# Electronic Supplementary Material (ESI) for Photochemical & Photobiological Sciences.
# This journal is © The Royal Society of Chemistry and Owner Societies 2018

####################################################################### 
# 
# 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_fd01
_database_code_depnum_ccdc_archive 'CCDC 1582211'
_audit_update_record             
;
2017-10-26 deposited with the CCDC.
2018-03-20 downloaded from the CCDC.
;
_audit_creation_date             2017-01-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5292)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H34 N2 O4 S'
_chemical_formula_sum            'C28 H34 N2 O4 S'
_chemical_formula_weight         494.55
_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 0.0033 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'

_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                   10.0007(10)
_cell_length_b                   10.5374(11)
_cell_length_c                   12.7404(13)
_cell_angle_alpha                102.821(4)
_cell_angle_beta                 90.215(4)
_cell_angle_gamma                102.549(4)
_cell_volume                     1275.9(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8985
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.27
_cell_measurement_theta_min      2.59
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.164
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6746
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   "SADABS 'numerical'"
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0378
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            23651
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.400
_diffrn_reflns_theta_min         1.642
_diffrn_ambient_temperature      100.06
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4102
_reflns_number_total             5138
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         1.146
_refine_diff_density_min         -0.510
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     322
_refine_ls_number_reflns         5138
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0687
_refine_ls_R_factor_gt           0.0519
_refine_ls_restrained_S_all      1.041
_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)+(0.0494P)²+1.8409P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1223
_refine_ls_wR_factor_ref         0.1328
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C24(H24)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C23(H23A,H23B), C25(H25A,H25B), C27(H27A,H27B)
2.c Aromatic/amide H refined with riding coordinates:
 N2(H2), C2(H2A), C6(H6), C21(H21), C19(H19), C5(H5), C3(H3), C22(H22),
 C20(H20), C10(H10)
2.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C7(H7A,H7B,H7C), C26(H26A,H26B,
 H26C), C28(H28A,H28B,H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
S1 S 0.10705(6) 0.86441(5) 0.28166(4) 0.01634(15) Uani 1 1 d . . . . .
O1 O 0.22521(17) 0.86288(16) 0.21870(13) 0.0215(4) Uani 1 1 d . . . . .
O2 O 0.06976(18) 0.98857(16) 0.32848(13) 0.0234(4) Uani 1 1 d . . . . .
C1 C 0.1249(2) 0.7839(2) 0.38749(17) 0.0158(5) Uani 1 1 d . . . . .
N2 N -0.44085(19) 0.43017(19) -0.17703(15) 0.0169(4) Uani 1 1 d . . . . .
H2 H -0.5106 0.3609 -0.1857 0.020 Uiso 1 1 calc R . . . .
C2 C 0.0611(2) 0.8174(2) 0.48330(18) 0.0190(5) Uani 1 1 d . . . . .
H2A H 0.0130 0.8872 0.4942 0.023 Uiso 1 1 calc R . . . .
C6 C 0.1957(2) 0.6816(2) 0.37113(18) 0.0175(5) Uani 1 1 d . . . . .
H6 H 0.2395 0.6592 0.3057 0.021 Uiso 1 1 calc R . . . .
C21 C -0.3283(3) 0.7257(2) -0.34553(19) 0.0222(5) Uani 1 1 d . . . . .
H21 H -0.2998 0.7959 -0.3818 0.027 Uiso 1 1 calc R . . . .
