# Supplementary Information (SI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_22novc_0m_a(1)
_database_code_depnum_ccdc_archive 'CCDC 2416100'
loop_
_audit_author_name
_audit_author_address
Srinivas
;IIT Kanpur
India
;
_audit_update_record             
;
2025-01-10 deposited with the CCDC.	2025-03-24 downloaded from the CCDC.
;
_audit_creation_date             2024-11-24
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C H N4 O4, 2(H5 N2), H4 N2'
_chemical_formula_sum            'C H15 N10 O4'
_chemical_formula_weight         231.23
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.1038(10)
_cell_length_b                   9.4721(9)
_cell_length_c                   10.9619(11)
_cell_angle_alpha                90
_cell_angle_beta                 116.549(3)
_cell_angle_gamma                90
_cell_volume                     938.47(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3680
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.23
_cell_measurement_theta_min      2.78
_shelx_estimated_absorpt_T_max   0.968
_shelx_estimated_absorpt_T_min   0.953
_exptl_absorpt_coefficient_mu    0.148
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.637
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             492
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0602
_diffrn_reflns_av_unetI/netI     0.0395
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13324
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.326
_diffrn_reflns_theta_min         2.990
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2019
_reflns_number_total             2345
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.563
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     196
_refine_ls_number_reflns         2345
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0559
_refine_ls_R_factor_gt           0.0467
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0351P)²+1.2632P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1071
_refine_ls_wR_factor_ref         0.1137
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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
O001 O 0.31085(13) 0.32932(12) 0.28110(12) 0.0110(3) Uani 1 1 d . . . . .
O002 O 0.53620(13) 0.31719(12) 0.45066(12) 0.0131(3) Uani 1 1 d . . . . .
O003 O 0.66300(14) -0.12941(14) 0.24597(13) 0.0167(3) Uani 1 1 d . . . . .
O004 O 0.67276(14) 0.08980(13) 0.31579(13) 0.0155(3) Uani 1 1 d . . . . .
N005 N 0.63235(15) -0.03832(15) 0.31612(14) 0.0110(3) Uani 1 1 d . . . . .
N006 N 0.42240(15) 0.25271(15) 0.36641(14) 0.0103(3) Uani 1 1 d . . . . .
N007 N 0.14695(16) 0.74692(17) 0.45018(16) 0.0131(3) Uani 1 1 d . . . . .
N008 N 0.55907(16) -0.08043(15) 0.38040(15) 0.0121(3) Uani 1 1 d . . . . .
N009 N 0.40335(15) 0.11882(15) 0.35329(15) 0.0115(3) Uani 1 1 d . . . . .
N00A N -0.00332(16) 0.79154(17) 0.41622(16) 0.0145(3) Uani 1 1 d . . . . .
N00B N 0.56814(16) 0.39778(16) 0.70984(15) 0.0119(3) Uani 1 1 d . . . . .
N00C N 0.15834(17) 0.45462(16) 0.45238(16) 0.0153(3) Uani 1 1 d . . . . .
N N 0.26401(16) 0.40708(17) 0.58601(16) 0.0153(3) Uani 1 1 d . . . . .
N00E N 0.58234(18) 0.40381(17) 0.84738(16) 0.0158(3) Uani 1 1 d . . . . .
C00F C 0.52655(18) 0.03515(17) 0.45187(17) 0.0111(3) Uani 1 1 d . . . . .
H00F H 0.613(2) 0.091(2) 0.504(2) 0.010(5) Uiso 1 1 d . . . . .
H00D H -0.061(2) 0.745(2) 0.342(2) 0.011(5) Uiso 1 1 d . . . . .
H00A H 0.169(2) 0.776(2) 0.387(2) 0.014(5) Uiso 1 1 d . . . . .
H00E H -0.008(3) 0.880(3) 0.399(3) 0.022(6) Uiso 1 1 d . . . . .
