#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/46/2224677.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_2224677
loop_
_publ_author_name
'Yang, Xiao-Xia'
'Zhang, Fu-Yong'
'Xu, Shi-Hai'
_publ_section_title
Aqua(2-oxido-2,2-diphenylacetato-κ²O¹,O²)(1,10-phenanthroline-κ²N,N')copper(II)
_journal_coeditor_code           HY2263
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m69
_journal_paper_doi               10.1107/S1600536809053483
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Cu (C14 H10 O3) (C12 H8 N2) (H2 O)]'
_chemical_formula_moiety         'C26 H20 Cu N2 O4'
_chemical_formula_sum            'C26 H20 Cu N2 O4'
_chemical_formula_weight         487.98
_chemical_name_systematic
;
Aqua(2-oxido-2,2-diphenylacetato-κ²O¹,O²)(1,10-
phenanthroline-κ²N,N')copper(II)
;
_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                102.99(3)
_cell_angle_beta                 98.39(3)
_cell_angle_gamma                96.70(3)
_cell_formula_units_Z            2
_cell_length_a                   7.4473(15)
_cell_length_b                   9.757(2)
_cell_length_c                   15.319(3)
_cell_measurement_reflns_used    2895
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.89
_cell_measurement_theta_min      2.35
_cell_volume                     1060.1(4)
_computing_cell_refinement       'CrystalStructure (Rigaku/MSC, 2002)'
_computing_data_collection       'CrystalStructure (Rigaku/MSC, 2002)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2002)'
_computing_molecular_graphics
'SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg, 1999)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Rigaku/MSC Mercury CCD'
_diffrn_measurement_method       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  0.0485
_diffrn_reflns_av_sigmaI/netI    0.0609
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8229
_diffrn_reflns_theta_full        25.20
_diffrn_reflns_theta_max         25.20
_diffrn_reflns_theta_min         3.07
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.068
_exptl_absorpt_correction_T_max  0.8068
_exptl_absorpt_correction_T_min  0.7400
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(REQAB; Jacobson, 1998)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.529
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             502
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.731
_refine_diff_density_min         -1.544
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         3802
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0974
_refine_ls_R_factor_gt           0.0726
_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)+(0.1409P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1939
_refine_ls_wR_factor_ref         0.2287
_reflns_number_gt                2607
_reflns_number_total             3802
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hy2263.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               2224677
_cod_database_fobs_code          2224677
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
Cu Cu1 -0.01419(8) 0.32886(6) 0.11584(5) 0.0478(3) Uani d . 1 . .
O O1 0.4514(5) 0.5892(4) 0.1612(3) 0.0550(10) Uani d . 1 . .
O O2 0.1851(5) 0.4550(4) 0.0914(3) 0.0480(9) Uani d . 1 . .
O O3 0.0740(5) 0.4170(4) 0.2375(3) 0.0536(10) Uani d . 1 . .
N N1 -0.1600(6) 0.1655(5) 0.1476(4) 0.0507(12) Uani d . 1 . .
N N2 -0.0958(6) 0.2006(5) -0.0106(3) 0.0471(11) Uani d . 1 . .
C C1 0.3024(7) 0.5192(5) 0.1632(4) 0.0430(12) Uani d . 1 . .
C C2 0.2428(7) 0.5060(6) 0.2553(4) 0.0458(13) Uani d . 1 . .
C C3 0.3883(8) 0.4467(5) 0.3150(4) 0.0505(13) Uani d . 1 . .
C C4 0.3222(9) 0.3619(7) 0.3695(5) 0.0617(16) Uani d . 1 . .
H H4 0.1962 0.3390 0.3661 0.074 Uiso calc R 1 . .
C C5 0.4417(11) 0.3116(7) 0.4283(5) 0.072(2) Uani d . 1 . .
H H5 0.3951 0.2549 0.4637 0.087 Uiso calc R 1 . .
