#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:39:18 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179982 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/76/7027698.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_7027698
loop_
_publ_author_name
'Balogh-Hergovich, Éva'
'Kaizer, József'
'Speier, Gábor'
'Argay, Gyula'
'Párkányi, László'
_publ_section_title
;
 Kinetic studies on the copper(II)-mediated oxygenolysis of the
 flavonolate ligand. Crystal structures of [Cu(fla)2] (fla =
 flavonolate) and [Cu(O-bs)2(py)3]
 (O-bs = O-benzoylsalicylate) †
;
_journal_issue                   21
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              3847
_journal_paper_doi               10.1039/a905684j
_journal_year                    1999
_chemical_formula_moiety         '(C43 H33 Cu N3 O8) . 0.91(C5 H5 N)'
_chemical_formula_sum            'C47.59 H37.59 Cu N3.92 O8'
_chemical_formula_weight         855.84
_chemical_name_systematic
; 
 ? 
;
_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                 115.53(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   30.948(3)
_cell_length_b                   9.641(1)
_cell_length_c                   16.159(1)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      45.8
_cell_measurement_theta_min      43.9
_cell_volume                     4350.6(8)
_computing_cell_refinement       'Enraf-Nonius Express'
_computing_data_collection       'Enraf-Nonius Express'
_computing_data_reduction        'XCAD4 (Harms. 1996)'
_computing_molecular_graphics    'ORTEP-III (Burnett, Johnson, 1996)'
_computing_publication_material  'PCIFTAB (Parkanyi, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Enraf-Nonius CAD4'
_diffrn_measurement_method       '/w-2/q scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0117
_diffrn_reflns_av_sigmaI/netI    0.0099
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4650
_diffrn_reflns_theta_full        75.75
_diffrn_reflns_theta_max         75.75
_diffrn_reflns_theta_min         3.16
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  1hr
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.184
_exptl_absorpt_correction_T_max  0.9987
_exptl_absorpt_correction_T_min  0.8775
_exptl_absorpt_correction_type   'empirical (Psi scan)'
_exptl_absorpt_process_details
;
 North A.C., Philips, D.C. and Mathews, F. (1968) Acta Cryst. A24 350-359.
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1774
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.436
_refine_diff_density_min         -0.631
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       0.00114(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     310
_refine_ls_number_reflns         4478
_refine_ls_number_restraints     55
_refine_ls_restrained_S_all      1.101
_refine_ls_R_factor_all          0.0486
_refine_ls_R_factor_gt           0.0463
_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)+(0.0924P)²+1.5986P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1376
_refine_ls_wR_factor_ref         0.1404
_reflns_number_gt                4153
_reflns_number_total             4478
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            905684jsup1.cif
_cod_data_source_block           cupyr
_cod_original_cell_volume        4350.6(7)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7027698
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_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu 0.0000 0.27125(4) 0.2500 0.04934(16) Uani 1 2 d S . .
O1 O 0.06920(5) 0.26928(13) 0.28263(10) 0.0573(3) Uani 1 1 d . . .
C2 C 0.08975(6) 0.3821(2) 0.27951(12) 0.0553(4) Uani 1 1 d . . .
O3 O 0.07073(6) 0.49632(15) 0.26453(13) 0.0763(4) Uani 1 1 d . . .
C4 C 0.14074(7) 0.3689(2) 0.29192(13) 0.0599(4) Uani 1 1 d . . .
C5 C 0.15621(9) 0.4585(3) 0.24267(17) 0.0803(6) Uani 1 1 d . . .
H5 H 0.1358 0.5281 0.2073 0.104 Uiso 1 1 calc R . .
C6 C 0.20105(12) 0.4464(5) 0.2451(2) 0.1084(11) Uani 1 1 d . . .
H6 H 0.2102 0.5059 0.2102 0.141 Uiso 1 1 calc R . .
C7 C 0.23186(11) 0.3483(5) 0.2980(3) 0.1237(14) Uani 1 1 d . . .
H7 H 0.2621 0.3401 0.2992 0.161 Uiso 1 1 calc R . .
C8 C 0.21856(10) 0.2607(4) 0.3501(3) 0.1032(10) Uani 1 1 d . . .
H8 H 0.2399 0.1944 0.3874 0.134 Uiso 1 1 calc R . .
C9 C 0.17327(8) 0.2717(3) 0.34682(18) 0.0712(6) Uani 1 1 d . . .
O10 O 0.16167(6) 0.1743(2) 0.39808(13) 0.0826(5) Uani 1 1 d . A .
C11 C 0.15621(8) 0.2233(3) 0.47223(19) 0.0810(7) Uani 1 1 d D . .
O12 O 0.15963(9) 0.3420(3) 0.49227(15) 0.1007(6) Uani 1 1 d . A .
