# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2017

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

data_HOF-9-Py
_database_code_depnum_ccdc_archive 'CCDC 1438257'
_audit_update_record             
;
2015-11-20 deposited with the CCDC.
2017-04-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H21 N15, 2(C5 H5 N), 2(H2 O)'
_chemical_formula_sum            'C28 H35 N17 O2'
_chemical_formula_weight         641.73

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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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
_symmetry_space_group_name_Hall  -P1

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

_cell_length_a                   10.8777(10)
_cell_length_b                   11.7580(12)
_cell_length_c                   15.7520(13)
_cell_angle_alpha                80.409(7)
_cell_angle_beta                 86.674(7)
_cell_angle_gamma                68.799(9)
_cell_volume                     1852.1(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100.00(16)
_cell_measurement_reflns_used    3745
_cell_measurement_theta_min      4.0520
_cell_measurement_theta_max      72.0740

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.151
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             676.0
_exptl_absorpt_coefficient_mu    0.658
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.888
_exptl_absorpt_correction_T_max  0.924
_exptl_absorpt_process_details   
;   
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100.00(16)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.5148
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7340
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0651
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         4.08
_diffrn_reflns_theta_max         74.07
_reflns_number_total             7340
_reflns_number_gt                4677
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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.
There are two B Alerts as below:
PLAT213_ALERT_2_B Atom N2 has ADP max/min Ratio 
PLAT220_ALERT_2_B Large Non-Solvent  N  Ueq(max)/Ueq(min) Range 
They are caused by the crystal structure disorder 
possibly being relative with the crystal quality.
;

