#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/39/2013949.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_2013949
loop_
_publ_author_name
'Oľga Švajlenová'
'Ján Vančo'
'Jaromír Marek'
_publ_section_title
;Di-μ-aqua-bis[(N-salicylidene-β-alaninato-κ³O,N,O')copper(II)]
 urea disolvate
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m275
_journal_page_last               m277
_journal_paper_doi               10.1107/S0108270104008030
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          '[Cu2 (C10 H9 N O3)2 (H2 O)2], 2C H4 N2 O'
_chemical_formula_moiety         'C20 H22 Cu2 N2 O8, 2C H4 N2 O'
_chemical_formula_sum            'C22 H30 Cu2 N6 O10'
_chemical_formula_weight         665.62
_chemical_name_systematic
;
Di-μ-aqua-bis[(N-salicylidene-β-alaninato-κ³O,N,O')copper(II)]
urea disolvate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                105.638(13)
_cell_angle_beta                 108.079(12)
_cell_angle_gamma                98.697(12)
_cell_formula_units_Z            1
_cell_length_a                   7.3218(10)
_cell_length_b                   9.0547(14)
_cell_length_c                   10.7935(15)
_cell_measurement_reflns_used    1272
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      26.434
_cell_measurement_theta_min      3.036
_cell_volume                     633.14(18)
_computing_cell_refinement       'CrysAlis RED (Oxford Diffraction, 2002)'
_computing_data_collection       'CrysAlis CCD (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlis RED'
_computing_molecular_graphics    'ORTEPIII (Johnson & Burnett, 1996)'
_computing_publication_material
;
SHELXL97 (Sheldrick, 1997) and PARST (Nardelli, 1995)
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 16.3
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Kuma KM-4-Plus CCD'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  'Enhance (Oxford Diffraction)'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_sigmaI/netI    0.0385
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4325
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.88
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.749
_exptl_absorpt_correction_T_max  0.88176
_exptl_absorpt_correction_T_min  0.45768
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   'CrysAlis RED (Oxford Diffraction, 2002)'
_exptl_crystal_colour            'dark blue'
_exptl_crystal_density_diffrn    1.746
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             342
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.596
_refine_diff_density_min         -0.459
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2210
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0364
_refine_ls_R_factor_gt           0.0323
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0577P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0830
_refine_ls_wR_factor_ref         0.0851
_reflns_number_gt                1941
_reflns_number_total             2210
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fa1055.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 'Triclinic' changed to 'triclinic'
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_database_code               2013949
_cod_database_fobs_code          2013949
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_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
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Cu 0.53149(4) 0.69727(3) 0.07211(3) 0.01315(14) Uani d . 1 . . Cu
O1 0.2898(2) 0.5182(2) 0.00128(17) 0.0131(4) Uani d . 1 . . O
