# Electronic Supplementary Material (ESI) for ChemComm.
# 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_1533_0m
_database_code_depnum_ccdc_archive 'CCDC 1456343'
_audit_update_record             
;
2016-02-26 deposited with the CCDC.
2016-03-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        cyclonasturlexin
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H10 N2 S2'
_chemical_formula_sum            'C11 H10 N2 S2'
_chemical_formula_weight         234.33

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   9.2746(3)
_cell_length_b                   10.8353(4)
_cell_length_c                   11.1364(4)
_cell_angle_alpha                91.652(2)
_cell_angle_beta                 103.923(2)
_cell_angle_gamma                90.151(2)
_cell_volume                     1085.75(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    8339
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      27.49

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_F_000             488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.510
_exptl_crystal_size_mid          0.340
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.455
_shelx_estimated_absorpt_T_min   0.801
_shelx_estimated_absorpt_T_max   0.947
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6726
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(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            15698
_diffrn_reflns_av_unetI/netI     0.0450
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.167
_diffrn_reflns_theta_max         27.534
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             4711
_reflns_number_gt                3562
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 

 Senven reflections (0 -1 1, 1 0 0, -1 1 0, -1 0 1, 0 1 0, 0 0 1, 1 1 0) 
 were omitted from the final refinement, due to that they were likely 
 affected by the Beamstop.  
;

