# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_TRI_a
_database_code_depnum_ccdc_archive 'CCDC 2067873'
loop_
_audit_author_name
_audit_author_address
'Prakash Warghude'
;IISER Pune 
India
;
_audit_update_record             
;
2021-03-03 deposited with the CCDC.	2021-04-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          444-446
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H22 Cl3 N O5'
_chemical_formula_weight         570.82

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'
Cl Cl 0.1484 0.1585 '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                   9.170(14)
_cell_length_b                   29.30(4)
_cell_length_c                   9.624(15)
_cell_angle_alpha                90
_cell_angle_beta                 94.36(2)
_cell_angle_gamma                90
_cell_volume                     2578(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3099
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      20.14

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_F_000             1176
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    0.398
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6099
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'Omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            38011
_diffrn_reflns_av_unetI/netI     0.1100
_diffrn_reflns_av_R_equivalents  0.1421
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.390
_diffrn_reflns_theta_max         28.473
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6463
_reflns_number_gt                3866
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0571P)²+1.1427P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0127(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6463
_refine_ls_number_parameters     347
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1200
_refine_ls_R_factor_gt           0.0599
_refine_ls_wR_factor_ref         0.1580
_refine_ls_wR_factor_gt          0.1314
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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
Cl1 Cl 0.52958(9) 0.42194(3) 0.20172(8) 0.0299(2) Uani 1 1 d . . . . .
Cl2 Cl 0.82429(9) 0.43241(4) 0.12831(10) 0.0433(3) Uani 1 1 d . . . . .
Cl3 Cl 0.58776(13) 0.44423(5) -0.08049(11) 0.0699(4) Uani 1 1 d . . . . .
O3 O 0.4389(2) 0.39844(7) 0.4888(2) 0.0199(5) Uani 1 1 d . . . . .
O1 O 0.1716(2) 0.39274(7) 0.06726(19) 0.0189(5) Uani 1 1 d . . . . .
O2 O 0.1593(2) 0.44556(7) 0.2354(2) 0.0205(5) Uani 1 1 d . . . . .
O4 O 0.2744(2) 0.34851(7) 0.7275(2) 0.0227(5) Uani 1 1 d . . . . .
O5 O 0.3184(2) 0.29393(7) 0.9344(2) 0.0221(5) Uani 1 1 d . . . . .
H5 H 0.3232 0.3187 0.8910 0.033 Uiso 1 1 calc R U . . .
N1 N 0.2540(3) 0.44053(8) 0.5734(2) 0.0153(5) Uani 1 1 d . . . . .
C8 C 0.3106(3) 0.40474(10) 0.5065(3) 0.0159(6) Uani 1 1 d . . . . .
C4 C 0.1947(3) 0.32324(10) 0.2658(3) 0.0152(6) Uani 1 1 d . . . . .
H4 H 0.1950 0.3112 0.1741 0.018 Uiso 1 1 calc R U . . .
C14 C 0.0525(3) 0.39824(9) 0.5050(3) 0.0140(6) Uani 1 1 d . . . . .
C5 C 0.2124(3) 0.29621(10) 0.3932(3) 0.0149(6) Uani 1 1 d . . . . .
C6 C 0.2015(3) 0.32472(10) 0.5030(3) 0.0147(6) Uani 1 1 d . . . . .
C2 C 0.1678(3) 0.40629(10) 0.1998(3) 0.0155(6) Uani 1 1 d . . . . .
C9 C 0.1021(3) 0.43695(10) 0.5770(3) 0.0147(6) Uani 1 1 d . . . . .
C3 C 0.1781(3) 0.36753(10) 0.2964(3) 0.0146(6) Uani 1 1 d . . . . .
C16 C 0.1781(3) 0.27408(10) 0.7200(3) 0.0160(6) Uani 1 1 d . . . . .
C22 C 0.2437(3) 0.24690(10) 0.3850(3) 0.0157(6) Uani 1 1 d . . . . .
C17 C 0.2346(3) 0.26408(10) 0.8568(3) 0.0173(6) Uani 1 1 d . . . . .
C7 C 0.1813(3) 0.37335(10) 0.4519(3) 0.0141(6) Uani 1 1 d . . . . .
C21 C 0.0829(3) 0.24268(10) 0.6519(3) 0.0183(6) Uani 1 1 d . . . . .
H21 H 0.0403 0.2494 0.5612 0.022 Uiso 1 1 calc R U . . .
C15 C 0.2201(3) 0.31669(10) 0.6550(3) 0.0175(6) Uani 1 1 d . . . . .
C20 C 0.0499(3) 0.20216(10) 0.7144(3) 0.0196(6) Uani 1 1 d . . . . .
H20 H -0.0167 0.1814 0.6678 0.023 Uiso 1 1 calc R U . . .
C23 C 0.3632(3) 0.22790(10) 0.4601(3) 0.0193(6) Uani 1 1 d . . . . .
H23 H 0.4211 0.2461 0.5246 0.023 Uiso 1 1 calc R U . . .
C00Q C 0.3414(3) 0.47681(10) 0.6388(3) 0.0188(6) Uani 1 1 d . . . . .
H00A H 0.4441 0.4725 0.6202 0.028 Uiso 1 1 calc R U . . .
H00B H 0.3324 0.4763 0.7396 0.028 Uiso 1 1 calc R U . . .
H00C H 0.3069 0.5063 0.6010 0.028 Uiso 1 1 calc R U . . .
C10 C 0.0074(3) 0.46604(10) 0.6383(3) 0.0179(6) Uani 1 1 d . . . . .
H10 H 0.0420 0.4924 0.6879 0.021 Uiso 1 1 calc R U . . .
C13 C -0.0939(3) 0.38802(10) 0.4912(3) 0.0185(6) Uani 1 1 d . . . . .
H13 H -0.1281 0.3616 0.4415 0.022 Uiso 1 1 calc R U . . .
C12 C -0.1913(3) 0.41709(10) 0.5516(3) 0.0194(6) Uani 1 1 d . . . . .
H12 H -0.2932 0.4107 0.5425 0.023 Uiso 1 1 calc R U . . .
C11 C -0.1404(3) 0.45516(10) 0.6246(3) 0.0191(6) Uani 1 1 d . . . . .
H11 H -0.2081 0.4744 0.6664 0.023 Uiso 1 1 calc R U . . .
C18 C 0.2059(3) 0.22255(10) 0.9172(3) 0.0212(7) Uani 1 1 d . . . . .
H18 H 0.2489 0.2153 1.0074 0.025 Uiso 1 1 calc R U . . .
C26 C 0.1920(4) 0.17384(11) 0.2763(3) 0.0239(7) Uani 1 1 d . . . . .
H26 H 0.1322 0.1552 0.2145 0.029 Uiso 1 1 calc R U . . .
C24 C 0.3988(3) 0.18242(11) 0.4418(3) 0.0229(7) Uani 1 1 d . . . . .
H24 H 0.4819 0.1697 0.4926 0.027 Uiso 1 1 calc R U . . .
C27 C 0.1577(3) 0.21951(10) 0.2934(3) 0.0198(7) Uani 1 1 d . . . . .
H27 H 0.0748 0.2322 0.2422 0.024 Uiso 1 1 calc R U . . .
C19 C 0.1143(3) 0.19168(11) 0.8458(3) 0.0231(7) Uani 1 1 d . . . . .
H19 H 0.0952 0.1630 0.8869 0.028 Uiso 1 1 calc R U . . .
C25 C 0.3138(4) 0.15552(11) 0.3498(3) 0.0250(7) Uani 1 1 d . . . . .
H25 H 0.3389 0.1244 0.3370 0.030 Uiso 1 1 calc R U . . .
C1 C 0.1686(4) 0.42906(11) -0.0346(3) 0.0257(7) Uani 1 1 d . . . . .
H1A H 0.0738 0.4446 -0.0374 0.038 Uiso 1 1 calc R U . . .
H1B H 0.1829 0.4162 -0.1266 0.038 Uiso 1 1 calc R U . . .
H1C H 0.2469 0.4509 -0.0088 0.038 Uiso 1 1 calc R U . . .
C1S C 0.6486(3) 0.41465(12) 0.0697(3) 0.0242(7) Uani 1 1 d . . . . .
H1S H 0.6525 0.3814 0.0466 0.029 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
Cl1 C1S 1.750(4) . ?
Cl2 C1S 1.745(4) . ?
Cl3 C1S 1.741(4) . ?
O3 C8 1.216(4) . ?
O1 C2 1.339(4) . ?
O1 C1 1.445(4) . ?
O2 C2 1.205(4) . ?
O4 C15 1.246(4) . ?
O5 C17 1.352(4) . ?
O5 H5 0.8400 . ?
N1 C8 1.354(4) . ?
N1 C9 1.400(4) . ?
N1 C00Q 1.446(4) . ?
C8 C7 1.560(4) . ?
C4 C3 1.342(4) . ?
C4 C5 1.459(4) . ?
C4 H4 0.9500 . ?
C14 C13 1.372(4) . ?
C14 C9 1.387(4) . ?
C14 C7 1.510(4) . ?
C5 C6 1.356(4) . ?
C5 C22 1.477(4) . ?
C6 C15 1.479(4) . ?
C6 C7 1.514(4) . ?
C2 C3 1.466(4) . ?
C9 C10 1.381(4) . ?
C3 C7 1.504(4) . ?
C16 C21 1.397(4) . ?
C16 C17 1.408(4) . ?
C16 C15 1.461(4) . ?
C22 C23 1.383(4) . ?
C22 C27 1.391(4) . ?
C17 C18 1.383(4) . ?
C21 C20 1.375(4) . ?
C21 H21 0.9500 . ?
C20 C19 1.389(5) . ?
C20 H20 0.9500 . ?
C23 C24 1.386(5) . ?
C23 H23 0.9500 . ?
C00Q H00A 0.9800 . ?
C00Q H00B 0.9800 . ?
C00Q H00C 0.9800 . ?
C10 C11 1.389(5) . ?
C10 H10 0.9500 . ?
C13 C12 1.393(4) . ?
C13 H13 0.9500 . ?
C12 C11 1.380(4) . ?
C12 H12 0.9500 . ?
C11 H11 0.9500 . ?
C18 C19 1.382(5) . ?
C18 H18 0.9500 . ?
C26 C25 1.384(5) . ?
C26 C27 1.387(5) . ?
C26 H26 0.9500 . ?
C24 C25 1.381(5) . ?
C24 H24 0.9500 . ?
C27 H27 0.9500 . ?
C19 H19 0.9500 . ?
C25 H25 0.9500 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1S H1S 1.0000 . ?

