# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1435918'
#Added by publCIF



_audit_update_record             
;
2016-04-11 deposited with the CCDC.
2016-06-16 downloaded from the CCDC.
;
#Added by publCIF




_diffrn_radiation_monochromator  graphite
#Added by publCIF




_symmetry_space_group_name_hall  'P 2yb'
# 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            'C31 H34 N2 O4 S'
_chemical_formula_weight         530.66

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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   6.4400(4)
_cell_length_b                   16.3764(10)
_cell_length_c                   12.5711(10)
_cell_angle_alpha                90
_cell_angle_beta                 93.626(2)
_cell_angle_gamma                90
_cell_volume                     1323.14(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    150.0(5)
_cell_measurement_reflns_used    9314
_cell_measurement_theta_min      3.17
_cell_measurement_theta_max      27.5

_exptl_crystal_description       Plate
_exptl_crystal_colour            Black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.332
_exptl_crystal_F_000             564
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.86
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    0.163
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.498
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150.0(5)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Sealed X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-axis Rapid S'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5961
_diffrn_reflns_av_unetI/netI     0.1021
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -1
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.170
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5961
_reflns_number_gt                3563
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.909
_reflns_Friedel_fraction_max     0.973
_reflns_Friedel_fraction_full    0.985

_reflns_special_details          
;
 _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          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0547P)²+0.2129P] 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       0.008(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 1255 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.04(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5961
_refine_ls_number_parameters     348
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1290
_refine_ls_R_factor_gt           0.0581
_refine_ls_wR_factor_ref         0.1600
_refine_ls_wR_factor_gt          0.1253
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_restrained_S_all      1.121
_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 0.5170(2) 1.08252(10) 0.79432(11) 0.0335(4) Uani 1 1 d . . . . .
O1 O 1.6478(8) 0.7352(3) 0.4390(3) 0.0476(13) Uani 1 1 d . . . . .
H1 H 1.5991 0.7127 0.3847 0.071 Uiso 1 1 calc R U . . .
O2 O 0.3971(7) 1.0141(3) 0.8314(4) 0.0433(12) Uani 1 1 d . . . . .
O3 O 0.3832(8) 1.1446(3) 0.7428(3) 0.0462(12) Uani 1 1 d . . . . .
O4 O 0.6631(7) 1.1161(3) 0.8754(3) 0.0393(11) Uani 1 1 d . . . . .
N1 N -0.0232(7) 0.9159(3) 1.0386(4) 0.0303(11) Uani 1 1 d . . . . .
N2 N 1.0989(8) 0.7333(3) 0.7270(4) 0.0338(12) Uani 1 1 d . . . . .
C1 C -0.1974(9) 0.9241(4) 1.0993(4) 0.0295(13) Uani 1 1 d . . . . .
C2 C -0.3394(9) 0.9882(4) 1.0839(4) 0.0348(15) Uani 1 1 d . . . . .
H2 H -0.3220 1.0267 1.0308 0.042 Uiso 1 1 calc R U . . .
C3 C -0.5045(10) 0.9944(4) 1.1473(5) 0.0355(15) Uani 1 1 d . . . . .
H3 H -0.5977 1.0374 1.1365 0.043 Uiso 1 1 calc R U . . .
C4 C -0.5358(10) 0.9379(4) 1.2274(5) 0.0380(16) Uani 1 1 d . . . . .
H4 H -0.6479 0.9437 1.2700 0.046 Uiso 1 1 calc R U . . .
C5 C -0.4008(10) 0.8738(4) 1.2431(5) 0.0366(15) Uani 1 1 d . . . . .
H5 H -0.4225 0.8355 1.2959 0.044 Uiso 1 1 calc R U . . .
C6 C -0.2277(9) 0.8655(4) 1.1793(4) 0.0311(14) Uani 1 1 d . . . . .
C7 C -0.0875(10) 0.7999(4) 1.1927(5) 0.0353(15) Uani 1 1 d . . . . .
H7 H -0.1064 0.7611 1.2452 0.042 Uiso 1 1 calc R U . . .
C8 C 0.0745(10) 0.7926(4) 1.1300(5) 0.0361(15) Uani 1 1 d . . . . .
