#------------------------------------------------------------------------------
#$Date: 2021-04-05 17:56:17 +0300 (Mon, 05 Apr 2021) $
#$Revision: 263783 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/67/7706733.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_7706733
loop_
_publ_author_name
'Mikata, Yuji'
'Kuroda, Yasuko'
'Naito, Kyoko'
'Murakami, Kana'
'Yamamoto, Chihiro'
'Yabe, Shoko'
'Yonemura, Shizuka'
'Matsumoto, Arimasa'
'Katano, Hajime'
_publ_section_title
;
 Structure and electrochemical properties of
 (μ-O)₂Mn₂(iii,iii) and
 (μ-O)₂Mn₂(iii,iv) complexes supported by
 pyridine-, quinoline-, isoquinoline- and quinoxaline-based tetranitrogen
 ligands.
;
_journal_issue                   12
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4133
_journal_page_last               4144
_journal_paper_doi               10.1039/d1dt00184a
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         'C28 H33 Cl N4 O4'
_chemical_formula_sum            'C28 H33 Cl N4 O4'
_chemical_formula_weight         525.05
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2021-01-18 deposited with the CCDC.	2021-03-01 downloaded from the CCDC.
;
_cell_angle_alpha                107.289(5)
_cell_angle_beta                 100.460(2)
_cell_angle_gamma                93.730(4)
_cell_formula_units_Z            2
_cell_length_a                   9.2827(8)
_cell_length_b                   11.7724(15)
_cell_length_c                   12.7181(13)
_cell_measurement_reflns_used    3982
_cell_measurement_temperature    173
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      3.07
_cell_volume                     1294.5(2)
_computing_cell_refinement       CrystalClear
_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_data_reduction        CrystalClear
_computing_molecular_graphics    'CrystalStructure 4.2.5'
_computing_publication_material  'CrystalStructure 4.2.5 (Rigaku, 2017)'
_computing_structure_refinement  'SHELXL Version 2016/6 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean 7.314
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_device_type  'Rigaku Mercury70'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0144
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10067
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        25.241
_diffrn_reflns_theta_max         27.474
_diffrn_reflns_theta_min         3.073
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.190
_exptl_absorpt_correction_T_max  0.963
_exptl_absorpt_correction_T_min  0.761
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       unknown
_exptl_crystal_F_000             556.00
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.51
_refine_diff_density_min         -0.49
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_parameters     466
_refine_ls_number_reflns         5627
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0481
_refine_ls_shift/su_max          0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0730P)²+0.4245P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1276
_refine_ls_wR_factor_ref         0.1346
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4927
_reflns_number_total             5627
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            d1dt00184a2.cif
_cod_data_source_block           BQDMDACH-HClO4
_cod_depositor_comments
'Adding full bibliography for 7706733--7706742.cif.'
_cod_database_code               7706733
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -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_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
Cl1 Cl 0.80497(5) 0.31144(4) 1.03962(4) 0.04045(15) Uani 1 1 d . . . . .
O1 O 0.92007(18) 0.37173(15) 1.13261(14) 0.0664(5) Uani 1 1 d . . . . .
O2 O 0.6785(2) 0.37231(18) 1.04506(18) 0.0869(7) Uani 1 1 d . . . . .
O3 O 0.7760(3) 0.19083(18) 1.0332(2) 0.1037(8) Uani 1 1 d . . . . .
O4 O 0.8474(4) 0.3089(3) 0.93750(18) 0.1194(10) Uani 1 1 d . . . . .
N1 N 0.31042(15) 0.29698(12) 0.76357(11) 0.0260(3) Uani 1 1 d . . . . .
N2 N 0.38357(13) 0.07103(12) 0.72563(10) 0.0239(3) Uani 1 1 d . . . . .
N3 N 0.47102(14) 0.35131(12) 0.61817(11) 0.0273(3) Uani 1 1 d . . . . .
N4 N 0.18154(14) 0.08339(12) 0.52945(11) 0.0253(3) Uani 1 1 d . . . . .
C1 C 0.27222(17) 0.22923(14) 0.84168(12) 0.0259(3) Uani 1 1 d . . . . .
C2 C 0.37865(16) 0.13541(14) 0.84254(12) 0.0247(3) Uani 1 1 d . . . . .
