#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/37/2003791.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_2003791
loop_
_publ_author_name
'Elerman, Y.'
'Atakol, O.'
'Svoboda, I.'
'Geselle, M.'
_publ_contact_author
;
Marcus Geselle
Strukturforschung, FB Materialwissenschaft
Technische Hochschule Darmstadt, Petersenstr. 20
64287 Darmstadt, Germany
;
_publ_section_title
;
 Bis(cupferronato)copper(II), [Cu(C₆H₅N₂O₂)₂]
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1520
_journal_page_last               1522
_journal_paper_doi               10.1107/S0108270195002770
_journal_volume                  51
_journal_year                    1995
_chemical_formula_moiety         '[Cu (C6 H5 N2 O2)2 ]'
_chemical_formula_structural     '(C6 H5 N2 O2)2 Cu'
_chemical_formula_sum            'C12 H10 Cu N4 O4'
_chemical_formula_weight         337.78
_chemical_name_common
;
 bis-cupferronato copper(II)
;
_chemical_name_systematic
;
bis-(N-nitroso-N-phenylhydroxylaminato) copper(II)
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 94.810(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.4180(10)
_cell_length_b                   5.6760(10)
_cell_length_c                   13.403(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    300
_cell_measurement_theta_max      13.27
_cell_measurement_theta_min      4.71
_cell_volume                     638.15(17)
_computing_cell_refinement
'Enraf-Nonius Structure Determination Package'
_computing_data_collection
'Enraf-Nonius Structure Determination Package (Frenz, 1985)'
_computing_data_reduction        'REDU4 (Stoe & Cie, 1988)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1971)'
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1985)'
_diffrn_ambient_temperature      300(2)
_diffrn_measurement_device       'Enraf-Nonius CAD4 '
_diffrn_measurement_method       'θ/2θ scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_sigmaI/netI    0.0371
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            2229
_diffrn_reflns_theta_max         24.96
_diffrn_reflns_theta_min         2.43
_diffrn_standards_decay_%        3.3
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.657
_exptl_absorpt_correction_T_max  0.9999
_exptl_absorpt_correction_T_min  0.8717
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    1.758
_exptl_crystal_description       pyramid
_exptl_crystal_F_000             342
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.456
_refine_diff_density_min         -0.177
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   2.308
_refine_ls_goodness_of_fit_obs   2.558
_refine_ls_hydrogen_treatment    geom
_refine_ls_matrix_type           full
_refine_ls_number_parameters     98
_refine_ls_number_reflns         1116
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      2.308
_refine_ls_restrained_S_obs      2.558
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_obs          0.0292
_refine_ls_shift/esd_max         0.004
_refine_ls_shift/esd_mean        0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         0.0632
_refine_ls_wR_factor_obs         0.0617
_reflns_number_observed          888
_reflns_number_total             1116
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            hu1103.cif
_cod_data_source_block           el20
_cod_original_cell_volume        638.1(2)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2003791
