#------------------------------------------------------------------------------
#$Date: 2025-08-22 12:33:34 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301861 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/09/7150931.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_7150931
loop_
_publ_author_name
'Klosterman, Jeremy K.'
'Linden, Anthony'
'Siegel, Jay S.'
_publ_section_title
;
 Synthesis of aryl-substituted 2-pyridyl-1,10-phenanthrolines; a series
 of oriented terpyridine analogues
;
_journal_issue                   15
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_page_first              2755
_journal_page_last               2764
_journal_paper_doi               10.1039/b804106g
_journal_volume                  6
_journal_year                    2008
_chemical_formula_moiety         'C35 H31 N3 O2'
_chemical_formula_sum            'C35 H31 N3 O2'
_chemical_formula_weight         525.65
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             05-09-19
_audit_creation_method           SHELXL-97
_cell_angle_alpha                101.9220(13)
_cell_angle_beta                 98.0811(13)
_cell_angle_gamma                95.1456(10)
_cell_formula_units_Z            4
_cell_length_a                   11.6696(3)
_cell_length_b                   13.9357(3)
_cell_length_c                   17.5533(3)
_cell_measurement_reflns_used    12429
_cell_measurement_temperature    160(1)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.0
_cell_volume                     2744.43(11)
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 2000)'
_computing_data_reduction
'DENZO-SMN and SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'SHELXL97 and PLATON (Spek, 2005)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      160(1)
_diffrn_detector                 '65 mm CCD camera on \k goniostat'
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Nonius KappaCCD area-detector diffractometer'
_diffrn_measurement_method       'φ and ω scans with κ offsets'
_diffrn_radiation_monochromator  'horizontally mounted graphite crystal'
_diffrn_radiation_source         'Nonius FR590 sealed tube generator'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0570
_diffrn_reflns_av_sigmaI/netI    0.0630
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            65806
_diffrn_reflns_theta_full        27.51
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         2.40
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.0795
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1112
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       0.0063(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     828
_refine_ls_number_reflns         12558
_refine_ls_number_restraints     300
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0932
_refine_ls_R_factor_gt           0.0551
_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)+(0.0743P)²+0.1952P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1272
_refine_ls_wR_factor_ref         0.1498
_reflns_number_gt                8333
_reflns_number_total             12568
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            b804106g.txt
_cod_data_source_block           SG0524
_cod_original_cell_volume        2744.43(10)
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               7150931
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O21 O 0.16701(11) 0.24265(9) -0.16051(6) 0.0507(3) Uani 1 1 d . . .
O30 O 0.94925(10) 0.43265(9) 0.73582(6) 0.0433(3) Uani 1 1 d . . .
N1 N 0.36670(11) 0.58601(9) 0.14188(7) 0.0315(3) Uani 1 1 d . . .
N2 N 0.53873(10) 0.58618(9) 0.26866(7) 0.0295(3) Uani 1 1 d . . .
N3 N 0.72023(10) 0.48791(9) 0.40722(7) 0.0302(3) Uani 1 1 d . . .
C1 C 0.27977(13) 0.58654(12) 0.08419(8) 0.0331(4) Uani 1 1 d . . .
C2 C 0.21902(15) 0.66808(13) 0.08080(9) 0.0423(4) Uani 1 1 d . . .
H2 H 0.1541 0.6637 0.0405 0.051 Uiso 1 1 calc R . .
C3 C 0.25408(15) 0.75394(13) 0.13608(9) 0.0435(4) Uani 1 1 d . . .
H3 H 0.2142 0.8101 0.1342 0.052 Uiso 1 1 calc R . .
C4 C 0.34963(14) 0.75869(12) 0.19593(9) 0.0359(4) Uani 1 1 d . . .
C5 C 0.39626(15) 0.84881(12) 0.25138(9) 0.0405(4) Uani 1 1 d . . .
H5 H 0.3638 0.9080 0.2474 0.049 Uiso 1 1 calc R . .
C6 C 0.48603(15) 0.85034(12) 0.30935(9) 0.0398(4) Uani 1 1 d . . .
H6 H 0.5176 0.9111 0.3449 0.048 Uiso 1 1 calc R . .
C7 C 0.53425(14) 0.76168(11) 0.31789(8) 0.0340(4) Uani 1 1 d . . .
C8 C 0.62456(14) 0.76110(12) 0.38005(9) 0.0378(4) Uani 1 1 d . . .
H8 H 0.6554 0.8206 0.4174 0.045 Uiso 1 1 calc R . .
C9 C 0.66750(14) 0.67493(11) 0.38647(9) 0.0343(4) Uani 1 1 d . . .
H9 H 0.7270 0.6734 0.4289 0.041 Uiso 1 1 calc R . .
C10 C 0.62229(13) 0.58788(11) 0.32915(8) 0.0297(3) Uani 1 1 d . . .
C11 C 0.49385(13) 0.67180(11) 0.26307(8) 0.0299(3) Uani 1 1 d . . .
C12 C 0.40044(13) 0.67087(11) 0.19836(8) 0.0309(3) Uani 1 1 d . . .
C13 C 0.66773(12) 0.49311(11) 0.33489(8) 0.0292(3) Uani 1 1 d . . .
C14 C 0.65713(13) 0.41533(12) 0.26996(9) 0.0344(4) Uani 1 1 d . . .
H14 H 0.6187 0.4207 0.2198 0.041 Uiso 1 1 calc R . .
C15 C 0.70327(14) 0.32972(12) 0.27918(9) 0.0386(4) Uani 1 1 d . . .
H15 H 0.6989 0.2760 0.2352 0.046 Uiso 1 1 calc R . .
C16 C 0.75587(14) 0.32343(12) 0.35337(9) 0.0371(4) Uani 1 1 d . . .
H16 H 0.7871 0.2649 0.3611 0.044 Uiso 1 1 calc R . .
C17 C 0.76258(13) 0.40334(11) 0.41628(9) 0.0310(3) Uani 1 1 d . . .
C18 C 0.25089(13) 0.49586(12) 0.01866(8) 0.0326(4) Uani 1 1 d . . .
C19 C 0.31676(13) 0.48356(12) -0.04277(8) 0.0334(4) Uani 1 1 d . . .
C20 C 0.29162(14) 0.39832(12) -0.10293(9) 0.0364(4) Uani 1 1 d . . .
H20 H 0.3378 0.3884 -0.1437 0.044 Uiso 1 1 calc R . .
C21 C 0.19940(15) 0.32803(12) -0.10345(9) 0.0373(4) Uani 1 1 d . . .
C22 C 0.13177(14) 0.34237(12) -0.04386(9) 0.0383(4) Uani 1 1 d . . .
H22 H 0.0674 0.2948 -0.0453 0.046 Uiso 1 1 calc R . .
