#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/45/2224512.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_2224512
loop_
_publ_author_name
'Hökelek, Tuncer'
'Dal, Hakan'
'Tercan, Barış'
'Aybirdi, Özgür'
'Necefoğlu, Hacali'
_publ_section_title
Tetrakis[μ-4-(dimethylamino)benzoato-κ²O:O']bis[(N,N-diethylnicotinamide-κN¹)zinc(II)]
_journal_coeditor_code           XU2669
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1582
_journal_page_last               m1583
_journal_paper_doi               10.1107/S1600536809047473
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Zn2 (C9 H10 N O2)4 (C10 H14 N2 O)2]'
_chemical_formula_moiety         'C56 H68 N8 O10 Zn2'
_chemical_formula_sum            'C56 H68 N8 O10 Zn2'
_chemical_formula_weight         1143.96
_chemical_name_systematic
;
Tetrakis[μ-4-(dimethylamino)benzoato-
κ²O:O']bis[(N,N-diethylnicotinamide-
κN¹)zinc(II)]
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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_method           SHELXL-97
_cell_angle_alpha                112.348(3)
_cell_angle_beta                 109.236(2)
_cell_angle_gamma                95.728(2)
_cell_formula_units_Z            1
_cell_length_a                   9.2731(6)
_cell_length_b                   13.2340(8)
_cell_length_c                   13.4756(8)
_cell_measurement_reflns_used    9870
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      28.30
_cell_measurement_theta_min      2.41
_cell_volume                     1395.33(16)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material
'WinGX (Farrugia, 1999) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker Kappa APEXII CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_av_sigmaI/netI    0.0298
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            24970
_diffrn_reflns_theta_full        28.33
_diffrn_reflns_theta_max         28.33
_diffrn_reflns_theta_min         1.72
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.924
_exptl_absorpt_correction_T_max  0.791
_exptl_absorpt_correction_T_min  0.681
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2005)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.235
_refine_diff_density_min         -0.431
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     349
_refine_ls_number_reflns         6877
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0328
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0476P)²+0.2013P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0844
_refine_ls_wR_factor_ref         0.0899
_reflns_number_gt                5749
_reflns_number_total             6877
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            xu2669.cif
_cod_data_source_block           I
_cod_database_code               2224512
_cod_database_fobs_code          2224512
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn Zn1 0.647429(19) 0.587023(15) 0.565621(14) 0.03318(7) Uani d . 1 . .
N N1 0.0447(2) 0.97057(18) 0.3697(2) 0.0740(6) Uani d . 1 . .
N N2 0.3784(2) 0.63356(17) 1.11287(14) 0.0626(5) Uani d . 1 . .
N N3 0.88138(15) 0.67128(11) 0.64273(11) 0.0336(3) Uani d . 1 . .
N N4 1.16916(19) 0.90139(14) 1.01779(14) 0.0529(4) Uani d . 1 . .
O O1 0.52598(14) 0.69380(11) 0.52284(11) 0.0495(3) Uani d . 1 . .
O O2 0.58984(16) 0.62604(11) 0.70601(11) 0.0514(3) Uani d . 1 . .
O O3 1.2203(3) 1.00113(14) 0.92564(15) 0.0984(7) Uani d . 1 . .
O O4 0.69851(15) 0.44310(11) 0.57910(12) 0.0515(3) Uani d . 1 . .
O O5 0.63255(15) 0.51278(12) 0.39761(10) 0.0542(3) Uani d . 1 . .
C C1 0.3792(2) 0.65704(15) 0.46130(14) 0.0387(4) Uani d . 1 . .
C C2 0.29154(19) 0.73827(14) 0.43619(14) 0.0375(4) Uani d . 1 . .
C C3 0.1306(2) 0.70435(16) 0.36591(16) 0.0466(4) Uani d . 1 . .
H H3 0.0769 0.6287 0.3333 0.056 Uiso calc R 1 . .
C C4 0.0491(2) 0.77940(18) 0.34350(18) 0.0533(5) Uani d . 1 . .
H H4 -0.0584 0.7536 0.2961 0.064 Uiso calc R 1 . .
C C5 0.1243(2) 0.89438(17) 0.39039(18) 0.0499(4) Uani d . 1 . .
