#------------------------------------------------------------------------------
#$Date: 2016-03-23 02:29:14 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179181 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/29/4312918.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_4312918
loop_
_publ_author_name
'Elisabetta Berti'
'Andrea Caneschi'
'Carole Daiguebonne'
'Paolo Dapporto'
'Mauro Formica'
'Vieri Fusi'
'Luca Giorgi'
'Annalisa Guerri'
'Mauro Micheloni'
'Paola Paoli'
'Roberto Pontellini'
'Patrizia Rossi'
_publ_contact_author             'Fusi Vieri'
_publ_contact_author_address
;
   Institute of Chemical Science
   University of Urbino
   P.zza Rinascimento, 6
   61029 Urbino, ITALY
;
_publ_contact_author_email       vieri@chim.uniurb.it
_publ_section_title
;
 Ni(II), Cu(II), and Zn(II) Dinuclear Metal Complexes with an Aza-Phenolic
 Ligand: Crystal Structures, Magnetic Properties, and Solution Studies
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              348
_journal_page_last               357
_journal_paper_doi               10.1021/ic0204070
_journal_volume                  42
_journal_year                    2003
_chemical_formula_moiety         '(Cu 2+)2, (C11 H18 N3 O)2, (Cl O4)2'
_chemical_formula_sum            'C11 H18 Cl Cu N3 O5'
_chemical_formula_weight         371.27
_chemical_name_systematic
;
  ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 94.04(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.991(6)
_cell_length_b                   9.889(2)
_cell_length_c                   16.643(4)
_cell_measurement_temperature    293(2)
_cell_volume                     1476.1(11)
_computing_cell_refinement       'Siemens P4'
_computing_data_collection       'Siemens P4'
_computing_data_reduction        'Siemens P4'
_computing_molecular_graphics    'ORTEP-3 (Farruggia, 1997)'
_computing_publication_material  'PARST97 (Nardelli, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare,1994)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.947
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_av_sigmaI/netI    0.0406
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       1
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            3241
_diffrn_reflns_theta_full        64.24
_diffrn_reflns_theta_max         64.24
_diffrn_reflns_theta_min         5.21
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    3.997
_exptl_absorpt_correction_type   'REFDELF (WALKER and STUART, 1983)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.671
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             764
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.750
_refine_diff_density_min         -0.950
_refine_diff_density_rms         0.128
_refine_ls_extinction_coef       0.0066(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.804
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         2346
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.804
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0508
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1187P)²+2.6642P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1303
_refine_ls_wR_factor_ref         0.1351
_reflns_number_gt                2161
_reflns_number_total             2346
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0204070_2.cif
_cod_data_source_block           2
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4312918
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Cu1 Cu 0.52036(5) 0.58650(4) 0.42402(2) 0.0298(3) Uani 1 1 d . . .
O1 O 0.6411(3) 0.4562(2) 0.50850(14) 0.0384(6) Uani 1 1 d . . .
N1 N 0.6965(3) 0.6035(3) 0.35602(16) 0.0345(6) Uani 1 1 d . . .
N2 N 0.4191(4) 0.4917(4) 0.32737(18) 0.0518(8) Uani 1 1 d . . .
H2A H 0.4184 0.4018 0.3358 0.065(3) Uiso 1 1 calc R . .
H2B H 0.3242 0.5202 0.3194 0.065(3) Uiso 1 1 calc R . .
N3 N 0.5679(4) 0.7862(3) 0.4546(2) 0.0576(9) Uani 1 1 d . . .
H3A H 0.4881 0.8384 0.4411 0.065(3) Uiso 1 1 calc R . .
H3B H 0.5889 0.7929 0.5081 0.065(3) Uiso 1 1 calc R . .
C1 C 0.7533(3) 0.3752(3) 0.48883(19) 0.0318(7) Uani 1 1 d . . .
C2 C 0.7840(4) 0.2520(4) 0.5274(2) 0.0435(8) Uani 1 1 d . . .
H2 H 0.7309 0.2273 0.5711 0.065(3) Uiso 1 1 calc R . .
C3 C 0.8920(4) 0.1663(4) 0.5016(2) 0.0492(9) Uani 1 1 d . . .
H3 H 0.9083 0.0832 0.5268 0.065(3) Uiso 1 1 calc R . .
C4 C 0.9763(4) 0.2029(4) 0.4386(2) 0.0488(9) Uani 1 1 d . . .
H4 H 1.0465 0.1439 0.4198 0.065(3) Uiso 1 1 calc R . .
C5 C 0.9539(4) 0.3285(4) 0.4046(2) 0.0424(8) Uani 1 1 d . . .
H5 H 1.0131 0.3552 0.3638 0.065(3) Uiso 1 1 calc R . .
C6 C 0.8456(3) 0.4173(3) 0.4290(2) 0.0325(7) Uani 1 1 d . . .
