#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006570.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_2006570
loop_
_publ_author_name
'Sharma, N. K.'
'Kumar, R.'
'Parmar, V. S.'
'Errington, W.'
_publ_section_title
;
 1-(3,4-Dimethoxyphenyl)-3-(3-methylphenyl)prop-2-en-1-one
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1438
_journal_page_last               1440
_journal_volume                  53
_journal_year                    1997
_chemical_formula_sum            'C18 H18 O3'
_chemical_formula_weight         282.32
_chemical_name_systematic
;
1-(3',4'-Dimethoxyphenyl)-3-(3-methylphenyl)prop-2-enone
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 98.990(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.1496(8)
_cell_length_b                   8.5119(6)
_cell_length_c                   19.9057(17)
_cell_measurement_reflns_used    3751
_cell_measurement_temperature    220(2)
_cell_measurement_theta_max      23.26
_cell_measurement_theta_min      2.07
_cell_volume                     1531.2(2)
_computing_cell_refinement       'SAINT (Siemens, 1995)'
_computing_data_collection       'SMART (Siemens, 1995)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1995)'
_computing_publication_material  SHELXTL/PC
_computing_structure_refinement  SHELXL-96
_computing_structure_solution    'SHELXL-96 (Sheldrick, 1996)'
_diffrn_ambient_temperature      220(2)
_diffrn_measurement_device
;
Siemens SMART CCD area detector
;
_diffrn_measurement_method       '\w 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  0.0829
_diffrn_reflns_av_sigmaI/netI    0.0525
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            6501
_diffrn_reflns_theta_max         23.26
_diffrn_reflns_theta_min         2.07
_diffrn_standards_decay_%        nil
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.225
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.61
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.32
_refine_diff_density_max         0.161
_refine_diff_density_min         -0.164
_refine_ls_extinction_coef       0.010(2)
_refine_ls_extinction_method     'SHELXL96 (Sheldrick, 1996)'
_refine_ls_goodness_of_fit_all   1.066
_refine_ls_goodness_of_fit_obs   1.073
_refine_ls_hydrogen_treatment    'H atoms riding'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     202
_refine_ls_number_reflns         2187
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_restrained_S_obs      1.073
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_obs          0.0471
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
'calc w = 1/[\s^2^(Fo^2^)+(0.0497P)^2^+0.5176P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_wR_factor_all         0.1283
_refine_ls_wR_factor_obs         0.1149
_reflns_number_observed          1771
_reflns_number_total             2187
_reflns_observed_criterion       >2sigma(I)
_[local]_cod_data_source_file    cf1168.cif
_[local]_cod_data_source_block   del27t
_[local]_cod_cif_authors_sg_H-M  'P 21 /n'
_cod_original_cell_volume        1531.2(4)
_cod_database_code               2006570
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 0.0456(9) 0.0730(11) 0.0537(9) -0.0206(8) 0.0010(7) 0.0048(8)
O2 0.0472(9) 0.0678(10) 0.0443(9) -0.0110(7) -0.0057(7) 0.0051(7)
O3 0.0430(9) 0.0784(11) 0.0534(9) -0.0030(8) 0.0014(7) 0.0200(9)
C1 0.0431(12) 0.0371(11) 0.0419(11) -0.0002(9) 0.0066(9) 0.0011(9)
