#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/68/2236885.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_2236885
loop_
_publ_author_name
'Liu, Hong'
'Liu, Bo'
'Zhang, Ai-Ping'
'Li, Chuan-Bi'
_publ_section_title
;
 μ-2,5-Dihydroxyterephthalato-bis[triaqua(1,10-phenanthroline)zinc]
 dihydroxyterephthalate
;
_journal_coeditor_code           HB6960
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1503
_journal_page_last               m1504
_journal_paper_doi               10.1107/S1600536812045837
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac
'[Zn2 (C8 H4 O6) (C12 H8 N2)2 (H2 O)6] (C8 H4 O6)'
_chemical_formula_moiety         'C32 H32 N4 O12 Zn2 2+, C8 H4 O6 2-'
_chemical_formula_sum            'C40 H36 N4 O18 Zn2'
_chemical_formula_weight         991.46
_chemical_name_systematic
;
μ-2,5-Dihydroxyterephthalato-bis[triaqua(1,10-phenanthroline)zinc]
dihydroxyterephthalate
;
_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                106.994(5)
_cell_angle_beta                 92.226(5)
_cell_angle_gamma                90.977(5)
_cell_formula_units_Z            1
_cell_length_a                   8.765(5)
_cell_length_b                   10.697(5)
_cell_length_c                   11.062(5)
_cell_measurement_reflns_used    1867
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.89
_cell_measurement_theta_min      2.33
_cell_volume                     990.7(9)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'APEX2 (Bruker, 2002)'
_computing_data_reduction        'SAINT (Bruker, 2002)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 1999)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker SMART APEXII CCD'
_diffrn_measurement_method       'ω scan'
_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  0.0186
_diffrn_reflns_av_sigmaI/netI    0.0372
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5446
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.98
_diffrn_reflns_theta_min         1.93
_exptl_absorpt_coefficient_mu    1.299
_exptl_absorpt_correction_T_max  0.8290
_exptl_absorpt_correction_T_min  0.7372
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2002)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.662
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             508
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.329
_refine_diff_density_min         -0.287
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         3824
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0360
_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)+(0.0372P)²+0.4840P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0806
_refine_ls_wR_factor_ref         0.0861
_reflns_number_gt                3205
_reflns_number_total             3824
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb6960.cif
_cod_data_source_block           I
_cod_database_code               2236885
_cod_database_fobs_code          2236885
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.50422(4) 0.32879(3) 0.16460(3) 0.03368(11) Uani d . 1 1
C C1 0.4116(3) 0.0549(3) 0.1904(3) 0.0410(7) Uani d . 1 1
H H1 0.5020 0.0258 0.1515 0.049 Uiso calc R 1 1
C C2 0.3222(4) -0.0322(3) 0.2306(3) 0.0490(8) Uani d . 1 1