C7 C 0.8404(4) 0.5606(4) 0.3992(2) 0.0387(8) Uani 1 1 d . . .
H7A H 0.8612 0.6203 0.4448 0.065(3) Uiso 1 1 calc R . .
H7B H 0.9196 0.5728 0.3631 0.065(3) Uiso 1 1 calc R . .
C8 C 0.6652(4) 0.5200(5) 0.2823(2) 0.0489(9) Uani 1 1 d . . .
H8A H 0.6965 0.4276 0.2931 0.065(3) Uiso 1 1 calc R . .
H8B H 0.7217 0.5548 0.2392 0.065(3) Uiso 1 1 calc R . .
C9 C 0.5012(5) 0.5226(5) 0.2563(2) 0.0527(10) Uani 1 1 d . . .
H9A H 0.4730 0.6111 0.2352 0.065(3) Uiso 1 1 calc R . .
H9B H 0.4787 0.4560 0.2145 0.065(3) Uiso 1 1 calc R . .
C10 C 0.7053(5) 0.7499(4) 0.3368(2) 0.0504(10) Uani 1 1 d . . .
H10A H 0.6242 0.7743 0.2980 0.065(3) Uiso 1 1 calc R . .
H10B H 0.7985 0.7688 0.3130 0.065(3) Uiso 1 1 calc R . .
C11 C 0.6960(5) 0.8327(4) 0.4119(3) 0.0552(10) Uani 1 1 d . . .
H11A H 0.7870 0.8227 0.4463 0.065(3) Uiso 1 1 calc R . .
H11B H 0.6840 0.9276 0.3981 0.065(3) Uiso 1 1 calc R . .
Cl1 Cl 0.40520(10) 0.10573(10) 0.31795(6) 0.0490(3) Uani 1 1 d . . .
O2 O 0.5440(4) 0.1670(5) 0.3407(3) 0.1113(16) Uani 1 1 d . . .
O3 O 0.4330(16) 0.0027(13) 0.2674(8) 0.120(5) Uani 0.50 1 d P . .
O4 O 0.3491(14) 0.0451(12) 0.3879(6) 0.105(3) Uani 0.50 1 d P . .
O5 O 0.2949(10) 0.1931(9) 0.2861(11) 0.122(5) Uani 0.50 1 d P . .
O6 O 0.3063(10) 0.169(2) 0.3629(7) 0.142(6) Uani 0.50 1 d P . .
O7 O 0.3985(18) -0.0310(11) 0.3157(12) 0.158(8) Uani 0.50 1 d P . .
O8 O 0.3702(12) 0.1513(14) 0.2367(5) 0.107(4) Uani 0.50 1 d P . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 '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
O1 Cu1 N1 171.98(10) 3_666 . ?
O1 Cu1 N2 92.67(12) 3_666 . ?
N1 Cu1 N2 85.38(13) . . ?
O1 Cu1 N3 102.38(13) 3_666 . ?
N1 Cu1 N3 84.37(13) . . ?
N2 Cu1 N3 135.17(16) . . ?
O1 Cu1 O1 81.65(10) 3_666 . ?
N1 Cu1 O1 92.11(10) . . ?
N2 Cu1 O1 114.93(14) . . ?
N3 Cu1 O1 108.96(14) . . ?
C1 O1 Cu1 127.9(2) . 3_666 ?
C1 O1 Cu1 123.5(2) . . ?
Cu1 O1 Cu1 98.35(10) 3_666 . ?
C10 N1 C8 111.9(3) . . ?
C10 N1 C7 108.8(3) . . ?
C8 N1 C7 110.2(3) . . ?
C10 N1 Cu1 104.9(2) . . ?
C8 N1 Cu1 107.8(2) . . ?
C7 N1 Cu1 113.2(2) . . ?
C9 N2 Cu1 108.7(2) . . ?
C9 N2 H2A 110.0 . . ?
Cu1 N2 H2A 110.0 . . ?
C9 N2 H2B 110.0 . . ?
Cu1 N2 H2B 110.0 . . ?
H2A N2 H2B 108.3 . . ?
C11 N3 Cu1 109.6(2) . . ?
C11 N3 H3A 109.8 . . ?
Cu1 N3 H3A 109.8 . . ?
C11 N3 H3B 109.8 . . ?
Cu1 N3 H3B 109.8 . . ?
H3A N3 H3B 108.2 . . ?
O1 C1 C2 122.3(3) . . ?
O1 C1 C6 119.1(3) . . ?
C2 C1 C6 118.6(3) . . ?
C3 C2 C1 120.9(3) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C2 C3 C4 120.7(3) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 118.4(3) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
C4 C5 C6 122.3(3) . . ?
C4 C5 H5 118.8 . . ?
C6 C5 H5 118.8 . . ?
C5 C6 C1 118.7(3) . . ?
C5 C6 C7 120.3(3) . . ?
C1 C6 C7 120.6(3) . . ?
N1 C7 C6 115.6(3) . . ?
