#------------------------------------------------------------------------------
#$Date: 2016-03-26 20:48:18 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180449 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/18/7211866.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_7211866
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         'C21 H20 N2 O5 Zn'
_chemical_formula_sum            'C21 H20 N2 O5 Zn'
_chemical_formula_weight         445.76
_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                115.892(4)
_cell_angle_beta                 105.631(5)
_cell_angle_gamma                95.654(5)
_cell_formula_units_Z            2
_cell_length_a                   9.562(4)
_cell_length_b                   10.592(2)
_cell_length_c                   10.940(2)
_cell_measurement_reflns_used    521
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      18.826
_cell_measurement_theta_min      2.208
_cell_volume                     929.6(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Brucker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Brucker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.959
_diffrn_measured_fraction_theta_max 0.959
_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  0.0438
_diffrn_reflns_av_sigmaI/netI    0.1365
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4608
_diffrn_reflns_theta_full        25.10
_diffrn_reflns_theta_max         25.10
_diffrn_reflns_theta_min         2.21
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    1.359
_exptl_absorpt_correction_T_max  0.8221
_exptl_absorpt_correction_T_min  0.6125
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.593
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             460
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.178
_refine_diff_density_min         -0.413
_refine_diff_density_rms         0.118
_refine_ls_extinction_coef       0.013(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     265
_refine_ls_number_reflns         3177
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.1103
_refine_ls_R_factor_gt           0.0673
_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)+(0.0608P)²+0.2000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1481
_refine_ls_wR_factor_ref         0.1567
_reflns_number_gt                1785
_reflns_number_total             3177
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b915889h.txt
_cod_data_source_block           3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7211866
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
O4 O 0.8555(5) 0.9586(5) 0.2490(5) 0.0497(14) Uani 1 1 d .
O3 O 0.6921(5) 0.8329(5) 0.2876(5) 0.0485(14) Uani 1 1 d .
N2 N 0.6140(6) 0.7596(5) 0.9698(5) 0.0294(13) Uani 1 1 d .
C18 C 0.7120(8) 0.7643(7) 0.9038(7) 0.0366(18) Uani 1 1 d .
H18 H 0.7778 0.8527 0.9379 0.044 Uiso 1 1 calc R
C17 C 0.7200(7) 0.6446(7) 0.7881(7) 0.0356(18) Uani 1 1 d .
H17 H 0.7887 0.6531 0.7444 0.043 Uiso 1 1 calc R
C19 C 0.5257(7) 0.6305(7) 0.9204(7) 0.0351(18) Uani 1 1 d .
H19 H 0.4582 0.6252 0.9663 0.042 Uiso 1 1 calc R
C20 C 0.5257(7) 0.5041(7) 0.8068(7) 0.0350(17) Uani 1 1 d .
H20 H 0.4612 0.4167 0.7779 0.042 Uiso 1 1 calc R
C16 C 0.6244(7) 0.5106(7) 0.7367(6) 0.0306(17) Uani 1 1 d .
Zn1 Zn 0.62275(9) -0.04474(8) 0.16027(8) 0.0334(3) Uani 1 1 d .
O1 O 0.6725(6) 0.0860(5) 0.0785(5) 0.0562(15) Uani 1 1 d .
O2 O 0.5966(5) 0.1055(5) -0.1227(5) 0.0371(12) Uani 1 1 d .
N1 N 0.6358(6) 0.1434(6) 0.3579(5) 0.0321(14) Uani 1 1 d .
C14 C 0.6151(7) 0.2444(7) 0.5956(7) 0.0394(18) Uani 1 1 d .
H14 H 0.6024 0.2285 0.6695 0.047 Uiso 1 1 calc R
C15 C 0.6191(7) 0.1302(7) 0.4705(7) 0.0383(18) Uani 1 1 d .
H15 H 0.6097 0.0391 0.4642 0.046 Uiso 1 1 calc R
C12 C 0.6503(8) 0.3954(7) 0.4932(7) 0.0416(19) Uani 1 1 d .
H12 H 0.6636 0.4855 0.4974 0.050 Uiso 1 1 calc R
C1 C 0.6958(8) 0.1189(6) -0.0117(8) 0.0342(17) Uani 1 1 d .
C8 C 0.8583(8) 0.4384(7) 0.0433(7) 0.0406(19) Uani 1 1 d .
H8 H 0.8285 0.3954 -0.0571 0.049 Uiso 1 1 calc R
C13 C 0.6300(7) 0.3822(7) 0.6098(7) 0.0327(17) Uani 1 1 d .
