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#$Date: 2024-07-05 20:57:25 +0300 (Fri, 05 Jul 2024) $
#$Revision: 293258 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/99/7159920.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7159920
loop_
_publ_author_name
'Gallardo-Rosas, D'
'Guevara-Vela, J M'
'Rocha-Rinza, T'
'Toscano, R. A.'
'López-Cortés, J G'
'Ortega-Alfaro, M C'
_publ_section_title
;
 Structure and isomerization behavior relationships of new push-pull
 azo-pyrrole photoswitches.
;
_journal_issue                   20
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              4123
_journal_page_last               4134
_journal_paper_doi               10.1039/d4ob00417e
_journal_volume                  22
_journal_year                    2024
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C18 H16 N4'
_chemical_formula_sum            'C18 H16 N4'
_chemical_formula_weight         288.35
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2019/2
_audit_update_record
;
2022-07-11 deposited with the CCDC.	2024-04-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.582(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.0543(16)
_cell_length_b                   7.6061(11)
_cell_length_c                   18.348(3)
_cell_measurement_reflns_used    6064
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      29.60
_cell_measurement_theta_min      2.24
_cell_volume                     1529.2(4)
_computing_cell_refinement       'APEX3 v2019.1-0(Bruker, 2019)'
_computing_data_collection       'APEX3 v2019.1-0(Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2014)'
_computing_molecular_graphics    'SHELXLe (Hübschle et al, 2011)'
_computing_publication_material  'CIFTAB V 2013/2 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-2012 (Bruker, 2013)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type
'Bruker Smart Apex CCD diffractometer 01-670-01'
_diffrn_measurement_method       ω-scans
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0683
_diffrn_reflns_av_unetI/netI     0.0740
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            27078
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.574
_diffrn_reflns_theta_min         2.293
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6411
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Sheldrick, 2012)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_description       plate
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.410
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.096
_refine_diff_density_max         0.140
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details
;
?
;
_refine_ls_extinction_coef       0.0070(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     400
_refine_ls_number_reflns         8575
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.998
_refine_ls_R_factor_all          0.1416
_refine_ls_R_factor_gt           0.0604
_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)+(0.0569P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1182
_refine_ls_wR_factor_ref         0.1567
_reflns_Friedel_coverage         0.865
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                4185
_reflns_number_total             8575
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ob00417e2.cif
_cod_data_source_block           Compuesto_3b
_cod_depositor_comments          'Adding full bibliography for 7159920.cif.'
_cod_original_cell_volume        1529.3(4)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7159920
_shelx_shelxl_version_number     2019/2
_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.
;
_shelx_estimated_absorpt_t_min   0.969
_shelx_estimated_absorpt_t_max   0.993
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
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 0.8433(3) 0.7875(4) 0.06835(15) 0.0527(8) Uani 1 1 d . . . . .
N2 N 0.8906(3) 0.7592(4) 0.19681(15) 0.0506(7) Uani 1 1 d . . . . .
N3 N 0.9672(3) 0.6980(4) 0.24850(15) 0.0543(8) Uani 1 1 d . . . . .
C1 C 0.7268(4) 0.8724(6) 0.0724(2) 0.0747(13) Uani 1 1 d . . . . .
H1A H 0.668836 0.786704 0.084490 0.112 Uiso 1 1 calc R U . . .
H1B H 0.697762 0.924729 0.025734 0.112 Uiso 1 1 calc R U . . .
H1C H 0.736637 0.961853 0.109595 0.112 Uiso 1 1 calc R U . . .
C2 C 0.9231(3) 0.7292(5) 0.12754(17) 0.0486(9) Uani 1 1 d . . . . .
C3 C 1.0188(3) 0.6466(6) 0.10092(19) 0.0609(10) Uani 1 1 d . . . . .
H3 H 1.085901 0.595048 0.128771 0.073 Uiso 1 1 calc R U . . .
C4 C 0.9969(4) 0.6546(6) 0.02498(19) 0.0651(11) Uani 1 1 d . . . . .
