# 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_exp_1045_lj-h2o2_0424
_database_code_depnum_ccdc_archive 'CCDC 1999931'
loop_
_audit_author_name
_audit_author_address
'Jin Luo'
;China Academy of Engineering Physics
China
;
_audit_update_record             
;
2020-04-29 deposited with the CCDC.	2020-06-08 downloaded from the CCDC.
;
_audit_creation_date             2020-04-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'H2 O2, 2(H4 N), 2(N5)'
_chemical_formula_sum            'H10 N12 O2'
_chemical_formula_weight         210.20
_chemical_melting_point          ?
_chemical_oxdiff_formula         N1H1O1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   3.9047(8)
_cell_length_b                   13.187(9)
_cell_length_c                   9.187(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.30(2)
_cell_angle_gamma                90
_cell_volume                     470.2(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4476
_cell_measurement_temperature    295
_cell_measurement_theta_max      76.6250
_cell_measurement_theta_min      5.8700
_shelx_estimated_absorpt_T_max   0.838
_shelx_estimated_absorpt_T_min   0.803
_exptl_absorpt_coefficient_mu    1.144
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90593
_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            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.485
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             220
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       2
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6763
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.697
_diffrn_reflns_theta_min         5.894
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      295
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -102.00 -16.00   0.50    0.18    --  -47.45 137.00  97.00  172
  2  ω   -120.00 -67.00   0.50    0.18    --  -47.45-131.00-148.00  106
  3  ω    -98.00 -13.00   0.50    0.18    --  -47.45 131.00 -78.00  170
  4  ω   -120.00 -63.00   0.50    0.18    --  -47.45-137.00  35.00  114
  5  ω     67.00 120.00   0.50    0.18    --   47.45 131.00 -78.00  106
  6  ω     63.00 120.00   0.50    0.18    --   47.45 137.00  97.00  114
  7  ω     17.00 102.00   0.50    0.18    --   47.45-137.00  35.00  170
  8  ω   -125.00 -33.00   0.50    0.71    -- -106.00 137.00  97.00  184
  9  ω   -121.00 -33.00   0.50    0.71    -- -106.00 131.00 -78.00  176
 10  ω   -177.00 -67.00   0.50    0.71    -- -106.00-131.00-148.00  220
 11  ω     63.00 178.00   0.50    0.71    --  107.75 137.00  97.00  230
 12  ω     35.00 121.00   0.50    0.71    --  107.75-131.00-148.00  172
 13  ω   -120.00 -70.00   0.50    0.18    --  -47.45-125.00 -30.00  100
 14  ω    -60.00  28.00   0.50    0.18    --  -47.45  19.00-180.00  176
 15  ω    -60.00  28.00   0.50    0.18    --  -47.45  19.00 -60.00  176
 16  ω     13.00  98.00   0.50    0.18    --   47.45-131.00-148.00  170
 17  ω     71.00 120.00   0.50    0.18    --   47.45 125.00-150.00   98
 18  ω   -119.00 -31.00   0.50    0.71    -- -106.00  30.00 120.00  176
 19  ω   -177.00 -92.00   0.50    0.71    -- -106.00 -15.00  90.00  170
 20  ω   -129.00 -33.00   0.50    0.71    -- -106.00  77.00 -60.00  192
 21  ω   -177.00 -70.00   0.50    0.71    -- -106.00-125.00-120.00  214
 22  ω   -119.00 -34.00   0.50    0.71    -- -106.00  45.00 -30.00  170
 23  ω     36.00  97.00   0.50    0.71    --  107.75-125.00   0.00  122
