#------------------------------------------------------------------------------
#$Date: 2025-03-04 21:15:35 +0200 (Tue, 04 Mar 2025) $
#$Revision: 298119 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/33/1573309.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1573309
loop_
_publ_author_name
'Mandal, Mrinal'
'Mardanya, Sukumar'
'Saha, Arijit'
'Singh, Manjeev'
'Ghosh, Swarnali'
'Chatterjee, Tanmay'
'Patra, Ramen'
'Bhunia, Surojit'
'Mandal, Saptarshi'
'Mukherjee, Soumen'
'Debnath, Rahul'
'Reddy, C. Malla'
'Das, Mousumi'
'Mandal, Prasun K.'
_publ_section_title
;
 Charge-transfer mediated J-aggregation in red emitting
 ultra-small-single-benzenic meta-fluorophore crystals.
;
_journal_issue                   2
_journal_name_full               'Chemical science'
_journal_page_first              901
_journal_page_last               909
_journal_paper_doi               10.1039/d4sc06851c
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         'C14 H15 N3'
_chemical_formula_sum            'C14 H15 N3'
_chemical_formula_weight         225.29
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2020-04-06
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-10-01 deposited with the CCDC.	2024-11-17 downloaded from the CCDC.
;
_cell_angle_alpha                63.309(8)
_cell_angle_beta                 64.432(7)
_cell_angle_gamma                72.772(7)
_cell_formula_units_Z            2
_cell_length_a                   8.7161(6)
_cell_length_b                   9.2511(7)
_cell_length_c                   9.8844(7)
_cell_measurement_reflns_used    5436
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      65.7690
_cell_measurement_theta_min      5.3460
_cell_volume                     637.16(10)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 7.9580
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -50.00   64.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       26.3311  -57.0000   30.0000 114

#__ type_ start__ end____ width___ exp.time_
  2 omega   55.00  121.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       26.3311 -178.0000   60.0000 66

#__ type_ start__ end____ width___ exp.time_
  3 omega  -50.00   64.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       26.3311  -57.0000  120.0000 114

#__ type_ start__ end____ width___ exp.time_
  4 omega  -12.00  102.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       26.3311   57.0000 -120.0000 114

#__ type_ start__ end____ width___ exp.time_
  5 omega  -12.00  102.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       26.3311   57.0000 -180.0000 114

#__ type_ start__ end____ width___ exp.time_
  6 omega   -4.00  109.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -       67.1656  -94.0000 -150.0000 113

#__ type_ start__ end____ width___ exp.time_
  7 omega  100.00  153.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -       67.1656  111.0000 -150.0000 53

#__ type_ start__ end____ width___ exp.time_
  8 omega   30.00  144.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -       67.1656   61.0000  -60.0000 114

#__ type_ start__ end____ width___ exp.time_
  9 omega  100.00  153.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -       67.1656  111.0000 -120.0000 53

#__ type_ start__ end____ width___ exp.time_
 10 omega   30.00  144.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -       67.1656   61.0000 -120.0000 114

#__ type_ start__ end____ width___ exp.time_
 11 omega   30.00  144.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -       67.1656   61.0000   60.0000 114

#__ type_ start__ end____ width___ exp.time_
 12 omega   57.00  150.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -       67.1656  178.0000 -120.0000 93

#__ type_ start__ end____ width___ exp.time_
 13 omega   30.00  144.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -       67.1656   61.0000 -180.0000 114

#__ type_ start__ end____ width___ exp.time_
 14 omega   30.00  144.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -       67.1656   61.0000    0.0000 114

#__ type_ start__ end____ width___ exp.time_
 15 omega  100.00  153.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -       67.1656  111.0000  150.0000 53

#__ type_ start__ end____ width___ exp.time_
 16 omega  101.00  178.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  104.0000  -30.0000 77

#__ type_ start__ end____ width___ exp.time_
 17 omega   29.00  145.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -65.0000 -180.0000 116

