# Supplementary Information (SI) for Journal of Materials Chemistry C.
# 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_lcb20240311_3_0m
_database_code_depnum_ccdc_archive 'CCDC 2389717'
loop_
_audit_author_name
_audit_author_address
'Polymorph B'
; Jilin Normal University
China
;
_audit_update_record             
;
2024-10-09 deposited with the CCDC.	2025-04-06 downloaded from the CCDC.
;
_audit_creation_date             2024-03-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.13(C18 H24 N2 O2)'
_chemical_formula_sum            'C2.25 H3 N0.25 O0.25'
_chemical_formula_weight         37.55
_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   16.525(6)
_cell_length_b                   10.318(4)
_cell_length_c                   10.222(4)
_cell_angle_alpha                90
_cell_angle_beta                 109.987(6)
_cell_angle_gamma                90
_cell_volume                     1637.9(11)
_cell_formula_units_Z            32
_cell_measurement_reflns_used    1819
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      26.13
_cell_measurement_theta_min      2.37
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.976
_exptl_absorpt_coefficient_mu    0.080
_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 reddish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.218
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0171
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5504
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.311
_diffrn_reflns_theta_min         2.370
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_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                1426
_reflns_number_total             1850
_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 (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         0.142
_refine_diff_density_min         -0.136
_refine_diff_density_rms         0.031
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     100
_refine_ls_number_reflns         1850
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0414
_refine_ls_restrained_S_all      1.055
_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)+(0.0497P)²+0.4586P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1051
_refine_ls_wR_factor_ref         0.1123
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C1(H1)
;
_atom_sites_solution_hydrogens   geom
_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 0.40447(7) 0.77317(11) 0.27144(10) 0.0711(4) Uani 1 1 d . . . . .
N1 N 0.40804(7) 0.28355(11) 0.35274(10) 0.0462(3) Uani 1 1 d . . . . .
C4 C 0.45254(7) 0.39291(12) 0.42481(11) 0.0405(3) Uani 1 1 d . . . . .
C2 C 0.48415(7) 0.62327(12) 0.44234(12) 0.0414(3) Uani 1 1 d . . . . .
C3 C 0.43932(7) 0.51711(13) 0.37002(11) 0.0422(3) Uani 1 1 d . . . . .
H3 H 0.398985 0.529657 0.281689 0.051 Uiso 1 1 calc R . . . .
C9 C 0.34535(9) 0.22563(14) 0.40723(14) 0.0534(4) Uani 1 1 d . . . . .
H9A H 0.293854 0.278759 0.381427 0.064 Uiso 1 1 calc R . . . .
H9B H 0.369281 0.222091 0.508033 0.064 Uiso 1 1 calc R . . . .
C1 C 0.45705(9) 0.75310(14) 0.38436(14) 0.0531(4) Uani 1 1 d . . . . .
H1 H 0.482290 0.824373 0.438699 0.064 Uiso 1 1 calc R . . . .
C5 C 0.37228(9) 0.29421(15) 0.20099(12) 0.0542(4) Uani 1 1 d . . . . .
H5A H 0.413331 0.337037 0.166687 0.065 Uiso 1 1 calc R . . . .
H5B H 0.320045 0.345703 0.174183 0.065 Uiso 1 1 calc R . . . .
C6 C 0.35260(10) 0.16080(17) 0.13830(15) 0.0646(4) Uani 1 1 d . . . . .
H6A H 0.405587 0.111476 0.160721 0.077 Uiso 1 1 calc R . . . .
H6B H 0.327873 0.167934 0.037790 0.077 Uiso 1 1 calc R . . . .
C7 C 0.29046(11) 0.09033(16) 0.19262(17) 0.0698(5) Uani 1 1 d . . . . .
H7A H 0.283900 0.001602 0.159268 0.084 Uiso 1 1 calc R . . . .
H7B H 0.234514 0.131926 0.157634 0.084 Uiso 1 1 calc R . . . .
C8 C 0.32245(13) 0.09082(16) 0.34987(17) 0.0743(5) Uani 1 1 d . . . . .
H8A H 0.278169 0.055696 0.382181 0.089 Uiso 1 1 calc R . . . .
H8B H 0.372770 0.035542 0.384496 0.089 Uiso 1 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
O1 C1 1.2018(16) . ?
N1 C4 1.4095(16) . ?
N1 C9 1.4611(17) . ?
N1 C5 1.4632(17) . ?
C4 C2 1.4126(16) 5_666 ?
C4 C3 1.3856(18) . ?
C2 C3 1.3859(18) . ?
C2 C1 1.4714(19) . ?
C9 C8 1.507(2) . ?