_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)+(0.0717P)²+0.0610P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4711
_refine_ls_number_parameters     273
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0657
_refine_ls_R_factor_gt           0.0456
_refine_ls_wR_factor_ref         0.1263
_refine_ls_wR_factor_gt          0.1144
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_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_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
S11 S 0.80428(8) 0.88362(6) 0.70748(5) 0.04115(19) Uani 1 1 d . . . . .
S12 S 0.90958(7) 0.63453(6) 0.69909(6) 0.04102(19) Uani 1 1 d . . . . .
S24 S 0.70231(7) 0.35965(5) -0.08397(5) 0.03286(17) Uani 1 1 d . . . . .
S25 S 0.82522(6) 0.11705(5) -0.04036(5) 0.03087(17) Uani 1 1 d . . . . .
N1 N 0.6185(2) 1.02501(17) 0.27432(17) 0.0299(4) Uani 1 1 d . . . . .
H1 H 0.6024 1.0620 0.2031 0.036 Uiso 1 1 calc R U . . .
N9 N 0.6651(2) 0.70351(16) 0.53565(17) 0.0276(4) Uani 1 1 d . . . . .
N14 N 0.6295(2) 0.53923(17) 0.31568(17) 0.0320(4) Uani 1 1 d . . . . .
H14 H 0.6313 0.5832 0.3837 0.038 Uiso 1 1 calc R U . . .
N23 N 0.61430(19) 0.19171(15) 0.06931(16) 0.0245(4) Uani 1 1 d . . . . .
C2 C 0.5421(2) 0.9237(2) 0.2982(2) 0.0320(5) Uani 1 1 d . . . . .
H2 H 0.4639 0.8825 0.2399 0.038 Uiso 1 1 calc R U . . .
C3 C 0.5943(2) 0.89102(19) 0.4173(2) 0.0257(5) Uani 1 1 d . . . . .
C4 C 0.8085(3) 0.9885(2) 0.5882(2) 0.0297(5) Uani 1 1 d . . . . .
C5 C 0.9085(3) 1.0849(2) 0.6118(2) 0.0402(6) Uani 1 1 d . . . . .
H5 H 0.9743 1.0950 0.6913 0.048 Uiso 1 1 calc R U . . .
C6 C 0.9145(3) 1.1691(2) 0.5189(2) 0.0420(6) Uani 1 1 d . . . . .
H6 H 0.9839 1.2357 0.5377 0.050 Uiso 1 1 calc R U . . .
C7 C 0.8235(2) 1.1580(2) 0.4027(2) 0.0328(5) Uani 1 1 d . . . . .
H7 H 0.8284 1.2153 0.3408 0.039 Uiso 1 1 calc R U . . .
C8 C 0.5451(2) 0.7909(2) 0.4879(2) 0.0311(5) Uani 1 1 d . . . . .
H8A H 0.5104 0.8282 0.5580 0.037 Uiso 1 1 calc R U . . .
H8B H 0.4603 0.7456 0.4333 0.037 Uiso 1 1 calc R U . . .
C10 C 0.7717(3) 0.7363(2) 0.6258(2) 0.0288(5) Uani 1 1 d . . . . .
C13 C 0.8377(3) 0.4880(2) 0.6308(3) 0.0496(7) Uani 1 1 d . . . . .
H13A H 0.7329 0.4803 0.6322 0.074 Uiso 1 1 calc R U . . .
H13B H 0.8941 0.4214 0.6779 0.074 Uiso 1 1 calc R U . . .
H13C H 0.8471 0.4822 0.5450 0.074 Uiso 1 1 calc R U . . .
C15 C 0.5486(3) 0.4329(2) 0.2789(2) 0.0299(5) Uani 1 1 d . . . . .
H15 H 0.4863 0.3950 0.3238 0.036 Uiso 1 1 calc R U . . .
C16 C 0.5703(2) 0.38918(18) 0.1686(2) 0.0244(5) Uani 1 1 d . . . . .
C17 C 0.7417(2) 0.47452(18) 0.0369(2) 0.0245(5) Uani 1 1 d . . . . .
C18 C 0.8384(2) 0.5701(2) 0.0317(2) 0.0318(5) Uani 1 1 d . . . . .
H18 H 0.8864 0.5721 -0.0346 0.038 Uiso 1 1 calc R U . . .
C19 C 0.8662(2) 0.6642(2) 0.1235(2) 0.0343(6) Uani 1 1 d . . . . .
H19 H 0.9317 0.7299 0.1171 0.041 Uiso 1 1 calc R U . . .
C20 C 0.8017(2) 0.6643(2) 0.2225(2) 0.0328(5) Uani 1 1 d . . . . .
H20 H 0.8208 0.7289 0.2840 0.039 Uiso 1 1 calc R U . . .
C21 C 0.5021(2) 0.28039(18) 0.0910(2) 0.0268(5) Uani 1 1 d . . . . .
H21A H 0.4334 0.2382 0.1325 0.032 Uiso 1 1 calc R U . . .
H21B H 0.4432 0.3089 0.0104 0.032 Uiso 1 1 calc R U . . .
C24 C 0.6980(2) 0.22005(18) -0.00050(19) 0.0244(5) Uani 1 1 d . . . . .
C26 C 0.7789(3) -0.0236(2) 0.0232(2) 0.0384(6) Uani 1 1 d . . . . .
H26A H 0.8117 -0.0179 0.1137 0.058 Uiso 1 1 calc R U . . .
H26B H 0.8286 -0.0928 -0.0080 0.058 Uiso 1 1 calc R U . . .
H26C H 0.6711 -0.0369 -0.0013 0.058 Uiso 1 1 calc R U . . .
C3A C 0.7118(2) 0.97555(18) 0.47056(19) 0.0236(5) Uani 1 1 d . . . . .
C7A C 0.7233(2) 1.05920(19) 0.3787(2) 0.0265(5) Uani 1 1 d . . . . .
C16A C 0.6732(2) 0.47223(18) 0.13573(19) 0.0238(5) Uani 1 1 d . . . . .
C20A C 0.7075(2) 0.56612(19) 0.2288(2) 0.0264(5) 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
S11 C4 1.780(2) . ?
S11 C10 1.802(2) . ?
S12 C10 1.753(2) . ?
S12 C13 1.796(3) . ?
S24 C17 1.777(2) . ?
S24 C24 1.803(2) . ?
S25 C24 1.751(2) . ?
S25 C26 1.793(2) . ?
N1 C7A 1.365(3) . ?
N1 C2 1.372(3) . ?
N1 H1 0.8800 . ?
N9 C10 1.270(3) . ?
N9 C8 1.473(3) . ?
N14 C15 1.371(3) . ?
N14 C20A 1.377(3) . ?
N14 H14 0.8800 . ?
N23 C24 1.267(3) . ?
N23 C21 1.476(3) . ?
C2 C3 1.355(3) . ?
C2 H2 0.9500 . ?
C3 C3A 1.425(3) . ?
C3 C8 1.491(3) . ?
C4 C5 1.372(3) . ?
C4 C3A 1.401(3) . ?
C5 C6 1.409(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.367(3) . ?
C6 H6 0.9500 . ?
C7 C7A 1.393(3) . ?
C7 H7 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C15 C16 1.364(3) . ?
C15 H15 0.9500 . ?
C16 C16A 1.427(3) . ?
C16 C21 1.487(3) . ?
C17 C18 1.379(3) . ?
C17 C16A 1.398(3) . ?
C18 C19 1.401(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.376(3) . ?
C19 H19 0.9500 . ?
C20 C20A 1.389(3) . ?
C20 H20 0.9500 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C3A C7A 1.409(3) . ?
C16A C20A 1.411(3) . ?

