# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 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_a
_audit_block_doi                 10.5517/ccdc.csd.cc20b28q
_database_code_depnum_ccdc_archive 'CCDC 1856722'
_audit_update_record             
;
2018-07-19 deposited with the CCDC.
2018-11-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H20 N2 O2'
_chemical_formula_weight         320.38

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   'P21/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                   12.761(2)
_cell_length_b                   5.4290(10)
_cell_length_c                   27.3250(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 117.22(3)
_cell_angle_gamma                90.00
_cell_volume                     1683.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    684
_cell_measurement_theta_min      2.99
_cell_measurement_theta_max      18.52

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             680
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9789
_exptl_absorpt_correction_T_max  0.9877
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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_reflns_number            8071
_diffrn_reflns_av_R_equivalents  0.0805
_diffrn_reflns_av_sigmaI/netI    0.0813
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         1.68
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2965
_reflns_number_gt                1361
_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, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.0100P)²+0.8000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2965
_refine_ls_number_parameters     217
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1317
_refine_ls_R_factor_gt           0.0543
_refine_ls_wR_factor_ref         0.1327
_refine_ls_wR_factor_gt          0.1170
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.079
_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
O1 O 0.3520(2) 0.0497(5) -0.03916(9) 0.0816(8) Uani 1 1 d . . .
H1A H 0.3959 -0.0136 -0.0501 0.122 Uiso 1 1 calc R . .
O2 O 0.6121(2) -0.0718(5) 0.20917(9) 0.0756(7) Uani 1 1 d . . .
N1 N 0.3969(2) 0.0072(5) 0.01792(10) 0.0658(8) Uani 1 1 d . . .
N2 N 0.6870(3) 0.5010(6) 0.10781(11) 0.0696(8) Uani 1 1 d . . .
H2C H 0.7182 0.5940 0.0925 0.083 Uiso 1 1 calc R . .
C1 C 0.3314(3) 0.1011(6) 0.03610(13) 0.0551(9) Uani 1 1 d . . .
C2 C 0.2240(3) 0.2429(8) 0.00188(14) 0.0831(12) Uani 1 1 d . . .
H2A H 0.1733 0.1434 -0.0296 0.100 Uiso 1 1 calc R . .
H2B H 0.2460 0.3883 -0.0119 0.100 Uiso 1 1 calc R . .
C3 C 0.1552(3) 0.3224(8) 0.03192(15) 0.0824(12) Uani 1 1 d . . .
H3A H 0.1857 0.4792 0.0498 0.099 Uiso 1 1 calc R . .
H3B H 0.0734 0.3466 0.0053 0.099 Uiso 1 1 calc R . .
C4 C 0.1613(3) 0.1400(7) 0.07411(15) 0.0669(10) Uani 1 1 d . . .
C5 C 0.2652(3) 0.0143(6) 0.10508(13) 0.0554(9) Uani 1 1 d . . .
C6 C 0.3694(3) 0.0669(6) 0.09605(12) 0.0526(9) Uani 1 1 d . . .
H6A H 0.4228 -0.0747 0.1090 0.063 Uiso 1 1 calc R . .
C7 C 0.2715(3) -0.1489(7) 0.14448(14) 0.0670(10) Uani 1 1 d . . .
H7A H 0.3417 -0.2320 0.1655 0.080 Uiso 1 1 calc R . .
C8 C 0.1746(4) -0.1913(8) 0.15327(16) 0.0835(12) Uani 1 1 d . . .
H8A H 0.1798 -0.3037 0.1800 0.100 Uiso 1 1 calc R . .
C9 C 0.0710(4) -0.0685(10) 0.12283(19) 0.0949(14) Uani 1 1 d . . .
H9A H 0.0057 -0.0966 0.1287 0.114 Uiso 1 1 calc R . .
C10 C 0.0652(3) 0.0951(9) 0.08395(18) 0.0903(13) Uani 1 1 d . . .
H10A H -0.0049 0.1792 0.0634 0.108 Uiso 1 1 calc R . .
C11 C 0.4359(3) 0.2956(7) 0.12847(13) 0.0620(10) Uani 1 1 d . . .