C C6 0.2864(2) 0.92796(17) 0.46138(18) 0.0512(5) Uani d . 1 . .
H H6 0.3409 1.0035 0.4947 0.061 Uiso calc R 1 . .
C C7 0.3659(2) 0.85148(16) 0.48263(16) 0.0453(4) Uani d . 1 . .
H H7 0.4734 0.8767 0.5299 0.054 Uiso calc R 1 . .
C C8 0.1256(3) 1.0887(2) 0.4196(2) 0.0767(7) Uani d . 1 . .
H H8A 0.0508 1.1301 0.3992 0.115 Uiso calc R 1 . .
H H8B 0.2045 1.0961 0.3895 0.115 Uiso calc R 1 . .
H H8C 0.1752 1.1183 0.5032 0.115 Uiso calc R 1 . .
C C9 -0.1234(3) 0.9381(2) 0.3032(2) 0.0778(7) Uani d . 1 . .
H H9A -0.1586 1.0036 0.3019 0.117 Uiso calc R 1 . .
H H9B -0.1759 0.9056 0.3388 0.117 Uiso calc R 1 . .
H H9C -0.1478 0.8836 0.2247 0.117 Uiso calc R 1 . .
C C10 0.4677(2) 0.56674(16) 0.69715(14) 0.0418(4) Uani d . 1 . .
C C11 0.43798(19) 0.58899(15) 0.80439(14) 0.0398(4) Uani d . 1 . .
C C12 0.3197(2) 0.51570(17) 0.80381(15) 0.0486(4) Uani d . 1 . .
H H12 0.2529 0.4548 0.7334 0.058 Uiso calc R 1 . .
C C13 0.2979(2) 0.53000(18) 0.90376(17) 0.0531(5) Uani d . 1 . .
H H13 0.2169 0.4791 0.8997 0.064 Uiso calc R 1 . .
C C14 0.3962(2) 0.62048(17) 1.01199(15) 0.0478(4) Uani d . 1 . .
C C15 0.5102(2) 0.69743(18) 1.01119(15) 0.0530(5) Uani d . 1 . .
H H15 0.5735 0.7608 1.0805 0.064 Uiso calc R 1 . .
C C16 0.5308(2) 0.68143(17) 0.91032(15) 0.0474(4) Uani d . 1 . .
H H16 0.6087 0.7337 0.9131 0.057 Uiso calc R 1 . .
C C17 0.4929(3) 0.7180(2) 1.22593(18) 0.0795(7) Uani d . 1 . .
H H17A 0.4760 0.7042 1.2867 0.119 Uiso calc R 1 . .
H H17B 0.4808 0.7918 1.2350 0.119 Uiso calc R 1 . .
H H17C 0.5977 0.7140 1.2310 0.119 Uiso calc R 1 . .
C C18 0.2607(3) 0.5536(2) 1.1128(2) 0.0754(7) Uani d . 1 . .
H H18A 0.2701 0.5743 1.1916 0.113 Uiso calc R 1 . .
H H18B 0.2763 0.4793 1.0808 0.113 Uiso calc R 1 . .
H H18C 0.1572 0.5539 1.0661 0.113 Uiso calc R 1 . .
C C19 0.94694(19) 0.75356(14) 0.75189(14) 0.0369(4) Uani d . 1 . .
H H19 0.8823 0.7750 0.7921 0.044 Uiso calc R 1 . .
C C20 1.1054(2) 0.80823(15) 0.80792(15) 0.0427(4) Uani d . 1 . .
C C21 1.2004(2) 0.77375(18) 0.74711(18) 0.0539(5) Uani d . 1 . .
H H21 1.3080 0.8089 0.7816 0.065 Uiso calc R 1 . .
C C22 1.1348(2) 0.68765(18) 0.63601(18) 0.0537(5) Uani d . 1 . .
H H22 1.1976 0.6621 0.5951 0.064 Uiso calc R 1 . .
C C23 0.9753(2) 0.63968(15) 0.58606(15) 0.0416(4) Uani d . 1 . .
H H23 0.9305 0.5829 0.5097 0.050 Uiso calc R 1 . .
C C24 1.1705(2) 0.91161(17) 0.92357(17) 0.0536(5) Uani d . 1 . .
