#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/30/2233003.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_2233003
loop_
_publ_author_name
'Lu, Yu-Kun'
'Liu, Jian'
'Diao, Cheng-Lin'
'Lü, Ren-Qing'
'Liu, Yun-Qi'
_publ_section_title
;
 Poly[[(4,4'-bipyridine-κN)[μ₃-(S)-2-hydroxybutanedioato-κ⁴O¹,O²:O⁴:O^4'^]zinc]
 dihydrate]
;
_journal_coeditor_code           XU5364
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1684
_journal_page_last               m1685
_journal_paper_doi               10.1107/S1600536811045788
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Zn (C4 H4 O5) (C10 H8 N2)], 2H2 O'
_chemical_formula_moiety         'C14 H12 N2 O5 Zn, 2(H2 O)'
_chemical_formula_sum            'C14 H16 N2 O7 Zn'
_chemical_formula_weight         389.66
_chemical_name_systematic
;
Poly[[(4,4'-bipyridine-κN)[μ₃-(S)-2-hydroxybutanedioato-
κ⁴O¹,O²:O⁴:O^4'^]zinc] dihydrate]
;
_space_group_IT_number           43
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'F 2 -2d'
_symmetry_space_group_name_H-M   'F d d 2'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            16
_cell_length_a                   17.810(5)
_cell_length_b                   47.447(9)
_cell_length_c                   7.4063(15)
_cell_measurement_reflns_used    14444
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.01
_cell_volume                     6259(2)
_computing_cell_refinement       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_collection       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction        'PROCESS-AUTO (Rigaku, 1998)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 1999)'
_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
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       'ω scans'
_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  0.0769
_diffrn_reflns_av_sigmaI/netI    0.0585
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       61
_diffrn_reflns_limit_k_min       -60
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            14679
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.01
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.610
_exptl_absorpt_correction_T_max  0.843
_exptl_absorpt_correction_T_min  0.689
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.654
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3200
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.391
_refine_diff_density_min         -0.367
_refine_ls_abs_structure_details 'Flack (1983), 1438 Friedel pairs'
_refine_ls_abs_structure_Flack   0.006(17)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3380
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0585
_refine_ls_R_factor_gt           0.0441
_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)+(0.0226P)²+22.1041P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0809
