#------------------------------------------------------------------------------
#$Date: 2016-03-23 16:22:53 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179374 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/71/4327190.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_4327190
loop_
_publ_author_name
'Alexander M. Whyte'
'Benjamin Roach'
'David K. Henderson'
'Peter A. Tasker'
'Michio M. Matsushita'
'Kunio Awaga'
'Fraser J. White'
'Patricia Richardson'
'Neil Robertson'
_publ_contact_author_email       fraser.white@ed.ac.uk
_publ_contact_author_name        'Fraser J. White'
_publ_section_title
;
 Structural, Magnetic, and Electronic Properties of Phenolic Oxime
 Complexes of Cu and Ni
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              12867
_journal_page_last               12876
_journal_paper_doi               10.1021/ic2020644
_journal_volume                  50
_journal_year                    2011
_chemical_compound_source        'Alex Whyte'
_chemical_formula_moiety         'C22 H28 Cu N2 O4'
_chemical_formula_sum            'C22 H28 Cu N2 O4'
_chemical_formula_weight         448.00
_chemical_name_systematic
; 
 ? 
;
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 92.726(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.8857(3)
_cell_length_b                   4.73780(10)
_cell_length_c                   19.6051(5)
_cell_measurement_reflns_used    5148
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.264
_cell_measurement_theta_min      2.73
_cell_volume                     1009.97(4)
_computing_molecular_graphics    Shelxp
_computing_publication_material  'Platon, encifer'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'Shelxs Sheldrick'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker Smart Apex CCD'
_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  0.1526
_diffrn_reflns_av_sigmaI/netI    0.0797
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            10838
_diffrn_reflns_theta_full        26.27
_diffrn_reflns_theta_max         26.27
_diffrn_reflns_theta_min         1.87
_exptl_absorpt_coefficient_mu    1.113
_exptl_absorpt_correction_T_max  0.9690
_exptl_absorpt_correction_T_min  0.8022
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2007/2'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_description       rod
_exptl_crystal_F_000             470
_exptl_crystal_recrystallization_method
'vapour diffusion of EtOH into CHCl3 solution'
_exptl_crystal_size_max          0.62
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.625
_refine_diff_density_min         -0.786
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         2029
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0385
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0502P)²+0.1303P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1017
_refine_ls_wR_factor_ref         0.1077
_reflns_number_gt                1673
_reflns_number_total             2029
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic2020644_si_001_1.cif
_cod_data_source_block           nr9014
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4327190
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_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
Cu1 Cu 0.5000 0.0000 1.0000 0.01328(16) Uani 1 2 d S
O1 O 0.46218(13) 0.3013(3) 0.93997(8) 0.0157(4) Uani 1 1 d .
C1 C 0.5387(2) 0.4620(5) 0.90600(13) 0.0147(5) Uani 1 1 d .
C2 C 0.6694(2) 0.4427(5) 0.91370(13) 0.0147(5) Uani 1 1 d .
C3 C 0.7386(2) 0.6170(5) 0.87148(12) 0.0164(5) Uani 1 1 d .
H3 H 0.8257 0.6019 0.8753 0.020 Uiso 1 1 calc R
C4 C 0.6878(2) 0.8080(5) 0.82506(11) 0.0165(5) Uani 1 1 d .
C5 C 0.5596(2) 0.8326(5) 0.82099(12) 0.0182(5) Uani 1 1 d .
H5 H 0.5213 0.9653 0.7905 0.022 Uiso 1 1 calc R
C6 C 0.4879(2) 0.6647(5) 0.86120(12) 0.0163(5) Uani 1 1 d .
H6 H 0.4012 0.6883 0.8582 0.020 Uiso 1 1 calc R
C21 C 0.73545(19) 0.2573(5) 0.96239(12) 0.0155(5) Uani 1 1 d .
N22 N 0.67564(16) 0.0766(4) 0.99806(10) 0.0148(4) Uani 1 1 d .
O23 O 0.74933(15) -0.0891(4) 1.04236(9) 0.0196(4) Uani 1 1 d .
H23 H 0.695(2) -0.171(6) 1.0577(15) 0.029 Uiso 1 1 d .
C24 C 0.87304(19) 0.2763(6) 0.97195(13) 0.0222(6) Uani 1 1 d .
