# Electronic Supplementary Material (ESI) for Photochemical & Photobiological Sciences.
# This journal is © The Royal Society of Chemistry and Owner Societies 2017

####################################################################### 
# 
# 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_aarti
_database_code_depnum_ccdc_archive 'CCDC 1516032'

_audit_update_record             
;
2016-11-09 deposited with the CCDC.
2017-02-17 downloaded from the CCDC.
;
# publcif _publ_body_element loop end

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H15 Cl O3 S'
_chemical_formula_weight         418.87

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'
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'
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/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.409(5)
_cell_length_b                   14.149(5)
_cell_length_c                   12.409(5)
_cell_angle_alpha                90
_cell_angle_beta                 117.15
_cell_angle_gamma                90
_cell_volume                     1938.5(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_F_000             864
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.329
_shelx_estimated_absorpt_T_min   0.965
_shelx_estimated_absorpt_T_max   0.971
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7473
_diffrn_reflns_av_unetI/netI     0.3451
_diffrn_reflns_av_R_equivalents  0.0951
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.340
_diffrn_reflns_theta_max         28.511
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.791
_diffrn_measured_fraction_theta_full 0.763
_diffrn_reflns_Laue_measured_fraction_max 0.791
_diffrn_reflns_Laue_measured_fraction_full 0.763
_diffrn_reflns_point_group_measured_fraction_max 0.791
_diffrn_reflns_point_group_measured_fraction_full 0.763
_reflns_number_total             3906
_reflns_number_gt                1204
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0401P)²] 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         3906
_refine_ls_number_parameters     262
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2719
_refine_ls_R_factor_gt           0.0695
_refine_ls_wR_factor_ref         0.1630
_refine_ls_wR_factor_gt          0.1193
_refine_ls_goodness_of_fit_ref   0.840
_refine_ls_restrained_S_all      0.840
_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 0.60698(11) 0.33686(8) 0.54265(13) 0.0466(4) Uani 1 1 d . . . . .
Cl1 Cl 0.20864(13) 0.53861(10) -0.20364(13) 0.0606(5) Uani 1 1 d . . . . .
O3 O 0.6793(3) 0.60737(19) 0.4477(3) 0.0354(8) Uani 1 1 d . . . . .
O2 O 0.5417(3) 0.39448(19) 0.2765(3) 0.0418(9) Uani 1 1 d . . . . .
O1 O 0.5356(3) 0.6798(2) 0.2230(3) 0.0467(9) Uani 1 1 d . . . . .
C16 C 0.7771(4) 0.4724(3) 0.5777(4) 0.0287(11) Uani 1 1 d . . . . .
H16 H 0.8514 0.4810 0.5696 0.034 Uiso 1 1 calc R U . . .
C19 C 0.7924(4) 0.6407(3) 0.6567(4) 0.0314(12) Uani 1 1 d . . . . .
C10 C 0.7232(4) 0.3567(3) 0.6897(5) 0.0366(13) Uani 1 1 d . . . . .
C15 C 0.8069(4) 0.4253(3) 0.6972(5) 0.0348(13) Uani 1 1 d . . . . .
C2 C 0.4597(4) 0.5279(3) 0.1422(4) 0.0308(11) Uani 1 1 d . . . . .