H11A H 0.3863 0.4391 0.1131 0.074 Uiso 1 1 calc R . .
H11B H 0.4497 0.2785 0.1663 0.074 Uiso 1 1 calc R . .
C12 C 0.5500(3) 0.3385(6) 0.12825(13) 0.0534(9) Uani 1 1 d . . .
C13 C 0.5715(3) 0.5102(7) 0.09824(13) 0.0647(10) Uani 1 1 d . . .
H13A H 0.5156 0.6200 0.0743 0.078 Uiso 1 1 calc R . .
C14 C 0.7442(3) 0.3206(7) 0.14544(14) 0.0621(10) Uani 1 1 d . . .
C15 C 0.6604(3) 0.2134(6) 0.15844(12) 0.0539(9) Uani 1 1 d . . .
C16 C 0.6969(3) 0.0217(7) 0.19695(13) 0.0619(10) Uani 1 1 d . . .
C17 C 0.8119(3) -0.0568(7) 0.21884(14) 0.0759(12) Uani 1 1 d . . .
H17A H 0.8370 -0.1869 0.2437 0.091 Uiso 1 1 calc R . .
C18 C 0.8911(3) 0.0564(9) 0.20415(16) 0.0867(13) Uani 1 1 d . . .
H18A H 0.9686 0.0004 0.2200 0.104 Uiso 1 1 calc R . .
C19 C 0.8602(3) 0.2450(8) 0.16771(16) 0.0786(12) Uani 1 1 d . . .
H19A H 0.9141 0.3193 0.1582 0.094 Uiso 1 1 calc R . .
C20 C 0.6426(3) -0.2724(7) 0.24625(14) 0.0892(13) Uani 1 1 d . . .
H20A H 0.5753 -0.3200 0.2509 0.134 Uiso 1 1 calc R . .
H20B H 0.7055 -0.2244 0.2812 0.134 Uiso 1 1 calc R . .
H20C H 0.6676 -0.4088 0.2318 0.134 Uiso 1 1 calc R . .


_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
O1 N1 1.413(3) . ?
O1 H1A 0.8200 . ?
O2 C16 1.368(4) . ?
O2 C20 1.415(4) . ?
N1 C1 1.259(4) . ?
N2 C14 1.365(4) . ?
N2 C13 1.375(4) . ?
N2 H2C 0.8600 . ?
C1 C2 1.474(4) . ?
C1 C6 1.492(4) . ?
C2 C3 1.513(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.495(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.383(4) . ?
C4 C10 1.391(5) . ?
C5 C7 1.368(4) . ?
C5 C6 1.487(4) . ?
C6 C11 1.536(4) . ?
C6 H6A 0.9800 . ?
C7 C8 1.383(4) . ?
C7 H7A 0.9300 . ?
C8 C9 1.371(5) . ?
C8 H8A 0.9300 . ?
C9 C10 1.361(5) . ?
C9 H9A 0.9300 . ?
C10 H10A 0.9300 . ?
C11 C12 1.478(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.350(4) . ?
C12 C15 1.436(4) . ?
C13 H13A 0.9300 . ?
C14 C19 1.381(4) . ?
C14 C15 1.399(4) . ?
C15 C16 1.400(4) . ?
C16 C17 1.374(4) . ?
C17 C18 1.390(5) . ?
C17 H17A 0.9300 . ?
C18 C19 1.355(5) . ?
C18 H18A 0.9300 . ?
C19 H19A 0.9300 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 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
N1 O1 H1A 109.5 . . ?
C16 O2 C20 118.1(3) . . ?
C1 N1 O1 111.2(3) . . ?
C14 N2 C13 109.0(3) . . ?
C14 N2 H2C 125.5 . . ?
C13 N2 H2C 125.5 . . ?
N1 C1 C2 123.6(3) . . ?
N1 C1 C6 116.2(3) . . ?
C2 C1 C6 120.1(3) . . ?
C1 C2 C3 114.0(3) . . ?
C1 C2 H2A 108.8 . . ?
C3 C2 H2A 108.8 . . ?
C1 C2 H2B 108.8 . . ?
C3 C2 H2B 108.8 . . ?
