
_diffrn_reflns_theta_max         66.543
_diffrn_reflns_theta_min         2.988
_diffrn_ambient_temperature      270.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2661
_reflns_number_total             4458
_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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.336
_refine_diff_density_min         -0.486
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         4396
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1134
_refine_ls_R_factor_gt           0.0642
_refine_ls_restrained_S_all      1.022
_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)+(0.1017P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1576
_refine_ls_wR_factor_ref         0.1890
_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 Aromatic/amide H refined with riding coordinates:
 N009(H009), C00C(H00C), C00D(H00D), C00G(H00G), C00H(H00H), C00J(H00J),
 C00K(H00K), C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P),
 C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T), C00U(H00U), C00V(H00V),
 C00X(H00X)
2.b Idealised Me refined as rotating group:
 C00Y(H00A,H00B,H00E)
;
_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
P2 P 0.55041(11) 0.15640(10) 0.71271(6) 0.0569(3) Uani 1 1 d . . . . .
S3 S 0.82807(12) 0.32735(12) 0.18913(7) 0.0689(3) Uani 1 1 d . . . . .
S1 S 0.78045(12) 0.10437(12) 0.66120(7) 0.0767(4) Uani 1 1 d . . . . .
O004 O 0.4831(3) 0.0815(2) 0.65618(16) 0.0627(7) Uani 1 1 d . . . . .
O005 O 0.4620(3) 0.3148(2) 0.71922(17) 0.0662(7) Uani 1 1 d . . . . .
O006 O 0.5649(3) 0.0509(3) 0.80352(16) 0.0692(7) Uani 1 1 d . . . . .
O007 O 0.8933(4) 0.1675(3) 0.19632(19) 0.0912(10) Uani 1 1 d . . . . .
O8 O 0.7441(4) 0.4071(4) 0.11852(19) 0.0934(9) Uani 1 1 d . . . . .
N009 N 0.7101(4) 0.3744(3) 0.28324(19) 0.0627(8) Uani 1 1 d . . . . .
H009 H 0.624380 0.445412 0.279359 0.075 Uiso 1 1 calc R U . . .
C00A C 0.4365(4) 0.0574(4) 0.8737(2) 0.0597(10) Uani 1 1 d . . . . .
C00B C 0.7378(4) 0.3076(4) 0.3706(2) 0.0553(9) Uani 1 1 d . . . . .
C00C C 0.7111(4) 0.3420(4) 0.5262(3) 0.0611(10) Uani 1 1 d . . . . .
H00C H 0.683226 0.405795 0.570922 0.073 Uiso 1 1 calc R U . . .
C00D C 0.6981(4) 0.4018(4) 0.4378(2) 0.0581(9) Uani 1 1 d . . . . .
H00D H 0.662613 0.505480 0.423255 0.070 Uiso 1 1 calc R U . . .
C00E C 0.3591(4) 0.1654(4) 0.6107(3) 0.0574(9) Uani 1 1 d . . . . .
C00F C 0.9747(4) 0.3995(4) 0.1816(2) 0.0565(9) Uani 1 1 d . . . . .
C00G C 0.7960(5) 0.1537(4) 0.3930(3) 0.0679(11) Uani 1 1 d . . . . .
H00G H 0.826374 0.089628 0.348298 0.082 Uiso 1 1 calc R U . . .
C00H C 0.8091(4) 0.0953(4) 0.4803(3) 0.0699(11) Uani 1 1 d . . . . .
H00H H 0.848060 -0.008340 0.494176 0.084 Uiso 1 1 calc R U . . .
C00I C 0.7654(4) 0.1875(4) 0.5485(2) 0.0588(10) Uani 1 1 d . . . . .
C00J C 0.3915(5) 0.1913(4) 0.5184(3) 0.0682(11) Uani 1 1 d . . . . .
H00J H 0.491877 0.160730 0.487211 0.082 Uiso 1 1 calc R U . . .
C00K C 0.3953(5) 0.1607(4) 0.9333(3) 0.0703(11) Uani 1 1 d . . . . .
H00K H 0.445629 0.229923 0.926126 0.084 Uiso 1 1 calc R U . . .
