#------------------------------------------------------------------------------
#$Date: 2016-03-23 21:31:45 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179451 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/48/4334823.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_4334823
loop_
_publ_author_name
'Raffaello Papadakis'
'Eric Rivière'
'Michel Giorgi'
'Hélène Jamet'
'Pierre Rousselot-Pailley'
'Marius Réglier'
'A. Jalila Simaan'
'Thierry Tron'
_publ_contact_author_email
;
jalila.simaan@univ-amu.fr
;
_publ_section_title
;
 Structural and Magnetic Characterization of a Tetranuclear Copper(II)
 Cubane Stabilized by Intramolecular Metal Cation-π Interactions
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5824
_journal_page_last               5830
_journal_paper_doi               10.1021/ic3027545
_journal_volume                  52
_journal_year                    2013
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C26 H28 Cl2 Cu2 N4 O11'
_chemical_formula_sum            'C26 H28 Cl2 Cu2 N4 O11'
_chemical_formula_weight         770.5
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_creation_date             2011-11-29T16:02:57-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 94.514(1)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   22.9841(4)
_cell_length_b                   13.3899(2)
_cell_length_c                   23.2330(5)
_cell_measurement_reflns_used    34076
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.54
_cell_measurement_theta_min      2.6
_cell_measurement_wavelength     0.71073
_cell_volume                     7127.9(2)
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1993)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.967
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'Omega + Phi scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.056
_diffrn_reflns_av_unetI/netI     0.0434
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            34076
_diffrn_reflns_theta_full        28.54
_diffrn_reflns_theta_max         28.54
_diffrn_reflns_theta_min         2.6
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.399
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_description       prism
_exptl_crystal_F_000             3136
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.794
_refine_diff_density_min         -0.581
_refine_diff_density_rms         0.097
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     424
_refine_ls_number_reflns         8758
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.1025
_refine_ls_R_factor_gt           0.066
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0839P)²+26.2725P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1681
_refine_ls_wR_factor_ref         0.1931
_reflns_number_gt                6094
_reflns_number_total             8758
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ic3027545_si_002_1.cif
_cod_data_source_block           complex1
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4334823
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_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
C1 C 0.0544(2) -0.2434(4) 0.4199(2) 0.0599(12) Uani 1 1 d . . .
H1 H 0.0768 -0.2534 0.4545 0.072 Uiso 1 1 calc R . .
C2 C 0.0218(2) -0.3258(3) 0.3914(2) 0.0546(11) Uani 1 1 d . . .
C3 C 0.0201(3) -0.4201(4) 0.4146(3) 0.0763(17) Uani 1 1 d . . .
H3 H 0.0409 -0.4349 0.4495 0.092 Uiso 1 1 calc R . .
C4 C -0.0127(4) -0.4917(4) 0.3854(3) 0.090(2) Uani 1 1 d . . .
H4 H -0.0147 -0.556 0.4002 0.108 Uiso 1 1 calc R . .
C5 C -0.0421(3) -0.4674(4) 0.3344(3) 0.0818(18) Uani 1 1 d . . .
H5 H -0.0645 -0.5153 0.3139 0.098 Uiso 1 1 calc R . .
C6 C -0.0389(2) -0.3712(4) 0.3127(3) 0.0643(13) Uani 1 1 d . . .
H6 H -0.0588 -0.3554 0.2774 0.077 Uiso 1 1 calc R . .
C7 C 0.0801(3) -0.0741(4) 0.4273(2) 0.0653(14) Uani 1 1 d . . .
H7A H 0.0934 -0.0955 0.4661 0.078 Uiso 1 1 calc R . .
H7B H 0.0518 -0.0212 0.4308 0.078 Uiso 1 1 calc R . .
C8 C 0.1314(2) -0.0329(4) 0.3983(2) 0.0618(13) Uani 1 1 d . . .
C9 C 0.1454(3) 0.0679(5) 0.4034(3) 0.0800(17) Uani 1 1 d . . .
