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#$Date: 2019-03-05 10:52:05 +0200 (Tue, 05 Mar 2019) $
#$Revision: 213973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/08/7050859.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_7050859
loop_
_publ_author_name
'Joaquín Sanchiz'
'Yolanda Rodríguez-Martín'
'Catalina Ruiz-Pérez'
'Alfredo Mederos'
'Francesc Lloret'
'Miguel Julve'
_publ_section_title
;
 Ferromagnetic coupling in the malonato-bridged copper(II) chains
 [Cu(Im)2(mal)]n and [Cu(2-MeIm)2(mal)]n(H2mal=malonic acid,
 Im=imidazole and 2-MeIm=2-methylimidazole)
;
_journal_issue                   11
_journal_name_full               'New J. Chem.'
_journal_page_first              1624
_journal_page_last               1628
_journal_paper_doi               10.1039/b201849g
_journal_volume                  26
_journal_year                    2002
_chemical_formula_sum            'C9 H10 Cu N4 O4'
_chemical_formula_weight         301.75
_space_group_IT_number           14
_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                 98.42(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.791(2)
_cell_length_b                   7.634(2)
_cell_length_c                   19.364(4)
_cell_measurement_temperature    293(2)
_cell_volume                     1139.3(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0110
_diffrn_reflns_av_sigmaI/netI    0.0308
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            3586
_diffrn_reflns_theta_full        29.96
_diffrn_reflns_theta_max         29.96
_diffrn_reflns_theta_min         2.70
_exptl_absorpt_coefficient_mu    1.930
_exptl_crystal_density_diffrn    1.759
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             612
_refine_diff_density_max         0.855
_refine_diff_density_min         -1.053
_refine_diff_density_rms         0.101
_refine_ls_extinction_coef       0.0069(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     205
_refine_ls_number_reflns         3308
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0687
_refine_ls_R_factor_gt           0.0408
_refine_ls_shift/su_max          1.820
_refine_ls_shift/su_mean         0.067
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0672P)²+0.4775P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1050
_refine_ls_wR_factor_ref         0.1166
_reflns_number_gt                2491
_reflns_number_total             3308
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b201849g.txt
_cod_data_source_block           COMPOUND_1
_cod_database_code               7050859
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_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.63062(4) 0.93870(4) 0.131969(16) 0.02935(12) Uani 1 1 d . . .
O1 O 0.5736(2) 0.7489(3) 0.19308(10) 0.0350(4) Uani 1 1 d . . .
O2 O 0.6632(3) 0.5644(3) 0.27784(11) 0.0439(5) Uani 1 1 d . . .
O3 O 0.8194(3) 0.8066(3) 0.10311(11) 0.0422(5) Uani 1 1 d . . .
O4 O 1.0174(4) 0.6012(4) 0.10833(17) 0.0784(11) Uani 1 1 d . . .
C7 C 0.2739(4) 0.9881(4) 0.16521(16) 0.0359(6) Uani 1 1 d . . .
C8 C 0.2399(4) 1.2682(5) 0.1796(2) 0.0501(8) Uani 1 1 d . . .
C9 C 0.3989(5) 1.2375(4) 0.1631(2) 0.0510(8) Uani 1 1 d . . .
C4 C 0.5525(4) 1.2232(4) 0.02006(16) 0.0390(6) Uani 1 1 d . . .
C5 C 0.6342(5) 1.3158(4) -0.02437(17) 0.0445(7) Uani 1 1 d . . .
C6 C 0.8195(4) 1.1475(4) 0.03856(16) 0.0380(6) Uani 1 1 d . . .
C1 C 0.6768(3) 0.6337(4) 0.22034(13) 0.0292(5) Uani 1 1 d . . .
C2 C 0.8141(7) 0.5622(6) 0.1812(3) 0.0660(14) Uani 1 1 d . . .
C3 C 0.8887(3) 0.6655(3) 0.12756(14) 0.0312(5) Uani 1 1 d . . .
N3 N 0.4206(3) 1.0607(3) 0.15376(13) 0.0353(5) Uani 1 1 d . . .
N4 N 0.1619(3) 1.1096(4) 0.18022(14) 0.0407(6) Uani 1 1 d . . .
N1 N 0.6701(3) 1.1167(3) 0.06025(12) 0.0314(4) Uani 1 1 d . . .
N2 N 0.8031(4) 1.2665(4) -0.01222(14) 0.0419(6) Uani 1 1 d . . .
H6 H 0.915(5) 1.091(5) 0.0556(18) 0.041(9) Uiso 1 1 d . . .
H4 H 0.431(4) 1.230(5) 0.0233(16) 0.038(8) Uiso 1 1 d . . .
H5 H 0.593(6) 1.391(6) -0.056(2) 0.067(13) Uiso 1 1 d . . .
H4N H 0.071(6) 1.089(6) 0.191(3) 0.073(14) Uiso 1 1 d . . .
