#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/35/2013560.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_2013560
loop_
_publ_author_name
'Zeng, Xi-Rui'
'Fang, Xiao-Niu'
'Peng, Shie-Ming'
'Lin, Hsiu-Mei'
_publ_section_title
;
 Bis(μ-di-2-pyridylaminato 1-oxide)bis[(trifluoroacetato)copper(II)]
 acetonitrile disolvate
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m497
_journal_page_last               m498
_journal_paper_doi               10.1107/S010827010302064X
_journal_volume                  59
_journal_year                    2003
_chemical_formula_iupac          '[Cu2 (C2 F3 O2)2 (C10 H8 N3 O)2], C2 H3 N'
_chemical_formula_moiety         'C24 H16 Cu2 F6 N6 O6, 2(C2 H3 N)'
_chemical_formula_sum            'C28 H22 Cu2 F6 N8 O6'
_chemical_formula_weight         807.62
_chemical_name_common
;
Bis(μ-di-2-pyridylamine 1-oxide)bis[(trifluoroacetato)copper(II)]
acetonitrile disolvate
;
_chemical_name_systematic
;
Bis(μ-di-2-pyridylamine 1-oxide)bis[(trifluoroacetato)copper(II)]
acetonitrile disolvate
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 108.947(15)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.203(4)
_cell_length_b                   7.468(2)
_cell_length_c                   22.123(5)
_cell_measurement_reflns_used    2991
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.95
_cell_measurement_theta_min      1.95
_cell_volume                     3313.2(14)
_computing_cell_refinement       'CAD-4 EXPRESS'
_computing_data_collection       'CAD-4 EXPRESS (Enraf-Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'PLATON (Spek 2003)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Enraf-Nonius TurboCAD-4'
_diffrn_measurement_method       'non-profiled ω/2θ'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            2991
_diffrn_reflns_theta_full        24.95
_diffrn_reflns_theta_max         24.95
_diffrn_reflns_theta_min         1.95
_diffrn_standards_decay_%        4
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.371
_exptl_absorpt_correction_T_max  0.7379
_exptl_absorpt_correction_T_min  0.6746
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.619
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1624
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.378
_refine_diff_density_min         -0.305
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         2905
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0605
_refine_ls_R_factor_gt           0.0327
_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)+(0.0434P)²+4.4467P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0840
_refine_ls_wR_factor_ref         0.0951
_reflns_number_gt                2106
_reflns_number_total             2905
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            de1219.cif
_cod_data_source_block           I
_cod_original_cell_volume        3313.2(13)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2013560
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Cu1 0.077921(19) 0.82944(5) 0.242472(18) 0.03412(14) Uani d . 1 . . Cu
F1 0.05215(19) 0.8688(7) 0.03118(14) 0.1504(18) Uani d . 1 . . F
F2 0.15263(18) 0.8393(6) 0.04244(14) 0.1319(15) Uani d . 1 . . F
F3 0.0981(2) 0.6210(5) 0.05413(15) 0.1387(16) Uani d . 1 . . F
O1 0.13687(12) 0.6448(3) 0.28787(11) 0.0464(6) Uani d . 1 . . O
