# 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 2019

####################################################################### 
# 
# 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_13
_database_code_depnum_ccdc_archive 'CCDC 1901802'
loop_
_audit_author_name
_audit_author_address
'Vitalii Suslonov'
;Saint Petersburg State University
Russia
;
_audit_update_record             
;
2019-03-07 deposited with the CCDC.	2019-10-16 downloaded from the CCDC.
;
_audit_creation_date             2019-03-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H22 N4'
_chemical_formula_sum            'C20 H22 N4'
_chemical_formula_weight         318.41
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 N4'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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/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                   11.8183(4)
_cell_length_b                   9.0129(4)
_cell_length_c                   32.7415(11)
_cell_angle_alpha                90
_cell_angle_beta                 91.807(3)
_cell_angle_gamma                90
_cell_volume                     3485.8(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7703
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.7180
_cell_measurement_theta_min      2.9330
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.964
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73305
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.213
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            31128
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_min         2.843
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.2096
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -17.00   18.00   1.0000   89.5500
omega____ theta____ kappa____ phi______ frames
    -      -25.5873   57.0000 -150.0000 35

#__ type_ start__ end____ width___ exp.time_
  2 omega  -86.00  -32.00   1.0000   89.5500
omega____ theta____ kappa____ phi______ frames
    -      -25.5873  178.0000  150.0000 54

#__ type_ start__ end____ width___ exp.time_
  3 omega    8.00   92.00   1.0000   89.5500
omega____ theta____ kappa____ phi______ frames
    -       26.6811   57.0000    0.0000 84

#__ type_ start__ end____ width___ exp.time_
  4 omega  -38.00   67.00   1.0000   89.5500
omega____ theta____ kappa____ phi______ frames
    -       26.6811  -19.0000    0.0000 105

#__ type_ start__ end____ width___ exp.time_
  5 omega  -33.00   21.00   1.0000   89.5500
omega____ theta____ kappa____ phi______ frames
    -      -25.5873   77.0000  150.0000 54

#__ type_ start__ end____ width___ exp.time_
  6 omega  -29.00   21.00   1.0000   89.5500
omega____ theta____ kappa____ phi______ frames
    -      -25.5873   19.0000  -90.0000 50

#__ type_ start__ end____ width___ exp.time_
  7 omega   54.00   91.00   1.0000   89.5500
omega____ theta____ kappa____ phi______ frames
    -       26.6811  178.0000   60.0000 37

#__ type_ start__ end____ width___ exp.time_
  8 omega   76.00  103.00   1.0000   89.5500
omega____ theta____ kappa____ phi______ frames
    -       26.6811  178.0000    0.0000 27

#__ type_ start__ end____ width___ exp.time_
  9 omega   19.00   44.00   1.0000   89.5500
omega____ theta____ kappa____ phi______ frames
    -       26.6811   57.0000   90.0000 25
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0014206000
_diffrn_orient_matrix_UB_12      -0.0150055000
_diffrn_orient_matrix_UB_13      -0.0212753000
_diffrn_orient_matrix_UB_21      0.0457474000
_diffrn_orient_matrix_UB_22      -0.0502968000
_diffrn_orient_matrix_UB_23      0.0027867000
_diffrn_orient_matrix_UB_31      -0.0388617000
_diffrn_orient_matrix_UB_32      -0.0586653000
_diffrn_orient_matrix_UB_33      0.0030313000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6289
_reflns_number_total             8009
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.01
_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, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_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    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.236
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     439
_refine_ls_number_reflns         8009
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0648
_refine_ls_R_factor_gt           0.0455
_refine_ls_restrained_S_all      1.060
_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)+(0.0289P)²+1.5820P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0894
_refine_ls_wR_factor_ref         0.0965
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
2. Restrained distances
 H4AA-N4A
 0.885 with sigma of 0.002
3.a Ternary CH refined with riding coordinates:
 C9(H9), C9A(H9A)
3.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,
 H14B), C10A(H10C,H10D), C11A(H11C,H11D), C12A(H12C,H12D), C13A(H13C,H13D),
 C14A(H14C,H14D)
3.c Aromatic/amide H refined with riding coordinates:
 C4(H4A), C5(H5), C6(H6), C7(H7), C8(H8), C16(H16), C17(H17), C18(H18),
 C19(H19), C20(H20), C4A(H4AB), C5A(H5A), C6A(H6A), C7A(H7A), C8A(H8A),
 C16A(H16A), C17A(H17A), C18A(H18A), C19A(H19A), C20A(H20A)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 0.13417(9) 0.75259(13) 0.32624(3) 0.0170(2) Uani 1 1 d . . . . .
N2 N 0.24430(9) 0.69978(13) 0.32488(3) 0.0172(2) Uani 1 1 d . . . . .
N3 N 0.25899(9) 0.92171(13) 0.35305(3) 0.0189(2) Uani 1 1 d . . . . .
N4 N 0.43116(9) 0.78707(14) 0.34570(4) 0.0199(3) Uani 1 1 d . . . . .
C1 C 0.14954(11) 0.88499(15) 0.34304(4) 0.0168(3) Uani 1 1 d . . . . .
C2 C 0.31610(11) 0.80310(16) 0.34139(4) 0.0180(3) Uani 1 1 d . . . . .
C3 C 0.05476(11) 0.98543(15) 0.35104(4) 0.0176(3) Uani 1 1 d . . . . .
C4 C -0.04848(11) 0.96799(17) 0.32983(4) 0.0221(3) Uani 1 1 d . . . . .
H4A H -0.0577 0.8912 0.3101 0.026 Uiso 1 1 calc R . . . .
C5 C -0.13767(12) 1.06278(18) 0.33750(5) 0.0297(4) Uani 1 1 d . . . . .
H5 H -0.2079 1.0512 0.3229 0.036 Uiso 1 1 calc R . . . .
C6 C -0.12487(13) 1.17436(18) 0.36640(5) 0.0328(4) Uani 1 1 d . . . . .
H6 H -0.1864 1.2386 0.3717 0.039 Uiso 1 1 calc R . . . .
C7 C -0.02286(13) 1.19239(17) 0.38758(5) 0.0295(3) Uani 1 1 d . . . . .
H7 H -0.0144 1.2689 0.4074 0.035 Uiso 1 1 calc R . . . .
C8 C 0.06741(12) 1.09857(16) 0.37986(4) 0.0222(3) Uani 1 1 d . . . . .
H8 H 0.1378 1.1116 0.3942 0.027 Uiso 1 1 calc R . . . .
C9 C 0.48464(11) 0.87213(15) 0.37966(4) 0.0179(3) Uani 1 1 d . . . . .
H9 H 0.4611 0.9782 0.3766 0.021 Uiso 1 1 calc R . . . .
C10 C 0.61328(11) 0.86511(16) 0.37736(4) 0.0210(3) Uani 1 1 d . . . . .
H10A H 0.6367 0.9064 0.3509 0.025 Uiso 1 1 calc R . . . .
H10B H 0.6384 0.7604 0.3789 0.025 Uiso 1 1 calc R . . . .
C11 C 0.66934(12) 0.95305(17) 0.41236(5) 0.0258(3) Uani 1 1 d . . . . .
H11A H 0.7526 0.9427 0.4112 0.031 Uiso 1 1 calc R . . . .
H11B H 0.6504 1.0595 0.4091 0.031 Uiso 1 1 calc R . . . .
C12 C 0.63048(12) 0.89921(18) 0.45378(4) 0.0275(3) Uani 1 1 d . . . . .
H12A H 0.6651 0.9616 0.4757 0.033 Uiso 1 1 calc R . . . .
H12B H 0.6559 0.7957 0.4583 0.033 Uiso 1 1 calc R . . . .
C13 C 0.50157(12) 0.90695(18) 0.45561(4) 0.0260(3) Uani 1 1 d . . . . .