C00L C 0.3653(5) -0.0439(5) 0.8814(3) 0.0782(12) Uani 1 1 d . . . . .
H00L H 0.396281 -0.113641 0.839879 0.094 Uiso 1 1 calc R U . . .
C00M C 1.0988(5) 0.3206(5) 0.2219(3) 0.0762(12) Uani 1 1 d . . . . .
H00M H 1.105138 0.228530 0.256067 0.091 Uiso 1 1 calc R U . . .
C00N C 0.2766(6) 0.1596(5) 1.0044(3) 0.0861(14) Uani 1 1 d . . . . .
H00N H 0.246971 0.228170 1.046515 0.103 Uiso 1 1 calc R U . . .
C00O C 0.9676(5) 0.5363(5) 0.1329(3) 0.0871(14) Uani 1 1 d . . . . .
H00O H 0.882855 0.592086 0.106147 0.105 Uiso 1 1 calc R U . . .
C00P C 0.2136(5) 0.2119(5) 0.6584(3) 0.0791(12) Uani 1 1 d . . . . .
H00P H 0.194196 0.193911 0.721112 0.095 Uiso 1 1 calc R U . . .
C00Q C 0.2707(7) 0.2641(5) 0.4733(4) 0.0906(14) Uani 1 1 d . . . . .
H00Q H 0.289677 0.281289 0.410506 0.109 Uiso 1 1 calc R U . . .
C00R C 0.1240(8) 0.3111(5) 0.5193(5) 0.1016(17) Uani 1 1 d . . . . .
H00R H 0.043548 0.359894 0.487918 0.122 Uiso 1 1 calc R U . . .
C00S C 1.2151(6) 0.3803(6) 0.2110(3) 0.0916(14) Uani 1 1 d . . . . .
H00S H 1.299581 0.326303 0.238323 0.110 Uiso 1 1 calc R U . . .
C00T C 0.0953(6) 0.2869(5) 0.6107(5) 0.0968(16) Uani 1 1 d . . . . .
H00T H -0.004875 0.320877 0.641836 0.116 Uiso 1 1 calc R U . . .
C00U C 0.2016(6) 0.0583(7) 1.0139(3) 0.0933(15) Uani 1 1 d . . . . .
H00U H 0.121473 0.058068 1.062032 0.112 Uiso 1 1 calc R U . . .
C00V C 0.2459(6) -0.0415(6) 0.9521(3) 0.0958(15) Uani 1 1 d . . . . .
H00V H 0.194461 -0.109355 0.957828 0.115 Uiso 1 1 calc R U . . .
C00W C 1.2105(6) 0.5145(7) 0.1620(4) 0.0936(14) Uani 1 1 d . . . . .
C00X C 1.0850(7) 0.5906(6) 0.1237(4) 0.1087(17) Uani 1 1 d . . . . .
H00X H 1.078763 0.682911 0.089890 0.130 Uiso 1 1 calc R U . . .
C00Y C 1.3411(8) 0.5764(8) 0.1470(5) 0.165(3) Uani 1 1 d . . . . .
H00A H 1.386142 0.549839 0.200287 0.247 Uiso 1 1 calc R U . . .
H00B H 1.302464 0.683827 0.134460 0.247 Uiso 1 1 calc R U . . .
H00E H 1.417077 0.534481 0.096686 0.247 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
P2 S1 2.0551(14) . ?
P2 O004 1.581(3) . ?
P2 O005 1.456(2) . ?
P2 O006 1.564(2) . ?
S3 O007 1.425(3) . ?
S3 O8 1.430(3) . ?
S3 N009 1.630(3) . ?
S3 C00F 1.745(4) . ?
S1 C00I 1.776(4) . ?
O004 C00E 1.419(4) . ?
O006 C00A 1.418(4) . ?
N009 H009 0.8600 . ?
N009 C00B 1.412(4) . ?
C00A C00K 1.362(5) . ?
C00A C00L 1.350(5) . ?
C00B C00D 1.389(5) . ?
C00B C00G 1.384(5) . ?
C00C H00C 0.9300 . ?
C00C C00D 1.384(5) . ?
C00C C00I 1.388(5) . ?
