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#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/88/4308826.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_4308826
loop_
_publ_author_name
'Gianluca Ambrosi'
'Mauro Formica'
'Vieri Fusi'
'Luca Giorgi'
'Annalisa Guerri'
'Simone Lucarini'
'Mauro Micheloni'
'Paola Paoli'
'Patrizia Rossi'
'Giovanni Zappia'
_publ_contact_author_address
;Institute of Chemical Sciences
P.zza Rinascimento 6
Urbino 61029
University of Urbino
ITALY
;
_publ_contact_author_email       vieri@chim.uniurb.it
_publ_contact_author_fax         +390722350032
_publ_contact_author_name        'Vieri Fusi'
_publ_contact_author_phone       +390722378347
_publ_section_title
;
Coordination Behavior toward Copper(II) and Zinc(II) Ions of Three Ligands
Joining 3-Hydroxy-2-pyridinone and Polyaza Fragments
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3249
_journal_page_last               3260
_journal_paper_doi               10.1021/ic0484607
_journal_volume                  44
_journal_year                    2005
_chemical_formula_moiety
'(C21 H28 N5 O6, -1), (Cu, +2), (Cl O4, -1), 0.5(C H4 O), 3(H2 O)'
_chemical_formula_sum            'C21.5 H36 Cl Cu N5 O13.5'
_chemical_formula_weight         679.54
_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                 96.339(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.039(1)
_cell_length_b                   23.253(3)
_cell_length_c                   14.279(2)
_cell_measurement_temperature    293(2)
_cell_volume                     2982.9(7)
_computing_cell_refinement       'SMART, Siemens (1995)'
_computing_data_collection       'SMART, Siemens (1995)'
_computing_data_reduction        'SAINT, Siemens (1995)'
_computing_molecular_graphics    'ORTEP-3 (Farruggia, 1997)'
_computing_publication_material  'PARST-97 (Nardelli, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'Sir97 (Altomare, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  'three circles SMART CCD'
_diffrn_measurement_method       'intensity from ω scans'
_diffrn_radiation_monochromator  'Goebel mirrors'
_diffrn_radiation_source         'Siemens rotating anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0369
_diffrn_reflns_av_sigmaI/netI    0.0226
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            13480
_diffrn_reflns_theta_full        57.06
_diffrn_reflns_theta_max         57.06
_diffrn_reflns_theta_min         3.65
_exptl_absorpt_coefficient_mu    2.499
_exptl_absorpt_correction_T_max  0.607
_exptl_absorpt_correction_T_min  0.498
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Sheldrick (1996)'
_exptl_crystal_density_diffrn    1.513
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1416
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.097
_refine_diff_density_min         -0.478
_refine_diff_density_rms         0.091
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     388
_refine_ls_number_reflns         3905
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0761
_refine_ls_R_factor_gt           0.0710
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1380P)²+4.6123P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2121
_refine_ls_wR_factor_ref         0.2166
_reflns_number_gt                3433
_reflns_number_total             3905
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0484607si20041103_014504_2.cif
_cod_data_source_block           6
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_original_formula_sum        'C21.50 H36 Cl Cu N5 O13.50'
_cod_database_code               4308826
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 -0.11879(7) 0.05698(3) 0.54036(5) 0.0532(3) Uani 1 1 d . . .
C1 C -0.0377(6) 0.0612(2) 0.7249(4) 0.0536(13) Uani 1 1 d . . .
O1 O 0.0247(4) 0.06913(16) 0.6504(2) 0.0568(9) Uani 1 1 d . . .
C2 C -0.1916(6) 0.0437(2) 0.7163(4) 0.0577(13) Uani 1 1 d . . .
O2 O -0.2549(4) 0.03749(16) 0.6299(3) 0.0593(9) Uani 1 1 d . . .
C3 C -0.2531(7) 0.0340(3) 0.7997(4) 0.0727(16) Uani 1 1 d . . .
H3 H -0.3513 0.0217 0.7975 0.087 Uiso 1 1 calc R . .