C3 C 0.33925(19) 0.05933(16) 0.91474(13) 0.0298(3) Uani 1 1 d . . . . .
C4 C 0.3389(2) 0.13981(18) 1.03379(14) 0.0358(4) Uani 1 1 d . . . . .
C5 C 0.2323(2) 0.23231(18) 1.03103(15) 0.0364(4) Uani 1 1 d . . . . .
C6 C 0.2706(2) 0.31004(16) 0.96009(14) 0.0339(4) Uani 1 1 d . . . . .
C7 C 0.45126(19) 0.38141(16) 0.81268(14) 0.0311(4) Uani 1 1 d . . . . .
C8 C 0.53575(17) 0.39397(14) 0.72516(13) 0.0267(3) Uani 1 1 d . . . . .
C9 C 0.68271(19) 0.45203(16) 0.76504(15) 0.0332(4) Uani 1 1 d . . . . .
C10 C 0.76215(19) 0.46658(16) 0.68934(16) 0.0357(4) Uani 1 1 d . . . . .
C11 C 0.7739(2) 0.43117(17) 0.48760(18) 0.0405(4) Uani 1 1 d . . . . .
C12 C 0.7072(2) 0.38313(18) 0.37639(18) 0.0440(5) Uani 1 1 d . . . . .
C13 C 0.5616(2) 0.32729(18) 0.34477(16) 0.0424(4) Uani 1 1 d . . . . .
C14 C 0.4842(2) 0.31827(17) 0.42509(15) 0.0364(4) Uani 1 1 d . . . . .
C15 C 0.55115(18) 0.36514(14) 0.54065(13) 0.0274(3) Uani 1 1 d . . . . .
C16 C 0.69730(18) 0.42352(15) 0.57298(15) 0.0311(4) Uani 1 1 d . . . . .
C17 C 0.1856(2) 0.35789(17) 0.72417(15) 0.0334(4) Uani 1 1 d . . . . .
C18 C 0.25677(17) -0.01923(14) 0.66399(13) 0.0249(3) Uani 1 1 d . . . . .
C19 C 0.21252(15) -0.01966(13) 0.54320(12) 0.0237(3) Uani 1 1 d . . . . .
C20 C 0.20381(17) -0.12616(15) 0.45277(14) 0.0286(3) Uani 1 1 d . . . . .
C21 C 0.16416(17) -0.12402(16) 0.34461(14) 0.0313(4) Uani 1 1 d . . . . .
C22 C 0.09035(18) -0.0046(2) 0.21622(14) 0.0380(4) Uani 1 1 d . . . . .
C23 C 0.05332(19) 0.1011(2) 0.20326(16) 0.0421(5) Uani 1 1 d . . . . .
C24 C 0.0561(2) 0.2010(2) 0.29776(17) 0.0412(4) Uani 1 1 d . . . . .
C25 C 0.09899(19) 0.19453(17) 0.40474(16) 0.0356(4) Uani 1 1 d . . . . .
C26 C 0.13856(16) 0.08647(15) 0.42127(13) 0.0265(3) Uani 1 1 d . . . . .
C27 C 0.13096(16) -0.01585(15) 0.32552(13) 0.0282(3) Uani 1 1 d . . . . .
C28 C 0.52275(19) 0.0234(2) 0.71374(16) 0.0382(4) Uani 1 1 d . . . . .
H1 H 0.169(2) 0.1838(17) 0.8018(16) 0.034(5) Uiso 1 1 d . . . . .
H2 H 0.4817(19) 0.1780(16) 0.8786(15) 0.024(4) Uiso 1 1 d . . . . .
H3 H 0.410(2) -0.0006(17) 0.9174(15) 0.030(5) Uiso 1 1 d . . . . .
H4 H 0.243(2) 0.0107(17) 0.8805(16) 0.029(5) Uiso 1 1 d . . . . .
H5 H 0.312(2) 0.0870(19) 1.0776(19) 0.046(6) Uiso 1 1 d . . . . .
H6 H 0.442(2) 0.1824(19) 1.0712(18) 0.043(5) Uiso 1 1 d . . . . .
H7 H 0.129(2) 0.1905(17) 0.9977(16) 0.034(5) Uiso 1 1 d . . . . .
H8 H 0.234(2) 0.283(2) 1.1080(19) 0.047(6) Uiso 1 1 d . . . . .
