#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/34/2213464.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_2213464
loop_
_publ_author_name
'Jian-Fang Dong'
'Lian-Zhi Li'
'Tao Xu'
'Hui Cui'
'Da-Qi Wang'
_publ_section_title
;
 Tetrakis{μ₃-1-[(2-oxidoethyl)iminomethyl]-2-naphtholato}tetracopper(II)
;
_journal_coeditor_code           LH2368
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1501
_journal_page_last               m1502
_journal_paper_doi               10.1107/S1600536807019654
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Cu4 (C13 H11 N O2)4]'
_chemical_formula_moiety         'C52 H44 Cu4 N4 O8'
_chemical_formula_sum            'C52 H44 Cu4 N4 O8'
_chemical_formula_weight         1107.11
_chemical_name_systematic
;
Tetrakis{μ₃-1-[(2-oxidoethyl)iminomethyl]-2-naphtholato}tetracopper(II)
;
_space_group_IT_number           88
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  '-I 4ad'
_symmetry_space_group_name_H-M   'I 41/a :2'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.628(5)
_cell_length_b                   21.628(5)
_cell_length_c                   9.858(5)
_cell_measurement_reflns_used    2338
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.153
_cell_measurement_theta_min      2.271
_cell_volume                     4611(3)
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Siemens SMART CCD'
_diffrn_measurement_method       'φ and ω'
_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  0.0721
_diffrn_reflns_av_sigmaI/netI    0.0597
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            9020
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.88
_exptl_absorpt_coefficient_mu    1.881
_exptl_absorpt_correction_T_max  0.8342
_exptl_absorpt_correction_T_min  0.5672
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.595
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             2256
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.523
_refine_diff_density_min         -0.319
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2037
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0530
_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)+(0.037P)²+10.1433P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0937
_refine_ls_wR_factor_ref         0.1018
_reflns_number_gt                1478
_reflns_number_total             2037
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh2368.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Tetragonal' changed to 'tetragonal'
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:

'_symmetry_cell_setting' value 'Tetragonal' changed to 'tetragonal'
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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'I 41/a'
_cod_original_formula_sum        'C52 H44 Cu4 N4 O8 '
_cod_database_code               2213464
_cod_database_fobs_code          2213464
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'
loop_
_atom_site_type_symbol
_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
Cu Cu1 0.07676(3) 0.24123(2) 1.01961(5) 0.0294(2) Uani d . 1
N N1 0.09211(17) 0.27275(16) 0.8405(4) 0.0307(9) Uani d . 1
O O1 0.02178(13) 0.31305(13) 1.0370(3) 0.0282(7) Uani d . 1
O O2 0.13040(15) 0.17273(15) 0.9926(3) 0.0463(9) Uani d . 1
C C1 0.0370(2) 0.3589(2) 0.9401(5) 0.0361(12) Uani d . 1
H H1A 0.0717 0.3834 0.9720 0.043 Uiso calc R 1
H H1B 0.0021 0.3863 0.9259 0.043 Uiso calc R 1
C C2 0.0537(2) 0.3266(2) 0.8086(5) 0.0421(13) Uani d . 1
H H2A 0.0165 0.3136 0.7619 0.050 Uiso calc R 1
H H2B 0.0762 0.3547 0.7499 0.050 Uiso calc R 1
C C3 0.1335(2) 0.2538(2) 0.7581(5) 0.0321(11) Uani d . 1
H H3 0.1396 0.2772 0.6801 0.039 Uiso calc R 1
C C4 0.1713(2) 0.2000(2) 0.7741(5) 0.0319(11) Uani d . 1
C C5 0.1668(2) 0.1626(2) 0.8897(5) 0.0392(13) Uani d . 1
C C6 0.2058(3) 0.1089(3) 0.8993(7) 0.0650(18) Uani d . 1
H H6 0.2036 0.0840 0.9760 0.078 Uiso calc R 1
C C7 0.2456(3) 0.0942(3) 0.7991(7) 0.0676(19) Uani d . 1
H H7 0.2699 0.0590 0.8085 0.081 Uiso calc R 1
C C8 0.2516(2) 0.1301(3) 0.6810(6) 0.0477(14) Uani d . 1
C C9 0.2158(2) 0.1841(2) 0.6683(5) 0.0383(12) Uani d . 1
C C10 0.2255(2) 0.2197(3) 0.5510(5) 0.0478(14) Uani d . 1
H H10 0.2036 0.2564 0.5400 0.057 Uiso calc R 1
C C11 0.2669(3) 0.2016(3) 0.4512(6) 0.0649(18) Uani d . 1
H H11 0.2721 0.2263 0.3746 0.078 Uiso calc R 1
C C12 0.3002(3) 0.1483(4) 0.4633(7) 0.069(2) Uani d . 1
H H12 0.3273 0.1364 0.3948 0.083 Uiso calc R 1
C C13 0.2934(3) 0.1129(3) 0.5761(7) 0.0671(19) Uani d . 1
H H13 0.3165 0.0768 0.5850 0.081 Uiso calc R 1
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 Cu1 N1 . . 92.44(14) y
O2 Cu1 O1 . 15_557 96.73(14) y
N1 Cu1 O1 . 15_557 167.39(14) y
O2 Cu1 O1 . . 176.91(13) y
N1 Cu1 O1 . . 84.51(13) y
O1 Cu1 O1 15_557 . 86.36(13) y
O2 Cu1 O1 . 6_454 99.68(12) y
N1 Cu1 O1 . 6_454 112.74(13) y
O1 Cu1 O1 15_557 6_454 74.27(11) y
O1 Cu1 O1 . 6_454 81.11(12) y
C3 N1 C2 . . 121.1(4) ?