_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)+(0.1456P)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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7340
_refine_ls_number_parameters     427
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.1386
_refine_ls_R_factor_gt           0.1037
_refine_ls_wR_factor_ref         0.3184
_refine_ls_wR_factor_gt          0.2951
_refine_ls_goodness_of_fit_ref   1.332
_refine_ls_restrained_S_all      1.344
_refine_ls_shift/su_max          0.045
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8577(5) 0.3280(4) 0.4145(3) 0.0606(13) Uani 1 1 d . . .
C2 C 0.7143(9) 0.2964(6) 0.3341(5) 0.110(3) Uani 1 1 d . . .
C3 C 0.7070(4) 0.4900(4) 0.3328(2) 0.0419(9) Uani 1 1 d . . .
C4 C 0.2950(3) 1.0081(4) 0.4853(2) 0.0352(8) Uani 1 1 d . . .
C5 C 0.1567(4) 0.9646(4) 0.4046(2) 0.0400(8) Uani 1 1 d . . .
C6 C 0.3761(3) 0.8947(3) 0.37777(19) 0.0311(7) Uani 1 1 d . . .
C7 C 0.7076(3) 0.9878(3) 0.01206(19) 0.0336(8) Uani 1 1 d . . .
C8 C 0.8906(3) 0.9233(4) 0.0964(2) 0.0367(8) Uani 1 1 d . . .
C9 C 0.7118(3) 0.8752(3) 0.14363(18) 0.0312(7) Uani 1 1 d . . .
C10 C 0.6475(3) 0.6255(3) 0.3044(2) 0.0341(7) Uani 1 1 d . . .
C11 C 0.7021(3) 0.6828(3) 0.2352(2) 0.0334(7) Uani 1 1 d . . .
C12 C 0.6489(3) 0.8121(3) 0.21402(18) 0.0299(7) Uani 1 1 d . . .
C13 C 0.5433(3) 0.8831(3) 0.25974(18) 0.0294(7) Uani 1 1 d . . .
C14 C 0.4901(3) 0.8223(3) 0.32835(19) 0.0309(7) Uani 1 1 d . . .
C15 C 0.5417(3) 0.6938(3) 0.3513(2) 0.0343(8) Uani 1 1 d . . .
C16 C 0.4843(5) 0.6312(4) 0.4256(3) 0.0499(10) Uani 1 1 d . . .
H16A H 0.4436 0.6880 0.4651 0.075 Uiso 1 1 calc R . .
H16B H 0.5532 0.5607 0.4546 0.075 Uiso 1 1 calc R . .
H16C H 0.4195 0.6049 0.4045 0.075 Uiso 1 1 calc R . .
C17 C 0.8159(4) 0.6059(4) 0.1865(2) 0.0462(9) Uani 1 1 d . . .
H17A H 0.8968 0.5904 0.2157 0.069 Uiso 1 1 calc R . .
H17B H 0.8177 0.6492 0.1294 0.069 Uiso 1 1 calc R . .
H17C H 0.8061 0.5288 0.1833 0.069 Uiso 1 1 calc R . .
C18 C 0.4882(4) 1.0218(3) 0.2394(2) 0.0378(8) Uani 1 1 d . . .
H18A H 0.4049 1.0479 0.2106 0.057 Uiso 1 1 calc R . .
H18B H 0.5484 1.0500 0.2027 0.057 Uiso 1 1 calc R . .
H18C H 0.4761 1.0560 0.2918 0.057 Uiso 1 1 calc R . .
O1 O 0.2515(3) 0.8028(3) 0.20349(16) 0.0497(7) Uani 1 1 d . . .
H1C H 0.2489 0.8396 0.2453 0.075 Uiso 1 1 d R . .
H1D H 0.3060 0.7292 0.2160 0.075 Uiso 1 1 d R . .
O2 O 0.9038(3) 0.8230(3) 0.33419(17) 0.0563(8) Uani 1 1 d . . .
H2C H 0.8795 0.8227 0.2846 0.084 Uiso 1 1 d R . .
H2D H 0.9702 0.7576 0.3480 0.084 Uiso 1 1 d R . .
N1 N 0.9560(6) 0.2843(4) 0.4690(4) 0.110(2) Uani 1 1 d . . .
H1A H 0.9881 0.2064 0.4879 0.132 Uiso 1 1 calc R . .
H1B H 0.9886 0.3333 0.4858 0.132 Uiso 1 1 calc R . .
N2 N 0.6686(13) 0.2198(6) 0.3039(9) 0.298(10) Uani 1 1 d . . .
H2A H 0.7024 0.1416 0.3214 0.357 Uiso 1 1 calc R . .
H2B H 0.6054 0.2487 0.2670 0.357 Uiso 1 1 calc R . .
N3 N 0.8115(5) 0.2463(4) 0.3908(3) 0.0686(12) Uani 1 1 d . . .
N4 N 0.6586(6) 0.4191(4) 0.3015(4) 0.098(2) Uani 1 1 d . . .
N5 N 0.8059(4) 0.4515(3) 0.3886(3) 0.0575(10) Uani 1 1 d . . .
N6 N 0.3176(3) 1.0549(4) 0.5518(2) 0.0467(9) Uani 1 1 d . . .
H6A H 0.2530 1.0930 0.5828 0.056 Uiso 1 1 calc R . .
H6B H 0.3968 1.0470 0.5635 0.056 Uiso 1 1 calc R . .
N7 N 0.0363(3) 0.9728(4) 0.3856(2) 0.0489(9) Uani 1 1 d . . .
H7A H -0.0303 1.0140 0.4139 0.059 Uiso 1 1 calc R . .
H7B H 0.0249 0.9369 0.3450 0.059 Uiso 1 1 calc R . .
N8 N 0.1714(3) 1.0218(3) 0.46857(17) 0.0384(7) Uani 1 1 d . . .
N9 N 0.2583(3) 0.8982(3) 0.35709(17) 0.0362(7) Uani 1 1 d . . .
N10 N 0.4033(3) 0.9463(3) 0.44027(17) 0.0354(7) Uani 1 1 d . . .
N11 N 0.6428(3) 1.0480(3) -0.05996(17) 0.0425(8) Uani 1 1 d . . .
H11A H 0.6793 1.0850 -0.0995 0.051 Uiso 1 1 calc R . .
H11B H 0.5642 1.0502 -0.0673 0.051 Uiso 1 1 calc R . .
N12 N 1.0138(3) 0.9131(4) 0.1081(2) 0.0503(9) Uani 1 1 d . . .
H12A H 1.0536 0.9462 0.0683 0.060 Uiso 1 1 calc R . .
H12B H 1.0541 0.8734 0.1554 0.060 Uiso 1 1 calc R . .
N13 N 0.8296(3) 0.9859(3) 0.02175(17) 0.0378(7) Uani 1 1 d . . .
N14 N 0.8323(3) 0.8679(3) 0.16076(16) 0.0365(7) Uani 1 1 d . . .
N15 N 0.6432(3) 0.9306(3) 0.07162(16) 0.0337(7) Uani 1 1 d . . .