#__ type_ start__ end____ width___ exp.time_
 18 omega   21.00  113.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -104.0000  150.0000 92

#__ type_ start__ end____ width___ exp.time_
 19 omega   36.00  178.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   32.0000   30.0000 142

#__ type_ start__ end____ width___ exp.time_
 20 omega   69.00  178.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   54.0000   60.0000 109

#__ type_ start__ end____ width___ exp.time_
 21 omega   71.00  178.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   65.0000   90.0000 107

#__ type_ start__ end____ width___ exp.time_
 22 omega   21.00  113.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -104.0000  -60.0000 92

#__ type_ start__ end____ width___ exp.time_
 23 omega   21.00  113.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -104.0000   30.0000 92

#__ type_ start__ end____ width___ exp.time_
 24 omega   86.00  178.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  138.0000    0.0000 92

#__ type_ start__ end____ width___ exp.time_
 25 omega   19.00  158.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -89.0000  -60.0000 139

#__ type_ start__ end____ width___ exp.time_
 26 omega   23.00  151.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000  -30.0000 128

#__ type_ start__ end____ width___ exp.time_
 27 omega  101.00  178.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  104.0000   90.0000 77

#__ type_ start__ end____ width___ exp.time_
 28 omega   25.00  178.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   21.0000  -30.0000 153

#__ type_ start__ end____ width___ exp.time_
 29 omega   31.00  147.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -54.0000    0.0000 116

#__ type_ start__ end____ width___ exp.time_
 30 omega   21.00  113.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -104.0000 -180.0000 92

#__ type_ start__ end____ width___ exp.time_
 31 omega   29.00  145.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -65.0000    0.0000 116

#__ type_ start__ end____ width___ exp.time_
 32 omega   69.00  178.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   54.0000    0.0000 109

#__ type_ start__ end____ width___ exp.time_
 33 omega  101.00  178.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  104.0000  -60.0000 77

#__ type_ start__ end____ width___ exp.time_
 34 omega  -17.00  111.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       26.3311   77.0000   60.0000 128

#__ type_ start__ end____ width___ exp.time_
 35 omega  -50.00   64.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       26.3311  -57.0000  -60.0000 114

#__ type_ start__ end____ width___ exp.time_
 36 omega  -17.00  111.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       26.3311   77.0000  120.0000 128

#__ type_ start__ end____ width___ exp.time_
 37 omega  -12.00  102.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       26.3311   57.0000 -150.0000 114

#__ type_ start__ end____ width___ exp.time_
 38 omega  -12.00  102.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       26.3311   57.0000  -30.0000 114

#__ type_ start__ end____ width___ exp.time_
 39 omega  100.00  153.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -       67.1656  111.0000   30.0000 53

#__ type_ start__ end____ width___ exp.time_
 40 omega   24.00  152.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -       67.1656   77.0000  -90.0000 128

#__ type_ start__ end____ width___ exp.time_
 41 omega   24.00  152.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -       67.1656   77.0000   60.0000 128

#__ type_ start__ end____ width___ exp.time_
 42 omega   24.00  152.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -       67.1656   77.0000 -150.0000 128

#__ type_ start__ end____ width___ exp.time_
 43 omega   25.00  152.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -       67.1656   76.0000  -13.8545 127

#__ type_ start__ end____ width___ exp.time_
 44 omega   24.00  152.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -       67.1656   77.0000  120.0000 128

#__ type_ start__ end____ width___ exp.time_
 45 omega   30.00  144.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -       67.1656   61.0000  120.0000 114

#__ type_ start__ end____ width___ exp.time_
 46 omega   24.00  152.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -       67.1656   77.0000   30.0000 128

#__ type_ start__ end____ width___ exp.time_
 47 omega   24.00  152.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -       67.1656   77.0000  150.0000 128

#__ type_ start__ end____ width___ exp.time_
 48 omega  100.00  153.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -       67.1656  111.0000   90.0000 53

