#------------------------------------------------------------------------------
#$Date: 2025-08-21 14:03:24 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301848 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/12/7021241.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7021241
loop_
_publ_author_name
'Ferrari, Erika'
'Asti, Mattia'
'Benassi, Rois'
'Pignedoli, Francesca'
'Saladini, Monica'
_publ_section_title
;
 Metal binding ability of curcumin derivatives: a theoretical vs.
 experimental approach.
;
_journal_issue                   15
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5304
_journal_page_last               5313
_journal_paper_doi               10.1039/c3dt33072a
_journal_volume                  42
_journal_year                    2013
_chemical_formula_sum            'C23 H22 O6'
_chemical_formula_weight         394.41
_chemical_name_systematic
;
(3Z-5E)-4-hydroxy-6-(3-methoxyphenyl)acrolyl)hexa3,5-dienoic acid
;
_space_group_IT_number           14
_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_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_creation_date             2010-11-26T17:19:10-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 100.997(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.343(2)
_cell_length_b                   5.3773(6)
_cell_length_c                   24.357(3)
_cell_measurement_temperature    293(2)
_cell_volume                     1972.6(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.2895
_diffrn_reflns_av_unetI/netI     0.4148
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            26101
_diffrn_reflns_theta_full        27.53
_diffrn_reflns_theta_max         27.53
_diffrn_reflns_theta_min         3.42
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.236
_refine_diff_density_min         -0.176
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.804
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         4486
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.804
_refine_ls_R_factor_all          0.3456
_refine_ls_R_factor_gt           0.0646
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0611P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1138
_refine_ls_wR_factor_ref         0.1814
_reflns_number_gt                1026
_reflns_number_total             4486
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt33072a.txt
_cod_data_source_block           a23_2_0m
_cod_depositor_comments          'Adding full bibliography for 7021241.cif.'
_cod_database_code               7021241
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
H1 H 0.1219 0.3909 0.0586 0.2 Uiso 1 1 d .
H2 H 0.4324 0.7258 -0.0081 0.2 Uiso 1 1 d .
H3 H 0.351 -0.0194 0.0583 0.2 Uiso 1 1 d .
H4 H 0.2381 -0.1514 0.1356 0.2 Uiso 1 1 d .
H5 H 0.4527 -0.2483 0.1033 0.2 Uiso 1 1 d .
H6 H 0.5076 -0.8479 0.2147 0.2 Uiso 1 1 d .
H7 H 0.377 -0.7768 0.2405 0.2 Uiso 1 1 d .
H12 H 0.2694 0.3181 -0.0679 0.2 Uiso 1 1 d .
H13 H 0.2994 0.0771 -0.0278 0.2 Uiso 1 1 d .
H14 H 0.1999 0.6595 -0.0761 0.2 Uiso 1 1 d .
H15 H 0.0496 0.8514 -0.0399 0.2 Uiso 1 1 d .
H16 H -0.0249 1.1769 -0.0765 0.2 Uiso 1 1 d .
H17 H -0.0599 1.4801 -0.1564 0.202 Uiso 1 1 d .
H18 H 0.0301 1.5294 -0.219 0.2 Uiso 1 1 d .
H19 H 0.1775 0.9378 -0.151 0.2 Uiso 1 1 d .
O1 O 0.1057(2) 0.5468(5) 0.02637(13) 0.0605(10) Uani 1 1 d .
O2 O 0.1677(2) 0.2098(5) 0.08680(13) 0.0656(10) Uani 1 1 d .
O3 O 0.3871(2) 0.6016(6) -0.01545(13) 0.0620(10) Uani 1 1 d .
O4 O 0.4472(2) 0.2236(6) -0.00533(16) 0.0796(12) Uani 1 1 d .
O5 O 0.1688(2) 1.2331(6) -0.22796(15) 0.0871(12) Uani 1 1 d .
O6 O 0.5746(3) -0.5572(9) 0.13810(19) 0.1348(18) Uani 1 1 d .
C1 C 0.2271(3) 0.3190(8) 0.00752(19) 0.0425(12) Uani 1 1 d .
C2 C 0.2269(3) 0.1772(8) 0.0565(2) 0.0491(13) Uani 1 1 d .
C3 C 0.2961(3) -0.0141(8) 0.0758(2) 0.0519(13) Uani 1 1 d .
C4 C 0.2890(3) -0.1642(8) 0.1187(2) 0.0555(14) Uani 1 1 d .
C5 C 0.3542(4) -0.3497(8) 0.1445(2) 0.0522(13) Uani 1 1 d .
C6 C 0.4357(4) -0.3730(9) 0.1294(2) 0.0658(15) Uani 1 1 d .
C7 C 0.4952(4) -0.5518(11) 0.1556(2) 0.0750(17) Uani 1 1 d .
C8 C 0.4745(4) -0.7079(9) 0.1963(2) 0.0752(17) Uani 1 1 d .
