# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_19381_sp-57
_database_code_depnum_ccdc_archive 'CCDC 2118209'
loop_
_audit_author_name
_audit_author_address
'Darya V. Spiridonova'
;Research Park of St Petersburg State University
Russia
;
_audit_update_record             
;
2021-12-08 deposited with the CCDC.	2021-12-13 downloaded from the CCDC.
;
_audit_creation_date             2021-10-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H30 N4'
_chemical_formula_sum            'C30 H30 N4'
_chemical_formula_weight         446.58
_chemical_melting_point          '229-231 deg.C'
_chemical_oxdiff_formula         'C30 H30 N4'
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      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                   15.9490(2)
_cell_length_b                   15.4462(2)
_cell_length_c                   19.0718(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4698.36(10)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    10843
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      79.3920
_cell_measurement_theta_min      4.6040
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.580
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73291
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.103a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear grayish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   grayish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1904
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            19614
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.989
_diffrn_reflns_theta_min         4.611
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -109.00 -59.00   0.50    1.90    --  -47.44-150.00   7.00  100
  2  ω     45.00 111.00   0.50    1.90    --   47.44  64.00-176.00  132
  3  ω    -61.00 -33.00   0.50    8.50    -- -106.00  57.00  16.00   56
  4  ω   -158.00 -85.00   0.50    8.50    -- -106.00-123.00 169.00  146
  5  ω   -177.00-125.00   0.50    8.50    -- -106.00 -57.00-124.00  104
  6  ω     47.00  73.00   0.50    8.50    --  113.25 -64.00  46.00   52
  7  ω    -24.00  28.00   0.50    1.90    --  -47.44  19.00   0.00  104
  8  ω     76.00 102.00   0.50    1.90    --   47.44 125.00  30.00   52
  9  ω   -160.00-134.00   0.50    8.50    -- -106.00 -30.00 -30.00   52
 10  ω    -71.00 -46.00   0.50    8.50    -- -106.00  61.00 120.00   50
 11  ω    105.00 178.00   0.50    8.50    --  113.25  45.00 -30.00  146
 12  ω     48.00  84.00   0.50    8.50    --  113.25 -77.00-180.00   72
 13  ω     44.00  69.00   0.50    8.50    --  113.25 -61.00 120.00   50
 14  ω     42.00  67.00   0.50    8.50    --  113.25 -61.00-120.00   50
 15  ω     46.00 111.00   0.50    8.50    --  113.25-125.00  90.00  130
 16  ω     42.00  70.00   0.50    8.50    --  113.25 -61.00  90.00   56
 17  ω     44.00  69.00   0.50    8.50    --  113.25 -61.00   0.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0384736000
_diffrn_orient_matrix_UB_12      0.0310306000
_diffrn_orient_matrix_UB_13      0.0697192000
_diffrn_orient_matrix_UB_21      0.0532163000
_diffrn_orient_matrix_UB_22      -0.0668091000
_diffrn_orient_matrix_UB_23      0.0401830000
_diffrn_orient_matrix_UB_31      0.0707617000
_diffrn_orient_matrix_UB_32      0.0672293000
_diffrn_orient_matrix_UB_33      0.0076208000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4010
_reflns_number_total             4446
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     72.42
_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 1.171.41.103a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.103a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.103a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.169
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         4446
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0506
_refine_ls_R_factor_gt           0.0459
_refine_ls_restrained_S_all      1.026
_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)+(0.0618P)²+3.0741P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1206
_refine_ls_wR_factor_ref         0.1240
_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:
 C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C11(H11), C14(H14), C16(H16),
 C17(H17), C19(H19), C20(H20), C21(H21)
2.b Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C28(H28A,H28B,
 H28C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C)
;
_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
N1 N 0.64868(8) 0.33422(8) 0.64385(6) 0.0196(3) Uani 1 1 d . . . . .
N2 N 0.72831(8) 0.41044(8) 0.51202(7) 0.0199(3) Uani 1 1 d . . . . .
