# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry B.
# This journal is © The Royal Society of Chemistry 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_mo_151124b_0m
_database_code_depnum_ccdc_archive 'CCDC 1548389'
_audit_update_record             
;
2017-05-07 deposited with the CCDC.
2017-06-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H24 N4 O3'
_chemical_formula_weight         524.56

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   22.854(3)
_cell_length_b                   9.0152(13)
_cell_length_c                   13.197(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.266(3)
_cell_angle_gamma                90.00
_cell_volume                     2702.8(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3683
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      22.54

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1096
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.9833
_exptl_absorpt_correction_T_max  0.9874
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            25150
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_av_sigmaI/netI    0.0545
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         0.90
_diffrn_reflns_theta_max         29.00
_reflns_number_total             7168
_reflns_number_gt                3924
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0701P)²+0.0285P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7168
_refine_ls_number_parameters     361
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1070
_refine_ls_R_factor_gt           0.0476
_refine_ls_wR_factor_ref         0.1533
_refine_ls_wR_factor_gt          0.1157
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.46858(8) 0.33987(19) 0.35795(13) 0.0463(4) Uani 1 1 d . . .
C2 C 0.41393(8) 0.3038(2) 0.31315(14) 0.0512(4) Uani 1 1 d . . .
H2 H 0.3878 0.3806 0.2943 0.061 Uiso 1 1 calc R . .
C3 C 0.39475(8) 0.1584(2) 0.29386(14) 0.0503(4) Uani 1 1 d . . .
H3 H 0.3566 0.1423 0.2638 0.060 Uiso 1 1 calc R . .
C4 C 0.43099(7) 0.03723(18) 0.31826(12) 0.0412(4) Uani 1 1 d . . .
C5 C 0.48854(7) 0.07345(18) 0.36649(12) 0.0400(4) Uani 1 1 d . . .
C6 C 0.50803(7) 0.22210(19) 0.38707(12) 0.0422(4) Uani 1 1 d . . .
C7 C 0.36029(8) -0.1522(2) 0.24776(14) 0.0521(5) Uani 1 1 d . . .
H7A H 0.3633 -0.2544 0.2258 0.062 Uiso 1 1 calc R . .
H7B H 0.3503 -0.0917 0.1876 0.062 Uiso 1 1 calc R . .
C8 C 0.31175(7) -0.14009(18) 0.31646(13) 0.0442(4) Uani 1 1 d . . .
C9 C 0.26382(8) -0.0482(2) 0.29251(14) 0.0520(5) Uani 1 1 d . . .
H9 H 0.2594 0.0012 0.2303 0.062 Uiso 1 1 calc R . .
C10 C 0.22241(7) -0.0294(2) 0.36060(14) 0.0500(4) Uani 1 1 d . . .
H10 H 0.1905 0.0333 0.3438 0.060 Uiso 1 1 calc R . .
C11 C 0.22782(7) -0.10256(18) 0.45331(13) 0.0423(4) Uani 1 1 d . . .
C12 C 0.27454(7) -0.20005(19) 0.47458(14) 0.0456(4) Uani 1 1 d . . .
H12 H 0.2779 -0.2542 0.5349 0.055 Uiso 1 1 calc R . .
C13 C 0.31596(7) -0.21737(18) 0.40742(14) 0.0478(4) Uani 1 1 d . . .
H13 H 0.3473 -0.2821 0.4234 0.057 Uiso 1 1 calc R . .
C14 C 0.18484(7) -0.07509(19) 0.52865(13) 0.0435(4) Uani 1 1 d . . .
C15 C 0.18221(7) 0.05904(19) 0.57370(13) 0.0450(4) Uani 1 1 d . . .
C16 C 0.22662(7) 0.17597(19) 0.55783(13) 0.0460(4) Uani 1 1 d . . .
C17 C 0.20815(9) 0.3138(2) 0.52080(16) 0.0584(5) Uani 1 1 d . . .
H17 H 0.1682 0.3364 0.5125 0.070 Uiso 1 1 calc R . .
C18 C 0.24835(10) 0.4180(2) 0.49606(17) 0.0686(6) Uani 1 1 d . . .
H18 H 0.2353 0.5093 0.4697 0.082 Uiso 1 1 calc R . .
C19 C 0.30740(10) 0.3879(2) 0.50998(17) 0.0665(6) Uani 1 1 d . . .
H19 H 0.3343 0.4579 0.4921 0.080 Uiso 1 1 calc R . .
C20 C 0.32661(9) 0.2545(2) 0.55024(16) 0.0604(5) Uani 1 1 d . . .
H20 H 0.3667 0.2348 0.5616 0.072 Uiso 1 1 calc R . .
C21 C 0.28655(8) 0.1493(2) 0.57406(14) 0.0533(5) Uani 1 1 d . . .
H21 H 0.3000 0.0589 0.6015 0.064 Uiso 1 1 calc R . .
C22 C 0.13387(7) 0.10391(19) 0.63454(14) 0.0489(4) Uani 1 1 d . . .
C23 C 0.07533(8) 0.0856(2) 0.59706(18) 0.0671(6) Uani 1 1 d . . .
H23 H 0.0658 0.0411 0.5338 0.081 Uiso 1 1 calc R . .
C24 C 0.03102(9) 0.1324(3) 0.6525(2) 0.0808(7) Uani 1 1 d . . .
H24 H -0.0081 0.1178 0.6266 0.097 Uiso 1 1 calc R . .
C25 C 0.04379(11) 0.2000(3) 0.7448(2) 0.0784(7) Uani 1 1 d . . .
H25 H 0.0137 0.2318 0.7816 0.094 Uiso 1 1 calc R . .
C26 C 0.10097(10) 0.2203(3) 0.78239(18) 0.0727(6) Uani 1 1 d . . .
H26 H 0.1100 0.2660 0.8453 0.087 Uiso 1 1 calc R . .
C27 C 0.14580(9) 0.1738(2) 0.72807(16) 0.0611(5) Uani 1 1 d . . .
H27 H 0.1847 0.1895 0.7546 0.073 Uiso 1 1 calc R . .
C28 C 0.14668(7) -0.20405(18) 0.54732(14) 0.0442(4) Uani 1 1 d . . .
C29 C 0.12064(8) -0.2859(2) 0.46596(16) 0.0549(5) Uani 1 1 d . . .
