#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/05/2230542.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_2230542
loop_
_publ_author_name
'Chen, Ting Ting'
'Shang, Yan Fang'
'Xi, Xia'
'Zhang, Yue Hua'
'Wang, Nan Ping'
_publ_section_title
;
 Aqua(pyridine-3-carboxylic
 acid-κN)(pyridine-2,6-dicarboxylato-κ³O²,N,O⁶)copper(II)
 monohydrate
;
_journal_coeditor_code           YK2006
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m809
_journal_paper_doi               10.1107/S160053681101926X
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Cu (C7 H3 N O4) (C6 H5 N O2) (H2 O)], H2 O'
_chemical_formula_moiety         'C13 H10 Cu N2 O7, H2 O'
_chemical_formula_sum            'C13 H12 Cu N2 O8'
_chemical_formula_weight         387.79
_chemical_name_systematic
;
Aqua(pyridine-3-carboxylic acid-κN)(pyridine-2,6-dicarboxylato-
κ³O²,N,O⁶)copper(II) monohydrate
;
_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                107.471(3)
_cell_angle_beta                 92.822(3)
_cell_angle_gamma                101.547(3)
_cell_formula_units_Z            2
_cell_length_a                   7.3241(12)
_cell_length_b                   9.5290(16)
_cell_length_c                   11.1895(18)
_cell_measurement_reflns_used    3246
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.03
_cell_measurement_theta_min      1.92
_cell_volume                     724.8(2)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'APEX2(Bruker, 2001)'
_computing_data_reduction        'SHELXTL (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and 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  0.0577
_diffrn_reflns_av_sigmaI/netI    0.0851
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            3704
_diffrn_reflns_theta_full        25.09
_diffrn_reflns_theta_max         25.09
_diffrn_reflns_theta_min         1.92
_exptl_absorpt_coefficient_mu    1.555
_exptl_absorpt_correction_T_max  0.674
_exptl_absorpt_correction_T_min  0.612
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.777
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             394
_exptl_crystal_size_max          0.343
_exptl_crystal_size_mid          0.275
_exptl_crystal_size_min          0.242
_refine_diff_density_max         0.613
_refine_diff_density_min         -0.383
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         2544
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0604
_refine_ls_R_factor_gt           0.0473
_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)+(0.0156P)²+0.00P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0848
_refine_ls_wR_factor_ref         0.0885
_reflns_number_gt                2036
_reflns_number_total             2544
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            yk2006.cif
_cod_data_source_block           I
_cod_database_code               2230542
_cod_database_fobs_code          2230542
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.72746(7) 0.75885(6) 0.84260(4) 0.03334(18) Uani d . 1 1 . .
C C1 0.6201(6) 0.9587(5) 0.7304(4) 0.0314(10) Uani d . 1 1 . .
C C2 0.6438(5) 0.8236(4) 0.6230(3) 0.0285(9) Uani d . 1 1 . .
C C3 0.6152(6) 0.7997(5) 0.4943(4) 0.0358(10) Uani d . 1 1 . .
H H3 0.5722 0.8684 0.4626 0.043 Uiso calc R 1 1 . .
C C4 0.6533(6) 0.6692(5) 0.4152(4) 0.0354(10) Uani d . 1 1 . .
H H4 0.6343 0.6497 0.3284 0.043 Uiso calc R 1 1 . .
C C5 0.7184(5) 0.5677(5) 0.4608(3) 0.0340(10) Uani d . 1 1 . .
H H5 0.7459 0.4815 0.4064 0.041 Uiso calc R 1 1 . .
C C6 0.7420(5) 0.5976(4) 0.5907(3) 0.0289(9) Uani d . 1 1 . .
C C7 0.8072(5) 0.5053(5) 0.6655(4) 0.0304(10) Uani d . 1 1 . .
C C8 0.9050(6) 0.7252(5) 1.0648(4) 0.0397(11) Uani d . 1 1 . .
H H8 0.9215 0.6365 1.0073 0.048 Uiso calc R 1 1 . .
C C9 0.9646(6) 0.7553(5) 1.1898(4) 0.0374(11) Uani d . 1 1 . .
H H9 1.0196 0.6885 1.2168 0.045 Uiso calc R 1 1 . .
C C10 0.9409(5) 0.8866(5) 1.2737(4) 0.0353(10) Uani d . 1 1 . .
H H10 0.9783 0.9095 1.3593 0.042 Uiso calc R 1 1 . .
C C11 0.8617(5) 0.9847(4) 1.2313(3) 0.0275(9) Uani d . 1 1 . .
C C12 0.8029(5) 0.9449(4) 1.1039(3) 0.0316(10) Uani d . 1 1 . .
H H12 0.7465 1.0095 1.0748 0.038 Uiso calc R 1 1 . .
C C13 0.8343(6) 1.1300(5) 1.3159(4) 0.0326(10) Uani d . 1 1 . .
N N1 0.7036(4) 0.7233(4) 0.6650(3) 0.0286(8) Uani d . 1 1 . .
N N2 0.8244(5) 0.8170(4) 1.0215(3) 0.0328(8) Uani d . 1 1 . .
O O1 0.6624(4) 0.9519(3) 0.8403(2) 0.0372(7) Uani d . 1 1 . .
O O2 0.5679(4) 1.0631(3) 0.7065(2) 0.0413(8) Uani d . 1 1 . .
O O3 0.8087(4) 0.5614(3) 0.7853(2) 0.0376(7) Uani d . 1 1 . .
O O4 0.8507(4) 0.3867(3) 0.6120(2) 0.0447(8) Uani d . 1 1 . .
O O5 0.4365(4) 0.6488(3) 0.8620(2) 0.0461(8) Uani d . 1 1 . .