N3 N 0.90880(8) 0.35862(9) 0.48381(7) 0.0227(3) Uani 1 1 d . . . . .
N4 N 0.71903(8) 0.15983(9) 0.70079(7) 0.0229(3) Uani 1 1 d . . . . .
C1 C 0.58613(9) 0.30007(10) 0.68660(8) 0.0200(3) Uani 1 1 d . . . . .
C2 C 0.58961(9) 0.23374(10) 0.73949(8) 0.0211(3) Uani 1 1 d . . . . .
C3 C 0.65515(10) 0.17126(10) 0.75151(8) 0.0225(3) Uani 1 1 d . . . . .
C4 C 0.65315(11) 0.12121(11) 0.81207(9) 0.0281(4) Uani 1 1 d . . . . .
H4 H 0.698783 0.083636 0.822013 0.034 Uiso 1 1 calc R . . . .
C5 C 0.58532(11) 0.12487(11) 0.85888(9) 0.0305(4) Uani 1 1 d . . . . .
H5 H 0.586922 0.092905 0.901420 0.037 Uiso 1 1 calc R . . . .
C6 C 0.51711(11) 0.17446(11) 0.84311(9) 0.0286(4) Uani 1 1 d . . . . .
H6 H 0.469285 0.172615 0.872768 0.034 Uiso 1 1 calc R . . . .
C7 C 0.51649(10) 0.22853(10) 0.78333(8) 0.0240(3) Uani 1 1 d . . . . .
C8 C 0.44264(10) 0.27668(11) 0.76697(8) 0.0262(4) Uani 1 1 d . . . . .
H8 H 0.395069 0.270963 0.796589 0.031 Uiso 1 1 calc R . . . .
C9 C 0.43774(10) 0.33020(11) 0.71085(9) 0.0258(4) Uani 1 1 d . . . . .
H9 H 0.386460 0.357805 0.698921 0.031 Uiso 1 1 calc R . . . .
C10 C 0.51131(10) 0.34400(10) 0.67027(8) 0.0219(3) Uani 1 1 d . . . . .
C11 C 0.52814(10) 0.40136(10) 0.61383(8) 0.0226(3) Uani 1 1 d . . . . .
H11 H 0.488639 0.437370 0.590609 0.027 Uiso 1 1 calc R . . . .
C12 C 0.61188(10) 0.39506(10) 0.59913(8) 0.0208(3) Uani 1 1 d . . . . .
C13 C 0.65935(9) 0.44445(10) 0.54763(8) 0.0207(3) Uani 1 1 d . . . . .
C14 C 0.64518(10) 0.52771(10) 0.52541(8) 0.0229(3) Uani 1 1 d . . . . .
H14 H 0.602217 0.565353 0.541565 0.027 Uiso 1 1 calc R . . . .
C15 C 0.70664(10) 0.54725(10) 0.47377(8) 0.0222(3) Uani 1 1 d . . . . .
C16 C 0.71961(10) 0.62013(10) 0.42999(9) 0.0253(3) Uani 1 1 d . . . . .
H16 H 0.685548 0.670239 0.434808 0.030 Uiso 1 1 calc R . . . .
C17 C 0.78138(11) 0.61738(10) 0.38105(9) 0.0263(4) Uani 1 1 d . . . . .
H17 H 0.787396 0.664603 0.349537 0.032 Uiso 1 1 calc R . . . .
C18 C 0.83771(10) 0.54560(10) 0.37543(8) 0.0233(3) Uani 1 1 d . . . . .
C19 C 0.90014(10) 0.54407(11) 0.32255(8) 0.0261(4) Uani 1 1 d . . . . .
H19 H 0.903988 0.590788 0.290315 0.031 Uiso 1 1 calc R . . . .
C20 C 0.95489(10) 0.47630(11) 0.31731(8) 0.0270(4) Uani 1 1 d . . . . .