_refine_ls_wR_factor_ref         0.0869
_reflns_number_gt                2817
_reflns_number_total             3380
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            xu5364.cif
_cod_data_source_block           I
_cod_database_code               2233003
_cod_database_fobs_code          2233003
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x+1/4, y+1/4, z+1/4'
'x+3/4, -y+3/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'-x+1/4, y+3/4, z+3/4'
'x+3/4, -y+5/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'-x+3/4, y+1/4, z+3/4'
'x+5/4, -y+3/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'-x+3/4, y+3/4, z+1/4'
'x+5/4, -y+5/4, z+1/4'
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 0.07684(2) 0.130827(9) 0.47984(7) 0.02744(12) Uani d . 1 1
O O1 0.0495(2) 0.09140(7) 0.5405(4) 0.0404(8) Uani d . 1 1
O O2 0.0317(2) 0.05848(6) 0.7462(5) 0.0527(9) Uani d . 1 1
O O3 0.0542(2) 0.13206(6) 0.7701(5) 0.0485(10) Uani d . 1 1
H H3 0.0687 0.1404 0.8642 0.073 Uiso d R 1 1
O O4 0.06058(15) 0.12247(7) 1.2138(5) 0.0333(7) Uani d . 1 1
O O5 -0.06183(15) 0.12117(6) 1.2620(4) 0.0342(8) Uani d . 1 1
O O1W 0.0119(3) 0.02832(12) 0.0565(8) 0.107(2) Uani d . 1 1
H H11 0.0426 0.0271 -0.0336 0.160 Uiso d R 1 1
H H12 -0.0276 0.0221 0.0211 0.160 Uiso d R 1 1
O O2W 0.0295(3) 0.02594(13) 0.4228(9) 0.111(2) Uani d . 1 1
H H14 0.0006 0.0243 0.5139 0.167 Uiso d R 1 1
H H13 0.0305 0.0435 0.4020 0.167 Uiso d R 1 1
N N1 0.05148(18) 0.17331(6) 0.4739(6) 0.0300(8) Uani d . 1 1
N N2 -0.0363(3) 0.31846(8) 0.4508(6) 0.0507(12) Uani d . 1 1
C C1 -0.0156(2) 0.18258(9) 0.4188(6) 0.0364(11) Uani d . 1 1
H H1 -0.0505 0.1695 0.3778 0.055 Uiso calc R 1 1
C C2 -0.0353(2) 0.21050(9) 0.4200(6) 0.0344(10) Uani d . 1 1
H H2 -0.0830 0.2160 0.3828 0.052 Uiso calc R 1 1
C C3 0.0164(2) 0.23059(8) 0.4772(7) 0.0295(8) Uani d . 1 1
C C4 -0.0022(2) 0.26103(8) 0.4763(7) 0.0314(9) Uani d . 1 1
C C5 -0.0736(3) 0.27109(9) 0.5116(7) 0.0395(12) Uani d . 1 1
H H5 -0.1116 0.2587 0.5455 0.047 Uiso calc R 1 1
C C6 -0.0880(3) 0.29946(10) 0.4965(9) 0.0501(13) Uani d . 1 1
H H6 -0.1365 0.3057 0.5193 0.060 Uiso calc R 1 1
C C7 0.0328(3) 0.30880(10) 0.4207(7) 0.0512(14) Uani d . 1 1
H H7 0.0700 0.3217 0.3899 0.061 Uiso calc R 1 1
C C8 0.0521(3) 0.28080(10) 0.4329(7) 0.0433(12) Uani d . 1 1
H H8 0.1013 0.2752 0.4120 0.052 Uiso calc R 1 1
C C9 0.0855(2) 0.22099(9) 0.5339(6) 0.0351(11) Uani d . 1 1
H H9 0.1216 0.2337 0.5735 0.042 Uiso calc R 1 1
C C10 0.1010(2) 0.19244(9) 0.5320(6) 0.0340(11) Uani d . 1 1
H H10 0.1476 0.1863 0.5727 0.041 Uiso calc R 1 1
C C11 0.0415(2) 0.08348(9) 0.7015(7) 0.0331(10) Uani d . 1 1
C C12 0.0483(3) 0.10540(10) 0.8520(6) 0.0307(10) Uani d . 1 1
H H4 0.0942 0.1017 0.9209 0.037 Uiso calc R 1 1
C C13 -0.0179(2) 0.10388(9) 0.9781(7) 0.0347(9) Uani d . 1 1
