#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/24/2202483.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_2202483
loop_
_publ_author_name
'Okabe, Nobuo'
'Yamamoto, Emi'
'Yasunori, Muranishi'
_publ_section_title
trans-Bis(3-hydroxy-2-phenyl-4H-1-benzopyran-4-onato)bis(pyridine)copper(II)
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m715
_journal_page_last               m716
_journal_paper_doi               10.1107/S1600536803017392
_journal_volume                  59
_journal_year                    2003
_chemical_formula_iupac          '[Cu (C15 H9 O3)2 (C5 H5 N)2]'
_chemical_formula_moiety         'C40 H28 Cu N2 O6'
_chemical_formula_sum            'C40 H28 Cu N2 O6'
_chemical_formula_weight         696.19
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                114.700(10)
_cell_angle_beta                 97.18(2)
_cell_angle_gamma                107.000(10)
_cell_formula_units_Z            1
_cell_length_a                   8.539(2)
_cell_length_b                   10.029(2)
_cell_length_c                   11.098(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296.2
_cell_measurement_theta_max      14.9
_cell_measurement_theta_min      13.9
_cell_volume                     791.6(3)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;
MSC/AFC Diffractometer Control Software (Molecular Structure
Corporation  and Rigaku, 2000)
;
_computing_data_reduction
;
TEXSAN (Molecular Structure Corporation and Rigaku, 2000)
;
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  TEXSAN
_computing_structure_refinement  'SHELXL97 (Scheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Rigaku AFC-5R'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.018
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3834
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.51
_diffrn_standards_decay_%        0.45
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.744
_exptl_absorpt_correction_T_max  0.859
_exptl_absorpt_correction_T_min  0.799
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.460
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             359.0
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.56
_refine_diff_density_min         -0.24
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.946
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     223
_refine_ls_number_reflns         3632
_refine_ls_R_factor_gt           0.0432
_refine_ls_shift/su_max          -0.0010
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²) + (0.1P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1520
_reflns_number_gt                2303
_reflns_number_total             3632
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ci6250.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'psi scan' changed to
'psi-scan' 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               2202483
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