H H5B 0.4206 0.6493 0.9369 0.069 Uiso d R 1 1 . .
H H5A 0.3623 0.6970 0.8400 0.069 Uiso d R 1 1 . .
O O6 0.8709(5) 1.1433(3) 1.4365(2) 0.0436(8) Uani d . 1 1 . .
H H6 0.8607 1.2267 1.4806 0.065 Uiso calc R 1 1 . .
O O7 0.7889(4) 1.2257(3) 1.2796(3) 0.0456(8) Uani d . 1 1 . .
O O1W 0.5969(5) 1.3367(3) 0.8942(3) 0.0705(11) Uani d . 1 1 . .
H H1WC 0.6522 1.4074 0.8683 0.106 Uiso d R 1 1 . .
H H1WD 0.6098 1.2529 0.8447 0.106 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'
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
_geom_angle_publ_flag
N1 Cu1 N2 . . 164.24(13) ?
N1 Cu1 O1 . . 81.06(12) ?
N2 Cu1 O1 . . 99.27(12) ?
N1 Cu1 O3 . . 80.30(12) ?
N2 Cu1 O3 . . 97.28(12) ?
O1 Cu1 O3 . . 160.68(10) ?
N1 Cu1 O5 . . 99.42(11) ?
N2 Cu1 O5 . . 96.26(12) ?
O1 Cu1 O5 . . 94.65(11) ?
O3 Cu1 O5 . . 93.36(11) ?
O2 C1 O1 . . 126.0(4) ?
O2 C1 C2 . . 119.6(3) ?
O1 C1 C2 . . 114.3(4) ?
N1 C2 C3 . . 120.0(4) ?
N1 C2 C1 . . 111.8(3) ?
C3 C2 C1 . . 128.2(4) ?
C4 C3 C2 . . 117.1(4) ?
C4 C3 H3 . . 121.5 ?
C2 C3 H3 . . 121.5 ?
C5 C4 C3 . . 122.0(4) ?
C5 C4 H4 . . 119.0 ?
C3 C4 H4 . . 119.0 ?
C4 C5 C6 . . 118.0(4) ?
C4 C5 H5 . . 121.0 ?
C6 C5 H5 . . 121.0 ?
N1 C6 C5 . . 119.0(4) ?
N1 C6 C7 . . 111.8(3) ?
C5 C6 C7 . . 129.2(4) ?
O4 C7 O3 . . 125.2(4) ?
O4 C7 C6 . . 120.6(3) ?
O3 C7 C6 . . 114.3(3) ?
N2 C8 C9 . . 123.2(4) ?
N2 C8 H8 . . 118.4 ?
C9 C8 H8 . . 118.4 ?
C10 C9 C8 . . 118.1(4) ?
C10 C9 H9 . . 121.0 ?
C8 C9 H9 . . 121.0 ?
C9 C10 C11 . . 120.0(4) ?
C9 C10 H10 . . 120.0 ?
C11 C10 H10 . . 120.0 ?
C10 C11 C12 . . 118.4(4) ?
C10 C11 C13 . . 123.2(3) ?
C12 C11 C13 . . 118.4(4) ?
N2 C12 C11 . . 122.1(4) ?
N2 C12 H12 . . 118.9 ?
C11 C12 H12 . . 118.9 ?
O7 C13 O6 . . 124.0(4) ?
O7 C13 C11 . . 124.1(4) ?
O6 C13 C11 . . 111.9(4) ?
C2 N1 C6 . . 123.9(3) ?
C2 N1 Cu1 . . 117.6(3) ?
C6 N1 Cu1 . . 118.5(3) ?
C12 N2 C8 . . 118.2(3) ?
C12 N2 Cu1 . . 121.1(3) ?
C8 N2 Cu1 . . 120.6(3) ?
C1 O1 Cu1 . . 114.7(3) ?
C7 O3 Cu1 . . 115.1(2) ?
Cu1 O5 H5B . . 113.4 ?
Cu1 O5 H5A . . 107.7 ?
H5B O5 H5A . . 108.0 ?
C13 O6 H6 . . 109.5 ?
H1WC O1W H1WD . . 108.7 ?
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 N1 . 1.906(3) ?
Cu1 N2 . 1.963(3) ?
Cu1 O1 . 1.998(3) ?
Cu1 O3 . 2.017(3) ?
Cu1 O5 . 2.231(3) ?
C1 O2 . 1.229(5) ?
C1 O1 . 1.277(4) ?
C1 C2 . 1.520(5) ?
C2 N1 . 1.321(5) ?
C2 C3 . 1.387(5) ?
C3 C4 . 1.381(5) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.371(5) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.389(5) ?
C5 H5 . 0.9300 ?
C6 N1 . 1.329(4) ?
C6 C7 . 1.507(5) ?
C7 O4 . 1.222(5) ?
C7 O3 . 1.284(4) ?
C8 N2 . 1.335(5) ?
C8 C9 . 1.370(5) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.370(5) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.374(5) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.383(5) ?
C11 C13 . 1.482(5) ?
C12 N2 . 1.333(4) ?
C12 H12 . 0.9300 ?
C13 O7 . 1.198(5) ?
C13 O6 . 1.327(4) ?
O5 H5B . 0.8500 ?
O5 H5A . 0.8501 ?
O6 H6 . 0.8200 ?
O1W H1WC . 0.8500 ?
O1W H1WD . 0.8499 ?
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
O5 H5B O1W 2_677 0.85 1.87 2.715(4) 175.4
O5 H5A O7 2_677 0.85 2.08 2.888(4) 158.1
O6 H6 O4 1_566 0.82 1.79 2.586(4) 163.5
O1W H1WC O3 1_565 0.85 2.14 2.983(4) 171.7
O1W H1WD O2 . 0.85 1.95 2.775(4) 162.7