C C25 1.2270(3) 1.0051(2) 1.1274(2) 0.0837(8) Uani d . 1 . .
H H25A 1.1758 0.9954 1.1766 0.100 Uiso calc R 1 . .
H H25B 1.1973 1.0667 1.1101 0.100 Uiso calc R 1 . .
C C26 1.4002(4) 1.0362(3) 1.1927(3) 0.1230(13) Uani d . 1 . .
H H26A 1.4314 1.1060 1.2619 0.184 Uiso calc R 1 . .
H H26B 1.4518 1.0449 1.1442 0.184 Uiso calc R 1 . .
H H26C 1.4299 0.9777 1.2144 0.184 Uiso calc R 1 . .
C C27 1.1366(3) 0.79420(19) 1.02381(18) 0.0609(5) Uani d . 1 . .
H H27A 1.2212 0.7969 1.0912 0.073 Uiso calc R 1 . .
H H27B 1.1368 0.7341 0.9545 0.073 Uiso calc R 1 . .
C C28 0.9820(4) 0.7661(3) 1.0327(3) 0.0990(9) Uani d . 1 . .
H H28A 0.9775 0.7036 1.0522 0.149 Uiso calc R 1 . .
H H28B 0.8967 0.7463 0.9591 0.149 Uiso calc R 1 . .
H H28C 0.9729 0.8306 1.0926 0.149 Uiso calc R 1 . .
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'
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 O2 . . 89.01(6) ?
O1 Zn1 O4 . . 161.34(5) ?
O1 Zn1 O5 . . 88.39(6) ?
O1 Zn1 N3 . . 106.31(5) ?
O2 Zn1 O4 . . 89.28(6) ?
O2 Zn1 O5 . . 161.09(6) ?
O2 Zn1 N3 . . 101.76(5) ?
O5 Zn1 O4 . . 87.23(6) ?
N3 Zn1 O4 . . 92.23(5) ?
N3 Zn1 O5 . . 96.95(5) ?
C1 O1 Zn1 . . 118.82(11) ?
C10 O2 Zn1 . . 119.77(11) ?
C1 O4 Zn1 2_666 . 135.03(12) ?
C10 O5 Zn1 2_666 . 134.43(12) ?
C5 N1 C8 . . 120.9(2) ?
C5 N1 C9 . . 121.6(2) ?
C9 N1 C8 . . 117.41(19) ?
C14 N2 C17 . . 120.85(19) ?
C14 N2 C18 . . 121.51(19) ?
C18 N2 C17 . . 116.96(18) ?
C19 N3 Zn1 . . 121.99(11) ?
C19 N3 C23 . . 118.04(14) ?
C23 N3 Zn1 . . 119.85(11) ?
C24 N4 C25 . . 117.08(19) ?
C24 N4 C27 . . 124.81(17) ?
C27 N4 C25 . . 117.48(18) ?
O1 C1 C2 . . 117.78(15) ?
O4 C1 O1 2_666 . 124.74(16) ?
O4 C1 C2 2_666 . 117.47(15) ?
C3 C2 C1 . . 121.68(16) ?
C7 C2 C1 . . 121.40(15) ?
C7 C2 C3 . . 116.92(16) ?
C2 C3 H3 . . 119.1 ?
C4 C3 C2 . . 121.76(17) ?
C4 C3 H3 . . 119.1 ?
C3 C4 C5 . . 121.46(18) ?
C3 C4 H4 . . 119.3 ?
C5 C4 H4 . . 119.3 ?
N1 C5 C4 . . 122.23(19) ?
N1 C5 C6 . . 121.32(19) ?
C6 C5 C4 . . 116.45(17) ?
C5 C6 H6 . . 119.4 ?
C7 C6 C5 . . 121.22(18) ?
C7 C6 H6 . . 119.4 ?
C2 C7 H7 . . 118.9 ?
C6 C7 C2 . . 122.19(17) ?
C6 C7 H7 . . 118.9 ?
N1 C8 H8A . . 109.5 ?
N1 C8 H8B . . 109.5 ?
N1 C8 H8C . . 109.5 ?
H8A C8 H8B . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
N1 C9 H9A . . 109.5 ?
N1 C9 H9B . . 109.5 ?
N1 C9 H9C . . 109.5 ?
