#------------------------------------------------------------------------------
#$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2223377.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_2223377
loop_
_publ_author_name
'Mao, Guo-Zhu'
'Nong, Xiu-Lian'
'Zhang, Shu Hua'
_publ_section_title
;
 Bis(2-methoxyphenolato-\k^2^<i>O</i>,<i>O</i>')copper(II)
;
_journal_coeditor_code           GW2068
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1208
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Cu (C7 H7 O2)2]'
_chemical_formula_moiety         'C16 H14 Cu O4'
_chemical_formula_sum            'C16 H14 Cu O4'
_chemical_formula_weight         333.82
_chemical_name_systematic
;
Bis(2-methoxyphenolato-\k^2^<i>O</i>,<i>O</i>')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                102.83(3)
_cell_angle_beta                 103.93(3)
_cell_angle_gamma                111.20(3)
_cell_formula_units_Z            3
_cell_length_a                   9.5190(19)
_cell_length_b                   11.540(2)
_cell_length_c                   12.488(3)
_cell_measurement_reflns_used    4216
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.25
_cell_measurement_theta_min      3.09
_cell_volume                     1166.7(6)
_computing_cell_refinement       'XSCANS (Bruker, 1997)'
_computing_data_collection       'XSCANS (Bruker, 1997)'
_computing_data_reduction        'SHELXTL (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_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 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       \w
_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  0.0371
_diffrn_reflns_av_sigmaI/netI    0.0585
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6930
_diffrn_reflns_theta_full        25.25
_diffrn_reflns_theta_max         25.25
_diffrn_reflns_theta_min         3.09
_exptl_absorpt_coefficient_mu    1.415
_exptl_absorpt_correction_T_max  0.857
_exptl_absorpt_correction_T_min  0.656
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.425
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             513
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.699
_refine_diff_density_min         -0.628
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.932
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4164
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      0.938
_refine_ls_R_factor_all          0.0641
_refine_ls_R_factor_gt           0.0514
_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/[\s^2^(Fo^2^)+(0.0653P)^2^+1.5P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1192
_refine_ls_wR_factor_ref         0.1293
_reflns_number_gt                3466
_reflns_number_total             4164
_reflns_threshold_expression     I>2\s(I)
_[local]_cod_data_source_file    gw2068.cif
_[local]_cod_data_source_block   I