C2 0.0354(11) 0.0396(11) 0.0466(12) -0.0042(8) 0.0038(9) -0.0036(9)
C3 0.0399(11) 0.0394(11) 0.0429(12) -0.0005(9) 0.0002(9) -0.0026(9)
C4 0.0446(12) 0.0495(13) 0.0440(12) -0.0009(10) 0.0046(9) 0.0094(10)
C5 0.0363(11) 0.0477(13) 0.0527(13) -0.0045(9) 0.0034(10) 0.0038(10)
C6 0.0364(11) 0.0389(11) 0.0449(12) 0.0016(9) 0.0048(9) 0.0020(9)
C7 0.0411(12) 0.0468(12) 0.0472(12) 0.0033(9) 0.0032(9) 0.0041(10)
C8 0.0403(12) 0.0530(13) 0.0484(13) -0.0022(10) 0.0022(10) 0.0078(11)
C9 0.0434(12) 0.0507(13) 0.0429(12) -0.0009(10) 0.0040(10) 0.0010(11)
C10 0.0391(11) 0.0440(12) 0.0409(11) -0.0004(9) 0.0002(9) -0.0019(9)
C11 0.0410(12) 0.0447(12) 0.0466(12) 0.0044(9) -0.0020(9) -0.0004(10)
C12 0.0429(12) 0.0425(12) 0.0514(13) 0.0007(10) 0.0056(10) -0.0048(10)
C13 0.0377(12) 0.0547(13) 0.0570(14) -0.0005(10) 0.0000(10) -0.0032(11)
C14 0.0449(13) 0.0628(15) 0.0533(13) 0.0046(11) -0.0078(10) 0.0054(12)
C15 0.0487(13) 0.0533(13) 0.0470(12) 0.0010(10) 0.0020(10) 0.0046(11)
C16 0.0533(14) 0.0628(15) 0.0666(15) -0.0169(12) 0.0130(11) 0.0039(13)
C17 0.0666(16) 0.102(2) 0.0491(15) -0.0177(15) -0.0085(12) 0.0131(14)
C18 0.0565(14) 0.0533(14) 0.0710(16) -0.0047(11) 0.0074(12) 0.0065(12)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
O1 1.13736(16) 0.9637(2) 0.24591(7) 0.0582(5) Uani d . 1 O
O2 1.07614(16) 0.83398(19) 0.35436(7) 0.0545(5) Uani d . 1 O
O3 0.66945(16) 0.9307(2) 0.07209(7) 0.0589(5) Uani d . 1 O
C1 0.8933(2) 0.9024(2) 0.18251(10) 0.0407(5) Uani d . 1 C
H1 0.9151 0.9506 0.1428 0.049 Uiso calc R 1 H
C2 0.9988(2) 0.8995(2) 0.24000(10) 0.0408(5) Uani d . 1 C
C3 0.9667(2) 0.8271(2) 0.29973(10) 0.0414(5) Uani d . 1 C
C4 0.8297(2) 0.7572(3) 0.29972(11) 0.0463(5) Uani d . 1 C
H4 0.8080 0.7074 0.3391 0.056 Uiso calc R 1 H
C5 0.7245(2) 0.7612(3) 0.24121(11) 0.0459(6) Uani d . 1 C
H5 0.6320 0.7133 0.2415 0.055 Uiso calc R 1 H
C6 0.7532(2) 0.8341(2) 0.18253(10) 0.0402(5) Uani d . 1 C
C7 0.6419(2) 0.8498(3) 0.11989(11) 0.0454(5) Uani d . 1 C
C8 0.4953(2) 0.7730(3) 0.11660(11) 0.0477(6) Uani d . 1 C
H8 0.479(2) 0.698(3) 0.1523(11) 0.051(6) Uiso d . 1 H
C9 0.3844(2) 0.8064(3) 0.06700(11) 0.0460(5) Uani d . 1 C
H9 0.406(2) 0.883(2) 0.0335(10) 0.044(6) Uiso d . 1 H
C10 0.2312(2) 0.7486(2) 0.05983(10) 0.0420(5) Uani d . 1 C
C11 0.1852(2) 0.6404(2) 0.10477(11) 0.0451(5) Uani d . 1 C
H11 0.2554 0.5981 0.1396 0.054 Uiso calc R 1 H
C12 0.0383(2) 0.5932(2) 0.09958(11) 0.0458(5) Uani d . 1 C
C13 -0.0630(2) 0.6549(3) 0.04677(11) 0.0506(6) Uani d . 1 C
H13 -0.1625 0.6234 0.0419 0.061 Uiso calc R 1 H
C14 -0.0198(2) 0.7612(3) 0.00157(12) 0.0553(6) Uani d . 1 C
H14 -0.0901 0.8020 -0.0336 0.066 Uiso calc R 1 H
C15 0.1269(2) 0.8087(3) 0.00759(11) 0.0503(6) Uani d . 1 C
H15 0.1558 0.8811 -0.0235 0.060 Uiso calc R 1 H
C16 1.1738(3) 1.0489(3) 0.18949(12) 0.0605(7) Uani d . 1 C
H16A 1.2720 1.0937 0.2012 0.091 Uiso calc R 1 H
H16B 1.1024 1.1325 0.1777 0.091 Uiso calc R 1 H
H16C 1.1720 0.9787 0.1510 0.091 Uiso calc R 1 H
C17 1.0415(3) 0.7837(4) 0.41860(12) 0.0744(8) Uani d . 1 C
H17A 1.1263 0.8008 0.4536 0.112 Uiso calc R 1 H
H17B 1.0167 0.6728 0.4164 0.112 Uiso calc R 1 H
H17C 0.9578 0.8434 0.4293 0.112 Uiso calc R 1 H
C18 -0.0103(3) 0.4811(3) 0.15022(13) 0.0605(6) Uani d . 1 C
H18A -0.0687 0.5371 0.1791 0.091 Uiso calc R 1 H
H18B 0.0761 0.4358 0.1779 0.091 Uiso calc R 1 H
H18C -0.0695 0.3980 0.1262 0.091 Uiso calc R 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
C2 O1 C16 117.70(16) y
C3 O2 C17 117.61(17) y
C2 C1 C6 120.82(19) ?