 24  ω     38.00  73.00   0.50    0.71    --  107.75 -94.00-150.00   70
 25  ω     38.00  80.00   0.50    0.71    --  107.75 -30.00  30.00   84
 26  ω     39.00 122.00   0.50    0.71    --  107.75 -61.00-180.00  166
 27  ω    129.00 155.00   0.50    0.71    --  107.75  77.00  60.00   52
 28  ω     92.00 121.00   0.50    0.71    --  107.75 -30.00  30.00   58
 29  ω     88.00 121.00   0.50    0.71    --  107.75  77.00  60.00   66
 30  ω     56.00 101.00   0.50    0.71    --  107.75 -61.00   0.00   90
 31  ω     44.00 131.00   0.50    0.71    --  107.75 -77.00  30.00  174
 32  ω    105.00 177.00   0.50    0.71    --  107.75  30.00-150.00  144
 33  ω     57.00  82.00   0.50    0.71    --  107.75-137.00  35.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1204541000
_diffrn_orient_matrix_UB_12      -0.0429412000
_diffrn_orient_matrix_UB_13      -0.1526896000
_diffrn_orient_matrix_UB_21      0.0558974000
_diffrn_orient_matrix_UB_22      -0.1089127000
_diffrn_orient_matrix_UB_23      0.0596295000
_diffrn_orient_matrix_UB_31      -0.3736885000
_diffrn_orient_matrix_UB_32      -0.0020905000
_diffrn_orient_matrix_UB_33      0.0387856000
_diffrn_oxdiff_digest_frames     
;
011957f4e57ce332c5f242c89939ddd2eb001292a62
;
_diffrn_oxdiff_digest_hkl        
;
01adc1793534df1c3a64767f4547136f8fe2e5
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                848
_reflns_number_total             973
_reflns_odcompleteness_completeness 99.50
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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 (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         0.161
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.152
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     84
_refine_ls_number_reflns         973
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0364
_refine_ls_restrained_S_all      1.152
_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)+(0.0442P)²+0.1030P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0833
_refine_ls_wR_factor_ref         0.0982
_refine_special_details          ?
_olex2_refinement_description    
;
;
_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 0.5444(3) 0.54879(8) 0.46913(11) 0.0442(3) Uani 1 1 d . . . . .
N1 N 1.0332(3) 0.90102(9) 0.72701(13) 0.0340(3) Uani 1 1 d . . . . .
N2 N 0.3960(4) 0.58377(9) 0.84747(13) 0.0415(3) Uani 1 1 d . . . . .
N4 N 0.6175(3) 0.72593(9) 0.80424(13) 0.0416(3) Uani 1 1 d . . . . .
N3 N 0.5250(4) 0.63795(9) 0.74701(13) 0.0414(3) Uani 1 1 d . . . . .
N6 N 0.4095(4) 0.63866(9) 0.96694(13) 0.0415(3) Uani 1 1 d . . . . .
N5 N 0.5470(4) 0.72644(9) 0.94040(13) 0.0456(4) Uani 1 1 d . . . . .
H1A H 0.908(4) 0.8455(14) 0.7412(19) 0.040(4) Uiso 1 1 d . . . . .
H1B H 0.892(5) 0.9554(16) 0.7047(19) 0.050(5) Uiso 1 1 d . . . . .
H1C H 1.155(5) 0.8891(15) 0.655(2) 0.051(5) Uiso 1 1 d . . . . .
H1D H 1.169(5) 0.9155(16) 0.815(2) 0.061(6) Uiso 1 1 d . . . . .
H1 H 0.540(6) 0.5865(18) 0.546(3) 0.070(6) Uiso 1 1 d . . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0741(8) 0.0288(5) 0.0301(5) 0.0000(4) 0.0081(5) -0.0028(5)
N1 0.0421(7) 0.0281(6) 0.0333(6) 0.0006(5) 0.0113(5) 0.0006(5)
N2 0.0597(8) 0.0295(6) 0.0363(6) 0.0006(5) 0.0105(5) -0.0078(5)
N4 0.0632(8) 0.0290(6) 0.0342(6) -0.0008(5) 0.0123(5) -0.0096(5)
N3 0.0658(8) 0.0297(6) 0.0302(6) -0.0021(4) 0.0124(5) -0.0078(5)
N6 0.0573(8) 0.0367(7) 0.0323(6) 0.0020(5) 0.0132(5) -0.0027(5)
N5 0.0726(9) 0.0326(7) 0.0334(6) -0.0054(5) 0.0145(6) -0.0076(6)