H4 H 1.046537 0.608955 -0.007561 0.078 Uiso 1 1 calc R U . . .
C5 C 0.8893(3) 0.7415(6) 0.00644(18) 0.0587(10) Uani 1 1 d . . . . .
H5 H 0.853308 0.765258 -0.041259 0.070 Uiso 1 1 calc R U . . .
C6 C 0.8789(3) 0.7502(5) 0.46441(17) 0.0453(8) Uani 1 1 d . . . . .
C7 C 0.8034(3) 0.8262(5) 0.40612(18) 0.0547(10) Uani 1 1 d . . . . .
H7 H 0.734099 0.886720 0.415614 0.066 Uiso 1 1 calc R U . . .
C8 C 0.8288(3) 0.8142(6) 0.33465(18) 0.0562(10) Uani 1 1 d . . . . .
H8 H 0.776800 0.866061 0.296726 0.067 Uiso 1 1 calc R U . . .
C9 C 0.9320(3) 0.7247(5) 0.31930(17) 0.0473(9) Uani 1 1 d . . . . .
C10 C 1.0098(3) 0.6539(5) 0.37728(18) 0.0525(9) Uani 1 1 d . . . . .
H10 H 1.080984 0.598058 0.367946 0.063 Uiso 1 1 calc R U . . .
C11 C 0.9838(3) 0.6647(5) 0.44824(17) 0.0509(9) Uani 1 1 d . . . . .
H11 H 1.036750 0.614209 0.486069 0.061 Uiso 1 1 calc R U . . .
C12 C 0.8459(3) 0.7610(5) 0.53881(17) 0.0499(9) Uani 1 1 d . . . . .
H12 H 0.774387 0.821460 0.543869 0.060 Uiso 1 1 calc R U . . .
C13 C 0.9059(3) 0.6949(5) 0.59973(18) 0.0523(10) Uani 1 1 d . . . . .
H13 H 0.976100 0.630905 0.595080 0.063 Uiso 1 1 calc R U . . .
C14 C 0.8720(3) 0.7131(5) 0.67405(17) 0.0486(9) Uani 1 1 d . . . . .
C15 C 0.9514(3) 0.6609(6) 0.73457(18) 0.0614(11) Uani 1 1 d . . . . .
H15 H 1.027058 0.613195 0.728915 0.074 Uiso 1 1 calc R U . . .
C16 C 0.9166(4) 0.6806(6) 0.8037(2) 0.0715(12) Uani 1 1 d . . . . .
H16 H 0.971894 0.644884 0.843599 0.086 Uiso 1 1 calc R U . . .
N17 N 0.8115(3) 0.7457(5) 0.81806(16) 0.0696(10) Uani 1 1 d . . . . .
C18 C 0.7367(4) 0.7951(6) 0.7594(2) 0.0685(13) Uani 1 1 d . . . . .
H18 H 0.661523 0.841575 0.766922 0.082 Uiso 1 1 calc R U . . .
C19 C 0.7614(3) 0.7830(6) 0.68849(19) 0.0627(12) Uani 1 1 d . . . . .
H19 H 0.704312 0.821385 0.649983 0.075 Uiso 1 1 calc R U . . .
N21 N 0.4285(3) 0.7433(4) 0.90173(15) 0.0527(7) Uani 1 1 d . . . . .
N22 N 0.3806(3) 0.7445(4) 0.77286(15) 0.0511(8) Uani 1 1 d . . . . .
N23 N 0.3009(3) 0.7903(4) 0.71966(15) 0.0535(8) Uani 1 1 d . . . . .
C21 C 0.5492(3) 0.6748(6) 0.9014(2) 0.0757(13) Uani 1 1 d . . . . .
H21A H 0.603811 0.768953 0.893476 0.114 Uiso 1 1 calc R U . . .
H21B H 0.548673 0.589792 0.862641 0.114 Uiso 1 1 calc R U . . .
H21C H 0.576014 0.619613 0.947762 0.114 Uiso 1 1 calc R U . . .
