#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/46/2234635.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_2234635
loop_
_publ_author_name
'Li, Ya-Feng'
'Xu, Yue'
'Qin, Xiao-Lin'
'Gao, Wen-Yuan'
'Gao, Yue'
_publ_section_title
;
 catena-Poly[[[aquabis(1H-imidazole-κN³)copper(II)]-μ-furan-2,5-dicarboxylato-κ²O²:O⁵]
 trihydrate]
;
_journal_coeditor_code           HB6727
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m659
_journal_paper_doi               10.1107/S1600536812016856
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          '[Cu (C6 H2 O5) (C3 H4 N2)2 (H2 O)], 3H2 O'
_chemical_formula_moiety         'C12 H12 Cu N4 O6, 3(H2 O)'
_chemical_formula_sum            'C12 H18 Cu N4 O9'
_chemical_formula_weight         425.85
_chemical_name_systematic
;
catena-Poly[[[aquabis(1H-imidazole-κN³)copper(II)]-
μ-furan-2,5-dicarboxylato-κ²O²:O⁵] trihydrate]
;
_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                 113.42(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.5725(15)
_cell_length_b                   13.339(3)
_cell_length_c                   18.881(5)
_cell_measurement_reflns_used    2000
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.05
_cell_volume                     1750.0(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 0.993
_diffrn_measured_fraction_theta_max 0.993
_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  0.0587
_diffrn_reflns_av_sigmaI/netI    0.0543
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            16495
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.05
_exptl_absorpt_coefficient_mu    1.303
_exptl_absorpt_correction_T_max  0.7281
_exptl_absorpt_correction_T_min  0.5136
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.616
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             876
_exptl_crystal_size_max          0.59
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.567
_refine_diff_density_min         -0.575
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         3977
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0333
_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)+(0.0436P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0808
_refine_ls_wR_factor_ref         0.0835
_reflns_number_gt                3204
_reflns_number_total             3977
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb6727.cif
_cod_data_source_block           I
_cod_original_cell_volume        1750.0(7)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2234635
_cod_database_fobs_code          2234635
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
Cu Cu1 0.80735(3) 0.279641(17) 0.187220(13) 0.02352(9) Uani d . 1 1
