#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/51/2235172.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_2235172
loop_
_publ_author_name
'Li, Ya-Feng'
'Xu, Yue'
'Qin, Xiao-Lin'
'Gao, Wen-Yuan'
'Gao, Yue'
_publ_section_title
;
 catena-Poly[[(1,10-phenanthroline-κ²N,N')zinc]-μ-furan-2,5-dicarboxylato-κ⁴O²,O^2'^:O⁵,O^5'^]
;
_journal_coeditor_code           NG5269
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m750
_journal_paper_doi               10.1107/S1600536812019836
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          '[Zn (C6 H2 O5) (C12 H8 N2)]'
_chemical_formula_moiety         'C18 H10 N2 O5 Zn'
_chemical_formula_sum            'C18 H10 N2 O5 Zn'
_chemical_formula_weight         399.67
_chemical_name_systematic
;
catena-Poly[[(1,10-phenanthroline-κ²N,N')zinc]-
μ-furan-2,5-dicarboxylato-
κ⁴O²,O^2'^:O⁵,O^5'^]
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 104.42(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.8725(10)
_cell_length_b                   15.013(3)
_cell_length_c                   19.241(8)
_cell_measurement_reflns_used    2000
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.49
_cell_volume                     1642.9(8)
_computing_cell_refinement       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_collection       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2002)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 2000)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       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  0.0658
_diffrn_reflns_av_sigmaI/netI    0.0605
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            14467
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.49
_exptl_absorpt_coefficient_mu    1.528
_exptl_absorpt_correction_T_max  0.8379
_exptl_absorpt_correction_T_min  0.7921
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.616
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             808
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.367
_refine_diff_density_min         -0.367
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3688
_refine_ls_number_restraints     156
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.1075
_refine_ls_R_factor_gt           0.0550
