# Electronic Supplementary Material (ESI) for Materials Advances.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_S0855
_database_code_depnum_ccdc_archive 'CCDC 2271491'
loop_
_audit_author_name
_audit_author_address
'Alexandros Kitos'
;Department of Chemistry and Biomolecular Sciences, University of Ottawa, Ottawa, Canada
Canada
;
_audit_update_record             
;
2023-06-22 deposited with the CCDC.	2023-10-25 downloaded from the CCDC.
;
#===============================================================================
# 5. CHEMICAL DATA

_chemical_name_systematic        
; 
;

_chemical_formula_sum            'C24 H48 N18'
_chemical_formula_moiety         'C6 N15, 3(C6 H16 N)'
_chemical_formula_weight         588.80
#=============================================================
# 6. CRYSTAL DATA

_space_group_crystal_system      trigonal
_space_group_IT_number           147
_space_group_name_H-M_alt        'P -3'
_space_group_name_Hall           '-P 3'

_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'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'

#------------------------------------------------
_cell_length_a                   13.701(3)
_cell_length_b                   13.701(3)
_cell_length_c                   10.823(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     1759.6(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    203(2)
_cell_measurement_reflns_used    8017
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      23.20

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.25
_exptl_crystal_size_mid          0.416
_exptl_crystal_size_max          0.522

_exptl_crystal_density_diffrn    1.111
_exptl_crystal_F_000             636
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6105
_exptl_absorpt_correction_T_max  0.7449
_exptl_absorpt_process_details   SADABS

#=============================================================================
# 7. EXPERIMENTAL DATA

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_method       'ω and φ scans'
_diffrn_ambient_temperature      203(2)
_diffrn_reflns_number            1703
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.716
_diffrn_reflns_theta_max         23.273
_diffrn_reflns_theta_full        23.273
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999


#==========================================================================
# 8. REFINEMENT DATA

_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_reflns_number_total             1703
_reflns_number_gt                1264
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_special_details          'Refined as a 4-component twin.,disorder'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details none
_refine_ls_abs_structure_Flack   .
_refine_ls_number_reflns         1703
_refine_ls_number_parameters     259
_refine_ls_number_restraints     736
_refine_ls_R_factor_all          0.1104
_refine_ls_R_factor_gt           0.0889
_refine_ls_wR_factor_ref         0.2313
_refine_ls_wR_factor_gt          0.2087
_refine_ls_goodness_of_fit_ref   0.856
_refine_ls_restrained_S_all      0.776
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+2.0000P] where P=(Fo²+2Fc²)/3'

#---------------------------------------------------------


#========================================================== 
# 9. General computing 

_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_cell_refinement       'Bruker SAINT'
_computing_structure_solution    
; 
 SHELXT 2014/5 (Sheldrick, 2014)
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_shelx_SHELXL_version_number     2018/3

#===================================================================
# 10.  ATOMIC COORDINATES AND THERMAL PARAMETERS

_atom_sites_solution_primary     direct
_atom_sites_solution_hydrogens   geom

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'

#==============================================================================
# Uequiv = arithmetic mean of Ui
# i.e. Ueqiv = (U1+U2+U3)/3

