#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/41/4314188.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_4314188
loop_
_publ_author_name
'Shutaro Osa'
'Yukinari Sunatsuki'
'Yoko Yamamoto'
'Masaaki Nakamura'
'Tomoshige Shimamoto'
'Naohide Matsumoto'
'Nazzareno Re'
_publ_contact_author_email       naohide@aster.sci.kumamoto-u.ac.jp
_publ_contact_author_fax         +81-96-342-3390
_publ_contact_author_name        'Naohide Matsumoto'
_publ_contact_author_phone       +81-96-342-3390
_publ_section_title
;
 Synthesis and Magnetic Properties of Heterometal Cyclic Tetranuclear
 Complexes [CuIILMII(hfac)]2 (MII= Zn, Cu, Ni, Co, Fe, Mn; H3L =
 1-(2-Hydroxybenzamido)-2-((2-hydroxy-3-methoxybenzylidene)amino)ethane;
 Hhfac = Hexafluoroacetylacetone)
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5507
_journal_page_last               5512
_journal_paper_doi               10.1021/ic0344012
_journal_volume                  42
_journal_year                    2003
_chemical_formula_moiety         'C44 H44 Cu2 N4 Mn2 O12'
_chemical_formula_sum            'C44 H44 Cu2 Mn2 N4 O12'
_chemical_formula_weight         1057.82
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                94.90(2)
_cell_angle_beta                 111.34(3)
_cell_angle_gamma                113.13(3)
_cell_formula_units_Z            1
_cell_length_a                   9.522(5)
_cell_length_b                   11.491(3)
_cell_length_c                   12.098(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293.1
_cell_measurement_theta_max      14.0
_cell_measurement_theta_min      10.0
_cell_volume                     1092.8(8)
_computing_cell_refinement       WinAFC
_computing_data_collection       WinAFC
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure Ver. 2.00'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR92
_diffrn_measured_fraction_theta_full 0.9998
_diffrn_measured_fraction_theta_max 0.9998
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.013
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6096
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_standards_decay_%        0.50
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.592
_exptl_absorpt_correction_T_max  0.727
_exptl_absorpt_correction_T_min  0.680
_exptl_absorpt_correction_type
;
\y scans (North,Phillips & Matthews, 1968)
;
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.607
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.64
_refine_diff_density_min         -0.31
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   3.621
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     311
_refine_ls_number_reflns         3922
_refine_ls_R_factor_gt           0.0350
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/σ²(Fo)'
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_ref         0.0390
_reflns_number_gt                3921
_reflns_number_total             5025
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ic0344012si20030415_102107_1.cif
_cod_data_source_block           '_Cu-Mn'
_cod_original_cell_volume        1092.8(1)
_cod_original_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        'C22 H22 Cu N2 Mn O6 '
_cod_database_code               4314188
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 0.73790(6) 0.49548(5) 0.98816(4) 0.0431(1) Uani 1.00 1 d . . .
Mn1 Mn 0.98558(8) 0.65979(6) 1.26703(6) 0.0484(2) Uani 1.00 1 d . . .
O1 O 0.9113(4) 0.4717(3) 0.7330(2) 0.055(1) Uani 1.00 1 d . . .
O2 O 0.9466(3) 0.6510(3) 1.0712(2) 0.0459(8) Uani 1.00 1 d . . .
O3 O 0.7318(3) 0.5150(3) 1.1442(2) 0.0472(8) Uani 1.00 1 d . . .
O4 O 0.8121(4) 0.5563(3) 1.3741(3) 0.064(1) Uani 1.00 1 d . . .
O5 O 0.9518(4) 0.8300(3) 1.2740(3) 0.061(1) Uani 1.00 1 d . . .
O6 O 1.1885(4) 0.7674(3) 1.4410(3) 0.071(1) Uani 1.00 1 d . . .
N1 N 0.7552(4) 0.4635(3) 0.8389(3) 0.043(1) Uani 1.00 1 d . . .