H8 H 0.1651 0.7487 1.1396 0.043 Uiso 1 1 calc R U . . .
C9 C 0.1081(9) 0.8512(4) 1.0498(5) 0.0314(14) Uani 1 1 d . . . . .
C10 C 0.2808(10) 0.8448(4) 0.9830(5) 0.0342(15) Uani 1 1 d . . . . .
H10 H 0.2955 0.8847 0.9314 0.041 Uiso 1 1 calc R U . . .
C11 C 0.4227(10) 0.7841(4) 0.9908(5) 0.0326(15) Uani 1 1 d . . . . .
H11 H 0.4067 0.7447 1.0429 0.039 Uiso 1 1 calc R U . . .
C12 C 0.5985(9) 0.7751(4) 0.9248(5) 0.0299(14) Uani 1 1 d . . . . .
C13 C 0.7272(10) 0.7065(4) 0.9380(5) 0.0346(15) Uani 1 1 d . . . . .
H13 H 0.7013 0.6690 0.9911 0.041 Uiso 1 1 calc R U . . .
C14 C 0.8920(10) 0.6927(4) 0.8746(5) 0.0363(15) Uani 1 1 d . . . . .
H14 H 0.9749 0.6467 0.8863 0.044 Uiso 1 1 calc R U . . .
C15 C 0.9355(9) 0.7478(4) 0.7922(5) 0.0311(14) Uani 1 1 d . . . . .
C16 C 0.8109(10) 0.8176(4) 0.7817(5) 0.0323(14) Uani 1 1 d . . . . .
H16 H 0.8380 0.8563 0.7303 0.039 Uiso 1 1 calc R U . . .
C17 C 0.6475(11) 0.8303(4) 0.8466(5) 0.0335(15) Uani 1 1 d . . . . .
H17 H 0.5681 0.8775 0.8374 0.040 Uiso 1 1 calc R U . . .
C18 C 1.1532(12) 0.6480(4) 0.7045(6) 0.0483(18) Uani 1 1 d . . . . .
H18A H 1.0512 0.6256 0.6524 0.058 Uiso 1 1 calc R U . . .
H18B H 1.1486 0.6161 0.7693 0.058 Uiso 1 1 calc R U . . .
C19 C 1.3676(10) 0.6411(4) 0.6625(5) 0.0403(16) Uani 1 1 d . . . . .
H19A H 1.4709 0.6572 0.7181 0.048 Uiso 1 1 calc R U . . .
H19B H 1.3936 0.5845 0.6446 0.048 Uiso 1 1 calc R U . . .
C20 C 1.3911(11) 0.6936(4) 0.5654(5) 0.0377(15) Uani 1 1 d . . . . .
H20 H 1.2938 0.6738 0.5081 0.045 Uiso 1 1 calc R U . . .
C21 C 1.3328(10) 0.7801(4) 0.5911(5) 0.0396(17) Uani 1 1 d . . . . .
H21A H 1.3333 0.8125 0.5265 0.048 Uiso 1 1 calc R U . . .
H21B H 1.4382 0.8023 0.6415 0.048 Uiso 1 1 calc R U . . .
C22 C 1.1234(11) 0.7886(4) 0.6371(5) 0.0424(17) Uani 1 1 d . . . . .
H22A H 1.1061 0.8444 0.6606 0.051 Uiso 1 1 calc R U . . .
H22B H 1.0152 0.7773 0.5818 0.051 Uiso 1 1 calc R U . . .
C23 C 1.6081(11) 0.6868(4) 0.5286(5) 0.0427(17) Uani 1 1 d . . . . .
H23A H 1.7057 0.7022 0.5872 0.051 Uiso 1 1 calc R U . . .
H23B H 1.6345 0.6301 0.5116 0.051 Uiso 1 1 calc R U . . .
C24 C 0.0128(10) 0.9794(4) 0.9579(5) 0.0404(16) Uani 1 1 d . . . . .
H24A H 0.1582 0.9926 0.9601 0.061 Uiso 1 1 calc R U . . .
H24B H -0.0656 1.0274 0.9729 0.061 Uiso 1 1 calc R U . . .
H24C H -0.0309 0.9592 0.8883 0.061 Uiso 1 1 calc R U . . .
C25 C 0.6683(10) 1.0425(4) 0.6926(5) 0.0321(14) Uani 1 1 d . . . . .
C26 C 0.8729(10) 1.0684(4) 0.6843(5) 0.0369(16) Uani 1 1 d . . . . .
H26 H 0.9337 1.1056 0.7328 0.044 Uiso 1 1 calc R U . . .
C27 C 0.9843(10) 1.0375(4) 0.6019(5) 0.0376(16) Uani 1 1 d . . . . .
H27 H 1.1208 1.0546 0.5959 0.045 Uiso 1 1 calc R U . . .
C28 C 0.8981(10) 0.9822(4) 0.5287(5) 0.0346(15) Uani 1 1 d . . . . .
C29 C 0.6966(10) 0.9559(4) 0.5402(5) 0.0366(15) Uani 1 1 d . . . . .
H29 H 0.6372 0.9176 0.4929 0.044 Uiso 1 1 calc R U . . .
C30 C 0.5822(10) 0.9859(4) 0.6216(5) 0.0359(15) Uani 1 1 d . . . . .
H30 H 0.4468 0.9678 0.6282 0.043 Uiso 1 1 calc R U . . .
C31 C 1.0196(11) 0.9500(4) 0.4383(5) 0.0445(17) Uani 1 1 d . . . . .
H31A H 1.0055 0.8917 0.4345 0.067 Uiso 1 1 calc R U . . .
H31B H 1.1638 0.9640 0.4509 0.067 Uiso 1 1 calc R U . . .
H31C H 0.9664 0.9738 0.3724 0.067 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 O4 1.451(4) . ?
S1 O2 1.455(4) . ?
S1 O3 1.458(4) . ?
S1 C25 1.781(6) . ?
O1 C23 1.414(7) . ?
N1 C9 1.357(7) . ?
N1 C1 1.402(7) . ?
N1 C24 1.481(7) . ?
N2 C15 1.395(7) . ?
N2 C22 1.465(8) . ?
N2 C18 1.471(8) . ?
C1 C2 1.398(8) . ?
C1 C6 1.413(8) . ?
C2 C3 1.372(8) . ?
C3 C4 1.390(9) . ?
C4 C5 1.370(9) . ?
C5 C6 1.421(8) . ?
C6 C7 1.406(9) . ?
C7 C8 1.351(8) . ?
C8 C9 1.419(8) . ?
C9 C10 1.439(8) . ?
C10 C11 1.349(8) . ?
C11 C12 1.453(8) . ?
C12 C17 1.386(8) . ?
C12 C13 1.400(8) . ?
C13 C14 1.385(8) . ?
C14 C15 1.416(8) . ?
C15 C16 1.398(8) . ?
C16 C17 1.387(8) . ?
C18 C19 1.513(9) . ?
C19 C20 1.510(8) . ?
C20 C23 1.503(9) . ?
C20 C21 1.505(9) . ?
C21 C22 1.507(9) . ?
C25 C30 1.379(8) . ?
C25 C26 1.394(8) . ?
C26 C27 1.392(8) . ?
C27 C28 1.382(8) . ?
C28 C29 1.383(8) . ?
C28 C31 1.515(8) . ?
C29 C30 1.387(8) . ?