C00D H00D 0.9300 . ?
C00E C00J 1.369(5) . ?
C00E C00P 1.361(5) . ?
C00F C00M 1.367(5) . ?
C00F C00O 1.374(5) . ?
C00G H00G 0.9300 . ?
C00G C00H 1.365(5) . ?
C00H H00H 0.9300 . ?
C00H C00I 1.384(5) . ?
C00J H00J 0.9300 . ?
C00J C00Q 1.378(6) . ?
C00K H00K 0.9300 . ?
C00K C00N 1.377(6) . ?
C00L H00L 0.9300 . ?
C00L C00V 1.372(6) . ?
C00M H00M 0.9300 . ?
C00M C00S 1.389(6) . ?
C00N H00N 0.9300 . ?
C00N C00U 1.372(7) . ?
C00O H00O 0.9300 . ?
C00O C00X 1.367(6) . ?
C00P H00P 0.9300 . ?
C00P C00T 1.386(6) . ?
C00Q H00Q 0.9300 . ?
C00Q C00R 1.362(7) . ?
C00R H00R 0.9300 . ?
C00R C00T 1.354(7) . ?
C00S H00S 0.9300 . ?
C00S C00W 1.358(7) . ?
C00T H00T 0.9300 . ?
C00U H00U 0.9300 . ?
C00U C00V 1.358(7) . ?
C00V H00V 0.9300 . ?
C00W C00X 1.357(7) . ?
C00W C00Y 1.520(7) . ?
C00X H00X 0.9300 . ?
C00Y H00A 0.9600 . ?
C00Y H00B 0.9600 . ?
C00Y H00E 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
O004 P2 S1 107.23(11) . . ?
O005 P2 S1 116.72(12) . . ?
O005 P2 O004 112.34(14) . . ?
O005 P2 O006 116.96(15) . . ?
O006 P2 S1 97.44(10) . . ?
O006 P2 O004 104.48(14) . . ?
O007 S3 O8 120.32(19) . . ?
O007 S3 N009 108.13(15) . . ?
O007 S3 C00F 107.88(18) . . ?
O8 S3 N009 105.58(17) . . ?
O8 S3 C00F 107.72(17) . . ?
N009 S3 C00F 106.44(16) . . ?
C00I S1 P2 97.84(12) . . ?
C00E O004 P2 122.6(2) . . ?
C00A O006 P2 121.8(2) . . ?
S3 N009 H009 117.5 . . ?
C00B N009 S3 125.1(2) . . ?
C00B N009 H009 117.5 . . ?
C00K C00A O006 118.5(4) . . ?
C00L C00A O006 118.8(3) . . ?
C00L C00A C00K 122.7(4) . . ?
C00D C00B N009 117.8(3) . . ?
C00G C00B N009 123.3(3) . . ?
C00G C00B C00D 118.9(3) . . ?
C00D C00C H00C 119.8 . . ?
C00D C00C C00I 120.3(4) . . ?
C00I C00C H00C 119.8 . . ?
C00B C00D H00D 119.8 . . ?
C00C C00D C00B 120.3(3) . . ?
C00C C00D H00D 119.8 . . ?
C00J C00E O004 117.5(4) . . ?
C00P C00E O004 120.1(4) . . ?
C00P C00E C00J 122.3(4) . . ?
C00M C00F S3 121.1(3) . . ?
C00M C00F C00O 119.1(4) . . ?
C00O C00F S3 119.7(3) . . ?
C00B C00G H00G 119.7 . . ?
C00H C00G C00B 120.5(4) . . ?
C00H C00G H00G 119.7 . . ?
C00G C00H H00H 119.4 . . ?
C00G C00H C00I 121.3(3) . . ?
C00I C00H H00H 119.4 . . ?
C00C C00I S1 122.3(3) . . ?
C00H C00I S1 119.1(3) . . ?
C00H C00I C00C 118.6(3) . . ?
C00E C00J H00J 121.0 . . ?
C00E C00J C00Q 117.9(4) . . ?
C00Q C00J H00J 121.0 . . ?
C00A C00K H00K 121.1 . . ?
C00A C00K C00N 117.9(4) . . ?
