#------------------------------------------------------------------------------
#$Date: 2019-06-25 10:41:59 +0300 (Tue, 25 Jun 2019) $
#$Revision: 216526 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/18/1551884.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_1551884
loop_
_publ_author_name
'Debdas Ray'
'Justin T. Foy'
'Russell P. Hughes'
'Ivan Aprahamian'
_publ_section_title
;
 A switching cascade of hydrazone-based rotary switches through
 coordination-coupled proton relays
;
_journal_name_full               'Nature Chemistry'
_journal_page_first              757
_journal_page_last               762
_journal_paper_doi               10.1038/nchem.1408
_journal_volume                  4
_journal_year                    2012
_chemical_formula_moiety         'C19 H22 N6 O3 Zn, 2(Cl O4)'
_chemical_formula_sum            'C19 H22 Cl2 N6 O11 Zn'
_chemical_formula_weight         646.70
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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
_cell_angle_alpha                106.371(3)
_cell_angle_beta                 91.445(4)
_cell_angle_gamma                93.803(3)
_cell_formula_units_Z            2
_cell_length_a                   7.838(2)
_cell_length_b                   12.963(4)
_cell_length_c                   13.201(4)
_cell_measurement_reflns_used    9857
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.57
_cell_measurement_theta_min      2.61
_cell_volume                     1282.7(6)
_computing_cell_refinement       'APEX2 (BRUKER, V2010.11-3, 2010)'
_computing_data_collection       'COSMO (BRUKER, V1.61, 2009)'
_computing_data_reduction        'SAINT (BRUKER, V7.68A, 2010)'
_computing_molecular_graphics
'SHELXTL (Sheldrick, Acta Cryst. A64 2008, 112-122)'
_computing_publication_material
'SHELXTL (Sheldrick, Acta Cryst. A64 2008, 112-122)'
_computing_structure_refinement
'SHELXL (Sheldrick, Acta Cryst. A64 2008, 112-122)'
_computing_structure_solution
'SHELXS (Sheldrick, Acta Cryst. A64 2008, 112-122)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 836.6
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω,and/f 0.5 deg'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0452
_diffrn_reflns_av_sigmaI/netI    0.0374
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            22922
_diffrn_reflns_theta_full        26.62
_diffrn_reflns_theta_max         26.62
_diffrn_reflns_theta_min         1.61
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.235
_exptl_absorpt_correction_T_max  0.9229
_exptl_absorpt_correction_T_min  0.6752
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.674
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             660
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.749
_refine_diff_density_min         -0.649
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         5351
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0614
_refine_ls_R_factor_gt           0.0456
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0749P)²+0.8185P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1195
_refine_ls_wR_factor_ref         0.1309
_reflns_number_gt                4204
_reflns_number_total             5351
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            nchem.1408-s4.cif
_cod_data_source_block           ia5311_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the built-in table derived
from the CIF Core dictionary named 'cif_core.dic' version 2.4.5 last
updated on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_database_code               1551884
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
Zn1 Zn 0.16994(5) 0.74358(3) 0.85858(3) 0.03468(13) Uani 1 1 d . . .
O1W O 0.0027(3) 0.63274(19) 0.8890(2) 0.0469(6) Uani 1 1 d D . .
H2W H 0.048(5) 0.573(2) 0.883(3) 0.073(14) Uiso 1 1 d D . .
H1W H -0.053(5) 0.652(3) 0.946(2) 0.062(13) Uiso 1 1 d D . .
O1 O 0.0446(3) 0.71177(17) 0.71094(17) 0.0437(6) Uani 1 1 d . . .
O2 O -0.0576(3) 0.74123(16) 0.56412(17) 0.0356(5) Uani 1 1 d . . .
N1 N 0.1489(3) 0.90046(19) 0.86630(19) 0.0325(5) Uani 1 1 d . . .
N2 N 0.0784(3) 0.94709(19) 0.80230(19) 0.0306(5) Uani 1 1 d . . .
N3 N 0.2729(4) 0.8152(2) 1.0123(2) 0.0372(6) Uani 1 1 d . . .
N4 N -0.0243(4) 1.0618(2) 0.6559(2) 0.0396(6) Uani 1 1 d . . .
N5 N -0.1980(4) 0.9269(2) 0.5786(2) 0.0389(6) Uani 1 1 d . . .
