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#$Date: 2016-03-26 20:48:18 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180449 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/18/7211864.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_7211864
loop_
_publ_author_name
'Yang, Guo-Ping'
'Wang, Yao-Yu'
'Zhang, Wei-Hong'
'Fu, Ai-Yun'
'Liu, Rui-Ting'
'Lermontova, Elmira Kh.'
'Shi, Qi-Zhen'
_publ_section_title
;
 A series of Zn(ii) coordination complexes derived from isomeric
 phenylenediacetic acid and dipyridyl ligands: syntheses, crystal
 structures, and characterizations
;
_journal_issue                   5
_journal_name_full               CrystEngComm
_journal_page_first              1509
_journal_paper_doi               10.1039/b915889h
_journal_volume                  12
_journal_year                    2010
_chemical_formula_moiety         'C20 H20 N2 O6 Zn'
_chemical_formula_sum            'C20 H20 N2 O6 Zn'
_chemical_formula_weight         449.75
_chemical_name_systematic
;
?
;
_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                109.818(3)
_cell_angle_beta                 92.908(3)
_cell_angle_gamma                111.323(2)
_cell_formula_units_Z            2
_cell_length_a                   8.3194(11)
_cell_length_b                   11.3886(15)
_cell_length_c                   11.444(3)
_cell_measurement_reflns_used    1166
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      21.889
_cell_measurement_theta_min      2.228
_cell_volume                     931.3(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_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  0.0238
_diffrn_reflns_av_sigmaI/netI    0.0550
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4703
_diffrn_reflns_theta_full        25.10
_diffrn_reflns_theta_max         25.10
_diffrn_reflns_theta_min         1.93
_exptl_absorpt_coefficient_mu    1.361
_exptl_absorpt_correction_T_max  0.8323
_exptl_absorpt_correction_T_min  0.6777
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.573
_refine_diff_density_min         -0.713
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         3256
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0451
_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)+(0.0850P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1274
_refine_ls_wR_factor_ref         0.1443
_reflns_number_gt                2408
_reflns_number_total             3256
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b915889h.txt
_cod_data_source_block           2
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7211864
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
Zn1 Zn 0.41517(6) 0.32139(5) 0.24840(5) 0.0327(2) Uani 1 1 d .
O1 O 0.2239(4) 0.3668(3) 0.1587(3) 0.0386(7) Uani 1 1 d .
O2 O 0.2891(4) 0.4591(3) 0.3664(3) 0.0411(8) Uani 1 1 d .
O3 O 0.5029(4) 0.7817(3) -0.0986(3) 0.0430(8) Uani 1 1 d .
O4 O 0.2606(5) 0.7511(5) -0.2191(3) 0.0678(11) Uani 1 1 d .
O5 O 0.5817(4) 0.3364(3) 0.4020(3) 0.0371(7) Uani 1 1 d D
O6 O 0.0778(14) 0.7523(10) 0.5830(9) 0.257(5) Uani 1 1 d DU
H6C H 0.0849 0.7679 0.6591 0.308 Uiso 1 1 d RD
H6D H -0.0158 0.6948 0.5411 0.308 Uiso 1 1 d RD
N1 N 0.6134(5) 0.5125(4) 0.2508(3) 0.0338(8) Uani 1 1 d .
N2 N 1.2182(5) 1.1402(3) 0.2543(3) 0.0313(8) Uani 1 1 d .
C1 C 0.2155(5) 0.4487(4) 0.2619(4) 0.0322(10) Uani 1 1 d .
C2 C 0.1255(6) 0.5449(5) 0.2617(5) 0.0411(11) Uani 1 1 d .
H2A H 0.0209 0.4966 0.1952 0.049 Uiso 1 1 calc R
H2B H 0.0900 0.5751 0.3422 0.049 Uiso 1 1 calc R
C3 C 0.2508(6) 0.6674(5) 0.2403(4) 0.0382(11) Uani 1 1 d .
C4 C 0.3993(7) 0.7623(5) 0.3317(5) 0.0462(12) Uani 1 1 d .
H4 H 0.4229 0.7499 0.4060 0.055 Uiso 1 1 calc R
C5 C 0.5133(6) 0.8760(5) 0.3132(5) 0.0497(13) Uani 1 1 d .