N2 N 0.5197(4) 0.3425(3) 0.9098(3) 0.049(1) Uani 1.00 1 d . . .
C1 C 1.0411(5) 0.7127(4) 1.0166(4) 0.042(1) Uani 1.00 1 d . . .
C2 C 1.1680(5) 0.8422(4) 1.0786(4) 0.054(1) Uani 1.00 1 d . . .
C3 C 1.2770(6) 0.9111(5) 1.0324(4) 0.062(2) Uani 1.00 1 d . . .
C4 C 1.2657(6) 0.8531(5) 0.9227(5) 0.064(2) Uani 1.00 1 d . . .
C5 C 1.1406(6) 0.7275(4) 0.8591(4) 0.055(1) Uani 1.00 1 d . . .
C6 C 1.0250(5) 0.6548(4) 0.9021(4) 0.042(1) Uani 1.00 1 d . . .
C7 C 0.8908(5) 0.5215(4) 0.8208(4) 0.044(1) Uani 1.00 1 d . . .
C8 C 0.6247(5) 0.3346(4) 0.7556(4) 0.054(1) Uani 1.00 1 d . . .
C9 C 0.4687(5) 0.2974(4) 0.7778(4) 0.058(1) Uani 1.00 1 d . . .
C10 C 0.4228(5) 0.2886(4) 0.9599(4) 0.056(1) Uani 1.00 1 d . . .
C11 C 0.4634(6) 0.3267(4) 1.0889(4) 0.052(1) Uani 1.00 1 d . . .
C12 C 0.3472(6) 0.2520(5) 1.1308(5) 0.071(2) Uani 1.00 1 d . . .
C13 C 0.3848(8) 0.2771(6) 1.2526(6) 0.089(2) Uani 1.00 1 d . . .
C14 C 0.5410(7) 0.3778(5) 1.3398(5) 0.080(2) Uani 1.00 1 d . . .
C15 C 0.6536(6) 0.4530(5) 1.2998(4) 0.057(2) Uani 1.00 1 d . . .
C16 C 0.6172(6) 0.4320(4) 1.1734(4) 0.048(1) Uani 1.00 1 d . . .
C17 C 0.8623(7) 0.5831(6) 1.5037(4) 0.105(2) Uani 1.00 1 d . . .
C18 C 0.9960(6) 1.0475(5) 1.3167(5) 0.086(2) Uani 1.00 1 d . . .
C19 C 1.0468(6) 0.9425(4) 1.3481(4) 0.056(1) Uani 1.00 1 d . . .
C20 C 1.1919(6) 0.9738(5) 1.4537(4) 0.072(2) Uani 1.00 1 d . . .
C21 C 1.2518(6) 0.8861(5) 1.4958(4) 0.065(2) Uani 1.00 1 d . . .
C22 C 1.4056(6) 0.9337(5) 1.6177(4) 0.102(2) Uani 1.00 1 d . . .
H1 H 1.1785(5) 0.8826(4) 1.1550(4) 0.059(2) Uiso 1.00 1 c . . .
H2 H 1.3611(6) 0.9988(5) 1.0759(4) 0.068(2) Uiso 1.00 1 c . . .
H3 H 1.3442(6) 0.8995(5) 0.8921(5) 0.078(2) Uiso 1.00 1 c . . .
H4 H 1.1312(6) 0.6891(4) 0.7824(4) 0.067(2) Uiso 1.00 1 c . . .
H5 H 0.6646(5) 0.2710(4) 0.7705(4) 0.059(2) Uiso 1.00 1 c . . .
H6 H 0.5975(5) 0.3384(4) 0.6726(4) 0.059(2) Uiso 1.00 1 c . . .
H7 H 0.4023(5) 0.2047(4) 0.7510(4) 0.059(2) Uiso 1.00 1 c . . .
H8 H 0.4039(5) 0.3372(4) 0.7334(4) 0.059(2) Uiso 1.00 1 c . . .
