#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/58/2205811.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_2205811
loop_
_publ_author_name
'Wu, Hui'
'Xu, Zhou'
'Liang, Yong-Min'
_publ_section_title
;
 (E)-1-(2-Hydroxyphenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1434
_journal_page_last               o1435
_journal_paper_doi               10.1107/S1600536805011761
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          'C18 H18 O5'
_chemical_formula_moiety         'C18 H18 O5'
_chemical_formula_sum            'C18 H18 O5'
_chemical_formula_weight         314.32
_chemical_melting_point          .419E-305
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 108.000(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.686(2)
_cell_length_b                   8.5880(10)
_cell_length_c                   15.422(3)
_cell_measurement_reflns_used    33
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      14.52
_cell_measurement_theta_min      3.00
_cell_volume                     1598.0(5)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Siemens, 1994)'
_computing_data_reduction        'SHELXTL (Sheldrick, 1997b)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_sigmaI/netI    0.1367
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            3470
_diffrn_reflns_theta_full        25.49
_diffrn_reflns_theta_max         25.49
_diffrn_reflns_theta_min         1.69
_diffrn_standards_decay_%        1.90
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.164
_refine_diff_density_min         -0.120
_refine_ls_extinction_coef       0.0061(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   0.799
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     216
_refine_ls_number_reflns         2989
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.799
_refine_ls_R_factor_all          0.1623
_refine_ls_R_factor_gt           0.0398
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0010P)²+0.0750P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0289
_refine_ls_wR_factor_ref         0.0354
_reflns_number_gt                984
_reflns_number_total             2989
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sj6072.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 'Monoclinic' changed to 'monoclinic'
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_original_cell_volume        1598.1(5)
_cod_original_sg_symbol_H-M      'P 21/c '
_cod_database_code               2205811
_cod_database_fobs_code          2205811
loop_
_symmetry_equiv_pos_as_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_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_type_symbol
O1 -0.01863(19) 0.1893(3) 0.59756(16) 0.0805(7) Uani d D 1 O
O2 0.05501(16) 0.3046(2) 0.47742(12) 0.0778(7) Uani d . 1 O
O3 0.30779(14) 0.6528(2) 0.15581(11) 0.0678(6) Uani d . 1 O
O4 0.47990(16) 0.8047(2) 0.26095(12) 0.0716(6) Uani d . 1 O
O5 0.52976(16) 0.8113(2) 0.44286(12) 0.0792(7) Uani d . 1 O
C1 0.0472(2) 0.2919(4) 0.65607(19) 0.0565(9) Uani d . 1 C
C2 0.0438(2) 0.2930(3) 0.74471(19) 0.0613(9) Uani d . 1 C
