#------------------------------------------------------------------------------
#$Date: 2016-02-20 21:30:07 +0100 (Sat 20 de Feb de 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/66/2226608.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_2226608
loop_
_publ_author_name
'Zhang, Shuang'
'Wang, Yu-Jie'
'Ma, Dong-Sheng'
'Liu, Ying'
'Gao, Jin-Sheng'
_publ_section_title
;
 Bis(acetato-κO)[1,2-bis(2-pyridylmethoxy)benzene-κ⁴N,O,O',N']copper(II)
 tetrahydrate
;
_journal_coeditor_code           NG2782
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m787
_journal_paper_doi               10.1107/S1600536810021495
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Cu (C2 H3 O2)2 (C18 H16 N2 O2)], 4H2 O'
_chemical_formula_moiety         'C22 H21 Cu N2 O6, 4(H2 O)'
_chemical_formula_sum            'C22 H29 Cu N2 O10'
_chemical_formula_weight         545.02
_chemical_name_systematic
;
Bis(acetato-κO)[1,2-bis(2-pyridylmethoxy)benzene-
κ⁴N,O,O',N']copper(II) tetrahydrate
;
_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                102.97(3)
_cell_angle_beta                 92.69(3)
_cell_angle_gamma                93.70(3)
_cell_formula_units_Z            2
_cell_length_a                   8.0192(16)
_cell_length_b                   11.291(2)
_cell_length_c                   14.117(3)
_cell_measurement_reflns_used    10671
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      3.03
_cell_volume                     1240.5(5)
_computing_cell_refinement       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_collection       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC, 2002)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_av_sigmaI/netI    0.0617
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12216
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.03
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.938
_exptl_absorpt_correction_T_max  0.8799
_exptl_absorpt_correction_T_min  0.7259
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_refine_diff_density_max         1.142
_refine_diff_density_min         -0.444
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         5621
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0656
_refine_ls_R_factor_gt           0.0563
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0738P)²+2.5027P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1648
_refine_ls_wR_factor_ref         0.1688
_reflns_number_gt                4677
_reflns_number_total             5621
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            ng2782.cif
_cod_data_source_block           I
_cod_original_cell_volume        1240.5(4)
_cod_database_code               2226608
_cod_database_fobs_code          2226608
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_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
C C1 0.6440(5) 0.9469(4) 0.1729(3) 0.0424(9) Uani d . 1 . .
H H1 0.6547 0.9754 0.2402 0.051 Uiso calc R 1 . .
C C2 0.7766(5) 0.9716(4) 0.1190(4) 0.0486(10) Uani d . 1 . .
H H2 0.8748 1.0144 0.1496 0.058 Uiso calc R 1 . .
C C3 0.7601(6) 0.9315(4) 0.0192(4) 0.0509(11) Uani d . 1 . .
H H3 0.8460 0.9481 -0.0190 0.061 Uiso calc R 1 . .
C C4 0.6143(5) 0.8665(4) -0.0229(3) 0.0452(9) Uani d . 1 . .
H H4 0.6007 0.8382 -0.0901 0.054 Uiso calc R 1 . .
C C5 0.4872(5) 0.8432(3) 0.0357(3) 0.0340(7) Uani d . 1 . .
C C6 0.3333(5) 0.7660(4) -0.0113(3) 0.0444(9) Uani d . 1 . .
H H6A 0.3042 0.7845 -0.0736 0.053 Uiso calc R 1 . .
H H6B 0.3543 0.6805 -0.0226 0.053 Uiso calc R 1 . .
C C7 0.0550(5) 0.7147(3) 0.0236(3) 0.0374(8) Uani d . 1 . .
C C8 0.0090(6) 0.6517(4) -0.0710(3) 0.0475(10) Uani d . 1 . .
H H8 0.0775 0.6576 -0.1213 0.057 Uiso calc R 1 . .
C C9 -0.1418(6) 0.5795(4) -0.0894(4) 0.0554(12) Uani d . 1 . .
H H9 -0.1733 0.5355 -0.1524 0.066 Uiso calc R 1 . .
C C10 -0.2436(6) 0.5729(4) -0.0153(4) 0.0566(12) Uani d . 1 . .
H H10 -0.3444 0.5251 -0.0286 0.068 Uiso calc R 1 . .