H9 H 0.3157(5) 0.2163(4) 0.9082(4) 0.060(2) Uiso 1.00 1 c . . .
H10 H 0.2409(6) 0.1825(5) 1.0734(5) 0.084(3) Uiso 1.00 1 c . . .
H11 H 0.3032(8) 0.2259(6) 1.2788(6) 0.115(3) Uiso 1.00 1 c . . .
H12 H 0.5678(7) 0.3932(5) 1.4251(5) 0.105(3) Uiso 1.00 1 c . . .
H13 H 0.8636(7) 0.5076(6) 1.5295(4) 0.118(3) Uiso 1.00 1 c . . .
H14 H 0.7839(7) 0.6029(6) 1.5218(4) 0.118(3) Uiso 1.00 1 c . . .
H15 H 0.9723(7) 0.6554(6) 1.5459(4) 0.118(3) Uiso 1.00 1 c . . .
H16 H 0.8864(6) 1.0227(5) 1.3129(5) 0.101(3) Uiso 1.00 1 c . . .
H17 H 1.0747(6) 1.1284(5) 1.3776(5) 0.100(3) Uiso 1.00 1 c . . .
H18 H 0.9935(6) 1.0572(5) 1.2389(5) 0.100(3) Uiso 1.00 1 c . . .
H19 H 1.2557(6) 1.0625(5) 1.5020(4) 0.071(2) Uiso 1.00 1 c . . .
H20 H 1.4477(6) 1.0246(5) 1.6528(4) 0.101(3) Uiso 1.00 1 c . . .
H21 H 1.4914(6) 0.9196(5) 1.6055(4) 0.101(3) Uiso 1.00 1 c . . .
H22 H 1.3738(6) 0.8852(5) 1.6717(4) 0.101(3) Uiso 1.00 1 c . . .
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
Mn1 . Cu1 . O2 . 44.05(8) yes
Mn1 . Cu1 . O3 . 41.10(8) yes
O2 . Cu1 . O3 . 83.72(12) yes
Mn1 . Cu1 . N1 . 137.47(11) yes
O2 . Cu1 . N1 . 96.71(14) yes
O3 . Cu1 . N1 . 173.48(13) yes
Mn1 . Cu1 . N2 . 133.48(12) yes
O2 . Cu1 . N2 . 176.12(14) yes
O3 . Cu1 . N2 . 93.28(15) yes
N1 . Cu1 . N2 . 86.55(16) yes
Cu1 . Mn1 . O2 . 35.97(7) yes
Cu1 . Mn1 . O3 . 35.67(7) yes
O2 . Mn1 . O3 . 70.50(11) yes
Cu1 . Mn1 . O5 . 101.99(9) yes
O2 . Mn1 . O5 . 88.49(11) yes
O3 . Mn1 . O5 . 100.15(12) yes
Cu1 . Mn1 . O6 . 168.0(1) yes
O2 . Mn1 . O6 . 135.25(12) yes
O3 . Mn1 . O6 . 154.23(13) yes
O5 . Mn1 . O6 . 83.85(13) yes
Cu1 . O2 . Mn1 . 99.98(12) yes
Cu1 . O2 . C1 . 123.6(2) yes
Mn1 . O2 . C1 . 135.4(2) yes
Cu1 . O3 . Mn1 . 103.23(13) yes
Cu1 . O3 . C16 . 126.4(3) yes
Mn1 . O3 . C16 . 127.5(3) yes
C15 . O4 . C17 . 116.8(4) yes
Mn1 . O5 . C19 . 129.9(3) yes
Mn1 . O6 . C21 . 129.5(3) yes
Cu1 . N1 . C7 . 126.3(3) yes
Cu1 . N1 . C8 . 112.6(3) yes
C7 . N1 . C8 . 117.7(3) yes
Cu1 . N2 . C9 . 111.1(3) yes
Cu1 . N2 . C10 . 126.7(3) yes
C9 . N2 . C10 . 122.0(4) yes
O2 . C1 . C2 . 117.8(4) yes
O2 . C1 . C6 . 123.9(4) yes
C2 . C1 . C6 . 118.3(4) yes