_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)+(0.0305P)²+1.7497P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0986
_refine_ls_wR_factor_ref         0.1214
_reflns_number_gt                2166
_reflns_number_total             3688
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ng5269.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2235172
_cod_database_fobs_code          2235172
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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_symmetry_multiplicity
Zn Zn1 0.35240(10) 0.25875(4) 0.08732(3) 0.0611(2) Uani d U 1 1
O O1 0.6391(5) 0.3452(2) 0.11677(17) 0.0704(9) Uani d U 1 1
O O2 0.3330(5) 0.3794(2) 0.15596(16) 0.0662(9) Uani d U 1 1
O O3 0.5760(4) 0.51458(17) 0.23919(13) 0.0448(6) Uani d U 1 1
O O4 0.8463(5) 0.6748(2) 0.36985(15) 0.0636(8) Uani d U 1 1
O O5 0.4722(5) 0.6501(2) 0.32328(16) 0.0686(9) Uani d U 1 1
N N1 0.1045(7) 0.3030(3) -0.00407(19) 0.0614(9) Uani d U 1 1
N N2 0.4670(6) 0.1904(3) 0.00778(18) 0.0606(10) Uani d U 1 1
C C1 0.5395(7) 0.3928(3) 0.1538(2) 0.0503(10) Uani d U 1 1
C C2 0.6835(6) 0.4618(3) 0.1988(2) 0.0437(9) Uani d U 1 1
C C3 0.9155(7) 0.4798(3) 0.2139(2) 0.0565(11) Uani d U 1 1
H H3 1.0259 0.4532 0.1933 0.068 Uiso calc R 1 1
C C4 0.9582(7) 0.5469(3) 0.2670(2) 0.0544(11) Uani d U 1 1
H H4 1.1028 0.5724 0.2886 0.065 Uiso calc R 1 1
C C5 0.7492(6) 0.5669(3) 0.28057(19) 0.0444(9) Uani d U 1 1
C C6 0.6828(7) 0.6332(3) 0.3271(2) 0.0484(10) Uani d U 1 1
C C7 -0.0749(10) 0.3570(4) -0.0079(3) 0.0833(16) Uani d U 1 1
H H7 -0.0992 0.3816 0.0340 0.100 Uiso calc R 1 1
C C8 -0.2319(10) 0.3783(4) -0.0746(4) 0.0997(19) Uani d U 1 1
H H8 -0.3571 0.4170 -0.0767 0.120 Uiso calc R 1 1
C C9 -0.1958(10) 0.3409(4) -0.1357(3) 0.0943(19) Uani d U 1 1
H H9 -0.2991 0.3539 -0.1797 0.113 Uiso calc R 1 1
C C10 -0.0086(9) 0.2843(4) -0.1334(3) 0.0711(14) Uani d U 1 1
C C11 0.0446(11) 0.2424(4) -0.1952(2) 0.0849(17) Uani d U 1 1
H H11 -0.0532 0.2524 -0.2405 0.102 Uiso calc R 1 1
C C12 0.2292(12) 0.1902(4) -0.1882(3) 0.0942(18) Uani d U 1 1
H H12 0.2631 0.1667 -0.2293 0.113 Uiso calc R 1 1
C C13 0.3771(10) 0.1689(4) -0.1206(3) 0.0757(14) Uani d U 1 1
C C14 0.5738(13) 0.1132(5) -0.1103(4) 0.107(2) Uani d U 1 1
H H14 0.6125 0.0874 -0.1497 0.129 Uiso calc R 1 1