C23 C 0.15698(14) 0.42500(12) 0.01753(9) 0.0358(4) Uani 1 1 d . . .
C24 C 0.41210(14) 0.56186(13) -0.04697(10) 0.0399(4) Uani 1 1 d . . .
H241 H 0.4643 0.5325 -0.0819 0.060 Uiso 1 1 calc R . .
H242 H 0.4565 0.5893 0.0060 0.060 Uiso 1 1 calc R . .
H243 H 0.3775 0.6147 -0.0677 0.060 Uiso 1 1 calc R . .
C25 C 0.2428(2) 0.21909(15) -0.21692(11) 0.0592(5) Uani 1 1 d . . .
H251 H 0.2470 0.2705 -0.2474 0.089 Uiso 1 1 calc R . .
H252 H 0.2125 0.1552 -0.2527 0.089 Uiso 1 1 calc R . .
H253 H 0.3208 0.2154 -0.1895 0.089 Uiso 1 1 calc R . .
C26 C 0.08396(16) 0.43817(15) 0.08226(10) 0.0486(5) Uani 1 1 d . . .
H261 H 0.0374 0.4926 0.0782 0.073 Uiso 1 1 calc R . .
H262 H 0.1350 0.4534 0.1336 0.073 Uiso 1 1 calc R . .
H263 H 0.0319 0.3771 0.0770 0.073 Uiso 1 1 calc R . .
C27 C 0.81389(13) 0.40178(11) 0.49894(8) 0.0304(3) Uani 1 1 d . . .
C28 C 0.74278(13) 0.41727(11) 0.55804(9) 0.0324(4) Uani 1 1 d . . .
C29 C 0.79164(14) 0.42489(12) 0.63599(9) 0.0353(4) Uani 1 1 d . . .
H29 H 0.7438 0.4338 0.6758 0.042 Uiso 1 1 calc R . .
C30 C 0.90991(14) 0.41968(11) 0.65655(8) 0.0339(4) Uani 1 1 d . . .
C31 C 0.97877(13) 0.40056(11) 0.59854(9) 0.0336(4) Uani 1 1 d . . .
H31 H 1.0591 0.3951 0.6128 0.040 Uiso 1 1 calc R . .
C32 C 0.93108(13) 0.38922(11) 0.51888(9) 0.0322(4) Uani 1 1 d . . .
C33 C 0.61403(14) 0.42324(13) 0.53839(10) 0.0407(4) Uani 1 1 d . . .
H331 H 0.6022 0.4883 0.5277 0.061 Uiso 1 1 calc R . .
H332 H 0.5760 0.4137 0.5831 0.061 Uiso 1 1 calc R . .
H333 H 0.5802 0.3717 0.4916 0.061 Uiso 1 1 calc R . .
C34 C 1.07213(16) 0.44419(16) 0.76094(10) 0.0555(5) Uani 1 1 d . . .
H341 H 1.1029 0.3825 0.7406 0.083 Uiso 1 1 calc R . .
H342 H 1.0891 0.4602 0.8187 0.083 Uiso 1 1 calc R . .
H343 H 1.1089 0.4977 0.7408 0.083 Uiso 1 1 calc R . .
C35 C 1.00926(14) 0.36314(13) 0.45815(9) 0.0395(4) Uani 1 1 d . . .
H351 H 1.0004 0.2913 0.4388 0.059 Uiso 1 1 calc R . .
H352 H 1.0906 0.3867 0.4822 0.059 Uiso 1 1 calc R . .
H353 H 0.9876 0.3945 0.4140 0.059 Uiso 1 1 calc R . .
O61 O 0.92203(10) 1.29499(9) 1.18039(7) 0.0457(3) Uani 1 1 d . . .
N4 N 0.75318(12) 0.92303(10) 0.89442(7) 0.0377(3) Uani 1 1 d . . .
N5 N 0.75754(11) 0.90917(9) 0.73559(7) 0.0344(3) Uani 1 1 d . . .
N6 N 0.75855(11) 0.99312(10) 0.55726(7) 0.0348(3) Uani 1 1 d . A .
C41 C 0.74777(14) 0.92974(12) 0.97050(9) 0.0393(4) Uani 1 1 d . . .
C42 C 0.70214(16) 0.84923(13) 0.99895(10) 0.0452(4) Uani 1 1 d . . .
H42 H 0.6965 0.8571 1.0533 0.054 Uiso 1 1 calc R . .
C43 C 0.66626(15) 0.76021(13) 0.94824(10) 0.0446(4) Uani 1 1 d . . .
H43 H 0.6356 0.7057 0.9671 0.054 Uiso 1 1 calc R . .
C44 C 0.67471(14) 0.74922(12) 0.86799(9) 0.0399(4) Uani 1 1 d . . .
C45 C 0.64254(15) 0.65633(12) 0.81218(10) 0.0419(4) Uani 1 1 d . . .
H45 H 0.6157 0.5994 0.8296 0.050 Uiso 1 1 calc R . .
C46 C 0.65010(15) 0.64911(13) 0.73572(10) 0.0416(4) Uani 1 1 d . . .
H46 H 0.6280 0.5871 0.6997 0.050 Uiso 1 1 calc R . .
C47 C 0.69087(14) 0.73322(12) 0.70725(9) 0.0363(4) Uani 1 1 d . . .
C48 C 0.70271(15) 0.72717(12) 0.62793(9) 0.0413(4) Uani 1 1 d . . .
H48 H 0.6856 0.6654 0.5911 0.050 Uiso 1 1 calc R . .
C49 C 0.73877(15) 0.81027(12) 0.60406(9) 0.0389(4) Uani 1 1 d . . .
H49 H 0.7475 0.8069 0.5506 0.047 Uiso 1 1 calc R . .
C50 C 0.76286(13) 0.90107(11) 0.65942(8) 0.0324(4) Uani 1 1 d . . .
C51 C 0.72275(14) 0.82640(12) 0.76004(9) 0.0345(4) Uani 1 1 d . . .
C52 C 0.71722(14) 0.83426(12) 0.84334(9) 0.0365(4) Uani 1 1 d . . .
C53 C 0.79312(13) 0.99462(12) 0.63415(8) 0.0330(4) Uani 1 1 d . . .
C54 C 0.85077(14) 1.07800(12) 0.68811(9) 0.0364(4) Uani 1 1 d . . .
H54 H 0.8743 1.0762 0.7418 0.044 Uiso 1 1 calc R . .
C55 C 0.87311(15) 1.16324(13) 0.66215(9) 0.0424(4) Uani 1 1 d . . .
H55 H 0.9134 1.2213 0.6975 0.051 Uiso 1 1 calc R . .
C56 C 0.83587(16) 1.16325(12) 0.58354(9) 0.0420(4) Uani 1 1 d . A .
