#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/62/2226241.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_2226241
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)
 monohydrate
;
_journal_coeditor_code           NG2778
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m701
_journal_paper_doi               10.1107/S160053681001874X
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Cu (C2 H3 O2)2 (C18 H16 N2 O2)], H2 O'
_chemical_formula_moiety         'Cu (C2 H3 O2)2 (C18 H16 N2 O2), H2 O'
_chemical_formula_sum            'C22 H24 Cu N2 O7'
_chemical_formula_weight         491.98
_chemical_name_systematic
;
Bis(acetato-κO)[1,2-bis(2-pyridylmethoxy)benzene-
κ⁴N,O,O',N']copper(II) monohydrate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 123.540(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.661(3)
_cell_length_b                   14.689(6)
_cell_length_c                   15.553(4)
_cell_measurement_reflns_used    15798
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.00
_cell_volume                     2220.5(12)
_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 0.991
_diffrn_measured_fraction_theta_max 0.974
_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  0.0433
_diffrn_reflns_av_sigmaI/netI    0.0337
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            21143
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.99
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.029
_exptl_absorpt_correction_T_max  0.8380
_exptl_absorpt_correction_T_min  0.8182
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1020
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.277
_refine_diff_density_min         -0.275
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         4960
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0340
_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)+(0.0469P)²+0.2754P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0826
_refine_ls_wR_factor_ref         0.0888
_reflns_number_gt                3854
_reflns_number_total             4960
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            ng2778.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2226241
_cod_database_fobs_code          2226241
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
Cu Cu1 0.19750(2) 0.638427(17) 0.351821(17) 0.02824(9) Uani d . 1 . .
O O1 0.43387(14) 0.58511(11) 0.40262(11) 0.0360(3) Uani d . 1 . .
O O2 0.23187(14) 0.59585(11) 0.21381(11) 0.0379(4) Uani d . 1 . .
O O3 0.26556(16) 0.75769(10) 0.34343(12) 0.0394(4) Uani d . 1 . .
O O4 0.13698(19) 0.81284(13) 0.39686(14) 0.0531(5) Uani d . 1 . .
O O5 0.15262(15) 0.51145(10) 0.35769(11) 0.0352(3) Uani d . 1 . .
O O6 0.00215(19) 0.56093(13) 0.39381(14) 0.0533(5) Uani d . 1 . .
N N1 0.33015(19) 0.64394(11) 0.50978(13) 0.0319(4) Uani d . 1 . .
N N2 0.01307(18) 0.65453(12) 0.20902(13) 0.0315(4) Uani d . 1 . .
C C1 0.2732(3) 0.66269(16) 0.56418(17) 0.0400(5) Uani d . 1 . .
H H1 0.1779 0.6651 0.5294 0.048 Uiso calc R 1 . .
C C2 0.3524(3) 0.67823(18) 0.66939(19) 0.0513(6) Uani d . 1 . .
H H2 0.3115 0.6921 0.7049 0.062 Uiso calc R 1 . .
C C3 0.4931(3) 0.6726(2) 0.72009(18) 0.0585(7) Uani d . 1 . .
H H3 0.5486 0.6836 0.7907 0.070 Uiso calc R 1 . .
C C4 0.5530(3) 0.65064(18) 0.66613(18) 0.0503(6) Uani d . 1 . .
H H4 0.6479 0.6443 0.7003 0.060 Uiso calc R 1 . .
C C5 0.4679(2) 0.63844(15) 0.56047(16) 0.0347(5) Uani d . 1 . .
C C6 0.5334(2) 0.62142(17) 0.50060(17) 0.0400(5) Uani d . 1 . .
H H6A 0.5692 0.6780 0.4924 0.048 Uiso calc R 1 . .
H H6B 0.6093 0.5790 0.5381 0.048 Uiso calc R 1 . .
C C7 0.4697(2) 0.58313(15) 0.33102(16) 0.0336(5) Uani d . 1 . .
C C8 0.6037(2) 0.57611(17) 0.35554(19) 0.0432(6) Uani d . 1 . .
H H8 0.6772 0.5743 0.4242 0.052 Uiso calc R 1 . .
C C9 0.6276(3) 0.57171(19) 0.2769(2) 0.0532(7) Uani d . 1 . .
H H9 0.7170 0.5673 0.2929 0.064 Uiso calc R 1 . .
C C10 0.5183(3) 0.57400(19) 0.1761(2) 0.0525(7) Uani d . 1 . .
H H10 0.5343 0.5704 0.1238 0.063 Uiso calc R 1 . .
C C11 0.3831(3) 0.58167(17) 0.15022(19) 0.0440(6) Uani d . 1 . .
H H11 0.3098 0.5833 0.0814 0.053 Uiso calc R 1 . .
C C12 0.3594(2) 0.58687(14) 0.22831(16) 0.0325(5) Uani d . 1 . .