C00N C00K H00K 121.1 . . ?
C00A C00L H00L 120.8 . . ?
C00A C00L C00V 118.3(4) . . ?
C00V C00L H00L 120.8 . . ?
C00F C00M H00M 120.6 . . ?
C00F C00M C00S 118.9(4) . . ?
C00S C00M H00M 120.6 . . ?
C00K C00N H00N 119.6 . . ?
C00U C00N C00K 120.7(4) . . ?
C00U C00N H00N 119.6 . . ?
C00F C00O H00O 120.0 . . ?
C00X C00O C00F 120.0(4) . . ?
C00X C00O H00O 120.0 . . ?
C00E C00P H00P 121.0 . . ?
C00E C00P C00T 118.1(5) . . ?
C00T C00P H00P 121.0 . . ?
C00J C00Q H00Q 119.5 . . ?
C00R C00Q C00J 120.9(5) . . ?
C00R C00Q H00Q 119.5 . . ?
C00Q C00R H00R 120.0 . . ?
C00T C00R C00Q 119.9(5) . . ?
C00T C00R H00R 120.0 . . ?
C00M C00S H00S 118.7 . . ?
C00W C00S C00M 122.6(4) . . ?
C00W C00S H00S 118.7 . . ?
C00P C00T H00T 119.6 . . ?
C00R C00T C00P 120.8(5) . . ?
C00R C00T H00T 119.6 . . ?
C00N C00U H00U 120.4 . . ?
C00V C00U C00N 119.2(4) . . ?
C00V C00U H00U 120.4 . . ?
C00L C00V H00V 119.4 . . ?
C00U C00V C00L 121.2(5) . . ?
C00U C00V H00V 119.4 . . ?
C00S C00W C00Y 122.4(6) . . ?
C00X C00W C00S 117.0(5) . . ?
C00X C00W C00Y 120.6(6) . . ?
C00O C00X H00X 118.8 . . ?
C00W C00X C00O 122.4(5) . . ?
C00W C00X H00X 118.8 . . ?
C00W C00Y H00A 109.5 . . ?
C00W C00Y H00B 109.5 . . ?
C00W C00Y H00E 109.5 . . ?
H00A C00Y H00B 109.5 . . ?
H00A C00Y H00E 109.5 . . ?
H00B C00Y H00E 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P2 S1 C00I C00C 70.3(3) . . . . ?
P2 S1 C00I C00H -109.5(3) . . . . ?
P2 O004 C00E C00J 106.6(3) . . . . ?
P2 O004 C00E C00P -75.9(4) . . . . ?
P2 O006 C00A C00K -84.7(4) . . . . ?
P2 O006 C00A C00L 98.7(4) . . . . ?
S3 N009 C00B C00D 137.3(3) . . . . ?
S3 N009 C00B C00G -45.6(5) . . . . ?
S3 C00F C00M C00S 177.5(3) . . . . ?
S3 C00F C00O C00X -177.3(4) . . . . ?
S1 P2 O004 C00E -124.1(3) . . . . ?
S1 P2 O006 C00A 170.8(3) . . . . ?
O004 P2 O006 C00A -79.2(3) . . . . ?
O004 C00E C00J C00Q 175.9(3) . . . . ?
O004 C00E C00P C00T -176.8(3) . . . . ?
O005 P2 O004 C00E 5.4(3) . . . . ?
O005 P2 O006 C00A 45.7(3) . . . . ?
O006 P2 O004 C00E 133.2(3) . . . . ?
O006 C00A C00K C00N -175.9(3) . . . . ?
O006 C00A C00L C00V 176.9(4) . . . . ?
O007 S3 N009 C00B 41.4(3) . . . . ?
O007 S3 C00F C00M -30.0(4) . . . . ?
O007 S3 C00F C00O 148.6(3) . . . . ?
O8 S3 N009 C00B 171.4(3) . . . . ?
O8 S3 C00F C00M -161.3(3) . . . . ?
O8 S3 C00F C00O 17.3(4) . . . . ?
N009 S3 C00F C00M 85.9(3) . . . . ?
N009 S3 C00F C00O -95.5(3) . . . . ?
