# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_3-P21
_database_code_depnum_ccdc_archive 'CCDC 2091943'
loop_
_audit_author_name
_audit_author_address
'Yongshen Zheng'
;Nankai University
China
;
_audit_update_record             
;
2023-04-06 deposited with the CCDC.	2023-04-24 downloaded from the CCDC.
;
_audit_creation_date             2023-03-03
_audit_creation_method           
;
Olex2 1.5-dev
(compiled 2023.03.02 svn.r4e27f016 for OlexSys, GUI svn.r6444)
;
_chemical_formula_moiety         'C15 H13 N3'
_chemical_formula_sum            'C15 H13 N3'
_chemical_formula_weight         235.291
_chemical_absolute_configuration unk
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.01920 0.00962 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.03256 0.01839 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           ' P 2yb'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z

_symmetry_Int_Tables_number      4
_cell_length_a                   7.9806(2)
_cell_length_b                   5.7647(1)
_cell_length_c                   13.7805(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.288(2)
_cell_angle_gamma                90
_cell_volume                     623.79(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2648
_cell_measurement_temperature    300.04(10)
_cell_measurement_theta_max      74.1290
_cell_measurement_theta_min      6.4970
_exptl_absorpt_coefficient_mu    0.602
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81256
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.253
_exptl_crystal_description       rod-like
_exptl_crystal_F_000             248.771
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_diffrn_ambient_temperature      300.04(10)
_diffrn_reflns_av_R_equivalents  0.0099
_diffrn_reflns_av_unetI/netI     0.0131
_diffrn_reflns_Laue_measured_fraction_full 0.9968
_diffrn_reflns_Laue_measured_fraction_max 0.9537
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            2993
_diffrn_reflns_point_group_measured_fraction_full 0.7774
_diffrn_reflns_point_group_measured_fraction_max 0.7291
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         74.32
_diffrn_reflns_theta_min         5.63
_diffrn_measured_fraction_theta_full 0.9968
_diffrn_measured_fraction_theta_max 0.9537
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_reflns_Friedel_coverage         0.453
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              4
_reflns_limit_k_min              -6
_reflns_limit_l_max              17
_reflns_limit_l_min              -16
_reflns_number_gt                1836
_reflns_number_total             1857
_reflns_threshold_expression     I>=2u(I)
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5-dev (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.0598
_refine_diff_density_min         -0.0486
_refine_diff_density_rms         0.0149
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   0.38(17)
_refine_ls_d_res_high            0.8007
_refine_ls_d_res_low             7.8523
_refine_ls_extinction_coef       0.0317(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.1902
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     281
_refine_ls_number_reflns         1857
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0151
_refine_ls_R_factor_gt           0.0149
_refine_ls_restrained_S_all      1.1902
_refine_ls_shift/su_max          0.0002
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0231P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0384
_refine_ls_wR_factor_ref         0.0385
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
;
_olex2_refine_details            
;
Refinement using NoSpherA2, an implementation of
NOn-SPHERical Atom-form-factors in Olex2.
Please cite:
F. Kleemiss et al. Chem. Sci. DOI 10.1039/D0SC05526C - 2021
NoSpherA2 implementation of HAR makes use of
tailor-made aspherical atomic form factors calculated
on-the-fly from a Hirshfeld-partitioned electron density (ED) - not from
spherical-atom form factors.