C C13 0.1171(2) 0.61228(17) 0.11292(16) 0.0387(5) Uani d . 1 . .
H H13A 0.0978 0.5588 0.0704 0.046 Uiso calc R 1 . .
H H13B 0.1364 0.6627 0.0825 0.046 Uiso calc R 1 . .
C C14 -0.0064(2) 0.63471(15) 0.11764(16) 0.0328(4) Uani d . 1 . .
C C15 -0.1366(2) 0.63615(18) 0.02673(17) 0.0467(6) Uani d . 1 . .
H H15 -0.1481 0.6222 -0.0359 0.056 Uiso calc R 1 . .
C C16 -0.2490(3) 0.65856(19) 0.0306(2) 0.0526(7) Uani d . 1 . .
H H16 -0.3370 0.6584 -0.0293 0.063 Uiso calc R 1 . .
C C17 -0.2301(2) 0.68105(18) 0.12371(19) 0.0454(6) Uani d . 1 . .
H H17 -0.3041 0.6975 0.1275 0.054 Uiso calc R 1 . .
C C18 -0.0983(2) 0.67845(16) 0.21095(17) 0.0369(5) Uani d . 1 . .
H H18 -0.0849 0.6937 0.2739 0.044 Uiso calc R 1 . .
C C19 0.2749(4) 0.91611(19) 0.3717(2) 0.0691(9) Uani d . 1 . .
H H19A 0.3666 0.9223 0.4319 0.104 Uiso calc R 1 . .
H H19B 0.2168 0.9618 0.3728 0.104 Uiso calc R 1 . .
H H19C 0.2763 0.9235 0.3110 0.104 Uiso calc R 1 . .
C C20 0.2198(3) 0.82288(17) 0.37095(16) 0.0406(5) Uani d . 1 . .
C C21 0.0351(3) 0.40102(19) 0.3948(2) 0.0531(6) Uani d . 1 . .
H H21A -0.0609 0.3877 0.3477 0.080 Uiso calc R 1 . .
H H21B 0.0603 0.3919 0.4643 0.080 Uiso calc R 1 . .
H H21C 0.0887 0.3614 0.3811 0.080 Uiso calc R 1 . .
C C22 0.0622(2) 0.49872(16) 0.38126(16) 0.0368(5) Uani d . 1 . .
O O7 0.1077(2) 0.40557(15) 0.17760(17) 0.0729(6) Uani d . 1 . .
H H71 0.0314 0.3772 0.1505 0.109 Uiso d R 1 . .
H H72 0.1223 0.4355 0.2295 0.109 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
O5 Cu1 O3 . . 170.76(6) ?
O5 Cu1 N1 . . 91.48(6) ?
O3 Cu1 N1 . . 88.82(7) ?
O5 Cu1 N2 . . 90.74(7) ?
O3 Cu1 N2 . . 92.58(7) ?
N1 Cu1 N2 . . 157.06(7) ?
O5 Cu1 O2 . . 88.58(6) ?
O3 Cu1 O2 . . 84.40(6) ?
N1 Cu1 O2 . . 132.15(6) ?
N2 Cu1 O2 . . 70.73(6) ?
O5 Cu1 O1 . . 87.92(6) ?
O3 Cu1 O1 . . 83.47(6) ?
N1 Cu1 O1 . . 70.70(6) ?
N2 Cu1 O1 . . 132.21(6) ?
O2 Cu1 O1 . . 61.48(5) ?
C7 O1 C6 . . 116.14(16) ?
C7 O1 Cu1 . . 120.87(12) ?
C6 O1 Cu1 . . 108.85(12) ?
C12 O2 C13 . . 118.16(16) ?
C12 O2 Cu1 . . 123.96(12) ?
C13 O2 Cu1 . . 114.41(12) ?
C20 O3 Cu1 . . 112.84(14) ?
C22 O5 Cu1 . . 115.36(14) ?
C5 N1 C1 . . 118.86(19) ?
C5 N1 Cu1 . . 124.32(14) ?
C1 N1 Cu1 . . 116.53(15) ?
C14 N2 C18 . . 118.30(18) ?
C14 N2 Cu1 . . 125.17(14) ?
C18 N2 Cu1 . . 116.19(14) ?
N1 C1 C2 . . 122.2(2) ?
N1 C1 H1 . . 118.9 ?
C2 C1 H1 . . 118.9 ?
C3 C2 C1 . . 118.3(2) ?
C3 C2 H2 . . 120.9 ?
C1 C2 H2 . . 120.9 ?
C2 C3 C4 . . 120.3(2) ?
C2 C3 H3 . . 119.9 ?
C4 C3 H3 . . 119.9 ?
C5 C4 C3 . . 118.4(2) ?
C5 C4 H4 . . 120.8 ?
C3 C4 H4 . . 120.8 ?
N1 C5 C4 . . 121.9(2) ?
N1 C5 C6 . . 119.58(18) ?
C4 C5 C6 . . 118.5(2) ?