C9 C 0.9485(8) 0.8167(7) 0.3605(7) 0.0423(19) Uani 1 1 d .
H9A H 1.0436 0.8625 0.3643 0.051 Uiso 1 1 calc R
H9B H 0.9550 0.8432 0.4591 0.051 Uiso 1 1 calc R
C7 C 0.8775(8) 0.5846(7) 0.1224(7) 0.0421(19) Uani 1 1 d .
H7 H 0.8616 0.6389 0.0746 0.051 Uiso 1 1 calc R
C3 C 0.8819(7) 0.3536(7) 0.1088(7) 0.0329(17) Uani 1 1 d .
C2 C 0.8586(7) 0.1929(7) 0.0209(8) 0.0420(19) Uani 1 1 d .
H2A H 0.9282 0.1588 0.0746 0.050 Uiso 1 1 calc R
H2B H 0.8761 0.1696 -0.0689 0.050 Uiso 1 1 calc R
C5 C 0.9442(8) 0.5694(8) 0.3394(7) 0.046(2) Uani 1 1 d .
H5 H 0.9736 0.6117 0.4398 0.056 Uiso 1 1 calc R
C4 C 0.9247(8) 0.4207(8) 0.2576(8) 0.0440(19) Uani 1 1 d .
H4 H 0.9410 0.3655 0.3045 0.053 Uiso 1 1 calc R
C6 C 0.9208(7) 0.6550(7) 0.2745(7) 0.0363(18) Uani 1 1 d .
C11 C 0.6506(8) 0.2754(7) 0.3727(7) 0.0423(19) Uani 1 1 d .
H11 H 0.6619 0.2879 0.2966 0.051 Uiso 1 1 calc R
C21 C 0.2370(10) 0.1330(10) 0.3616(10) 0.073(3) Uani 1 1 d .
H21A H 0.3170 0.1839 0.3503 0.109 Uiso 1 1 calc R
H21B H 0.2380 0.0326 0.3233 0.109 Uiso 1 1 calc R
H21C H 0.2501 0.1739 0.4627 0.109 Uiso 1 1 calc R
O5 O 0.1031(6) 0.1449(8) 0.2887(9) 0.099(3) Uani 1 1 d .
H5A H 0.0349 0.1037 0.3007 0.149 Uiso 1 1 calc R
C10 C 0.8261(8) 0.8715(7) 0.2956(7) 0.0373(18) 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'
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
C10 O4 Zn1 94.0(4) . 1_565
C10 O3 Zn1 87.7(4) . 1_565
C19 N2 C18 116.3(6) . .
C19 N2 Zn1 124.3(5) . 1_566
C18 N2 Zn1 119.1(4) . 1_566
N2 C18 C17 123.1(6) . .
N2 C18 H18 118.5 . .
C17 C18 H18 118.5 . .
C18 C17 C16 119.5(6) . .
C18 C17 H17 120.2 . .
C16 C17 H17 120.2 . .
N2 C19 C20 125.3(7) . .
N2 C19 H19 117.4 . .
C20 C19 H19 117.4 . .
C19 C20 C16 118.0(6) . .
C19 C20 H20 121.0 . .
C16 C20 H20 121.0 . .
C20 C16 C17 117.8(6) . .
C20 C16 C13 122.6(6) . .
C17 C16 C13 119.7(6) . .
O2 Zn1 O1 114.1(2) 2_655 .
O2 Zn1 O4 152.97(19) 2_655 1_545
O1 Zn1 O4 93.0(2) . 1_545
O2 Zn1 N1 87.54(19) 2_655 .
O1 Zn1 N1 90.0(2) . .
O4 Zn1 N1 92.39(19) 1_545 .
O2 Zn1 N2 92.78(19) 2_655 1_544
O1 Zn1 N2 93.1(2) . 1_544
O4 Zn1 N2 85.70(18) 1_545 1_544
N1 Zn1 N2 176.4(2) . 1_544
O2 Zn1 O3 94.17(18) 2_655 1_545
O1 Zn1 O3 151.8(2) . 1_545
O4 Zn1 O3 58.80(18) 1_545 1_545
N1 Zn1 O3 90.26(19) . 1_545
N2 Zn1 O3 86.16(18) 1_544 1_545
O2 Zn1 C10 123.6(2) 2_655 1_545
O1 Zn1 C10 122.4(2) . 1_545
O4 Zn1 C10 29.44(19) 1_545 1_545
N1 Zn1 C10 93.3(2) . 1_545
N2 Zn1 C10 83.50(19) 1_544 1_545
O3 Zn1 C10 29.47(18) 1_545 1_545
C1 O1 Zn1 157.7(4) . .