H2 -0.0025 0.2242 0.7622 0.074 Uiso calc R 1 H
C3 0.1088(2) 0.3955(3) 0.80710(18) 0.0645(9) Uani d . 1 C
H3 0.1053 0.3964 0.8665 0.077 Uiso calc R 1 H
C4 0.1789(2) 0.4971(3) 0.78271(17) 0.0637(9) Uani d . 1 C
H4 0.2225 0.5663 0.8253 0.076 Uiso calc R 1 H
C5 0.1839(2) 0.4952(3) 0.69457(17) 0.0568(9) Uani d . 1 C
H5 0.2313 0.5638 0.6783 0.068 Uiso calc R 1 H
C6 0.1191(2) 0.3922(3) 0.62899(17) 0.0485(8) Uani d . 1 C
C7 0.1210(2) 0.3888(3) 0.53413(19) 0.0560(9) Uani d . 1 C
C8 0.2026(2) 0.4832(3) 0.50757(16) 0.0591(9) Uani d . 1 C
H8 0.2579 0.5356 0.5519 0.071 Uiso calc R 1 H
C9 0.1978(2) 0.4940(3) 0.42084(16) 0.0602(9) Uani d . 1 C
H9 0.1391 0.4425 0.3793 0.072 Uiso calc R 1 H
C10 0.2739(2) 0.5772(3) 0.38231(18) 0.0512(8) Uani d . 1 C
C11 0.2522(2) 0.5724(3) 0.28737(17) 0.0555(9) Uani d . 1 C
H11 0.1907 0.5186 0.2512 0.067 Uiso calc R 1 H
C12 0.3220(2) 0.6476(3) 0.24726(18) 0.0523(8) Uani d . 1 C
C13 0.4136(2) 0.7259(3) 0.30183(19) 0.0549(9) Uani d . 1 C
C14 0.4369(2) 0.7304(3) 0.39599(19) 0.0563(9) Uani d . 1 C
C15 0.3663(2) 0.6568(3) 0.43638(16) 0.0572(9) Uani d . 1 C
H15 0.3808 0.6609 0.4993 0.069 Uiso calc R 1 H
C16 0.2172(2) 0.5705(3) 0.09724(15) 0.0954(12) Uani d . 1 C
H16A 0.2253 0.4614 0.1114 0.114 Uiso calc R 1 H
H16B 0.2151 0.5864 0.0351 0.114 Uiso calc R 1 H
H16C 0.1495 0.6078 0.1054 0.114 Uiso calc R 1 H
C17 0.58116(19) 0.7277(3) 0.26983(17) 0.0900(12) Uani d . 1 C
H17A 0.6247 0.7243 0.3330 0.108 Uiso calc R 1 H
H17B 0.6211 0.7829 0.2358 0.108 Uiso calc R 1 H
H17C 0.5664 0.6234 0.2467 0.108 Uiso calc R 1 H
C18 0.5601(2) 0.8097(3) 0.53988(16) 0.0923(11) Uani d . 1 C
H18A 0.5024 0.8573 0.5589 0.111 Uiso calc R 1 H
H18B 0.6278 0.8667 0.5648 0.111 Uiso calc R 1 H
H18C 0.5704 0.7041 0.5613 0.111 Uiso calc R 1 H
H1O -0.015(3) 0.204(3) 0.5453(10) 0.136(17) Uiso d D 1 H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
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
_geom_angle_publ_flag
C1 O1 H1O 110(2) ?
C12 O3 C16 117.7(2) yes
C13 O4 C17 113.1(2) yes
C14 O5 C18 117.3(2) ?
O1 C1 C2 117.6(3) ?
O1 C1 C6 121.6(3) ?
C2 C1 C6 120.7(3) ?
C3 C2 C1 120.1(3) ?
C3 C2 H2 119.9 ?
C1 C2 H2 119.9 ?
C2 C3 C4 120.8(3) ?
C2 C3 H3 119.6 ?
C4 C3 H3 119.6 ?
C3 C4 C5 119.4(3) ?
C3 C4 H4 120.3 ?
C5 C4 H4 120.3 ?
C4 C5 C6 121.5(3) ?
C4 C5 H5 119.2 ?
C6 C5 H5 119.2 ?
C5 C6 C1 117.4(3) ?
C5 C6 C7 122.9(3) ?
C1 C6 C7 119.6(3) ?
O2 C7 C8 120.4(3) yes
O2 C7 C6 119.9(3) yes
C8 C7 C6 119.7(3) ?
C9 C8 C7 120.2(3) ?
C9 C8 H8 119.9 ?
C7 C8 H8 119.9 ?
C8 C9 C10 127.8(3) yes
C8 C9 H9 116.1 ?
C10 C9 H9 116.1 ?
C15 C10 C11 119.8(3) ?
C15 C10 C9 122.4(3) ?
C11 C10 C9 117.9(3) ?
C12 C11 C10 120.4(3) ?
C12 C11 H11 119.8 ?
C10 C11 H11 119.8 ?
O3 C12 C13 115.5(3) ?
O3 C12 C11 125.3(3) ?
C13 C12 C11 119.2(3) ?
O4 C13 C12 118.6(3) ?
O4 C13 C14 120.2(3) ?
C12 C13 C14 121.2(3) ?
O5 C14 C13 115.9(3) ?
O5 C14 C15 124.3(3) ?
C13 C14 C15 119.8(3) ?
C14 C15 C10 119.7(3) ?
C14 C15 H15 120.2 ?
C10 C15 H15 120.2 ?
O3 C16 H16A 109.5 ?
O3 C16 H16B 109.5 ?
H16A C16 H16B 109.5 ?
O3 C16 H16C 109.5 ?
H16A C16 H16C 109.5 ?
H16B C16 H16C 109.5 ?
O4 C17 H17A 109.5 ?
O4 C17 H17B 109.5 ?
H17A C17 H17B 109.5 ?
