# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry B.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_dp_cnpy_0m
_audit_block_doi                 10.5517/ccdc.csd.cc2hgdbq
_database_code_depnum_ccdc_archive 'CCDC 2307743'
_audit_update_record             
;
2024-02-16 deposited with the CCDC.	2024-05-20 downloaded from the CCDC.
;
_audit_creation_date             2023-09-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H22 N4'
_chemical_formula_sum            'C32 H22 N4'
_chemical_formula_weight         462.53
_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'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.5597(5)
_cell_length_b                   17.6192(10)
_cell_length_c                   18.0498(11)
_cell_angle_alpha                90
_cell_angle_beta                 92.283(4)
_cell_angle_gamma                90
_cell_volume                     2402.3(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5182
_cell_measurement_temperature    294.00
_cell_measurement_theta_max      63.697
_cell_measurement_theta_min      3.507
_shelx_estimated_absorpt_T_max   0.943
_shelx_estimated_absorpt_T_min   0.890
_exptl_absorpt_coefficient_mu    0.597
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5541
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1502 before and 0.0739 after correction.
The Ratio of minimum to maximum transmission is 0.7358.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dull dark black'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1141
_diffrn_reflns_av_unetI/netI     0.0869
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            28969
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.243
_diffrn_reflns_theta_min         3.507
_diffrn_ambient_temperature      294.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2151
_reflns_number_total             4289
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.204
_refine_diff_density_min         -0.186
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       0.0011(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         4289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1657
_refine_ls_R_factor_gt           0.0834
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0779P)²+0.6737P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1665
_refine_ls_wR_factor_ref         0.2011
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C007(H007), C008(H008), C00C(H00C), C00E(H00E), C00G(H00G), C00H(H00H),
 C00K(H00K), C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O), C00Q(H00Q),
 C00R(H00R), C00S(H00S), C00T(H00T), C00U(H00U), C00V(H00V), C00W(H00W),
 C00X(H00X), C00Y(H00Y), C00Z(H00Z), C010(H010)
;
_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
N001 N 0.3727(4) 0.31575(14) 0.77763(16) 0.0580(8) Uani 1 1 d . . . . .
N002 N 0.5994(4) 0.40791(14) 0.70008(17) 0.0626(8) Uani 1 1 d . . . . .
C003 C 0.4761(5) 0.44171(17) 0.74588(19) 0.0539(9) Uani 1 1 d . . . . .
C004 C 0.2545(5) 0.26952(18) 0.81849(19) 0.0554(9) Uani 1 1 d . . . . .
C005 C 0.3612(5) 0.39569(17) 0.78485(18) 0.0545(9) Uani 1 1 d . . . . .
C006 C 0.6101(4) 0.32877(16) 0.69265(18) 0.0514(8) Uani 1 1 d . . . . .
C007 C 0.5054(5) 0.20391(18) 0.7227(2) 0.0606(10) Uani 1 1 d . . . . .
H007 H 0.429307 0.172264 0.747587 0.073 Uiso 1 1 calc R U . . .
C008 C 0.7330(5) 0.29650(17) 0.64835(19) 0.0563(9) Uani 1 1 d . . . . .
H008 H 0.809530 0.327871 0.623350 0.068 Uiso 1 1 calc R U . . .
C009 C 0.4948(4) 0.28257(17) 0.73159(19) 0.0523(9) Uani 1 1 d . . . . .
C00A C 1.0284(5) 0.20632(18) 0.56592(19) 0.0586(9) Uani 1 1 d . . . . .
C00B C 0.7466(5) 0.21745(17) 0.63967(19) 0.0553(9) Uani 1 1 d . . . . .
C00C C 0.4662(5) 0.51971(17) 0.7540(2) 0.0616(10) Uani 1 1 d . . . . .
H00C H 0.541056 0.550735 0.727802 0.074 Uiso 1 1 calc R U . . .
C00D C 1.1421(6) 0.15847(19) 0.51981(19) 0.0631(10) Uani 1 1 d . . . . .
C00E C 0.6290(5) 0.17308(18) 0.6769(2) 0.0610(10) Uani 1 1 d . . . . .
H00E H 0.632901 0.120677 0.670997 0.073 Uiso 1 1 calc R U . . .
C00F C 0.7149(5) 0.45491(17) 0.6595(2) 0.0569(9) Uani 1 1 d . . . . .
C00G C 0.2406(5) 0.42882(19) 0.8307(2) 0.0640(10) Uani 1 1 d . . . . .
H00G H 0.163681 0.398236 0.856426 0.077 Uiso 1 1 calc R U . . .
C00H C 0.8769(5) 0.18068(19) 0.5945(2) 0.0616(10) Uani 1 1 d . . . . .
H00H H 0.851264 0.130271 0.583183 0.074 Uiso 1 1 calc R U . . .
N00I N 1.1643(5) 0.3392(2) 0.5915(2) 0.0952(12) Uani 1 1 d . . . . .
C00J C 1.0982(5) 0.2806(2) 0.5810(2) 0.0689(11) Uani 1 1 d . . . . .
C00K C 0.3464(5) 0.55222(19) 0.8007(2) 0.0668(10) Uani 1 1 d . . . . .
H00K H 0.342561 0.604667 0.806231 0.080 Uiso 1 1 calc R U . . .
C00L C 0.2330(5) 0.5070(2) 0.8389(2) 0.0701(11) Uani 1 1 d . . . . .
H00L H 0.151822 0.528697 0.869921 0.084 Uiso 1 1 calc R U . . .
C00M C 0.3107(5) 0.2371(2) 0.8848(2) 0.0691(10) Uani 1 1 d . . . . .
H00M H 0.426968 0.243785 0.902472 0.083 Uiso 1 1 calc R U . . .
C00N C 1.0704(6) 0.1008(2) 0.4756(2) 0.0752(11) Uani 1 1 d . . . . .
H00N H 0.949122 0.091679 0.473837 0.090 Uiso 1 1 calc R U . . .
C00O C 0.6654(5) 0.4776(2) 0.5886(2) 0.0702(11) Uani 1 1 d . . . . .
H00O H 0.557750 0.461693 0.567266 0.084 Uiso 1 1 calc R U . . .
N00P N 1.3566(6) 0.0652(2) 0.4346(2) 0.1030(13) Uani 1 1 d . . . . .
C00Q C 0.8752(6) 0.4776(2) 0.6908(2) 0.0754(12) Uani 1 1 d . . . . .
H00Q H 0.910159 0.461995 0.738419 0.090 Uiso 1 1 calc R U . . .
C00R C 0.0828(5) 0.2590(2) 0.7927(2) 0.0747(11) Uani 1 1 d . . . . .
H00R H 0.044274 0.280560 0.747901 0.090 Uiso 1 1 calc R U . . .
C00S C 0.1947(7) 0.1948(2) 0.9252(2) 0.0846(13) Uani 1 1 d . . . . .
H00S H 0.232521 0.173049 0.969977 0.102 Uiso 1 1 calc R U . . .
C00T C -0.0324(6) 0.2165(3) 0.8330(3) 0.0925(14) Uani 1 1 d . . . . .
H00T H -0.148325 0.209276 0.815203 0.111 Uiso 1 1 calc R U . . .
C00U C 0.9319(7) 0.5465(2) 0.5807(3) 0.0908(14) Uani 1 1 d . . . . .
H00U H 1.005304 0.577809 0.554114 0.109 Uiso 1 1 calc R U . . .
C00V C 0.7743(7) 0.5236(2) 0.5494(3) 0.0882(13) Uani 1 1 d . . . . .
H00V H 0.740393 0.539091 0.501698 0.106 Uiso 1 1 calc R U . . .
C00W C 1.1828(7) 0.0570(2) 0.4339(2) 0.0862(13) Uani 1 1 d . . . . .
H00W H 1.132376 0.019460 0.403632 0.103 Uiso 1 1 calc R U . . .
C00X C 1.3220(6) 0.1687(2) 0.5191(2) 0.0807(12) Uani 1 1 d . . . . .
H00X H 1.375300 0.207805 0.546491 0.097 Uiso 1 1 calc R U . . .
C00Y C 0.9841(6) 0.5241(2) 0.6506(3) 0.0926(14) Uani 1 1 d . . . . .
H00Y H 1.092497 0.540076 0.671270 0.111 Uiso 1 1 calc R U . . .
C00Z C 0.0236(8) 0.1850(2) 0.8990(3) 0.0944(15) Uani 1 1 d . . . . .
H00Z H -0.054843 0.156744 0.926256 0.113 Uiso 1 1 calc R U . . .
