#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/40/2224055.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_2224055
loop_
_publ_author_name
'Wu, Jianzhang'
'Zhang, Li'
'Wang, Jing'
'Yang, Shulin'
'Li, Xiaokun'
_publ_section_title
;
 1-Phenyl-3-(2,4,6-trimethoxyphenyl)prop-2-en-1-one
;
_journal_coeditor_code           WN2350
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2805
_journal_paper_doi               10.1107/S1600536809041877
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C18 H18 O4'
_chemical_formula_moiety         'C18 H18 O4'
_chemical_formula_sum            'C18 H18 O4'
_chemical_formula_weight         298.32
_chemical_name_systematic
;
1-Phenyl-3-(2,4,6-trimethoxyphenyl)prop-2-en-1-one
;
_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                 104.315(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.0052(10)
_cell_length_b                   14.9245(17)
_cell_length_c                   11.7658(14)
_cell_measurement_reflns_used    3499
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      27.94
_cell_measurement_theta_min      2.70
_cell_volume                     1532.2(3)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2001)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2001)'
_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      273(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0441
_diffrn_reflns_av_sigmaI/netI    0.0343
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7895
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.25
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  0.9955
_exptl_absorpt_correction_T_min  0.9892
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.145
_refine_diff_density_min         -0.162
_refine_ls_extinction_coef       0.353(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2701
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0491
_refine_ls_R_factor_gt           0.0385
_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/[σ²(Fo²)+(0.0938P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1211
_refine_ls_wR_factor_ref         0.1315
_reflns_number_gt                2125
_reflns_number_total             2701
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            wn2350.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_sg_symbol_H-M      P21/c
_cod_database_code               2224055
_cod_database_fobs_code          2224055
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_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
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.9745(2) -0.05689(12) 0.14050(16) 0.0745(5) Uani d . 1 . .
H H1A 1.0183 -0.0376 0.2196 0.112 Uiso calc R 1 . .
H H1B 1.0548 -0.0662 0.1012 0.112 Uiso calc R 1 . .
H H1C 0.9196 -0.1119 0.1415 0.112 Uiso calc R 1 . .
C C2 0.65289(18) -0.07567(10) 0.42207(13) 0.0599(4) Uani d . 1 . .
H H2A 0.6579 -0.1285 0.3765 0.090 Uiso calc R 1 . .
H H2B 0.6153 -0.0913 0.4890 0.090 Uiso calc R 1 . .
H H2C 0.7534 -0.0500 0.4479 0.090 Uiso calc R 1 . .
C C3 0.44257(19) 0.21153(10) -0.08152(13) 0.0619(4) Uani d . 1 . .
H H3A 0.5373 0.2441 -0.0605 0.093 Uiso calc R 1 . .
H H3B 0.3608 0.2517 -0.1166 0.093 Uiso calc R 1 . .
H H3C 0.4499 0.1652 -0.1364 0.093 Uiso calc R 1 . .
C C4 0.74716(15) 0.02951(9) 0.11985(12) 0.0466(4) Uani d . 1 . .
C C5 0.72022(14) -0.00525(9) 0.22193(11) 0.0462(4) Uani d . 1 . .
H H5 0.7898 -0.0443 0.2687 0.055 Uiso calc R 1 . .
C C6 0.58735(14) 0.01944(9) 0.25291(11) 0.0424(4) Uani d . 1 . .
C C7 0.47895(14) 0.07868(8) 0.18520(11) 0.0407(4) Uani d . 1 . .
C C8 0.51526(15) 0.11331(9) 0.08332(11) 0.0437(4) Uani d . 1 . .
C C9 0.64562(16) 0.08890(9) 0.05100(12) 0.0483(4) Uani d . 1 . .
H H9 0.6658 0.1122 -0.0170 0.058 Uiso calc R 1 . .
C C10 0.34214(15) 0.10052(9) 0.22290(12) 0.0456(4) Uani d . 1 . .
H H10 0.3369 0.0743 0.2935 0.055 Uiso calc R 1 . .
C C11 0.22244(15) 0.15177(10) 0.17373(12) 0.0509(4) Uani d . 1 . .
H H11 0.2175 0.1775 0.1009 0.061 Uiso calc R 1 . .
C C12 0.09861(15) 0.16858(10) 0.23113(12) 0.0512(4) Uani d . 1 . .
C C13 -0.02269(14) 0.23528(9) 0.17775(12) 0.0469(4) Uani d . 1 . .
C C14 -0.01819(17) 0.28712(10) 0.08031(13) 0.0557(4) Uani d . 1 . .
H H14 0.0600 0.2784 0.0426 0.067 Uiso calc R 1 . .
C C15 -0.12880(19) 0.35148(11) 0.03909(15) 0.0658(5) Uani d . 1 . .
H H15 -0.1239 0.3863 -0.0255 0.079 Uiso calc R 1 . .
C C16 -0.24600(18) 0.36410(12) 0.09338(15) 0.0665(5) Uani d . 1 . .
H H16 -0.3197 0.4079 0.0661 0.080 Uiso calc R 1 . .
C C17 -0.25405(17) 0.31221(12) 0.18758(15) 0.0650(5) Uani d . 1 . .