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
O4 S1 O2 113.6(3) . . ?
O4 S1 O3 112.7(3) . . ?
O2 S1 O3 111.7(3) . . ?
O4 S1 C25 106.5(3) . . ?
O2 S1 C25 105.8(3) . . ?
O3 S1 C25 105.8(3) . . ?
C9 N1 C1 122.2(5) . . ?
C9 N1 C24 119.7(5) . . ?
C1 N1 C24 118.1(5) . . ?
C15 N2 C22 118.1(5) . . ?
C15 N2 C18 118.2(5) . . ?
C22 N2 C18 113.6(5) . . ?
C2 C1 N1 122.4(5) . . ?
C2 C1 C6 119.3(5) . . ?
N1 C1 C6 118.3(5) . . ?
C3 C2 C1 119.9(6) . . ?
C2 C3 C4 121.6(6) . . ?
C5 C4 C3 119.6(6) . . ?
C4 C5 C6 120.4(6) . . ?
C7 C6 C1 119.2(5) . . ?
C7 C6 C5 121.8(6) . . ?
C1 C6 C5 119.1(6) . . ?
C8 C7 C6 120.7(6) . . ?
C7 C8 C9 120.9(6) . . ?
N1 C9 C8 118.6(5) . . ?
N1 C9 C10 119.8(5) . . ?
C8 C9 C10 121.6(6) . . ?
C11 C10 C9 123.8(6) . . ?
C10 C11 C12 125.6(6) . . ?
C17 C12 C13 116.6(5) . . ?
C17 C12 C11 124.0(5) . . ?
C13 C12 C11 119.4(5) . . ?
C14 C13 C12 122.1(6) . . ?
C13 C14 C15 120.7(6) . . ?
N2 C15 C16 122.3(5) . . ?
N2 C15 C14 120.9(5) . . ?
C16 C15 C14 116.8(5) . . ?
C17 C16 C15 121.3(6) . . ?
C12 C17 C16 122.3(6) . . ?
N2 C18 C19 111.8(6) . . ?
C20 C19 C18 112.3(6) . . ?
C23 C20 C21 112.7(6) . . ?
C23 C20 C19 110.4(6) . . ?
C21 C20 C19 108.8(5) . . ?
C20 C21 C22 114.3(6) . . ?
N2 C22 C21 112.4(6) . . ?
O1 C23 C20 114.9(6) . . ?
C30 C25 C26 120.0(6) . . ?
C30 C25 S1 119.7(5) . . ?
C26 C25 S1 120.3(5) . . ?
C27 C26 C25 118.6(6) . . ?
C28 C27 C26 122.0(6) . . ?
C27 C28 C29 118.3(6) . . ?
C27 C28 C31 121.5(6) . . ?
C29 C28 C31 120.1(6) . . ?
C28 C29 C30 120.8(6) . . ?
C25 C30 C29 120.3(6) . . ?

_refine_diff_density_max         0.469
_refine_diff_density_min         -0.536
_refine_diff_density_rms         0.085

