# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_naphterpy
_database_code_depnum_ccdc_archive 'CCDC 2203397'
loop_
_audit_author_name
_audit_author_address
'Sotaro Kusumoto'
;Kanagawa University
Japan
;
_audit_update_record             
;
2022-08-25 deposited with the CCDC.	2022-10-21 downloaded from the CCDC.
;
_audit_creation_date             2022-08-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        Terpy_naph
_chemical_formula_moiety         'C25 H17 N3'
_chemical_formula_sum            'C25 H17 N3'
_chemical_formula_weight         359.41
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
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'

_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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   11.0002(6)
_cell_length_b                   9.8052(7)
_cell_length_c                   34.289(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3698.4(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3112
_cell_measurement_temperature    300
_cell_measurement_theta_max      21.6420
_cell_measurement_theta_min      2.1920
_shelx_estimated_absorpt_T_max   0.998
_shelx_estimated_absorpt_T_min   0.985
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.26717
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0868
_diffrn_reflns_av_unetI/netI     0.0528
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_number            31672
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.368
_diffrn_reflns_theta_min         2.200
_diffrn_ambient_temperature      300
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -15.74 164.26   0.50   10.00    --   10.00  73.75 -25.74  360
  2  ω    -15.74 104.26   0.50   10.00    --   10.00  73.75  64.26  240
  3  ω    -15.74  44.26   0.50   10.00    --   10.00  73.75 154.26  120
  4  φ    -25.74 154.26   3.00    5.00 -25.74   0.00  73.75    --    60
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0575305000
_diffrn_orient_matrix_UB_12      -0.0125068000
_diffrn_orient_matrix_UB_13      -0.0086325000
_diffrn_orient_matrix_UB_21      0.0266867000
_diffrn_orient_matrix_UB_22      0.0041266000
_diffrn_orient_matrix_UB_23      -0.0187899000
_diffrn_orient_matrix_UB_31      0.0116932000
_diffrn_orient_matrix_UB_32      -0.0711351000
_diffrn_orient_matrix_UB_33      0.0004152000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2115
_reflns_number_total             3764
_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 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_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  (Sheldrick, 2015)'
_refine_diff_density_max         0.174
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       0.0050(10)
_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   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         3764
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1125
_refine_ls_R_factor_gt           0.0638
_refine_ls_restrained_S_all      1.056
_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)+(0.0904P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1603
_refine_ls_wR_factor_ref         0.1974
_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:
 C009(H009), C00C(H00C), C00D(H00D), C00E(H00E), C00G(H00G), C00H(H00H),
 C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M), C00N(H00N),
 C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S)
;
_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 0.33550(18) 0.5539(2) 0.33661(5) 0.0557(5) Uani 1 1 d . . . . .
N002 N 0.57480(19) 0.3543(2) 0.37984(6) 0.0705(6) Uani 1 1 d . . . . .
C003 C 0.2000(2) 0.4243(2) 0.39503(6) 0.0527(6) Uani 1 1 d . . . . .
C004 C 0.14129(18) 0.3880(2) 0.46594(6) 0.0500(6) Uani 1 1 d . . . . .
C005 C 0.12747(19) 0.3542(2) 0.42593(7) 0.0518(6) Uani 1 1 d . . . . .
C006 C 0.5231(2) 0.4520(3) 0.35795(6) 0.0554(6) Uani 1 1 d . . . . .
N007 N 0.0412(2) 0.6307(3) 0.29944(7) 0.0816(7) Uani 1 1 d . . . . .
C008 C 0.2143(2) 0.5686(2) 0.33870(6) 0.0545(6) Uani 1 1 d . . . . .
C009 C 0.3250(2) 0.4062(3) 0.39204(6) 0.0559(6) Uani 1 1 d . . . . .
H009 H 0.365272 0.350627 0.409821 0.067 Uiso 1 1 calc R U . . .
C00A C 0.0701(2) 0.3162(2) 0.49413(7) 0.0551(6) Uani 1 1 d . . . . .
C00B C 0.3900(2) 0.4705(2) 0.36265(6) 0.0525(6) Uani 1 1 d . . . . .
C00C C 0.1444(2) 0.5070(3) 0.36725(7) 0.0569(6) Uani 1 1 d . . . . .
H00C H 0.060779 0.520639 0.367872 0.068 Uiso 1 1 calc R U . . .
C00D C 0.2185(2) 0.4937(2) 0.47973(7) 0.0580(7) Uani 1 1 d . . . . .
H00D H 0.265159 0.542937 0.462012 0.070 Uiso 1 1 calc R U . . .
C00E C 0.0452(2) 0.2566(3) 0.41486(7) 0.0610(7) Uani 1 1 d . . . . .
H00E H 0.034356 0.237764 0.388506 0.073 Uiso 1 1 calc R U . . .
