# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_syn_CSA_salt
_database_code_depnum_ccdc_archive 'CCDC 1436151'
_audit_update_record             
;
2016-01-08 deposited with the CCDC.
2016-01-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H30 N2 O6 S2'
_chemical_formula_weight         506.62

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           monoclinic
_symmetry_space_group_name_H-M   'P 21'

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

_cell_length_a                   12.5236(3)
_cell_length_b                   7.5380(2)
_cell_length_c                   12.9539(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.676(2)
_cell_angle_gamma                90.00
_cell_volume                     1221.55(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5599
_cell_measurement_theta_min      3.13
_cell_measurement_theta_max      27.50

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             536
_exptl_absorpt_coefficient_mu    0.261
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9794
_exptl_absorpt_correction_T_max  0.9871
_exptl_absorpt_process_details   '(CrysAlis PRO; Agilent, 2011)'

_exptl_special_details           
; 
Abpsorption correction: CryAllisPro, Agilent Technologies,
Empirical absorption correction using spherical harmonics,
implemented in SCALE# ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'Agilent Supernova Dual/Cu at zero/Atlas'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11729
_diffrn_reflns_av_R_equivalents  0.0280
_diffrn_reflns_av_sigmaI/netI    0.0448
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.13
_diffrn_reflns_theta_max         27.50
_reflns_number_total             5599
_reflns_number_gt                5021
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis PRO (Agilent, 2011)'
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2011)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2011)'
_computing_structure_solution    'SHELX-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELX-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP3 for Windows (Farrugia, 1997)'
_computing_publication_material  
;
SHELXL-97 (Sheldrick, 1997), PLATON (Spek, 2003)
;