C5 C6 1.506(2) . ?
C6 C7 1.510(2) . ?
C7 C8 1.511(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
C4 N1 C9 116.07(10) . . ?
C4 N1 C5 116.32(10) . . ?
C9 N1 C5 110.66(10) . . ?
N1 C4 C2 119.37(11) . 5_666 ?
C3 C4 N1 123.17(10) . . ?
C3 C4 C2 117.42(11) . 5_666 ?
C4 C2 C1 121.22(11) 5_666 . ?
C3 C2 C4 120.30(11) . 5_666 ?
C3 C2 C1 118.12(11) . . ?
C4 C3 C2 122.26(11) . . ?
N1 C9 C8 110.23(13) . . ?
O1 C1 C2 124.35(13) . . ?
N1 C5 C6 109.43(12) . . ?
C5 C6 C7 111.01(13) . . ?
C6 C7 C8 110.80(13) . . ?
C9 C8 C7 111.54(13) . . ?

_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_liujing_auto
_database_code_depnum_ccdc_archive 'CCDC 2389721'
loop_
_audit_author_name
_audit_author_address
'Polymorph A'
;Jilin Normal University
China
;
_audit_update_record             
;
2024-10-09 deposited with the CCDC.	2025-04-06 downloaded from the CCDC.
;
_audit_creation_date             2024-05-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.13(C18 H24 N2 O2)'
_chemical_formula_sum            'C2.32 H3.10 N0.26 O0.26'
_chemical_formula_weight         38.76
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N'
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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   23.847(7)
_cell_length_b                   5.399(2)
_cell_length_c                   12.927(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.11(3)
_cell_angle_gamma                90
_cell_volume                     1660.0(10)
_cell_formula_units_Z            31
_cell_measurement_reflns_used    311
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      47.2150
_cell_measurement_theta_min      6.8320
_shelx_estimated_absorpt_T_max   0.940
_shelx_estimated_absorpt_T_min   0.835
_exptl_absorpt_coefficient_mu    0.624
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.31452
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.94a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.202
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1767
_diffrn_reflns_av_unetI/netI     0.1478
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4213
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        66.765
_diffrn_reflns_theta_max         66.765
_diffrn_reflns_theta_min         3.717
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4070
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     40.00 114.00   1.00    1.00    --   42.24  57.00-120.00   74
  2  ω     18.00 116.00   1.00    1.00    --   42.24  37.00-180.00   98
  3  ω     23.00  50.00   1.00    1.00    --   92.50 -77.00-150.00   27
  4  ω     60.00 111.00   1.00    1.00    --   92.50 -77.00  90.00   51
  5  ω     33.00  86.00   1.00    1.00    --   92.50-125.00 -90.00   53
  6  ω     12.00 103.00   1.00    1.00    --   92.50 -15.00  60.00   91
  7  ω     31.00  58.00   1.00    1.00    --   92.50 -77.00  90.00   27
  8  ω     89.00 116.00   1.00    1.00    --   92.50 -45.00  30.00   27
  9  ω     41.00  67.00   1.00    1.00    --   92.50 -45.00 150.00   26
 10  ω    120.00 145.00   1.00    1.00    --   92.50 -15.00  60.00   25
 11  ω     21.00  47.00   1.00    1.00    --   92.50-125.00-120.00   26
 12  ω     55.00  82.00   1.00    1.00    --   92.50-125.00-120.00   27
 13  ω     25.00  77.00   1.00    1.00    --   92.50 -45.00 -60.00   52
 14  ω     24.00  52.00   1.00    1.00    --   92.50 -45.00  30.00   28
 15  ω     85.00 112.00   1.00    1.00    --   92.50  77.00  90.00   27
 16  ω     20.00  51.00   1.00    1.00    --   92.50 -61.00 -60.00   31
 17  ω     40.00  65.00   1.00    1.00    --   92.50-125.00-150.00   25
 18  ω     77.00 102.00   1.00    1.00    --   92.50 125.00-120.00   25
 19  ω    137.00 164.00   1.00    1.00    --   92.50  30.00  60.00   27
 20  ω     65.00 121.00   1.00    1.00    --   92.50  30.00  60.00   56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0583705000
_diffrn_orient_matrix_UB_12      -0.1116253000
_diffrn_orient_matrix_UB_13      -0.0297463000
_diffrn_orient_matrix_UB_21      -0.0123119000
_diffrn_orient_matrix_UB_22      -0.0073148000
_diffrn_orient_matrix_UB_23      0.1154011000
_diffrn_orient_matrix_UB_31      -0.0251963000
_diffrn_orient_matrix_UB_32      0.2623946000
_diffrn_orient_matrix_UB_33      -0.0093547000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                450
_reflns_number_total             1470
_reflns_odcompleteness_completeness 98.68
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.42.94a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_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         0.180
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.960
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     100
_refine_ls_number_reflns         1470
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2130
_refine_ls_R_factor_gt           0.0849
_refine_ls_restrained_S_all      0.960
_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)+(0.0679P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1721
_refine_ls_wR_factor_ref         0.2674
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C9(H9A,H9B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C1(H1)
;
_atom_sites_solution_hydrogens   geom
_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 0.70624(19) 1.1504(9) 0.7074(4) 0.0929(15) Uani 1 1 d . . . . .