H20 H 0.992062 0.472640 0.278496 0.032 Uiso 1 1 calc R . . . .
C21 C 0.95606(10) 0.41212(11) 0.36941(8) 0.0248(3) Uani 1 1 d . . . . .
H21 H 0.996329 0.366933 0.366667 0.030 Uiso 1 1 calc R . . . .
C22 C 0.89991(10) 0.41321(10) 0.42463(8) 0.0216(3) Uani 1 1 d . . . . .
C23 C 0.83206(10) 0.47455(10) 0.42351(8) 0.0208(3) Uani 1 1 d . . . . .
C24 C 0.75975(10) 0.47493(9) 0.46815(8) 0.0200(3) Uani 1 1 d . . . . .
C25 C 0.73702(9) 0.34131(10) 0.66475(8) 0.0234(3) Uani 1 1 d . . . . .
H25A H 0.769501 0.295305 0.642074 0.035 Uiso 1 1 calc GR . . . .
H25B H 0.741539 0.335527 0.715783 0.035 Uiso 1 1 calc GR . . . .
H25C H 0.758985 0.397833 0.650347 0.035 Uiso 1 1 calc GR . . . .
C26 C 0.68833(10) 0.13297(11) 0.63174(9) 0.0266(4) Uani 1 1 d . . . . .
H26A H 0.666915 0.073602 0.634484 0.040 Uiso 1 1 calc GR . . . .
H26B H 0.734333 0.135487 0.597737 0.040 Uiso 1 1 calc GR . . . .
H26C H 0.643190 0.171873 0.616796 0.040 Uiso 1 1 calc GR . . . .
C27 C 0.78940(10) 0.10535(11) 0.72208(10) 0.0294(4) Uani 1 1 d . . . . .
H27A H 0.812499 0.126864 0.766396 0.044 Uiso 1 1 calc GR . . . .
H27B H 0.832927 0.107000 0.685833 0.044 Uiso 1 1 calc GR . . . .
H27C H 0.770011 0.045642 0.728299 0.044 Uiso 1 1 calc GR . . . .
C28 C 0.73356(10) 0.31749(10) 0.49582(8) 0.0224(3) Uani 1 1 d . . . . .
H28A H 0.748852 0.309865 0.446435 0.034 Uiso 1 1 calc GR . . . .
H28B H 0.679090 0.290207 0.504609 0.034 Uiso 1 1 calc GR . . . .
H28C H 0.776235 0.290477 0.525619 0.034 Uiso 1 1 calc GR . . . .
C29 C 0.92631(11) 0.40602(11) 0.54892(8) 0.0267(4) Uani 1 1 d . . . . .
H29A H 0.983535 0.429059 0.547406 0.040 Uiso 1 1 calc GR . . . .
H29B H 0.920668 0.366740 0.588994 0.040 Uiso 1 1 calc GR . . . .
H29C H 0.886423 0.453901 0.553812 0.040 Uiso 1 1 calc GR . . . .
C30 C 0.96682(12) 0.28658(11) 0.47611(9) 0.0326(4) Uani 1 1 d . . . . .
H30A H 0.954247 0.255209 0.432704 0.049 Uiso 1 1 calc GR . . . .
H30B H 0.960910 0.247333 0.516186 0.049 Uiso 1 1 calc GR . . . .
H30C H 1.024379 0.308658 0.474268 0.049 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.3923(19) . ?
N1 C12 1.398(2) . ?
N1 C25 1.4683(19) . ?
N2 C13 1.395(2) . ?
N2 C24 1.394(2) . ?
N2 C28 1.4710(19) . ?
N3 C22 1.416(2) . ?
N3 C29 1.468(2) . ?
N3 C30 1.455(2) . ?
N4 C3 1.416(2) . ?
N4 C26 1.465(2) . ?
N4 C27 1.460(2) . ?
C1 C2 1.439(2) . ?
C1 C10 1.408(2) . ?