C1 . C2 . C3 . 121.8(4) yes
C1 . C2 . H1 . 118.9(3) no
C3 . C2 . H1 . 119.3(3) no
C2 . C3 . C4 . 120.1(4) yes
C2 . C3 . H2 . 120.1(3) no
C4 . C3 . H2 . 119.9(3) no
C3 . C4 . C5 . 119.3(4) yes
C3 . C4 . H3 . 120.2(3) no
C5 . C4 . H3 . 120.5(3) no
C4 . C5 . C6 . 122.4(4) yes
C4 . C5 . H4 . 118.9(3) no
C6 . C5 . H4 . 118.8(3) no
C1 . C6 . C5 . 118.1(4) yes
C1 . C6 . C7 . 125.1(4) yes
C5 . C6 . C7 . 116.7(4) yes
O1 . C7 . N1 . 122.9(4) yes
O1 . C7 . C6 . 117.8(4) yes
N1 . C7 . C6 . 119.3(4) yes
N1 . C8 . C9 . 108.7(3) yes
N1 . C8 . H5 . 109.9(2) no
C9 . C8 . H5 . 109.6(2) no
N1 . C8 . H6 . 109.7(2) no
C9 . C8 . H6 . 109.4(2) no
H5 . C8 . H6 . 109.46(2) no
N2 . C9 . C8 . 109.4(3) yes
N2 . C9 . H7 . 109.3(2) no
C8 . C9 . H7 . 109.5(2) no
N2 . C9 . H8 . 109.6(2) no
C8 . C9 . H8 . 109.6(2) no
H7 . C9 . H8 . 109.46(5) no
N2 . C10 . C11 . 125.5(4) yes
N2 . C10 . H9 . 117.2(3) no
C11 . C10 . H9 . 117.3(3) no
C10 . C11 . C12 . 118.4(4) yes
C10 . C11 . C16 . 122.3(4) yes
C12 . C11 . C16 . 119.2(5) yes
C11 . C12 . C13 . 120.8(5) yes
C11 . C12 . H10 . 119.5(3) no
C13 . C12 . H10 . 119.7(3) no
C12 . C13 . C14 . 121.2(5) yes
C12 . C13 . H11 . 119.3(3) no
C14 . C13 . H11 . 119.5(3) no
C13 . C14 . C15 . 118.6(5) yes
C13 . C14 . H12 . 120.7(3) no
C15 . C14 . H12 . 120.7(3) no
O4 . C15 . C14 . 125.5(5) yes
O4 . C15 . C16 . 112.6(4) yes
C14 . C15 . C16 . 121.9(5) yes
O3 . C16 . C11 . 124.9(4) yes
O3 . C16 . C15 . 116.9(4) yes
C11 . C16 . C15 . 118.3(4) yes
O4 . C17 . H13 . 108.8(3) no
O4 . C17 . H14 . 109.7(3) no
H13 . C17 . H14 . 109.47(3) no
O4 . C17 . H15 . 110.0(3) no
H13 . C17 . H15 . 109.47(4) no
H14 . C17 . H15 . 109.48(5) no
C19 . C18 . H16 . 109.0(3) no
C19 . C18 . H17 . 110.2(3) no
H16 . C18 . H17 . 109.48(5) no
C19 . C18 . H18 . 109.2(3) no
H16 . C18 . H18 . 109.47(4) no
H17 . C18 . H18 . 109.47(4) no
O5 . C19 . C18 . 116.2(4) yes
O5 . C19 . C20 . 124.7(4) yes
C18 . C19 . C20 . 119.2(4) yes
C19 . C20 . C21 . 125.4(4) yes
C19 . C20 . H19 . 117.6(3) no
C21 . C20 . H19 . 116.9(3) no
O6 . C21 . C20 . 125.5(4) yes
O6 . C21 . C22 . 115.5(5) yes
C20 . C21 . C22 . 119.0(4) yes
C21 . C22 . H20 . 110.6(3) no