N16 N 0.5777(11) 0.2882(7) 0.1064(7) 0.203(6) Uani 1 1 d D . .
C20 C 0.4190(10) 0.3317(8) -0.0068(6) 0.148(5) Uani 1 1 d D . .
H20 H 0.3370 0.3321 -0.0209 0.177 Uiso 1 1 calc R . .
C19 C 0.4629(11) 0.2928(7) 0.0780(5) 0.144(4) Uani 1 1 d D . .
H19 H 0.4076 0.2680 0.1181 0.172 Uiso 1 1 calc R . .
C27 C 0.1045(11) 0.3782(10) 0.1045(11) 0.244(14) Uani 1 1 d D . .
H27 H 0.1271 0.4433 0.0751 0.293 Uiso 1 1 calc R . .
C23 C 0.6559(11) 0.3266(9) 0.0415(9) 0.211(9) Uani 1 1 d D . .
H23 H 0.7377 0.3257 0.0566 0.253 Uiso 1 1 calc R . .
C22 C 0.6156(15) 0.3659(10) -0.0442(7) 0.284(15) Uani 1 1 d D . .
H22 H 0.6711 0.3900 -0.0843 0.341 Uiso 1 1 calc R . .
C25 C 0.0960(9) 0.2427(10) 0.2302(6) 0.128(3) Uani 1 1 d D . .
H25 H 0.1129 0.2137 0.2886 0.154 Uiso 1 1 calc R . .
C26 C 0.1328(9) 0.3391(12) 0.1926(11) 0.207(9) Uani 1 1 d D . .
H26 H 0.1739 0.3763 0.2235 0.248 Uiso 1 1 calc R . .
C28 C 0.0434(12) 0.3207(13) 0.0612(6) 0.181(7) Uani 1 1 d D . .
H28 H 0.0305 0.3450 0.0021 0.218 Uiso 1 1 calc R . .
N17 N 0.0010(14) 0.2295(11) 0.1012(7) 0.244(8) Uani 1 1 d D . .
C24 C 0.0355(11) 0.1872(10) 0.1856(7) 0.169(6) Uani 1 1 d D . .
H24 H 0.0174 0.1189 0.2135 0.202 Uiso 1 1 calc R . .
C21 C 0.4954(14) 0.3699(10) -0.0709(9) 0.48(3) Uani 1 1 d D . .
H21 H 0.4674 0.3963 -0.1278 0.580 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
C1 N1 1.306(6) . ?
C1 N3 1.343(6) . ?
C1 N5 1.352(6) . ?
C2 N3 1.322(6) . ?
C2 N2 1.333(8) . ?
C2 N4 1.367(7) . ?
C3 N4 1.304(6) . ?
C3 N5 1.326(5) . ?
C3 C10 1.486(5) . ?
C4 N8 1.331(4) . ?
C4 N6 1.334(5) . ?
C4 N10 1.369(4) . ?
C5 N7 1.325(5) . ?
C5 N8 1.348(5) . ?
C5 N9 1.366(5) . ?
C6 N9 1.325(4) . ?
C6 N10 1.337(4) . ?
C6 C14 1.488(5) . ?
C7 N11 1.323(4) . ?
C7 N13 1.336(4) . ?
C7 N15 1.370(4) . ?
C8 N12 1.322(5) . ?
C8 N13 1.347(4) . ?
C8 N14 1.363(4) . ?
C9 N14 1.323(4) . ?
C9 N15 1.330(4) . ?
C9 C12 1.501(4) . ?
C10 C15 1.395(5) . ?
C10 C11 1.401(5) . ?
C11 C12 1.405(5) . ?
C11 C17 1.500(5) . ?
C12 C13 1.395(5) . ?
C13 C14 1.408(4) . ?
C13 C18 1.504(5) . ?
C14 C15 1.399(5) . ?
C15 C16 1.503(5) . ?
N16 C19 1.331(8) . ?
N16 C23 1.413(8) . ?
C20 C21 1.391(9) . ?
C20 C19 1.391(8) . ?
C27 C28 1.377(9) . ?
C27 C26 1.403(9) . ?
C23 C22 1.394(9) . ?
C22 C21 1.378(9) . ?
C25 C26 1.368(9) . ?
C25 C24 1.368(8) . ?
C28 N17 1.363(9) . ?
N17 C24 1.363(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 N3 116.9(4) . . ?
N1 C1 N5 118.5(4) . . ?
N3 C1 N5 124.5(4) . . ?
N3 C2 N2 117.0(5) . . ?
N3 C2 N4 126.2(5) . . ?
N2 C2 N4 116.8(5) . . ?
N4 C3 N5 125.4(4) . . ?
N4 C3 C10 118.1(3) . . ?
N5 C3 C10 116.5(4) . . ?
N8 C4 N6 118.7(3) . . ?
N8 C4 N10 124.9(3) . . ?
N6 C4 N10 116.4(3) . . ?
N7 C5 N8 118.6(3) . . ?
N7 C5 N9 117.2(3) . . ?
N8 C5 N9 124.2(3) . . ?
N9 C6 N10 126.6(3) . . ?
N9 C6 C14 116.6(3) . . ?
N10 C6 C14 116.8(3) . . ?
N11 C7 N13 118.7(3) . . ?
N11 C7 N15 116.5(3) . . ?
N13 C7 N15 124.7(3) . . ?
N12 C8 N13 118.9(3) . . ?
N12 C8 N14 117.9(3) . . ?
N13 C8 N14 123.2(3) . . ?
N14 C9 N15 127.1(3) . . ?
N14 C9 C12 115.0(3) . . ?
N15 C9 C12 117.9(3) . . ?
C15 C10 C11 121.5(3) . . ?
C15 C10 C3 118.2(3) . . ?
C11 C10 C3 120.2(3) . . ?
C10 C11 C12 118.6(3) . . ?
C10 C11 C17 119.7(3) . . ?
C12 C11 C17 121.7(3) . . ?
C13 C12 C11 121.4(3) . . ?
C13 C12 C9 119.5(3) . . ?
C11 C12 C9 119.1(3) . . ?
C12 C13 C14 118.5(3) . . ?
C12 C13 C18 121.9(3) . . ?
C14 C13 C18 119.6(3) . . ?
C15 C14 C13 121.4(3) . . ?
C15 C14 C6 118.6(3) . . ?
C13 C14 C6 120.0(3) . . ?
C10 C15 C14 118.7(3) . . ?
C10 C15 C16 121.0(3) . . ?
C14 C15 C16 120.3(3) . . ?
C2 N3 C1 113.7(4) . . ?
C3 N4 C2 114.4(4) . . ?
C3 N5 C1 115.6(4) . . ?
C4 N8 C5 115.6(3) . . ?
C6 N9 C5 114.7(3) . . ?
C6 N10 C4 114.1(3) . . ?
C7 N13 C8 116.1(3) . . ?
C9 N14 C8 115.2(3) . . ?
C9 N15 C7 113.6(3) . . ?
C19 N16 C23 113.8(8) . . ?
C21 C20 C19 121.2(9) . . ?
N16 C19 C20 125.1(9) . . ?
C28 C27 C26 120.3(10) . . ?
C22 C23 N16 122.8(9) . . ?
C21 C22 C23 121.6(10) . . ?
C26 C25 C24 122.8(9) . . ?
C25 C26 C27 115.7(9) . . ?
N17 C28 C27 122.8(9) . . ?
C24 N17 C28 116.3(9) . . ?
N17 C24 C25 121.7(9) . . ?
C22 C21 C20 115.4(10) . . ?