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
C4 S11 C10 103.26(10) . . ?
C10 S12 C13 102.10(12) . . ?
C17 S24 C24 102.39(9) . . ?
C24 S25 C26 101.76(11) . . ?
C7A N1 C2 109.10(18) . . ?
C7A N1 H1 125.4 . . ?
C2 N1 H1 125.4 . . ?
C10 N9 C8 119.71(19) . . ?
C15 N14 C20A 108.89(19) . . ?
C15 N14 H14 125.6 . . ?
C20A N14 H14 125.6 . . ?
C24 N23 C21 119.58(17) . . ?
C3 C2 N1 110.09(19) . . ?
C3 C2 H2 125.0 . . ?
N1 C2 H2 125.0 . . ?
C2 C3 C3A 106.40(19) . . ?
C2 C3 C8 130.4(2) . . ?
C3A C3 C8 123.2(2) . . ?
C5 C4 C3A 118.9(2) . . ?
C5 C4 S11 119.36(18) . . ?
C3A C4 S11 121.73(17) . . ?
C4 C5 C6 120.5(2) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C7 C6 C5 122.0(2) . . ?
C7 C6 H6 119.0 . . ?
C5 C6 H6 119.0 . . ?
C6 C7 C7A 117.3(2) . . ?
C6 C7 H7 121.4 . . ?
C7A C7 H7 121.4 . . ?
N9 C8 C3 112.07(17) . . ?
N9 C8 H8A 109.2 . . ?
C3 C8 H8A 109.2 . . ?
N9 C8 H8B 109.2 . . ?
C3 C8 H8B 109.2 . . ?
H8A C8 H8B 107.9 . . ?
N9 C10 S12 123.06(17) . . ?
N9 C10 S11 128.65(17) . . ?
S12 C10 S11 108.16(12) . . ?
S12 C13 H13A 109.5 . . ?
S12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
S12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C16 C15 N14 110.34(19) . . ?
C16 C15 H15 124.8 . . ?
N14 C15 H15 124.8 . . ?
C15 C16 C16A 106.18(19) . . ?
C15 C16 C21 129.6(2) . . ?
C16A C16 C21 124.19(19) . . ?
C18 C17 C16A 119.1(2) . . ?
C18 C17 S24 119.60(16) . . ?
C16A C17 S24 121.30(16) . . ?
C17 C18 C19 120.4(2) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 H18 119.8 . . ?
C20 C19 C18 122.0(2) . . ?
C20 C19 H19 119.0 . . ?
C18 C19 H19 119.0 . . ?
C19 C20 C20A 117.2(2) . . ?
C19 C20 H20 121.4 . . ?
C20A C20 H20 121.4 . . ?
N23 C21 C16 112.28(17) . . ?
N23 C21 H21A 109.1 . . ?
C16 C21 H21A 109.1 . . ?
N23 C21 H21B 109.1 . . ?
C16 C21 H21B 109.1 . . ?
H21A C21 H21B 107.9 . . ?
N23 C24 S25 122.84(16) . . ?
N23 C24 S24 129.01(16) . . ?
S25 C24 S24 108.00(11) . . ?
S25 C26 H26A 109.5 . . ?
S25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
S25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C4 C3A C7A 119.2(2) . . ?
C4 C3A C3 133.4(2) . . ?
C7A C3A C3 107.40(19) . . ?
N1 C7A C7 131.0(2) . . ?
N1 C7A C3A 107.00(18) . . ?
C7 C7A C3A 122.0(2) . . ?
C17 C16A C20A 119.1(2) . . ?
C17 C16A C16 133.3(2) . . ?
C20A C16A C16 107.66(19) . . ?
N14 C20A C20 130.9(2) . . ?
N14 C20A C16A 106.92(19) . . ?
C20 C20A C16A 122.1(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
C7A N1 C2 C3 0.4(3) . . . . ?
N1 C2 C3 C3A -0.9(2) . . . . ?
N1 C2 C3 C8 177.8(2) . . . . ?
C10 S11 C4 C5 -141.5(2) . . . . ?
C10 S11 C4 C3A 38.7(2) . . . . ?