C010 C 1.4228(7) 0.1212(3) 0.4781(3) 0.1027(15) Uani 1 1 d . . . . .
H010 H 1.544892 0.128047 0.480429 0.123 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
N001 C004 1.435(4) . ?
N001 C005 1.418(4) . ?
N001 C009 1.395(4) . ?
N002 C003 1.403(4) . ?
N002 C006 1.403(4) . ?
N002 C00F 1.426(4) . ?
C003 C005 1.398(4) . ?
C003 C00C 1.385(4) . ?
C004 C00M 1.378(5) . ?
C004 C00R 1.374(5) . ?
C005 C00G 1.385(4) . ?
C006 C008 1.373(4) . ?
C006 C009 1.402(4) . ?
C007 H007 0.9300 . ?
C007 C009 1.398(4) . ?
C007 C00E 1.383(5) . ?
C008 H008 0.9300 . ?
C008 C00B 1.406(4) . ?
C00A C00D 1.483(5) . ?
C00A C00H 1.352(5) . ?
C00A C00J 1.433(5) . ?
C00B C00E 1.378(5) . ?
C00B C00H 1.456(5) . ?
C00C H00C 0.9300 . ?
C00C C00K 1.385(5) . ?
C00D C00N 1.388(5) . ?
C00D C00X 1.372(5) . ?
C00E H00E 0.9300 . ?
C00F C00O 1.378(5) . ?
C00F C00Q 1.377(5) . ?
C00G H00G 0.9300 . ?
C00G C00L 1.387(5) . ?
C00H H00H 0.9300 . ?
N00I C00J 1.159(4) . ?
C00K H00K 0.9300 . ?
C00K C00L 1.375(5) . ?
C00L H00L 0.9300 . ?
C00M H00M 0.9300 . ?
C00M C00S 1.381(5) . ?
C00N H00N 0.9300 . ?
C00N C00W 1.391(5) . ?
C00O H00O 0.9300 . ?
C00O C00V 1.371(5) . ?
N00P C00W 1.321(5) . ?
N00P C010 1.345(6) . ?
C00Q H00Q 0.9300 . ?
C00Q C00Y 1.387(6) . ?
C00R H00R 0.9300 . ?
C00R C00T 1.377(6) . ?
C00S H00S 0.9300 . ?
C00S C00Z 1.370(6) . ?
C00T H00T 0.9300 . ?
C00T C00Z 1.366(6) . ?
C00U H00U 0.9300 . ?
C00U C00V 1.359(6) . ?
C00U C00Y 1.365(7) . ?
C00V H00V 0.9300 . ?
C00W H00W 0.9300 . ?
C00X H00X 0.9300 . ?
C00X C010 1.370(6) . ?
C00Y H00Y 0.9300 . ?
C00Z H00Z 0.9300 . ?
C010 H010 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
C005 N001 C004 118.4(3) . . ?
C009 N001 C004 120.6(3) . . ?
C009 N001 C005 121.0(3) . . ?
C003 N002 C006 121.4(3) . . ?
C003 N002 C00F 119.4(3) . . ?
C006 N002 C00F 119.3(3) . . ?
C005 C003 N002 119.4(3) . . ?
C00C C003 N002 121.6(3) . . ?
C00C C003 C005 119.0(3) . . ?
C00M C004 N001 120.3(3) . . ?
C00R C004 N001 120.1(3) . . ?
C00R C004 C00M 119.5(3) . . ?
C003 C005 N001 119.2(3) . . ?
C00G C005 N001 121.2(3) . . ?
C00G C005 C003 119.6(3) . . ?
C008 C006 N002 120.7(3) . . ?
C008 C006 C009 120.0(3) . . ?
C009 C006 N002 119.3(3) . . ?
C009 C007 H007 120.0 . . ?
C00E C007 H007 120.0 . . ?
C00E C007 C009 120.1(3) . . ?
C006 C008 H008 119.0 . . ?
C006 C008 C00B 122.0(3) . . ?
C00B C008 H008 119.0 . . ?
N001 C009 C006 119.7(3) . . ?
N001 C009 C007 121.8(3) . . ?
C007 C009 C006 118.6(3) . . ?
C00H C00A C00D 122.9(3) . . ?
C00H C00A C00J 122.9(3) . . ?
C00J C00A C00D 114.1(4) . . ?
C008 C00B C00H 123.9(3) . . ?
C00E C00B C008 117.1(3) . . ?
C00E C00B C00H 119.0(3) . . ?
C003 C00C H00C 119.5 . . ?
C003 C00C C00K 121.0(4) . . ?
C00K C00C H00C 119.5 . . ?
C00N C00D C00A 121.1(4) . . ?
C00X C00D C00A 121.8(4) . . ?
C00X C00D C00N 117.1(4) . . ?
C007 C00E H00E 118.9 . . ?
C00B C00E C007 122.2(3) . . ?
C00B C00E H00E 118.9 . . ?
C00O C00F N002 119.7(3) . . ?
C00Q C00F N002 120.3(3) . . ?
C00Q C00F C00O 119.9(4) . . ?
C005 C00G H00G 119.6 . . ?
C005 C00G C00L 120.8(4) . . ?
C00L C00G H00G 119.6 . . ?
C00A C00H C00B 131.9(3) . . ?
C00A C00H H00H 114.1 . . ?
C00B C00H H00H 114.1 . . ?
N00I C00J C00A 175.8(5) . . ?
C00C C00K H00K 120.0 . . ?
C00L C00K C00C 120.0(3) . . ?
C00L C00K H00K 120.0 . . ?
C00G C00L H00L 120.2 . . ?
C00K C00L C00G 119.6(4) . . ?
C00K C00L H00L 120.2 . . ?
C004 C00M H00M 120.0 . . ?
C004 C00M C00S 120.1(4) . . ?
C00S C00M H00M 120.0 . . ?
C00D C00N H00N 120.5 . . ?
C00D C00N C00W 118.9(4) . . ?
C00W C00N H00N 120.5 . . ?
C00F C00O H00O 119.9 . . ?
C00V C00O C00F 120.3(4) . . ?
C00V C00O H00O 119.9 . . ?
C00W N00P C010 115.6(4) . . ?
C00F C00Q H00Q 120.4 . . ?
C00F C00Q C00Y 119.2(4) . . ?
C00Y C00Q H00Q 120.4 . . ?
C004 C00R H00R 119.9 . . ?
C004 C00R C00T 120.2(4) . . ?
C00T C00R H00R 119.9 . . ?
C00M C00S H00S 120.1 . . ?
C00Z C00S C00M 119.8(4) . . ?
C00Z C00S H00S 120.1 . . ?
C00R C00T H00T 120.0 . . ?
C00Z C00T C00R 120.0(4) . . ?
C00Z C00T H00T 120.0 . . ?
C00V C00U H00U 119.5 . . ?
C00V C00U C00Y 121.0(4) . . ?
C00Y C00U H00U 119.5 . . ?
C00O C00V H00V 120.2 . . ?
C00U C00V C00O 119.7(4) . . ?
C00U C00V H00V 120.2 . . ?
C00N C00W H00W 117.9 . . ?
N00P C00W C00N 124.3(4) . . ?
N00P C00W H00W 117.9 . . ?
C00D C00X H00X 120.1 . . ?
C010 C00X C00D 119.8(4) . . ?
C010 C00X H00X 120.1 . . ?
C00Q C00Y H00Y 120.0 . . ?
C00U C00Y C00Q 119.9(4) . . ?
C00U C00Y H00Y 120.0 . . ?
C00S C00Z H00Z 119.8 . . ?
C00T C00Z C00S 120.3(4) . . ?
C00T C00Z H00Z 119.8 . . ?
N00P C010 C00X 124.2(5) . . ?
N00P C010 H010 117.9 . . ?
C00X C010 H010 117.9 . . ?

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
N001 C004 C00M C00S 177.8(3) . . . . ?
N001 C004 C00R C00T -178.0(3) . . . . ?
N001 C005 C00G C00L 178.4(3) . . . . ?
N002 C003 C005 N001 0.5(5) . . . . ?
N002 C003 C005 C00G 179.3(3) . . . . ?
N002 C003 C00C C00K -178.6(3) . . . . ?
N002 C006 C008 C00B -179.8(3) . . . . ?
N002 C006 C009 N001 -0.7(5) . . . . ?
N002 C006 C009 C007 179.0(3) . . . . ?
N002 C00F C00O C00V 179.1(3) . . . . ?
N002 C00F C00Q C00Y -179.2(3) . . . . ?
