# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_datam_a
_database_code_depnum_ccdc_archive 'CCDC 2127855'
loop_
_audit_author_name
_audit_author_address
'Rambabu Dandela'
;Institute of Chemical Technology IOC Bhubaneswar
India
;
_audit_update_record             
;
2021-12-10 deposited with the CCDC.	2023-03-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H14 Cl2 N4'
_chemical_formula_sum            'C18 H14 Cl2 N4'
_chemical_formula_weight         357.23

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'
Cl Cl 0.1484 0.1585 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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, 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                   11.586(1)
_cell_length_b                   9.123(1)
_cell_length_c                   15.330(1)
_cell_angle_alpha                90
_cell_angle_beta                 91.12(1)
_cell_angle_gamma                90
_cell_volume                     1620.1(1)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    1941
_cell_measurement_theta_min      0.907
_cell_measurement_theta_max      0.941

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_F_000             736
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.407
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.907
_exptl_absorpt_correction_T_max  0.941
_exptl_absorpt_process_details   'SADABS (G. Sheldrick, 2013)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker D8 Venture photon 100 CMOS detector'
_diffrn_measurement_method       'Omega and Phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11411
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         4.662
_diffrn_reflns_theta_max         28.300
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measured_fraction_theta_full 0.949
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_Laue_measured_fraction_full 0.949
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_point_group_measured_fraction_full 0.949
_reflns_number_total             1941
_reflns_number_gt                1756
_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 APEX3'
_computing_cell_refinement       'Bruker SHELXL'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.1000P)²+0.6243P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1941
_refine_ls_number_parameters     109
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0371
_refine_ls_wR_factor_ref         0.1370
_refine_ls_wR_factor_gt          0.1282
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_restrained_S_all      0.989
_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
Cl1 Cl 0.52304(3) 0.18398(4) 0.51199(2) 0.0436(2) Uani 1 1 d . . . . .
N2 N 0.62456(10) 0.75520(13) 0.71328(7) 0.0362(3) Uani 1 1 d . . . . .
N1 N 0.70072(10) 0.73782(14) 0.64880(7) 0.0386(3) Uani 1 1 d . . . . .
C5 C 0.57261(10) 0.54610(14) 0.65253(8) 0.0298(3) Uani 1 1 d . . . . .
C7 C 0.54568(11) 0.64541(15) 0.71847(8) 0.0331(3) Uani 1 1 d . . . . .
C4 C 0.66932(10) 0.61017(14) 0.61096(8) 0.0321(3) Uani 1 1 d . . . . .
C6 C 0.52524(11) 0.41207(14) 0.62296(8) 0.0320(3) Uani 1 1 d . . . . .
H6 H 0.462622 0.368842 0.649953 0.038 Uiso 1 1 calc R U . . .
C1 C 0.57621(11) 0.34917(15) 0.55261(9) 0.0324(3) Uani 1 1 d . . . . .
C3 C 0.71762(11) 0.54258(17) 0.53731(9) 0.0372(3) Uani 1 1 d . . . . .
H3 H 0.779435 0.584865 0.508818 0.045 Uiso 1 1 calc R U . . .
C2 C 0.67085(12) 0.41345(17) 0.50927(9) 0.0367(3) Uani 1 1 d . . . . .
H2 H 0.701394 0.366699 0.461003 0.044 Uiso 1 1 calc R U . . .
C18 C 0.63522(15) 0.88377(17) 0.77007(10) 0.0462(4) Uani 1 1 d . . . . .
H18A H 0.715699 0.912819 0.773843 0.055 Uiso 1 1 calc R U . . .
H18B H 0.611364 0.857156 0.828264 0.055 Uiso 1 1 calc R U . . .
C17 C 0.56356(18) 1.01379(18) 0.73852(12) 0.0567(5) Uani 1 1 d . . . . .
H17A H 0.598329 1.102353 0.762180 0.068 Uiso 1 1 calc R U . . .
H17B H 0.568832 1.019050 0.675534 0.068 Uiso 1 1 calc R U . . .


