# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_TT-Py-A
_database_code_depnum_ccdc_archive 'CCDC 1998787'
loop_
_audit_author_name
_audit_author_address
'Alessandra Forni'
;CNR SCITEC
Italy
;
_audit_update_record             
;
2020-04-23 deposited with the CCDC.	2020-06-09 downloaded from the CCDC.
;
#data_eca22ter  


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
;
3-(pyridin-2-yl)triimidazo[1,2-a:1',2'-c:1'',2''-e][1,3,5]triazine
;
_chemical_formula_moiety         'C14 H9 N7'
_chemical_formula_sum            'C14 H9 N7'
_chemical_formula_weight         275.28

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   33.189(8)
_cell_length_b                   10.162(3)
_cell_length_c                   7.2434(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2443.0(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7312
_cell_measurement_theta_min      2.454
_cell_measurement_theta_max      21.690

_exptl_crystal_description       bar
_exptl_crystal_colour            colorless
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.497
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.099
_shelx_estimated_absorpt_T_min   0.947
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6981
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS-2014/5, Bruker, 2014'
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_reflns_number            66937
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_av_R_equivalents  0.1067
_diffrn_reflns_limit_h_min       -43
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         1.227
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2803
_reflns_number_gt                1742
_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       'SMART (Bruker, 1997)'
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP III ( Burnett&Johnson, 1996)'
_computing_publication_material  SHELXL-2014/7
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0521P)²+0.8693P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2803
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0923
_refine_ls_R_factor_gt           0.0497
_refine_ls_wR_factor_ref         0.1334
_refine_ls_wR_factor_gt          0.1122
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_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
N1 N 0.56037(5) 0.45307(17) 0.6436(2) 0.0441(4) Uani 1 1 d . . . . .
N2 N 0.61076(4) 0.58137(15) 0.7478(2) 0.0358(4) Uani 1 1 d . . . . .
N3 N 0.65794(5) 0.72627(17) 0.9065(2) 0.0429(4) Uani 1 1 d . . . . .
N4 N 0.60391(5) 0.81236(16) 0.7680(2) 0.0415(4) Uani 1 1 d . . . . .
N5 N 0.54722(6) 0.90650(19) 0.6025(3) 0.0563(5) Uani 1 1 d . . . . .
N6 N 0.55358(5) 0.68812(16) 0.6244(2) 0.0408(4) Uani 1 1 d . . . . .
N7 N 0.66226(5) 0.28386(17) 0.9131(2) 0.0454(4) Uani 1 1 d . . . . .
C1 C 0.59154(6) 0.3768(2) 0.7115(3) 0.0439(5) Uani 1 1 d . . . . .
H1 H 0.5911 0.2853 0.7131 0.053 Uiso 1 1 calc R U . . .
C2 C 0.62290(6) 0.44990(19) 0.7755(3) 0.0371(5) Uani 1 1 d . . . . .
C3 C 0.62590(6) 0.70165(19) 0.8085(3) 0.0356(4) Uani 1 1 d . . . . .
C4 C 0.65652(6) 0.8615(2) 0.9318(3) 0.0500(6) Uani 1 1 d . . . . .
H4 H 0.6756 0.9088 0.9980 0.060 Uiso 1 1 calc R U . . .
C5 C 0.62414(6) 0.9165(2) 0.8491(3) 0.0509(6) Uani 1 1 d . . . . .
