#------------------------------------------------------------------------------
#$Date: 2018-10-05 15:19:55 +0300 (Fri, 05 Oct 2018) $
#$Revision: 211332 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/05/7050559.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_7050559
loop_
_publ_author_name
'José Carranza'
'Conor Brennan'
'Jorunn Sletten'
'Brita Vangdal'
'Paul Rillema'
'Francesc Lloret'
'Miguel Julve'
_publ_section_title
;
 Syntheses, crystal structures and magnetic properties of new oxalato-,
 croconato- and squarato-containing copper(II) complexes
;
_journal_issue                   12
_journal_name_full               'New J. Chem.'
_journal_page_first              1775
_journal_page_last               1783
_journal_paper_doi               10.1039/b301212n
_journal_volume                  27
_journal_year                    2003
_chemical_formula_sum            'C8 H10 Cu N4 O6'
_chemical_formula_weight         321.74
_chemical_name_systematic
;
?
;
_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 if bound to C or N, difmap if bound to O'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                102.2660(10)
_cell_angle_beta                 106.7790(10)
_cell_angle_gamma                103.5270(10)
_cell_formula_units_Z            2
_cell_length_a                   6.9893(4)
_cell_length_b                   9.2227(5)
_cell_length_c                   9.8112(5)
_cell_measurement_reflns_used    3274
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      29
_cell_measurement_theta_min      2.4
_cell_volume                     561.45(5)
_computing_cell_refinement       'SAINT, version 6.02A'
_computing_data_collection       'SMART, version 5.054'
_computing_data_reduction        'SAINT, version 6.02A'
_computing_molecular_graphics    'XP, version 5.1'
_computing_publication_material  'XCIF, version 5.10'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  '2K SMART CCD'
_diffrn_measurement_method       'omega scan'
_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  0.0176
_diffrn_reflns_av_sigmaI/netI    0.0364
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4689
_diffrn_reflns_theta_full        29.01
_diffrn_reflns_theta_max         29.01
_diffrn_reflns_theta_min         2.38
_diffrn_standards_decay_%        1
_diffrn_standards_number
'50 first frames remeasured at end of experiment'
_exptl_absorpt_coefficient_mu    1.978
_exptl_absorpt_correction_T_max  'see above'
_exptl_absorpt_correction_T_min  'Tmin/tmax ratio 0.798486'
_exptl_absorpt_correction_type   'empirical, SADABS'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.903
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             326
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.440
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    'riding model'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2979
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0304
_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)+(0.0282P)²+0.2590P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0686
_refine_ls_wR_factor_ref         0.0709
_reflns_number_gt                2556
_reflns_number_total             2979
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b301212n.txt
_cod_data_source_block           22jc
_cod_database_code               7050559
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.27885(4) 0.15141(3) -0.12490(3) 0.01582(8) Uani 1 1 d . . .
O1 O 0.2063(2) 0.30218(17) 0.00704(16) 0.0189(3) Uani 1 1 d . . .
O2 O 0.2476(2) 0.02681(17) 0.01143(15) 0.0176(3) Uani 1 1 d . . .
O3 O 0.2304(3) 0.06206(18) 0.23984(16) 0.0226(3) Uani 1 1 d . . .
O4 O 0.1752(3) 0.34708(18) 0.23130(16) 0.0223(3) Uani 1 1 d . . .
O5 O 0.6284(2) 0.23980(17) -0.00706(16) 0.0197(3) Uani 1 1 d . . .
H51 H 0.6667 0.1634 -0.0176 0.029(7) Uiso 1 1 d R . .
H52 H 0.6850 0.2780 -0.0671 0.043(8) Uiso 1 1 d R . .
O6 O 0.8457(3) 0.36457(19) -0.17126(17) 0.0248(3) Uani 1 1 d . . .
H61 H 0.9663 0.3671 -0.1243 0.044(9) Uiso 1 1 d R . .
H62 H 0.8608 0.4536 -0.1839 0.049(9) Uiso 1 1 d R . .
N1 N 0.2521(3) -0.0204(2) -0.30133(19) 0.0168(3) Uani 1 1 d . . .
N2 N 0.2910(3) 0.2781(2) -0.26408(18) 0.0165(3) Uani 1 1 d . . .
N3 N 0.2903(3) 0.2845(2) -0.48730(19) 0.0193(4) Uani 1 1 d . . .
H31 H 0.2849 0.2546 -0.5779 0.057(10) Uiso 1 1 calc R . .
N4 N 0.2389(3) -0.0833(2) -0.53419(19) 0.0177(4) Uani 1 1 d . . .
H41 H 0.2394 -0.0746 -0.6197 0.038(8) Uiso 1 1 calc R . .
C1 C 0.2007(3) 0.2662(2) 0.1252(2) 0.0164(4) Uani 1 1 d . . .
C2 C 0.2290(3) 0.1039(2) 0.1289(2) 0.0167(4) Uani 1 1 d . . .
C3 C 0.3131(3) 0.4291(2) -0.2696(2) 0.0198(4) Uani 1 1 d . . .