H29 H 0.1269 -0.2595 0.3999 0.066 Uiso 1 1 calc R . .
C30 C 0.08521(8) -0.4070(2) 0.48170(19) 0.0676(6) Uani 1 1 d . . .
H30 H 0.0669 -0.4590 0.4262 0.081 Uiso 1 1 calc R . .
C31 C 0.07720(9) -0.4497(2) 0.5786(2) 0.0700(6) Uani 1 1 d . . .
H31 H 0.0538 -0.5314 0.5892 0.084 Uiso 1 1 calc R . .
C32 C 0.10388(9) -0.3718(2) 0.65998(19) 0.0682(6) Uani 1 1 d . . .
H32 H 0.0988 -0.4014 0.7260 0.082 Uiso 1 1 calc R . .
C33 C 0.13808(8) -0.2501(2) 0.64475(16) 0.0575(5) Uani 1 1 d . . .
H33 H 0.1557 -0.1978 0.7007 0.069 Uiso 1 1 calc R . .
N1 N 0.48575(9) 0.49155(17) 0.37159(12) 0.0561(4) Uani 1 1 d . . .
O5 O 0.57647(5) 0.06848(16) 0.43567(11) 0.0645(4) Uani 1 1 d . . .
N4 N 0.41709(6) -0.10472(15) 0.29852(11) 0.0471(4) Uani 1 1 d . . .
H4 H 0.4430 -0.1715 0.3167 0.056 Uiso 1 1 calc R . .
O1 O 0.44940(8) 0.58878(15) 0.34120(12) 0.0770(4) Uani 1 1 d . . .
O2 O 0.53559(7) 0.51946(16) 0.41117(12) 0.0721(4) Uani 1 1 d . . .
N2 N 0.56260(7) 0.21899(18) 0.43022(12) 0.0585(4) Uani 1 1 d . . .
N3 N 0.53068(6) -0.01963(17) 0.39591(11) 0.0518(4) Uani 1 1 d . . .


_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
C1 C2 1.361(3) . ?
C1 C6 1.419(2) . ?
C1 N1 1.429(2) . ?
C2 C3 1.397(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.387(2) . ?
C3 H3 0.9300 . ?
C4 N4 1.337(2) . ?
C4 C5 1.435(2) . ?
C5 N3 1.304(2) . ?
C5 C6 1.429(2) . ?
C6 N2 1.313(2) . ?
C7 N4 1.459(2) . ?
C7 C8 1.511(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.382(2) . ?
C8 C13 1.382(2) . ?
C9 C10 1.385(2) . ?
C9 H9 0.9300 . ?
C10 C11 1.383(2) . ?
C10 H10 0.9300 . ?
C11 C12 1.388(2) . ?
C11 C14 1.493(2) . ?
C12 C13 1.374(2) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.352(2) . ?
C14 C28 1.490(2) . ?
C15 C22 1.491(2) . ?
C15 C16 1.494(2) . ?
C16 C21 1.384(2) . ?
C16 C17 1.385(3) . ?
C17 C18 1.378(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.369(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.367(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.378(3) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C23 1.385(3) . ?
C22 C27 1.386(3) . ?
C23 C24 1.378(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.366(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.359(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.378(3) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 C29 1.383(3) . ?
C28 C33 1.385(3) . ?
C29 C30 1.388(3) . ?
C29 H29 0.9300 . ?
C30 C31 1.367(3) . ?
C30 H30 0.9300 . ?
C31 C32 1.370(3) . ?
C31 H31 0.9300 . ?
C32 C33 1.375(3) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
N1 O2 1.226(2) . ?
N1 O1 1.244(2) . ?
O5 N3 1.372(2) . ?
O5 N2 1.394(2) . ?
N4 H4 0.8600 . ?

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 C1 C6 117.69(16) . . ?
C2 C1 N1 120.64(17) . . ?
C6 C1 N1 121.63(17) . . ?
C1 C2 C3 123.92(17) . . ?
C1 C2 H2 118.0 . . ?
C3 C2 H2 118.0 . . ?
C4 C3 C2 121.94(17) . . ?
C4 C3 H3 119.0 . . ?
C2 C3 H3 119.0 . . ?
N4 C4 C3 125.82(16) . . ?
N4 C4 C5 119.39(15) . . ?
C3 C4 C5 114.77(15) . . ?
N3 C5 C6 110.01(15) . . ?
N3 C5 C4 126.65(15) . . ?
C6 C5 C4 123.32(15) . . ?
N2 C6 C1 132.75(17) . . ?
N2 C6 C5 108.90(15) . . ?
C1 C6 C5 118.34(15) . . ?
N4 C7 C8 112.21(14) . . ?
N4 C7 H7A 109.2 . . ?
C8 C7 H7A 109.2 . . ?
N4 C7 H7B 109.2 . . ?
C8 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
C9 C8 C13 118.63(15) . . ?
C9 C8 C7 121.44(16) . . ?
C13 C8 C7 119.88(16) . . ?
C8 C9 C10 120.38(17) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C11 C10 C9 120.93(16) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C10 C11 C12 118.25(16) . . ?
C10 C11 C14 120.55(15) . . ?
C12 C11 C14 121.20(15) . . ?
C13 C12 C11 120.69(16) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C13 C8 121.00(16) . . ?
C12 C13 H13 119.5 . . ?
C8 C13 H13 119.5 . . ?
C15 C14 C28 124.78(15) . . ?
C15 C14 C11 120.36(15) . . ?
C28 C14 C11 114.85(14) . . ?
C14 C15 C22 123.42(15) . . ?
C14 C15 C16 120.41(15) . . ?
C22 C15 C16 116.03(14) . . ?
C21 C16 C17 117.99(17) . . ?
C21 C16 C15 122.11(16) . . ?
C17 C16 C15 119.81(16) . . ?
C18 C17 C16 120.66(18) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C19 C18 C17 120.40(19) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C20 C19 C18 119.78(19) . . ?
C20 C19 H19 120.1 . . ?
C18 C19 H19 120.1 . . ?
C19 C20 C21 120.05(19) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 H20 120.0 . . ?
C20 C21 C16 121.04(18) . . ?
C20 C21 H21 119.5 . . ?
C16 C21 H21 119.5 . . ?
C23 C22 C27 117.44(17) . . ?