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
C2 O1 C1 115.3(2) . . ?
C17 O5 H5 109.5 . . ?
C8 N1 C9 111.8(2) . . ?
C8 N1 C00Q 123.8(3) . . ?
C9 N1 C00Q 124.3(2) . . ?
O3 C8 N1 126.4(3) . . ?
O3 C8 C7 125.6(3) . . ?
N1 C8 C7 108.0(3) . . ?
C3 C4 C5 110.3(3) . . ?
C3 C4 H4 124.8 . . ?
C5 C4 H4 124.8 . . ?
C13 C14 C9 120.5(3) . . ?
C13 C14 C7 130.3(3) . . ?
C9 C14 C7 109.2(3) . . ?
C6 C5 C4 108.1(3) . . ?
C6 C5 C22 132.1(3) . . ?
C4 C5 C22 119.7(2) . . ?
C5 C6 C15 131.5(3) . . ?
C5 C6 C7 109.9(3) . . ?
C15 C6 C7 118.2(2) . . ?
O2 C2 O1 124.1(3) . . ?
O2 C2 C3 124.2(3) . . ?
O1 C2 C3 111.7(3) . . ?
C10 C9 C14 121.7(3) . . ?
C10 C9 N1 128.6(3) . . ?
C14 C9 N1 109.8(2) . . ?
C4 C3 C2 127.8(3) . . ?
C4 C3 C7 109.5(2) . . ?
C2 C3 C7 122.6(3) . . ?
C21 C16 C17 118.3(3) . . ?
C21 C16 C15 122.5(3) . . ?
C17 C16 C15 119.2(3) . . ?
C23 C22 C27 119.2(3) . . ?
C23 C22 C5 121.0(3) . . ?
C27 C22 C5 119.7(3) . . ?
O5 C17 C18 117.1(3) . . ?
O5 C17 C16 122.4(3) . . ?
C18 C17 C16 120.5(3) . . ?
C3 C7 C14 115.8(2) . . ?
C3 C7 C6 102.1(2) . . ?
C14 C7 C6 115.1(2) . . ?
C3 C7 C8 111.1(2) . . ?
C14 C7 C8 101.2(2) . . ?
C6 C7 C8 112.0(2) . . ?
C20 C21 C16 120.9(3) . . ?
C20 C21 H21 119.5 . . ?
C16 C21 H21 119.5 . . ?
O4 C15 C16 120.4(3) . . ?
O4 C15 C6 116.5(3) . . ?
C16 C15 C6 123.1(3) . . ?
C21 C20 C19 119.8(3) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C22 C23 C24 120.4(3) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
N1 C00Q H00A 109.5 . . ?
N1 C00Q H00B 109.5 . . ?
H00A C00Q H00B 109.5 . . ?
N1 C00Q H00C 109.5 . . ?
H00A C00Q H00C 109.5 . . ?
H00B C00Q H00C 109.5 . . ?
C9 C10 C11 117.3(3) . . ?
C9 C10 H10 121.4 . . ?
C11 C10 H10 121.4 . . ?
C14 C13 C12 118.7(3) . . ?
C14 C13 H13 120.7 . . ?
C12 C13 H13 120.7 . . ?
C11 C12 C13 120.2(3) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C12 C11 C10 121.6(3) . . ?
C12 C11 H11 119.2 . . ?
C10 C11 H11 119.2 . . ?
C19 C18 C17 119.7(3) . . ?
C19 C18 H18 120.2 . . ?
C17 C18 H18 120.2 . . ?
C25 C26 C27 119.7(3) . . ?
C25 C26 H26 120.2 . . ?
C27 C26 H26 120.2 . . ?
C25 C24 C23 120.2(3) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C26 C27 C22 120.6(3) . . ?
C26 C27 H27 119.7 . . ?
C22 C27 H27 119.7 . . ?
C18 C19 C20 120.6(3) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C24 C25 C26 120.0(3) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
Cl3 C1S Cl2 110.47(19) . . ?
Cl3 C1S Cl1 111.3(2) . . ?
Cl2 C1S Cl1 109.9(2) . . ?
Cl3 C1S H1S 108.4 . . ?
Cl2 C1S H1S 108.4 . . ?
Cl1 C1S H1S 108.4 . . ?