C2 C3 1.441(2) . ?
C2 C7 1.437(2) . ?
C3 C4 1.390(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.404(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.364(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.413(2) . ?
C7 C8 1.428(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.355(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.422(2) . ?
C10 C11 1.420(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.368(2) . ?
C12 C13 1.456(2) . ?
C13 C14 1.373(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.422(2) . ?
C15 C16 1.417(2) . ?
C15 C24 1.406(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.358(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.431(2) . ?
C18 C19 1.417(2) . ?
C18 C23 1.433(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.367(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.404(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.382(2) . ?
C22 C23 1.438(2) . ?
C23 C24 1.433(2) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

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
C1 N1 C12 108.12(12) . . ?
C1 N1 C25 123.85(13) . . ?
C12 N1 C25 121.21(13) . . ?
C13 N2 C28 120.97(13) . . ?
C24 N2 C13 107.86(12) . . ?
C24 N2 C28 123.42(12) . . ?
C22 N3 C29 113.34(13) . . ?
C22 N3 C30 116.03(13) . . ?
C30 N3 C29 110.23(13) . . ?
C3 N4 C26 114.14(12) . . ?
C3 N4 C27 115.78(13) . . ?
C27 N4 C26 110.10(13) . . ?
N1 C1 C2 130.74(14) . . ?
N1 C1 C10 107.17(13) . . ?
C10 C1 C2 122.08(14) . . ?
C1 C2 C3 128.05(14) . . ?
C7 C2 C1 114.60(14) . . ?
C7 C2 C3 117.30(14) . . ?
N4 C3 C2 119.79(14) . . ?
C4 C3 N4 120.98(15) . . ?
C4 C3 C2 119.20(15) . . ?
C3 C4 H4 119.2 . . ?
C3 C4 C5 121.58(16) . . ?
C5 C4 H4 119.2 . . ?
C4 C5 H5 120.1 . . ?
C6 C5 C4 119.80(16) . . ?
C6 C5 H5 120.1 . . ?
C5 C6 H6 119.5 . . ?
C5 C6 C7 121.02(15) . . ?
C7 C6 H6 119.5 . . ?
C6 C7 C2 119.78(15) . . ?
C6 C7 C8 119.34(15) . . ?
C8 C7 C2 120.88(15) . . ?
C7 C8 H8 118.7 . . ?
C9 C8 C7 122.56(14) . . ?
C9 C8 H8 118.7 . . ?
C8 C9 H9 120.9 . . ?
C8 C9 C10 118.30(15) . . ?
C10 C9 H9 120.9 . . ?
C1 C10 C9 120.45(15) . . ?
C1 C10 C11 107.96(13) . . ?
C11 C10 C9 131.48(15) . . ?
C10 C11 H11 126.4 . . ?
C12 C11 C10 107.19(14) . . ?
C12 C11 H11 126.4 . . ?
N1 C12 C13 123.05(13) . . ?
C11 C12 N1 109.43(14) . . ?
C11 C12 C13 127.48(14) . . ?
N2 C13 C12 122.75(14) . . ?
C14 C13 N2 109.40(14) . . ?
C14 C13 C12 127.84(14) . . ?
C13 C14 H14 126.3 . . ?
C13 C14 C15 107.41(14) . . ?
C15 C14 H14 126.3 . . ?
C16 C15 C14 132.64(15) . . ?
C24 C15 C14 107.42(14) . . ?
C24 C15 C16 119.90(15) . . ?
C15 C16 H16 120.5 . . ?
C17 C16 C15 119.08(15) . . ?
C17 C16 H16 120.5 . . ?
C16 C17 H17 119.0 . . ?
C16 C17 C18 122.10(15) . . ?
C18 C17 H17 119.0 . . ?
C17 C18 C23 120.39(15) . . ?
C19 C18 C17 120.48(15) . . ?
C19 C18 C23 119.13(15) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 C18 120.91(15) . . ?