C003 N002 C006 C008 -179.1(3) . . . . ?
C003 N002 C006 C009 0.2(5) . . . . ?
C003 N002 C00F C00O -91.4(4) . . . . ?
C003 N002 C00F C00Q 88.6(4) . . . . ?
C003 C005 C00G C00L -0.4(5) . . . . ?
C003 C00C C00K C00L -1.0(5) . . . . ?
C004 N001 C005 C003 179.6(3) . . . . ?
C004 N001 C005 C00G 0.7(5) . . . . ?
C004 N001 C009 C006 -179.5(3) . . . . ?
C004 N001 C009 C007 0.8(5) . . . . ?
C004 C00M C00S C00Z 0.1(6) . . . . ?
C004 C00R C00T C00Z 0.3(6) . . . . ?
C005 N001 C004 C00M -98.3(4) . . . . ?
C005 N001 C004 C00R 79.9(4) . . . . ?
C005 N001 C009 C006 1.0(5) . . . . ?
C005 N001 C009 C007 -178.7(3) . . . . ?
C005 C003 C00C C00K 0.9(5) . . . . ?
C005 C00G C00L C00K 0.2(5) . . . . ?
C006 N002 C003 C005 -0.1(5) . . . . ?
C006 N002 C003 C00C 179.3(3) . . . . ?
C006 N002 C00F C00O 87.9(4) . . . . ?
C006 N002 C00F C00Q -92.1(4) . . . . ?
C006 C008 C00B C00E 0.9(5) . . . . ?
C006 C008 C00B C00H -178.8(3) . . . . ?
C008 C006 C009 N001 178.7(3) . . . . ?
C008 C006 C009 C007 -1.6(5) . . . . ?
C008 C00B C00E C007 -1.8(5) . . . . ?
C008 C00B C00H C00A 16.3(6) . . . . ?
C009 N001 C004 C00M 82.2(4) . . . . ?
C009 N001 C004 C00R -99.6(4) . . . . ?
C009 N001 C005 C003 -0.9(5) . . . . ?
C009 N001 C005 C00G -179.8(3) . . . . ?
C009 C006 C008 C00B 0.8(5) . . . . ?
C009 C007 C00E C00B 1.0(5) . . . . ?
C00A C00D C00N C00W -179.3(3) . . . . ?
C00A C00D C00X C010 177.3(4) . . . . ?
C00C C003 C005 N001 -179.0(3) . . . . ?
C00C C003 C005 C00G -0.1(5) . . . . ?
C00C C00K C00L C00G 0.5(5) . . . . ?
C00D C00A C00H C00B -179.2(3) . . . . ?
C00D C00N C00W N00P 1.6(6) . . . . ?
C00D C00X C010 N00P 2.8(7) . . . . ?
C00E C007 C009 N001 -179.6(3) . . . . ?
C00E C007 C009 C006 0.7(5) . . . . ?
C00E C00B C00H C00A -163.4(4) . . . . ?
C00F N002 C003 C005 179.1(3) . . . . ?
C00F N002 C003 C00C -1.4(5) . . . . ?
C00F N002 C006 C008 1.6(5) . . . . ?
C00F N002 C006 C009 -179.0(3) . . . . ?
C00F C00O C00V C00U 0.3(6) . . . . ?
C00F C00Q C00Y C00U -0.3(6) . . . . ?
C00H C00A C00D C00N 30.0(5) . . . . ?
C00H C00A C00D C00X -149.6(4) . . . . ?
C00H C00B C00E C007 177.9(3) . . . . ?
C00J C00A C00D C00N -153.4(3) . . . . ?
C00J C00A C00D C00X 27.0(5) . . . . ?
C00J C00A C00H C00B 4.5(6) . . . . ?
C00M C004 C00R C00T 0.2(5) . . . . ?
C00M C00S C00Z C00T 0.4(7) . . . . ?
C00N C00D C00X C010 -2.3(6) . . . . ?
C00O C00F C00Q C00Y 0.8(5) . . . . ?
C00Q C00F C00O C00V -0.9(5) . . . . ?
C00R C004 C00M C00S -0.4(5) . . . . ?
C00R C00T C00Z C00S -0.6(7) . . . . ?
C00V C00U C00Y C00Q -0.2(7) . . . . ?
C00W N00P C010 C00X -0.9(7) . . . . ?
C00X C00D C00N C00W 0.3(5) . . . . ?
C00Y C00U C00V C00O 0.2(6) . . . . ?
C010 N00P C00W C00N -1.3(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_dmp_cnpy_0ma
_audit_block_doi                 10.5517/ccdc.csd.cc2hgdlz
_database_code_depnum_ccdc_archive 'CCDC 2307751'
loop_
_audit_author_name
_audit_author_address
zhubin
;East of China technology and science university
China
;
_audit_update_record             
;
2023-11-14 deposited with the CCDC.	2024-05-20 downloaded from the CCDC.
;
_audit_creation_date             2023-09-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H26 N4'
_chemical_formula_sum            'C34 H26 N4'
_chemical_formula_weight         490.59
_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'

_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                   20.5630(14)
_cell_length_b                   9.8980(10)
_cell_length_c                   12.9388(9)
_cell_angle_alpha                90
_cell_angle_beta                 91.320(4)
_cell_angle_gamma                90
_cell_volume                     2632.8(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1430
_cell_measurement_temperature    294.00
_cell_measurement_theta_max      59.615
_cell_measurement_theta_min      3.995
_shelx_estimated_absorpt_T_max   0.940
_shelx_estimated_absorpt_T_min   0.904
_exptl_absorpt_coefficient_mu    0.572
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5897
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1225 before and 0.0718 after correction.
The Ratio of minimum to maximum transmission is 0.7830.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1032
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0542
_diffrn_reflns_av_unetI/netI     0.0343
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            35400
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.545
_diffrn_reflns_theta_min         2.149
_diffrn_ambient_temperature      294.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4315
_reflns_number_total             4770
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.165
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.030
_refine_ls_extinction_coef       0.0225(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     346
_refine_ls_number_reflns         4770
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0506
_refine_ls_R_factor_gt           0.0468
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0741P)²+0.4051P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1266
_refine_ls_wR_factor_ref         0.1301
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C007(H007), C008(H008), C00C(H00C), C00D(H00D), C00E(H00E), C00G(H00G),
 C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R),
 C00S(H00S), C00U(H00U), C00V(H00V), C00W(H00W), C00Y(H00Y), C00Z(H00Z),
 C011(H011), C012(H012)
2.b Idealised Me refined as rotating group:
 C00X(H00A,H00B,H00F), C010(H01A,H01B,H01C)
;
_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
N001 N 0.79047(5) 0.51110(11) 0.69330(8) 0.0450(3) Uani 1 1 d . . . . .
N002 N 0.81544(5) 0.25354(11) 0.64136(8) 0.0454(3) Uani 1 1 d . . . . .
C003 C 0.80794(6) 0.15463(12) 0.71983(9) 0.0435(3) Uani 1 1 d . . . . .
C004 C 0.74592(6) 0.44753(12) 0.62185(9) 0.0402(3) Uani 1 1 d . . . . .
C005 C 0.85656(6) 0.47698(14) 0.67344(9) 0.0450(3) Uani 1 1 d . . . . .
C006 C 0.86954(6) 0.34382(14) 0.64702(10) 0.0453(3) Uani 1 1 d . . . . .
C007 C 0.69489(6) 0.51628(13) 0.57511(9) 0.0421(3) Uani 1 1 d . . . . .
H007 H 0.686786 0.605611 0.593007 0.051 Uiso 1 1 calc R U . . .
C008 C 0.75502(7) 0.06797(14) 0.71817(11) 0.0542(4) Uani 1 1 d . . . . .
H008 H 0.722565 0.077493 0.667438 0.065 Uiso 1 1 calc R U . . .
C009 C 0.65530(6) 0.45201(13) 0.50087(10) 0.0437(3) Uani 1 1 d . . . . .
C00A C 0.77139(7) 0.54517(12) 0.79420(10) 0.0456(3) Uani 1 1 d . . . . .
C00B C 0.75946(6) 0.31524(13) 0.59406(9) 0.0416(3) Uani 1 1 d . . . . .
C00C C 0.67129(6) 0.32164(14) 0.47119(11) 0.0502(3) Uani 1 1 d . . . . .
H00C H 0.646568 0.279381 0.419508 0.060 Uiso 1 1 calc R U . . .
C00D C 0.85413(7) 0.14163(15) 0.79978(11) 0.0550(4) Uani 1 1 d . . . . .
