#------------------------------------------------------------------------------
#$Date: 2024-05-06 07:19:48 +0300 (Mon, 06 May 2024) $
#$Revision: 291718 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/30/2023046.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2023046
loop_
_publ_author_name
'Hubin, Daniel J.'
'Cunningham, Blue M.'
'Hubin, Timothy J.'
'Ebel, Jonathan P.'
'Krause, Jeanette A.'
'Oliver, Allen G.'
_publ_section_title
;
 The unanti-cipated oxidation of a tertiary amine in a tetra-cyclic
 glyoxal-cyclam condensate yielding zinc(II) coordinated to a sterically
 hindered amine oxide.
;
_journal_coeditor_code           PK2704
_journal_issue                   'Pt 4'
_journal_name_full
'Acta crystallographica. Section E, Crystallographic communications'
_journal_page_first              343
_journal_page_last               346
_journal_paper_doi               10.1107/S2056989024001889
_journal_volume                  80
_journal_year                    2024
_chemical_formula_iupac          '[Zn Cl3 (C12 H23 N4 O)], H2 O'
_chemical_formula_moiety         'C12 H23 Cl3 N4 O Zn, H2 O'
_chemical_formula_sum            'C12 H25 Cl3 N4 O2 Zn'
_chemical_formula_weight         429.08
_chemical_name_systematic
;
Trichlorido(1,4,11-triaza-8-azoniatetracyclo[6.6.2.0^4,16^.0^11,15^]hexadecane
1-oxide-κO)zinc(II) monohydrate
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2019/3
_cell_angle_alpha                90
_cell_angle_beta                 104.760(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.7253(8)
_cell_length_b                   14.3482(14)
_cell_length_c                   14.0718(13)
_cell_measurement_reflns_used    8725
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      28.13
_cell_measurement_theta_min      2.50
_cell_volume                     1703.5(3)
_computing_cell_refinement
;
SAINT V8.40B (Bruker, 2021)
;
_computing_data_collection
;
APEX-4 (Bruker, 2021)
;
_computing_data_reduction
;
SAINT V8.40B (Bruker, 2021)
;
_computing_molecular_graphics
;
Olex2 1.5 (Dolomanov et al.,  2009), Mercury (Macrae et
al.,
2020)
;
_computing_publication_material
;
Olex2 1.5 (Dolomanov et al.,  2009) and PublCIF (Westrip,
2010)
;
_computing_structure_refinement
;
SHELXL2019/2 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2014/5 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 8.33
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0437
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            32386
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.311
_diffrn_reflns_theta_min         2.063
_diffrn_source                   X-ray
_exptl_absorpt_coefficient_mu    1.923
_exptl_absorpt_correction_T_max  0.7925
_exptl_absorpt_correction_T_min  0.6991
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
(SADABS; Krause et al.,  2015)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.673
_exptl_crystal_description       block
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.214
_exptl_crystal_size_mid          0.116
_exptl_crystal_size_min          0.089
_refine_diff_density_max         0.416
_refine_diff_density_min         -0.328
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         4237
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0237
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0244P)²+0.8924P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0522
_refine_ls_wR_factor_ref         0.0556
_reflns_number_gt                3572
_reflns_number_total             4237
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            pk2704.cif
_cod_data_source_block           I
_cod_depositor_comments          'Adding full bibliography for 2023046.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2023046
_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   0.684
_shelx_estimated_absorpt_t_max   0.847
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'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn Zn1 0.38352(2) 0.63073(2) 0.74182(2) 0.01361(6) Uani d 1 . .
Cl Cl1 0.40927(6) 0.54285(3) 0.61336(3) 0.02305(10) Uani d 1 . .
Cl Cl2 0.11765(5) 0.64610(3) 0.72669(3) 0.02054(9) Uani d 1 . .
Cl Cl3 0.50553(6) 0.56614(3) 0.88570(3) 0.02517(10) Uani d 1 . .
O O1 0.48379(13) 0.75415(7) 0.73622(8) 0.0143(2) Uani d 1 . .
N N1 0.40264(16) 0.83922(9) 0.72215(10) 0.0128(3) Uani d 1 . .
N N2 0.49127(17) 0.88977(9) 0.54778(10) 0.0158(3) Uani d 1 . .