H5 H -0.235(5) 0.867(3) 0.559(3) 0.045(11) Uiso 1 1 d . . .
N6 N 0.3624(4) 0.6503(2) 0.7991(2) 0.0423(6) Uani 1 1 d . . .
C1 C 0.0101(4) 0.8919(2) 0.7084(2) 0.0307(6) Uani 1 1 d . . .
C2 C 0.0014(4) 0.7752(2) 0.6632(2) 0.0326(6) Uani 1 1 d . . .
C3 C -0.0731(5) 0.6243(2) 0.5158(3) 0.0397(7) Uani 1 1 d . . .
H3A H -0.1660 0.5904 0.5478 0.048 Uiso 1 1 calc R . .
H3B H 0.0352 0.5932 0.5274 0.048 Uiso 1 1 calc R . .
C4 C -0.1122(6) 0.6040(3) 0.4004(3) 0.0547(10) Uani 1 1 d . . .
H4A H -0.2154 0.6392 0.3900 0.082 Uiso 1 1 calc R . .
H4B H -0.1312 0.5262 0.3669 0.082 Uiso 1 1 calc R . .
H4C H -0.0158 0.6334 0.3686 0.082 Uiso 1 1 calc R . .
C5 C 0.2174(4) 0.9729(2) 0.9611(2) 0.0301(6) Uani 1 1 d . . .
C6 C 0.2276(4) 1.0835(2) 0.9852(3) 0.0366(7) Uani 1 1 d . . .
H6 H 0.1830 1.1168 0.9357 0.044 Uiso 1 1 calc R . .
C7 C 0.3024(4) 1.1479(3) 1.0815(3) 0.0407(7) Uani 1 1 d . . .
H7 H 0.3078 1.2241 1.0960 0.049 Uiso 1 1 calc R . .
C8 C 0.3679(4) 1.1036(3) 1.1551(3) 0.0387(7) Uani 1 1 d . . .
H8 H 0.4192 1.1486 1.2199 0.046 Uiso 1 1 calc R . .
C9 C 0.3588(4) 0.9907(2) 1.1342(2) 0.0352(7) Uani 1 1 d . . .
C10 C 0.2839(4) 0.9252(2) 1.0374(2) 0.0318(6) Uani 1 1 d . . .
C11 C 0.3339(5) 0.7694(3) 1.0820(3) 0.0471(9) Uani 1 1 d . . .
H11 H 0.3266 0.6929 1.0646 0.057 Uiso 1 1 calc R . .
C12 C 0.4087(5) 0.8289(3) 1.1802(3) 0.0506(9) Uani 1 1 d . . .
H12 H 0.4498 0.7931 1.2286 0.061 Uiso 1 1 calc R . .
C13 C 0.4221(5) 0.9384(3) 1.2059(3) 0.0427(8) Uani 1 1 d . . .
H13 H 0.4739 0.9796 1.2720 0.051 Uiso 1 1 calc R . .
C14 C -0.0664(4) 0.9579(2) 0.6492(2) 0.0324(6) Uani 1 1 d . . .
C15 C -0.1332(5) 1.0942(3) 0.5894(3) 0.0460(8) Uani 1 1 d . . .
H15 H -0.1318 1.1642 0.5799 0.055 Uiso 1 1 calc R . .
C16 C -0.2398(4) 1.0108(3) 0.5411(3) 0.0436(8) Uani 1 1 d . . .
H16 H -0.3286 1.0092 0.4902 0.052 Uiso 1 1 calc R . .
C17 C 0.1190(6) 1.1318(3) 0.7181(4) 0.0692(13) Uani 1 1 d . . .
H17A H 0.0787 1.1739 0.7859 0.104 Uiso 1 1 calc R . .
H17B H 0.1648 1.1808 0.6791 0.104 Uiso 1 1 calc R . .
H17C H 0.2091 1.0874 0.7308 0.104 Uiso 1 1 calc R . .
C18 C 0.4696(5) 0.5969(3) 0.7714(3) 0.0448(8) Uani 1 1 d . . .
C19 C 0.6095(6) 0.5299(4) 0.7367(4) 0.0746(14) Uani 1 1 d . . .
H19A H 0.7093 0.5748 0.7262 0.112 Uiso 1 1 calc R . .
H19B H 0.5751 0.4753 0.6700 0.112 Uiso 1 1 calc R . .
H19C H 0.6388 0.4942 0.7904 0.112 Uiso 1 1 calc R . .