C20 C19 H19 119.5 . . ?
C19 C20 H20 120.1 . . ?
C19 C20 C21 119.83(15) . . ?
C21 C20 H20 120.1 . . ?
C20 C21 H21 119.3 . . ?
C22 C21 C20 121.47(15) . . ?
C22 C21 H21 119.3 . . ?
N3 C22 C23 118.64(13) . . ?
C21 C22 N3 122.35(14) . . ?
C21 C22 C23 118.95(14) . . ?
C18 C23 C22 117.81(14) . . ?
C18 C23 C24 115.31(14) . . ?
C24 C23 C22 126.81(14) . . ?
N2 C24 C15 107.77(13) . . ?
N2 C24 C23 130.01(14) . . ?
C15 C24 C23 122.22(14) . . ?
N1 C25 H25A 109.5 . . ?
N1 C25 H25B 109.5 . . ?
N1 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N4 C26 H26A 109.5 . . ?
N4 C26 H26B 109.5 . . ?
N4 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N4 C27 H27A 109.5 . . ?
N4 C27 H27B 109.5 . . ?
N4 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N2 C28 H28A 109.5 . . ?
N2 C28 H28B 109.5 . . ?
N2 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N3 C29 H29A 109.5 . . ?
N3 C29 H29B 109.5 . . ?
N3 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N3 C30 H30A 109.5 . . ?
N3 C30 H30B 109.5 . . ?
N3 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

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
N1 C1 C2 C3 -15.4(3) . . . . ?
N1 C1 C2 C7 167.15(15) . . . . ?
N1 C1 C10 C9 -172.96(13) . . . . ?
N1 C1 C10 C11 3.74(17) . . . . ?
N1 C12 C13 N2 34.4(2) . . . . ?
N1 C12 C13 C14 -146.57(16) . . . . ?
N2 C13 C14 C15 0.34(17) . . . . ?
N3 C22 C23 C18 161.52(13) . . . . ?
N3 C22 C23 C24 -15.3(2) . . . . ?
N4 C3 C4 C5 -172.69(15) . . . . ?
C1 N1 C12 C11 1.36(17) . . . . ?
C1 N1 C12 C13 179.28(13) . . . . ?
C1 C2 C3 N4 -12.0(2) . . . . ?
C1 C2 C3 C4 169.93(15) . . . . ?
C1 C2 C7 C6 -171.18(14) . . . . ?
C1 C2 C7 C8 9.5(2) . . . . ?
C1 C10 C11 C12 -2.92(17) . . . . ?
C2 C1 C10 C9 6.4(2) . . . . ?
C2 C1 C10 C11 -176.88(13) . . . . ?
C2 C3 C4 C5 5.4(2) . . . . ?
C2 C7 C8 C9 -1.1(2) . . . . ?
C3 C2 C7 C6 11.1(2) . . . . ?
C3 C2 C7 C8 -168.30(14) . . . . ?
C3 C4 C5 C6 4.0(3) . . . . ?
C4 C5 C6 C7 -5.7(3) . . . . ?
C5 C6 C7 C2 -2.0(2) . . . . ?
C5 C6 C7 C8 177.39(16) . . . . ?
C6 C7 C8 C9 179.52(15) . . . . ?
C7 C2 C3 N4 165.45(13) . . . . ?
C7 C2 C3 C4 -12.7(2) . . . . ?
C7 C8 C9 C10 -5.2(2) . . . . ?
C8 C9 C10 C1 2.6(2) . . . . ?
C8 C9 C10 C11 -173.17(16) . . . . ?
C9 C10 C11 C12 173.27(16) . . . . ?
C10 C1 C2 C3 165.38(15) . . . . ?
C10 C1 C2 C7 -12.1(2) . . . . ?
C10 C11 C12 N1 0.98(17) . . . . ?
C10 C11 C12 C13 -176.82(14) . . . . ?
C11 C12 C13 N2 -148.12(16) . . . . ?