H H2 0.3518 -0.1180 0.2177 0.059 Uiso calc R 1 1
C C3 0.1916(4) 0.0092(3) 0.2888(3) 0.0534(9) Uani d . 1 1
H H3 0.1321 -0.0478 0.3178 0.064 Uiso calc R 1 1
C C4 0.1455(3) 0.1379(3) 0.3054(3) 0.0468(8) Uani d . 1 1
C C5 0.0065(4) 0.1877(4) 0.3598(3) 0.0634(10) Uani d . 1 1
H H5 -0.0560 0.1351 0.3920 0.076 Uiso calc R 1 1
C C6 -0.0360(4) 0.3089(4) 0.3656(3) 0.0643(11) Uani d . 1 1
H H6 -0.1282 0.3382 0.4008 0.077 Uiso calc R 1 1
C C7 0.0574(3) 0.3950(3) 0.3186(3) 0.0518(8) Uani d . 1 1
C C8 0.0161(4) 0.5197(4) 0.3177(3) 0.0677(11) Uani d . 1 1
H H8 -0.0762 0.5528 0.3500 0.081 Uiso calc R 1 1
C C9 0.1111(5) 0.5934(4) 0.2692(4) 0.0735(12) Uani d . 1 1
H H9 0.0833 0.6761 0.2667 0.088 Uiso calc R 1 1
C C10 0.2505(4) 0.5432(3) 0.2235(3) 0.0600(9) Uani d . 1 1
H H10 0.3157 0.5949 0.1925 0.072 Uiso calc R 1 1
C C11 0.1974(3) 0.3504(3) 0.2684(3) 0.0386(6) Uani d . 1 1
C C12 0.2414(3) 0.2194(3) 0.2602(2) 0.0357(6) Uani d . 1 1
C C13 0.7999(3) 0.2201(3) 0.0587(2) 0.0319(6) Uani d . 1 1
C C14 0.9054(3) 0.1076(2) 0.0300(2) 0.0274(5) Uani d . 1 1
C C15 0.8650(3) -0.0063(2) 0.0586(2) 0.0300(6) Uani d . 1 1
H H15 0.7743 -0.0104 0.0985 0.036 Uiso calc R 1 1
C C16 0.9569(3) -0.1134(2) 0.0290(2) 0.0296(5) Uani d . 1 1
C C17 0.4052(3) 0.2683(3) 0.5940(3) 0.0377(6) Uani d . 1 1
C C18 0.4543(3) 0.1290(2) 0.5460(2) 0.0307(6) Uani d . 1 1
C C19 0.5797(3) 0.0989(2) 0.4716(2) 0.0338(6) Uani d . 1 1
H H19 0.6340 0.1660 0.4531 0.041 Uiso calc R 1 1
C C20 0.6264(3) -0.0285(2) 0.4243(2) 0.0334(6) Uani d . 1 1
N N1 0.3740(2) 0.1776(2) 0.2049(2) 0.0346(5) Uani d . 1 1
N N2 0.2937(3) 0.4250(2) 0.2225(2) 0.0419(6) Uani d . 1 1
O O1 0.6766(2) 0.20561(17) 0.10775(18) 0.0382(4) Uani d . 1 1
O O2 0.8398(2) 0.32217(18) 0.0314(2) 0.0447(5) Uani d . 1 1
O O3 0.9102(2) -0.22265(18) 0.0592(2) 0.0461(5) Uani d . 1 1
H H3A 0.9735 -0.2795 0.0370 0.069 Uiso calc R 1 1
O O4 0.4677(3) 0.35176(18) 0.5525(2) 0.0592(7) Uani d . 1 1
O O5 0.3055(3) 0.29470(18) 0.6758(2) 0.0500(5) Uani d . 1 1
O O6 0.7485(3) -0.05155(19) 0.3502(2) 0.0563(6) Uani d . 1 1
H H6A 0.7647 -0.1301 0.3282 0.084 Uiso calc R 1 1
O O1W 0.4148(2) 0.28676(19) -0.03067(18) 0.0434(5) Uani d . 1 1
H H1WA 0.3083 0.2617 -0.0317 0.052 Uiso d R 1 1
H H1WB 0.4161 0.3598 -0.0582 0.052 Uiso d R 1 1
O O2W 0.6253(2) 0.49092(17) 0.12905(17) 0.0371(4) Uani d . 1 1
H H2WA 0.7050 0.4415 0.0879 0.045 Uiso d R 1 1
H H2WB 0.6629 0.5567 0.1971 0.045 Uiso d R 1 1
O O3W 0.5968(2) 0.39846(17) 0.35216(17) 0.0380(4) Uani d . 1 1
H H3WA 0.5567 0.3612 0.4060 0.046 Uiso d R 1 1
H H3WB 0.5806 0.4777 0.3793 0.046 Uiso d R 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 O3W . . 93.06(8)
O1 Zn1 N1 . . 90.52(9)
O3W Zn1 N1 . . 92.67(8)
O1 Zn1 N2 . . 168.50(8)
O3W Zn1 N2 . . 90.35(8)
N1 Zn1 N2 . . 78.34(9)
O1 Zn1 O2W . . 93.13(8)
O3W Zn1 O2W . . 86.71(7)
N1 Zn1 O2W . . 176.32(8)
N2 Zn1 O2W . . 98.03(9)
O1 Zn1 O1W . . 90.61(8)
O3W Zn1 O1W . . 171.35(7)
N1 Zn1 O1W . . 95.13(8)
N2 Zn1 O1W . . 87.58(9)
O2W Zn1 O1W . . 85.27(7)
N1 C1 C2 . . 122.9(3)
N1 C1 H1 . . 118.6
C2 C1 H1 . . 118.6
C3 C2 C1 . . 119.2(3)
C3 C2 H2 . . 120.4
C1 C2 H2 . . 120.4
C2 C3 C4 . . 120.3(3)
C2 C3 H3 . . 119.9
C4 C3 H3 . . 119.9
C3 C4 C12 . . 117.0(3)
C3 C4 C5 . . 124.0(3)