C C15 0.7072(12) 0.0968(5) -0.0442(4) 0.112(2) Uani d U 1 1
H H15 0.8534 0.0666 -0.0303 0.135 Uiso d R 1 1
C C16 0.6508(9) 0.1371(4) 0.0144(3) 0.0880(17) Uani d U 1 1
H H16 0.7459 0.1262 0.0601 0.106 Uiso calc R 1 1
C C17 0.1378(7) 0.2662(3) -0.0654(2) 0.0542(11) Uani d U 1 1
C C18 0.3306(8) 0.2074(3) -0.0590(2) 0.0574(11) Uani d U 1 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
O4 Zn1 N2 2_645 . 108.37(14)
O4 Zn1 O1 2_645 . 141.51(13)
N2 Zn1 O1 . . 96.85(13)
O4 Zn1 N1 2_645 . 100.88(13)
N2 Zn1 N1 . . 79.86(15)
O1 Zn1 N1 . . 112.06(14)
O4 Zn1 O2 2_645 . 98.21(12)
N2 Zn1 O2 . . 153.40(13)
O1 Zn1 O2 . . 59.89(11)
N1 Zn1 O2 . . 96.36(14)
O4 Zn1 O5 2_645 2_645 58.36(10)
N2 Zn1 O5 . 2_645 91.83(13)
O1 Zn1 O5 . 2_645 93.13(12)
N1 Zn1 O5 . 2_645 154.14(13)
O2 Zn1 O5 . 2_645 101.54(12)
O4 Zn1 C1 2_645 . 121.27(13)
N2 Zn1 C1 . . 126.34(14)
O1 Zn1 C1 . . 30.16(12)
N1 Zn1 C1 . . 107.51(14)
O2 Zn1 C1 . . 29.78(11)
O5 Zn1 C1 2_645 . 97.18(12)
O4 Zn1 C6 2_645 2_645 29.39(11)
N2 Zn1 C6 . 2_645 101.69(14)
O1 Zn1 C6 . 2_645 118.33(13)
N1 Zn1 C6 . 2_645 128.86(14)
O2 Zn1 C6 . 2_645 101.04(13)
O5 Zn1 C6 2_645 2_645 28.98(10)
C1 Zn1 C6 . 2_645 111.29(13)
C1 O1 Zn1 . . 92.8(2)
C1 O2 Zn1 . . 85.3(2)
C2 O3 C5 . . 106.3(3)
C6 O4 Zn1 . 2_655 98.7(2)
C6 O5 Zn1 . 2_655 81.6(2)
C7 N1 C17 . . 119.2(4)
C7 N1 Zn1 . . 128.5(4)
C17 N1 Zn1 . . 112.3(3)
C16 N2 C18 . . 118.7(4)
C16 N2 Zn1 . . 129.0(4)
C18 N2 Zn1 . . 112.3(3)
O2 C1 O1 . . 121.8(4)
O2 C1 C2 . . 121.1(4)
O1 C1 C2 . . 117.0(4)
O2 C1 Zn1 . . 64.9(2)
O1 C1 Zn1 . . 57.0(2)
C2 C1 Zn1 . . 170.2(3)
C3 C2 O3 . . 110.2(3)
C3 C2 C1 . . 132.0(4)
O3 C2 C1 . . 117.5(3)
C2 C3 C4 . . 106.7(4)
C2 C3 H3 . . 126.7
C4 C3 H3 . . 126.7
C5 C4 C3 . . 107.0(4)
C5 C4 H4 . . 126.5
C3 C4 H4 . . 126.5
C4 C5 O3 . . 109.8(3)
C4 C5 C6 . . 131.8(4)
O3 C5 C6 . . 118.4(3)
O5 C6 O4 . . 121.3(4)
O5 C6 C5 . . 121.1(4)
O4 C6 C5 . . 117.5(3)
O5 C6 Zn1 . 2_655 69.4(2)
O4 C6 Zn1 . 2_655 51.9(2)
C5 C6 Zn1 . 2_655 169.1(3)
N1 C7 C8 . . 121.4(5)
N1 C7 H7 . . 119.3
C8 C7 H7 . . 119.3
C9 C8 C7 . . 118.8(6)
C9 C8 H8 . . 120.6
C7 C8 H8 . . 120.6
C8 C9 C10 . . 121.1(5)
C8 C9 H9 . . 119.4
C10 C9 H9 . . 119.4
C9 C10 C17 . . 116.6(5)
C9 C10 C11 . . 125.1(5)
C17 C10 C11 . . 118.3(5)
C12 C11 C10 . . 121.1(5)
C12 C11 H11 . . 119.4
C10 C11 H11 . . 119.4
