#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/26/2212609.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_2212609
loop_
_publ_author_name
'Zhao, Hong-Yan'
'Shi, Jing-Min'
'Liu, Lian-Dong'
_publ_section_title
Bis(acetato-κO)aquabis[3-(pyrazin-2-yloxy)pyridine-κN]copper(II)
_journal_coeditor_code           HY2044
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m824
_journal_page_last               m825
_journal_paper_doi               10.1107/S1600536807007416
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Cu (C2 H3 O2)2 (C9 H7 N3 O)2 (H2 O)]'
_chemical_formula_moiety         'C22 H22 Cu N6 O7'
_chemical_formula_sum            'C22 H22 Cu N6 O7'
_chemical_formula_weight         546.00
_chemical_name_systematic
;
Bis(acetato-\kO)aquabis[3-(pyrazin-2-yloxy)pyridine-\kN]copper(II)
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 112.612(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.472(7)
_cell_length_b                   5.824(2)
_cell_length_c                   23.788(9)
_cell_measurement_reflns_used    580
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      20.45
_cell_measurement_theta_min      3.54
_cell_volume                     2362.4(15)
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2001)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       'φ and ω'
_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  0.0712
_diffrn_reflns_av_sigmaI/netI    0.0897
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            6119
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         1.85
_exptl_absorpt_coefficient_mu    0.981
_exptl_absorpt_correction_T_max  0.9712
_exptl_absorpt_correction_T_min  0.7574
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.535
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rectangle
_exptl_crystal_F_000             1124
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.520
_refine_diff_density_min         -0.470
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.978
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     165
_refine_ls_number_reflns         2313
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.978
_refine_ls_R_factor_all          0.0863
_refine_ls_R_factor_gt           0.0571
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0473P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1113
_refine_ls_wR_factor_ref         0.1223
_reflns_number_gt                1642
_reflns_number_total             2313
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hy2044.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 

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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        2362.3(16)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2212609
_cod_database_fobs_code          2212609
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
Cu Cu1 0.0000 0.51742(11) 0.2500 0.0280(2) Uani d S 1
O O4 0.12106(16) 0.0983(4) 0.10959(11) 0.0353(7) Uani d . 1
N N1 0.07786(18) 0.4952(5) 0.20885(13) 0.0295(8) Uani d . 1
O O2 -0.08548(16) 0.5001(5) 0.17094(12) 0.0394(7) Uani d . 1
C C4 0.1282(2) 0.2935(6) 0.14514(16) 0.0275(9) Uani d . 1
N N2 0.0929(2) 0.3310(5) 0.02477(14) 0.0339(9) Uani d . 1
C C8 0.1027(2) 0.1256(6) 0.04844(17) 0.0265(9) Uani d . 1
N N3 0.0775(2) -0.0673(6) -0.04421(15) 0.0388(9) Uani d . 1
O O1 -0.12583(18) 0.1475(5) 0.18076(14) 0.0530(9) Uani d . 1
C C9 0.0951(2) -0.0738(7) 0.01474(18) 0.0307(9) Uani d . 1
H H9 0.1026 -0.2152 0.0343 0.037 Uiso calc R 1
C C10 0.0679(3) 0.1422(7) -0.0695(2) 0.0441(12) Uani d . 1
H H10 0.0563 0.1555 -0.1111 0.053 Uiso calc R 1
C C3 0.0730(2) 0.3247(6) 0.17017(16) 0.0287(9) Uani d . 1