H9 H 0.1212 0.1108 0.422 0.096 Uiso 1 1 calc R . .
C10 C 0.1952(4) 0.1052(6) 0.3810(4) 0.103(2) Uani 1 1 d . . .
H10 H 0.2045 0.1724 0.3855 0.123 Uiso 1 1 calc R . .
C11 C 0.2299(3) 0.0450(7) 0.3530(4) 0.104(3) Uani 1 1 d . . .
H11 H 0.2629 0.0708 0.3377 0.125 Uiso 1 1 calc R . .
C12 C 0.2170(3) -0.0540(7) 0.3468(4) 0.107(3) Uani 1 1 d . . .
H12 H 0.2413 -0.0955 0.3273 0.129 Uiso 1 1 calc R . .
C13 C 0.1677(3) -0.0931(5) 0.3695(3) 0.087(2) Uani 1 1 d . . .
H13 H 0.1593 -0.1608 0.3652 0.104 Uiso 1 1 calc R . .
C14 C 0.1660(2) 0.0848(4) 0.2103(3) 0.0725(16) Uani 1 1 d . . .
H14 H 0.1986 0.0969 0.1899 0.087 Uiso 1 1 calc R . .
C15 C 0.1381(2) 0.1652(4) 0.2397(3) 0.0654(14) Uani 1 1 d . . .
C16 C 0.1598(3) 0.2614(5) 0.2436(3) 0.090(2) Uani 1 1 d . . .
H16 H 0.1934 0.2783 0.226 0.108 Uiso 1 1 calc R . .
C17 C 0.1313(4) 0.3312(5) 0.2734(4) 0.106(3) Uani 1 1 d . . .
H17 H 0.145 0.3965 0.2763 0.128 Uiso 1 1 calc R . .
C18 C 0.0824(4) 0.3043(4) 0.2990(3) 0.096(2) Uani 1 1 d . . .
H18 H 0.0626 0.351 0.3198 0.115 Uiso 1 1 calc R . .
C19 C 0.0624(3) 0.2070(4) 0.2939(3) 0.0754(16) Uani 1 1 d . . .
H19 H 0.0286 0.1892 0.3109 0.09 Uiso 1 1 calc R . .
C20 C 0.1765(2) -0.0862(4) 0.1890(3) 0.0720(16) Uani 1 1 d . . .
H20A H 0.1844 -0.136 0.2189 0.086 Uiso 1 1 calc R . .
H20B H 0.2138 -0.0615 0.1781 0.086 Uiso 1 1 calc R . .
C21 C 0.1452(2) -0.1356(4) 0.1375(3) 0.0661(14) Uani 1 1 d . . .
C22 C 0.1069(3) -0.0862(5) 0.0987(3) 0.0729(16) Uani 1 1 d . . .
H22 H 0.0977 -0.0198 0.1052 0.087 Uiso 1 1 calc R . .
C23 C 0.0820(3) -0.1345(6) 0.0500(3) 0.0880(19) Uani 1 1 d . . .
H23 H 0.0561 -0.1008 0.0241 0.106 Uiso 1 1 calc R . .
C24 C 0.0958(4) -0.2328(7) 0.0403(3) 0.098(2) Uani 1 1 d . . .
H24 H 0.0799 -0.2653 0.0074 0.117 Uiso 1 1 calc R . .
C25 C 0.1331(4) -0.2825(6) 0.0793(4) 0.095(2) Uani 1 1 d . . .
H25 H 0.1422 -0.349 0.0726 0.114 Uiso 1 1 calc R . .
C26 C 0.1573(3) -0.2356(5) 0.1280(3) 0.0807(17) Uani 1 1 d . . .
H26 H 0.1818 -0.2707 0.1546 0.097 Uiso 1 1 calc R . .
N1 N 0.05131(18) -0.1586(3) 0.39652(17) 0.0523(9) Uani 1 1 d . . .
N2 N -0.00776(16) -0.3013(3) 0.34156(17) 0.0483(9) Uani 1 1 d . . .
