#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/66/2236647.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_2236647
loop_
_publ_author_name
'Cruz-Enriquez, Adriana'
'Baez-Castro, Alberto'
'Höpfl, Herbert'
'Parra-Hake, Miguel'
'Campos-Gaxiola, Jose J.'
_publ_section_title
;
 Tetrakis(μ-acetato-κ²O:O')-bis[(3-pyridinecarboxaldehyde-κN')]dicopper(II)(Cu{---Cu})
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1339
_journal_page_last               m1340
_journal_paper_doi               10.1107/S1600536812041074
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          '[Cu2 (C2 H3 O2)4 (C6 H5 N O)]'
_chemical_formula_moiety         'C20 H22 Cu2 N2 O10'
_chemical_formula_sum            'C20 H22 Cu2 N2 O10'
_chemical_formula_weight         577.48
_chemical_name_systematic
;
Tetrakis(μ-acetato-κ²O:O')-bis[(3-pyridinecarboxaldehyde-
κN')]dicopper(II)(Cu---Cu)
;
_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                100.3530(10)
_cell_angle_beta                 108.9750(10)
_cell_angle_gamma                98.6790(10)
_cell_formula_units_Z            1
_cell_length_a                   7.4099(6)
_cell_length_b                   8.4298(7)
_cell_length_c                   10.0254(8)
_cell_measurement_reflns_used    3727
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      2.52
_cell_volume                     567.62(8)
_computing_cell_refinement       'SAINT-Plus-NT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT-Plus-NT (Bruker, 2001)'
_computing_molecular_graphics
'ORTEP-3 (Farrugia, 2012) and Mercury (Macrae et al. 2008)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0182
_diffrn_reflns_av_sigmaI/netI    0.0267
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4118
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.22
_exptl_absorpt_coefficient_mu    1.932
_exptl_absorpt_correction_T_max  0.7200
_exptl_absorpt_correction_T_min  0.4481
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.689
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'rectangular prism'
_exptl_crystal_F_000             294
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.408
_refine_diff_density_min         -0.364
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         1980
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.100
_refine_ls_R_factor_all          0.0278
_refine_ls_R_factor_gt           0.0271
_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)+(0.0297P)²+0.5378P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0676
_refine_ls_wR_factor_ref         0.0681
_reflns_number_gt                1921
_reflns_number_total             1980
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            su2505.cif
_cod_data_source_block           I
_cod_original_cell_volume        567.61(8)