H H17 -0.3346 0.3200 0.2232 0.078 Uiso calc R 1 . .
C C18 -0.14374(16) 0.24862(11) 0.22991(13) 0.0568(4) Uani d . 1 . .
H H18 -0.1501 0.2141 0.2943 0.068 Uiso calc R 1 . .
O O1 0.09525(13) 0.13297(9) 0.32420(10) 0.0788(4) Uani d . 1 . .
O O2 0.41260(11) 0.17261(7) 0.02032(8) 0.0580(3) Uani d . 1 . .
O O3 0.87208(11) 0.01000(7) 0.08015(9) 0.0645(4) Uani d . 1 . .
O O4 0.55259(11) -0.01253(7) 0.35229(9) 0.0568(3) Uani d . 1 . .
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'
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
O3 C1 H1A . . 109.5 ?
O3 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
O3 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
O4 C2 H2A . . 109.5 ?
O4 C2 H2B . . 109.5 ?
H2A C2 H2B . . 109.5 ?
O4 C2 H2C . . 109.5 ?
H2A C2 H2C . . 109.5 ?
H2B C2 H2C . . 109.5 ?
O2 C3 H3A . . 109.5 ?
O2 C3 H3B . . 109.5 ?
H3A C3 H3B . . 109.5 ?
O2 C3 H3C . . 109.5 ?
H3A C3 H3C . . 109.5 ?
H3B C3 H3C . . 109.5 ?
O3 C4 C9 . . 114.95(12) ?
O3 C4 C5 . . 123.95(12) ?
C9 C4 C5 . . 121.09(12) ?
C6 C5 C4 . . 118.50(12) ?
C6 C5 H5 . . 120.7 ?
C4 C5 H5 . . 120.7 ?
O4 C6 C5 . . 121.82(11) ?
O4 C6 C7 . . 115.41(11) ?
C5 C6 C7 . . 122.77(11) ?
C6 C7 C8 . . 115.79(11) ?
C6 C7 C10 . . 119.45(11) ?
C8 C7 C10 . . 124.75(12) ?
O2 C8 C9 . . 122.39(12) ?
O2 C8 C7 . . 115.53(11) ?
C9 C8 C7 . . 122.08(12) ?
C8 C9 C4 . . 119.73(12) ?
C8 C9 H9 . . 120.1 ?
C4 C9 H9 . . 120.1 ?
C11 C10 C7 . . 130.97(13) ?
C11 C10 H10 . . 114.5 ?
C7 C10 H10 . . 114.5 ?
C10 C11 C12 . . 121.74(13) ?
C10 C11 H11 . . 119.1 ?
C12 C11 H11 . . 119.1 ?
O1 C12 C11 . . 121.96(13) ?
O1 C12 C13 . . 119.16(13) ?
C11 C12 C13 . . 118.79(13) ?
C18 C13 C14 . . 117.99(13) ?
C18 C13 C12 . . 118.71(13) ?
C14 C13 C12 . . 123.26(12) ?
C15 C14 C13 . . 120.66(14) ?
C15 C14 H14 . . 119.7 ?
C13 C14 H14 . . 119.7 ?
C14 C15 C16 . . 120.09(16) ?
C14 C15 H15 . . 120.0 ?
C16 C15 H15 . . 120.0 ?
C15 C16 C17 . . 119.95(15) ?
C15 C16 H16 . . 120.0 ?
C17 C16 H16 . . 120.0 ?
C16 C17 C18 . . 120.38(14) ?
C16 C17 H17 . . 119.8 ?
C18 C17 H17 . . 119.8 ?
C13 C18 C17 . . 120.91(15) ?
C13 C18 H18 . . 119.6 ?
C17 C18 H18 . . 119.5 ?
C8 O2 C3 . . 118.82(11) ?
C4 O3 C1 . . 118.07(11) ?
C6 O4 C2 . . 118.61(10) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O3 . 1.4241(17) ?
C1 H1A . 0.9600 ?
C1 H1B . 0.9600 ?
C1 H1C . 0.9600 ?
C2 O4 . 1.4182(16) ?
C2 H2A . 0.9600 ?
C2 H2B . 0.9600 ?
C2 H2C . 0.9600 ?
C3 O2 . 1.4163(17) ?
C3 H3A . 0.9600 ?
C3 H3B . 0.9600 ?
C3 H3C . 0.9600 ?
C4 O3 . 1.3521(16) ?
C4 C9 . 1.3827(19) ?
C4 C5 . 1.3836(19) ?
C5 C6 . 1.3842(17) ?
C5 H5 . 0.9300 ?
C6 O4 . 1.3688(15) ?
C6 C7 . 1.4088(18) ?
C7 C8 . 1.4158(18) ?
C7 C10 . 1.4461(18) ?
C8 O2 . 1.3596(15) ?
C8 C9 . 1.3697(19) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.3317(19) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.4611(19) ?
C11 H11 . 0.9300 ?
C12 O1 . 1.2244(17) ?
C12 C13 . 1.496(2) ?
C13 C18 . 1.391(2) ?
C13 C14 . 1.392(2) ?
C14 C15 . 1.382(2) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.375(2) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.369(2) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.375(2) ?
C17 H17 . 0.9300 ?
C18 H18 . 0.9300 ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 24743464