#__ type_ start__ end____ width___ exp.time_
 49 omega   65.00  178.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -60.0000 113

#__ type_ start__ end____ width___ exp.time_
 50 omega   65.00  178.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -180.0000 113

#__ type_ start__ end____ width___ exp.time_
 51 omega   65.00  178.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  150.0000 113

#__ type_ start__ end____ width___ exp.time_
 52 omega   65.00  178.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000    0.0000 113

#__ type_ start__ end____ width___ exp.time_
 53 omega   65.00  178.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -150.0000 113

#__ type_ start__ end____ width___ exp.time_
 54 omega   65.00  178.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -90.0000 113

#__ type_ start__ end____ width___ exp.time_
 55 omega   65.00  178.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -120.0000 113

#__ type_ start__ end____ width___ exp.time_
 56 omega   65.00  178.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  120.0000 113

#__ type_ start__ end____ width___ exp.time_
 57 omega   58.00  178.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   43.0000 -120.0000 120

#__ type_ start__ end____ width___ exp.time_
 58 omega   58.00  178.00   1.0000    5.0100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   43.0000 -180.0000 120
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0663
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            9819
_diffrn_reflns_theta_full        66.25
_diffrn_reflns_theta_max         66.25
_diffrn_reflns_theta_min         5.35
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.561
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59006
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             240
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.385
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       0.022(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     157
_refine_ls_number_reflns         2213
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.125
_refine_ls_R_factor_all          0.0942
_refine_ls_R_factor_gt           0.0782
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1021P)²+0.3208P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2270
_refine_ls_wR_factor_ref         0.2367
_reflns_number_gt                1757
_reflns_number_total             2213
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d4sc06851c2.cif
_cod_data_source_block           deabcn2
_cod_depositor_comments
'Adding full bibliography for 1573309--1573310.cif.'
_cod_original_cell_volume        637.16(8)
_cod_database_code               1573309
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C7(H7), C5(H5), C4(H4)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C14(H14A,H14B,H14C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
N1 N 0.2423(4) 0.8107(4) 0.7100(4) 0.0793(9) Uani 1 d . . .
C6 C 0.5793(4) 0.6948(3) 0.8863(3) 0.0560(7) Uani 1 d . . .
C8 C 0.8426(4) 0.4978(3) 0.8038(3) 0.0579(7) Uani 1 d . . .
N2 N 1.1151(4) 0.3286(4) 0.8646(4) 0.0881(9) Uani 1 d . . .
C1 C 0.4916(4) 0.7091(3) 0.7907(3) 0.0583(7) Uani 1 d . . .