H56 H 0.8492 1.2217 0.5646 0.050 Uiso 1 1 calc R . .
C57 C 0.77910(14) 1.07712(12) 0.53287(9) 0.0352(4) Uani 1 1 d D . .
C58 C 0.79516(15) 1.02599(13) 1.02647(9) 0.0388(4) Uani 1 1 d . . .
C59 C 0.73813(15) 1.11028(13) 1.02540(10) 0.0425(4) Uani 1 1 d . . .
C60 C 0.78453(15) 1.19861(13) 1.07793(10) 0.0435(4) Uani 1 1 d . . .
H60 H 0.7464 1.2560 1.0773 0.052 Uiso 1 1 calc R . .
C61 C 0.88592(14) 1.20404(12) 1.13129(9) 0.0376(4) Uani 1 1 d . . .
C62 C 0.94198(14) 1.12144(12) 1.13266(9) 0.0374(4) Uani 1 1 d . . .
H62 H 1.0113 1.1256 1.1693 0.045 Uiso 1 1 calc R . .
C63 C 0.89749(15) 1.03141(12) 1.08042(9) 0.0374(4) Uani 1 1 d . . .
C64 C 0.62423(17) 1.10563(15) 0.97105(11) 0.0564(5) Uani 1 1 d . . .
H641 H 0.6357 1.0845 0.9161 0.085 Uiso 1 1 calc R . .
H642 H 0.5976 1.1711 0.9791 0.085 Uiso 1 1 calc R . .
H643 H 0.5656 1.0583 0.9827 0.085 Uiso 1 1 calc R . .
C65 C 1.02725(17) 1.30410(14) 1.23485(10) 0.0524(5) Uani 1 1 d . . .
H651 H 1.0176 1.2596 1.2706 0.079 Uiso 1 1 calc R . .
H652 H 1.0455 1.3724 1.2655 0.079 Uiso 1 1 calc R . .
H653 H 1.0911 1.2866 1.2059 0.079 Uiso 1 1 calc R . .
C66 C 0.96322(16) 0.94332(13) 1.08370(10) 0.0445(4) Uani 1 1 d . . .
H661 H 0.9268 0.9021 1.1148 0.067 Uiso 1 1 calc R . .
H662 H 1.0444 0.9662 1.1084 0.067 Uiso 1 1 calc R . .
H663 H 0.9611 0.9045 1.0300 0.067 Uiso 1 1 calc R . .
C67A C 0.7232(12) 1.074(2) 0.4505(3) 0.037(2) Uani 0.377(3) 1 d PDU A 1
C68A C 0.7802(7) 1.0473(11) 0.3859(3) 0.0434(19) Uani 0.377(3) 1 d PDU A 1
C69A C 0.7256(6) 1.0508(6) 0.3104(2) 0.0346(14) Uani 0.377(3) 1 d PDU A 1
H69A H 0.7627 1.0309 0.2659 0.042 Uiso 0.377(3) 1 calc PR A 1
C70A C 0.6171(5) 1.0836(5) 0.3015(2) 0.0310(14) Uani 0.377(3) 1 d PDU A 1
C71A C 0.5635(5) 1.1154(7) 0.3661(3) 0.0353(15) Uani 0.377(3) 1 d PDU A 1
H71A H 0.4908 1.1408 0.3593 0.042 Uiso 0.377(3) 1 calc PR A 1
C72A C 0.6159(8) 1.1101(12) 0.4405(3) 0.0333(16) Uani 0.377(3) 1 d PDU A 1
O70A O 0.5614(3) 1.0863(3) 0.22835(17) 0.0469(10) Uani 0.377(3) 1 d PDU A 1
C73A C 0.8962(6) 1.0088(7) 0.3960(4) 0.058(2) Uani 0.377(3) 1 d PDU A 1
H731 H 0.8874 0.9467 0.4138 0.087 Uiso 0.377(3) 1 calc PR A 1
H732 H 0.9518 1.0575 0.4354 0.087 Uiso 0.377(3) 1 calc PR A 1
H733 H 0.9251 0.9970 0.3455 0.087 Uiso 0.377(3) 1 calc PR A 1
C74A C 0.6129(5) 1.0500(5) 0.1619(3) 0.0582(15) Uani 0.377(3) 1 d PDU A 1
H741 H 0.6926 1.0832 0.1691 0.087 Uiso 0.377(3) 1 calc PR A 1
H742 H 0.5670 1.0629 0.1147 0.087 Uiso 0.377(3) 1 calc PR A 1
H743 H 0.6147 0.9787 0.1557 0.087 Uiso 0.377(3) 1 calc PR A 1
C75A C 0.5542(7) 1.1438(9) 0.5090(3) 0.0439(18) Uani 0.377(3) 1 d PDU A 1
H751 H 0.4722 1.1475 0.4894 0.066 Uiso 0.377(3) 1 calc PR A 1
H752 H 0.5912 1.2092 0.5389 0.066 Uiso 0.377(3) 1 calc PR A 1
H753 H 0.5589 1.0967 0.5435 0.066 Uiso 0.377(3) 1 calc PR A 1
C67B C 0.7398(7) 1.0786(12) 0.4473(2) 0.0351(15) Uani 0.623(3) 1 d PDU A 2
C68B C 0.8122(5) 1.0518(7) 0.3915(2) 0.0438(12) Uani 0.623(3) 1 d PDU A 2
C69B C 0.7750(4) 1.0519(4) 0.31267(18) 0.0415(10) Uani 0.623(3) 1 d PDU A 2
H69B H 0.8249 1.0349 0.2749 0.050 Uiso 0.623(3) 1 calc PR A 2
C70B C 0.6648(3) 1.0767(3) 0.28904(16) 0.0308(8) Uani 0.623(3) 1 d PDU A 2
C71B C 0.5922(3) 1.1025(3) 0.3433(2) 0.0305(9) Uani 0.623(3) 1 d PDU A 2
H71B H 0.5170 1.1192 0.3268 0.037 Uiso 0.623(3) 1 calc PR A 2
C72B C 0.6296(5) 1.1041(7) 0.4223(2) 0.0343(9) Uani 0.623(3) 1 d PDU A 2
O70B O 0.6371(2) 1.07614(16) 0.21028(12) 0.0452(6) Uani 0.623(3) 1 d PDU A 2
C73B C 0.9328(4) 1.0278(5) 0.4157(3) 0.0737(17) Uani 0.623(3) 1 d PDU A 2
H734 H 0.9737 1.0186 0.3701 0.110 Uiso 0.623(3) 1 calc PR A 2
H735 H 0.9280 0.9669 0.4354 0.110 Uiso 0.623(3) 1 calc PR A 2
H736 H 0.9757 1.0821 0.4575 0.110 Uiso 0.623(3) 1 calc PR A 2
C74B C 0.5266(2) 1.1048(2) 0.18468(19) 0.0497(8) Uani 0.623(3) 1 d PDU A 2
H744 H 0.4645 1.0592 0.1949 0.075 Uiso 0.623(3) 1 calc PR A 2
H745 H 0.5175 1.1028 0.1280 0.075 Uiso 0.623(3) 1 calc PR A 2
H746 H 0.5216 1.1720 0.2135 0.075 Uiso 0.623(3) 1 calc PR A 2
C75B C 0.5498(4) 1.1342(5) 0.4810(2) 0.0419(10) Uani 0.623(3) 1 d PDU A 2
H754 H 0.4955 1.1761 0.4607 0.063 Uiso 0.623(3) 1 calc PR A 2
H755 H 0.5962 1.1711 0.5312 0.063 Uiso 0.623(3) 1 calc PR A 2
H756 H 0.5059 1.0751 0.4895 0.063 Uiso 0.623(3) 1 calc PR A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_number_in_cell
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 140 0.0033 0.0016
; International Tables for Crystallography (1992).