_refine_diff_density_max         0.625
_refine_diff_density_min         -0.603
_refine_diff_density_rms         0.093



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Chloroform-Hexane'
####################################################################### 
# 
# 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_TRI111_a
_database_code_depnum_ccdc_archive 'CCDC 2067874'
loop_
_audit_author_name
_audit_author_address
'Prakash Warghude'
;IISER Pune 
India
;
_audit_update_record             
;
2021-03-03 deposited with the CCDC.	2021-04-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          492-494
_chemical_formula_moiety         'C28 H21 N O5 S'
_chemical_formula_sum            'C28 H21 N O5 S'
_chemical_formula_weight         483.52

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                   9.9440(6)
_cell_length_b                   10.1014(5)
_cell_length_c                   11.6132(6)
_cell_angle_alpha                79.844(2)
_cell_angle_beta                 79.371(2)
_cell_angle_gamma                84.323(2)
_cell_volume                     1125.89(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4654
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      28.34

_exptl_crystal_description       needle
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.426
_exptl_crystal_F_000             504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    0.186
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6099
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'Omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10400
_diffrn_reflns_av_unetI/netI     0.0583
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.053
_diffrn_reflns_theta_max         28.388
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measured_fraction_theta_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_point_group_measured_fraction_full 0.976
_reflns_number_total             5434
_reflns_number_gt                4166
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1000P)²+0.9188P] 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         5434
_refine_ls_number_parameters     319
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0768
_refine_ls_R_factor_gt           0.0503
_refine_ls_wR_factor_ref         0.1532
_refine_ls_wR_factor_gt          0.1314
_refine_ls_goodness_of_fit_ref   0.910
_refine_ls_restrained_S_all      0.910
_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
S001 S 0.91874(5) 0.34029(5) 0.35083(4) 0.01199(14) Uani 1 1 d . . . . .
O002 O 0.59212(16) -0.03216(14) 0.21415(13) 0.0153(3) Uani 1 1 d . . . . .
O003 O 0.52990(15) 0.45413(15) 0.37945(13) 0.0141(3) Uani 1 1 d . . . . .
O004 O 0.46803(15) 0.26306(15) 0.25223(13) 0.0145(3) Uani 1 1 d . . . . .
H004 H 0.4563 0.3165 0.2993 0.022 Uiso 1 1 calc R U . . .
O005 O 0.89401(16) 0.08516(15) 0.22300(13) 0.0167(3) Uani 1 1 d . . . . .
O006 O 0.62054(19) 0.13628(16) 0.06007(14) 0.0226(4) Uani 1 1 d . . . . .
N007 N 0.90908(19) 0.25977(18) 0.06577(15) 0.0138(4) Uani 1 1 d . . . . .
C008 C 0.7181(2) 0.3979(2) 0.12095(17) 0.0113(4) Uani 1 1 d . . . . .
C009 C 0.6546(2) 0.4458(2) 0.37043(17) 0.0110(4) Uani 1 1 d . . . . .
C00A C 0.8519(2) 0.1939(2) 0.17400(18) 0.0121(4) Uani 1 1 d . . . . .
C00B C 0.7226(2) 0.2808(2) 0.22170(18) 0.0106(4) Uani 1 1 d . . . . .
C00C C 0.6847(2) 0.1915(2) 0.43180(18) 0.0118(4) Uani 1 1 d . . . . .
C00D C 0.7103(2) 0.1610(2) 0.55560(18) 0.0122(4) Uani 1 1 d . . . . .
C00E C 0.6252(2) 0.5069(2) 0.10101(18) 0.0133(4) Uani 1 1 d . . . . .
H00E H 0.5488 0.5206 0.1584 0.016 Uiso 1 1 calc R U . . .
C00F C 0.7407(2) 0.5523(2) 0.37653(17) 0.0113(4) Uani 1 1 d . . . . .
C00G C 0.8317(2) 0.3797(2) 0.03225(18) 0.0132(4) Uani 1 1 d . . . . .
C00H C 0.7407(2) 0.3138(2) 0.34547(18) 0.0109(4) Uani 1 1 d . . . . .
C00I C 0.6049(2) 0.0957(2) 0.16527(18) 0.0128(4) Uani 1 1 d . . . . .
C00J C 0.5975(2) 0.1894(2) 0.25604(18) 0.0113(4) Uani 1 1 d . . . . .
C00K C 0.6095(2) 0.1248(2) 0.38093(18) 0.0122(4) Uani 1 1 d . . . . .
H00K H 0.5684 0.0461 0.4188 0.015 Uiso 1 1 calc R U . . .
C00L C 0.8796(2) 0.5098(2) 0.36682(17) 0.0123(4) Uani 1 1 d . . . . .
C00M C 0.9764(2) 0.6004(2) 0.36792(19) 0.0153(4) Uani 1 1 d . . . . .
H00M H 1.0688 0.5722 0.3642 0.018 Uiso 1 1 calc R U . . .
C00N C 0.6945(2) 0.2612(2) 0.62684(19) 0.0145(4) Uani 1 1 d . . . . .
H00N H 0.6687 0.3495 0.5960 0.017 Uiso 1 1 calc R U . . .
C00O C 0.7927(2) 0.7770(2) 0.38147(19) 0.0177(5) Uani 1 1 d . . . . .
H00O H 0.7653 0.8674 0.3834 0.021 Uiso 1 1 calc R U . . .
C00P C 0.6960(2) 0.6862(2) 0.38546(19) 0.0154(4) Uani 1 1 d . . . . .
H00P H 0.6031 0.7137 0.3939 0.018 Uiso 1 1 calc R U . . .
C00Q C 0.7170(2) 0.2299(2) 0.74349(19) 0.0172(5) Uani 1 1 d . . . . .
H00Q H 0.7051 0.2969 0.7907 0.021 Uiso 1 1 calc R U . . .
C00R C 0.8567(2) 0.4684(2) -0.07315(19) 0.0183(5) Uani 1 1 d . . . . .
H00R H 0.9343 0.4561 -0.1297 0.022 Uiso 1 1 calc R U . . .
C00S C 0.6467(2) 0.5968(2) -0.00631(19) 0.0169(5) Uani 1 1 d . . . . .
H00S H 0.5839 0.6698 -0.0204 0.020 Uiso 1 1 calc R U . . .
C00T C 0.9312(2) 0.7338(2) 0.37465(19) 0.0178(5) Uani 1 1 d . . . . .
H00T H 0.9946 0.7957 0.3746 0.021 Uiso 1 1 calc R U . . .
C00U C 0.7572(2) 0.0987(2) 0.78960(19) 0.0197(5) Uani 1 1 d . . . . .
H00U H 0.7728 0.0781 0.8675 0.024 Uiso 1 1 calc R U . . .
C00V C 0.7499(3) 0.0299(2) 0.6034(2) 0.0195(5) Uani 1 1 d . . . . .