H9 H 0.368(2) 0.3584(18) 0.9944(16) 0.035(5) Uiso 1 1 d . . . . .
H10 H 0.202(2) 0.366(2) 0.9607(18) 0.046(6) Uiso 1 1 d . . . . .
H11 H 0.514(2) 0.3469(18) 0.8685(17) 0.040(5) Uiso 1 1 d . . . . .
H12 H 0.425(2) 0.4604(18) 0.8511(16) 0.033(5) Uiso 1 1 d . . . . .
H13 H 0.723(2) 0.4789(19) 0.8433(19) 0.043(6) Uiso 1 1 d . . . . .
H14 H 0.858(3) 0.504(2) 0.718(2) 0.052(6) Uiso 1 1 d . . . . .
H15 H 0.876(2) 0.4713(19) 0.5130(18) 0.044(6) Uiso 1 1 d . . . . .
H16 H 0.764(2) 0.386(2) 0.3203(19) 0.051(6) Uiso 1 1 d . . . . .
H17 H 0.517(3) 0.295(2) 0.267(2) 0.055(7) Uiso 1 1 d . . . . .
H18 H 0.384(3) 0.280(2) 0.4029(18) 0.046(6) Uiso 1 1 d . . . . .
H19 H 0.097(2) 0.2950(17) 0.6826(16) 0.030(5) Uiso 1 1 d . . . . .
H20 H 0.214(2) 0.3944(18) 0.6746(17) 0.037(5) Uiso 1 1 d . . . . .
H21 H 0.162(2) 0.414(2) 0.7866(19) 0.046(6) Uiso 1 1 d . . . . .
H22 H 0.2763(19) -0.0997(17) 0.6665(15) 0.026(4) Uiso 1 1 d . . . . .
H23 H 0.170(2) -0.0032(16) 0.6933(15) 0.026(4) Uiso 1 1 d . . . . .
H24 H 0.2274(19) -0.1942(17) 0.4680(15) 0.025(4) Uiso 1 1 d . . . . .
H25 H 0.159(2) -0.1960(19) 0.2831(17) 0.038(5) Uiso 1 1 d . . . . .
H26 H 0.088(3) -0.075(2) 0.152(2) 0.059(7) Uiso 1 1 d . . . . .
H27 H 0.023(2) 0.106(2) 0.129(2) 0.052(6) Uiso 1 1 d . . . . .
H28 H 0.033(3) 0.272(2) 0.289(2) 0.052(6) Uiso 1 1 d . . . . .
H29 H 0.100(2) 0.2632(19) 0.4714(19) 0.043(6) Uiso 1 1 d . . . . .
H30 H 0.602(3) 0.084(2) 0.7504(19) 0.049(6) Uiso 1 1 d . . . . .
H31 H 0.537(2) -0.044(2) 0.7478(19) 0.048(6) Uiso 1 1 d . . . . .
H32 H 0.527(2) -0.0038(18) 0.6330(18) 0.039(5) Uiso 1 1 d . . . . .
H33 H 0.325(2) 0.2362(18) 0.7031(17) 0.033(5) Uiso 1 1 d . . . . .
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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(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
O3 Cl1 O1 110.42(13) . . ?
O3 Cl1 O2 112.81(15) . . ?
O1 Cl1 O2 110.14(10) . . ?
O3 Cl1 O4 105.43(18) . . ?
O1 Cl1 O4 110.54(17) . . ?
O2 Cl1 O4 107.37(15) . . ?
C17 N1 C7 111.96(13) . . ?
C17 N1 C1 112.22(13) . . ?
C7 N1 C1 112.85(12) . . ?
C17 N1 H33 108.5(12) . . ?
C7 N1 H33 108.6(12) . . ?
C1 N1 H33 102.1(12) . . ?
C28 N2 C18 111.69(13) . . ?
C28 N2 C2 113.25(12) . . ?
C18 N2 C2 115.00(11) . . ?
C8 N3 C15 117.63(14) . . ?
C19 N4 C26 117.82(13) . . ?
N1 C1 C6 113.87(13) . . ?
N1 C1 C2 107.99(12) . . ?
C6 C1 C2 112.39(13) . . ?
N1 C1 H1 104.0(11) . . ?
C6 C1 H1 110.6(11) . . ?
C2 C1 H1 107.4(11) . . ?