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
H H 124 0.0000 0.0000
; International Tables for Crystallography (1992).
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
N N 12 0.0061 0.0033
; International Tables for Crystallography (1992).
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
O O 8 0.0106 0.0060
; International Tables for Crystallography (1992).
Vol. C, Tables 4.2.6.8 and 6.1.1.4
;
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?
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
C21 O21 C25 117.12(14) . . ?
C30 O30 C34 117.41(13) . . ?
C1 N1 C12 117.73(13) . . ?
C10 N2 C11 118.30(12) . . ?
C17 N3 C13 118.48(12) . . ?
N1 C1 C2 123.22(14) . . ?
N1 C1 C18 117.08(13) . . ?
C2 C1 C18 119.65(13) . . ?
C3 C2 C1 119.27(14) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C2 C3 C4 119.56(15) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C12 117.39(14) . . ?
C3 C4 C5 121.95(15) . . ?
C12 C4 C5 120.64(14) . . ?
C6 C5 C4 120.49(15) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C7 120.78(15) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
C8 C7 C11 117.71(14) . . ?
C8 C7 C6 121.58(14) . . ?
C11 C7 C6 120.70(13) . . ?
C9 C8 C7 119.78(14) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C8 C9 C10 119.08(14) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
N2 C10 C9 122.73(14) . . ?
N2 C10 C13 117.21(13) . . ?
C9 C10 C13 120.06(13) . . ?
N2 C11 C7 122.37(13) . . ?
N2 C11 C12 119.08(13) . . ?
C7 C11 C12 118.55(13) . . ?
N1 C12 C4 122.55(13) . . ?
N1 C12 C11 118.89(13) . . ?
C4 C12 C11 118.55(13) . . ?
N3 C13 C14 122.33(13) . . ?
N3 C13 C10 115.73(12) . . ?
C14 C13 C10 121.94(12) . . ?
C15 C14 C13 118.94(13) . . ?
C15 C14 H14 120.5 . . ?
C13 C14 H14 120.5 . . ?
C14 C15 C16 119.02(14) . . ?
C14 C15 H15 120.5 . . ?
C16 C15 H15 120.5 . . ?
C15 C16 C17 119.35(15) . . ?
C15 C16 H16 120.3 . . ?
C17 C16 H16 120.3 . . ?
N3 C17 C16 121.85(13) . . ?
N3 C17 C27 115.14(12) . . ?
C16 C17 C27 123.00(13) . . ?
C19 C18 C23 120.08(14) . . ?
C19 C18 C1 119.39(14) . . ?
C23 C18 C1 120.51(13) . . ?
C20 C19 C18 119.49(14) . . ?
C20 C19 C24 118.88(13) . . ?
C18 C19 C24 121.60(14) . . ?
C21 C20 C19 120.20(14) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
O21 C21 C20 124.47(14) . . ?
O21 C21 C22 115.53(14) . . ?
C20 C21 C22 120.00(15) . . ?
C23 C22 C21 120.83(15) . . ?
C23 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
C22 C23 C18 119.33(14) . . ?
C22 C23 C26 119.97(15) . . ?
C18 C23 C26 120.70(15) . . ?
C19 C24 H241 109.5 . . ?
C19 C24 H242 109.5 . . ?
H241 C24 H242 109.5 . . ?
C19 C24 H243 109.5 . . ?
H241 C24 H243 109.5 . . ?
H242 C24 H243 109.5 . . ?
O21 C25 H251 109.5 . . ?
O21 C25 H252 109.5 . . ?
H251 C25 H252 109.5 . . ?
O21 C25 H253 109.5 . . ?
H251 C25 H253 109.5 . . ?
H252 C25 H253 109.5 . . ?
C23 C26 H261 109.5 . . ?
C23 C26 H262 109.5 . . ?
H261 C26 H262 109.5 . . ?
C23 C26 H263 109.5 . . ?
H261 C26 H263 109.5 . . ?
H262 C26 H263 109.5 . . ?
C32 C27 C28 119.95(13) . . ?
C32 C27 C17 121.35(13) . . ?
C28 C27 C17 118.66(13) . . ?
C29 C28 C27 119.36(14) . . ?
C29 C28 C33 118.90(14) . . ?
C27 C28 C33 121.72(13) . . ?
C28 C29 C30 120.69(15) . . ?
C28 C29 H29 119.7 . . ?
C30 C29 H29 119.7 . . ?
O30 C30 C31 124.55(14) . . ?
O30 C30 C29 115.41(14) . . ?
C31 C30 C29 120.03(13) . . ?
C30 C31 C32 120.57(14) . . ?
C30 C31 H31 119.7 . . ?
C32 C31 H31 119.7 . . ?
C27 C32 C31 119.15(14) . . ?
C27 C32 C35 122.88(13) . . ?
C31 C32 C35 117.98(14) . . ?
C28 C33 H331 109.5 . . ?
C28 C33 H332 109.5 . . ?
H331 C33 H332 109.5 . . ?
C28 C33 H333 109.5 . . ?
H331 C33 H333 109.5 . . ?
H332 C33 H333 109.5 . . ?
O30 C34 H341 109.5 . . ?
O30 C34 H342 109.5 . . ?
H341 C34 H342 109.5 . . ?
O30 C34 H343 109.5 . . ?
H341 C34 H343 109.5 . . ?
H342 C34 H343 109.5 . . ?
C32 C35 H351 109.5 . . ?
C32 C35 H352 109.5 . . ?
H351 C35 H352 109.5 . . ?
C32 C35 H353 109.5 . . ?
H351 C35 H353 109.5 . . ?
H352 C35 H353 109.5 . . ?
C61 O61 C65 116.77(13) . . ?
C41 N4 C52 118.38(13) . . ?
C50 N5 C51 118.25(13) . . ?
