# Electronic Supplementary Material (ESI) for Polymer Chemistry.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1958959'
loop_
_audit_author_name
_audit_author_address
'Baixue LI'
;South China University of Technology
China
;
_audit_update_record             
;
2019-10-12 deposited with the CCDC.	2020-04-09 downloaded from the CCDC.
;
_audit_creation_date             2019-05-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H13 N3 O'
_chemical_formula_sum            'C16 H13 N3 O'
_chemical_formula_weight         263.29
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   13.1254(7)
_cell_length_b                   8.1029(4)
_cell_length_c                   12.6860(7)
_cell_angle_alpha                90
_cell_angle_beta                 109.249(6)
_cell_angle_gamma                90
_cell_volume                     1273.78(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4567
_cell_measurement_temperature    120.00(10)
_cell_measurement_theta_max      73.3970
_cell_measurement_theta_min      6.5600
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.713
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71569
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_av_unetI/netI     0.0211
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5898
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.079
_diffrn_reflns_theta_max         67.079
_diffrn_reflns_theta_min         3.567
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -62.00 -37.00   0.50    0.50    --    0.00 -56.00  44.00   50
  2  ω     18.00  43.00   0.50    0.50    --    5.00  56.00-173.00   50
  3  ω    -57.00 -32.00   0.50    0.50    --    5.00 -56.00  44.00   50
  4  ω   -141.00-116.00   0.50    0.50    --  -98.80 -56.00  44.00   50
  5  ω   -111.00 -60.00   0.50    0.50    --  -98.80  56.00-173.00  102
  6  ω    -41.00   9.00   0.50    0.50    --    0.00 -37.00 -30.00  100
  7  ω    -74.00 -47.00   0.50    0.50    --    0.00 -37.00 -30.00   54
  8  ω    -41.00   7.00   0.50    0.50    --    0.00 -72.00 150.00   96
  9  ω    -85.00 -45.00   0.50    0.50    --    0.00 -72.00 150.00   80
 10  ω   -110.00 -85.00   0.50    0.50    --  -98.80 -19.00-180.00   50
 11  ω    -96.00 -46.00   0.50    0.50    --  -98.80  37.00 -30.00  100
 12  ω   -102.00 -10.00   0.50    0.50    --  -98.80  37.00-180.00  184
 13  ω   -176.00-151.00   0.50    0.50    --  -98.80 -19.00 120.00   50
 14  ω   -186.00 -89.00   0.50    0.50    --  -98.80 -57.00  60.00  194
 15  ω   -141.00 -86.00   0.50    0.50    --  -98.80 -19.00 120.00  110
 16  ω   -103.00 -32.00   0.50    0.50    --  -98.80  37.00  30.00  142
 17  ω   -105.00 -15.00   0.50    0.50    --  -98.80  19.00   0.00  180
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0016346000
_diffrn_orient_matrix_UB_12      0.0550449000
_diffrn_orient_matrix_UB_13      -0.1154898000
_diffrn_orient_matrix_UB_21      -0.0951904000
_diffrn_orient_matrix_UB_22      -0.1156919000
_diffrn_orient_matrix_UB_23      -0.0561240000
_diffrn_orient_matrix_UB_31      -0.0797555000
_diffrn_orient_matrix_UB_32      0.1409888000
_diffrn_orient_matrix_UB_33      -0.0009064000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2151
_reflns_number_total             2269
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.256
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.101
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2269
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0437
_refine_ls_restrained_S_all      1.077
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0610P)²+0.3595P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1074
_refine_ls_wR_factor_ref         0.1083
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00C(H00C,H00D)
2.b Aromatic/amide H refined with riding coordinates:
 C009(H009), C00A(H00A), C00B(H00B), C00D(H00E), C00E(H00F), C00F(H00G),
 C00G(H00H), C00H(H00I), C00I(H00J), C00J(H00K), C00K(H00L)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.72910(8) 0.42363(15) 0.71985(8) 0.0453(3) Uani 1 1 d . . . . .
N002 N 0.67656(8) 0.42805(13) 0.48076(8) 0.0248(3) Uani 1 1 d . . . . .
N003 N 0.53936(9) 0.32622(16) 0.35487(9) 0.0334(3) Uani 1 1 d . . . . .