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
N1 N 0.4309(3) 0.6626(3) 0.2528(7) 0.0715(10) Uani 1 1 d . . . . .
C1 C 0.4298(4) 0.7592(4) 0.2486(9) 0.0706(11) Uani 1 1 d . . . . .
N2 N 0.6373(4) 0.8677(4) 0.2505(9) 0.1126(18) Uani 1 1 d . . . . .
C2 C 0.5390(4) 0.8630(4) 0.2538(8) 0.0779(12) Uani 1 1 d . . . . .
N3 N 0.7135(4) 0.9786(5) 0.2497(11) 0.133(2) Uani 1 1 d . . . . .
N5 N 0.5493(4) 0.9657(4) 0.2478(8) 0.1078(18) Uani 1 1 d . . . . .
N4 N 0.6604(5) 1.0361(4) 0.2452(11) 0.1187(17) Uani 1 1 d . . . . .
N11 N 0.4078(15) 1.0654(13) 0.1990(12) 0.108(5) Uani 0.331(3) 1 d D U P A 1
H11 H 0.451907 1.027793 0.216717 0.130 Uiso 0.331(3) 1 calc R U P A 1
C11 C 0.493(2) 1.1799(16) 0.1751(19) 0.111(7) Uani 0.331(3) 1 d D U P A 1
H11A H 0.539502 1.207996 0.249356 0.133 Uiso 0.331(3) 1 calc R U P A 1
H11B H 0.453986 1.223449 0.166153 0.133 Uiso 0.331(3) 1 calc R U P A 1
C12 C 0.5674(15) 1.2074(13) 0.0715(16) 0.086(5) Uani 0.331(3) 1 d D U P A 1
H12A H 0.643444 1.233895 0.101021 0.129 Uiso 0.331(3) 1 calc R U P A 1
H12B H 0.565870 1.266038 0.022767 0.129 Uiso 0.331(3) 1 calc R U P A 1
H12C H 0.543466 1.140879 0.020781 0.129 Uiso 0.331(3) 1 calc R U P A 1
C21 C 0.341(2) 1.0054(17) 0.0979(15) 0.100(6) Uani 0.331(3) 1 d D U P A 1
H21A H 0.263791 0.981597 0.122541 0.120 Uiso 0.331(3) 1 calc R U P A 1
H21B H 0.346155 0.936484 0.094184 0.120 Uiso 0.331(3) 1 calc R U P A 1
C22 C 0.350(4) 1.041(4) -0.0256(19) 0.25(2) Uani 0.331(3) 1 d D U P A 1
H22A H 0.275244 1.019433 -0.056715 0.374 Uiso 0.331(3) 1 calc R U P A 1
H22B H 0.382355 1.005586 -0.075384 0.374 Uiso 0.331(3) 1 calc R U P A 1
H22C H 0.397314 1.122169 -0.029845 0.374 Uiso 0.331(3) 1 calc R U P A 1
C31 C 0.3502(18) 1.0551(18) 0.3127(14) 0.098(5) Uani 0.331(3) 1 d D U P A 1
H31A H 0.271397 0.996255 0.301424 0.117 Uiso 0.331(3) 1 calc R U P A 1
H31B H 0.350616 1.126035 0.326168 0.117 Uiso 0.331(3) 1 calc R U P A 1
C32 C 0.390(3) 1.030(3) 0.4246(18) 0.109(9) Uani 0.331(3) 1 d D U P A 1
H32A H 0.359157 1.048319 0.495496 0.163 Uiso 0.331(3) 1 calc R U P A 1
H32B H 0.471626 1.073437 0.427205 0.163 Uiso 0.331(3) 1 calc R U P A 1
H32C H 0.365962 0.949957 0.426452 0.163 Uiso 0.331(3) 1 calc R U P A 1
N21 N 0.2783(12) 1.0046(16) 0.3022(12) 0.130(5) Uani 0.418(3) 1 d D U P B 2
H21 H 0.233933 0.921588 0.294307 0.156 Uiso 0.418(3) 1 calc R U P B 2
C41 C 0.2000(16) 1.0318(19) 0.3500(17) 0.148(6) Uani 0.418(3) 1 d D U P B 2
H41A H 0.242426 1.113946 0.359064 0.177 Uiso 0.418(3) 1 calc R U P B 2
H41B H 0.185742 1.001618 0.434246 0.177 Uiso 0.418(3) 1 calc R U P B 2
C42 C 0.0943(18) 1.008(2) 0.306(3) 0.195(13) Uani 0.418(3) 1 d D U P B 2
H42A H 0.073497 0.958156 0.235785 0.292 Uiso 0.418(3) 1 calc R U P B 2
H42B H 0.097350 1.077772 0.282151 0.292 Uiso 0.418(3) 1 calc R U P B 2
H42C H 0.038705 0.972169 0.371374 0.292 Uiso 0.418(3) 1 calc R U P B 2
C51 C 0.3678(18) 1.022(2) 0.384(2) 0.135(7) Uani 0.418(3) 1 d D U P B 2
H51A H 0.332990 0.987475 0.463578 0.162 Uiso 0.418(3) 1 calc R U P B 2
H51B H 0.401150 0.978654 0.351350 0.162 Uiso 0.418(3) 1 calc R U P B 2
C52 C 0.4585(18) 1.1327(18) 0.411(2) 0.142(7) Uani 0.418(3) 1 d D U P B 2
H52A H 0.491246 1.171857 0.333713 0.213 Uiso 0.418(3) 1 calc R U P B 2
H52B H 0.515535 1.127408 0.458526 0.213 Uiso 0.418(3) 1 calc R U P B 2
H52C H 0.430386 1.173866 0.457333 0.213 Uiso 0.418(3) 1 calc R U P B 2
C61 C 0.314(2) 1.041(3) 0.1780(15) 0.131(6) Uani 0.418(3) 1 d D U P B 2
H61A H 0.384933 1.113296 0.183400 0.158 Uiso 0.418(3) 1 calc R U P B 2
H61B H 0.332983 0.987114 0.141374 0.158 Uiso 0.418(3) 1 calc R U P B 2
C62 C 0.245(3) 1.056(3) 0.092(2) 0.199(12) Uani 0.418(3) 1 d D U P B 2
H62A H 0.276588 1.135651 0.073945 0.298 Uiso 0.418(3) 1 calc R U P B 2
H62B H 0.169753 1.026442 0.126021 0.298 Uiso 0.418(3) 1 calc R U P B 2
H62C H 0.240174 1.016129 0.015848 0.298 Uiso 0.418(3) 1 calc R U P B 2
N31 N 0.4032(19) 1.0552(19) 0.3003(16) 0.089(5) Uani 0.251(3) 1 d D U P C 3
H31 H 0.442512 1.011213 0.304778 0.106 Uiso 0.251(3) 1 calc R U P C 3
C71 C 0.342(3) 1.019(3) 0.1877(18) 0.108(7) Uani 0.251(3) 1 d D U P C 3
H71A H 0.300375 0.936183 0.188658 0.130 Uiso 0.251(3) 1 calc R U P C 3
H71B H 0.285749 1.043071 0.188806 0.130 Uiso 0.251(3) 1 calc R U P C 3
C72 C 0.399(3) 1.053(3) 0.074(2) 0.098(9) Uani 0.251(3) 1 d D U P C 3
H72A H 0.351404 1.001938 0.009478 0.146 Uiso 0.251(3) 1 calc R U P C 3
H72B H 0.468395 1.050764 0.078895 0.146 Uiso 0.251(3) 1 calc R U P C 3
H72C H 0.415407 1.128726 0.055271 0.146 Uiso 0.251(3) 1 calc R U P C 3
C81 C 0.492(2) 1.168(2) 0.301(2) 0.116(8) Uani 0.251(3) 1 d D U P C 3
H81A H 0.546801 1.174292 0.362902 0.139 Uiso 0.251(3) 1 calc R U P C 3
H81B H 0.460935 1.214996 0.328724 0.139 Uiso 0.251(3) 1 calc R U P C 3
C82 C 0.550(4) 1.213(3) 0.188(3) 0.164(16) Uani 0.251(3) 1 d D U P C 3
H82A H 0.590006 1.174275 0.164509 0.246 Uiso 0.251(3) 1 calc R U P C 3
H82B H 0.603862 1.292885 0.199140 0.246 Uiso 0.251(3) 1 calc R U P C 3
H82C H 0.496795 1.204007 0.124046 0.246 Uiso 0.251(3) 1 calc R U P C 3
C91 C 0.326(3) 1.014(3) 0.403(3) 0.102(6) Uani 0.251(3) 1 d D U P C 3
H91A H 0.268638 0.935957 0.383373 0.123 Uiso 0.251(3) 1 calc R U P C 3
H91B H 0.368463 1.009703 0.474289 0.123 Uiso 0.251(3) 1 calc R U P C 3
C92 C 0.270(3) 1.071(3) 0.442(2) 0.100(7) Uani 0.251(3) 1 d D U P C 3
H92A H 0.324030 1.149809 0.455641 0.149 Uiso 0.251(3) 1 calc R U P C 3
H92B H 0.229348 1.037676 0.518224 0.149 Uiso 0.251(3) 1 calc R U P C 3
H92C H 0.216492 1.064406 0.378725 0.149 Uiso 0.251(3) 1 calc R U P C 3