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
N2 H2B N16 0.86 2.51 3.202(14) 138.2 .
N12 H12A N13 0.86 2.10 2.957(4) 173.6 2_775
N11 H11B N15 0.86 2.19 3.043(4) 172.4 2_675
N7 H7A N3 0.86 2.63 3.271(6) 132.8 1_465
N7 H7A N8 0.86 2.42 3.119(4) 139.3 2_576
N6 H6B N10 0.86 2.20 3.041(4) 165.1 2_676
N2 H2A N6 0.86 2.86 3.587(10) 144.1 2_666
N1 H1A N8 0.86 2.41 3.129(6) 141.7 1_645

_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        74.07
_diffrn_measured_fraction_theta_full 0.975
_refine_diff_density_max         0.750
_refine_diff_density_min         -0.726
_refine_diff_density_rms         0.081

#===END

####################################################################### 
# 
# 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_HOF-9a
_database_code_depnum_ccdc_archive 'CCDC 1438256'
_audit_update_record             
;
2015-11-20 deposited with the CCDC.
2017-04-10 downloaded from the CCDC.
;

_audit_creation_method           'from EXP file using GSAS2CIF'
_audit_creation_date             2015-11-10T10:02

_pd_phase_name                   HOF-9
_cell_length_a                   11.3535(9)
_cell_length_b                   11.3535
_cell_length_c                   11.7010(12)
_cell_angle_alpha                90.0
_cell_angle_beta                 90.0
_cell_angle_gamma                120.0
_cell_volume                     1306.22(26)
_cell_measurement_temperature    298
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_H-M   'P -6 2 c'
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +x,+y,+z
2 y-x,-x,-z+1/2
3 -y,x-y,+z
4 +x,+y,-z+1/2
5 y-x,-x,+z
6 -y,x-y,-z+1/2
7 x-y,-y,-z
8 -x,y-x,+z+1/2
9 +y,+x,-z
10 x-y,-y,+z+1/2
11 -x,y-x,-z
12 +y,+x,+z+1/2

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_thermal_displace_type
_atom_site_U_iso_or_equiv
_atom_site_symmetry_multiplicity
C C1 0.55978(24) 0.6929(5) 0.653231 1.0 Uiso 0.03779 12
N N2 0.53967(31) 0.7346(4) 0.550735 1.0 Uiso 0.04935 12
H H3 0.5047(5) 0.8011(4) 0.546582 1.0 Uiso 0.055 12
H H4 0.55435(24) 0.6911(5) 0.478400 1.0 Uiso 0.055 12
N N5 0.5949(4) 0.5935(6) 0.647847 1.0 Uiso 0.04935 12
H H6 0.3232(11) 0.2088(5) 0.674579 1.0 Uiso 0.055 12
C C7 0.6074(5) 0.5487(7) 0.75 1.0 Uiso 0.03779 6
C C8 0.6340(9) 0.4335(9) 0.75 1.0 Uiso 0.03779 6
N N9 0.54239(34) 0.7467(4) 0.75 1.0 Uiso 0.04935 6
C C10 0.3777(10) 0.2702(5) 0.75 1.0 Uiso 0.03779 6
H H11 0.3686(7) 0.3620(4) 0.75 1.0 Uiso 0.055 6
C C12 0.5347(11) 0.3050(8) 0.75 1.0 Uiso 0.03779 6