C3A C4 C5 C6 -0.4(4) . . . . ?
S11 C4 C5 C6 179.86(19) . . . . ?
C4 C5 C6 C7 -0.7(4) . . . . ?
C5 C6 C7 C7A 0.0(4) . . . . ?
C10 N9 C8 C3 72.8(2) . . . . ?
C2 C3 C8 N9 120.8(3) . . . . ?
C3A C3 C8 N9 -60.7(3) . . . . ?
C8 N9 C10 S12 173.43(15) . . . . ?
C8 N9 C10 S11 -1.9(3) . . . . ?
C13 S12 C10 N9 -8.7(2) . . . . ?
C13 S12 C10 S11 167.40(12) . . . . ?
C4 S11 C10 N9 -57.2(2) . . . . ?
C4 S11 C10 S12 126.96(12) . . . . ?
C20A N14 C15 C16 -0.6(3) . . . . ?
N14 C15 C16 C16A 1.1(2) . . . . ?
N14 C15 C16 C21 -177.33(19) . . . . ?
C24 S24 C17 C18 140.07(17) . . . . ?
C24 S24 C17 C16A -41.91(19) . . . . ?
C16A C17 C18 C19 -0.7(3) . . . . ?
S24 C17 C18 C19 177.41(17) . . . . ?
C17 C18 C19 C20 1.2(3) . . . . ?
C18 C19 C20 C20A 0.4(3) . . . . ?
C24 N23 C21 C16 -70.4(3) . . . . ?
C15 C16 C21 N23 -121.9(2) . . . . ?
C16A C16 C21 N23 59.9(3) . . . . ?
C21 N23 C24 S25 -175.40(15) . . . . ?
C21 N23 C24 S24 -0.4(3) . . . . ?
C26 S25 C24 N23 7.4(2) . . . . ?
C26 S25 C24 S24 -168.50(11) . . . . ?
C17 S24 C24 N23 60.0(2) . . . . ?
C17 S24 C24 S25 -124.47(11) . . . . ?
C5 C4 C3A C7A 2.1(3) . . . . ?
S11 C4 C3A C7A -178.09(15) . . . . ?
C5 C4 C3A C3 -177.6(2) . . . . ?
S11 C4 C3A C3 2.1(3) . . . . ?
C2 C3 C3A C4 -179.2(2) . . . . ?
C8 C3 C3A C4 2.1(4) . . . . ?
C2 C3 C3A C7A 1.0(2) . . . . ?
C8 C3 C3A C7A -177.76(19) . . . . ?
C2 N1 C7A C7 -177.1(2) . . . . ?
C2 N1 C7A C3A 0.3(2) . . . . ?
C6 C7 C7A N1 178.9(2) . . . . ?
C6 C7 C7A C3A 1.9(3) . . . . ?
C4 C3A C7A N1 179.37(18) . . . . ?
C3 C3A C7A N1 -0.8(2) . . . . ?
C4 C3A C7A C7 -3.0(3) . . . . ?
C3 C3A C7A C7 176.87(19) . . . . ?
C18 C17 C16A C20A -1.5(3) . . . . ?
S24 C17 C16A C20A -179.53(15) . . . . ?
C18 C17 C16A C16 -180.0(2) . . . . ?
S24 C17 C16A C16 2.0(3) . . . . ?
C15 C16 C16A C17 177.4(2) . . . . ?
C21 C16 C16A C17 -4.1(4) . . . . ?
C15 C16 C16A C20A -1.2(2) . . . . ?
C21 C16 C16A C20A 177.33(19) . . . . ?
C15 N14 C20A C20 178.4(2) . . . . ?
C15 N14 C20A C16A -0.2(2) . . . . ?
C19 C20 C20A N14 178.9(2) . . . . ?
C19 C20 C20A C16A -2.7(3) . . . . ?
C17 C16A C20A N14 -177.96(18) . . . . ?
C16 C16A C20A N14 0.9(2) . . . . ?
C17 C16A C20A C20 3.3(3) . . . . ?
C16 C16A C20A C20 -177.92(18) . . . . ?

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 H1 N23 0.88 2.10 2.945(2) 161.1 1_565
N14 H14 N9 0.88 2.07 2.939(3) 170.0 .
C15 H15 N9 0.95 2.59 3.537(3) 174.8 2_666

_refine_diff_density_max         0.566
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.074



_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method dichloromethane
_chemical_compound_source        'watercress (Nasturtium officinale)'