_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
N1 C1 1.331(6) . ?
N1 C1 1.334(6) 3_565 ?
C1 C2 1.462(6) . ?
N2 C2 1.316(6) . ?
N2 N3 1.346(7) . ?
C2 N5 1.344(6) . ?
N3 N4 1.314(7) . ?
N5 N4 1.335(7) . ?
N11 C21 1.398(13) . ?
N11 C31 1.430(14) . ?
N11 C11 1.434(14) . ?
N11 H11 0.9900 . ?
C11 C12 1.436(14) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 H12C 0.9700 . ?
C21 C22 1.407(14) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 H22C 0.9700 . ?
C31 C32 1.441(15) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 H32C 0.9700 . ?
N21 C41 1.398(13) . ?
N21 C61 1.434(14) . ?
N21 C51 1.435(13) . ?
N21 H21 0.9900 . ?
C41 C42 1.399(14) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C42 H42C 0.9700 . ?
C51 C52 1.429(15) . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C52 H52A 0.9700 . ?
C52 H52B 0.9700 . ?
C52 H52C 0.9700 . ?
C61 C62 1.421(14) . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C62 H62A 0.9700 . ?
C62 H62B 0.9700 . ?
C62 H62C 0.9700 . ?
N31 C81 1.406(14) . ?
N31 C71 1.421(15) . ?
N31 C91 1.438(14) . ?
N31 H31 0.9900 . ?
C71 C72 1.404(16) . ?
C71 H71A 0.9800 . ?
C71 H71B 0.9800 . ?
C72 H72A 0.9700 . ?
C72 H72B 0.9700 . ?
C72 H72C 0.9700 . ?
C81 C82 1.422(16) . ?
C81 H81A 0.9800 . ?
C81 H81B 0.9800 . ?
C82 H82A 0.9700 . ?
C82 H82B 0.9700 . ?
C82 H82C 0.9700 . ?
C91 C92 1.419(15) . ?
C91 H91A 0.9800 . ?
C91 H91B 0.9800 . ?
C92 H92A 0.9700 . ?
C92 H92B 0.9700 . ?
C92 H92C 0.9700 . ?