_cod_database_code               2236647
_cod_database_fobs_code          2236647
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -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_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
Cu Cu1 0.56063(4) 0.57222(3) 0.91251(3) 0.01370(10) Uani d . 1.000
O O1 1.1945(3) 0.9402(3) 0.6523(2) 0.0382(7) Uani d . 1.000
O O2 0.6188(3) 0.3569(2) 0.85203(19) 0.0232(5) Uani d . 1.000
O O3 0.5192(3) 0.2340(2) 1.00330(18) 0.0216(5) Uani d . 1.000
O O4 0.2879(2) 0.4870(2) 0.77698(18) 0.0235(5) Uani d . 1.000
O O5 0.1855(2) 0.3580(2) 0.92442(18) 0.0243(5) Uani d . 1.000
N N1 0.6613(3) 0.6761(2) 0.7573(2) 0.0155(6) Uani d . 1.000
C C1 0.8501(4) 0.7380(3) 0.7858(2) 0.0192(7) Uani d . 1.000
C C2 0.9167(4) 0.8063(3) 0.6899(3) 0.0203(7) Uani d . 1.000
C C3 0.7811(4) 0.8086(3) 0.5568(3) 0.0215(8) Uani d . 1.000
C C4 0.5870(4) 0.7427(3) 0.5258(3) 0.0223(7) Uani d . 1.000
C C5 0.5325(4) 0.6786(3) 0.6284(3) 0.0198(7) Uani d . 1.000
C C6 1.1288(4) 0.8746(4) 0.7290(3) 0.0306(9) Uani d . 1.000
C C7 0.5933(3) 0.2365(3) 0.9070(2) 0.0172(7) Uani d . 1.000
C C8 0.6587(4) 0.0847(3) 0.8539(3) 0.0230(8) Uani d . 1.000
C C9 0.1593(3) 0.3988(3) 0.8058(2) 0.0168(7) Uani d . 1.000
C C10 -0.0418(4) 0.3371(3) 0.6896(3) 0.0242(8) Uani d . 1.000
H H1 0.94130 0.73520 0.87420 0.0230 Uiso c R 1.000
H H3 0.82120 0.85370 0.49020 0.0260 Uiso c R 1.000
H H4 0.49320 0.74120 0.43710 0.0270 Uiso c R 1.000
H H5 0.40040 0.63520 0.60690 0.0240 Uiso c R 1.000
H H6 1.21540 0.86630 0.81720 0.0370 Uiso c R 1.000
H H8A 0.58970 0.04310 0.75100 0.0340 Uiso c R 1.000
H H8B 0.63120 0.00150 0.90290 0.0340 Uiso c R 1.000
H H8C 0.79690 0.11290 0.87380 0.0340 Uiso c R 1.000
H H10A -0.06390 0.22020 0.65090 0.0360 Uiso c R 1.000
H H10B -0.05110 0.39310 0.61300 0.0360 Uiso c R 1.000
H H10C -0.13850 0.35880 0.73070 0.0360 Uiso c R 1.000
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
O2 Cu1 O4 . . 89.70(8) no
O2 Cu1 N1 . . 92.99(8) no
O2 Cu1 O3 . 2_667 168.80(8) no
O2 Cu1 O5 . 2_667 90.47(8) no
O4 Cu1 N1 . . 94.72(7) no
O3 Cu1 O4 2_667 . 88.36(8) no
O4 Cu1 O5 . 2_667 168.89(7) no
O3 Cu1 N1 2_667 . 98.16(7) no
O5 Cu1 N1 2_667 . 96.36(7) no
O3 Cu1 O5 2_667 2_667 89.32(8) no
Cu1 O2 C7 . . 124.41(17) no
Cu1 O3 C7 2_667 . 121.63(16) no
Cu1 O4 C9 . . 123.33(14) no
Cu1 O5 C9 2_667 . 122.48(15) no
Cu1 N1 C1 . . 122.12(14) no
Cu1 N1 C5 . . 120.33(19) no
C1 N1 C5 . . 117.6(2) no
N1 C1 C2 . . 123.1(2) no
C1 C2 C3 . . 118.7(3) no
C1 C2 C6 . . 120.3(3) no
C3 C2 C6 . . 121.0(3) no
C2 C3 C4 . . 118.6(3) no
C3 C4 C5 . . 119.1(3) no
N1 C5 C4 . . 123.1(3) no
O1 C6 C2 . . 123.3(3) no
O2 C7 O3 . . 125.1(2) no
O2 C7 C8 . . 117.1(2) no
O3 C7 C8 . . 117.9(2) no
O4 C9 O5 . . 125.2(2) no
O4 C9 C10 . . 117.59(19) no
O5 C9 C10 . . 117.3(2) no
N1 C1 H1 . . 118.00 no
