# Supplementary Material (ESI) for Organic & Biomolecular Chemistry
# This journal is (c) The Royal Society of Chemistry 2011

data_global
_journal_name_full               Org.Biomol.Chem.

_journal_coden_Cambridge         0177

_publ_contact_author_name        'Wei Guo'
_publ_contact_author_address     
;
Wucheng Road 92
Taiyuan
030006
;

_publ_contact_author_email       guow@sxu.edu.cn
_publ_author_name                'Wei Guo'
# Attachment 'cif-in-txt-form.txt'

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 799368'
#TrackingRef 'cif-in-txt-form.txt'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H18 Cl2 N4 O2 Zn'
_chemical_formula_weight         494.66

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.6993(17)
_cell_length_b                   10.744(2)
_cell_length_c                   11.593(2)
_cell_angle_alpha                75.65(3)
_cell_angle_beta                 74.28(3)
_cell_angle_gamma                86.28(3)
_cell_volume                     1010.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    3598
_cell_measurement_theta_min      1.879
_cell_measurement_theta_max      27.851

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.626
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             504
_exptl_absorpt_coefficient_mu    1.506
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.7526
_exptl_absorpt_correction_T_max  0.8639
_exptl_absorpt_process_details   crystalclear

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'rigaku saturn CCD area detector'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_detector_area_resol_mean 7.31
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            9125
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_sigmaI/netI    0.0519
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.88
_diffrn_reflns_theta_max         25.01
_reflns_number_total             3541
_reflns_number_gt                2797
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'crystalclear(Rigaku/MSC Inc., 2005)'
_computing_cell_refinement       crystalclear
_computing_data_reduction        crystalclear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0710P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.068(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         3541
_refine_ls_number_parameters     278
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0380
_refine_ls_R_factor_gt           0.0319
_refine_ls_wR_factor_ref         0.1052
_refine_ls_wR_factor_gt          0.0946
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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 0.44652(4) 0.16962(3) 1.13379(3) 0.01479(16) Uani 1 1 d . . .
Cl1 Cl 0.29104(8) 0.00507(7) 1.25433(7) 0.0208(2) Uani 1 1 d . . .
Cl2 Cl 0.33932(9) 0.36585(7) 1.12224(7) 0.0219(2) Uani 1 1 d . . .
O1 O 0.4841(2) 0.38508(19) 0.36363(17) 0.0145(4) Uani 1 1 d . . .
O2 O 0.3695(2) 0.1411(2) 0.94721(17) 0.0215(5) Uani 1 1 d . . .