H2A C2 H2B 107.6 . . ?
C4 C3 C2 113.0(3) . . ?
C4 C3 H3A 109.0 . . ?
C2 C3 H3A 109.0 . . ?
C4 C3 H3B 109.0 . . ?
C2 C3 H3B 109.0 . . ?
H3A C3 H3B 107.8 . . ?
C5 C4 C10 118.6(4) . . ?
C5 C4 C3 119.7(3) . . ?
C10 C4 C3 121.7(4) . . ?
C7 C5 C4 119.8(3) . . ?
C7 C5 C6 121.3(3) . . ?
C4 C5 C6 118.9(3) . . ?
C5 C6 C1 109.9(3) . . ?
C5 C6 C11 111.1(3) . . ?
C1 C6 C11 110.4(3) . . ?
C5 C6 H6A 108.5 . . ?
C1 C6 H6A 108.5 . . ?
C11 C6 H6A 108.5 . . ?
C5 C7 C8 120.6(4) . . ?
C5 C7 H7A 119.7 . . ?
C8 C7 H7A 119.7 . . ?
C9 C8 C7 120.3(4) . . ?
C9 C8 H8A 119.8 . . ?
C7 C8 H8A 119.8 . . ?
C10 C9 C8 118.9(4) . . ?
C10 C9 H9A 120.5 . . ?
C8 C9 H9A 120.5 . . ?
C9 C10 C4 121.8(4) . . ?
C9 C10 H10A 119.1 . . ?
C4 C10 H10A 119.1 . . ?
C12 C11 C6 114.3(3) . . ?
C12 C11 H11A 108.7 . . ?
C6 C11 H11A 108.7 . . ?
C12 C11 H11B 108.7 . . ?
C6 C11 H11B 108.7 . . ?
H11A C11 H11B 107.6 . . ?
C13 C12 C15 104.9(3) . . ?
C13 C12 C11 125.8(3) . . ?
C15 C12 C11 129.2(3) . . ?
C12 C13 N2 110.9(3) . . ?
C12 C13 H13A 124.5 . . ?
N2 C13 H13A 124.5 . . ?
N2 C14 C19 129.9(4) . . ?
N2 C14 C15 106.4(3) . . ?
C19 C14 C15 123.7(4) . . ?
C14 C15 C16 118.0(3) . . ?
C14 C15 C12 108.7(3) . . ?
C16 C15 C12 133.3(3) . . ?
O2 C16 C17 125.8(4) . . ?
O2 C16 C15 115.5(3) . . ?
C17 C16 C15 118.7(4) . . ?
C16 C17 C18 120.7(4) . . ?
C16 C17 H17A 119.7 . . ?
C18 C17 H17A 119.7 . . ?
C19 C18 C17 122.7(4) . . ?
C19 C18 H18A 118.6 . . ?
C17 C18 H18A 118.6 . . ?
C18 C19 C14 116.2(4) . . ?
C18 C19 H19A 121.9 . . ?
C14 C19 H19A 121.9 . . ?
O2 C20 H20A 109.5 . . ?
O2 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O2 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.152
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.044
####################################################################### 
# 
# 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_a_CCDC1
_audit_block_doi                 10.5517/ccdc.csd.cc1z50x2
_database_code_depnum_ccdc_archive 'CCDC 1822084'
_audit_update_record             
;
2018-02-03 deposited with the CCDC.
2018-11-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H20 N2 O2 S'
_chemical_formula_weight         424.50

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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'Pna2(1) '

loop_
_symmetry_equiv_pos_as_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                   7.979(3)
_cell_length_b                   19.9763(13)
_cell_length_c                   13.149(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2095.9(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    688
_cell_measurement_theta_min      2.75
_cell_measurement_theta_max      18.89

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             888
_exptl_absorpt_coefficient_mu    0.181
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9494
_exptl_absorpt_correction_T_max  0.9613
_exptl_absorpt_process_details   SADABS

_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_reflns_number            10090
_diffrn_reflns_av_R_equivalents  0.0791
_diffrn_reflns_av_sigmaI/netI    0.1090
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.85
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3296
_reflns_number_gt                1806
_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, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.0060P)²+0.0200P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.14(12)
_refine_ls_number_reflns         3296
_refine_ls_number_parameters     280
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1220
_refine_ls_R_factor_gt           0.0533
_refine_ls_wR_factor_ref         0.1158
_refine_ls_wR_factor_gt          0.0967
_refine_ls_goodness_of_fit_ref   0.967
_refine_ls_restrained_S_all      0.966
_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
S1 S 0.50251(16) 0.94969(6) 0.96298(11) 0.0689(4) Uani 1 1 d . . .