C C6 0.6278(11) 0.3443(7) 0.4350(5) 0.0717(19) Uani d . 1 . .
H H6 0.7076 0.3104 0.4748 0.086 Uiso calc R 1 . .
C C7 0.6948(10) 0.4270(8) 0.3826(5) 0.0727(19) Uani d . 1 . .
H H7 0.8211 0.4506 0.3874 0.087 Uiso calc R 1 . .
C C8 0.5765(8) 0.4766(7) 0.3222(5) 0.0595(16) Uani d . 1 . .
H H8 0.6249 0.5309 0.2860 0.071 Uiso calc R 1 . .
C C9 0.2267(8) 0.6559(6) 0.3114(4) 0.0481(13) Uani d . 1 . .
C C10 0.3750(8) 0.7666(6) 0.3423(4) 0.0532(14) Uani d . 1 . .
H H10 0.4902 0.7518 0.3289 0.064 Uiso calc R 1 . .
C C11 0.3524(10) 0.8971(7) 0.3922(5) 0.0641(17) Uani d . 1 . .
H H11 0.4519 0.9704 0.4108 0.077 Uiso calc R 1 . .
C C12 0.1844(10) 0.9215(7) 0.4153(5) 0.0704(18) Uani d . 1 . .
H H12 0.1710 1.0092 0.4509 0.085 Uiso calc R 1 . .
C C13 0.0366(11) 0.8128(8) 0.3845(5) 0.079(2) Uani d . 1 . .
H H13 -0.0778 0.8279 0.3990 0.095 Uiso calc R 1 . .
C C14 0.0569(9) 0.6817(7) 0.3324(5) 0.0633(17) Uani d . 1 . .
H H14 -0.0444 0.6103 0.3113 0.076 Uiso calc R 1 . .
C C15 -0.1857(8) 0.1530(7) 0.2300(5) 0.0600(16) Uani d . 1 . .
H H15 -0.1392 0.2287 0.2802 0.072 Uiso calc R 1 . .
C C16 -0.2811(9) 0.0283(8) 0.2425(6) 0.0707(19) Uani d . 1 . .
H H16 -0.2958 0.0222 0.3009 0.085 Uiso calc R 1 . .
C C17 -0.3527(9) -0.0840(7) 0.1704(6) 0.068(2) Uani d . 1 . .
H H17 -0.4187 -0.1656 0.1788 0.081 Uiso calc R 1 . .
C C18 -0.3932(8) -0.1834(6) 0.0027(6) 0.0660(19) Uani d . 1 . .
H H18 -0.4590 -0.2681 0.0068 0.079 Uiso calc R 1 . .
C C19 -0.3644(8) -0.1664(6) -0.0801(6) 0.070(2) Uani d . 1 . .
H H19 -0.4125 -0.2393 -0.1318 0.085 Uiso calc R 1 . .
C C20 -0.2216(8) -0.0133(7) -0.1706(5) 0.0630(17) Uani d . 1 . .
H H20 -0.2624 -0.0833 -0.2245 0.076 Uiso calc R 1 . .
C C21 -0.1223(8) 0.1146(7) -0.1719(5) 0.0626(16) Uani d . 1 . .
H H21 -0.0952 0.1311 -0.2264 0.075 Uiso calc R 1 . .
C C22 -0.0627(8) 0.2192(6) -0.0902(4) 0.0540(15) Uani d . 1 . .
H H22 0.0030 0.3054 -0.0918 0.065 Uiso calc R 1 . .
C C23 -0.3250(7) -0.0746(6) 0.0826(5) 0.0572(17) Uani d . 1 . .
C C24 -0.2607(8) -0.0375(6) -0.0896(5) 0.0545(15) Uani d . 1 . .
C C25 -0.2280(6) 0.0541(5) 0.0764(5) 0.0481(14) Uani d . 1 . .
C C26 -0.1937(7) 0.0717(5) -0.0108(4) 0.0486(14) Uani d . 1 . .