H13A H 0.4774 0.8679 0.4822 0.031 Uiso 1 1 calc R . . . .
H13B H 0.4768 1.0116 0.4534 0.031 Uiso 1 1 calc R . . . .
C14 C 0.44600(11) 0.81702(17) 0.42111(4) 0.0217(3) Uani 1 1 d . . . . .
H14A H 0.3627 0.8259 0.4223 0.026 Uiso 1 1 calc R . . . .
H14B H 0.4662 0.7110 0.4245 0.026 Uiso 1 1 calc R . . . .
C15 C 0.26763(11) 0.55658(15) 0.30857(4) 0.0170(3) Uani 1 1 d . . . . .
C16 C 0.19695(12) 0.43890(16) 0.31719(4) 0.0209(3) Uani 1 1 d . . . . .
H16 H 0.1339 0.4530 0.3341 0.025 Uiso 1 1 calc R . . . .
C17 C 0.21916(12) 0.29988(17) 0.30089(4) 0.0242(3) Uani 1 1 d . . . . .
H17 H 0.1706 0.2188 0.3064 0.029 Uiso 1 1 calc R . . . .
C18 C 0.31224(12) 0.27927(17) 0.27662(4) 0.0245(3) Uani 1 1 d . . . . .
H18 H 0.3279 0.1839 0.2658 0.029 Uiso 1 1 calc R . . . .
C19 C 0.38218(12) 0.39789(17) 0.26817(4) 0.0232(3) Uani 1 1 d . . . . .
H19 H 0.4458 0.3834 0.2516 0.028 Uiso 1 1 calc R . . . .
C20 C 0.36004(11) 0.53791(16) 0.28375(4) 0.0198(3) Uani 1 1 d . . . . .
H20 H 0.4072 0.6197 0.2776 0.024 Uiso 1 1 calc R . . . .
N1A N 0.68188(9) 0.48511(13) 0.34359(3) 0.0183(2) Uani 1 1 d . . . . .
N2A N 0.79080(9) 0.53930(13) 0.33968(3) 0.0184(2) Uani 1 1 d . . . . .
N3A N 0.77244(9) 0.50509(13) 0.40590(3) 0.0175(2) Uani 1 1 d . . . . .
N4A N 0.95204(9) 0.59101(14) 0.38378(3) 0.0203(3) Uani 1 1 d D . . . .
C1A C 0.67694(11) 0.46668(15) 0.38361(4) 0.0161(3) Uani 1 1 d . . . . .
C2A C 0.84288(11) 0.54897(15) 0.37725(4) 0.0167(3) Uani 1 1 d . . . . .
C3A C 0.57450(11) 0.40932(15) 0.40263(4) 0.0167(3) Uani 1 1 d . . . . .
C4A C 0.48389(11) 0.35373(16) 0.37881(4) 0.0220(3) Uani 1 1 d . . . . .
H4AB H 0.4884 0.3521 0.3499 0.026 Uiso 1 1 calc R . . . .
C5A C 0.38745(12) 0.30086(18) 0.39703(5) 0.0274(3) Uani 1 1 d . . . . .
H5A H 0.3268 0.2618 0.3806 0.033 Uiso 1 1 calc R . . . .
C6A C 0.37946(12) 0.30494(17) 0.43923(5) 0.0268(3) Uani 1 1 d . . . . .
H6A H 0.3130 0.2700 0.4517 0.032 Uiso 1 1 calc R . . . .
C7A C 0.46881(13) 0.36020(17) 0.46306(4) 0.0252(3) Uani 1 1 d . . . . .
H7A H 0.4633 0.3637 0.4919 0.030 Uiso 1 1 calc R . . . .
C8A C 0.56626(12) 0.41047(16) 0.44502(4) 0.0208(3) Uani 1 1 d . . . . .
H8A H 0.6278 0.4459 0.4616 0.025 Uiso 1 1 calc R . . . .
C9A C 0.99690(11) 0.61073(16) 0.42587(4) 0.0184(3) Uani 1 1 d . . . . .
H9A H 0.9697 0.5255 0.4425 0.022 Uiso 1 1 calc R . . . .
C10A C 1.12613(11) 0.60447(18) 0.42639(4) 0.0235(3) Uani 1 1 d . . . . .
H10C H 1.1552 0.6839 0.4086 0.028 Uiso 1 1 calc R . . . .
H10D H 1.1506 0.5079 0.4153 0.028 Uiso 1 1 calc R . . . .
C11A C 1.17628(12) 0.62372(19) 0.46979(4) 0.0284(3) Uani 1 1 d . . . . .
H11C H 1.1552 0.5374 0.4866 0.034 Uiso 1 1 calc R . . . .
H11D H 1.2599 0.6266 0.4688 0.034 Uiso 1 1 calc R . . . .
C12A C 1.13431(14) 0.7654(2) 0.48963(5) 0.0338(4) Uani 1 1 d . . . . .
H12C H 1.1632 0.8525 0.4748 0.041 Uiso 1 1 calc R . . . .
H12D H 1.1640 0.7707 0.5182 0.041 Uiso 1 1 calc R . . . .
H4 H 0.4550(15) 0.695(2) 0.3436(5) 0.041 Uiso 1 1 d R . . . .
H4AA H 0.9882(13) 0.6361(18) 0.3640(4) 0.041 Uiso 1 1 d DR . . . .
C13A C 1.00504(13) 0.77021(18) 0.48914(4) 0.0290(3) Uani 1 1 d . . . . .
H13C H 0.9800 0.8657 0.5008 0.035 Uiso 1 1 calc R . . . .
H13D H 0.9765 0.6892 0.5065 0.035 Uiso 1 1 calc R . . . .
C14A C 0.95530(12) 0.75346(17) 0.44565(4) 0.0235(3) Uani 1 1 d . . . . .
H14C H 0.8716 0.7518 0.4464 0.028 Uiso 1 1 calc R . . . .
H14D H 0.9777 0.8397 0.4290 0.028 Uiso 1 1 calc R . . . .
C15A C 0.83450(11) 0.56530(16) 0.29990(4) 0.0189(3) Uani 1 1 d . . . . .
C16A C 0.79276(13) 0.68282(17) 0.27670(4) 0.0252(3) Uani 1 1 d . . . . .
H16A H 0.7363 0.7464 0.2871 0.030 Uiso 1 1 calc R . . . .
C17A C 0.83472(14) 0.70651(18) 0.23798(4) 0.0304(4) Uani 1 1 d . . . . .
H17A H 0.8072 0.7872 0.2218 0.036 Uiso 1 1 calc R . . . .
C18A C 0.91618(13) 0.61312(19) 0.22299(4) 0.0295(4) Uani 1 1 d . . . . .
H18A H 0.9445 0.6297 0.1965 0.035 Uiso 1 1 calc R . . . .
C19A C 0.95681(13) 0.49545(19) 0.24628(5) 0.0293(4) Uani 1 1 d . . . . .
H19A H 1.0127 0.4314 0.2358 0.035 Uiso 1 1 calc R . . . .
C20A C 0.91566(12) 0.47090(17) 0.28519(4) 0.0235(3) Uani 1 1 d . . . . .
H20A H 0.9431 0.3903 0.3013 0.028 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 N2 1.3879(15) . ?
N1 C1 1.3241(17) . ?
N2 C2 1.3603(17) . ?
N2 C15 1.4269(17) . ?
N3 C1 1.3651(17) . ?
N3 C2 1.3268(17) . ?
N4 C2 1.3703(17) . ?
N4 C9 1.4762(17) . ?
C1 C3 1.4701(18) . ?
C3 C4 1.3937(19) . ?
C3 C8 1.3941(19) . ?
C4 C5 1.386(2) . ?
C5 C6 1.386(2) . ?
C6 C7 1.381(2) . ?
C7 C8 1.391(2) . ?
C9 C10 1.5258(18) . ?