C22 C 0.3454(3) 0.7784(5) 0.84073(18) 0.0494(9) Uani 1 1 d . . . . .
C23 C 0.2426(4) 0.8485(5) 0.8642(2) 0.0619(10) Uani 1 1 d . . . . .
H23 H 0.172375 0.884756 0.834454 0.074 Uiso 1 1 calc R U . . .
C24 C 0.2628(4) 0.8552(6) 0.9400(2) 0.0690(11) Uani 1 1 d . . . . .
H24 H 0.208096 0.896014 0.970534 0.083 Uiso 1 1 calc R U . . .
C25 C 0.3775(4) 0.7911(6) 0.9623(2) 0.0636(11) Uani 1 1 d . . . . .
H25 H 0.414400 0.781875 1.010712 0.076 Uiso 1 1 calc R U . . .
C26 C 0.3882(3) 0.7206(5) 0.50453(17) 0.0479(9) Uani 1 1 d . . . . .
C27 C 0.4648(3) 0.6512(5) 0.56454(19) 0.0534(9) Uani 1 1 d . . . . .
H27 H 0.534609 0.590729 0.555943 0.064 Uiso 1 1 calc R U . . .
C28 C 0.4403(3) 0.6692(5) 0.63557(18) 0.0518(9) Uani 1 1 d . . . . .
H28 H 0.492636 0.620790 0.674216 0.062 Uiso 1 1 calc R U . . .
C29 C 0.3367(3) 0.7605(5) 0.64929(18) 0.0477(9) Uani 1 1 d . . . . .
C30 C 0.2600(3) 0.8292(6) 0.59082(19) 0.0574(10) Uani 1 1 d . . . . .
H30 H 0.189866 0.888759 0.599579 0.069 Uiso 1 1 calc R U . . .
C31 C 0.2852(3) 0.8113(5) 0.52025(19) 0.0570(10) Uani 1 1 d . . . . .
H31 H 0.232548 0.860572 0.481958 0.068 Uiso 1 1 calc R U . . .
C32 C 0.4190(3) 0.6973(5) 0.43042(19) 0.0545(10) Uani 1 1 d . . . . .
H32 H 0.490918 0.636971 0.426279 0.065 Uiso 1 1 calc R U . . .
C33 C 0.3555(3) 0.7528(6) 0.36787(19) 0.0559(10) Uani 1 1 d . . . . .
H33 H 0.281806 0.808634 0.371733 0.067 Uiso 1 1 calc R U . . .
C34 C 0.3892(3) 0.7354(5) 0.29393(18) 0.0530(9) Uani 1 1 d . . . . .
C35 C 0.3060(4) 0.7760(6) 0.2335(2) 0.0688(13) Uani 1 1 d . . . . .
H35 H 0.227858 0.813519 0.239618 0.083 Uiso 1 1 calc R U . . .
C36 C 0.3392(4) 0.7605(8) 0.1644(2) 0.0845(15) Uani 1 1 d . . . . .
H36 H 0.280651 0.787119 0.124782 0.101 Uiso 1 1 calc R U . . .
N37 N 0.4482(3) 0.7106(6) 0.14971(17) 0.0768(11) Uani 1 1 d . . . . .
C38 C 0.5286(4) 0.6737(6) 0.2084(2) 0.0687(12) Uani 1 1 d . . . . .
H38 H 0.606437 0.638453 0.200582 0.082 Uiso 1 1 calc R U . . .
C39 C 0.5042(3) 0.6842(5) 0.2795(2) 0.0603(10) Uani 1 1 d . . . . .
H39 H 0.564641 0.657154 0.318065 0.072 Uiso 1 1 calc R U . . .
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'
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
C5 N1 C2 107.8(3) . . ?
C5 N1 C1 126.4(3) . . ?
C2 N1 C1 125.6(3) . . ?
N3 N2 C2 113.3(3) . . ?
N2 N3 C9 113.2(3) . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 N1 108.0(3) . . ?
C3 C2 N2 135.0(3) . . ?