N004 N 0.62938(9) 0.40959(16) 0.37143(9) 0.0356(3) Uani 1 1 d . . . . .
C005 C 0.43290(9) 0.19613(15) 0.45761(10) 0.0229(3) Uani 1 1 d . . . . .
C006 C 0.87584(10) 0.40105(15) 0.54820(10) 0.0248(3) Uani 1 1 d . . . . .
C007 C 0.52817(9) 0.28961(15) 0.45483(9) 0.0221(3) Uani 1 1 d . . . . .
C008 C 0.61683(10) 0.35536(15) 0.53757(10) 0.0233(3) Uani 1 1 d . . . . .
C009 C 0.90401(11) 0.32504(16) 0.46345(11) 0.0284(3) Uani 1 1 d . . . . .
H009 H 0.862725 0.343261 0.389260 0.034 Uiso 1 1 calc R . . . .
C00A C 0.93816(10) 0.37151(16) 0.65851(11) 0.0295(3) Uani 1 1 d . . . . .
H00A H 0.920117 0.421376 0.715989 0.035 Uiso 1 1 calc R . . . .
C00B C 0.41139(10) 0.15961(17) 0.55553(11) 0.0298(3) Uani 1 1 d . . . . .
H00B H 0.458390 0.196232 0.623714 0.036 Uiso 1 1 calc R . . . .
C00C C 0.78032(10) 0.51638(16) 0.51972(11) 0.0291(3) Uani 1 1 d . . . . .
H00C H 0.783856 0.580845 0.585265 0.035 Uiso 1 1 calc R . . . .
H00D H 0.784169 0.592215 0.461994 0.035 Uiso 1 1 calc R . . . .
C00D C 1.05485(10) 0.19393(17) 0.59891(12) 0.0318(3) Uani 1 1 d . . . . .
H00E H 1.114772 0.125043 0.615862 0.038 Uiso 1 1 calc R . . . .
C00E C 1.02683(11) 0.26843(17) 0.68330(11) 0.0332(3) Uani 1 1 d . . . . .
H00F H 1.067937 0.249112 0.757399 0.040 Uiso 1 1 calc R . . . .
C00F C 0.99298(11) 0.22264(17) 0.48887(12) 0.0315(3) Uani 1 1 d . . . . .
H00G H 1.011429 0.172678 0.431669 0.038 Uiso 1 1 calc R . . . .
C00G C 0.36106(11) 0.13852(17) 0.35692(11) 0.0323(3) Uani 1 1 d . . . . .
H00H H 0.374061 0.160557 0.290533 0.039 Uiso 1 1 calc R . . . .
C00H C 0.24986(11) 0.01468(17) 0.45249(12) 0.0337(3) Uani 1 1 d . . . . .
H00I H 0.188632 -0.044642 0.450637 0.040 Uiso 1 1 calc R . . . .
C00I C 0.32095(11) 0.06953(17) 0.55252(12) 0.0328(3) Uani 1 1 d . . . . .
H00J H 0.308005 0.045753 0.618701 0.039 Uiso 1 1 calc R . . . .
C00J C 0.27088(12) 0.04916(19) 0.35473(12) 0.0381(3) Uani 1 1 d . . . . .
H00K H 0.223721 0.011690 0.286884 0.046 Uiso 1 1 calc R . . . .
C00K C 0.64882(12) 0.3583(2) 0.65889(12) 0.0450(4) Uani 1 1 d . . . . .
H00L H 0.603907 0.305815 0.691795 0.054 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C00K 1.2048(18) . ?
N002 N004 1.3278(15) . ?
N002 C008 1.3614(16) . ?
N002 C00C 1.4722(16) . ?
N003 N004 1.3163(16) . ?
N003 C007 1.3566(15) . ?
C005 C007 1.4723(17) . ?
C005 C00B 1.3935(17) . ?
C005 C00G 1.3945(18) . ?
C006 C009 1.3907(18) . ?
C006 C00A 1.3893(18) . ?
C006 C00C 1.5090(17) . ?
C007 C008 1.3909(17) . ?
C008 C00K 1.4558(18) . ?
C009 C00F 1.3813(19) . ?