H5A H 0.6145 0.9378 0.3739 0.060 Uiso 1 1 calc R
C6 C 0.4770(6) 0.8974(5) 0.2058(5) 0.0463(12) Uani 1 1 d .
H6 H 0.5536 0.9741 0.1946 0.056 Uiso 1 1 calc R
C7 C 0.3269(6) 0.8056(5) 0.1133(4) 0.0371(11) Uani 1 1 d .
C8 C 0.2182(6) 0.6909(4) 0.1321(4) 0.0351(10) Uani 1 1 d .
H8 H 0.1196 0.6273 0.0697 0.042 Uiso 1 1 calc R
C9 C 0.2774(7) 0.8338(5) 0.0007(5) 0.0450(12) Uani 1 1 d .
H9A H 0.3146 0.9317 0.0269 0.054 Uiso 1 1 calc R
H9B H 0.1500 0.7925 -0.0242 0.054 Uiso 1 1 calc R
C10 C 0.3529(7) 0.7836(5) -0.1152(5) 0.0399(11) Uani 1 1 d .
C11 C 0.6375(6) 0.5300(5) 0.1427(4) 0.0378(11) Uani 1 1 d .
H11 H 0.5758 0.4565 0.0670 0.045 Uiso 1 1 calc R
C12 C 0.7492(6) 0.6513(4) 0.1369(4) 0.0389(11) Uani 1 1 d .
H12 H 0.7581 0.6595 0.0591 0.047 Uiso 1 1 calc R
C13 C 0.8480(5) 0.7608(4) 0.2484(4) 0.0306(10) Uani 1 1 d .
C14 C 0.8267(6) 0.7410(5) 0.3612(4) 0.0389(11) Uani 1 1 d .
H14 H 0.8924 0.8106 0.4381 0.047 Uiso 1 1 calc R
C15 C 0.7080(6) 0.6180(4) 0.3585(4) 0.0370(11) Uani 1 1 d .
H15 H 0.6930 0.6078 0.4350 0.044 Uiso 1 1 calc R
C16 C 0.9720(6) 0.8915(4) 0.2496(4) 0.0310(10) Uani 1 1 d .
C17 C 0.9380(6) 0.9501(5) 0.1686(4) 0.0394(11) Uani 1 1 d .
H17 H 0.8318 0.9069 0.1107 0.047 Uiso 1 1 calc R
C18 C 1.0620(6) 1.0727(5) 0.1738(4) 0.0420(12) Uani 1 1 d .
H18 H 1.0358 1.1104 0.1188 0.050 Uiso 1 1 calc R
C19 C 1.2501(6) 1.0841(4) 0.3324(4) 0.0357(10) Uani 1 1 d .
H19 H 1.3581 1.1288 0.3884 0.043 Uiso 1 1 calc R
C20 C 1.1330(6) 0.9641(4) 0.3351(4) 0.0347(10) Uani 1 1 d .
H20 H 1.1608 0.9312 0.3939 0.042 Uiso 1 1 calc R
H5C H 0.628(4) 0.397(3) 0.473(2) 0.042 Uiso 1 1 d D
H5D H 0.658(4) 0.318(4) 0.366(3) 0.042 Uiso 1 1 d 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'
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'
H H 0.0000 0.0000 '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
O3 Zn1 O5 101.67(13) 2_665 .
O3 Zn1 N2 94.16(13) 2_665 1_445
O5 Zn1 N2 89.96(12) . 1_445
O3 Zn1 O1 102.56(13) 2_665 .
O5 Zn1 O1 155.35(13) . .
N2 Zn1 O1 92.79(12) 1_445 .
O3 Zn1 N1 88.65(13) 2_665 .
O5 Zn1 N1 89.27(13) . .
N2 Zn1 N1 177.18(13) 1_445 .
O1 Zn1 N1 86.79(12) . .
O3 Zn1 O2 160.46(12) 2_665 .
O5 Zn1 O2 96.52(12) . .
N2 Zn1 O2 92.95(12) 1_445 .
O1 Zn1 O2 58.89(11) . .
N1 Zn1 O2 84.45(13) . .
C1 O1 Zn1 93.0(2) . .
C1 O2 Zn1 86.3(3) . .
C10 O3 Zn1 119.3(3) . 2_665
Zn1 O5 H5C 132(3) . .
Zn1 O5 H5D 100(3) . .
H5C O5 H5D 109.5(18) . .
H6C O6 H6D 113.0 . .