N2 C2 C1 108.17(12) . . ?
N2 C2 C3 116.85(13) . . ?
C1 C2 C3 110.20(12) . . ?
N2 C2 H2 105.4(10) . . ?
C1 C2 H2 108.8(10) . . ?
C3 C2 H2 107.1(10) . . ?
C4 C3 C2 110.24(14) . . ?
C4 C3 H3 110.4(11) . . ?
C2 C3 H3 110.6(11) . . ?
C4 C3 H4 110.3(11) . . ?
C2 C3 H4 110.9(11) . . ?
H3 C3 H4 104.3(15) . . ?
C5 C4 C3 111.01(14) . . ?
C5 C4 H5 111.5(13) . . ?
C3 C4 H5 107.7(13) . . ?
C5 C4 H6 109.4(12) . . ?
C3 C4 H6 109.3(12) . . ?
H5 C4 H6 107.9(17) . . ?
C4 C5 C6 111.42(14) . . ?
C4 C5 H7 109.7(11) . . ?
C6 C5 H7 108.5(11) . . ?
C4 C5 H8 109.7(13) . . ?
C6 C5 H8 110.3(13) . . ?
H7 C5 H8 107.2(17) . . ?
C1 C6 C5 109.20(14) . . ?
C1 C6 H9 109.6(11) . . ?
C5 C6 H9 110.8(11) . . ?
C1 C6 H10 113.1(13) . . ?
C5 C6 H10 108.7(13) . . ?
H9 C6 H10 105.5(17) . . ?
N1 C7 C8 113.16(13) . . ?
N1 C7 H11 106.2(11) . . ?
C8 C7 H11 109.7(11) . . ?
N1 C7 H12 107.4(11) . . ?
C8 C7 H12 108.7(11) . . ?
H11 C7 H12 111.6(16) . . ?
N3 C8 C9 123.91(15) . . ?
N3 C8 C7 119.22(14) . . ?
C9 C8 C7 116.87(14) . . ?
C10 C9 C8 118.85(16) . . ?
C10 C9 H13 121.7(13) . . ?
C8 C9 H13 119.4(13) . . ?
C9 C10 C16 119.63(16) . . ?
C9 C10 H14 117.1(14) . . ?
C16 C10 H14 123.3(14) . . ?
C12 C11 C16 120.68(18) . . ?
C12 C11 H15 122.7(13) . . ?
C16 C11 H15 116.7(13) . . ?
C11 C12 C13 120.38(17) . . ?
C11 C12 H16 118.5(14) . . ?
C13 C12 H16 121.1(14) . . ?
C14 C13 C12 120.51(18) . . ?
C14 C13 H17 120.8(14) . . ?
C12 C13 H17 118.7(14) . . ?
C13 C14 C15 120.38(18) . . ?
C13 C14 H18 120.2(13) . . ?
C15 C14 H18 119.5(13) . . ?
N3 C15 C16 122.24(14) . . ?
N3 C15 C14 118.47(15) . . ?
C16 C15 C14 119.29(15) . . ?
C15 C16 C10 117.73(15) . . ?
C15 C16 C11 118.75(16) . . ?
C10 C16 C11 123.45(16) . . ?
N1 C17 H19 108.7(11) . . ?
N1 C17 H20 108.3(12) . . ?
H19 C17 H20 108.8(16) . . ?
N1 C17 H21 109.6(13) . . ?
H19 C17 H21 110.2(17) . . ?
H20 C17 H21 111.2(18) . . ?
N2 C18 C19 110.94(12) . . ?
N2 C18 H22 111.6(10) . . ?
C19 C18 H22 110.5(10) . . ?
N2 C18 H23 112.7(11) . . ?
C19 C18 H23 104.0(11) . . ?
H22 C18 H23 106.7(15) . . ?
N4 C19 C20 123.44(14) . . ?
N4 C19 C18 115.93(13) . . ?
C20 C19 C18 120.62(14) . . ?
C21 C20 C19 119.45(16) . . ?
C21 C20 H24 121.4(11) . . ?
C19 C20 H24 119.1(11) . . ?
C20 C21 C27 119.24(15) . . ?
C20 C21 H25 119.6(12) . . ?
C27 C21 H25 121.1(12) . . ?
C23 C22 C27 120.45(18) . . ?
C23 C22 H26 122.0(14) . . ?