H5 H 0.6170 1.0050 0.8472 0.061 Uiso 1 1 calc R U . . .
C6 C 0.56865(6) 0.8096(2) 0.6652(3) 0.0427(5) Uani 1 1 d . . . . .
C7 C 0.51556(7) 0.8420(2) 0.5127(4) 0.0601(7) Uani 1 1 d . . . . .
H7 H 0.4947 0.8854 0.4525 0.072 Uiso 1 1 calc R U . . .
C8 C 0.51862(6) 0.7105(2) 0.5230(3) 0.0494(6) Uani 1 1 d . . . . .
H8 H 0.5012 0.6481 0.4734 0.059 Uiso 1 1 calc R U . . .
C9 C 0.57300(6) 0.5724(2) 0.6684(3) 0.0371(5) Uani 1 1 d . . . . .
C10 C 0.66287(6) 0.40279(19) 0.8312(3) 0.0367(5) Uani 1 1 d . . . . .
C11 C 0.69811(7) 0.2295(2) 0.9518(3) 0.0534(6) Uani 1 1 d . . . . .
H11 H 0.6982 0.1473 1.0084 0.064 Uiso 1 1 calc R U . . .
C12 C 0.73475(7) 0.2867(2) 0.9138(3) 0.0540(6) Uani 1 1 d . . . . .
H12 H 0.7588 0.2449 0.9442 0.065 Uiso 1 1 calc R U . . .
C13 C 0.73467(6) 0.4081(2) 0.8290(3) 0.0496(6) Uani 1 1 d . . . . .
H13 H 0.7588 0.4496 0.7998 0.059 Uiso 1 1 calc R U . . .
C14 C 0.69846(6) 0.4674(2) 0.7881(3) 0.0426(5) Uani 1 1 d . . . . .
H14 H 0.6979 0.5498 0.7323 0.051 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
N1 C9 1.295(3) . ?
N1 C1 1.383(3) . ?
N2 C9 1.382(2) . ?
N2 C3 1.393(2) . ?
N2 C2 1.410(2) . ?
N3 C3 1.303(2) . ?
N3 C4 1.387(3) . ?
N4 C3 1.373(2) . ?
N4 C5 1.384(3) . ?
N4 C6 1.387(3) . ?
N5 C6 1.297(3) . ?
N5 C7 1.399(3) . ?
N6 C6 1.364(3) . ?
N6 C9 1.379(2) . ?
N6 C8 1.392(3) . ?
N7 C11 1.341(3) . ?
N7 C10 1.347(3) . ?
C1 C2 1.360(3) . ?
C1 H1 0.9300 . ?
C2 C10 1.467(3) . ?
C4 C5 1.351(3) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C7 C8 1.342(3) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C10 C14 1.387(3) . ?
C11 C12 1.376(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.378(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.377(3) . ?
C13 H13 0.9300 . ?
C14 H14 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
C9 N1 C1 103.47(16) . . ?
C9 N2 C3 121.11(16) . . ?
C9 N2 C2 104.83(16) . . ?
C3 N2 C2 133.11(16) . . ?
C3 N3 C4 103.55(17) . . ?
C3 N4 C5 106.15(17) . . ?
C3 N4 C6 123.12(17) . . ?
C5 N4 C6 130.73(18) . . ?
C6 N5 C7 102.63(19) . . ?
C6 N6 C9 123.41(17) . . ?
C6 N6 C8 105.79(17) . . ?
C9 N6 C8 130.61(18) . . ?
C11 N7 C10 116.65(19) . . ?
C2 C1 N1 112.82(19) . . ?
C2 C1 H1 123.6 . . ?
N1 C1 H1 123.6 . . ?
C1 C2 N2 104.47(17) . . ?
C1 C2 C10 127.41(19) . . ?
N2 C2 C10 127.38(17) . . ?
N3 C3 N4 113.13(17) . . ?
N3 C3 N2 129.42(18) . . ?
N4 C3 N2 117.39(16) . . ?
C5 C4 N3 112.23(19) . . ?
C5 C4 H4 123.9 . . ?
N3 C4 H4 123.9 . . ?
C4 C5 N4 104.94(18) . . ?
C4 C5 H5 127.5 . . ?
N4 C5 H5 127.5 . . ?
N5 C6 N6 114.22(19) . . ?
N5 C6 N4 129.4(2) . . ?
N6 C6 N4 116.35(18) . . ?
C8 C7 N5 112.6(2) . . ?
C8 C7 H7 123.7 . . ?
N5 C7 H7 123.7 . . ?
C7 C8 N6 104.77(19) . . ?
C7 C8 H8 127.6 . . ?
N6 C8 H8 127.6 . . ?
N1 C9 N6 127.97(18) . . ?
N1 C9 N2 114.40(17) . . ?
N6 C9 N2 117.62(17) . . ?
N7 C10 C14 122.45(18) . . ?
N7 C10 C2 113.62(17) . . ?
C14 C10 C2 123.64(18) . . ?
N7 C11 C12 124.6(2) . . ?
N7 C11 H11 117.7 . . ?
C12 C11 H11 117.7 . . ?
C11 C12 C13 117.8(2) . . ?
C11 C12 H12 121.1 . . ?
C13 C12 H12 121.1 . . ?
C14 C13 C12 119.3(2) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C13 C14 C10 119.2(2) . . ?
C13 C14 H14 120.4 . . ?
C10 C14 H14 120.4 . . ?

_refine_diff_density_max         0.185
_refine_diff_density_min         -0.204
_refine_diff_density_rms         0.044