C11 C12 C13 . . 122.1(6)
C11 C12 H12 . . 119.0
C13 C12 H12 . . 119.0
C14 C13 C18 . . 116.9(5)
C14 C13 C12 . . 124.3(6)
C18 C13 C12 . . 118.7(5)
C15 C14 C13 . . 120.8(6)
C15 C14 H14 . . 119.6
C13 C14 H14 . . 119.6
C14 C15 C16 . . 119.2(6)
C14 C15 H15 . . 129.0
C16 C15 H15 . . 111.2
N2 C16 C15 . . 122.5(6)
N2 C16 H16 . . 118.7
C15 C16 H16 . . 118.7
N1 C17 C10 . . 122.9(4)
N1 C17 C18 . . 117.5(4)
C10 C17 C18 . . 119.6(4)
N2 C18 C13 . . 121.8(5)
N2 C18 C17 . . 118.0(4)
C13 C18 C17 . . 120.1(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Zn1 O4 2_645 2.027(3)
Zn1 N2 . 2.089(4)
Zn1 O1 . 2.090(3)
Zn1 N1 . 2.092(4)
Zn1 O2 . 2.261(3)
Zn1 O5 2_645 2.408(3)
O1 C1 . 1.252(5)
O2 C1 . 1.240(5)
O3 C2 . 1.369(4)
O3 C5 . 1.372(4)
O4 C6 . 1.263(4)
O5 C6 . 1.246(4)
N1 C7 . 1.316(6)
N1 C17 . 1.361(5)
N2 C16 . 1.324(6)
N2 C18 . 1.358(5)
C1 C2 . 1.475(5)
C2 C3 . 1.347(5)
C3 C4 . 1.413(6)
C3 H3 . 0.9300
C4 C5 . 1.351(5)
C4 H4 . 0.9300
C5 C6 . 1.455(5)
C7 C8 . 1.418(7)
C7 H7 . 0.9300
C8 C9 . 1.367(8)
C8 H8 . 0.9300
C9 C10 . 1.381(8)
C9 H9 . 0.9300
C10 C17 . 1.401(6)
C10 C11 . 1.447(7)
C11 C12 . 1.317(8)
C11 H11 . 0.9300
C12 C13 . 1.410(7)
C12 H12 . 0.9300
C13 C14 . 1.399(8)
C13 C18 . 1.405(6)
C14 C15 . 1.341(9)
C14 H14 . 0.9300
C15 C16 . 1.390(8)
C15 H15 . 0.9487
C16 H16 . 0.9300
C17 C18 . 1.416(6)
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_4
_geom_torsion
O4 Zn1 O1 C1 2_645 . -59.7(3)
N2 Zn1 O1 C1 . . 168.9(3)
N1 Zn1 O1 C1 . . 87.1(3)
O2 Zn1 O1 C1 . . 2.6(2)
O5 Zn1 O1 C1 2_645 . -98.9(3)
C6 Zn1 O1 C1 2_645 . -83.9(3)
O4 Zn1 O2 C1 2_645 . 143.5(2)
N2 Zn1 O2 C1 . . -34.5(4)
O1 Zn1 O2 C1 . . -2.6(2)
N1 Zn1 O2 C1 . . -114.5(3)
O5 Zn1 O2 C1 2_645 . 84.3(3)
C6 Zn1 O2 C1 2_645 . 113.8(3)
O4 Zn1 N1 C7 2_645 . 71.3(4)
N2 Zn1 N1 C7 . . 178.3(4)
O1 Zn1 N1 C7 . . -88.4(4)
O2 Zn1 N1 C7 . . -28.3(4)
O5 Zn1 N1 C7 2_645 . 105.4(5)
C1 Zn1 N1 C7 . . -56.6(4)
C6 Zn1 N1 C7 2_645 . 81.4(5)
O4 Zn1 N1 C17 2_645 . -106.0(3)
N2 Zn1 N1 C17 . . 1.0(3)
O1 Zn1 N1 C17 . . 94.3(3)
O2 Zn1 N1 C17 . . 154.4(3)
O5 Zn1 N1 C17 2_645 . -71.9(4)
C1 Zn1 N1 C17 . . 126.1(3)
C6 Zn1 N1 C17 2_645 . -95.9(3)
O4 Zn1 N2 C16 2_645 . -84.1(4)
O1 Zn1 N2 C16 . . 66.4(4)
N1 Zn1 N2 C16 . . 177.7(4)
O2 Zn1 N2 C16 . . 93.7(5)
O5 Zn1 N2 C16 2_645 . -27.0(4)
C1 Zn1 N2 C16 . . 73.3(5)