_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)+(0.0629P)²+0.5944P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(8)
_refine_ls_number_reflns         5599
_refine_ls_number_parameters     324
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0482
_refine_ls_wR_factor_ref         0.1230
_refine_ls_wR_factor_gt          0.1157
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_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 0.80130(5) 0.78423(8) 0.32352(5) 0.02329(15) Uani 1 1 d . . .
S2 S 0.68379(5) 1.03080(10) 0.02393(5) 0.02694(17) Uani 1 1 d . . .
O1 O 0.89873(16) 0.8764(3) 0.30315(19) 0.0350(5) Uani 1 1 d . . .
O2 O 0.72374(17) 0.8803(3) 0.37865(18) 0.0329(5) Uani 1 1 d . . .
O3 O 0.61755(16) 0.8708(3) 0.01617(19) 0.0394(6) Uani 1 1 d . . .
O4 O 0.71366(19) 1.0813(3) 0.12900(18) 0.0411(6) Uani 1 1 d . . .
O5 O 0.63357(19) 1.1763(4) -0.0337(2) 0.0495(7) Uani 1 1 d . . .
O6 O 0.7912(2) 0.5969(4) -0.0034(2) 0.0603(9) Uani 1 1 d . . .
N1 N 0.58485(18) 0.4984(4) 0.08895(18) 0.0301(6) Uani 1 1 d . . .
H1A H 0.5144 0.4882 0.0779 0.045 Uiso 1 1 calc R . .
H1B H 0.6178 0.4226 0.0485 0.045 Uiso 1 1 calc R . .
H1C H 0.6048 0.6086 0.0746 0.045 Uiso 1 1 calc R . .
N2 N 0.7503(2) 0.6965(3) 0.2167(2) 0.0265(5) Uani 1 1 d . . .
C1 C 0.6143(2) 0.4576(4) 0.2002(2) 0.0241(6) Uani 1 1 d . . .
C2 C 0.7333(2) 0.5049(4) 0.2194(2) 0.0199(5) Uani 1 1 d . . .
C11 C 0.5408(2) 0.5459(6) 0.2719(2) 0.0377(8) Uani 1 1 d . . .
C12 C 0.5051(3) 0.7205(6) 0.2556(3) 0.0516(11) Uani 1 1 d . . .
H12 H 0.5273 0.7839 0.1988 0.062 Uiso 1 1 calc R . .
C13 C 0.4377(3) 0.7985(10) 0.3228(4) 0.094(2) Uani 1 1 d . . .
H13 H 0.4139 0.9137 0.3101 0.113 Uiso 1 1 calc R . .
C14 C 0.4056(4) 0.7131(15) 0.4059(5) 0.113(3) Uani 1 1 d . . .
H14 H 0.3609 0.7701 0.4506 0.136 Uiso 1 1 calc R . .
C15 C 0.4379(4) 0.5408(14) 0.4265(3) 0.104(3) Uani 1 1 d . . .
H15 H 0.4146 0.4819 0.4844 0.125 Uiso 1 1 calc R . .
C16 C 0.5078(3) 0.4537(8) 0.3579(3) 0.0623(14) Uani 1 1 d . . .
H16 H 0.5305 0.3379 0.3705 0.075 Uiso 1 1 calc R . .
C21 C 0.8236(2) 0.5794(3) 0.3836(2) 0.0183(5) Uani 1 1 d . . .
C22 C 0.7809(2) 0.4438(3) 0.32274(19) 0.0178(5) Uani 1 1 d . . .
C23 C 0.7906(2) 0.2713(4) 0.3577(2) 0.0271(6) Uani 1 1 d . . .
H23 H 0.7618 0.1777 0.3188 0.033 Uiso 1 1 calc R . .
C24 C 0.8444(3) 0.2403(4) 0.4523(2) 0.0315(7) Uani 1 1 d . . .
H24 H 0.8516 0.1244 0.4761 0.038 Uiso 1 1 calc R . .
C25 C 0.8876(2) 0.3772(4) 0.5119(2) 0.0277(6) Uani 1 1 d . . .
H25 H 0.9233 0.3526 0.5748 0.033 Uiso 1 1 calc R . .
C26 C 0.8777(2) 0.5509(4) 0.4776(2) 0.0232(5) Uani 1 1 d . . .
H26 H 0.9062 0.6448 0.5165 0.028 Uiso 1 1 calc R . .
C3 C 0.8088(3) 0.9806(5) -0.0308(3) 0.0399(8) Uani 1 1 d . . .
H3A H 0.8393 1.0910 -0.0543 0.048 Uiso 1 1 calc R . .
H3B H 0.8567 0.9350 0.0239 0.048 Uiso 1 1 calc R . .
C31 C 0.7667(3) 0.7652(7) -0.2996(3) 0.0556(11) Uani 1 1 d . . .
H31A H 0.7211 0.6691 -0.3250 0.067 Uiso 1 1 calc R . .
H31B H 0.7774 0.8481 -0.3555 0.067 Uiso 1 1 calc R . .
C32 C 0.8739(3) 0.6947(5) -0.2536(3) 0.0385(8) Uani 1 1 d . . .
C33 C 0.8472(3) 0.5484(5) -0.1785(3) 0.0462(9) Uani 1 1 d . . .
H33A H 0.9095 0.4768 -0.1596 0.055 Uiso 1 1 calc R . .
H33B H 0.7906 0.4723 -0.2066 0.055 Uiso 1 1 calc R . .
C34 C 0.8108(3) 0.6564(5) -0.0872(3) 0.0384(8) Uani 1 1 d . . .
C35 C 0.8083(2) 0.8487(4) -0.1206(2) 0.0260(6) Uani 1 1 d . . .
C36 C 0.7185(3) 0.8593(6) -0.2055(2) 0.0405(8) Uani 1 1 d . . .
H36A H 0.7006 0.9816 -0.2217 0.049 Uiso 1 1 calc R . .
H36B H 0.6548 0.7984 -0.1844 0.049 Uiso 1 1 calc R . .
C37 C 0.9121(2) 0.8477(5) -0.1844(3) 0.0376(8) Uani 1 1 d . . .
C38 C 0.9317(4) 1.0196(6) -0.2399(4) 0.0725(15) Uani 1 1 d . . .
H38A H 0.9906 1.0053 -0.2840 0.109 Uiso 1 1 calc R . .
H38B H 0.9481 1.1113 -0.1902 0.109 Uiso 1 1 calc R . .
H38C H 0.8688 1.0518 -0.2809 0.109 Uiso 1 1 calc R . .
C39 C 1.0137(2) 0.7995(6) -0.1177(3) 0.0506(10) Uani 1 1 d . . .
H39A H 0.9970 0.7081 -0.0695 0.076 Uiso 1 1 calc R . .
H39B H 1.0391 0.9027 -0.0807 0.076 Uiso 1 1 calc R . .
H39C H 1.0681 0.7579 -0.1616 0.076 Uiso 1 1 calc R . .
H1 H 0.614(2) 0.342(4) 0.203(2) 0.020 Uiso 1 1 d . . .
H2 H 0.769(2) 0.454(4) 0.168(2) 0.020 Uiso 1 1 d . . .
H32 H 0.916(3) 0.657(6) -0.299(3) 0.047(11) Uiso 1 1 d . . .
H2N H 0.780(3) 0.731(6) 0.162(3) 0.054(13) Uiso 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 O2 1.429(2) . ?
S1 O1 1.439(2) . ?
S1 N2 1.637(3) . ?
S1 C21 1.746(3) . ?
S2 O4 1.446(2) . ?
S2 O5 1.453(3) . ?
S2 O3 1.465(2) . ?
S2 C3 1.790(3) . ?
O6 C34 1.211(4) . ?
N1 C1 1.503(4) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N2 C2 1.461(4) . ?