H00V H 0.7605 -0.0379 0.5570 0.023 Uiso 1 1 calc R U . . .
C00W C 1.0274(2) 0.2061(2) -0.0093(2) 0.0198(5) Uani 1 1 d . . . . .
H00A H 1.0654 0.1253 0.0334 0.030 Uiso 1 1 calc R U . . .
H00B H 1.0952 0.2716 -0.0321 0.030 Uiso 1 1 calc R U . . .
H00C H 1.0001 0.1860 -0.0791 0.030 Uiso 1 1 calc R U . . .
C00X C 0.7609(3) 0.5773(2) -0.0914(2) 0.0187(5) Uani 1 1 d . . . . .
H00X H 0.7740 0.6379 -0.1620 0.022 Uiso 1 1 calc R U . . .
C00Y C 0.7740(3) -0.0013(2) 0.7197(2) 0.0227(5) Uani 1 1 d . . . . .
H00Y H 0.8014 -0.0891 0.7504 0.027 Uiso 1 1 calc R U . . .
C00Z C 0.6030(3) -0.1247(2) 0.1301(2) 0.0195(5) Uani 1 1 d . . . . .
H00D H 0.5296 -0.1030 0.0852 0.029 Uiso 1 1 calc R U . . .
H00F H 0.5974 -0.2153 0.1722 0.029 Uiso 1 1 calc R U . . .
H00G H 0.6893 -0.1171 0.0772 0.029 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
S001 C00L 1.753(2) . ?
S001 C00H 1.830(2) . ?
O002 C00I 1.324(3) . ?
O002 C00Z 1.450(3) . ?
O003 C009 1.221(3) . ?
O004 C00J 1.426(2) . ?
O004 H004 0.8200 . ?
O005 C00A 1.218(2) . ?
O006 C00I 1.204(3) . ?
N007 C00A 1.365(3) . ?
N007 C00G 1.404(3) . ?
N007 C00W 1.449(3) . ?
C008 C00E 1.381(3) . ?
C008 C00G 1.402(3) . ?
C008 C00B 1.513(3) . ?
C009 C00F 1.458(3) . ?
C009 C00H 1.554(3) . ?
C00A C00B 1.555(3) . ?
C00B C00H 1.576(3) . ?
C00B C00J 1.573(3) . ?
C00C C00K 1.329(3) . ?
C00C C00D 1.480(3) . ?
C00C C00H 1.528(3) . ?
C00D C00V 1.391(3) . ?
C00D C00N 1.397(3) . ?
C00E C00S 1.401(3) . ?
C00E H00E 0.9300 . ?
C00F C00L 1.395(3) . ?
C00F C00P 1.397(3) . ?
C00G C00R 1.382(3) . ?
C00I C00J 1.524(3) . ?
C00J C00K 1.503(3) . ?
C00K H00K 0.9300 . ?
C00L C00M 1.395(3) . ?
C00M C00T 1.388(3) . ?
C00M H00M 0.9300 . ?
C00N C00Q 1.390(3) . ?
C00N H00N 0.9300 . ?
C00O C00P 1.382(3) . ?
C00O C00T 1.395(3) . ?
C00O H00O 0.9300 . ?
C00P H00P 0.9300 . ?
C00Q C00U 1.388(3) . ?
C00Q H00Q 0.9300 . ?
C00R C00X 1.395(3) . ?
C00R H00R 0.9300 . ?
C00S C00X 1.384(3) . ?
C00S H00S 0.9300 . ?
C00T H00T 0.9300 . ?
C00U C00Y 1.383(3) . ?
C00U H00U 0.9300 . ?
C00V C00Y 1.391(3) . ?
C00V H00V 0.9300 . ?
C00W H00A 0.9600 . ?
C00W H00B 0.9600 . ?
C00W H00C 0.9600 . ?
C00X H00X 0.9300 . ?
C00Y H00Y 0.9300 . ?
C00Z H00D 0.9600 . ?
C00Z H00F 0.9600 . ?
C00Z H00G 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
C00L S001 C00H 92.77(10) . . ?
C00I O002 C00Z 114.62(17) . . ?
C00J O004 H004 109.5 . . ?
C00A N007 C00G 111.38(17) . . ?
C00A N007 C00W 123.99(18) . . ?
C00G N007 C00W 124.41(18) . . ?
C00E C008 C00G 118.80(19) . . ?
C00E C008 C00B 133.06(19) . . ?
C00G C008 C00B 108.06(18) . . ?
O003 C009 C00F 126.85(19) . . ?
O003 C009 C00H 121.10(18) . . ?
C00F C009 C00H 112.02(18) . . ?
O005 C00A N007 125.7(2) . . ?
O005 C00A C00B 126.39(19) . . ?
N007 C00A C00B 107.90(17) . . ?
C008 C00B C00A 102.28(16) . . ?
C008 C00B C00H 117.37(16) . . ?
C00A C00B C00H 108.13(16) . . ?
C008 C00B C00J 117.69(17) . . ?
C00A C00B C00J 108.31(16) . . ?
C00H C00B C00J 102.65(15) . . ?
C00K C00C C00D 127.26(19) . . ?
C00K C00C C00H 110.68(18) . . ?
C00D C00C C00H 122.02(18) . . ?
C00V C00D C00N 118.71(19) . . ?
C00V C00D C00C 119.92(18) . . ?
C00N C00D C00C 121.37(19) . . ?
C008 C00E C00S 119.6(2) . . ?
C008 C00E H00E 120.2 . . ?
C00S C00E H00E 120.2 . . ?
C00L C00F C00P 120.9(2) . . ?
C00L C00F C009 113.09(18) . . ?
C00P C00F C009 125.93(19) . . ?
C00R C00G C008 122.7(2) . . ?
C00R C00G N007 126.9(2) . . ?
C008 C00G N007 110.34(18) . . ?
C00C C00H C009 111.34(17) . . ?
C00C C00H C00B 102.50(16) . . ?
C009 C00H C00B 110.04(16) . . ?
C00C C00H S001 113.84(14) . . ?
C009 C00H S001 106.68(13) . . ?
C00B C00H S001 112.49(14) . . ?
O006 C00I O002 124.5(2) . . ?
O006 C00I C00J 122.29(19) . . ?
O002 C00I C00J 113.19(17) . . ?
O004 C00J C00K 110.80(17) . . ?
O004 C00J C00I 103.51(16) . . ?
C00K C00J C00I 117.10(17) . . ?
O004 C00J C00B 113.57(16) . . ?
C00K C00J C00B 102.13(16) . . ?
C00I C00J C00B 110.13(16) . . ?
C00C C00K C00J 113.08(19) . . ?
C00C C00K H00K 123.5 . . ?
C00J C00K H00K 123.5 . . ?
C00M C00L C00F 120.3(2) . . ?
C00M C00L S001 124.61(17) . . ?
C00F C00L S001 115.03(16) . . ?
C00T C00M C00L 118.3(2) . . ?
C00T C00M H00M 120.9 . . ?
C00L C00M H00M 120.9 . . ?
C00Q C00N C00D 120.4(2) . . ?
C00Q C00N H00N 119.8 . . ?
C00D C00N H00N 119.8 . . ?
C00P C00O C00T 120.4(2) . . ?
C00P C00O H00O 119.8 . . ?
C00T C00O H00O 119.8 . . ?
C00O C00P C00F 118.6(2) . . ?
C00O C00P H00P 120.7 . . ?
C00F C00P H00P 120.7 . . ?
C00N C00Q C00U 120.1(2) . . ?
C00N C00Q H00Q 119.9 . . ?
C00U C00Q H00Q 119.9 . . ?
C00G C00R C00X 117.3(2) . . ?
C00G C00R H00R 121.3 . . ?
C00X C00R H00R 121.3 . . ?
C00X C00S C00E 120.3(2) . . ?
C00X C00S H00S 119.8 . . ?
C00E C00S H00S 119.8 . . ?
C00M C00T C00O 121.3(2) . . ?
C00M C00T H00T 119.3 . . ?
C00O C00T H00T 119.3 . . ?
C00Y C00U C00Q 120.0(2) . . ?
C00Y C00U H00U 120.0 . . ?
C00Q C00U H00U 120.0 . . ?
C00D C00V C00Y 120.9(2) . . ?
C00D C00V H00V 119.5 . . ?
C00Y C00V H00V 119.5 . . ?
N007 C00W H00A 109.5 . . ?
N007 C00W H00B 109.5 . . ?
H00A C00W H00B 109.5 . . ?
N007 C00W H00C 109.5 . . ?
H00A C00W H00C 109.5 . . ?
H00B C00W H00C 109.5 . . ?
C00S C00X C00R 121.3(2) . . ?
C00S C00X H00X 119.4 . . ?
C00R C00X H00X 119.4 . . ?
C00U C00Y C00V 119.8(2) . . ?
C00U C00Y H00Y 120.1 . . ?
C00V C00Y H00Y 120.1 . . ?
O002 C00Z H00D 109.5 . . ?
O002 C00Z H00F 109.5 . . ?
H00D C00Z H00F 109.5 . . ?
O002 C00Z H00G 109.5 . . ?
H00D C00Z H00G 109.5 . . ?
H00F C00Z H00G 109.5 . . ?