H1 H 0.5390 0.6515 0.7222 0.070 Uiso 1 calc . . R
C9 C 0.8116(4) 0.4796(4) 0.6815(4) 0.0652(8) Uani 1 d . . .
N3 N 0.7911(4) 0.4638(4) 0.5831(4) 0.0949(10) Uani 1 d . . .
C3 C 0.2729(4) 0.8985(4) 0.8946(4) 0.0697(9) Uani 1 d . . .
H3 H 0.1721 0.9702 0.8961 0.084 Uiso 1 calc . . R
C2 C 0.3347(4) 0.8074(3) 0.7950(3) 0.0612(8) Uani 1 d . . .
C10 C 0.9950(4) 0.4033(4) 0.8360(4) 0.0677(8) Uani 1 d . . .
C7 C 0.7401(4) 0.5917(3) 0.8892(3) 0.0606(8) Uani 1 d . . .
H7 H 0.7799 0.5899 0.9635 0.073 Uiso 1 calc . . R
C5 C 0.5099(4) 0.7819(4) 0.9883(4) 0.0682(8) Uani 1 d . . .
H5 H 0.5654 0.7714 1.0548 0.082 Uiso 1 calc . . R
C4 C 0.3587(4) 0.8832(4) 0.9891(4) 0.0740(9) Uani 1 d . . .
H4 H 0.3133 0.9430 1.0555 0.089 Uiso 1 calc . . R
C11 C 0.3095(5) 0.7189(5) 0.6045(4) 0.0785(10) Uani 1 d . . .
H11A H 0.2143 0.7035 0.5882 0.094 Uiso 1 calc . . R
H11B H 0.3611 0.6118 0.6592 0.094 Uiso 1 calc . . R
C13 C 0.0774(5) 0.9159(5) 0.7141(5) 0.0949(12) Uani 1 d . . .
H13A H 0.0122 0.9119 0.8236 0.114 Uiso 1 calc . . R
H13B H 0.0121 0.8742 0.6840 0.114 Uiso 1 calc . . R
C12 C 0.4388(6) 0.7953(6) 0.4434(5) 0.1094(14) Uani 1 d . . .
H12A H 0.3847 0.8936 0.3810 0.164 Uiso 1 calc . . GR
H12B H 0.4862 0.7208 0.3879 0.164 Uiso 1 calc . . GR
H12C H 0.5287 0.8208 0.4574 0.164 Uiso 1 calc . . GR
C14 C 0.0996(7) 1.0875(6) 0.6039(6) 0.1193(16) Uani 1 d . . .
H14A H 0.1674 1.0919 0.4959 0.179 Uiso 1 calc . . GR
H14B H 0.1565 1.1321 0.6381 0.179 Uiso 1 calc . . GR
H14C H -0.0106 1.1499 0.6062 0.179 Uiso 1 calc . . GR
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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 C11 121.3(3) . . ?
C2 N1 C13 121.1(3) . . ?
C11 N1 C13 117.6(3) . . ?
C1 C6 C7 124.0(2) . . ?
C5 C6 C1 119.5(3) . . ?
C5 C6 C7 116.5(3) . . ?
C9 C8 C10 115.1(2) . . ?
C7 C8 C9 125.4(3) . . ?
C7 C8 C10 119.5(3) . . ?
C6 C1 H1 119.1 . . ?
C6 C1 C2 121.8(3) . . ?
C2 C1 H1 119.1 . . ?
N3 C9 C8 178.4(3) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C4 C3 C2 121.2(3) . . ?
N1 C2 C1 121.4(3) . . ?
N1 C2 C3 121.8(3) . . ?
C1 C2 C3 116.8(3) . . ?
N2 C10 C8 178.6(3) . . ?
C6 C7 H7 114.2 . . ?
C8 C7 C6 131.6(3) . . ?
C8 C7 H7 114.2 . . ?
C6 C5 H5 120.5 . . ?
C4 C5 C6 119.1(3) . . ?
C4 C5 H5 120.5 . . ?
C3 C4 C5 121.6(3) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
N1 C11 H11A 108.5 . . ?
N1 C11 H11B 108.5 . . ?
N1 C11 C12 115.2(3) . . ?
H11A C11 H11B 107.5 . . ?
C12 C11 H11A 108.5 . . ?
C12 C11 H11B 108.5 . . ?
N1 C13 H13A 109.1 . . ?
N1 C13 H13B 109.1 . . ?
N1 C13 C14 112.5(4) . . ?
H13A C13 H13B 107.8 . . ?
C14 C13 H13A 109.1 . . ?
C14 C13 H13B 109.1 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
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 C2 1.379(4) . ?
N1 C11 1.458(4) . ?
N1 C13 1.474(4) . ?
C6 C1 1.395(4) . ?
C6 C7 1.447(4) . ?
C6 C5 1.395(4) . ?
C8 C9 1.433(4) . ?
C8 C10 1.435(4) . ?
C8 C7 1.347(4) . ?
N2 C10 1.142(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.395(4) . ?
C9 N3 1.137(4) . ?
C3 H3 0.9300 . ?
C3 C2 1.409(4) . ?
C3 C4 1.369(4) . ?
C7 H7 0.9300 . ?
C5 H5 0.9300 . ?
C5 C4 1.372(4) . ?
C4 H4 0.9300 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.489(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.480(6) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