H9A C9 H9B . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
O2 C10 O5 . 2_666 124.39(16) ?
O2 C10 C11 . . 118.63(15) ?
O5 C10 C11 2_666 . 116.98(16) ?
C12 C11 C10 . . 121.20(16) ?
C12 C11 C16 . . 117.10(16) ?
C16 C11 C10 . . 121.66(16) ?
C11 C12 H12 . . 118.9 ?
C13 C12 C11 . . 122.17(17) ?
C13 C12 H12 . . 118.9 ?
C12 C13 C14 . . 120.84(18) ?
C12 C13 H13 . . 119.6 ?
C14 C13 H13 . . 119.6 ?
N2 C14 C13 . . 121.29(18) ?
N2 C14 C15 . . 121.92(18) ?
C15 C14 C13 . . 116.77(16) ?
C16 C15 C14 . . 121.46(18) ?
C16 C15 H15 . . 119.3 ?
C14 C15 H15 . . 119.3 ?
C11 C16 H16 . . 119.2 ?
C15 C16 C11 . . 121.52(18) ?
C15 C16 H16 . . 119.2 ?
N2 C17 H17A . . 109.5 ?
N2 C17 H17B . . 109.5 ?
N2 C17 H17C . . 109.5 ?
H17A C17 H17B . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
N2 C18 H18A . . 109.5 ?
N2 C18 H18B . . 109.5 ?
N2 C18 H18C . . 109.5 ?
H18A C18 H18B . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
N3 C19 C20 . . 123.28(15) ?
N3 C19 H19 . . 118.4 ?
C20 C19 H19 . . 118.4 ?
C19 C20 C21 . . 117.52(16) ?
C19 C20 C24 . . 121.55(16) ?
C21 C20 C24 . . 120.41(16) ?
C20 C21 H21 . . 120.2 ?
C22 C21 C20 . . 119.63(16) ?
C22 C21 H21 . . 120.2 ?
C21 C22 C23 . . 118.90(17) ?
C21 C22 H22 . . 120.6 ?
C23 C22 H22 . . 120.6 ?
N3 C23 C22 . . 122.60(16) ?
N3 C23 H23 . . 118.7 ?
C22 C23 H23 . . 118.7 ?
O3 C24 N4 . . 123.26(19) ?
O3 C24 C20 . . 117.73(19) ?
N4 C24 C20 . . 119.00(18) ?
N4 C25 C26 . . 113.3(2) ?
N4 C25 H25A . . 108.9 ?
N4 C25 H25B . . 108.9 ?
C26 C25 H25A . . 108.9 ?
C26 C25 H25B . . 108.9 ?
H25A C25 H25B . . 107.7 ?
C25 C26 H26A . . 109.5 ?
C25 C26 H26B . . 109.5 ?
C25 C26 H26C . . 109.5 ?
H26A C26 H26B . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
N4 C27 C28 . . 113.8(2) ?
N4 C27 H27A . . 108.8 ?
N4 C27 H27B . . 108.8 ?
C28 C27 H27A . . 108.8 ?
C28 C27 H27B . . 108.8 ?
H27A C27 H27B . . 107.7 ?
C27 C28 H28A . . 109.5 ?
C27 C28 H28B . . 109.5 ?
C27 C28 H28C . . 109.5 ?
H28A C28 H28B . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
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 Zn1 2_666 2.8927(4) ?
Zn1 O1 . 2.0265(12) yes
Zn1 O2 . 2.0269(12) yes
Zn1 O4 . 2.0669(12) yes
Zn1 O5 . 2.0459(12) yes
Zn1 N3 . 2.0446(13) yes
O1 C1 . 1.263(2) ?
O2 C10 . 1.255(2) ?
O4 C1 2_666 1.255(2) ?
O5 C10 2_666 1.266(2) ?
N1 C9 . 1.438(3) ?
N1 C8 . 1.447(3) ?
N2 C18 . 1.443(3) ?
N2 C17 . 1.449(3) ?
N3 C19 . 1.334(2) ?
N3 C23 . 1.336(2) ?
N4 C25 . 1.463(3) ?
N4 C27 . 1.459(3) ?
C1 O4 2_666 1.255(2) ?
C2 C1 . 1.484(2) ?