C00A C00E 1.3818(19) . ?
C00B C00I 1.3833(19) . ?
C00D C00E 1.380(2) . ?
C00D C00F 1.384(2) . ?
C00G C00J 1.380(2) . ?
C00H C00I 1.378(2) . ?
C00H C00J 1.385(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
N004 N002 C008 110.64(10) . . ?
N004 N002 C00C 117.82(10) . . ?
C008 N002 C00C 131.52(10) . . ?
N004 N003 C007 109.33(10) . . ?
N003 N004 N002 108.03(10) . . ?
C00B C005 C007 123.64(11) . . ?
C00B C005 C00G 118.10(12) . . ?
C00G C005 C007 118.26(11) . . ?
C009 C006 C00C 120.06(11) . . ?
C00A C006 C009 118.96(12) . . ?
C00A C006 C00C 120.98(12) . . ?
N003 C007 C005 119.30(11) . . ?
N003 C007 C008 107.47(11) . . ?
C008 C007 C005 133.23(11) . . ?
N002 C008 C007 104.52(10) . . ?
N002 C008 C00K 122.47(12) . . ?
C007 C008 C00K 133.01(12) . . ?
C00F C009 C006 120.35(12) . . ?
C00E C00A C006 120.36(12) . . ?
C00I C00B C005 120.78(12) . . ?
N002 C00C C006 112.51(10) . . ?
C00E C00D C00F 119.41(12) . . ?
C00D C00E C00A 120.50(12) . . ?
C009 C00F C00D 120.42(13) . . ?
C00J C00G C005 120.70(12) . . ?
C00I C00H C00J 119.04(13) . . ?
C00H C00I C00B 120.68(12) . . ?
C00G C00J C00H 120.71(13) . . ?
O001 C00K C008 124.90(14) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.335
_oxdiff_exptl_absorpt_empirical_full_min 0.659
####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 1958961'
loop_
_audit_author_name
_audit_author_address
'Baixue Li' 'South China University of Technology'
_audit_update_record             
;
2019-10-12 deposited with the CCDC.	2020-04-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H14 N4'
_chemical_formula_weight         286.33

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   11.0650(8)
_cell_length_b                   15.5926(12)
_cell_length_c                   9.3078(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.433(2)
_cell_angle_gamma                90.00
_cell_volume                     1523.50(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    5810
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      27.36

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             600
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9817
_exptl_absorpt_correction_T_max  0.9885
_exptl_absorpt_process_details   'SADABS (Bruker, 2008)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      300(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 APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        none
_diffrn_reflns_number            18156
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_av_sigmaI/netI    0.0361
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.61
_diffrn_reflns_theta_max         26.00
_reflns_number_total             2989
_reflns_number_gt                2160
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0850P)²+0.5220P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2989
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0821
_refine_ls_R_factor_gt           0.0537
_refine_ls_wR_factor_ref         0.1721
_refine_ls_wR_factor_gt          0.1403
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.47482(17) 0.16241(11) 0.70613(18) 0.0538(5) Uani 1 1 d . . .
C14 C 0.58078(19) 0.12359(12) 0.6953(2) 0.0458(5) Uani 1 1 d . . .
N2 N 0.4573(2) 0.14422(13) 0.8404(2) 0.0682(6) Uani 1 1 d . . .
C1 C 0.62448(18) 0.13109(12) 0.5618(2) 0.0440(5) Uani 1 1 d . . .
C13 C 0.3859(2) 0.21973(14) 0.6016(2) 0.0556(5) Uani 1 1 d . . .
H13A H 0.4304 0.2493 0.5415 0.067 Uiso 1 1 calc R . .
H13B H 0.3581 0.2627 0.6597 0.067 Uiso 1 1 calc R . .
N3 N 0.5500(2) 0.09387(13) 0.91520(19) 0.0645(5) Uani 1 1 d . . .
C2 C 0.5465(2) 0.10558(13) 0.4194(2) 0.0495(5) Uani 1 1 d . . .
H2 H 0.4655 0.0843 0.4078 0.059 Uiso 1 1 calc R . .
C6 C 0.7447(2) 0.16266(15) 0.5774(2) 0.0600(6) Uani 1 1 d . . .