O2 0.08703(13) 0.7495(3) 0.16202(11) 0.0503(6) Uani d . 1 . . O
O3 0.16304(15) 0.9529(4) 0.15950(15) 0.0755(9) Uani d . 1 . . O
N1 0.14496(13) 0.6511(4) 0.35119(13) 0.0395(6) Uani d . 1 . . N
N2 0.06414(12) 0.8649(3) 0.32414(11) 0.0340(6) Uani d . 1 . . N
N3 -0.02915(12) 1.0443(3) 0.30153(12) 0.0340(6) Uani d . 1 . . N
C1 0.18989(18) 0.5407(5) 0.39069(18) 0.0512(9) Uani d . 1 . . C
H1 0.2142 0.4619 0.3743 0.061 Uiso calc R 1 . . H
C2 0.19980(19) 0.5444(6) 0.45463(19) 0.0591(10) Uani d . 1 . . C
H2 0.2311 0.4691 0.4822 0.071 Uiso calc R 1 . . H
C3 0.1629(2) 0.6614(5) 0.47816(18) 0.0548(10) Uani d . 1 . . C
H3 0.1691 0.6643 0.5217 0.066 Uiso calc R 1 . . H
C4 0.11725(18) 0.7727(5) 0.43759(16) 0.0453(8) Uani d . 1 . . C
H4 0.0923 0.8502 0.4538 0.054 Uiso calc R 1 . . H
C5 0.10760(15) 0.7712(4) 0.37165(15) 0.0359(7) Uani d . 1 . . C
C6 0.03541(15) 1.0238(4) 0.33689(14) 0.0339(7) Uani d . 1 . . C
C7 0.06964(17) 1.1575(4) 0.37807(16) 0.0431(8) Uani d . 1 . . C
H7 0.1138 1.1408 0.4032 0.052 Uiso calc R 1 . . H
C8 0.03727(19) 1.3151(5) 0.38110(19) 0.0507(9) Uani d . 1 . . C
H8 0.0590 1.4049 0.4093 0.061 Uiso calc R 1 . . H
C9 -0.02822(19) 1.3394(5) 0.34179(19) 0.0529(9) Uani d . 1 . . C
H9 -0.0503 1.4471 0.3418 0.063 Uiso calc R 1 . . H
C10 -0.05926(18) 1.2014(4) 0.30325(18) 0.0463(9) Uani d . 1 . . C
H10 -0.1031 1.2168 0.2770 0.056 Uiso calc R 1 . . H
C11 0.12250(18) 0.8387(5) 0.13665(16) 0.0443(8) Uani d . 1 . . C
C12 0.1063(2) 0.7924(7) 0.0655(2) 0.0651(12) Uani d . 1 . . C
N21 0.2152(3) 1.0812(8) 0.3520(4) 0.151(3) Uani d . 1 . . N
C21 0.2817(2) 0.8861(7) 0.3010(2) 0.0771(14) Uani d . 1 . . C
H21A 0.2522 0.8386 0.2617 0.116 Uiso calc R 1 . . H
H21B 0.3018 0.7894 0.3293 0.116 Uiso calc R 1 . . H
H21C 0.3158 0.9560 0.2924 0.116 Uiso calc R 1 . . H
C22 0.2448(2) 0.9968(7) 0.3302(3) 0.0775(14) Uani d . 1 . . C
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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-5 -1 -5
3 -1 -8
-8 -2 5
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Cu1 N2 . 83.09(10) y
O1 Cu1 O2 . 90.97(10) y
N2 Cu1 O2 . 169.65(11) ?
O1 Cu1 N3 2 171.23(11) ?
N2 Cu1 N3 2 97.73(10) y
O2 Cu1 N3 2 89.44(11) y
N1 O1 Cu1 . 111.06(17) ?
C11 O2 Cu1 . 119.6(2) ?
C1 N1 O1 . 118.4(3) ?
C1 N1 C5 . 123.4(3) ?
O1 N1 C5 . 118.2(2) y
C5 N2 C6 . 120.9(3) y
C5 N2 Cu1 . 112.6(2) y
C6 N2 Cu1 . 120.59(19) y
C10 N3 C6 . 119.1(3) ?
C10 N3 Cu1 2 122.9(2) ?
C6 N3 Cu1 2 117.6(2) ?
N1 C1 C2 . 120.0(3) ?
N1 C1 H1 . 120.0 ?
C2 C1 H1 . 120.0 ?
C1 C2 C3 . 119.3(3) ?
C1 C2 H2 . 120.4 ?
C3 C2 H2 . 120.4 ?
C4 C3 C2 . 120.2(4) ?
C4 C3 H3 . 119.9 ?
C2 C3 H3 . 119.9 ?
C3 C4 C5 . 120.7(3) ?
C3 C4 H4 . 119.7 ?
C5 C4 H4 . 119.7 ?
N2 C5 N1 . 113.9(3) ?
N2 C5 C4 . 129.6(3) ?
N1 C5 C4 . 116.3(3) ?
N3 C6 C7 . 121.1(3) ?
N3 C6 N2 . 113.9(3) ?
C7 C6 N2 . 124.9(3) ?
C8 C7 C6 . 119.0(3) ?
C8 C7 H7 . 120.5 ?
C6 C7 H7 . 120.5 ?
C7 C8 C9 . 119.6(3) ?
C7 C8 H8 . 120.2 ?
C9 C8 H8 . 120.2 ?
C10 C9 C8 . 118.3(3) ?
C10 C9 H9 . 120.9 ?
C8 C9 H9 . 120.9 ?
N3 C10 C9 . 122.8(3) ?
N3 C10 H10 . 118.6 ?
C9 C10 H10 . 118.6 ?
O3 C11 O2 . 129.5(3) ?
O3 C11 C12 . 118.8(4) ?
O2 C11 C12 . 111.6(3) ?
F1 C12 F2 . 107.1(4) ?
F1 C12 F3 . 106.5(5) ?
F2 C12 F3 . 105.2(4) ?
F1 C12 C11 . 111.3(4) ?
F2 C12 C11 . 113.4(4) ?
F3 C12 C11 . 112.9(3) ?
C22 C21 H21A . 109.5 ?
C22 C21 H21B . 109.5 ?
H21A C21 H21B . 109.5 ?