O4 C17 H17C 109.5 ?
H17A C17 H17C 109.5 ?
H17B C17 H17C 109.5 ?
O5 C18 H18A 109.5 ?
O5 C18 H18B 109.5 ?
H18A C18 H18B 109.5 ?
O5 C18 H18C 109.5 ?
H18A C18 H18C 109.5 ?
H18B C18 H18C 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 1.350(3) yes
O1 H1O 0.832(10) yes
O2 C7 1.239(3) yes
O3 C12 1.366(3) ?
O3 C16 1.412(2) ?
O4 C13 1.375(3) ?
O4 C17 1.413(2) ?
O5 C14 1.366(3) ?
O5 C18 1.425(2) ?
C1 C2 1.381(3) ?
C1 C6 1.408(3) ?
C2 C3 1.375(3) ?
C2 H2 0.9300 ?
C3 C4 1.379(3) ?
C3 H3 0.9300 ?
C4 C5 1.380(3) ?
C4 H4 0.9300 ?
C5 C6 1.402(3) ?
C5 H5 0.9300 ?
C6 C7 1.471(3) ?
C7 C8 1.470(3) ?
C8 C9 1.323(2) yes
C8 H8 0.9300 ?
C9 C10 1.466(3) yes
C9 H9 0.9300 ?
C10 C15 1.391(3) ?
C10 C11 1.404(3) ?
C11 C12 1.386(3) ?
C11 H11 0.9300 ?
C12 C13 1.381(3) ?
C13 C14 1.390(3) ?
C14 C15 1.391(3) ?
C15 H15 0.9300 ?
C16 H16A 0.9600 ?
C16 H16B 0.9600 ?
C16 H16C 0.9600 ?
C17 H17A 0.9600 ?
C17 H17B 0.9600 ?
C17 H17C 0.9600 ?
C18 H18A 0.9600 ?
C18 H18B 0.9600 ?
C18 H18C 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H1O O2 0.832(10) 1.789(19) 2.521(3) 146(3)
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
_geom_torsion_publ_flag
O1 C1 C2 C3 -179.7(3) yes
C6 C1 C2 C3 1.8(4) ?
C1 C2 C3 C4 -0.8(5) ?
C2 C3 C4 C5 -0.1(4) ?
C3 C4 C5 C6 0.0(4) yes
C4 C5 C6 C1 0.9(4) ?
C4 C5 C6 C7 179.0(3) ?
O1 C1 C6 C5 179.7(3) ?
C2 C1 C6 C5 -1.8(4) ?
O1 C1 C6 C7 1.6(4) yes
C2 C1 C6 C7 -179.9(3) ?
C5 C6 C7 O2 -173.8(3) ?
C1 C6 C7 O2 4.2(4) ?
C5 C6 C7 C8 7.3(4) ?
C1 C6 C7 C8 -174.7(3) ?
O2 C7 C8 C9 8.2(4) yes
C6 C7 C8 C9 -172.9(3) ?
C7 C8 C9 C10 -177.5(3) ?
C8 C9 C10 C15 1.1(4) yes
C8 C9 C10 C11 180.0(3) ?
C15 C10 C11 C12 -0.4(4) ?
C9 C10 C11 C12 -179.3(2) ?
C16 O3 C12 C13 178.1(2) ?
C16 O3 C12 C11 -2.5(4) ?
C10 C11 C12 O3 -178.8(2) ?
C10 C11 C12 C13 0.6(4) ?
C17 O4 C13 C12 -105.2(3) ?
C17 O4 C13 C14 77.0(3) yes
O3 C12 C13 O4 1.8(4) ?
C11 C12 C13 O4 -177.7(2) ?
O3 C12 C13 C14 179.5(2) ?
C11 C12 C13 C14 0.1(4) ?
C18 O5 C14 C13 -176.0(2) ?
C18 O5 C14 C15 4.9(4) ?
O4 C13 C14 O5 -2.3(4) ?
C12 C13 C14 O5 180.0(3) ?
O4 C13 C14 C15 176.8(3) ?
C12 C13 C14 C15 -0.9(4) ?
O5 C14 C15 C10 -179.9(2) ?
C13 C14 C15 C10 1.1(4) ?
C11 C10 C15 C14 -0.4(4) ?
C9 C10 C15 C14 178.4(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30654810