C2 C3 . 1.392(2) ?
C2 C7 . 1.381(2) ?
C3 C4 . 1.369(3) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.403(3) ?
C4 H4 . 0.9300 ?
C5 N1 . 1.366(2) ?
C6 C5 . 1.402(3) ?
C6 H6 . 0.9300 ?
C7 C6 . 1.371(3) ?
C7 H7 . 0.9300 ?
C8 H8A . 0.9600 ?
C8 H8B . 0.9600 ?
C8 H8C . 0.9600 ?
C9 H9A . 0.9600 ?
C9 H9B . 0.9600 ?
C9 H9C . 0.9600 ?
C10 O5 2_666 1.266(2) ?
C11 C10 . 1.485(2) ?
C11 C12 . 1.386(3) ?
C11 C16 . 1.388(2) ?
C12 C13 . 1.373(3) ?
C12 H12 . 0.9300 ?
C13 H13 . 0.9300 ?
C14 N2 . 1.371(2) ?
C14 C13 . 1.404(3) ?
C14 C15 . 1.399(3) ?
C15 C16 . 1.374(2) ?
C15 H15 . 0.9300 ?
C16 H16 . 0.9300 ?
C17 H17A . 0.9600 ?
C17 H17B . 0.9600 ?
C17 H17C . 0.9600 ?
C18 H18A . 0.9600 ?
C18 H18B . 0.9600 ?
C18 H18C . 0.9600 ?
C19 C20 . 1.377(2) ?
C19 H19 . 0.9300 ?
C20 C21 . 1.388(3) ?
C20 C24 . 1.503(2) ?
C21 H21 . 0.9300 ?
C22 C21 . 1.369(3) ?
C22 H22 . 0.9300 ?
C23 C22 . 1.370(2) ?
C23 H23 . 0.9300 ?
C24 O3 . 1.214(3) ?
C24 N4 . 1.331(3) ?
C25 C26 . 1.478(4) ?
C25 H25A . 0.9700 ?
C25 H25B . 0.9700 ?
C26 H26A . 0.9600 ?
C26 H26B . 0.9600 ?
C26 H26C . 0.9600 ?
C27 C28 . 1.500(3) ?
C27 H27A . 0.9700 ?
C27 H27B . 0.9700 ?
C28 H28A . 0.9600 ?
C28 H28B . 0.9600 ?
C28 H28C . 0.9600 ?
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
C23 H23 O5 . 0.93 2.54 3.122(2) 121 yes
C8 H8A Cg3 2_656 0.96 2.77 3.629(3) 150 yes
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
O2 Zn1 O1 C1 . . . . -86.30(13) ?
O4 Zn1 O1 C1 . . . . -1.5(2) ?
O5 Zn1 O1 C1 . . . . 74.97(13) ?
N3 Zn1 O1 C1 . . . . 171.73(12) ?
O1 Zn1 O2 C10 . . . . 92.13(14) ?
O4 Zn1 O2 C10 . . . . -69.29(14) ?
O5 Zn1 O2 C10 . . . . 10.0(3) ?
N3 Zn1 O2 C10 . . . . -161.42(14) ?
O1 Zn1 O4 C1 . . . 2_666 4.3(3) ?
O2 Zn1 O4 C1 . . . 2_666 89.10(17) ?
O5 Zn1 O4 C1 . . . 2_666 -72.31(17) ?
N3 Zn1 O4 C1 . . . 2_666 -169.16(17) ?
O1 Zn1 O5 C10 . . . 2_666 -88.02(18) ?
O2 Zn1 O5 C10 . . . 2_666 -5.8(3) ?
O4 Zn1 O5 C10 . . . 2_666 73.84(18) ?
N3 Zn1 O5 C10 . . . 2_666 165.75(17) ?
O1 Zn1 N3 C19 . . . . 75.41(13) ?
O1 Zn1 N3 C23 . . . . -108.69(13) ?
O2 Zn1 N3 C19 . . . . -17.02(14) ?
O2 Zn1 N3 C23 . . . . 158.88(13) ?
O4 Zn1 N3 C19 . . . . -106.75(13) ?
O4 Zn1 N3 C23 . . . . 69.15(13) ?
O5 Zn1 N3 C19 . . . . 165.77(13) ?
