# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_mo_1207-1202-1_0m
_database_code_depnum_ccdc_archive 'CCDC 2302375'
loop_
_audit_author_name
_audit_author_address
'tianyu jiang'
;Institute of Chemical Materials, China Academy of Engineering Physics, Mianyang
China
;
_audit_update_record             
;
2023-10-20 deposited with the CCDC.	2024-01-02 downloaded from the CCDC.
;
_audit_creation_date             2023-10-20
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'H2 O, C10 H18 N, N5'
_chemical_formula_sum            'C10 H20 N6 O'
_chemical_formula_weight         240.32
_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'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.515(3)
_cell_length_b                   12.609(4)
_cell_length_c                   11.115(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.185(8)
_cell_angle_gamma                90.00
_cell_volume                     1298.3(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    544
_cell_measurement_temperature    296.25
_cell_measurement_theta_max      17.88
_cell_measurement_theta_min      2.48
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6399
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0961 before and 0.0518 after correction. The Ratio of minimum to maximum transmission is 0.8585. The λ/2 correction factor is 0.00150.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0948
_diffrn_reflns_av_unetI/netI     0.0927
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7429
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         2.48
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_number_gt                989
_reflns_number_total             2208
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         2208
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1561
_refine_ls_R_factor_gt           0.0596
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0968P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1493
_refine_ls_wR_factor_ref         0.2125
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O1-H1c
 0.84 with sigma of 0.02
3.a Free rotating group:
 O1(H1c,H1d)
3.b Ternary CH refined with riding coordinates:
 C10(H10), C8(H8), C6(H6)
3.c Secondary CH2 refined with riding coordinates:
 C3(H3a,H3b), C1(H1a,H1b), C4(H4a,H4b), C9(H9a,H9b), C5(H5a,H5b), C7(H7a,H7b)
3.d Idealised Me refined as rotating group:
 N6(H6a,H6b,H6c)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
O1 O 0.3153(3) 0.7991(2) 0.4546(3) 0.0565(8) Uani 1 d . . D
H1C H 0.2817 0.8353 0.3805 0.085 Uiso 1 d . . DG
H1D H 0.2856 0.7373 0.4308 0.085 Uiso 1 d . . G
N6 N 0.6179(3) 0.7959(2) 0.5458(3) 0.0446(9) Uani 1 d . . .
H6A H 0.5222 0.7980 0.5202 0.054 Uiso 1 calc . . GR
H6B H 0.6461 0.8419 0.6074 0.054 Uiso 1 calc . . GR
H6C H 0.6452 0.7308 0.5722 0.054 Uiso 1 calc . . GR
N4 N 0.2594(3) 0.4522(3) 0.2489(3) 0.0550(9) Uani 1 d . . .
N5 N 0.2334(4) 0.5531(3) 0.2521(3) 0.0583(10) Uani 1 d . . .
N3 N 0.3005(4) 0.4190(3) 0.3622(4) 0.0646(10) Uani 1 d . . .
C2 C 0.6857(4) 0.8246(3) 0.4407(3) 0.0365(9) Uani 1 d . . .
N1 N 0.2583(4) 0.5818(3) 0.3681(4) 0.0738(12) Uani 1 d . . .
C3 C 0.6304(4) 0.9329(3) 0.3926(4) 0.0464(10) Uani 1 d . . .
H3A H 0.6552 0.9850 0.4583 0.056 Uiso 1 calc . . R
H3B H 0.5261 0.9311 0.3648 0.056 Uiso 1 calc . . R
C1 C 0.8488(4) 0.8271(3) 0.4876(4) 0.0547(12) Uani 1 d . . .
H1A H 0.8841 0.7575 0.5172 0.066 Uiso 1 calc . . R
H1B H 0.8754 0.8771 0.5553 0.066 Uiso 1 calc . . R
N2 N 0.2996(5) 0.4981(4) 0.4366(4) 0.0874(14) Uani 1 d . . .
C4 C 0.6434(4) 0.7421(3) 0.3394(4) 0.0507(11) Uani 1 d . . .
H4A H 0.5392 0.7393 0.3113 0.061 Uiso 1 calc . . R
H4B H 0.6773 0.6726 0.3707 0.061 Uiso 1 calc . . R
C10 C 0.6976(5) 0.9644(3) 0.2853(4) 0.0585(12) Uani 1 d . . .
H10 H 0.6610 1.0339 0.2532 0.070 Uiso 1 calc . . R
C8 C 0.7117(5) 0.7730(4) 0.2325(4) 0.0661(14) Uani 1 d . . .
H8 H 0.6858 0.7206 0.1660 0.079 Uiso 1 calc . . R
C9 C 0.6558(5) 0.8811(3) 0.1846(4) 0.0685(14) Uani 1 d . . .
H9A H 0.5516 0.8786 0.1568 0.082 Uiso 1 calc . . R
H9B H 0.6957 0.9001 0.1147 0.082 Uiso 1 calc . . R
C5 C 0.8600(5) 0.9688(3) 0.3302(5) 0.0678(14) Uani 1 d . . .
H5A H 0.8860 1.0215 0.3951 0.081 Uiso 1 calc . . R
H5B H 0.9035 0.9890 0.2627 0.081 Uiso 1 calc . . R
C6 C 0.9153(5) 0.8610(4) 0.3792(4) 0.0649(13) Uani 1 d . . .
H6 H 1.0206 0.8640 0.4078 0.078 Uiso 1 calc . . R
C7 C 0.8757(5) 0.7780(4) 0.2771(5) 0.0746(15) Uani 1 d . . .
H7A H 0.9126 0.7092 0.3084 0.090 Uiso 1 calc . . R
H7B H 0.9189 0.7966 0.2088 0.090 Uiso 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
N6 C2 1.502(5) . ?
N4 N5 1.298(4) . ?
N4 N3 1.301(4) . ?
N5 N1 1.308(4) . ?
N3 N2 1.297(5) . ?
C2 C3 1.518(5) . ?
C2 C1 1.521(5) . ?
C2 C4 1.518(5) . ?
N1 N2 1.308(5) . ?
C3 C10 1.529(5) . ?
C1 C6 1.543(6) . ?
C4 C8 1.530(5) . ?
C10 C9 1.520(6) . ?
C10 C5 1.512(6) . ?
C8 C9 1.514(6) . ?
C8 C7 1.528(7) . ?
C5 C6 1.513(6) . ?
C6 C7 1.527(6) . ?