O1 C6 C5 . . 109.39(18) ?
O1 C6 H6A . . 109.8 ?
C5 C6 H6A . . 109.8 ?
O1 C6 H6B . . 109.8 ?
C5 C6 H6B . . 109.8 ?
H6A C6 H6B . . 108.2 ?
O1 C7 C12 . . 115.01(17) ?
O1 C7 C8 . . 124.8(2) ?
C12 C7 C8 . . 120.17(19) ?
C7 C8 C9 . . 120.0(2) ?
C7 C8 H8 . . 120.0 ?
C9 C8 H8 . . 120.0 ?
C10 C9 C8 . . 119.4(2) ?
C10 C9 H9 . . 120.3 ?
C8 C9 H9 . . 120.3 ?
C9 C10 C11 . . 121.2(2) ?
C9 C10 H10 . . 119.4 ?
C11 C10 H10 . . 119.4 ?
C12 C11 C10 . . 119.3(2) ?
C12 C11 H11 . . 120.3 ?
C10 C11 H11 . . 120.3 ?
O2 C12 C11 . . 125.4(2) ?
O2 C12 C7 . . 114.82(17) ?
C11 C12 C7 . . 119.81(19) ?
O2 C13 C14 . . 109.00(16) ?
O2 C13 H13A . . 109.9 ?
C14 C13 H13A . . 109.9 ?
O2 C13 H13B . . 109.9 ?
C14 C13 H13B . . 109.9 ?
H13A C13 H13B . . 108.3 ?
N2 C14 C15 . . 121.7(2) ?
N2 C14 C13 . . 119.23(18) ?
C15 C14 C13 . . 119.09(19) ?
C16 C15 C14 . . 119.2(2) ?
C16 C15 H15 . . 120.4 ?
C14 C15 H15 . . 120.4 ?
C17 C16 C15 . . 119.8(2) ?
C17 C16 H16 . . 120.1 ?
C15 C16 H16 . . 120.1 ?
C18 C17 C16 . . 118.2(2) ?
C18 C17 H17 . . 120.9 ?
C16 C17 H17 . . 120.9 ?
N2 C18 C17 . . 122.9(2) ?
N2 C18 H18 . . 118.5 ?
C17 C18 H18 . . 118.5 ?
C20 C19 H19A . . 109.5 ?
C20 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C20 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
O4 C20 O3 . . 124.2(2) ?
O4 C20 C19 . . 120.5(2) ?
O3 C20 C19 . . 115.3(2) ?
C22 C21 H21A . . 109.5 ?
C22 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C22 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
O6 C22 O5 . . 123.8(2) ?
O6 C22 C21 . . 120.1(2) ?
O5 C22 C21 . . 116.0(2) ?
H71 O7 H72 . . 109.2 ?
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
Cu1 O5 . 1.9529(16) yes
Cu1 O3 . 1.9571(16) yes
Cu1 N1 . 2.0580(18) yes
Cu1 N2 . 2.0823(18) yes
Cu1 O2 . 2.4719(15) yes
Cu1 O1 . 2.5353(16) yes
O1 C7 . 1.389(2) ?
O1 C6 . 1.414(3) ?
O2 C12 . 1.381(2) ?
O2 C13 . 1.411(3) ?
O3 C20 . 1.280(3) ?
O4 C20 . 1.244(3) ?
O5 C22 . 1.307(3) ?
O6 C22 . 1.231(3) ?
N1 C5 . 1.345(3) ?
N1 C1 . 1.362(3) ?
N2 C14 . 1.341(3) ?
N2 C18 . 1.362(3) ?
C1 C2 . 1.383(3) ?
C1 H1 . 0.9300 ?
C2 C3 . 1.376(4) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.394(4) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.384(3) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.516(3) ?
C6 H6A . 0.9700 ?
C6 H6B . 0.9700 ?
C7 C12 . 1.392(3) ?
C7 C8 . 1.393(3) ?
C8 C9 . 1.398(3) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.370(4) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.401(3) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.389(3) ?
C11 H11 . 0.9300 ?
C13 C14 . 1.519(3) ?
C13 H13A . 0.9700 ?
C13 H13B . 0.9700 ?
C14 C15 . 1.390(3) ?
C15 C16 . 1.385(3) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.378(3) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.378(3) ?
C17 H17 . 0.9300 ?
C18 H18 . 0.9300 ?
C19 C20 . 1.510(3) ?
C19 H19A . 0.9600 ?
C19 H19B . 0.9600 ?
C19 H19C . 0.9600 ?
C21 C22 . 1.509(3) ?
C21 H21A . 0.9600 ?
C21 H21B . 0.9600 ?
C21 H21C . 0.9600 ?
O7 H71 . 0.8527 ?
O7 H72 . 0.8496 ?
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
O7 H71 O4 2_545 0.85 1.92 2.772(3) 174.2
O7 H72 O5 . 0.85 2.14 2.986(2) 178.3