H1V 0.1761 0.5220 -0.0631 0.016 Uiso d R 1 . . H
H1W 0.2531 0.5040 0.0719 0.016 Uiso d R 1 . . H
O2 0.5760(3) 0.6614(2) 0.24738(18) 0.0158(4) Uani d . 1 . . O
O3 0.7636(3) 0.6449(3) 0.4452(2) 0.0271(5) Uani d . 1 . . O
O4 0.4524(3) 0.7080(2) -0.11013(18) 0.0155(4) Uani d . 1 . . O
N1 0.7516(3) 0.8858(2) 0.1500(2) 0.0142(5) Uani d . 1 . . N
C1 0.7449(4) 0.6912(3) 0.3453(3) 0.0156(6) Uani d . 1 . . C
C2 0.9230(4) 0.7899(3) 0.3364(3) 0.0162(6) Uani d . 1 . . C
H2A 0.9650 0.7234 0.2665 0.019 Uiso calc R 1 . . H
H2B 1.0346 0.8264 0.4269 0.019 Uiso calc R 1 . . H
C3 0.8776(4) 0.9338(3) 0.2969(3) 0.0161(6) Uani d . 1 . . C
H3A 0.8091 0.9881 0.3543 0.019 Uiso calc R 1 . . H
H3B 1.0035 1.0096 0.3156 0.019 Uiso calc R 1 . . H
C4 0.7886(4) 0.9779(3) 0.0833(3) 0.0164(6) Uani d . 1 . . C
H4 0.8936 1.0716 0.1346 0.020 Uiso calc R 1 . . H
C5 0.6868(4) 0.9529(3) -0.0605(3) 0.0150(6) Uani d . 1 . . C
C6 0.5321(4) 0.8162(3) -0.1517(3) 0.0145(5) Uani d . 1 . . C
C7 0.4622(4) 0.7972(3) -0.2935(3) 0.0179(6) Uani d . 1 . . C
H7 0.3666 0.7024 -0.3575 0.021 Uiso calc R 1 . . H
C8 0.5288(4) 0.9126(4) -0.3423(3) 0.0217(6) Uani d . 1 . . C
H8 0.4788 0.8961 -0.4387 0.026 Uiso calc R 1 . . H
C9 0.6694(4) 1.0538(4) -0.2506(3) 0.0231(6) Uani d . 1 . . C
H9 0.7086 1.1361 -0.2833 0.028 Uiso calc R 1 . . H
C10 0.7499(4) 1.0716(3) -0.1128(3) 0.0196(6) Uani d . 1 . . C
H10 0.8499 1.1651 -0.0510 0.024 Uiso calc R 1 . . H
O12 0.0692(3) 0.4762(2) 0.15298(19) 0.0192(4) Uani d . 1 . . O
N13 -0.0243(3) 0.3743(3) 0.2996(2) 0.0192(5) Uani d . 1 . . N
H13A -0.1500 0.3465 0.2443 0.023 Uiso d R 1 . . H
H13B 0.0096 0.3544 0.3779 0.023 Uiso d R 1 . . H
N14 0.3036(3) 0.4881(3) 0.3522(2) 0.0216(5) Uani d . 1 . . N
H14A 0.3984 0.5368 0.3322 0.026 Uiso d R 1 . . H
H14B 0.3331 0.4667 0.4298 0.026 Uiso d R 1 . . H
C11 0.1149(4) 0.4467(3) 0.2647(3) 0.0143(5) Uani d . 1 . . C
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
O4 Cu O2 . . 171.49(7)
O4 Cu N1 . . 94.28(8)
O2 Cu N1 . . 94.14(8)
O4 Cu O1 . . 87.02(7)
O2 Cu O1 . . 84.48(7)
N1 Cu O1 . . 173.92(8)
O4 Cu O1 . 2_665 89.27(7)
O2 Cu O1 . 2_665 90.47(7)
N1 Cu O1 . 2_665 100.16(7)
O1 Cu O1 . 2_665 85.79(7)
O4 Cu Cu . 2_665 87.69(6)
O2 Cu Cu . 2_665 87.11(6)
N1 Cu Cu . 2_665 136.09(6)
O1 Cu Cu . 2_665 49.85(5)
O1 Cu Cu 2_665 2_665 35.94(4)
Cu O1 Cu . 2_665 94.21(7)
Cu O1 H1V . . 118.8
Cu O1 H1V 2_665 . 118.6
Cu O1 H1W . . 111.3
Cu O1 H1W 2_665 . 108.7
H1V O1 H1W . . 105.0
C1 O2 Cu . . 126.47(17)
C6 O4 Cu . . 127.48(16)
C4 N1 C3 . . 117.1(2)
C4 N1 Cu . . 124.39(19)
C3 N1 Cu . . 118.39(17)
O3 C1 O2 . . 122.4(3)
O3 C1 C2 . . 120.2(2)
O2 C1 C2 . . 117.4(2)
C1 C2 C3 . . 111.8(2)
C1 C2 H2A . . 109.2
C3 C2 H2A . . 109.2
C1 C2 H2B . . 109.2
C3 C2 H2B . . 109.2
H2A C2 H2B . . 107.9
N1 C3 C2 . . 110.8(2)
N1 C3 H3A . . 109.5
C2 C3 H3A . . 109.5
N1 C3 H3B . . 109.5
C2 C3 H3B . . 109.5
H3A C3 H3B . . 108.1
N1 C4 C5 . . 126.4(3)
N1 C4 H4 . . 116.8
C5 C4 H4 . . 116.8
C6 C5 C10 . . 119.3(2)
C6 C5 C4 . . 123.5(2)
C10 C5 C4 . . 117.2(2)
O4 C6 C7 . . 119.1(2)
O4 C6 C5 . . 123.4(2)
C7 C6 C5 . . 117.5(2)
C8 C7 C6 . . 121.8(3)
C8 C7 H7 . . 119.1
C6 C7 H7 . . 119.1
C7 C8 C9 . . 120.5(3)
C7 C8 H8 . . 119.8
C9 C8 H8 . . 119.8
C10 C9 C8 . . 119.1(3)
C10 C9 H9 . . 120.5
C8 C9 H9 . . 120.5
C9 C10 C5 . . 121.4(3)
C9 C10 H10 . . 119.3
C5 C10 H10 . . 119.3
C11 N13 H13A . . 120.0
C11 N13 H13B . . 120.0
H13A N13 H13B . . 120.0
C11 N14 H14A . . 120.0
C11 N14 H14B . . 120.0
H14A N14 H14B . . 120.0
O12 C11 N13 . . 120.9(2)
O12 C11 N14 . . 121.1(2)
N13 C11 N14 . . 118.0(2)
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
Cu O4 . 1.9046(18) ?