C23 C22 C15 121.27(17) . . ?
C27 C22 C15 121.18(16) . . ?
C24 C23 C22 120.7(2) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C25 C24 C23 120.8(2) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C26 C25 C24 119.3(2) . . ?
C26 C25 H25 120.4 . . ?
C24 C25 H25 120.4 . . ?
C25 C26 C27 120.6(2) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 H26 119.7 . . ?
C26 C27 C22 121.09(19) . . ?
C26 C27 H27 119.5 . . ?
C22 C27 H27 119.5 . . ?
C29 C28 C33 117.92(17) . . ?
C29 C28 C14 119.87(16) . . ?
C33 C28 C14 122.15(16) . . ?
C28 C29 C30 120.8(2) . . ?
C28 C29 H29 119.6 . . ?
C30 C29 H29 119.6 . . ?
C31 C30 C29 120.1(2) . . ?
C31 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
C30 C31 C32 119.7(2) . . ?
C30 C31 H31 120.2 . . ?
C32 C31 H31 120.2 . . ?
C31 C32 C33 120.4(2) . . ?
C31 C32 H32 119.8 . . ?
C33 C32 H32 119.8 . . ?
C32 C33 C28 121.0(2) . . ?
C32 C33 H33 119.5 . . ?
C28 C33 H33 119.5 . . ?
O2 N1 O1 123.33(16) . . ?
O2 N1 C1 118.67(17) . . ?
O1 N1 C1 117.99(17) . . ?
N3 O5 N2 112.60(13) . . ?
C4 N4 C7 123.43(15) . . ?
C4 N4 H4 118.3 . . ?
C7 N4 H4 118.3 . . ?
C6 N2 O5 104.07(14) . . ?
C5 N3 O5 104.42(14) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -0.3(3) . . . . ?
N1 C1 C2 C3 177.57(16) . . . . ?
C1 C2 C3 C4 -0.9(3) . . . . ?
C2 C3 C4 N4 -176.92(16) . . . . ?
C2 C3 C4 C5 1.4(2) . . . . ?
N4 C4 C5 N3 -0.9(2) . . . . ?
C3 C4 C5 N3 -179.37(16) . . . . ?
N4 C4 C5 C6 177.60(14) . . . . ?
C3 C4 C5 C6 -0.8(2) . . . . ?
C2 C1 C6 N2 179.48(18) . . . . ?
N1 C1 C6 N2 1.6(3) . . . . ?
C2 C1 C6 C5 0.9(2) . . . . ?
N1 C1 C6 C5 -177.02(14) . . . . ?
N3 C5 C6 N2 -0.45(19) . . . . ?
C4 C5 C6 N2 -179.20(14) . . . . ?
N3 C5 C6 C1 178.46(14) . . . . ?
C4 C5 C6 C1 -0.3(2) . . . . ?
N4 C7 C8 C9 118.37(18) . . . . ?
N4 C7 C8 C13 -59.0(2) . . . . ?
C13 C8 C9 C10 2.8(3) . . . . ?
C7 C8 C9 C10 -174.58(16) . . . . ?
C8 C9 C10 C11 -0.5(3) . . . . ?
C9 C10 C11 C12 -2.6(3) . . . . ?
C9 C10 C11 C14 176.55(16) . . . . ?
C10 C11 C12 C13 3.3(2) . . . . ?
C14 C11 C12 C13 -175.83(16) . . . . ?
C11 C12 C13 C8 -1.0(3) . . . . ?
C9 C8 C13 C12 -2.1(3) . . . . ?
C7 C8 C13 C12 175.33(16) . . . . ?
C10 C11 C14 C15 -66.3(2) . . . . ?
C12 C11 C14 C15 112.79(19) . . . . ?
C10 C11 C14 C28 113.14(18) . . . . ?
C12 C11 C14 C28 -67.7(2) . . . . ?
C28 C14 C15 C22 -11.0(3) . . . . ?
C11 C14 C15 C22 168.47(15) . . . . ?
C28 C14 C15 C16 173.63(16) . . . . ?
C11 C14 C15 C16 -6.9(2) . . . . ?
C14 C15 C16 C21 -52.2(2) . . . . ?
C22 C15 C16 C21 132.03(17) . . . . ?
C14 C15 C16 C17 124.39(19) . . . . ?
C22 C15 C16 C17 -51.3(2) . . . . ?
C21 C16 C17 C18 3.3(3) . . . . ?
C15 C16 C17 C18 -173.49(18) . . . . ?
C16 C17 C18 C19 -1.5(3) . . . . ?
C17 C18 C19 C20 -1.1(3) . . . . ?
C18 C19 C20 C21 1.8(3) . . . . ?
C19 C20 C21 C16 0.0(3) . . . . ?
C17 C16 C21 C20 -2.6(3) . . . . ?
C15 C16 C21 C20 174.13(18) . . . . ?
C14 C15 C22 C23 -49.6(3) . . . . ?
C16 C15 C22 C23 125.98(19) . . . . ?
C14 C15 C22 C27 134.3(2) . . . . ?
C16 C15 C22 C27 -50.1(2) . . . . ?
C27 C22 C23 C24 -1.4(3) . . . . ?
C15 C22 C23 C24 -177.6(2) . . . . ?
C22 C23 C24 C25 1.0(4) . . . . ?
C23 C24 C25 C26 -0.3(4) . . . . ?
C24 C25 C26 C27 0.2(4) . . . . ?
C25 C26 C27 C22 -0.7(3) . . . . ?
C23 C22 C27 C26 1.3(3) . . . . ?
C15 C22 C27 C26 177.47(19) . . . . ?
C15 C14 C28 C29 134.45(19) . . . . ?
C11 C14 C28 C29 -45.0(2) . . . . ?
C15 C14 C28 C33 -48.4(2) . . . . ?
C11 C14 C28 C33 132.11(17) . . . . ?
C33 C28 C29 C30 2.4(3) . . . . ?
C14 C28 C29 C30 179.63(17) . . . . ?
C28 C29 C30 C31 -2.2(3) . . . . ?
C29 C30 C31 C32 0.6(3) . . . . ?
C30 C31 C32 C33 0.7(3) . . . . ?
C31 C32 C33 C28 -0.4(3) . . . . ?
C29 C28 C33 C32 -1.1(3) . . . . ?