O O1 0.7606(2) 0.35512(11) 0.26878(8) 0.0341(3) Uani d . 1 1
O O2 0.8142(3) 0.22327(10) 0.34881(10) 0.0417(4) Uani d . 1 1
O O3 0.81345(18) 0.34055(9) 0.46325(7) 0.0244(3) Uani d . 1 1
O O4 0.85663(19) 0.29295(10) 0.60515(8) 0.0293(3) Uani d . 1 1
O O5 0.7608(3) 0.44502(11) 0.62582(9) 0.0440(4) Uani d . 1 1
N N1 0.5261(2) 0.27626(12) 0.12482(10) 0.0289(4) Uani d . 1 1
N N2 0.2161(3) 0.26486(15) 0.08964(13) 0.0416(5) Uani d . 1 1
H H2C 0.1064 0.2561 0.0923 0.050 Uiso calc R 1 1
N N3 1.0749(2) 0.25501(13) 0.25855(10) 0.0304(4) Uani d . 1 1
N N4 1.3374(3) 0.17360(18) 0.32566(13) 0.0510(6) Uani d . 1 1
H H4C 1.4207 0.1260 0.3413 0.061 Uiso calc R 1 1
C C1 0.7868(3) 0.31396(15) 0.33307(12) 0.0282(4) Uani d . 1 1
C C2 0.7783(3) 0.38283(14) 0.39338(11) 0.0246(4) Uani d . 1 1
C C3 0.7261(3) 0.47994(15) 0.39320(13) 0.0367(5) Uani d . 1 1
H H3 0.6959 0.5251 0.3525 0.044 Uiso calc R 1 1
C C4 0.7265(3) 0.49939(15) 0.46681(12) 0.0359(5) Uani d . 1 1
H H4 0.6956 0.5597 0.4839 0.043 Uiso calc R 1 1
C C5 0.7806(3) 0.41319(14) 0.50774(11) 0.0248(4) Uani d . 1 1
C C6 0.8006(3) 0.38347(15) 0.58597(11) 0.0259(4) Uani d . 1 1
C C13 0.4381(3) 0.29424(18) 0.04730(13) 0.0402(5) Uani d . 1 1
H H13 0.5004 0.3088 0.0149 0.048 Uiso calc R 1 1
C C14 0.2447(3) 0.28732(19) 0.02537(16) 0.0479(6) Uani d . 1 1
H H14 0.1507 0.2963 -0.0241 0.058 Uiso calc R 1 1
C C15 0.3867(3) 0.25861(16) 0.14793(14) 0.0352(5) Uani d . 1 1
H H15 0.4053 0.2437 0.1985 0.042 Uiso calc R 1 1
C C16 1.1938(3) 0.3177(2) 0.31533(13) 0.0415(5) Uani d . 1 1
H H16 1.1667 0.3834 0.3240 0.050 Uiso calc R 1 1
C C17 1.3568(3) 0.2670(2) 0.35633(16) 0.0556(8) Uani d . 1 1
H H17 1.4627 0.2915 0.3979 0.067 Uiso calc R 1 1
C C18 1.1672(3) 0.16913(18) 0.26737(14) 0.0396(5) Uani d . 1 1
H H18 1.1190 0.1128 0.2367 0.048 Uiso calc R 1 1
O O1W 0.8545(3) 0.42683(13) 0.13588(11) 0.0493(4) Uani d D 1 1
H H1A 0.847(4) 0.423(2) 0.0890(10) 0.059 Uiso d D 1 1
H H1B 0.963(3) 0.454(2) 0.1640(13) 0.059 Uiso d D 1 1
O O2W 0.1888(3) 0.54338(12) 0.22157(10) 0.0456(4) Uani d D 1 1
H H2A 0.224(4) 0.5465(18) 0.2687(9) 0.055 Uiso d D 1 1
H H2B 0.182(3) 0.6015(13) 0.2018(13) 0.055 Uiso d D 1 1
O O3W 0.4606(3) 0.49932(15) 0.16719(15) 0.0676(6) Uani d D 1 1
H H3A 0.552(3) 0.458(2) 0.1840(19) 0.081 Uiso d D 1 1
H H3B 0.387(4) 0.500(2) 0.1888(18) 0.081 Uiso d D 1 1
O O4W 0.2270(4) 0.5961(2) 0.02425(14) 0.0892(8) Uani d D 1 1
H H4A 0.264(5) 0.5371(16) 0.046(2) 0.107 Uiso d D 1 1
H H4B 0.202(5) 0.636(2) 0.0576(18) 0.107 Uiso d 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'
Cu Cu 0.3201 1.2651 '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
N3 Cu1 N1 . . 167.24(7)
N3 Cu1 O4 . 4_565 89.48(7)