C1 C 0.6143(5) 0.8249(2) 0.6967(3) 0.0552(11) Uani 1 1 d . . .
C2 C 0.5506(5) 0.8344(2) 0.8619(4) 0.0570(11) Uani 1 1 d . . .
C3 C 0.6126(5) 0.7172(2) 0.6051(4) 0.0620(12) Uani 1 1 d . . .
C4 C 0.5895(5) 0.7562(2) 0.6996(3) 0.0545(11) Uani 1 1 d . . .
C5 C 0.5164(5) 0.7668(2) 0.8731(3) 0.0566(11) Uani 1 1 d . . .
C7 C 0.6013(6) 0.7503(3) 0.5129(4) 0.0665(13) Uani 1 1 d . . .
C9 C 0.4597(5) 0.7565(2) 0.9760(4) 0.0625(12) Uani 1 1 d . . .
C11 C 0.0441(6) 0.9697(2) 0.8515(4) 0.0675(13) Uani 1 1 d . . .
H11A H -0.0639 0.9586 0.8721 0.081 Uiso 1 1 calc R . .
C12 C 0.5383(6) 0.7270(2) 0.7884(3) 0.0593(12) Uani 1 1 d . . .
H12A H 0.5187 0.6811 0.7915 0.071 Uiso 1 1 calc R . .
C13 C 0.5804(7) 0.8236(3) 0.5102(4) 0.0801(15) Uani 1 1 d . . .
H13A H 0.4618 0.8343 0.5108 0.096 Uiso 1 1 calc R . .
H13B H 0.6275 0.8409 0.4475 0.096 Uiso 1 1 calc R . .
C14 C 0.4611(6) 0.8187(3) 1.0237(4) 0.0661(13) Uani 1 1 d . . .
C15 C 0.3368(6) 0.9698(2) 0.8826(3) 0.0547(11) Uani 1 1 d . . .
C16 C 0.6639(6) 0.8574(2) 0.5988(4) 0.0687(13) Uani 1 1 d . . .
H16A H 0.7846 0.8548 0.5909 0.082 Uiso 1 1 calc R . .
H16B H 0.6324 0.9043 0.6003 0.082 Uiso 1 1 calc R . .
C17 C 0.3636(7) 1.0000(2) 0.7918(4) 0.0746(15) Uani 1 1 d . . .
H17A H 0.4718 1.0101 0.7703 0.090 Uiso 1 1 calc R . .
C18 C 0.6373(6) 0.6489(3) 0.6064(4) 0.0802(15) Uani 1 1 d . . .
H18A H 0.6499 0.6271 0.6683 0.096 Uiso 1 1 calc R . .
C19 C 0.1761(6) 0.9537(2) 0.9132(3) 0.0646(13) Uani 1 1 d . . .
H19A H 0.1579 0.9323 0.9750 0.078 Uiso 1 1 calc R . .
C21 C 0.6436(7) 0.6131(3) 0.5190(6) 0.103(2) Uani 1 1 d . . .
H21A H 0.6591 0.5670 0.5215 0.123 Uiso 1 1 calc R . .
C22 C 0.0660(7) 1.0014(3) 0.7607(4) 0.0648(13) Uani 1 1 d . . .
C23 C 0.6065(7) 0.7115(4) 0.4238(4) 0.0875(18) Uani 1 1 d . . .
H23A H 0.5954 0.7325 0.3610 0.105 Uiso 1 1 calc R . .
C24 C 0.4121(7) 0.8253(3) 1.1250(4) 0.0859(16) Uani 1 1 d . . .
H24A H 0.4100 0.8668 1.1570 0.103 Uiso 1 1 calc R . .