C1 C 0.5362(4) 0.5944(3) 0.2395(5) 0.0351(12) Uani 1 1 d . . . . .
C7 C 0.4644(4) 0.4312(3) 0.1644(4) 0.0342(12) Uani 1 1 d . . . . .
C17 C 0.7156(4) 0.5677(3) 0.5665(4) 0.0322(12) Uani 1 1 d . . . . .
H17 H 0.6427 0.5577 0.5768 0.039 Uiso 1 1 calc R U . . .
C18 C 0.6081(4) 0.5491(3) 0.3537(4) 0.0321(12) Uani 1 1 d . . . . .
C20 C 0.7556(5) 0.6805(3) 0.7343(5) 0.0430(13) Uani 1 1 d . . . . .
H20 H 0.6817 0.6627 0.7300 0.052 Uiso 1 1 calc R U . . .
C9 C 0.6927(4) 0.4035(3) 0.4804(5) 0.0372(13) Uani 1 1 d . . . . .
H9 H 0.7424 0.3590 0.4617 0.045 Uiso 1 1 calc R U . . .
C3 C 0.3794(4) 0.5607(3) 0.0261(5) 0.0376(12) Uani 1 1 d . . . . .
H3 H 0.3744 0.6249 0.0084 0.045 Uiso 1 1 calc R U . . .
C4 C 0.3094(4) 0.4981(3) -0.0597(5) 0.0410(13) Uani 1 1 d . . . . .
C6 C 0.3926(4) 0.3673(3) 0.0760(5) 0.0432(14) Uani 1 1 d . . . . .
H6 H 0.3975 0.3029 0.0927 0.052 Uiso 1 1 calc R U . . .
C8 C 0.6115(4) 0.4546(3) 0.3674(4) 0.0368(13) Uani 1 1 d . . . . .
C12 C 0.8304(5) 0.3314(3) 0.9024(5) 0.0532(15) Uani 1 1 d . . . . .
H12 H 0.8378 0.3007 0.9717 0.064 Uiso 1 1 calc R U . . .
C14 C 0.9043(5) 0.4444(3) 0.8091(5) 0.0478(15) Uani 1 1 d . . . . .
H14 H 0.9619 0.4888 0.8148 0.057 Uiso 1 1 calc R U . . .
C24 C 0.9028(5) 0.6690(3) 0.6626(5) 0.0450(14) Uani 1 1 d . . . . .
H24 H 0.9287 0.6433 0.6094 0.054 Uiso 1 1 calc R U . . .
C21 C 0.8261(6) 0.7472(3) 0.8196(5) 0.0558(16) Uani 1 1 d . . . . .
H21 H 0.8002 0.7732 0.8727 0.067 Uiso 1 1 calc R U . . .
C22 C 0.9346(6) 0.7742(3) 0.8245(5) 0.0546(17) Uani 1 1 d . . . . .
H22 H 0.9821 0.8193 0.8805 0.066 Uiso 1 1 calc R U . . .
C13 C 0.9166(5) 0.3979(3) 0.9129(5) 0.0546(16) Uani 1 1 d . . . . .
H13 H 0.9815 0.4112 0.9878 0.066 Uiso 1 1 calc R U . . .
C23 C 0.9733(5) 0.7346(3) 0.7469(5) 0.0509(15) Uani 1 1 d . . . . .
H23 H 1.0474 0.7525 0.7514 0.061 Uiso 1 1 calc R U . . .
C11 C 0.7340(5) 0.3096(4) 0.7924(5) 0.0482(15) Uani 1 1 d . . . . .
H11 H 0.6775 0.2643 0.7871 0.058 Uiso 1 1 calc R U . . .
C5 C 0.3144(5) 0.4008(3) -0.0365(5) 0.0454(14) Uani 1 1 d . . . . .
H5 H 0.2650 0.3592 -0.0970 0.054 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 C10 1.757(5) . ?
S1 C9 1.835(5) . ?
Cl1 C4 1.744(5) . ?
O3 C18 1.371(5) . ?
O3 C17 1.445(6) . ?
O2 C8 1.361(5) . ?
O2 C7 1.381(6) . ?
O1 C1 1.226(5) . ?
C16 C15 1.509(7) . ?
C16 C17 1.525(6) . ?
C16 C9 1.533(6) . ?
C16 H16 0.9800 . ?
C19 C20 1.361(6) . ?
C19 C24 1.396(6) . ?
C19 C17 1.501(6) . ?
C10 C11 1.389(7) . ?
C10 C15 1.394(6) . ?
C15 C14 1.390(7) . ?
C2 C7 1.390(6) . ?
C2 C3 1.406(7) . ?
C2 C1 1.483(6) . ?
C1 C18 1.436(7) . ?
C7 C6 1.387(6) . ?
C17 H17 0.9800 . ?
C18 C8 1.346(6) . ?
C20 C21 1.390(7) . ?
C20 H20 0.9300 . ?
C9 C8 1.488(7) . ?
C9 H9 0.9800 . ?
C3 C4 1.352(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.403(7) . ?
C6 C5 1.370(7) . ?
C6 H6 0.9300 . ?
C12 C11 1.378(7) . ?
C12 C13 1.385(7) . ?
C12 H12 0.9300 . ?
C14 C13 1.390(8) . ?
C14 H14 0.9300 . ?
C24 C23 1.374(7) . ?
C24 H24 0.9300 . ?
C21 C22 1.374(8) . ?
C21 H21 0.9300 . ?
C22 C23 1.376(8) . ?
C22 H22 0.9300 . ?
C13 H13 0.9300 . ?
C23 H23 0.9300 . ?
C11 H11 0.9300 . ?
C5 H5 0.9300 . ?