C4 C -0.1699(8) 0.0425(3) 0.8865(5) 0.084(2) Uani 1 1 d . . .
H4 H -0.2135 0.0360 0.9415 0.100 Uiso 1 1 calc R . .
C5 C -0.0271(9) 0.0599(3) 0.8920(4) 0.0784(18) Uani 1 1 d . . .
H5 H 0.0272 0.0659 0.9504 0.094 Uiso 1 1 calc R . .
N1 N 0.0378(5) 0.0690(2) 0.8102(3) 0.0606(11) Uani 1 1 d . . .
C6 C 0.1926(6) 0.0869(3) 0.8146(4) 0.0643(14) Uani 1 1 d . . .
H6A H 0.2420 0.0652 0.7692 0.077 Uiso 1 1 calc R . .
H6B H 0.2426 0.0789 0.8769 0.077 Uiso 1 1 calc R . .
C7 C 0.2036(7) 0.1509(3) 0.7938(4) 0.0640(15) Uani 1 1 d . . .
O3 O 0.0905(5) 0.18062(18) 0.7796(3) 0.0781(12) Uani 1 1 d . . .
N2 N 0.3400(5) 0.1721(2) 0.7913(4) 0.0710(13) Uani 1 1 d . . .
C8 C 0.4752(7) 0.1375(4) 0.8092(5) 0.089(2) Uani 1 1 d . . .
H8A H 0.5214 0.1449 0.8718 0.133 Uiso 1 1 calc R . .
H8B H 0.5429 0.1475 0.7644 0.133 Uiso 1 1 calc R . .
H8C H 0.4502 0.0975 0.8029 0.133 Uiso 1 1 calc R . .
C9 C 0.3589(8) 0.2334(3) 0.7792(6) 0.091(2) Uani 1 1 d . . .
H9A H 0.4139 0.2489 0.8358 0.109 Uiso 1 1 calc R . .
H9B H 0.2616 0.2515 0.7719 0.109 Uiso 1 1 calc R . .
C10 C 0.4397(8) 0.2490(3) 0.6954(5) 0.087(2) Uani 1 1 d . . .
H10A H 0.4617 0.2899 0.6984 0.104 Uiso 1 1 calc R . .
H10B H 0.5339 0.2287 0.7008 0.104 Uiso 1 1 calc R . .
N3 N 0.3573(5) 0.2360(2) 0.6001(4) 0.0709(13) Uani 1 1 d . . .
C11 C 0.2109(8) 0.2651(3) 0.5861(7) 0.098(2) Uani 1 1 d . . .
H11A H 0.2250 0.3059 0.5912 0.147 Uiso 1 1 calc R . .
H11B H 0.1505 0.2523 0.6333 0.147 Uiso 1 1 calc R . .
H11C H 0.1624 0.2559 0.5247 0.147 Uiso 1 1 calc R . .
C12 C 0.4580(8) 0.2511(3) 0.5267(5) 0.0849(19) Uani 1 1 d . . .
H12A H 0.4871 0.2910 0.5354 0.102 Uiso 1 1 calc R . .
H12B H 0.5476 0.2280 0.5383 0.102 Uiso 1 1 calc R . .
C13 C 0.3959(8) 0.2430(3) 0.4258(6) 0.090(2) Uani 1 1 d . . .
H13A H 0.3014 0.2630 0.4152 0.108 Uiso 1 1 calc R . .
H13B H 0.4631 0.2608 0.3859 0.108 Uiso 1 1 calc R . .
N4 N 0.3728(5) 0.1827(2) 0.3965(4) 0.0698(13) Uani 1 1 d . . .
C14 C 0.5043(7) 0.1479(4) 0.3893(6) 0.097(2) Uani 1 1 d . . .
H14A H 0.4974 0.1130 0.4245 0.146 Uiso 1 1 calc R . .
H14B H 0.5912 0.1689 0.4143 0.146 Uiso 1 1 calc R . .
H14C H 0.5113 0.1388 0.3244 0.146 Uiso 1 1 calc R . .