H00B H 0.208(3) 0.785(3) 0.527(3) 0.024(6) Uiso 1 1 d . . . . .
H00C H 0.149(3) 0.653(3) 0.456(3) 0.028(7) Uiso 1 1 d . . . . .
H00J H 0.524(3) 0.335(3) 0.852(2) 0.020(6) Uiso 1 1 d . . . . .
H00G H 0.472(3) 0.404(2) 0.653(3) 0.022(6) Uiso 1 1 d . . . . .
H00H H 0.606(3) 0.319(3) 0.694(2) 0.018(6) Uiso 1 1 d . . . . .
H00K H 0.675(3) 0.379(3) 0.907(3) 0.029(7) Uiso 1 1 d . . . . .
H00I H 0.615(3) 0.476(2) 0.701(2) 0.016(5) Uiso 1 1 d . . . . .
H00L H 0.071(3) 0.413(3) 0.427(3) 0.025(6) Uiso 1 1 d . . . . .
H00M H 0.193(3) 0.426(3) 0.392(3) 0.025(6) Uiso 1 1 d . . . . .
HA H 0.244(3) 0.318(3) 0.592(2) 0.024(6) Uiso 1 1 d . . . . .
HB H 0.245(3) 0.466(3) 0.648(3) 0.028(6) 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
O001 N006 1.3150(17) . ?
O002 N006 1.2644(18) . ?
O003 N005 1.2823(19) . ?
O004 N005 1.2809(19) . ?
N005 N008 1.292(2) . ?
N006 N009 1.281(2) . ?
N007 N00A 1.455(2) . ?
N007 H00A 0.86(2) . ?
N007 H00B 0.87(3) . ?
N007 H00C 0.90(3) . ?
N008 C00F 1.466(2) . ?
N009 C00F 1.464(2) . ?
N00A H00D 0.88(2) . ?
N00A H00E 0.85(3) . ?
N00B N00E 1.450(2) . ?
N00B H00G 0.89(3) . ?
N00B H00H 0.89(2) . ?
N00B H00I 0.90(2) . ?
N00C N 1.446(2) . ?
N00C H00L 0.89(3) . ?
N00C H00M 0.92(3) . ?
N HA 0.88(3) . ?
N HB 0.97(3) . ?
N00E H00J 0.89(3) . ?
N00E H00K 0.90(3) . ?
C00F C00F 1.533(3) 3_656 ?
C00F H00F 0.96(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
O003 N005 N008 118.04(14) . . ?
O004 N005 O003 118.23(14) . . ?
O004 N005 N008 123.70(14) . . ?
O002 N006 O001 117.61(13) . . ?
O002 N006 N009 127.02(14) . . ?
N009 N006 O001 115.37(13) . . ?
N00A N007 H00A 108.4(15) . . ?
N00A N007 H00B 109.4(17) . . ?
N00A N007 H00C 107.2(17) . . ?
H00A N007 H00B 109(2) . . ?
H00A N007 H00C 111(2) . . ?
H00B N007 H00C 111(2) . . ?
N005 N008 C00F 112.37(13) . . ?
N006 N009 C00F 114.68(13) . . ?
N007 N00A H00D 105.7(14) . . ?
N007 N00A H00E 106.6(17) . . ?
H00D N00A H00E 110(2) . . ?
N00E N00B H00G 107.3(16) . . ?
N00E N00B H00H 112.4(15) . . ?
N00E N00B H00I 105.4(14) . . ?
H00G N00B H00H 110(2) . . ?
H00G N00B H00I 109(2) . . ?
H00H N00B H00I 112(2) . . ?
N N00C H00L 110.8(16) . . ?
N N00C H00M 107.2(16) . . ?
H00L N00C H00M 107(2) . . ?
N00C N HA 106.8(16) . . ?
N00C N HB 104.3(15) . . ?
HA N HB 112(2) . . ?
N00B N00E H00J 105.7(15) . . ?
N00B N00E H00K 109.6(17) . . ?