_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
Cl1 C1 1.7388(14) . ?
N2 N1 1.3474(17) . ?
N2 C7 1.3593(17) . ?
N2 C18 1.4646(18) . ?
N1 C4 1.3479(17) . ?
C5 C7 1.3973(18) . ?
C5 C6 1.4115(18) . ?
C5 C4 1.4252(16) . ?
C7 C7 1.448(2) 2_656 ?
C4 C3 1.4118(18) . ?
C6 C1 1.3660(18) . ?
C6 H6 0.9300 . ?
C1 C2 1.4201(18) . ?
C3 C2 1.363(2) . ?
C3 H3 0.9300 . ?
C2 H2 0.9300 . ?
C18 C17 1.521(2) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C17 C17 1.521(4) 2_656 ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?

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
N1 N2 C7 114.01(11) . . ?
N1 N2 C18 118.79(12) . . ?
C7 N2 C18 127.18(12) . . ?
N2 N1 C4 104.02(11) . . ?
C7 C5 C6 134.68(11) . . ?
C7 C5 C4 104.26(11) . . ?
C6 C5 C4 121.05(11) . . ?
N2 C7 C5 106.00(11) . . ?
N2 C7 C7 122.71(10) . 2_656 ?
C5 C7 C7 131.28(10) . 2_656 ?
N1 C4 C3 127.85(12) . . ?
N1 C4 C5 111.71(11) . . ?
C3 C4 C5 120.40(12) . . ?
C1 C6 C5 116.49(11) . . ?
C1 C6 H6 121.8 . . ?
C5 C6 H6 121.8 . . ?
C6 C1 C2 123.08(13) . . ?
C6 C1 Cl1 119.42(10) . . ?
C2 C1 Cl1 117.50(10) . . ?
C2 C3 C4 117.93(11) . . ?
C2 C3 H3 121.0 . . ?
C4 C3 H3 121.0 . . ?
C3 C2 C1 121.01(12) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
N2 C18 C17 113.35(13) . . ?
N2 C18 H18A 108.9 . . ?
C17 C18 H18A 108.9 . . ?
N2 C18 H18B 108.9 . . ?
C17 C18 H18B 108.9 . . ?
H18A C18 H18B 107.7 . . ?
C17 C17 C18 116.83(13) 2_656 . ?
C17 C17 H17A 108.1 2_656 . ?
C18 C17 H17A 108.1 . . ?
C17 C17 H17B 108.1 2_656 . ?
C18 C17 H17B 108.1 . . ?
H17A C17 H17B 107.3 . . ?

_refine_diff_density_max         0.266
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.037

####################################################################### 
# 
# 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_DATAM_a
_database_code_depnum_ccdc_archive 'CCDC 2127856'
loop_
_audit_author_name
_audit_author_address
'Dr. K. Shiva Kumar'
;Osmania University
India
;
_audit_update_record             
;
2022-10-28 deposited with the CCDC.	2023-03-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H14 N4'
_chemical_formula_sum            'C17 H14 N4'
_chemical_formula_weight         274.32

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   17.887(3)
_cell_length_b                   10.805(1)
_cell_length_c                   15.510(1)
_cell_angle_alpha                90
_cell_angle_beta                 113.27(1)
_cell_angle_gamma                90
_cell_volume                     2753.8(1)
_cell_formula_units_Z            8
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    6812
_cell_measurement_theta_min      0.981
_cell_measurement_theta_max      0.988