_chemical_formula_sum            'C18 H21 N15'
_chemical_formula_weight         447.46
_cell_formula_units_Z            2

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C8 C7 1.482(12) . 1_555 N
C8 C12 1.325(12) . 1_555 N
C8 C12 1.40(2) . 2_666 N
C7 N5 1.334(4) . 1_555 N
C12 C10 1.622(17) . 1_555 N
C1 N2 1.350(3) . 1_555 N
C1 N5 1.373(7) . 1_555 N
C1 N9 1.347(3) . 1_555 N
N2 C1 1.350(3) . 1_555 N
N2 H3 1.015(7) . 1_555 N
N2 H4 1.035(3) . 1_555 N
H3 N2 1.015(7) . 1_555 N
H4 N2 1.035(3) . 1_555 N
N5 C7 1.334(4) . 1_555 N
N5 C1 1.373(7) . 1_555 N
H6 C10 1.103(6) . 1_555 N
N9 C1 1.347(3) . 1_555 N
N9 C1 1.347(3) . 4_556 N
C10 C12 1.622(17) . 1_555 N
C10 H6 1.103(6) . 1_555 N
C10 H6 1.103(6) . 4_556 N
C10 H11 1.098(10) . 1_555 N
H11 C10 1.098(10) . 1_555 N

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 C8 C12 122.3383(10) 1_555 . 1_555 N
C7 C8 C12 117.2815(9) 1_555 . 2_666 N
C12 C8 C12 120.3802(9) 1_555 . 2_666 N
C8 C7 N5 116.3836(29) 1_555 . 1_555 N
C8 C7 N5 116.3836(29) 1_555 . 4_556 N
N5 C7 N5 127.205(6) 1_555 . 4_556 N
C8 C12 C8 119.6(12) 1_555 . 3_655 N
C8 C12 C10 119.7(9) 1_555 . 1_555 N
C8 C12 C10 120.7(8) 3_655 . 1_555 N
N2 C1 N5 114.6134(33) 1_555 . 1_555 N
N2 C1 N9 119.937(6) 1_555 . 1_555 N
N5 C1 N9 125.4355(30) 1_555 . 1_555 N
C1 N2 H3 120.0523(26) 1_555 . 1_555 N
C1 N2 H4 117.670(6) 1_555 . 1_555 N
H3 N2 H4 122.131(4) 1_555 . 1_555 N
C7 N5 C1 113.7395(32) 1_555 . 1_555 N
C1 N9 C1 114.376(7) 1_555 . 4_556 N
C12 C10 H6 110.8128(17) 1_555 . 1_555 N
C12 C10 H6 110.8128(17) 1_555 . 4_556 N
C12 C10 H11 112.4676(20) 1_555 . 1_555 N
H6 C10 H6 106.335(7) 1_555 . 4_556 N
H6 C10 H11 108.0828(15) 1_555 . 1_555 N
H6 C10 H11 108.0828(15) 4_556 . 1_555 N



loop_
_atom_type_symbol
_atom_type_number_in_cell
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 36.0 0.000 0.000 2.31000 20.8439 1.02000 10.2075 1.58860 0.56870 0.86500
51.6512 0.21560 International_Tables_Vol_C
N 30.0 0.000 0.000 12.2126 0.00570 3.13220 9.89330 2.01250 28.9975 1.16630
0.58260 -11.529 International_Tables_Vol_C
H 42.0 0.000 0.000 0.49300 10.5109 0.32291 26.1257 0.14019 3.14236 0.04081
57.7997 0.00304 International_Tables_Vol_C

