# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# 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_d8v22505_0m
_database_code_depnum_ccdc_archive 'CCDC 2256910'
loop_
_audit_author_name
_audit_author_address
'pinxu Zhao'
;Shanghai institute of Organic Chemistry,Chinese Academy of Sciences
China
;
_audit_update_record             
;
2023-04-17 deposited with the CCDC.	2024-05-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C4 N10 O14'
_chemical_formula_weight         412.14

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'
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 21/n'
_space_group_name_Hall           '-P 2yn'

_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'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.8357(6)
_cell_length_b                   6.0788(4)
_cell_length_c                   24.1733(15)
_cell_angle_alpha                90
_cell_angle_beta                 101.280(2)
_cell_angle_gamma                90
_cell_volume                     1417.38(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3421
_cell_measurement_theta_min      5.992
_cell_measurement_theta_max      49.857

_exptl_crystal_description       prismatic
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.931
_exptl_crystal_F_000             824
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.197
_shelx_estimated_absorpt_T_min   0.965
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5894
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13728
_diffrn_reflns_av_unetI/netI     0.0450
_diffrn_reflns_av_R_equivalents  0.0584
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.430
_diffrn_reflns_theta_max         25.497
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2626
_reflns_number_gt                1784
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0598P)²+0.9007P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   .
_refine_ls_hydrogen_treatment    undef
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2626
_refine_ls_number_parameters     253
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0851
_refine_ls_R_factor_gt           0.0558
_refine_ls_wR_factor_ref         0.1593
_refine_ls_wR_factor_gt          0.1359
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.001
_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_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 0.1313(3) 0.5449(5) 0.24163(11) 0.0846(8) Uani 1 1 d . . . . .
O2 O 0.0475(2) 0.7764(5) 0.29316(11) 0.0802(8) Uani 1 1 d . . . . .
O3 O 0.0888(3) 0.5857(5) 0.40810(13) 0.0895(9) Uani 1 1 d . . . . .
O4 O 0.0721(3) 0.8290(5) 0.47081(13) 0.0949(9) Uani 1 1 d . . . . .
O5 O 0.0196(3) 1.1194(5) 0.38008(13) 0.0891(9) Uani 1 1 d . . . . .
O6 O 0.1988(3) 1.1822(5) 0.34283(12) 0.0836(8) Uani 1 1 d . . . . .
O7 O 0.3214(3) 1.2084(5) 0.45871(13) 0.0948(9) Uani 1 1 d . . . . .
O8 O 0.3633(3) 0.8824(5) 0.49524(11) 0.0876(9) Uani 1 1 d . . . . .
O9 O 0.7343(3) 0.8161(6) 0.41471(15) 0.1076(11) Uani 1 1 d . . . . .
O10 O 0.7448(4) 0.4851(6) 0.44322(14) 0.1163(12) Uani 1 1 d . . . . .
O11 O 0.6066(4) 0.7109(7) 0.26711(15) 0.1212(13) Uani 1 1 d . . . . .
O12 O 0.8020(4) 0.6479(11) 0.3168(2) 0.194(3) Uani 1 1 d . . . . .
O13 O 0.6966(4) 0.2253(7) 0.32656(17) 0.1306(14) Uani 1 1 d . . . . .
O14 O 0.5300(3) 0.2175(5) 0.37246(14) 0.0920(9) Uani 1 1 d . . . . .
N1 N 0.4385(2) 0.7506(4) 0.39357(10) 0.0536(7) Uani 1 1 d . . . . .
N2 N 0.4780(2) 0.6351(4) 0.35266(11) 0.0546(7) Uani 1 1 d . . . . .
N3 N 0.3787(3) 0.5799(4) 0.30867(10) 0.0558(7) Uani 1 1 d . . . . .
N4 N 0.1390(3) 0.6598(5) 0.28263(11) 0.0608(7) Uani 1 1 d . . . . .
N5 N 0.1162(3) 0.7550(5) 0.43146(13) 0.0643(7) Uani 1 1 d . . . . .
N6 N 0.1351(3) 1.0853(5) 0.37348(13) 0.0653(8) Uani 1 1 d . . . . .
N7 N 0.3105(3) 1.0116(6) 0.45961(13) 0.0689(8) Uani 1 1 d . . . . .
N8 N 0.7089(3) 0.6283(7) 0.41065(14) 0.0718(8) Uani 1 1 d . . . . .
N9 N 0.6809(3) 0.6471(7) 0.30557(16) 0.0852(10) Uani 1 1 d . . . . .
N10 N 0.6147(4) 0.3055(6) 0.35149(14) 0.0778(9) Uani 1 1 d . . . . .
C1 C 0.3043(3) 0.7779(5) 0.37454(12) 0.0502(7) Uani 1 1 d . . . . .
C2 C 0.2703(3) 0.6713(5) 0.32211(12) 0.0501(7) Uani 1 1 d . . . . .
C3 C 0.2183(3) 0.9022(5) 0.40813(13) 0.0547(8) Uani 1 1 d . . . . .
C4 C 0.6157(3) 0.5581(6) 0.35494(14) 0.0605(9) 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 N4 1.203(4) . ?
O2 N4 1.211(4) . ?
O3 N5 1.180(4) . ?
O4 N5 1.207(4) . ?
O5 N6 1.195(4) . ?
O6 N6 1.213(4) . ?
O7 N7 1.202(4) . ?
O8 N7 1.206(4) . ?
O9 N8 1.169(4) . ?
O10 N8 1.181(4) . ?
O11 N9 1.133(4) . ?
O12 N9 1.169(4) . ?
O13 N10 1.200(4) . ?
O14 N10 1.185(4) . ?
N1 C1 1.320(4) . ?
N1 N2 1.331(4) . ?
N2 N3 1.338(3) . ?
N2 C4 1.424(4) . ?
N3 C2 1.299(4) . ?
N4 C2 1.449(4) . ?
N5 C3 1.533(4) . ?
N6 C3 1.530(4) . ?
N7 C3 1.540(4) . ?
N8 C4 1.534(4) . ?
N9 C4 1.558(5) . ?
N10 C4 1.537(5) . ?
C1 C2 1.404(4) . ?
C1 C3 1.488(4) . ?

