#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/01/2210153.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_2210153
loop_
_publ_author_name
'Ling-Yun Zhang'
'Xian-Zhong Sun'
_publ_section_title
;catena-Poly[[[bis(3-hydroxynaphthalene-2-carboxylato)zinc(II)]-μ-4,4'-bipyridine-κ²N:N']
 hemihydrate]
;
_journal_coeditor_code           CI2120
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2238
_journal_page_last               m2240
_journal_paper_doi               10.1107/S1600536806029667
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Zn (C11 H7 O3)2 (C10 H8 N2)], 0.5H2 O'
_chemical_formula_moiety         'C32 H22 N2 O6 Zn, 0.5H2 O1'
_chemical_formula_sum            'C32 H23 N2 O6.5 Zn'
_chemical_formula_weight         604.89
_chemical_name_systematic
;
catena-Poly[[[bis(3-hydroxynaphthalene-2-carboxylato)zinc(II)]-
μ-4,4'-bipyridine-κ²N:N'] hemihydrate]
;
_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                 112.100(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.432(3)
_cell_length_b                   10.8059(17)
_cell_length_c                   16.627(3)
_cell_measurement_reflns_used    100
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28
_cell_measurement_theta_min      2
_cell_volume                     2735.4(8)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker SMART APEX area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_sigmaI/netI    0.0401
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            14832
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         2.90
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.949
_exptl_absorpt_correction_T_max  0.8946
_exptl_absorpt_correction_T_min  0.8183
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2002)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1244
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.407
_refine_diff_density_min         -0.227
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         5906
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0737
_refine_ls_R_factor_gt           0.0426
_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)+(0.0578P)²+0.8697P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1027
_refine_ls_wR_factor_ref         0.1216
_reflns_number_gt                3942
_reflns_number_total             5906
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ci2120.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2210153
_cod_database_fobs_code          2210153
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
Zn Zn1 0.25922(2) 0.90579(3) 0.52690(2) 0.04953(13) Uani d . 1
O O1 0.41757(16) 0.5438(2) 0.72498(16) 0.0834(7) Uani d . 1
H H1A 0.3817 0.6003 0.7119 0.125 Uiso d R 1
O O2 0.33855(14) 0.7371(2) 0.64885(15) 0.0704(6) Uani d . 1
O O3 0.37769(13) 0.83377(19) 0.55288(14) 0.0620(5) Uani d . 1
O O4 -0.06538(18) 0.8098(3) 0.50067(19) 0.0941(8) Uani d . 1
H H4A -0.0257 0.8607 0.5105 0.141 Uiso d R 1
O O5 0.07898(17) 0.9033(2) 0.4993(2) 0.0908(8) Uani d . 1
O O6 0.17170(13) 0.7800(2) 0.47295(14) 0.0640(6) Uani d . 1
N N1 0.25582(16) 1.0198(2) 0.42659(15) 0.0501(6) Uani d . 1
N N2 0.26043(16) 1.4667(2) 0.11769(15) 0.0519(6) Uani d . 1