H00D H 0.889118 0.201094 0.803807 0.066 Uiso 1 1 calc R U . . .
C00E C 0.72287(7) 0.25338(13) 0.51644(11) 0.0494(3) Uani 1 1 d . . . . .
H00E H 0.733048 0.166386 0.494999 0.059 Uiso 1 1 calc R U . . .
C00F C 0.56522(6) 0.62517(14) 0.47317(10) 0.0481(3) Uani 1 1 d . . . . .
C00G C 0.60065(6) 0.51732(14) 0.44703(10) 0.0479(3) Uani 1 1 d . . . . .
H00G H 0.588419 0.477646 0.384397 0.057 Uiso 1 1 calc R U . . .
C00H C 0.57719(7) 0.69484(17) 0.56917(12) 0.0594(4) Uani 1 1 d . . . . .
N00I N 0.58507(8) 0.75388(19) 0.64419(14) 0.0906(5) Uani 1 1 d . . . . .
C00J C 0.90521(7) 0.57562(16) 0.67282(11) 0.0550(4) Uani 1 1 d . . . . .
C00K C 0.93141(7) 0.30253(16) 0.61910(11) 0.0560(4) Uani 1 1 d . . . . .
C00L C 0.51226(6) 0.68298(15) 0.40710(11) 0.0526(4) Uani 1 1 d . . . . .
C00M C 0.79800(10) 0.58488(16) 0.97408(12) 0.0695(5) Uani 1 1 d . . . . .
H00M H 0.828823 0.585974 1.027813 0.083 Uiso 1 1 calc R U . . .
C00N C 0.81649(8) 0.54711(15) 0.87616(11) 0.0570(4) Uani 1 1 d . . . . .
H00N H 0.859434 0.522768 0.864919 0.068 Uiso 1 1 calc R U . . .
C00O C 0.96716(7) 0.53158(19) 0.64885(13) 0.0669(4) Uani 1 1 d . . . . .
H00O H 1.001172 0.593520 0.650405 0.080 Uiso 1 1 calc R U . . .
C00P C 0.73532(10) 0.62058(16) 0.99325(12) 0.0721(5) Uani 1 1 d . . . . .
H00P H 0.723419 0.647729 1.058976 0.087 Uiso 1 1 calc R U . . .
C00Q C 0.70755(8) 0.57831(17) 0.81505(12) 0.0610(4) Uani 1 1 d . . . . .
H00Q H 0.676087 0.575429 0.762297 0.073 Uiso 1 1 calc R U . . .
C00R C 0.98006(7) 0.39978(19) 0.62292(13) 0.0663(4) Uani 1 1 d . . . . .
H00R H 1.022395 0.375150 0.607562 0.080 Uiso 1 1 calc R U . . .
C00S C 0.48524(7) 0.61332(18) 0.32365(13) 0.0647(4) Uani 1 1 d . . . . .
H00S H 0.498902 0.526026 0.308819 0.078 Uiso 1 1 calc R U . . .
N00T N 0.41523(8) 0.7985(2) 0.27814(15) 0.0887(5) Uani 1 1 d . . . . .
C00U C 0.69025(10) 0.61557(18) 0.91350(13) 0.0734(5) Uani 1 1 d . . . . .
H00U H 0.647190 0.637704 0.926014 0.088 Uiso 1 1 calc R U . . .
C00V C 0.84835(8) 0.04125(17) 0.87294(12) 0.0652(4) Uani 1 1 d . . . . .
H00V H 0.879547 0.033554 0.925797 0.078 Uiso 1 1 calc R U . . .
C00W C 0.75033(9) -0.03244(16) 0.79159(13) 0.0665(4) Uani 1 1 d . . . . .
H00W H 0.714988 -0.091071 0.789044 0.080 Uiso 1 1 calc R U . . .
C00X C 0.89151(9) 0.72054(17) 0.69517(16) 0.0751(5) Uani 1 1 d . . . . .
H00A H 0.848646 0.743105 0.669768 0.113 Uiso 1 1 calc R U . . .
H00B H 0.922901 0.776285 0.661684 0.113 Uiso 1 1 calc R U . . .
H00F H 0.894180 0.735521 0.768452 0.113 Uiso 1 1 calc R U . . .
C00Y C 0.79712(9) -0.04722(17) 0.86855(13) 0.0689(5) Uani 1 1 d . . . . .
H00Y H 0.794004 -0.116307 0.916901 0.083 Uiso 1 1 calc R U . . .
C00Z C 0.48743(8) 0.80996(19) 0.42523(16) 0.0747(5) Uani 1 1 d . . . . .
H00Z H 0.502550 0.860338 0.481493 0.090 Uiso 1 1 calc R U . . .
C010 C 0.94464(9) 0.1609(2) 0.58355(15) 0.0767(5) Uani 1 1 d . . . . .
H01A H 0.941848 0.100109 0.641063 0.115 Uiso 1 1 calc R U . . .
H01B H 0.987448 0.156354 0.555672 0.115 Uiso 1 1 calc R U . . .
H01C H 0.913085 0.135841 0.531179 0.115 Uiso 1 1 calc R U . . .
C011 C 0.43795(9) 0.6747(2) 0.26295(15) 0.0798(5) Uani 1 1 d . . . . .
H011 H 0.420696 0.625981 0.207325 0.096 Uiso 1 1 calc R U . . .
C012 C 0.43991(10) 0.8619(2) 0.35918(19) 0.0914(6) Uani 1 1 d . . . . .
H012 H 0.424255 0.947969 0.373119 0.110 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
N001 C004 1.4320(15) . ?
N001 C005 1.4293(16) . ?
N001 C00A 1.4127(17) . ?
N002 C003 1.4214(16) . ?
N002 C006 1.4276(16) . ?
N002 C00B 1.4283(15) . ?
C003 C008 1.3854(19) . ?
C003 C00D 1.3942(18) . ?
C004 C007 1.3787(17) . ?
C004 C00B 1.3877(18) . ?
C005 C006 1.3891(19) . ?
C005 C00J 1.3981(19) . ?
C006 C00K 1.3917(19) . ?
C007 H007 0.9300 . ?
C007 C009 1.3979(17) . ?
C008 H008 0.9300 . ?
C008 C00W 1.380(2) . ?
C009 C00C 1.3880(19) . ?
C009 C00G 1.4595(17) . ?
C00A C00N 1.3928(19) . ?
C00A C00Q 1.386(2) . ?
C00B C00E 1.3837(18) . ?
C00C H00C 0.9300 . ?
C00C C00E 1.3768(18) . ?
C00D H00D 0.9300 . ?
C00D C00V 1.379(2) . ?
C00E H00E 0.9300 . ?
C00F C00G 1.3402(19) . ?
C00F C00H 1.437(2) . ?
C00F C00L 1.4836(18) . ?
C00G H00G 0.9300 . ?
C00H N00I 1.141(2) . ?
C00J C00O 1.388(2) . ?
C00J C00X 1.491(2) . ?
C00K C00R 1.388(2) . ?
C00K C010 1.502(2) . ?
C00L C00S 1.386(2) . ?
C00L C00Z 1.379(2) . ?
C00M H00M 0.9300 . ?
C00M C00N 1.383(2) . ?
C00M C00P 1.365(3) . ?
C00N H00N 0.9300 . ?
C00O H00O 0.9300 . ?
C00O C00R 1.374(3) . ?
C00P H00P 0.9300 . ?
C00P C00U 1.372(3) . ?
C00Q H00Q 0.9300 . ?
C00Q C00U 1.381(2) . ?
C00R H00R 0.9300 . ?
C00S H00S 0.9300 . ?
C00S C011 1.377(2) . ?
N00T C011 1.327(3) . ?
N00T C012 1.314(3) . ?
C00U H00U 0.9300 . ?
C00V H00V 0.9300 . ?
C00V C00Y 1.370(3) . ?
C00W H00W 0.9300 . ?
C00W C00Y 1.376(3) . ?
C00X H00A 0.9600 . ?
C00X H00B 0.9600 . ?
C00X H00F 0.9600 . ?
C00Y H00Y 0.9300 . ?
C00Z H00Z 0.9300 . ?
C00Z C012 1.382(2) . ?
C010 H01A 0.9600 . ?
C010 H01B 0.9600 . ?
C010 H01C 0.9600 . ?
C011 H011 0.9300 . ?
C012 H012 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
C005 N001 C004 112.14(10) . . ?
C00A N001 C004 120.95(10) . . ?
C00A N001 C005 120.53(10) . . ?