_cod_database_code               2223377
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
Cu Cu1 0.52201(5) 0.70662(4) 0.76824(4) 0.03605(16) Uani d U 1
Cu Cu2 0.5000 1.0000 0.5000 0.03477(19) Uani d S 1
C C1 0.1962(4) 0.5274(4) 0.7391(3) 0.0393(9) Uani d . 1
C C2 0.0931(5) 0.4117(4) 0.7551(4) 0.0544(11) Uani d . 1
H H2 0.1388 0.3665 0.7934 0.065 Uiso calc R 1
C C3 -0.0719(6) 0.3655(5) 0.7154(5) 0.0700(14) Uani d . 1
H H3 -0.1355 0.2901 0.7273 0.084 Uiso calc R 1
C C4 -0.1437(6) 0.4304(6) 0.6579(5) 0.0746(15) Uani d . 1
H H4 -0.2552 0.3979 0.6298 0.090 Uiso calc R 1
C C5 -0.0486(5) 0.5435(5) 0.6426(4) 0.0628(13) Uani d . 1
H H5 -0.0982 0.5867 0.6046 0.075 Uiso calc R 1
C C6 0.1233(4) 0.5970(4) 0.6827(3) 0.0418(9) Uani d . 1
C C7 0.2162(4) 0.7193(4) 0.6650(3) 0.0419(9) Uani d U 1
C C8 0.1304(5) 0.7895(5) 0.6067(4) 0.0573(12) Uani d . 1
H H8A 0.2086 0.8694 0.6053 0.086 Uiso calc R 1
H H8B 0.0672 0.8107 0.6502 0.086 Uiso calc R 1
H H8C 0.0613 0.7328 0.5278 0.086 Uiso calc R 1
C C9 0.8449(4) 0.8867(4) 0.7933(4) 0.0414(9) Uani d . 1
C C10 0.9435(5) 1.0056(4) 0.7786(4) 0.0559(11) Uani d . 1
H H10 0.8951 1.0450 0.7342 0.067 Uiso calc R 1
C C11 1.1084(6) 1.0620(5) 0.8293(5) 0.0699(14) Uani d . 1
H H11 1.1699 1.1386 0.8180 0.084 Uiso calc R 1
C C12 1.1844(5) 1.0075(5) 0.8966(5) 0.0727(15) Uani d . 1
H H12 1.2960 1.0477 0.9315 0.087 Uiso calc R 1
C C13 1.0938(5) 0.8930(5) 0.9118(4) 0.0605(12) Uani d . 1
H H13 1.1464 0.8563 0.9565 0.073 Uiso calc R 1
C C14 0.9226(4) 0.8284(4) 0.8617(3) 0.0410(9) Uani d . 1
C C15 0.8344(4) 0.7091(4) 0.8844(3) 0.0425(9) Uani d . 1
C C16 0.9244(6) 0.6458(5) 0.9492(5) 0.0648(13) Uani d . 1
H H16A 0.8485 0.5657 0.9520 0.097 Uiso calc R 1
H H16B 0.9902 0.7058 1.0277 0.097 Uiso calc R 1
H H16C 0.9915 0.6259 0.9089 0.097 Uiso calc R 1
C C17 0.4664(4) 0.8676(4) 0.2612(3) 0.0362(8) Uani d . 1
C C18 0.4051(5) 0.8508(4) 0.1408(3) 0.0453(9) Uani d . 1
H H18 0.3634 0.9074 0.1197 0.054 Uiso calc R 1
C C19 0.4051(5) 0.7535(4) 0.0537(4) 0.0472(10) Uani d . 1
H H19 0.3619 0.7437 -0.0247 0.057 Uiso calc R 1
C C20 0.4707(5) 0.6694(4) 0.0840(4) 0.0465(10) Uani d . 1
H H20 0.4724 0.6042 0.0259 0.056 Uiso calc R 1
C C21 0.5329(4) 0.6839(4) 0.2007(4) 0.0423(9) Uani d . 1
H H21 0.5776 0.6283 0.2197 0.051 Uiso calc R 1
C C22 0.5311(4) 0.7810(3) 0.2934(3) 0.0336(8) Uani d . 1
C C23 0.5920(4) 0.7872(4) 0.4156(3) 0.0378(8) Uani d U 1
C C24 0.6642(7) 0.6950(5) 0.4440(4) 0.0690(14) Uani d . 1
H H24A 0.6945 0.7098 0.5267 0.104 Uiso calc R 1
H H24B 0.7576 0.7121 0.4218 0.104 Uiso calc R 1
H H24C 0.5861 0.6049 0.4013 0.104 Uiso calc R 1
O O1 0.3522(3) 0.5619(2) 0.7790(2) 0.0421(6) Uani d . 1
O O2 0.3737(4) 0.7706(3) 0.6987(3) 0.0619(8) Uani d U 1
O O3 0.6876(3) 0.8377(3) 0.7402(3) 0.0506(7) Uani d . 1
O O4 0.6767(4) 0.6530(3) 0.8491(3) 0.0633(9) Uani d U 1