C9 C14 1.5285(18) . ?
C10 C11 1.527(2) . ?
C11 C12 1.525(2) . ?
C12 C13 1.528(2) . ?
C13 C14 1.522(2) . ?
C15 C16 1.3847(19) . ?
C15 C20 1.3918(18) . ?
C16 C17 1.390(2) . ?
C17 C18 1.390(2) . ?
C18 C19 1.385(2) . ?
C19 C20 1.389(2) . ?
N1A N2A 1.3865(15) . ?
N1A C1A 1.3237(16) . ?
N2A C2A 1.3607(17) . ?
N2A C15A 1.4355(16) . ?
N3A C1A 1.3690(17) . ?
N3A C2A 1.3336(16) . ?
N4A C2A 1.3551(17) . ?
N4A C9A 1.4716(17) . ?
C1A C3A 1.4727(18) . ?
C3A C4A 1.3976(19) . ?
C3A C8A 1.3941(18) . ?
C4A C5A 1.387(2) . ?
C5A C6A 1.388(2) . ?
C6A C7A 1.386(2) . ?
C7A C8A 1.3869(19) . ?
C9A C10A 1.5280(18) . ?
C9A C14A 1.528(2) . ?
C10A C11A 1.5321(19) . ?
C11A C12A 1.523(2) . ?
C12A C13A 1.528(2) . ?
C13A C14A 1.531(2) . ?
C15A C16A 1.385(2) . ?
C15A C20A 1.380(2) . ?
C16A C17A 1.392(2) . ?
C17A C18A 1.381(2) . ?
C18A C19A 1.383(2) . ?
C19A C20A 1.3955(19) . ?

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 N2 101.88(10) . . ?
N1 N2 C15 120.98(11) . . ?
C2 N2 N1 109.04(11) . . ?
C2 N2 C15 129.97(11) . . ?
C2 N3 C1 102.85(11) . . ?
C2 N4 C9 115.01(11) . . ?
N1 C1 N3 115.77(12) . . ?
N1 C1 C3 122.26(12) . . ?
N3 C1 C3 121.97(12) . . ?
N2 C2 N4 124.98(12) . . ?
N3 C2 N2 110.45(11) . . ?
N3 C2 N4 124.57(13) . . ?
C4 C3 C1 120.11(13) . . ?
C4 C3 C8 119.56(13) . . ?
C8 C3 C1 120.33(12) . . ?
C5 C4 C3 119.93(14) . . ?
C6 C5 C4 120.26(15) . . ?
C7 C6 C5 120.19(14) . . ?
C6 C7 C8 119.98(15) . . ?
C7 C8 C3 120.08(14) . . ?
N4 C9 C10 110.18(11) . . ?
N4 C9 C14 111.54(11) . . ?
C10 C9 C14 110.88(11) . . ?
C9 C10 C11 110.54(11) . . ?
C12 C11 C10 111.50(12) . . ?
C11 C12 C13 110.42(12) . . ?
C14 C13 C12 110.73(12) . . ?
C13 C14 C9 110.60(12) . . ?
C16 C15 N2 119.45(11) . . ?
C16 C15 C20 121.05(13) . . ?
C20 C15 N2 119.49(12) . . ?
C15 C16 C17 119.33(13) . . ?
C18 C17 C16 120.16(14) . . ?
C19 C18 C17 119.96(13) . . ?
C18 C19 C20 120.49(13) . . ?
C19 C20 C15 118.99(13) . . ?
C1A N1A N2A 101.87(10) . . ?
N1A N2A C15A 120.20(10) . . ?
C2A N2A N1A 109.50(10) . . ?
C2A N2A C15A 130.11(11) . . ?
C2A N3A C1A 102.85(11) . . ?
C2A N4A C9A 119.64(11) . . ?
N1A C1A N3A 115.75(11) . . ?
N1A C1A C3A 121.68(12) . . ?
N3A C1A C3A 122.56(11) . . ?
N3A C2A N2A 110.01(11) . . ?
N3A C2A N4A 125.75(12) . . ?
N4A C2A N2A 124.18(12) . . ?
C4A C3A C1A 121.03(12) . . ?
C8A C3A C1A 120.17(12) . . ?
C8A C3A C4A 118.80(12) . . ?
C5A C4A C3A 120.58(13) . . ?
C4A C5A C6A 120.08(14) . . ?
C7A C6A C5A 119.70(13) . . ?
C6A C7A C8A 120.39(13) . . ?
C7A C8A C3A 120.43(13) . . ?
N4A C9A C10A 109.66(10) . . ?
N4A C9A C14A 112.79(11) . . ?
C10A C9A C14A 111.17(12) . . ?
C9A C10A C11A 111.31(11) . . ?
C12A C11A C10A 111.65(13) . . ?
C11A C12A C13A 110.99(13) . . ?
C12A C13A C14A 111.19(12) . . ?
C9A C14A C13A 110.98(12) . . ?
C16A C15A N2A 119.36(12) . . ?
C20A C15A N2A 119.33(12) . . ?
C20A C15A C16A 121.30(13) . . ?
C15A C16A C17A 119.06(14) . . ?
C18A C17A C16A 120.17(15) . . ?
C17A C18A C19A 120.35(13) . . ?
C18A C19A C20A 119.99(15) . . ?
C15A C20A C19A 119.13(14) . . ?

_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_14
_database_code_depnum_ccdc_archive 'CCDC 1901803'
loop_
_audit_author_name
_audit_author_address
'Vitalii Suslonov'
;Saint Petersburg State University
Russia
;
_audit_update_record             
;
2019-03-07 deposited with the CCDC.	2019-10-16 downloaded from the CCDC.