N N3 0.73297(16) 0.82844(9) 0.66434(10) 0.0150(3) Uani d 1 . .
H H3 0.682588 0.767367 0.672505 0.018 Uiso calc 1 . .
N N4 0.63893(17) 0.92560(10) 0.81784(10) 0.0168(3) Uani d 1 . .
C C1 0.2840(2) 0.84123(12) 0.62400(12) 0.0168(3) Uani d 1 . .
H H1A 0.200438 0.794152 0.622381 0.020 Uiso calc 1 . .
H H1B 0.233240 0.903358 0.612818 0.020 Uiso calc 1 . .
C C2 0.3667(2) 0.82071(12) 0.54517(12) 0.0187(4) Uani d 1 . .
H H2A 0.413817 0.757581 0.555104 0.022 Uiso calc 1 . .
H H2B 0.289180 0.822203 0.480114 0.022 Uiso calc 1 . .
C C3 0.5688(2) 0.87961(12) 0.46713(13) 0.0211(4) Uani d 1 . .
H H3A 0.620783 0.939150 0.458245 0.025 Uiso calc 1 . .
H H3B 0.487426 0.866169 0.405469 0.025 Uiso calc 1 . .
C C4 0.6919(2) 0.80197(13) 0.48621(13) 0.0221(4) Uani d 1 . .
H H4A 0.639472 0.741237 0.489173 0.027 Uiso calc 1 . .
H H4B 0.745027 0.799462 0.431914 0.027 Uiso calc 1 . .
C C5 0.8131(2) 0.81999(13) 0.58233(13) 0.0210(4) Uani d 1 . .
H H5A 0.890506 0.768148 0.596338 0.025 Uiso calc 1 . .
H H5B 0.871458 0.878211 0.577319 0.025 Uiso calc 1 . .
C C6 0.8502(2) 0.85260(12) 0.75866(13) 0.0200(4) Uani d 1 . .
H H6A 0.900038 0.913375 0.751790 0.024 Uiso calc 1 . .
H H6B 0.934682 0.804743 0.773996 0.024 Uiso calc 1 . .
C C7 0.7694(2) 0.85777(12) 0.84095(13) 0.0203(4) Uani d 1 . .
H H7A 0.727310 0.795572 0.851407 0.024 Uiso calc 1 . .
H H7B 0.847102 0.876364 0.902397 0.024 Uiso calc 1 . .
C C8 0.5621(2) 0.93873(12) 0.89888(12) 0.0206(4) Uani d 1 . .
H H8A 0.507952 0.999931 0.891293 0.025 Uiso calc 1 . .
H H8B 0.644199 0.939192 0.962106 0.025 Uiso calc 1 . .
C C9 0.4420(2) 0.86239(12) 0.90143(12) 0.0198(4) Uani d 1 . .
H H9A 0.496925 0.801698 0.916110 0.024 Uiso calc 1 . .
H H9B 0.388001 0.875842 0.953828 0.024 Uiso calc 1 . .
C C10 0.3211(2) 0.85768(11) 0.80278(12) 0.0171(3) Uani d 1 . .
H H10A 0.244040 0.807317 0.803837 0.020 Uiso calc 1 . .
H H10B 0.262410 0.917304 0.789926 0.020 Uiso calc 1 . .
C C11 0.6037(2) 0.90373(11) 0.63997(12) 0.0145(3) Uani d 1 . .
H H11 0.659039 0.963672 0.634126 0.017 Uiso calc 1 . .
C C12 0.5264(2) 0.91649(11) 0.72469(12) 0.0142(3) Uani d 1 . .
H H12 0.466658 0.976619 0.712488 0.017 Uiso calc 1 . .