The ED is calculated from a gaussian basis set single determinant SCF
wavefunction - either Hartree-Fock or DFT using selected funtionals
 - for a fragment of the crystal.
This fragment can be embedded in an electrostatic crystal field by employing cluster charges
or modelled using implicit solvation models, depending on the software used.
The following options were used:
   SOFTWARE:       ORCA 5.0
   PARTITIONING:   NoSpherA2
   INT ACCURACY:   Normal
   METHOD:         R2SCAN
   BASIS SET:      cc-pVTZ
   CHARGE:         0
   MULTIPLICITY:   1
   DATE:           2023-03-03_10-39-53
;
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_refinement_flags_posn
N1 N 0.54065(7) 0.51712(13) 0.83449(4) 0.04365(15) Uani 1.000000 .
N2 N 0.50013(8) 0.30329(13) 0.85907(5) 0.05224(17) Uani 1.000000 .
N3 N 0.42156(9) 0.20076(13) 0.77881(5) 0.05221(17) Uani 1.000000 .
C3 C 0.41091(8) 0.34962(13) 0.70145(6) 0.04053(16) Uani 1.000000 .
C10 C 0.81224(8) 0.71997(14) 0.88598(5) 0.04047(16) Uani 1.000000 .
C11 C 0.93947(10) 0.55349(15) 0.90798(6) 0.04780(18) Uani 1.000000 .
C2 C 0.48782(10) 0.55413(16) 0.73748(6) 0.04713(17) Uani 1.000000 .
C4 C 0.32936(8) 0.28891(14) 0.60088(5) 0.04226(16) Uani 1.000000 .
C15 C 0.84911(10) 0.92818(15) 0.84357(6) 0.04925(19) Uani 1.000000 .
C1 C 0.63679(10) 0.67515(18) 0.90741(7) 0.0510(2) Uani 1.000000 .
C5 C 0.23481(10) 0.08552(15) 0.58165(7) 0.0516(2) Uani 1.000000 .
C12 C 1.10111(10) 0.59555(17) 0.88732(6) 0.0553(2) Uani 1.000000 .
C13 C 1.13652(10) 0.80370(18) 0.84507(6) 0.0542(2) Uani 1.000000 .
C9 C 0.34470(11) 0.43538(15) 0.52237(6) 0.0523(2) Uani 1.000000 .
C14 C 1.01095(11) 0.96978(17) 0.82311(7) 0.0544(2) Uani 1.000000 .
C7 C 0.17289(12) 0.17678(19) 0.40825(7) 0.0614(2) Uani 1.000000 .
H7 H 0.1129(18) 0.134(3) 0.3339(7) 0.107(5) Uani 1.000000 .
C8 C 0.26638(13) 0.38087(19) 0.42700(7) 0.0614(2) Uani 1.000000 .
C6 C 0.15796(12) 0.02971(19) 0.48586(7) 0.0600(2) Uani 1.000000 .
H11 H 0.9100(15) 0.390(2) 0.9427(8) 0.077(3) Uani 1.000000 .
H15 H 0.7543(15) 1.068(2) 0.8267(8) 0.084(3) Uani 1.000000 .
H5 H 0.2221(16) -0.031(3) 0.6420(7) 0.082(4) Uani 1.000000 .
H9 H 0.4177(17) 0.601(2) 0.5361(7) 0.087(4) Uani 1.000000 .
H1a H 0.5649(14) 0.837(2) 0.9075(9) 0.085(4) Uani 1.000000 .
H13 H 1.2624(14) 0.839(3) 0.8279(9) 0.095(4) Uani 1.000000 .
H1b H 0.6421(13) 0.591(3) 0.9771(8) 0.080(4) Uani 1.000000 .
H14 H 1.0344(15) 1.135(2) 0.7888(9) 0.091(4) Uani 1.000000 .
H8 H 0.2823(19) 0.495(3) 0.3651(7) 0.095(4) Uani 1.000000 .
H2 H 0.5071(18) 0.714(3) 0.7029(8) 0.098(5) Uani 1.000000 .
H12 H 1.2029(14) 0.465(3) 0.9061(9) 0.106(5) Uani 1.000000 .
H6 H 0.0889(18) -0.126(3) 0.4713(9) 0.103(4) Uani 1.000000 .


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
N1 N2 1.3334(10) . ?
N1 C2 1.3450(10) . ?
N1 C1 1.4674(10) . ?
N2 N3 1.3108(9) . ?
N3 C3 1.3593(10) . ?
C3 C2 1.3800(11) . ?
C3 C4 1.4645(10) . ?
C10 C11 1.3907(11) . ?
C10 C15 1.3893(12) . ?
C10 C1 1.5041(10) . ?
C11 C12 1.3910(11) . ?
C11 H11 1.100(11) . ?
C2 H2 1.060(12) . ?
C4 C5 1.3939(11) . ?
C4 C9 1.3949(11) . ?
C15 C14 1.3911(12) . ?
C15 H15 1.101(12) . ?
C1 H1a 1.096(12) . ?
C1 H1b 1.069(11) . ?
C5 C6 1.3903(13) . ?
C5 H5 1.087(11) . ?
C12 C13 1.3847(13) . ?
C12 H12 1.102(11) . ?
C13 C14 1.3799(13) . ?
C13 H13 1.091(10) . ?
C9 C8 1.3868(12) . ?
C9 H9 1.117(12) . ?
C14 H14 1.095(12) . ?
C7 H7 1.079(10) . ?
C7 C8 1.3924(15) . ?
C7 C6 1.3865(15) . ?
C8 H8 1.103(11) . ?
C6 H6 1.056(13) . ?