C14 C28 C33 C32 -178.29(17) . . . . ?
C2 C1 N1 O2 -179.14(16) . . . . ?
C6 C1 N1 O2 -1.3(2) . . . . ?
C2 C1 N1 O1 -0.1(2) . . . . ?
C6 C1 N1 O1 177.70(16) . . . . ?
C3 C4 N4 C7 -0.3(3) . . . . ?
C5 C4 N4 C7 -178.58(14) . . . . ?
C8 C7 N4 C4 -73.4(2) . . . . ?
C1 C6 N2 O5 -178.50(17) . . . . ?
C5 C6 N2 O5 0.20(17) . . . . ?
N3 O5 N2 C6 0.10(18) . . . . ?
C6 C5 N3 O5 0.49(17) . . . . ?
C4 C5 N3 O5 179.17(15) . . . . ?
N2 O5 N3 C5 -0.38(18) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        29.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.223
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.073
####################################################################### 
# 
# 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_mo_160803c_0m
_database_code_depnum_ccdc_archive 'CCDC 1548388'
_audit_update_record             
;
2017-05-07 deposited with the CCDC.
2017-06-27 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          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H34 N2 O2 S'
_chemical_formula_weight         594.74

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           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

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

_cell_length_a                   9.805(5)
_cell_length_b                   39.34(2)
_cell_length_c                   9.106(5)
_cell_angle_alpha                90
_cell_angle_beta                 115.444(8)
_cell_angle_gamma                90
_cell_volume                     3172(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2945
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      22.21

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.245
_exptl_crystal_F_000             1256
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.139
_shelx_estimated_absorpt_T_min   0.983
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13289
_diffrn_reflns_av_unetI/netI     0.0806
_diffrn_reflns_av_R_equivalents  0.0462
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -50
_diffrn_reflns_limit_k_max       46
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.071
_diffrn_reflns_theta_max         27.429
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_point_group_measured_fraction_full 0.963
_reflns_number_total             6880
_reflns_number_gt                4156
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.909
_reflns_Friedel_fraction_max     0.909
_reflns_Friedel_fraction_full    0.927

_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)+(0.0774P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1375 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.07(6)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6880
_refine_ls_number_parameters     454
_refine_ls_number_restraints     83
_refine_ls_R_factor_all          0.1189
_refine_ls_R_factor_gt           0.0608
_refine_ls_wR_factor_ref         0.1594
_refine_ls_wR_factor_gt          0.1325
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_restrained_S_all      1.019
_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
C1 C 0.1254(5) 0.08416(12) 0.7870(5) 0.0377(11) Uani 1 1 d . . . . .
C2 C 0.2177(6) 0.06071(15) 0.8971(7) 0.0624(16) Uani 1 1 d . . . . .
H2 H 0.3185 0.0661 0.9610 0.075 Uiso 1 1 calc R U . . .
C3 C 0.1627(6) 0.02944(14) 0.9137(7) 0.0541(14) Uani 1 1 d . . . . .
H3 H 0.2279 0.0140 0.9883 0.065 Uiso 1 1 calc R U . . .
C4 C 0.0154(5) 0.02040(12) 0.8239(6) 0.0419(11) Uani 1 1 d . . . . .
C5 C -0.0787(6) 0.04417(14) 0.7161(7) 0.0565(15) Uani 1 1 d . . . . .
H5 H -0.1801 0.0390 0.6544 0.068 Uiso 1 1 calc R U . . .
C6 C -0.0235(5) 0.07555(14) 0.6989(6) 0.0545(14) Uani 1 1 d . . . . .
H6 H -0.0889 0.0912 0.6259 0.065 Uiso 1 1 calc R U . . .
C7 C 0.1837(5) 0.11841(13) 0.7680(6) 0.0420(11) Uani 1 1 d . . . . .
C8 C 0.1602(6) 0.14610(13) 0.8650(6) 0.0470(12) Uani 1 1 d . . . . .
C9 C 0.0459(8) 0.16876(17) 0.8015(8) 0.0738(18) Uani 1 1 d . . . . .
H9 H -0.0209 0.1672 0.6920 0.089 Uiso 1 1 calc R U . . .
C10 C 0.0253(10) 0.19443(19) 0.8953(11) 0.091(2) Uani 1 1 d . . . . .
H10 H -0.0541 0.2098 0.8490 0.109 Uiso 1 1 calc R U . . .
C11 C 0.1234(11) 0.1969(2) 1.0567(11) 0.090(2) Uani 1 1 d . . . . .
H11 H 0.1143 0.2146 1.1196 0.107 Uiso 1 1 calc R U . . .
C12 C 0.2323(11) 0.1736(3) 1.1228(12) 0.115(3) Uani 1 1 d . . . . .
H12 H 0.2949 0.1744 1.2337 0.138 Uiso 1 1 calc R U . . .
C13 C 0.2530(8) 0.1485(2) 1.0290(8) 0.089(2) Uani 1 1 d . . . . .
H13 H 0.3310 0.1329 1.0771 0.107 Uiso 1 1 calc R U . . .
C14 C 0.2844(6) 0.09635(14) 0.5762(7) 0.0504(13) Uani 1 1 d . . . . .
C15 C 0.2084(7) 0.09594(17) 0.4082(8) 0.0668(17) Uani 1 1 d . . . . .
H15 H 0.1338 0.1120 0.3542 0.080 Uiso 1 1 calc R U . . .
C16 C 0.3946(8) 0.07239(17) 0.6512(9) 0.0756(18) Uani 1 1 d . . . . .
H16 H 0.4455 0.0722 0.7641 0.091 Uiso 1 1 calc R U . . .
C17 C 0.4310(10) 0.0488(2) 0.5643(13) 0.096(3) Uani 1 1 d . . . . .
H17 H 0.5069 0.0331 0.6179 0.115 Uiso 1 1 calc R U . . .
C18 C 0.3561(11) 0.0484(2) 0.3987(14) 0.095(3) Uani 1 1 d . . . . .
H18 H 0.3811 0.0325 0.3389 0.114 Uiso 1 1 calc R U . . .
C19 C 0.2444(9) 0.0715(2) 0.3213(9) 0.086(2) Uani 1 1 d . . . . .
H19 H 0.1917 0.0708 0.2087 0.103 Uiso 1 1 calc R U . . .