_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 O1 1.463(2) 3_666 ?
N2 N3 1.3107(17) . ?
N2 N6 1.3110(17) . ?
N4 N3 1.3081(18) . ?
N4 N5 1.3099(17) . ?
N6 N5 1.3101(19) . ?

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
N3 N2 N6 107.77(12) . . ?
N3 N4 N5 108.11(11) . . ?
N4 N3 N2 108.11(11) . . ?
N5 N6 N2 108.16(11) . . ?
N4 N5 N6 107.84(11) . . ?

_shelx_res_file                  
;
    exp_1045_lj-h2o2_0424.res created by SHELXL-2014/7

TITL exp_1045_lj-h2o2_0424_a.res in P2(1)/c
REM Old TITL exp_1045_LJ-H2O2_0424 in P2(1)
REM SHELXT solution in P2(1)/c
REM R1 0.262, Rweak 0.147, Alpha 0.006, Orientation as input
REM Formula found by SHELXT: N5 O2
CELL 1.54184 3.9047 13.1872 9.187 90 96.299 90
ZERR 2 0.0008 0.0085 0.003 0 0.022 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC H N O
UNIT 20 24 4

L.S. 99
PLAN  4
SIZE 0.2 0.18 0.16
TEMP 21.85
fmap 2
acta NOHKL
REM <olex2.extras>
REM <HklSrc "%.\\exp_1045_LJ-H2O2_0424.hkl">
REM </olex2.extras>

WGHT    0.044200    0.103000
FVAR       1.17218
O1    3    0.544358    0.548789    0.469129    11.00000    0.07409    0.02882 =
         0.03012   -0.00002    0.00812   -0.00284
N1    2    1.033207    0.901022    0.727014    11.00000    0.04212    0.02812 =
         0.03334    0.00057    0.01127    0.00061
N2    2    0.395980    0.583773    0.847466    11.00000    0.05974    0.02950 =
         0.03627    0.00062    0.01051   -0.00777
N4    2    0.617463    0.725926    0.804236    11.00000    0.06317    0.02901 =
         0.03423   -0.00083    0.01225   -0.00958
N3    2    0.524991    0.637951    0.747007    11.00000    0.06581    0.02975 =
         0.03024   -0.00210    0.01245   -0.00777
N6    2    0.409545    0.638659    0.966943    11.00000    0.05733    0.03665 =
         0.03228    0.00200    0.01320   -0.00271
N5    2    0.547026    0.726441    0.940396    11.00000    0.07262    0.03262 =
         0.03338   -0.00541    0.01446   -0.00755
H1A   1    0.908381    0.845491    0.741154    11.00000    0.03968
H1B   1    0.892135    0.955370    0.704700    11.00000    0.04951
H1C   1    1.155439    0.889052    0.654732    11.00000    0.05060
H1D   1    1.169397    0.915511    0.815151    11.00000    0.06093
H1    1    0.539707    0.586479    0.545949    11.00000    0.06984
HKLF 4

REM  exp_1045_lj-h2o2_0424_a.res in P2(1)/c
REM R1 =  0.0364 for     848 Fo > 4sig(Fo)  and  0.0432 for all     973 data
REM     84 parameters refined using      0 restraints

END

WGHT      0.0436      0.1068

REM Highest difference peak  0.161,  deepest hole -0.248,  1-sigma level  0.055
Q1    1   0.8879  0.6561  0.7378  11.00000  0.05    0.16
Q2    1  -0.0072  0.5780  0.9043  11.00000  0.05    0.16
Q3    1   0.3160  0.5240  0.8640  11.00000  0.05    0.16
Q4    1   1.0009  0.6176  0.6247  11.00000  0.05    0.15
;
_shelx_res_checksum              44103
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.789
_oxdiff_exptl_absorpt_empirical_full_min 0.796