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_F_000             1152
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.082
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.981
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   'SADABS (G. Sheldrick, 2013)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker D8 Venture photon 100 CMOS detector'
_diffrn_measurement_method       'Omega and Phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            47963
_diffrn_reflns_av_unetI/netI     0.0631
_diffrn_reflns_av_R_equivalents  0.1016
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.256
_diffrn_reflns_theta_max         28.308
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             6812
_reflns_number_gt                4245
_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 SHELXL'
_computing_cell_refinement       'Bruker SHELXL'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.1000P)²+0.2632P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6812
_refine_ls_number_parameters     379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0975
_refine_ls_R_factor_gt           0.0529
_refine_ls_wR_factor_ref         0.1811
_refine_ls_wR_factor_gt          0.1423
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.000
_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
N3 N 0.35987(8) 0.49833(13) 0.42512(10) 0.0477(4) Uani 1 1 d . . . . .
N2 N 0.26282(9) 0.31296(13) 0.28510(11) 0.0483(4) Uani 1 1 d . . . . .
N4 N 0.40166(9) 0.60313(14) 0.45940(11) 0.0522(4) Uani 1 1 d . . . . .
N5 N 0.13637(9) 0.91439(13) 0.55016(10) 0.0474(4) Uani 1 1 d . . . . .
N6 N 0.07966(9) 0.82792(14) 0.54242(11) 0.0542(4) Uani 1 1 d . . . . .
N1 N 0.20663(10) 0.22540(13) 0.24062(11) 0.0530(4) Uani 1 1 d . . . . .
N7 N 0.26590(10) 1.05185(14) 0.51989(11) 0.0557(4) Uani 1 1 d . . . . .
C8 C 0.28434(10) 0.51696(16) 0.35817(12) 0.0439(4) Uani 1 1 d . . . . .
N8 N 0.33423(12) 1.11811(15) 0.53779(14) 0.0646(5) Uani 1 1 d . . . . .
C7 C 0.23251(10) 0.41298(15) 0.31309(12) 0.0434(4) Uani 1 1 d . . . . .
C17 C 0.27530(10) 0.64480(16) 0.34563(12) 0.0426(4) Uani 1 1 d . . . . .
C30 C 0.35983(11) 0.94431(16) 0.63047(13) 0.0474(4) Uani 1 1 d . . . . .
C2 C 0.14945(10) 0.38972(15) 0.28590(12) 0.0442(4) Uani 1 1 d . . . . .
C16 C 0.21492(11) 0.72442(17) 0.28571(13) 0.0502(4) Uani 1 1 d . . . . .
H16 H 0.165571 0.693518 0.243247 0.060 Uiso 1 1 calc R U . . .
C23 C 0.20104(10) 0.73857(16) 0.55876(12) 0.0457(4) Uani 1 1 d . . . . .
C28 C 0.27732(11) 0.94777(16) 0.57195(12) 0.0460(4) Uani 1 1 d . . . . .
C12 C 0.35017(10) 0.69360(16) 0.41035(13) 0.0458(4) Uani 1 1 d . . . . .
C1 C 0.13692(11) 0.27297(16) 0.24063(12) 0.0461(4) Uani 1 1 d . . . . .
C24 C 0.20983(10) 0.86704(16) 0.56088(12) 0.0449(4) Uani 1 1 d . . . . .
C22 C 0.11905(11) 0.72016(16) 0.54757(12) 0.0486(4) Uani 1 1 d . . . . .
C3 C 0.08403(11) 0.45388(18) 0.29412(14) 0.0559(5) Uani 1 1 d . . . . .
H3 H 0.091975 0.529251 0.325441 0.067 Uiso 1 1 calc R U . . .
C11 C 0.39340(12) 0.37765(18) 0.46242(14) 0.0566(5) Uani 1 1 d . . . . .