N2 H2N 0.85(4) . ?
C1 C11 1.494(4) . ?
C1 C2 1.541(4) . ?
C1 H1 0.87(3) . ?
C2 C22 1.511(4) . ?
C2 H2 0.91(3) . ?
C11 C16 1.391(5) . ?
C11 C12 1.403(6) . ?
C12 C13 1.374(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.332(10) . ?
C13 H13 0.9300 . ?
C14 C15 1.383(11) . ?
C14 H14 0.9300 . ?
C15 C16 1.436(8) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C21 C26 1.382(4) . ?
C21 C22 1.383(3) . ?
C22 C23 1.380(4) . ?
C23 C24 1.390(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.384(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.387(4) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C3 C35 1.530(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C31 C32 1.539(5) . ?
C31 C36 1.557(5) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 C33 1.518(5) . ?
C32 C37 1.524(5) . ?
C32 H32 0.85(4) . ?
C33 C34 1.523(5) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 C35 1.513(5) . ?
C35 C36 1.537(4) . ?
C35 C37 1.573(4) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 C38 1.508(6) . ?
C37 C39 1.548(5) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 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
O2 S1 O1 116.66(13) . . ?
O2 S1 N2 112.33(14) . . ?
O1 S1 N2 109.92(14) . . ?
O2 S1 C21 108.89(12) . . ?
O1 S1 C21 112.92(13) . . ?
N2 S1 C21 93.88(13) . . ?
O4 S2 O5 111.85(16) . . ?
O4 S2 O3 113.71(15) . . ?
O5 S2 O3 110.85(16) . . ?
O4 S2 C3 103.66(16) . . ?
O5 S2 C3 108.75(17) . . ?
O3 S2 C3 107.58(15) . . ?
C1 N1 H1A 109.5 . . ?
C1 N1 H1B 109.5 . . ?
H1A N1 H1B 109.5 . . ?
C1 N1 H1C 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C2 N2 S1 115.5(2) . . ?
C2 N2 H2N 113(3) . . ?
S1 N2 H2N 114(3) . . ?
C11 C1 N1 112.0(3) . . ?
C11 C1 C2 114.6(2) . . ?
N1 C1 C2 107.4(2) . . ?
C11 C1 H1 114(2) . . ?
N1 C1 H1 104(2) . . ?
C2 C1 H1 104(2) . . ?
N2 C2 C22 105.7(2) . . ?
N2 C2 C1 111.5(2) . . ?
C22 C2 C1 114.2(2) . . ?
N2 C2 H2 108.7(19) . . ?
C22 C2 H2 110(2) . . ?
C1 C2 H2 107(2) . . ?
C16 C11 C12 119.0(4) . . ?
C16 C11 C1 119.3(4) . . ?
C12 C11 C1 121.7(3) . . ?
C13 C12 C11 120.4(5) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C14 C13 C12 121.5(7) . . ?
C14 C13 H13 119.2 . . ?
C12 C13 H13 119.2 . . ?
C13 C14 C15 120.9(5) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 H14 119.5 . . ?
C14 C15 C16 119.4(5) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 H15 120.3 . . ?
C11 C16 C15 118.7(6) . . ?
C11 C16 H16 120.7 . . ?
C15 C16 H16 120.7 . . ?
C26 C21 C22 123.2(2) . . ?
C26 C21 S1 126.3(2) . . ?
C22 C21 S1 110.48(19) . . ?
C23 C22 C21 118.9(2) . . ?
C23 C22 C2 127.1(2) . . ?
C21 C22 C2 113.9(2) . . ?
C22 C23 C24 118.6(3) . . ?
C22 C23 H23 120.7 . . ?
C24 C23 H23 120.7 . . ?
C25 C24 C23 121.8(3) . . ?
C25 C24 H24 119.1 . . ?
C23 C24 H24 119.1 . . ?
C24 C25 C26 119.9(3) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C21 C26 C25 117.5(3) . . ?
C21 C26 H26 121.3 . . ?
C25 C26 H26 121.3 . . ?
C35 C3 S2 117.8(2) . . ?
C35 C3 H3A 107.9 . . ?
S2 C3 H3A 107.9 . . ?
C35 C3 H3B 107.9 . . ?
S2 C3 H3B 107.9 . . ?
H3A C3 H3B 107.2 . . ?
C32 C31 C36 102.5(3) . . ?
C32 C31 H31A 111.3 . . ?
C36 C31 H31A 111.3 . . ?
C32 C31 H31B 111.3 . . ?
C36 C31 H31B 111.3 . . ?
H31A C31 H31B 109.2 . . ?
C33 C32 C37 104.2(3) . . ?
C33 C32 C31 106.6(3) . . ?
C37 C32 C31 102.2(3) . . ?
C33 C32 H32 111(3) . . ?
C37 C32 H32 118(3) . . ?
C31 C32 H32 113(3) . . ?
C32 C33 C34 101.1(3) . . ?
C32 C33 H33A 111.6 . . ?
C34 C33 H33A 111.6 . . ?
C32 C33 H33B 111.6 . . ?
C34 C33 H33B 111.6 . . ?
H33A C33 H33B 109.4 . . ?
O6 C34 C35 127.6(3) . . ?
O6 C34 C33 125.4(4) . . ?
C35 C34 C33 107.1(3) . . ?
C34 C35 C3 113.9(3) . . ?
C34 C35 C36 105.0(3) . . ?
C3 C35 C36 119.2(3) . . ?
C34 C35 C37 98.0(2) . . ?
C3 C35 C37 115.4(3) . . ?
C36 C35 C37 102.7(2) . . ?
C35 C36 C31 103.9(3) . . ?
C35 C36 H36A 111.0 . . ?
C31 C36 H36A 111.0 . . ?
C35 C36 H36B 111.0 . . ?
C31 C36 H36B 111.0 . . ?
H36A C36 H36B 109.0 . . ?
C38 C37 C32 115.1(3) . . ?
C38 C37 C39 108.7(3) . . ?
C32 C37 C39 112.2(3) . . ?
C38 C37 C35 113.8(3) . . ?
C32 C37 C35 93.9(2) . . ?
C39 C37 C35 112.7(3) . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.547
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.061
####################################################################### 
# 
# 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_anti_CSA_salt
_database_code_depnum_ccdc_archive 'CCDC 1436152'
_audit_update_record             
;
2016-01-08 deposited with the CCDC.
2016-01-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H30 N2 O6 S2'
_chemical_formula_weight         506.62