loop_
_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
_atom_site_type_symbol
Cu1 0.0000 0.0000 0.5000 0.0542(2) Uani d S 1.00 . . Cu
O1 0.0333(3) 0.2204(2) 0.6062(2) 0.0506(5) Uani d . 1.00 . . O
O2 0.1504(3) 0.0412(2) 0.6797(2) 0.0521(5) Uani d . 1.00 . . O
O3 0.2376(3) 0.4857(2) 0.9725(2) 0.0513(5) Uani d . 1.00 . . O
N1 0.2583(4) 0.0735(4) 0.4218(3) 0.0766(9) Uani d . 1.00 . . N
C1 0.1173(3) 0.2812(3) 0.7364(3) 0.0425(6) Uani d . 1.00 . . C
C2 0.1818(3) 0.1795(3) 0.7724(3) 0.0436(6) Uani d . 1.00 . . C
C3 0.2793(3) 0.2421(3) 0.9131(3) 0.0462(6) Uani d . 1.00 . . C
C4 0.3512(4) 0.1570(4) 0.9585(3) 0.0551(7) Uani d . 1.00 . . C
C5 0.4420(5) 0.2231(5) 1.0934(4) 0.0666(9) Uani d . 1.00 . . C
C6 0.4641(5) 0.3774(4) 1.1866(3) 0.0689(9) Uani d . 1.00 . . C
C7 0.3965(4) 0.4648(4) 1.1459(3) 0.0617(8) Uani d . 1.00 . . C
C8 0.3023(4) 0.3960(3) 1.0077(3) 0.0477(6) Uani d . 1.00 . . C
C9 0.1448(3) 0.4309(3) 0.8382(3) 0.0430(6) Uani d . 1.00 . . C
C10 0.0889(4) 0.5495(3) 0.8252(3) 0.0464(6) Uani d . 1.00 . . C
C11 0.1125(4) 0.6898(3) 0.9434(3) 0.0587(8) Uani d . 1.00 . . C
C12 0.0621(5) 0.8034(4) 0.9317(4) 0.0694(10) Uani d . 1.00 . . C
C13 -0.0101(5) 0.7845(4) 0.8060(4) 0.0709(10) Uani d . 1.00 . . C
C14 -0.0333(5) 0.6481(4) 0.6879(4) 0.0723(10) Uani d . 1.00 . . C
C15 0.0139(5) 0.5311(4) 0.6983(3) 0.0631(9) Uani d . 1.00 . . C
C16 0.3649(5) 0.2228(5) 0.4778(4) 0.0760(10) Uani d . 1.00 . . C
C17 0.5329(6) 0.2696(5) 0.4706(4) 0.0830(10) Uani d . 1.00 . . C
C18 0.5886(5) 0.1509(6) 0.3976(4) 0.0790(10) Uani d . 1.00 . . C
C19 0.4754(5) -0.0011(6) 0.3372(4) 0.0780(10) Uani d . 1.00 . . C
C20 0.3146(5) -0.0351(5) 0.3504(4) 0.0770(10) Uani d . 1.00 . . C
H4 0.3371 0.0543 0.8962 0.0661 Uiso calc . 1.00 . . H
H5 0.4889 0.1654 1.1230 0.0800 Uiso calc . 1.00 . . H
H6 0.5262 0.4218 1.2784 0.0827 Uiso calc . 1.00 . . H
H7 0.4127 0.5679 1.2089 0.0740 Uiso calc . 1.00 . . H
H11 0.1625 0.7062 1.0305 0.0705 Uiso calc . 1.00 . . H
H12 0.0778 0.8951 1.0114 0.0833 Uiso calc . 1.00 . . H
H13 -0.0434 0.8624 0.7999 0.0850 Uiso calc . 1.00 . . H
H14 -0.0804 0.6345 0.6014 0.0868 Uiso calc . 1.00 . . H
H15 -0.0054 0.4383 0.6183 0.0757 Uiso calc . 1.00 . . H
H16 0.3257 0.3018 0.5249 0.0917 Uiso calc . 1.00 . . H
H17 0.6046 0.3762 0.5131 0.1002 Uiso calc . 1.00 . . H
H18 0.6996 0.1749 0.3904 0.0950 Uiso calc . 1.00 . . H
H19 0.5083 -0.0834 0.2860 0.0938 Uiso calc . 1.00 . . H
H20 0.2402 -0.1411 0.3066 0.0920 Uiso calc . 1.00 . . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
O O 0.011 0.006
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cu Cu 0.320 1.265
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.006 0.003
;International Tables for Crystallography
(1992, 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
O1 Cu1 O1 . 2_556 180.0 yes
O1 Cu1 O2 . . 83.29(9) yes
O1 Cu1 O2 . 2_556 96.71(9) yes
O1 Cu1 N1 . . 91.30(10) yes
O1 Cu1 N1 . 2_556 88.70(10) yes
O1 Cu1 O2 2_556 . 96.71(9) yes