Cl1 Cl 0.43505(11) 0.74608(7) 0.52653(7) 0.0487(2) Uani 1 1 d . . .
O3 O 0.5636(5) 0.7166(4) 0.5867(3) 0.1004(13) Uani 1 1 d . . .
O4 O 0.3557(4) 0.8334(3) 0.5956(2) 0.0715(8) Uani 1 1 d . . .
O5 O 0.5239(5) 0.7831(3) 0.4486(3) 0.0957(12) Uani 1 1 d . . .
O6 O 0.3152(5) 0.6661(4) 0.4779(4) 0.155(3) Uani 1 1 d . . .
Cl2 Cl 0.24021(14) 0.40467(7) 0.90370(7) 0.0528(3) Uani 1 1 d . . .
O7 O 0.3566(5) 0.3760(3) 0.8234(3) 0.0789(10) Uani 1 1 d . . .
O8 O 0.0803(5) 0.4196(3) 0.8542(3) 0.0875(10) Uani 1 1 d . . .
O9 O 0.2840(6) 0.5022(2) 0.9793(3) 0.0983(12) Uani 1 1 d . . .
O10 O 0.2126(6) 0.3196(3) 0.9499(3) 0.1000(14) Uani 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 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'
O O 0.0106 0.0060 '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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1W Zn1 N1 131.28(11) . .
O1W Zn1 N6 100.41(11) . .
N1 Zn1 N6 127.95(11) . .
O1W Zn1 O1 87.64(10) . .
N1 Zn1 O1 84.87(9) . .
N6 Zn1 O1 92.62(11) . .
O1W Zn1 N3 98.81(11) . .
N1 Zn1 N3 80.78(10) . .
N6 Zn1 N3 99.34(11) . .
O1 Zn1 N3 165.10(9) . .
Zn1 O1W H2W 111(3) . .
Zn1 O1W H1W 118(3) . .
H2W O1W H1W 111(3) . .
C2 O1 Zn1 129.1(2) . .
C2 O2 C3 116.4(2) . .
N2 N1 C5 113.7(2) . .
N2 N1 Zn1 132.5(2) . .
C5 N1 Zn1 113.72(18) . .
N1 N2 C1 122.2(2) . .
C11 N3 C10 118.5(3) . .
C11 N3 Zn1 129.4(2) . .
C10 N3 Zn1 112.0(2) . .
C14 N4 C15 109.1(3) . .
C14 N4 C17 127.5(3) . .
C15 N4 C17 123.3(3) . .
C14 N5 C16 110.4(3) . .
C14 N5 H5 122(3) . .
C16 N5 H5 128(3) . .
C18 N6 Zn1 176.0(3) . .
N2 C1 C14 114.2(2) . .
N2 C1 C2 126.3(3) . .
C14 C1 C2 119.4(3) . .
O1 C2 O2 121.3(3) . .
O1 C2 C1 124.5(3) . .
O2 C2 C1 114.3(3) . .
O2 C3 C4 107.7(3) . .
O2 C3 H3A 110.2 . .
C4 C3 H3A 110.2 . .
O2 C3 H3B 110.2 . .
C4 C3 H3B 110.2 . .
H3A C3 H3B 108.5 . .
C3 C4 H4A 109.5 . .
C3 C4 H4B 109.5 . .
H4A C4 H4B 109.5 . .
C3 C4 H4C 109.5 . .
H4A C4 H4C 109.5 . .
H4B C4 H4C 109.5 . .
C6 C5 N1 125.9(3) . .
C6 C5 C10 118.2(3) . .
N1 C5 C10 115.8(2) . .
C5 C6 C7 121.0(3) . .
C5 C6 H6 119.5 . .
C7 C6 H6 119.5 . .
C8 C7 C6 121.5(3) . .
C8 C7 H7 119.3 . .
C6 C7 H7 119.3 . .
C7 C8 C9 119.4(3) . .
C7 C8 H8 120.3 . .
C9 C8 H8 120.3 . .
C8 C9 C10 119.6(3) . .
C8 C9 C13 123.1(3) . .
C10 C9 C13 117.4(3) . .
N3 C10 C9 122.1(3) . .
N3 C10 C5 117.6(3) . .
C9 C10 C5 120.3(3) . .
N3 C11 C12 122.7(3) . .
N3 C11 H11 118.6 . .
C12 C11 H11 118.6 . .