C21 . C22 . H21 . 109.3(3) no
H20 . C22 . H21 . 109.47(4) no
C21 . C22 . H22 . 108.5(3) no
H20 . C22 . H22 . 109.47(3) no
H21 . C22 . H22 . 109.48(3) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 . Mn1 . 3.1828(18) yes
Cu1 . O2 . 1.898(3) yes
Cu1 . O3 . 1.906(3) yes
Cu1 . N1 . 1.890(3) yes
Cu1 . N2 . 1.928(4) yes
Mn1 . O2 . 2.247(3) yes
Mn1 . O3 . 2.150(3) yes
Mn1 . O5 . 2.103(3) yes
Mn1 . O6 . 2.100(3) yes
O1 . C7 . 1.277(4) yes
O2 . C1 . 1.327(4) yes
O3 . C16 . 1.322(5) yes
O4 . C15 . 1.384(5) yes
O4 . C17 . 1.427(5) yes
O5 . C19 . 1.259(5) yes
O6 . C21 . 1.253(5) yes
N1 . C7 . 1.309(5) yes
N1 . C8 . 1.463(5) yes
N2 . C9 . 1.467(5) yes
N2 . C10 . 1.274(5) yes
C1 . C2 . 1.405(5) yes
C1 . C6 . 1.412(5) yes
C2 . C3 . 1.367(5) yes
C2 . H1 . 0.9500(3) no
C3 . C4 . 1.379(6) yes
C3 . H2 . 0.9500(5) no
C4 . C5 . 1.374(6) yes
C4 . H3 . 0.9500(4) no
C5 . C6 . 1.396(5) yes
C5 . H4 . 0.9500(3) no
C6 . C7 . 1.495(5) yes
C8 . C9 . 1.508(5) yes
C8 . H5 . 0.9500(3) no
C8 . H6 . 0.9500(3) no
C9 . H7 . 0.9500(4) no
C9 . H8 . 0.9500(3) no
C10 . C11 . 1.445(6) yes
C10 . H9 . 0.9500(6) no
C11 . C12 . 1.398(6) yes
C11 . C16 . 1.400(5) yes
C12 . C13 . 1.358(7) yes
C12 . H10 . 0.9500(6) no
C13 . C14 . 1.401(7) yes
C13 . H11 . 0.9502(4) no
C14 . C15 . 1.361(6) yes
C14 . H12 . 0.9500(3) no
C15 . C16 . 1.415(6) yes
C17 . H13 . 0.9500(3) no
C17 . H14 . 0.9500(4) no
C17 . H15 . 0.9500(6) no
C18 . C19 . 1.495(6) yes
C18 . H16 . 0.9500(6) no
C18 . H17 . 0.9500(5) no
C18 . H18 . 0.9500(2) no
C19 . C20 . 1.384(6) yes
C20 . C21 . 1.390(6) yes
C20 . H19 . 0.9500(5) no
C21 . C22 . 1.510(6) yes
C22 . H20 . 0.9500(4) no
C22 . H21 . 0.9500(5) no
C22 . H22 . 0.9500(3) no
loop_
_geom_contact_atom_site_label_1
_geom_contact_site_symmetry_1
_geom_contact_atom_site_label_2
_geom_contact_site_symmetry_2
_geom_contact_distance
_geom_contact_publ_flag
Cu1 . Mn1 . 3.1828(18) yes
Cu1 . O2 . 1.898(3) yes
Cu1 . O3 . 1.906(3) yes
Cu1 . N1 . 1.890(3) yes
Cu1 . N2 . 1.928(4) yes
Mn1 . O1 2_767 2.102(3) yes
Mn1 . O2 . 2.247(3) yes
Mn1 . O3 . 2.150(3) yes
Mn1 . O4 . 2.470(3) yes
Mn1 . O5 . 2.103(3) yes
Mn1 . O6 . 2.100(3) yes