N1 N 0.6152(3) 0.3558(2) 0.5112(2) 0.0126(5) Uani 1 1 d . . .
N2 N 0.4479(3) 0.2442(2) 0.7411(2) 0.0118(5) Uani 1 1 d D . .
H2A H 0.537(2) 0.274(3) 0.6816(19) 0.014 Uiso 1 1 d D . .
N3 N 0.6509(3) 0.1821(2) 0.9830(2) 0.0144(5) Uani 1 1 d D . .
H3A H 0.676(3) 0.1018(14) 0.976(3) 0.017 Uiso 1 1 d D . .
N4 N 0.6336(3) 0.1494(2) 1.2234(2) 0.0129(5) Uani 1 1 d . . .
C1 C 0.6366(3) 0.4339(3) 0.3077(2) 0.0139(6) Uani 1 1 d . . .
C2 C 0.7023(4) 0.4898(3) 0.1850(3) 0.0200(7) Uani 1 1 d . . .
H2 H 0.6434 0.5014 0.1250 0.024 Uiso 1 1 calc R . .
C3 C 0.8594(4) 0.5276(3) 0.1550(3) 0.0216(7) Uani 1 1 d . . .
H3 H 0.9106 0.5674 0.0716 0.026 Uiso 1 1 calc R . .
C4 C 0.9462(4) 0.5091(3) 0.2438(3) 0.0209(7) Uani 1 1 d . . .
H4 H 1.0550 0.5348 0.2187 0.025 Uiso 1 1 calc R . .
C5 C 0.8768(3) 0.4544(3) 0.3670(3) 0.0174(7) Uani 1 1 d . . .
H5 H 0.9350 0.4432 0.4274 0.021 Uiso 1 1 calc R . .
C6 C 0.7178(3) 0.4166(3) 0.3985(2) 0.0138(6) Uani 1 1 d . . .
C7 C 0.4828(3) 0.3393(3) 0.4851(2) 0.0130(6) Uani 1 1 d . . .
C8 C 0.3361(3) 0.2763(3) 0.5666(2) 0.0131(6) Uani 1 1 d . . .
C9 C 0.2083(3) 0.2638(3) 0.5184(3) 0.0152(6) Uani 1 1 d . . .
H9 H 0.2176 0.2971 0.4329 0.018 Uiso 1 1 calc R . .
C10 C 0.0687(3) 0.2036(3) 0.5941(3) 0.0185(7) Uani 1 1 d . . .
H10 H -0.0173 0.1950 0.5607 0.022 Uiso 1 1 calc R . .
C11 C 0.0547(3) 0.1556(3) 0.7190(3) 0.0178(7) Uani 1 1 d . . .
H11 H -0.0416 0.1145 0.7709 0.021 Uiso 1 1 calc R . .
C12 C 0.1783(3) 0.1665(3) 0.7693(3) 0.0152(6) Uani 1 1 d . . .
H12 H 0.1670 0.1327 0.8551 0.018 Uiso 1 1 calc R . .
C13 C 0.3210(3) 0.2277(3) 0.6938(2) 0.0125(6) Uani 1 1 d . . .
C14 C 0.4645(3) 0.2066(3) 0.8568(3) 0.0153(6) Uani 1 1 d . . .
C15 C 0.6159(3) 0.2567(3) 0.8688(2) 0.0143(6) Uani 1 1 d . . .
H15A H 0.7055 0.2492 0.7970 0.017 Uiso 1 1 calc R . .
H15B H 0.6031 0.3486 0.8704 0.017 Uiso 1 1 calc R . .
C16 C 0.7811(3) 0.2382(3) 1.0128(2) 0.0154(6) Uani 1 1 d . . .
H16A H 0.7703 0.3329 0.9942 0.018 Uiso 1 1 calc R . .
H16B H 0.8850 0.2170 0.9606 0.018 Uiso 1 1 calc R . .
C17 C 0.7781(3) 0.1880(3) 1.1471(2) 0.0120(6) Uani 1 1 d . . .
C18 C 0.9130(3) 0.1846(3) 1.1895(3) 0.0169(7) Uani 1 1 d . . .
H18 H 1.0139 0.2108 1.1337 0.020 Uiso 1 1 calc R . .
C19 C 0.8976(3) 0.1421(3) 1.3155(3) 0.0176(7) Uani 1 1 d . . .
H19 H 0.9877 0.1404 1.3474 0.021 Uiso 1 1 calc R . .
C20 C 0.7489(4) 0.1022(3) 1.3941(3) 0.0182(7) Uani 1 1 d . . .
H20 H 0.7358 0.0724 1.4805 0.022 Uiso 1 1 calc R . .
C21 C 0.6209(4) 0.1063(3) 1.3449(3) 0.0161(6) Uani 1 1 d . . .
H21 H 0.5197 0.0777 1.3988 0.019 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.0097(2) 0.0146(2) 0.0191(2) -0.00349(15) -0.00191(15) -0.00303(14)
Cl1 0.0158(4) 0.0171(4) 0.0275(4) -0.0022(3) -0.0036(3) -0.0062(3)
Cl2 0.0257(4) 0.0186(4) 0.0220(4) -0.0048(3) -0.0084(3) 0.0042(3)
O1 0.0156(10) 0.0152(11) 0.0140(10) -0.0030(8) -0.0064(8) 0.0000(9)
O2 0.0212(11) 0.0326(13) 0.0106(10) -0.0016(9) -0.0062(9) -0.0037(10)
N1 0.0101(12) 0.0127(13) 0.0151(12) -0.0047(10) -0.0026(10) 0.0011(10)