C C1 0.1881(2) 1.0943(3) 0.3882(2) 0.0662(9) Uani d . 1
H H1 0.1400 1.0894 0.4046 0.079 Uiso d R 1
C C2 0.1855(2) 1.1780(3) 0.3255(2) 0.0658(9) Uani d . 1
H H2 0.1362 1.2275 0.3002 0.079 Uiso d R 1
C C3 0.25535(18) 1.1894(2) 0.29959(17) 0.0469(6) Uani d . 1
C C4 0.3243(2) 1.1083(3) 0.3374(2) 0.0582(8) Uani d . 1
H H4 0.3724 1.1098 0.3208 0.070 Uiso d R 1
C C5 0.3222(2) 1.0257(3) 0.3992(2) 0.0581(8) Uani d . 1
H H5 0.3692 0.9716 0.4231 0.070 Uiso d R 1
C C6 0.2091(2) 1.4762(3) 0.1625(2) 0.0623(8) Uani d . 1
H H6 0.1738 1.5460 0.1542 0.075 Uiso d R 1
C C7 0.2055(2) 1.3882(3) 0.2209(2) 0.0596(8) Uani d . 1
H H7 0.1675 1.3989 0.2500 0.071 Uiso d R 1
C C8 0.25769(18) 1.2845(3) 0.23633(17) 0.0485(6) Uani d . 1
C C9 0.3121(2) 1.2746(3) 0.1902(2) 0.0596(8) Uani d . 1
H H9 0.3484 1.2060 0.1977 0.071 Uiso d R 1
C C10 0.3120(2) 1.3670(3) 0.1331(2) 0.0616(8) Uani d . 1
H H10 0.3500 1.3595 0.1036 0.074 Uiso d R 1
C C11 0.38816(19) 0.7487(3) 0.60753(19) 0.0534(7) Uani d . 1
C C12 0.46065(17) 0.6571(3) 0.62190(18) 0.0498(7) Uani d . 1
C C13 0.51540(18) 0.6659(3) 0.57728(18) 0.0534(7) Uani d . 1
H H13 0.5098 0.7329 0.5405 0.064 Uiso d R 1
C C14 0.58003(19) 0.5761(3) 0.58591(19) 0.0577(8) Uani d . 1
C C15 0.6381(2) 0.5834(4) 0.5404(2) 0.0745(10) Uani d . 1
H H15 0.6348 0.6500 0.5039 0.089 Uiso d R 1
C C16 0.6991(2) 0.4919(5) 0.5509(3) 0.0868(12) Uani d . 1
H H16 0.7373 0.4975 0.5216 0.104 Uiso d R 1
C C17 0.7048(3) 0.3916(4) 0.6040(3) 0.0887(13) Uani d . 1
H H17 0.7460 0.3300 0.6091 0.106 Uiso d R 1
C C18 0.6516(2) 0.3812(3) 0.6490(2) 0.0762(10) Uani d . 1
H H18 0.6564 0.3130 0.6846 0.091 Uiso d R 1
C C19 0.5883(2) 0.4739(3) 0.6418(2) 0.0592(8) Uani d . 1
C C20 0.5319(2) 0.4665(3) 0.6880(2) 0.0661(8) Uani d . 1
H H20 0.5366 0.4000 0.7250 0.079 Uiso d R 1
C C21 0.4705(2) 0.5552(3) 0.6789(2) 0.0578(7) Uani d . 1
C C22 0.0966(2) 0.8036(3) 0.4730(2) 0.0574(7) Uani d . 1
C C23 0.02793(18) 0.7061(3) 0.43936(18) 0.0488(6) Uani d . 1
C C24 -0.0498(2) 0.7126(3) 0.4576(2) 0.0576(7) Uani d . 1
C C25 -0.1091(2) 0.6192(3) 0.4317(2) 0.0668(9) Uani d . 1
H H25 -0.1582 0.6220 0.4466 0.080 Uiso d R 1
C C26 -0.0990(2) 0.5196(3) 0.3835(2) 0.0591(8) Uani d . 1
C C27 -0.1611(3) 0.4220(4) 0.3537(3) 0.0842(12) Uani d . 1
H H27 -0.2100 0.4221 0.3689 0.101 Uiso d R 1
C C28 -0.1510(3) 0.3305(4) 0.3046(3) 0.1034(15) Uani d . 1
H H28 -0.1930 0.2682 0.2859 0.124 Uiso d R 1
C C29 -0.0783(4) 0.3269(4) 0.2810(3) 0.1151(16) Uani d . 1
H H29 -0.0726 0.2634 0.2457 0.138 Uiso d R 1
C C30 -0.0156(3) 0.4171(4) 0.3094(3) 0.1031(14) Uani d . 1
H H30 0.0335 0.4136 0.2945 0.124 Uiso d R 1
C C31 -0.0242(2) 0.5145(3) 0.3611(2) 0.0596(8) Uani d . 1
C C32 0.03859(19) 0.6087(3) 0.3924(2) 0.0561(7) Uani d . 1
H H32 0.0895 0.6044 0.3805 0.067 Uiso d R 1
O O1W 0.5150(3) 0.5732(6) 0.9164(4) 0.1020(18) Uani d P 0.50
H H1WA 0.5499 0.5151 0.9166 0.153 Uiso d PR 0.50
H H1WB 0.4884 0.5858 0.8623 0.153 Uiso d PR 0.50
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
O6 Zn1 O3 . . 108.78(9) y
O6 Zn1 N2 . 4_586 128.04(10) y
O3 Zn1 N2 . 4_586 111.58(9) y
O6 Zn1 N1 . . 104.83(9) y
O3 Zn1 N1 . . 97.83(9) y
N2 Zn1 N1 4_586 . 100.67(9) y
C21 O1 H1A . . 109.4 ?