H7 H 0.248(5) 0.868(5) 0.1596(19) 0.053(11) Uiso 1 1 d . . .
H9 H 0.481(6) 1.309(6) 0.164(2) 0.076(14) Uiso 1 1 d . . .
H2N H 0.882(6) 1.301(6) -0.024(2) 0.073(15) Uiso 1 1 d . . .
H8 H 0.193(6) 1.366(6) 0.189(2) 0.074(13) Uiso 1 1 d . . .
H2A H 0.896(8) 0.510(8) 0.208(3) 0.098(17) Uiso 1 1 d . . .
H2B H 0.783(13) 0.474(13) 0.166(5) 0.18(5) Uiso 1 1 d . . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Cu1 O1 92.20(8) . . ?
O3 Cu1 N3 173.92(10) . . ?
O1 Cu1 N3 87.22(9) . . ?
O3 Cu1 N1 87.29(9) . . ?
O1 Cu1 N1 172.95(9) . . ?
N3 Cu1 N1 92.54(9) . . ?
O3 Cu1 O2 87.84(9) . 2_655 ?
O1 Cu1 O2 92.47(8) . 2_655 ?
N3 Cu1 O2 98.23(9) . 2_655 ?
N1 Cu1 O2 94.54(9) . 2_655 ?
C1 O1 Cu1 125.70(16) . . ?
C1 O2 Cu1 133.11(17) . 2_645 ?
C3 O3 Cu1 129.59(16) . . ?
N3 C7 N4 110.8(3) . . ?
N3 C7 H7 125(2) . . ?
N4 C7 H7 124(2) . . ?
C9 C8 N4 106.1(3) . . ?
C9 C8 H8 129(3) . . ?
N4 C8 H8 125(3) . . ?
C8 C9 N3 109.7(3) . . ?
C8 C9 H9 127(3) . . ?
N3 C9 H9 122(3) . . ?
C5 C4 N1 109.5(3) . . ?
C5 C4 H4 125(2) . . ?
N1 C4 H4 125(2) . . ?
C4 C5 N2 106.4(3) . . ?
C4 C5 H5 130(3) . . ?
N2 C5 H5 124(3) . . ?
N1 C6 N2 111.3(3) . . ?
N1 C6 H6 122(2) . . ?
N2 C6 H6 126(2) . . ?
O2 C1 O1 122.6(2) . . ?
O2 C1 C2 117.1(2) . . ?
O1 C1 C2 120.2(2) . . ?
C3 C2 C1 122.6(3) . . ?
C3 C2 H2A 110(4) . . ?
C1 C2 H2A 112(4) . . ?
C3 C2 H2B 110(7) . . ?
C1 C2 H2B 108(7) . . ?
H2A C2 H2B 89(7) . . ?
O4 C3 O3 123.5(2) . . ?
O4 C3 C2 114.9(2) . . ?
O3 C3 C2 121.6(2) . . ?
C7 N3 C9 105.3(2) . . ?
C7 N3 Cu1 127.0(2) . . ?
C9 N3 Cu1 127.6(2) . . ?
C7 N4 C8 108.1(2) . . ?
C7 N4 H4N 125(3) . . ?
C8 N4 H4N 127(3) . . ?
C6 N1 C4 105.1(2) . . ?
C6 N1 Cu1 125.21(19) . . ?
C4 N1 Cu1 129.53(19) . . ?
C6 N2 C5 107.7(3) . . ?
C6 N2 H2N 119(4) . . ?
C5 N2 H2N 133(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 O3 1.9319(19) . ?
Cu1 O1 1.9621(19) . ?
Cu1 N3 1.981(2) . ?
Cu1 N1 1.999(2) . ?
Cu1 O2 2.394(2) 2_655 ?
O1 C1 1.255(3) . ?
O2 C1 1.251(3) . ?
O2 Cu1 2.394(2) 2_645 ?
O3 C3 1.266(3) . ?
O4 C3 1.223(3) . ?
C7 N3 1.318(3) . ?
C7 N4 1.334(4) . ?
C7 H7 0.94(4) . ?
C8 C9 1.345(4) . ?
C8 N4 1.355(5) . ?
C8 H8 0.86(5) . ?
C9 N3 1.376(4) . ?
C9 H9 0.84(5) . ?
C4 C5 1.344(4) . ?
C4 N1 1.377(4) . ?
C4 H4 0.96(3) . ?
C5 N2 1.356(4) . ?
C5 H5 0.87(4) . ?
C6 N1 1.315(3) . ?
C6 N2 1.331(4) . ?
C6 H6 0.88(4) . ?
C1 C2 1.502(4) . ?
C2 C3 1.488(4) . ?
C2 H2A 0.86(6) . ?
C2 H2B 0.76(10) . ?
N4 H4N 0.78(5) . ?
N2 H2N 0.73(5) . ?