H H13A -0.0317 0.0842 0.9935 0.042 Uiso calc R 1 1
H H13B -0.0601 0.1134 0.9217 0.042 Uiso calc R 1 1
C C14 -0.0056(2) 0.11663(8) 1.1619(5) 0.0271(9) Uani d . 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
O1 Zn1 O5 . 16_444 99.87(13)
O1 Zn1 O4 . 1_554 90.04(13)
O5 Zn1 O4 16_444 1_554 104.34(12)
O1 Zn1 N1 . . 150.56(13)
O5 Zn1 N1 16_444 . 105.40(12)
O4 Zn1 N1 1_554 . 97.97(16)
O1 Zn1 O3 . . 75.97(12)
O5 Zn1 O3 16_444 . 93.84(15)
O4 Zn1 O3 1_554 . 158.80(11)
N1 Zn1 O3 . . 87.40(15)
C11 O1 Zn1 . . 121.6(3)
C12 O3 Zn1 . . 114.4(3)
C12 O3 H3 . . 95.2
Zn1 O3 H3 . . 140.2
C14 O4 Zn1 . 1_556 117.9(3)
C14 O5 Zn1 . 8_445 135.0(3)
H11 O1W H12 . . 106.0
H14 O2W H13 . . 104.2
C10 N1 C1 . . 117.7(4)
C10 N1 Zn1 . . 120.8(3)
C1 N1 Zn1 . . 121.5(3)
C7 N2 C6 . . 116.6(4)
N1 C1 C2 . . 123.0(4)
N1 C1 H1 . . 118.5
C2 C1 H1 . . 118.5
C1 C2 C3 . . 119.6(4)
C1 C2 H2 . . 120.2
C3 C2 H2 . . 120.2
C9 C3 C2 . . 117.2(4)
C9 C3 C4 . . 121.5(4)
C2 C3 C4 . . 121.2(4)
C5 C4 C8 . . 116.8(4)
C5 C4 C3 . . 122.7(4)
C8 C4 C3 . . 120.4(4)
C6 C5 C4 . . 119.6(5)
C6 C5 H5 . . 120.2
C4 C5 H5 . . 120.2
N2 C6 C5 . . 123.7(5)
N2 C6 H6 . . 118.2
C5 C6 H6 . . 118.2
N2 C7 C8 . . 123.6(5)
N2 C7 H7 . . 118.2
C8 C7 H7 . . 118.2
C7 C8 C4 . . 119.7(5)
C7 C8 H8 . . 120.2
C4 C8 H8 . . 120.2
C3 C9 C10 . . 120.0(4)
C3 C9 H9 . . 120.0
C10 C9 H9 . . 120.0
N1 C10 C9 . . 122.5(4)
N1 C10 H10 . . 118.8
C9 C10 H10 . . 118.8
O2 C11 O1 . . 123.6(4)
O2 C11 C12 . . 117.7(4)
O1 C11 C12 . . 118.6(4)
O3 C12 C13 . . 111.7(4)
O3 C12 C11 . . 107.6(4)
C13 C12 C11 . . 111.0(4)
O3 C12 H4 . . 108.8
C13 C12 H4 . . 108.8
C11 C12 H4 . . 108.8
C12 C13 C14 . . 115.3(3)
C12 C13 H13A . . 108.5
C14 C13 H13A . . 108.5
C12 C13 H13B . . 108.5
C14 C13 H13B . . 108.5
H13A C13 H13B . . 107.5
O5 C14 O4 . . 121.4(4)
O5 C14 C13 . . 118.8(3)
O4 C14 C13 . . 119.8(4)
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 N1 . 2.066(3) y
Zn1 O1 . 1.985(3) y
Zn1 O3 . 2.188(4) y
Zn1 O4 1_554 2.031(4) y
Zn1 O5 16_444 1.999(3) y
O1 C11 . 1.257(6) ?
O2 C11 . 1.244(5) ?
O3 C12 . 1.407(5) ?
O3 H3 . 0.8427 ?
O4 C14 . 1.270(5) ?
O5 C14 . 1.265(5) ?
O1W H11 . 0.8645 ?
O1W H12 . 0.8063 ?
O2W H14 . 0.8528 ?
O2W H13 . 0.8466 ?
N1 C10 . 1.337(5) ?
N1 C1 . 1.337(5) ?
N2 C7 . 1.331(7) ?
N2 C6 . 1.333(6) ?
C1 C2 . 1.371(6) ?
C1 H1 . 0.9300 ?
C2 C3 . 1.392(6) ?
C2 H2 . 0.9300 ?
C3 C9 . 1.378(6) ?
C3 C4 . 1.482(5) ?
C4 C5 . 1.383(6) ?
C4 C8 . 1.385(6) ?
C5 C6 . 1.375(6) ?
C5 H5 . 0.9300 ?
C6 H6 . 0.9300 ?
C7 C8 . 1.375(7) ?
C7 H7 . 0.9300 ?
C8 H8 . 0.9300 ?
C9 C10 . 1.383(6) ?
C9 H9 . 0.9300 ?
C10 H10 . 0.9300 ?
C11 C12 . 1.529(6) ?
C12 C13 . 1.506(6) ?
C12 H4 . 0.9800 ?
C13 C14 . 1.506(6) ?
C13 H13A . 0.9700 ?
C13 H13B . 0.9700 ?
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 H11 O2 1_554 0.86 2.22 2.730(6) 117.9
O2W H14 O2 . 0.85 2.43 2.850(6) 111.2
O3 H3 N2 6 0.84 2.13 2.721(5) 126.6