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength_wt  1.00
_diffrn_radiation_wavelength     1.5418
_diffrn_ambient_temperature      298
_diffrn_measurement_device_type  PANalytical_X-pert
_pd_proc_ls_prof_R_factor        0.0771
_pd_proc_ls_prof_wR_factor       0.1105
_pd_proc_ls_prof_wR_expected     0.0767
_refine_ls_R_Fsqd_factor         0.08038
_exptl_absorpt_correction_T_min  1.00000
_exptl_absorpt_correction_T_max  1.00000
_gsas_exptl_extinct_corr_T_min   1.00000
_gsas_exptl_extinct_corr_T_max   1.00000
_pd_proc_ls_peak_cutoff          0.01000
_pd_proc_info_datetime           2015-11-10T10:02:40
_pd_calc_method                  'Rietveld Refinement'
_refine_ls_shift/su_max          0.04
_refine_ls_shift/su_mean         0.01
_computing_structure_refinement  GSAS
_refine_ls_number_parameters     7
_refine_ls_goodness_of_fit_all   1.44
_refine_ls_number_restraints     0
_refine_ls_matrix_type           full
_pd_meas_2theta_range_min        4.0
_pd_meas_2theta_range_max        50.0
_pd_meas_2theta_range_inc        0.02
_pd_proc_2theta_range_min        3.95907
_pd_proc_2theta_range_max        49.95907
_pd_proc_2theta_range_inc        0.02
_pd_meas_number_of_points        2301
_pd_proc_number_of_points        2301
_reflns_number_total             118
_reflns_limit_h_min              0
_reflns_limit_h_max              5
_reflns_limit_k_min              0
_reflns_limit_k_max              3
_reflns_limit_l_min              0
_reflns_limit_l_max              6
_reflns_d_resolution_high        1.835
_reflns_d_resolution_low         9.832
####################################################################### 
# 
# 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_platon
_database_code_depnum_ccdc_archive 'CCDC 1529718'
_audit_update_record             
;
2017-01-25 deposited with the CCDC.
2017-04-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H21 N15, 2(H2 O)'
_chemical_formula_sum            'C18 H25 N15 O2 S0'
_chemical_formula_weight         483.53

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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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
_symmetry_space_group_name_Hall  -P1

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

_cell_length_a                   10.7844(13)
_cell_length_b                   11.6088(10)
_cell_length_c                   15.9757(14)
_cell_angle_alpha                79.642(7)
_cell_angle_beta                 86.726(9)
_cell_angle_gamma                69.981(9)
_cell_volume                     1848.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100.00(16)
_cell_measurement_reflns_used    2810
_cell_measurement_theta_min      4.1101
_cell_measurement_theta_max      66.9973