C57 N6 C53 117.88(13) . . ?
N4 C41 C42 122.13(15) . . ?
N4 C41 C58 117.58(13) . . ?
C42 C41 C58 120.28(14) . . ?
C43 C42 C41 119.76(15) . . ?
C43 C42 H42 120.1 . . ?
C41 C42 H42 120.1 . . ?
C42 C43 C44 119.75(15) . . ?
C42 C43 H43 120.1 . . ?
C44 C43 H43 120.1 . . ?
C43 C44 C52 117.21(15) . . ?
C43 C44 C45 122.37(15) . . ?
C52 C44 C45 120.42(14) . . ?
C46 C45 C44 120.62(15) . . ?
C46 C45 H45 119.7 . . ?
C44 C45 H45 119.7 . . ?
C45 C46 C47 121.33(15) . . ?
C45 C46 H46 119.3 . . ?
C47 C46 H46 119.3 . . ?
C48 C47 C51 117.49(14) . . ?
C48 C47 C46 122.51(15) . . ?
C51 C47 C46 120.00(14) . . ?
C49 C48 C47 119.73(15) . . ?
C49 C48 H48 120.1 . . ?
C47 C48 H48 120.1 . . ?
C48 C49 C50 119.24(14) . . ?
C48 C49 H49 120.4 . . ?
C50 C49 H49 120.4 . . ?
N5 C50 C49 122.81(14) . . ?
N5 C50 C53 116.51(13) . . ?
C49 C50 C53 120.67(13) . . ?
N5 C51 C47 122.33(13) . . ?
N5 C51 C52 118.73(14) . . ?
C47 C51 C52 118.93(13) . . ?
N4 C52 C44 122.69(14) . . ?
N4 C52 C51 118.68(13) . . ?
C44 C52 C51 118.64(14) . . ?
N6 C53 C54 123.08(14) . . ?
N6 C53 C50 115.97(13) . . ?
C54 C53 C50 120.93(13) . . ?
C55 C54 C53 118.52(14) . . ?
C55 C54 H54 120.7 . . ?
C53 C54 H54 120.7 . . ?
C54 C55 C56 118.98(15) . . ?
C54 C55 H55 120.5 . . ?
C56 C55 H55 120.5 . . ?
C57 C56 C55 119.37(15) . . ?
C57 C56 H56 120.3 . . ?
C55 C56 H56 120.3 . . ?
N6 C57 C56 122.15(14) . . ?
N6 C57 C67A 114.7(12) . . ?
C56 C57 C67A 122.7(12) . . ?
N6 C57 C67B 119.3(7) . . ?
C56 C57 C67B 118.5(7) . . ?
C63 C58 C59 119.98(15) . . ?
C63 C58 C41 119.36(15) . . ?
C59 C58 C41 120.66(14) . . ?
C60 C59 C58 119.28(15) . . ?
C60 C59 C64 119.36(16) . . ?
C58 C59 C64 121.29(16) . . ?
C61 C60 C59 120.76(16) . . ?
C61 C60 H60 119.6 . . ?
C59 C60 H60 119.6 . . ?
O61 C61 C62 124.76(14) . . ?
O61 C61 C60 115.10(15) . . ?
C62 C61 C60 120.14(15) . . ?
C61 C62 C63 120.46(15) . . ?
C61 C62 H62 119.8 . . ?
C63 C62 H62 119.8 . . ?
C62 C63 C58 119.39(16) . . ?
C62 C63 C66 118.33(14) . . ?
C58 C63 C66 122.28(15) . . ?
C59 C64 H641 109.5 . . ?
C59 C64 H642 109.5 . . ?
H641 C64 H642 109.5 . . ?
C59 C64 H643 109.5 . . ?
H641 C64 H643 109.5 . . ?
H642 C64 H643 109.5 . . ?
O61 C65 H651 109.5 . . ?
O61 C65 H652 109.5 . . ?
H651 C65 H652 109.5 . . ?
O61 C65 H653 109.5 . . ?
H651 C65 H653 109.5 . . ?
H652 C65 H653 109.5 . . ?
C63 C66 H661 109.5 . . ?
C63 C66 H662 109.5 . . ?
H661 C66 H662 109.5 . . ?
C63 C66 H663 109.5 . . ?
H661 C66 H663 109.5 . . ?
H662 C66 H663 109.5 . . ?
C72A C67A C68A 120.0(3) . . ?
C72A C67A C57 117.2(4) . . ?
C68A C67A C57 122.4(4) . . ?
C67A C68A C69A 119.7(4) . . ?
C67A C68A C73A 120.4(3) . . ?
C69A C68A C73A 119.7(4) . . ?
C70A C69A C68A 119.2(4) . . ?
C70A C69A H69A 120.4 . . ?
C68A C69A H69A 120.4 . . ?
O70A C70A C69A 120.3(4) . . ?
O70A C70A C71A 118.7(4) . . ?
C69A C70A C71A 121.1(3) . . ?
C72A C71A C70A 119.9(4) . . ?
C72A C71A H71A 120.1 . . ?
C70A C71A H71A 120.1 . . ?
C71A C72A C67A 119.9(4) . . ?
C71A C72A C75A 118.3(4) . . ?
C67A C72A C75A 121.7(3) . . ?
C70A O70A C74A 119.0(4) . . ?
C68B C67B C72B 118.9(2) . . ?
C68B C67B C57 120.3(3) . . ?
C72B C67B C57 120.8(3) . . ?
C69B C68B C67B 120.1(3) . . ?
C69B C68B C73B 118.9(3) . . ?
C67B C68B C73B 120.9(3) . . ?
C68B C69B C70B 120.1(3) . . ?
C68B C69B H69B 120.0 . . ?
C70B C69B H69B 120.0 . . ?
O70B C70B C71B 123.9(3) . . ?
O70B C70B C69B 115.6(3) . . ?
C71B C70B C69B 120.5(2) . . ?
C70B C71B C72B 119.7(3) . . ?
C70B C71B H71B 120.1 . . ?
C72B C71B H71B 120.1 . . ?
C71B C72B C67B 120.7(3) . . ?
C71B C72B C75B 118.9(3) . . ?
C67B C72B C75B 120.3(3) . . ?
C70B O70B C74B 117.0(2) . . ?
C68B C73B H734 109.5 . . ?
C68B C73B H735 109.5 . . ?
H734 C73B H735 109.5 . . ?
C68B C73B H736 109.5 . . ?
H734 C73B H736 109.5 . . ?
H735 C73B H736 109.5 . . ?
O70B C74B H744 109.5 . . ?
O70B C74B H745 109.5 . . ?
H744 C74B H745 109.5 . . ?
O70B C74B H746 109.5 . . ?
H744 C74B H746 109.5 . . ?
H745 C74B H746 109.5 . . ?