N1 C7 H7A 108.4 . . ?
C6 C7 H7A 108.4 . . ?
N1 C7 H7B 108.4 . . ?
C6 C7 H7B 108.4 . . ?
H7A C7 H7B 107.4 . . ?
N1 C8 C9 110.6(3) . . ?
N1 C8 H8A 109.5 . . ?
C9 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
C9 C8 H8B 109.5 . . ?
H8A C8 H8B 108.1 . . ?
N2 C9 C8 107.6(3) . . ?
N2 C9 H9A 110.2 . . ?
C8 C9 H9A 110.2 . . ?
N2 C9 H9B 110.2 . . ?
C8 C9 H9B 110.2 . . ?
H9A C9 H9B 108.5 . . ?
N1 C10 C11 110.2(3) . . ?
N1 C10 H10A 109.6 . . ?
C11 C10 H10A 109.6 . . ?
N1 C10 H10B 109.6 . . ?
C11 C10 H10B 109.6 . . ?
H10A C10 H10B 108.1 . . ?
N3 C11 C10 108.9(3) . . ?
N3 C11 H11A 109.9 . . ?
C10 C11 H11A 109.9 . . ?
N3 C11 H11B 109.9 . . ?
C10 C11 H11B 109.9 . . ?
H11A C11 H11B 108.3 . . ?
O7 Cl1 O3 40.7(8) . . ?
O7 Cl1 O6 116.6(11) . . ?
O3 Cl1 O6 147.9(8) . . ?
O7 Cl1 O5 125.5(7) . . ?
O3 Cl1 O5 112.8(9) . . ?
O6 Cl1 O5 56.3(8) . . ?
O7 Cl1 O2 118.2(7) . . ?
O3 Cl1 O2 106.9(6) . . ?
O6 Cl1 O2 104.7(6) . . ?
O5 Cl1 O2 115.3(4) . . ?
O7 Cl1 O4 65.6(9) . . ?
O3 Cl1 O4 106.3(7) . . ?
O6 Cl1 O4 57.5(8) . . ?
O5 Cl1 O4 106.7(8) . . ?
O2 Cl1 O4 108.4(6) . . ?
O7 Cl1 O8 106.3(9) . . ?
O3 Cl1 O8 71.9(8) . . ?
O6 Cl1 O8 105.4(8) . . ?
O5 Cl1 O8 49.1(7) . . ?
O2 Cl1 O8 104.3(5) . . ?
O4 Cl1 O8 146.0(7) . . ?
O7 O3 Cl1 69.5(11) . . ?
O7 O3 O8 117.1(15) . . ?
Cl1 O3 O8 56.4(6) . . ?
O6 O4 Cl1 58.4(5) . . ?
O6 O4 O7 107.6(8) . . ?
Cl1 O4 O7 54.7(5) . . ?
O8 O5 O6 128.0(10) . . ?
O8 O5 Cl1 67.5(6) . . ?
O6 O5 Cl1 60.5(6) . . ?
O5 O6 O4 118.2(11) . . ?
O5 O6 Cl1 63.2(6) . . ?
O4 O6 Cl1 64.1(7) . . ?
O3 O7 Cl1 69.8(10) . . ?
O3 O7 O4 129.5(14) . . ?
Cl1 O7 O4 59.8(7) . . ?
O5 O8 Cl1 63.3(6) . . ?
O5 O8 O3 107.3(8) . . ?
Cl1 O8 O3 51.7(5) . . ?
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
Cu1 O1 1.943(2) 3_666 ?
Cu1 N1 2.017(3) . ?
Cu1 N2 2.022(3) . ?
Cu1 N3 2.076(3) . ?
Cu1 O1 2.145(2) . ?
O1 C1 1.347(4) . ?
O1 Cu1 1.943(2) 3_666 ?
N1 C10 1.486(4) . ?
N1 C8 1.489(5) . ?
N1 C7 1.496(4) . ?
N2 C9 1.470(5) . ?
N2 H2A 0.9000 . ?
N2 H2B 0.9000 . ?
N3 C11 1.468(6) . ?
N3 H3A 0.9000 . ?
N3 H3B 0.9000 . ?
C1 C2 1.395(5) . ?
C1 C6 1.403(5) . ?
C2 C3 1.380(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.384(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.375(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.393(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.501(5) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.507(6) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.502(6) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
Cl1 O7 1.353(11) . ?
Cl1 O3 1.356(9) . ?
Cl1 O6 1.356(9) . ?
Cl1 O5 1.392(8) . ?
Cl1 O2 1.415(4) . ?
Cl1 O4 1.433(8) . ?
Cl1 O8 1.439(8) . ?
O3 O7 0.942(18) . ?
O3 O8 1.643(19) . ?
O4 O6 1.344(18) . ?
O4 O7 1.51(2) . ?
O5 O8 1.178(15) . ?
O5 O6 1.297(17) . ?