H00J N00E H00K 105(2) . . ?
N008 C00F C00F 105.92(16) . 3_656 ?
N008 C00F H00F 111.5(13) . . ?
N009 C00F N008 109.24(13) . . ?
N009 C00F C00F 107.43(16) . 3_656 ?
N009 C00F H00F 112.9(12) . . ?
C00F C00F H00F 109.5(13) 3_656 . ?

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
O001 N006 N009 C00F -178.10(13) . . . . ?
O002 N006 N009 C00F 2.7(2) . . . . ?
O003 N005 N008 C00F -177.73(13) . . . . ?
O004 N005 N008 C00F 0.4(2) . . . . ?
N005 N008 C00F N009 77.46(16) . . . . ?
N005 N008 C00F C00F -167.11(15) . . . 3_656 ?
N006 N009 C00F N008 -134.67(14) . . . . ?
N006 N009 C00F C00F 110.87(18) . . . 3_656 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_15decb_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2416101'
loop_
_audit_author_name
_audit_author_address
Srinivas
;IIT Kanpur
India
;
_audit_update_record             
;
2025-01-10 deposited with the CCDC.	2025-03-24 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT353_15decb_0m_a         
;
PROBLEM: Long   N-H (N0.87,N1.01A)  N16      - H16B     .       1.10 Ang.
RESPONSE: This alert is present is because of the close proximity of hydrazine cation with the nitramino substituted anionic counterpartcationic part due to hydrogen bonding interactions
;
_vrf_PLAT430_15decb_0m_a         
;
PROBLEM: Short Inter D...A Contact  O1       ..O2       .       2.80 Ang.
RESPONSE: This alert is due to the disordered nitro molecule present in the structure
;
# Added during the CSD deposition process: Friday 10 January 2025 12:11 PM
# end Validation Reply Form

_audit_creation_date             2025-01-09
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C2 H2 N8 O8, H2 O, 4(H5 N2)'
_chemical_formula_sum            'C2 H24 N16 O9'
_chemical_formula_weight         416.37
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.6301(8)
_cell_length_b                   9.1159(9)
_cell_length_c                   10.0144(9)
_cell_angle_alpha                90
_cell_angle_beta                 109.466(2)
_cell_angle_gamma                90
_cell_volume                     828.88(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3680
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.23
_cell_measurement_theta_min      2.78
_shelx_estimated_absorpt_T_max   0.967
_shelx_estimated_absorpt_T_min   0.951
_exptl_absorpt_coefficient_mu    0.155
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.668
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0684
_diffrn_reflns_av_unetI/netI     0.0604
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            12490
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.338
_diffrn_reflns_theta_min         2.157
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.883
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.994
_reflns_number_gt                3807
_reflns_number_total             4131
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.724
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.081
_refine_ls_abs_structure_details 
;
 Flack x determined using 1619 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     276
_refine_ls_number_reflns         4131
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0470
_refine_ls_R_factor_gt           0.0426
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0658P)²+0.1371P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1117
_refine_ls_wR_factor_ref         0.1165
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O9(H9C,H9D)
2.b Ternary CH refined with riding coordinates:
 C1(H1), C2(H2)
2.c Idealised Me refined as rotating group:
 N12(H12A,H12B,H12C), N10(H10A,H10B,H10C), N14(H14A,H14B,H14C), N15(H15A,H15B,
 H15C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O4 O 0.2868(2) 0.1409(2) 0.19297(19) 0.0111(4) Uani 1 1 d . . . . .
O6 O 0.41480(19) 0.7938(2) 0.52065(19) 0.0113(4) Uani 1 1 d . . . . .
O5 O 0.2364(2) 0.8067(2) 0.31431(19) 0.0108(4) Uani 1 1 d . . . . .
O8 O -0.0239(2) 0.3524(2) 0.4529(2) 0.0130(4) Uani 1 1 d . . . . .