C27 C22 H26 117.6(14) . . ?
C22 C23 C24 120.47(16) . . ?
C22 C23 H27 118.8(14) . . ?
C24 C23 H27 120.7(14) . . ?
C25 C24 C23 120.71(19) . . ?
C25 C24 H28 118.9(15) . . ?
C23 C24 H28 120.3(15) . . ?
C24 C25 C26 120.31(18) . . ?
C24 C25 H29 121.5(13) . . ?
C26 C25 H29 118.1(12) . . ?
N4 C26 C25 118.74(15) . . ?
N4 C26 C27 122.28(15) . . ?
C25 C26 C27 118.97(15) . . ?
C21 C27 C22 123.27(16) . . ?
C21 C27 C26 117.72(14) . . ?
C22 C27 C26 119.01(16) . . ?
N2 C28 H30 110.1(14) . . ?
N2 C28 H31 112.1(13) . . ?
H30 C28 H31 107.4(19) . . ?
N2 C28 H32 109.2(12) . . ?
H30 C28 H32 106.8(18) . . ?
H31 C28 H32 111.1(17) . . ?
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
Cl1 O3 1.403(2) . ?
Cl1 O1 1.4098(15) . ?
Cl1 O2 1.4165(16) . ?
Cl1 O4 1.417(2) . ?
N1 C17 1.489(2) . ?
N1 C7 1.501(2) . ?
N1 C1 1.5201(19) . ?
N1 H33 0.92(2) . ?
N2 C28 1.457(2) . ?
N2 C18 1.4616(19) . ?
N2 C2 1.4651(18) . ?
N3 C8 1.312(2) . ?
N3 C15 1.378(2) . ?
N4 C19 1.318(2) . ?
N4 C26 1.3731(19) . ?
C1 C6 1.527(2) . ?
C1 C2 1.530(2) . ?
C1 H1 1.03(2) . ?
C2 C3 1.532(2) . ?
C2 H2 1.009(18) . ?
C3 C4 1.529(2) . ?
C3 H3 1.00(2) . ?
C3 H4 0.976(19) . ?
C4 C5 1.522(3) . ?
C4 H5 1.00(2) . ?
C4 H6 1.01(2) . ?
C5 C6 1.531(2) . ?
C5 H7 1.01(2) . ?
C5 H8 0.98(2) . ?
C6 H9 0.99(2) . ?
C6 H10 0.95(2) . ?
C7 C8 1.508(2) . ?
C7 H11 1.03(2) . ?
C7 H12 0.98(2) . ?
C8 C9 1.417(2) . ?
C9 C10 1.356(3) . ?
C9 H13 0.95(2) . ?
C10 C16 1.414(3) . ?
C10 H14 0.93(2) . ?
C11 C12 1.365(3) . ?
C11 C16 1.422(2) . ?
C11 H15 0.98(2) . ?
C12 C13 1.396(3) . ?
C12 H16 0.97(2) . ?
C13 C14 1.375(3) . ?
C13 H17 0.95(2) . ?
C14 C15 1.411(2) . ?
C14 H18 0.96(2) . ?
C15 C16 1.411(2) . ?
C17 H19 1.02(2) . ?
C17 H20 0.93(2) . ?
C17 H21 0.94(2) . ?
C18 C19 1.515(2) . ?
C18 H22 0.984(19) . ?
C18 H23 0.951(18) . ?
C19 C20 1.413(2) . ?
C20 C21 1.366(2) . ?
C20 H24 0.909(19) . ?
C21 C27 1.408(3) . ?
C21 H25 0.96(2) . ?
C22 C23 1.361(3) . ?
C22 C27 1.420(2) . ?
C22 H26 0.97(3) . ?
C23 C24 1.404(3) . ?
C23 H27 0.96(2) . ?
C24 C25 1.373(2) . ?
C24 H28 0.91(2) . ?
C25 C26 1.410(2) . ?
C25 H29 0.98(2) . ?
C26 C27 1.423(2) . ?
C28 H30 0.94(2) . ?
C28 H31 1.01(2) . ?
C28 H32 0.99(2) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H33 N2 . . . 2.713(2) 0.918(19) 2.14(2) 119.7(19) no
N1 H33 N3 . . . 2.762(2) 0.918(19) 2.45(2) 99.9(15) no
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
C17 N1 C1 C6 -74.91(17) . . . . ?