C25 C 0.4116(6) 0.6994(3) 1.0292(4) 0.0821(15) Uani 1 1 d . . .
H25A H 0.4119 0.6576 0.9981 0.099 Uiso 1 1 calc R . .
C26 C 0.6273(8) 0.6446(4) 0.4275(6) 0.106(2) Uani 1 1 d . . .
H26A H 0.6305 0.6198 0.3676 0.128 Uiso 1 1 calc R . .
C27 C 0.3670(7) 0.7679(4) 1.1750(5) 0.0999(19) Uani 1 1 d . . .
H27A H 0.3376 0.7708 1.2433 0.120 Uiso 1 1 calc R . .
C28 C -0.0804(7) 1.0177(3) 0.6945(4) 0.0956(18) Uani 1 1 d . . .
H28A H -0.1820 1.0043 0.7280 0.143 Uiso 1 1 calc R . .
H28B H -0.0702 0.9942 0.6311 0.143 Uiso 1 1 calc R . .
H28C H -0.0833 1.0650 0.6820 0.143 Uiso 1 1 calc R . .
C29 C 0.2278(8) 1.0156(2) 0.7322(4) 0.0805(16) Uani 1 1 d . . .
H29A H 0.2461 1.0366 0.6700 0.097 Uiso 1 1 calc R . .
C30 C 0.3633(7) 0.7066(4) 1.1295(4) 0.0976(19) Uani 1 1 d . . .
H30A H 0.3281 0.6694 1.1661 0.117 Uiso 1 1 calc R . .
N1 N 0.5973(5) 0.86509(18) 0.7786(3) 0.0634(10) Uani 1 1 d . . .
N2 N 0.5206(5) 0.86736(17) 0.9552(3) 0.0650(10) Uani 1 1 d . . .
O1 O 0.6514(4) 0.97821(16) 0.9243(3) 0.0905(12) Uani 1 1 d . . .
O2 O 0.4546(4) 0.96284(17) 1.0657(2) 0.0865(11) 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
S1 O1 1.412(3) . ?
S1 O2 1.429(3) . ?
S1 N2 1.654(4) . ?
S1 C15 1.739(5) . ?
C1 N1 1.350(5) . ?
C1 C4 1.387(5) . ?
C1 C16 1.494(6) . ?
C2 N1 1.308(5) . ?
C2 C5 1.387(6) . ?
C2 N2 1.412(6) . ?
C3 C18 1.378(6) . ?
C3 C7 1.383(6) . ?
C3 C4 1.478(6) . ?
C4 C12 1.367(6) . ?
C5 C12 1.380(6) . ?
C5 C9 1.441(7) . ?
C7 C23 1.405(6) . ?
C7 C13 1.475(6) . ?
C9 C14 1.391(6) . ?
C9 C25 1.391(6) . ?
C11 C22 1.363(7) . ?
C11 C19 1.367(6) . ?
C11 H11A 0.9300 . ?
C12 H12A 0.9300 . ?
C13 C16 1.502(7) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C24 1.394(7) . ?
C14 N2 1.409(6) . ?
C15 C17 1.355(6) . ?
C15 C19 1.382(6) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C29 1.373(7) . ?
C17 H17A 0.9300 . ?
C18 C21 1.354(8) . ?
C18 H18A 0.9300 . ?
C19 H19A 0.9300 . ?
C21 C26 1.364(8) . ?
C21 H21A 0.9300 . ?
C22 C29 1.374(7) . ?
C22 C28 1.492(6) . ?
C23 C26 1.349(8) . ?
C23 H23A 0.9300 . ?
C24 C27 1.371(7) . ?
C24 H24A 0.9300 . ?
C25 C30 1.381(7) . ?
C25 H25A 0.9300 . ?
C26 H26A 0.9300 . ?
C27 C30 1.363(8) . ?
C27 H27A 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9300 . ?
C30 H30A 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
O1 S1 O2 119.4(2) . . ?
O1 S1 N2 107.77(19) . . ?
O2 S1 N2 105.4(2) . . ?
O1 S1 C15 109.1(2) . . ?
O2 S1 C15 109.2(2) . . ?