C22 C21 H21C . 109.5 ?
H21A C21 H21C . 109.5 ?
H21B C21 H21C . 109.5 ?
N21 C22 C21 . 178.6(7) ?
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 . 1.912(2) y
Cu1 N2 . 1.940(2) y
Cu1 O2 . 1.945(2) y
Cu1 N3 2 1.984(3) y
Cu1 N2 2 2.904(3) y
Cu1 O3 . 3.103(3) y
F1 C12 . 1.287(5) ?
F2 C12 . 1.292(5) ?
F3 C12 . 1.305(6) ?
O1 N1 . 1.356(3) y
O2 C11 . 1.265(4) ?
O3 C11 . 1.200(4) ?
N1 C1 . 1.345(4) y
N1 C5 . 1.367(4) y
N2 C5 . 1.347(4) y
N2 C6 . 1.404(4) y
N3 C10 . 1.343(4) ?
N3 C6 . 1.347(4) ?
N3 Cu1 2 1.984(3) ?
C1 C2 . 1.361(5) ?
C1 H1 . 0.93 ?
C2 C3 . 1.383(6) ?
C2 H2 . 0.93 ?
C3 C4 . 1.367(5) ?
C3 H3 . 0.93 ?
C4 C5 . 1.406(4) ?
C4 H4 . 0.93 ?
C6 C7 . 1.387(4) ?
C7 C8 . 1.375(5) ?
C7 H7 . 0.93 ?
C8 C9 . 1.390(5) ?
C8 H8 . 0.93 ?
C9 C10 . 1.363(5) ?
C9 H9 . 0.93 ?
C10 H10 . 0.93 ?
C11 C12 . 1.539(5) ?
N21 C22 . 1.105(6) ?
C21 C22 . 1.428(6) ?
C21 H21A . 0.96 ?
C21 H21B . 0.96 ?
C21 H21C . 0.96 ?
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
N2 Cu1 O1 N1 . -8.1(2)
O2 Cu1 O1 N1 . -179.6(2)
O1 Cu1 O2 C11 . -104.9(3)
N2 Cu1 O2 C11 . -159.7(5)
N3 Cu1 O2 C11 2 66.3(3)
Cu1 O1 N1 C1 . -173.8(2)
Cu1 O1 N1 C5 . 5.3(3)
O1 Cu1 N2 C5 . 9.9(2)
O2 Cu1 N2 C5 . 65.3(7)
N3 Cu1 N2 C5 2 -161.3(2)
O1 Cu1 N2 C6 . 163.1(2)
O2 Cu1 N2 C6 . -141.6(5)
N3 Cu1 N2 C6 2 -8.1(2)
O1 N1 C1 C2 . 179.4(3)
C5 N1 C1 C2 . 0.3(5)
N1 C1 C2 C3 . 0.5(6)
C1 C2 C3 C4 . -0.4(6)
C2 C3 C4 C5 . -0.6(6)
C6 N2 C5 N1 . -162.6(3)
Cu1 N2 C5 N1 . -9.6(3)
C6 N2 C5 C4 . 21.1(5)
Cu1 N2 C5 C4 . 174.2(3)
C1 N1 C5 N2 . -178.0(3)
O1 N1 C5 N2 . 2.9(4)
C1 N1 C5 C4 . -1.3(5)
O1 N1 C5 C4 . 179.6(3)
C3 C4 C5 N2 . 177.5(3)
C3 C4 C5 N1 . 1.4(5)
C10 N3 C6 C7 . 4.4(4)
Cu1 N3 C6 C7 2 -168.3(2)
C10 N3 C6 N2 . -171.1(3)
Cu1 N3 C6 N2 2 16.2(3)
C5 N2 C6 N3 . -141.4(3)
Cu1 N2 C6 N3 . 67.7(3)
C5 N2 C6 C7 . 43.3(4)
Cu1 N2 C6 C7 . -107.6(3)
N3 C6 C7 C8 . -1.9(5)
N2 C6 C7 C8 . 173.0(3)
C6 C7 C8 C9 . -1.8(5)
C7 C8 C9 C10 . 2.9(6)
C6 N3 C10 C9 . -3.3(5)
Cu1 N3 C10 C9 2 169.0(3)
C8 C9 C10 N3 . -0.4(6)
Cu1 O2 C11 O3 . 15.3(5)
Cu1 O2 C11 C12 . -161.9(2)
O3 C11 C12 F1 . -99.8(5)
O2 C11 C12 F1 . 77.7(5)
O3 C11 C12 F2 . 21.1(6)
O2 C11 C12 F2 . -161.4(4)
O3 C11 C12 F3 . 140.6(4)
O2 C11 C12 F3 . -41.9(5)