C00F C 0.1578(2) 0.6562(2) 0.30822(7) 0.0578(6) Uani 1 1 d . . . . .
C00G C 0.0810(2) 0.3516(3) 0.53393(7) 0.0636(7) Uani 1 1 d . . . . .
H00G H 0.035663 0.304281 0.552405 0.076 Uiso 1 1 calc R U . . .
C00H C 0.2254(2) 0.5243(3) 0.51837(7) 0.0648(7) Uani 1 1 d . . . . .
H00H H 0.276975 0.593656 0.526686 0.078 Uiso 1 1 calc R U . . .
C00I C 0.1561(2) 0.4529(3) 0.54570(8) 0.0676(7) Uani 1 1 d . . . . .
H00I H 0.161594 0.474983 0.572016 0.081 Uiso 1 1 calc R U . . .
C00J C -0.0230(2) 0.1846(3) 0.44274(8) 0.0686(7) Uani 1 1 d . . . . .
H00J H -0.076756 0.116944 0.434772 0.082 Uiso 1 1 calc R U . . .
C00K C -0.0106(2) 0.2133(3) 0.48104(8) 0.0660(7) Uani 1 1 d . . . . .
H00K H -0.056014 0.164573 0.499196 0.079 Uiso 1 1 calc R U . . .
C00L C 0.2227(2) 0.7582(3) 0.29013(7) 0.0687(7) Uani 1 1 d . . . . .
H00L H 0.303601 0.773341 0.296721 0.082 Uiso 1 1 calc R U . . .
C00M C 0.5901(2) 0.5315(3) 0.33248(7) 0.0687(7) Uani 1 1 d . . . . .
H00M H 0.552347 0.598864 0.317704 0.082 Uiso 1 1 calc R U . . .
C00N C 0.1671(3) 0.8377(3) 0.26217(8) 0.0805(8) Uani 1 1 d . . . . .
H00N H 0.209453 0.907967 0.250024 0.097 Uiso 1 1 calc R U . . .
C00O C 0.6944(3) 0.3344(3) 0.37570(9) 0.0814(9) Uani 1 1 d . . . . .
H00O H 0.730917 0.266227 0.390468 0.098 Uiso 1 1 calc R U . . .
C00P C 0.7662(3) 0.4090(4) 0.35088(9) 0.0821(9) Uani 1 1 d . . . . .
H00P H 0.848980 0.391333 0.348797 0.099 Uiso 1 1 calc R U . . .
C00Q C 0.7131(3) 0.5097(3) 0.32932(8) 0.0801(9) Uani 1 1 d . . . . .
H00Q H 0.759730 0.563135 0.312643 0.096 Uiso 1 1 calc R U . . .
C00R C 0.0494(3) 0.8120(3) 0.25263(8) 0.0811(9) Uani 1 1 d . . . . .
H00R H 0.009883 0.863196 0.233649 0.097 Uiso 1 1 calc R U . . .
C00S C -0.0091(3) 0.7090(4) 0.27168(9) 0.0949(10) Uani 1 1 d . . . . .
H00S H -0.089542 0.691815 0.264954 0.114 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 C008 1.343(3) . ?
N001 C00B 1.351(3) . ?
N002 C006 1.343(3) . ?
N002 C00O 1.337(3) . ?
C003 C005 1.494(3) . ?
C003 C009 1.390(3) . ?
C003 C00C 1.392(3) . ?
C004 C005 1.419(3) . ?
C004 C00A 1.429(3) . ?
C004 C00D 1.422(3) . ?
C005 C00E 1.371(3) . ?
C006 C00B 1.485(3) . ?
C006 C00M 1.383(3) . ?
N007 C00F 1.341(3) . ?
N007 C00S 1.342(3) . ?
C008 C00C 1.384(3) . ?
C008 C00F 1.489(3) . ?
C009 H009 0.9300 . ?
C009 C00B 1.387(3) . ?
C00A C00G 1.413(3) . ?
C00A C00K 1.417(3) . ?
C00C H00C 0.9300 . ?
C00D H00D 0.9300 . ?
C00D C00H 1.361(3) . ?
C00E H00E 0.9300 . ?
C00E C00J 1.405(3) . ?
C00F C00L 1.376(3) . ?
C00G H00G 0.9300 . ?
C00G C00I 1.354(4) . ?
C00H H00H 0.9300 . ?
C00H C00I 1.396(3) . ?
C00I H00I 0.9300 . ?
C00J H00J 0.9300 . ?
C00J C00K 1.350(3) . ?
C00K H00K 0.9300 . ?
C00L H00L 0.9300 . ?
C00L C00N 1.379(4) . ?
C00M H00M 0.9300 . ?
C00M C00Q 1.374(4) . ?
C00N H00N 0.9300 . ?
C00N C00R 1.358(4) . ?