C72B C75B H754 109.5 . . ?
C72B C75B H755 109.5 . . ?
H754 C75B H755 109.5 . . ?
C72B C75B H756 109.5 . . ?
H754 C75B H756 109.5 . . ?
H755 C75B H756 109.5 . . ?
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
O21 C21 1.3720(19) . ?
O21 C25 1.426(2) . ?
O30 C30 1.3717(17) . ?
O30 C34 1.424(2) . ?
N1 C1 1.3306(19) . ?
N1 C12 1.3633(19) . ?
N2 C10 1.3316(18) . ?
N2 C11 1.3614(19) . ?
N3 C17 1.3484(19) . ?
N3 C13 1.3490(17) . ?
C1 C2 1.399(2) . ?
C1 C18 1.499(2) . ?
C2 C3 1.364(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.407(2) . ?
C3 H3 0.9500 . ?
C4 C12 1.413(2) . ?
C4 C5 1.430(2) . ?
C5 C6 1.349(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.429(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.408(2) . ?
C7 C11 1.409(2) . ?
C8 C9 1.362(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.412(2) . ?
C9 H9 0.9500 . ?
C10 C13 1.484(2) . ?
C11 C12 1.457(2) . ?
C13 C14 1.384(2) . ?
C14 C15 1.382(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.383(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.385(2) . ?
C16 H16 0.9500 . ?
C17 C27 1.495(2) . ?
C18 C19 1.401(2) . ?
C18 C23 1.403(2) . ?
C19 C20 1.394(2) . ?
C19 C24 1.507(2) . ?
C20 C21 1.386(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.390(2) . ?
C22 C23 1.382(2) . ?
C22 H22 0.9500 . ?
C23 C26 1.505(2) . ?
C24 H241 0.9800 . ?
C24 H242 0.9800 . ?
C24 H243 0.9800 . ?
C25 H251 0.9800 . ?
C25 H252 0.9800 . ?
C25 H253 0.9800 . ?
C26 H261 0.9800 . ?
C26 H262 0.9800 . ?
C26 H263 0.9800 . ?
C27 C32 1.399(2) . ?
C27 C28 1.412(2) . ?
C28 C29 1.385(2) . ?
C28 C33 1.507(2) . ?
C29 C30 1.389(2) . ?
C29 H29 0.9500 . ?
C30 C31 1.382(2) . ?
C31 C32 1.402(2) . ?
C31 H31 0.9500 . ?
C32 C35 1.508(2) . ?
C33 H331 0.9800 . ?
C33 H332 0.9800 . ?
C33 H333 0.9800 . ?
C34 H341 0.9800 . ?
C34 H342 0.9800 . ?
C34 H343 0.9800 . ?
C35 H351 0.9800 . ?
C35 H352 0.9800 . ?
C35 H353 0.9800 . ?
O61 C61 1.3702(19) . ?
O61 C65 1.425(2) . ?
N4 C41 1.330(2) . ?
N4 C52 1.361(2) . ?
N5 C50 1.3292(19) . ?
N5 C51 1.360(2) . ?
N6 C57 1.340(2) . ?
N6 C53 1.3486(18) . ?
C41 C42 1.411(2) . ?
C41 C58 1.497(2) . ?
C42 C43 1.361(2) . ?
C42 H42 0.9500 . ?
C43 C44 1.404(2) . ?
C43 H43 0.9500 . ?
C44 C52 1.416(2) . ?
C44 C45 1.436(2) . ?
C45 C46 1.341(2) . ?
C45 H45 0.9500 . ?
C46 C47 1.435(2) . ?
C46 H46 0.9500 . ?
C47 C48 1.404(2) . ?
C47 C51 1.415(2) . ?
C48 C49 1.363(2) . ?
C48 H48 0.9500 . ?
C49 C50 1.406(2) . ?
C49 H49 0.9500 . ?
C50 C53 1.490(2) . ?
C51 C52 1.455(2) . ?
C53 C54 1.388(2) . ?
C54 C55 1.374(2) . ?
C54 H54 0.9500 . ?
C55 C56 1.387(2) . ?
C55 H55 0.9500 . ?
C56 C57 1.386(2) . ?
C56 H56 0.9500 . ?
C57 C67A 1.490(4) . ?
C57 C67B 1.512(3) . ?
C58 C63 1.402(2) . ?
C58 C59 1.403(2) . ?
C59 C60 1.389(2) . ?
C59 C64 1.511(2) . ?
C60 C61 1.388(2) . ?
C60 H60 0.9500 . ?
C61 C62 1.377(2) . ?
C62 C63 1.399(2) . ?
C62 H62 0.9500 . ?
C63 C66 1.511(2) . ?
C64 H641 0.9800 . ?
C64 H642 0.9800 . ?
C64 H643 0.9800 . ?
C65 H651 0.9800 . ?
C65 H652 0.9800 . ?
C65 H653 0.9800 . ?
C66 H661 0.9800 . ?
C66 H662 0.9800 . ?
C66 H663 0.9800 . ?
C67A C72A 1.394(4) . ?
C67A C68A 1.395(4) . ?
C68A C69A 1.399(4) . ?
C68A C73A 1.501(5) . ?
C69A C70A 1.384(5) . ?
C69A H69A 0.9500 . ?
C70A O70A 1.365(4) . ?
C70A C71A 1.385(5) . ?
C71A C72A 1.381(4) . ?
C71A H71A 0.9500 . ?
C72A C75A 1.502(5) . ?
O70A C74A 1.409(4) . ?
C73A H731 0.9800 . ?
C73A H732 0.9800 . ?
C73A H733 0.9800 . ?
C74A H741 0.9800 . ?
C74A H742 0.9800 . ?
C74A H743 0.9800 . ?
C75A H751 0.9800 . ?
C75A H752 0.9800 . ?
C75A H753 0.9800 . ?
C67B C68B 1.397(4) . ?
C67B C72B 1.401(4) . ?
C68B C69B 1.390(4) . ?
C68B C73B 1.500(4) . ?
C69B C70B 1.392(4) . ?
C69B H69B 0.9500 . ?
C70B O70B 1.373(3) . ?
C70B C71B 1.376(4) . ?
C71B C72B 1.389(4) . ?
C71B H71B 0.9500 . ?
C72B C75B 1.505(4) . ?
O70B C74B 1.424(3) . ?
C73B H734 0.9800 . ?
C73B H735 0.9800 . ?
C73B H736 0.9800 . ?
C74B H744 0.9800 . ?
C74B H745 0.9800 . ?
C74B H746 0.9800 . ?
C75B H754 0.9800 . ?
C75B H755 0.9800 . ?
C75B H756 0.9800 . ?
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
C12 N1 C1 C2 -2.7(2) . . . . ?
C12 N1 C1 C18 174.59(12) . . . . ?