C13 C12 C11 119.4(3) . .
C13 C12 H12 120.3 . .
C11 C12 H12 120.3 . .
C12 C13 C9 119.8(3) . .
C12 C13 H13 120.1 . .
C9 C13 H13 120.1 . .
N5 C14 N4 105.8(3) . .
N5 C14 C1 126.2(3) . .
N4 C14 C1 128.0(3) . .
C16 C15 N4 107.9(3) . .
C16 C15 H15 126.1 . .
N4 C15 H15 126.1 . .
C15 C16 N5 106.8(3) . .
C15 C16 H16 126.6 . .
N5 C16 H16 126.6 . .
N4 C17 H17A 109.5 . .
N4 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
N4 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
N6 C18 C19 179.0(4) . .
C18 C19 H19A 109.5 . .
C18 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C18 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
O6 Cl1 O3 115.5(4) . .
O6 Cl1 O4 110.1(2) . .
O3 Cl1 O4 107.2(2) . .
O6 Cl1 O5 109.3(3) . .
O3 Cl1 O5 105.0(3) . .
O4 Cl1 O5 109.7(2) . .
O9 Cl2 O7 114.8(3) . .
O9 Cl2 O10 111.7(2) . .
O7 Cl2 O10 109.4(2) . .
O9 Cl2 O8 105.0(2) . .
O7 Cl2 O8 107.0(2) . .
O10 Cl2 O8 108.6(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O1W 2.011(2) .
Zn1 N1 2.025(2) .
Zn1 N6 2.030(3) .
Zn1 O1 2.081(2) .
Zn1 N3 2.095(3) .
O1W H2W 0.859(19) .
O1W H1W 0.868(18) .
O1 C2 1.228(4) .
O2 C2 1.318(4) .
O2 C3 1.465(3) .
N1 N2 1.301(3) .
N1 C5 1.405(4) .
N2 C1 1.324(4) .
N3 C11 1.323(4) .
N3 C10 1.366(4) .
N4 C14 1.344(4) .
N4 C15 1.376(4) .
N4 C17 1.469(5) .
N5 C14 1.334(4) .
N5 C16 1.371(4) .
N5 H5 0.78(4) .
N6 C18 1.126(4) .
C1 C14 1.456(4) .
C1 C2 1.457(4) .
C3 C4 1.491(5) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C4 H4A 0.9800 .
C4 H4B 0.9800 .
C4 H4C 0.9800 .
C5 C6 1.376(4) .
C5 C10 1.426(4) .
C6 C7 1.398(4) .
C6 H6 0.9500 .
C7 C8 1.367(5) .
C7 H7 0.9500 .
C8 C9 1.407(4) .
C8 H8 0.9500 .
C9 C10 1.407(4) .
C9 C13 1.409(4) .
C11 C12 1.399(5) .
C11 H11 0.9500 .
C12 C13 1.360(5) .
C12 H12 0.9500 .
C13 H13 0.9500 .
C15 C16 1.318(5) .
C15 H15 0.9500 .
C16 H16 0.9500 .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C18 C19 1.447(5) .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
Cl1 O6 1.355(4) .
Cl1 O3 1.405(4) .
Cl1 O4 1.428(3) .
Cl1 O5 1.429(4) .
Cl2 O9 1.387(3) .
Cl2 O7 1.402(3) .
Cl2 O10 1.411(3) .
Cl2 O8 1.448(4) .
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
O1W H2W O8 0.859(19) 1.95(2) 2.781(4) 162(4) .
O1W H1W O10 0.868(18) 1.85(2) 2.708(4) 168(4) 2_567
N5 H5 O2 0.78(4) 2.23(4) 2.672(4) 117(3) .
N5 H5 O5 0.78(4) 2.36(4) 2.939(5) 132(4) 1_455
N5 H5 O3 0.78(4) 2.54(4) 3.229(6) 149(4) 1_455
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
O1W Zn1 O1 C2 136.2(3) . . . .
N1 Zn1 O1 C2 4.4(3) . . . .
N6 Zn1 O1 C2 -123.5(3) . . . .
N3 Zn1 O1 C2 20.1(6) . . . .
O1W Zn1 N1 N2 -80.1(3) . . . .
N6 Zn1 N1 N2 91.6(3) . . . .
O1 Zn1 N1 N2 2.2(3) . . . .
N3 Zn1 N1 N2 -173.7(3) . . . .