O O5 0.4601(4) 0.9650(3) 0.3363(2) 0.0488(7) Uani d . 1
O O6 0.5830(4) 0.8684(3) 0.5029(3) 0.0571(8) Uani d U 1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Cu1 0.0312(3) 0.0370(3) 0.0406(3) 0.0157(2) 0.0112(2) 0.0147(2)
Cu2 0.0444(4) 0.0352(3) 0.0314(4) 0.0241(3) 0.0137(3) 0.0117(3)
C1 0.038(2) 0.039(2) 0.039(2) 0.0164(16) 0.0172(17) 0.0062(17)
C2 0.051(2) 0.046(2) 0.066(3) 0.017(2) 0.027(2) 0.020(2)
C3 0.049(3) 0.062(3) 0.087(4) 0.007(2) 0.034(3) 0.021(3)
C4 0.034(2) 0.080(4) 0.093(4) 0.011(2) 0.020(2) 0.026(3)
C5 0.038(2) 0.078(3) 0.064(3) 0.023(2) 0.012(2) 0.021(3)
C6 0.0350(19) 0.048(2) 0.039(2) 0.0179(17) 0.0128(17) 0.0089(18)
C7 0.0368(18) 0.053(2) 0.037(2) 0.0237(18) 0.0122(16) 0.0116(19)
C8 0.052(2) 0.070(3) 0.061(3) 0.037(2) 0.016(2) 0.027(3)
C9 0.036(2) 0.043(2) 0.043(2) 0.0142(17) 0.0169(17) 0.0146(19)
C10 0.052(3) 0.050(3) 0.066(3) 0.017(2) 0.023(2) 0.027(2)
C11 0.056(3) 0.056(3) 0.079(4) 0.003(2) 0.029(3) 0.022(3)
C12 0.035(2) 0.073(3) 0.084(4) 0.003(2) 0.016(2) 0.020(3)
C13 0.037(2) 0.078(3) 0.057(3) 0.021(2) 0.008(2) 0.023(3)
C14 0.0334(19) 0.047(2) 0.038(2) 0.0156(17) 0.0107(16) 0.0122(18)
C15 0.037(2) 0.055(2) 0.037(2) 0.0239(18) 0.0115(17) 0.0163(19)
C16 0.057(3) 0.081(3) 0.066(3) 0.038(3) 0.014(2) 0.040(3)
C17 0.0349(18) 0.0349(19) 0.035(2) 0.0156(16) 0.0097(16) 0.0073(17)
C18 0.048(2) 0.050(2) 0.038(2) 0.0260(19) 0.0090(18) 0.0129(19)
C19 0.052(2) 0.049(2) 0.031(2) 0.0178(19) 0.0122(18) 0.0062(19)
C20 0.054(2) 0.039(2) 0.041(2) 0.0181(18) 0.0202(19) 0.0031(18)
C21 0.043(2) 0.034(2) 0.052(3) 0.0194(17) 0.0206(19) 0.0093(18)
C22 0.0306(17) 0.0305(18) 0.039(2) 0.0132(14) 0.0133(15) 0.0089(16)
C23 0.0389(19) 0.0342(19) 0.046(2) 0.0214(16) 0.0170(17) 0.0123(17)
C24 0.100(4) 0.081(3) 0.055(3) 0.071(3) 0.024(3) 0.023(3)
O1 0.0376(14) 0.0390(14) 0.0541(17) 0.0187(11) 0.0173(12) 0.0189(13)
O2 0.0529(17) 0.065(2) 0.074(2) 0.0300(15) 0.0214(16) 0.0286(18)
O3 0.0351(14) 0.0563(17) 0.065(2) 0.0183(13) 0.0134(13) 0.0364(16)
O4 0.0519(18) 0.065(2) 0.079(2) 0.0271(16) 0.0203(16) 0.0362(18)
O5 0.079(2) 0.0494(16) 0.0350(15) 0.0463(15) 0.0201(14) 0.0154(13)
O6 0.0668(19) 0.0625(19) 0.0566(19) 0.0401(16) 0.0235(16) 0.0246(16)
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'
Cl Cl 0.1484 0.1585 '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
O1 Cu1 O3 . . 173.38(12)
O1 Cu1 O2 . . 91.92(12)
O3 Cu1 O2 . . 88.35(12)
O1 Cu1 O4 . . 89.17(12)
O3 Cu1 O4 . . 91.05(12)
O2 Cu1 O4 . . 175.72(15)
O5 Cu2 O5 2_676 . 180.0000(10)
O5 Cu2 O6 2_676 2_676 92.29(12)
O5 Cu2 O6 . 2_676 87.71(12)
O5 Cu2 O6 2_676 . 87.71(12)
O5 Cu2 O6 . . 92.29(12)
O6 Cu2 O6 2_676 . 180.0000(10)
O1 C1 C6 . . 125.1(3)
O1 C1 C2 . . 116.9(4)
C6 C1 C2 . . 118.0(3)
C3 C2 C1 . . 121.9(4)
C3 C2 H2 . . 119.1
C1 C2 H2 . . 119.1
C2 C3 C4 . . 120.5(5)
C2 C3 H3 . . 119.8
C4 C3 H3 . . 119.8
C3 C4 C5 . . 119.5(4)
C3 C4 H4 . . 120.3