C6 Zn1 N2 C16 2_645 . -54.5(4)
O4 Zn1 N2 C18 2_645 . 97.8(3)
O1 Zn1 N2 C18 . . -111.7(3)
N1 Zn1 N2 C18 . . -0.4(3)
O2 Zn1 N2 C18 . . -84.3(4)
O5 Zn1 N2 C18 2_645 . 154.9(3)
C1 Zn1 N2 C18 . . -104.8(3)
C6 Zn1 N2 C18 2_645 . 127.5(3)
Zn1 O2 C1 O1 . . 4.5(4)
Zn1 O2 C1 C2 . . -171.2(4)
Zn1 O1 C1 O2 . . -4.9(4)
Zn1 O1 C1 C2 . . 171.0(3)
O4 Zn1 C1 O2 2_645 . -43.5(3)
N2 Zn1 C1 O2 . . 161.7(2)
O1 Zn1 C1 O2 . . 175.4(4)
N1 Zn1 C1 O2 . . 71.5(3)
O5 Zn1 C1 O2 2_645 . -100.7(2)
C6 Zn1 C1 O2 2_645 . -74.5(3)
O4 Zn1 C1 O1 2_645 . 141.0(2)
N2 Zn1 C1 O1 . . -13.8(3)
N1 Zn1 C1 O1 . . -103.9(3)
O2 Zn1 C1 O1 . . -175.4(4)
O5 Zn1 C1 O1 2_645 . 83.8(3)
C6 Zn1 C1 O1 2_645 . 110.1(3)
C5 O3 C2 C3 . . 0.0(4)
C5 O3 C2 C1 . . 174.6(3)
O2 C1 C2 C3 . . 168.7(4)
O1 C1 C2 C3 . . -7.3(7)
O2 C1 C2 O3 . . -4.5(6)
O1 C1 C2 O3 . . 179.6(4)
O3 C2 C3 C4 . . 0.5(5)
C1 C2 C3 C4 . . -173.0(4)
C2 C3 C4 C5 . . -0.9(5)
C3 C4 C5 O3 . . 0.9(5)
C3 C4 C5 C6 . . -176.6(4)
C2 O3 C5 C4 . . -0.6(4)
C2 O3 C5 C6 . . 177.3(3)
Zn1 O5 C6 O4 2_655 . 1.0(4)
Zn1 O5 C6 C5 2_655 . -176.7(4)
Zn1 O4 C6 O5 2_655 . -1.2(5)
Zn1 O4 C6 C5 2_655 . 176.6(3)
C4 C5 C6 O5 . . 168.5(4)
O3 C5 C6 O5 . . -8.9(6)
C4 C5 C6 O4 . . -9.3(7)
O3 C5 C6 O4 . . 173.3(3)
C4 C5 C6 Zn1 . 2_655 4.8(19)
O3 C5 C6 Zn1 . 2_655 -172.5(13)
C17 N1 C7 C8 . . -0.8(7)
Zn1 N1 C7 C8 . . -178.0(4)
N1 C7 C8 C9 . . 0.7(9)
C7 C8 C9 C10 . . -0.9(9)
C8 C9 C10 C17 . . 1.2(8)
C8 C9 C10 C11 . . -179.5(5)
C9 C10 C11 C12 . . 179.0(6)
C17 C10 C11 C12 . . -1.7(8)
C10 C11 C12 C13 . . 3.3(9)
C11 C12 C13 C14 . . 179.4(6)
C11 C12 C13 C18 . . -2.5(9)
C18 C13 C14 C15 . . 1.2(9)
C12 C13 C14 C15 . . 179.4(6)
C13 C14 C15 C16 . . -1.2(11)
C18 N2 C16 C15 . . -1.1(8)
Zn1 N2 C16 C15 . . -179.1(5)
C14 C15 C16 N2 . . 1.2(10)
C7 N1 C17 C10 . . 1.2(7)
Zn1 N1 C17 C10 . . 178.8(3)
C7 N1 C17 C18 . . -179.0(4)
Zn1 N1 C17 C18 . . -1.4(5)
C9 C10 C17 N1 . . -1.4(7)
C11 C10 C17 N1 . . 179.2(4)
C9 C10 C17 C18 . . 178.9(4)
C11 C10 C17 C18 . . -0.5(6)
C16 N2 C18 C13 . . 1.2(7)
Zn1 N2 C18 C13 . . 179.5(3)
C16 N2 C18 C17 . . -178.5(4)
Zn1 N2 C18 C17 . . -0.2(5)
C14 C13 C18 N2 . . -1.2(7)
C12 C13 C18 N2 . . -179.5(5)
C14 C13 C18 C17 . . 178.5(5)
C12 C13 C18 C17 . . 0.2(7)
N1 C17 C18 N2 . . 1.1(6)
C10 C17 C18 N2 . . -179.1(4)
N1 C17 C18 C13 . . -178.6(4)
C10 C17 C18 C13 . . 1.2(6)
