#------------------------------------------------------------------------------
#$Date: 2016-03-25 11:35:12 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179797 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/93/7009383.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_7009383
loop_
_publ_author_name
'Gao, En-Qing'
'Bu, Wei-Ming'
'Yang, Guang-Ming'
'Liao, Dai-Zheng'
'Jiang, Zong-Hui'
'Yan, Shi-Ping'
'Wang, Geng-Lin'
_publ_section_title
;
 Crystal structure, redox and spectral properties of copper(II)
 complexes with macrocyclic ligands incorporating both oxamido and
 imine groups
;
_journal_issue                   9
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              1431
_journal_paper_doi               10.1039/b000504p
_journal_year                    2000
_chemical_formula_sum            'C24 H22 Cu N4 O6'
_chemical_formula_weight         526.00
_chemical_name_systematic
; 
 ? 
;
_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
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 115.663(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   23.871(3)
_cell_length_b                   8.0074(12)
_cell_length_c                   25.775(3)
_cell_measurement_reflns_used    41
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      11.01
_cell_measurement_theta_min      5.26
_cell_volume                     4440.8(11)
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_collection       'Siemens XSCANS'
_computing_data_reduction        'Siemens SHELXTL'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       'ω 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  0.0452
_diffrn_reflns_av_sigmaI/netI    0.0639
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            3906
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.75
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.030
_exptl_absorpt_correction_T_max  0.8662
_exptl_absorpt_correction_T_min  0.8162
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            RED
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_description       PRISM
_exptl_crystal_F_000             2168
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.32
_refine_diff_density_max         0.306
_refine_diff_density_min         -0.336
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.001
_refine_ls_goodness_of_fit_obs   1.107
_refine_ls_hydrogen_treatment    ' using the model '
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         3093
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.003
_refine_ls_restrained_S_obs      1.107
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_obs          0.0492
_refine_ls_shift/esd_max         -0.108
_refine_ls_shift/esd_mean        0.016
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0459P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1062
_refine_ls_wR_factor_obs         0.0817
_reflns_number_observed          1724
_reflns_number_total             3094
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            b000504p.txt
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0459P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0459P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        4440.8(10)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7009383
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_type_symbol
_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_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Cu Cu 0.57408(3) 0.28167(11) 0.48605(4) 0.0361(3) Uani 1 d . .
O1 O 0.6493(2) 0.2872(8) 0.6688(2) 0.064(2) Uani 1 d . .
O2 O 0.7243(2) 0.4005(8) 0.6298(2) 0.063(2) Uani 1 d . .
O3 O 0.5825(2) 0.2271(8) 0.2812(2) 0.068(2) Uani 1 d . .
O4 O 0.6308(2) 0.0065(7) 0.3424(2) 0.053(2) Uani 1 d . .
O5 O 0.3786(2) 0.0422(7) 0.4349(3) 0.066(2) Uani 1 d . .
O6 O 0.3688(2) 0.2720(7) 0.3761(2) 0.0476(14) Uani 1 d . .
N1 N 0.5759(2) 0.3273(7) 0.5658(2) 0.038(2) Uani 1 d . .
N2 N 0.4938(2) 0.2140(8) 0.4438(2) 0.0374(15) Uani 1 d . .
N3 N 0.6526(2) 0.3558(8) 0.5256(3) 0.040(2) Uani 1 d . .
N4 N 0.5750(2) 0.2037(8) 0.4091(2) 0.0362(15) Uani 1 d . .
C1 C 0.6315(3) 0.3214(9) 0.6130(3) 0.041(2) Uani 1 d . .
C2 C 0.6757(3) 0.3642(9) 0.5898(3) 0.039(2) Uani 1 d . .
C3 C 0.4743(3) 0.1573(10) 0.3776(3) 0.047(2) Uani 1 d . .
H3A H 0.4561(3) 0.2492(10) 0.3482(3) 0.056 Uiso 1 calc R .
H3B H 0.4462(3) 0.0685(10) 0.3668(3) 0.056 Uiso 1 calc R .
C4 C 0.5257(3) 0.0945(10) 0.3717(3) 0.044(2) Uani 1 d . .
H4A H 0.5348(3) -0.0192(10) 0.3875(3) 0.053 Uiso 1 calc R .
H4B H 0.5168(3) 0.0951(10) 0.3273(3) 0.053 Uiso 1 calc R .
C5 C 0.4587(3) 0.2265(9) 0.4660(3) 0.034(2) Uani 1 d . .