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
N5 N4 N3 107.8(3) . . ?
N4 N5 N1 107.8(3) . . ?
N2 N3 N4 109.0(3) . . ?
N6 C2 C3 108.4(3) . . ?
N6 C2 C1 109.0(3) . . ?
N6 C2 C4 108.9(3) . . ?
C3 C2 C1 110.3(3) . . ?
C3 C2 C4 110.1(3) . . ?
C4 C2 C1 110.2(3) . . ?
N2 N1 N5 108.2(4) . . ?
C2 C3 C10 109.6(3) . . ?
C2 C1 C6 107.9(3) . . ?
N3 N2 N1 107.2(4) . . ?
C2 C4 C8 108.3(3) . . ?
C9 C10 C3 108.0(3) . . ?
C5 C10 C3 109.3(4) . . ?
C5 C10 C9 110.2(4) . . ?
C9 C8 C4 109.0(4) . . ?
C9 C8 C7 109.1(3) . . ?
C7 C8 C4 110.0(4) . . ?
C8 C9 C10 110.6(4) . . ?
C10 C5 C6 109.4(3) . . ?
C5 C6 C1 111.0(4) . . ?
C5 C6 C7 110.0(4) . . ?
C7 C6 C1 108.3(3) . . ?
C6 C7 C8 109.3(4) . . ?


_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_1
_database_code_depnum_ccdc_archive 'CCDC 2302379'
loop_
_audit_author_name
_audit_author_address
'tianyu jiang'
;Institute of Chemical Materials, China Academy of Engineering Physics, Mianyang
China
;
_audit_update_record             
;
2023-10-20 deposited with the CCDC.	2024-01-02 downloaded from the CCDC.
;
_audit_creation_date             2023-10-20
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H14 N2, 2(N5), H2 O'
_chemical_formula_sum            'C6 H16 N12 O'
_chemical_formula_weight         272.31
_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 0.0181 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'
N N 0.0311 0.0180 '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'