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           monoclinic
_symmetry_space_group_name_H-M   'P 21'


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

_cell_length_a                   13.1356(2)
_cell_length_b                   7.03520(10)
_cell_length_c                   14.6189(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 112.8645(8)
_cell_angle_gamma                90.00
_cell_volume                     1244.81(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3064
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.48


_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             536
_exptl_absorpt_coefficient_mu    0.256
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9724
_exptl_absorpt_correction_T_max  0.9873
_exptl_absorpt_process_details   
;
HKL SCALEPACK (Otwinowski & Minor, 1997)
;

_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  'Nonius Kappa CCD diffractometer'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            20767
_diffrn_reflns_av_R_equivalents  0.028
_diffrn_reflns_av_sigmaI/netI    0.0195
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.66
_diffrn_reflns_theta_max         27.48
_reflns_number_total             5599
_reflns_number_gt                5307
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?


_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)+(0.0897P)²+0.0000P] 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     SHELXL
_refine_ls_extinction_coef       0.290(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.06(5)
_refine_ls_number_reflns         5599
_refine_ls_number_parameters     323
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0474
_refine_ls_wR_factor_ref         0.1300
_refine_ls_wR_factor_gt          0.1106
_refine_ls_goodness_of_fit_ref   1.280
_refine_ls_restrained_S_all      1.280
_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 0.32510(4) 1.28418(8) 0.58536(3) 0.03875(16) Uani 1 1 d . . .
S2 S 0.33561(4) 0.66273(6) 0.86244(3) 0.03213(15) Uani 1 1 d . . .
O1 O 0.25196(15) 1.4360(3) 0.53478(13) 0.0546(5) Uani 1 1 d . . .
O2 O 0.28138(16) 1.0954(3) 0.57334(14) 0.0538(5) Uani 1 1 d . . .
O3 O 0.37873(12) 0.8107(2) 0.93851(11) 0.0394(3) Uani 1 1 d . . .
O4 O 0.36299(14) 0.7026(2) 0.77648(11) 0.0439(4) Uani 1 1 d . . .
O5 O 0.36941(14) 0.4736(2) 0.90388(12) 0.0426(4) Uani 1 1 d . . .
O6 O 0.0925(2) 0.8967(4) 0.93320(15) 0.0696(6) Uani 1 1 d . . .
N1 N 0.47489(14) 1.1293(2) 0.88393(12) 0.0334(3) Uani 1 1 d . . .
H1A H 0.4533 1.0211 0.9024 0.050 Uiso 1 1 calc R . .
H1B H 0.4189 1.2112 0.8639 0.050 Uiso 1 1 calc R . .
H1C H 0.5309 1.1783 0.9351 0.050 Uiso 1 1 calc R . .
N2 N 0.38479(15) 1.3367(3) 0.70461(12) 0.0363(4) Uani 1 1 d . . .
C1 C 0.51139(16) 1.0905(3) 0.79988(14) 0.0322(4) Uani 1 1 d . . .
C2 C 0.50250(15) 1.2809(3) 0.74474(13) 0.0335(4) Uani 1 1 d . . .
C3 C 0.18966(17) 0.6645(3) 0.82123(17) 0.0400(4) Uani 1 1 d . . .
H3A H 0.1610 0.5697 0.7692 0.048 Uiso 1 1 calc R . .
H3B H 0.1713 0.6222 0.8761 0.048 Uiso 1 1 calc R . .
C11 C 0.62294(17) 0.9942(3) 0.83908(15) 0.0359(4) Uani 1 1 d . . .
C12 C 0.6305(2) 0.8060(4) 0.8149(3) 0.0572(6) Uani 1 1 d . . .
H12 H 0.5675 0.7425 0.7731 0.069 Uiso 1 1 calc R . .
C13 C 0.7308(3) 0.7113(5) 0.8521(3) 0.0788(10) Uani 1 1 d . . .
H13 H 0.7347 0.5847 0.8356 0.095 Uiso 1 1 calc R . .
C14 C 0.8246(2) 0.8045(5) 0.9136(3) 0.0677(8) Uani 1 1 d . . .
H14 H 0.8915 0.7398 0.9397 0.081 Uiso 1 1 calc R . .
C15 C 0.8195(2) 0.9924(5) 0.93628(19) 0.0544(6) Uani 1 1 d . . .
H15 H 0.8834 1.0559 0.9761 0.065 Uiso 1 1 calc R . .