C19 C -0.4939(2) 0.5254(2) -0.33138(19) 0.0215(5) Uani 1 1 d . . . . .
H19 H -0.5756 0.4598 -0.3566 0.026 Uiso 1 1 calc R . . . .
C13 C -0.2422(2) 0.5803(2) -0.10962(17) 0.0147(4) Uani 1 1 d . . . . .
C17 C -0.2919(2) 0.6160(2) -0.20448(17) 0.0153(5) Uani 1 1 d . . . . .
C12 C -0.3388(2) 0.4669(2) -0.09546(17) 0.0151(5) Uani 1 1 d . . . . .
C5 C 0.2018(2) 0.6127(2) 0.45156(19) 0.0197(5) Uani 1 1 d . . . . .
H5 H 0.2497 0.5426 0.4406 0.024 Uiso 1 1 calc R . . . .
C18 C -0.4153(2) 0.5199(2) -0.24260(18) 0.0165(5) Uani 1 1 d . . . . .
C11 C -0.3300(2) 0.4077(2) -0.00844(18) 0.0174(5) Uani 1 1 d . . . . .
C3 C 0.0686(2) 0.7476(2) 0.56298(18) 0.0202(5) Uani 1 1 d . . . . .
H3 H 0.0253 0.7705 0.6286 0.024 Uiso 1 1 calc R . . . .
C22 C -0.2495(2) 0.7202(2) -0.25762(18) 0.0188(5) Uani 1 1 d . . . . .
H22 H -0.1677 0.7861 -0.2336 0.023 Uiso 1 1 calc R . . . .
C4 C 0.1384(2) 0.6449(2) 0.54820(18) 0.0187(5) Uani 1 1 d . . . . .
C15 C -0.0194(2) 0.7534(2) -0.05379(18) 0.0181(5) Uani 1 1 d . . . . .
H15A H -0.0004 0.7396 -0.1304 0.027 Uiso 1 1 calc GR . . . .
H15B H 0.0647 0.7602 -0.0112 0.027 Uiso 1 1 calc GR . . . .
H15C H -0.0521 0.8360 -0.0311 0.027 Uiso 1 1 calc GR . . . .
C14 C -0.1278(2) 0.6373(2) -0.03626(17) 0.0148(4) Uani 1 1 d . . . . .
C20 C -0.4492(3) 0.6295(3) -0.38151(19) 0.0238(5) Uani 1 1 d . . . . .
H20 H -0.5017 0.6358 -0.4417 0.029 Uiso 1 1 calc R . . . .
C16 C -0.4374(2) 0.2890(2) 0.0049(2) 0.0220(5) Uani 1 1 d . . . . .
H16A H -0.5278 0.3108 0.0063 0.033 Uiso 1 1 calc GR . . . .
H16B H -0.4175 0.2656 0.0727 0.033 Uiso 1 1 calc GR . . . .
H16C H -0.4368 0.2132 -0.0555 0.033 Uiso 1 1 calc GR . . . .
C7 C 0.1469(3) 0.5712(3) 0.6364(2) 0.0267(6) Uani 1 1 d . . . . .
H7A H 0.1402 0.4764 0.6041 0.040 Uiso 1 1 calc GR . . . .
H7B H 0.0713 0.5807 0.6841 0.040 Uiso 1 1 calc GR . . . .
H7C H 0.2346 0.6087 0.6781 0.040 Uiso 1 1 calc GR . . . .
N1 N -0.02582(19) 0.77165(19) 0.20474(14) 0.0163(4) Uani 1 1 d . . . . .
C8 C -0.0067(2) 0.6402(2) 0.14006(17) 0.0167(5) Uani 1 1 d . . . . .
H8A H -0.0074 0.5780 0.1881 0.020 Uiso 1 1 calc R . . . .
H8B H 0.0834 0.6530 0.1072 0.020 Uiso 1 1 calc R . . . .
C9 C -0.1192(2) 0.5806(2) 0.05246(17) 0.0154(5) Uani 1 1 d . . . . .
C10 C -0.2196(2) 0.4687(2) 0.06441(18) 0.0173(5) Uani 1 1 d . . . . .
H10 H -0.2109 0.4333 0.1258 0.021 Uiso 1 1 calc R . . . .
C23 C -0.1606(2) 0.7664(2) 0.25214(19) 0.0215(5) Uani 1 1 d . . . . .
H23A H -0.1480 0.7757 0.3308 0.026 Uiso 1 1 calc R . . . .
H23B H -0.2204 0.6773 0.2220 0.026 Uiso 1 1 calc R . . . .
C24 C -0.2338(2) 0.8719(3) 0.2334(2) 0.0263(6) Uani 1 1 d . . . . .
H24 H -0.1879 0.9615 0.2783 0.032 Uiso 1 1 calc R . . A .
O4 O -0.37007(17) 0.83345(18) 0.26384(16) 0.0300(7) Uani 0.995(7) 1 d . . . B 1
O3 O -0.2368(2) 0.87457(19) 0.12610(15) 0.0334(5) Uani 1 1 d . . . . .
C26 C -0.2767(3) 0.9772(3) -0.0150(2) 0.0297(6) Uani 1 1 d . . . . .
H26A H -0.3310 0.8894 -0.0522 0.045 Uiso 1 1 calc GR . . . .
H26B H -0.1819 0.9870 -0.0368 0.045 Uiso 1 1 calc GR . . . .
H26C H -0.3159 1.0472 -0.0339 0.045 Uiso 1 1 calc GR . . . .
C25 C -0.2789(3) 0.9893(3) 0.1030(2) 0.0334(6) Uani 1 1 d . . . . .
H25A H -0.2153 1.0728 0.1412 0.040 Uiso 1 1 calc R . . . .
H25B H -0.3724 0.9914 0.1274 0.040 Uiso 1 1 calc R . . . .
C27 C -0.4033(3) 0.9099(3) 0.3630(3) 0.0436(8) Uani 1 1 d . . . . .
H27A H -0.3243 0.9289 0.4155 0.052 Uiso 1 1 calc R . . B .
H27B H -0.4819 0.8546 0.3909 0.052 Uiso 1 1 calc R . . B .
C28 C -0.4383(4) 1.0375(3) 0.3585(3) 0.0494(8) Uani 1 1 d . . . . .
H28A H -0.5150 1.0209 0.3055 0.074 Uiso 1 1 calc GR . . . .
H28B H -0.3585 1.0969 0.3374 0.074 Uiso 1 1 calc GR . . . .
H28C H -0.4646 1.0794 0.4296 0.074 Uiso 1 1 calc GR . . . .