C1 O2 Zn1 121.8(4) . 2_655
C11 N1 C15 115.8(6) . .
C11 N1 Zn1 122.9(5) . .
C15 N1 Zn1 121.1(4) . .
C13 C14 C15 119.8(7) . .
C13 C14 H14 120.1 . .
C15 C14 H14 120.1 . .
N1 C15 C14 124.0(7) . .
N1 C15 H15 118.0 . .
C14 C15 H15 118.0 . .
C11 C12 C13 120.2(7) . .
C11 C12 H12 119.9 . .
C13 C12 H12 119.9 . .
O1 C1 O2 125.6(6) . .
O1 C1 C2 117.1(6) . .
O2 C1 C2 117.1(6) . .
C7 C8 C3 121.5(6) . .
C7 C8 H8 119.3 . .
C3 C8 H8 119.3 . .
C14 C13 C12 115.8(6) . .
C14 C13 C16 124.2(6) . .
C12 C13 C16 120.0(6) . .
C6 C9 C10 111.8(5) . .
C6 C9 H9A 109.3 . .
C10 C9 H9A 109.3 . .
C6 C9 H9B 109.3 . .
C10 C9 H9B 109.3 . .
H9A C9 H9B 107.9 . .
C8 C7 C6 121.6(7) . .
C8 C7 H7 119.2 . .
C6 C7 H7 119.2 . .
C8 C3 C4 117.7(6) . .
C8 C3 C2 121.1(6) . .
C4 C3 C2 121.1(6) . .
C3 C2 C1 108.3(6) . .
C3 C2 H2A 110.0 . .
C1 C2 H2A 110.0 . .
C3 C2 H2B 110.0 . .
C1 C2 H2B 110.0 . .
H2A C2 H2B 108.4 . .
C6 C5 C4 121.2(7) . .
C6 C5 H5 119.4 . .
C4 C5 H5 119.4 . .
C3 C4 C5 121.3(7) . .
C3 C4 H4 119.3 . .
C5 C4 H4 119.3 . .
C5 C6 C7 116.6(6) . .
C5 C6 C9 122.3(6) . .
C7 C6 C9 121.0(6) . .
N1 C11 C12 124.4(7) . .
N1 C11 H11 117.8 . .
C12 C11 H11 117.8 . .
O5 C21 H21A 109.5 . .
O5 C21 H21B 109.5 . .
H21A C21 H21B 109.5 . .
O5 C21 H21C 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
C21 O5 H5A 109.5 . .
O3 C10 O4 119.1(7) . .
O3 C10 C9 120.5(6) . .
O4 C10 C9 120.4(7) . .
O3 C10 Zn1 62.8(4) . 1_565
O4 C10 Zn1 56.6(4) . 1_565
C9 C10 Zn1 174.2(5) . 1_565
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O4 C10 1.275(8) .
O4 Zn1 2.165(5) 1_565
O3 C10 1.274(8) .
O3 Zn1 2.304(5) 1_565
N2 C19 1.325(8) .
N2 C18 1.337(8) .
N2 Zn1 2.178(5) 1_566
C18 C17 1.373(9) .
C18 H18 0.9300 .
C17 C16 1.392(8) .
C17 H17 0.9300 .
C19 C20 1.373(9) .
C19 H19 0.9300 .
C20 C16 1.380(9) .
C20 H20 0.9300 .
C16 C13 1.479(8) .
Zn1 O2 2.005(4) 2_655
Zn1 O1 2.031(5) .
Zn1 O4 2.165(5) 1_545
Zn1 N1 2.168(5) .
Zn1 N2 2.178(5) 1_544
Zn1 O3 2.304(5) 1_545
Zn1 C10 2.588(7) 1_545
O1 C1 1.245(8) .
O2 C1 1.264(8) .
O2 Zn1 2.005(4) 2_655
N1 C11 1.325(8) .
N1 C15 1.347(8) .
C14 C13 1.387(9) .
C14 C15 1.389(9) .
C14 H14 0.9300 .
C15 H15 0.9300 .
C12 C11 1.375(9) .
C12 C13 1.403(9) .
C12 H12 0.9300 .
C1 C2 1.542(9) .
C8 C7 1.367(9) .
C8 C3 1.373(9) .
C8 H8 0.9300 .
C9 C6 1.503(9) .
C9 C10 1.502(9) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C7 C6 1.407(9) .
C7 H7 0.9300 .
C3 C4 1.377(9) .
C3 C2 1.501(9) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C5 C6 1.376(9) .