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
C10 S1 C9 89.8(2) . . ?
C18 O3 C17 114.5(3) . . ?
C8 O2 C7 119.1(3) . . ?
C15 C16 C17 111.6(4) . . ?
C15 C16 C9 105.5(3) . . ?
C17 C16 C9 110.9(3) . . ?
C15 C16 H16 109.6 . . ?
C17 C16 H16 109.6 . . ?
C9 C16 H16 109.6 . . ?
C20 C19 C24 118.8(4) . . ?
C20 C19 C17 120.5(4) . . ?
C24 C19 C17 120.7(5) . . ?
C11 C10 C15 121.1(5) . . ?
C11 C10 S1 124.5(4) . . ?
C15 C10 S1 114.4(4) . . ?
C14 C15 C10 118.9(5) . . ?
C14 C15 C16 127.4(4) . . ?
C10 C15 C16 113.6(4) . . ?
C7 C2 C3 118.3(4) . . ?
C7 C2 C1 120.6(4) . . ?
C3 C2 C1 121.1(4) . . ?
O1 C1 C18 124.0(4) . . ?
O1 C1 C2 122.5(4) . . ?
C18 C1 C2 113.5(4) . . ?
O2 C7 C6 116.8(4) . . ?
O2 C7 C2 121.1(4) . . ?
C6 C7 C2 122.1(4) . . ?
O3 C17 C19 106.9(3) . . ?
O3 C17 C16 110.3(4) . . ?
C19 C17 C16 114.8(4) . . ?
O3 C17 H17 108.2 . . ?
C19 C17 H17 108.2 . . ?
C16 C17 H17 108.2 . . ?
C8 C18 O3 121.3(4) . . ?
C8 C18 C1 122.5(4) . . ?
O3 C18 C1 116.1(4) . . ?
C19 C20 C21 121.5(5) . . ?
C19 C20 H20 119.2 . . ?
C21 C20 H20 119.2 . . ?
C8 C9 C16 111.1(3) . . ?
C8 C9 S1 111.9(3) . . ?
C16 C9 S1 108.3(3) . . ?
C8 C9 H9 108.5 . . ?
C16 C9 H9 108.5 . . ?
S1 C9 H9 108.5 . . ?
C4 C3 C2 119.4(4) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C3 C4 C5 121.9(5) . . ?
C3 C4 Cl1 119.6(4) . . ?
C5 C4 Cl1 118.5(4) . . ?
C5 C6 C7 118.7(4) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 H6 120.6 . . ?
C18 C8 O2 123.0(4) . . ?
C18 C8 C9 124.7(4) . . ?
O2 C8 C9 112.3(4) . . ?
C11 C12 C13 121.9(5) . . ?
C11 C12 H12 119.0 . . ?
C13 C12 H12 119.0 . . ?
C15 C14 C13 120.8(5) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C23 C24 C19 120.2(5) . . ?
C23 C24 H24 119.9 . . ?
C19 C24 H24 119.9 . . ?
C22 C21 C20 119.0(6) . . ?
C22 C21 H21 120.5 . . ?
C20 C21 H21 120.5 . . ?
C21 C22 C23 120.3(5) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C12 C13 C14 118.7(5) . . ?
C12 C13 H13 120.6 . . ?
C14 C13 H13 120.6 . . ?
C24 C23 C22 120.2(5) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C12 C11 C10 118.6(5) . . ?
C12 C11 H11 120.7 . . ?
C10 C11 H11 120.7 . . ?
C6 C5 C4 119.6(5) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?

_refine_diff_density_max         0.240
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.057