C003 N002 C006 119.46(10) . . ?
C003 N002 C00B 120.06(10) . . ?
C006 N002 C00B 111.95(10) . . ?
C008 C003 N002 120.90(12) . . ?
C008 C003 C00D 118.42(12) . . ?
C00D C003 N002 120.68(12) . . ?
C007 C004 N001 122.37(11) . . ?
C007 C004 C00B 120.48(11) . . ?
C00B C004 N001 116.92(10) . . ?
C006 C005 N001 117.22(11) . . ?
C006 C005 C00J 121.30(12) . . ?
C00J C005 N001 121.30(13) . . ?
C005 C006 N002 116.90(11) . . ?
C005 C006 C00K 121.64(13) . . ?
C00K C006 N002 121.25(13) . . ?
C004 C007 H007 119.9 . . ?
C004 C007 C009 120.14(12) . . ?
C009 C007 H007 119.9 . . ?
C003 C008 H008 119.9 . . ?
C00W C008 C003 120.17(14) . . ?
C00W C008 H008 119.9 . . ?
C007 C009 C00G 123.79(12) . . ?
C00C C009 C007 118.38(11) . . ?
C00C C009 C00G 117.67(12) . . ?
C00N C00A N001 120.84(12) . . ?
C00Q C00A N001 121.40(12) . . ?
C00Q C00A C00N 117.75(13) . . ?
C004 C00B N002 117.19(11) . . ?
C00E C00B N002 122.76(12) . . ?
C00E C00B C004 119.78(11) . . ?
C009 C00C H00C 119.2 . . ?
C00E C00C C009 121.57(12) . . ?
C00E C00C H00C 119.2 . . ?
C003 C00D H00D 119.7 . . ?
C00V C00D C003 120.50(15) . . ?
C00V C00D H00D 119.7 . . ?
C00B C00E H00E 120.3 . . ?
C00C C00E C00B 119.48(12) . . ?
C00C C00E H00E 120.3 . . ?
C00G C00F C00H 121.13(12) . . ?
C00G C00F C00L 123.91(13) . . ?
C00H C00F C00L 114.96(13) . . ?
C009 C00G H00G 114.7 . . ?
C00F C00G C009 130.50(13) . . ?
C00F C00G H00G 114.7 . . ?
N00I C00H C00F 177.39(17) . . ?
C005 C00J C00X 122.15(14) . . ?
C00O C00J C005 116.26(14) . . ?
C00O C00J C00X 121.58(14) . . ?
C006 C00K C010 121.78(14) . . ?
C00R C00K C006 116.70(15) . . ?
C00R C00K C010 121.50(14) . . ?
C00S C00L C00F 122.19(14) . . ?
C00Z C00L C00F 121.55(15) . . ?
C00Z C00L C00S 116.26(14) . . ?
C00N C00M H00M 119.4 . . ?
C00P C00M H00M 119.4 . . ?
C00P C00M C00N 121.16(16) . . ?
C00A C00N H00N 119.7 . . ?
C00M C00N C00A 120.60(16) . . ?
C00M C00N H00N 119.7 . . ?
C00J C00O H00O 118.8 . . ?
C00R C00O C00J 122.40(14) . . ?
C00R C00O H00O 118.8 . . ?
C00M C00P H00P 120.7 . . ?
C00M C00P C00U 118.58(15) . . ?
C00U C00P H00P 120.7 . . ?
C00A C00Q H00Q 119.7 . . ?
C00U C00Q C00A 120.55(15) . . ?
C00U C00Q H00Q 119.7 . . ?
C00K C00R H00R 119.2 . . ?
C00O C00R C00K 121.59(14) . . ?
C00O C00R H00R 119.2 . . ?
C00L C00S H00S 120.3 . . ?
C011 C00S C00L 119.32(18) . . ?
C011 C00S H00S 120.3 . . ?
C012 N00T C011 115.36(15) . . ?
C00P C00U C00Q 121.31(17) . . ?
C00P C00U H00U 119.3 . . ?
C00Q C00U H00U 119.3 . . ?
C00D C00V H00V 119.7 . . ?
C00Y C00V C00D 120.69(15) . . ?
C00Y C00V H00V 119.7 . . ?
C008 C00W H00W 119.5 . . ?
C00Y C00W C008 121.06(16) . . ?
C00Y C00W H00W 119.5 . . ?
C00J C00X H00A 109.5 . . ?
C00J C00X H00B 109.5 . . ?
C00J C00X H00F 109.5 . . ?
H00A C00X H00B 109.5 . . ?
H00A C00X H00F 109.5 . . ?
H00B C00X H00F 109.5 . . ?
C00V C00Y C00W 119.08(14) . . ?
C00V C00Y H00Y 120.5 . . ?
C00W C00Y H00Y 120.5 . . ?
C00L C00Z H00Z 120.2 . . ?
C00L C00Z C012 119.54(19) . . ?
C012 C00Z H00Z 120.2 . . ?
C00K C010 H01A 109.5 . . ?
C00K C010 H01B 109.5 . . ?
C00K C010 H01C 109.5 . . ?
H01A C010 H01B 109.5 . . ?
H01A C010 H01C 109.5 . . ?
H01B C010 H01C 109.5 . . ?
C00S C011 H011 117.7 . . ?
N00T C011 C00S 124.69(19) . . ?
N00T C011 H011 117.7 . . ?
N00T C012 C00Z 124.8(2) . . ?
N00T C012 H012 117.6 . . ?
C00Z C012 H012 117.6 . . ?

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
N001 C004 C007 C009 175.83(11) . . . . ?
N001 C004 C00B N002 1.70(16) . . . . ?
N001 C004 C00B C00E -172.41(12) . . . . ?
N001 C005 C006 N002 0.49(16) . . . . ?
N001 C005 C006 C00K 175.37(11) . . . . ?
N001 C005 C00J C00O -177.69(12) . . . . ?
N001 C005 C00J C00X 1.5(2) . . . . ?
N001 C00A C00N C00M 177.83(13) . . . . ?
N001 C00A C00Q C00U -177.89(14) . . . . ?
N002 C003 C008 C00W 176.33(13) . . . . ?
N002 C003 C00D C00V -176.81(13) . . . . ?
N002 C006 C00K C00R 177.15(12) . . . . ?
N002 C006 C00K C010 -1.1(2) . . . . ?
N002 C00B C00E C00C -177.02(12) . . . . ?
C003 N002 C006 C005 -107.27(13) . . . . ?
C003 N002 C006 C00K 77.82(16) . . . . ?
C003 N002 C00B C004 105.85(13) . . . . ?
C003 N002 C00B C00E -80.23(16) . . . . ?
C003 C008 C00W C00Y 1.1(2) . . . . ?
C003 C00D C00V C00Y -0.1(2) . . . . ?
C004 N001 C005 C006 -40.70(15) . . . . ?
C004 N001 C005 C00J 134.49(13) . . . . ?
C004 N001 C00A C00N 150.17(12) . . . . ?
C004 N001 C00A C00Q -30.14(19) . . . . ?
C004 C007 C009 C00C -4.09(19) . . . . ?
C004 C007 C009 C00G -179.51(12) . . . . ?
C004 C00B C00E C00C -3.3(2) . . . . ?
C005 N001 C004 C007 -135.00(12) . . . . ?
C005 N001 C004 C00B 39.49(15) . . . . ?
C005 N001 C00A C00N 0.42(18) . . . . ?
C005 N001 C00A C00Q -179.89(13) . . . . ?
C005 C006 C00K C00R 2.5(2) . . . . ?
C005 C006 C00K C010 -175.76(14) . . . . ?
C005 C00J C00O C00R 2.6(2) . . . . ?
C006 N002 C003 C008 178.20(12) . . . . ?
C006 N002 C003 C00D -2.50(18) . . . . ?
C006 N002 C00B C004 -41.92(15) . . . . ?
C006 N002 C00B C00E 132.01(13) . . . . ?
C006 C005 C00J C00O -2.69(19) . . . . ?
C006 C005 C00J C00X 176.51(14) . . . . ?
C006 C00K C00R C00O -2.6(2) . . . . ?
C007 C004 C00B N002 176.30(11) . . . . ?
C007 C004 C00B C00E 2.19(19) . . . . ?
C007 C009 C00C C00E 3.0(2) . . . . ?
C007 C009 C00G C00F -22.0(2) . . . . ?
C008 C003 C00D C00V 2.5(2) . . . . ?
C008 C00W C00Y C00V 1.3(2) . . . . ?