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
C1 N1 C1 114.7(4) . 3_565 ?
N1 C1 N1 125.0(4) . 2_665 ?
N1 C1 C2 116.8(4) . . ?
N1 C1 C2 117.8(4) 2_665 . ?
C2 N2 N3 104.6(5) . . ?
N2 C2 N5 112.3(4) . . ?
N2 C2 C1 124.8(5) . . ?
N5 C2 C1 122.5(5) . . ?
N4 N3 N2 109.1(5) . . ?
N4 N5 C2 104.0(5) . . ?
N3 N4 N5 109.8(5) . . ?
C21 N11 C31 116.8(14) . . ?
C21 N11 C11 115.8(12) . . ?
C31 N11 C11 111.7(13) . . ?
C21 N11 H11 103.5 . . ?
C31 N11 H11 103.5 . . ?
C11 N11 H11 103.5 . . ?
N11 C11 C12 120.7(15) . . ?
N11 C11 H11A 107.2 . . ?
C12 C11 H11A 107.2 . . ?
N11 C11 H11B 107.2 . . ?
C12 C11 H11B 107.2 . . ?
H11A C11 H11B 106.8 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N11 C21 C22 128.6(18) . . ?
N11 C21 H21A 105.1 . . ?
C22 C21 H21A 105.1 . . ?
N11 C21 H21B 105.1 . . ?
C22 C21 H21B 105.1 . . ?
H21A C21 H21B 105.9 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N11 C31 C32 119.4(17) . . ?
N11 C31 H31A 107.5 . . ?
C32 C31 H31A 107.5 . . ?
N11 C31 H31B 107.5 . . ?
C32 C31 H31B 107.5 . . ?
H31A C31 H31B 107.0 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C41 N21 C61 115.5(12) . . ?
C41 N21 C51 115.6(12) . . ?
C61 N21 C51 114.0(11) . . ?
C41 N21 H21 103.1 . . ?
C61 N21 H21 103.1 . . ?
C51 N21 H21 103.1 . . ?
N21 C41 C42 131.1(17) . . ?
N21 C41 H41A 104.5 . . ?
C42 C41 H41A 104.5 . . ?
N21 C41 H41B 104.5 . . ?
C42 C41 H41B 104.5 . . ?
H41A C41 H41B 105.6 . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C52 C51 N21 121.1(16) . . ?
C52 C51 H51A 107.0 . . ?
N21 C51 H51A 107.0 . . ?
C52 C51 H51B 107.0 . . ?
N21 C51 H51B 107.0 . . ?
H51A C51 H51B 106.8 . . ?
C51 C52 H52A 109.5 . . ?
C51 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C51 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C62 C61 N21 121.9(16) . . ?
C62 C61 H61A 106.9 . . ?
N21 C61 H61A 106.9 . . ?
C62 C61 H61B 106.9 . . ?
N21 C61 H61B 106.9 . . ?
H61A C61 H61B 106.7 . . ?
C61 C62 H62A 109.5 . . ?
C61 C62 H62B 109.5 . . ?
H62A C62 H62B 109.5 . . ?
C61 C62 H62C 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C81 N31 C71 115(2) . . ?
C81 N31 C91 119(2) . . ?
C71 N31 C91 109.7(18) . . ?
C81 N31 H31 103.5 . . ?
C71 N31 H31 103.5 . . ?
C91 N31 H31 103.5 . . ?
C72 C71 N31 120(2) . . ?
C72 C71 H71A 107.3 . . ?
N31 C71 H71A 107.3 . . ?
C72 C71 H71B 107.3 . . ?
N31 C71 H71B 107.3 . . ?
H71A C71 H71B 106.9 . . ?
C71 C72 H72A 109.5 . . ?
C71 C72 H72B 109.5 . . ?
H72A C72 H72B 109.5 . . ?
C71 C72 H72C 109.5 . . ?
H72A C72 H72C 109.5 . . ?
H72B C72 H72C 109.5 . . ?
N31 C81 C82 118(2) . . ?
N31 C81 H81A 107.9 . . ?
C82 C81 H81A 107.9 . . ?
N31 C81 H81B 107.9 . . ?
C82 C81 H81B 107.9 . . ?
H81A C81 H81B 107.2 . . ?
C81 C82 H82A 109.5 . . ?
C81 C82 H82B 109.5 . . ?
H82A C82 H82B 109.5 . . ?
C81 C82 H82C 109.5 . . ?
H82A C82 H82C 109.5 . . ?
H82B C82 H82C 109.5 . . ?
C92 C91 N31 120(2) . . ?
C92 C91 H91A 107.2 . . ?
N31 C91 H91A 107.2 . . ?
C92 C91 H91B 107.2 . . ?
N31 C91 H91B 107.2 . . ?
H91A C91 H91B 106.9 . . ?
C91 C92 H92A 109.5 . . ?
C91 C92 H92B 109.5 . . ?
H92A C92 H92B 109.5 . . ?
C91 C92 H92C 109.5 . . ?
H92A C92 H92C 109.5 . . ?
H92B C92 H92C 109.5 . . ?