C00O H00O 0.9300 . ?
C00O C00P 1.372(4) . ?
C00P H00P 0.9300 . ?
C00P C00Q 1.365(4) . ?
C00Q H00Q 0.9300 . ?
C00R H00R 0.9300 . ?
C00R C00S 1.364(4) . ?
C00S H00S 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
C008 N001 C00B 118.04(19) . . ?
C00O N002 C006 117.4(2) . . ?
C009 C003 C005 121.5(2) . . ?
C009 C003 C00C 117.3(2) . . ?
C00C C003 C005 121.2(2) . . ?
C005 C004 C00A 118.7(2) . . ?
C005 C004 C00D 123.7(2) . . ?
C00D C004 C00A 117.5(2) . . ?
C004 C005 C003 121.4(2) . . ?
C00E C005 C003 118.5(2) . . ?
C00E C005 C004 120.1(2) . . ?
N002 C006 C00B 116.4(2) . . ?
N002 C006 C00M 122.0(2) . . ?
C00M C006 C00B 121.6(2) . . ?
C00F N007 C00S 116.5(2) . . ?
N001 C008 C00C 122.9(2) . . ?
N001 C008 C00F 116.1(2) . . ?
C00C C008 C00F 121.1(2) . . ?
C003 C009 H009 119.8 . . ?
C00B C009 C003 120.3(2) . . ?
C00B C009 H009 119.8 . . ?
C00G C00A C004 119.1(2) . . ?
C00G C00A C00K 122.2(2) . . ?
C00K C00A C004 118.7(2) . . ?
N001 C00B C006 116.1(2) . . ?
N001 C00B C009 121.8(2) . . ?
C009 C00B C006 122.1(2) . . ?
C003 C00C H00C 120.2 . . ?
C008 C00C C003 119.6(2) . . ?
C008 C00C H00C 120.2 . . ?
C004 C00D H00D 119.4 . . ?
C00H C00D C004 121.2(2) . . ?
C00H C00D H00D 119.4 . . ?
C005 C00E H00E 119.5 . . ?
C005 C00E C00J 121.0(2) . . ?
C00J C00E H00E 119.5 . . ?
N007 C00F C008 116.7(2) . . ?
N007 C00F C00L 122.1(2) . . ?
C00L C00F C008 121.2(2) . . ?
C00A C00G H00G 119.4 . . ?
C00I C00G C00A 121.3(2) . . ?
C00I C00G H00G 119.4 . . ?
C00D C00H H00H 119.6 . . ?
C00D C00H C00I 120.8(2) . . ?
C00I C00H H00H 119.6 . . ?
C00G C00I C00H 120.1(2) . . ?
C00G C00I H00I 120.0 . . ?
C00H C00I H00I 120.0 . . ?
C00E C00J H00J 119.9 . . ?
C00K C00J C00E 120.2(2) . . ?
C00K C00J H00J 119.9 . . ?
C00A C00K H00K 119.4 . . ?
C00J C00K C00A 121.3(2) . . ?
C00J C00K H00K 119.4 . . ?
C00F C00L H00L 120.2 . . ?
C00F C00L C00N 119.6(3) . . ?
C00N C00L H00L 120.2 . . ?
C006 C00M H00M 120.5 . . ?
C00Q C00M C006 119.1(3) . . ?
C00Q C00M H00M 120.5 . . ?
C00L C00N H00N 120.5 . . ?
C00R C00N C00L 119.0(3) . . ?
C00R C00N H00N 120.5 . . ?
N002 C00O H00O 118.2 . . ?
N002 C00O C00P 123.7(3) . . ?
C00P C00O H00O 118.2 . . ?
C00O C00P H00P 120.8 . . ?
C00Q C00P C00O 118.4(3) . . ?
C00Q C00P H00P 120.8 . . ?
C00M C00Q H00Q 120.3 . . ?
C00P C00Q C00M 119.4(3) . . ?
C00P C00Q H00Q 120.3 . . ?
C00N C00R H00R 120.9 . . ?
C00N C00R C00S 118.2(3) . . ?
C00S C00R H00R 120.9 . . ?
N007 C00S C00R 124.7(3) . . ?
N007 C00S H00S 117.7 . . ?
C00R C00S H00S 117.7 . . ?

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 C008 C00C C003 -0.8(4) . . . . ?
N001 C008 C00F N007 153.8(2) . . . . ?
N001 C008 C00F C00L -26.3(3) . . . . ?
N002 C006 C00B N001 -170.4(2) . . . . ?
N002 C006 C00B C009 9.6(3) . . . . ?
N002 C006 C00M C00Q 0.3(4) . . . . ?
N002 C00O C00P C00Q 0.4(5) . . . . ?
C003 C005 C00E C00J 178.1(2) . . . . ?
C003 C009 C00B N001 1.1(4) . . . . ?