N2 0.0079(12) 0.0178(14) 0.0075(12) -0.0034(10) 0.0023(9) -0.0026(10)
N3 0.0151(13) 0.0152(14) 0.0161(12) -0.0053(11) -0.0080(10) -0.0002(10)
N4 0.0139(12) 0.0117(13) 0.0123(12) -0.0041(10) -0.0006(10) -0.0015(10)
C1 0.0159(15) 0.0103(15) 0.0163(15) -0.0057(12) -0.0039(12) 0.0019(12)
C2 0.0339(19) 0.0117(16) 0.0157(15) -0.0060(13) -0.0073(13) 0.0039(13)
C3 0.0331(19) 0.0126(16) 0.0140(15) -0.0033(13) 0.0027(13) -0.0028(13)
C4 0.0200(17) 0.0146(17) 0.0266(17) -0.0064(14) -0.0020(13) -0.0015(13)
C5 0.0209(16) 0.0145(16) 0.0186(15) -0.0059(13) -0.0060(12) -0.0013(13)
C6 0.0152(15) 0.0093(15) 0.0176(15) -0.0046(12) -0.0046(12) 0.0023(12)
C7 0.0233(16) 0.0092(15) 0.0090(14) -0.0044(11) -0.0070(12) 0.0018(12)
C8 0.0178(15) 0.0103(15) 0.0144(14) -0.0064(12) -0.0064(11) -0.0004(12)
C9 0.0180(15) 0.0177(16) 0.0140(14) -0.0067(12) -0.0092(12) 0.0028(12)
C10 0.0132(15) 0.0213(17) 0.0254(17) -0.0105(14) -0.0077(12) -0.0017(13)
C11 0.0136(15) 0.0139(16) 0.0275(17) -0.0091(13) -0.0042(13) -0.0004(12)
C12 0.0155(15) 0.0130(16) 0.0172(15) -0.0053(12) -0.0033(12) 0.0006(12)
C13 0.0132(15) 0.0110(15) 0.0163(15) -0.0074(12) -0.0059(11) 0.0034(11)
C14 0.0166(15) 0.0143(16) 0.0169(15) -0.0070(13) -0.0059(12) 0.0054(12)
C15 0.0139(15) 0.0198(17) 0.0118(14) -0.0065(12) -0.0053(12) 0.0010(12)
C16 0.0104(14) 0.0237(17) 0.0121(14) -0.0062(13) -0.0007(11) -0.0028(12)
C17 0.0115(14) 0.0097(15) 0.0144(15) -0.0052(12) -0.0010(11) 0.0009(11)
C18 0.0124(15) 0.0161(16) 0.0248(17) -0.0079(13) -0.0065(12) 0.0010(12)
C19 0.0192(16) 0.0180(17) 0.0189(15) -0.0085(13) -0.0075(12) 0.0033(13)
C20 0.0297(18) 0.0150(16) 0.0133(15) -0.0057(13) -0.0103(13) 0.0044(13)
C21 0.0214(16) 0.0151(16) 0.0112(14) -0.0035(12) -0.0027(12) -0.0011(13)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Zn1 N3 2.113(2) . ?
Zn1 N4 2.129(2) . ?
Zn1 Cl1 2.2294(12) . ?
Zn1 Cl2 2.2373(10) . ?
O1 C7 1.370(3) . ?
O1 C1 1.383(3) . ?
O2 C14 1.232(3) . ?
N1 C7 1.300(4) . ?
N1 C6 1.397(3) . ?
N2 C14 1.346(4) . ?
N2 C13 1.397(3) . ?
N2 H2A 0.900(10) . ?
N3 C15 1.467(3) . ?
N3 C16 1.473(3) . ?
N3 H3A 0.897(10) . ?
N4 C21 1.345(4) . ?
N4 C17 1.348(3) . ?
C1 C2 1.376(4) . ?
C1 C6 1.388(4) . ?
C2 C3 1.378(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.403(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.383(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.392(4) . ?
C5 H5 0.9500 . ?
C7 C8 1.457(4) . ?
C8 C9 1.399(4) . ?
C8 C13 1.410(4) . ?
C9 C10 1.381(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.386(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.378(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.404(4) . ?
C12 H12 0.9500 . ?
C14 C15 1.507(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.510(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.386(4) . ?
C18 C19 1.389(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.388(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.375(4) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?