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CH2Cl2/CH3OH'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_TT-Py-H
_database_code_depnum_ccdc_archive 'CCDC 1998789'
loop_
_audit_author_name
_audit_author_address
'Alessandra Forni'
;CNR SCITEC
Italy
;
_audit_update_record             
;
2020-04-23 deposited with the CCDC.	2020-06-09 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT430_TT-Py-H             
;
PROBLEM: Short Inter D...A Contact  O1W      ..O3W      .       2.38 Ang.
RESPONSE: The structure includes disordered cocrystallized water molecules. They are characterized by high mobility with three preferential sites in the asymmetric unit (denoted as O1W, O2W and O3W) for a  total occupation factor 1.70. They are not self-consistent  (owing to too short O1W...O1W', O2W...O2W' and O3W...O3W'  distances) but form several possible water chains connecting different oxygen atoms along the a-direction, with intermolecular  distances compatible with the formation of O-H...O hydrogen bonds  between them. This indicates the presence of different and alternating chains of water molecules in the crystal structure, all of them connecting laterally organic molecules through C-H...O and O-H...N  hydrogen bonds.  Owing to the large disorder of the water molecules it is not  possible to include the water hydrogen atoms in the refinement.
;
_vrf_PLAT430_TT-Py-H_2           
;
PROBLEM: Short Inter D...A Contact  O1W      ..O3W      .       2.79 Ang.
RESPONSE: See Response to Alert A
;
# Added during the CSD deposition process: Thursday 23 April 2020 03:26 PM
# end Validation Reply Form

#data_eca33

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
;
3-(pyridin-2-yl)triimidazo[1,2-a:1',2'-c:1'',2''-e][1,3,5]triazine
;

_chemical_formula_moiety         'C14 H9 N7, O1.7'
_chemical_formula_sum            'C14 H9 N7 O1.7'
_chemical_formula_weight         302.48

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                   3.7357(18)
_cell_length_b                   14.805(7)
_cell_length_c                   23.784(11)
_cell_angle_alpha                90
_cell_angle_beta                 90.284(7)
_cell_angle_gamma                90
_cell_volume                     1315.4(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    2056
_cell_measurement_theta_min      2.751
_cell_measurement_theta_max      23.341

_exptl_crystal_description       bar
_exptl_crystal_colour            colorless
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.552
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.112
_shelx_estimated_absorpt_T_min   0.951
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.335
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   'SADABS-2014/5, Bruker, 2014'

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_reflns_number            19094
_diffrn_reflns_av_unetI/netI     0.1332
_diffrn_reflns_av_R_equivalents  0.1709
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.620
_diffrn_reflns_theta_max         27.660
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3031
_reflns_number_gt                1577
_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       'SMART (Bruker, 1997)'
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP III ( Burnett&Johnson, 1996)'
_computing_publication_material  SHELXL-2014/7
_refine_special_details          
;
The structure includes disordered cocrystallized water molecules.
They are characterized by high mobility with three preferential
sites in the asymmetric unit (denoted as O1W, O2W and O3W) for a 
total occupation factor 1.70. They are not self-consistent 
(owing to too short O1W...O1W', O2W...O2W' and O3W...O3W' 
distances) but form several possible water chains connecting
different oxygen atoms along the a-direction, with intermolecular 
distances compatible with the formation of O-H...O hydrogen bonds 
between them.
This indicates the presence of different and alternating
chains of water molecules in the crystal structure, all of them
connecting laterally organic molecules through C-H...O and O-H...N 
hydrogen bonds. 
Owing to the large disorder of the water molecules it is not 
possible to include the water hydrogen atoms in the refinement.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0795P)²+0.0427P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3031
_refine_ls_number_parameters     220
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1470
_refine_ls_R_factor_gt           0.0665
_refine_ls_wR_factor_ref         0.1946
_refine_ls_wR_factor_gt          0.1518
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      0.999
_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
N1 N 0.2733(7) 0.90099(17) 0.45970(10) 0.0288(7) Uani 1 1 d . . . . .
N2 N 0.5342(7) 0.76627(17) 0.47655(10) 0.0260(6) Uani 1 1 d . . . . .
N3 N 0.8591(7) 0.62735(18) 0.49815(10) 0.0298(7) Uani 1 1 d . . . . .
N4 N 0.6881(7) 0.71802(18) 0.56798(10) 0.0258(6) Uani 1 1 d . . . . .
N5 N 0.4842(8) 0.81400(18) 0.64458(10) 0.0308(7) Uani 1 1 d . . . . .
N6 N 0.3932(7) 0.85667(17) 0.55556(10) 0.0271(6) Uani 1 1 d . . . . .
N7 N 0.7214(8) 0.73688(18) 0.32764(10) 0.0322(7) Uani 1 1 d . . . . .
C1 C 0.3426(9) 0.8558(2) 0.40957(13) 0.0304(8) Uani 1 1 d . . . . .
H1 H 0.2868 0.8797 0.3735 0.036 Uiso 1 1 calc R U . . .
C2 C 0.4978(9) 0.7742(2) 0.41767(12) 0.0263(7) Uani 1 1 d . . . . .
C3 C 0.6962(9) 0.7015(2) 0.51100(12) 0.0264(7) Uani 1 1 d . . . . .
C4 C 0.9614(9) 0.5913(2) 0.54981(13) 0.0305(8) Uani 1 1 d . . . . .
H4 H 1.0855 0.5357 0.5542 0.037 Uiso 1 1 calc R U . . .
C5 C 0.8629(9) 0.6450(2) 0.59298(13) 0.0290(8) Uani 1 1 d . . . . .
H5 H 0.9038 0.6351 0.6320 0.035 Uiso 1 1 calc R U . . .
C6 C 0.5270(9) 0.7929(2) 0.59181(12) 0.0263(7) Uani 1 1 d . . . . .
C7 C 0.3155(10) 0.8979(2) 0.64237(14) 0.0334(8) Uani 1 1 d . . . . .
H7 H 0.2503 0.9317 0.6747 0.040 Uiso 1 1 calc R U . . .
C8 C 0.2550(9) 0.9256(2) 0.58884(13) 0.0304(8) Uani 1 1 d . . . . .
H8 H 0.1433 0.9800 0.5767 0.036 Uiso 1 1 calc R U . . .
C9 C 0.3972(9) 0.8453(2) 0.49768(13) 0.0273(7) Uani 1 1 d . . . . .
C10 C 0.5843(9) 0.7039(2) 0.37598(12) 0.0279(8) Uani 1 1 d . . . . .
C11 C 0.5045(9) 0.6132(2) 0.38292(13) 0.0307(8) Uani 1 1 d . . . . .
H11 H 0.4016 0.5923 0.4170 0.037 Uiso 1 1 calc R U . . .
C12 C 0.5764(9) 0.5538(2) 0.33979(13) 0.0328(8) Uani 1 1 d . . . . .
H12 H 0.5277 0.4912 0.3440 0.039 Uiso 1 1 calc R U . . .
C13 C 0.7207(9) 0.5865(2) 0.29008(13) 0.0314(8) Uani 1 1 d . . . . .
H13 H 0.7717 0.5470 0.2597 0.038 Uiso 1 1 calc R U . . .
C14 C 0.7875(10) 0.6771(2) 0.28604(13) 0.0334(9) Uani 1 1 d . . . . .
H14 H 0.8861 0.6993 0.2520 0.040 Uiso 1 1 calc R U . . .
O1W O 0.3449(13) 0.6508(3) 0.71007(15) 0.0515(19) Uani 0.630(9) 1 d . . P . .
O2W O -0.275(7) 0.5936(7) 0.7755(5) 0.048(4) Uani 0.45(4) 1 d . U P . .
O3W O -0.077(7) 0.5995(7) 0.7778(3) 0.063(4) Uani 0.62(4) 1 d . U P . .