C6 C 0.6151(3) 0.2341(9) 0.3945(3) 0.036(2) Uani 1 d . .
C7 C 0.5294(3) 0.3281(8) 0.5779(3) 0.035(2) Uani 1 d . .
C8 C 0.5364(4) 0.3848(10) 0.6370(3) 0.055(2) Uani 1 d . .
H8 H 0.5730(4) 0.4134(10) 0.6691(3) 0.066 Uiso 1 calc R .
C9 C 0.4902(4) 0.3988(11) 0.6485(4) 0.062(3) Uani 1 d . .
H9 H 0.4961(4) 0.4352(11) 0.6882(4) 0.075 Uiso 1 calc R .
C10 C 0.4351(4) 0.3589(10) 0.6012(4) 0.055(2) Uani 1 d . .
H10 H 0.4039(4) 0.3685(10) 0.6089(4) 0.066 Uiso 1 calc R .
C11 C 0.4273(3) 0.3058(10) 0.5438(4) 0.048(2) Uani 1 d . .
H11 H 0.3902(3) 0.2800(10) 0.5121(4) 0.057 Uiso 1 calc R .
C12 C 0.4733(3) 0.2880(9) 0.5299(3) 0.037(2) Uani 1 d . .
C13 C 0.6834(3) 0.3935(9) 0.4936(3) 0.038(2) Uani 1 d . .
C14 C 0.7323(3) 0.4978(10) 0.5205(4) 0.050(2) Uani 1 d . .
H14 H 0.7441(3) 0.5441(10) 0.5606(4) 0.060 Uiso 1 calc R .
C15 C 0.7633(3) 0.5333(10) 0.4889(4) 0.055(2) Uani 1 d . .
H15 H 0.7951(3) 0.6036(10) 0.5078(4) 0.066 Uiso 1 calc R .
C16 C 0.7477(4) 0.4664(11) 0.4305(4) 0.057(2) Uani 1 d . .
H16 H 0.7699(4) 0.4851(11) 0.4106(4) 0.068 Uiso 1 calc R .
C17 C 0.6991(3) 0.3717(10) 0.4016(4) 0.047(2) Uani 1 d . .
H17 H 0.6878(3) 0.3299(10) 0.3609(4) 0.056 Uiso 1 calc R .
C18 C 0.6654(3) 0.3350(9) 0.4312(3) 0.038(2) Uani 1 d . .
C19 C 0.3968(3) 0.1707(11) 0.4240(4) 0.046(2) Uani 1 d . .
C20 C 0.3116(3) 0.2175(11) 0.3269(4) 0.063(3) Uani 1 d . .
H20A H 0.2835(3) 0.2336(11) 0.3416(4) 0.075 Uiso 1 calc R .
H20B H 0.3122(3) 0.1000(11) 0.3173(4) 0.075 Uiso 1 calc R .
C21 C 0.2965(3) 0.3206(12) 0.2694(4) 0.078(3) Uani 1 d . .
H21A H 0.2592(3) 0.2888(12) 0.2360(4) 0.117 Uiso 1 calc R .
H21B H 0.3246(3) 0.3034(12) 0.2554(4) 0.117 Uiso 1 calc R .
H21C H 0.2961(3) 0.4364(12) 0.2796(4) 0.117 Uiso 1 calc R .
C22 C 0.6074(3) 0.1560(12) 0.3320(4) 0.048(2) Uani 1 d . .
C23 C 0.6316(4) -0.0762(13) 0.2882(4) 0.080(3) Uani 1 d . .
H23A H 0.5930(4) -0.0813(13) 0.2523(4) 0.096 Uiso 1 calc R .
H23B H 0.6558(4) -0.0144(13) 0.2752(4) 0.096 Uiso 1 calc R .
C24 C 0.6540(4) -0.2424(13) 0.3079(4) 0.095(4) Uani 1 d . .
H24A H 0.6550(4) -0.2992(13) 0.2731(4) 0.143 Uiso 1 calc R .
H24B H 0.6298(4) -0.3027(13) 0.3205(4) 0.143 Uiso 1 calc R .
H24C H 0.6923(4) -0.2360(13) 0.3434(4) 0.143 Uiso 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
N1 Cu N3 87.0(2) . . ?
N1 Cu N2 93.9(2) . . ?
N3 Cu N2 177.8(3) . . ?
N1 Cu N4 172.1(3) . . ?
N3 Cu N4 93.5(2) . . ?
N2 Cu N4 85.9(2) . . ?