N1 C2 N2 117.0(3) . . ?
C2 C3 C4 107.3(3) . . ?
C2 C3 H3 126.4 . . ?
C4 C3 H3 126.4 . . ?
C5 C4 C3 107.7(3) . . ?
C5 C4 H4 126.2 . . ?
C3 C4 H4 126.2 . . ?
N1 C5 C4 109.2(3) . . ?
N1 C5 H5 125.4 . . ?
C4 C5 H5 125.4 . . ?
C7 C6 C11 117.5(3) . . ?
C7 C6 C12 119.7(3) . . ?
C11 C6 C12 122.8(3) . . ?
C8 C7 C6 121.7(3) . . ?
C8 C7 H7 119.1 . . ?
C6 C7 H7 119.1 . . ?
C7 C8 C9 120.0(3) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C10 C9 C8 118.5(3) . . ?
C10 C9 N3 115.5(3) . . ?
C8 C9 N3 125.9(3) . . ?
C11 C10 C9 121.3(3) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C10 C11 C6 120.9(3) . . ?
C10 C11 H11 119.5 . . ?
C6 C11 H11 119.5 . . ?
C13 C12 C6 127.6(3) . . ?
C13 C12 H12 116.2 . . ?
C6 C12 H12 116.2 . . ?
C12 C13 C14 126.1(4) . . ?
C12 C13 H13 116.9 . . ?
C14 C13 H13 116.9 . . ?
C15 C14 C19 116.0(3) . . ?
C15 C14 C13 120.5(3) . . ?
C19 C14 C13 123.5(3) . . ?
C14 C15 C16 118.9(4) . . ?
C14 C15 H15 120.6 . . ?
C16 C15 H15 120.6 . . ?
N17 C16 C15 125.6(4) . . ?
N17 C16 H16 117.2 . . ?
C15 C16 H16 117.2 . . ?
C16 N17 C18 114.6(3) . . ?
N17 C18 C19 125.0(4) . . ?
N17 C18 H18 117.5 . . ?
C19 C18 H18 117.5 . . ?
C18 C19 C14 119.9(3) . . ?
C18 C19 H19 120.1 . . ?
C14 C19 H19 120.1 . . ?
C25 N21 C22 108.0(3) . . ?
C25 N21 C21 126.0(3) . . ?
C22 N21 C21 126.0(3) . . ?
N23 N22 C22 113.1(3) . . ?
N22 N23 C29 113.9(3) . . ?
N21 C21 H21A 109.5 . . ?
N21 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N21 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 N22 134.4(3) . . ?
C23 C22 N21 108.1(3) . . ?
N22 C22 N21 117.4(3) . . ?
C22 C23 C24 107.4(4) . . ?
C22 C23 H23 126.3 . . ?
C24 C23 H23 126.3 . . ?
C25 C24 C23 107.9(4) . . ?
C25 C24 H24 126.0 . . ?
C23 C24 H24 126.0 . . ?
N21 C25 C24 108.6(3) . . ?
N21 C25 H25 125.7 . . ?
C24 C25 H25 125.7 . . ?
C31 C26 C27 116.7(3) . . ?
C31 C26 C32 123.5(3) . . ?
C27 C26 C32 119.8(3) . . ?
C28 C27 C26 122.3(3) . . ?
C28 C27 H27 118.8 . . ?
C26 C27 H27 118.8 . . ?
C27 C28 C29 119.5(3) . . ?
C27 C28 H28 120.3 . . ?
C29 C28 H28 120.3 . . ?
C30 C29 C28 119.0(3) . . ?
C30 C29 N23 115.5(3) . . ?
C28 C29 N23 125.5(3) . . ?
C31 C30 C29 121.2(4) . . ?
C31 C30 H30 119.4 . . ?
C29 C30 H30 119.4 . . ?
C30 C31 C26 121.3(3) . . ?
C30 C31 H31 119.3 . . ?
C26 C31 H31 119.3 . . ?
C33 C32 C26 127.2(4) . . ?