_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
N1 C9 1.307(4) . ?
N1 C1 1.392(4) . ?
N2 C9 1.373(4) . ?
N2 C3 1.397(4) . ?
N2 C2 1.411(4) . ?
N3 C3 1.292(4) . ?
N3 C4 1.391(4) . ?
N4 C3 1.378(4) . ?
N4 C6 1.384(4) . ?
N4 C5 1.395(4) . ?
N5 C6 1.304(4) . ?
N5 C7 1.393(4) . ?
N6 C6 1.371(4) . ?
N6 C9 1.387(4) . ?
N6 C8 1.393(4) . ?
N7 C14 1.351(4) . ?
N7 C10 1.352(4) . ?
C1 C2 1.354(4) . ?
C1 H1 0.9500 . ?
C2 C10 1.475(4) . ?
C4 C5 1.351(5) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C7 C8 1.356(4) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C10 C11 1.384(5) . ?
C11 C12 1.379(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.389(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.368(5) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
O2W O3W 0.745(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
C9 N1 C1 102.8(3) . . ?
C9 N2 C3 122.1(3) . . ?
C9 N2 C2 105.0(2) . . ?
C3 N2 C2 132.7(3) . . ?
C3 N3 C4 104.1(3) . . ?
C3 N4 C6 123.8(3) . . ?
C3 N4 C5 105.6(3) . . ?
C6 N4 C5 130.6(3) . . ?
C6 N5 C7 103.6(3) . . ?
C6 N6 C9 122.3(3) . . ?
C6 N6 C8 106.4(3) . . ?
C9 N6 C8 131.2(3) . . ?
C14 N7 C10 117.2(3) . . ?
C2 C1 N1 112.8(3) . . ?
C2 C1 H1 123.6 . . ?
N1 C1 H1 123.6 . . ?
C1 C2 N2 104.7(3) . . ?
C1 C2 C10 129.0(3) . . ?
N2 C2 C10 126.0(3) . . ?
N3 C3 N4 113.3(3) . . ?
N3 C3 N2 130.3(3) . . ?
N4 C3 N2 116.3(3) . . ?
C5 C4 N3 111.8(3) . . ?
C5 C4 H4 124.1 . . ?
N3 C4 H4 124.1 . . ?
C4 C5 N4 105.1(3) . . ?
C4 C5 H5 127.4 . . ?
N4 C5 H5 127.4 . . ?
N5 C6 N6 113.2(3) . . ?
N5 C6 N4 129.9(3) . . ?
N6 C6 N4 116.9(3) . . ?
C8 C7 N5 112.3(3) . . ?
C8 C7 H7 123.9 . . ?
N5 C7 H7 123.9 . . ?
C7 C8 N6 104.5(3) . . ?
C7 C8 H8 127.7 . . ?
N6 C8 H8 127.7 . . ?
N1 C9 N2 114.6(3) . . ?
N1 C9 N6 127.1(3) . . ?
N2 C9 N6 118.2(3) . . ?
N7 C10 C11 122.3(3) . . ?
N7 C10 C2 113.7(3) . . ?
C11 C10 C2 123.8(3) . . ?
C12 C11 C10 119.1(3) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 H11 120.4 . . ?
C11 C12 C13 119.2(3) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 H12 120.4 . . ?
C14 C13 C12 118.3(3) . . ?
C14 C13 H13 120.9 . . ?
C12 C13 H13 120.9 . . ?
N7 C14 C13 123.8(3) . . ?
N7 C14 H14 118.1 . . ?
C13 C14 H14 118.1 . . ?

