#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/83/2208333.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_2208333
loop_
_publ_author_name
'Blewett, Gavin'
'Esterhuysen, Catharine'
'Bredenkamp, Martin W.'
'Koch, Klaus R.'
_publ_section_title
Tetrakis(μ₂-2,2-dimethylpropanoato-κ²O,O')bis[(pyridine-κN)copper(II)]
_journal_coeditor_code           HB6318
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m420
_journal_page_last               m422
_journal_paper_doi               10.1107/S1600536806003217
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Cu2 (C5 H9 O2)4 (C5 H5 N)2]'
_chemical_formula_moiety         'C30 H46 Cu2 N2 O8'
_chemical_formula_sum            'C30 H46 Cu2 N2 O8'
_chemical_formula_weight         689.77
_chemical_name_common            GB377
_chemical_name_systematic
;
Tetrakis(μ₂-2,2-dimethylpropanoato-κ²O,O')bis[(pyridine-\kN)copper(II)]
;
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_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     heavy
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                61.520(3)
_cell_angle_beta                 72.495(3)
_cell_angle_gamma                84.200(3)
_cell_formula_units_Z            1
_cell_length_a                   9.7378(19)
_cell_length_b                   10.0428(19)
_cell_length_c                   10.435(2)
_cell_measurement_reflns_used    3879
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      28.25
_cell_measurement_theta_min      2.20
_cell_volume                     854.4(3)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT '
_computing_molecular_graphics
'X-SEED (Barbour, 2001; Atwood & Barbour, 2003)'
_computing_publication_material  X-SEED
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       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  0.0651
_diffrn_reflns_av_sigmaI/netI    0.0860
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7897
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         2.20
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.291
_exptl_absorpt_correction_T_max  0.882
_exptl_absorpt_correction_T_min  0.782
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Blessing, 1995; Sheldrick, 2002)'
_exptl_crystal_colour            blue-green
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'rectangular slab'
_exptl_crystal_F_000             362
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.310
_refine_diff_density_min         -0.315
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.978
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     197
_refine_ls_number_reflns         3317
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.978
_refine_ls_R_factor_all          0.0624
_refine_ls_R_factor_gt           0.0455
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0444P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0991
_refine_ls_wR_factor_ref         0.1032
_reflns_number_gt                2568
_reflns_number_total             3317
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb6318.cif
_cod_data_source_block           I
_cod_original_cell_volume        854.3(3)
_cod_database_code               2208333