N1 N 0.65329(19) 0.4543(9) 0.4496(4) 0.0684(13) Uani 1 1 d . . . . .
C4 C 0.7010(2) 0.6032(10) 0.4760(5) 0.0622(15) Uani 1 1 d . . . . .
C2 C 0.7493(2) 0.9251(11) 0.5780(4) 0.0631(16) Uani 1 1 d . . . . .
C3 C 0.7030(2) 0.7824(11) 0.5533(5) 0.0678(16) Uani 1 1 d . . . . .
H3 H 0.671304 0.806350 0.589930 0.081 Uiso 1 1 calc R . . . .
C5 C 0.6114(2) 0.4341(13) 0.5253(5) 0.0811(19) Uani 1 1 d . . . . .
H5A H 0.589552 0.585575 0.525699 0.097 Uiso 1 1 calc R . . . .
H5B H 0.629905 0.411131 0.593891 0.097 Uiso 1 1 calc R . . . .
C1 C 0.7444(3) 1.1320(12) 0.6517(5) 0.0798(19) Uani 1 1 d . . . . .
H1 H 0.772100 1.253627 0.655219 0.096 Uiso 1 1 calc R . . . .
C9 C 0.6269(3) 0.4966(13) 0.3454(5) 0.0811(19) Uani 1 1 d . . . . .
H9A H 0.655776 0.514937 0.296771 0.097 Uiso 1 1 calc R . . . .
H9B H 0.605228 0.648703 0.344727 0.097 Uiso 1 1 calc R . . . .
C6 C 0.5728(2) 0.2168(13) 0.4988(5) 0.086(2) Uani 1 1 d . . . . .
H6A H 0.594368 0.064353 0.503903 0.103 Uiso 1 1 calc R . . . .
H6B H 0.544234 0.208339 0.548425 0.103 Uiso 1 1 calc R . . . .
C7 C 0.5450(3) 0.2411(14) 0.3908(6) 0.096(2) Uani 1 1 d . . . . .
H7A H 0.519057 0.379827 0.388408 0.115 Uiso 1 1 calc R . . . .
H7B H 0.523579 0.092161 0.373268 0.115 Uiso 1 1 calc R . . . .
C8 C 0.5884(3) 0.2809(14) 0.3120(6) 0.100(2) Uani 1 1 d . . . . .
H8A H 0.569632 0.315771 0.244510 0.119 Uiso 1 1 calc R . . . .
H8B H 0.610620 0.131543 0.306168 0.119 Uiso 1 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
O1 C1 1.205(7) . ?
N1 C4 1.416(7) . ?
N1 C5 1.452(7) . ?
N1 C9 1.463(7) . ?
C4 C2 1.424(8) 7_666 ?
C4 C3 1.389(8) . ?
C2 C3 1.365(8) . ?
C2 C1 1.478(8) . ?
C5 C6 1.514(8) . ?
C9 C8 1.526(8) . ?
C6 C7 1.509(8) . ?
C7 C8 1.520(9) . ?

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
C4 N1 C5 117.4(5) . . ?
C4 N1 C9 114.8(5) . . ?
C5 N1 C9 111.2(5) . . ?
N1 C4 C2 120.2(5) . 7_666 ?
C3 C4 N1 123.7(5) . . ?
C3 C4 C2 116.1(5) . 7_666 ?
C4 C2 C1 120.2(5) 7_666 . ?
C3 C2 C4 120.8(5) . 7_666 ?
C3 C2 C1 118.5(5) . . ?
C2 C3 C4 123.1(6) . . ?
N1 C5 C6 110.0(5) . . ?
O1 C1 C2 123.1(6) . . ?
N1 C9 C8 110.6(5) . . ?
C7 C6 C5 111.2(5) . . ?
C6 C7 C8 110.9(5) . . ?
C7 C8 C9 110.1(6) . . ?

_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 1.888
_oxdiff_exptl_absorpt_empirical_full_min 0.533