C9 C 0.3922(4) -0.6803(10) 0.2109(2) 0.0813(18) Uani 1 1 d .
C10 C 0.3328(4) -0.5040(9) 0.1854(2) 0.0665(15) Uani 1 1 d .
H8 H 0.2778 -0.4884 0.1959 0.08 Uiso 1 1 calc R
C11 C 0.6351(4) -0.7556(14) 0.1574(3) 0.170(3) Uani 1 1 d .
H9 H 0.6877 -0.7366 0.1419 0.255 Uiso 1 1 calc R
H10 H 0.6074 -0.9119 0.1457 0.255 Uiso 1 1 calc R
H11 H 0.6505 -0.751 0.1975 0.255 Uiso 1 1 calc R
C12 C 0.1642(3) 0.5101(8) -0.0058(2) 0.0463(13) Uani 1 1 d .
C13 C 0.1577(3) 0.6774(8) -0.0535(2) 0.0474(13) Uani 1 1 d .
C14 C 0.0913(3) 0.8438(8) -0.0637(2) 0.0533(14) Uani 1 1 d .
C15 C 0.0757(3) 1.0279(8) -0.1097(2) 0.0488(13) Uani 1 1 d .
C16 C 0.1293(3) 1.0486(9) -0.1496(2) 0.0601(14) Uani 1 1 d .
C17 C 0.1119(3) 1.2327(9) -0.1907(2) 0.0568(14) Uani 1 1 d .
C18 C 0.0415(4) 1.3966(8) -0.1923(2) 0.0618(15) Uani 1 1 d .
C19 C -0.0113(3) 1.3740(9) -0.1523(2) 0.0636(15) Uani 1 1 d .
C20 C 0.0039(3) 1.1894(9) -0.1115(2) 0.0571(14) Uani 1 1 d .
C21 C 0.1552(4) 1.4222(9) -0.2702(2) 0.098(2) Uani 1 1 d .
H20 H 0.1986 1.4042 -0.2937 0.147 Uiso 1 1 calc R
H21 H 0.1613 1.5831 -0.2528 0.147 Uiso 1 1 calc R
H22 H 0.0967 1.406 -0.2925 0.147 Uiso 1 1 calc R
C22 C 0.2890(3) 0.2535(7) -0.03154(18) 0.0463(13) Uani 1 1 d .
C23 C 0.3818(3) 0.3675(10) -0.01548(19) 0.0483(13) Uani 1 1 d .
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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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
C17 O5 C21 116.9(4)
C7 O6 C11 118.3(5)
C12 C1 C2 118.4(4)
C12 C1 C22 120.8(4)
C2 C1 C22 120.6(4)
O2 C2 C1 121.7(4)
O2 C2 C3 116.8(4)
C1 C2 C3 121.5(4)
C4 C3 C2 120.2(4)
C3 C4 C5 126.3(5)
C6 C5 C10 119.4(5)
C6 C5 C4 121.9(5)
C10 C5 C4 118.6(5)
C5 C6 C7 119.3(5)
O6 C7 C8 123.5(6)
O6 C7 C6 114.6(6)
C8 C7 C6 121.9(5)
C7 C8 C9 117.7(5)
C10 C9 C8 121.1(5)
C9 C10 C5 120.6(5)
O1 C12 C1 119.3(4)
O1 C12 C13 115.6(4)
C1 C12 C13 125.1(4)
C14 C13 C12 119.5(4)
C13 C14 C15 126.4(4)
C16 C15 C20 119.7(4)
C16 C15 C14 123.3(4)
C20 C15 C14 116.9(4)
C15 C16 C17 119.9(5)
O5 C17 C18 124.7(5)
O5 C17 C16 114.6(5)
C18 C17 C16 120.7(5)
C19 C18 C17 118.7(5)
C18 C19 C20 121.5(4)
C19 C20 C15 119.3(4)
C1 C22 C23 114.3(4)
O4 C23 O3 124.5(5)
O4 C23 C22 118.2(4)
O3 C23 C22 117.2(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C12 1.315(4)
O2 C2 1.286(4)
O3 C23 1.261(4)
O4 C23 1.254(5)
O5 C17 1.374(5)
O5 C21 1.434(5)
O6 C7 1.366(6)
O6 C11 1.433(6)
C1 C12 1.405(5)
C1 C2 1.416(5)
C1 C22 1.509(5)
C2 C3 1.489(6)
C3 C4 1.342(6)
C4 C5 1.466(6)
C5 C6 1.375(6)
C5 C10 1.384(6)
C6 C7 1.394(6)
C7 C8 1.381(7)
C8 C9 1.385(7)
C9 C10 1.378(6)
C12 C13 1.458(6)
C13 C14 1.344(5)
C14 C15 1.479(6)
C15 C16 1.392(6)
C15 C20 1.397(6)
C16 C17 1.397(6)
C17 C18 1.389(6)
C18 C19 1.386(6)
C19 C20 1.392(6)
C22 C23 1.530(6)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 56850815