C003 C009 C00B C006 -178.8(2) . . . . ?
C004 C005 C00E C00J -2.6(3) . . . . ?
C004 C00A C00G C00I 0.9(3) . . . . ?
C004 C00A C00K C00J -1.4(4) . . . . ?
C004 C00D C00H C00I -0.3(3) . . . . ?
C005 C003 C009 C00B 178.9(2) . . . . ?
C005 C003 C00C C008 -179.0(2) . . . . ?
C005 C004 C00A C00G -178.4(2) . . . . ?
C005 C004 C00A C00K 0.6(3) . . . . ?
C005 C004 C00D C00H 178.0(2) . . . . ?
C005 C00E C00J C00K 1.8(4) . . . . ?
C006 N002 C00O C00P 0.8(4) . . . . ?
C006 C00M C00Q C00P 1.0(4) . . . . ?
N007 C00F C00L C00N 0.3(4) . . . . ?
C008 N001 C00B C006 177.0(2) . . . . ?
C008 N001 C00B C009 -3.0(3) . . . . ?
C008 C00F C00L C00N -179.7(2) . . . . ?
C009 C003 C005 C004 67.7(3) . . . . ?
C009 C003 C005 C00E -113.1(3) . . . . ?
C009 C003 C00C C008 -1.1(3) . . . . ?
C00A C004 C005 C003 -179.4(2) . . . . ?
C00A C004 C005 C00E 1.4(3) . . . . ?
C00A C004 C00D C00H 0.8(3) . . . . ?
C00A C00G C00I C00H -0.4(4) . . . . ?
C00B N001 C008 C00C 2.8(3) . . . . ?
C00B N001 C008 C00F -177.17(19) . . . . ?
C00B C006 C00M C00Q -180.0(2) . . . . ?
C00C C003 C005 C004 -114.5(3) . . . . ?
C00C C003 C005 C00E 64.7(3) . . . . ?
C00C C003 C009 C00B 0.9(3) . . . . ?
C00C C008 C00F N007 -26.2(3) . . . . ?
C00C C008 C00F C00L 153.7(2) . . . . ?
C00D C004 C005 C003 3.5(3) . . . . ?
C00D C004 C005 C00E -175.8(2) . . . . ?
C00D C004 C00A C00G -1.0(3) . . . . ?
C00D C004 C00A C00K 177.9(2) . . . . ?
C00D C00H C00I C00G 0.1(4) . . . . ?
C00E C00J C00K C00A 0.3(4) . . . . ?
C00F N007 C00S C00R -0.9(5) . . . . ?
C00F C008 C00C C003 179.2(2) . . . . ?
C00F C00L C00N C00R -1.1(4) . . . . ?
C00G C00A C00K C00J 177.5(2) . . . . ?
C00K C00A C00G C00I -178.1(2) . . . . ?
C00L C00N C00R C00S 0.8(5) . . . . ?
C00M C006 C00B N001 9.9(3) . . . . ?
C00M C006 C00B C009 -170.2(2) . . . . ?
C00N C00R C00S N007 0.2(5) . . . . ?
C00O N002 C006 C00B 179.1(2) . . . . ?
C00O N002 C006 C00M -1.2(4) . . . . ?
C00O C00P C00Q C00M -1.3(4) . . . . ?
C00S N007 C00F C008 -179.4(2) . . . . ?
C00S N007 C00F C00L 0.7(4) . . . . ?

_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 1.934
_oxdiff_exptl_absorpt_empirical_full_min 0.589
####################################################################### 
# 
# 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_mo_220518anthterpy_autored
_database_code_depnum_ccdc_archive 'CCDC 2203398'
loop_
_audit_author_name
_audit_author_address
'Sotaro Kusumoto'
;Kanagawa University
Japan
;
_audit_update_record             
;
2022-08-25 deposited with the CCDC.	2022-10-21 downloaded from the CCDC.