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,y+1/2,-z+1/2
-x,-y,-z
x,-y+1/2,z+1/2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_22
_atom_site_aniso_U_23
_atom_site_aniso_U_33
Cu1 0.0458(3) 0.0014(3) 0.0039(2) 0.0418(3) 0.0044(3) 0.0409(3)
N2 0.0404(11) -0.0016(11) 0.0072(10) 0.0403(14) -0.0020(14) 0.0371(13)
O2 0.0449(10) 0.0115(9) 0.0113(8) 0.0502(12) 0.0085(12) 0.0467(12)
O1 0.0619(11) 0.0099(11) 0.0122(9) 0.0537(13) 0.0147(14) 0.0424(12)
N1 0.0562(13) 0.0032(12) 0.0111(11) 0.049(2) 0.0027(15) 0.041(2)
C1 0.0381(13) -0.0026(11) -0.0003(11) 0.040(2) -0.0014(15) 0.038(2)
C2 0.0493(15) 0.010(2) 0.0090(13) 0.057(2) 0.006(2) 0.044(2)
C3 0.062(2) 0.004(2) 0.0064(14) 0.062(2) 0.015(2) 0.044(2)
C6 0.053(2) 0.0028(14) 0.0075(13) 0.049(2) -0.006(2) 0.043(2)
C4 0.056(2) 0.0055(14) -0.0065(14) 0.046(2) 0.006(2) 0.055(2)
C5 0.053(2) 0.013(2) 0.0026(14) 0.048(2) -0.004(2) 0.053(2)
loop_
_atom_site_label
_atom_site_occupancy
_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_type_symbol
Cu1 1 0.5000 0.0000 0.0000 0.0428(2) Uani d S Cu
N2 1 0.3265(2) 0.3724(5) -0.0531(2) 0.0390(5) Uani d . N
O2 1 0.4501(2) 0.2609(4) -0.08477(15) 0.0468(5) Uani d . O
O1 1 0.3324(2) 0.1291(4) 0.0696(2) 0.0522(5) Uani d . O
N1 1 0.2638(3) 0.3102(5) 0.0262(2) 0.0485(7) Uani d . N
C1 1 0.2634(3) 0.5710(5) -0.1102(2) 0.0387(7) Uani d . C
C2 1 0.3195(3) 0.6143(7) -0.2021(2) 0.0496(7) Uani d . C
H2A 1 0.3951(3) 0.5162(7) -0.2272(2) 0.058(4) Uiso calc R H
C3 1 0.2609(3) 0.8057(6) -0.2554(2) 0.0558(9) Uani d . C
H3A 1 0.2994(3) 0.8395(6) -0.3169(2) 0.058(4) Uiso calc R H
C6 1 0.1478(3) 0.7122(6) -0.0739(2) 0.0483(8) Uani d . C
H6A 1 0.1092(3) 0.6801(6) -0.0123(2) 0.058(4) Uiso calc R H
C4 1 0.1468(3) 0.9485(6) -0.2203(3) 0.0533(9) Uani d . C
H4A 1 0.1078(3) 1.0773(6) -0.2577(3) 0.058(4) Uiso calc R H
C5 1 0.0909(3) 0.8993(7) -0.1296(2) 0.0516(8) Uani d . C
H5A 1 0.0129(3) 0.9950(7) -0.1057(2) 0.058(4) Uiso calc R H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_source
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
C C 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0020 0.0020
H H 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0000 0.0000
N N 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0040 0.0030
O O 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0080 0.0060
Cu Cu 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.2630 1.2660
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
_geom_angle_publ_flag
O2 Cu1 O1 3_655 98.23(9) yes
O2 Cu1 O1 . 81.77(9) yes
N1 N2 O2 . 121.9(2) yes
N1 N2 C1 . 120.0(2) yes
O2 N2 C1 . 118.1(2) yes
N2 O2 Cu1 . 108.9(2) no
N1 O1 Cu1 . 114.0(2) no
N2 N1 O1 . 113.2(2) yes
C6 C1 C2 . 121.0(3) yes
C6 C1 N2 . 120.5(3) yes
C2 C1 N2 . 118.5(3) yes
C3 C2 C1 . 118.2(3) yes
C2 C3 C4 . 121.5(3) yes
C5 C6 C1 . 119.1(3) yes
C5 C4 C3 . 119.2(3) yes
C4 C5 C6 . 121.0(3) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O2 1.892(2) yes
Cu1 O1 1.902(2) yes
N2 N1 1.275(3) yes
N2 O2 1.318(3) yes
N2 C1 1.439(4) yes
O1 N1 1.294(3) yes
C1 C6 1.381(4) yes
C1 C2 1.378(4) yes
C2 C3 1.369(4) yes
C3 C4 1.370(4) yes
C6 C5 1.361(5) yes
C4 C5 1.369(5) 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
O2 N2 N1 O1 -0.8(4)
C1 N2 N1 O1 179.9(2)
N1 N2 C1 C6 7.7(4)
O2 N2 C1 C6 -171.7(3)
N1 N2 C1 C2 -171.4(3)
O2 N2 C1 C2 9.2(4)
C6 C1 C2 C3 1.9(4)
N2 C1 C2 C3 -179.0(2)
C1 C2 C3 C4 -1.5(5)
C2 C1 C6 C5 -1.1(5)
N2 C1 C6 C5 179.8(2)
C2 C3 C4 C5 0.4(5)
C3 C4 C5 C6 0.5(5)
C1 C6 C5 C4 -0.1(5)