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
C1 N1 C1 N1 7(2) 3_565 . . 2_665 ?
C1 N1 C1 C2 179.6(5) 3_565 . . . ?
N3 N2 C2 N5 3.6(16) . . . . ?
N3 N2 C2 C1 176.2(10) . . . . ?
N1 C1 C2 N2 6.8(19) . . . . ?
N1 C1 C2 N2 -180.0(9) 2_665 . . . ?
N1 C1 C2 N5 178.7(8) . . . . ?
N1 C1 C2 N5 -8.1(18) 2_665 . . . ?
C2 N2 N3 N4 -3.6(16) . . . . ?
N2 C2 N5 N4 -2.2(15) . . . . ?
C1 C2 N5 N4 -175.0(9) . . . . ?
N2 N3 N4 N5 2.4(17) . . . . ?
C2 N5 N4 N3 -0.2(15) . . . . ?
C21 N11 C11 C12 -49(4) . . . . ?
C31 N11 C11 C12 174(2) . . . . ?
C31 N11 C21 C22 138(4) . . . . ?
C11 N11 C21 C22 3(5) . . . . ?
C21 N11 C31 C32 131(3) . . . . ?
C11 N11 C31 C32 -93(3) . . . . ?
C61 N21 C41 C42 56(4) . . . . ?
C51 N21 C41 C42 -167(3) . . . . ?
C41 N21 C51 C52 -75(3) . . . . ?
C61 N21 C51 C52 63(3) . . . . ?
C41 N21 C61 C62 -27(4) . . . . ?
C51 N21 C61 C62 -165(3) . . . . ?
C81 N31 C71 C72 40(5) . . . . ?
C91 N31 C71 C72 178(3) . . . . ?
C71 N31 C81 C82 -33(5) . . . . ?
C91 N31 C81 C82 -166(4) . . . . ?
C81 N31 C91 C92 54(4) . . . . ?
C71 N31 C91 C92 -82(4) . . . . ?