C009 C00C C00E C00B 0.6(2) . . . . ?
C00A N001 C004 C007 72.94(16) . . . . ?
C00A N001 C004 C00B -112.57(13) . . . . ?
C00A N001 C005 C006 111.49(13) . . . . ?
C00A N001 C005 C00J -73.32(16) . . . . ?
C00A C00Q C00U C00P -0.2(3) . . . . ?
C00B N002 C003 C008 32.82(18) . . . . ?
C00B N002 C003 C00D -147.88(12) . . . . ?
C00B N002 C006 C005 40.70(15) . . . . ?
C00B N002 C006 C00K -134.21(13) . . . . ?
C00B C004 C007 C009 1.53(18) . . . . ?
C00C C009 C00G C00F 162.52(14) . . . . ?
C00D C003 C008 C00W -3.0(2) . . . . ?
C00D C00V C00Y C00W -1.8(2) . . . . ?
C00F C00L C00S C011 -177.49(14) . . . . ?
C00F C00L C00Z C012 177.42(16) . . . . ?
C00G C009 C00C C00E 178.75(13) . . . . ?
C00G C00F C00L C00S 14.7(2) . . . . ?
C00G C00F C00L C00Z -164.87(15) . . . . ?
C00H C00F C00G C009 -1.8(2) . . . . ?
C00H C00F C00L C00S -166.05(14) . . . . ?
C00H C00F C00L C00Z 14.3(2) . . . . ?
C00J C005 C006 N002 -174.70(11) . . . . ?
C00J C005 C006 C00K 0.2(2) . . . . ?
C00J C00O C00R C00K 0.1(3) . . . . ?
C00L C00F C00G C009 177.41(13) . . . . ?
C00L C00S C011 N00T -0.2(3) . . . . ?
C00L C00Z C012 N00T 0.4(3) . . . . ?
C00M C00P C00U C00Q -1.4(3) . . . . ?
C00N C00A C00Q C00U 1.8(2) . . . . ?
C00N C00M C00P C00U 1.4(2) . . . . ?
C00P C00M C00N C00A 0.3(2) . . . . ?
C00Q C00A C00N C00M -1.9(2) . . . . ?
C00S C00L C00Z C012 -2.2(3) . . . . ?
C00X C00J C00O C00R -176.62(16) . . . . ?
C00Z C00L C00S C011 2.1(2) . . . . ?
C010 C00K C00R C00O 175.63(16) . . . . ?
C011 N00T C012 C00Z 1.6(3) . . . . ?
C012 N00T C011 C00S -1.7(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_smp_cnpy_0m
_audit_block_doi                 10.5517/ccdc.csd.cc2hgdft
_database_code_depnum_ccdc_archive 'CCDC 2307746'
loop_
_audit_author_name
_audit_author_address
'xu jialei'
;East China University Of Science And Technology
China
;
_audit_update_record             
;
2024-02-16 deposited with the CCDC.	2024-05-20 downloaded from the CCDC.
;
_audit_creation_date             2023-09-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H24 N4'
_chemical_formula_sum            'C33 H24 N4'
_chemical_formula_weight         476.56
_chemical_absolute_configuration ?
_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'

_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      tetragonal
_space_group_IT_number           92
_space_group_name_H-M_alt        'P 41 21 2'
_space_group_name_Hall           'P 4abw 2nw'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+1/4'
'y+1/2, -x+1/2, z+3/4'
'-x+1/2, y+1/2, -z+1/4'
'x+1/2, -y+1/2, -z+3/4'
'y, x, -z'
'-y, -x, -z+1/2'

_cell_length_a                   9.5261(2)
_cell_length_b                   9.5261(2)
_cell_length_c                   54.7827(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4971.3(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9904
_cell_measurement_temperature    293.00
_cell_measurement_theta_max      67.698
_cell_measurement_theta_min      3.226
_shelx_estimated_absorpt_T_max   0.938
_shelx_estimated_absorpt_T_min   0.901
_exptl_absorpt_coefficient_mu    0.591
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5178
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1538 before and 0.0968 after correction.
The Ratio of minimum to maximum transmission is 0.6876.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2000
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0941
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       64
_diffrn_reflns_limit_l_min       -65
_diffrn_reflns_number            110107
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.528
_diffrn_reflns_theta_min         3.227
_diffrn_ambient_temperature      293.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.636
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.993
_reflns_number_gt                4142
_reflns_number_total             4571
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.157
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details 
;
 Flack x determined using 1497 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.43(19)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     335
_refine_ls_number_reflns         4571
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_gt           0.0509
_refine_ls_restrained_S_all      1.070
_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)+(0.0730P)²+1.0443P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1275
_refine_ls_wR_factor_ref         0.1321
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C009(H009), C00C(H00C), C00D(H00D), C00E(H00E), C00G(H00G), C00K(H00K),
 C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O), C00Q(H00Q), C00R(H00R),
 C00S(H00S), C00U(H00U), C00V(H00V), C00W(H00W), C00X(H00X), C00Y(H00Y),
 C00Z(H00Z), C010(H010), C011(H011)
2.b Idealised Me refined as rotating group:
 C00T(H00A,H00B,H00F)
;
_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
N001 N 0.3532(2) 0.7608(2) 0.58130(4) 0.0467(5) Uani 1 1 d . . . . .
N002 N 0.5910(2) 0.6575(2) 0.55891(4) 0.0430(5) Uani 1 1 d . . . . .
C003 C 0.4583(3) 0.8579(3) 0.57430(5) 0.0428(6) Uani 1 1 d . . . . .
C004 C 0.6901(3) 0.5920(3) 0.57535(5) 0.0427(6) Uani 1 1 d . . . . .
C005 C 0.4594(3) 0.5859(3) 0.55564(5) 0.0411(6) Uani 1 1 d . . . . .
C006 C 0.2417(3) 0.8070(3) 0.59704(5) 0.0476(6) Uani 1 1 d . . . . .
C007 C 0.3414(3) 0.6371(3) 0.56801(5) 0.0423(6) Uani 1 1 d . . . . .
C008 C 0.5743(3) 0.8057(3) 0.56169(5) 0.0434(6) Uani 1 1 d . . . . .
C009 C 0.4493(3) 0.4676(3) 0.54148(5) 0.0456(6) Uani 1 1 d . . . . .
H009 H 0.525694 0.440466 0.532012 0.055 Uiso 1 1 calc R U . . .
C00A C 0.2480(3) 0.1399(3) 0.52840(5) 0.0461(6) Uani 1 1 d . . . . .
C00B C 0.3257(3) 0.3863(3) 0.54096(5) 0.0476(6) Uani 1 1 d . . . . .
C00C C 0.4490(3) 1.0002(3) 0.57946(5) 0.0504(7) Uani 1 1 d . . . . .
H00C H 0.373328 1.035214 0.588307 0.060 Uiso 1 1 calc R U . . .
C00D C 0.2089(3) 0.4382(3) 0.55362(6) 0.0528(7) Uani 1 1 d . . . . .
H00D H 0.125199 0.387923 0.553228 0.063 Uiso 1 1 calc R U . . .
C00E C 0.3356(3) 0.2521(3) 0.52869(5) 0.0490(6) Uani 1 1 d . . . . .
H00E H 0.416385 0.240865 0.519357 0.059 Uiso 1 1 calc R U . . .
C00F C 0.6770(3) 0.8968(3) 0.55260(5) 0.0518(7) Uani 1 1 d . . . . .
C00G C 0.2150(3) 0.5612(3) 0.56659(6) 0.0519(7) Uani 1 1 d . . . . .
H00G H 0.135212 0.594628 0.574471 0.062 Uiso 1 1 calc R U . . .
C00H C 0.2808(3) 0.0056(3) 0.51614(5) 0.0496(7) Uani 1 1 d . . . . .
C00I C 0.1165(4) 0.1446(3) 0.54064(6) 0.0582(8) Uani 1 1 d . . . . .
N00J N 0.3377(5) -0.2531(3) 0.49309(6) 0.0894(10) Uani 1 1 d . . . . .
C00K C 0.5535(3) 1.0893(3) 0.57129(6) 0.0561(7) Uani 1 1 d . . . . .
H00K H 0.548573 1.184429 0.574976 0.067 Uiso 1 1 calc R U . . .
C00L C 0.7373(4) 0.6607(3) 0.59591(6) 0.0616(8) Uani 1 1 d . . . . .
H00L H 0.705444 0.751013 0.599185 0.074 Uiso 1 1 calc R U . . .
C00M C 0.2519(4) 0.7830(4) 0.62162(6) 0.0631(8) Uani 1 1 d . . . . .