_refine_diff_density_max         0.303
_refine_diff_density_min         -0.349
_refine_diff_density_rms         0.071



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CH3CN/H2O'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_TT-Py-X
_database_code_depnum_ccdc_archive 'CCDC 1998788'
loop_
_audit_author_name
_audit_author_address
'Alessandra Forni'
;CNR SCITEC
Italy
;
_audit_update_record             
;
2020-04-23 deposited with the CCDC.	2020-06-09 downloaded from the CCDC.
;
#data_eca42  

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
;
3-(pyridin-2-yl)triimidazo[1,2-a:1',2'-c:1'',2''-e][1,3,5]triazine
;

_chemical_formula_moiety         'C14 H9 N7'
_chemical_formula_sum            'C14 H9 N7'
_chemical_formula_weight         275.28

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'

_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                   18.0949(7)
_cell_length_b                   8.8509(4)
_cell_length_c                   17.3684(7)
_cell_angle_alpha                90
_cell_angle_beta                 117.7960(10)
_cell_angle_gamma                90
_cell_volume                     2460.69(18)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9993
_cell_measurement_theta_min      2.345
_cell_measurement_theta_max      30.342

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.486
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.099
_shelx_estimated_absorpt_T_min   0.966
_shelx_estimated_absorpt_T_max   0.982
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.954
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'SADABS-2014/5, Bruker, 2014'

