# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_20171154-1_0m
_database_code_depnum_ccdc_archive 'CCDC 1960100'
loop_
_audit_author_name
_audit_author_address
SV
;CAEP
China
;
_audit_update_record             
;
2019-10-18 deposited with the CCDC.	2020-02-24 downloaded from the CCDC.
;
_audit_creation_date             2017-12-30
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2017.12.08 svn.r3473 for OlexSys, GUI svn.r5433)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 H4 N8 O2'
_chemical_formula_sum            'C4 H4 N8 O2'
_chemical_formula_weight         196.15
_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 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   7.040(4)
_cell_length_b                   12.714(8)
_cell_length_c                   16.640(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1489.4(15)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    572
_cell_measurement_temperature    100
_cell_measurement_theta_max      27.18
_cell_measurement_theta_min      3.20
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.145
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6412
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0725 before and 0.0572 after correction. The Ratio of minimum to maximum transmission is 0.8600. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.750
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             800
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0780
_diffrn_reflns_av_unetI/netI     0.0637
_diffrn_reflns_Laue_measured_fraction_full 0.937
_diffrn_reflns_Laue_measured_fraction_max 0.942
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            4540
_diffrn_reflns_point_group_measured_fraction_full 0.937
_diffrn_reflns_point_group_measured_fraction_max 0.942
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.717
_diffrn_reflns_theta_min         2.448
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.937
_diffrn_measured_fraction_theta_max 0.942
_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_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                920
_reflns_number_total             1646
_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       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.785
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.103
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         1646
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1409
_refine_ls_R_factor_gt           0.0830
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1429P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2098
_refine_ls_wR_factor_ref         0.2500
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H,H) groups
2.a Riding coordinates:
 N7(H7A,H7B), N8(H8A,H8B)
;
_atom_sites_solution_hydrogens   difmap
_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
O1 O 0.7416(4) 0.3652(2) 0.61703(19) 0.0324(9) Uani 1 1 d . . . . .
O2 O 0.5016(5) 0.3535(3) 0.69698(15) 0.0434(10) Uani 1 1 d . . . . .
N1 N 0.5666(5) 0.3612(3) 0.62809(17) 0.0262(8) Uani 1 1 d . . . . .
N2 N 0.1244(5) 0.3715(2) 0.50765(17) 0.0227(8) Uani 1 1 d . . . . .
N3 N 0.0788(5) 0.3881(3) 0.37336(17) 0.0287(9) Uani 1 1 d . . . . .
N4 N 0.1560(5) 0.3968(3) 0.30554(18) 0.0336(9) Uani 1 1 d . . . . .
N5 N 0.2077(7) 0.4030(4) 0.2420(2) 0.0569(13) Uani 1 1 d . . . . .
N6 N 0.3944(5) 0.3854(3) 0.41902(18) 0.0246(8) Uani 1 1 d . . . . .
N7 N 0.6991(5) 0.3821(3) 0.46178(19) 0.0259(8) Uani 1 1 d . . . . .
H7A H 0.7320 0.3894 0.4123 0.031 Uiso 1 1 d R . . . .
H7B H 0.7844 0.3777 0.4986 0.031 Uiso 1 1 d R . . . .
N8 N 0.1559(5) 0.3546(3) 0.64206(18) 0.0335(9) Uani 1 1 d . . . . .
H8A H 0.0338 0.3519 0.6440 0.040 Uiso 1 1 d R . . . .
H8B H 0.2212 0.3503 0.6856 0.040 Uiso 1 1 d R . . . .
C1 C 0.4418(5) 0.3665(3) 0.5615(2) 0.0213(9) Uani 1 1 d . . . . .
C2 C 0.2417(5) 0.3655(3) 0.5720(2) 0.0161(8) Uani 1 1 d . . . . .
C3 C 0.2143(6) 0.3813(3) 0.4378(2) 0.0226(9) Uani 1 1 d . . . . .
C4 C 0.5165(6) 0.3772(3) 0.4815(2) 0.0218(8) 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
O1 N1 1.247(5) . ?
O2 N1 1.238(4) . ?
N1 C1 1.415(5) . ?
N2 C2 1.355(4) . ?
N2 C3 1.330(5) . ?
N3 N4 1.257(4) . ?
N3 C3 1.437(5) . ?
N4 N5 1.121(5) . ?
N6 C3 1.307(5) . ?
N6 C4 1.353(5) . ?
N7 H7A 0.8605 . ?
N7 H7B 0.8595 . ?
N7 C4 1.328(5) . ?
N8 H8A 0.8604 . ?
N8 H8B 0.8604 . ?
N8 C2 1.320(5) . ?
C1 C2 1.420(5) . ?
C1 C4 1.439(5) . ?

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
O1 N1 C1 119.7(3) . . ?
O2 N1 O1 120.3(3) . . ?
O2 N1 C1 119.9(3) . . ?
C3 N2 C2 114.0(3) . . ?
N4 N3 C3 112.8(3) . . ?
N5 N4 N3 173.2(4) . . ?
C3 N6 C4 115.5(3) . . ?
H7A N7 H7B 120.1 . . ?
C4 N7 H7A 120.1 . . ?
C4 N7 H7B 119.8 . . ?
H8A N8 H8B 120.0 . . ?
C2 N8 H8A 119.6 . . ?
C2 N8 H8B 120.4 . . ?
N1 C1 C2 121.3(3) . . ?
N1 C1 C4 120.1(3) . . ?
C2 C1 C4 118.5(3) . . ?
N2 C2 C1 120.5(3) . . ?
N8 C2 N2 115.1(3) . . ?
N8 C2 C1 124.3(3) . . ?
N2 C3 N3 110.0(3) . . ?
N6 C3 N2 132.4(4) . . ?
N6 C3 N3 117.6(3) . . ?
N6 C4 C1 119.1(3) . . ?
N7 C4 N6 115.0(3) . . ?
N7 C4 C1 125.9(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
O1 N1 C1 C2 -178.1(4) . . . . ?
O1 N1 C1 C4 -0.4(6) . . . . ?
O2 N1 C1 C2 1.4(6) . . . . ?
O2 N1 C1 C4 179.0(4) . . . . ?
N1 C1 C2 N2 179.5(3) . . . . ?
N1 C1 C2 N8 -3.4(6) . . . . ?
N1 C1 C4 N6 -178.0(3) . . . . ?
N1 C1 C4 N7 0.6(6) . . . . ?
N4 N3 C3 N2 -179.6(3) . . . . ?
N4 N3 C3 N6 0.3(5) . . . . ?
C2 N2 C3 N3 -179.4(3) . . . . ?
C2 N2 C3 N6 0.7(6) . . . . ?
C2 C1 C4 N6 -0.3(6) . . . . ?
C2 C1 C4 N7 178.3(4) . . . . ?
C3 N2 C2 N8 -179.3(3) . . . . ?
C3 N2 C2 C1 -1.9(5) . . . . ?
C3 N6 C4 N7 -179.6(3) . . . . ?
C3 N6 C4 C1 -0.9(5) . . . . ?
C4 N6 C3 N2 0.8(6) . . . . ?
C4 N6 C3 N3 -179.1(3) . . . . ?
C4 C1 C2 N2 1.8(5) . . . . ?
C4 C1 C2 N8 178.9(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
