#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/03/4320386.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4320386
loop_
_publ_author_name
'Oscar Castillo'
'Antonio Luque'
'Pascual Román'
'Francesc Lloret'
'Miguel Julve'
_publ_contact_author
;
Antonio Luque. Departamento de Quimica Inorganica. Facultad de Ciencias
Universidad del Pais Vasco,  Apdo. 644, E-48080 Bilbao, Spain
;
_publ_contact_author_email       qipluara@lg.ehu.es
_publ_contact_author_fax         '+34-94-464 85 00'
_publ_contact_author_phone       '+34-946 012 701'
_publ_section_title
;
 Syntheses, Crystal Structures, and Magnetic Properties of One-Dimensional
 Oxalato-Bridged Co(II), Ni(II), and Cu(II) Complexes withn-Aminopyridine
 (n= 2-4) as Terminal Ligand
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5526
_journal_page_last               5535
_journal_paper_doi               10.1021/ic0103401
_journal_volume                  40
_journal_year                    2001
_chemical_compound_source        'aqueous synthesis'
_chemical_formula_structural     '[Cu(C2O4)(C5H6N2)2].1.5H20'
_chemical_formula_sum            'C12 H15 Cu N4 O5.5'
_chemical_formula_weight         366.82
_chemical_name_systematic
;
catena-(mu-oxalato)-bis(3-aminopyridine)-copper(II)-water (1/1.5)
;
_space_group_IT_number           52
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ab 2c'
_symmetry_space_group_name_H-M   'P c n n'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             12-mar-01
_audit_creation_method           SHELXL
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   12.387(1)
_cell_length_b                   12.935(3)
_cell_length_c                   18.632(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      11.52
_cell_measurement_theta_min      3.30
_cell_volume                     2985.3(8)
_computing_cell_refinement       'local programs'
_computing_data_collection       ' CAD4 Express (Enraf Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'PLATON (Spek, 1990)'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'DIRDIF-92 (Beurskens, 1992)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Enraf Nonius CAD4 diffractometer'
_diffrn_measurement_method       'ω/2θ mode'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'x-ray tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_sigmaI/netI    0.0155
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4838
_diffrn_reflns_theta_max         29.95
_diffrn_reflns_theta_min         1.97
_diffrn_standards_decay_%        1
_diffrn_standards_interval_count 100
_diffrn_standards_interval_time  60
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    1.58
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.633
_exptl_crystal_density_meas      1.62(1)
_exptl_crystal_density_method    flotation
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.07
_refine_diff_density_max         1.464
_refine_diff_density_min         -0.740
_refine_diff_density_rms         0.114
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_all   1.216
_refine_ls_goodness_of_fit_gt    1.303
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     205
_refine_ls_number_reflns         4343
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.216
_refine_ls_restrained_S_gt       1.303
_refine_ls_R_factor_all          0.0740
_refine_ls_R_factor_gt           0.0631
_refine_ls_shift/esd_mean        0.010
_refine_ls_shift/su_max          0.075
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0659P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1968
_refine_ls_wR_factor_gt          0.1930
_reflns_number_gt                3670
_reflns_number_total             4343
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            ic0103401_4.cif
_cod_data_source_block           compound6
_cod_original_formula_sum        'C12 H15 Cu1 N4 O5.5'
_cod_database_code               4320386
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, -y+1/2, z'
'-x, -y, -z'
'x, -y, -z-1/2'
'-x-1/2, y-1/2, -z-1/2'
'x-1/2, y-1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Cu1 Cu 0.03473(4) 0.17960(3) 0.07365(2) 0.0307(2) Uani 1 d . .
O1 O 0.0905(3) 0.0323(2) 0.06809(15) 0.0394(6) Uani 1 d . .
O2 O -0.0706(2) 0.1161(2) -0.0085(2) 0.0374(6) Uani 1 d . .
C1 C 0.0466(3) -0.0245(3) 0.0220(2) 0.0315(7) Uani 1 d . .
O3 O 0.1675(3) 0.2197(3) 0.1398(2) 0.0508(8) Uani 1 d . .
O4 O 0.1640(4) 0.2208(3) -0.0032(2) 0.0681(12) Uani 1 d . .
C2 C 0.25 0.25 0.1081(3) 0.0324(14) Uani 1 d S .
C3 C 0.25 0.25 0.0255(3) 0.039(2) Uani 1 d S .
N11 N -0.0271(3) 0.3255(3) 0.0672(2) 0.0368(7) Uani 1 d . .
C12 C 0.0049(4) 0.3976(3) 0.1132(2) 0.0418(9) Uani 1 d . .
C13 C -0.0361(4) 0.4990(4) 0.1122(3) 0.0475(10) Uani 1 d . .
C14 C -0.1130(4) 0.5226(3) 0.0615(3) 0.0483(11) Uani 1 d . .
C15 C -0.1461(4) 0.4472(4) 0.0145(3) 0.0499(11) Uani 1 d . .
C16 C -0.1034(4) 0.3486(4) 0.0181(3) 0.0442(9) Uani 1 d . .
N17 N 0.0007(5) 0.5697(4) 0.1618(3) 0.0682(13) Uani 1 d . .
N21 N -0.0647(3) 0.1477(3) 0.1636(2) 0.0333(6) Uani 1 d . .
C22 C -0.0267(3) 0.1630(3) 0.2295(2) 0.0366(8) Uani 1 d . .
C23 C -0.0907(3) 0.1606(3) 0.2907(2) 0.0360(8) Uani 1 d . .
C24 C -0.1987(4) 0.1368(4) 0.2814(3) 0.0491(10) Uani 1 d . .
C25 C -0.2380(4) 0.1196(5) 0.2135(3) 0.0598(13) Uani 1 d . .