N009 C00B C00D C00C 174.8(3) . . . . ?
N009 C00B C00G C00H -174.8(3) . . . . ?
C00A C00K C00N C00U -0.8(6) . . . . ?
C00A C00L C00V C00U -1.1(7) . . . . ?
C00B C00G C00H C00I -0.2(6) . . . . ?
C00D C00B C00G C00H 2.3(6) . . . . ?
C00D C00C C00I S1 -178.5(3) . . . . ?
C00D C00C C00I C00H 1.3(5) . . . . ?
C00E C00J C00Q C00R 1.2(6) . . . . ?
C00E C00P C00T C00R 0.8(7) . . . . ?
C00F S3 N009 C00B -74.3(3) . . . . ?
C00F C00M C00S C00W 0.2(7) . . . . ?
C00F C00O C00X C00W -0.7(9) . . . . ?
C00G C00B C00D C00C -2.5(5) . . . . ?
C00G C00H C00I S1 178.3(3) . . . . ?
C00G C00H C00I C00C -1.6(6) . . . . ?
C00I C00C C00D C00B 0.7(5) . . . . ?
C00J C00E C00P C00T 0.6(6) . . . . ?
C00J C00Q C00R C00T 0.2(7) . . . . ?
C00K C00A C00L C00V 0.4(6) . . . . ?
C00K C00N C00U C00V 0.1(7) . . . . ?
C00L C00A C00K C00N 0.6(6) . . . . ?
C00M C00F C00O C00X 1.3(7) . . . . ?
C00M C00S C00W C00X 0.4(8) . . . . ?
C00M C00S C00W C00Y -177.4(5) . . . . ?
C00N C00U C00V C00L 0.9(8) . . . . ?
C00O C00F C00M C00S -1.1(6) . . . . ?
C00P C00E C00J C00Q -1.6(6) . . . . ?
C00Q C00R C00T C00P -1.2(7) . . . . ?
C00S C00W C00X C00O -0.2(8) . . . . ?
C00Y C00W C00X C00O 177.6(6) . . . . ?

_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_f1_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2290839'
loop_
_audit_author_name
_audit_author_address
Urvashi
;IISER Bhopal
India
;
_audit_update_record             
;
2023-08-25 deposited with the CCDC.	2023-10-30 downloaded from the CCDC.
;
_audit_creation_date             2023-08-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H16 Br O3 P S'
_chemical_formula_sum            'C20 H16 Br O3 P S'
_chemical_formula_weight         447.26
_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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 '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'
P P 0.2955 0.4335 '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 21/n'
_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                   6.1164(2)
_cell_length_b                   8.8641(3)
_cell_length_c                   34.4839(11)
_cell_angle_alpha                90
_cell_angle_beta                 90.6150(10)
_cell_angle_gamma                90
_cell_volume                     1869.49(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    712
_cell_measurement_temperature    140.00
_cell_measurement_theta_max      78.29
_cell_measurement_theta_min      5.13
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.000
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.589
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cubic
_exptl_crystal_F_000             904.0
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            11055
_diffrn_reflns_point_group_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        66.571
_diffrn_reflns_theta_max         66.571
_diffrn_reflns_theta_min         5.131
_diffrn_ambient_temperature      140.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2973
_reflns_number_total             3301
_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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.680
_refine_diff_density_min         -1.475
_refine_diff_density_rms         0.436
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.873
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3188
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0379
_refine_ls_restrained_S_all      0.873
_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)+(0.1546P)²+11.0305P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1051
_refine_ls_wR_factor_ref         0.1944
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C007(H007), C008(H008), C00C(H00C), C00E(H00E), C00F(H00F), C00G(H00G),
 C00H(H00H), C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M),
 C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q)
;
_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
Br01 Br 1.34461(8) 0.05859(6) 0.55750(2) 0.0322(3) Uani 1 1 d . . . . .
P002 P 0.36693(17) 0.39901(13) 0.35887(3) 0.0165(3) Uani 1 1 d . . . . .
S003 S 0.5047(2) 0.55861(12) 0.39493(3) 0.0240(3) Uani 1 1 d . . . . .