H00M H 0.327286 0.733156 0.628051 0.076 Uiso 1 1 calc R U . . .
C00N C 0.7404(3) 0.4582(3) 0.57070(6) 0.0571(7) Uani 1 1 d . . . . .
H00N H 0.711407 0.410517 0.556769 0.069 Uiso 1 1 calc R U . . .
C00O C 0.6646(4) 1.0395(3) 0.55781(6) 0.0594(8) Uani 1 1 d . . . . .
H00O H 0.732258 1.101753 0.552101 0.071 Uiso 1 1 calc R U . . .
N00P N 0.0100(4) 0.1437(3) 0.55019(8) 0.0930(12) Uani 1 1 d . . . . .
C00Q C 0.8334(4) 0.3953(4) 0.58668(7) 0.0685(9) Uani 1 1 d . . . . .
H00Q H 0.864840 0.304668 0.583500 0.082 Uiso 1 1 calc R U . . .
C00R C 0.8800(4) 0.4637(4) 0.60706(7) 0.0720(10) Uani 1 1 d . . . . .
H00R H 0.943356 0.421034 0.617631 0.086 Uiso 1 1 calc R U . . .
C00S C 0.1288(3) 0.8795(4) 0.58745(7) 0.0654(9) Uani 1 1 d . . . . .
H00S H 0.122706 0.895026 0.570722 0.078 Uiso 1 1 calc R U . . .
C00T C 0.7984(4) 0.8405(4) 0.53840(7) 0.0728(10) Uani 1 1 d . . . . .
H00A H 0.863814 0.796706 0.549337 0.109 Uiso 1 1 calc R U . . .
H00B H 0.844085 0.916102 0.529944 0.109 Uiso 1 1 calc R U . . .
H00F H 0.765436 0.772696 0.526780 0.109 Uiso 1 1 calc R U . . .
C00U C 0.1458(5) 0.8357(5) 0.63686(7) 0.0880(14) Uani 1 1 d . . . . .
H00U H 0.150793 0.821571 0.653637 0.106 Uiso 1 1 calc R U . . .
C00V C 0.8305(5) 0.5982(4) 0.61164(7) 0.0767(11) Uani 1 1 d . . . . .
H00V H 0.860699 0.646304 0.625444 0.092 Uiso 1 1 calc R U . . .
C00W C 0.0340(5) 0.9083(5) 0.62701(10) 0.0942(15) Uani 1 1 d . . . . .
H00W H -0.035724 0.943220 0.637230 0.113 Uiso 1 1 calc R U . . .
C00X C 0.0248(4) 0.9289(5) 0.60285(10) 0.0880(12) Uani 1 1 d . . . . .
H00X H -0.051888 0.976709 0.596408 0.106 Uiso 1 1 calc R U . . .
C00Y C 0.1849(5) -0.1017(4) 0.51513(7) 0.0860(13) Uani 1 1 d . . . . .
H00Y H 0.097047 -0.090059 0.522258 0.103 Uiso 1 1 calc R U . . .
C00Z C 0.4066(4) -0.0228(5) 0.50516(9) 0.0915(14) Uani 1 1 d . . . . .
H00Z H 0.477314 0.044506 0.505301 0.110 Uiso 1 1 calc R U . . .
C010 C 0.2168(6) -0.2255(4) 0.50377(9) 0.1054(18) Uani 1 1 d . . . . .
H010 H 0.148390 -0.295162 0.503578 0.126 Uiso 1 1 calc R U . . .
C011 C 0.4293(5) -0.1492(5) 0.49395(10) 0.1096(17) Uani 1 1 d . . . . .
H011 H 0.515653 -0.163000 0.486404 0.131 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
N001 C003 1.416(3) . ?
N001 C006 1.437(3) . ?
N001 C007 1.390(3) . ?
N002 C004 1.446(3) . ?
N002 C005 1.439(3) . ?
N002 C008 1.429(3) . ?
C003 C008 1.395(4) . ?
C003 C00C 1.388(4) . ?
C004 C00L 1.378(4) . ?
C004 C00N 1.385(4) . ?
C005 C007 1.400(4) . ?
C005 C009 1.371(4) . ?
C006 C00M 1.369(4) . ?
C006 C00S 1.382(5) . ?
C007 C00G 1.407(4) . ?
C008 C00F 1.399(4) . ?
C009 H009 0.9300 . ?
C009 C00B 1.410(4) . ?
C00A C00E 1.356(4) . ?
C00A C00H 1.478(4) . ?
C00A C00I 1.422(4) . ?
C00B C00D 1.401(4) . ?
C00B C00E 1.447(4) . ?
C00C H00C 0.9300 . ?
C00C C00K 1.383(4) . ?
C00D H00D 0.9300 . ?
C00D C00G 1.372(4) . ?
C00E H00E 0.9300 . ?
C00F C00O 1.394(4) . ?
C00F C00T 1.493(4) . ?
C00G H00G 0.9300 . ?
C00H C00Y 1.372(5) . ?
C00H C00Z 1.368(5) . ?
C00I N00P 1.142(4) . ?
N00J C010 1.318(6) . ?
N00J C011 1.320(6) . ?
C00K H00K 0.9300 . ?
C00K C00O 1.375(5) . ?
C00L H00L 0.9300 . ?
C00L C00V 1.373(5) . ?
C00M H00M 0.9300 . ?
C00M C00U 1.404(6) . ?
C00N H00N 0.9300 . ?
C00N C00Q 1.382(5) . ?
C00O H00O 0.9300 . ?
C00Q H00Q 0.9300 . ?
C00Q C00R 1.367(5) . ?
C00R H00R 0.9300 . ?
C00R C00V 1.388(5) . ?
C00S H00S 0.9300 . ?
C00S C00X 1.384(5) . ?
C00T H00A 0.9600 . ?
C00T H00B 0.9600 . ?
C00T H00F 0.9600 . ?
C00U H00U 0.9300 . ?
C00U C00W 1.380(7) . ?
C00V H00V 0.9300 . ?
C00W H00W 0.9300 . ?
C00W C00X 1.341(7) . ?
C00X H00X 0.9300 . ?
C00Y H00Y 0.9300 . ?
C00Y C010 1.368(5) . ?
C00Z H00Z 0.9300 . ?
C00Z C011 1.370(5) . ?
C010 H010 0.9300 . ?
C011 H011 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
C003 N001 C006 119.0(2) . . ?
C007 N001 C003 118.0(2) . . ?
C007 N001 C006 120.9(2) . . ?
C005 N002 C004 116.2(2) . . ?
C008 N002 C004 115.6(2) . . ?
C008 N002 C005 112.6(2) . . ?
C008 C003 N001 117.5(2) . . ?
C00C C003 N001 122.5(3) . . ?
C00C C003 C008 120.0(3) . . ?
C00L C004 N002 121.1(3) . . ?
C00L C004 C00N 118.3(3) . . ?
C00N C004 N002 120.5(2) . . ?
C007 C005 N002 118.3(2) . . ?
C009 C005 N002 121.4(2) . . ?
C009 C005 C007 120.3(2) . . ?
C00M C006 N001 119.1(3) . . ?
C00M C006 C00S 120.9(3) . . ?
C00S C006 N001 120.0(3) . . ?
N001 C007 C005 119.0(2) . . ?
N001 C007 C00G 122.3(2) . . ?
C005 C007 C00G 118.8(2) . . ?
C003 C008 N002 119.5(2) . . ?
C003 C008 C00F 120.6(2) . . ?
C00F C008 N002 119.8(2) . . ?
C005 C009 H009 119.3 . . ?
C005 C009 C00B 121.4(3) . . ?
C00B C009 H009 119.3 . . ?
C00E C00A C00H 123.9(3) . . ?
C00E C00A C00I 120.8(3) . . ?
C00I C00A C00H 115.3(3) . . ?
C009 C00B C00E 116.1(3) . . ?
C00D C00B C009 117.4(2) . . ?
C00D C00B C00E 126.4(3) . . ?
C003 C00C H00C 120.4 . . ?
C00K C00C C003 119.1(3) . . ?
C00K C00C H00C 120.4 . . ?
C00B C00D H00D 119.2 . . ?
C00G C00D C00B 121.6(3) . . ?
C00G C00D H00D 119.2 . . ?
C00A C00E C00B 131.4(3) . . ?
C00A C00E H00E 114.3 . . ?
C00B C00E H00E 114.3 . . ?
C008 C00F C00T 120.3(3) . . ?