_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           11
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   6.2573(6)
_cell_length_b                   13.5440(13)
_cell_length_c                   7.2073(9)
_cell_angle_alpha                90
_cell_angle_beta                 92.963(11)
_cell_angle_gamma                90
_cell_volume                     610.00(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2902
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      74.3320
_cell_measurement_theta_min      6.1420
_shelx_estimated_absorpt_T_max   0.954
_shelx_estimated_absorpt_T_min   0.910
_exptl_absorpt_coefficient_mu    0.961
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87674
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.50a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.483
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             288
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_unetI/netI     0.0310
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.923
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            6577
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.923
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         85.272
_diffrn_reflns_theta_min         6.149
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.923
_diffrn_measurement_device_type  'PhotonJet (Cu) X-ray Source'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1121
_reflns_number_total             1323
_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       'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.358
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     97
_refine_ls_number_reflns         1323
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0718
_refine_ls_R_factor_gt           0.0637
_refine_ls_restrained_S_all      1.056
_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)+(0.1394P)²+0.1242P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1799
_refine_ls_wR_factor_ref         0.2043
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups
2. Others
 Fixed Sof: H1A(0.5) H1B(0.5) H3A(0.5) H3B(0.5)
3.a Ternary CH refined with riding coordinates:
 N6(H6), N7(H7)
3.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B)
;
_atom_sites_solution_hydrogens   mixed
_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
N6 N 0.1296(3) 0.750000 0.0656(3) 0.0434(5) Uani 1 2 d S T P . .
H6 H 0.123055 0.750000 -0.070509 0.052 Uiso 1 2 calc R U P . .
N7 N 0.1463(3) 0.750000 0.4122(3) 0.0426(5) Uani 1 2 d S T P . .
H7 H 0.153476 0.750000 0.548334 0.051 Uiso 1 2 calc R U P . .
C1 C 0.3680(4) 0.750000 0.3452(4) 0.0497(7) Uani 1 2 d S T P . .
H1A H 0.444407 0.691966 0.391463 0.060 Uiso 0.5 1 calc R U P . .
H1B H 0.444407 0.808034 0.391463 0.060 Uiso 0.5 1 calc R U P . .
C2 C 0.0304(3) 0.84078(13) 0.3433(3) 0.0501(5) Uani 1 1 d . . . . .
H2A H 0.104619 0.899276 0.389991 0.060 Uiso 1 1 calc R U . . .
H2B H -0.113428 0.841464 0.387526 0.060 Uiso 1 1 calc R U . . .
C3 C 0.3575(4) 0.750000 0.1350(4) 0.0507(7) Uani 1 2 d S T P . .
H3A H 0.429269 0.808044 0.089726 0.061 Uiso 0.5 1 calc R U P . .
H3B H 0.429268 0.691956 0.089726 0.061 Uiso 0.5 1 calc R U P . .
C4 C 0.0208(3) 0.84091(13) 0.1327(3) 0.0516(5) Uani 1 1 d . . . . .
H4A H -0.127133 0.841971 0.085309 0.062 Uiso 1 1 calc R U . . .
H4B H 0.091474 0.899324 0.087780 0.062 Uiso 1 1 calc R U . . .
N1 N 0.3446(3) 0.62120(13) 0.7406(3) 0.0592(5) Uani 1 1 d . . . . .
N2 N 0.5500(3) 0.60367(14) 0.7407(3) 0.0653(6) Uani 1 1 d . . . . .
N3 N 0.3911(3) 0.46692(14) 0.7571(3) 0.0702(6) Uani 1 1 d . . . . .
N4 N 0.5781(3) 0.50800(16) 0.7510(3) 0.0716(7) Uani 1 1 d . . . . .
N5 N 0.2467(3) 0.53667(14) 0.7511(3) 0.0639(6) Uani 1 1 d . . . . .
OW1 O 0.1197(3) 0.250000 0.2718(3) 0.0490(5) Uani 1 2 d S T P . .
H1 H 0.205(5) 0.301(2) 0.276(4) 0.074 Uiso 1 1 d . U . . .


_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
N6 H6 0.9800 . ?
N6 C3 1.486(4) . ?
N6 C4 1.499(2) 4_575 ?
N6 C4 1.499(2) . ?
N7 H7 0.9800 . ?
N7 C1 1.492(3) . ?
N7 C2 1.499(2) 4_575 ?
N7 C2 1.499(2) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C3 1.514(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C4 1.516(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
N1 N2 1.307(3) . ?
N1 N5 1.303(3) . ?
N2 N4 1.309(3) . ?
N3 N4 1.299(3) . ?
N3 N5 1.306(3) . ?
OW1 H1 0.88(3) 4_565 ?
OW1 H1 0.88(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
C3 N6 H6 109.1 . . ?
C3 N6 C4 109.61(14) . 4_575 ?
C3 N6 C4 109.61(14) . . ?
C4 N6 H6 109.1 4_575 . ?
C4 N6 H6 109.1 . . ?
C4 N6 C4 110.4(2) . 4_575 ?
C1 N7 H7 109.2 . . ?
C1 N7 C2 109.57(13) . 4_575 ?
C1 N7 C2 109.57(13) . . ?
C2 N7 H7 109.2 . . ?
C2 N7 H7 109.2 4_575 . ?
C2 N7 C2 110.2(2) . 4_575 ?
N7 C1 H1A 109.8 . . ?
N7 C1 H1B 109.8 . . ?
N7 C1 C3 109.3(2) . . ?
H1A C1 H1B 108.3 . . ?
C3 C1 H1A 109.8 . . ?
C3 C1 H1B 109.8 . . ?
N7 C2 H2A 109.9 . . ?
N7 C2 H2B 109.9 . . ?
N7 C2 C4 109.03(14) . . ?
H2A C2 H2B 108.3 . . ?
C4 C2 H2A 109.9 . . ?
C4 C2 H2B 109.9 . . ?
N6 C3 C1 109.1(2) . . ?
N6 C3 H3A 109.9 . . ?
N6 C3 H3B 109.9 . . ?
C1 C3 H3A 109.9 . . ?
C1 C3 H3B 109.9 . . ?
H3A C3 H3B 108.3 . . ?
N6 C4 C2 109.06(15) . . ?
N6 C4 H4A 109.9 . . ?
N6 C4 H4B 109.9 . . ?
C2 C4 H4A 109.9 . . ?
C2 C4 H4B 109.9 . . ?
H4A C4 H4B 108.3 . . ?
N5 N1 N2 107.81(17) . . ?
N1 N2 N4 108.02(17) . . ?
N4 N3 N5 108.18(18) . . ?
N3 N4 N2 107.88(18) . . ?
N1 N5 N3 108.10(19) . . ?
H1 OW1 H1 105(4) . 4_565 ?


_olex2_submission_special_instructions 'No special instructions were received'