O1 Cu1 O2 2_556 2_556 83.29(9) yes
O1 Cu1 N1 2_556 . 88.70(10) yes
O1 Cu1 N1 2_556 2_556 91.30(10) yes
O2 Cu1 O2 . 2_556 180.0 yes
O2 Cu1 N1 . . 90.10(10) yes
O2 Cu1 N1 . 2_556 89.90(10) yes
O2 Cu1 N1 2_556 . 89.90(10) yes
O2 Cu1 N1 2_556 2_556 90.10(10) yes
N1 Cu1 N1 . 2_556 180.0 yes
Cu1 O1 C1 . . 112.0(2) yes
Cu1 O2 C2 . . 109.4(2) yes
C8 O3 C9 . . 121.6(2) no
Cu1 N1 C16 . . 120.9(3) yes
Cu1 N1 C20 . . 120.5(3) yes
C16 N1 C20 . . 116.6(4) no
O1 C1 C2 . . 116.3(2) no
O1 C1 C9 . . 124.5(3) no
C2 C1 C9 . . 119.3(3) no
O2 C2 C1 . . 118.7(3) no
O2 C2 C3 . . 122.8(3) no
C1 C2 C3 . . 118.6(2) no
C2 C3 C4 . . 123.5(3) no
C2 C3 C8 . . 117.6(3) no
C4 C3 C8 . . 118.9(3) no
C3 C4 C5 . . 120.6(3) no
C3 C4 H4 . . 119.7 no
C5 C4 H4 . . 119.7 no
C4 C5 C6 . . 119.7(4) no
C4 C5 H5 . . 120.1 no
C6 C5 H5 . . 120.1 no
C5 C6 C7 . . 121.4(3) no
C5 C6 H6 . . 119.3 no
C7 C6 H6 . . 119.3 no
C6 C7 C8 . . 118.7(3) no
C6 C7 H7 . . 120.7 no
C8 C7 H7 . . 120.7 no
O3 C8 C3 . . 122.7(3) no
O3 C8 C7 . . 116.7(3) no
C3 C8 C7 . . 120.7(4) no
O3 C9 C1 . . 120.3(3) no
O3 C9 C10 . . 111.6(2) no
C1 C9 C10 . . 128.2(3) no
C9 C10 C11 . . 120.3(3) no
C9 C10 C15 . . 122.4(3) no
C11 C10 C15 . . 117.4(3) no
C10 C11 C12 . . 120.5(3) no
C10 C11 H11 . . 119.7 no
C12 C11 H11 . . 119.7 no
C11 C12 C13 . . 121.5(3) no
C11 C12 H12 . . 119.2 no
C13 C12 H12 . . 119.2 no
C12 C13 C14 . . 119.1(4) no
C12 C13 H13 . . 120.4 no
C14 C13 H13 . . 120.5 no
C13 C14 C15 . . 120.0(4) no
C13 C14 H14 . . 120.0 no
C15 C14 H14 . . 120.0 no
C10 C15 C14 . . 121.4(3) no
C10 C15 H15 . . 119.3 no
C14 C15 H15 . . 119.3 no
N1 C16 C17 . . 124.0(4) no
N1 C16 H16 . . 118.0 no
C17 C16 H16 . . 118.0 no
C16 C17 C18 . . 117.4(4) no
C16 C17 H17 . . 121.3 no
C18 C17 H17 . . 121.3 no
C17 C18 C19 . . 117.5(4) no
C17 C18 H18 . . 121.2 no
C19 C18 H18 . . 121.2 no
C18 C19 C20 . . 120.8(5) no
C18 C19 H19 . . 119.6 no
C20 C19 H19 . . 119.6 no
N1 C20 C19 . . 123.5(4) no
N1 C20 H20 . . 118.2 no
C19 C20 H20 . . 118.2 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O1 . . 1.931(2) yes
Cu1 O1 . 2_556 1.931(2) yes
Cu1 O2 . . 2.039(2) yes
Cu1 O2 . 2_556 2.039(2) yes
Cu1 N1 . . 2.495(4) yes
Cu1 N1 . 2_556 2.495(4) yes
O1 C1 . . 1.312(3) yes
O2 C2 . . 1.255(3) yes
O3 C8 . . 1.341(5) no
O3 C9 . . 1.385(3) no
N1 C16 . . 1.320(5) no
N1 C20 . . 1.314(6) no
C1 C2 . . 1.455(5) no
C1 C9 . . 1.377(3) no
C2 C3 . . 1.441(4) no
C3 C4 . . 1.395(6) no
C3 C8 . . 1.393(4) no
C4 C5 . . 1.365(5) no
C4 H4 . . 0.93 no
C5 C6 . . 1.394(5) no
C5 H5 . . 0.93 no
C6 C7 . . 1.366(7) no
C6 H6 . . 0.93 no
C7 C8 . . 1.400(4) no
C7 H7 . . 0.93 no
C9 C10 . . 1.457(5) no
C10 C11 . . 1.403(4) no
C10 C15 . . 1.384(5) no
C11 C12 . . 1.377(6) no
C11 H11 . . 0.93 no
C12 C13 . . 1.363(7) no
C12 H12 . . 0.93 no
C13 C14 . . 1.381(5) no
C13 H13 . . 0.93 no
C14 C15 . . 1.390(7) no
C14 H14 . . 0.93 no
C15 H15 . . 0.93 no
C16 C17 . . 1.397(7) no
C16 H16 . . 0.93 no
C17 C18 . . 1.386(7) no
C17 H17 . . 0.93 no
C18 C19 . . 1.353(6) no
C18 H18 . . 0.93 no