N3 N 0.09026(19) 0.1379(3) 0.26515(19) 0.0565(10) Uani 1 1 d . . .
N4 N 0.14454(18) -0.0030(3) 0.2130(2) 0.0603(11) Uani 1 1 d . . .
O1 O 0.00937(13) -0.0133(2) 0.30900(13) 0.0447(7) Uani 1 1 d . . .
H1H H -0.0018 0.0048 0.3422 0.054 Uiso 1 1 d R . .
O2 O -0.05887(12) -0.1502(2) 0.25498(13) 0.0428(6) Uani 1 1 d . . .
H2H H -0.0923 -0.1918 0.246 0.051 Uiso 1 1 d R . .
O3 O 0.1631(5) -0.2848(5) 0.2722(4) 0.204(5) Uani 1 1 d . . .
O4 O 0.1893(3) -0.4411(5) 0.2634(4) 0.158(3) Uani 1 1 d . . .
O5 O 0.1159(3) -0.3914(12) 0.3153(4) 0.263(7) Uani 1 1 d . . .
O6 O 0.2105(3) -0.3600(8) 0.3490(3) 0.186(4) Uani 1 1 d . . .
O7 O 0.0127(3) 0.1263(4) 0.0937(3) 0.122(2) Uani 1 1 d . . .
O8 O 0.1051(3) 0.1816(5) 0.0764(4) 0.163(3) Uani 1 1 d . . .
O9 O 0.0271(3) 0.2764(4) 0.0474(2) 0.127(2) Uani 1 1 d . . .
O10 O 0.0512(3) 0.2648(4) 0.1434(2) 0.1159(18) Uani 1 1 d . . .
Cl1 Cl 0.17080(6) -0.37140(11) 0.30116(7) 0.0724(4) Uani 1 1 d . . .
Cl2 Cl 0.04927(8) 0.21119(10) 0.09022(6) 0.0742(4) Uani 1 1 d . . .
Cu1 Cu 0.00010(2) -0.15638(3) 0.32200(2) 0.04273(16) Uani 1 1 d . . .
Cu2 Cu 0.07228(2) -0.00740(4) 0.25591(2) 0.04554(17) Uani 1 1 d . . .
O1W O 0.1517(14) -0.500(3) 0.4878(13) 0.223(16) Uani 0.4 1 d PR A 1
O2W O 0.196(2) -0.426(4) 0.4914(12) 0.26(3) Uani 0.3 1 d PR B 2
O3W O 0.2054(17) -0.550(3) 0.4578(15) 0.236(19) Uani 0.3 1 d PR C 3
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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
N1 C1 C2 118.5(5) . .
N1 C1 H1 120.8 . .
C2 C1 H1 120.8 . .
N2 C2 C3 122.5(5) . .
N2 C2 C1 114.4(4) . .
C3 C2 C1 123.0(5) . .
C4 C3 C2 118.8(6) . .
C4 C3 H3 120.6 . .
C2 C3 H3 120.6 . .
C5 C4 C3 118.8(5) . .
C5 C4 H4 120.6 . .
C3 C4 H4 120.6 . .
C4 C5 C6 120.2(6) . .
C4 C5 H5 119.9 . .
C6 C5 H5 119.9 . .
N2 C6 C5 120.9(6) . .
N2 C6 H6 119.6 . .
C5 C6 H6 119.6 . .
N1 C7 C8 113.7(4) . .
N1 C7 H7A 108.8 . .
C8 C7 H7A 108.8 . .
N1 C7 H7B 108.8 . .
C8 C7 H7B 108.8 . .
H7A C7 H7B 107.7 . .
C13 C8 C9 117.8(6) . .
C13 C8 C7 122.0(5) . .
C9 C8 C7 120.1(5) . .
C10 C9 C8 120.7(7) . .
C10 C9 H9 119.7 . .
C8 C9 H9 119.7 . .
C11 C10 C9 120.4(7) . .
C11 C10 H10 119.8 . .