O O1W -0.2525(6) 0.4712(4) 0.0741(3) 0.0641(12) Uani d . 1 . .
H H1W -0.2344 0.5019 0.0299 0.096 Uiso d R 1 . .
H H2W -0.3373 0.5069 0.0958 0.096 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 Cu1 O2 . . 85.53(16) ?
O3 Cu1 N1 . . 91.89(19) ?
O2 Cu1 N1 . . 163.11(17) ?
O3 Cu1 N2 . . 169.49(17) ?
O2 Cu1 N2 . . 98.71(17) ?
N1 Cu1 N2 . . 81.2(2) ?
N1 Cu1 O1W . . 102.84(17) ?
N2 Cu1 O1W . . 86.73(17) ?
O2 Cu1 O1W . . 93.99(16) ?
O3 Cu1 O1W . . 102.66(16) ?
C1 O2 Cu1 . . 113.1(3) ?
C2 O3 Cu1 . . 115.2(3) ?
C15 N1 C25 . . 117.9(5) ?
C15 N1 Cu1 . . 127.8(4) ?
C25 N1 Cu1 . . 114.2(4) ?
C22 N2 C26 . . 116.9(5) ?
C22 N2 Cu1 . . 130.3(4) ?
C26 N2 Cu1 . . 112.7(4) ?
O1 C1 O2 . . 123.3(5) ?
O1 C1 C2 . . 121.6(5) ?
O2 C1 C2 . . 115.1(4) ?
O3 C2 C9 . . 110.0(4) ?
O3 C2 C3 . . 109.6(4) ?
C9 C2 C3 . . 106.6(5) ?
O3 C2 C1 . . 109.5(5) ?
C9 C2 C1 . . 109.1(4) ?
C3 C2 C1 . . 112.0(4) ?
C8 C3 C4 . . 117.2(6) ?
C8 C3 C2 . . 125.7(5) ?
C4 C3 C2 . . 117.0(5) ?
C5 C4 C3 . . 120.9(6) ?
C5 C4 H4 . . 119.5 ?
C3 C4 H4 . . 119.5 ?
C6 C5 C4 . . 120.7(6) ?
C6 C5 H5 . . 119.6 ?
C4 C5 H5 . . 119.6 ?
C7 C6 C5 . . 119.2(7) ?
C7 C6 H6 . . 120.4 ?
C5 C6 H6 . . 120.4 ?
C6 C7 C8 . . 120.7(7) ?
C6 C7 H7 . . 119.6 ?
C8 C7 H7 . . 119.6 ?
C3 C8 C7 . . 121.2(6) ?
C3 C8 H8 . . 119.4 ?
C7 C8 H8 . . 119.4 ?
C14 C9 C10 . . 118.2(6) ?
C14 C9 C2 . . 118.6(5) ?
C10 C9 C2 . . 123.2(5) ?
C11 C10 C9 . . 120.6(6) ?
C11 C10 H10 . . 119.7 ?
C9 C10 H10 . . 119.7 ?
C10 C11 C12 . . 121.2(6) ?
C10 C11 H11 . . 119.4 ?
C12 C11 H11 . . 119.4 ?
C11 C12 C13 . . 118.6(6) ?
C11 C12 H12 . . 120.7 ?
C13 C12 H12 . . 120.7 ?
C12 C13 C14 . . 120.7(7) ?
C12 C13 H13 . . 119.7 ?
C14 C13 H13 . . 119.7 ?
C13 C14 C9 . . 120.7(6) ?
C13 C14 H14 . . 119.6 ?
C9 C14 H14 . . 119.6 ?
N1 C15 C16 . . 121.5(7) ?
N1 C15 H15 . . 119.2 ?
C16 C15 H15 . . 119.2 ?
C17 C16 C15 . . 120.8(7) ?
C17 C16 H16 . . 119.6 ?
C15 C16 H16 . . 119.6 ?