C19 C20 . . 1.357(6) no
C19 H19 . . 0.93 no
C20 H20 . . 0.93 no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
O2 C18 3.320(6) 2_656
O2 C19 3.353(6) 2_656
O2 C13 3.450(6) 1_545
O3 C11 3.450(4) 2_567
O3 C7 3.521(4) 2_667
O3 C6 3.549(5) 2_667
C3 C12 3.579(6) 2_567
C4 C12 3.546(5) 1_545
C6 C9 3.441(5) 2_667
C7 C8 3.530(5) 2_667
C8 C8 3.480(6) 2_667
C8 C12 3.484(5) 2_567
C8 C11 3.559(5) 2_567
C18 C20 3.542(8) 2_656
C19 C20 3.518(7) 2_656
C19 C19 3.570(10) 2_656
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Cu1 O1 C1 C2 . . . 5.5(3) no
Cu1 O1 C1 C9 . . . -173.5(2) no
Cu1 O1 C1 C2 2_556 2_556 2_556 -5.5(3) no
Cu1 O1 C1 C9 2_556 2_556 2_556 173.5(2) no
Cu1 O2 C2 C1 . . . -2.8(3) no
Cu1 O2 C2 C3 . . . 177.3(2) no
Cu1 O2 C2 C1 2_556 2_556 2_556 2.8(3) no
Cu1 O2 C2 C3 2_556 2_556 2_556 -177.3(2) no
Cu1 N1 C16 C17 . . . 160.7(4) no
Cu1 N1 C20 C19 . . . -161.1(4) no
Cu1 N1 C16 C17 2_556 2_556 2_556 -160.7(4) no
Cu1 N1 C20 C19 2_556 2_556 2_556 161.1(4) no
O1 Cu1 O2 C2 . . . 4.5(2) no
O1 Cu1 O2 C2 . 2_556 2_556 175.5(2) no
O1 Cu1 N1 C16 . . . 10.3(4) no
O1 Cu1 N1 C20 . . . 173.5(3) no
O1 Cu1 N1 C16 . 2_556 2_556 169.7(4) no
O1 Cu1 N1 C20 . 2_556 2_556 6.5(3) no
O1 C1 C2 O2 . . . -1.7(4) no
O1 C1 C2 C3 . . . 178.2(3) no
O1 C1 C9 O3 . . . -179.0(3) no
O1 C1 C9 C10 . . . 0.3(5) no
O2 Cu1 O1 C1 . . . -5.4(2) no
O2 Cu1 O1 C1 . 2_556 2_556 -174.6(2) no
O2 Cu1 N1 C16 . . . -73.0(4) no
O2 Cu1 N1 C20 . . . 90.2(3) no
O2 Cu1 N1 C16 . 2_556 2_556 -107.0(4) no
O2 Cu1 N1 C20 . 2_556 2_556 89.8(3) no
O2 C2 C1 C9 . . . 177.4(3) no
O2 C2 C3 C4 . . . 1.7(5) no
O2 C2 C3 C8 . . . -178.4(3) no
O3 C8 C3 C2 . . . 0.0(5) no
O3 C8 C3 C4 . . . 179.9(3) no
O3 C8 C7 C6 . . . 179.7(3) no
O3 C9 C1 C2 . . . 2.1(4) no
O3 C9 C10 C11 . . . -7.7(4) no
O3 C9 C10 C15 . . . 171.2(3) no
N1 Cu1 O1 C1 . . . -95.4(2) no
N1 Cu1 O1 C1 . 2_556 2_556 -84.6(2) no
N1 Cu1 O2 C2 . . . 95.8(2) no
N1 Cu1 O2 C2 . 2_556 2_556 84.2(2) no
N1 C16 C17 C18 . . . 1.3(8) no
N1 C20 C19 C18 . . . -0.6(8) no
C1 C2 C3 C4 . . . -178.2(3) no
C1 C2 C3 C8 . . . 1.7(4) no
C1 C9 O3 C8 . . . -0.4(4) no
C1 C9 C10 C11 . . . 173.0(3) no
C1 C9 C10 C15 . . . -8.0(5) no
C2 C1 C9 C10 . . . -178.7(3) no
C2 C3 C4 C5 . . . -179.9(3) no
C2 C3 C8 C7 . . . -179.6(3) no
C3 C2 C1 C9 . . . -2.8(4) no
C3 C4 C5 C6 . . . -0.4(6) no
C3 C8 O3 C9 . . . -0.8(4) no
C3 C8 C7 C6 . . . -0.6(5) no
C4 C3 C8 C7 . . . 0.3(5) no
C4 C5 C6 C7 . . . 0.1(6) no
C5 C4 C3 C8 . . . 0.3(5) no
C5 C6 C7 C8 . . . 0.5(6) no
C7 C8 O3 C9 . . . 178.9(3) no
C8 O3 C9 C10 . . . -179.7(3) no
C9 C10 C11 C12 . . . 179.1(3) no
C9 C10 C15 C14 . . . -177.8(3) no
C10 C11 C12 C13 . . . -0.7(6) no
C10 C15 C14 C13 . . . -1.9(6) no
C11 C10 C15 C14 . . . 1.2(5) no
C11 C12 C13 C14 . . . 0.0(6) no
C12 C11 C10 C15 . . . 0.0(5) no
C12 C13 C14 C15 . . . 1.2(6) no
C16 N1 C20 C19 . . . 2.8(7) no
C16 C17 C18 C19 . . . 0.9(8) no
C17 C16 N1 C20 . . . -3.1(7) no
C17 C18 C19 C20 . . . -1.3(8) no
C17 C18 C19 C20 . . . -1.3(8) no