;
_audit_creation_date             2022-08-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H19 N3'
_chemical_formula_sum            'C29 H19 N3'
_chemical_formula_weight         409.47
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
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'

_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                   12.7668(17)
_cell_length_b                   14.4310(16)
_cell_length_c                   11.6963(18)
_cell_angle_alpha                90
_cell_angle_beta                 104.463(12)
_cell_angle_gamma                90
_cell_volume                     2086.6(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    874
_cell_measurement_temperature    293
_cell_measurement_theta_max      21.7310
_cell_measurement_theta_min      1.6570
_shelx_estimated_absorpt_T_max   0.999
_shelx_estimated_absorpt_T_min   0.992
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.06053
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.303
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1375
_diffrn_reflns_av_unetI/netI     0.1648
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            18694
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         2.169
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -15.74 164.26   0.50   10.00    --   10.00  73.75 -25.74  360
  2  ω    -15.74 104.26   0.50   10.00    --   10.00  73.75  64.26  240
  3  ω    -15.74  44.26   0.50   10.00    --   10.00  73.75 154.26  120
  4  φ    -25.74 154.26   3.00    5.00 -25.74   0.00  73.75    --    60
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0354803000
_diffrn_orient_matrix_UB_12      -0.0385283000
_diffrn_orient_matrix_UB_13      -0.0122030000
_diffrn_orient_matrix_UB_21      -0.0448789000
_diffrn_orient_matrix_UB_22      0.0304400000
_diffrn_orient_matrix_UB_23      -0.0159708000
_diffrn_orient_matrix_UB_31      0.0042271000
_diffrn_orient_matrix_UB_32      -0.0002433000
_diffrn_orient_matrix_UB_33      -0.0593939000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1544
_reflns_number_total             4215
_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 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_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  (Sheldrick, 2015)'
_refine_diff_density_max         0.262
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       0.011(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   0.957
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         4215
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2329
_refine_ls_R_factor_gt           0.0841
_refine_ls_restrained_S_all      0.957
_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)+(0.1252P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1953
_refine_ls_wR_factor_ref         0.2924
_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:
 C005(H005), C009(H009), C00C(H00C), C00E(H00E), C00H(H00H), C00I(H00I),
 C00J(H00J), C00K(H00K), C00L(H00L), C00N(H00N), C00O(H00O), C00P(H00P),
 C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T), C00U(H00U), C00V(H00V),
 C00W(H00W)
;
_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 0.5651(3) 0.3751(2) 0.6143(3) 0.0514(9) Uani 1 1 d . . . . .
N002 N 0.7129(3) 0.4544(2) 0.9003(3) 0.0615(10) Uani 1 1 d . . . . .
N003 N 0.4860(3) 0.2396(3) 0.3500(3) 0.0654(11) Uani 1 1 d . . . . .
C004 C 0.6463(3) 0.3803(3) 0.7136(4) 0.0511(11) Uani 1 1 d . . . . .
C005 C 0.6552(3) 0.2459(3) 0.5534(4) 0.0546(11) Uani 1 1 d . . . . .
H005 H 0.657156 0.201573 0.496372 0.065 Uiso 1 1 calc R U . . .
C006 C 0.6330(3) 0.4503(3) 0.8011(4) 0.0537(11) Uani 1 1 d . . . . .
C007 C 0.8234(3) 0.1784(3) 0.6812(4) 0.0538(12) Uani 1 1 d . . . . .
C008 C 0.7377(3) 0.2501(3) 0.6571(4) 0.0546(12) Uani 1 1 d . . . . .
C009 C 0.9140(4) 0.2481(3) 0.5374(4) 0.0607(13) Uani 1 1 d . . . . .
H009 H 0.865738 0.297527 0.525093 0.073 Uiso 1 1 calc R U . . .
C00A C 0.4770(3) 0.3010(3) 0.4328(4) 0.0523(11) Uani 1 1 d . . . . .
C00B C 0.5706(3) 0.3081(3) 0.5362(4) 0.0513(11) Uani 1 1 d . . . . .
C00C C 0.7329(3) 0.3201(3) 0.7359(4) 0.0570(12) Uani 1 1 d . . . . .
H00C H 0.788219 0.326692 0.804198 0.068 Uiso 1 1 calc R U . . .
C00D C 0.8998(4) 0.0363(3) 0.7832(4) 0.0600(12) Uani 1 1 d . . . . .
C00E C 0.7009(4) 0.5139(3) 0.9832(4) 0.0675(13) Uani 1 1 d . . . . .
H00E H 0.755219 0.516694 1.052849 0.081 Uiso 1 1 calc R U . . .
C00F C 0.9824(3) 0.1051(3) 0.6385(4) 0.0580(12) Uani 1 1 d . . . . .
C00G C 0.8207(4) 0.1084(3) 0.7635(4) 0.0553(12) Uani 1 1 d . . . . .
C00H C 0.7416(4) 0.0369(3) 0.9092(4) 0.0715(14) Uani 1 1 d . . . . .
H00H H 0.689506 0.037329 0.952380 0.086 Uiso 1 1 calc R U . . .
C00I C 0.5429(4) 0.5055(3) 0.7840(4) 0.0712(14) Uani 1 1 d . . . . .
H00I H 0.488444 0.501275 0.714526 0.085 Uiso 1 1 calc R U . . .
C00J C 0.7411(4) 0.1052(3) 0.8297(4) 0.0640(13) Uani 1 1 d . . . . .
H00J H 0.687973 0.150692 0.818134 0.077 Uiso 1 1 calc R U . . .
C00K C 0.9913(4) 0.2446(3) 0.4773(4) 0.0695(14) Uani 1 1 d . . . . .
H00K H 0.995472 0.291537 0.424110 0.083 Uiso 1 1 calc R U . . .