C3 N1 Cu1 . . 126.3(3) ?
C2 N1 Cu1 . . 112.4(3) ?
C1 O1 Cu1 . 12_668 125.9(3) ?
C1 O1 Cu1 . . 110.7(2) ?
Cu1 O1 Cu1 12_668 . 107.05(13) y
C1 O1 Cu1 . 6_454 119.5(3) ?
Cu1 O1 Cu1 12_668 6_454 90.92(11) y
Cu1 O1 Cu1 . 6_454 98.18(11) y
C5 O2 Cu1 . . 127.5(3) ?
O1 C1 C2 . . 108.0(4) ?
O1 C1 H1A . . 110.1 ?
C2 C1 H1A . . 110.1 ?
O1 C1 H1B . . 110.1 ?
C2 C1 H1B . . 110.1 ?
H1A C1 H1B . . 108.4 ?
N1 C2 C1 . . 108.5(4) ?
N1 C2 H2A . . 110.0 ?
C1 C2 H2A . . 110.0 ?
N1 C2 H2B . . 110.0 ?
C1 C2 H2B . . 110.0 ?
H2A C2 H2B . . 108.4 ?
N1 C3 C4 . . 126.3(4) ?
N1 C3 H3 . . 116.9 ?
C4 C3 H3 . . 116.9 ?
C5 C4 C3 . . 121.3(4) ?
C5 C4 C9 . . 119.4(4) ?
C3 C4 C9 . . 119.3(4) ?
O2 C5 C4 . . 125.3(4) ?
O2 C5 C6 . . 116.1(5) ?
C4 C5 C6 . . 118.6(5) ?
C7 C6 C5 . . 121.2(6) ?
C7 C6 H6 . . 119.4 ?
C5 C6 H6 . . 119.4 ?
C6 C7 C8 . . 122.3(5) ?
C6 C7 H7 . . 118.8 ?
C8 C7 H7 . . 118.8 ?
C7 C8 C9 . . 118.8(5) ?
C7 C8 C13 . . 121.0(6) ?
C9 C8 C13 . . 120.1(6) ?
C10 C9 C8 . . 116.5(5) ?
C10 C9 C4 . . 123.8(5) ?
C8 C9 C4 . . 119.6(5) ?
C11 C10 C9 . . 121.7(6) ?
C11 C10 H10 . . 119.1 ?
C9 C10 H10 . . 119.1 ?
C12 C11 C10 . . 121.1(6) ?
C12 C11 H11 . . 119.4 ?
C10 C11 H11 . . 119.4 ?
C13 C12 C11 . . 119.5(6) ?
C13 C12 H12 . . 120.3 ?
C11 C12 H12 . . 120.3 ?
C12 C13 C8 . . 121.0(6) ?
C12 C13 H13 . . 119.5 ?
C8 C13 H13 . . 119.5 ?
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 O2 . 1.900(3) y
Cu1 N1 . 1.921(4) y
Cu1 O1 15_557 1.949(3) y
Cu1 O1 . 1.964(3) y
Cu1 O1 6_454 2.439(3) y
N1 C3 . 1.277(5) ?
N1 C2 . 1.465(6) ?
O1 C1 . 1.416(5) ?
O1 Cu1 12_668 1.949(3) ?
O1 Cu1 6_454 2.439(3) ?
O2 C5 . 1.303(5) ?
C1 C2 . 1.516(6) ?
C1 H1A . 0.9700 ?
C1 H1B . 0.9700 ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 C4 . 1.431(6) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.401(7) ?
C4 C9 . 1.461(6) ?
C5 C6 . 1.438(7) ?
C6 C7 . 1.348(8) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.405(8) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.406(7) ?
C8 C13 . 1.424(7) ?
C9 C10 . 1.406(7) ?
C10 C11 . 1.386(7) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.364(9) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.360(9) ?
C12 H12 . 0.9300 ?
C13 H13 . 0.9300 ?