O1 O 0.5182(2) 0.6017(2) 0.03983(19) 0.0106(4) Uani 1 1 d . . . . .
O2 O 0.4918(2) 0.3729(2) 0.0943(2) 0.0148(4) Uani 1 1 d . . . . .
O3 O 0.1003(2) 0.1506(2) -0.0077(2) 0.0129(4) Uani 1 1 d . . . . .
O7 O 0.0112(2) 0.5810(2) 0.4040(2) 0.0140(4) Uani 1 1 d . . . . .
O9 O 0.6316(2) 0.8060(2) 0.2478(2) 0.0164(4) Uani 1 1 d G . . . .
H9C H 0.599216 0.752596 0.171729 0.025 Uiso 1 1 d G U . . .
H9D H 0.640983 0.744938 0.316970 0.025 Uiso 1 1 d G U . . .
N2 N 0.4561(2) 0.5063(3) 0.0963(2) 0.0085(4) Uani 1 1 d . . . . .
N7 N 0.1420(2) 0.3975(3) 0.3520(2) 0.0086(4) Uani 1 1 d . . . . .
N4 N 0.1960(2) 0.2184(3) 0.0973(2) 0.0080(4) Uani 1 1 d . . . . .
N5 N 0.3210(2) 0.5871(3) 0.4178(2) 0.0086(4) Uani 1 1 d . . . . .
N6 N 0.3204(2) 0.7276(3) 0.4134(2) 0.0083(5) Uani 1 1 d . . . . .
N12 N 0.8055(2) 0.5978(3) 0.5608(2) 0.0098(4) Uani 1 1 d . . . . .
H12A H 0.862927 0.567094 0.510171 0.012 Uiso 1 1 calc R U . . .
H12B H 0.811156 0.531844 0.630644 0.012 Uiso 1 1 calc R U . . .
H12C H 0.837561 0.686887 0.600020 0.012 Uiso 1 1 calc R U . . .
N3 N 0.1880(2) 0.3584(3) 0.0940(2) 0.0083(4) Uani 1 1 d . . . . .
N10 N 0.2945(2) 0.8579(3) 0.0545(2) 0.0110(4) Uani 1 1 d . . . . .
H10A H 0.364814 0.881771 0.016071 0.013 Uiso 1 1 calc R U . . .
H10B H 0.321410 0.774508 0.106742 0.013 Uiso 1 1 calc R U . . .
H10C H 0.284630 0.932339 0.111268 0.013 Uiso 1 1 calc R U . . .
N8 N 0.0436(2) 0.4454(3) 0.4016(2) 0.0086(5) Uani 1 1 d . . . . .
N14 N 0.4030(2) 0.6097(3) 0.7361(2) 0.0121(5) Uani 1 1 d . . . . .
H14A H 0.438298 0.662239 0.677161 0.015 Uiso 1 1 calc R U . . .
H14B H 0.410399 0.512171 0.720362 0.015 Uiso 1 1 calc R U . . .
H14C H 0.456333 0.631062 0.827669 0.015 Uiso 1 1 calc R U . . .
N15 N 0.0802(3) 0.3398(3) -0.2325(2) 0.0129(5) Uani 1 1 d . . . . .
H15A H 0.017566 0.310847 -0.318471 0.015 Uiso 1 1 calc R U . . .
H15B H 0.077614 0.273562 -0.165424 0.015 Uiso 1 1 calc R U . . .
H15C H 0.173394 0.345330 -0.235777 0.015 Uiso 1 1 calc R U . . .
N1 N 0.3605(2) 0.5532(3) 0.1509(2) 0.0089(4) Uani 1 1 d . . . . .
N9 N 0.1554(3) 0.8342(3) -0.0576(3) 0.0177(5) Uani 1 1 d . . . . .
H9A H 0.106(4) 0.779(5) -0.007(4) 0.021 Uiso 1 1 d . U . . .
N13 N 0.2490(3) 0.6475(3) 0.7093(3) 0.0173(5) Uani 1 1 d . . . . .