C5 C4 H4 . . 120.3
C4 C5 C6 . . 122.7(5)
C4 C5 H5 . . 118.7
C6 C5 H5 . . 118.7
C1 C6 C5 . . 117.5(4)
C1 C6 C7 . . 123.1(3)
C5 C6 C7 . . 119.4(4)
O2 C7 C6 . . 121.4(3)
O2 C7 C8 . . 118.5(4)
C6 C7 C8 . . 120.1(3)
C7 C8 H8A . . 109.5
C7 C8 H8B . . 109.5
H8A C8 H8B . . 109.5
C7 C8 H8C . . 109.5
H8A C8 H8C . . 109.5
H8B C8 H8C . . 109.5
O3 C9 C14 . . 124.7(3)
O3 C9 C10 . . 117.0(4)
C14 C9 C10 . . 118.3(4)
C11 C10 C9 . . 120.8(4)
C11 C10 H10 . . 119.6
C9 C10 H10 . . 119.6
C10 C11 C12 . . 121.3(4)
C10 C11 H11 . . 119.3
C12 C11 H11 . . 119.3
C11 C12 C13 . . 119.4(4)
C11 C12 H12 . . 120.3
C13 C12 H12 . . 120.3
C12 C13 C14 . . 122.6(4)
C12 C13 H13 . . 118.7
C14 C13 H13 . . 118.7
C13 C14 C9 . . 117.6(4)
C13 C14 C15 . . 119.4(4)
C9 C14 C15 . . 123.0(3)
O4 C15 C14 . . 121.6(3)
O4 C15 C16 . . 118.1(4)
C14 C15 C16 . . 120.3(3)
C15 C16 H16A . . 109.5
C15 C16 H16B . . 109.5
H16A C16 H16B . . 109.5
C15 C16 H16C . . 109.5
H16A C16 H16C . . 109.5
H16B C16 H16C . . 109.5
O5 C17 C18 . . 116.4(3)
O5 C17 C22 . . 124.8(3)
C18 C17 C22 . . 118.8(3)
C19 C18 C17 . . 122.2(4)
C19 C18 H18 . . 118.9
C17 C18 H18 . . 118.9
C18 C19 C20 . . 119.6(4)
C18 C19 H19 . . 120.2
C20 C19 H19 . . 120.2
C21 C20 C19 . . 119.7(4)
C21 C20 H20 . . 120.2
C19 C20 H20 . . 120.2
C20 C21 C22 . . 122.5(4)
C20 C21 H21 . . 118.7
C22 C21 H21 . . 118.7
C17 C22 C21 . . 117.2(3)
C17 C22 C23 . . 122.9(3)
C21 C22 C23 . . 119.9(3)
O6 C23 C22 . . 122.3(3)
O6 C23 C24 . . 117.6(4)
C22 C23 C24 . . 120.1(3)
C23 C24 H24A . . 109.5
C23 C24 H24B . . 109.5
H24A C24 H24B . . 109.5
C23 C24 H24C . . 109.5
H24A C24 H24C . . 109.5
H24B C24 H24C . . 109.5
C1 O1 Cu1 . . 127.9(2)
C7 O2 Cu1 . . 130.4(3)
C9 O3 Cu1 . . 127.4(2)
C15 O4 Cu1 . . 130.0(3)
C17 O5 Cu2 . . 127.9(2)
C23 O6 Cu2 . . 129.0(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Cu1 O1 . 1.916(3)
Cu1 O3 . 1.916(3)
Cu1 O2 . 1.934(3)
Cu1 O4 . 1.947(3)
Cu2 O5 2_676 1.906(3)
Cu2 O5 . 1.906(3)
Cu2 O6 2_676 1.952(3)
Cu2 O6 . 1.952(3)
C1 O1 . 1.319(4)
C1 C6 . 1.430(5)
C1 C2 . 1.432(6)
C2 C3 . 1.379(6)
C2 H2 . 0.9300
C3 C4 . 1.384(7)
C3 H3 . 0.9300
C4 C5 . 1.378(7)
C4 H4 . 0.9300
C5 C6 . 1.431(5)
C5 H5 . 0.9300
C6 C7 . 1.467(6)
C7 O2 . 1.311(5)
C7 C8 . 1.519(5)
C8 H8A . 0.9600
C8 H8B . 0.9600
C8 H8C . 0.9600
C9 O3 . 1.321(4)
C9 C14 . 1.428(5)
C9 C10 . 1.436(6)
C10 C11 . 1.374(7)
C10 H10 . 0.9300
C11 C12 . 1.378(7)
C11 H11 . 0.9300
C12 C13 . 1.375(7)
C12 H12 . 0.9300
C13 C14 . 1.423(5)
C13 H13 . 0.9300
C14 C15 . 1.460(6)
C15 O4 . 1.311(5)
C15 C16 . 1.518(5)
C16 H16A . 0.9600
C16 H16B . 0.9600
C16 H16C . 0.9600
C17 O5 . 1.325(4)
C17 C18 . 1.417(5)
C17 C22 . 1.429(5)
C18 C19 . 1.380(6)
C18 H18 . 0.9300
C19 C20 . 1.401(6)
C19 H19 . 0.9300
C20 C21 . 1.380(6)
C20 H20 . 0.9300
C21 C22 . 1.430(5)
C21 H21 . 0.9300
C22 C23 . 1.471(5)
C23 O6 . 1.313(5)
C23 C24 . 1.520(5)
C24 H24A . 0.9600
C24 H24B . 0.9600
C24 H24C . 0.9600