C16 C17 C23 . . 118.9(6) ?
C16 C17 H17 . . 120.6 ?
C23 C17 H17 . . 120.6 ?
C19 C18 C23 . . 121.1(6) ?
C19 C18 H18 . . 119.5 ?
C23 C18 H18 . . 119.5 ?
C18 C19 C24 . . 121.4(6) ?
C18 C19 H19 . . 119.3 ?
C24 C19 H19 . . 119.3 ?
C24 C20 C21 . . 120.1(6) ?
C24 C20 H20 . . 119.9 ?
C21 C20 H20 . . 119.9 ?
C20 C21 C22 . . 119.2(6) ?
C20 C21 H21 . . 120.4 ?
C22 C21 H21 . . 120.4 ?
N2 C22 C21 . . 122.8(6) ?
N2 C22 H22 . . 118.6 ?
C21 C22 H22 . . 118.6 ?
C25 C23 C17 . . 116.4(6) ?
C25 C23 C18 . . 119.5(7) ?
C17 C23 C18 . . 124.1(6) ?
C20 C24 C26 . . 117.0(6) ?
C20 C24 C19 . . 125.0(6) ?
C26 C24 C19 . . 118.0(6) ?
N1 C25 C23 . . 124.5(6) ?
N1 C25 C26 . . 115.8(5) ?
C23 C25 C26 . . 119.7(6) ?
N2 C26 C24 . . 123.8(6) ?
N2 C26 C25 . . 115.9(5) ?
C24 C26 C25 . . 120.3(5) ?
H1W O1W H2W . . 109.4 ?
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 O2 . 1.949(4) y
Cu1 O3 . 1.853(4) y
Cu1 N1 . 2.014(4) y
Cu1 N2 . 2.019(5) y
Cu1 O1W . 2.476(5) y
O1 C1 . 1.241(6) ?
O2 C1 . 1.283(7) ?
O3 C2 . 1.396(6) ?
N1 C15 . 1.333(8) ?
N1 C25 . 1.343(8) ?
N2 C22 . 1.325(8) ?
N2 C26 . 1.377(7) ?
C1 C2 . 1.567(7) ?
C2 C9 . 1.548(8) ?
C2 C3 . 1.562(8) ?
C3 C8 . 1.381(8) ?
C3 C4 . 1.400(8) ?
C4 C5 . 1.382(10) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.369(10) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.363(10) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.389(9) ?
C7 H7 . 0.9300 ?
C8 H8 . 0.9300 ?
C9 C14 . 1.387(8) ?
C9 C10 . 1.397(8) ?
C10 C11 . 1.373(9) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.381(10) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.382(10) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.385(10) ?
C13 H13 . 0.9300 ?
C14 H14 . 0.9300 ?
C15 C16 . 1.402(9) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.361(10) ?
C16 H16 . 0.9300 ?
C17 C23 . 1.411(10) ?
C17 H17 . 0.9300 ?
C18 C19 . 1.360(10) ?
C18 C23 . 1.411(10) ?
C18 H18 . 0.9300 ?
C19 C24 . 1.445(9) ?
C19 H19 . 0.9300 ?
C20 C24 . 1.379(9) ?
C20 C21 . 1.380(9) ?
C20 H20 . 0.9300 ?
C21 C22 . 1.402(9) ?
C21 H21 . 0.9300 ?
C22 H22 . 0.9300 ?
C23 C25 . 1.403(7) ?
C24 C26 . 1.401(9) ?
C25 C26 . 1.441(9) ?
O1W H1W . 0.8214 ?
O1W H2W . 0.8307 ?
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
O1W H1W O2 2_565 0.82 2.07 2.883(6) 171 y
O1W H2W O1 1_455 0.83 2.13 2.954(4) 175 y
C17 H17 O1 1_445 0.93 2.41 3.312(8) 162 y
C21 H21 Cg1 2_565 0.93 2.46 3.267(8) 146 y