H13A H 0.204(4) 0.644(5) 0.611(4) 0.021 Uiso 1 1 d . U . . .
H13B H 0.236(4) 0.751(5) 0.748(4) 0.021 Uiso 1 1 d . U . . .
N11 N 0.6546(2) 0.6098(3) 0.4681(3) 0.0134(5) Uani 1 1 d . . . . .
H11A H 0.610(4) 0.659(5) 0.526(4) 0.016 Uiso 1 1 d . U . . .
H11B H 0.622(4) 0.522(5) 0.473(4) 0.016 Uiso 1 1 d . U . . .
N16 N 0.0351(3) 0.4846(3) -0.1969(2) 0.0152(5) Uani 1 1 d . . . . .
H16A H 0.045(4) 0.479(5) -0.097(4) 0.018 Uiso 1 1 d . U . . .
H16B H 0.116(4) 0.558(4) -0.217(4) 0.018 Uiso 1 1 d . U . . .
C1 C 0.2966(3) 0.4358(3) 0.2111(3) 0.0073(5) Uani 1 1 d . . . . .
H1 H 0.373735 0.367781 0.271045 0.009 Uiso 1 1 calc R U . . .
C2 C 0.2135(3) 0.5141(3) 0.2979(3) 0.0075(5) Uani 1 1 d . . . . .
H2 H 0.139653 0.585273 0.238286 0.009 Uiso 1 1 calc R U . . .
H9B H 0.118(4) 0.935(4) -0.078(3) 0.009(8) 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
O4 N4 1.274(3) . ?
O6 N6 1.302(3) . ?
O5 N6 1.274(3) . ?
O8 N8 1.275(3) . ?
O1 N2 1.289(3) . ?
O2 N2 1.265(3) . ?
O3 N4 1.301(3) . ?
O7 N8 1.277(3) . ?
O9 H9C 0.8701 . ?
O9 H9D 0.8693 . ?
N2 N1 1.290(3) . ?
N7 N8 1.283(3) . ?
N7 C2 1.465(3) . ?
N4 N3 1.278(3) . ?
N5 N6 1.281(3) . ?
N5 C2 1.459(3) . ?
N12 H12A 0.9100 . ?
N12 H12B 0.9100 . ?
N12 H12C 0.9100 . ?
N12 N11 1.445(3) . ?
N3 C1 1.466(3) . ?
N10 H10A 0.9100 . ?
N10 H10B 0.9100 . ?
N10 H10C 0.9100 . ?
N10 N9 1.449(3) . ?
N14 H14A 0.9100 . ?
N14 H14B 0.9100 . ?
N14 H14C 0.9100 . ?
N14 N13 1.458(3) . ?
N15 H15A 0.9100 . ?
N15 H15B 0.9100 . ?
N15 H15C 0.9100 . ?
N15 N16 1.471(3) . ?
N1 C1 1.461(3) . ?
N9 H9A 0.95(4) . ?
N9 H9B 0.99(4) . ?
N13 H13A 0.93(4) . ?
N13 H13B 1.04(4) . ?
N11 H11A 0.94(4) . ?
N11 H11B 0.87(4) . ?
N16 H16A 0.97(3) . ?
N16 H16B 1.09(4) . ?
C1 H1 1.0000 . ?
C1 C2 1.539(3) . ?
C2 H2 1.0000 . ?

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
H9C O9 H9D 104.5 . . ?
O1 N2 N1 117.6(2) . . ?
O2 N2 O1 118.3(2) . . ?
O2 N2 N1 124.1(2) . . ?
N8 N7 C2 113.3(2) . . ?
O4 N4 O3 117.9(2) . . ?
O4 N4 N3 126.4(2) . . ?
N3 N4 O3 115.7(2) . . ?
N6 N5 C2 115.7(2) . . ?
O5 N6 O6 117.9(2) . . ?
