#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/14/2221455.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_2221455
loop_
_publ_author_name
'Liu, Bin-Bin'
'Weng, Ting'
'Xie, Hong-Zhen'
_publ_section_title
;
 Aquabis(benzoato-κO)bis(1H-imidazole-κN³)copper(II)
 monohydrate
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m376
_journal_page_last               m377
_journal_paper_doi               10.1107/S1600536809007600
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Cu (C7 H5 O2)2 (C3 H4 N2)2 (H2 O)], H2 O'
_chemical_formula_moiety         'C20 H20 Cu N4 O5, H2 O'
_chemical_formula_sum            'C20 H22 Cu N4 O6'
_chemical_formula_weight         477.96
_chemical_name_systematic
;
Aquabis(benzoato-κO)bis(1H-imidazole-κN³)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                 122.64(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.366(4)
_cell_length_b                   6.0076(12)
_cell_length_c                   23.123(9)
_cell_measurement_reflns_used    19722
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.44
_cell_measurement_theta_min      3.01
_cell_volume                     2148.4(12)
_computing_cell_refinement       'RAPID-AUTO (Rigaku, 1998'
_computing_data_collection       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2004)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 0
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       'ω scans'
_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  0.0343
_diffrn_reflns_av_sigmaI/netI    0.0316
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            19722
_diffrn_reflns_theta_full        27.44
_diffrn_reflns_theta_max         27.44
_diffrn_reflns_theta_min         3.01
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count image
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.061
_exptl_absorpt_correction_T_max  0.750
_exptl_absorpt_correction_T_min  0.710
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.478
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             988
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.660
_refine_diff_density_min         -0.566
_refine_ls_extinction_coef       0.0058(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.153
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         4867
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.153
_refine_ls_R_factor_all          0.0510
_refine_ls_R_factor_gt           0.0331
_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)+(0.0588P)²+0.8490P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0925
_refine_ls_wR_factor_ref         0.1199
_reflns_number_gt                3715
_reflns_number_total             4867
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ng2555.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (5
times).

'_geom_angle_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (10
times).

'_geom_hbond_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (6 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (5
times).

'_geom_angle_publ_flag' value 'Y' changed to 'y' according
to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary
named 'cif_core.dic' version 2.4.1 from 2010-06-29 (10
times).

'_geom_hbond_publ_flag' value 'Y' changed to 'y' according
to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary
named 'cif_core.dic' version 2.4.1 from 2010-06-29 (6 times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_Hall     '-P 2ybc '
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2221455
_cod_database_fobs_code          2221455
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 Cu 0.781397(17) 0.46304(5) 0.649481(14) 0.03036(13) Uani d . 1 . .
O O1 0.84502(12) 0.4688(3) 0.60237(9) 0.0404(4) Uani d . 1 . .
O O2 0.80700(15) 0.8199(3) 0.56883(12) 0.0562(6) Uani d . 1 . .
C C1 0.83217(16) 0.6360(5) 0.56317(13) 0.0373(6) Uani d . 1 . .
C C2 0.84906(16) 0.5985(4) 0.50741(13) 0.0356(5) Uani d . 1 . .
C C3 0.8361(2) 0.7703(5) 0.46303(16) 0.0517(7) Uani d . 1 . .
H H3A 0.8166 0.9077 0.4679 0.062 Uiso calc R 1 . .
C C4 0.8520(2) 0.7397(6) 0.41151(17) 0.0644(9) Uani d . 1 . .
H H4A 0.8424 0.8560 0.3816 0.077 Uiso calc R 1 . .
C C5 0.8814(3) 0.5408(6) 0.40419(18) 0.0669(10) Uani d . 1 . .
H H5A 0.8936 0.5224 0.3703 0.080 Uiso calc R 1 . .
C C6 0.8931(3) 0.3686(6) 0.4468(2) 0.0767(11) Uani d . 1 . .
H H6A 0.9124 0.2318 0.4413 0.092 Uiso calc R 1 . .
C C7 0.8765(2) 0.3957(5) 0.49800(17) 0.0567(8) Uani d . 1 . .
H H7A 0.8840 0.2764 0.5263 0.068 Uiso calc R 1 . .
O O3 0.71958(11) 0.4369(3) 0.69750(9) 0.0362(4) Uani d . 1 . .
O O4 0.69831(15) 0.8000(3) 0.69427(12) 0.0571(6) Uani d . 1 . .
C C8 0.69452(15) 0.6102(4) 0.71336(13) 0.0359(5) Uani d . 1 . .
C C9 0.65960(17) 0.5768(4) 0.75849(14) 0.0382(6) Uani d . 1 . .
C C10 0.67548(19) 0.3796(5) 0.79480(15) 0.0460(7) Uani d . 1 . .
H H10A 0.7046 0.2638 0.7890 0.055 Uiso calc R 1 . .
C C11 0.6480(2) 0.3556(6) 0.83958(18) 0.0622(9) Uani d . 1 . .
H H11A 0.6608 0.2261 0.8654 0.075 Uiso calc R 1 . .
C C12 0.6016(3) 0.5241(6) 0.8460(2) 0.0694(10) Uani d . 1 . .