N1 C1 C2 C3 4.3(2) . . . . ?
C18 C1 C2 C3 -172.97(15) . . . . ?
C1 C2 C3 C4 -0.7(2) . . . . ?
C2 C3 C4 C12 -3.8(2) . . . . ?
C2 C3 C4 C5 174.67(15) . . . . ?
C3 C4 C5 C6 178.26(16) . . . . ?
C12 C4 C5 C6 -3.3(2) . . . . ?
C4 C5 C6 C7 -1.7(2) . . . . ?
C5 C6 C7 C8 -177.22(15) . . . . ?
C5 C6 C7 C11 3.9(2) . . . . ?
C11 C7 C8 C9 -1.6(2) . . . . ?
C6 C7 C8 C9 179.48(15) . . . . ?
C7 C8 C9 C10 1.6(2) . . . . ?
C11 N2 C10 C9 -1.3(2) . . . . ?
C11 N2 C10 C13 178.60(12) . . . . ?
C8 C9 C10 N2 -0.1(2) . . . . ?
C8 C9 C10 C13 179.97(14) . . . . ?
C10 N2 C11 C7 1.3(2) . . . . ?
C10 N2 C11 C12 -178.55(13) . . . . ?
C8 C7 C11 N2 0.2(2) . . . . ?
C6 C7 C11 N2 179.09(14) . . . . ?
C8 C7 C11 C12 179.99(14) . . . . ?
C6 C7 C11 C12 -1.1(2) . . . . ?
C1 N1 C12 C4 -2.3(2) . . . . ?
C1 N1 C12 C11 178.79(13) . . . . ?
C3 C4 C12 N1 5.5(2) . . . . ?
C5 C4 C12 N1 -173.00(14) . . . . ?
C3 C4 C12 C11 -175.54(14) . . . . ?
C5 C4 C12 C11 5.9(2) . . . . ?
N2 C11 C12 N1 -4.9(2) . . . . ?
C7 C11 C12 N1 175.26(13) . . . . ?
N2 C11 C12 C4 176.11(13) . . . . ?
C7 C11 C12 C4 -3.7(2) . . . . ?
C17 N3 C13 C14 -0.7(2) . . . . ?
C17 N3 C13 C10 179.53(12) . . . . ?
N2 C10 C13 N3 -158.21(13) . . . . ?
C9 C10 C13 N3 21.69(19) . . . . ?
N2 C10 C13 C14 22.0(2) . . . . ?
C9 C10 C13 C14 -158.07(14) . . . . ?
N3 C13 C14 C15 -0.9(2) . . . . ?
C10 C13 C14 C15 178.86(14) . . . . ?
C13 C14 C15 C16 1.7(2) . . . . ?
C14 C15 C16 C17 -0.9(2) . . . . ?
C13 N3 C17 C16 1.5(2) . . . . ?
C13 N3 C17 C27 -176.99(13) . . . . ?
C15 C16 C17 N3 -0.7(2) . . . . ?
C15 C16 C17 C27 177.68(15) . . . . ?
N1 C1 C18 C19 -82.04(18) . . . . ?
C2 C1 C18 C19 95.38(18) . . . . ?
N1 C1 C18 C23 99.58(17) . . . . ?
C2 C1 C18 C23 -83.00(19) . . . . ?
C23 C18 C19 C20 -2.9(2) . . . . ?
C1 C18 C19 C20 178.68(13) . . . . ?
C23 C18 C19 C24 175.08(14) . . . . ?
C1 C18 C19 C24 -3.3(2) . . . . ?
C18 C19 C20 C21 2.4(2) . . . . ?
C24 C19 C20 C21 -175.71(14) . . . . ?
C25 O21 C21 C20 8.6(2) . . . . ?
C25 O21 C21 C22 -172.21(15) . . . . ?
C19 C20 C21 O21 179.12(14) . . . . ?
C19 C20 C21 C22 -0.1(2) . . . . ?
O21 C21 C22 C23 179.04(14) . . . . ?
C20 C21 C22 C23 -1.7(2) . . . . ?
C21 C22 C23 C18 1.1(2) . . . . ?
C21 C22 C23 C26 -178.88(15) . . . . ?
C19 C18 C23 C22 1.2(2) . . . . ?
C1 C18 C23 C22 179.57(13) . . . . ?
C19 C18 C23 C26 -178.79(14) . . . . ?
C1 C18 C23 C26 -0.4(2) . . . . ?
N3 C17 C27 C32 -119.10(16) . . . . ?
C16 C17 C27 C32 62.4(2) . . . . ?
N3 C17 C27 C28 58.39(18) . . . . ?
C16 C17 C27 C28 -120.09(17) . . . . ?
C32 C27 C28 C29 3.3(2) . . . . ?
C17 C27 C28 C29 -174.25(14) . . . . ?
C32 C27 C28 C33 -175.17(14) . . . . ?
C17 C27 C28 C33 7.3(2) . . . . ?
C27 C28 C29 C30 1.5(2) . . . . ?
C33 C28 C29 C30 179.96(15) . . . . ?
C34 O30 C30 C31 11.4(2) . . . . ?
C34 O30 C30 C29 -169.93(15) . . . . ?
C28 C29 C30 O30 177.16(14) . . . . ?
C28 C29 C30 C31 -4.1(2) . . . . ?
O30 C30 C31 C32 -179.43(14) . . . . ?
C29 C30 C31 C32 1.9(2) . . . . ?
C28 C27 C32 C31 -5.4(2) . . . . ?
C17 C27 C32 C31 172.10(13) . . . . ?
C28 C27 C32 C35 174.22(14) . . . . ?
C17 C27 C32 C35 -8.3(2) . . . . ?
C30 C31 C32 C27 2.8(2) . . . . ?
C30 C31 C32 C35 -176.83(14) . . . . ?
C52 N4 C41 C42 -2.4(2) . . . . ?
C52 N4 C41 C58 175.96(15) . . . . ?
N4 C41 C42 C43 2.6(3) . . . . ?
C58 C41 C42 C43 -175.74(16) . . . . ?
C41 C42 C43 C44 -0.1(3) . . . . ?
C42 C43 C44 C52 -2.2(3) . . . . ?
C42 C43 C44 C45 177.55(16) . . . . ?
C43 C44 C45 C46 178.93(17) . . . . ?
C52 C44 C45 C46 -1.3(3) . . . . ?
C44 C45 C46 C47 0.3(3) . . . . ?
C45 C46 C47 C48 178.19(16) . . . . ?
C45 C46 C47 C51 -0.8(3) . . . . ?
C51 C47 C48 C49 -2.9(2) . . . . ?
C46 C47 C48 C49 178.16(16) . . . . ?
C47 C48 C49 C50 -0.4(2) . . . . ?