C22 O4 C23 116.9(6) . . ?
C19 O6 C20 116.7(6) . . ?
C1 N1 C7 122.7(6) . . ?
C1 N1 Cu 108.6(4) . . ?
C7 N1 Cu 127.1(5) . . ?
C5 N2 C3 121.2(6) . . ?
C5 N2 Cu 126.7(5) . . ?
C3 N2 Cu 111.9(4) . . ?
C2 N3 C13 123.0(6) . . ?
C2 N3 Cu 111.5(5) . . ?
C13 N3 Cu 125.4(5) . . ?
C6 N4 C4 123.8(6) . . ?
C6 N4 Cu 125.3(5) . . ?
C4 N4 Cu 110.7(4) . . ?
O1 C1 N1 127.9(7) . . ?
O1 C1 C2 118.8(6) . . ?
N1 C1 C2 113.4(6) . . ?
O2 C2 N3 129.4(7) . . ?
O2 C2 C1 117.9(6) . . ?
N3 C2 C1 112.7(6) . . ?
N2 C3 C4 109.4(5) . . ?
N4 C4 C3 108.8(6) . . ?
N2 C5 C12 125.3(6) . . ?
N2 C5 C19 118.2(6) . . ?
C12 C5 C19 116.5(6) . . ?
N4 C6 C18 125.8(6) . . ?
N4 C6 C22 116.3(6) . . ?
C18 C6 C22 118.0(6) . . ?
N1 C7 C12 121.4(6) . . ?
N1 C7 C8 120.3(7) . . ?
C12 C7 C8 118.0(7) . . ?
C9 C8 C7 121.5(8) . . ?
C8 C9 C10 120.4(8) . . ?
C11 C10 C9 119.1(7) . . ?
C10 C11 C12 122.6(8) . . ?
C7 C12 C11 118.5(7) . . ?
C7 C12 C5 124.8(6) . . ?
C11 C12 C5 116.7(6) . . ?
N3 C13 C18 121.2(6) . . ?
N3 C13 C14 122.1(7) . . ?
C18 C13 C14 116.6(7) . . ?
C15 C14 C13 122.0(8) . . ?
C16 C15 C14 120.6(8) . . ?
C15 C16 C17 119.3(8) . . ?
C16 C17 C18 122.2(8) . . ?
C17 C18 C13 119.1(7) . . ?
C17 C18 C6 115.9(7) . . ?
C13 C18 C6 124.9(6) . . ?
O5 C19 O6 126.7(8) . . ?
O5 C19 C5 121.3(8) . . ?
O6 C19 C5 111.9(7) . . ?
O6 C20 C21 106.8(6) . . ?
O3 C22 O4 126.6(8) . . ?
O3 C22 C6 122.5(8) . . ?
O4 C22 C6 110.9(7) . . ?
C24 C23 O4 108.0(7) . . ?
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
Cu N1 1.915(5) . ?
Cu N3 1.919(5) . ?
Cu N2 1.943(5) . ?
Cu N4 1.951(5) . ?
O1 C1 1.212(7) . ?
O2 C2 1.214(7) . ?
O3 C22 1.210(9) . ?
O4 C22 1.317(9) . ?
O4 C23 1.462(8) . ?
O5 C19 1.217(8) . ?
O6 C19 1.305(8) . ?
O6 C20 1.469(7) . ?
N1 C1 1.360(8) . ?
N1 C7 1.396(8) . ?
N2 C5 1.275(7) . ?
N2 C3 1.479(8) . ?
N3 C2 1.353(8) . ?
N3 C13 1.392(8) . ?
N4 C6 1.288(8) . ?
N4 C4 1.466(8) . ?
C1 C2 1.553(9) . ?
C3 C4 1.521(9) . ?
C5 C12 1.468(9) . ?
C5 C19 1.521(10) . ?
C6 C18 1.441(9) . ?
C6 C22 1.539(9) . ?
C7 C12 1.410(9) . ?
C7 C8 1.407(9) . ?
C8 C9 1.381(10) . ?
C9 C10 1.388(10) . ?
C10 C11 1.354(10) . ?
C11 C12 1.414(8) . ?
C13 C18 1.411(9) . ?
C13 C14 1.409(9) . ?
C14 C15 1.384(10) . ?
C15 C16 1.359(10) . ?
C16 C17 1.361(10) . ?
C17 C18 1.409(9) . ?
C20 C21 1.484(10) . ?
C23 C24 1.441(12) . ?