C20 C 0.2519(6) 0.12387(13) 0.6716(6) 0.0497(13) Uani 1 1 d D . . . .
C21 C 0.2891(10) 0.15838(16) 0.6304(12) 0.061(4) Uani 0.602(12) 1 d DG . P A 1
C22 C 0.1803(10) 0.1813(2) 0.5324(11) 0.075(3) Uani 0.602(12) 1 d G U P A 1
H22 H 0.0788 0.1752 0.4863 0.090 Uiso 0.602(12) 1 calc R U P A 1
C23 C 0.2231(14) 0.2134(2) 0.5031(12) 0.110(5) Uani 0.602(12) 1 d G U P A 1
H23 H 0.1503 0.2287 0.4374 0.131 Uiso 0.602(12) 1 calc R U P A 1
C24 C 0.3748(15) 0.22245(19) 0.5719(16) 0.120(6) Uani 0.602(12) 1 d G U P A 1
H24 H 0.4035 0.2439 0.5523 0.144 Uiso 0.602(12) 1 calc R U P A 1
C25 C 0.4836(11) 0.1995(3) 0.6699(16) 0.124(7) Uani 0.602(12) 1 d G U P A 1
H25 H 0.5851 0.2056 0.7160 0.149 Uiso 0.602(12) 1 calc R U P A 1
C26 C 0.4408(10) 0.1675(2) 0.6992(13) 0.086(4) Uani 0.602(12) 1 d G U P A 1
H26 H 0.5136 0.1521 0.7649 0.103 Uiso 0.602(12) 1 calc R U P A 1
C27 C -0.0333(6) -0.01522(14) 0.8416(8) 0.0588(14) Uani 1 1 d . . . . .
H27A H -0.0014 -0.0304 0.7784 0.071 Uiso 1 1 calc R U . . .
H27B H 0.0205 -0.0219 0.9548 0.071 Uiso 1 1 calc R U . . .
C21' C 0.3318(14) 0.1572(3) 0.6860(16) 0.045(5) Uani 0.398(12) 1 d DG . P A 2
C22' C 0.2832(16) 0.1762(3) 0.5439(13) 0.084(6) Uani 0.398(12) 1 d G U P A 2
H22' H 0.2018 0.1688 0.4503 0.101 Uiso 0.398(12) 1 calc R U P A 2
C23' C 0.3563(19) 0.2064(3) 0.5416(14) 0.097(7) Uani 0.398(12) 1 d G U P A 2
H23' H 0.3238 0.2191 0.4465 0.117 Uiso 0.398(12) 1 calc R U P A 2
C24' C 0.4779(17) 0.2175(3) 0.6815(18) 0.090(7) Uani 0.398(12) 1 d G U P A 2
H24' H 0.5268 0.2377 0.6800 0.108 Uiso 0.398(12) 1 calc R U P A 2
C25' C 0.5265(15) 0.1985(3) 0.8237(16) 0.127(9) Uani 0.398(12) 1 d G U P A 2
H25' H 0.6079 0.2060 0.9173 0.152 Uiso 0.398(12) 1 calc R U P A 2
C26' C 0.4535(15) 0.1684(3) 0.8260(15) 0.088(6) Uani 0.398(12) 1 d G U P A 2
H26' H 0.4860 0.1556 0.9211 0.105 Uiso 0.398(12) 1 calc R U P A 2
C28 C -0.2560(5) -0.07984(13) 0.6293(6) 0.0479(13) Uani 1 1 d . . . . .
C29 C -0.1846(7) -0.08993(18) 0.5352(7) 0.0664(16) Uani 1 1 d . . . . .
H29 H -0.1633 -0.0741 0.4722 0.080 Uiso 1 1 calc R U . . .
C30 C -0.1442(8) -0.12393(18) 0.5341(9) 0.0750(19) Uani 1 1 d . . . . .
H30 H -0.0922 -0.1303 0.4739 0.090 Uiso 1 1 calc R U . . .
C31 C -0.1791(7) -0.14755(17) 0.6185(8) 0.0685(16) Uani 1 1 d . . . . .
H31 H -0.1526 -0.1701 0.6138 0.082 Uiso 1 1 calc R U . . .
C32 C -0.2559(6) -0.13889(14) 0.7152(6) 0.0492(12) Uani 1 1 d . . . . .
C33 C -0.2951(7) -0.16387(15) 0.8020(7) 0.0601(15) Uani 1 1 d . . . . .
C34 C -0.3589(7) -0.15406(17) 0.9017(8) 0.0685(16) Uani 1 1 d . . . . .
H34 H -0.3804 -0.1702 0.9633 0.082 Uiso 1 1 calc R U . . .
C35 C -0.3922(7) -0.11997(16) 0.9119(7) 0.0617(15) Uani 1 1 d . . . . .
H35 H -0.4365 -0.1139 0.9802 0.074 Uiso 1 1 calc R U . . .
C36 C -0.3628(6) -0.09545(14) 0.8268(6) 0.0502(13) Uani 1 1 d . . . . .
H36 H -0.3880 -0.0730 0.8350 0.060 Uiso 1 1 calc R U . . .
C37 C -0.2923(5) -0.10431(13) 0.7237(6) 0.0445(11) Uani 1 1 d . . . . .
C38 C -0.2429(19) -0.2212(3) 0.9182(15) 0.100(5) Uani 0.613(17) 1 d D . P B 1
H38A H -0.1792 -0.2399 0.9196 0.150 Uiso 0.613(17) 1 calc R U P B 1
H38B H -0.3388 -0.2298 0.9062 0.150 Uiso 0.613(17) 1 calc R U P B 1
H38C H -0.1959 -0.2088 1.0182 0.150 Uiso 0.613(17) 1 calc R U P B 1
C39 C -0.3745(18) -0.2131(3) 0.6334(16) 0.117(6) Uani 0.613(17) 1 d D . P B 1
H39A H -0.3315 -0.2324 0.6044 0.176 Uiso 0.613(17) 1 calc R U P B 1
H39B H -0.4032 -0.1964 0.5484 0.176 Uiso 0.613(17) 1 calc R U P B 1
H39C H -0.4618 -0.2200 0.6476 0.176 Uiso 0.613(17) 1 calc R U P B 1
C39' C -0.374(3) -0.2233(6) 0.778(4) 0.130(10) Uani 0.387(17) 1 d D U P B 2
H39D H -0.3432 -0.2456 0.7614 0.194 Uiso 0.387(17) 1 calc R U P B 2
H39E H -0.4708 -0.2181 0.6916 0.194 Uiso 0.387(17) 1 calc R U P B 2
H39F H -0.3818 -0.2229 0.8801 0.194 Uiso 0.387(17) 1 calc R U P B 2
C38' C -0.1106(18) -0.2093(7) 0.868(3) 0.139(12) Uani 0.387(17) 1 d D U P B 2
H38D H -0.0777 -0.2054 0.9826 0.209 Uiso 0.387(17) 1 calc R U P B 2
H38E H -0.0486 -0.1964 0.8307 0.209 Uiso 0.387(17) 1 calc R U P B 2
H38F H -0.1023 -0.2330 0.8493 0.209 Uiso 0.387(17) 1 calc R U P B 2
N1 N -0.1930(5) -0.02053(11) 0.7927(6) 0.0529(11) Uani 1 1 d D . . . .