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
C2 N1 N2 110.61(7) . . ?
C1 N1 N2 121.38(7) . . ?
C1 N1 C2 127.95(8) . . ?
N3 N2 N1 107.67(6) . . ?
C3 N3 N2 109.30(7) . . ?
C2 C3 N3 107.20(7) . . ?
C4 C3 N3 123.11(7) . . ?
C4 C3 C2 129.69(7) . . ?
C15 C10 C11 119.12(7) . . ?
C1 C10 C11 120.51(8) . . ?
C1 C10 C15 120.37(7) . . ?
C12 C11 C10 120.18(8) . . ?
H11 C11 C10 118.7(6) . . ?
H11 C11 C12 121.1(6) . . ?
C3 C2 N1 105.22(7) . . ?
H2 C2 N1 122.7(7) . . ?
H2 C2 C3 132.1(7) . . ?
C5 C4 C3 120.99(7) . . ?
C9 C4 C3 120.24(7) . . ?
C9 C4 C5 118.77(8) . . ?
C14 C15 C10 120.55(8) . . ?
H15 C15 C10 122.1(7) . . ?
H15 C15 C14 117.3(7) . . ?
C10 C1 N1 111.31(6) . . ?
H1a C1 N1 108.6(6) . . ?
H1a C1 C10 111.1(7) . . ?
H1b C1 N1 105.5(7) . . ?
H1b C1 C10 111.4(6) . . ?
H1b C1 H1a 108.7(9) . . ?
C6 C5 C4 120.47(9) . . ?
H5 C5 C4 119.7(6) . . ?
H5 C5 C6 119.8(6) . . ?
C13 C12 C11 120.23(8) . . ?
H12 C12 C11 120.3(7) . . ?
H12 C12 C13 119.4(7) . . ?
C14 C13 C12 119.92(8) . . ?
H13 C13 C12 121.2(8) . . ?
H13 C13 C14 118.9(8) . . ?
C8 C9 C4 120.71(9) . . ?
H9 C9 C4 120.1(5) . . ?
H9 C9 C8 119.2(5) . . ?
C13 C14 C15 120.01(9) . . ?
H14 C14 C15 118.3(7) . . ?
H14 C14 C13 121.7(7) . . ?
C8 C7 H7 120.1(8) . . ?
C6 C7 H7 120.5(8) . . ?
C6 C7 C8 119.38(9) . . ?
C7 C8 C9 120.21(9) . . ?
H8 C8 C9 120.2(7) . . ?
H8 C8 C7 119.6(7) . . ?
C7 C6 C5 120.45(10) . . ?
H6 C6 C5 120.3(7) . . ?
H6 C6 C7 119.2(7) . . ?


_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_3-Pna21
_database_code_depnum_ccdc_archive 'CCDC 2091945'
loop_
_audit_author_name
_audit_author_address
'Yongshen Zheng'
;Nankai University
China
;
_audit_update_record             
;
2023-04-06 deposited with the CCDC.	2023-04-24 downloaded from the CCDC.
;
_audit_creation_date             2023-03-03
_audit_creation_method           
;
Olex2 1.5-dev
(compiled 2023.03.02 svn.r4e27f016 for OlexSys, GUI svn.r6444)
;
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C15 H13 N3'
_chemical_formula_sum            'C15 H13 N3'
_chemical_formula_weight         235.291
_chemical_absolute_configuration unk
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.01920 0.00962 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.03256 0.01839 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           ' P 2c -2n'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,z+1/2
3 -x+1/2,y+1/2,z+1/2
4 x+1/2,-y+1/2,z