C15 C 0.2341(6) 0.1630(2) 0.3721(4) 0.0608(14) Uani 1 1 d . . .
O4 O 0.1229(4) 0.19125(18) 0.3800(3) 0.0771(12) Uani 1 1 d . . .
C16 C 0.2214(6) 0.1018(2) 0.3347(4) 0.0613(14) Uani 1 1 d . . .
H16A H 0.2770 0.0983 0.2806 0.074 Uiso 1 1 calc R . .
H16B H 0.2642 0.0754 0.3828 0.074 Uiso 1 1 calc R . .
N5 N 0.0656(5) 0.08671(18) 0.3073(3) 0.0566(11) Uani 1 1 d . . .
C17 C 0.0066(7) 0.0898(2) 0.2145(4) 0.0646(14) Uani 1 1 d . . .
H17 H 0.0667 0.0995 0.1681 0.077 Uiso 1 1 calc R . .
C18 C -0.1384(8) 0.0787(3) 0.1916(4) 0.0729(17) Uani 1 1 d . . .
H18 H -0.1775 0.0804 0.1287 0.088 Uiso 1 1 calc R . .
C19 C -0.2338(7) 0.0643(3) 0.2600(4) 0.0681(15) Uani 1 1 d . . .
H19 H -0.3344 0.0572 0.2427 0.082 Uiso 1 1 calc R . .
C20 C -0.1743(6) 0.0612(2) 0.3527(4) 0.0563(13) Uani 1 1 d . . .
O5 O -0.2481(4) 0.04835(16) 0.4251(3) 0.0609(9) Uani 1 1 d . . .
C21 C -0.0195(6) 0.0720(2) 0.3751(4) 0.0537(12) Uani 1 1 d . . .
O6 O 0.0391(4) 0.06830(17) 0.4603(2) 0.0600(9) Uani 1 1 d . . .
Cl1 Cl -0.1416(3) 0.35474(12) 0.57594(12) 0.1105(8) Uani 1 1 d . . .
O10 O -0.1502(19) 0.3296(4) 0.6628(5) 0.266(8) Uani 1 1 d . . .
O11 O -0.2589(12) 0.3857(6) 0.5498(7) 0.254(7) Uani 1 1 d . . .
O12 O -0.1256(15) 0.3110(5) 0.5117(6) 0.221(6) Uani 1 1 d . . .
O13 O -0.0226(15) 0.3866(8) 0.5762(15) 0.314(10) Uani 1 1 d . . .
C22 C -0.4508(13) -0.0363(5) 0.4511(12) 0.077(4) Uani 0.50 1 d P . .
O14 O -0.4476(7) -0.0316(3) 0.3597(6) 0.0612(18) Uani 0.50 1 d P . .
O8 O -0.1870(8) 0.2080(4) 0.6877(6) 0.158(3) Uani 1 1 d . . .
O7 O -0.1473(9) 0.1655(3) 0.5101(7) 0.157(3) Uani 1 1 d . . .
O9 O 0.2918(5) 0.12370(18) 0.5824(3) 0.0760(11) Uani 1 1 d . . .
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
O5 Cu1 O2 99.89(15) . . ?
O5 Cu1 O6 85.78(15) . . ?
O2 Cu1 O6 171.27(16) . . ?
O5 Cu1 O1 174.82(15) . . ?
O2 Cu1 O1 85.17(15) . . ?
O6 Cu1 O1 89.32(15) . . ?
O1 C1 N1 120.9(5) . . ?
O1 C1 C2 118.8(5) . . ?
N1 C1 C2 120.3(5) . . ?
C1 O1 Cu1 109.7(3) . . ?
O2 C2 C3 128.0(5) . . ?
O2 C2 C1 115.4(4) . . ?
C3 C2 C1 116.6(5) . . ?
C2 O2 Cu1 110.8(3) . . ?
C2 C3 C4 120.9(6) . . ?
C5 C4 C3 121.0(6) . . ?
C4 C5 N1 119.4(6) . . ?