C9 C10 H10 119.8 . .
C10 C11 C12 120.3(7) . .
C10 C11 H11 119.9 . .
C12 C11 H11 119.9 . .
C11 C12 C13 120.2(7) . .
C11 C12 H12 119.9 . .
C13 C12 H12 119.9 . .
C8 C13 C12 120.6(6) . .
C8 C13 H13 119.7 . .
C12 C13 H13 119.7 . .
N4 C14 C15 118.2(5) . .
N4 C14 H14 120.9 . .
C15 C14 H14 120.9 . .
N3 C15 C16 122.0(6) . .
N3 C15 C14 114.5(4) . .
C16 C15 C14 123.5(6) . .
C17 C16 C15 119.2(6) . .
C17 C16 H16 120.4 . .
C15 C16 H16 120.4 . .
C18 C17 C16 119.2(6) . .
C18 C17 H17 120.4 . .
C16 C17 H17 120.4 . .
C17 C18 C19 119.4(7) . .
C17 C18 H18 120.3 . .
C19 C18 H18 120.3 . .
N3 C19 C18 121.8(7) . .
N3 C19 H19 119.1 . .
C18 C19 H19 119.1 . .
N4 C20 C21 114.5(4) . .
N4 C20 H20A 108.6 . .
C21 C20 H20A 108.6 . .
N4 C20 H20B 108.6 . .
C21 C20 H20B 108.6 . .
H20A C20 H20B 107.6 . .
C22 C21 C26 119.0(6) . .
C22 C21 C20 123.4(5) . .
C26 C21 C20 117.6(6) . .
C21 C22 C23 120.7(6) . .
C21 C22 H22 119.6 . .
C23 C22 H22 119.6 . .
C24 C23 C22 119.5(7) . .
C24 C23 H23 120.2 . .
C22 C23 H23 120.2 . .
C25 C24 C23 119.9(7) . .
C25 C24 H24 120.1 . .
C23 C24 H24 120.1 . .
C24 C25 C26 120.9(7) . .
C24 C25 H25 119.5 . .
C26 C25 H25 119.5 . .
C25 C26 C21 119.9(7) . .
C25 C26 H26 120 . .
C21 C26 H26 120 . .
C1 N1 C7 118.5(5) . .
C1 N1 Cu1 113.1(3) . .
C7 N1 Cu1 128.2(3) . .
C6 N2 C2 118.8(4) . .
C6 N2 Cu1 128.5(4) . .
C2 N2 Cu1 112.7(3) . .
C19 N3 C15 118.4(5) . .
C19 N3 Cu2 128.7(4) . .
C15 N3 Cu2 112.8(4) . .
C14 N4 C20 118.2(5) . .
C14 N4 Cu2 112.9(4) . .
C20 N4 Cu2 128.7(3) . .
Cu1 O1 Cu2 103.30(13) . .
Cu1 O1 Cu2 92.39(11) . 2
Cu2 O1 Cu2 100.82(13) . 2
Cu1 O1 H1H 95.4 . .
Cu2 O1 H1H 145.9 . .
Cu2 O1 H1H 106.7 2 .
Cu2 O2 Cu1 103.53(13) 2 .
Cu2 O2 Cu1 91.75(11) 2 2
Cu1 O2 Cu1 101.52(12) . 2
Cu2 O2 H2H 115.2 2 .
Cu1 O2 H2H 129.2 . .
Cu1 O2 H2H 108.4 2 .
O3 Cl1 O5 101.7(7) . .
O3 Cl1 O4 107.5(6) . .
O5 Cl1 O4 111.2(7) . .
O3 Cl1 O6 110.9(6) . .
O5 Cl1 O6 113.2(5) . .
O4 Cl1 O6 111.7(5) . .
O9 Cl2 O8 107.8(5) . .
O9 Cl2 O7 111.0(4) . .
O8 Cl2 O7 110.0(4) . .
O9 Cl2 O10 106.7(4) . .
O8 Cl2 O10 111.9(5) . .