O004 O 0.1431(5) 0.4399(4) 0.34819(10) 0.0255(8) Uani 1 1 d . . . . .
O005 O 0.3985(5) 0.2455(3) 0.38153(8) 0.0197(7) Uani 1 1 d . . . . .
O006 O 0.5242(5) 0.3716(3) 0.32312(8) 0.0186(7) Uani 1 1 d . . . . .
C007 C 0.3708(7) 0.5027(5) 0.26752(12) 0.0182(9) Uani 1 1 d . . . . .
H007 H 0.236246 0.450591 0.270486 0.022 Uiso 1 1 calc R U . . .
C008 C 0.4013(8) 0.6045(5) 0.23692(13) 0.0219(9) Uani 1 1 d . . . . .
H008 H 0.285743 0.622840 0.218904 0.026 Uiso 1 1 calc R U . . .
C009 C 0.3364(7) 0.1066(5) 0.36458(12) 0.0183(9) Uani 1 1 d . . . . .
C00A C 1.1526(7) 0.1694(5) 0.52477(13) 0.0227(9) Uani 1 1 d . . . . .
C00B C 0.5424(7) 0.4805(5) 0.29316(11) 0.0162(8) Uani 1 1 d . . . . .
C00C C 1.2177(8) 0.2101(6) 0.48753(14) 0.0275(10) Uani 1 1 d . . . . .
H00C H 1.357017 0.180814 0.478240 0.033 Uiso 1 1 calc R U . . .
C00D C 0.8709(8) 0.3364(5) 0.47734(13) 0.0222(9) Uani 1 1 d . . . . .
C00E C 1.0779(8) 0.2932(6) 0.46440(13) 0.0261(10) Uani 1 1 d . . . . .
H00E H 1.122773 0.321816 0.439159 0.031 Uiso 1 1 calc R U . . .
C00F C 0.7420(8) 0.5548(5) 0.29008(14) 0.0212(10) Uani 1 1 d . . . . .
H00F H 0.856434 0.538447 0.308447 0.025 Uiso 1 1 calc R U . . .
C00G C 0.7680(8) 0.6535(5) 0.25932(14) 0.0242(10) Uani 1 1 d . . . . .
H00G H 0.903271 0.704594 0.256301 0.029 Uiso 1 1 calc R U . . .
C00H C 0.7240(8) 0.4556(5) 0.41639(14) 0.0230(10) Uani 1 1 d . . . . .
H00H H 0.847233 0.427344 0.401508 0.028 Uiso 1 1 calc R U . . .
C00I C 0.4870(8) 0.0276(6) 0.34328(14) 0.0240(10) Uani 1 1 d . . . . .
H00I H 0.628682 0.067447 0.338838 0.029 Uiso 1 1 calc R U . . .
C00J C 0.2193(9) -0.1708(5) 0.33508(15) 0.0310(11) Uani 1 1 d . . . . .
H00J H 0.178772 -0.266559 0.324925 0.037 Uiso 1 1 calc R U . . .
C00K C 0.7119(8) 0.4187(5) 0.45378(14) 0.0235(10) Uani 1 1 d . . . . .
H00K H 0.583251 0.449995 0.466700 0.028 Uiso 1 1 calc R U . . .
C00L C 0.5997(8) 0.6788(5) 0.23285(13) 0.0239(10) Uani 1 1 d . . . . .
H00L H 0.620143 0.746890 0.211932 0.029 Uiso 1 1 calc R U . . .
C00M C 0.8122(8) 0.2947(6) 0.51495(14) 0.0275(10) Uani 1 1 d . . . . .
H00M H 0.673486 0.324749 0.524399 0.033 Uiso 1 1 calc R U . . .
C00N C 0.9481(8) 0.2118(6) 0.53867(14) 0.0289(11) Uani 1 1 d . . . . .
H00N H 0.903953 0.183956 0.564012 0.035 Uiso 1 1 calc R U . . .
C00O C 0.1284(8) 0.0514(5) 0.37158(14) 0.0236(10) Uani 1 1 d . . . . .
H00O H 0.026588 0.108023 0.386248 0.028 Uiso 1 1 calc R U . . .