C1 N1 C5 121.8(5) . . ?
C1 N1 C6 117.9(4) . . ?
C5 N1 C6 120.2(5) . . ?
N1 C6 C7 110.8(5) . . ?
O3 C7 N2 122.8(6) . . ?
O3 C7 C6 120.7(5) . . ?
N2 C7 C6 116.6(5) . . ?
C7 N2 C9 119.3(6) . . ?
C7 N2 C8 123.4(6) . . ?
C9 N2 C8 117.0(5) . . ?
N2 C9 C10 113.9(6) . . ?
N3 C10 C9 115.6(5) . . ?
C11 N3 C12 113.5(6) . . ?
C11 N3 C10 112.0(6) . . ?
C12 N3 C10 107.8(5) . . ?
C13 C12 N3 116.8(5) . . ?
N4 C13 C12 114.7(6) . . ?
C15 N4 C14 122.7(6) . . ?
C15 N4 C13 119.8(5) . . ?
C14 N4 C13 117.3(6) . . ?
O4 C15 N4 123.2(6) . . ?
O4 C15 C16 120.5(5) . . ?
N4 C15 C16 116.2(5) . . ?
N5 C16 C15 110.6(4) . . ?
C21 N5 C17 121.0(5) . . ?
C21 N5 C16 118.6(4) . . ?
C17 N5 C16 120.3(5) . . ?
C18 C17 N5 119.3(5) . . ?
C17 C18 C19 122.2(5) . . ?
C20 C19 C18 118.3(6) . . ?
O5 C20 C19 125.9(5) . . ?
O5 C20 C21 115.6(5) . . ?
C19 C20 C21 118.5(5) . . ?
C20 O5 Cu1 109.5(3) . . ?
O6 C21 N5 119.6(5) . . ?
O6 C21 C20 119.8(5) . . ?
N5 C21 C20 120.6(5) . . ?
C21 O6 Cu1 108.4(3) . . ?
O11 Cl1 O13 109.4(11) . . ?
O11 Cl1 O10 111.5(7) . . ?
O13 Cl1 O10 111.4(11) . . ?
O11 Cl1 O12 110.9(8) . . ?
O13 Cl1 O12 105.8(11) . . ?
O10 Cl1 O12 107.7(6) . . ?
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 O5 1.921(4) . ?
Cu1 O2 1.924(3) . ?
Cu1 O6 1.943(4) . ?
Cu1 O1 1.944(3) . ?
C1 O1 1.272(6) . ?
C1 N1 1.340(7) . ?
C1 C2 1.442(8) . ?
C2 O2 1.309(7) . ?
C2 C3 1.386(8) . ?
C3 C4 1.391(10) . ?
C4 C5 1.347(10) . ?
C5 N1 1.380(8) . ?
N1 C6 1.455(8) . ?
C6 C7 1.522(9) . ?
C7 O3 1.233(7) . ?
C7 N2 1.332(8) . ?
N2 C9 1.448(9) . ?
N2 C8 1.461(9) . ?
C9 C10 1.513(11) . ?
C10 N3 1.508(9) . ?
N3 C11 1.480(9) . ?
N3 C12 1.503(9) . ?
C12 C13 1.500(10) . ?
C13 N4 1.472(9) . ?
N4 C15 1.344(8) . ?
N4 C14 1.450(9) . ?
C15 O4 1.216(7) . ?
C15 C16 1.519(8) . ?
C16 N5 1.463(7) . ?
N5 C21 1.346(7) . ?
N5 C17 1.374(7) . ?
C17 C18 1.341(9) . ?
C18 C19 1.411(9) . ?
C19 C20 1.375(8) . ?
C20 O5 1.324(7) . ?
C20 C21 1.423(8) . ?
C21 O6 1.275(6) . ?
Cl1 O11 1.301(8) . ?
Cl1 O13 1.306(14) . ?
Cl1 O10 1.381(8) . ?
Cl1 O12 1.388(10) . ?
C22 O14 1.314(18) . ?