;
_audit_creation_date             2019-03-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H24 N4'
_chemical_formula_sum            'C21 H24 N4'
_chemical_formula_weight         332.44
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 N3'
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                   24.8112(2)
_cell_length_b                   16.1728(2)
_cell_length_c                   9.07050(10)
_cell_angle_alpha                90
_cell_angle_beta                 92.0220(10)
_cell_angle_gamma                90
_cell_volume                     3637.42(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    18901
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      73.7120
_cell_measurement_theta_min      1.7520
_shelx_estimated_absorpt_T_max   0.919
_shelx_estimated_absorpt_T_min   0.894
_exptl_absorpt_coefficient_mu    0.571
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75218
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.35a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1424
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0526
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            42786
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.997
_diffrn_reflns_theta_min         1.782
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      130(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -44.00  -6.00   0.50    1.08    --  -38.95 129.00-171.00   76
  2  ω    -89.00 -48.00   0.50    1.08    --  -38.95 129.00-171.00   82
  3  ω     42.00  69.00   0.50    1.08    --   38.95-129.00 115.00   54
  4  ω     65.00  90.00   0.50    1.08    --   38.95-140.00 -57.00   50
  5  ω    111.00 157.00   0.50    4.31    --  107.00 129.00-171.00   92
  6  ω     55.00 104.00   0.50    4.31    --  107.00-140.00 -57.00   98
  7  ω     87.00 112.00   0.50    4.31    --  107.00 140.00   1.00   50
  8  ω     97.00 122.00   0.50    4.31    --  107.00-129.00 115.00   50
  9  ω    -69.00 -15.00   0.50    1.08    --  -38.95 -77.00 120.00  108
 10  ω   -102.00 -73.00   0.50    1.08    --  -38.95 -77.00 120.00   58
 11  ω   -103.00 -22.00   0.50    1.08    --  -38.95 -54.00-120.00  162
 12  ω    -96.00 -21.00   0.50    1.08    --  -38.95 138.00 -90.00  150
 13  ω    -49.00 -23.00   0.50    1.08    --  -38.95 -54.00 -60.00   52
 14  ω   -103.00 -38.00   0.50    1.08    --  -38.95 -54.00   0.00  130
 15  ω   -101.00 -55.00   0.50    1.08    --  -38.95 -54.00 -60.00   92
 16  ω    -51.00 -15.00   0.50    1.08    --  -38.95 140.00   1.00   72
 17  ω     74.00 104.00   0.50    1.08    --   38.95  54.00 150.00   60
 18  ω     25.00  68.00   0.50    1.08    --   38.95  65.00-120.00   86
 19  ω     20.00 104.00   0.50    1.08    --   38.95  65.00-150.00  168
 20  ω     79.00 104.00   0.50    1.08    --   38.95  65.00-120.00   50
 21  ω     11.00  37.00   0.50    1.08    --   38.95 -32.00   0.00   52
 22  ω     27.00  61.00   0.50    1.08    --   38.95  54.00 150.00   68
 23  ω     57.00  82.00   0.50    1.08    --   38.95  32.00-150.00   50
 24  ω     39.00  78.00   0.50    4.31    --  107.00-111.00 120.00   78
 25  ω    131.00 157.00   0.50    4.31    --  107.00  37.00 150.00   52
 26  ω     86.00 157.00   0.50    4.31    --  107.00  61.00-150.00  142
 27  ω     93.00 119.00   0.50    4.31    --  107.00  37.00 150.00   52
 28  ω     99.00 125.00   0.50    4.31    --  107.00-133.00-120.00   52
 29  ω     88.00 121.00   0.50    4.31    --  107.00 -30.00-120.00   66
 30  ω     43.00  80.00   0.50    4.31    --  107.00-133.00-120.00   74
 31  ω     81.00 156.00   0.50    4.31    --  107.00  77.00  30.00  150
 32  ω     46.00 116.00   0.50    4.31    --  107.00 -45.00  60.00  140
 33  ω     81.00 152.00   0.50    4.31    --  107.00  93.00  60.00  142
 34  ω     38.00 109.00   0.50    4.31    --  107.00-111.00 -60.00  142
 35  ω     98.00 157.00   0.50    4.31    --  107.00  30.00   0.00  118
 36  ω    100.00 154.00   0.50    4.31    --  107.00  37.00 120.00  108
 37  ω     75.00 140.00   0.50    4.31    --  107.00 -93.00 -30.00  130
 38  ω     79.00 109.00   0.50    4.31    --  107.00-111.00-150.00   60
 39  ω     64.00 134.00   0.50    4.31    --  107.00 -77.00 -90.00  140
 40  ω     46.00  81.00   0.50    4.31    --  107.00 -30.00-120.00   70
 41  ω     73.00  99.00   0.50    4.31    --  107.00-129.00 115.00   52
 42  ω    -12.00  26.00   0.50    1.08    --  -38.95  21.00  30.00   76
 43  ω   -100.00 -75.00   0.50    1.08    --  -38.95 -77.00   0.00   50
 44  ω    -49.00 -23.00   0.50    1.08    --  -38.95 -77.00   0.00   52
 45  ω     15.00  44.00   0.50    1.08    --   38.95-138.00-150.00   58
 46  ω     34.00  59.00   0.50    1.08    --   38.95 -21.00  60.00   50
 47  ω     73.00  98.00   0.50    1.08    --   38.95  54.00 120.00   50
 48  ω     50.00  84.00   0.50    1.08    --   38.95-138.00-150.00   68
 49  ω     13.00  58.00   0.50    1.08    --   38.95 -65.00 150.00   90
 50  ω    -17.00   9.00   0.50    1.08    --   38.95 -21.00  60.00   52
 51  ω    -30.00  -4.00   0.50    1.08    --   38.95 -89.00 120.00   52
 52  ω     45.00  71.00   0.50    1.08    --   38.95  54.00 120.00   52
 53  ω     31.00  69.00   0.50    1.08    --   38.95 -89.00 120.00   76
 54  ω     91.00 117.00   0.50    4.31    --  107.00  53.00 -30.00   52
 55  ω     99.00 133.00   0.50    4.31    --  107.00  22.00  90.00   68
 56  ω    120.00 156.00   0.50    4.31    --  107.00  30.00 -90.00   72
 57  ω     73.00 106.00   0.50    4.31    --  107.00 -45.00 -60.00   66
 58  ω    110.00 136.00   0.50    4.31    --  107.00  30.00 150.00   52
 59  ω     53.00 127.00   0.50    4.31    --  107.00 -53.00-120.00  148
 60  ω     99.00 125.00   0.50    4.31    --  107.00-133.00 -60.00   52
 61  ω     48.00  78.00   0.50    4.31    --  107.00-133.00 -60.00   60
 62  ω    100.00 125.00   0.50    4.31    --  107.00-133.00  30.00   50
 63  ω     54.00  96.00   0.50    4.31    --  107.00-133.00 -90.00   84
 64  ω    112.00 153.00   0.50    4.31    --  107.00  93.00-120.00   82
 65  ω     51.00  77.00   0.50    4.31    --  107.00-133.00  30.00   52
 66  ω    115.00 155.00   0.50    4.31    --  107.00 111.00 -30.00   80
 67  ω     90.00 150.00   0.50    4.31    --  107.00  45.00-180.00  120
 68  ω     35.00  82.00   0.50    4.31    --  107.00 -22.00  60.00   94
 69  ω     60.00  86.00   0.50    4.31    --  107.00-133.00-150.00   52
 70  ω     96.00 122.00   0.50    4.31    --  107.00 111.00-150.00   52
 71  ω    123.00 157.00   0.50    4.31    --  107.00  53.00 -30.00   68
 72  ω     87.00 113.00   0.50    4.31    --  107.00 -86.00  30.00   52
 73  ω     84.00 110.00   0.50    4.31    --  107.00  93.00-120.00   52
 74  ω    123.00 154.00   0.50    4.31    --  107.00 111.00-150.00   62