C00L C 1.0609(4) 0.1041(4) 0.5728(4) 0.0721(14) Uani 1 1 d . . . . .
H00L H 1.110930 0.056021 0.584008 0.086 Uiso 1 1 calc R U . . .
C00M C 0.9050(3) 0.1775(3) 0.6196(4) 0.0522(11) Uani 1 1 d . . . . .
C00N C 0.9774(4) 0.0370(3) 0.7203(4) 0.0652(13) Uani 1 1 d . . . . .
H00N H 1.028696 -0.010164 0.733192 0.078 Uiso 1 1 calc R U . . .
C00O C 0.6143(4) 0.5707(3) 0.9722(4) 0.0730(14) Uani 1 1 d . . . . .
H00O H 0.609750 0.611181 1.032583 0.088 Uiso 1 1 calc R U . . .
C00P C 0.3991(4) 0.2256(3) 0.2594(4) 0.0731(14) Uani 1 1 d . . . . .
H00P H 0.404690 0.183359 0.201132 0.088 Uiso 1 1 calc R U . . .
C00Q C 0.3836(4) 0.3501(3) 0.4253(4) 0.0730(15) Uani 1 1 d . . . . .
H00Q H 0.379802 0.393692 0.482721 0.088 Uiso 1 1 calc R U . . .
C00R C 1.0651(4) 0.1713(4) 0.4939(5) 0.0750(14) Uani 1 1 d . . . . .
H00R H 1.117098 0.168939 0.450649 0.090 Uiso 1 1 calc R U . . .
C00S C 0.2956(4) 0.3344(4) 0.3321(5) 0.0910(18) Uani 1 1 d . . . . .
H00S H 0.231652 0.366993 0.326017 0.109 Uiso 1 1 calc R U . . .
C00T C 0.8958(4) -0.0338(3) 0.8672(5) 0.0783(15) Uani 1 1 d . . . . .
H00T H 0.947509 -0.080608 0.880911 0.094 Uiso 1 1 calc R U . . .
C00U C 0.3031(4) 0.2704(4) 0.2488(4) 0.0800(16) Uani 1 1 d . . . . .
H00U H 0.244061 0.257625 0.186086 0.096 Uiso 1 1 calc R U . . .
C00V C 0.5341(4) 0.5670(4) 0.8705(5) 0.0839(16) Uani 1 1 d . . . . .
H00V H 0.474204 0.605667 0.859900 0.101 Uiso 1 1 calc R U . . .
C00W C 0.8180(5) -0.0338(4) 0.9278(5) 0.0825(16) Uani 1 1 d . . . . .
H00W H 0.815775 -0.080876 0.981549 0.099 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 1.351(5) . ?
N001 C00B 1.345(5) . ?
N002 C006 1.341(5) . ?
N002 C00E 1.333(5) . ?
N003 C00A 1.339(5) . ?
N003 C00P 1.345(5) . ?
C004 C006 1.478(6) . ?
C004 C00C 1.379(5) . ?
C005 H005 0.9300 . ?
C005 C008 1.395(5) . ?
C005 C00B 1.379(5) . ?
C006 C00I 1.373(6) . ?
C007 C008 1.481(5) . ?
C007 C00G 1.401(6) . ?
C007 C00M 1.407(6) . ?
C008 C00C 1.378(6) . ?
C009 H009 0.9300 . ?
C009 C00K 1.348(6) . ?
C009 C00M 1.426(6) . ?
C00A C00B 1.476(6) . ?
C00A C00Q 1.371(6) . ?
C00C H00C 0.9300 . ?
C00D C00G 1.428(6) . ?
C00D C00N 1.374(6) . ?
C00D C00T 1.420(6) . ?
C00E H00E 0.9300 . ?
C00E C00O 1.356(6) . ?
C00F C00L 1.407(6) . ?
C00F C00M 1.417(6) . ?
C00F C00N 1.383(6) . ?
C00G C00J 1.424(6) . ?
C00H H00H 0.9300 . ?
C00H C00J 1.353(6) . ?
C00H C00W 1.391(6) . ?
C00I H00I 0.9300 . ?
C00I C00V 1.371(6) . ?
C00J H00J 0.9300 . ?
C00K H00K 0.9300 . ?
C00K C00R 1.398(7) . ?
C00L H00L 0.9300 . ?
C00L C00R 1.350(6) . ?
C00N H00N 0.9300 . ?
C00O H00O 0.9300 . ?
C00O C00V 1.363(6) . ?
C00P H00P 0.9300 . ?
C00P C00U 1.363(6) . ?
C00Q H00Q 0.9300 . ?
C00Q C00S 1.375(6) . ?
C00R H00R 0.9300 . ?
C00S H00S 0.9300 . ?
C00S C00U 1.363(6) . ?