C13' C 0.1486(7) 0.1231(16) 0.5348(10) 0.077(4) Uani 0.36(4) 1 d PGD A 1
C14' C 0.1434(8) -0.0173(17) 0.5131(11) 0.106(4) Uani 0.36(4) 1 d PG A 1
H14' H 0.1476 -0.0495 0.4629 0.138 Uiso 0.36(4) 1 calc PR A 1
C15' C 0.1319(8) -0.1096(19) 0.5667(14) 0.122(6) Uani 0.36(4) 1 d PG A 1
H15' H 0.1284 -0.2036 0.5522 0.159 Uiso 0.36(4) 1 calc PR A 1
C16' C 0.1256(7) -0.062(3) 0.6418(14) 0.120(7) Uani 0.36(4) 1 d PG A 1
H16' H 0.1179 -0.1233 0.6777 0.156 Uiso 0.36(4) 1 calc PR A 1
C17' C 0.1308(7) 0.079(3) 0.6635(13) 0.135(7) Uani 0.36(4) 1 d PG A 1
H17' H 0.1266 0.1110 0.7138 0.175 Uiso 0.36(4) 1 calc PR A 1
C18' C 0.1423(7) 0.171(2) 0.6100(12) 0.091(4) Uani 0.36(4) 1 d PG A 1
H18' H 0.1457 0.2651 0.6244 0.119 Uiso 0.36(4) 1 calc PR A 1
C13 C 0.1448(4) 0.0990(12) 0.5144(11) 0.092(3) Uani 0.64(4) 1 d PGD A 2
C14 C 0.1484(4) -0.0379(12) 0.4912(12) 0.122(3) Uani 0.64(4) 1 d PG A 2
H14 H 0.1559 -0.0576 0.4426 0.159 Uiso 0.64(4) 1 calc PR A 2
C15 C 0.1407(5) -0.1455(14) 0.5406(14) 0.159(5) Uani 0.64(4) 1 d PG A 2
H15 H 0.1432 -0.2371 0.5251 0.206 Uiso 0.64(4) 1 calc PR A 2
C16 C 0.1295(5) -0.116(2) 0.6133(15) 0.155(6) Uani 0.64(4) 1 d PG A 2
H16 H 0.1244 -0.1880 0.6463 0.202 Uiso 0.64(4) 1 calc PR A 2
C17 C 0.1259(5) 0.021(2) 0.6365(14) 0.153(6) Uani 0.64(4) 1 d PG A 2
H17 H 0.1184 0.0405 0.6851 0.199 Uiso 0.64(4) 1 calc PR A 2
C18 C 0.1335(5) 0.1284(18) 0.5871(13) 0.117(3) Uani 0.64(4) 1 d PG A 2
H18 H 0.1311 0.2200 0.6026 0.152 Uiso 0.64(4) 1 calc PR A 2
N19 N 0.01469(6) 0.29699(19) 0.38420(11) 0.0598(4) Uani 1 1 d . . .
C20 C 0.04285(8) 0.4015(2) 0.43284(14) 0.0674(5) Uani 1 1 d . . .
H20 H 0.0558 0.4610 0.4042 0.088 Uiso 1 1 calc R . .
C21 C 0.05321(10) 0.4237(3) 0.52366(17) 0.0835(7) Uani 1 1 d . . .
H21 H 0.0726 0.4975 0.5554 0.109 Uiso 1 1 calc R . .
C22 C 0.03470(11) 0.3364(4) 0.56661(17) 0.0920(8) Uani 1 1 d . . .
H22 H 0.0414 0.3497 0.6280 0.120 Uiso 1 1 calc R . .
C23 C 0.00631(13) 0.2298(3) 0.5184(2) 0.0918(8) Uani 1 1 d . . .
H23 H -0.0064 0.1687 0.5467 0.119 Uiso 1 1 calc R . .
C24 C -0.00363(10) 0.2127(3) 0.42621(17) 0.0756(6) Uani 1 1 d . . .
H24 H -0.0236 0.1406 0.3932 0.098 Uiso 1 1 calc R . .
N25 N 0.0000 0.0348(2) 0.2500 0.0590(5) Uani 1 2 d S . .
C26 C -0.04063(8) -0.0371(2) 0.21558(17) 0.0683(5) Uani 1 1 d . . .
H26 H -0.0695 0.0112 0.1912 0.089 Uiso 1 1 calc R . .
C27 C -0.04184(9) -0.1805(3) 0.21450(18) 0.0752(6) Uani 1 1 d . . .
H27 H -0.0710 -0.2273 0.1898 0.098 Uiso 1 1 calc R . .
C28 C 0.0000 -0.2523(3) 0.2500 0.0719(8) Uani 1 2 d S . .
H28 H 0.0000 -0.3488 0.2500 0.093 Uiso 1 2 calc SR . .
N1S N 0.2476(3) -0.3536(8) 0.5549(6) 0.205(3) Uani 0.458(5) 1 d PDU . .
H1S H 0.2430 -0.4231 0.5835 0.266 Uiso 0.458(5) 1 d PR . .
C2S C 0.2162(3) -0.3441(8) 0.4629(6) 0.210(3) Uani 0.917(9) 1 d PDU . .
H2S H 0.1932 -0.4134 0.4390 0.272 Uiso 0.917(9) 1 d PR . .