H24A H 0.9001 0.1773 1.0139 0.033 Uiso 1 1 calc R
H24B H 0.8976 0.4750 0.9753 0.033 Uiso 1 1 calc R
H24C H 0.9111 0.1891 0.9329 0.033 Uiso 1 1 calc R
C41 C 0.7671(2) 0.9761(5) 0.77857(14) 0.0181(5) Uani 1 1 d .
H41A H 0.8439 1.0311 0.8042 0.022 Uiso 1 1 calc R
H41B H 0.7231 1.1511 0.7645 0.022 Uiso 1 1 calc R
C42 C 0.7995(2) 0.8122(5) 0.71481(12) 0.0202(5) Uani 1 1 d .
H42A H 0.7227 0.7576 0.6891 0.024 Uiso 1 1 calc R
H42B H 0.8434 0.6369 0.7288 0.024 Uiso 1 1 calc R
C43 C 0.8802(2) 0.9835(5) 0.66804(15) 0.0248(6) Uani 1 1 d .
H43A H 0.8353 1.1519 0.6519 0.037 Uiso 1 1 calc R
H43B H 0.9010 0.8676 0.6288 0.037 Uiso 1 1 calc R
H43C H 0.9558 1.0405 0.6935 0.037 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
O1 Cu1 O1 179.999(1) . 3_657
O1 Cu1 N22 88.15(8) . 3_657
O1 Cu1 N22 91.85(8) 3_657 3_657
O1 Cu1 N22 91.85(8) . .
O1 Cu1 N22 88.16(8) 3_657 .
N22 Cu1 N22 179.998(1) 3_657 .
C1 O1 Cu1 128.54(14) . .
O1 C1 C6 118.0(2) . .
O1 C1 C2 123.8(2) . .
C6 C1 C2 118.3(2) . .
C3 C2 C1 117.2(2) . .
C3 C2 C21 118.3(2) . .
C1 C2 C21 124.4(2) . .
C4 C3 C2 124.1(2) . .
C4 C3 H3 117.9 . .
C2 C3 H3 117.9 . .
C3 C4 C5 117.4(2) . .
C3 C4 C41 121.3(2) . .
C5 C4 C41 121.2(2) . .
C6 C5 C4 120.4(2) . .
C6 C5 H5 119.8 . .
C4 C5 H5 119.8 . .
C5 C6 C1 122.4(2) . .
C5 C6 H6 118.8 . .
C1 C6 H6 118.8 . .
N22 C21 C2 120.3(2) . .
N22 C21 C24 119.6(2) . .
C2 C21 C24 120.1(2) . .
C21 N22 O23 114.67(18) . .
C21 N22 Cu1 130.57(17) . .
O23 N22 Cu1 114.75(14) . .
N22 O23 H23 95(2) . .
C21 C24 H24A 109.5 . .
C21 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
C21 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
C4 C41 C42 112.74(19) . .
C4 C41 H41A 109.0 . .
C42 C41 H41A 109.0 . .
C4 C41 H41B 109.0 . .
C42 C41 H41B 109.0 . .
H41A C41 H41B 107.8 . .
C41 C42 C43 112.5(2) . .
C41 C42 H42A 109.1 . .
C43 C42 H42A 109.1 . .
C41 C42 H42B 109.1 . .
C43 C42 H42B 109.1 . .
H42A C42 H42B 107.8 . .
C42 C43 H43A 109.5 . .
C42 C43 H43B 109.5 . .
H43A C43 H43B 109.5 . .
C42 C43 H43C 109.5 . .
H43A C43 H43C 109.5 . .
H43B C43 H43C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.8833(15) .
Cu1 O1 1.8833(15) 3_657
Cu1 N22 1.9482(18) 3_657
Cu1 N22 1.9482(18) .
O1 C1 1.331(3) .
C1 C6 1.398(3) .
C1 C2 1.426(3) .
C2 C3 1.412(3) .
C2 C21 1.461(3) .
C3 C4 1.381(3) .
C3 H3 0.9500 .
C4 C5 1.399(3) .
C4 C41 1.511(3) .
C5 C6 1.386(3) .
C5 H5 0.9500 .
C6 H6 0.9500 .
C21 N22 1.300(3) .
C21 C24 1.503(3) .
N22 O23 1.396(3) .
O23 H23 0.78(3) .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
C41 C42 1.527(3) .
C41 H41A 0.9900 .
C41 H41B 0.9900 .
C42 C43 1.532(3) .
C42 H42A 0.9900 .
C42 H42B 0.9900 .
C43 H43A 0.9800 .
C43 H43B 0.9800 .
C43 H43C 0.9800 .