 75  ω     74.00 114.00   0.50    4.31    --  107.00-111.00  90.00   80
 76  ω     53.00 134.00   0.50    4.31    --  107.00 -77.00  90.00  162
 77  ω     75.00 125.00   0.50    4.31    --  107.00-133.00  90.00  100
 78  ω    118.00 157.00   0.50    4.31    --  107.00  77.00   0.00   78
 79  ω    -73.00 -48.00   0.50    1.08    --  -38.95 129.00-171.00   50
 80  ω     56.00  82.00   0.50    4.31    --  107.00-124.00  21.00   52
 81  ω      3.00  28.00   0.50    1.08    --  -38.95  77.00 -60.00   50
 82  ω    -62.00 -36.00   0.50    1.08    --  -38.95  77.00 -60.00   52
 83  ω    -46.00 -20.00   0.50    1.08    --  -38.95  21.00  60.00   52
 84  ω     -3.00  23.00   0.50    1.08    --  -38.95  21.00  60.00   52
 85  ω     83.00 108.00   0.50    1.08    --   38.95  32.00-120.00   50
 86  ω     73.00 127.00   0.50    4.31    --  107.00 -53.00 150.00  108
 87  ω    128.00 154.00   0.50    4.31    --  107.00  37.00  60.00   52
 88  ω     73.00  99.00   0.50    4.31    --  107.00 133.00-180.00   52
 89  ω     97.00 122.00   0.50    4.31    --  107.00  37.00  60.00   50
 90  ω    123.00 156.00   0.50    4.31    --  107.00  61.00 -60.00   66
 91  ω    122.00 148.00   0.50    4.31    --  107.00 133.00-180.00   52
 92  ω     97.00 138.00   0.50    4.31    --  107.00 178.00 -90.00   82
 93  ω     93.00 119.00   0.50    4.31    --  107.00  30.00 -90.00   52
 94  ω     93.00 137.00   0.50    4.31    --  107.00  45.00  30.00   88
 95  ω    121.00 156.00   0.50    4.31    --  107.00  61.00  90.00   70
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0291672000
_diffrn_orient_matrix_UB_12      -0.0841123000
_diffrn_orient_matrix_UB_13      -0.0032419000
_diffrn_orient_matrix_UB_21      -0.0545991000
_diffrn_orient_matrix_UB_22      0.0445191000
_diffrn_orient_matrix_UB_23      -0.0213004000
_diffrn_orient_matrix_UB_31      0.0052404000
_diffrn_orient_matrix_UB_32      -0.0039997000
_diffrn_orient_matrix_UB_33      -0.1686072000
_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              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5999
_reflns_number_total             6891
_reflns_odcompleteness_completeness 99.99
_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 1.171.39.35a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.35a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.35a (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     497
_refine_ls_number_reflns         6891
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0402
_refine_ls_restrained_S_all      1.013
_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)+(0.0602P)²+0.9067P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1032
_refine_ls_wR_factor_ref         0.1082
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2. Others
 Sof(H9AA)=Sof(C10A)=Sof(H10A)=Sof(H10B)=Sof(C11A)=Sof(H11A)=Sof(H11B)=
 Sof(C12A)=Sof(H12A)=Sof(H12B)=Sof(C13A)=Sof(H13A)=Sof(H13B)=Sof(C14A)=
 Sof(H14A)=Sof(H14B)=1-FVAR(1)
 Sof(H9A)=Sof(C10B)=Sof(H10C)=Sof(H10D)=Sof(C11B)=Sof(H11C)=Sof(H11D)=
 Sof(C12B)=Sof(H12C)=Sof(H12D)=Sof(C13B)=Sof(H13C)=Sof(H13D)=Sof(C14B)=
 Sof(H14C)=Sof(H14D)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C9(H9), C9A(H9A), C9A(H9AA)
3.b Secondary CH2 refined with riding coordinates:
 C10(H10E,H10F), C11(H11E,H11F), C12(H12E,H12F), C13(H13E,H13F), C14(H14E,
 H14F), C15(H15C,H15D), C10A(H10A,H10B), C11A(H11A,H11B), C12A(H12A,H12B),
 C13A(H13A,H13B), C14A(H14A,H14B), C15A(H15A,H15B), C10B(H10C,H10D), C11B(H11C,
 H11D), C12B(H12C,H12D), C13B(H13C,H13D), C14B(H14C,H14D)
3.c Aromatic/amide H refined with riding coordinates:
 N4(H4), C4(H4B), C5(H5), C6(H6), C7(H7), C8(H8), C17(H17), C18(H18), C19(H19),
  C20(H20), C21(H21), N4A(H4A), C4A(H4AA), C5A(H5A), C6A(H6A), C7A(H7A),
 C8A(H8A), C17A(H17A), C18A(H18A), C19A(H19A), C20A(H20A), C21A(H21A)
;
_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 0.41264(4) 0.35391(6) 0.25569(11) 0.0231(2) Uani 1 1 d . . . . .
N2 N 0.40293(4) 0.31540(6) 0.38776(11) 0.0223(2) Uani 1 1 d . . . . .
N3 N 0.33833(4) 0.40825(6) 0.35910(11) 0.0240(2) Uani 1 1 d . . . . .
N4 N 0.34108(4) 0.32712(7) 0.58095(11) 0.0283(2) Uani 1 1 d . . . . .
H4 H 0.3591 0.2915 0.6329 0.034 Uiso 1 1 calc R . . . .
C1 C 0.37287(5) 0.40816(7) 0.24455(13) 0.0216(2) Uani 1 1 d . . . . .
C2 C 0.35914(5) 0.34987(7) 0.44776(13) 0.0225(2) Uani 1 1 d . . . . .
C3 C 0.36684(5) 0.46314(7) 0.11561(13) 0.0230(2) Uani 1 1 d . . . . .
C4 C 0.40774(5) 0.46925(7) 0.01405(13) 0.0260(3) Uani 1 1 d . . . . .
H4B H 0.4396 0.4397 0.0293 0.031 Uiso 1 1 calc R . . . .
C5 C 0.40088(6) 0.51929(8) -0.10951(14) 0.0312(3) Uani 1 1 d . . . . .
H5 H 0.4281 0.5228 -0.1771 0.037 Uiso 1 1 calc R . . . .
C6 C 0.35357(6) 0.56420(8) -0.13284(14) 0.0325(3) Uani 1 1 d . . . . .
H6 H 0.3491 0.5974 -0.2160 0.039 Uiso 1 1 calc R . . . .
C7 C 0.31320(5) 0.55920(8) -0.03161(14) 0.0302(3) Uani 1 1 d . . . . .
H7 H 0.2816 0.5895 -0.0464 0.036 Uiso 1 1 calc R . . . .
C8 C 0.31982(5) 0.50908(7) 0.09205(14) 0.0263(3) Uani 1 1 d . . . . .
H8 H 0.2926 0.5061 0.1598 0.032 Uiso 1 1 calc R . . . .
C9 C 0.29152(5) 0.36178(8) 0.63873(13) 0.0250(3) Uani 1 1 d . . . . .
H9 H 0.2917 0.4216 0.6214 0.030 Uiso 1 1 calc R . . . .
C10 C 0.29053(5) 0.34716(8) 0.80399(14) 0.0276(3) Uani 1 1 d . . . . .
H10E H 0.3216 0.3735 0.8520 0.033 Uiso 1 1 calc R . . . .
H10F H 0.2927 0.2883 0.8239 0.033 Uiso 1 1 calc R . . . .
C11 C 0.23886(5) 0.38203(9) 0.86663(15) 0.0326(3) Uani 1 1 d . . . . .
H11E H 0.2384 0.3700 0.9714 0.039 Uiso 1 1 calc R . . . .
H11F H 0.2385 0.4416 0.8548 0.039 Uiso 1 1 calc R . . . .
C12 C 0.18874(5) 0.34590(10) 0.79079(16) 0.0373(3) Uani 1 1 d . . . . .
H12E H 0.1569 0.3715 0.8297 0.045 Uiso 1 1 calc R . . . .
H12F H 0.1870 0.2870 0.8104 0.045 Uiso 1 1 calc R . . . .
C13 C 0.18975(5) 0.36048(10) 0.62469(16) 0.0395(3) Uani 1 1 d . . . . .
H13E H 0.1876 0.4193 0.6047 0.047 Uiso 1 1 calc R . . . .
H13F H 0.1587 0.3341 0.5769 0.047 Uiso 1 1 calc R . . . .
C14 C 0.24134(5) 0.32564(9) 0.56132(14) 0.0320(3) Uani 1 1 d . . . . .
H14E H 0.2416 0.2660 0.5724 0.038 Uiso 1 1 calc R . . . .
H14F H 0.2419 0.3382 0.4568 0.038 Uiso 1 1 calc R . . . .
C15 C 0.44054(4) 0.25507(7) 0.44993(13) 0.0224(2) Uani 1 1 d . . . . .
H15C H 0.4583 0.2276 0.3700 0.027 Uiso 1 1 calc R . . . .
H15D H 0.4204 0.2135 0.5020 0.027 Uiso 1 1 calc R . . . .
C16 C 0.48317(4) 0.29127(8) 0.55497(13) 0.0230(2) Uani 1 1 d . . . . .
C17 C 0.51995(5) 0.23713(8) 0.62279(13) 0.0258(3) Uani 1 1 d . . . . .
H17 H 0.5188 0.1812 0.5991 0.031 Uiso 1 1 calc R . . . .
C18 C 0.55823(5) 0.26591(9) 0.72544(14) 0.0304(3) Uani 1 1 d . . . . .
H18 H 0.5825 0.2292 0.7705 0.036 Uiso 1 1 calc R . . . .
C19 C 0.56050(5) 0.34915(9) 0.76123(15) 0.0336(3) Uani 1 1 d . . . . .
H19 H 0.5859 0.3683 0.8310 0.040 Uiso 1 1 calc R . . . .