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_reflns_number            47901
_diffrn_reflns_av_unetI/netI     0.0201
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.346
_diffrn_reflns_theta_max         30.504
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7501
_reflns_number_gt                5146
_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       'SMART (Bruker, 1997)'
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP III ( Burnett&Johnson, 1996)'
_computing_publication_material  SHELXL-2014/7
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0711P)²+0.3406P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7501
_refine_ls_number_parameters     379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0696
_refine_ls_R_factor_gt           0.0468
_refine_ls_wR_factor_ref         0.1415
_refine_ls_wR_factor_gt          0.1245
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_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
N1A N 0.69562(7) 0.55357(13) 0.32363(7) 0.0486(3) Uani 1 1 d . . . . .
N2A N 0.75240(6) 0.67317(11) 0.45265(6) 0.0378(2) Uani 1 1 d . . . . .
N3A N 0.82794(7) 0.78578(14) 0.59677(6) 0.0481(3) Uani 1 1 d . . . . .
N4A N 0.86877(7) 0.83453(13) 0.49634(6) 0.0442(2) Uani 1 1 d . . . . .
N5A N 0.91430(8) 0.88643(15) 0.38817(8) 0.0557(3) Uani 1 1 d . . . . .
N6A N 0.80814(6) 0.72785(12) 0.35682(6) 0.0427(2) Uani 1 1 d . . . . .
N7A N 0.62772(7) 0.43029(12) 0.51715(7) 0.0484(3) Uani 1 1 d . . . . .
C1A C 0.65771(8) 0.50824(16) 0.37291(8) 0.0477(3) Uani 1 1 d . . . . .
H1A H 0.6150 0.4372 0.3543 0.057 Uiso 1 1 calc R U . . .
C2A C 0.68962(7) 0.57869(14) 0.45158(7) 0.0399(2) Uani 1 1 d . . . . .
C3A C 0.81322(7) 0.76239(14) 0.51701(7) 0.0391(2) Uani 1 1 d . . . . .
C4A C 0.89738(9) 0.88015(18) 0.63012(8) 0.0551(3) Uani 1 1 d . . . . .
H4A H 0.9227 0.9175 0.6867 0.066 Uiso 1 1 calc R U . . .
C5A C 0.92376(9) 0.91132(18) 0.57086(8) 0.0535(3) Uani 1 1 d . . . . .
H5A H 0.9689 0.9711 0.5783 0.064 Uiso 1 1 calc R U . . .
C6A C 0.86717(8) 0.82169(15) 0.41633(8) 0.0441(3) Uani 1 1 d . . . . .
C7A C 0.88345(10) 0.83173(18) 0.30347(9) 0.0576(4) Uani 1 1 d . . . . .
H7A H 0.9046 0.8587 0.2658 0.069 Uiso 1 1 calc R U . . .
C8A C 0.81929(9) 0.73501(17) 0.28265(8) 0.0506(3) Uani 1 1 d . . . . .
H8A H 0.7891 0.6842 0.2303 0.061 Uiso 1 1 calc R U . . .
C9A C 0.75107(7) 0.65054(14) 0.37344(7) 0.0405(3) Uani 1 1 d . . . . .
C10A C 0.65853(7) 0.56759(14) 0.51591(7) 0.0393(2) Uani 1 1 d . . . . .
C11A C 0.59252(10) 0.41157(17) 0.56915(9) 0.0556(3) Uani 1 1 d . . . . .
H11A H 0.5697 0.3176 0.5695 0.067 Uiso 1 1 calc R U . . .
C12A C 0.58798(9) 0.52227(18) 0.62206(9) 0.0553(3) Uani 1 1 d . . . . .
H12A H 0.5641 0.5028 0.6583 0.066 Uiso 1 1 calc R U . . .
C13A C 0.61954(9) 0.66261(18) 0.62022(9) 0.0556(3) Uani 1 1 d . . . . .
H13A H 0.6174 0.7400 0.6553 0.067 Uiso 1 1 calc R U . . .
C14A C 0.65468(8) 0.68759(16) 0.56537(9) 0.0484(3) Uani 1 1 d . . . . .
H14A H 0.6751 0.7823 0.5618 0.058 Uiso 1 1 calc R U . . .
N1B N 0.80329(7) 0.21513(15) 0.39151(7) 0.0533(3) Uani 1 1 d . . . . .
N2B N 0.75193(6) 0.17019(12) 0.48515(6) 0.0419(2) Uani 1 1 d . . . . .
N3B N 0.71581(7) 0.09709(13) 0.59896(7) 0.0495(3) Uani 1 1 d . . . . .
N4B N 0.81809(7) 0.26465(13) 0.62899(6) 0.0455(2) Uani 1 1 d . . . . .