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 N2 103.0(2) . . ?
N1 N2 N3 116.7(2) . . ?
N1 N2 C4 123.9(2) . . ?
N3 N2 C4 119.3(3) . . ?
C2 N3 N2 101.6(2) . . ?
O1 N4 O2 125.7(3) . . ?
O1 N4 C2 118.4(3) . . ?
O2 N4 C2 115.9(3) . . ?
O3 N5 O4 128.3(3) . . ?
O3 N5 C3 116.0(3) . . ?
O4 N5 C3 115.8(3) . . ?
O5 N6 O6 128.0(3) . . ?
O5 N6 C3 118.3(3) . . ?
O6 N6 C3 113.7(3) . . ?
O7 N7 O8 129.4(3) . . ?
O7 N7 C3 117.1(3) . . ?
O8 N7 C3 113.5(3) . . ?
O9 N8 O10 129.3(4) . . ?
O9 N8 C4 115.3(3) . . ?
O10 N8 C4 115.4(4) . . ?
O11 N9 O12 130.9(4) . . ?
O11 N9 C4 116.9(3) . . ?
O12 N9 C4 112.1(4) . . ?
O14 N10 O13 128.9(4) . . ?
O14 N10 C4 115.2(3) . . ?
O13 N10 C4 115.8(4) . . ?
N1 C1 C2 107.6(3) . . ?
N1 C1 C3 120.7(3) . . ?
C2 C1 C3 131.8(3) . . ?
N3 C2 C1 111.1(3) . . ?
N3 C2 N4 118.9(3) . . ?
C1 C2 N4 129.9(3) . . ?
C1 C3 N6 111.8(3) . . ?
C1 C3 N5 112.8(3) . . ?
N6 C3 N5 107.9(2) . . ?
C1 C3 N7 110.6(2) . . ?
N6 C3 N7 107.2(3) . . ?
N5 C3 N7 106.2(3) . . ?
N2 C4 N8 110.0(3) . . ?
N2 C4 N10 109.3(3) . . ?
N8 C4 N10 108.8(3) . . ?
N2 C4 N9 112.8(3) . . ?
N8 C4 N9 108.1(3) . . ?
N10 C4 N9 107.7(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
C1 N1 N2 N3 -1.6(3) . . . . ?
C1 N1 N2 C4 -177.7(3) . . . . ?
N1 N2 N3 C2 1.6(3) . . . . ?
C4 N2 N3 C2 178.0(3) . . . . ?
N2 N1 C1 C2 0.8(3) . . . . ?
N2 N1 C1 C3 -179.8(3) . . . . ?
N2 N3 C2 C1 -1.0(3) . . . . ?
N2 N3 C2 N4 176.4(3) . . . . ?
N1 C1 C2 N3 0.2(4) . . . . ?
C3 C1 C2 N3 -179.2(3) . . . . ?
N1 C1 C2 N4 -176.9(3) . . . . ?
C3 C1 C2 N4 3.7(6) . . . . ?
O1 N4 C2 N3 8.3(4) . . . . ?
O2 N4 C2 N3 -168.7(3) . . . . ?
O1 N4 C2 C1 -174.8(3) . . . . ?
O2 N4 C2 C1 8.2(5) . . . . ?