H6 H 0.7983 0.1790 0.6722 0.072 Uiso 1 1 calc R . .
C7 C 0.2704(2) 0.17654(13) 0.4964(2) 0.0531(5) Uani 1 1 d . . .
C15 C 0.6282(2) 0.07964(14) 0.8297(2) 0.0508(5) Uani 1 1 d . . .
C4 C 0.7070(2) 0.14453(16) 0.3115(3) 0.0672(7) Uani 1 1 d . . .
H4 H 0.7346 0.1497 0.2273 0.081 Uiso 1 1 calc R . .
C3 C 0.5886(2) 0.11169(14) 0.2956(2) 0.0567(6) Uani 1 1 d . . .
H3 H 0.5366 0.0935 0.2011 0.068 Uiso 1 1 calc R . .
C16 C 0.7388(2) 0.02584(15) 0.8828(2) 0.0582(6) Uani 1 1 d . . .
H16 H 0.7940 0.0237 0.8255 0.070 Uiso 1 1 calc R . .
C12 C 0.2019(2) 0.22042(17) 0.3680(3) 0.0720(7) Uani 1 1 d . . .
H12 H 0.2294 0.2742 0.3482 0.086 Uiso 1 1 calc R . .
C5 C 0.7852(2) 0.16991(18) 0.4518(3) 0.0737(7) Uani 1 1 d . . .
H5 H 0.8656 0.1920 0.4621 0.088 Uiso 1 1 calc R . .
N4 N 0.9733(3) -0.10722(18) 1.1111(3) 0.1093(10) Uani 1 1 d . . .
C8 C 0.2289(3) 0.09637(17) 0.5241(3) 0.0758(7) Uani 1 1 d . . .
H8 H 0.2740 0.0658 0.6101 0.091 Uiso 1 1 calc R . .
C17 C 0.7674(2) -0.02084(16) 1.0076(2) 0.0681(7) Uani 1 1 d . . .
H17 H 0.7100 -0.0220 1.0622 0.082 Uiso 1 1 calc R . .
C18 C 0.8813(3) -0.06926(19) 1.0625(3) 0.0790(8) Uani 1 1 d . . .
C11 C 0.0937(3) 0.1858(2) 0.2693(4) 0.1030(11) Uani 1 1 d . . .
H11 H 0.0484 0.2161 0.1831 0.124 Uiso 1 1 calc R . .
C9 C 0.1195(3) 0.0620(2) 0.4223(5) 0.1008(11) Uani 1 1 d . . .
H9 H 0.0918 0.0078 0.4396 0.121 Uiso 1 1 calc R . .
C10 C 0.0520(3) 0.1074(3) 0.2967(5) 0.1106(13) Uani 1 1 d . . .
H10 H -0.0223 0.0846 0.2300 0.133 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C14 1.351(3) . ?
N1 N2 1.353(2) . ?
N1 C13 1.452(3) . ?
C14 C15 1.377(3) . ?
C14 C1 1.473(2) . ?
N2 N3 1.304(3) . ?
C1 C6 1.383(3) . ?
C1 C2 1.392(3) . ?
C13 C7 1.502(3) . ?
N3 C15 1.366(3) . ?
C2 C3 1.376(3) . ?
C6 C5 1.383(3) . ?
C7 C12 1.378(3) . ?
C7 C8 1.384(3) . ?
C15 C16 1.436(3) . ?
C4 C3 1.371(3) . ?
C4 C5 1.377(4) . ?
C16 C17 1.322(3) . ?
C12 C11 1.368(4) . ?
N4 C18 1.141(3) . ?
C8 C9 1.388(4) . ?
C17 C18 1.418(4) . ?
C11 C10 1.358(5) . ?
C9 C10 1.369(5) . ?

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
C14 N1 N2 110.84(17) . . ?
C14 N1 C13 130.23(16) . . ?
N2 N1 C13 118.89(17) . . ?
N1 C14 C15 104.22(17) . . ?
N1 C14 C1 123.46(17) . . ?
C15 C14 C1 132.32(19) . . ?
N3 N2 N1 107.55(17) . . ?
C6 C1 C2 119.17(18) . . ?
C6 C1 C14 120.10(17) . . ?