_cod_database_fobs_code          2208333
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_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_type_symbol
Cu1 0.53805(5) 0.51037(4) 0.60540(5) 0.01396(14) Uani d . 1 Cu
O1 0.6364(3) 0.6977(3) 0.4285(3) 0.0266(6) Uani d . 1 O
O2 0.6970(3) 0.3896(3) 0.5557(3) 0.0247(6) Uani d . 1 O
O4 0.4223(3) 0.3191(3) 0.7536(3) 0.0252(6) Uani d . 1 O
O3 0.3628(3) 0.6231(3) 0.6283(3) 0.0258(6) Uani d . 1 O
C2 0.6375(4) 0.7465(4) 0.2922(4) 0.0177(8) Uani d . 1 C
C4 0.2828(4) 0.6514(4) 0.5440(4) 0.0168(8) Uani d . 1 C
N1 0.6276(3) 0.5346(3) 0.7588(3) 0.0156(6) Uani d . 1 N
C13 0.7283(4) 0.5532(4) 0.9731(4) 0.0226(9) Uani d . 1 C
H131 0.7607 0.5584 1.0459 0.027 Uiso calc R 1 H
C9 0.1052(4) 0.7394(4) 0.7166(4) 0.0269(9) Uani d . 1 C
H92 0.0796 0.6356 0.7923 0.040 Uiso calc R 1 H
H93 0.0229 0.7996 0.7241 0.040 Uiso calc R 1 H
H91 0.1821 0.7764 0.7329 0.040 Uiso calc R 1 H
C11 0.7173(4) 0.4338(4) 0.8276(4) 0.0186(8) Uani d . 1 C
H111 0.7456 0.3560 0.8023 0.022 Uiso calc R 1 H
C15 0.5919(4) 0.6457(4) 0.7969(4) 0.0200(8) Uani d . 1 C
H151 0.5321 0.7185 0.7488 0.024 Uiso calc R 1 H
C12 0.7690(4) 0.4400(4) 0.9328(4) 0.0230(8) Uani d . 1 C
H121 0.8313 0.3681 0.9769 0.028 Uiso calc R 1 H
C8 0.0300(4) 0.6992(5) 0.5297(5) 0.0415(12) Uani d . 1 C
H81 0.0581 0.7154 0.4267 0.062 Uiso calc R 1 H
H83 -0.0524 0.7566 0.5452 0.062 Uiso calc R 1 H
H82 0.0062 0.5933 0.5985 0.062 Uiso calc R 1 H
C3 0.1539(4) 0.7500(4) 0.5592(4) 0.0190(8) Uani d . 1 C
C1 0.7140(4) 0.9011(4) 0.1788(4) 0.0223(8) Uani d . 1 C
C14 0.6378(4) 0.6588(4) 0.9021(4) 0.0236(9) Uani d . 1 C
H141 0.6085 0.7377 0.9255 0.028 Uiso calc R 1 H
C10 0.2059(5) 0.9132(4) 0.4389(5) 0.0433(12) Uani d . 1 C
H101 0.2832 0.9441 0.4599 0.065 Uiso calc R 1 H
H102 0.1277 0.9791 0.4413 0.065 Uiso calc R 1 H
H103 0.2395 0.9188 0.3399 0.065 Uiso calc R 1 H
C5 0.7305(5) 0.9423(4) 0.0151(4) 0.0330(10) Uani d . 1 C
H51 0.7884 0.8700 -0.0098 0.049 Uiso calc R 1 H
H53 0.7764 1.0418 -0.0510 0.049 Uiso calc R 1 H
H52 0.6371 0.9412 0.0021 0.049 Uiso calc R 1 H
C7 0.6161(5) 1.0191(4) 0.2159(5) 0.0385(11) Uani d . 1 C
H73 0.5225 1.0127 0.2058 0.058 Uiso calc R 1 H
H71 0.6590 1.1195 0.1463 0.058 Uiso calc R 1 H
H72 0.6068 0.9976 0.3183 0.058 Uiso calc R 1 H
C6 0.8584(4) 0.9107(5) 0.2017(5) 0.0382(11) Uani d . 1 C
H62 0.8444 0.8898 0.3048 0.057 Uiso calc R 1 H
H63 0.9024 1.0107 0.1331 0.057 Uiso calc R 1 H
H61 0.9198 0.8376 0.1818 0.057 Uiso calc R 1 H
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 O3 . . 88.90(11) n
O1 Cu1 O2 . . 91.07(11) ?
O3 Cu1 O2 . . 168.32(9) ?
O1 Cu1 O4 . . 168.25(10) ?
O3 Cu1 O4 . . 89.10(11) ?
O2 Cu1 O4 . . 88.56(11) ?
O1 Cu1 N1 . . 93.71(10) n
O3 Cu1 N1 . . 98.69(10) n
O2 Cu1 N1 . . 92.97(10) ?
O4 Cu1 N1 . . 98.04(10) ?
O1 Cu1 Cu1 . 2_666 81.23(7) ?
O3 Cu1 Cu1 . 2_666 86.46(7) ?
O2 Cu1 Cu1 . 2_666 81.99(7) ?
O4 Cu1 Cu1 . 2_666 87.09(7) ?
N1 Cu1 Cu1 . 2_666 172.75(8) ?
C2 O1 Cu1 . . 126.8(2) n
C4 O2 Cu1 2_666 . 125.9(2) ?
C2 O4 Cu1 2_666 . 119.6(2) ?
C4 O3 Cu1 . . 120.4(2) n
O4 C2 O1 2_666 . 125.2(3) n
O4 C2 C1 2_666 . 118.9(3) ?
O1 C2 C1 . . 115.9(3) ?
O2 C4 O3 2_666 . 125.1(3) n
O2 C4 C3 2_666 . 116.9(3) ?