H11A H 0.355966 0.335992 0.484039 0.068 Uiso 1 1 calc R U . . .
H11B H 0.444150 0.389709 0.516372 0.068 Uiso 1 1 calc R U . . .
C14 C 0.30480(14) 0.89642(18) 0.35684(16) 0.0619(5) Uani 1 1 d . . . . .
H14 H 0.313328 0.981464 0.358837 0.074 Uiso 1 1 calc R U . . .
C31 C 0.41018(12) 0.86679(19) 0.70294(15) 0.0577(5) Uani 1 1 d . . . . .
H31 H 0.389308 0.797080 0.720775 0.069 Uiso 1 1 calc R U . . .
C18 C 0.25202(13) 0.63658(17) 0.56529(14) 0.0554(5) Uani 1 1 d . . . . .
H18 H 0.305530 0.647589 0.571722 0.067 Uiso 1 1 calc R U . . .
C15 C 0.23079(13) 0.84804(18) 0.29165(15) 0.0593(5) Uani 1 1 d . . . . .
H15 H 0.191911 0.901913 0.251790 0.071 Uiso 1 1 calc R U . . .
C29 C 0.39213(13) 1.05193(17) 0.60556(15) 0.0555(5) Uani 1 1 d . . . . .
C13 C 0.36418(12) 0.82226(17) 0.41696(15) 0.0561(5) Uani 1 1 d . . . . .
H13 H 0.412167 0.855335 0.460730 0.067 Uiso 1 1 calc R U . . .
C25 C 0.11983(12) 1.04523(17) 0.55443(14) 0.0565(5) Uani 1 1 d . . . . .
H25A H 0.159730 1.079158 0.612184 0.068 Uiso 1 1 calc R U . . .
H25B H 0.066656 1.054402 0.556599 0.068 Uiso 1 1 calc R U . . .
C6 C 0.05794(12) 0.22192(18) 0.20020(14) 0.0579(5) Uani 1 1 d . . . . .
H6 H 0.048832 0.145643 0.169994 0.070 Uiso 1 1 calc R U . . .
C9 C 0.34627(12) 0.3022(2) 0.29258(15) 0.0613(5) Uani 1 1 d . . . . .
H9A H 0.358593 0.373067 0.262116 0.074 Uiso 1 1 calc R U . . .
H9B H 0.350686 0.228646 0.259016 0.074 Uiso 1 1 calc R U . . .
C21 C 0.08850(13) 0.59921(19) 0.54472(15) 0.0634(5) Uani 1 1 d . . . . .
H21 H 0.035109 0.586064 0.538053 0.076 Uiso 1 1 calc R U . . .
C19 C 0.22004(15) 0.52061(18) 0.56184(16) 0.0661(6) Uani 1 1 d . . . . .
H19 H 0.252559 0.451812 0.566123 0.079 Uiso 1 1 calc R U . . .
C10 C 0.40915(12) 0.2947(2) 0.39277(17) 0.0642(6) Uani 1 1 d . . . . .
H10A H 0.411957 0.209784 0.414067 0.077 Uiso 1 1 calc R U . . .
H10B H 0.461927 0.315631 0.392882 0.077 Uiso 1 1 calc R U . . .
C5 C -0.00409(13) 0.2874(2) 0.20675(17) 0.0676(6) Uani 1 1 d . . . . .
H5 H -0.056709 0.256188 0.178917 0.081 Uiso 1 1 calc R U . . .
C20 C 0.13873(15) 0.50316(19) 0.55191(17) 0.0693(6) Uani 1 1 d . . . . .
H20 H 0.119291 0.422998 0.550294 0.083 Uiso 1 1 calc R U . . .
C4 C 0.00870(12) 0.4017(2) 0.25461(17) 0.0669(6) Uani 1 1 d . . . . .
H4 H -0.035383 0.442331 0.259263 0.080 Uiso 1 1 calc R U . . .
C26 C 0.12169(15) 1.1193(2) 0.47298(17) 0.0716(6) Uani 1 1 d . . . . .
H26A H 0.070256 1.108108 0.419856 0.086 Uiso 1 1 calc R U . . .
H26B H 0.126390 1.206296 0.489757 0.086 Uiso 1 1 calc R U . . .
C34 C 0.47554(15) 1.0794(2) 0.6512(2) 0.0727(6) Uani 1 1 d . . . . .
H34 H 0.497645 1.149037 0.634926 0.087 Uiso 1 1 calc R U . . .
C27 C 0.18946(14) 1.0862(2) 0.44308(16) 0.0721(6) Uani 1 1 d . . . . .
H27A H 0.171757 1.017771 0.399175 0.087 Uiso 1 1 calc R U . . .
H27B H 0.199565 1.156283 0.410070 0.087 Uiso 1 1 calc R U . . .
C33 C 0.52262(15) 1.0016(3) 0.7193(2) 0.0824(7) Uani 1 1 d . . . . .
H33 H 0.578020 1.017880 0.749208 0.099 Uiso 1 1 calc R U . . .
C32 C 0.49035(14) 0.8968(2) 0.74622(18) 0.0742(6) Uani 1 1 d . . . . .
H32 H 0.524554 0.846955 0.794639 0.089 Uiso 1 1 calc R U . . .