_symmetry_Int_Tables_number      33
_cell_length_a                   11.1253(2)
_cell_length_b                   19.3610(3)
_cell_length_c                   5.5542(1)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1196.36(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3263
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.9500
_cell_measurement_theta_min      4.5610
_exptl_absorpt_coefficient_mu    0.627
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45560
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_description       cube
_exptl_crystal_F_000             497.543
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_exptl_special_details           
;
 ?
;
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_av_unetI/netI     0.0377
_diffrn_reflns_Laue_measured_fraction_full 0.9967
_diffrn_reflns_Laue_measured_fraction_max 0.9732
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       3
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            4419
_diffrn_reflns_point_group_measured_fraction_full 0.8258
_diffrn_reflns_point_group_measured_fraction_max 0.7862
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         76.20
_diffrn_reflns_theta_min         4.58
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.9967
_diffrn_measured_fraction_theta_max 0.9732
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -47.00  -5.00   0.50    0.50    --    0.00 -77.00-180.00   84
  2  ω    -33.00  35.00   0.50    0.50    --    0.00  82.00-150.00  136
  3  ω      0.00  29.00   0.50    0.50    --    0.00 -77.00-180.00   58
  4  ω     17.00 125.00   0.50    1.43    --  101.60 -77.00-150.00  216
  5  ω     20.00 127.00   0.50    1.43    --  101.60 -77.00-180.00  214
  6  ω     45.00 184.00   0.50    1.43    --  101.60   0.00-150.00  278
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_reflns_Friedel_coverage         0.554
_reflns_limit_h_max              13
_reflns_limit_h_min              -13
_reflns_limit_k_max              24
_reflns_limit_k_min              -23
_reflns_limit_l_max              3
_reflns_limit_l_min              -6
_reflns_number_gt                1887
_reflns_number_total             1956
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5-dev (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.1067
_refine_diff_density_min         -0.1230
_refine_diff_density_rms         0.0280
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   -0.2(3)
_refine_ls_d_res_high            0.7938
_refine_ls_d_res_low             9.6462
_refine_ls_extinction_coef       0.0033(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0998
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     281
_refine_ls_number_reflns         1956
_refine_ls_number_restraints     91
_refine_ls_R_factor_all          0.0273
_refine_ls_R_factor_gt           0.0262
_refine_ls_restrained_S_all      1.0714
_refine_ls_shift/su_max          -0.0008
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0380P)²+0.0734P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0714
_refine_ls_wR_factor_ref         0.0720
_olex2_refinement_description    
;
1. Rigid body (RIGU) restrains
 C00H, H00h, H00i
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C006, C007, C00B, C00D, C00E, C00F, H00B, H007, H00F, H00D, H00E
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
;
_olex2_refine_details            
;
Refinement using NoSpherA2, an implementation of
NOn-SPHERical Atom-form-factors in Olex2.
Please cite:
F. Kleemiss et al. Chem. Sci. DOI 10.1039/D0SC05526C - 2021
NoSpherA2 implementation of HAR makes use of
tailor-made aspherical atomic form factors calculated
on-the-fly from a Hirshfeld-partitioned electron density (ED) - not from
spherical-atom form factors.