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
N3 Zn1 N4 78.51(9) . . ?
N3 Zn1 Cl1 132.37(8) . . ?
N4 Zn1 Cl1 100.05(7) . . ?
N3 Zn1 Cl2 107.82(8) . . ?
N4 Zn1 Cl2 110.27(7) . . ?
Cl1 Zn1 Cl2 116.77(4) . . ?
C7 O1 C1 104.0(2) . . ?
C7 N1 C6 104.8(2) . . ?
C14 N2 C13 130.6(2) . . ?
C14 N2 H2A 115.9(19) . . ?
C13 N2 H2A 112.8(18) . . ?
C15 N3 C16 112.8(2) . . ?
C15 N3 Zn1 110.52(17) . . ?
C16 N3 Zn1 107.80(16) . . ?
C15 N3 H3A 108.7(19) . . ?
C16 N3 H3A 109.8(19) . . ?
Zn1 N3 H3A 107.1(18) . . ?
C21 N4 C17 118.4(2) . . ?
C21 N4 Zn1 127.22(18) . . ?
C17 N4 Zn1 114.31(18) . . ?
C2 C1 O1 128.1(3) . . ?
C2 C1 C6 124.1(3) . . ?
O1 C1 C6 107.8(2) . . ?
C1 C2 C3 115.4(3) . . ?
C1 C2 H2 122.3 . . ?
C3 C2 H2 122.3 . . ?
C2 C3 C4 122.0(3) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C5 C4 C3 121.5(3) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C4 C5 C6 116.9(3) . . ?
C4 C5 H5 121.6 . . ?
C6 C5 H5 121.6 . . ?
C1 C6 C5 120.0(3) . . ?
C1 C6 N1 108.4(2) . . ?
C5 C6 N1 131.6(3) . . ?
N1 C7 O1 115.0(2) . . ?
N1 C7 C8 128.9(2) . . ?
O1 C7 C8 116.1(2) . . ?
C9 C8 C13 119.4(3) . . ?
C9 C8 C7 119.8(2) . . ?
C13 C8 C7 120.7(2) . . ?
C10 C9 C8 120.6(3) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C9 C10 C11 119.7(3) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C12 C11 C10 121.1(3) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C11 C12 C13 120.0(3) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
N2 C13 C12 122.1(2) . . ?
N2 C13 C8 118.8(2) . . ?
C12 C13 C8 119.2(3) . . ?
O2 C14 N2 126.6(3) . . ?
O2 C14 C15 120.9(2) . . ?
N2 C14 C15 112.6(2) . . ?
N3 C15 C14 109.2(2) . . ?
N3 C15 H15A 109.8 . . ?
C14 C15 H15A 109.8 . . ?
N3 C15 H15B 109.8 . . ?
C14 C15 H15B 109.8 . . ?
H15A C15 H15B 108.3 . . ?
N3 C16 C17 111.2(2) . . ?
N3 C16 H16A 109.4 . . ?
C17 C16 H16A 109.4 . . ?
N3 C16 H16B 109.4 . . ?
C17 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
N4 C17 C18 122.3(2) . . ?
N4 C17 C16 115.1(2) . . ?
C18 C17 C16 122.5(2) . . ?
C17 C18 C19 118.6(3) . . ?
C17 C18 H18 120.7 . . ?
C19 C18 H18 120.7 . . ?
C20 C19 C18 119.1(3) . . ?
C20 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
C21 C20 C19 119.0(3) . . ?
C21 C20 H20 120.5 . . ?
C19 C20 H20 120.5 . . ?
N4 C21 C20 122.5(3) . . ?
N4 C21 H21 118.7 . . ?
C20 C21 H21 118.7 . . ?