O3 C4 C3 . . 117.9(3) ?
C15 N1 C11 . . 116.3(3) ?
C15 N1 Cu1 . . 122.1(2) ?
C11 N1 Cu1 . . 121.6(2) ?
C12 C13 C14 . . 117.9(3) ?
C12 C13 H131 . . 121.1 ?
C14 C13 H131 . . 121.1 ?
C3 C9 H92 . . 109.5 ?
C3 C9 H93 . . 109.5 ?
H92 C9 H93 . . 109.5 ?
C3 C9 H91 . . 109.5 ?
H92 C9 H91 . . 109.5 ?
H93 C9 H91 . . 109.5 ?
N1 C11 C12 . . 123.2(3) ?
N1 C11 H111 . . 118.4 ?
C12 C11 H111 . . 118.4 ?
N1 C15 C14 . . 124.0(3) ?
N1 C15 H151 . . 118.0 ?
C14 C15 H151 . . 118.0 ?
C11 C12 C13 . . 119.7(3) ?
C11 C12 H121 . . 120.2 ?
C13 C12 H121 . . 120.2 ?
C3 C8 H81 . . 109.5 ?
C3 C8 H83 . . 109.5 ?
H81 C8 H83 . . 109.5 ?
C3 C8 H82 . . 109.5 ?
H81 C8 H82 . . 109.5 ?
H83 C8 H82 . . 109.5 ?
C9 C3 C8 . . 109.7(3) ?
C9 C3 C10 . . 109.7(3) ?
C8 C3 C10 . . 110.5(3) ?
C9 C3 C4 . . 111.1(3) ?
C8 C3 C4 . . 109.5(3) ?
C10 C3 C4 . . 106.3(3) ?
C5 C1 C6 . . 111.1(3) ?
C5 C1 C2 . . 113.0(3) ?
C6 C1 C2 . . 110.8(3) ?
C5 C1 C7 . . 107.8(3) ?
C6 C1 C7 . . 107.8(3) ?
C2 C1 C7 . . 106.0(3) ?
C15 C14 C13 . . 119.0(3) ?
C15 C14 H141 . . 120.5 ?
C13 C14 H141 . . 120.5 ?
C3 C10 H101 . . 109.5 ?
C3 C10 H102 . . 109.5 ?
H101 C10 H102 . . 109.5 ?
C3 C10 H103 . . 109.5 ?
H101 C10 H103 . . 109.5 ?
H102 C10 H103 . . 109.5 ?
C1 C5 H51 . . 109.5 ?
C1 C5 H53 . . 109.5 ?
H51 C5 H53 . . 109.5 ?
C1 C5 H52 . . 109.5 ?
H51 C5 H52 . . 109.5 ?
H53 C5 H52 . . 109.5 ?
C1 C7 H73 . . 109.5 ?
C1 C7 H71 . . 109.5 ?
H73 C7 H71 . . 109.5 ?
C1 C7 H72 . . 109.5 ?
H73 C7 H72 . . 109.5 ?
H71 C7 H72 . . 109.5 ?
C1 C6 H62 . . 109.5 ?
C1 C6 H63 . . 109.5 ?
H62 C6 H63 . . 109.5 ?
C1 C6 H61 . . 109.5 ?
H62 C6 H61 . . 109.5 ?
H63 C6 H61 . . 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 . 1.963(2) yes
Cu1 O3 . 1.968(2) yes
Cu1 O2 . 1.968(2) yes
Cu1 O4 . 1.977(2) yes
Cu1 N1 . 2.153(3) yes
Cu1 Cu1 2_666 2.6229(9) n
O1 C2 . 1.262(4) n
O2 C4 2_666 1.250(4) ?
O4 C2 2_666 1.243(4) ?
O3 C4 . 1.261(4) n
C2 C1 . 1.523(5) ?
C4 C3 . 1.537(4) ?
N1 C15 . 1.336(4) ?
N1 C11 . 1.345(4) ?
C13 C12 . 1.375(5) ?
C13 C14 . 1.381(5) ?
C13 H131 . 0.9300 ?
C9 C3 . 1.519(5) ?
C9 H92 . 0.9600 ?