C3S C 0.2155(4) -0.2437(10) 0.4008(7) 0.227(4) Uani 0.917(9) 1 d PDU . .
H3S H 0.1949 -0.2391 0.3387 0.295 Uiso 0.917(9) 1 d PR . .
C1S' C 0.2476(3) -0.3536(8) 0.5549(6) 0.205(3) Uani 0.458(5) 1 d PU . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Cu O1 178.90(7) . 2
O1 Cu N19 89.89(6) . .
O1 Cu N19 90.24(6) 2 .
O1 Cu N19 90.24(6) . 2
O1 Cu N19 89.89(6) 2 2
N19 Cu N19 165.95(11) . 2
O1 Cu N25 89.45(4) . .
O1 Cu N25 89.45(4) 2 .
N19 Cu N25 97.02(5) . .
N19 Cu N25 97.02(5) 2 .
C2 O1 Cu 119.00(11) . .
O3 C2 O1 124.87(17) . .
O3 C2 C4 119.30(18) . .
O1 C2 C4 115.79(16) . .
C9 C4 C5 116.9(2) . .
C9 C4 C2 125.01(18) . .
C5 C4 C2 118.0(2) . .
C6 C5 C4 121.5(3) . .
C7 C6 C5 120.3(3) . .
C6 C7 C8 120.1(3) . .
C7 C8 C9 119.7(3) . .
C4 C9 C8 121.5(3) . .
C4 C9 O10 122.3(2) . .
C8 C9 O10 116.1(2) . .
C11 O10 C9 116.6(2) . .
O12 C11 O10 123.1(2) . .
O12 C11 C13' 117.6(8) . .
O10 C11 C13' 119.2(8) . .
O12 C11 C13 131.5(8) . .
O10 C11 C13 105.4(7) . .
C13' C11 C13 14.6(9) . .
C14' C13' C18' 120.0 . .
C14' C13' C11 119.7(10) . .
C18' C13' C11 120.0(10) . .
C15' C14' C13' 120.0 . .
C16' C15' C14' 120.0 . .
C15' C16' C17' 120.0 . .
C16' C17' C18' 120.0 . .
C17' C18' C13' 120.0 . .
C14 C13 C18 120.0 . .
C14 C13 C11 125.2(7) . .
C18 C13 C11 114.6(7) . .
C15 C14 C13 120.0 . .
C16 C15 C14 120.0 . .
C17 C16 C15 120.0 . .
C16 C17 C18 120.0 . .
C17 C18 C13 120.0 . .
C24 N19 C20 118.11(19) . .
C24 N19 Cu 121.41(16) . .
C20 N19 Cu 120.48(14) . .
N19 C20 C21 122.3(2) . .
C22 C21 C20 119.4(3) . .
C23 C22 C21 119.0(2) . .
C22 C23 C24 119.5(3) . .
N19 C24 C23 121.7(3) . .
C26 N25 C26 117.2(2) 2 .
C26 N25 Cu 121.39(12) 2 .
C26 N25 Cu 121.39(12) . .
N25 C26 C27 122.8(2) . .
C28 C27 C26 119.2(2) . .
C27 C28 C27 118.7(3) 2 .
C2S N1S C3S 122.7(7) . 7_546
N1S C2S C3S 127.4(9) . .
C2S C3S N1S 109.9(8) . 7_546
C2S C3S C1S' 109.9(8) . 7_546
N1S C3S C1S' 0.002(2) 7_546 7_546
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu O1 1.9727(13) .
Cu O1 1.9727(13) 2
Cu N19 2.0301(16) .
Cu N19 2.0301(16) 2
Cu N25 2.280(2) .
O1 C2 1.272(2) .
C2 O3 1.222(2) .
C2 C4 1.508(3) .
C4 C9 1.382(3) .
C4 C5 1.392(3) .
C5 C6 1.376(4) .
C6 C7 1.354(6) .
C7 C8 1.374(5) .
C8 C9 1.383(4) .
C9 O10 1.398(3) .
O10 C11 1.364(4) .
C11 O12 1.181(4) .
C11 C13' 1.489(3) .
C11 C13 1.494(3) .
C13' C14' 1.3900 .
C13' C18' 1.3900 .
C14' C15' 1.3900 .
C15' C16' 1.3900 .
C16' C17' 1.3900 .
C17' C18' 1.3900 .
C13 C14 1.3900 .
C13 C18 1.3900 .
C14 C15 1.3900 .
C15 C16 1.3900 .
C16 C17 1.3900 .
C17 C18 1.3900 .
N19 C24 1.332(3) .
N19 C20 1.342(3) .
C20 C21 1.377(3) .
C21 C22 1.364(4) .
C22 C23 1.358(5) .
C23 C24 1.395(4) .
N25 C26 1.329(2) 2
N25 C26 1.329(2) .
C26 C27 1.384(3) .
C27 C28 1.358(3) .
C28 C27 1.358(3) 2
N1S C2S 1.384(3) .
N1S C3S 1.412(11) 7_546
C2S C3S 1.388(3) .
C3S N1S 1.412(11) 7_546
C3S C1S' 1.412(11) 7_546