C33 C32 H32 116.4 . . ?
C26 C32 H32 116.4 . . ?
C32 C33 C34 127.0(4) . . ?
C32 C33 H33 116.5 . . ?
C34 C33 H33 116.5 . . ?
C35 C34 C39 116.1(3) . . ?
C35 C34 C33 120.1(3) . . ?
C39 C34 C33 123.7(3) . . ?
C36 C35 C34 119.5(4) . . ?
C36 C35 H35 120.3 . . ?
C34 C35 H35 120.3 . . ?
N37 C36 C35 125.1(4) . . ?
N37 C36 H36 117.4 . . ?
C35 C36 H36 117.4 . . ?
C36 N37 C38 115.0(3) . . ?
N37 C38 C39 124.3(4) . . ?
N37 C38 H38 117.9 . . ?
C39 C38 H38 117.9 . . ?
C38 C39 C34 119.9(4) . . ?
C38 C39 H39 120.0 . . ?
C34 C39 H39 120.0 . . ?
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 C5 1.351(4) . ?
N1 C2 1.379(4) . ?
N1 C1 1.451(5) . ?
N2 N3 1.273(3) . ?
N2 C2 1.385(4) . ?
N3 C9 1.419(4) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.375(5) . ?
C3 C4 1.384(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.364(5) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 C7 1.393(4) . ?
C6 C11 1.394(4) . ?
C6 C12 1.461(4) . ?
C7 C8 1.380(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.389(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.385(4) . ?
C10 C11 1.373(4) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 C13 1.321(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.467(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.380(4) . ?
C14 C19 1.390(5) . ?
C15 C16 1.382(5) . ?
C15 H15 0.9300 . ?
C16 N17 1.321(5) . ?
C16 H16 0.9300 . ?
N17 C18 1.323(4) . ?
C18 C19 1.367(5) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
N21 C25 1.360(4) . ?
N21 C22 1.377(4) . ?
N21 C21 1.434(4) . ?
N22 N23 1.274(3) . ?
N22 C22 1.377(4) . ?
N23 C29 1.418(4) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C23 1.375(5) . ?
C23 C24 1.380(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.370(5) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C31 1.393(5) . ?
C26 C27 1.401(4) . ?
C26 C32 1.455(4) . ?
C27 C28 1.372(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.390(5) . ?
C28 H28 0.9300 . ?
C29 C30 1.380(4) . ?
C30 C31 1.367(5) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C32 C33 1.332(4) . ?
C32 H32 0.9300 . ?
C33 C34 1.459(5) . ?
C33 H33 0.9300 . ?
C34 C35 1.379(5) . ?
C34 C39 1.388(5) . ?
C35 C36 1.371(5) . ?
C35 H35 0.9300 . ?
C36 N37 1.324(5) . ?
C36 H36 0.9300 . ?
N37 C38 1.334(5) . ?
C38 C39 1.368(5) . ?
C38 H38 0.9300 . ?
C39 H39 0.9300 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C5 H5 N17 0.93 2.57 3.450(5) 159.0 1_554 yes
C25 H25 N37 0.93 2.59 3.479(5) 161.1 1_556 yes
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
C2 N2 N3 C9 -178.4(3) . . . . ?
C5 N1 C2 C3 0.0(4) . . . . ?
C1 N1 C2 C3 176.2(4) . . . . ?
C5 N1 C2 N2 -178.2(3) . . . . ?
C1 N1 C2 N2 -2.1(6) . . . . ?
N3 N2 C2 C3 0.8(6) . . . . ?
N3 N2 C2 N1 178.4(3) . . . . ?
N1 C2 C3 C4 -0.1(5) . . . . ?
N2 C2 C3 C4 177.7(4) . . . . ?
C2 C3 C4 C5 0.2(5) . . . . ?
C2 N1 C5 C4 0.1(4) . . . . ?
C1 N1 C5 C4 -176.0(4) . . . . ?
C3 C4 C5 N1 -0.2(5) . . . . ?
C11 C6 C7 C8 1.7(6) . . . . ?
