#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/20/2212030.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_2212030
loop_
_publ_author_name
'Turner, David R.'
'Batten, Stuart R.'
_publ_section_title
;catena-Poly[[copper(II)-bis(μ-3-carboxypyridine-2-carboxylato)-κ³N,O²:O³;κ³O³:N,O²]
 methanol disolvate]
;
_journal_coeditor_code           BI2129
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m452
_journal_page_last               m454
_journal_paper_doi               10.1107/S1600536807000499
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Cu (C7 H4 O4)2], 2C H4 O'
_chemical_formula_moiety         'C14 H8 Cu N2 O8, 2C H4 O'
_chemical_formula_sum            'C16 H16 Cu N2 O10'
_chemical_formula_weight         459.85
_chemical_name_common            '[Cu(2-CO2-3-CO2H-py)].2MeOH'
_chemical_name_systematic
;
Poly[[copper(II)-bis(μ-3-carboxypyridine-2-carboxylato-
κ³N,O²:O³)copper(II)] methanol disolvate]
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 93.136(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.6850(8)
_cell_length_b                   9.7739(12)
_cell_length_c                   13.2657(18)
_cell_measurement_reflns_used    1660
_cell_measurement_temperature    123.0(10)
_cell_measurement_theta_max      27.65
_cell_measurement_theta_min      2.59
_cell_volume                     865.46(19)
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'X-SEED (Barbour, 1999)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      123.0(10)
_diffrn_measured_fraction_theta_full 0.949
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_device_type  'Bruker X8 APEX-II 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  0.0309
_diffrn_reflns_av_sigmaI/netI    0.0334
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4342
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.59
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.326
_exptl_absorpt_correction_T_max  0.879
_exptl_absorpt_correction_T_min  0.724
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1997)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.765
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             470
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.326
_refine_diff_density_min         -0.334
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     142
_refine_ls_number_reflns         1440
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0338
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.2P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0785
_refine_ls_wR_factor_ref         0.0814
_reflns_number_gt                1274
_reflns_number_total             1440
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bi2129.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2212030
_cod_database_fobs_code          2212030
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
Cu Cu1 0.0000 0.5000 0.0000 0.01786(18) Uani d S 1
N N1 0.1973(3) 0.3830(2) -0.06592(18) 0.0167(5) Uani d . 1
C C6 0.3392(4) 0.4058(3) 0.1040(2) 0.0187(7) Uani d . 1
C C3 0.4984(4) 0.2174(3) -0.1308(2) 0.0209(7) Uani d . 1
H H3 0.6033 0.1619 -0.1538 0.025 Uiso calc R 1
C C1 0.3523(4) 0.3478(3) -0.0012(2) 0.0172(6) Uani d . 1
C C4 0.3374(4) 0.2517(3) -0.1955(2) 0.0220(7) Uani d . 1
H H4 0.3291 0.2193 -0.2631 0.026 Uiso calc R 1
C C2 0.5059(4) 0.2645(3) -0.0317(2) 0.0174(6) Uani d . 1
C C5 0.1877(4) 0.3346(3) -0.1599(2) 0.0185(6) Uani d . 1
H H5 0.0756 0.3574 -0.2038 0.022 Uiso calc R 1
O O1 0.1851(3) 0.47737(19) 0.11924(15) 0.0188(5) Uani d . 1
O O2 0.4752(3) 0.3780(2) 0.16772(15) 0.0235(5) Uani d . 1
O O4 0.6606(3) 0.1008(2) 0.07634(16) 0.0239(5) Uani d . 1
O O3 0.8345(3) 0.2911(2) 0.04683(16) 0.0221(5) Uani d . 1
C C7 0.6831(4) 0.2231(3) 0.0365(2) 0.0182(6) Uani d . 1
O O5 0.5060(3) 0.5005(2) 0.34997(18) 0.0253(5) Uani d . 1
C C8 0.3363(5) 0.5855(3) 0.3596(3) 0.0300(8) Uani d . 1
H H8A 0.3733 0.6810 0.3478 0.045 Uiso calc R 1
H H8B 0.2882 0.5763 0.4277 0.045 Uiso calc R 1
H H8C 0.2300 0.5581 0.3098 0.045 Uiso calc R 1
H H5O 0.503(5) 0.467(4) 0.299(3) 0.030(11) Uiso d . 1
H H4O 0.779(6) 0.070(4) 0.106(3) 0.064(13) Uiso d . 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
O1 Cu1 O1 3_565 . 180.00(13) ?