N5B N 0.93224(8) 0.43993(15) 0.66348(8) 0.0570(3) Uani 1 1 d . . . . .
N6B N 0.86830(7) 0.33287(13) 0.53209(7) 0.0474(3) Uani 1 1 d . . . . .
N7B N 0.60923(8) -0.10560(14) 0.32996(7) 0.0537(3) Uani 1 1 d . . . . .
C1B C 0.73569(9) 0.11946(18) 0.35486(8) 0.0527(3) Uani 1 1 d . . . . .
H1B H 0.7153 0.0795 0.2991 0.063 Uiso 1 1 calc R U . . .
C2B C 0.70171(8) 0.08931(15) 0.40883(8) 0.0450(3) Uani 1 1 d . . . . .
C3B C 0.75808(8) 0.17233(14) 0.56850(8) 0.0422(3) Uani 1 1 d . . . . .
C4B C 0.75064(10) 0.14386(17) 0.68562(9) 0.0550(3) Uani 1 1 d . . . . .
H4B H 0.7331 0.1091 0.7250 0.066 Uiso 1 1 calc R U . . .
C5B C 0.81250(9) 0.24493(18) 0.70567(8) 0.0537(3) Uani 1 1 d . . . . .
H5B H 0.8445 0.2915 0.7591 0.064 Uiso 1 1 calc R U . . .
C6B C 0.87386(8) 0.34800(15) 0.61301(8) 0.0456(3) Uani 1 1 d . . . . .
C7B C 0.96705(10) 0.4895(2) 0.61158(10) 0.0643(4) Uani 1 1 d . . . . .
H7B H 1.0110 0.5579 0.6298 0.077 Uiso 1 1 calc R U . . .
C8B C 0.92941(9) 0.42647(19) 0.53168(10) 0.0596(4) Uani 1 1 d . . . . .
H8B H 0.9418 0.4425 0.4861 0.071 Uiso 1 1 calc R U . . .
C9B C 0.81049(8) 0.24177(15) 0.46831(8) 0.0445(3) Uani 1 1 d . . . . .
C10B C 0.62413(8) 0.00722(15) 0.38708(8) 0.0451(3) Uani 1 1 d . . . . .
C11B C 0.53608(10) -0.17759(18) 0.30110(9) 0.0595(4) Uani 1 1 d . . . . .
H11B H 0.5248 -0.2558 0.2614 0.071 Uiso 1 1 calc R U . . .
C12B C 0.47677(10) -0.14350(18) 0.32632(10) 0.0601(4) Uani 1 1 d . . . . .
H12B H 0.4269 -0.1973 0.3044 0.072 Uiso 1 1 calc R U . . .
C13B C 0.49250(9) -0.02806(19) 0.38473(10) 0.0610(4) Uani 1 1 d . . . . .
H13B H 0.4535 -0.0027 0.4033 0.073 Uiso 1 1 calc R U . . .
C14B C 0.56691(9) 0.04986(17) 0.41558(9) 0.0547(3) Uani 1 1 d . . . . .
H14B H 0.5786 0.1293 0.4546 0.066 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
N1A C9A 1.2970(16) . ?
N1A C1A 1.3826(15) . ?
N2A C9A 1.3794(13) . ?
N2A C3A 1.3918(15) . ?
N2A C2A 1.4037(15) . ?
N3A C3A 1.2995(14) . ?
N3A C4A 1.3905(17) . ?
N4A C3A 1.3722(15) . ?
N4A C6A 1.3811(15) . ?
N4A C5A 1.3878(16) . ?
N5A C6A 1.2976(16) . ?
N5A C7A 1.3945(18) . ?
N6A C6A 1.3673(16) . ?
N6A C9A 1.3769(15) . ?
N6A C8A 1.3952(14) . ?
N7A C11A 1.3361(16) . ?
N7A C10A 1.3414(16) . ?
C1A C2A 1.3613(17) . ?
C1A H1A 0.9300 . ?
C2A C10A 1.4700(15) . ?
C4A C5A 1.3497(18) . ?
C4A H4A 0.9300 . ?
C5A H5A 0.9300 . ?
C7A C8A 1.349(2) . ?
C7A H7A 0.9300 . ?
C8A H8A 0.9300 . ?
C10A C14A 1.3881(17) . ?
C11A C12A 1.372(2) . ?
C11A H11A 0.9300 . ?
C12A C13A 1.374(2) . ?
C12A H12A 0.9300 . ?
C13A C14A 1.3877(18) . ?
C13A H13A 0.9300 . ?
C14A H14A 0.9300 . ?
N1B C9B 1.2999(15) . ?
N1B C1B 1.3756(18) . ?
N2B C9B 1.3779(15) . ?
N2B C3B 1.3994(14) . ?
N2B C2B 1.4041(16) . ?
N3B C3B 1.2984(15) . ?
N3B C4B 1.3962(18) . ?
N4B C3B 1.3736(17) . ?
N4B C6B 1.3788(16) . ?
N4B C5B 1.3929(15) . ?
N5B C6B 1.2972(18) . ?
N5B C7B 1.3898(19) . ?
N6B C6B 1.3679(15) . ?
N6B C9B 1.3751(17) . ?
N6B C8B 1.3843(17) . ?
N7B C11B 1.3381(19) . ?
N7B C10B 1.3434(17) . ?
C1B C2B 1.3658(17) . ?
C1B H1B 0.9300 . ?
C2B C10B 1.4651(19) . ?
C4B C5B 1.346(2) . ?
C4B H4B 0.9300 . ?
C5B H5B 0.9300 . ?
C7B C8B 1.349(2) . ?
C7B H7B 0.9300 . ?
C8B H8B 0.9300 . ?
C10B C14B 1.3920(18) . ?
C11B C12B 1.368(2) . ?
C11B H11B 0.9300 . ?
C12B C13B 1.373(2) . ?
C12B H12B 0.9300 . ?
C13B C14B 1.379(2) . ?
C13B H13B 0.9300 . ?
C14B H14B 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