Cu O2 . 1.9417(18) ?
Cu N1 . 1.942(2) ?
Cu O1 . 1.9922(18) ?
Cu O1 2_665 2.5941(18) ?
Cu Cu 2_665 3.3847(9) ?
O1 Cu 2_665 2.5941(18) ?
O1 H1V . 0.9161 ?
O1 H1W . 0.9165 ?
O2 C1 . 1.286(3) ?
O3 C1 . 1.236(3) ?
O4 C6 . 1.314(3) ?
N1 C4 . 1.289(3) ?
N1 C3 . 1.468(3) ?
C1 C2 . 1.510(4) ?
C2 C3 . 1.527(4) ?
C2 H2A . 0.9900 ?
C2 H2B . 0.9900 ?
C3 H3A . 0.9900 ?
C3 H3B . 0.9900 ?
C4 C5 . 1.435(4) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.418(4) ?
C5 C10 . 1.423(4) ?
C6 C7 . 1.408(4) ?
C7 C8 . 1.381(4) ?
C7 H7 . 0.9500 ?
C8 C9 . 1.401(4) ?
C8 H8 . 0.9500 ?
C9 C10 . 1.372(4) ?
C9 H9 . 0.9500 ?
C10 H10 . 0.9500 ?
O12 C11 . 1.260(3) ?
N13 C11 . 1.335(4) ?
N13 H13A . 0.8801 ?
N13 H13B . 0.8796 ?
N14 C11 . 1.336(3) ?
N14 H14A . 0.8801 ?
N14 H14B . 0.8795 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1 H1V O12 2_565 0.92 1.76 2.656(2) 165 y
O1 H1W O12 . 0.92 1.84 2.688(3) 153 y
N13 H13A O4 2_565 0.88 2.13 3.009(3) 177 y
N13 H13B O3 2_666 0.88 2.10 2.891(3) 149 y
N14 H14A O2 . 0.88 2.16 3.022(3) 167 y
N14 H14B O3 2_666 0.88 2.11 2.895(3) 148 y
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
O4 Cu O1 Cu . 2_665 89.49(7)
N1 Cu O2 C1 . . -33.7(2)
O1 Cu O2 C1 . . 152.2(2)
O1 Cu O2 C1 2_665 . 66.5(2)
Cu Cu O2 C1 2_665 . 102.3(2)
N1 Cu O4 C6 . . -1.4(2)
O1 Cu O4 C6 . . 172.62(19)
O1 Cu O4 C6 2_665 . -101.55(19)
Cu Cu O4 C6 2_665 . -137.48(19)
O4 Cu N1 C4 . . 6.3(2)
O2 Cu N1 C4 . . -172.5(2)
O1 Cu N1 C4 2_665 . 96.3(2)
Cu Cu N1 C4 2_665 . 97.4(2)
O4 Cu N1 C3 . . -177.99(17)
O2 Cu N1 C3 . . 3.26(18)
O1 Cu N1 C3 2_665 . -87.96(18)
Cu Cu N1 C3 2_665 . -86.88(19)
Cu O2 C1 O3 . . -169.6(2)
Cu O2 C1 C2 . . 11.8(3)
O3 C1 C2 C3 . . -133.6(3)
O2 C1 C2 C3 . . 45.0(3)
C4 N1 C3 C2 . . -141.5(2)
Cu N1 C3 C2 . . 42.4(3)
C1 C2 C3 N1 . . -73.8(3)
C3 N1 C4 C5 . . 179.0(2)
Cu N1 C4 C5 . . -5.2(4)
N1 C4 C5 C6 . . -2.4(4)
N1 C4 C5 C10 . . 179.0(2)
Cu O4 C6 C7 . . 175.13(17)
Cu O4 C6 C5 . . -4.8(3)
C10 C5 C6 O4 . . -173.6(2)
C4 C5 C6 O4 . . 7.8(4)
C10 C5 C6 C7 . . 6.4(4)
C4 C5 C6 C7 . . -172.1(2)
O4 C6 C7 C8 . . 174.8(2)
C5 C6 C7 C8 . . -5.2(4)
C6 C7 C8 C9 . . -0.1(4)
C7 C8 C9 C10 . . 4.2(4)
C8 C9 C10 C5 . . -2.9(4)
C6 C5 C10 C9 . . -2.5(4)
C4 C5 C10 C9 . . 176.2(3)