H3 H 0.3262 0.5136 -0.1924 0.026(7) Uiso 1 1 calc R . .
C4 C 0.3124(4) 0.4329(3) -0.4077(2) 0.0227(5) Uani 1 1 d . . .
H4 H 0.3246 0.5201 -0.4418 0.023(6) Uiso 1 1 calc R . .
C5 C 0.2788(3) 0.1953(2) -0.3970(2) 0.0153(4) Uani 1 1 d . . .
C6 C 0.2575(3) 0.0315(2) -0.4173(2) 0.0159(4) Uani 1 1 d . . .
C7 C 0.2271(3) -0.1778(2) -0.3484(2) 0.0200(4) Uani 1 1 d . . .
H7 H 0.2173 -0.2458 -0.2911 0.021(6) Uiso 1 1 calc R . .
C8 C 0.2190(4) -0.2179(3) -0.4929(2) 0.0205(4) Uani 1 1 d . . .
H8 H 0.2032 -0.3166 -0.5515 0.020(6) Uiso 1 1 calc R . .
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
O1 Cu1 O2 84.36(6) . . ?
O1 Cu1 N2 93.34(6) . . ?
O2 Cu1 N2 176.14(7) . . ?
O1 Cu1 N1 160.90(7) . . ?
O2 Cu1 N1 98.64(6) . . ?
N2 Cu1 N1 82.54(7) . . ?
O1 Cu1 O5 98.11(6) . . ?
O2 Cu1 O5 90.58(6) . . ?
N2 Cu1 O5 92.81(6) . . ?
N1 Cu1 O5 100.70(6) . . ?
O1 Cu1 O3 85.00(5) . 2 ?
O2 Cu1 O3 71.80(5) . 2 ?
N2 Cu1 O3 104.95(6) . 2 ?
N1 Cu1 O3 78.14(6) . 2 ?
O5 Cu1 O3 161.80(4) . 2 ?
C1 O1 Cu1 112.74(13) . . ?
C2 O2 Cu1 112.40(12) . . ?
Cu1 O5 H51 105.6 . . ?
Cu1 O5 H52 107.5 . . ?
H51 O5 H52 95.0 . . ?
H61 O6 H62 104.5 . . ?
C6 N1 C7 105.79(17) . . ?
C6 N1 Cu1 111.68(13) . . ?
C7 N1 Cu1 142.52(14) . . ?
C5 N2 C3 106.34(16) . . ?
C5 N2 Cu1 112.74(13) . . ?
C3 N2 Cu1 140.90(14) . . ?
C5 N3 C4 106.91(17) . . ?
C5 N3 H31 126.5 . . ?
C4 N3 H31 126.5 . . ?
C6 N4 C8 107.49(17) . . ?
C6 N4 H41 126.3 . . ?
C8 N4 H41 126.3 . . ?
O4 C1 O1 125.78(19) . . ?
O4 C1 C2 119.45(17) . . ?
O1 C1 C2 114.77(16) . . ?
O3 C2 O2 126.51(19) . . ?
O3 C2 C1 118.90(18) . . ?
O2 C2 C1 114.59(16) . . ?
C4 C3 N2 108.09(18) . . ?
C4 C3 H3 126.0 . . ?
N2 C3 H3 126.0 . . ?
C3 C4 N3 107.48(18) . . ?
C3 C4 H4 126.3 . . ?
N3 C4 H4 126.3 . . ?
N2 C5 N3 111.18(17) . . ?
N2 C5 C6 116.39(17) . . ?
N3 C5 C6 132.42(18) . . ?
N1 C6 N4 111.37(17) . . ?
N1 C6 C5 116.64(17) . . ?
N4 C6 C5 131.99(18) . . ?
C8 C7 N1 109.00(18) . . ?
C8 C7 H7 125.5 . . ?
N1 C7 H7 125.5 . . ?
C7 C8 N4 106.35(18) . . ?
C7 C8 H8 126.8 . . ?
N4 C8 H8 126.8 . . ?
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 O1 1.9521(14) . ?
Cu1 O2 1.9651(13) . ?
Cu1 N2 1.9836(16) . ?
Cu1 N1 2.0127(17) . ?
Cu1 O5 2.2378(15) . ?
Cu1 O3 3.3583(17) 2 ?
O1 C1 1.281(2) . ?
O2 C2 1.278(2) . ?
O3 C2 1.228(2) . ?
O4 C1 1.229(2) . ?
O5 H51 0.8068 . ?
O5 H52 0.8852 . ?
O6 H61 0.8282 . ?
O6 H62 0.8433 . ?
N1 C6 1.331(2) . ?
N1 C7 1.379(3) . ?
N2 C5 1.332(2) . ?
N2 C3 1.380(3) . ?
N3 C5 1.337(2) . ?
N3 C4 1.373(3) . ?
N3 H31 0.8600 . ?
N4 C6 1.337(2) . ?
N4 C8 1.375(3) . ?
N4 H41 0.8600 . ?
C1 C2 1.562(3) . ?
C3 C4 1.361(3) . ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
C5 C6 1.447(3) . ?
C7 C8 1.367(3) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