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    0.869
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             508
_exptl_absorpt_coefficient_mu    0.523
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.904
_exptl_absorpt_correction_T_max  0.949
_exptl_absorpt_process_details   
;   
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100.00(16)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.5148
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10036
_diffrn_reflns_av_R_equivalents  0.0221
_diffrn_reflns_av_sigmaI/netI    0.0450
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         4.11
_diffrn_reflns_theta_max         67.11
_reflns_number_total             6397
_reflns_number_gt                4567
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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)+(0.1456P)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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6397
_refine_ls_number_parameters     319
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0899
_refine_ls_R_factor_gt           0.0732
_refine_ls_wR_factor_ref         0.2289
_refine_ls_wR_factor_gt          0.2107
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.084
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8397(3) 0.3316(2) 0.42120(17) 0.0445(6) Uani 1 1 d . . .
C2 C 0.6872(3) 0.3005(3) 0.3475(2) 0.0580(7) Uani 1 1 d . . .
C3 C 0.6913(2) 0.4942(2) 0.34059(15) 0.0381(5) Uani 1 1 d . . .
C4 C 0.2917(2) 1.0179(2) 0.48188(16) 0.0395(5) Uani 1 1 d . . .
C5 C 0.1503(2) 0.9779(2) 0.40098(15) 0.0382(5) Uani 1 1 d . . .
C6 C 0.3686(2) 0.9061(2) 0.37610(13) 0.0312(5) Uani 1 1 d . . .
C7 C 0.7069(2) 0.9885(3) 0.01335(14) 0.0401(6) Uani 1 1 d . . .
C8 C 0.8891(2) 0.9227(3) 0.09650(15) 0.0438(6) Uani 1 1 d . . .
C9 C 0.7084(2) 0.8763(2) 0.14490(14) 0.0354(5) Uani 1 1 d . . .
C10 C 0.6350(2) 0.6309(2) 0.30917(14) 0.0347(5) Uani 1 1 d . . .
C11 C 0.6924(2) 0.6850(2) 0.23993(14) 0.0359(5) Uani 1 1 d . . .
C12 C 0.6427(2) 0.8142(2) 0.21600(13) 0.0324(5) Uani 1 1 d . . .
C13 C 0.5383(2) 0.8894(2) 0.25974(13) 0.0317(5) Uani 1 1 d . . .
C14 C 0.4819(2) 0.8312(2) 0.32797(13) 0.0309(5) Uani 1 1 d . . .
C15 C 0.5289(2) 0.7034(2) 0.35387(14) 0.0345(5) Uani 1 1 d . . .
C16 C 0.4684(3) 0.6422(2) 0.42852(18) 0.0499(7) Uani 1 1 d . . .
H16A H 0.4215 0.7027 0.4632 0.075 Uiso 1 1 calc R . .
H16B H 0.5369 0.5764 0.4617 0.075 Uiso 1 1 calc R . .
H16C H 0.4084 0.6085 0.4081 0.075 Uiso 1 1 calc R . .
C17 C 0.8031(3) 0.6060(3) 0.19176(17) 0.0505(6) Uani 1 1 d . . .
H17A H 0.8860 0.5961 0.2164 0.076 Uiso 1 1 calc R . .
H17B H 0.7997 0.6457 0.1334 0.076 Uiso 1 1 calc R . .
H17C H 0.7943 0.5259 0.1947 0.076 Uiso 1 1 calc R . .
C18 C 0.4882(2) 1.0287(2) 0.23577(15) 0.0403(5) Uani 1 1 d . . .
H18A H 0.4188 1.0535 0.1943 0.060 Uiso 1 1 calc R . .
H18B H 0.5590 1.0566 0.2122 0.060 Uiso 1 1 calc R . .
H18C H 0.4547 1.0651 0.2855 0.060 Uiso 1 1 calc R . .
O1 O 0.2502(2) 0.8026(2) 0.20564(14) 0.0665(6) Uani 1 1 d . . .
H1C H 0.2476 0.8395 0.2475 0.100 Uiso 1 1 d R . .
H1D H 0.3047 0.7291 0.2181 0.100 Uiso 1 1 d R . .
O2 O 0.9073(3) 0.8256(3) 0.33148(16) 0.0875(9) Uani 1 1 d . . .
H2C H 0.8830 0.8252 0.2819 0.131 Uiso 1 1 d R . .
H2D H 0.9736 0.7602 0.3452 0.131 Uiso 1 1 d R . .
N1 N 0.9422(3) 0.2880(2) 0.4738(2) 0.0677(8) Uani 1 1 d . . .
H1A H 0.9747 0.2095 0.4928 0.081 Uiso 1 1 calc R . .
H1B H 0.9762 0.3382 0.4890 0.081 Uiso 1 1 calc R . .
N2 N 0.6306(4) 0.2247(3) 0.3241(3) 0.1038(15) Uani 1 1 d . . .
H2A H 0.6615 0.1460 0.3428 0.125 Uiso 1 1 calc R . .
H2B H 0.5634 0.2548 0.2904 0.125 Uiso 1 1 calc R . .
N3 N 0.7907(2) 0.2494(2) 0.39969(15) 0.0495(5) Uani 1 1 d . . .
N4 N 0.6332(2) 0.4232(2) 0.31557(18) 0.0561(6) Uani 1 1 d . . .
N5 N 0.7927(2) 0.45598(19) 0.39408(14) 0.0429(5) Uani 1 1 d . . .
N6 N 0.3158(2) 1.0631(2) 0.54761(16) 0.0536(6) Uani 1 1 d . . .
H6A H 0.2516 1.1018 0.5777 0.064 Uiso 1 1 calc R . .
H6B H 0.3957 1.0537 0.5600 0.064 Uiso 1 1 calc R . .
N7 N 0.0290(2) 0.9873(2) 0.38220(14) 0.0478(5) Uani 1 1 d . . .
H7A H -0.0368 1.0284 0.4102 0.057 Uiso 1 1 calc R . .
H7B H 0.0160 0.9523 0.3420 0.057 Uiso 1 1 calc R . .
N8 N 0.16675(19) 1.0342(2) 0.46461(13) 0.0412(5) Uani 1 1 d . . .
N9 N 0.25042(18) 0.91222(18) 0.35441(12) 0.0350(4) Uani 1 1 d . . .
N10 N 0.39769(18) 0.95542(18) 0.43753(12) 0.0349(4) Uani 1 1 d . . .
N11 N 0.6422(2) 1.0502(3) -0.05821(13) 0.0529(6) Uani 1 1 d . . .
H11A H 0.6798 1.0873 -0.0976 0.064 Uiso 1 1 calc R . .
H11B H 0.5626 1.0530 -0.0651 0.064 Uiso 1 1 calc R . .
N12 N 1.0127(2) 0.9130(3) 0.10740(14) 0.0558(7) Uani 1 1 d . . .
H12A H 1.0530 0.9465 0.0676 0.067 Uiso 1 1 calc R . .
H12B H 1.0530 0.8732 0.1543 0.067 Uiso 1 1 calc R . .
N13 N 0.8296(2) 0.9856(2) 0.02239(12) 0.0449(5) Uani 1 1 d . . .
N14 N 0.82979(19) 0.8685(2) 0.16125(12) 0.0396(5) Uani 1 1 d . . .
N15 N 0.64082(19) 0.9317(2) 0.07349(12) 0.0399(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
C1 N1 1.325(4) . ?
C1 N3 1.339(4) . ?
C1 N5 1.352(3) . ?
C2 N3 1.330(4) . ?
C2 N2 1.341(4) . ?
C2 N4 1.354(4) . ?
C3 N4 1.316(4) . ?
C3 N5 1.327(3) . ?
C3 C10 1.493(3) . ?
C4 N6 1.330(3) . ?
C4 N8 1.333(3) . ?
C4 N10 1.364(3) . ?
C5 N7 1.323(3) . ?
C5 N8 1.353(3) . ?
C5 N9 1.360(3) . ?
C6 N9 1.316(3) . ?
C6 N10 1.322(3) . ?
C6 C14 1.499(3) . ?
C7 N13 1.327(3) . ?
C7 N11 1.327(3) . ?
C7 N15 1.372(3) . ?
C8 N12 1.317(3) . ?
C8 N13 1.342(3) . ?
C8 N14 1.357(3) . ?
C9 N14 1.319(3) . ?
C9 N15 1.325(3) . ?
C9 C12 1.508(3) . ?
C10 C11 1.392(3) . ?
C10 C15 1.411(3) . ?
C11 C12 1.397(3) . ?
C11 C17 1.503(3) . ?
C12 C13 1.405(3) . ?
C13 C14 1.398(3) . ?
C13 C18 1.502(3) . ?
C14 C15 1.385(3) . ?
C15 C16 1.509(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
N1 C1 N3 117.5(2) . . ?
N1 C1 N5 117.1(2) . . ?
N3 C1 N5 125.4(2) . . ?
N3 C2 N2 117.7(3) . . ?
N3 C2 N4 125.7(3) . . ?
N2 C2 N4 116.6(3) . . ?
N4 C3 N5 125.9(2) . . ?
N4 C3 C10 117.4(2) . . ?
N5 C3 C10 116.6(2) . . ?
N6 C4 N8 118.3(2) . . ?
N6 C4 N10 117.3(2) . . ?
N8 C4 N10 124.3(2) . . ?
N7 C5 N8 118.2(2) . . ?
N7 C5 N9 117.4(2) . . ?
N8 C5 N9 124.4(2) . . ?
N9 C6 N10 126.8(2) . . ?
N9 C6 C14 116.10(19) . . ?
N10 C6 C14 117.05(18) . . ?
N13 C7 N11 118.8(2) . . ?
N13 C7 N15 124.4(2) . . ?
N11 C7 N15 116.8(2) . . ?
N12 C8 N13 118.2(2) . . ?
N12 C8 N14 117.7(2) . . ?
N13 C8 N14 124.0(2) . . ?
N14 C9 N15 126.8(2) . . ?
N14 C9 C12 115.12(19) . . ?
N15 C9 C12 118.10(19) . . ?
C11 C10 C15 121.5(2) . . ?
C11 C10 C3 119.7(2) . . ?
C15 C10 C3 118.7(2) . . ?
C10 C11 C12 118.1(2) . . ?
C10 C11 C17 120.8(2) . . ?
C12 C11 C17 121.2(2) . . ?
C11 C12 C13 121.95(19) . . ?
C11 C12 C9 119.3(2) . . ?
C13 C12 C9 118.6(2) . . ?
C14 C13 C12 118.2(2) . . ?
C14 C13 C18 120.0(2) . . ?
C12 C13 C18 121.84(19) . . ?
C15 C14 C13 121.5(2) . . ?
C15 C14 C6 117.76(18) . . ?
C13 C14 C6 120.70(19) . . ?
C14 C15 C10 118.7(2) . . ?
C14 C15 C16 120.9(2) . . ?
C10 C15 C16 120.4(2) . . ?
C2 N3 C1 113.9(2) . . ?
C3 N4 C2 114.6(2) . . ?
C3 N5 C1 114.5(2) . . ?
C4 N8 C5 115.1(2) . . ?
C6 N9 C5 114.5(2) . . ?
C6 N10 C4 114.78(19) . . ?
C7 N13 C8 115.81(19) . . ?
C9 N14 C8 114.81(19) . . ?
C9 N15 C7 114.03(19) . . ?