H H12A 0.5825 0.5069 0.8757 0.083 Uiso calc R 1 . .
C C13 0.5835(3) 0.7162(6) 0.8088(2) 0.0687(10) Uani d . 1 . .
H H13A 0.5511 0.8277 0.8125 0.082 Uiso calc R 1 . .
C C14 0.6135(2) 0.7444(5) 0.76576(18) 0.0537(8) Uani d . 1 . .
H H14A 0.6025 0.8768 0.7416 0.064 Uiso calc R 1 . .
N N1 0.67162(14) 0.4759(4) 0.55835(11) 0.0384(5) Uani d . 1 . .
N N2 0.55699(14) 0.6160(5) 0.46720(12) 0.0502(6) Uani d . 1 . .
H H2A 0.5156 0.7060 0.4411 0.060 Uiso d R 1 . .
N N3 0.88911(13) 0.5247(3) 0.73940(11) 0.0335(5) Uani d . 1 . .
N N4 1.00928(13) 0.6723(4) 0.82320(12) 0.0433(5) Uani d . 1 . .
H H19A 1.0535 0.7585 0.8447 0.052 Uiso calc R 1 . .
C C15 0.64338(19) 0.3320(5) 0.50435(15) 0.0524(7) Uani d . 1 . .
H H15A 0.6690 0.1965 0.5061 0.063 Uiso calc R 1 . .
C C16 0.5725(2) 0.4178(6) 0.44808(16) 0.0598(9) Uani d . 1 . .
H H16A 0.5406 0.3532 0.4047 0.072 Uiso calc R 1 . .
C C17 0.61699(17) 0.6456(5) 0.53335(14) 0.0456(7) Uani d . 1 . .
H H17A 0.6202 0.7694 0.5588 0.055 Uiso calc R 1 . .
C C18 0.91443(17) 0.4149(5) 0.79964(14) 0.0431(6) Uani d . 1 . .
H H18A 0.8851 0.2965 0.8040 0.052 Uiso calc R 1 . .
C C19 0.98817(19) 0.5051(5) 0.85127(14) 0.0465(7) Uani d . 1 . .
H H4B 1.0167 0.4654 0.8937 0.056 Uiso d R 1 . .
C C20 0.94874(16) 0.6780(5) 0.75607(14) 0.0396(6) Uani d . 1 . .
H H20A 0.9486 0.7772 0.7251 0.047 Uiso calc R 1 . .
O O5 0.79582(13) 0.0829(3) 0.66003(10) 0.0453(5) Uani d . 1 . .
H H51 0.8286 0.0378 0.6393 0.068 Uiso d R 1 . .
H H52 0.7906 -0.0310 0.6870 0.068 Uiso d R 1 . .
H H62 0.6186 0.2392 0.6401 0.068 Uiso d R 1 . .
O O6 0.58185(13) 0.1323(4) 0.62429(13) 0.0706(7) Uani d . 1 . .
H H61 0.6070 0.0195 0.6493 0.106 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
O3 Cu O1 . . 176.36(8) y
O3 Cu N1 . . 92.13(9) y
O1 Cu N1 . . 88.75(9) y
O3 Cu N3 . . 88.64(9) y
O1 Cu N3 . . 91.29(9) y
N1 Cu N3 . . 167.00(9) y
O3 Cu O5 . . 85.96(7) y
O1 Cu O5 . . 90.42(7) y
N1 Cu O5 . . 98.31(9) y
N3 Cu O5 . . 94.69(8) y
C1 O1 Cu . . 117.55(17) ?
O2 C1 O1 . . 124.2(3) ?
O2 C1 C2 . . 119.4(2) ?
O1 C1 C2 . . 116.4(2) ?
C7 C2 C3 . . 118.2(3) ?
C7 C2 C1 . . 122.1(2) ?
C3 C2 C1 . . 119.6(2) ?
C4 C3 C2 . . 120.6(3) ?
C4 C3 H3A . . 119.7 ?
C2 C3 H3A . . 119.7 ?
C5 C4 C3 . . 120.5(3) ?
C5 C4 H4A . . 119.8 ?
C3 C4 H4A . . 119.8 ?
C4 C5 C6 . . 119.7(3) ?
C4 C5 H5A . . 120.1 ?
C6 C5 H5A . . 120.1 ?
C5 C6 C7 . . 120.5(3) ?
C5 C6 H6A . . 119.8 ?
C7 C6 H6A . . 119.8 ?
C2 C7 C6 . . 120.5(3) ?
C2 C7 H7A . . 119.7 ?
C6 C7 H7A . . 119.7 ?
C8 O3 Cu . . 120.30(16) ?
O4 C8 O3 . . 123.6(2) ?
O4 C8 C9 . . 119.8(2) ?
O3 C8 C9 . . 116.6(2) ?
C14 C9 C10 . . 119.3(3) ?
C14 C9 C8 . . 120.4(2) ?
C10 C9 C8 . . 120.3(2) ?
C11 C10 C9 . . 120.0(3) ?
C11 C10 H10A . . 120.0 ?
C9 C10 H10A . . 120.0 ?