C20 C 0.52458(6) 0.40356(9) 0.69209(16) 0.0361(3) Uani 1 1 d . . . . .
H20 H 0.5263 0.4596 0.7145 0.043 Uiso 1 1 calc R . . . .
C21 C 0.48605(5) 0.37487(8) 0.58942(15) 0.0308(3) Uani 1 1 d . . . . .
H21 H 0.4621 0.4118 0.5436 0.037 Uiso 1 1 calc R . . . .
N1A N 0.17465(4) 0.64546(6) 0.92086(11) 0.0245(2) Uani 1 1 d . . . . .
N2A N 0.16611(4) 0.69090(6) 0.79301(11) 0.0222(2) Uani 1 1 d . . . . .
N3A N 0.09836(4) 0.60249(6) 0.79649(12) 0.0254(2) Uani 1 1 d . . . . .
N4A N 0.10351(4) 0.69152(7) 0.58751(13) 0.0318(3) Uani 1 1 d . . . . .
H4A H 0.1224 0.7273 0.5417 0.038 Uiso 1 1 calc R . . . .
C1A C 0.13282(5) 0.59444(7) 0.91648(13) 0.0239(2) Uani 1 1 d . . . . .
C2A C 0.12136(5) 0.66234(7) 0.71994(13) 0.0231(2) Uani 1 1 d . . . . .
C3A C 0.12546(5) 0.53133(8) 1.03098(13) 0.0276(3) Uani 1 1 d . . . . .
C4A C 0.16609(5) 0.51522(8) 1.13650(15) 0.0323(3) Uani 1 1 d . . . . .
H4AA H 0.1975 0.5467 1.1383 0.039 Uiso 1 1 calc R . . . .
C5A C 0.16014(7) 0.45273(10) 1.23885(16) 0.0425(3) Uani 1 1 d . . . . .
H5A H 0.1876 0.4420 1.3087 0.051 Uiso 1 1 calc R . . . .
C6A C 0.11325(8) 0.40615(11) 1.23722(18) 0.0560(5) Uani 1 1 d . . . . .
H6A H 0.1095 0.3635 1.3048 0.067 Uiso 1 1 calc R . . . .
C7A C 0.07214(8) 0.42320(11) 1.13502(18) 0.0572(5) Uani 1 1 d . . . . .
H7A H 0.0403 0.3929 1.1359 0.069 Uiso 1 1 calc R . . . .
C8A C 0.07805(6) 0.48530(9) 1.03100(15) 0.0394(3) Uani 1 1 d . . . . .
H8A H 0.0504 0.4961 0.9616 0.047 Uiso 1 1 calc R . . . .
C9A C 0.05225(5) 0.66251(9) 0.52163(16) 0.0336(3) Uani 1 1 d . . . . .
H9A H 0.0295 0.6536 0.6064 0.040 Uiso 0.496(2) 1 calc R . P A 1
H9AA H 0.0384 0.6142 0.5732 0.040 Uiso 0.504(2) 1 calc R . P A 2
C10A C 0.06015(10) 0.64423(17) 0.3461(3) 0.0309(6) Uani 0.504(2) 1 d . . P A 2
H10A H 0.0754 0.6926 0.3001 0.037 Uiso 0.504(2) 1 calc R . P A 2
H10B H 0.0851 0.5986 0.3352 0.037 Uiso 0.504(2) 1 calc R . P A 2
C11A C 0.00588(13) 0.62290(17) 0.2689(3) 0.0335(7) Uani 0.504(2) 1 d . . P A 2
H11A H 0.0113 0.6136 0.1648 0.040 Uiso 0.504(2) 1 calc R . P A 2
H11B H -0.0078 0.5721 0.3102 0.040 Uiso 0.504(2) 1 calc R . P A 2
C12A C -0.03550(10) 0.69116(17) 0.2860(4) 0.0310(6) Uani 0.504(2) 1 d . . P A 2
H12A H -0.0239 0.7403 0.2347 0.037 Uiso 0.504(2) 1 calc R . P A 2
H12B H -0.0699 0.6738 0.2420 0.037 Uiso 0.504(2) 1 calc R . P A 2
C13A C -0.04215(12) 0.7109(2) 0.4469(4) 0.0368(7) Uani 0.504(2) 1 d . . P A 2
H13A H -0.0562 0.6628 0.4967 0.044 Uiso 0.504(2) 1 calc R . P A 2
H13B H -0.0679 0.7556 0.4559 0.044 Uiso 0.504(2) 1 calc R . P A 2
C14A C 0.01178(11) 0.73597(19) 0.5201(4) 0.0354(7) Uani 0.504(2) 1 d . . P A 2
H14A H 0.0061 0.7538 0.6204 0.042 Uiso 0.504(2) 1 calc R . P A 2
H14B H 0.0268 0.7821 0.4668 0.042 Uiso 0.504(2) 1 calc R . P A 2
C15A C 0.20839(4) 0.74383(7) 0.73957(13) 0.0219(2) Uani 1 1 d . . . . .
H15A H 0.2283 0.7674 0.8235 0.026 Uiso 1 1 calc R . . . .
H15B H 0.1920 0.7891 0.6840 0.026 Uiso 1 1 calc R . . . .
C16A C 0.24747(4) 0.69927(7) 0.64268(12) 0.0212(2) Uani 1 1 d . . . . .
C17A C 0.23771(5) 0.62036(7) 0.58623(13) 0.0250(2) Uani 1 1 d . . . . .
H17A H 0.2068 0.5920 0.6113 0.030 Uiso 1 1 calc R . . . .
C18A C 0.27398(5) 0.58383(8) 0.49266(14) 0.0280(3) Uani 1 1 d . . . . .
H18A H 0.2672 0.5311 0.4554 0.034 Uiso 1 1 calc R . . . .
C19A C 0.32025(5) 0.62557(9) 0.45460(14) 0.0304(3) Uani 1 1 d . . . . .
H19A H 0.3445 0.6010 0.3921 0.036 Uiso 1 1 calc R . . . .
C20A C 0.33011(5) 0.70414(9) 0.51034(14) 0.0307(3) Uani 1 1 d . . . . .
H20A H 0.3610 0.7325 0.4847 0.037 Uiso 1 1 calc R . . . .
C21A C 0.29418(5) 0.74060(8) 0.60405(13) 0.0257(3) Uani 1 1 d . . . . .
H21A H 0.3013 0.7932 0.6415 0.031 Uiso 1 1 calc R . . . .
C10B C 0.05881(10) 0.57622(15) 0.4560(3) 0.0289(6) Uani 0.496(2) 1 d . . P A 1
H10C H 0.0748 0.5395 0.5299 0.035 Uiso 0.496(2) 1 calc R . P A 1
H10D H 0.0827 0.5788 0.3737 0.035 Uiso 0.496(2) 1 calc R . P A 1
C11B C 0.00389(11) 0.54259(15) 0.4033(3) 0.0306(6) Uani 0.496(2) 1 d . . P A 1
H11C H 0.0090 0.4918 0.3486 0.037 Uiso 0.496(2) 1 calc R . P A 1
H11D H -0.0173 0.5297 0.4882 0.037 Uiso 0.496(2) 1 calc R . P A 1
C12B C -0.02678(12) 0.60476(17) 0.3051(3) 0.0297(6) Uani 0.496(2) 1 d . . P A 1
H12C H -0.0626 0.5835 0.2811 0.036 Uiso 0.496(2) 1 calc R . P A 1
H12D H -0.0082 0.6116 0.2137 0.036 Uiso 0.496(2) 1 calc R . P A 1
C13B C -0.03155(12) 0.68852(19) 0.3809(5) 0.0268(6) Uani 0.496(2) 1 d . . P A 1
H13C H -0.0549 0.6833 0.4639 0.032 Uiso 0.496(2) 1 calc R . P A 1
H13D H -0.0479 0.7279 0.3122 0.032 Uiso 0.496(2) 1 calc R . P A 1
C14B C 0.02359(10) 0.72089(16) 0.4353(3) 0.0253(6) Uani 0.496(2) 1 d . . P A 1
H14C H 0.0446 0.7355 0.3509 0.030 Uiso 0.496(2) 1 calc R . P A 1
H14D H 0.0186 0.7706 0.4931 0.030 Uiso 0.496(2) 1 calc R . P A 1


_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 N2 1.3789(14) . ?