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
N6 H6A O2 0.86 2.22 3.071(4) 171.4 2_676
N7 H7B O2 0.86 2.20 2.874(3) 134.6 1_455
N11 H11A O1 0.86 2.21 3.068(3) 172.4 2_675
N12 H12B O1 0.86 2.15 2.856(3) 138.8 1_655
N1 H1A N8 0.86 2.44 3.130(3) 137.3 1_645
N2 H2A N6 0.86 2.67 3.471(4) 155.4 2_666
N6 H6B N10 0.86 2.20 3.042(3) 167.7 2_676
N7 H7A N8 0.86 2.52 3.172(3) 133.3 2_576
N7 H7A N3 0.86 2.59 3.288(3) 139.6 1_465
N11 H11B N15 0.86 2.15 3.007(3) 175.2 2_675
N12 H12A N13 0.86 2.09 2.945(3) 173.6 2_775
O2 H2C N14 0.85 1.97 2.798(3) 165.0 .
O1 H1C N9 0.85 2.04 2.891(3) 174.7 .

_diffrn_measured_fraction_theta_max 0.969
_diffrn_reflns_theta_full        67.11
_diffrn_measured_fraction_theta_full 0.969
_refine_diff_density_max         1.326
_refine_diff_density_min         -0.675
_refine_diff_density_rms         0.064