_refine_diff_density_max         0.413
_refine_diff_density_min         -0.413
_refine_diff_density_rms         0.073



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Chloroform-Hexane'
####################################################################### 
# 
# 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_TRI_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2067877'
loop_
_audit_author_name
_audit_author_address
'Prakash Warghude'
;IISER Pune 
India
;
_audit_update_record             
;
2021-03-03 deposited with the CCDC.	2021-04-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          522-524
_chemical_formula_moiety         C29H23NO6S
_chemical_formula_sum            'C29 H23 N O6 S'
_chemical_formula_weight         513.54

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'

_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                   9.4270(5)
_cell_length_b                   10.2071(6)
_cell_length_c                   13.7551(8)
_cell_angle_alpha                76.432(2)
_cell_angle_beta                 74.927(2)
_cell_angle_gamma                79.643(2)
_cell_volume                     1232.36(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8414
_cell_measurement_theta_min      3.39
_cell_measurement_theta_max      77.97

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.384
_exptl_crystal_F_000             536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    1.556
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6217
_exptl_absorpt_correction_T_max  0.7541
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'Omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10691
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.898
_diffrn_reflns_theta_max         66.593
_diffrn_reflns_theta_full        66.593
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             4268
_reflns_number_gt                3919
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0411P)²+0.7796P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0069(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4268
_refine_ls_number_parameters     339
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0364
_refine_ls_wR_factor_ref         0.0937
_refine_ls_wR_factor_gt          0.0911
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_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
S1 S 0.53926(4) 0.42187(4) 0.87950(3) 0.01369(13) Uani 1 1 d . . . . .
O6 O 0.48899(12) 0.42960(10) 0.60588(8) 0.0132(2) Uani 1 1 d . . . . .
O3 O 0.36814(12) 0.70603(11) 0.57180(8) 0.0145(2) Uani 1 1 d . . . . .
H3 H 0.3944 0.6260 0.5623 0.022 Uiso 1 1 calc R U . . .
O4 O 0.34754(12) 0.72590(12) 0.89137(9) 0.0204(3) Uani 1 1 d . . . . .
O5 O 0.94535(12) 0.65867(12) 0.44657(9) 0.0211(3) Uani 1 1 d . . . . .
O1 O 0.39144(13) 0.93003(11) 0.64935(9) 0.0219(3) Uani 1 1 d . . . . .
N1 N 0.58618(14) 0.76500(13) 0.81218(10) 0.0131(3) Uani 1 1 d . . . . .
O2 O 0.15202(14) 0.89889(13) 0.70554(12) 0.0337(3) Uani 1 1 d . . . . .
C20 C 0.64721(17) 0.30643(15) 0.71604(12) 0.0127(3) Uani 1 1 d . . . . .
C4 C 0.47473(16) 0.64944(14) 0.72824(11) 0.0098(3) Uani 1 1 d . . . . .
C22 C 0.28712(16) 0.49666(15) 0.79106(11) 0.0123(3) Uani 1 1 d . . . . .
C13 C 0.62847(16) 0.67713(14) 0.66675(11) 0.0103(3) Uani 1 1 d . . . . .
C5 C 0.45798(17) 0.71677(15) 0.82192(11) 0.0121(3) Uani 1 1 d . . . . .
C29 C 0.22717(16) 0.61130(16) 0.74040(12) 0.0137(3) Uani 1 1 d . . . . .
H29 H 0.1241 0.6316 0.7428 0.016 Uiso 1 1 calc R U . . .
C8 C 0.83155(17) 0.77724(16) 0.68706(12) 0.0157(3) Uani 1 1 d . . . . .
H8 H 0.8718 0.8208 0.7258 0.019 Uiso 1 1 calc R U . . .
C7 C 0.68920(17) 0.74172(15) 0.72164(11) 0.0119(3) Uani 1 1 d . . . . .
C21 C 0.52962(16) 0.40904(14) 0.68610(11) 0.0105(3) Uani 1 1 d . . . . .
C14 C 0.45427(16) 0.49489(15) 0.76967(11) 0.0105(3) Uani 1 1 d . . . . .
C9 C 0.91301(17) 0.74679(16) 0.59366(13) 0.0168(3) Uani 1 1 d . . . . .
H9 H 1.0108 0.7702 0.5677 0.020 Uiso 1 1 calc R U . . .
C12 C 0.71009(16) 0.64692(14) 0.57313(11) 0.0114(3) Uani 1 1 d . . . . .
H12 H 0.6696 0.6034 0.5345 0.014 Uiso 1 1 calc R U . . .
C15 C 0.66246(17) 0.30180(15) 0.81495(12) 0.0141(3) Uani 1 1 d . . . . .
C19 C 0.73911(18) 0.21890(15) 0.65495(13) 0.0160(3) Uani 1 1 d . . . . .
H19 H 0.7269 0.2216 0.5881 0.019 Uiso 1 1 calc R U . . .
C3 C 0.33777(16) 0.70601(15) 0.67882(12) 0.0121(3) Uani 1 1 d . . . . .
C10 C 0.85381(17) 0.68265(15) 0.53754(12) 0.0140(3) Uani 1 1 d . . . . .
C23 C 0.20968(18) 0.38162(17) 0.85594(12) 0.0166(3) Uani 1 1 d . . . . .
C2 C 0.28039(18) 0.85549(16) 0.68178(12) 0.0162(3) Uani 1 1 d . . . . .
C16 C 0.76854(19) 0.20735(17) 0.85548(13) 0.0205(4) Uani 1 1 d . . . . .
H16 H 0.7772 0.2007 0.9238 0.025 Uiso 1 1 calc R U . . .
C18 C 0.84805(18) 0.12833(16) 0.69371(13) 0.0201(4) Uani 1 1 d . . . . .
H18 H 0.9137 0.0697 0.6527 0.024 Uiso 1 1 calc R U . . .
C24 C 0.2767(2) 0.24693(18) 0.86603(13) 0.0213(4) Uani 1 1 d . . . . .
H24 H 0.3754 0.2264 0.8290 0.026 Uiso 1 1 calc R U . . .
C6 C 0.6128(2) 0.83545(19) 0.88472(14) 0.0248(4) Uani 1 1 d . . . . .
H6A H 0.5261 0.8375 0.9423 0.037 Uiso 1 1 calc R U . . .
H6B H 0.6304 0.9286 0.8504 0.037 Uiso 1 1 calc R U . . .
H6C H 0.6998 0.7878 0.9104 0.037 Uiso 1 1 calc R U . . .
C11 C 0.89223(19) 0.59005(18) 0.38703(13) 0.0208(4) Uani 1 1 d . . . . .
H11A H 0.8687 0.5007 0.4274 0.031 Uiso 1 1 calc R U . . .
H11B H 0.9685 0.5785 0.3248 0.031 Uiso 1 1 calc R U . . .
H11C H 0.8029 0.6436 0.3678 0.031 Uiso 1 1 calc R U . . .
C17 C 0.86136(19) 0.12310(17) 0.79320(14) 0.0234(4) Uani 1 1 d . . . . .
H17 H 0.9363 0.0599 0.8191 0.028 Uiso 1 1 calc R U . . .
C25 C 0.2000(2) 0.1427(2) 0.92989(15) 0.0305(5) Uani 1 1 d . . . . .
H25 H 0.2454 0.0511 0.9348 0.037 Uiso 1 1 calc R U . . .
C28 C 0.0646(2) 0.4085(2) 0.91045(14) 0.0267(4) Uani 1 1 d . . . . .
H28 H 0.0159 0.4990 0.9024 0.032 Uiso 1 1 calc R U . . .
C27 C -0.0097(2) 0.3043(2) 0.97649(15) 0.0368(5) Uani 1 1 d . . . . .
H27 H -0.1075 0.3243 1.0151 0.044 Uiso 1 1 calc R U . . .
C26 C 0.0579(2) 0.1722(2) 0.98613(14) 0.0350(5) Uani 1 1 d . . . . .
H26 H 0.0069 0.1012 1.0315 0.042 Uiso 1 1 calc R U . . .
C1 C 0.3512(3) 1.07570(18) 0.63625(18) 0.0371(5) Uani 1 1 d . . . . .
H1A H 0.2851 1.1056 0.5887 0.056 Uiso 1 1 calc R U . . .
H1B H 0.4408 1.1208 0.6084 0.056 Uiso 1 1 calc R U . . .
H1C H 0.3005 1.0994 0.7028 0.056 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
S1 C15 1.7611(16) . ?
S1 C14 1.8348(15) . ?
O6 C21 1.2209(18) . ?
O3 C3 1.4246(18) . ?
O3 H3 0.8400 . ?
O4 C5 1.2227(19) . ?
O5 C10 1.3699(19) . ?
O5 C11 1.421(2) . ?
O1 C2 1.326(2) . ?
O1 C1 1.447(2) . ?
N1 C5 1.349(2) . ?
N1 C7 1.406(2) . ?
N1 C6 1.452(2) . ?
O2 C2 1.199(2) . ?
C20 C15 1.394(2) . ?
C20 C19 1.396(2) . ?
C20 C21 1.454(2) . ?
C4 C13 1.514(2) . ?
C4 C5 1.558(2) . ?
C4 C3 1.571(2) . ?
C4 C14 1.575(2) . ?
C22 C29 1.326(2) . ?
C22 C23 1.478(2) . ?
C22 C14 1.523(2) . ?
C13 C7 1.388(2) . ?
C13 C12 1.390(2) . ?
C29 C3 1.503(2) . ?
C29 H29 0.9500 . ?
C8 C7 1.386(2) . ?
C8 C9 1.388(2) . ?
C8 H8 0.9500 . ?
C21 C14 1.555(2) . ?
C9 C10 1.389(2) . ?
C9 H9 0.9500 . ?
C12 C10 1.399(2) . ?
C12 H12 0.9500 . ?
C15 C16 1.390(2) . ?
C19 C18 1.380(2) . ?
C19 H19 0.9500 . ?
C3 C2 1.531(2) . ?
C23 C28 1.391(2) . ?
C23 C24 1.397(2) . ?
C16 C17 1.387(3) . ?
C16 H16 0.9500 . ?
C18 C17 1.394(3) . ?
C18 H18 0.9500 . ?
C24 C25 1.391(2) . ?
C24 H24 0.9500 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C17 H17 0.9500 . ?
C25 C26 1.381(3) . ?
C25 H25 0.9500 . ?
C28 C27 1.389(3) . ?
C28 H28 0.9500 . ?
C27 C26 1.376(3) . ?
C27 H27 0.9500 . ?
C26 H26 0.9500 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?