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
_geom_hbond_publ_flag
N11 H11 N5 0.99 1.94 2.92(2) 175.3 . yes
C11 H11B N4 0.98 2.47 3.38(3) 153.8 3_575 yes
C22 H22B N5 0.97 2.04 2.80(4) 134.0 4_675 yes
C22 H22B N4 0.97 1.93 2.58(4) 122.0 4_675 yes
N21 H21 N2 0.99 1.90 2.871(19) 167.2 2_665 yes
C41 H41A N3 0.98 2.52 3.32(2) 139.0 3_575 yes
C42 H42B N3 0.97 2.65 3.39(3) 133.3 3_575 yes
C51 H51B N5 0.98 2.40 3.30(3) 151.9 . yes
N31 H31 N5 0.99 1.95 2.88(2) 154.2 . yes
C71 H71A N1 0.98 2.68 3.47(4) 138.0 2_665 yes
C71 H71A N2 0.98 2.39 3.25(4) 146.3 2_665 yes
C72 H72B N5 0.97 2.69 3.42(4) 132.4 . yes
C81 H81B N4 0.98 2.66 3.49(4) 142.3 3_575 yes
C82 H82A N4 0.97 2.67 3.50(6) 143.9 . yes
C91 H91A N2 0.98 2.55 3.48(4) 157.8 2_665 yes
C92 H92B N3 0.97 2.67 3.44(2) 135.8 4_676 yes

_refine_diff_density_max         0.264
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.065


# start Validation Reply Form
_vrf_THETM01_S0855               
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.575
RESPONSE: There was no observable diffaction beyond this point at any
reasonable exposure time. This was reasonably the largest crystal which
could be mounted; no other crystals attempted yielded diffraction at higher
angles.
;
_vrf_PLAT088_S0855               
;
PROBLEM: Poor Data / Parameter Ratio ....................       6.58 Note  
RESPONSE: This is in part due to the weak or non-existent diffration at
high angles, and to the low number of overall peaks resulting from the
relatively high crystal symmetry. No other crystals attempted yielded better
data/parameter ratios.
;
# end Validation Reply Form
_exptl_crystal_preparation       'Energetic material'