O1W Zn1 N1 C5 96.8(2) . . . .
N6 Zn1 N1 C5 -91.5(2) . . . .
O1 Zn1 N1 C5 179.2(2) . . . .
N3 Zn1 N1 C5 3.2(2) . . . .
C5 N1 N2 C1 178.7(3) . . . .
Zn1 N1 N2 C1 -4.4(4) . . . .
O1W Zn1 N3 C11 49.7(3) . . . .
N1 Zn1 N3 C11 -179.6(3) . . . .
N6 Zn1 N3 C11 -52.4(3) . . . .
O1 Zn1 N3 C11 164.6(4) . . . .
O1W Zn1 N3 C10 -134.2(2) . . . .
N1 Zn1 N3 C10 -3.6(2) . . . .
N6 Zn1 N3 C10 123.6(2) . . . .
O1 Zn1 N3 C10 -19.4(5) . . . .
O1W Zn1 N6 C18 -57(4) . . . .
N1 Zn1 N6 C18 129(4) . . . .
O1 Zn1 N6 C18 -145(4) . . . .
N3 Zn1 N6 C18 44(4) . . . .
N1 N2 C1 C14 178.5(3) . . . .
N1 N2 C1 C2 0.5(5) . . . .
Zn1 O1 C2 O2 171.1(2) . . . .
Zn1 O1 C2 C1 -8.7(5) . . . .
C3 O2 C2 O1 1.7(4) . . . .
C3 O2 C2 C1 -178.5(3) . . . .
N2 C1 C2 O1 6.4(5) . . . .
C14 C1 C2 O1 -171.6(3) . . . .
N2 C1 C2 O2 -173.5(3) . . . .
C14 C1 C2 O2 8.6(4) . . . .
C2 O2 C3 C4 -170.4(3) . . . .
N2 N1 C5 C6 -5.7(4) . . . .
Zn1 N1 C5 C6 176.7(3) . . . .
N2 N1 C5 C10 175.2(2) . . . .
Zn1 N1 C5 C10 -2.3(3) . . . .
N1 C5 C6 C7 -178.5(3) . . . .
C10 C5 C6 C7 0.6(5) . . . .
C5 C6 C7 C8 -0.1(5) . . . .
C6 C7 C8 C9 -0.5(5) . . . .
C7 C8 C9 C10 0.6(5) . . . .
C7 C8 C9 C13 -179.6(3) . . . .
C11 N3 C10 C9 0.5(5) . . . .
Zn1 N3 C10 C9 -176.0(2) . . . .
C11 N3 C10 C5 180.0(3) . . . .
Zn1 N3 C10 C5 3.5(3) . . . .
C8 C9 C10 N3 179.4(3) . . . .
C13 C9 C10 N3 -0.4(5) . . . .
C8 C9 C10 C5 -0.1(5) . . . .
C13 C9 C10 C5 -179.9(3) . . . .
C6 C5 C10 N3 180.0(3) . . . .
N1 C5 C10 N3 -0.9(4) . . . .
C6 C5 C10 C9 -0.5(4) . . . .
N1 C5 C10 C9 178.6(3) . . . .
C10 N3 C11 C12 0.1(5) . . . .
Zn1 N3 C11 C12 176.0(3) . . . .
N3 C11 C12 C13 -0.8(6) . . . .
C11 C12 C13 C9 0.8(6) . . . .
C8 C9 C13 C12 180.0(3) . . . .
C10 C9 C13 C12 -0.2(5) . . . .
C16 N5 C14 N4 -0.4(4) . . . .
C16 N5 C14 C1 177.9(3) . . . .
C15 N4 C14 N5 0.8(4) . . . .
C17 N4 C14 N5 -176.2(4) . . . .
C15 N4 C14 C1 -177.5(3) . . . .
C17 N4 C14 C1 5.5(6) . . . .
N2 C1 C14 N5 -150.5(3) . . . .
C2 C1 C14 N5 27.7(4) . . . .
N2 C1 C14 N4 27.4(4) . . . .
C2 C1 C14 N4 -154.4(3) . . . .
C14 N4 C15 C16 -0.9(4) . . . .
C17 N4 C15 C16 176.2(4) . . . .
N4 C15 C16 N5 0.6(4) . . . .
C14 N5 C16 C15 -0.1(4) . . . .
Zn1 N6 C18 C19 -87(25) . . . .