C11 O3 Zn1 . . 107.44(19) ?
C24 O4 H4A . . 109.5 ?
C22 O6 Zn1 . . 114.5(2) ?
C1 N1 C5 . . 116.9(2) ?
C1 N1 Zn1 . . 121.1(2) ?
C5 N1 Zn1 . . 122.0(2) ?
C6 N2 C10 . . 116.6(2) ?
C6 N2 Zn1 . 4_585 122.3(2) ?
C10 N2 Zn1 . 4_585 121.0(2) ?
N1 C1 C2 . . 123.2(3) ?
N1 C1 H1 . . 118.4 ?
C2 C1 H1 . . 118.4 ?
C1 C2 C3 . . 120.5(3) ?
C1 C2 H2 . . 119.8 ?
C3 C2 H2 . . 119.7 ?
C2 C3 C4 . . 116.0(3) ?
C2 C3 C8 . . 122.2(3) ?
C4 C3 C8 . . 121.8(3) ?
C5 C4 C3 . . 120.4(3) ?
C5 C4 H4 . . 119.9 ?
C3 C4 H4 . . 119.7 ?
N1 C5 C4 . . 122.8(3) ?
N1 C5 H5 . . 118.6 ?
C4 C5 H5 . . 118.6 ?
N2 C6 C7 . . 123.4(3) ?
N2 C6 H6 . . 118.2 ?
C7 C6 H6 . . 118.4 ?
C8 C7 C6 . . 120.3(3) ?
C8 C7 H7 . . 119.8 ?
C6 C7 H7 . . 119.8 ?
C7 C8 C9 . . 116.6(3) ?
C7 C8 C3 . . 121.1(2) ?
C9 C8 C3 . . 122.3(3) ?
C10 C9 C8 . . 119.5(3) ?
C10 C9 H9 . . 120.3 ?
C8 C9 H9 . . 120.2 ?
N2 C10 C9 . . 123.5(3) ?
N2 C10 H10 . . 118.2 ?
C9 C10 H10 . . 118.2 ?
O2 C11 O3 . . 121.9(3) ?
O2 C11 C12 . . 119.3(3) ?
O3 C11 C12 . . 118.9(3) ?
C13 C12 C21 . . 118.9(3) ?
C13 C12 C11 . . 120.9(3) ?
C21 C12 C11 . . 120.1(3) ?
C12 C13 C14 . . 121.5(3) ?
C12 C13 H13 . . 119.3 ?
C14 C13 H13 . . 119.3 ?
C13 C14 C19 . . 119.2(3) ?
C13 C14 C15 . . 122.5(3) ?
C19 C14 C15 . . 118.3(3) ?
C16 C15 C14 . . 119.7(4) ?
C16 C15 H15 . . 120.0 ?
C14 C15 H15 . . 120.3 ?
C15 C16 C17 . . 121.1(4) ?
C15 C16 H16 . . 119.5 ?
C17 C16 H16 . . 119.4 ?
C18 C17 C16 . . 121.2(4) ?
C18 C17 H17 . . 119.4 ?
C16 C17 H17 . . 119.4 ?
C17 C18 C19 . . 120.1(4) ?
C17 C18 H18 . . 120.0 ?
C19 C18 H18 . . 119.9 ?
C20 C19 C18 . . 121.8(3) ?
C20 C19 C14 . . 118.8(3) ?
C18 C19 C14 . . 119.5(3) ?
C21 C20 C19 . . 120.8(3) ?
C21 C20 H20 . . 119.5 ?
C19 C20 H20 . . 119.7 ?
C20 C21 O1 . . 118.5(3) ?
C20 C21 C12 . . 121.0(3) ?
O1 C21 C12 . . 120.5(3) ?
O5 C22 O6 . . 122.4(3) ?
O5 C22 C23 . . 120.2(3) ?
O6 C22 C23 . . 117.4(3) ?
C32 C23 C24 . . 118.7(3) ?
C32 C23 C22 . . 121.3(3) ?
C24 C23 C22 . . 120.0(3) ?
O4 C24 C25 . . 119.4(3) ?
O4 C24 C23 . . 121.1(3) ?
C25 C24 C23 . . 119.5(3) ?
C24 C25 C26 . . 122.2(3) ?
C24 C25 H25 . . 119.0 ?
C26 C25 H25 . . 118.8 ?