C16 C 0.71866(19) 1.0886(4) 0.89985(17) 0.0451(5) Uani 1 1 d . . .
H16 H 0.7153 1.2156 0.9161 0.054 Uiso 1 1 calc R . .
C21 C 0.44925(18) 1.2776(3) 0.56605(15) 0.0380(4) Uani 1 1 d . . .
C22 C 0.53698(17) 1.2702(3) 0.65636(15) 0.0364(4) Uani 1 1 d . . .
C23 C 0.6439(2) 1.2620(4) 0.65804(19) 0.0462(5) Uani 1 1 d . . .
H23 H 0.7048 1.2544 0.7179 0.055 Uiso 1 1 calc R . .
C24 C 0.6574(2) 1.2656(4) 0.5681(2) 0.0526(6) Uani 1 1 d . . .
H24 H 0.7283 1.2640 0.5685 0.063 Uiso 1 1 calc R . .
C25 C 0.5677(2) 1.2714(4) 0.47832(18) 0.0520(6) Uani 1 1 d . . .
H25 H 0.5789 1.2724 0.4193 0.062 Uiso 1 1 calc R . .
C26 C 0.4608(2) 1.2757(4) 0.47560(16) 0.0467(5) Uani 1 1 d . . .
H26 H 0.3996 1.2773 0.4158 0.056 Uiso 1 1 calc R . .
C31 C 0.0948(2) 1.1502(4) 0.6903(2) 0.0551(6) Uani 1 1 d . . .
H31A H 0.0954 1.2768 0.7169 0.066 Uiso 1 1 calc R . .
H31B H 0.1013 1.1603 0.6267 0.066 Uiso 1 1 calc R . .
C32 C -0.0097(2) 1.0420(4) 0.6808(2) 0.0516(6) Uani 1 1 d . . .
H32 H -0.0759 1.0785 0.6234 0.062 Uiso 1 1 calc R . .
C33 C -0.0210(3) 1.0604(5) 0.7805(3) 0.0656(8) Uani 1 1 d . . .
H33A H -0.0091 1.1904 0.8045 0.079 Uiso 1 1 calc R . .
H33B H -0.0930 1.0181 0.7760 0.079 Uiso 1 1 calc R . .
C34 C 0.0704(2) 0.9294(4) 0.84693(19) 0.0488(5) Uani 1 1 d . . .
C35 C 0.12673(15) 0.8491(3) 0.78183(15) 0.0353(4) Uani 1 1 d . . .
C36 C 0.18858(18) 1.0260(3) 0.76356(18) 0.0455(5) Uani 1 1 d . . .
H36A H 0.2280 1.0937 0.8250 0.055 Uiso 1 1 calc R . .
H36B H 0.2406 0.9884 0.7346 0.055 Uiso 1 1 calc R . .
C37 C 0.02551(19) 0.8313(4) 0.68060(17) 0.0468(5) Uani 1 1 d . . .
C38 C -0.0607(2) 0.6861(5) 0.6848(3) 0.0744(10) Uani 1 1 d . . .
H38A H -0.1286 0.7031 0.6282 0.112 Uiso 1 1 calc R . .
H38B H -0.0736 0.7055 0.7445 0.112 Uiso 1 1 calc R . .
H38C H -0.0335 0.5596 0.6845 0.112 Uiso 1 1 calc R . .
C39 C 0.0576(3) 0.7806(5) 0.59396(19) 0.0717(9) Uani 1 1 d . . .
H39A H -0.0069 0.7833 0.5333 0.108 Uiso 1 1 calc R . .
H39B H 0.0893 0.6555 0.6039 0.108 Uiso 1 1 calc R . .
H39C H 0.1106 0.8709 0.5902 0.108 Uiso 1 1 calc R . .
H1 H 0.4619(18) 1.008(4) 0.7594(16) 0.023(5) Uiso 1 1 d . . .
H2 H 0.5421(18) 1.377(4) 0.7963(16) 0.026(5) Uiso 1 1 d . . .
H2N H 0.376(2) 1.453(5) 0.719(2) 0.041(7) Uiso 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 O2 1.431(2) . ?
S1 O1 1.4350(18) . ?
S1 N2 1.6517(18) . ?
S1 C21 1.760(2) . ?
S2 O5 1.4580(16) . ?
S2 O4 1.4624(15) . ?
S2 O3 1.4669(15) . ?
S2 C3 1.772(2) . ?
O6 C34 1.201(3) . ?
N1 C1 1.507(2) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N2 C2 1.478(3) . ?
N2 H2N 0.87(3) . ?
C1 C11 1.511(3) . ?
C1 C2 1.544(3) . ?
C1 H1 0.90(2) . ?
C2 C22 1.528(2) . ?
C2 H2 1.00(2) . ?
C3 C35 1.527(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C11 C12 1.384(4) . ?
C11 C16 1.394(3) . ?
C12 C13 1.385(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.376(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.371(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.396(3) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C21 C22 1.375(3) . ?
C21 C26 1.388(3) . ?
C22 C23 1.396(3) . ?
C23 C24 1.393(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.383(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.389(4) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C31 C32 1.528(4) . ?
C31 C36 1.550(3) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 C33 1.526(4) . ?
C32 C37 1.553(4) . ?
C32 H32 0.9800 . ?
C33 C34 1.525(4) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 C35 1.523(3) . ?
C35 C37 1.563(3) . ?
C35 C36 1.565(3) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 C39 1.524(4) . ?