_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
N3 N4 1.345(2) . ?
N3 C8 1.355(2) . ?
N3 C11 1.456(2) . ?
N2 N1 1.354(2) . ?
N2 C7 1.355(2) . ?
N2 C9 1.455(2) . ?
N4 C12 1.352(2) . ?
N5 N6 1.349(2) . ?
N5 C24 1.358(2) . ?
N5 C25 1.451(2) . ?
N6 C22 1.347(2) . ?
N1 C1 1.349(2) . ?
N7 N8 1.347(2) . ?
N7 C28 1.352(2) . ?
N7 C27 1.463(3) . ?
C8 C17 1.395(2) . ?
C8 C7 1.449(2) . ?
N8 C29 1.352(3) . ?
C7 C2 1.398(2) . ?
C17 C16 1.406(2) . ?
C17 C12 1.420(2) . ?
C30 C28 1.395(3) . ?
C30 C31 1.406(3) . ?
C30 C29 1.418(3) . ?
C2 C3 1.409(3) . ?
C2 C1 1.418(2) . ?
C16 C15 1.361(3) . ?
C16 H16 0.9300 . ?
C23 C24 1.396(2) . ?
C23 C18 1.408(2) . ?
C23 C22 1.421(2) . ?
C28 C24 1.444(2) . ?
C12 C13 1.409(2) . ?
C1 C6 1.412(2) . ?
C22 C21 1.411(3) . ?
C3 C4 1.363(3) . ?
C3 H3 0.9300 . ?
C11 C10 1.513(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C14 C13 1.363(3) . ?
C14 C15 1.411(3) . ?
C14 H14 0.9300 . ?
C31 C32 1.361(3) . ?
C31 H31 0.9300 . ?
C18 C19 1.370(3) . ?
C18 H18 0.9300 . ?
C15 H15 0.9300 . ?
C29 C34 1.407(3) . ?
C13 H13 0.9300 . ?
C25 C26 1.507(3) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C6 C5 1.353(3) . ?
C6 H6 0.9300 . ?
C9 C10 1.518(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C21 C20 1.348(3) . ?
C21 H21 0.9300 . ?
C19 C20 1.413(3) . ?
C19 H19 0.9300 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C5 C4 1.412(3) . ?
C5 H5 0.9300 . ?
C20 H20 0.9300 . ?
C4 H4 0.9300 . ?
C26 C27 1.502(3) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C34 C33 1.352(4) . ?
C34 H34 0.9300 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C33 C32 1.408(4) . ?
C33 H33 0.9300 . ?
C32 H32 0.9300 . ?