N1 C1 1.3215(15) . ?
N2 C2 1.3524(15) . ?
N2 C15 1.4505(14) . ?
N3 C1 1.3701(16) . ?
N3 C2 1.3324(15) . ?
N4 H4 0.8600 . ?
N4 C2 1.3543(16) . ?
N4 C9 1.4650(15) . ?
C1 C3 1.4726(16) . ?
C3 C4 1.3979(18) . ?
C3 C8 1.3932(17) . ?
C4 H4B 0.9300 . ?
C4 C5 1.3880(18) . ?
C5 H5 0.9300 . ?
C5 C6 1.3902(19) . ?
C6 H6 0.9300 . ?
C6 C7 1.385(2) . ?
C7 H7 0.9300 . ?
C7 C8 1.3889(17) . ?
C8 H8 0.9300 . ?
C9 H9 0.9800 . ?
C9 C10 1.5186(17) . ?
C9 C14 1.5241(17) . ?
C10 H10E 0.9700 . ?
C10 H10F 0.9700 . ?
C10 C11 1.5282(17) . ?
C11 H11E 0.9700 . ?
C11 H11F 0.9700 . ?
C11 C12 1.5167(19) . ?
C12 H12E 0.9700 . ?
C12 H12F 0.9700 . ?
C12 C13 1.526(2) . ?
C13 H13E 0.9700 . ?
C13 H13F 0.9700 . ?
C13 C14 1.5291(18) . ?
C14 H14E 0.9700 . ?
C14 H14F 0.9700 . ?
C15 H15C 0.9700 . ?
C15 H15D 0.9700 . ?
C15 C16 1.5158(16) . ?
C16 C17 1.3924(17) . ?
C16 C21 1.3890(18) . ?
C17 H17 0.9300 . ?
C17 C18 1.3868(17) . ?
C18 H18 0.9300 . ?
C18 C19 1.386(2) . ?
C19 H19 0.9300 . ?
C19 C20 1.387(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.3905(18) . ?
C21 H21 0.9300 . ?
N1A N2A 1.3829(14) . ?
N1A C1A 1.3254(15) . ?
N2A C2A 1.3540(15) . ?
N2A C15A 1.4506(14) . ?
N3A C1A 1.3662(16) . ?
N3A C2A 1.3314(16) . ?
N4A H4A 0.8600 . ?
N4A C2A 1.3506(16) . ?
N4A C9A 1.4632(15) . ?
C1A C3A 1.4720(17) . ?
C3A C4A 1.3900(19) . ?
C3A C8A 1.3921(19) . ?
C4A H4AA 0.9300 . ?
C4A C5A 1.3837(19) . ?
C5A H5A 0.9300 . ?
C5A C6A 1.386(2) . ?
C6A H6A 0.9300 . ?
C6A C7A 1.382(3) . ?
C7A H7A 0.9300 . ?
C7A C8A 1.389(2) . ?
C8A H8A 0.9300 . ?
C9A H9A 0.9800 . ?
C9A H9AA 0.9800 . ?
C9A C10A 1.638(3) . ?
C9A C14A 1.555(3) . ?
C9A C10B 1.528(3) . ?
C9A C14B 1.404(3) . ?
C10A H10A 0.9700 . ?
C10A H10B 0.9700 . ?
C10A C11A 1.535(4) . ?
C11A H11A 0.9700 . ?
C11A H11B 0.9700 . ?
C11A C12A 1.519(4) . ?
C12A H12A 0.9700 . ?
C12A H12B 0.9700 . ?
C12A C13A 1.508(5) . ?
C13A H13A 0.9700 . ?
C13A H13B 0.9700 . ?
C13A C14A 1.528(4) . ?
C14A H14A 0.9700 . ?
C14A H14B 0.9700 . ?
C15A H15A 0.9700 . ?
C15A H15B 0.9700 . ?
C15A C16A 1.5139(16) . ?
C16A C17A 1.3931(17) . ?
C16A C21A 1.3934(16) . ?
C17A H17A 0.9300 . ?
C17A C18A 1.3903(18) . ?
C18A H18A 0.9300 . ?
C18A C19A 1.3858(19) . ?
C19A H19A 0.9300 . ?
C19A C20A 1.386(2) . ?
C20A H20A 0.9300 . ?
C20A C21A 1.3850(18) . ?
C21A H21A 0.9300 . ?
C10B H10C 0.9700 . ?
C10B H10D 0.9700 . ?
C10B C11B 1.528(3) . ?
C11B H11C 0.9700 . ?
C11B H11D 0.9700 . ?
C11B C12B 1.528(4) . ?
C12B H12C 0.9700 . ?
C12B H12D 0.9700 . ?
C12B C13B 1.525(4) . ?
C13B H13C 0.9700 . ?
C13B H13D 0.9700 . ?
C13B C14B 1.530(4) . ?
C14B H14C 0.9700 . ?
C14B H14D 0.9700 . ?

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 N2 102.32(9) . . ?
N1 N2 C15 120.78(9) . . ?
C2 N2 N1 109.32(9) . . ?
C2 N2 C15 129.48(10) . . ?
C2 N3 C1 102.56(10) . . ?
C2 N4 H4 119.2 . . ?
C2 N4 C9 121.57(10) . . ?
C9 N4 H4 119.2 . . ?
N1 C1 N3 115.34(10) . . ?
N1 C1 C3 121.08(11) . . ?
N3 C1 C3 123.57(10) . . ?
N2 C2 N4 122.87(11) . . ?
N3 C2 N2 110.42(10) . . ?
N3 C2 N4 126.69(11) . . ?
C4 C3 C1 120.68(11) . . ?
C8 C3 C1 120.32(11) . . ?
C8 C3 C4 118.99(11) . . ?
C3 C4 H4B 119.9 . . ?
C5 C4 C3 120.15(12) . . ?
C5 C4 H4B 119.9 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.42(12) . . ?
C6 C5 H5 119.8 . . ?
C5 C6 H6 120.2 . . ?
C7 C6 C5 119.68(12) . . ?
C7 C6 H6 120.2 . . ?
C6 C7 H7 119.9 . . ?
C6 C7 C8 120.12(12) . . ?
C8 C7 H7 119.9 . . ?
C3 C8 H8 119.7 . . ?
C7 C8 C3 120.64(12) . . ?
C7 C8 H8 119.7 . . ?
N4 C9 H9 108.2 . . ?
N4 C9 C10 109.67(10) . . ?
N4 C9 C14 111.77(10) . . ?
C10 C9 H9 108.2 . . ?
C10 C9 C14 110.71(10) . . ?
C14 C9 H9 108.2 . . ?
C9 C10 H10E 109.5 . . ?
C9 C10 H10F 109.5 . . ?
C9 C10 C11 110.65(10) . . ?
H10E C10 H10F 108.1 . . ?
C11 C10 H10E 109.5 . . ?
C11 C10 H10F 109.5 . . ?
C10 C11 H11E 109.2 . . ?
C10 C11 H11F 109.2 . . ?
H11E C11 H11F 107.9 . . ?
C12 C11 C10 111.98(11) . . ?
C12 C11 H11E 109.2 . . ?
C12 C11 H11F 109.2 . . ?
C11 C12 H12E 109.6 . . ?
C11 C12 H12F 109.6 . . ?
C11 C12 C13 110.28(12) . . ?
H12E C12 H12F 108.1 . . ?