C00O C00F C008 118.2(3) . . ?
C00O C00F C00T 121.5(3) . . ?
C007 C00G H00G 119.9 . . ?
C00D C00G C007 120.3(3) . . ?
C00D C00G H00G 119.9 . . ?
C00Y C00H C00A 121.5(3) . . ?
C00Z C00H C00A 123.7(3) . . ?
C00Z C00H C00Y 114.7(3) . . ?
N00P C00I C00A 177.6(4) . . ?
C010 N00J C011 114.4(3) . . ?
C00C C00K H00K 119.4 . . ?
C00O C00K C00C 121.1(3) . . ?
C00O C00K H00K 119.4 . . ?
C004 C00L H00L 119.4 . . ?
C00V C00L C004 121.2(3) . . ?
C00V C00L H00L 119.4 . . ?
C006 C00M H00M 120.9 . . ?
C006 C00M C00U 118.3(4) . . ?
C00U C00M H00M 120.9 . . ?
C004 C00N H00N 119.9 . . ?
C00Q C00N C004 120.3(3) . . ?
C00Q C00N H00N 119.9 . . ?
C00F C00O H00O 119.6 . . ?
C00K C00O C00F 120.8(3) . . ?
C00K C00O H00O 119.6 . . ?
C00N C00Q H00Q 119.4 . . ?
C00R C00Q C00N 121.2(3) . . ?
C00R C00Q H00Q 119.4 . . ?
C00Q C00R H00R 120.7 . . ?
C00Q C00R C00V 118.5(3) . . ?
C00V C00R H00R 120.7 . . ?
C006 C00S H00S 120.1 . . ?
C006 C00S C00X 119.7(4) . . ?
C00X C00S H00S 120.1 . . ?
C00F C00T H00A 109.5 . . ?
C00F C00T H00B 109.5 . . ?
C00F C00T H00F 109.5 . . ?
H00A C00T H00B 109.5 . . ?
H00A C00T H00F 109.5 . . ?
H00B C00T H00F 109.5 . . ?
C00M C00U H00U 119.9 . . ?
C00W C00U C00M 120.2(4) . . ?
C00W C00U H00U 119.9 . . ?
C00L C00V C00R 120.4(3) . . ?
C00L C00V H00V 119.8 . . ?
C00R C00V H00V 119.8 . . ?
C00U C00W H00W 119.7 . . ?
C00X C00W C00U 120.7(4) . . ?
C00X C00W H00W 119.7 . . ?
C00S C00X H00X 119.8 . . ?
C00W C00X C00S 120.3(4) . . ?
C00W C00X H00X 119.8 . . ?
C00H C00Y H00Y 119.6 . . ?
C010 C00Y C00H 120.9(4) . . ?
C010 C00Y H00Y 119.6 . . ?
C00H C00Z H00Z 119.7 . . ?
C00H C00Z C011 120.6(4) . . ?
C011 C00Z H00Z 119.7 . . ?
N00J C010 C00Y 124.6(4) . . ?
N00J C010 H010 117.7 . . ?
C00Y C010 H010 117.7 . . ?
N00J C011 C00Z 124.8(4) . . ?
N00J C011 H011 117.6 . . ?
C00Z C011 H011 117.6 . . ?

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
N001 C003 C008 N002 -7.4(4) . . . . ?
N001 C003 C008 C00F 175.2(3) . . . . ?
N001 C003 C00C C00K -177.8(3) . . . . ?
N001 C006 C00M C00U 176.6(3) . . . . ?
N001 C006 C00S C00X -177.2(3) . . . . ?
N001 C007 C00G C00D -178.7(3) . . . . ?
N002 C004 C00L C00V 179.5(3) . . . . ?
N002 C004 C00N C00Q -179.0(3) . . . . ?
N002 C005 C007 N001 5.1(4) . . . . ?
N002 C005 C007 C00G -174.7(2) . . . . ?
N002 C005 C009 C00B 171.0(3) . . . . ?
N002 C008 C00F C00O -173.5(3) . . . . ?
N002 C008 C00F C00T 4.6(5) . . . . ?
C003 N001 C006 C00M -96.7(3) . . . . ?
C003 N001 C006 C00S 80.7(4) . . . . ?
C003 N001 C007 C005 25.4(4) . . . . ?
C003 N001 C007 C00G -154.8(3) . . . . ?
C003 C008 C00F C00O 3.9(5) . . . . ?
C003 C008 C00F C00T -178.0(3) . . . . ?
C003 C00C C00K C00O 1.2(5) . . . . ?
C004 N002 C005 C007 101.9(3) . . . . ?
C004 N002 C005 C009 -75.9(3) . . . . ?
C004 N002 C008 C003 -101.0(3) . . . . ?
C004 N002 C008 C00F 76.6(3) . . . . ?
C004 C00L C00V C00R 0.3(6) . . . . ?
C004 C00N C00Q C00R -1.3(5) . . . . ?
C005 N002 C004 C00L -119.9(3) . . . . ?
C005 N002 C004 C00N 60.3(3) . . . . ?
C005 N002 C008 C003 36.0(3) . . . . ?
C005 N002 C008 C00F -146.5(3) . . . . ?
C005 C007 C00G C00D 1.1(4) . . . . ?
C005 C009 C00B C00D 6.0(4) . . . . ?
C005 C009 C00B C00E -169.9(3) . . . . ?
C006 N001 C003 C008 171.9(2) . . . . ?
C006 N001 C003 C00C -8.3(4) . . . . ?
C006 N001 C007 C005 -171.1(3) . . . . ?
C006 N001 C007 C00G 8.7(4) . . . . ?
C006 C00M C00U C00W 0.6(5) . . . . ?
C006 C00S C00X C00W 0.8(6) . . . . ?
C007 N001 C003 C008 -24.3(4) . . . . ?
C007 N001 C003 C00C 155.5(3) . . . . ?
C007 N001 C006 C00M 100.0(3) . . . . ?
C007 N001 C006 C00S -82.6(4) . . . . ?
C007 C005 C009 C00B -6.8(4) . . . . ?
C008 N002 C004 C00L 15.5(4) . . . . ?
C008 N002 C004 C00N -164.3(3) . . . . ?
C008 N002 C005 C007 -34.8(3) . . . . ?
C008 N002 C005 C009 147.4(3) . . . . ?
C008 C003 C00C C00K 2.0(4) . . . . ?
C008 C00F C00O C00K -0.7(5) . . . . ?
C009 C005 C007 N001 -177.0(2) . . . . ?
C009 C005 C007 C00G 3.1(4) . . . . ?
C009 C00B C00D C00G -1.7(4) . . . . ?
C009 C00B C00E C00A 167.0(3) . . . . ?
C00A C00H C00Y C010 -179.8(4) . . . . ?
C00A C00H C00Z C011 -179.5(4) . . . . ?
C00B C00D C00G C007 -1.7(5) . . . . ?
C00C C003 C008 N002 172.9(3) . . . . ?
C00C C003 C008 C00F -4.6(4) . . . . ?
C00C C00K C00O C00F -1.9(5) . . . . ?
C00D C00B C00E C00A -8.5(5) . . . . ?
C00E C00A C00H C00Y -176.0(3) . . . . ?
C00E C00A C00H C00Z 4.5(5) . . . . ?
C00E C00B C00D C00G 173.7(3) . . . . ?
C00H C00A C00E C00B -175.2(3) . . . . ?
C00H C00Y C010 N00J -0.1(8) . . . . ?
C00H C00Z C011 N00J -1.5(9) . . . . ?
C00I C00A C00E C00B 3.7(5) . . . . ?
C00I C00A C00H C00Y 5.1(5) . . . . ?
C00I C00A C00H C00Z -174.5(4) . . . . ?
C00L C004 C00N C00Q 1.3(5) . . . . ?
C00M C006 C00S C00X 0.2(5) . . . . ?
C00M C00U C00W C00X 0.3(6) . . . . ?
C00N C004 C00L C00V -0.8(5) . . . . ?
C00N C00Q C00R C00V 0.7(6) . . . . ?
C00Q C00R C00V C00L -0.2(6) . . . . ?
C00S C006 C00M C00U -0.9(5) . . . . ?
C00T C00F C00O C00K -178.8(3) . . . . ?
C00U C00W C00X C00S -1.0(6) . . . . ?
C00Y C00H C00Z C011 0.9(7) . . . . ?
C00Z C00H C00Y C010 -0.2(7) . . . . ?
C010 N00J C011 C00Z 1.1(9) . . . . ?
C011 N00J C010 C00Y -0.4(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