C25 C26 C31 . . 119.1(3) ?
C25 C26 C27 . . 123.5(3) ?
C31 C26 C27 . . 117.4(3) ?
C28 C27 C26 . . 121.8(4) ?
C28 C27 H27 . . 119.2 ?
C26 C27 H27 . . 119.0 ?
C27 C28 C29 . . 120.8(4) ?
C27 C28 H28 . . 119.5 ?
C29 C28 H28 . . 119.7 ?
C30 C29 C28 . . 119.9(4) ?
C30 C29 H29 . . 120.1 ?
C28 C29 H29 . . 120.0 ?
C29 C30 C31 . . 120.7(4) ?
C29 C30 H30 . . 119.7 ?
C31 C30 H30 . . 119.6 ?
C30 C31 C32 . . 122.9(3) ?
C30 C31 C26 . . 119.4(3) ?
C32 C31 C26 . . 117.8(3) ?
C23 C32 C31 . . 122.6(3) ?
C23 C32 H32 . . 118.7 ?
C31 C32 H32 . . 118.7 ?
H1WA O1W H1WB . . 101.5 ?
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 O6 . 1.936(2) yes
Zn1 O3 . 1.987(2) yes
Zn1 N2 4_586 2.039(2) yes
Zn1 N1 . 2.057(2) yes
O1 C21 . 1.364(3) ?
O1 H1A . 0.82 ?
O2 C11 . 1.254(3) ?
O3 C11 . 1.258(3) ?
O4 C24 . 1.349(4) ?
O4 H4A . 0.82 ?
O5 C22 . 1.238(4) ?
O6 C22 . 1.259(3) ?
N1 C1 . 1.327(4) ?
N1 C5 . 1.333(4) ?
N2 C6 . 1.323(4) ?
N2 C10 . 1.335(4) ?
N2 Zn1 4_585 2.039(2) ?
C1 C2 . 1.368(4) ?
C1 H1 . 0.93 ?
C2 C3 . 1.375(4) ?
C2 H2 . 0.93 ?
C3 C4 . 1.383(4) ?
C3 C8 . 1.481(4) ?
C4 C5 . 1.371(4) ?
C4 H4 . 0.93 ?
C5 H5 . 0.93 ?
C6 C7 . 1.376(4) ?
C6 H6 . 0.93 ?
C7 C8 . 1.375(4) ?
C7 H7 . 0.93 ?
C8 C9 . 1.384(4) ?
C9 C10 . 1.378(4) ?
C9 H9 . 0.93 ?
C10 H10 . 0.93 ?
C11 C12 . 1.497(4) ?
C12 C13 . 1.368(4) ?
C12 C21 . 1.422(4) ?
C13 C14 . 1.406(4) ?
C13 H13 . 0.93 ?
C14 C19 . 1.417(4) ?
C14 C15 . 1.425(4) ?
C15 C16 . 1.372(5) ?
C15 H15 . 0.93 ?
C16 C17 . 1.380(6) ?
C16 H16 . 0.93 ?
C17 C18 . 1.351(5) ?
C17 H17 . 0.93 ?
C18 C19 . 1.417(4) ?
C18 H18 . 0.93 ?
C19 C20 . 1.411(4) ?
C20 C21 . 1.358(4) ?
C20 H20 . 0.93 ?
C22 C23 . 1.491(4) ?
C23 C32 . 1.360(4) ?
C23 C24 . 1.421(4) ?
C24 C25 . 1.355(4) ?
C25 C26 . 1.388(5) ?
C25 H25 . 0.93 ?
C26 C31 . 1.413(4) ?
C26 C27 . 1.421(4) ?
C27 C28 . 1.332(6) ?
C27 H27 . 0.93 ?
C28 C29 . 1.390(6) ?
C28 H28 . 0.93 ?
C29 C30 . 1.368(6) ?
C29 H29 . 0.93 ?
C30 C31 . 1.400(5) ?
C30 H30 . 0.93 ?
C31 C32 . 1.403(4) ?
C32 H32 . 0.93 ?
O1W H1WA . 0.85 ?
O1W H1WB . 0.85 ?
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
O1W H1WA O3 2_646 0.85 2.25 3.064(7) 161
O1 H1A O2 . 0.82 1.80 2.533(3) 149
O1W H1WB O1 . 0.85 2.18 2.993(7) 159
O4 h4A O5 . 0.82 1.86 2.586(4) 147