The ED is calculated from a gaussian basis set single determinant SCF
wavefunction - either Hartree-Fock or DFT using selected funtionals
 - for a fragment of the crystal.
This fragment can be embedded in an electrostatic crystal field by employing cluster charges
or modelled using implicit solvation models, depending on the software used.
The following options were used:
   SOFTWARE:       ORCA 5.0
   PARTITIONING:   NoSpherA2
   INT ACCURACY:   Normal
   METHOD:         R2SCAN
   BASIS SET:      cc-pVTZ
   CHARGE:         0
   MULTIPLICITY:   1
   DATE:           2023-03-03_10-55-13
;
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_refinement_flags_posn
_atom_site_refinement_flags_adp
N001 N 0.35113(11) 0.28990(5) 0.5397(2) 0.0202(3) Uani 1.000000 . .
N002 N 0.37599(11) 0.28276(6) 0.7746(2) 0.0238(3) Uani 1.000000 . .
N003 N 0.46500(11) 0.32465(6) 0.8253(2) 0.0221(3) Uani 1.000000 . .
C004 C 0.49742(12) 0.35974(6) 0.6219(3) 0.0177(3) Uani 1.000000 . .
C005 C 0.42374(12) 0.33721(7) 0.4370(3) 0.0189(3) Uani 1.000000 . .
C006 C 0.58934(12) 0.41372(6) 0.6225(3) 0.0177(3) Uani 1.000000 . U
C007 C 0.59460(12) 0.46147(7) 0.4342(3) 0.0196(3) Uani 1.000000 . U
C008 C 0.14250(12) 0.30526(6) 0.4059(3) 0.0190(3) Uani 1.000000 . .
C009 C -0.02775(13) 0.34597(7) 0.1747(3) 0.0230(3) Uani 1.000000 . .
C00A C 0.07027(13) 0.30178(7) 0.2006(3) 0.0215(3) Uani 1.000000 . .
C00B C 0.75548(13) 0.52266(7) 0.6346(3) 0.0232(3) Uani 1.000000 . U
C00C C 0.01878(13) 0.39822(7) 0.5574(3) 0.0235(3) Uani 1.000000 . .
C00D C 0.67738(13) 0.51547(7) 0.4394(3) 0.0222(3) Uani 1.000000 . U
C00E C 0.75141(13) 0.47479(7) 0.8211(3) 0.0235(3) Uani 1.000000 . U
C00F C 0.66952(13) 0.42035(7) 0.8159(3) 0.0209(3) Uani 1.000000 . U
C00G C 0.11604(12) 0.35379(7) 0.5833(3) 0.0213(3) Uani 1.000000 . .
C00H C 0.24721(13) 0.25604(7) 0.4323(3) 0.0235(3) Uani 1.000000 . U
C00I C -0.05387(13) 0.39432(7) 0.3533(3) 0.0235(3) Uani 1.000000 . .
H00B H 0.8190(17) 0.5649(9) 0.636(4) 0.039(5) Uani 1.000000 . U
H00C H -0.002(2) 0.4358(10) 0.699(4) 0.049(6) Uani 1.000000 . .
H00j H -0.1319(18) 0.4313(9) 0.328(4) 0.041(6) Uani 1.000000 . .
H00h H 0.2725(18) 0.2343(10) 0.256(4) 0.038(5) Uani 1.000000 . U
H007 H 0.5337(16) 0.4563(10) 0.278(3) 0.031(4) Uani 1.000000 . U
H00F H 0.6648(18) 0.3817(9) 0.962(4) 0.037(5) Uani 1.000000 . U
H00D H 0.6816(17) 0.5521(10) 0.294(4) 0.039(5) Uani 1.000000 . U
H00A H 0.0902(18) 0.2639(9) 0.062(4) 0.041(5) Uani 1.000000 . .
H005 H 0.4201(16) 0.3503(10) 0.249(4) 0.030(5) Uani 1.000000 . .
H009 H -0.0850(19) 0.3432(11) 0.015(4) 0.050(6) Uani 1.000000 . .
H00i H 0.2245(17) 0.2136(8) 0.550(4) 0.033(4) Uani 1.000000 . U
H00E H 0.8124(16) 0.4813(10) 0.980(4) 0.036(5) Uani 1.000000 . U
H00G H 0.171(2) 0.3565(9) 0.749(4) 0.040(6) Uani 1.000000 . .


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
N001 N002 1.3408(16) . ?
N001 C005 1.3481(18) . ?
N001 C00H 1.4568(17) . ?
N002 N003 1.3106(17) . ?
N003 C004 1.3669(19) . ?
C004 C005 1.385(2) . ?
C004 C006 1.4622(17) . ?
C006 C007 1.3972(19) . ?
C006 C00F 1.4022(19) . ?
C007 C00D 1.3935(19) . ?
C008 C00A 1.396(2) . ?
C008 C00G 1.393(2) . ?
C008 C00H 1.5123(19) . ?
C009 C00A 1.394(2) . ?
C009 C00I 1.394(2) . ?
C00B C00D 1.396(2) . ?
C00B C00E 1.391(2) . ?
C00C C00G 1.3899(19) . ?
C00C C00I 1.394(2) . ?
C00E C00F 1.3934(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
C005 N001 N002 111.01(11) . . ?
C00H N001 N002 121.05(12) . . ?
C00H N001 C005 127.44(12) . . ?
N003 N002 N001 107.52(11) . . ?
C004 N003 N002 109.23(12) . . ?
C005 C004 N003 107.48(12) . . ?
C006 C004 N003 122.54(13) . . ?
C006 C004 C005 129.86(13) . . ?
C004 C005 N001 104.76(13) . . ?
C007 C006 C004 120.03(12) . . ?
C00F C006 C004 120.81(12) . . ?
C00F C006 C007 119.10(12) . . ?
C00D C007 C006 120.57(13) . . ?
C00G C008 C00A 119.25(13) . . ?
C00H C008 C00A 119.49(13) . . ?
C00H C008 C00G 121.26(14) . . ?
C00I C009 C00A 120.11(14) . . ?
C009 C00A C008 120.33(14) . . ?
C00E C00B C00D 119.46(13) . . ?
C00I C00C C00G 120.13(14) . . ?
C00B C00D C007 120.13(13) . . ?
C00F C00E C00B 120.65(14) . . ?
C00E C00F C006 120.07(13) . . ?
C00C C00G C008 120.57(15) . . ?
C008 C00H N001 111.56(11) . . ?
C00C C00I C009 119.60(14) . . ?