O5 N6 N5 125.9(2) . . ?
N5 N6 O6 116.2(2) . . ?
H12A N12 H12B 109.5 . . ?
H12A N12 H12C 109.5 . . ?
H12B N12 H12C 109.5 . . ?
N11 N12 H12A 109.5 . . ?
N11 N12 H12B 109.5 . . ?
N11 N12 H12C 109.5 . . ?
N4 N3 C1 116.1(2) . . ?
H10A N10 H10B 109.5 . . ?
H10A N10 H10C 109.5 . . ?
H10B N10 H10C 109.5 . . ?
N9 N10 H10A 109.5 . . ?
N9 N10 H10B 109.5 . . ?
N9 N10 H10C 109.5 . . ?
O8 N8 O7 118.3(2) . . ?
O8 N8 N7 118.1(2) . . ?
O7 N8 N7 123.6(2) . . ?
H14A N14 H14B 109.5 . . ?
H14A N14 H14C 109.5 . . ?
H14B N14 H14C 109.5 . . ?
N13 N14 H14A 109.5 . . ?
N13 N14 H14B 109.5 . . ?
N13 N14 H14C 109.5 . . ?
H15A N15 H15B 109.5 . . ?
H15A N15 H15C 109.5 . . ?
H15B N15 H15C 109.5 . . ?
N16 N15 H15A 109.5 . . ?
N16 N15 H15B 109.5 . . ?
N16 N15 H15C 109.5 . . ?
N2 N1 C1 113.0(2) . . ?
N10 N9 H9A 99(2) . . ?
N10 N9 H9B 101.8(19) . . ?
H9A N9 H9B 113(3) . . ?
N14 N13 H13A 106(2) . . ?
N14 N13 H13B 112.5(19) . . ?
H13A N13 H13B 110(3) . . ?
N12 N11 H11A 102(2) . . ?
N12 N11 H11B 102(2) . . ?
H11A N11 H11B 99(4) . . ?
N15 N16 H16A 105(3) . . ?
N15 N16 H16B 103(2) . . ?
H16A N16 H16B 113(3) . . ?
N3 C1 H1 111.8 . . ?
N3 C1 C2 107.97(19) . . ?
N1 C1 N3 108.0(2) . . ?
N1 C1 H1 111.8 . . ?
N1 C1 C2 105.30(18) . . ?
C2 C1 H1 111.8 . . ?
N7 C2 C1 105.65(19) . . ?
N7 C2 H2 111.3 . . ?
N5 C2 N7 108.6(2) . . ?
N5 C2 C1 108.45(18) . . ?
N5 C2 H2 111.3 . . ?
C1 C2 H2 111.3 . . ?

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
O4 N4 N3 C1 1.3(4) . . . . ?
O1 N2 N1 C1 179.7(2) . . . . ?
O2 N2 N1 C1 0.0(3) . . . . ?
O3 N4 N3 C1 -179.3(2) . . . . ?
N2 N1 C1 N3 -76.8(3) . . . . ?
N2 N1 C1 C2 168.03(19) . . . . ?
N4 N3 C1 N1 132.4(2) . . . . ?
N4 N3 C1 C2 -114.2(2) . . . . ?
N6 N5 C2 N7 -134.9(2) . . . . ?
N6 N5 C2 C1 110.8(2) . . . . ?
N3 C1 C2 N7 61.7(2) . . . . ?
N3 C1 C2 N5 177.9(2) . . . . ?
N8 N7 C2 N5 77.6(3) . . . . ?
N8 N7 C2 C1 -166.23(19) . . . . ?
N1 C1 C2 N7 176.8(2) . . . . ?
N1 C1 C2 N5 -66.9(2) . . . . ?
C2 N7 N8 O8 -179.2(2) . . . . ?
C2 N7 N8 O7 -0.1(3) . . . . ?
C2 N5 N6 O6 179.3(2) . . . . ?
C2 N5 N6 O5 -0.7(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