C2 C1 C14 120.72(17) . . ?
N1 C13 C7 114.69(17) . . ?
N2 N3 C15 108.82(17) . . ?
C3 C2 C1 120.4(2) . . ?
C1 C6 C5 119.9(2) . . ?
C12 C7 C8 119.1(2) . . ?
C12 C7 C13 117.7(2) . . ?
C8 C7 C13 123.2(2) . . ?
N3 C15 C14 108.58(19) . . ?
N3 C15 C16 121.46(18) . . ?
C14 C15 C16 129.96(18) . . ?
C3 C4 C5 120.2(2) . . ?
C4 C3 C2 120.0(2) . . ?
C17 C16 C15 124.4(2) . . ?
C11 C12 C7 120.7(3) . . ?
C4 C5 C6 120.3(2) . . ?
C7 C8 C9 119.4(3) . . ?
C16 C17 C18 123.2(2) . . ?
N4 C18 C17 177.8(3) . . ?
C10 C11 C12 120.4(3) . . ?
C10 C9 C8 120.3(3) . . ?
C11 C10 C9 120.0(3) . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.146
_refine_diff_density_min         -0.152
_refine_diff_density_rms         0.029
####################################################################### 
# 
# 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_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1958962'
loop_
_audit_author_name
_audit_author_address
'Baixue LI'
;South China University of Technology
China
;
_audit_update_record             
;
2019-10-12 deposited with the CCDC.	2020-04-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H14 N4'
_chemical_formula_weight         286.33

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.1045(15)
_cell_length_b                   9.4078(14)
_cell_length_c                   9.9658(17)
_cell_angle_alpha                110.846(5)
_cell_angle_beta                 92.668(5)
_cell_angle_gamma                107.055(5)
_cell_volume                     751.7(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4213
_cell_measurement_theta_min      2.79
_cell_measurement_theta_max      28.45

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             300
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9830
_exptl_absorpt_correction_T_max  0.9876
_exptl_absorpt_process_details   'SADABS (Bruker, 2008)'

_exptl_special_details           
; 
 ? 
;

_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 APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        none
_diffrn_reflns_number            10178
_diffrn_reflns_av_R_equivalents  0.0586
_diffrn_reflns_av_sigmaI/netI    0.0510
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.79
_diffrn_reflns_theta_max         25.10
_reflns_number_total             2573
_reflns_number_gt                1860
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0569P)²+1.2596P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2573
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0944
_refine_ls_R_factor_gt           0.0679
_refine_ls_wR_factor_ref         0.1939
_refine_ls_wR_factor_gt          0.1817
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C13 C 0.5831(5) 0.5921(5) 0.1790(4) 0.0675(12) Uani 1 1 d . . .
N3 N 0.7036(4) 0.7291(3) 0.6315(3) 0.0537(8) Uani 1 1 d . . .
C7 C 0.7788(4) 0.3512(4) 0.5541(3) 0.0386(7) Uani 1 1 d . . .
N4 N 0.7488(3) 0.6226(3) 0.6697(3) 0.0439(7) Uani 1 1 d . . .
N2 N 0.6659(3) 0.6676(3) 0.4892(3) 0.0504(8) Uani 1 1 d . . .
C17 C 0.7401(3) 0.4909(4) 0.5511(3) 0.0377(7) Uani 1 1 d . . .
C16 C 0.6879(4) 0.5220(4) 0.4364(4) 0.0404(8) Uani 1 1 d . . .
C12 C 0.6712(4) 0.1992(4) 0.4848(4) 0.0515(9) Uani 1 1 d . . .
H12 H 0.5742 0.1862 0.4387 0.062 Uiso 1 1 calc R . .
C8 C 0.9228(4) 0.3691(4) 0.6219(4) 0.0455(8) Uani 1 1 d . . .
H8 H 0.9961 0.4714 0.6691 0.055 Uiso 1 1 calc R . .
C10 C 0.8485(5) 0.0848(5) 0.5512(5) 0.0589(10) Uani 1 1 d . . .
H10 H 0.8715 -0.0053 0.5512 0.071 Uiso 1 1 calc R . .
C11 C 0.7069(5) 0.0657(4) 0.4837(5) 0.0605(11) Uani 1 1 d . . .