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
N4 N3 C8 114.08(14) . . ?
N4 N3 C11 121.29(14) . . ?
C8 N3 C11 124.54(14) . . ?
N1 N2 C7 114.21(14) . . ?
N1 N2 C9 121.07(15) . . ?
C7 N2 C9 124.46(15) . . ?
N3 N4 C12 103.74(13) . . ?
N6 N5 C24 114.03(14) . . ?
N6 N5 C25 121.27(15) . . ?
C24 N5 C25 124.50(15) . . ?
C22 N6 N5 103.66(15) . . ?
C1 N1 N2 103.52(14) . . ?
N8 N7 C28 114.10(16) . . ?
N8 N7 C27 120.85(17) . . ?
C28 N7 C27 124.72(17) . . ?
N3 C8 C17 106.23(14) . . ?
N3 C8 C7 120.59(15) . . ?
C17 C8 C7 133.13(15) . . ?
N7 N8 C29 103.48(15) . . ?
N2 C7 C2 105.79(14) . . ?
N2 C7 C8 120.82(15) . . ?
C2 C7 C8 133.35(16) . . ?
C8 C17 C16 135.58(16) . . ?
C8 C17 C12 104.13(14) . . ?
C16 C17 C12 120.23(16) . . ?
C28 C30 C31 135.67(17) . . ?
C28 C30 C29 103.94(16) . . ?
C31 C30 C29 120.34(18) . . ?
C7 C2 C3 134.94(16) . . ?
C7 C2 C1 104.51(15) . . ?
C3 C2 C1 120.55(16) . . ?
C15 C16 C17 118.06(18) . . ?
C15 C16 H16 121.0 . . ?
C17 C16 H16 121.0 . . ?
C24 C23 C18 135.47(17) . . ?
C24 C23 C22 104.08(15) . . ?
C18 C23 C22 120.46(16) . . ?
N7 C28 C30 106.39(15) . . ?
N7 C28 C24 120.65(16) . . ?
C30 C28 C24 132.95(16) . . ?
N4 C12 C13 127.60(17) . . ?
N4 C12 C17 111.82(15) . . ?
C13 C12 C17 120.58(17) . . ?
N1 C1 C6 127.87(17) . . ?
N1 C1 C2 111.96(15) . . ?
C6 C1 C2 120.15(17) . . ?
N5 C24 C23 106.10(15) . . ?
N5 C24 C28 120.68(16) . . ?
C23 C24 C28 133.22(17) . . ?
N6 C22 C21 127.73(18) . . ?
N6 C22 C23 112.13(15) . . ?
C21 C22 C23 120.13(18) . . ?
C4 C3 C2 117.70(18) . . ?
C4 C3 H3 121.1 . . ?
C2 C3 H3 121.1 . . ?
N3 C11 C10 114.23(17) . . ?
N3 C11 H11A 108.7 . . ?
C10 C11 H11A 108.7 . . ?
N3 C11 H11B 108.7 . . ?
C10 C11 H11B 108.7 . . ?
H11A C11 H11B 107.6 . . ?
C13 C14 C15 121.97(18) . . ?
C13 C14 H14 119.0 . . ?
C15 C14 H14 119.0 . . ?
C32 C31 C30 118.0(2) . . ?