C9A N1A C1A 103.42(10) . . ?
C9A N2A C3A 121.53(9) . . ?
C9A N2A C2A 105.23(9) . . ?
C3A N2A C2A 132.89(9) . . ?
C3A N3A C4A 103.64(10) . . ?
C3A N4A C6A 123.42(10) . . ?
C3A N4A C5A 106.15(10) . . ?
C6A N4A C5A 130.39(11) . . ?
C6A N5A C7A 103.55(11) . . ?
C6A N6A C9A 122.77(10) . . ?
C6A N6A C8A 105.79(10) . . ?
C9A N6A C8A 131.42(11) . . ?
C11A N7A C10A 117.12(12) . . ?
C2A C1A N1A 112.81(11) . . ?
C2A C1A H1A 123.6 . . ?
N1A C1A H1A 123.6 . . ?
C1A C2A N2A 104.36(10) . . ?
C1A C2A C10A 126.78(11) . . ?
N2A C2A C10A 128.60(10) . . ?
N3A C3A N4A 113.19(11) . . ?
N3A C3A N2A 129.70(11) . . ?
N4A C3A N2A 117.08(9) . . ?
C5A C4A N3A 112.17(11) . . ?
C5A C4A H4A 123.9 . . ?
N3A C4A H4A 123.9 . . ?
C4A C5A N4A 104.85(11) . . ?
C4A C5A H5A 127.6 . . ?
N4A C5A H5A 127.6 . . ?
N5A C6A N6A 113.72(11) . . ?
N5A C6A N4A 129.34(12) . . ?
N6A C6A N4A 116.94(10) . . ?
C8A C7A N5A 111.97(11) . . ?
C8A C7A H7A 124.0 . . ?
N5A C7A H7A 124.0 . . ?
C7A C8A N6A 104.97(11) . . ?
C7A C8A H8A 127.5 . . ?
N6A C8A H8A 127.5 . . ?
N1A C9A N6A 127.71(10) . . ?
N1A C9A N2A 114.18(10) . . ?
N6A C9A N2A 118.09(10) . . ?
N7A C10A C14A 122.83(11) . . ?
N7A C10A C2A 112.46(10) . . ?
C14A C10A C2A 124.52(11) . . ?
N7A C11A C12A 124.10(14) . . ?
N7A C11A H11A 117.9 . . ?
C12A C11A H11A 117.9 . . ?
C11A C12A C13A 118.34(12) . . ?
C11A C12A H12A 120.8 . . ?
C13A C12A H12A 120.8 . . ?
C12A C13A C14A 119.25(13) . . ?
C12A C13A H13A 120.4 . . ?
C14A C13A H13A 120.4 . . ?
C13A C14A C10A 118.31(13) . . ?
C13A C14A H14A 120.8 . . ?
C10A C14A H14A 120.8 . . ?
C9B N1B C1B 103.21(11) . . ?
C9B N2B C3B 121.02(11) . . ?
C9B N2B C2B 104.91(10) . . ?
C3B N2B C2B 133.44(10) . . ?
C3B N3B C4B 103.39(12) . . ?
C3B N4B C6B 123.78(10) . . ?
C3B N4B C5B 105.83(11) . . ?
C6B N4B C5B 130.24(12) . . ?
C6B N5B C7B 103.43(12) . . ?
C6B N6B C9B 123.29(11) . . ?
C6B N6B C8B 105.69(11) . . ?
C9B N6B C8B 131.01(11) . . ?
C11B N7B C10B 116.96(13) . . ?
C2B C1B N1B 112.98(11) . . ?
C2B C1B H1B 123.5 . . ?
N1B C1B H1B 123.5 . . ?
C1B C2B N2B 104.36(11) . . ?
C1B C2B C10B 127.13(12) . . ?
N2B C2B C10B 128.08(11) . . ?
N3B C3B N4B 113.53(10) . . ?
N3B C3B N2B 129.56(12) . . ?
N4B C3B N2B 116.90(10) . . ?
C5B C4B N3B 112.27(11) . . ?
C5B C4B H4B 123.9 . . ?
N3B C4B H4B 123.9 . . ?
C4B C5B N4B 104.97(12) . . ?
C4B C5B H5B 127.5 . . ?
N4B C5B H5B 127.5 . . ?
N5B C6B N6B 113.72(12) . . ?
N5B C6B N4B 129.89(12) . . ?
N6B C6B N4B 116.39(11) . . ?
C8B C7B N5B 111.87(14) . . ?
C8B C7B H7B 124.1 . . ?
N5B C7B H7B 124.1 . . ?
C7B C8B N6B 105.29(12) . . ?
C7B C8B H8B 127.4 . . ?
N6B C8B H8B 127.4 . . ?
N1B C9B N6B 127.42(11) . . ?
N1B C9B N2B 114.54(12) . . ?
N6B C9B N2B 118.04(10) . . ?
N7B C10B C14B 122.53(13) . . ?
N7B C10B C2B 113.41(11) . . ?
C14B C10B C2B 123.78(12) . . ?
N7B C11B C12B 124.17(15) . . ?
N7B C11B H11B 117.9 . . ?
C12B C11B H11B 117.9 . . ?
C11B C12B C13B 118.51(14) . . ?
C11B C12B H12B 120.7 . . ?
C13B C12B H12B 120.7 . . ?
C12B C13B C14B 119.18(14) . . ?
C12B C13B H13B 120.4 . . ?
C14B C13B H13B 120.4 . . ?
C13B C14B C10B 118.66(14) . . ?
C13B C14B H14B 120.7 . . ?
C10B C14B H14B 120.7 . . ?

_refine_diff_density_max         0.166
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.042


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CH3CN'
_exptl_crystal_preparation       Luminescent