O O2 0.7488(7) 0.6396(4) 0.7042(5) 0.0387(13) Uani d 0.5 A 1
H H2C 0.816(8) 0.605(6) 0.684(5) 0.058 Uiso d 0.5 B 1
H H2D 0.670(6) 0.604(4) 0.677(5) 0.058 Uiso d 0.5 C 1
O O2A 0.7280(7) 0.6345(4) 0.6550(4) 0.0399(14) Uani d 0.5 D 2
H H2E 0.806(8) 0.618(7) 0.704(5) 0.060 Uiso d 0.5 E 2
H H2F 0.631(8) 0.598(4) 0.631(4) 0.060 Uiso d 0.5 F 2
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'
Cl Cl 0.1484 0.1585 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Zn1 Cl3 . . 107.03(4) y
O1 Zn1 Cl1 . . 109.33(4) y
Cl3 Zn1 Cl1 . . 111.812(19) y
O1 Zn1 Cl2 . . 110.93(3) y
Cl3 Zn1 Cl2 . . 111.244(19) y
Cl1 Zn1 Cl2 . . 106.531(18) y
N1 O1 Zn1 . . 124.84(9) y
O1 N1 C1 . . 110.64(12) ?
O1 N1 C10 . . 111.42(12) ?
C1 N1 C10 . . 110.01(13) ?
O1 N1 C12 . . 107.32(11) ?
C1 N1 C12 . . 108.81(12) ?
C10 N1 C12 . . 108.55(12) ?
C11 N2 C2 . . 116.85(13) ?
C11 N2 C3 . . 111.79(14) ?
C2 N2 C3 . . 113.48(14) ?
C6 N3 C5 . . 110.74(13) ?
C6 N3 C11 . . 109.42(13) ?
C5 N3 C11 . . 110.19(12) ?
C6 N3 H3 . . 108.8 ?
C5 N3 H3 . . 108.8 ?
C11 N3 H3 . . 108.8 ?
C12 N4 C7 . . 117.04(13) ?
C12 N4 C8 . . 112.30(14) ?
C7 N4 C8 . . 113.11(14) ?
C2 C1 N1 . . 109.18(13) ?
C2 C1 H1A . . 109.8 ?
N1 C1 H1A . . 109.8 ?
C2 C1 H1B . . 109.8 ?
N1 C1 H1B . . 109.8 ?
H1A C1 H1B . . 108.3 ?
N2 C2 C1 . . 110.04(14) ?
N2 C2 H2A . . 109.7 ?
C1 C2 H2A . . 109.7 ?
N2 C2 H2B . . 109.7 ?
C1 C2 H2B . . 109.7 ?
H2A C2 H2B . . 108.2 ?
N2 C3 C4 . . 112.29(14) ?
N2 C3 H3A . . 109.1 ?
C4 C3 H3A . . 109.1 ?
N2 C3 H3B . . 109.1 ?
C4 C3 H3B . . 109.1 ?
H3A C3 H3B . . 107.9 ?
C5 C4 C3 . . 109.50(15) ?
C5 C4 H4A . . 109.8 ?
C3 C4 H4A . . 109.8 ?
C5 C4 H4B . . 109.8 ?
C3 C4 H4B . . 109.8 ?
H4A C4 H4B . . 108.2 ?
N3 C5 C4 . . 110.20(14) ?
N3 C5 H5A . . 109.6 ?
C4 C5 H5A . . 109.6 ?
N3 C5 H5B . . 109.6 ?
C4 C5 H5B . . 109.6 ?
H5A C5 H5B . . 108.1 ?
N3 C6 C7 . . 110.23(14) ?
N3 C6 H6A . . 109.6 ?
C7 C6 H6A . . 109.6 ?
N3 C6 H6B . . 109.6 ?
C7 C6 H6B . . 109.6 ?
H6A C6 H6B . . 108.1 ?
N4 C7 C6 . . 110.56(14) ?
N4 C7 H7A . . 109.5 ?
C6 C7 H7A . . 109.5 ?
N4 C7 H7B . . 109.5 ?
C6 C7 H7B . . 109.5 ?
H7A C7 H7B . . 108.1 ?
N4 C8 C9 . . 112.18(14) ?
N4 C8 H8A . . 109.2 ?
C9 C8 H8A . . 109.2 ?
N4 C8 H8B . . 109.2 ?
C9 C8 H8B . . 109.2 ?
H8A C8 H8B . . 107.9 ?
C10 C9 C8 . . 109.44(14) ?
C10 C9 H9A . . 109.8 ?
C8 C9 H9A . . 109.8 ?
C10 C9 H9B . . 109.8 ?
C8 C9 H9B . . 109.8 ?
H9A C9 H9B . . 108.2 ?
N1 C10 C9 . . 110.21(14) ?