C10 C11 C12 . . 120.0(3) ?
C10 C11 H11A . . 120.0 ?
C12 C11 H11A . . 120.0 ?
C13 C12 C11 . . 120.2(3) ?
C13 C12 H12A . . 119.9 ?
C11 C12 H12A . . 119.9 ?
C12 C13 C14 . . 120.0(3) ?
C12 C13 H13A . . 120.0 ?
C14 C13 H13A . . 120.0 ?
C13 C14 C9 . . 120.4(3) ?
C13 C14 H14A . . 119.8 ?
C9 C14 H14A . . 119.8 ?
C17 N1 C15 . . 105.2(2) ?
C17 N1 Cu . . 126.2(2) ?
C15 N1 Cu . . 127.76(19) ?
C17 N2 C16 . . 107.7(2) ?
C17 N2 H2A . . 126.5 ?
C16 N2 H2A . . 125.8 ?
C20 N3 C18 . . 105.4(2) ?
C20 N3 Cu . . 129.63(18) ?
C18 N3 Cu . . 124.96(18) ?
C20 N4 C19 . . 107.5(2) ?
C20 N4 H19A . . 126.3 ?
C19 N4 H19A . . 126.3 ?
C16 C15 N1 . . 109.4(3) ?
C16 C15 H15A . . 125.3 ?
N1 C15 H15A . . 125.3 ?
C15 C16 N2 . . 106.5(3) ?
C15 C16 H16A . . 126.7 ?
N2 C16 H16A . . 126.7 ?
N1 C17 N2 . . 111.2(3) ?
N1 C17 H17A . . 124.4 ?
N2 C17 H17A . . 124.4 ?
C19 C18 N3 . . 109.5(3) ?
C19 C18 H18A . . 125.2 ?
N3 C18 H18A . . 125.2 ?
C18 C19 N4 . . 106.5(2) ?
C18 C19 H4B . . 127.1 ?
N4 C19 H4B . . 126.4 ?
N3 C20 N4 . . 111.2(2) ?
N3 C20 H20A . . 124.4 ?
N4 C20 H20A . . 124.4 ?
Cu O5 H51 . . 106.7 ?
Cu O5 H52 . . 136.7 ?
H51 O5 H52 . . 114.7 ?
H62 O6 H61 . . 107.1 ?
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 O3 . 1.9765(18) y
Cu O1 . 1.9814(19) y
Cu N1 . 1.982(2) y
Cu N3 . 1.984(2) y
Cu O5 . 2.297(2) y
O1 C1 . 1.286(3) ?
O2 C1 . 1.232(3) ?
C1 C2 . 1.497(4) ?
C2 C7 . 1.380(4) ?
C2 C3 . 1.383(4) ?
C3 C4 . 1.382(4) ?
C3 H3A . 0.9300 ?
C4 C5 . 1.359(5) ?
C4 H4A . 0.9300 ?
C5 C6 . 1.363(5) ?
C5 H5A . 0.9300 ?
C6 C7 . 1.383(5) ?
C6 H6A . 0.9300 ?
C7 H7A . 0.9300 ?
O3 C8 . 1.270(3) ?
O4 C8 . 1.238(3) ?
C8 C9 . 1.504(4) ?
C9 C14 . 1.383(4) ?
C9 C10 . 1.389(4) ?
C10 C11 . 1.382(4) ?
C10 H10A . 0.9300 ?
C11 C12 . 1.383(5) ?
C11 H11A . 0.9300 ?
C12 C13 . 1.369(5) ?
C12 H12A . 0.9300 ?
C13 C14 . 1.383(4) ?
C13 H13A . 0.9300 ?
C14 H14A . 0.9300 ?
N1 C17 . 1.324(4) ?
N1 C15 . 1.370(4) ?
N2 C17 . 1.329(4) ?
N2 C16 . 1.353(4) ?
N2 H2A . 0.8600 ?
N3 C20 . 1.319(3) ?
N3 C18 . 1.376(3) ?
N4 C20 . 1.336(3) ?
N4 C19 . 1.361(4) ?
N4 H19A . 0.8600 ?
C15 C16 . 1.351(4) ?
C15 H15A . 0.9300 ?
C16 H16A . 0.9300 ?
C17 H17A . 0.9300 ?
C18 C19 . 1.345(4) ?
C18 H18A . 0.9300 ?
C19 H4B . 0.8600 ?
C20 H20A . 0.9300 ?
O5 H51 . 0.9887 ?
O5 H52 . 0.9646 ?
O6 H62 . 0.8577 ?
O6 H61 . 0.8477 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_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
N2 H2A O6 . . 3_666 0.860 1.875 2.729(4) 172 y
N4 H19A O1 . . 2_756 0.860 2.027 2.886(3) 177 y
O5 H51 O2 . . 1_545 0.989 1.956 2.730(3) 133 y
O5 H52 O4 . . 1_545 0.965 2.060 2.873(4) 141 y
O6 H61 O4 . . 1_545 0.848 1.937 2.729(4) 155 y
O6 H62 O3 . . 1_555 0.858 1.989 2.827(3) 165 y