O1 C2 C1 125.72(19) y
O1 C2 C3 114.45(16) y
C1 C2 C3 119.82(18) ?
O2 C3 C4 124.84(19) y
O2 C3 C2 115.54(17) y
C4 C3 C2 119.62(18) ?
C3 C4 C5 119.79(19) ?
C6 C5 C4 121.34(19) ?
C5 C6 C1 118.60(18) ?
C5 C6 C7 123.52(18) y
C1 C6 C7 117.84(18) ?
O3 C7 C8 120.33(18) ?
O3 C7 C6 120.09(19) ?
C8 C7 C6 119.54(19) ?
C9 C8 C7 121.1(2) ?
C8 C9 C10 127.2(2) y
C15 C10 C11 118.74(19) ?
C15 C10 C9 118.7(2) ?
C11 C10 C9 122.50(18) ?
C12 C11 C10 121.89(19) ?
C11 C12 C13 118.0(2) ?
C11 C12 C18 121.10(19) y
C13 C12 C18 120.9(2) ?
C14 C13 C12 121.1(2) ?
C13 C14 C15 120.4(2) ?
C14 C15 C10 119.8(2) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C2 1.369(2) y
O1 C16 1.420(3) y
O2 C3 1.360(2) y
O2 C17 1.430(3) y
O3 C7 1.232(2) y
C1 C2 1.377(3) ?
C1 C6 1.407(3) ?
C2 C3 1.410(3) ?
C3 C4 1.388(3) ?
C4 C5 1.390(3) ?
C5 C6 1.384(3) ?
C6 C7 1.488(3) y
C7 C8 1.484(3) y
C8 C9 1.331(3) y
C9 C10 1.472(3) y
C10 C15 1.394(3) ?
C10 C11 1.394(3) ?
C11 C12 1.391(3) ?
C12 C13 1.391(3) ?
C12 C18 1.505(3) y
C13 C14 1.377(3) ?
C14 C15 1.389(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
C16 O1 C2 C1 3.9(3) y
C16 O1 C2 C3 -175.38(19) y
C6 C1 C2 O1 -179.16(19) ?
C6 C1 C2 C3 0.1(3) ?
C17 O2 C3 C4 -8.4(3) y
C17 O2 C3 C2 170.8(2) y
O1 C2 C3 O2 1.1(3) y
C1 C2 C3 O2 -178.24(18) ?
O1 C2 C3 C4 -179.67(19) ?
C1 C2 C3 C4 1.0(3) ?
O2 C3 C4 C5 178.19(19) ?
C2 C3 C4 C5 -0.9(3) ?
C3 C4 C5 C6 -0.2(3) ?
C4 C5 C6 C1 1.3(3) ?
C4 C5 C6 C7 -176.3(2) ?
C2 C1 C6 C5 -1.2(3) ?
C2 C1 C6 C7 176.49(18) ?
C5 C6 C7 O3 172.1(2) ?
C1 C6 C7 O3 -5.5(3) ?
C5 C6 C7 C8 -5.3(3) ?
C1 C6 C7 C8 177.06(19) ?
O3 C7 C8 C9 -9.4(3) ?
C6 C7 C8 C9 168.1(2) y
C7 C8 C9 C10 -175.3(2) y
C8 C9 C10 C15 174.0(2) y
C8 C9 C10 C11 -3.6(4) ?
C15 C10 C11 C12 -1.1(3) ?
C9 C10 C11 C12 176.44(19) ?
C10 C11 C12 C13 1.3(3) ?
C10 C11 C12 C18 -177.6(2) ?
C11 C12 C13 C14 -1.0(3) ?
C18 C12 C13 C14 178.0(2) y
C12 C13 C14 C15 0.4(3) ?
C13 C14 C15 C10 -0.2(4) ?
C11 C10 C15 C14 0.5(3) ?
C9 C10 C15 C14 -177.2(2) ?