C C11 -0.1981(5) 0.6369(4) 0.0798(4) 0.0491(10) Uani d . 1 . .
H H11 -0.2684 0.6331 0.1298 0.059 Uiso calc R 1 . .
C C12 -0.0462(5) 0.7062(4) 0.0988(3) 0.0393(8) Uani d . 1 . .
C C13 -0.0439(6) 0.7318(5) 0.2704(3) 0.0531(11) Uani d . 1 . .
H H13 -0.1295 0.6714 0.2681 0.064 Uiso calc R 1 . .
C C14 0.0544(5) 0.8017(4) 0.3605(3) 0.0410(9) Uani d . 1 . .
C C15 -0.0073(7) 0.8020(6) 0.4506(4) 0.0633(14) Uani d . 1 . .
H H15 -0.1091 0.7596 0.4546 0.076 Uiso calc R 1 . .
C C16 0.0828(8) 0.8653(7) 0.5345(4) 0.0775(18) Uani d . 1 . .
H H16 0.0435 0.8652 0.5955 0.093 Uiso calc R 1 . .
C C17 0.2324(6) 0.9287(6) 0.5260(3) 0.0640(14) Uani d . 1 . .
H H17 0.2947 0.9740 0.5809 0.077 Uiso calc R 1 . .
C C18 0.2869(5) 0.9233(4) 0.4345(3) 0.0466(10) Uani d . 1 . .
H H18 0.3892 0.9641 0.4289 0.056 Uiso calc R 1 . .
C C19 0.4783(5) 0.6757(4) 0.2747(3) 0.0357(8) Uani d . 1 . .
C C20 0.5151(6) 0.5454(4) 0.2706(4) 0.0516(11) Uani d . 1 . .
H H20A 0.6264 0.5435 0.2981 0.077 Uiso calc R 1 . .
H H20B 0.5062 0.5003 0.2040 0.077 Uiso calc R 1 . .
H H20C 0.4360 0.5096 0.3070 0.077 Uiso calc R 1 . .
C C21 0.2987(5) 1.1144(4) 0.2719(3) 0.0382(8) Uani d . 1 . .
C C22 0.2136(7) 1.2277(4) 0.2681(4) 0.0553(11) Uani d . 1 . .
H H22A 0.1609 1.2554 0.3280 0.083 Uiso calc R 1 . .
H H22B 0.1304 1.2103 0.2147 0.083 Uiso calc R 1 . .
H H22C 0.2948 1.2899 0.2593 0.083 Uiso calc R 1 . .
Cu Cu1 0.31166(5) 0.85895(4) 0.22267(3) 0.02996(15) Uani d . 1 . .
N N1 0.5010(4) 0.8839(3) 0.1325(2) 0.0337(6) Uani d . 1 . .
N N2 0.2005(4) 0.8624(3) 0.3531(2) 0.0362(7) Uani d . 1 . .
O O1 0.2007(3) 0.7897(3) 0.0502(2) 0.0424(6) Uani d . 1 . .
O O2 0.0142(3) 0.7724(3) 0.1897(2) 0.0425(6) Uani d . 1 . .
O O3 0.3666(3) 0.6916(2) 0.2120(2) 0.0389(6) Uani d . 1 . .
O O4 0.5540(4) 0.7602(3) 0.3366(2) 0.0463(7) Uani d . 1 . .
O O5 0.2292(3) 1.0156(2) 0.2193(2) 0.0397(6) Uani d . 1 . .
O O6 0.4298(4) 1.1202(3) 0.3240(2) 0.0528(8) Uani d . 1 . .
O O7 0.5369(4) 0.6904(3) 0.5132(2) 0.0563(8) Uani d . 1 . .
H H60 0.5492 0.7168 0.4619 0.084 Uiso d R 1 . .
H H61 0.5436 0.7494 0.5629 0.084 Uiso d R 1 . .
O O8 0.7329(4) 0.4974(4) 0.5198(3) 0.0690(10) Uani d . 1 . .
H H62 0.6766 0.5576 0.5164 0.103 Uiso d R 1 . .
H H63 0.6688 0.4337 0.5166 0.103 Uiso d R 1 . .
O O9 0.9449(5) 0.4636(4) 0.3630(3) 0.0803(12) Uani d . 1 . .
H H64 1.0478 0.4888 0.3703 0.120 Uiso d R 1 . .