C11 N1 C15 117.2(4) . .
C11 N1 Zn1 120.1(3) . .
C15 N1 Zn1 122.5(3) . .
C19 N2 C18 116.7(4) . .
C19 N2 Zn1 121.2(3) . 1_665
C18 N2 Zn1 122.0(3) . 1_665
O1 C1 O2 121.0(4) . .
O1 C1 C2 119.8(4) . .
O2 C1 C2 119.0(4) . .
C3 C2 C1 110.0(4) . .
C3 C2 H2A 109.7 . .
C1 C2 H2A 109.7 . .
C3 C2 H2B 109.7 . .
C1 C2 H2B 109.7 . .
H2A C2 H2B 108.2 . .
C4 C3 C8 118.1(4) . .
C4 C3 C2 120.3(4) . .
C8 C3 C2 121.6(4) . .
C3 C4 C5 120.4(4) . .
C3 C4 H4 119.8 . .
C5 C4 H4 119.8 . .
C6 C5 C4 120.2(5) . .
C6 C5 H5A 119.9 . .
C4 C5 H5A 119.9 . .
C5 C6 C7 120.8(4) . .
C5 C6 H6 119.6 . .
C7 C6 H6 119.6 . .
C8 C7 C6 117.9(4) . .
C8 C7 C9 120.7(4) . .
C6 C7 C9 121.3(4) . .
C7 C8 C3 122.5(4) . .
C7 C8 H8 118.8 . .
C3 C8 H8 118.8 . .
C7 C9 C10 116.4(4) . .
C7 C9 H9A 108.2 . .
C10 C9 H9A 108.2 . .
C7 C9 H9B 108.2 . .
C10 C9 H9B 108.2 . .
H9A C9 H9B 107.3 . .
O4 C10 O3 125.8(5) . .
O4 C10 C9 115.7(5) . .
O3 C10 C9 118.5(4) . .
N1 C11 C12 123.6(4) . .
N1 C11 H11 118.2 . .
C12 C11 H11 118.2 . .
C11 C12 C13 119.4(4) . .
C11 C12 H12 120.3 . .
C13 C12 H12 120.3 . .
C12 C13 C14 117.0(4) . .
C12 C13 C16 122.5(4) . .
C14 C13 C16 120.5(4) . .
C15 C14 C13 119.9(4) . .
C15 C14 H14 120.1 . .
C13 C14 H14 120.1 . .
N1 C15 C14 123.0(4) . .
N1 C15 H15 118.5 . .
C14 C15 H15 118.5 . .
C17 C16 C20 116.4(4) . .
C17 C16 C13 123.0(4) . .
C20 C16 C13 120.6(4) . .
C18 C17 C16 120.0(4) . .
C18 C17 H17 120.0 . .
C16 C17 H17 120.0 . .
N2 C18 C17 123.2(4) . .
N2 C18 H18 118.4 . .
C17 C18 H18 118.4 . .
N2 C19 C20 123.8(4) . .
N2 C19 H19 118.1 . .
C20 C19 H19 118.1 . .
C19 C20 C16 120.0(4) . .
C19 C20 H20 120.0 . .
C16 C20 H20 120.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O3 2.029(3) 2_665
Zn1 O5 2.102(3) .
Zn1 N2 2.143(3) 1_445
Zn1 O1 2.156(3) .
Zn1 N1 2.192(3) .
Zn1 O2 2.299(3) .
O1 C1 1.256(5) .
O2 C1 1.264(5) .
O3 C10 1.261(6) .
O3 Zn1 2.029(3) 2_665
O4 C10 1.242(6) .
O5 H5C 0.822(10) .
O5 H5D 0.825(10) .
O6 H6C 0.8226 .
O6 H6D 0.8018 .
N1 C11 1.332(5) .
N1 C15 1.339(5) .
N2 C19 1.328(5) .
N2 C18 1.342(6) .
N2 Zn1 2.143(3) 1_665
C1 C2 1.536(6) .
C2 C3 1.514(6) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C3 C4 1.385(7) .
C3 C8 1.387(6) .
C4 C5 1.391(7) .
C4 H4 0.9300 .
C5 C6 1.370(7) .
C5 H5A 0.9300 .
C6 C7 1.392(7) .
C6 H6 0.9300 .
C7 C8 1.386(6) .
C7 C9 1.502(6) .
C8 H8 0.9300 .