C00T H00T 0.9300 . ?
C00T C00W 1.357(7) . ?
C00U H00U 0.9300 . ?
C00V H00V 0.9300 . ?
C00W H00W 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
C00B N001 C004 117.7(3) . . ?
C00E N002 C006 117.2(4) . . ?
C00A N003 C00P 117.8(4) . . ?
N001 C004 C006 115.9(4) . . ?
N001 C004 C00C 122.3(4) . . ?
C00C C004 C006 121.6(4) . . ?
C008 C005 H005 120.2 . . ?
C00B C005 H005 120.2 . . ?
C00B C005 C008 119.6(4) . . ?
N002 C006 C004 115.8(4) . . ?
N002 C006 C00I 122.0(4) . . ?
C00I C006 C004 122.2(4) . . ?
C00G C007 C008 119.4(4) . . ?
C00G C007 C00M 119.5(4) . . ?
C00M C007 C008 121.0(4) . . ?
C005 C008 C007 119.8(4) . . ?
C00C C008 C005 117.5(4) . . ?
C00C C008 C007 122.6(4) . . ?
C00K C009 H009 119.4 . . ?
C00K C009 C00M 121.2(4) . . ?
C00M C009 H009 119.4 . . ?
N003 C00A C00B 116.1(4) . . ?
N003 C00A C00Q 121.8(4) . . ?
C00Q C00A C00B 122.0(4) . . ?
N001 C00B C005 122.7(4) . . ?
N001 C00B C00A 116.0(4) . . ?
C005 C00B C00A 121.3(4) . . ?
C004 C00C H00C 119.9 . . ?
C008 C00C C004 120.2(4) . . ?
C008 C00C H00C 119.9 . . ?
C00N C00D C00G 118.9(4) . . ?
C00N C00D C00T 122.1(4) . . ?
C00T C00D C00G 119.0(5) . . ?
N002 C00E H00E 118.0 . . ?
N002 C00E C00O 124.0(5) . . ?
C00O C00E H00E 118.0 . . ?
C00L C00F C00M 119.1(4) . . ?
C00N C00F C00L 122.2(4) . . ?
C00N C00F C00M 118.7(4) . . ?
C007 C00G C00D 119.9(4) . . ?
C007 C00G C00J 122.7(4) . . ?
C00J C00G C00D 117.4(4) . . ?
C00J C00H H00H 119.2 . . ?
C00J C00H C00W 121.6(5) . . ?
C00W C00H H00H 119.2 . . ?
C006 C00I H00I 120.4 . . ?
C00V C00I C006 119.2(4) . . ?
C00V C00I H00I 120.4 . . ?
C00G C00J H00J 119.4 . . ?
C00H C00J C00G 121.1(4) . . ?
C00H C00J H00J 119.4 . . ?
C009 C00K H00K 119.6 . . ?
C009 C00K C00R 120.8(5) . . ?
C00R C00K H00K 119.6 . . ?
C00F C00L H00L 119.3 . . ?
C00R C00L C00F 121.5(5) . . ?
C00R C00L H00L 119.3 . . ?
C007 C00M C009 122.2(4) . . ?
C007 C00M C00F 120.3(4) . . ?
C00F C00M C009 117.5(4) . . ?
C00D C00N C00F 122.6(4) . . ?
C00D C00N H00N 118.7 . . ?
C00F C00N H00N 118.7 . . ?
C00E C00O H00O 120.8 . . ?
C00E C00O C00V 118.4(5) . . ?
C00V C00O H00O 120.8 . . ?
N003 C00P H00P 118.5 . . ?
N003 C00P C00U 123.1(5) . . ?
C00U C00P H00P 118.5 . . ?
C00A C00Q H00Q 120.3 . . ?
C00A C00Q C00S 119.4(5) . . ?
C00S C00Q H00Q 120.3 . . ?
C00K C00R H00R 120.1 . . ?
C00L C00R C00K 119.9(5) . . ?
C00L C00R H00R 120.1 . . ?
C00Q C00S H00S 120.3 . . ?
C00U C00S C00Q 119.3(5) . . ?
C00U C00S H00S 120.3 . . ?
C00D C00T H00T 119.4 . . ?
C00W C00T C00D 121.3(5) . . ?
C00W C00T H00T 119.4 . . ?
C00P C00U H00U 120.7 . . ?
C00S C00U C00P 118.6(5) . . ?
C00S C00U H00U 120.7 . . ?
C00I C00V H00V 120.4 . . ?
C00O C00V C00I 119.2(5) . . ?
C00O C00V H00V 120.4 . . ?
C00H C00W H00W 120.2 . . ?
C00T C00W C00H 119.6(5) . . ?
C00T C00W H00W 120.2 . . ?

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 C006 N002 179.1(3) . . . . ?
N001 C004 C006 C00I 1.2(6) . . . . ?