H11 H 0.6341 -0.0370 0.4368 0.073 Uiso 1 1 calc R . .
C15 C 0.6648(4) 0.4235(4) 0.2841(4) 0.0513(9) Uani 1 1 d . . .
H15 H 0.6827 0.3259 0.2616 0.062 Uiso 1 1 calc R . .
C2 C 1.0536(5) 0.8575(5) 0.8267(4) 0.0618(11) Uani 1 1 d . . .
H2 H 1.0101 0.8688 0.7464 0.074 Uiso 1 1 calc R . .
C18 C 0.7963(4) 0.6597(4) 0.8229(4) 0.0499(9) Uani 1 1 d . . .
H18A H 0.7709 0.5594 0.8377 0.060 Uiso 1 1 calc R . .
H18B H 0.7359 0.7216 0.8793 0.060 Uiso 1 1 calc R . .
C1 C 0.9660(4) 0.7521(4) 0.8809(4) 0.0492(9) Uani 1 1 d . . .
C6 C 1.0346(5) 0.7355(6) 0.9984(4) 0.0681(11) Uani 1 1 d . . .
H6 H 0.9775 0.6621 1.0348 0.082 Uiso 1 1 calc R . .
N1 N 0.5487(6) 0.6975(5) 0.1746(4) 0.1019(16) Uani 1 1 d . . .
C14 C 0.6210(5) 0.4544(5) 0.1714(4) 0.0581(10) Uani 1 1 d . . .
H14 H 0.6147 0.3785 0.0790 0.070 Uiso 1 1 calc R . .
C9 C 0.9578(5) 0.2348(5) 0.6193(4) 0.0563(10) Uani 1 1 d . . .
H9 H 1.0552 0.2463 0.6636 0.068 Uiso 1 1 calc R . .
C5 C 1.1871(6) 0.8267(8) 1.0620(5) 0.0917(17) Uani 1 1 d . . .
H5 H 1.2316 0.8158 1.1421 0.110 Uiso 1 1 calc R . .
C3 C 1.2074(6) 0.9475(5) 0.8912(5) 0.0797(14) Uani 1 1 d . . .
H3 H 1.2665 1.0192 0.8541 0.096 Uiso 1 1 calc R . .
C4 C 1.2721(6) 0.9316(7) 1.0088(6) 0.0867(16) Uani 1 1 d . . .
H4 H 1.3749 0.9931 1.0524 0.104 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C13 N1 1.138(5) . ?
C13 C14 1.413(6) . ?
N3 N2 1.311(4) . ?
N3 N4 1.348(4) . ?
C7 C12 1.376(5) . ?
C7 C8 1.382(4) . ?
C7 C17 1.466(4) . ?
N4 C17 1.353(4) . ?
N4 C18 1.452(4) . ?
N2 C16 1.360(4) . ?
C17 C16 1.373(4) . ?
C16 C15 1.436(5) . ?
C12 C11 1.383(5) . ?
C12 H12 0.9300 . ?
C8 C9 1.383(5) . ?
C8 H8 0.9300 . ?
C10 C11 1.358(5) . ?
C10 C9 1.369(5) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C15 C14 1.329(5) . ?
C15 H15 0.9300 . ?
C2 C1 1.367(5) . ?
C2 C3 1.387(6) . ?
C2 H2 0.9300 . ?
C18 C1 1.499(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C1 C6 1.380(5) . ?
C6 C5 1.377(6) . ?
C6 H6 0.9300 . ?
C14 H14 0.9300 . ?
C9 H9 0.9300 . ?
C5 C4 1.348(8) . ?
C5 H5 0.9300 . ?
C3 C4 1.362(7) . ?
C3 H3 0.9300 . ?
C4 H4 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
N1 C13 C14 175.0(4) . . ?
N2 N3 N4 107.3(3) . . ?
C12 C7 C8 119.4(3) . . ?
C12 C7 C17 119.3(3) . . ?
C8 C7 C17 121.2(3) . . ?
N3 N4 C17 111.1(3) . . ?
N3 N4 C18 119.2(3) . . ?
C17 N4 C18 129.7(3) . . ?
N3 N2 C16 108.7(3) . . ?