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
C15 S1 C14 92.88(7) . . ?
C3 O3 H3 109.5 . . ?
C10 O5 C11 117.83(12) . . ?
C2 O1 C1 116.28(14) . . ?
C5 N1 C7 111.53(12) . . ?
C5 N1 C6 124.16(13) . . ?
C7 N1 C6 124.29(13) . . ?
C15 C20 C19 121.18(14) . . ?
C15 C20 C21 113.30(14) . . ?
C19 C20 C21 125.53(14) . . ?
C13 C4 C5 101.83(11) . . ?
C13 C4 C3 119.75(12) . . ?
C5 C4 C3 108.86(11) . . ?
C13 C4 C14 115.32(12) . . ?
C5 C4 C14 108.32(11) . . ?
C3 C4 C14 102.41(11) . . ?
C29 C22 C23 126.98(14) . . ?
C29 C22 C14 110.07(13) . . ?
C23 C22 C14 122.89(13) . . ?
C7 C13 C12 120.19(14) . . ?
C7 C13 C4 108.19(13) . . ?
C12 C13 C4 131.60(13) . . ?
O4 C5 N1 125.95(14) . . ?
O4 C5 C4 126.09(14) . . ?
N1 C5 C4 107.95(12) . . ?
C22 C29 C3 113.62(13) . . ?
C22 C29 H29 123.2 . . ?
C3 C29 H29 123.2 . . ?
C7 C8 C9 117.44(14) . . ?
C7 C8 H8 121.3 . . ?
C9 C8 H8 121.3 . . ?
C8 C7 C13 122.30(14) . . ?
C8 C7 N1 127.32(14) . . ?
C13 C7 N1 110.38(13) . . ?
O6 C21 C20 126.38(14) . . ?
O6 C21 C14 121.09(13) . . ?
C20 C21 C14 112.53(12) . . ?
C22 C14 C21 108.78(12) . . ?
C22 C14 C4 102.87(11) . . ?
C21 C14 C4 111.32(11) . . ?
C22 C14 S1 115.89(10) . . ?
C21 C14 S1 106.40(10) . . ?
C4 C14 S1 111.62(10) . . ?
C8 C9 C10 121.03(14) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
C13 C12 C10 117.89(14) . . ?
C13 C12 H12 121.1 . . ?
C10 C12 H12 121.1 . . ?
C16 C15 C20 120.22(15) . . ?
C16 C15 S1 125.01(13) . . ?
C20 C15 S1 114.77(11) . . ?
C18 C19 C20 118.67(15) . . ?
C18 C19 H19 120.7 . . ?
C20 C19 H19 120.7 . . ?
O3 C3 C29 111.93(12) . . ?
O3 C3 C2 101.99(12) . . ?
C29 C3 C2 113.17(13) . . ?
O3 C3 C4 113.86(12) . . ?
C29 C3 C4 102.16(12) . . ?
C2 C3 C4 114.19(12) . . ?
O5 C10 C9 115.28(14) . . ?
O5 C10 C12 123.57(14) . . ?
C9 C10 C12 121.15(14) . . ?
C28 C23 C24 118.46(16) . . ?
C28 C23 C22 118.75(15) . . ?
C24 C23 C22 122.78(15) . . ?
O2 C2 O1 125.21(15) . . ?
O2 C2 C3 124.19(15) . . ?
O1 C2 C3 110.51(13) . . ?
C17 C16 C15 118.02(16) . . ?
C17 C16 H16 121.0 . . ?
C15 C16 H16 121.0 . . ?
C19 C18 C17 119.80(15) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C25 C24 C23 120.52(17) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
N1 C6 H6A 109.5 . . ?
N1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O5 C11 H11A 109.5 . . ?
O5 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O5 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C16 C17 C18 122.05(15) . . ?
C16 C17 H17 119.0 . . ?
C18 C17 H17 119.0 . . ?
C26 C25 C24 120.03(19) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C27 C28 C23 120.67(19) . . ?
C27 C28 H28 119.7 . . ?
C23 C28 H28 119.7 . . ?
C26 C27 C28 120.22(19) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 H27 119.9 . . ?
C27 C26 C25 120.03(17) . . ?
C27 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?