C12 C4 C5 . . 119.0(3)
C6 C5 C4 . . 121.2(3)
C6 C5 H5 . . 119.4
C4 C5 H5 . . 119.4
C5 C6 C7 . . 121.7(3)
C5 C6 H6 . . 119.1
C7 C6 H6 . . 119.1
C8 C7 C11 . . 117.5(3)
C8 C7 C6 . . 124.1(3)
C11 C7 C6 . . 118.4(3)
C9 C8 C7 . . 119.9(3)
C9 C8 H8 . . 120.1
C7 C8 H8 . . 120.1
C8 C9 C10 . . 119.3(3)
C8 C9 H9 . . 120.4
C10 C9 H9 . . 120.4
N2 C10 C9 . . 122.6(4)
N2 C10 H10 . . 118.7
C9 C10 H10 . . 118.7
N2 C11 C7 . . 122.6(3)
N2 C11 C12 . . 117.6(2)
C7 C11 C12 . . 119.7(3)
N1 C12 C4 . . 122.2(3)
N1 C12 C11 . . 117.9(2)
C4 C12 C11 . . 119.9(3)
O1 C13 O2 . . 124.5(2)
O1 C13 C14 . . 117.3(2)
O2 C13 C14 . . 118.2(2)
C15 C14 C16 . 2_755 119.1(2)
C15 C14 C13 . . 119.7(2)
C16 C14 C13 2_755 . 121.2(2)
C16 C15 C14 . . 121.1(2)
C16 C15 H15 . . 119.4
C14 C15 H15 . . 119.4
O3 C16 C15 . . 118.2(2)
O3 C16 C14 . 2_755 122.0(2)
C15 C16 C14 . 2_755 119.8(2)
O4 C17 O5 . . 123.5(3)
O4 C17 C18 . . 118.2(3)
O5 C17 C18 . . 118.3(2)
C19 C18 C20 . 2_656 119.3(2)
C19 C18 C17 . . 120.2(2)
C20 C18 C17 2_656 . 120.5(2)
C18 C19 C20 . . 121.6(2)
C18 C19 H19 . . 119.2
C20 C19 H19 . . 119.2
O6 C20 C19 . . 118.7(2)
O6 C20 C18 . 2_656 122.3(2)
C19 C20 C18 . 2_656 119.1(2)
C1 N1 C12 . . 118.5(2)
C1 N1 Zn1 . . 128.2(2)
C12 N1 Zn1 . . 113.14(18)
C10 N2 C11 . . 118.1(3)
C10 N2 Zn1 . . 129.8(2)
C11 N2 Zn1 . . 112.08(18)
C13 O1 Zn1 . . 131.20(17)
C16 O3 H3A . . 109.5
C20 O6 H6A . . 109.5
Zn1 O1W H1WA . . 107.0
Zn1 O1W H1WB . . 112.0
H1WA O1W H1WB . . 105.5
Zn1 O2W H2WA . . 95.5
Zn1 O2W H2WB . . 118.0
H2WA O2W H2WB . . 110.3
Zn1 O3W H3WA . . 114.7
Zn1 O3W H3WB . . 108.4
H3WA O3W H3WB . . 106.6
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 O1 . 2.0181(19) y
Zn1 O1W . 2.184(2) y
Zn1 O2W . 2.1581(19) y
Zn1 O3W . 2.113(2) y
Zn1 N1 . 2.124(2) y
Zn1 N2 . 2.156(2) y
C1 N1 . 1.324(3) ?
C1 C2 . 1.388(4) ?
C1 H1 . 0.9300 ?
C2 C3 . 1.353(5) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.403(5) ?
C3 H3 . 0.9300 ?
C4 C12 . 1.407(4) ?
C4 C5 . 1.422(5) ?
C5 C6 . 1.339(5) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.441(5) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.391(5) ?
C7 C11 . 1.400(4) ?
C8 C9 . 1.364(6) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.397(5) ?
C9 H9 . 0.9300 ?
C10 N2 . 1.322(4) ?
C10 H10 . 0.9300 ?
C11 N2 . 1.362(4) ?
C11 C12 . 1.437(4) ?
C12 N1 . 1.356(3) ?
C13 O1 . 1.255(3) ?
C13 O2 . 1.263(3) ?
C13 C14 . 1.497(3) ?
C14 C15 . 1.389(4) ?
C14 C16 2_755 1.402(3) ?
C15 C16 . 1.380(3) ?
C15 H15 . 0.9300 ?
C16 O3 . 1.367(3) ?
C16 C14 2_755 1.402(3) ?
C17 O4 . 1.244(3) ?
C17 O5 . 1.258(3) ?
C17 C18 . 1.505(4) ?
C18 C19 . 1.384(4) ?
C18 C20 2_656 1.401(3) ?
C19 C20 . 1.385(4) ?
C19 H19 . 0.9300 ?
C20 O6 . 1.356(3) ?
C20 C18 2_656 1.401(3) ?
O3 H3A . 0.8200 ?
O6 H6A . 0.8200 ?
O1W H1WA . 0.9650 ?
O1W H1WB . 0.9182 ?
O2W H2WA . 0.9333 ?
O2W H2WB . 0.9127 ?
O3W H3WA . 0.8873 ?
O3W H3WB . 0.8287 ?
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_655 0.97 1.95 2.902(3) 170
O1W H1WB O2W 2_665 0.92 2.01 2.911(3) 168
O2W H2WA O2 . 0.93 1.75 2.663(3) 166
O3 H3A O2 2_755 0.82 1.84 2.562(3) 147
O2W H2WB O5 2_666 0.91 1.80 2.692(3) 166
O3W H3WA O4 . 0.89 1.85 2.695(3) 158
O3W H3WB O4 2_666 0.83 1.82 2.650(3) 175
O6 H6A O5 2_656 0.82 1.84 2.566(3) 146