O1 Cu1 N1 3_565 3_565 83.42(8) ?
O1 Cu1 N1 . 3_565 96.58(8) ?
O1 Cu1 N1 3_565 . 96.58(8) ?
O1 Cu1 N1 . . 83.42(8) yes
N1 Cu1 N1 3_565 . 180.0 ?
O1 Cu1 O3 3_565 3_665 88.57(7) ?
O1 Cu1 O3 . 3_665 91.43(7) ?
N1 Cu1 O3 3_565 3_665 87.20(8) ?
N1 Cu1 O3 . 3_665 92.80(8) ?
O1 Cu1 O3 3_565 1_455 91.43(7) ?
O1 Cu1 O3 . 1_455 88.57(7) ?
N1 Cu1 O3 3_565 1_455 92.80(8) ?
N1 Cu1 O3 . 1_455 87.20(8) ?
O3 Cu1 O3 3_665 1_455 180.0 ?
C5 N1 C1 . . 120.0(3) ?
C5 N1 Cu1 . . 128.16(19) ?
C1 N1 Cu1 . . 111.8(2) ?
O2 C6 O1 . . 125.7(3) ?
O2 C6 C1 . . 118.0(3) ?
O1 C6 C1 . . 116.2(2) ?
C4 C3 C2 . . 119.6(3) ?
C4 C3 H3 . . 120.2 ?
C2 C3 H3 . . 120.2 ?
N1 C1 C2 . . 121.1(3) ?
N1 C1 C6 . . 114.1(3) ?
C2 C1 C6 . . 124.7(2) ?
C3 C4 C5 . . 118.8(3) ?
C3 C4 H4 . . 120.6 ?
C5 C4 H4 . . 120.6 ?
C1 C2 C3 . . 118.7(3) ?
C1 C2 C7 . . 123.6(3) ?
C3 C2 C7 . . 117.7(3) ?
N1 C5 C4 . . 121.8(3) ?
N1 C5 H5 . . 119.1 ?
C4 C5 H5 . . 119.1 ?
C6 O1 Cu1 . . 114.44(17) ?
C7 O4 H4O . . 111(3) ?
C7 O3 Cu1 . 1_655 145.54(18) ?
O3 C7 O4 . . 124.4(3) ?
O3 C7 C2 . . 123.0(3) ?
O4 C7 C2 . . 112.4(2) ?
C8 O5 H5O . . 111(3) ?
O5 C8 H8A . . 109.5 ?
O5 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
O5 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
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
Cu1 O1 3_565 1.9669(18) ?
Cu1 O1 . 1.9669(18) yes
Cu1 N1 3_565 1.985(2) ?
Cu1 N1 . 1.985(2) yes
Cu1 O3 3_665 2.419(2) yes
Cu1 O3 1_455 2.419(2) yes
N1 C5 . 1.332(4) ?
N1 C1 . 1.353(3) ?
C6 O2 . 1.237(3) ?
C6 O1 . 1.270(3) ?
C6 C1 . 1.513(4) ?
C3 C4 . 1.381(4) ?
C3 C2 . 1.392(4) ?
C3 H3 . 0.950 ?
C1 C2 . 1.387(4) ?
C4 C5 . 1.391(4) ?
C4 H4 . 0.950 ?
C2 C7 . 1.506(4) ?
C5 H5 . 0.950 ?
O4 C7 . 1.318(3) ?
O4 H4O . 0.92(4) ?
O3 C7 . 1.213(3) ?
O3 Cu1 1_655 2.419(2) ?
O5 C8 . 1.417(4) ?
O5 H5O . 0.75(4) ?
C8 H8A . 0.980 ?
C8 H8B . 0.980 ?
C8 H8C . 0.980 ?
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 H5O O2 . 0.75(4) 1.95(4) 2.696(3) 176(4)
O4 H4O O5 2_645 0.92(4) 1.67(4) 2.578(3) 174(4)