N4 C17 C16 104.0(3) . . ?
N4 C17 C7 125.2(3) . . ?
C16 C17 C7 130.9(3) . . ?
N2 C16 C17 108.9(3) . . ?
N2 C16 C15 124.0(3) . . ?
C17 C16 C15 127.0(3) . . ?
C7 C12 C11 120.2(3) . . ?
C7 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C7 C8 C9 120.0(3) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C11 C10 C9 120.9(3) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C10 C11 C12 119.9(4) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C14 C15 C16 128.1(4) . . ?
C14 C15 H15 116.0 . . ?
C16 C15 H15 116.0 . . ?
C1 C2 C3 120.1(4) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
N4 C18 C1 115.0(3) . . ?
N4 C18 H18A 108.5 . . ?
C1 C18 H18A 108.5 . . ?
N4 C18 H18B 108.5 . . ?
C1 C18 H18B 108.5 . . ?
H18A C18 H18B 107.5 . . ?
C2 C1 C6 118.6(4) . . ?
C2 C1 C18 122.8(3) . . ?
C6 C1 C18 118.5(3) . . ?
C5 C6 C1 120.5(4) . . ?
C5 C6 H6 119.7 . . ?
C1 C6 H6 119.7 . . ?
C15 C14 C13 126.0(4) . . ?
C15 C14 H14 117.0 . . ?
C13 C14 H14 117.0 . . ?
C10 C9 C8 119.7(3) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C4 C5 C6 120.4(5) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C4 C3 C2 120.3(5) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C5 C4 C3 120.0(5) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 N3 N4 C17 0.0(4) . . . . ?
N2 N3 N4 C18 -179.5(3) . . . . ?
N4 N3 N2 C16 -0.4(4) . . . . ?
N3 N4 C17 C16 0.4(4) . . . . ?
C18 N4 C17 C16 179.8(3) . . . . ?
N3 N4 C17 C7 -179.2(3) . . . . ?
C18 N4 C17 C7 0.2(5) . . . . ?
C12 C7 C17 N4 126.5(4) . . . . ?
C8 C7 C17 N4 -55.3(5) . . . . ?
C12 C7 C17 C16 -53.1(5) . . . . ?
C8 C7 C17 C16 125.2(4) . . . . ?
N3 N2 C16 C17 0.7(4) . . . . ?
N3 N2 C16 C15 -177.1(3) . . . . ?
N4 C17 C16 N2 -0.7(4) . . . . ?
C7 C17 C16 N2 179.0(3) . . . . ?
N4 C17 C16 C15 177.0(3) . . . . ?
C7 C17 C16 C15 -3.4(6) . . . . ?
C8 C7 C12 C11 0.3(5) . . . . ?
C17 C7 C12 C11 178.6(3) . . . . ?
C12 C7 C8 C9 0.1(5) . . . . ?
C17 C7 C8 C9 -178.1(3) . . . . ?
C9 C10 C11 C12 -0.8(6) . . . . ?
C7 C12 C11 C10 0.0(6) . . . . ?
N2 C16 C15 C14 0.5(6) . . . . ?
C17 C16 C15 C14 -176.8(4) . . . . ?
N3 N4 C18 C1 -88.8(4) . . . . ?
C17 N4 C18 C1 91.8(4) . . . . ?
C3 C2 C1 C6 -1.3(6) . . . . ?
C3 C2 C1 C18 175.7(4) . . . . ?
N4 C18 C1 C2 29.8(5) . . . . ?
N4 C18 C1 C6 -153.2(3) . . . . ?
C2 C1 C6 C5 1.8(6) . . . . ?
C18 C1 C6 C5 -175.3(4) . . . . ?
C16 C15 C14 C13 -1.9(7) . . . . ?
N1 C13 C14 C15 -170(6) . . . . ?
C11 C10 C9 C8 1.2(6) . . . . ?
C7 C8 C9 C10 -0.9(5) . . . . ?
C1 C6 C5 C4 -1.1(7) . . . . ?
C1 C2 C3 C4 0.1(6) . . . . ?
C6 C5 C4 C3 -0.2(8) . . . . ?
C2 C3 C4 C5 0.7(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.959
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_full 0.959
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.050