C32 C31 H31 121.0 . . ?
C30 C31 H31 121.0 . . ?
C19 C18 C23 117.68(19) . . ?
C19 C18 H18 121.2 . . ?
C23 C18 H18 121.2 . . ?
C16 C15 C14 121.58(19) . . ?
C16 C15 H15 119.2 . . ?
C14 C15 H15 119.2 . . ?
N8 C29 C34 127.85(19) . . ?
N8 C29 C30 112.08(17) . . ?
C34 C29 C30 120.1(2) . . ?
C14 C13 C12 117.53(18) . . ?
C14 C13 H13 121.2 . . ?
C12 C13 H13 121.2 . . ?
N5 C25 C26 114.00(17) . . ?
N5 C25 H25A 108.8 . . ?
C26 C25 H25A 108.8 . . ?
N5 C25 H25B 108.8 . . ?
C26 C25 H25B 108.8 . . ?
H25A C25 H25B 107.6 . . ?
C5 C6 C1 117.94(18) . . ?
C5 C6 H6 121.0 . . ?
C1 C6 H6 121.0 . . ?
N2 C9 C10 114.05(18) . . ?
N2 C9 H9A 108.7 . . ?
C10 C9 H9A 108.7 . . ?
N2 C9 H9B 108.7 . . ?
C10 C9 H9B 108.7 . . ?
H9A C9 H9B 107.6 . . ?
C20 C21 C22 118.3(2) . . ?
C20 C21 H21 120.9 . . ?
C22 C21 H21 120.9 . . ?
C18 C19 C20 121.5(2) . . ?
C18 C19 H19 119.3 . . ?
C20 C19 H19 119.3 . . ?
C11 C10 C9 115.32(16) . . ?
C11 C10 H10A 108.4 . . ?
C9 C10 H10A 108.4 . . ?
C11 C10 H10B 108.4 . . ?
C9 C10 H10B 108.4 . . ?
H10A C10 H10B 107.5 . . ?
C6 C5 C4 121.96(19) . . ?
C6 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C21 C20 C19 121.99(19) . . ?
C21 C20 H20 119.0 . . ?
C19 C20 H20 119.0 . . ?
C3 C4 C5 121.6(2) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
C27 C26 C25 114.85(17) . . ?
C27 C26 H26A 108.6 . . ?
C25 C26 H26A 108.6 . . ?
C27 C26 H26B 108.6 . . ?
C25 C26 H26B 108.6 . . ?
H26A C26 H26B 107.5 . . ?
C33 C34 C29 118.1(2) . . ?
C33 C34 H34 120.9 . . ?
C29 C34 H34 120.9 . . ?
N7 C27 C26 114.69(19) . . ?
N7 C27 H27A 108.6 . . ?
C26 C27 H27A 108.6 . . ?
N7 C27 H27B 108.6 . . ?
C26 C27 H27B 108.6 . . ?
H27A C27 H27B 107.6 . . ?
C34 C33 C32 122.0(2) . . ?
C34 C33 H33 119.0 . . ?
C32 C33 H33 119.0 . . ?
C31 C32 C33 121.4(2) . . ?
C31 C32 H32 119.3 . . ?
C33 C32 H32 119.3 . . ?