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
N4 Zn1 N3 C15 -153.59(19) . . . . ?
Cl1 Zn1 N3 C15 113.22(18) . . . . ?
Cl2 Zn1 N3 C15 -45.77(19) . . . . ?
N4 Zn1 N3 C16 -29.95(19) . . . . ?
Cl1 Zn1 N3 C16 -123.14(17) . . . . ?
Cl2 Zn1 N3 C16 77.87(19) . . . . ?
N3 Zn1 N4 C21 -164.6(3) . . . . ?
Cl1 Zn1 N4 C21 -33.1(2) . . . . ?
Cl2 Zn1 N4 C21 90.5(2) . . . . ?
N3 Zn1 N4 C17 17.16(19) . . . . ?
Cl1 Zn1 N4 C17 148.64(18) . . . . ?
Cl2 Zn1 N4 C17 -87.78(19) . . . . ?
C7 O1 C1 C2 178.8(3) . . . . ?
C7 O1 C1 C6 -0.8(3) . . . . ?
O1 C1 C2 C3 -178.7(3) . . . . ?
C6 C1 C2 C3 0.8(4) . . . . ?
C1 C2 C3 C4 0.5(4) . . . . ?
C2 C3 C4 C5 -1.5(5) . . . . ?
C3 C4 C5 C6 1.0(4) . . . . ?
C2 C1 C6 C5 -1.3(4) . . . . ?
O1 C1 C6 C5 178.4(2) . . . . ?
C2 C1 C6 N1 -179.2(3) . . . . ?
O1 C1 C6 N1 0.4(3) . . . . ?
C4 C5 C6 C1 0.3(4) . . . . ?
C4 C5 C6 N1 177.7(3) . . . . ?
C7 N1 C6 C1 0.2(3) . . . . ?
C7 N1 C6 C5 -177.4(3) . . . . ?
C6 N1 C7 O1 -0.8(3) . . . . ?
C6 N1 C7 C8 177.5(3) . . . . ?
C1 O1 C7 N1 1.0(3) . . . . ?
C1 O1 C7 C8 -177.5(2) . . . . ?
N1 C7 C8 C9 -177.2(3) . . . . ?
O1 C7 C8 C9 1.0(4) . . . . ?
N1 C7 C8 C13 2.9(4) . . . . ?
O1 C7 C8 C13 -178.9(2) . . . . ?
C13 C8 C9 C10 -0.6(4) . . . . ?
C7 C8 C9 C10 179.5(3) . . . . ?
C8 C9 C10 C11 0.4(4) . . . . ?
C9 C10 C11 C12 -0.2(4) . . . . ?
C10 C11 C12 C13 0.3(4) . . . . ?
C14 N2 C13 C12 1.9(4) . . . . ?
C14 N2 C13 C8 -179.3(3) . . . . ?
C11 C12 C13 N2 178.2(3) . . . . ?
C11 C12 C13 C8 -0.5(4) . . . . ?
C9 C8 C13 N2 -178.1(3) . . . . ?
C7 C8 C13 N2 1.8(4) . . . . ?
C9 C8 C13 C12 0.7(4) . . . . ?
C7 C8 C13 C12 -179.4(3) . . . . ?
C13 N2 C14 O2 4.3(5) . . . . ?
C13 N2 C14 C15 -174.2(3) . . . . ?
C16 N3 C15 C14 -170.3(2) . . . . ?
Zn1 N3 C15 C14 -49.5(3) . . . . ?
O2 C14 C15 N3 18.8(4) . . . . ?
N2 C14 C15 N3 -162.6(2) . . . . ?
C15 N3 C16 C17 161.1(2) . . . . ?
Zn1 N3 C16 C17 38.8(3) . . . . ?
C21 N4 C17 C18 0.1(4) . . . . ?
Zn1 N4 C17 C18 178.5(2) . . . . ?
C21 N4 C17 C16 -178.5(2) . . . . ?
Zn1 N4 C17 C16 0.0(3) . . . . ?
N3 C16 C17 N4 -26.4(3) . . . . ?
N3 C16 C17 C18 155.1(3) . . . . ?
N4 C17 C18 C19 -1.2(4) . . . . ?
C16 C17 C18 C19 177.2(3) . . . . ?
C17 C18 C19 C20 1.3(4) . . . . ?
C18 C19 C20 C21 -0.2(4) . . . . ?
C17 N4 C21 C20 1.0(4) . . . . ?
Zn1 N4 C21 C20 -177.2(2) . . . . ?
C19 C20 C21 N4 -1.0(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
N2 H2A N1 0.900(10) 1.905(19) 2.683(3) 144(3) .
N3 H3A O2 0.897(10) 2.560(17) 3.370(3) 151(2) 2_657

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.495
_refine_diff_density_min         -0.537
_refine_diff_density_rms         0.092