C2 C1 H1 . . 119.00 no
C2 C3 H3 . . 121.00 no
C4 C3 H3 . . 121.00 no
C3 C4 H4 . . 120.00 no
C5 C4 H4 . . 120.00 no
N1 C5 H5 . . 118.00 no
C4 C5 H5 . . 119.00 no
O1 C6 H6 . . 118.00 no
C2 C6 H6 . . 118.00 no
C7 C8 H8A . . 109.00 no
C7 C8 H8B . . 110.00 no
C7 C8 H8C . . 109.00 no
H8A C8 H8B . . 109.00 no
H8A C8 H8C . . 109.00 no
H8B C8 H8C . . 110.00 no
C9 C10 H10A . . 109.00 no
C9 C10 H10B . . 109.00 no
C9 C10 H10C . . 110.00 no
H10A C10 H10B . . 109.00 no
H10A C10 H10C . . 110.00 no
H10B C10 H10C . . 109.00 no
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 O2 . 1.9643(19) no
Cu1 O4 . 1.9677(17) no
Cu1 N1 . 2.189(2) no
Cu1 O3 2_667 1.9625(19) no
Cu1 O5 2_667 1.9692(17) no
O1 C6 . 1.204(4) no
O2 C7 . 1.257(3) no
O3 C7 . 1.258(3) no
O4 C9 . 1.260(3) no
O5 C9 . 1.260(3) no
N1 C1 . 1.333(4) no
N1 C5 . 1.340(3) no
C1 C2 . 1.386(4) no
C2 C3 . 1.391(4) no
C2 C6 . 1.483(4) no
C3 C4 . 1.371(4) no
C4 C5 . 1.385(4) no
C7 C8 . 1.505(4) no
C9 C10 . 1.506(4) no
C1 H1 . 0.9300 no
C3 H3 . 0.9300 no
C4 H4 . 0.9300 no
C5 H5 . 0.9300 no
C6 H6 . 0.9300 no
C8 H8A . 0.9600 no
C8 H8B . 0.9600 no
C8 H8C . 0.9600 no
C10 H10A . 0.9600 no
C10 H10B . 0.9600 no
C10 H10C . 0.9600 no
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
_geom_hbond_publ_flag
C3 H3 O1 2_776 0.93 2.43 3.262(4) 148 yes
C6 H6 O3 2_767 0.93 2.56 3.449(4) 159 yes
C8 H8B O3 2_657 0.96 2.60 3.542(3) 168 yes
C10 H10C O2 1_455 0.96 2.48 3.420(4) 167 yes
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_2
_geom_torsion
_geom_torsion_publ_flag
O2 Cu1 N1 C1 . . -82.47(19) no
O2 Cu1 N1 C5 . . 97.24(19) no
O4 Cu1 N1 C1 . . -172.41(18) no
O4 Cu1 N1 C5 . . 7.30(19) no
O3 Cu1 N1 C1 2_667 . 98.57(19) no
O3 Cu1 N1 C5 2_667 . -81.72(19) no
O5 Cu1 N1 C1 2_667 . 8.34(19) no
O5 Cu1 N1 C5 2_667 . -171.95(18) no
O4 Cu1 O2 C7 . . -86.4(2) no
N1 Cu1 O2 C7 . . 178.9(2) no
O5 Cu1 O2 C7 2_667 . 82.5(2) no
O5 Cu1 O3 C7 . 2_667 85.16(19) no
O4 Cu1 O3 C7 2_667 2_667 -83.97(19) no
N1 Cu1 O3 C7 2_667 2_667 -178.51(18) no
O2 Cu1 O4 C9 . . 80.85(19) no
N1 Cu1 O4 C9 . . 173.83(18) no
O3 Cu1 O4 C9 2_667 . -88.12(19) no
O3 Cu1 O5 C9 . 2_667 -86.94(19) no
O2 Cu1 O5 C9 2_667 2_667 81.86(19) no
N1 Cu1 O5 C9 2_667 2_667 174.92(18) no
Cu1 O2 C7 C8 . . -176.00(17) no
Cu1 O2 C7 O3 . . 3.4(3) no
Cu1 O3 C7 O2 2_667 . -2.2(3) no
Cu1 O3 C7 C8 2_667 . 177.20(17) no
Cu1 O4 C9 O5 . . 2.2(3) no
Cu1 O4 C9 C10 . . -177.83(16) no
Cu1 O5 C9 O4 2_667 . -0.1(3) no
Cu1 O5 C9 C10 2_667 . 179.91(17) no
Cu1 N1 C1 C2 . . -179.13(19) no
C5 N1 C1 C2 . . 1.2(4) no
Cu1 N1 C5 C4 . . 179.93(19) no
C1 N1 C5 C4 . . -0.4(4) no
N1 C1 C2 C6 . . 179.4(2) no
N1 C1 C2 C3 . . -0.9(4) no
C1 C2 C6 O1 . . -177.5(3) no
C6 C2 C3 C4 . . 179.5(3) no
C1 C2 C3 C4 . . -0.2(4) no
C3 C2 C6 O1 . . 2.8(5) no
C2 C3 C4 C5 . . 0.9(4) no
C3 C4 C5 N1 . . -0.7(4) no