H H65 0.9111 0.4532 0.4169 0.120 Uiso d R 1 . .
O O10 0.7313(7) 0.2533(5) 0.2556(3) 0.1047(17) Uani d . 1 . .
H H66 0.8015 0.3131 0.2805 0.157 Uiso d R 1 . .
H H67 0.6436 0.2585 0.2873 0.157 Uiso d R 1 . .
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'
Cu Cu 0.3201 1.2651 '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'
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
_geom_angle_publ_flag
N1 C1 C2 . . 123.0(4) ?
N1 C1 H1 . . 118.5 ?
C2 C1 H1 . . 118.5 ?
C3 C2 C1 . . 118.7(4) ?
C3 C2 H2 . . 120.7 ?
C1 C2 H2 . . 120.7 ?
C4 C3 C2 . . 118.8(4) ?
C4 C3 H3 . . 120.6 ?
C2 C3 H3 . . 120.6 ?
C3 C4 C5 . . 119.6(4) ?
C3 C4 H4 . . 120.2 ?
C5 C4 H4 . . 120.2 ?
N1 C5 C4 . . 122.0(4) ?
N1 C5 C6 . . 119.3(3) ?
C4 C5 C6 . . 118.7(4) ?
O1 C6 C5 . . 109.2(3) ?
O1 C6 H6A . . 109.8 ?
C5 C6 H6A . . 109.8 ?
O1 C6 H6B . . 109.8 ?
C5 C6 H6B . . 109.8 ?
H6A C6 H6B . . 108.3 ?
C12 C7 O1 . . 115.3(3) ?
C12 C7 C8 . . 120.8(4) ?
O1 C7 C8 . . 123.9(4) ?
C7 C8 C9 . . 118.9(5) ?
C7 C8 H8 . . 120.5 ?
C9 C8 H8 . . 120.5 ?
C10 C9 C8 . . 120.3(4) ?
C10 C9 H9 . . 119.8 ?
C8 C9 H9 . . 119.8 ?
C9 C10 C11 . . 120.9(4) ?
C9 C10 H10 . . 119.6 ?
C11 C10 H10 . . 119.6 ?
C12 C11 C10 . . 118.9(5) ?
C12 C11 H11 . . 120.6 ?
C10 C11 H11 . . 120.6 ?
O2 C12 C7 . . 115.2(3) ?
O2 C12 C11 . . 124.6(4) ?
C7 C12 C11 . . 120.2(4) ?
O2 C13 C14 . . 108.9(3) ?
O2 C13 H13 . . 125.6 ?
C14 C13 H13 . . 125.6 ?
N2 C14 C15 . . 121.0(4) ?
N2 C14 C13 . . 119.8(3) ?
C15 C14 C13 . . 119.2(4) ?
C16 C15 C14 . . 119.9(5) ?
C16 C15 H15 . . 120.0 ?
C14 C15 H15 . . 120.0 ?
C15 C16 C17 . . 118.6(5) ?
C15 C16 H16 . . 120.7 ?
C17 C16 H16 . . 120.7 ?
C18 C17 C16 . . 118.4(5) ?
C18 C17 H17 . . 120.8 ?
C16 C17 H17 . . 120.8 ?
N2 C18 C17 . . 123.4(4) ?
N2 C18 H18 . . 118.3 ?
C17 C18 H18 . . 118.3 ?
O4 C19 O3 . . 123.7(4) ?
O4 C19 C20 . . 120.3(4) ?
O3 C19 C20 . . 116.0(3) ?
C19 C20 H20A . . 109.5 ?
C19 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C19 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
O6 C21 O5 . . 123.6(4) ?
O6 C21 C22 . . 120.3(4) ?
O5 C21 C22 . . 116.1(4) ?
C21 C22 H22A . . 109.5 ?
C21 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C21 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
O5 Cu1 O3 . . 171.42(11) ?
O5 Cu1 N1 . . 91.93(12) ?
O3 Cu1 N1 . . 89.79(12) ?
O5 Cu1 N2 . . 90.02(13) ?
O3 Cu1 N2 . . 91.66(13) ?
N1 Cu1 N2 . . 157.12(13) ?
O5 Cu1 O1 . . 86.78(11) ?
O3 Cu1 O1 . . 85.82(11) ?