C37 C38 1.544(4) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 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
O2 S1 O1 118.13(13) . . ?
O2 S1 N2 109.93(11) . . ?
O1 S1 N2 108.99(11) . . ?
O2 S1 C21 107.96(11) . . ?
O1 S1 C21 114.42(11) . . ?
N2 S1 C21 94.92(10) . . ?
O5 S2 O4 113.29(10) . . ?
O5 S2 O3 111.54(9) . . ?
O4 S2 O3 111.34(10) . . ?
O5 S2 C3 105.19(10) . . ?
O4 S2 C3 107.54(10) . . ?
O3 S2 C3 107.51(10) . . ?
C1 N1 H1A 109.5 . . ?
C1 N1 H1B 109.5 . . ?
H1A N1 H1B 109.5 . . ?
C1 N1 H1C 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C2 N2 S1 110.72(13) . . ?
C2 N2 H2N 112.2(19) . . ?
S1 N2 H2N 114.7(18) . . ?
N1 C1 C11 109.92(15) . . ?
N1 C1 C2 106.59(16) . . ?
C11 C1 C2 116.91(17) . . ?
N1 C1 H1 106.0(14) . . ?
C11 C1 H1 108.0(15) . . ?
C2 C1 H1 109.0(15) . . ?
N2 C2 C22 106.59(14) . . ?
N2 C2 C1 107.04(16) . . ?
C22 C2 C1 114.32(16) . . ?
N2 C2 H2 106.1(13) . . ?
C22 C2 H2 115.8(13) . . ?
C1 C2 H2 106.4(14) . . ?
C35 C3 S2 119.32(15) . . ?
C35 C3 H3A 107.5 . . ?
S2 C3 H3A 107.5 . . ?
C35 C3 H3B 107.5 . . ?
S2 C3 H3B 107.5 . . ?
H3A C3 H3B 107.0 . . ?
C12 C11 C16 118.8(2) . . ?
C12 C11 C1 119.2(2) . . ?
C16 C11 C1 121.99(19) . . ?
C11 C12 C13 120.8(3) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C14 C13 C12 120.1(3) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C15 C14 C13 120.1(3) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 120.3(3) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C11 C16 C15 119.9(2) . . ?
C11 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C22 C21 C26 123.6(2) . . ?
C22 C21 S1 109.27(15) . . ?
C26 C21 S1 127.14(18) . . ?
C21 C22 C23 118.71(19) . . ?
C21 C22 C2 113.37(17) . . ?
C23 C22 C2 127.86(19) . . ?
C24 C23 C22 118.6(2) . . ?
C24 C23 H23 120.7 . . ?
C22 C23 H23 120.7 . . ?
C25 C24 C23 121.5(2) . . ?
C25 C24 H24 119.3 . . ?
C23 C24 H24 119.3 . . ?
C24 C25 C26 120.5(2) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C21 C26 C25 117.1(2) . . ?
C21 C26 H26 121.4 . . ?
C25 C26 H26 121.4 . . ?
C32 C31 C36 103.1(2) . . ?
C32 C31 H31A 111.1 . . ?
C36 C31 H31A 111.1 . . ?
C32 C31 H31B 111.1 . . ?
C36 C31 H31B 111.1 . . ?
H31A C31 H31B 109.1 . . ?
C33 C32 C31 106.7(2) . . ?
C33 C32 C37 102.9(2) . . ?
C31 C32 C37 102.6(2) . . ?
C33 C32 H32 114.4 . . ?
C31 C32 H32 114.4 . . ?
C37 C32 H32 114.4 . . ?
C34 C33 C32 102.3(2) . . ?
C34 C33 H33A 111.3 . . ?
C32 C33 H33A 111.3 . . ?
C34 C33 H33B 111.3 . . ?
C32 C33 H33B 111.3 . . ?
H33A C33 H33B 109.2 . . ?
O6 C34 C35 127.4(2) . . ?
O6 C34 C33 126.4(3) . . ?
C35 C34 C33 106.2(2) . . ?
C34 C35 C3 113.78(18) . . ?
C34 C35 C37 100.39(18) . . ?
C3 C35 C37 115.20(18) . . ?
C34 C35 C36 102.82(19) . . ?
C3 C35 C36 120.00(17) . . ?
C37 C35 C36 102.05(17) . . ?
C31 C36 C35 103.91(18) . . ?
C31 C36 H36A 111.0 . . ?
C35 C36 H36A 111.0 . . ?
C31 C36 H36B 111.0 . . ?
C35 C36 H36B 111.0 . . ?
H36A C36 H36B 109.0 . . ?
C39 C37 C38 108.8(3) . . ?
C39 C37 C32 113.8(2) . . ?
C38 C37 C32 114.0(2) . . ?
C39 C37 C35 113.4(2) . . ?
C38 C37 C35 112.5(2) . . ?
C32 C37 C35 93.80(18) . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.741
_refine_diff_density_min         -0.770
_refine_diff_density_rms         0.240
####################################################################### 
# 
# 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_trans-5
_database_code_depnum_ccdc_archive 'CCDC 1436153'
_audit_update_record             
;
2016-01-08 deposited with the CCDC.
2016-01-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H11 N O2 S'
_chemical_formula_weight         257.30