C00P C 0.4256(9) -0.1135(6) 0.32832(15) 0.0299(11) Uani 1 1 d . . . . .
H00P H 0.526502 -0.170002 0.313433 0.036 Uiso 1 1 calc R U . . .
C00Q C 0.0732(9) -0.0889(6) 0.35654(15) 0.0284(11) Uani 1 1 d . . . . .
H00Q H -0.068162 -0.129039 0.361165 0.034 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
Br01 C00A 1.895(5) . ?
P002 S003 2.0581(16) . ?
P002 O004 1.459(3) . ?
P002 O005 1.580(3) . ?
P002 O006 1.590(3) . ?
S003 C00H 1.777(5) . ?
O005 C009 1.413(5) . ?
O006 C00B 1.419(5) . ?
C007 H007 0.9500 . ?
C007 C008 1.403(6) . ?
C007 C00B 1.379(6) . ?
C008 H008 0.9500 . ?
C008 C00L 1.389(7) . ?
C009 C00I 1.376(7) . ?
C009 C00O 1.387(7) . ?
C00A C00C 1.396(7) . ?
C00A C00N 1.396(7) . ?
C00B C00F 1.392(7) . ?
C00C H00C 0.9500 . ?
C00C C00E 1.376(7) . ?
C00D C00E 1.400(7) . ?
C00D C00K 1.456(7) . ?
C00D C00M 1.399(6) . ?
C00E H00E 0.9500 . ?
C00F H00F 0.9500 . ?
C00F C00G 1.385(7) . ?
C00G H00G 0.9500 . ?
C00G C00L 1.386(7) . ?
C00H H00H 0.9500 . ?
C00H C00K 1.333(7) . ?
C00I H00I 0.9500 . ?
C00I C00P 1.402(8) . ?
C00J H00J 0.9500 . ?
C00J C00P 1.382(8) . ?
C00J C00Q 1.374(8) . ?
C00K H00K 0.9500 . ?
C00L H00L 0.9500 . ?
C00M H00M 0.9500 . ?
C00M C00N 1.373(7) . ?
C00N H00N 0.9500 . ?
C00O H00O 0.9500 . ?
C00O C00Q 1.388(7) . ?
C00P H00P 0.9500 . ?
C00Q H00Q 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
O004 P002 S003 111.02(16) . . ?
O004 P002 O005 116.62(19) . . ?
O004 P002 O006 114.57(18) . . ?
O005 P002 S003 104.24(12) . . ?
O005 P002 O006 100.37(16) . . ?
O006 P002 S003 109.04(13) . . ?
C00H S003 P002 101.56(16) . . ?
C009 O005 P002 121.0(3) . . ?
C00B O006 P002 120.9(3) . . ?
C008 C007 H007 121.1 . . ?
C00B C007 H007 121.1 . . ?
C00B C007 C008 117.9(4) . . ?
C007 C008 H008 119.9 . . ?
C00L C008 C007 120.3(4) . . ?
C00L C008 H008 119.9 . . ?
C00I C009 O005 119.1(4) . . ?
C00I C009 C00O 122.3(4) . . ?
C00O C009 O005 118.6(4) . . ?
C00C C00A Br01 120.1(4) . . ?
C00N C00A Br01 119.1(4) . . ?
C00N C00A C00C 120.8(4) . . ?
C007 C00B O006 119.9(4) . . ?
C007 C00B C00F 123.1(4) . . ?
C00F C00B O006 116.9(4) . . ?
C00A C00C H00C 120.3 . . ?
C00E C00C C00A 119.3(4) . . ?
C00E C00C H00C 120.3 . . ?
C00E C00D C00K 124.0(4) . . ?
C00M C00D C00E 117.7(4) . . ?
C00M C00D C00K 118.2(4) . . ?
C00C C00E C00D 121.3(4) . . ?
C00C C00E H00E 119.3 . . ?
C00D C00E H00E 119.3 . . ?
C00B C00F H00F 121.1 . . ?
C00G C00F C00B 117.7(4) . . ?
C00G C00F H00F 121.1 . . ?
C00F C00G H00G 119.5 . . ?
C00F C00G C00L 121.0(4) . . ?
C00L C00G H00G 119.5 . . ?