C11 C12 C13 C14 31.0(3) . . . . ?
C12 N1 C1 C2 177.54(15) . . . . ?
C12 N1 C1 C10 -3.14(16) . . . . ?
C12 C13 C14 C15 -178.83(15) . . . . ?
C13 N2 C24 C15 -3.52(16) . . . . ?
C13 N2 C24 C23 176.42(15) . . . . ?
C13 C14 C15 C16 175.39(16) . . . . ?
C13 C14 C15 C24 -2.51(17) . . . . ?
C14 C15 C16 C17 -174.98(16) . . . . ?
C14 C15 C24 N2 3.72(17) . . . . ?
C14 C15 C24 C23 -176.23(13) . . . . ?
C15 C16 C17 C18 -4.4(2) . . . . ?
C16 C15 C24 N2 -174.50(13) . . . . ?
C16 C15 C24 C23 5.6(2) . . . . ?
C16 C17 C18 C19 178.45(15) . . . . ?
C16 C17 C18 C23 -2.0(2) . . . . ?
C17 C18 C19 C20 179.18(15) . . . . ?
C17 C18 C23 C22 -167.70(14) . . . . ?
C17 C18 C23 C24 9.5(2) . . . . ?
C18 C19 C20 C21 -7.4(2) . . . . ?
C18 C23 C24 N2 168.69(14) . . . . ?
C18 C23 C24 C15 -11.4(2) . . . . ?
C19 C18 C23 C22 11.9(2) . . . . ?
C19 C18 C23 C24 -170.88(13) . . . . ?
C19 C20 C21 C22 3.3(2) . . . . ?
C20 C21 C22 N3 -168.79(14) . . . . ?
C20 C21 C22 C23 8.4(2) . . . . ?
C21 C22 C23 C18 -15.8(2) . . . . ?
C21 C22 C23 C24 167.34(14) . . . . ?
C22 C23 C24 N2 -14.4(3) . . . . ?
C22 C23 C24 C15 165.55(15) . . . . ?
C23 C18 C19 C20 -0.4(2) . . . . ?
C24 N2 C13 C12 -178.80(14) . . . . ?
C24 N2 C13 C14 1.98(17) . . . . ?
C24 C15 C16 C17 2.7(2) . . . . ?
C25 N1 C1 C2 -31.3(2) . . . . ?
C25 N1 C1 C10 148.02(14) . . . . ?
C25 N1 C12 C11 -150.72(14) . . . . ?
C25 N1 C12 C13 27.2(2) . . . . ?
C26 N4 C3 C2 -59.75(19) . . . . ?
C26 N4 C3 C4 118.33(16) . . . . ?
C27 N4 C3 C2 170.85(14) . . . . ?
C27 N4 C3 C4 -11.1(2) . . . . ?
C28 N2 C13 C12 30.9(2) . . . . ?
C28 N2 C13 C14 -148.28(14) . . . . ?
C28 N2 C24 C15 145.84(14) . . . . ?
C28 N2 C24 C23 -34.2(2) . . . . ?
C29 N3 C22 C21 113.97(16) . . . . ?
C29 N3 C22 C23 -63.26(18) . . . . ?
C30 N3 C22 C21 -15.1(2) . . . . ?
C30 N3 C22 C23 167.71(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.456
_oxdiff_exptl_absorpt_empirical_full_min 0.765
# start Validation Reply Form
_vrf_PLAT094_19381_sp-57         
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       4.83 Report
RESPONSE: This is due to some disordering.
;
_vrf_PLAT097_19381_sp-57         
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       1.17 eA-3  
RESPONSE: The reason for the residual electron density is not the solvent. The
residual electron density peaks are too close to the molecule. It is likely
that there is a disorder in the structure. But it is also impossible to fix
this disordering as there are only two peaks with intensities of 1.16 and 0.74.
;
# end Validation Reply Form
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Petroleum ether/dichloromethane'