C13 C12 H12E 109.6 . . ?
C13 C12 H12F 109.6 . . ?
C12 C13 H13E 109.5 . . ?
C12 C13 H13F 109.5 . . ?
C12 C13 C14 110.93(11) . . ?
H13E C13 H13F 108.0 . . ?
C14 C13 H13E 109.5 . . ?
C14 C13 H13F 109.5 . . ?
C9 C14 C13 111.51(11) . . ?
C9 C14 H14E 109.3 . . ?
C9 C14 H14F 109.3 . . ?
C13 C14 H14E 109.3 . . ?
C13 C14 H14F 109.3 . . ?
H14E C14 H14F 108.0 . . ?
N2 C15 H15C 108.7 . . ?
N2 C15 H15D 108.7 . . ?
N2 C15 C16 114.19(10) . . ?
H15C C15 H15D 107.6 . . ?
C16 C15 H15C 108.7 . . ?
C16 C15 H15D 108.7 . . ?
C17 C16 C15 117.82(11) . . ?
C21 C16 C15 123.13(11) . . ?
C21 C16 C17 119.02(11) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.55(12) . . ?
C18 C17 H17 119.7 . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.31(12) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 120.3 . . ?
C20 C19 C18 119.38(12) . . ?
C20 C19 H19 120.3 . . ?
C19 C20 H20 119.8 . . ?
C19 C20 C21 120.46(13) . . ?
C21 C20 H20 119.8 . . ?
C16 C21 C20 120.28(12) . . ?
C16 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C1A N1A N2A 102.07(9) . . ?
N1A N2A C15A 120.17(9) . . ?
C2A N2A N1A 109.14(9) . . ?
C2A N2A C15A 128.89(10) . . ?
C2A N3A C1A 102.54(10) . . ?
C2A N4A H4A 119.9 . . ?
C2A N4A C9A 120.28(11) . . ?
C9A N4A H4A 119.9 . . ?
N1A C1A N3A 115.58(10) . . ?
N1A C1A C3A 121.80(11) . . ?
N3A C1A C3A 122.58(11) . . ?
N3A C2A N2A 110.60(10) . . ?
N3A C2A N4A 125.78(11) . . ?
N4A C2A N2A 123.62(11) . . ?
C4A C3A C1A 120.72(11) . . ?
C4A C3A C8A 119.46(12) . . ?
C8A C3A C1A 119.78(12) . . ?
C3A C4A H4AA 119.8 . . ?
C5A C4A C3A 120.46(13) . . ?
C5A C4A H4AA 119.8 . . ?
C4A C5A H5A 120.0 . . ?
C4A C5A C6A 119.96(15) . . ?
C6A C5A H5A 120.0 . . ?
C5A C6A H6A 120.1 . . ?
C7A C6A C5A 119.89(14) . . ?
C7A C6A H6A 120.1 . . ?
C6A C7A H7A 119.8 . . ?
C6A C7A C8A 120.44(15) . . ?
C8A C7A H7A 119.8 . . ?
C3A C8A H8A 120.1 . . ?
C7A C8A C3A 119.75(14) . . ?
C7A C8A H8A 120.1 . . ?
N4A C9A H9A 104.1 . . ?
N4A C9A H9AA 112.1 . . ?
N4A C9A C10A 108.84(13) . . ?
N4A C9A C14A 108.09(14) . . ?
N4A C9A C10B 110.43(13) . . ?
C10A C9A H9AA 112.1 . . ?
C14A C9A H9AA 112.1 . . ?
C14A C9A C10A 103.20(18) . . ?
C10B C9A H9A 104.1 . . ?
C14B C9A N4A 115.34(15) . . ?
C14B C9A H9A 104.1 . . ?
C14B C9A C10B 117.11(18) . . ?
C9A C10A H10A 109.5 . . ?
C9A C10A H10B 109.5 . . ?
H10A C10A H10B 108.1 . . ?
C11A C10A C9A 110.5(2) . . ?
C11A C10A H10A 109.5 . . ?
C11A C10A H10B 109.5 . . ?
C10A C11A H11A 109.2 . . ?
C10A C11A H11B 109.2 . . ?
H11A C11A H11B 107.9 . . ?
C12A C11A C10A 112.0(2) . . ?
C12A C11A H11A 109.2 . . ?
C12A C11A H11B 109.2 . . ?
C11A C12A H12A 109.6 . . ?
C11A C12A H12B 109.6 . . ?
H12A C12A H12B 108.1 . . ?
C13A C12A C11A 110.5(3) . . ?
C13A C12A H12A 109.6 . . ?
C13A C12A H12B 109.6 . . ?
C12A C13A H13A 109.5 . . ?
C12A C13A H13B 109.5 . . ?
C12A C13A C14A 110.6(3) . . ?
H13A C13A H13B 108.1 . . ?
C14A C13A H13A 109.5 . . ?
C14A C13A H13B 109.5 . . ?
C9A C14A H14A 109.5 . . ?
C9A C14A H14B 109.5 . . ?
C13A C14A C9A 110.9(2) . . ?
C13A C14A H14A 109.5 . . ?
C13A C14A H14B 109.5 . . ?
H14A C14A H14B 108.1 . . ?
N2A C15A H15A 108.9 . . ?
N2A C15A H15B 108.9 . . ?
N2A C15A C16A 113.49(9) . . ?
H15A C15A H15B 107.7 . . ?
C16A C15A H15A 108.9 . . ?
C16A C15A H15B 108.9 . . ?
C17A C16A C15A 122.88(10) . . ?
C17A C16A C21A 118.84(11) . . ?
C21A C16A C15A 118.23(10) . . ?
C16A C17A H17A 119.8 . . ?
C18A C17A C16A 120.38(11) . . ?
C18A C17A H17A 119.8 . . ?
C17A C18A H18A 119.8 . . ?
C19A C18A C17A 120.32(12) . . ?
C19A C18A H18A 119.8 . . ?
C18A C19A H19A 120.2 . . ?
C18A C19A C20A 119.52(12) . . ?
C20A C19A H19A 120.2 . . ?
C19A C20A H20A 119.8 . . ?
C19A C20A C21A 120.33(12) . . ?
C21A C20A H20A 119.8 . . ?
C16A C21A H21A 119.7 . . ?
C20A C21A C16A 120.61(12) . . ?
C20A C21A H21A 119.7 . . ?
C9A C10B H10C 109.7 . . ?
C9A C10B H10D 109.7 . . ?
C9A C10B C11B 109.93(19) . . ?
H10C C10B H10D 108.2 . . ?
C11B C10B H10C 109.7 . . ?
C11B C10B H10D 109.7 . . ?
C10B C11B H11C 109.3 . . ?
C10B C11B H11D 109.3 . . ?
H11C C11B H11D 108.0 . . ?
C12B C11B C10B 111.6(2) . . ?
C12B C11B H11C 109.3 . . ?
C12B C11B H11D 109.3 . . ?
C11B C12B H12C 109.3 . . ?
C11B C12B H12D 109.3 . . ?
C11B C12B C13B 111.5(2) . . ?
H12C C12B H12D 108.0 . . ?
C13B C12B H12C 109.3 . . ?
C13B C12B H12D 109.3 . . ?
C12B C13B H13C 109.3 . . ?
C12B C13B H13D 109.3 . . ?
C12B C13B C14B 111.5(3) . . ?
H13C C13B H13D 108.0 . . ?
C14B C13B H13C 109.3 . . ?
C14B C13B H13D 109.3 . . ?
C9A C14B C13B 112.3(2) . . ?
C9A C14B H14C 109.1 . . ?
C9A C14B H14D 109.1 . . ?
C13B C14B H14C 109.1 . . ?
C13B C14B H14D 109.1 . . ?
H14C C14B H14D 107.9 . . ?

_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 1.853
_oxdiff_exptl_absorpt_empirical_full_min 0.542