_refine_diff_density_max         0.343
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.049



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Chloroform-Hexane'
####################################################################### 
# 
# 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_tri_a
_database_code_depnum_ccdc_archive 'CCDC 2067878'
loop_
_audit_author_name
_audit_author_address
'Prakash Warghude'
;IISER Pune 
India
;
_audit_update_record             
;
2021-03-03 deposited with the CCDC.	2021-04-20 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          546-548
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H20 Cl N O5'
_chemical_formula_weight         485.90

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'
Cl Cl 0.1484 0.1585 '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'

_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                   9.8464(15)
_cell_length_b                   16.367(2)
_cell_length_c                   14.348(2)
_cell_angle_alpha                90
_cell_angle_beta                 94.553(6)
_cell_angle_gamma                90
_cell_volume                     2305.1(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9802
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      28.33

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_F_000             1008
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    0.207
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6213
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'Omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37336
_diffrn_reflns_av_unetI/netI     0.0368
_diffrn_reflns_av_R_equivalents  0.0697
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.108
_diffrn_reflns_theta_max         25.025
_diffrn_reflns_theta_full        25.025
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4056
_reflns_number_gt                3245
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0368P)²+1.7050P] 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         4056
_refine_ls_number_parameters     318
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0583
_refine_ls_R_factor_gt           0.0416
_refine_ls_wR_factor_ref         0.0954
_refine_ls_wR_factor_gt          0.0881
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_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
Cl01 Cl 0.67325(6) 0.67899(3) 0.56738(4) 0.02962(16) Uani 1 1 d . . . . .
O002 O 0.64538(13) 0.66716(7) 0.30721(9) 0.0149(3) Uani 1 1 d . . . . .
O003 O 0.36131(13) 0.58312(8) 0.40879(9) 0.0171(3) Uani 1 1 d . . . . .
O004 O 0.78663(14) 0.53517(8) 0.19762(9) 0.0199(3) Uani 1 1 d . . . . .
O005 O 0.58421(14) 0.30907(8) 0.30544(10) 0.0195(3) Uani 1 1 d . . . . .
O006 O 0.49465(16) 0.36856(8) 0.17356(10) 0.0245(3) Uani 1 1 d . . . . .
N007 N 0.60340(17) 0.58157(10) 0.10313(11) 0.0177(4) Uani 1 1 d . . . . .
C008 C 0.7960(2) 0.58095(11) 0.44553(13) 0.0156(4) Uani 1 1 d . . . . .
C009 C 0.5571(2) 0.73207(11) 0.31191(13) 0.0151(4) Uani 1 1 d . . . . .
C00A C 0.44009(19) 0.62540(11) 0.36843(13) 0.0130(4) Uani 1 1 d . . . . .
C00B C 0.6657(2) 0.54905(11) 0.18265(13) 0.0152(4) Uani 1 1 d . . . . .
C00C C 0.4334(2) 0.71168(11) 0.34503(13) 0.0148(4) Uani 1 1 d . . . . .
C00D C 0.9114(2) 0.55481(12) 0.40375(14) 0.0191(4) Uani 1 1 d . . . . .
H00D H 0.902886 0.512974 0.357762 0.023 Uiso 1 1 calc R U . . .
C00E C 0.4241(2) 0.54972(11) 0.18974(13) 0.0151(4) Uani 1 1 d . . . . .
C00F C 0.1896(2) 0.56639(12) 0.13403(15) 0.0215(5) Uani 1 1 d . . . . .
H00F H 0.095556 0.561487 0.143642 0.026 Uiso 1 1 calc R U . . .
C00G C 0.2878(2) 0.54152(11) 0.20416(14) 0.0169(4) Uani 1 1 d . . . . .
H00G H 0.261050 0.519255 0.261036 0.020 Uiso 1 1 calc R U . . .
C00H C 0.58040(19) 0.45193(11) 0.30013(13) 0.0141(4) Uani 1 1 d . . . . .
C00I C 0.3327(2) 0.77051(12) 0.35260(14) 0.0203(5) Uani 1 1 d . . . . .
H00I H 0.246859 0.756555 0.374008 0.024 Uiso 1 1 calc R U . . .
C00J C 0.64552(19) 0.46043(11) 0.38405(13) 0.0146(4) Uani 1 1 d . . . . .
H00J H 0.682232 0.415569 0.419717 0.017 Uiso 1 1 calc R U . . .
C00K C 0.4607(2) 0.58139(11) 0.10452(14) 0.0171(4) Uani 1 1 d . . . . .
C00L C 0.5535(2) 0.53318(11) 0.25154(13) 0.0134(4) Uani 1 1 d . . . . .
C00M C 0.5476(2) 0.37391(11) 0.25210(14) 0.0158(4) Uani 1 1 d . . . . .
C00N C 0.57578(19) 0.59472(11) 0.33626(13) 0.0131(4) Uani 1 1 d . . . . .
C00O C 0.5887(2) 0.81133(12) 0.28715(14) 0.0205(5) Uani 1 1 d . . . . .
H00O H 0.674125 0.824985 0.264934 0.025 Uiso 1 1 calc R U . . .
C00P C 0.65613(19) 0.54707(11) 0.41768(13) 0.0140(4) Uani 1 1 d . . . . .
H00P H 0.602074 0.551239 0.473615 0.017 Uiso 1 1 calc R U . . .
C00Q C 0.2286(2) 0.59812(12) 0.05064(15) 0.0243(5) Uani 1 1 d . . . . .
H00Q H 0.160636 0.614883 0.003846 0.029 Uiso 1 1 calc R U . . .
C00R C 0.4884(2) 0.86951(12) 0.29665(15) 0.0254(5) Uani 1 1 d . . . . .
H00R H 0.506370 0.924723 0.281328 0.031 Uiso 1 1 calc R U . . .
C00S C 1.0381(2) 0.58860(13) 0.42791(15) 0.0256(5) Uani 1 1 d . . . . .
H00S H 1.115465 0.570027 0.398400 0.031 Uiso 1 1 calc R U . . .
C00T C 0.3617(2) 0.84967(13) 0.32801(15) 0.0265(5) Uani 1 1 d . . . . .
H00T H 0.294985 0.891109 0.332429 0.032 Uiso 1 1 calc R U . . .
C00U C 1.0524(2) 0.64925(13) 0.49484(16) 0.0272(5) Uani 1 1 d . . . . .
H00U H 1.139508 0.672424 0.511113 0.033 Uiso 1 1 calc R U . . .
C00V C 0.3650(2) 0.60589(12) 0.03417(14) 0.0230(5) Uani 1 1 d . . . . .
H00V H 0.391687 0.627207 -0.023190 0.028 Uiso 1 1 calc R U . . .
C00W C 0.9403(2) 0.67641(13) 0.53830(16) 0.0262(5) Uani 1 1 d . . . . .
H00W H 0.949703 0.717777 0.584809 0.031 Uiso 1 1 calc R U . . .
C00X C 0.8139(2) 0.64218(12) 0.51278(14) 0.0202(5) Uani 1 1 d . . . . .
C00Y C 0.5514(2) 0.22973(12) 0.26367(16) 0.0251(5) Uani 1 1 d . . . . .
H00A H 0.452297 0.222773 0.256501 0.038 Uiso 1 1 calc R U . . .
H00B H 0.591921 0.186508 0.304180 0.038 Uiso 1 1 calc R U . . .
H00C H 0.588007 0.226494 0.202222 0.038 Uiso 1 1 calc R U . . .
C00Z C 0.6769(2) 0.60748(13) 0.02425(14) 0.0241(5) Uani 1 1 d . . . . .
H00E H 0.774555 0.597831 0.038333 0.036 Uiso 1 1 calc R U . . .
H00H H 0.660915 0.665833 0.012666 0.036 Uiso 1 1 calc R U . . .
H00K H 0.644599 0.576225 -0.031431 0.036 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
Cl01 C00X 1.751(2) . ?
O002 C009 1.377(2) . ?
O002 C00N 1.447(2) . ?
O003 C00A 1.220(2) . ?
O004 C00B 1.215(2) . ?
O005 C00M 1.341(2) . ?
O005 C00Y 1.456(2) . ?
O006 C00M 1.207(2) . ?
N007 C00B 1.360(3) . ?
N007 C00K 1.407(3) . ?
N007 C00Z 1.454(3) . ?
C008 C00X 1.393(3) . ?
C008 C00D 1.393(3) . ?
C008 C00P 1.509(3) . ?
C009 C00C 1.383(3) . ?
C009 C00O 1.387(3) . ?
C00A C00C 1.452(3) . ?
C00A C00N 1.532(3) . ?
C00B C00L 1.562(3) . ?
C00C C00I 1.392(3) . ?
C00D C00S 1.384(3) . ?
C00D H00D 0.9500 . ?
C00E C00G 1.380(3) . ?
C00E C00K 1.401(3) . ?
C00E C00L 1.517(3) . ?
C00F C00Q 1.386(3) . ?
C00F C00G 1.400(3) . ?
C00F H00F 0.9500 . ?
C00G H00G 0.9500 . ?
C00H C00J 1.326(3) . ?
C00H C00M 1.475(3) . ?
C00H C00L 1.515(3) . ?
C00I C00T 1.379(3) . ?
C00I H00I 0.9500 . ?
C00J C00P 1.499(3) . ?
C00J H00J 0.9500 . ?
C00K C00V 1.384(3) . ?
C00L C00N 1.581(3) . ?
C00N C00P 1.566(3) . ?
C00O C00R 1.386(3) . ?
C00O H00O 0.9500 . ?
C00P H00P 1.0000 . ?
C00Q C00V 1.388(3) . ?
C00Q H00Q 0.9500 . ?
C00R C00T 1.397(3) . ?
C00R H00R 0.9500 . ?
C00S C00U 1.381(3) . ?
C00S H00S 0.9500 . ?
C00T H00T 0.9500 . ?
C00U C00W 1.384(3) . ?
C00U H00U 0.9500 . ?
C00V H00V 0.9500 . ?
C00W C00X 1.387(3) . ?
C00W H00W 0.9500 . ?
C00Y H00A 0.9800 . ?
C00Y H00B 0.9800 . ?
C00Y H00C 0.9800 . ?
C00Z H00E 0.9800 . ?
C00Z H00H 0.9800 . ?
C00Z H00K 0.9800 . ?