C5 C4 1.392(9) .
C5 H5 0.9300 .
C4 H4 0.9300 .
C11 H11 0.9300 .
C21 O5 1.365(9) .
C21 H21A 0.9600 .
C21 H21B 0.9600 .
C21 H21C 0.9600 .
O5 H5A 0.8200 .
C10 Zn1 2.588(7) 1_565
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
O5 H5A O4 0.82 1.96 2.732(7) 157.7 1_445
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_4
C19 N2 C18 C17 2.0(10) . .
Zn1 N2 C18 C17 176.4(5) 1_566 .
N2 C18 C17 C16 -1.1(11) . .
C18 N2 C19 C20 -1.2(10) . .
Zn1 N2 C19 C20 -175.2(5) 1_566 .
N2 C19 C20 C16 -0.5(11) . .
C19 C20 C16 C17 1.4(10) . .
C19 C20 C16 C13 -177.7(6) . .
C18 C17 C16 C20 -0.7(10) . .
C18 C17 C16 C13 178.4(6) . .
O2 Zn1 O1 C1 -90.5(14) 2_655 .
O4 Zn1 O1 C1 89.8(14) 1_545 .
N1 Zn1 O1 C1 -177.8(14) . .
N2 Zn1 O1 C1 4.0(14) 1_544 .
O3 Zn1 O1 C1 91.6(14) 1_545 .
C10 Zn1 O1 C1 88.2(14) 1_545 .
O2 Zn1 N1 C11 -106.2(5) 2_655 .
O1 Zn1 N1 C11 7.8(6) . .
O4 Zn1 N1 C11 100.8(5) 1_545 .
N2 Zn1 N1 C11 158(3) 1_544 .
O3 Zn1 N1 C11 159.6(5) 1_545 .
C10 Zn1 N1 C11 130.3(5) 1_545 .
O2 Zn1 N1 C15 69.2(5) 2_655 .
O1 Zn1 N1 C15 -176.7(5) . .
O4 Zn1 N1 C15 -83.7(5) 1_545 .
N2 Zn1 N1 C15 -26(4) 1_544 .
O3 Zn1 N1 C15 -24.9(5) 1_545 .
C10 Zn1 N1 C15 -54.2(5) 1_545 .
C11 N1 C15 C14 0.8(10) . .
Zn1 N1 C15 C14 -175.0(5) . .
C13 C14 C15 N1 -0.6(11) . .
Zn1 O1 C1 O2 75.1(17) . .
Zn1 O1 C1 C2 -109.7(13) . .
Zn1 O2 C1 O1 6.2(9) 2_655 .
Zn1 O2 C1 C2 -169.0(4) 2_655 .
C15 C14 C13 C12 -0.7(10) . .
C15 C14 C13 C16 178.8(6) . .
C11 C12 C13 C14 1.7(10) . .
C11 C12 C13 C16 -177.8(6) . .
C20 C16 C13 C14 -39.3(10) . .
C17 C16 C13 C14 141.6(7) . .
C20 C16 C13 C12 140.1(7) . .
C17 C16 C13 C12 -39.0(9) . .
C3 C8 C7 C6 -0.7(11) . .
C7 C8 C3 C4 0.5(10) . .
C7 C8 C3 C2 179.2(6) . .
C8 C3 C2 C1 -92.0(8) . .
C4 C3 C2 C1 86.7(8) . .
O1 C1 C2 C3 -89.0(7) . .
O2 C1 C2 C3 86.6(7) . .
C8 C3 C4 C5 -0.3(10) . .
C2 C3 C4 C5 -179.0(6) . .
C6 C5 C4 C3 0.3(11) . .
C4 C5 C6 C7 -0.4(11) . .
C4 C5 C6 C9 -176.8(7) . .
C8 C7 C6 C5 0.7(11) . .
C8 C7 C6 C9 177.1(7) . .
C10 C9 C6 C5 -137.4(7) . .
C10 C9 C6 C7 46.3(9) . .
C15 N1 C11 C12 0.3(10) . .
Zn1 N1 C11 C12 176.0(5) . .
C13 C12 C11 N1 -1.6(11) . .
Zn1 O3 C10 O4 6.2(6) 1_565 .
Zn1 O3 C10 C9 -174.5(5) 1_565 .
Zn1 O4 C10 O3 -6.6(6) 1_565 .
Zn1 O4 C10 C9 174.1(5) 1_565 .
C6 C9 C10 O3 63.1(8) . .
C6 C9 C10 O4 -117.6(7) . .
C6 C9 C10 Zn1 -61(5) . 1_565