H1A H -0.230(6) -0.0120(14) 0.855(6) 0.063 Uiso 1 1 d D U . . .
N2 N -0.2653(7) -0.19874(13) 0.7818(7) 0.0807(16) Uani 1 1 d D . . . .
O1 O -0.2718(6) -0.02221(12) 0.4956(5) 0.0851(14) Uani 1 1 d . . . . .
O2 O -0.4521(4) -0.03310(10) 0.6105(5) 0.0705(12) Uani 1 1 d . . . . .
S1 S -0.30334(16) -0.03654(3) 0.62189(17) 0.0525(4) Uani 1 1 d . . . . .


_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
C1 C6 1.373(7) . ?
C1 C2 1.377(7) . ?
C1 C7 1.502(7) . ?
C2 C3 1.377(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.367(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.383(7) . ?
C4 C27 1.511(7) . ?
C5 C6 1.383(7) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C20 1.330(6) . ?
C7 C8 1.482(7) . ?
C8 C9 1.352(8) . ?
C8 C13 1.378(8) . ?
C9 C10 1.392(10) . ?
C9 H9 0.9300 . ?
C10 C11 1.371(11) . ?
C10 H10 0.9300 . ?
C11 C12 1.336(12) . ?
C11 H11 0.9300 . ?
C12 C13 1.377(10) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C16 1.374(8) . ?
C14 C15 1.384(8) . ?
C14 C20 1.506(7) . ?
C15 C19 1.383(9) . ?
C15 H15 0.9300 . ?
C16 C17 1.361(10) . ?
C16 H16 0.9300 . ?
C17 C18 1.365(12) . ?
C17 H17 0.9300 . ?
C18 C19 1.363(12) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C21 1.495(7) . ?
C20 C21' 1.505(8) . ?
C21 C22 1.3900 . ?
C21 C26 1.3900 . ?
C22 C23 1.3900 . ?
C22 H22 0.9300 . ?
C23 C24 1.3900 . ?
C23 H23 0.9300 . ?
C24 C25 1.3900 . ?
C24 H24 0.9300 . ?
C25 C26 1.3900 . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 N1 1.447(7) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C21' C22' 1.3900 . ?
C21' C26' 1.3900 . ?
C22' C23' 1.3900 . ?
C22' H22' 0.9300 . ?
C23' C24' 1.3900 . ?
C23' H23' 0.9300 . ?
C24' C25' 1.3900 . ?
C24' H24' 0.9300 . ?
C25' C26' 1.3900 . ?
C25' H25' 0.9300 . ?
C26' H26' 0.9300 . ?
C28 C29 1.378(8) . ?
C28 C37 1.434(7) . ?
C28 S1 1.759(6) . ?
C29 C30 1.396(9) . ?
C29 H29 0.9300 . ?
C30 C31 1.341(9) . ?
C30 H30 0.9300 . ?
C31 C32 1.424(8) . ?
C31 H31 0.9300 . ?
C32 C33 1.414(8) . ?
C32 C37 1.417(7) . ?
C33 C34 1.361(9) . ?
C33 N2 1.431(8) . ?
C34 C35 1.393(9) . ?
C34 H34 0.9300 . ?
C35 C36 1.344(8) . ?
C35 H35 0.9300 . ?
C36 C37 1.427(7) . ?
C36 H36 0.9300 . ?
C38 N2 1.462(10) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 N2 1.431(10) . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C39' N2 1.432(12) . ?
C39' H39D 0.9600 . ?
C39' H39E 0.9600 . ?
C39' H39F 0.9600 . ?
C38' N2 1.437(12) . ?
C38' H38D 0.9600 . ?
C38' H38E 0.9600 . ?
C38' H38F 0.9600 . ?
N1 S1 1.594(5) . ?
N1 H1A 0.858(14) . ?
O1 S1 1.429(4) . ?
O2 S1 1.424(4) . ?

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
C6 C1 C2 117.5(5) . . ?
C6 C1 C7 121.0(4) . . ?
C2 C1 C7 121.4(4) . . ?
C1 C2 C3 120.8(5) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 H2 119.6 . . ?
C4 C3 C2 122.0(5) . . ?
C4 C3 H3 119.0 . . ?
C2 C3 H3 119.0 . . ?
C3 C4 C5 117.4(5) . . ?
C3 C4 C27 118.6(4) . . ?
C5 C4 C27 123.9(5) . . ?
C4 C5 C6 120.6(5) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C1 C6 C5 121.6(5) . . ?
C1 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
C20 C7 C8 121.7(4) . . ?
C20 C7 C1 123.0(4) . . ?
C8 C7 C1 115.3(4) . . ?
C9 C8 C13 117.3(5) . . ?
C9 C8 C7 122.8(5) . . ?
C13 C8 C7 119.8(5) . . ?
C8 C9 C10 121.8(7) . . ?
C8 C9 H9 119.1 . . ?
C10 C9 H9 119.1 . . ?
C11 C10 C9 119.3(7) . . ?
C11 C10 H10 120.4 . . ?
C9 C10 H10 120.4 . . ?
C12 C11 C10 119.4(7) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C11 C12 C13 120.9(9) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C12 C13 C8 121.1(7) . . ?
C12 C13 H13 119.5 . . ?
C8 C13 H13 119.5 . . ?
C16 C14 C15 118.4(5) . . ?