C12 C6 C7 C8 -177.8(3) . . . . ?
C6 C7 C8 C9 -0.1(6) . . . . ?
C7 C8 C9 C10 -2.1(6) . . . . ?
C7 C8 C9 N3 178.1(4) . . . . ?
N2 N3 C9 C10 177.4(3) . . . . ?
N2 N3 C9 C8 -2.8(6) . . . . ?
C8 C9 C10 C11 2.7(6) . . . . ?
N3 C9 C10 C11 -177.5(3) . . . . ?
C9 C10 C11 C6 -1.1(6) . . . . ?
C7 C6 C11 C10 -1.1(5) . . . . ?
C12 C6 C11 C10 178.4(3) . . . . ?
C7 C6 C12 C13 179.1(4) . . . . ?
C11 C6 C12 C13 -0.3(6) . . . . ?
C6 C12 C13 C14 177.9(3) . . . . ?
C12 C13 C14 C15 -170.2(4) . . . . ?
C12 C13 C14 C19 9.4(6) . . . . ?
C19 C14 C15 C16 0.1(6) . . . . ?
C13 C14 C15 C16 179.8(4) . . . . ?
C14 C15 C16 N17 0.3(7) . . . . ?
C15 C16 N17 C18 -0.3(7) . . . . ?
C16 N17 C18 C19 -0.1(7) . . . . ?
N17 C18 C19 C14 0.5(7) . . . . ?
C15 C14 C19 C18 -0.5(6) . . . . ?
C13 C14 C19 C18 179.9(4) . . . . ?
C22 N22 N23 C29 178.5(3) . . . . ?
N23 N22 C22 C23 1.1(6) . . . . ?
N23 N22 C22 N21 -176.2(3) . . . . ?
C25 N21 C22 C23 0.0(4) . . . . ?
C21 N21 C22 C23 -177.8(4) . . . . ?
C25 N21 C22 N22 178.0(3) . . . . ?
C21 N21 C22 N22 0.2(6) . . . . ?
N22 C22 C23 C24 -177.8(4) . . . . ?
N21 C22 C23 C24 -0.4(5) . . . . ?
C22 C23 C24 C25 0.6(5) . . . . ?
C22 N21 C25 C24 0.3(4) . . . . ?
C21 N21 C25 C24 178.1(4) . . . . ?
C23 C24 C25 N21 -0.5(5) . . . . ?
C31 C26 C27 C28 0.5(6) . . . . ?
C32 C26 C27 C28 180.0(3) . . . . ?
C26 C27 C28 C29 -0.5(6) . . . . ?
C27 C28 C29 C30 0.8(5) . . . . ?
C27 C28 C29 N23 -179.5(3) . . . . ?
N22 N23 C29 C30 -171.9(3) . . . . ?
N22 N23 C29 C28 8.4(5) . . . . ?
C28 C29 C30 C31 -1.0(6) . . . . ?
N23 C29 C30 C31 179.2(3) . . . . ?
C29 C30 C31 C26 1.0(6) . . . . ?
C27 C26 C31 C30 -0.7(6) . . . . ?
C32 C26 C31 C30 179.8(4) . . . . ?
C31 C26 C32 C33 -1.5(6) . . . . ?
C27 C26 C32 C33 179.1(4) . . . . ?
C26 C32 C33 C34 177.3(4) . . . . ?
C32 C33 C34 C35 170.4(4) . . . . ?
C32 C33 C34 C39 -11.7(6) . . . . ?
C39 C34 C35 C36 1.4(7) . . . . ?
C33 C34 C35 C36 179.4(4) . . . . ?
C34 C35 C36 N37 -0.9(8) . . . . ?
C35 C36 N37 C38 0.1(8) . . . . ?
C36 N37 C38 C39 0.2(7) . . . . ?
N37 C38 C39 C34 0.3(7) . . . . ?
C35 C34 C39 C38 -1.1(6) . . . . ?
C33 C34 C39 C38 -179.1(4) . . . . ?