N001 C004 C00C C008 -1.6(6) . . . . ?
N002 C006 C00I C00V 0.2(7) . . . . ?
N002 C00E C00O C00V 0.1(8) . . . . ?
N003 C00A C00B N001 174.6(4) . . . . ?
N003 C00A C00B C005 -8.7(6) . . . . ?
N003 C00A C00Q C00S 1.8(7) . . . . ?
N003 C00P C00U C00S 1.9(8) . . . . ?
C004 N001 C00B C005 -0.4(6) . . . . ?
C004 N001 C00B C00A 176.2(3) . . . . ?
C004 C006 C00I C00V 177.9(4) . . . . ?
C005 C008 C00C C004 2.9(6) . . . . ?
C006 N002 C00E C00O -1.0(7) . . . . ?
C006 C004 C00C C008 174.0(4) . . . . ?
C006 C00I C00V C00O -1.0(8) . . . . ?
C007 C008 C00C C004 -174.4(4) . . . . ?
C007 C00G C00J C00H -179.4(4) . . . . ?
C008 C005 C00B N001 1.8(6) . . . . ?
C008 C005 C00B C00A -174.6(4) . . . . ?
C008 C007 C00G C00D 176.9(4) . . . . ?
C008 C007 C00G C00J -2.9(6) . . . . ?
C008 C007 C00M C009 4.4(6) . . . . ?
C008 C007 C00M C00F -176.0(4) . . . . ?
C009 C00K C00R C00L -1.4(7) . . . . ?
C00A N003 C00P C00U -0.4(7) . . . . ?
C00A C00Q C00S C00U -0.2(8) . . . . ?
C00B N001 C004 C006 -175.5(3) . . . . ?
C00B N001 C004 C00C 0.3(6) . . . . ?
C00B C005 C008 C007 174.4(4) . . . . ?
C00B C005 C008 C00C -3.0(6) . . . . ?
C00B C00A C00Q C00S -174.0(4) . . . . ?
C00C C004 C006 N002 3.2(6) . . . . ?
C00C C004 C006 C00I -174.6(4) . . . . ?
C00D C00G C00J C00H 0.8(6) . . . . ?
C00D C00T C00W C00H -1.1(8) . . . . ?
C00E N002 C006 C004 -177.0(4) . . . . ?
C00E N002 C006 C00I 0.8(6) . . . . ?
C00E C00O C00V C00I 0.9(8) . . . . ?
C00F C00L C00R C00K 0.8(7) . . . . ?
C00G C007 C008 C005 -103.7(5) . . . . ?
C00G C007 C008 C00C 73.6(5) . . . . ?
C00G C007 C00M C009 -178.1(4) . . . . ?
C00G C007 C00M C00F 1.5(6) . . . . ?
C00G C00D C00N C00F 0.2(7) . . . . ?
C00G C00D C00T C00W 0.6(7) . . . . ?
C00J C00H C00W C00T 1.5(8) . . . . ?
C00K C009 C00M C007 -178.4(4) . . . . ?
C00K C009 C00M C00F 2.0(6) . . . . ?
C00L C00F C00M C007 177.9(4) . . . . ?
C00L C00F C00M C009 -2.5(6) . . . . ?
C00L C00F C00N C00D -178.7(4) . . . . ?
C00M C007 C008 C005 73.8(5) . . . . ?
C00M C007 C008 C00C -108.9(5) . . . . ?
C00M C007 C00G C00D -0.6(6) . . . . ?
C00M C007 C00G C00J 179.6(4) . . . . ?
C00M C009 C00K C00R -0.1(7) . . . . ?
C00M C00F C00L C00R 1.2(7) . . . . ?
C00M C00F C00N C00D 0.6(6) . . . . ?
C00N C00D C00G C007 -0.2(6) . . . . ?
C00N C00D C00G C00J 179.6(4) . . . . ?
C00N C00D C00T C00W -179.4(5) . . . . ?
C00N C00F C00L C00R -179.5(4) . . . . ?
C00N C00F C00M C007 -1.4(6) . . . . ?
C00N C00F C00M C009 178.2(4) . . . . ?
C00P N003 C00A C00B 174.6(4) . . . . ?
C00P N003 C00A C00Q -1.4(7) . . . . ?
C00Q C00A C00B N001 -9.4(6) . . . . ?
C00Q C00A C00B C005 167.3(4) . . . . ?
C00Q C00S C00U C00P -1.5(8) . . . . ?
C00T C00D C00G C007 179.8(4) . . . . ?
C00T C00D C00G C00J -0.4(6) . . . . ?
C00T C00D C00N C00F -179.8(4) . . . . ?
C00W C00H C00J C00G -1.4(7) . . . . ?

_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 11.281
_oxdiff_exptl_absorpt_empirical_full_min 0.476