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           triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.1388(2)
_cell_length_b                   9.6226(2)
_cell_length_c                   9.7540(2)
_cell_angle_alpha                117.1972(15)
_cell_angle_beta                 112.3062(17)
_cell_angle_gamma                92.1331(15)
_cell_volume                     607.64(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2670
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      27.48

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             268
_exptl_absorpt_coefficient_mu    0.258
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9697
_exptl_absorpt_correction_T_max  0.9949
_exptl_absorpt_process_details   
;
HKL SCALEPACK (Otwinowski & Minor, 1997)
;

_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  'Nonius Kappa CCD diffractometer'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4740
_diffrn_reflns_av_R_equivalents  0.0141
_diffrn_reflns_av_sigmaI/netI    0.0253
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.62
_diffrn_reflns_theta_max         27.38
_reflns_number_total             2729
_reflns_number_gt                2365
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0473P)²+0.1596P] 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         2729
_refine_ls_number_parameters     171
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0415
_refine_ls_R_factor_gt           0.0347
_refine_ls_wR_factor_ref         0.0958
_refine_ls_wR_factor_gt          0.0909
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.001
_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 -0.06282(5) 0.33390(4) 0.63261(5) 0.03847(13) Uani 1 1 d . . .
O1 O -0.14604(17) 0.28470(15) 0.45405(15) 0.0565(3) Uani 1 1 d . . .
O2 O -0.10908(16) 0.46528(13) 0.74579(17) 0.0552(3) Uani 1 1 d . . .
N1 N -0.11039(16) 0.16897(14) 0.64334(15) 0.0377(3) Uani 1 1 d . . .
C1 C -0.0324(2) 0.19117(17) 0.81982(18) 0.0373(3) Uani 1 1 d . . .
C2 C 0.0638(2) 0.12336(17) 0.70989(18) 0.0372(3) Uani 1 1 d . . .
C11 C -0.1478(2) 0.08661(17) 0.84212(19) 0.0380(3) Uani 1 1 d . . .
C12 C -0.2631(2) -0.0629(2) 0.7043(2) 0.0517(4) Uani 1 1 d . . .
H12 H -0.2694 -0.0990 0.5958 0.062 Uiso 1 1 calc R . .
C13 C -0.3686(3) -0.1581(2) 0.7276(2) 0.0578(4) Uani 1 1 d . . .
H13 H -0.4451 -0.2583 0.6350 0.069 Uiso 1 1 calc R . .
C14 C -0.3607(2) -0.1050(2) 0.8875(2) 0.0533(4) Uani 1 1 d . . .
H14 H -0.4318 -0.1691 0.9031 0.064 Uiso 1 1 calc R . .
C15 C -0.2476(2) 0.0432(2) 1.0243(2) 0.0479(4) Uani 1 1 d . . .
H15 H -0.2431 0.0794 1.1322 0.057 Uiso 1 1 calc R . .
C16 C -0.1405(2) 0.13867(18) 1.00220(19) 0.0410(3) Uani 1 1 d . . .
H16 H -0.0634 0.2382 1.0955 0.049 Uiso 1 1 calc R . .
C21 C 0.2225(2) 0.23288(17) 0.73852(18) 0.0370(3) Uani 1 1 d . . .
C22 C 0.17538(19) 0.35660(17) 0.70736(18) 0.0363(3) Uani 1 1 d . . .
C23 C 0.3005(2) 0.47014(19) 0.7220(2) 0.0458(4) Uani 1 1 d . . .
H23 H 0.2655 0.5520 0.7008 0.055 Uiso 1 1 calc R . .
C24 C 0.4797(2) 0.4569(2) 0.7694(2) 0.0522(4) Uani 1 1 d . . .
H24 H 0.5676 0.5310 0.7804 0.063 Uiso 1 1 calc R . .
C25 C 0.5293(2) 0.3343(2) 0.8005(2) 0.0526(4) Uani 1 1 d . . .
H25 H 0.6506 0.3278 0.8327 0.063 Uiso 1 1 calc R . .
C26 C 0.4028(2) 0.2211(2) 0.7849(2) 0.0466(4) Uani 1 1 d . . .
H26 H 0.4380 0.1387 0.8051 0.056 Uiso 1 1 calc R . .
H1 H 0.024(2) 0.303(2) 0.916(2) 0.048(5) Uiso 1 1 d . . .
H2 H 0.053(2) 0.010(2) 0.656(2) 0.044(4) Uiso 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 O2 1.4262(12) . ?
S1 O1 1.4294(12) . ?
S1 N1 1.6782(12) . ?
S1 C22 1.7571(14) . ?
N1 C2 1.4941(19) . ?
N1 C1 1.4953(18) . ?
C1 C2 1.4915(19) . ?
C1 C11 1.4921(19) . ?
C1 H1 0.980(18) . ?
C2 C21 1.487(2) . ?
C2 H2 0.957(17) . ?
C11 C16 1.380(2) . ?
C11 C12 1.390(2) . ?
C12 C13 1.382(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.374(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.376(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.384(2) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C21 C26 1.388(2) . ?
C21 C22 1.390(2) . ?
C22 C23 1.384(2) . ?
C23 C24 1.383(2) . ?
C23 H23 0.9300 . ?
C24 C25 1.384(2) . ?
C24 H24 0.9300 . ?
C25 C26 1.384(2) . ?
C25 H25 0.9300 . ?
C26 H26 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
O2 S1 O1 118.12(8) . . ?
O2 S1 N1 110.33(7) . . ?
O1 S1 N1 106.60(7) . . ?
O2 S1 C22 112.94(7) . . ?
O1 S1 C22 109.69(7) . . ?
N1 S1 C22 96.91(6) . . ?
C2 N1 C1 59.86(9) . . ?
C2 N1 S1 109.18(9) . . ?
C1 N1 S1 116.05(9) . . ?
C2 C1 C11 122.04(12) . . ?
C2 C1 N1 60.03(9) . . ?
C11 C1 N1 114.52(12) . . ?
C2 C1 H1 116.5(10) . . ?
C11 C1 H1 115.7(10) . . ?
N1 C1 H1 116.0(10) . . ?
C21 C2 C1 118.76(12) . . ?
C21 C2 N1 110.82(11) . . ?
C1 C2 N1 60.11(9) . . ?
C21 C2 H2 119.3(10) . . ?
C1 C2 H2 117.8(10) . . ?
N1 C2 H2 114.8(10) . . ?
C16 C11 C12 119.13(14) . . ?
C16 C11 C1 119.67(13) . . ?
C12 C11 C1 121.19(13) . . ?
C13 C12 C11 120.33(16) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C14 C13 C12 120.07(16) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C15 119.92(15) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C14 C15 C16 120.32(15) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C11 C16 C15 120.21(15) . . ?
C11 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C26 C21 C22 118.77(14) . . ?
C26 C21 C2 127.93(13) . . ?
C22 C21 C2 113.26(13) . . ?
C23 C22 C21 123.06(14) . . ?
C23 C22 S1 127.03(12) . . ?
C21 C22 S1 109.72(11) . . ?
C24 C23 C22 117.28(15) . . ?
C24 C23 H23 121.4 . . ?
C22 C23 H23 121.4 . . ?
C23 C24 C25 120.53(15) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 H24 119.7 . . ?
C26 C25 C24 121.69(15) . . ?
C26 C25 H25 119.2 . . ?
C24 C25 H25 119.2 . . ?
C25 C26 C21 118.65(14) . . ?
C25 C26 H26 120.7 . . ?
C21 C26 H26 120.7 . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        27.38
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.190
_refine_diff_density_min         -0.339
_refine_diff_density_rms         0.037
####################################################################### 
# 
# 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_S7-reduced
_database_code_depnum_ccdc_archive 'CCDC 1436154'
_audit_update_record             
;
2016-01-08 deposited with the CCDC.
2016-01-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H12 O3'
_chemical_formula_weight         192.21

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'

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

_cell_length_a                   4.79020(10)
_cell_length_b                   12.6722(2)
_cell_length_c                   16.8843(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1024.92(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2070
_cell_measurement_theta_min      4.36
_cell_measurement_theta_max      74.79