N1 Cu1 O4 . 4_565 90.91(7)
N3 Cu1 O1 . . 90.35(7)
N1 Cu1 O1 . . 89.54(7)
O4 Cu1 O1 4_565 . 178.68(6)
N3 Cu1 O1 . 1 90.35(7)
N1 Cu1 O1 . 1 89.54(7)
O4 Cu1 O1 4_565 1 178.68(6)
N3 Cu1 O1W . . 98.18(7)
N1 Cu1 O1W . . 94.58(7)
O4 Cu1 O1W 4_565 . 88.76(6)
O1 Cu1 O1W . . 89.96(7)
O1 Cu1 O1W 1 . 89.96(7)
C1 O1 Cu1 . . 120.82(13)
C2 O3 C5 . . 106.77(14)
C6 O4 Cu1 . 4_566 122.40(13)
C15 N1 C13 . . 105.82(18)
C15 N1 Cu1 . . 128.44(16)
C13 N1 Cu1 . . 125.73(15)
C15 N2 C14 . . 107.98(19)
C15 N2 H2C . . 126.0
C14 N2 H2C . . 126.0
C18 N3 C16 . . 106.23(19)
C18 N3 Cu1 . . 125.66(15)
C16 N3 Cu1 . . 127.62(16)
C18 N4 C17 . . 107.5(2)
C18 N4 H4C . . 126.2
C17 N4 H4C . . 126.2
O2 C1 O1 . 1 126.51(19)
O2 C1 O1 . . 126.51(19)
O2 C1 C2 . . 118.23(18)
O1 C1 C2 1 . 115.25(18)
O1 C1 C2 . . 115.25(18)
C3 C2 O3 . . 110.09(17)
C3 C2 C1 . . 133.77(19)
O3 C2 C1 . . 115.85(16)
C2 C3 C4 . . 106.66(18)
C2 C3 H3 . . 126.7
C4 C3 H3 . . 126.7
C5 C4 C3 . . 106.69(18)
C5 C4 H4 . . 126.7
C3 C4 H4 . . 126.7
C4 C5 O3 . . 109.77(17)
C4 C5 C6 . . 133.28(18)
O3 C5 C6 . . 116.88(16)
O5 C6 O4 . . 126.13(19)
O5 C6 C5 . . 118.68(18)
O4 C6 C5 . . 115.19(17)
C14 C13 N1 . . 108.8(2)
C14 C13 H13 . . 125.6
N1 C13 H13 . . 125.6
N2 C14 C13 . . 106.3(2)
N2 C14 H14 . . 126.9
C13 C14 H14 . . 126.9
N1 C15 N2 . . 111.1(2)
N1 C15 H15 . . 124.5
N2 C15 H15 . . 124.5
C17 C16 N3 . . 108.0(2)
C17 C16 H16 . . 126.0
N3 C16 H16 . . 126.0
C16 C17 N4 . . 107.2(2)
C16 C17 H17 . . 126.4
N4 C17 H17 . . 126.4
N3 C18 N4 . . 111.0(2)
N3 C18 H18 . . 124.5
N4 C18 H18 . . 124.5
Cu1 O1W H1A . . 115.2(18)
Cu1 O1W H1B . . 111.8(19)
H1A O1W H1B . . 109(2)
H2A O2W H2B . . 111(2)
H3A O3W H3B . . 117(3)
H4A O4W H4B . . 108(2)
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
Cu1 N3 . 1.9638(18) y
Cu1 N1 . 1.9826(17) y
Cu1 O4 4_565 1.9844(14) y
Cu1 O1 . 1.9858(15) y
Cu1 O1W . 2.2797(17) y
O1 C1 . 1.274(2) ?
O2 C1 . 1.243(2) ?
O3 C2 . 1.360(2) ?
O3 C5 . 1.368(2) ?
O4 C6 . 1.283(2) ?
O5 C6 . 1.229(2) ?
N1 C15 . 1.314(3) ?
N1 C13 . 1.367(3) ?
N2 C15 . 1.326(3) ?
N2 C14 . 1.349(3) ?
N2 H2C . 0.8600 ?
N3 C18 . 1.318(3) ?
N3 C16 . 1.375(3) ?
N4 C18 . 1.322(3) ?
N4 C17 . 1.357(4) ?
N4 H4C . 0.8600 ?
C1 C2 . 1.484(3) ?
C2 C3 . 1.354(3) ?
C3 C4 . 1.413(3) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.355(3) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.478(3) ?
C13 C14 . 1.357(3) ?
C13 H13 . 0.9300 ?
C14 H14 . 0.9300 ?
C15 H15 . 0.9300 ?
C16 C17 . 1.349(3) ?
C16 H16 . 0.9300 ?
C17 H17 . 0.9300 ?
C18 H18 . 0.9300 ?
O1W H1A . 0.866(16) ?
O1W H1B . 0.858(16) ?
O2W H2A . 0.822(16) ?
O2W H2B . 0.853(15) ?
O3W H3A . 0.843(17) ?
O3W H3B . 0.808(17) ?
O4W H4A . 0.884(18) ?
O4W H4B . 0.900(18) ?