C7 N1 C1 C6 52.71(18) . . . . ?
C17 N1 C1 C2 159.52(13) . . . . ?
C7 N1 C1 C2 -72.85(16) . . . . ?
C28 N2 C2 C1 152.49(14) . . . . ?
C18 N2 C2 C1 -77.41(15) . . . . ?
C28 N2 C2 C3 -82.52(17) . . . . ?
C18 N2 C2 C3 47.58(18) . . . . ?
N1 C1 C2 N2 -47.84(15) . . . . ?
C6 C1 C2 N2 -174.27(13) . . . . ?
N1 C1 C2 C3 -176.69(12) . . . . ?
C6 C1 C2 C3 56.88(17) . . . . ?
N2 C2 C3 C4 180.00(13) . . . . ?
C1 C2 C3 C4 -56.03(17) . . . . ?
C2 C3 C4 C5 57.07(18) . . . . ?
C3 C4 C5 C6 -57.8(2) . . . . ?
N1 C1 C6 C5 -179.55(13) . . . . ?
C2 C1 C6 C5 -56.35(18) . . . . ?
C4 C5 C6 C1 56.4(2) . . . . ?
C17 N1 C7 C8 -85.32(17) . . . . ?
C1 N1 C7 C8 146.92(14) . . . . ?
C15 N3 C8 C9 -0.6(2) . . . . ?
C15 N3 C8 C7 179.54(14) . . . . ?
N1 C7 C8 N3 12.2(2) . . . . ?
N1 C7 C8 C9 -167.67(14) . . . . ?
N3 C8 C9 C10 0.9(3) . . . . ?
C7 C8 C9 C10 -179.20(16) . . . . ?
C8 C9 C10 C16 -0.2(3) . . . . ?
C16 C11 C12 C13 1.0(3) . . . . ?
C11 C12 C13 C14 -1.0(3) . . . . ?
C12 C13 C14 C15 -0.2(3) . . . . ?
C8 N3 C15 C16 -0.5(2) . . . . ?
C8 N3 C15 C14 179.06(14) . . . . ?
C13 C14 C15 N3 -178.27(16) . . . . ?
C13 C14 C15 C16 1.3(3) . . . . ?
N3 C15 C16 C10 1.2(2) . . . . ?
C14 C15 C16 C10 -178.37(15) . . . . ?
N3 C15 C16 C11 178.28(15) . . . . ?
C14 C15 C16 C11 -1.3(2) . . . . ?
C9 C10 C16 C15 -0.8(3) . . . . ?
C9 C10 C16 C11 -177.77(17) . . . . ?
C12 C11 C16 C15 0.1(3) . . . . ?
C12 C11 C16 C10 177.05(17) . . . . ?
C28 N2 C18 C19 -87.78(16) . . . . ?
C2 N2 C18 C19 141.36(13) . . . . ?
C26 N4 C19 C20 0.0(2) . . . . ?
C26 N4 C19 C18 -178.95(12) . . . . ?
N2 C18 C19 N4 -56.54(17) . . . . ?
N2 C18 C19 C20 124.44(15) . . . . ?
N4 C19 C20 C21 1.3(2) . . . . ?
C18 C19 C20 C21 -179.76(14) . . . . ?
C19 C20 C21 C27 -0.8(2) . . . . ?
C27 C22 C23 C24 0.6(3) . . . . ?
C22 C23 C24 C25 1.4(3) . . . . ?
C23 C24 C25 C26 -1.1(3) . . . . ?
C19 N4 C26 C25 177.40(14) . . . . ?
C19 N4 C26 C27 -1.9(2) . . . . ?
C24 C25 C26 N4 179.73(15) . . . . ?
C24 C25 C26 C27 -1.0(2) . . . . ?
C20 C21 C27 C22 179.28(15) . . . . ?
C20 C21 C27 C26 -0.9(2) . . . . ?
C23 C22 C27 C21 177.13(15) . . . . ?
C23 C22 C27 C26 -2.7(2) . . . . ?
N4 C26 C27 C21 2.3(2) . . . . ?
C25 C26 C27 C21 -176.96(14) . . . . ?
N4 C26 C27 C22 -177.88(14) . . . . ?
C25 C26 C27 C22 2.9(2) . . . . ?