S003 C00H H00H 120.7 . . ?
C00K C00H S003 118.7(4) . . ?
C00K C00H H00H 120.7 . . ?
C009 C00I H00I 120.9 . . ?
C009 C00I C00P 118.2(5) . . ?
C00P C00I H00I 120.9 . . ?
C00P C00J H00J 120.1 . . ?
C00Q C00J H00J 120.1 . . ?
C00Q C00J C00P 119.8(5) . . ?
C00D C00K H00K 115.9 . . ?
C00H C00K C00D 128.2(5) . . ?
C00H C00K H00K 115.9 . . ?
C008 C00L H00L 120.0 . . ?
C00G C00L C008 120.0(4) . . ?
C00G C00L H00L 120.0 . . ?
C00D C00M H00M 118.9 . . ?
C00N C00M C00D 122.3(4) . . ?
C00N C00M H00M 118.9 . . ?
C00A C00N H00N 120.7 . . ?
C00M C00N C00A 118.6(4) . . ?
C00M C00N H00N 120.7 . . ?
C009 C00O H00O 120.9 . . ?
C009 C00O C00Q 118.1(5) . . ?
C00Q C00O H00O 120.9 . . ?
C00I C00P H00P 119.8 . . ?
C00J C00P C00I 120.5(5) . . ?
C00J C00P H00P 119.8 . . ?
C00J C00Q C00O 121.2(5) . . ?
C00J C00Q H00Q 119.4 . . ?
C00O C00Q H00Q 119.4 . . ?

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
Br01 C00A C00C C00E -178.7(4) . . . . ?
Br01 C00A C00N C00M 178.7(4) . . . . ?
P002 S003 C00H C00K -109.9(4) . . . . ?
P002 O005 C009 C00I 90.2(4) . . . . ?
P002 O005 C009 C00O -92.8(4) . . . . ?
P002 O006 C00B C007 -71.0(5) . . . . ?
P002 O006 C00B C00F 112.5(4) . . . . ?
S003 P002 O005 C009 -175.7(3) . . . . ?
S003 P002 O006 C00B -73.5(3) . . . . ?
S003 C00H C00K C00D -179.5(4) . . . . ?
O004 P002 O005 C009 61.5(4) . . . . ?
O004 P002 O006 C00B 51.6(4) . . . . ?
O005 P002 O006 C00B 177.3(3) . . . . ?
O005 C009 C00I C00P 176.9(4) . . . . ?
O005 C009 C00O C00Q -176.6(4) . . . . ?
O006 P002 O005 C009 -62.9(3) . . . . ?
O006 C00B C00F C00G 175.4(4) . . . . ?
C007 C008 C00L C00G -0.6(7) . . . . ?
C007 C00B C00F C00G -1.0(7) . . . . ?
C008 C007 C00B O006 -176.0(4) . . . . ?
C008 C007 C00B C00F 0.3(7) . . . . ?
C009 C00I C00P C00J -0.3(7) . . . . ?
C009 C00O C00Q C00J -0.4(7) . . . . ?
C00A C00C C00E C00D -0.6(8) . . . . ?
C00B C007 C008 C00L 0.5(7) . . . . ?
C00B C00F C00G C00L 0.9(7) . . . . ?
C00C C00A C00N C00M -0.1(8) . . . . ?
C00D C00M C00N C00A 0.7(8) . . . . ?
C00E C00D C00K C00H 6.0(8) . . . . ?
C00E C00D C00M C00N -1.2(8) . . . . ?
C00F C00G C00L C008 -0.1(7) . . . . ?
C00I C009 C00O C00Q 0.3(7) . . . . ?
C00K C00D C00E C00C -177.3(5) . . . . ?
C00K C00D C00M C00N 177.4(5) . . . . ?
C00M C00D C00E C00C 1.2(7) . . . . ?
C00M C00D C00K C00H -172.5(5) . . . . ?
C00N C00A C00C C00E 0.0(8) . . . . ?
C00O C009 C00I C00P 0.0(7) . . . . ?
C00P C00J C00Q C00O 0.2(8) . . . . ?
C00Q C00J C00P C00I 0.2(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