C16 C14 C20 121.5(5) . . ?
C15 C14 C20 120.0(5) . . ?
C19 C15 C14 119.5(7) . . ?
C19 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C17 C16 C14 121.6(7) . . ?
C17 C16 H16 119.2 . . ?
C14 C16 H16 119.2 . . ?
C16 C17 C18 120.0(8) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C19 C18 C17 119.6(7) . . ?
C19 C18 H18 120.2 . . ?
C17 C18 H18 120.2 . . ?
C18 C19 C15 120.9(8) . . ?
C18 C19 H19 119.6 . . ?
C15 C19 H19 119.6 . . ?
C7 C20 C21 124.0(5) . . ?
C7 C20 C21' 118.3(7) . . ?
C7 C20 C14 123.8(4) . . ?
C21 C20 C14 111.9(5) . . ?
C21' C20 C14 116.5(6) . . ?
C22 C21 C26 120.0 . . ?
C22 C21 C20 123.2(6) . . ?
C26 C21 C20 116.8(6) . . ?
C23 C22 C21 120.0 . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C24 C23 C22 120.0 . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C25 C24 C23 120.0 . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C24 C25 C26 120.0 . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C25 C26 C21 120.0 . . ?
C25 C26 H26 120.0 . . ?
C21 C26 H26 120.0 . . ?
N1 C27 C4 116.8(4) . . ?
N1 C27 H27A 108.1 . . ?
C4 C27 H27A 108.1 . . ?
N1 C27 H27B 108.1 . . ?
C4 C27 H27B 108.1 . . ?
H27A C27 H27B 107.3 . . ?
C22' C21' C26' 120.0 . . ?
C22' C21' C20 115.5(8) . . ?
C26' C21' C20 124.4(8) . . ?
C21' C22' C23' 120.0 . . ?
C21' C22' H22' 120.0 . . ?
C23' C22' H22' 120.0 . . ?
C24' C23' C22' 120.0 . . ?
C24' C23' H23' 120.0 . . ?
C22' C23' H23' 120.0 . . ?
C23' C24' C25' 120.0 . . ?
C23' C24' H24' 120.0 . . ?
C25' C24' H24' 120.0 . . ?
C24' C25' C26' 120.0 . . ?
C24' C25' H25' 120.0 . . ?
C26' C25' H25' 120.0 . . ?
C25' C26' C21' 120.0 . . ?
C25' C26' H26' 120.0 . . ?
C21' C26' H26' 120.0 . . ?
C29 C28 C37 120.2(5) . . ?
C29 C28 S1 116.8(4) . . ?
C37 C28 S1 122.9(4) . . ?
C28 C29 C30 120.1(6) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
C31 C30 C29 121.1(6) . . ?
C31 C30 H30 119.4 . . ?
C29 C30 H30 119.4 . . ?
C30 C31 C32 121.4(6) . . ?
C30 C31 H31 119.3 . . ?
C32 C31 H31 119.3 . . ?
C33 C32 C37 120.1(5) . . ?
C33 C32 C31 121.5(5) . . ?
C37 C32 C31 118.5(5) . . ?
C34 C33 C32 119.3(5) . . ?
C34 C33 N2 122.4(6) . . ?
C32 C33 N2 118.3(6) . . ?
C33 C34 C35 120.4(6) . . ?
C33 C34 H34 119.8 . . ?
C35 C34 H34 119.8 . . ?
C36 C35 C34 122.5(6) . . ?
C36 C35 H35 118.7 . . ?
C34 C35 H35 118.7 . . ?
C35 C36 C37 119.2(5) . . ?
C35 C36 H36 120.4 . . ?
C37 C36 H36 120.4 . . ?
C32 C37 C36 118.4(5) . . ?
C32 C37 C28 118.6(4) . . ?
C36 C37 C28 123.1(5) . . ?
N2 C38 H38A 109.5 . . ?
N2 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
N2 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
N2 C39 H39A 109.5 . . ?
N2 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
N2 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
N2 C39' H39D 109.5 . . ?
N2 C39' H39E 109.5 . . ?
H39D C39' H39E 109.5 . . ?
N2 C39' H39F 109.5 . . ?
H39D C39' H39F 109.5 . . ?
H39E C39' H39F 109.5 . . ?
N2 C38' H38D 109.5 . . ?
N2 C38' H38E 109.5 . . ?
H38D C38' H38E 109.5 . . ?
N2 C38' H38F 109.5 . . ?
H38D C38' H38F 109.5 . . ?
H38E C38' H38F 109.5 . . ?
C27 N1 S1 123.3(4) . . ?
C27 N1 H1A 117(4) . . ?
S1 N1 H1A 120(4) . . ?
C39 N2 C33 112.8(7) . . ?
C33 N2 C39' 117.3(12) . . ?
C33 N2 C38' 115.6(11) . . ?
C39' N2 C38' 114.8(16) . . ?
C39 N2 C38 110.0(9) . . ?
C33 N2 C38 115.8(7) . . ?
O2 S1 O1 118.2(3) . . ?
O2 S1 N1 106.1(3) . . ?
O1 S1 N1 109.8(3) . . ?
O2 S1 C28 109.9(2) . . ?
O1 S1 C28 105.6(3) . . ?
N1 S1 C28 106.7(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 1.9(9) . . . . ?
C7 C1 C2 C3 179.8(5) . . . . ?
C1 C2 C3 C4 -0.6(10) . . . . ?
C2 C3 C4 C5 -1.0(9) . . . . ?
C2 C3 C4 C27 176.0(6) . . . . ?
C3 C4 C5 C6 1.2(9) . . . . ?
C27 C4 C5 C6 -175.7(5) . . . . ?
C2 C1 C6 C5 -1.8(8) . . . . ?
C7 C1 C6 C5 -179.6(5) . . . . ?
C4 C5 C6 C1 0.2(9) . . . . ?
C6 C1 C7 C20 -96.7(6) . . . . ?
C2 C1 C7 C20 85.6(6) . . . . ?
C6 C1 C7 C8 83.4(6) . . . . ?
C2 C1 C7 C8 -94.3(6) . . . . ?
C20 C7 C8 C9 80.7(7) . . . . ?
C1 C7 C8 C9 -99.3(6) . . . . ?
C20 C7 C8 C13 -102.3(7) . . . . ?