_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
;
loop_
_restr_RIGU_atom_site_label_1
_restr_RIGU_atom_site_label_2
_restr_RIGU_target_weight_param
_restr_RIGU_U13_diff
_restr_RIGU_U23_diff
_restr_RIGU_U33_diff
C006 C007 0.004000 0.000750 -0.001665 -0.000260
C006 C00D 0.004000 0.001286 -0.000701 0.001587
C006 C00E 0.004000 -0.000510 0.000051 0.000447
C006 C00F 0.004000 -0.000809 0.000200 -0.000258
C006 H007 0.004000 0.000390 0.002918 -0.003672
C006 H00F 0.004000 -0.005670 -0.001779 -0.001565
C007 C00B 0.004000 -0.002060 0.001529 0.000645
C007 C00D 0.004000 -0.000686 0.001629 -0.000178
C007 C00F 0.004000 -0.001694 0.002302 0.000782
C007 H007 0.004000 -0.001135 -0.001100 0.000122
C007 H00D 0.004000 0.002431 0.002703 -0.001395
C00B C00D 0.004000 -0.003178 -0.004262 -0.000350
C00B C00E 0.004000 0.000060 0.003843 0.001146
C00B C00F 0.004000 0.001758 0.005522 0.001504
C00B H00B 0.004000 -0.001657 0.000249 -0.000101
C00B H00D 0.004000 -0.003314 -0.006414 0.003969
C00B H00E 0.004000 -0.003404 0.008076 -0.002866
C00D C00E 0.004000 -0.002708 0.006650 -0.001203
C00D H00B 0.004000 0.001535 0.004483 0.000510
C00D H007 0.004000 -0.004643 -0.006425 -0.002230
C00D H00D 0.004000 0.001297 0.000918 -0.000385
C00E C00F 0.004000 0.000909 0.002539 0.000040
C00E H00B 0.004000 -0.004797 -0.006552 0.001259
C00E H00F 0.004000 0.006502 0.004041 0.002048
C00E H00E 0.004000 0.001817 0.003832 -0.000906
C00F H00F 0.004000 0.000326 0.000398 0.000872
C00F H00E 0.004000 0.006854 0.000041 -0.000179
C00H H00h 0.004000 0.001281 0.000743 -0.002937
C00H H00i 0.004000 0.002705 -0.000053 -0.000637
H00h H00i 0.004000 0.006529 -0.010243 0.002596

####################################################################### 
# 
# 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_3-P21c
_database_code_depnum_ccdc_archive 'CCDC 2091944'
loop_
_audit_author_name
_audit_author_address
'Yongshen Zheng'
;Nankai University
China
;
_audit_update_record             
;
2023-04-06 deposited with the CCDC.	2023-04-24 downloaded from the CCDC.
;
_audit_creation_date             2023-03-03
_audit_creation_method           
;
Olex2 1.5-dev
(compiled 2023.03.02 svn.r4e27f016 for OlexSys, GUI svn.r6444)
;
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C15 H13 N3'
_chemical_formula_sum            'C15 H13 N3'
_chemical_formula_weight         235.291
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.01920 0.00962 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.03256 0.01839 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