N1 C10 H10A . . 109.6 ?
C9 C10 H10A . . 109.6 ?
N1 C10 H10B . . 109.6 ?
C9 C10 H10B . . 109.6 ?
H10A C10 H10B . . 108.1 ?
N2 C11 C12 . . 112.94(14) ?
N2 C11 N3 . . 113.56(13) ?
C12 C11 N3 . . 110.86(13) ?
N2 C11 H11 . . 106.3 ?
C12 C11 H11 . . 106.3 ?
N3 C11 H11 . . 106.3 ?
N4 C12 C11 . . 113.04(14) ?
N4 C12 N1 . . 113.60(13) ?
C11 C12 N1 . . 110.04(13) ?
N4 C12 H12 . . 106.5 ?
C11 C12 H12 . . 106.5 ?
N1 C12 H12 . . 106.5 ?
H2C O2 H2D . . 92(7) ?
H2E O2A H2F . . 124(9) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Zn1 O1 . 1.9856(11) y
Zn1 Cl3 . 2.2345(5) y
Zn1 Cl1 . 2.2616(5) y
Zn1 Cl2 . 2.2856(5) y
O1 N1 . 1.3996(16) ?
N1 C1 . 1.500(2) ?
N1 C10 . 1.508(2) ?
N1 C12 . 1.542(2) ?
N2 C11 . 1.427(2) ?
N2 C2 . 1.465(2) ?
N2 C3 . 1.469(2) ?
N3 C6 . 1.495(2) ?
N3 C5 . 1.499(2) ?
N3 C11 . 1.536(2) ?
N3 H3 . 1.0000 ?
N4 C12 . 1.429(2) ?
N4 C7 . 1.470(2) ?
N4 C8 . 1.475(2) ?
C1 C2 . 1.498(2) ?
C1 H1A . 0.9900 ?
C1 H1B . 0.9900 ?
C2 H2A . 0.9900 ?
C2 H2B . 0.9900 ?
C3 C4 . 1.523(2) ?
C3 H3A . 0.9900 ?
C3 H3B . 0.9900 ?
C4 C5 . 1.512(3) ?
C4 H4A . 0.9900 ?
C4 H4B . 0.9900 ?
C5 H5A . 0.9900 ?
C5 H5B . 0.9900 ?
C6 C7 . 1.504(3) ?
C6 H6A . 0.9900 ?
C6 H6B . 0.9900 ?
C7 H7A . 0.9900 ?
C7 H7B . 0.9900 ?
C8 C9 . 1.522(2) ?
C8 H8A . 0.9900 ?
C8 H8B . 0.9900 ?
C9 C10 . 1.516(2) ?
C9 H9A . 0.9900 ?
C9 H9B . 0.9900 ?
C10 H10A . 0.9900 ?
C10 H10B . 0.9900 ?
C11 C12 . 1.523(2) ?
C11 H11 . 1.0000 ?
C12 H12 . 1.0000 ?
O2 H2C . 0.87(4) ?
O2 H2D . 0.87(4) ?
O2A H2E . 0.87(4) ?
O2A H2F . 0.98(6) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N3 H3 O1 . 1.00 2.15 2.8297(18) 123.3 yes
N3 H3 O2 . 1.00 1.94 2.763(6) 137.8 yes
N3 H3 O2A . 1.00 1.98 2.786(7) 136.3 yes
O2 H2C Cl2 1_655 0.87(4) 2.61(8) 3.154(6) 121(7) yes
O2 H2C N4 2_646 0.87(4) 2.61(8) 3.262(6) 133(8) yes
O2 H2D Cl1 . 0.87(4) 2.39(4) 3.227(6) 162(6) yes
O2A H2E Cl2 1_655 0.87(4) 2.69(8) 3.295(6) 128(9) yes
O2A H2E N4 2_646 0.87(4) 2.84(9) 3.202(6) 107(7) yes
O2A H2F Cl1 . 0.98(6) 2.04(7) 2.996(6) 163(5) yes
C1 H1A Cl2 . 0.99 2.78 3.6198(18) 143.0 n
C2 H2B Cl3 4_575 0.99 2.96 3.7412(18) 136.2 n
C3 H3A N2 3_676 0.99 2.64 3.348(2) 129.0 n
C4 H4B Cl2 4_675 0.99 2.92 3.6201(19) 128.1 n
C5 H5A Cl2 1_655 0.99 2.92 3.8290(19) 153.6 n
C5 H5B Cl3 2_656 0.99 2.90 3.8493(19) 161.0 n
C6 H6A Cl1 2_656 0.99 2.87 3.6295(18) 134.6 n
C6 H6B Cl2 1_655 0.99 2.95 3.8679(19) 154.3 n
C7 H7A O1 . 0.99 2.40 2.953(2) 114.9 n
C8 H8A Cl2 2_556 0.99 2.73 3.6088(19) 148.8 n
C8 H8B Cl1 4_676 0.99 2.73 3.7009(19) 167.9 n
C10 H10A Cl2 . 0.99 2.67 3.5420(17) 146.9 n
C10 H10B Cl1 2_556 0.99 2.89 3.7018(17) 139.3 n
C12 H12 Cl2 2_556 1.00 2.74 3.6524(17) 151.9 n
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Zn1 O1 N1 C1 . . . . -62.44(15) ?