C51 N5 C50 C49 -2.7(2) . . . . ?
C51 N5 C50 C53 175.76(13) . . . . ?
C48 C49 C50 N5 3.4(2) . . . . ?
C48 C49 C50 C53 -175.01(15) . . . . ?
C50 N5 C51 C47 -0.9(2) . . . . ?
C50 N5 C51 C52 179.66(14) . . . . ?
C48 C47 C51 N5 3.6(2) . . . . ?
C46 C47 C51 N5 -177.37(15) . . . . ?
C48 C47 C51 C52 -176.91(15) . . . . ?
C46 C47 C51 C52 2.1(2) . . . . ?
C41 N4 C52 C44 -0.1(2) . . . . ?
C41 N4 C52 C51 179.92(15) . . . . ?
C43 C44 C52 N4 2.4(3) . . . . ?
C45 C44 C52 N4 -177.33(15) . . . . ?
C43 C44 C52 C51 -177.60(15) . . . . ?
C45 C44 C52 C51 2.6(2) . . . . ?
N5 C51 C52 N4 -3.6(2) . . . . ?
C47 C51 C52 N4 176.95(14) . . . . ?
N5 C51 C52 C44 176.48(15) . . . . ?
C47 C51 C52 C44 -3.0(2) . . . . ?
C57 N6 C53 C54 -1.5(2) . . . . ?
C57 N6 C53 C50 176.89(14) . . . . ?
N5 C50 C53 N6 -156.89(14) . . . . ?
C49 C50 C53 N6 21.6(2) . . . . ?
N5 C50 C53 C54 21.5(2) . . . . ?
C49 C50 C53 C54 -160.03(15) . . . . ?
N6 C53 C54 C55 0.4(2) . . . . ?
C50 C53 C54 C55 -177.87(15) . . . . ?
C53 C54 C55 C56 0.9(3) . . . . ?
C54 C55 C56 C57 -1.2(3) . . . . ?
C53 N6 C57 C56 1.2(2) . . . . ?
C53 N6 C57 C67A -171.4(3) . . . . ?
C53 N6 C57 C67B -179.0(2) . . . . ?
C55 C56 C57 N6 0.1(3) . . . . ?
C55 C56 C57 C67A 172.1(4) . . . . ?
C55 C56 C57 C67B -179.7(2) . . . . ?
N4 C41 C58 C63 -110.68(17) . . . . ?
C42 C41 C58 C63 67.7(2) . . . . ?
N4 C41 C58 C59 69.4(2) . . . . ?
C42 C41 C58 C59 -112.16(19) . . . . ?
C63 C58 C59 C60 0.3(2) . . . . ?
C41 C58 C59 C60 -179.78(14) . . . . ?
C63 C58 C59 C64 -176.66(15) . . . . ?
C41 C58 C59 C64 3.3(2) . . . . ?
C58 C59 C60 C61 -0.2(2) . . . . ?
C64 C59 C60 C61 176.79(16) . . . . ?
C65 O61 C61 C62 1.9(2) . . . . ?
C65 O61 C61 C60 -178.65(15) . . . . ?
C59 C60 C61 O61 -179.37(14) . . . . ?
C59 C60 C61 C62 0.1(2) . . . . ?
O61 C61 C62 C63 179.40(14) . . . . ?
C60 C61 C62 C63 0.0(2) . . . . ?
C61 C62 C63 C58 0.1(2) . . . . ?
C61 C62 C63 C66 179.25(14) . . . . ?
C59 C58 C63 C62 -0.2(2) . . . . ?
C41 C58 C63 C62 179.86(13) . . . . ?
C59 C58 C63 C66 -179.38(15) . . . . ?
C41 C58 C63 C66 0.7(2) . . . . ?
N6 C57 C67A C72A 96(2) . . . . ?
C56 C57 C67A C72A -77(2) . . . . ?
C67B C57 C67A C72A -139(12) . . . . ?
N6 C57 C67A C68A -92(2) . . . . ?
C56 C57 C67A C68A 95(2) . . . . ?
C67B C57 C67A C68A 34(8) . . . . ?
C72A C67A C68A C69A -4(3) . . . . ?
C57 C67A C68A C69A -176.5(18) . . . . ?
C72A C67A C68A C73A 179.6(18) . . . . ?
C57 C67A C68A C73A 7(3) . . . . ?
C67A C68A C69A C70A 2.0(18) . . . . ?
C73A C68A C69A C70A 178.0(9) . . . . ?
C68A C69A C70A O70A -179.1(8) . . . . ?
C68A C69A C70A C71A 1.8(13) . . . . ?
O70A C70A C71A C72A 177.7(9) . . . . ?
C69A C70A C71A C72A -3.2(13) . . . . ?
C70A C71A C72A C67A 1(2) . . . . ?
C70A C71A C72A C75A -179.1(11) . . . . ?
C68A C67A C72A C71A 3(3) . . . . ?
C57 C67A C72A C71A 175.6(16) . . . . ?
C68A C67A C72A C75A -177.2(17) . . . . ?
C57 C67A C72A C75A -5(3) . . . . ?
C69A C70A O70A C74A 3.6(9) . . . . ?
C71A C70A O70A C74A -177.2(7) . . . . ?
N6 C57 C67B C68B -87.2(12) . . . . ?
C56 C57 C67B C68B 92.6(11) . . . . ?
C67A C57 C67B C68B -145(11) . . . . ?
N6 C57 C67B C72B 91.1(12) . . . . ?
C56 C57 C67B C72B -89.2(13) . . . . ?
C67A C57 C67B C72B 33(9) . . . . ?
C72B C67B C68B C69B 0.7(16) . . . . ?
C57 C67B C68B C69B 179.0(10) . . . . ?
C72B C67B C68B C73B 177.6(11) . . . . ?
C57 C67B C68B C73B -4.1(16) . . . . ?
C67B C68B C69B C70B -1.2(11) . . . . ?
C73B C68B C69B C70B -178.1(6) . . . . ?
C68B C69B C70B O70B 179.0(5) . . . . ?
C68B C69B C70B C71B 0.8(7) . . . . ?
O70B C70B C71B C72B -177.8(5) . . . . ?
C69B C70B C71B C72B 0.2(7) . . . . ?
C70B C71B C72B C67B -0.7(12) . . . . ?
C70B C71B C72B C75B 178.9(6) . . . . ?
C68B C67B C72B C71B 0.3(17) . . . . ?
C57 C67B C72B C71B -178.0(10) . . . . ?
C68B C67B C72B C75B -179.4(10) . . . . ?
C57 C67B C72B C75B 2.3(17) . . . . ?
C71B C70B O70B C74B 0.4(5) . . . . ?
C69B C70B O70B C74B -177.7(3) . . . . ?
loop_
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_cod_related_entry_code
1 PubChem 139190301