N2 S1 C15 104.97(19) . . ?
N1 C1 C4 123.5(4) . . ?
N1 C1 C16 117.1(4) . . ?
C4 C1 C16 119.4(4) . . ?
N1 C2 C5 127.0(4) . . ?
N1 C2 N2 123.8(4) . . ?
C5 C2 N2 109.1(4) . . ?
C18 C3 C7 119.5(5) . . ?
C18 C3 C4 121.9(5) . . ?
C7 C3 C4 118.5(4) . . ?
C12 C4 C1 119.3(4) . . ?
C12 C4 C3 122.0(4) . . ?
C1 C4 C3 118.7(4) . . ?
C12 C5 C2 116.8(4) . . ?
C12 C5 C9 135.7(4) . . ?
C2 C5 C9 107.5(4) . . ?
C3 C7 C23 117.7(5) . . ?
C3 C7 C13 120.2(4) . . ?
C23 C7 C13 122.1(5) . . ?
C14 C9 C25 120.4(5) . . ?
C14 C9 C5 107.1(4) . . ?
C25 C9 C5 132.5(5) . . ?
C22 C11 C19 121.9(5) . . ?
C22 C11 H11A 119.0 . . ?
C19 C11 H11A 119.0 . . ?
C4 C12 C5 118.8(4) . . ?
C4 C12 H12A 120.6 . . ?
C5 C12 H12A 120.6 . . ?
C7 C13 C16 112.1(4) . . ?
C7 C13 H13A 109.2 . . ?
C16 C13 H13A 109.2 . . ?
C7 C13 H13B 109.2 . . ?
C16 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
C9 C14 C24 120.9(5) . . ?
C9 C14 N2 109.3(4) . . ?
C24 C14 N2 129.8(5) . . ?
C17 C15 C19 120.4(5) . . ?
C17 C15 S1 121.2(4) . . ?
C19 C15 S1 118.4(4) . . ?
C1 C16 C13 110.8(4) . . ?
C1 C16 H16A 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C1 C16 H16B 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 108.1 . . ?
C15 C17 C29 118.6(5) . . ?
C15 C17 H17A 120.7 . . ?
C29 C17 H17A 120.7 . . ?
C21 C18 C3 121.2(6) . . ?
C21 C18 H18A 119.4 . . ?
C3 C18 H18A 119.4 . . ?
C11 C19 C15 119.2(4) . . ?
C11 C19 H19A 120.4 . . ?
C15 C19 H19A 120.4 . . ?
C18 C21 C26 120.0(6) . . ?
C18 C21 H21A 120.0 . . ?
C26 C21 H21A 120.0 . . ?
C11 C22 C29 117.1(5) . . ?
C11 C22 C28 120.7(5) . . ?
C29 C22 C28 122.2(5) . . ?
C26 C23 C7 121.4(6) . . ?
C26 C23 H23A 119.3 . . ?
C7 C23 H23A 119.3 . . ?
C27 C24 C14 116.9(5) . . ?
C27 C24 H24A 121.6 . . ?
C14 C24 H24A 121.6 . . ?
C30 C25 C9 118.2(5) . . ?
C30 C25 H25A 120.9 . . ?
C9 C25 H25A 120.9 . . ?
C23 C26 C21 120.1(6) . . ?
C23 C26 H26A 120.0 . . ?
C21 C26 H26A 120.0 . . ?
C30 C27 C24 123.1(6) . . ?
C30 C27 H27A 118.5 . . ?
C24 C27 H27A 118.5 . . ?
C22 C28 H28A 109.5 . . ?
C22 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C22 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C17 C29 C22 122.7(5) . . ?
C17 C29 H29A 118.7 . . ?
C22 C29 H29A 118.7 . . ?
C27 C30 C25 120.5(6) . . ?
C27 C30 H30A 119.8 . . ?
C25 C30 H30A 119.8 . . ?
C2 N1 C1 114.7(4) . . ?
C14 N2 C2 106.9(4) . . ?
C14 N2 S1 128.1(3) . . ?
C2 N2 S1 122.1(3) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.148
_refine_diff_density_min         -0.162
_refine_diff_density_rms         0.038