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
N2 H2C O4 4_465 0.86 2.10 2.953(2) 169
N4 H4C O3W 2_745 0.86 1.95 2.756(3) 156
O1W H1A O4W 3_665 0.866(16) 1.999(16) 2.852(3) 168(2)
O1W H1B O2W 1_655 0.858(16) 2.015(17) 2.861(3) 169(3)
O2W H2A O5 3_666 0.822(16) 1.953(17) 2.756(2) 166(3)
O2W H2B O2 2_655 0.853(15) 1.891(16) 2.739(2) 172(2)
O3W H3A O1 1 0.843(17) 2.22(2) 3.013(3) 157(3)
O3W H3B O2W 1 0.808(17) 1.928(16) 2.705(3) 161(3)
O4W H4A O3W 1 0.884(18) 2.23(3) 2.878(4) 130(3)
O4W H4B O2 2_655 0.900(18) 2.16(2) 3.052(3) 171(3)
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
N3 Cu1 O1 O1 . 1 0.00(17)
N1 Cu1 O1 O1 . 1 0.00(17)
N3 Cu1 O1 C1 . . -57.95(16)
N1 Cu1 O1 C1 . . 109.29(16)
O1 Cu1 O1 C1 1 . 0E1(10)
O1W Cu1 O1 C1 . . -156.13(16)
N3 Cu1 N1 C15 . . 46.9(4)
O4 Cu1 N1 C15 4_565 . 138.59(19)
O1 Cu1 N1 C15 . . -42.66(19)
O1 Cu1 N1 C15 1 . -42.66(19)
O1W Cu1 N1 C15 . . -132.59(19)
N3 Cu1 N1 C13 . . -134.4(3)
O4 Cu1 N1 C13 4_565 . -42.69(18)
O1 Cu1 N1 C13 . . 136.07(18)
O1 Cu1 N1 C13 1 . 136.07(18)
O1W Cu1 N1 C13 . . 46.14(19)
N1 Cu1 N3 C18 . . 46.9(4)
O4 Cu1 N3 C18 4_565 . -44.92(18)
O1 Cu1 N3 C18 . . 136.40(19)
O1 Cu1 N3 C18 1 . 136.40(19)
O1W Cu1 N3 C18 . . -133.59(18)
N1 Cu1 N3 C16 . . -124.0(3)
O4 Cu1 N3 C16 4_565 . 144.21(19)
O1 Cu1 N3 C16 . . -34.47(19)
O1 Cu1 N3 C16 1 . -34.47(19)
O1W Cu1 N3 C16 . . 55.5(2)
O1 O1 C1 O2 1 . 0.00(14)
Cu1 O1 C1 O2 . . -11.2(3)
Cu1 O1 C1 O1 . 1 0E1(10)
O1 O1 C1 C2 1 . 0.0(2)
Cu1 O1 C1 C2 . . 170.28(12)
C5 O3 C2 C3 . . 0.5(2)
C5 O3 C2 C1 . . -174.22(16)
O2 C1 C2 C3 . . -169.3(2)
O1 C1 C2 C3 1 . 9.3(3)
O1 C1 C2 C3 . . 9.3(3)
O2 C1 C2 O3 . . 3.8(3)
O1 C1 C2 O3 1 . -177.51(16)
O1 C1 C2 O3 . . -177.51(16)
O3 C2 C3 C4 . . -0.7(3)
C1 C2 C3 C4 . . 172.8(2)
C2 C3 C4 C5 . . 0.5(3)
C3 C4 C5 O3 . . -0.2(2)
C3 C4 C5 C6 . . -177.0(2)
C2 O3 C5 C4 . . -0.2(2)
C2 O3 C5 C6 . . 177.16(16)
Cu1 O4 C6 O5 4_566 . 21.2(3)
Cu1 O4 C6 C5 4_566 . -157.71(13)
C4 C5 C6 O5 . . 0.9(4)
O3 C5 C6 O5 . . -175.63(17)
C4 C5 C6 O4 . . 179.9(2)
O3 C5 C6 O4 . . 3.4(3)
C15 N1 C13 C14 . . 0.3(3)
Cu1 N1 C13 C14 . . -178.68(16)
C15 N2 C14 C13 . . 0.0(3)
N1 C13 C14 N2 . . -0.2(3)
C13 N1 C15 N2 . . -0.3(3)
Cu1 N1 C15 N2 . . 178.64(14)
C14 N2 C15 N1 . . 0.2(3)
C18 N3 C16 C17 . . 0.7(3)
Cu1 N3 C16 C17 . . 173.02(16)
N3 C16 C17 N4 . . -0.7(3)
C18 N4 C17 C16 . . 0.4(3)
C16 N3 C18 N4 . . -0.5(3)
Cu1 N3 C18 N4 . . -172.96(15)
C17 N4 C18 N3 . . 0.0(3)