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

_symmetry_Int_Tables_number      14
_cell_length_a                   5.99714(13)
_cell_length_b                   8.0426(2)
_cell_length_c                   25.1397(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.4724(17)
_cell_angle_gamma                90
_cell_volume                     1208.86(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4370
_cell_measurement_temperature    120.00(10)
_cell_measurement_theta_max      73.8300
_cell_measurement_theta_min      7.3590
_exptl_absorpt_coefficient_mu    0.621
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91336
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_description       needle
_exptl_crystal_F_000             497.543
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_exptl_special_details           
;
 ?
;
_diffrn_reflns_av_R_equivalents  0.0198
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_Laue_measured_fraction_full 0.9885
_diffrn_reflns_Laue_measured_fraction_max 0.9513
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            6091
_diffrn_reflns_point_group_measured_fraction_full 0.9885
_diffrn_reflns_point_group_measured_fraction_max 0.9513
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         74.24
_diffrn_reflns_theta_min         5.78
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.00(10)
_diffrn_measured_fraction_theta_full 0.9885
_diffrn_measured_fraction_theta_max 0.9513
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     30.00  60.00   0.50    0.50    --    0.00  57.00-150.00   60
  2  ω    -31.00  19.00   0.50    0.50    --    0.00  38.00   0.00  100
  3  ω    -14.00  11.00   0.50    0.50    --    0.00  57.00-150.00   50
  4  ω     26.00  88.00   0.50    0.50    --    0.00  38.00   0.00  124
  5  ω     59.00 125.00   0.50    0.50    --   95.80  82.00 -30.00  132
  6  ω    137.00 183.00   0.50    0.50    --   95.80  82.00 -30.00   92
  7  ω     59.00  91.00   0.50    0.50    --   95.80 -82.00  30.00   64
  8  ω     27.00 124.00   0.50    0.50    --   95.80 -82.00-120.00  194
  9  ω     31.00 132.00   0.50    0.50    --   95.80 -82.00 150.00  202
 10  ω     12.00  41.00   0.50    0.50    --   95.80 -82.00  30.00   58
 11  ω     79.00 104.00   0.50    0.50    --   95.80 -82.00 -60.00   50
 12  ω      8.00 183.00   0.50    0.50    --   95.80 -15.00-180.00  350
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              7
_reflns_limit_h_min              -7
_reflns_limit_k_max              9
_reflns_limit_k_min              0
_reflns_limit_l_max              31
_reflns_limit_l_min              0
_reflns_number_gt                2201
_reflns_number_total             2346
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5-dev (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.1304
_refine_diff_density_min         -0.1423
_refine_diff_density_rms         0.0309
_refine_ls_d_res_high            0.8010
_refine_ls_d_res_low             7.6580
_refine_ls_extinction_coef       0.0009(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.1133
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     281
_refine_ls_number_reflns         2346
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0255
_refine_ls_R_factor_gt           0.0239
_refine_ls_restrained_S_all      1.1133
_refine_ls_shift/su_max          0.0002
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0376P)²+0.0886P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0663
_refine_ls_wR_factor_ref         0.0673
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
;
_olex2_refine_details            
;
Refinement using NoSpherA2, an implementation of
NOn-SPHERical Atom-form-factors in Olex2.
Please cite:
F. Kleemiss et al. Chem. Sci. DOI 10.1039/D0SC05526C - 2021
NoSpherA2 implementation of HAR makes use of
tailor-made aspherical atomic form factors calculated
on-the-fly from a Hirshfeld-partitioned electron density (ED) - not from
spherical-atom form factors.