C1 C7 C8 C13 77.6(6) . . . . ?
C13 C8 C9 C10 2.5(10) . . . . ?
C7 C8 C9 C10 179.5(6) . . . . ?
C8 C9 C10 C11 0.0(12) . . . . ?
C9 C10 C11 C12 -3.3(13) . . . . ?
C10 C11 C12 C13 4.0(15) . . . . ?
C11 C12 C13 C8 -1.5(15) . . . . ?
C9 C8 C13 C12 -1.8(11) . . . . ?
C7 C8 C13 C12 -178.9(8) . . . . ?
C16 C14 C15 C19 0.4(9) . . . . ?
C20 C14 C15 C19 176.9(5) . . . . ?
C15 C14 C16 C17 0.8(10) . . . . ?
C20 C14 C16 C17 -175.6(6) . . . . ?
C14 C16 C17 C18 -0.8(12) . . . . ?
C16 C17 C18 C19 -0.4(12) . . . . ?
C17 C18 C19 C15 1.6(11) . . . . ?
C14 C15 C19 C18 -1.6(10) . . . . ?
C8 C7 C20 C21 -10.0(9) . . . . ?
C1 C7 C20 C21 170.1(6) . . . . ?
C8 C7 C20 C21' 11.5(9) . . . . ?
C1 C7 C20 C21' -168.4(7) . . . . ?
C8 C7 C20 C14 177.3(5) . . . . ?
C1 C7 C20 C14 -2.6(7) . . . . ?
C16 C14 C20 C7 -72.0(7) . . . . ?
C15 C14 C20 C7 111.6(6) . . . . ?
C16 C14 C20 C21 114.5(7) . . . . ?
C15 C14 C20 C21 -61.8(7) . . . . ?
C16 C14 C20 C21' 94.0(9) . . . . ?
C15 C14 C20 C21' -82.4(8) . . . . ?
C7 C20 C21 C22 -69.6(9) . . . . ?
C14 C20 C21 C22 103.9(7) . . . . ?
C7 C20 C21 C26 108.6(7) . . . . ?
C14 C20 C21 C26 -77.9(7) . . . . ?
C26 C21 C22 C23 0.0 . . . . ?
C20 C21 C22 C23 178.2(9) . . . . ?
C21 C22 C23 C24 0.0 . . . . ?
C22 C23 C24 C25 0.0 . . . . ?
C23 C24 C25 C26 0.0 . . . . ?
C24 C25 C26 C21 0.0 . . . . ?
C22 C21 C26 C25 0.0 . . . . ?
C20 C21 C26 C25 -178.3(8) . . . . ?
C3 C4 C27 N1 159.1(5) . . . . ?
C5 C4 C27 N1 -24.2(8) . . . . ?
C7 C20 C21' C22' -122.7(9) . . . . ?
C14 C20 C21' C22' 70.5(10) . . . . ?
C7 C20 C21' C26' 61.7(12) . . . . ?
C14 C20 C21' C26' -105.2(10) . . . . ?
C26' C21' C22' C23' 0.0 . . . . ?
C20 C21' C22' C23' -175.8(12) . . . . ?
C21' C22' C23' C24' 0.0 . . . . ?
C22' C23' C24' C25' 0.0 . . . . ?
C23' C24' C25' C26' 0.0 . . . . ?
C24' C25' C26' C21' 0.0 . . . . ?
C22' C21' C26' C25' 0.0 . . . . ?
C20 C21' C26' C25' 175.5(13) . . . . ?
C37 C28 C29 C30 -1.4(8) . . . . ?
S1 C28 C29 C30 -179.7(5) . . . . ?
C28 C29 C30 C31 2.8(10) . . . . ?
C29 C30 C31 C32 -1.3(10) . . . . ?
C30 C31 C32 C33 178.9(6) . . . . ?
C30 C31 C32 C37 -1.4(9) . . . . ?
C37 C32 C33 C34 -4.3(8) . . . . ?
C31 C32 C33 C34 175.4(6) . . . . ?
C37 C32 C33 N2 176.0(5) . . . . ?
C31 C32 C33 N2 -4.3(8) . . . . ?
C32 C33 C34 C35 3.2(9) . . . . ?
N2 C33 C34 C35 -177.1(6) . . . . ?
C33 C34 C35 C36 -0.5(10) . . . . ?
C34 C35 C36 C37 -1.1(9) . . . . ?
C33 C32 C37 C36 2.7(7) . . . . ?
C31 C32 C37 C36 -177.0(5) . . . . ?
C33 C32 C37 C28 -177.7(5) . . . . ?
C31 C32 C37 C28 2.6(7) . . . . ?
C35 C36 C37 C32 0.0(7) . . . . ?
C35 C36 C37 C28 -179.7(5) . . . . ?
C29 C28 C37 C32 -1.2(7) . . . . ?
S1 C28 C37 C32 176.9(4) . . . . ?
C29 C28 C37 C36 178.4(5) . . . . ?
S1 C28 C37 C36 -3.4(7) . . . . ?
C4 C27 N1 S1 99.9(5) . . . . ?
C34 C33 N2 C39 102.0(11) . . . . ?
C32 C33 N2 C39 -78.2(11) . . . . ?
C34 C33 N2 C39' 37.9(16) . . . . ?
C32 C33 N2 C39' -142.4(15) . . . . ?
C34 C33 N2 C38' -102.4(15) . . . . ?
C32 C33 N2 C38' 77.3(15) . . . . ?
C34 C33 N2 C38 -26.0(11) . . . . ?
C32 C33 N2 C38 153.8(9) . . . . ?
C27 N1 S1 O2 -172.0(4) . . . . ?
C27 N1 S1 O1 -43.1(5) . . . . ?
C27 N1 S1 C28 70.8(5) . . . . ?
C29 C28 S1 O2 136.4(4) . . . . ?
C37 C28 S1 O2 -41.8(5) . . . . ?
C29 C28 S1 O1 7.8(5) . . . . ?
C37 C28 S1 O1 -170.4(4) . . . . ?
C29 C28 S1 N1 -109.0(4) . . . . ?
C37 C28 S1 N1 72.8(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A O1 0.858(14) 2.02(3) 2.839(6) 159(6) 2

_refine_diff_density_max         0.242
_refine_diff_density_min         -0.187
_refine_diff_density_rms         0.052