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             408
_exptl_absorpt_coefficient_mu    0.745
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9292
_exptl_absorpt_correction_T_max  0.9853
_exptl_absorpt_process_details   '(CrysAlis PRO; Agilent, 2011)'

_exptl_special_details           
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17698
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_sigmaI/netI    0.0141
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         4.36
_diffrn_reflns_theta_max         74.79
_reflns_number_total             2070
_reflns_number_gt                1947
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis PRO (Agilent, 2011)'
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2011)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2011)'
_computing_structure_solution    'SHELX-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELX-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP3 for Windows (Farrugia, 1997)'
_computing_publication_material  
;
SHELXL-97 (Sheldrick, 1997), PLATON (Spek, 2003)
;

_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)+(0.0673P)²+0.1180P] 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     SHELXL
_refine_ls_extinction_coef       0.0135(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.1(3)
_refine_ls_number_reflns         2070
_refine_ls_number_parameters     141
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0418
_refine_ls_wR_factor_ref         0.1206
_refine_ls_wR_factor_gt          0.1174
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.008
_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 0.3878(3) 0.70350(10) 0.50193(15) 0.1031(7) Uani 1 1 d . . .
O10 O -0.0538(5) 0.48975(15) 0.29063(10) 0.1049(7) Uani 1 1 d . . .
O11 O 0.0933(4) 0.32638(13) 0.31044(9) 0.0916(5) Uani 1 1 d . . .
C1 C 0.4329(4) 0.59629(13) 0.48132(15) 0.0694(5) Uani 1 1 d . . .
C2 C 0.3769(5) 0.57241(15) 0.39414(14) 0.0772(6) Uani 1 1 d . . .
H2A H 0.5445 0.5826 0.3628 0.093 Uiso 1 1 calc R . .
H2B H 0.2309 0.6178 0.3736 0.093 Uiso 1 1 calc R . .
C3 C 0.2847(4) 0.45622(12) 0.39227(10) 0.0556(4) Uani 1 1 d . . .
C4 C -0.0353(4) 0.36728(12) 0.49932(9) 0.0569(4) Uani 1 1 d . . .
H4 H -0.0921 0.3128 0.4661 0.068 Uiso 1 1 calc R . .
C5 C -0.1332(6) 0.37337(17) 0.57646(12) 0.0771(6) Uani 1 1 d . . .
H5 H -0.2565 0.3224 0.5951 0.093 Uiso 1 1 calc R . .
C6 C -0.0506(6) 0.4535(2) 0.62547(12) 0.0868(7) Uani 1 1 d . . .
H6 H -0.1192 0.4566 0.6769 0.104 Uiso 1 1 calc R . .
C7 C 0.1320(5) 0.52934(19) 0.59961(13) 0.0803(6) Uani 1 1 d . . .
H7 H 0.1880 0.5834 0.6333 0.096 Uiso 1 1 calc R . .
C8 C 0.2329(3) 0.52470(12) 0.52240(11) 0.0568(4) Uani 1 1 d . . .
C9 C 0.1479(3) 0.44347(11) 0.47271(9) 0.0466(3) Uani 1 1 d . . .
C10 C 0.0908(4) 0.42842(15) 0.32527(9) 0.0627(5) Uani 1 1 d . . .
C11 C -0.1017(9) 0.2865(2) 0.25227(16) 0.1132(11) Uani 1 1 d . . .
H11A H -0.2802 0.2756 0.2768 0.170 Uiso 1 1 calc R . .
H11B H -0.0341 0.2209 0.2314 0.170 Uiso 1 1 calc R . .
H11C H -0.1203 0.3367 0.2100 0.170 Uiso 1 1 calc R . .
H1 H 0.632(5) 0.5779(15) 0.4928(10) 0.066(5) Uiso 1 1 d . . .
H3 H 0.452(5) 0.4085(14) 0.3882(10) 0.057(5) Uiso 1 1 d . . .
H1O H 0.538(7) 0.737(3) 0.507(2) 0.108(9) Uiso 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
O1 C1 1.419(2) . ?
O10 C10 1.194(2) . ?
O11 C10 1.317(2) . ?
O11 C11 1.446(3) . ?
C1 C8 1.491(3) . ?
C1 C2 1.527(3) . ?
C2 C3 1.537(2) . ?
C3 C10 1.505(3) . ?
C3 C9 1.517(2) . ?
C4 C9 1.380(2) . ?
C4 C5 1.386(3) . ?
C5 C6 1.368(3) . ?
C6 C7 1.371(4) . ?
C7 C8 1.392(3) . ?
C8 C9 1.389(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 O11 C11 117.8(2) . . ?
O1 C1 C8 111.74(17) . . ?
O1 C1 C2 113.55(19) . . ?
C8 C1 C2 102.41(15) . . ?
C1 C2 C3 105.08(15) . . ?
C10 C3 C9 112.41(14) . . ?
C10 C3 C2 114.63(15) . . ?
C9 C3 C2 101.99(13) . . ?
C9 C4 C5 118.82(16) . . ?
C6 C5 C4 120.8(2) . . ?
C5 C6 C7 120.80(19) . . ?
C6 C7 C8 119.36(17) . . ?
C9 C8 C7 119.70(18) . . ?
C9 C8 C1 111.00(17) . . ?
C7 C8 C1 129.30(17) . . ?
C4 C9 C8 120.54(16) . . ?
C4 C9 C3 129.87(14) . . ?
C8 C9 C3 109.59(15) . . ?
O10 C10 O11 123.4(2) . . ?
O10 C10 C3 125.01(19) . . ?
O11 C10 C3 111.52(15) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        74.79
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.192
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.031

#===END