C9 C10 1.521(7) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C11 C12 1.383(6) .
C11 H11 0.9300 .
C12 C13 1.389(6) .
C12 H12 0.9300 .
C13 C14 1.393(6) .
C13 C16 1.465(6) .
C14 C15 1.379(6) .
C14 H14 0.9300 .
C15 H15 0.9300 .
C16 C17 1.384(6) .
C16 C20 1.396(6) .
C17 C18 1.382(6) .
C17 H17 0.9300 .
C18 H18 0.9300 .
C19 C20 1.372(6) .
C19 H19 0.9300 .
C20 H20 0.9300 .
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
O3 Zn1 O1 C1 -168.3(2) 2_665
O5 Zn1 O1 C1 0.8(4) .
N2 Zn1 O1 C1 96.8(2) 1_445
N1 Zn1 O1 C1 -80.4(2) .
O2 Zn1 O1 C1 5.0(2) .
O3 Zn1 O2 C1 14.8(5) 2_665
O5 Zn1 O2 C1 173.2(2) .
N2 Zn1 O2 C1 -96.5(2) 1_445
O1 Zn1 O2 C1 -5.0(2) .
N1 Zn1 O2 C1 84.6(2) .
O3 Zn1 N1 C11 42.9(3) 2_665
O5 Zn1 N1 C11 144.6(4) .
N2 Zn1 N1 C11 -141(3) 1_445
O1 Zn1 N1 C11 -59.8(3) .
O2 Zn1 N1 C11 -118.8(3) .
O3 Zn1 N1 C15 -140.6(4) 2_665
O5 Zn1 N1 C15 -38.9(4) .
N2 Zn1 N1 C15 35(3) 1_445
O1 Zn1 N1 C15 116.8(4) .
O2 Zn1 N1 C15 57.7(4) .
Zn1 O1 C1 O2 -9.2(4) .
Zn1 O1 C1 C2 166.7(3) .
Zn1 O2 C1 O1 8.6(4) .
Zn1 O2 C1 C2 -167.3(3) .
O1 C1 C2 C3 -80.8(5) .
O2 C1 C2 C3 95.1(5) .
C1 C2 C3 C4 -67.7(6) .
C1 C2 C3 C8 114.7(5) .
C8 C3 C4 C5 -1.3(7) .
C2 C3 C4 C5 -179.0(4) .
C3 C4 C5 C6 1.9(8) .
C4 C5 C6 C7 -0.5(8) .
C5 C6 C7 C8 -1.5(7) .
C5 C6 C7 C9 174.7(5) .
C6 C7 C8 C3 2.1(7) .
C9 C7 C8 C3 -174.1(4) .
C4 C3 C8 C7 -0.7(7) .
C2 C3 C8 C7 177.0(4) .
C8 C7 C9 C10 -94.6(5) .
C6 C7 C9 C10 89.4(6) .
Zn1 O3 C10 O4 -15.2(6) 2_665
Zn1 O3 C10 C9 166.9(3) 2_665
C7 C9 C10 O4 149.5(5) .
C7 C9 C10 O3 -32.4(6) .
C15 N1 C11 C12 -2.3(7) .
Zn1 N1 C11 C12 174.5(4) .
N1 C11 C12 C13 2.5(7) .
C11 C12 C13 C14 -0.4(7) .
C11 C12 C13 C16 178.6(4) .
C12 C13 C14 C15 -1.7(7) .
C16 C13 C14 C15 179.3(4) .
C11 N1 C15 C14 0.0(7) .
Zn1 N1 C15 C14 -176.7(3) .
C13 C14 C15 N1 2.0(7) .
C12 C13 C16 C17 39.1(7) .
C14 C13 C16 C17 -142.0(5) .
C12 C13 C16 C20 -141.2(5) .
C14 C13 C16 C20 37.7(6) .
C20 C16 C17 C18 1.2(7) .
C13 C16 C17 C18 -179.1(4) .
C19 N2 C18 C17 -0.7(7) .
Zn1 N2 C18 C17 174.7(4) 1_665
C16 C17 C18 N2 0.4(8) .
C18 N2 C19 C20 -0.6(7) .
Zn1 N2 C19 C20 -176.1(3) 1_665
N2 C19 C20 C16 2.2(7) .
C17 C16 C20 C19 -2.4(7) .
C13 C16 C20 C19 177.9(4) .