O5 Zn1 N3 C23 . . . . -18.33(14) ?
Zn1 O1 C1 O4 . . . 2_666 -2.1(2) ?
Zn1 O1 C1 C2 . . . . 176.98(10) ?
Zn1 O2 C10 O5 . . . 2_666 -5.9(3) ?
Zn1 O2 C10 C11 . . . . 173.11(11) ?
Zn1 N3 C19 C20 . . . . 176.95(13) ?
Zn1 N3 C23 C22 . . . . -175.48(15) ?
C19 N3 C23 C22 . . . . 0.6(3) ?
C23 N3 C19 C20 . . . . 1.0(2) ?
C24 N4 C25 C26 . . . . -86.0(3) ?
C27 N4 C25 C26 . . . . 85.3(3) ?
C24 N4 C27 C28 . . . . -110.6(2) ?
C25 N4 C27 C28 . . . . 78.8(3) ?
C3 C2 C1 O1 . . . . 177.84(16) ?
C3 C2 C1 O4 . . . 2_666 -3.0(2) ?
C7 C2 C1 O1 . . . . -2.8(2) ?
C7 C2 C1 O4 . . . 2_666 176.30(16) ?
C1 C2 C3 C4 . . . . 179.40(17) ?
C7 C2 C3 C4 . . . . 0.1(3) ?
C1 C2 C7 C6 . . . . -179.29(17) ?
C3 C2 C7 C6 . . . . 0.1(3) ?
C2 C3 C4 C5 . . . . 0.0(3) ?
C3 C4 C5 N1 . . . . -179.4(2) ?
C3 C4 C5 C6 . . . . -0.2(3) ?
C4 C5 N1 C8 . . . . 179.9(2) ?
C4 C5 N1 C9 . . . . 3.2(3) ?
C6 C5 N1 C8 . . . . 0.7(3) ?
C6 C5 N1 C9 . . . . -176.0(2) ?
C7 C6 C5 N1 . . . . 179.6(2) ?
C7 C6 C5 C4 . . . . 0.3(3) ?
C2 C7 C6 C5 . . . . -0.2(3) ?
C12 C11 C10 O2 . . . . -169.73(18) ?
C12 C11 C10 O5 . . . 2_666 9.4(3) ?
C16 C11 C10 O2 . . . . 7.8(3) ?
C16 C11 C10 O5 . . . 2_666 -173.06(17) ?
C10 C11 C12 C13 . . . . 175.00(17) ?
C16 C11 C12 C13 . . . . -2.7(3) ?
C10 C11 C16 C15 . . . . -175.32(17) ?
C12 C11 C16 C15 . . . . 2.3(3) ?
C11 C12 C13 C14 . . . . -0.2(3) ?
C13 C14 N2 C17 . . . . 171.8(2) ?
C13 C14 N2 C18 . . . . 1.6(3) ?
C15 C14 N2 C17 . . . . -9.6(3) ?
C15 C14 N2 C18 . . . . -179.8(2) ?
N2 C14 C13 C12 . . . . -178.00(19) ?
C15 C14 C13 C12 . . . . 3.3(3) ?
N2 C14 C15 C16 . . . . 177.68(19) ?
C13 C14 C15 C16 . . . . -3.7(3) ?
C14 C15 C16 C11 . . . . 0.9(3) ?
N3 C19 C20 C21 . . . . -1.0(3) ?
N3 C19 C20 C24 . . . . 170.73(17) ?
C19 C20 C21 C22 . . . . -0.5(3) ?
C24 C20 C21 C22 . . . . -172.34(19) ?
C19 C20 C24 O3 . . . . -111.7(2) ?
C19 C20 C24 N4 . . . . 67.5(2) ?
C21 C20 C24 O3 . . . . 59.8(3) ?
C21 C20 C24 N4 . . . . -121.0(2) ?
C23 C22 C21 C20 . . . . 2.0(3) ?
N3 C23 C22 C21 . . . . -2.0(3) ?
O3 C24 N4 C25 . . . . 1.9(3) ?
O3 C24 N4 C27 . . . . -168.7(2) ?
C20 C24 N4 C25 . . . . -177.29(19) ?
C20 C24 N4 C27 . . . . 12.1(3) ?