Zn1 O1 N1 C10 . . . . 60.28(15) ?
Zn1 O1 N1 C12 . . . . 178.98(9) ?
O1 N1 C1 C2 . . . . -55.24(16) ?
C10 N1 C1 C2 . . . . -178.78(13) ?
C12 N1 C1 C2 . . . . 62.43(16) ?
C11 N2 C2 C1 . . . . 52.82(19) ?
C3 N2 C2 C1 . . . . -174.84(14) ?
N1 C1 C2 N2 . . . . -59.05(17) ?
C11 N2 C3 C4 . . . . 55.33(19) ?
C2 N2 C3 C4 . . . . -79.42(19) ?
N2 C3 C4 C5 . . . . -56.6(2) ?
C6 N3 C5 C4 . . . . -176.21(14) ?
C11 N3 C5 C4 . . . . -55.01(17) ?
C3 C4 C5 N3 . . . . 56.74(19) ?
C5 N3 C6 C7 . . . . -178.14(14) ?
C11 N3 C6 C7 . . . . 60.20(17) ?
C12 N4 C7 C6 . . . . 51.16(19) ?
C8 N4 C7 C6 . . . . -175.92(14) ?
N3 C6 C7 N4 . . . . -56.85(18) ?
C12 N4 C8 C9 . . . . 54.02(19) ?
C7 N4 C8 C9 . . . . -81.15(18) ?
N4 C8 C9 C10 . . . . -55.69(19) ?
O1 N1 C10 C9 . . . . 60.84(16) ?
C1 N1 C10 C9 . . . . -176.07(13) ?
C12 N1 C10 C9 . . . . -57.12(16) ?
C8 C9 C10 N1 . . . . 58.25(18) ?
C2 N2 C11 C12 . . . . -48.08(19) ?
C3 N2 C11 C12 . . . . 178.82(13) ?
C2 N2 C11 N3 . . . . 79.25(17) ?
C3 N2 C11 N3 . . . . -53.85(17) ?
C6 N3 C11 N2 . . . . 176.31(13) ?
C5 N3 C11 N2 . . . . 54.33(18) ?
C6 N3 C11 C12 . . . . -55.28(17) ?
C5 N3 C11 C12 . . . . -177.27(13) ?
C7 N4 C12 C11 . . . . -47.23(19) ?
C8 N4 C12 C11 . . . . 179.49(13) ?
C7 N4 C12 N1 . . . . 79.08(18) ?
C8 N4 C12 N1 . . . . -54.20(18) ?
N2 C11 C12 N4 . . . . 176.91(13) ?
N3 C11 C12 N4 . . . . 48.17(18) ?
N2 C11 C12 N1 . . . . 48.73(17) ?
N3 C11 C12 N1 . . . . -80.01(16) ?
O1 N1 C12 N4 . . . . -64.71(16) ?
C1 N1 C12 N4 . . . . 175.53(13) ?
C10 N1 C12 N4 . . . . 55.82(17) ?
O1 N1 C12 C11 . . . . 63.16(15) ?
C1 N1 C12 C11 . . . . -56.59(16) ?
C10 N1 C12 C11 . . . . -176.31(13) ?