_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 O1 1.4317(17) . ?
S1 O2 1.4401(17) . ?
S1 C1 1.773(2) . ?
S1 N1 1.6377(19) . ?
C1 C2 1.391(3) . ?
C1 C6 1.392(3) . ?
N2 C12 1.383(3) . ?
N2 C18 1.380(3) . ?
C2 C3 1.389(3) . ?
C6 C5 1.389(3) . ?
C21 C22 1.386(3) . ?
C21 C20 1.399(4) . ?
C19 C18 1.394(3) . ?
C19 C20 1.382(4) . ?
C13 C17 1.458(3) . ?
C13 C12 1.410(3) . ?
C13 C14 1.410(3) . ?
C17 C18 1.421(3) . ?
C17 C22 1.404(3) . ?
C12 C11 1.398(3) . ?
C5 C4 1.395(3) . ?
C11 C16 1.502(3) . ?
C11 C10 1.384(3) . ?
C3 C4 1.391(3) . ?
C4 C7 1.513(3) . ?
C15 C14 1.507(3) . ?
C14 C9 1.401(3) . ?
N1 C8 1.498(3) . ?
N1 C23 1.475(3) . ?
C8 C9 1.510(3) . ?
C9 C10 1.410(3) . ?
C23 C24 1.516(3) . ?
C24 O4 1.416(3) . ?
C24 O3 1.374(3) . ?
O4 C27 1.422(3) . ?
O3 C25 1.450(3) . ?
C26 C25 1.481(4) . ?
C27 C28 1.473(5) . ?

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
O1 S1 O2 120.49(10) . . ?
O1 S1 C1 108.13(10) . . ?
O1 S1 N1 107.35(10) . . ?
O2 S1 C1 107.55(10) . . ?
O2 S1 N1 106.09(10) . . ?
N1 S1 C1 106.44(10) . . ?
C2 C1 S1 119.86(17) . . ?
C2 C1 C6 120.6(2) . . ?
C6 C1 S1 119.41(17) . . ?
C18 N2 C12 108.87(18) . . ?
C3 C2 C1 119.3(2) . . ?
C5 C6 C1 119.3(2) . . ?
C22 C21 C20 120.9(2) . . ?
C20 C19 C18 117.9(2) . . ?
C12 C13 C17 106.30(19) . . ?
C14 C13 C17 133.4(2) . . ?
C14 C13 C12 120.3(2) . . ?
C18 C17 C13 106.06(19) . . ?
C22 C17 C13 135.3(2) . . ?
C22 C17 C18 118.6(2) . . ?
N2 C12 C13 109.49(19) . . ?
N2 C12 C11 127.4(2) . . ?
C11 C12 C13 123.1(2) . . ?
C6 C5 C4 120.9(2) . . ?
N2 C18 C19 128.8(2) . . ?
N2 C18 C17 109.25(19) . . ?
C19 C18 C17 121.9(2) . . ?
C12 C11 C16 121.2(2) . . ?
C10 C11 C12 115.3(2) . . ?
C10 C11 C16 123.4(2) . . ?
C2 C3 C4 121.0(2) . . ?
C21 C22 C17 119.3(2) . . ?
C5 C4 C7 120.9(2) . . ?
C3 C4 C5 118.8(2) . . ?
C3 C4 C7 120.3(2) . . ?
C13 C14 C15 120.98(19) . . ?
C9 C14 C13 117.2(2) . . ?
C9 C14 C15 121.8(2) . . ?
C19 C20 C21 121.4(2) . . ?
C8 N1 S1 115.70(15) . . ?
C23 N1 S1 116.26(15) . . ?
C23 N1 C8 114.38(18) . . ?
N1 C8 C9 110.72(18) . . ?
C14 C9 C8 121.5(2) . . ?
C14 C9 C10 120.5(2) . . ?
C10 C9 C8 118.03(19) . . ?
C11 C10 C9 123.6(2) . . ?
N1 C23 C24 115.1(2) . . ?
O4 C24 C23 106.3(2) . . ?
O3 C24 C23 110.4(2) . . ?
O3 C24 O4 108.8(2) . . ?
C24 O4 C27 115.8(2) . . ?
C24 O3 C25 114.5(2) . . ?
O3 C25 C26 107.7(2) . . ?
O4 C27 C28 116.1(3) . . ?

_olex2_exptl_crystal_mounting_method 'mitegen loop'
_olex2_submission_special_instructions 'No special instructions were received'