_refine_diff_density_max         0.159
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.038

####################################################################### 
# 
# 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_DATAM_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2127858'
loop_
_audit_author_name
_audit_author_address
'Shiva Kumar Kota'
;Osmania University
India
;
_audit_update_record             
;
2022-10-31 deposited with the CCDC.	2023-03-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H16 N4'
_chemical_formula_sum            'C18 H16 N4'
_chemical_formula_weight         288.35

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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, 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                   12.637(1)
_cell_length_b                   14.143(1)
_cell_length_c                   9.403(1)
_cell_angle_alpha                90
_cell_angle_beta                 122.24(1)
_cell_angle_gamma                90
_cell_volume                     1421.5(1)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    1458
_cell_measurement_theta_min      0.980
_cell_measurement_theta_max      0.988

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_F_000             608.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.083
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.980
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker D8 Venture photon 100 CMOS detector'
_diffrn_measurement_method       'Omega and Phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14639
_diffrn_reflns_av_unetI/netI     0.0497
_diffrn_reflns_av_R_equivalents  0.1023
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.388
_diffrn_reflns_theta_max         26.386
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             1458
_reflns_number_gt                1119
_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 APEX3'
_computing_cell_refinement       'Bruker SHELXL'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.1000P)²+0.2974P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1458
_refine_ls_number_parameters     100
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0428
_refine_ls_wR_factor_ref         0.1441
_refine_ls_wR_factor_gt          0.1237
_refine_ls_goodness_of_fit_ref   0.965
_refine_ls_restrained_S_all      0.965
_refine_ls_shift/su_max          0.000
_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
N2 N 0.37221(12) 0.61378(9) 0.57610(15) 0.0383(4) Uani 1 1 d . . . . .
N1 N 0.29786(12) 0.62838(10) 0.40894(14) 0.0419(4) Uani 1 1 d . . . . .
C8 C 0.45558(13) 0.68441(10) 0.65986(17) 0.0367(4) Uani 1 1 d . . . . .
C9 C 0.43327(14) 0.75224(11) 0.53880(18) 0.0360(4) Uani 1 1 d . . . . .
C14 C 0.33464(14) 0.71379(11) 0.38544(18) 0.0382(4) Uani 1 1 d . . . . .
C15 C 0.35143(15) 0.52904(11) 0.64652(19) 0.0433(4) Uani 1 1 d . . . . .
H15A H 0.265024 0.509411 0.573428 0.052 Uiso 1 1 calc R U . . .
H15B H 0.364152 0.544701 0.755026 0.052 Uiso 1 1 calc R U . . .
C16 C 0.43595(15) 0.44650(11) 0.66880(19) 0.0447(4) Uani 1 1 d . . . . .
H16A H 0.393406 0.388288 0.663501 0.054 Uiso 1 1 calc R U . . .
H16B H 0.447736 0.446231 0.574968 0.054 Uiso 1 1 calc R U . . .
C13 C 0.28797(16) 0.76333(12) 0.23247(19) 0.0454(4) Uani 1 1 d . . . . .
H13 H 0.222658 0.739123 0.131362 0.054 Uiso 1 1 calc R U . . .
C10 C 0.48636(15) 0.84035(11) 0.54083(19) 0.0436(4) Uani 1 1 d . . . . .
H10 H 0.550678 0.866438 0.640780 0.052 Uiso 1 1 calc R U . . .
C11 C 0.44032(18) 0.88580(12) 0.3918(2) 0.0500(5) Uani 1 1 d . . . . .
H11 H 0.474316 0.943804 0.390140 0.060 Uiso 1 1 calc R U . . .
C12 C 0.34171(17) 0.84704(13) 0.2386(2) 0.0511(5) Uani 1 1 d . . . . .
H12 H 0.313169 0.880317 0.139225 0.061 Uiso 1 1 calc R U . . .


_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
N2 N1 1.3491(17) . ?
N2 C8 1.3575(19) . ?
N2 C15 1.4593(19) . ?
N1 C14 1.354(2) . ?
C8 C9 1.398(2) . ?
C8 C8 1.450(3) 2_656 ?
C9 C10 1.411(2) . ?
C9 C14 1.418(2) . ?
C14 C13 1.415(2) . ?
C15 C16 1.519(2) . ?
C16 C16 1.521(3) 2_656 ?
C13 C12 1.351(2) . ?
C10 C11 1.359(2) . ?
C11 C12 1.419(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
N1 N2 C8 113.94(13) . . ?
N1 N2 C15 118.18(12) . . ?
C8 N2 C15 127.81(13) . . ?
N2 N1 C14 103.90(12) . . ?
N2 C8 C9 106.01(13) . . ?
N2 C8 C8 123.73(11) . 2_656 ?
C9 C8 C8 130.24(11) . 2_656 ?
C8 C9 C10 135.05(14) . . ?
C8 C9 C14 104.53(13) . . ?
C10 C9 C14 120.41(14) . . ?
N1 C14 C13 127.91(14) . . ?
N1 C14 C9 111.61(13) . . ?
C13 C14 C9 120.48(15) . . ?
N2 C15 C16 114.21(13) . . ?
C16 C16 C15 115.57(11) 2_656 . ?
C12 C13 C14 117.60(15) . . ?
C11 C10 C9 117.73(15) . . ?
C10 C11 C12 121.68(17) . . ?
C13 C12 C11 122.09(15) . . ?

_refine_diff_density_max         0.164
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.043