O7 Cl2 O10 109.4(4) . .
O1 Cu1 O2 85.05(12) . .
O1 Cu1 N2 175.75(15) . .
O2 Cu1 N2 98.64(14) . .
O1 Cu1 N1 94.80(14) . .
O2 Cu1 N1 172.47(14) . .
N2 Cu1 N1 81.27(16) . .
O1 Cu1 O2 76.66(11) . 2
O2 Cu1 O2 78.31(12) . 2
N2 Cu1 O2 106.08(13) . 2
N1 Cu1 O2 109.01(14) . 2
O2 Cu2 O1 85.74(11) 2 .
O2 Cu2 N3 176.81(15) 2 .
O1 Cu2 N3 97.33(15) . .
O2 Cu2 N4 95.33(14) 2 .
O1 Cu2 N4 171.20(16) . .
N3 Cu2 N4 81.51(17) . .
O2 Cu2 O1 76.71(11) 2 2
O1 Cu2 O1 79.02(13) . 2
N3 Cu2 O1 104.69(14) . 2
N4 Cu2 O1 109.75(16) . 2
O2W O1W O3W 75(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.259(6) .
C1 C2 1.463(7) .
C1 H1 0.93 .
C2 N2 1.337(6) .
C2 C3 1.374(7) .
C3 C4 1.366(9) .
C3 H3 0.93 .
C4 C5 1.359(10) .
C4 H4 0.93 .
C5 C6 1.387(7) .
C5 H5 0.93 .
C6 N2 1.327(6) .
C6 H6 0.93 .
C7 N1 1.468(6) .
C7 C8 1.508(8) .
C7 H7A 0.97 .
C7 H7B 0.97 .
C8 C13 1.372(8) .
C8 C9 1.391(8) .
C9 C10 1.385(10) .
C9 H9 0.93 .
C10 C11 1.339(11) .
C10 H10 0.93 .
C11 C12 1.363(11) .
C11 H11 0.93 .
C12 C13 1.390(9) .
C12 H12 0.93 .
C13 H13 0.93 .
C14 N4 1.278(6) .
C14 C15 1.451(8) .
C14 H14 0.93 .
C15 N3 1.339(7) .
C15 C16 1.382(7) .
C16 C17 1.362(11) .
C16 H16 0.93 .
C17 C18 1.360(11) .
C17 H17 0.93 .
C18 C19 1.385(8) .
C18 H18 0.93 .
C19 N3 1.333(7) .
C19 H19 0.93 .
C20 N4 1.468(7) .
C20 C21 1.501(9) .
C20 H20A 0.97 .
C20 H20B 0.97 .
C21 C22 1.379(8) .
C21 C26 1.388(8) .
C22 C23 1.387(10) .
C22 H22 0.93 .
C23 C24 1.376(10) .
C23 H23 0.93 .
C24 C25 1.369(11) .
C24 H24 0.93 .
C25 C26 1.373(10) .
C25 H25 0.93 .
C26 H26 0.93 .
N1 Cu1 2.016(4) .
N2 Cu1 2.004(3) .
N3 Cu2 1.997(4) .
N4 Cu2 2.004(4) .
O1 Cu1 1.953(3) .
O1 Cu2 1.975(3) .
O1 Cu2 2.315(3) 2
O1 H1H 0.8671 .
O2 Cu2 1.950(3) 2
O2 Cu1 1.984(3) .
O2 Cu1 2.326(3) 2
O2 H2H 0.9585 .
O3 Cl1 1.345(7) .
O4 Cl1 1.371(6) .
O5 Cl1 1.356(8) .
O6 Cl1 1.389(7) .
O7 Cl2 1.419(5) .
O8 Cl2 1.405(6) .
O9 Cl2 1.390(5) .
O10 Cl2 1.426(5) .
Cu1 O2 2.326(3) 2
Cu2 O2 1.950(3) 2
Cu2 O1 2.315(3) 2
O2W O1W 1.42(6) .
O1W O3W 1.61(5) .