C9 H93 . 0.9600 ?
C9 H91 . 0.9600 ?
C11 C12 . 1.366(5) ?
C11 H111 . 0.9300 ?
C15 C14 . 1.367(5) ?
C15 H151 . 0.9300 ?
C12 H121 . 0.9300 ?
C8 C3 . 1.519(5) ?
C8 H81 . 0.9600 ?
C8 H83 . 0.9600 ?
C8 H82 . 0.9600 ?
C3 C10 . 1.530(5) ?
C1 C5 . 1.513(5) ?
C1 C6 . 1.515(5) ?
C1 C7 . 1.565(5) ?
C14 H141 . 0.9300 ?
C10 H101 . 0.9600 ?
C10 H102 . 0.9600 ?
C10 H103 . 0.9600 ?
C5 H51 . 0.9600 ?
C5 H53 . 0.9600 ?
C5 H52 . 0.9600 ?
C7 H73 . 0.9600 ?
C7 H71 . 0.9600 ?
C7 H72 . 0.9600 ?
C6 H62 . 0.9600 ?
C6 H63 . 0.9600 ?
C6 H61 . 0.9600 ?
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_4
_geom_torsion
O3 Cu1 O1 C2 . . -87.0(3)
O2 Cu1 O1 C2 . . 81.3(3)
O4 Cu1 O1 C2 . . -6.8(7)
N1 Cu1 O1 C2 . . 174.4(3)
O1 Cu1 O2 C4 . 2_666 -79.0(3)
O3 Cu1 O2 C4 . 2_666 10.8(7)
O4 Cu1 O2 C4 . 2_666 89.3(3)
N1 Cu1 O2 C4 . 2_666 -172.8(3)
O1 Cu1 O4 C2 . 2_666 8.9(7)
O3 Cu1 O4 C2 . 2_666 89.1(3)
O2 Cu1 O4 C2 . 2_666 -79.4(3)
N1 Cu1 O4 C2 . 2_666 -172.2(2)
O1 Cu1 O3 C4 . . 79.0(3)
O2 Cu1 O3 C4 . . -11.0(7)
O4 Cu1 O3 C4 . . -89.4(3)
N1 Cu1 O3 C4 . . 172.6(3)
Cu1 O1 C2 O4 . 2_666 -1.6(5)
Cu1 O1 C2 C1 . . 175.9(2)
Cu1 O3 C4 O2 . 2_666 1.6(5)
Cu1 O3 C4 C3 . . -175.5(2)
O1 Cu1 N1 C15 . . 67.6(3)
O3 Cu1 N1 C15 . . -21.9(3)
O2 Cu1 N1 C15 . . 158.8(3)
O4 Cu1 N1 C15 . . -112.2(3)
O1 Cu1 N1 C11 . . -115.9(3)
O3 Cu1 N1 C11 . . 154.7(3)
O2 Cu1 N1 C11 . . -24.6(3)
O4 Cu1 N1 C11 . . 64.4(3)
C15 N1 C11 C12 . . 1.0(5)
Cu1 N1 C11 C12 . . -175.7(3)
C11 N1 C15 C14 . . -1.7(5)
Cu1 N1 C15 C14 . . 175.0(3)
N1 C11 C12 C13 . . 0.4(6)
C14 C13 C12 C11 . . -1.2(5)
O2 C4 C3 C9 2_666 . 157.2(3)
O3 C4 C3 C9 . . -25.5(4)
O2 C4 C3 C8 2_666 . 35.9(4)
O3 C4 C3 C8 . . -146.8(3)
O2 C4 C3 C10 2_666 . -83.5(4)
O3 C4 C3 C10 . . 93.9(4)
O4 C2 C1 C5 2_666 . -10.9(5)
O1 C2 C1 C5 . . 171.5(3)
O4 C2 C1 C6 2_666 . -136.2(3)
O1 C2 C1 C6 . . 46.1(4)
O4 C2 C1 C7 2_666 . 107.1(4)
O1 C2 C1 C7 . . -70.6(4)
N1 C15 C14 C13 . . 0.9(6)
C12 C13 C14 C15 . . 0.6(5)