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 O002 C00N 107.63(14) . . ?
C00M O005 C00Y 115.48(15) . . ?
C00B N007 C00K 111.81(16) . . ?
C00B N007 C00Z 123.24(18) . . ?
C00K N007 C00Z 124.81(17) . . ?
C00X C008 C00D 117.15(18) . . ?
C00X C008 C00P 120.71(18) . . ?
C00D C008 C00P 122.10(18) . . ?
O002 C009 C00C 114.01(16) . . ?
O002 C009 C00O 123.66(18) . . ?
C00C C009 C00O 122.32(18) . . ?
O003 C00A C00C 130.01(18) . . ?
O003 C00A C00N 124.03(17) . . ?
C00C C00A C00N 105.89(15) . . ?
O004 C00B N007 126.30(18) . . ?
O004 C00B C00L 126.15(17) . . ?
N007 C00B C00L 107.55(16) . . ?
C009 C00C C00I 120.79(18) . . ?
C009 C00C C00A 106.80(17) . . ?
C00I C00C C00A 132.39(18) . . ?
C00S C00D C008 121.3(2) . . ?
C00S C00D H00D 119.4 . . ?
C008 C00D H00D 119.4 . . ?
C00G C00E C00K 119.16(18) . . ?
C00G C00E C00L 132.52(17) . . ?
C00K C00E C00L 108.29(17) . . ?
C00Q C00F C00G 120.4(2) . . ?
C00Q C00F H00F 119.8 . . ?
C00G C00F H00F 119.8 . . ?
C00E C00G C00F 119.25(19) . . ?
C00E C00G H00G 120.4 . . ?
C00F C00G H00G 120.4 . . ?
C00J C00H C00M 125.99(17) . . ?
C00J C00H C00L 112.35(17) . . ?
C00M C00H C00L 121.41(16) . . ?
C00T C00I C00C 117.82(19) . . ?
C00T C00I H00I 121.1 . . ?
C00C C00I H00I 121.1 . . ?
C00H C00J C00P 114.08(17) . . ?
C00H C00J H00J 123.0 . . ?
C00P C00J H00J 123.0 . . ?
C00V C00K C00E 122.42(19) . . ?
C00V C00K N007 127.72(18) . . ?
C00E C00K N007 109.85(17) . . ?
C00H C00L C00E 122.26(16) . . ?
C00H C00L C00B 109.29(15) . . ?
C00E C00L C00B 101.75(15) . . ?
C00H C00L C00N 101.35(15) . . ?
C00E C00L C00N 113.25(15) . . ?
C00B C00L C00N 108.57(14) . . ?
O006 C00M O005 123.53(17) . . ?
O006 C00M C00H 124.17(17) . . ?
O005 C00M C00H 112.30(17) . . ?
O002 C00N C00A 105.21(14) . . ?
O002 C00N C00P 113.59(15) . . ?
C00A C00N C00P 109.85(15) . . ?
O002 C00N C00L 109.92(14) . . ?
C00A C00N C00L 111.66(15) . . ?
C00P C00N C00L 106.71(14) . . ?
C00R C00O C009 116.23(19) . . ?
C00R C00O H00O 121.9 . . ?
C009 C00O H00O 121.9 . . ?
C00J C00P C008 118.15(16) . . ?
C00J C00P C00N 102.29(15) . . ?
C008 C00P C00N 114.27(15) . . ?
C00J C00P H00P 107.2 . . ?
C008 C00P H00P 107.2 . . ?
C00N C00P H00P 107.2 . . ?
C00F C00Q C00V 121.3(2) . . ?
C00F C00Q H00Q 119.3 . . ?
C00V C00Q H00Q 119.3 . . ?
C00O C00R C00T 122.20(19) . . ?
C00O C00R H00R 118.9 . . ?
C00T C00R H00R 118.9 . . ?
C00U C00S C00D 120.1(2) . . ?
C00U C00S H00S 120.0 . . ?
C00D C00S H00S 120.0 . . ?
C00I C00T C00R 120.61(19) . . ?
C00I C00T H00T 119.7 . . ?
C00R C00T H00T 119.7 . . ?
C00S C00U C00W 120.3(2) . . ?
C00S C00U H00U 119.9 . . ?
C00W C00U H00U 119.9 . . ?
C00K C00V C00Q 117.47(19) . . ?
C00K C00V H00V 121.3 . . ?
C00Q C00V H00V 121.3 . . ?
C00U C00W C00X 118.8(2) . . ?
C00U C00W H00W 120.6 . . ?
C00X C00W H00W 120.6 . . ?
C00W C00X C008 122.4(2) . . ?
C00W C00X Cl01 117.89(17) . . ?
C008 C00X Cl01 119.76(16) . . ?
O005 C00Y H00A 109.5 . . ?
O005 C00Y H00B 109.5 . . ?
H00A C00Y H00B 109.5 . . ?
O005 C00Y H00C 109.5 . . ?
H00A C00Y H00C 109.5 . . ?
H00B C00Y H00C 109.5 . . ?
N007 C00Z H00E 109.5 . . ?
N007 C00Z H00H 109.5 . . ?
H00E C00Z H00H 109.5 . . ?
N007 C00Z H00K 109.5 . . ?
H00E C00Z H00K 109.5 . . ?
H00H C00Z H00K 109.5 . . ?

_refine_diff_density_max         0.246
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.052



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Chloroform-Hexane'