The ED is calculated from a gaussian basis set single determinant SCF
wavefunction - either Hartree-Fock or DFT using selected funtionals
 - for a fragment of the crystal.
This fragment can be embedded in an electrostatic crystal field by employing cluster charges
or modelled using implicit solvation models, depending on the software used.
The following options were used:
   SOFTWARE:       ORCA 5.0
   PARTITIONING:   NoSpherA2
   INT ACCURACY:   Normal
   METHOD:         R2SCAN
   BASIS SET:      cc-pVTZ
   CHARGE:         0
   MULTIPLICITY:   1
   DATE:           2023-03-03_11-02-41
;
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_refinement_flags_posn
N1 N 0.71466(10) 0.80993(8) 0.59553(2) 0.01845(15) Uani 1.000000 .
N3 N 0.41486(10) 0.68084(8) 0.61117(3) 0.02256(16) Uani 1.000000 .
N2 N 0.55437(10) 0.70780(8) 0.57445(3) 0.02219(16) Uani 1.000000 .
C15 C 1.15000(12) 1.10651(10) 0.58216(3) 0.02099(18) Uani 1.000000 .
H15 H 1.2809(16) 1.0200(13) 0.5965(4) 0.044(3) Uani 1.000000 .
C2 C 0.48520(12) 0.76600(9) 0.65636(3) 0.01818(17) Uani 1.000000 .
C8 C 0.16174(13) 0.67650(10) 0.70586(3) 0.02280(18) Uani 1.000000 .
H8 H 0.0921(16) 0.6104(14) 0.6706(4) 0.041(3) Uani 1.000000 .
C13 C 1.01887(14) 1.38533(10) 0.56271(3) 0.02395(18) Uani 1.000000 .
H13 H 1.0480(17) 1.5175(12) 0.5615(4) 0.041(3) Uani 1.000000 .
C4 C 0.45186(14) 0.84366(10) 0.75099(3) 0.02426(18) Uani 1.000000 .
H4 H 0.6073(17) 0.9113(15) 0.7504(4) 0.046(3) Uani 1.000000 .
C14 C 1.18925(13) 1.27735(10) 0.58088(3) 0.02349(18) Uani 1.000000 .
H14 H 1.3530(17) 1.3296(13) 0.5943(5) 0.046(3) Uani 1.000000 .
C12 C 0.80838(14) 1.32236(10) 0.54539(3) 0.02434(18) Uani 1.000000 .
H12 H 0.6756(18) 1.4068(15) 0.5302(5) 0.052(3) Uani 1.000000 .
C1 C 0.67872(12) 0.84954(10) 0.64631(3) 0.02015(17) Uani 1.000000 .
H1 H 0.7866(16) 0.9308(14) 0.6699(4) 0.041(3) Uani 1.000000 .
C11 C 0.77047(13) 1.15177(10) 0.54647(3) 0.02152(17) Uani 1.000000 .
H11 H 0.6070(17) 1.1027(13) 0.5323(5) 0.045(3) Uani 1.000000 .
C3 C 0.36449(12) 0.76222(9) 0.70484(3) 0.01925(17) Uani 1.000000 .
C7 C 0.04853(14) 0.67388(10) 0.75217(3) 0.02660(19) Uani 1.000000 .
H7 H -0.1093(18) 0.6067(15) 0.7530(4) 0.051(3) Uani 1.000000 .
C5 C 0.33885(14) 0.84021(11) 0.79733(3) 0.02830(19) Uani 1.000000 .
H5 H 0.4089(18) 0.9064(15) 0.8327(4) 0.050(3) Uani 1.000000 .
C9 C 0.90185(13) 0.85746(10) 0.56476(3) 0.02108(18) Uani 1.000000 .
H9a H 1.0514(17) 0.7908(13) 0.5812(4) 0.040(3) Uani 1.000000 .
H9b H 0.8576(18) 0.8117(14) 0.5244(4) 0.040(3) Uani 1.000000 .
C10 C 0.94043(12) 1.04266(9) 0.56497(3) 0.01795(17) Uani 1.000000 .
C6 C 0.13619(14) 0.75576(10) 0.79793(3) 0.0276(2) Uani 1.000000 .
H6 H 0.048(2) 0.7530(14) 0.8342(4) 0.049(3) Uani 1.000000 .


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
N1 N2 1.3417(9) . ?
N1 C1 1.3492(9) . ?
N1 C9 1.4631(9) . ?
N3 N2 1.3113(9) . ?
N3 C2 1.3648(9) . ?
C15 C14 1.3947(11) . ?
C15 C10 1.3947(10) . ?
C2 C1 1.3813(10) . ?
C2 C3 1.4657(9) . ?
C8 C3 1.3998(10) . ?
C8 C7 1.3930(11) . ?
C13 C14 1.3908(11) . ?
C13 C12 1.3978(11) . ?
C4 C3 1.3980(11) . ?
C4 C5 1.3931(11) . ?
C12 C11 1.3913(11) . ?
C11 C10 1.3969(10) . ?
C7 C6 1.3924(12) . ?
C5 C6 1.3935(12) . ?
C9 C10 1.5073(10) . ?

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 110.85(6) . . ?
C9 N1 N2 120.45(6) . . ?
C9 N1 C1 128.64(6) . . ?
C2 N3 N2 109.28(6) . . ?
N3 N2 N1 107.45(6) . . ?
C10 C15 C14 120.34(7) . . ?
C1 C2 N3 107.55(6) . . ?
C3 C2 N3 122.76(6) . . ?
C3 C2 C1 129.69(7) . . ?
C7 C8 C3 120.23(7) . . ?
C12 C13 C14 119.91(8) . . ?
C5 C4 C3 120.63(8) . . ?
C13 C14 C15 120.11(7) . . ?
C11 C12 C13 119.75(8) . . ?
C2 C1 N1 104.87(6) . . ?
C10 C11 C12 120.65(7) . . ?
C8 C3 C2 120.76(7) . . ?
C4 C3 C2 120.19(7) . . ?
C4 C3 C8 119.04(7) . . ?
C6 C7 C8 120.40(8) . . ?
C6 C5 C4 120.02(8) . . ?
C10 C9 N1 112.35(6) . . ?
C11 C10 C15 119.23(7) . . ?
C9 C10 C15 119.95(7) . . ?
C9 C10 C11 120.78(7) . . ?
C5 C6 C7 119.68(7) . . ?


_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
;