N1 Cu1 O1 . . 71.06(11) ?
N2 Cu1 O1 . . 131.82(11) ?
O5 Cu1 O2 . . 86.96(11) ?
O3 Cu1 O2 . . 85.71(11) ?
N1 Cu1 O2 . . 132.86(11) ?
N2 Cu1 O2 . . 70.01(11) ?
O1 Cu1 O2 . . 61.82(10) ?
C5 N1 C1 . . 118.0(3) ?
C5 N1 Cu1 . . 123.7(2) ?
C1 N1 Cu1 . . 118.3(3) ?
C18 N2 C14 . . 118.7(3) ?
C18 N2 Cu1 . . 117.0(3) ?
C14 N2 Cu1 . . 124.2(3) ?
C7 O1 C6 . . 116.5(3) ?
C7 O1 Cu1 . . 122.2(2) ?
C6 O1 Cu1 . . 110.1(2) ?
C12 O2 C13 . . 116.7(3) ?
C12 O2 Cu1 . . 121.9(2) ?
C13 O2 Cu1 . . 110.8(2) ?
C19 O3 Cu1 . . 115.5(2) ?
C21 O5 Cu1 . . 121.8(3) ?
H60 O7 H61 . . 110.2 ?
H62 O8 H63 . . 110.9 ?
H64 O9 H65 . . 109.5 ?
H66 O10 H67 . . 109.7 ?
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
C1 N1 . 1.341(5) ?
C1 C2 . 1.386(6) ?
C1 H1 . 0.9300 ?
C2 C3 . 1.376(7) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.374(7) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.390(5) ?
C4 H4 . 0.9300 ?
C5 N1 . 1.337(5) ?
C5 C6 . 1.499(6) ?
C6 O1 . 1.406(5) ?
C6 H6A . 0.9700 ?
C6 H6B . 0.9700 ?
C7 C12 . 1.382(6) ?
C7 O1 . 1.382(5) ?
C7 C8 . 1.385(6) ?
C8 C9 . 1.394(6) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.369(8) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.394(7) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.385(6) ?
C11 H11 . 0.9300 ?
C12 O2 . 1.381(5) ?
C13 O2 . 1.408(5) ?
C13 C14 . 1.495(6) ?
C13 H13 . 0.9300 ?
C14 N2 . 1.339(5) ?
C14 C15 . 1.386(6) ?
C15 C16 . 1.382(8) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.382(8) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.373(6) ?
C17 H17 . 0.9300 ?
C18 N2 . 1.335(5) ?
C18 H18 . 0.9300 ?
C19 O4 . 1.242(5) ?
C19 O3 . 1.279(5) ?
C19 C20 . 1.508(6) ?
C20 H20A . 0.9600 ?
C20 H20B . 0.9600 ?
C20 H20C . 0.9600 ?
C21 O6 . 1.245(5) ?
C21 O5 . 1.271(5) ?
C21 C22 . 1.498(6) ?
C22 H22A . 0.9600 ?
C22 H22B . 0.9600 ?
C22 H22C . 0.9600 ?
Cu1 O5 . 1.937(3) ?
Cu1 O3 . 1.942(3) ?
Cu1 N1 . 2.072(3) ?
Cu1 N2 . 2.076(3) ?
Cu1 O1 . 2.486(3) ?
Cu1 O2 . 2.501(3) ?
O7 H60 . 0.8495 ?
O7 H61 . 0.8496 ?
O8 H62 . 0.8487 ?
O8 H63 . 0.8477 ?
O9 H64 . 0.8487 ?
O9 H65 . 0.8493 ?
O10 H66 . 0.8500 ?
O10 H67 . 0.8500 ?
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
O10 H67 O6 1_545 0.85 2.40 3.072(6) 136.8
O10 H66 O9 . 0.85 2.07 2.913(6) 169.4
O9 H64 O8 2_766 0.85 2.26 2.955(6) 138.8
O9 H65 O8 . 0.85 2.09 2.828(6) 145.1
O8 H63 O7 2_666 0.85 2.06 2.874(5) 161.6
O8 H62 O7 . 0.85 1.94 2.784(5) 176.2
O7 H61 O6 2_676 0.85 1.91 2.755(4) 177.0
O7 H60 O4 . 0.85 1.94 2.784(5) 172.3