H H3 0.0309 0.2234 0.1598 0.034 Uiso calc R 1
C C11 0.0749(3) 0.3366(7) -0.03560(18) 0.0428(12) Uani d . 1
H H11 0.0669 0.4783 -0.0551 0.051 Uiso calc R 1
C C5 0.1910(2) 0.4386(7) 0.16025(17) 0.0350(10) Uani d . 1
H H5 0.2293 0.4182 0.1443 0.042 Uiso calc R 1
C C7 0.1958(2) 0.6165(7) 0.19992(18) 0.0387(11) Uani d . 1
H H7 0.2372 0.7202 0.2108 0.046 Uiso calc R 1
C C6 0.1388(2) 0.6380(7) 0.22309(17) 0.0346(10) Uani d . 1
H H6 0.1428 0.7576 0.2500 0.042 Uiso calc R 1
C C2 -0.1335(2) 0.3332(8) 0.15370(18) 0.0333(10) Uani d . 1
O O3 0.0000 0.8992(7) 0.2500 0.0519(12) Uani d SD 1
H H1 0.0377 0.9867 0.2759 0.078 Uiso d RD 1
C C1 -0.2049(2) 0.3719(9) 0.0968(2) 0.0551(14) Uani d . 1
H H1A -0.2126 0.2424 0.0702 0.083 Uiso calc R 1
H H1B -0.1979 0.5079 0.0767 0.083 Uiso calc R 1
H H1C -0.2500 0.3903 0.1072 0.083 Uiso calc 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'
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
O2 Cu1 O2 . 2 174.04(17)
O2 Cu1 N1 . 2 90.04(12)
O2 Cu1 N1 2 2 89.59(12)
O2 Cu1 N1 . . 89.59(12)
O2 Cu1 N1 2 . 90.04(12)
N1 Cu1 N1 2 . 172.71(18)
O2 Cu1 O3 . . 92.98(9)
O2 Cu1 O3 2 . 92.98(9)
N1 Cu1 O3 2 . 93.65(9)
N1 Cu1 O3 . . 93.65(9)
C8 O4 C4 . . 118.5(3)
C3 N1 C6 . . 117.7(3)
C3 N1 Cu1 . . 120.5(3)
C6 N1 Cu1 . . 121.5(3)
C2 O2 Cu1 . . 124.0(3)
C5 C4 C3 . . 120.0(4)
C5 C4 O4 . . 122.5(4)
C3 C4 O4 . . 117.2(3)
C8 N2 C11 . . 114.8(3)
N2 C8 O4 . . 120.1(3)
N2 C8 C9 . . 123.5(4)
O4 C8 C9 . . 116.4(3)
C9 N3 C10 . . 116.2(3)
N3 C9 C8 . . 121.4(4)
N3 C9 H9 . . 119.3
C8 C9 H9 . . 119.3
N3 C10 C11 . . 121.4(4)
N3 C10 H10 . . 119.3
C11 C10 H10 . . 119.3
N1 C3 C4 . . 122.2(4)
N1 C3 H3 . . 118.9
C4 C3 H3 . . 118.9
N2 C11 C10 . . 122.6(4)
N2 C11 H11 . . 118.7
C10 C11 H11 . . 118.7
C4 C5 C7 . . 117.9(4)
C4 C5 H5 . . 121.0
C7 C5 H5 . . 121.0
C6 C7 C5 . . 119.1(4)
C6 C7 H7 . . 120.4
C5 C7 H7 . . 120.4
N1 C6 C7 . . 123.0(4)
N1 C6 H6 . . 118.5
C7 C6 H6 . . 118.5
O1 C2 O2 . . 124.9(4)
O1 C2 C1 . . 119.1(4)
O2 C2 C1 . . 116.0(4)
Cu1 O3 H1 . . 124.9
C2 C1 H1A . . 109.5
C2 C1 H1B . . 109.5
H1A C1 H1B . . 109.5
C2 C1 H1C . . 109.5
H1A C1 H1C . . 109.5
H1B C1 H1C . . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Cu1 O2 . 1.938(3)
Cu1 O2 2 1.938(3)
Cu1 N1 2 2.031(3)
Cu1 N1 . 2.031(3)
Cu1 O3 . 2.223(4)
O4 C8 . 1.370(4)
O4 C4 . 1.393(4)
N1 C3 . 1.333(4)
N1 C6 . 1.334(5)
O2 C2 . 1.273(5)
C4 C5 . 1.367(5)
C4 C3 . 1.377(5)
N2 C8 . 1.305(5)
N2 C11 . 1.344(5)
C8 C9 . 1.387(5)
N3 C9 . 1.313(5)
N3 C10 . 1.342(5)
O1 C2 . 1.239(5)
C9 H9 . 0.9300
C10 C11 . 1.367(6)
C10 H10 . 0.9300
C3 H3 . 0.9300
C11 H11 . 0.9300
C5 C7 . 1.381(6)
C5 H5 . 0.9300
C7 C6 . 1.369(5)
C7 H7 . 0.9300
C6 H6 . 0.9300
C2 C1 . 1.500(5)
O3 H1 . 0.8908
C1 H1A . 0.9600
C1 H1B . 0.9600
C1 H1C . 0.9600
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
O3 H1 O1 2_565 0.89 1.82 2.695(4) 168 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
O2 Cu1 N1 C3 . -53.0(3)
O2 Cu1 N1 C3 2 121.0(3)
O3 Cu1 N1 C3 . -146.0(3)
O2 Cu1 N1 C6 . 132.5(3)
O2 Cu1 N1 C6 2 -53.5(3)
O3 Cu1 N1 C6 . 39.5(3)
N1 Cu1 O2 C2 2 -58.9(3)
N1 Cu1 O2 C2 . 113.9(3)
O3 Cu1 O2 C2 . -152.5(3)
C8 O4 C4 C5 . -73.5(5)
C8 O4 C4 C3 . 112.9(4)
C11 N2 C8 O4 . -179.9(4)
C11 N2 C8 C9 . -0.3(6)
C4 O4 C8 N2 . 0.5(5)
C4 O4 C8 C9 . -179.1(3)
C10 N3 C9 C8 . 0.4(6)
N2 C8 C9 N3 . 0.3(6)
O4 C8 C9 N3 . 179.9(4)
C9 N3 C10 C11 . -1.1(7)
C6 N1 C3 C4 . -0.1(5)
Cu1 N1 C3 C4 . -174.8(3)
C5 C4 C3 N1 . 0.7(6)
O4 C4 C3 N1 . 174.5(3)
C8 N2 C11 C10 . -0.4(7)
N3 C10 C11 N2 . 1.2(7)
C3 C4 C5 C7 . -1.2(6)
O4 C4 C5 C7 . -174.6(3)
C4 C5 C7 C6 . 1.1(6)
C3 N1 C6 C7 . -0.1(6)
Cu1 N1 C6 C7 . 174.6(3)
C5 C7 C6 N1 . -0.5(6)
Cu1 O2 C2 O1 . -11.0(6)
Cu1 O2 C2 C1 . 167.8(3)