C26 C -0.1695(4) 0.1267(4) 0.1556(3) 0.0473(10) Uani 1 d . .
N27 N -0.0475(4) 0.1885(4) 0.3562(2) 0.0531(10) Uani 1 d . .
O5 O 0.2354(5) 0.0399(5) 0.3197(3) 0.104(2) Uani 1 d . .
O6 O 0.25 0.25 0.2975(5) 0.132(5) Uiso 1 d S .
H12 H 0.0639 0.3806 0.1477 0.05 Uiso 1 d . .
H14 H -0.1557 0.5926 0.0521 0.05 Uiso 1 d . .
H15 H -0.1951 0.4618 -0.0161 0.05 Uiso 1 d . .
H16 H -0.1322 0.295 -0.0151 0.05 Uiso 1 d . .
H171 H -0.0099 0.6293 0.1519 0.05 Uiso 1 d . .
H172 H 0.0685 0.5555 0.1795 0.05 Uiso 1 d . .
H22 H 0.055 0.1842 0.2386 0.05 Uiso 1 d . .
H24 H -0.2462 0.1346 0.3192 0.05 Uiso 1 d . .
H25 H -0.313 0.1089 0.2038 0.05 Uiso 1 d . .
H26 H -0.1925 0.1131 0.1002 0.05 Uiso 1 d . .
H271 H 0.0302 0.1774 0.3596 0.05 Uiso 1 d . .
H272 H -0.0857 0.1725 0.3849 0.05 Uiso 1 d . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0106 0.0060 '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'
Cu Cu 0.3201 1.2651 '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'
C C 0.0033 0.0016 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 N11 173.3(1) . . ?
O1 Cu1 O3 89.7(1) . . ?
N11 Cu1 O3 95.7(1) . . ?
O1 Cu1 N21 93.2(1) . . ?
N11 Cu1 N21 90.5(1) . . ?
O3 Cu1 N21 92.2(1) . . ?
O1 Cu1 O2 79.3(1) . . ?
N11 Cu1 O2 94.7(1) . . ?
O3 Cu1 O2 165.5(1) . . ?
N21 Cu1 O2 97.7(1) . . ?
O1 Cu1 O4 86.9(1) . . ?
N11 Cu1 O4 90.6(1) . . ?
O3 Cu1 O4 75.9(1) . . ?
N21 Cu1 O4 168.1(1) . . ?
O2 Cu1 O4 94.0(1) . . ?
C1 O1 Cu1 115.9(3) . . ?
C1 O2 Cu1 111.0(3) 5_555 . ?
O2 C1 O1 126.2(4) 5_555 . ?
O2 C1 C1 117.4(4) 5_555 5_555 ?
O1 C1 C1 116.5(4) . 5_555 ?
C2 O3 Cu1 116.0(3) . . ?
C3 O4 Cu1 114.4(3) . . ?
O3 C2 O3 123.3(5) 4_555 . ?
O3 C2 C3 118.3(3) 4_555 . ?
O3 C2 C3 118.3(3) . . ?
O4 C3 O4 129.4(6) 4_555 . ?
O4 C3 C2 115.3(3) 4_555 . ?
O4 C3 C2 115.3(3) . . ?
C12 N11 C16 119.4(4) . . ?
C12 N11 Cu1 120.0(3) . . ?
C16 N11 Cu1 120.6(3) . . ?
N11 C12 C13 122.6(4) . . ?
N17 C13 C14 122.9(4) . . ?
N17 C13 C12 119.3(5) . . ?
C14 C13 C12 117.8(5) . . ?
C15 C14 C13 119.1(4) . . ?
C14 C15 C16 120.7(4) . . ?
N11 C16 C15 120.4(5) . . ?
C26 N21 C22 118.5(4) . . ?
C26 N21 Cu1 121.2(3) . . ?
C22 N21 Cu1 119.7(3) . . ?
N21 C22 C23 123.5(4) . . ?
C24 C23 N27 122.9(4) . . ?
C24 C23 C22 117.0(4) . . ?
N27 C23 C22 119.9(4) . . ?
C25 C24 C23 119.6(4) . . ?
C24 C25 C26 119.5(4) . . ?
N21 C26 C25 121.8(4) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 2.030(3) . ?
Cu1 O2 2.172(3) . ?
Cu1 O3 2.119(4) . ?
Cu1 O4 2.213(5) . ?
Cu1 N11 2.040(3) . ?
Cu1 N21 2.120(3) . ?
O1 C1 1.255(4) . ?
O2 C1 1.248(4) 5_555 ?
C1 O2 1.248(4) 5_555 ?
O3 C2 1.244(4) . ?
C1 C1 1.550(8) 5_555 ?
O4 C3 1.250(4) . ?
C2 O3 1.244(4) 4_555 ?
C2 C3 1.539(7) . ?
C3 O4 1.250(4) 4_555 ?
N11 C12 1.329(6) . ?
N11 C16 1.348(6) . ?
C12 C13 1.407(6) . ?
C13 N17 1.377(7) . ?
C13 C14 1.376(7) . ?
C14 C15 1.373(8) . ?
C15 C16 1.383(6) . ?
N21 C26 1.334(5) . ?
N21 C22 1.331(5) . ?
C22 C23 1.388(5) . ?
C23 C24 1.384(6) . ?
C23 N27 1.381(6) . ?
C24 C25 1.373(7) . ?
C25 C26 1.376(7) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N17 H171 N27 0.80 2.41 3.20(1) 170.1 6_566 ?
N17 H172 O5 0.92 2.44 3.31(1) 158.1 7_666 ?
N27 H272 O4 0.74 2.38 3.02(1) 144.6 2_555 ?