N1 C1 C3 N6 127.3(3) . . . . ?
C2 C1 C3 N6 -53.4(4) . . . . ?
N1 C1 C3 N5 -110.9(3) . . . . ?
C2 C1 C3 N5 68.4(4) . . . . ?
N1 C1 C3 N7 7.9(4) . . . . ?
C2 C1 C3 N7 -172.8(3) . . . . ?
O5 N6 C3 C1 141.7(3) . . . . ?
O6 N6 C3 C1 -39.8(4) . . . . ?
O5 N6 C3 N5 17.1(4) . . . . ?
O6 N6 C3 N5 -164.4(3) . . . . ?
O5 N6 C3 N7 -96.9(3) . . . . ?
O6 N6 C3 N7 81.6(3) . . . . ?
O3 N5 C3 C1 -21.1(4) . . . . ?
O4 N5 C3 C1 160.2(3) . . . . ?
O3 N5 C3 N6 102.9(3) . . . . ?
O4 N5 C3 N6 -75.9(3) . . . . ?
O3 N5 C3 N7 -142.4(3) . . . . ?
O4 N5 C3 N7 38.8(4) . . . . ?
O7 N7 C3 C1 109.1(3) . . . . ?
O8 N7 C3 C1 -70.0(4) . . . . ?
O7 N7 C3 N6 -13.0(4) . . . . ?
O8 N7 C3 N6 167.9(3) . . . . ?
O7 N7 C3 N5 -128.1(3) . . . . ?
O8 N7 C3 N5 52.7(3) . . . . ?
N1 N2 C4 N8 -0.1(4) . . . . ?
N3 N2 C4 N8 -176.2(3) . . . . ?
N1 N2 C4 N10 119.3(3) . . . . ?
N3 N2 C4 N10 -56.8(4) . . . . ?
N1 N2 C4 N9 -121.0(3) . . . . ?
N3 N2 C4 N9 63.0(4) . . . . ?
O9 N8 C4 N2 -70.9(4) . . . . ?
O10 N8 C4 N2 109.2(4) . . . . ?
O9 N8 C4 N10 169.4(3) . . . . ?
O10 N8 C4 N10 -10.5(4) . . . . ?
O9 N8 C4 N9 52.7(4) . . . . ?
O10 N8 C4 N9 -127.2(4) . . . . ?
O14 N10 C4 N2 -32.7(4) . . . . ?
O13 N10 C4 N2 145.1(3) . . . . ?
O14 N10 C4 N8 87.5(4) . . . . ?
O13 N10 C4 N8 -94.7(4) . . . . ?
O14 N10 C4 N9 -155.5(3) . . . . ?
O13 N10 C4 N9 22.3(4) . . . . ?
O11 N9 C4 N2 -19.6(5) . . . . ?
O12 N9 C4 N2 156.0(5) . . . . ?
O11 N9 C4 N8 -141.5(4) . . . . ?
O12 N9 C4 N8 34.1(6) . . . . ?
O11 N9 C4 N10 101.1(5) . . . . ?
O12 N9 C4 N10 -83.4(5) . . . . ?

_refine_diff_density_max         0.354
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.045

_shelxl_version_number           2013-4



