#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/30/2223080.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_2223080
loop_
_publ_author_name
'Feng, Zhiguo'
'Li, Junhua'
'Lin, Yi'
_publ_section_title
;
 (1E,4E)-1,5-Bis(2,4-dimethylphenyl)penta-1,4-dien-3-one
;
_journal_coeditor_code           HB5050
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2275
_journal_paper_doi               10.1107/S1600536809033583
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C21 H22 O'
_chemical_formula_moiety         'C21 H22 O'
_chemical_formula_sum            'C21 H22 O'
_chemical_formula_weight         290.39
_chemical_name_systematic
;
(1E,4E)-1,5-Bis(2,4-dimethylphenyl)penta-1,4-dien-3-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                 94.090(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   4.9548(7)
_cell_length_b                   26.555(4)
_cell_length_c                   12.9632(19)
_cell_measurement_reflns_used    1845
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      44.136
_cell_measurement_theta_min      4.391
_cell_volume                     1701.3(4)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2002)'
_computing_data_reduction        'SAINT (Bruker, 2002)'
_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      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       ω
_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  0.0947
_diffrn_reflns_av_sigmaI/netI    0.0813
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            8842
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         1.53
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.769
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2002)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.134
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.213
_refine_diff_density_min         -0.209
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.965
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         3128
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.965
_refine_ls_R_factor_all          0.0906
_refine_ls_R_factor_gt           0.0645
_refine_ls_shift/su_max          0.057
_refine_ls_shift/su_mean         0.006
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0858P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1595
_refine_ls_wR_factor_ref         0.1730
_reflns_number_gt                2007
_reflns_number_total             3128
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb5050.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      'P 21/c'
_cod_database_code               2223080
_cod_database_fobs_code          2223080
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
O O1 1.4353(4) 0.35616(7) 0.08357(12) 0.0700(5) Uani d . 1 . .
C C1 1.2047(5) 0.36963(8) 0.09662(16) 0.0510(6) Uani d . 1 . .
C C2 1.0758(5) 0.35782(8) 0.19171(16) 0.0528(6) Uani d . 1 . .
H H2 0.9031 0.3703 0.1994 0.063 Uiso calc R 1 . .
C C3 1.1920(4) 0.33037(8) 0.26714(16) 0.0479(6) Uani d . 1 . .
H H3 1.3621 0.3173 0.2566 0.057 Uiso calc R 1 . .
C C4 1.0435(5) 0.39838(8) 0.01739(16) 0.0545(6) Uani d . 1 . .
H H4 0.8698 0.4083 0.0313 0.065 Uiso calc R 1 . .
C C5 1.1329(5) 0.41070(8) -0.07216(16) 0.0516(6) Uani d . 1 . .
H H5 1.3019 0.3982 -0.0860 0.062 Uiso calc R 1 . .
C C6 0.9942(4) 0.44212(7) -0.15263(16) 0.0473(6) Uani d . 1 . .
C C7 1.0565(4) 0.43873(7) -0.25633(16) 0.0493(6) Uani d . 1 . .
C C8 0.9237(5) 0.47084(8) -0.32771(17) 0.0557(6) Uani d . 1 . .
H H8 0.9633 0.4684 -0.3966 0.067 Uiso calc R 1 . .
C C9 0.7367(5) 0.50614(8) -0.30192(18) 0.0570(6) Uani d . 1 . .
C C10 0.6759(5) 0.50852(9) -0.19985(19) 0.0645(7) Uani d . 1 . .
H H10 0.5482 0.5316 -0.1801 0.077 Uiso calc R 1 . .
C C11 0.8023(5) 0.47709(9) -0.12683(18) 0.0603(6) Uani d . 1 . .
H H11 0.7577 0.4794 -0.0585 0.072 Uiso calc R 1 . .
C C12 1.0812(4) 0.31833(7) 0.36552(15) 0.0455(5) Uani d . 1 . .
C C13 0.8956(5) 0.34978(8) 0.40688(17) 0.0564(6) Uani d . 1 . .
H H13 0.8429 0.3789 0.3710 0.068 Uiso calc R 1 . .
C C14 0.7855(5) 0.33986(9) 0.49876(18) 0.0614(7) Uani d . 1 . .
H H14 0.6607 0.3620 0.5239 0.074 Uiso calc R 1 . .
C C15 0.8597(5) 0.29692(9) 0.55428(16) 0.0544(6) Uani d . 1 . .
C C16 1.0474(4) 0.26532(9) 0.51378(16) 0.0535(6) Uani d . 1 . .
H H16 1.0998 0.2365 0.5506 0.064 Uiso calc R 1 . .
C C17 1.1613(4) 0.27453(8) 0.42090(15) 0.0466(5) Uani d . 1 . .
C C18 1.2581(5) 0.40116(8) -0.29188(17) 0.0626(7) Uani d . 1 . .
H H18A 1.2595 0.4025 -0.3658 0.094 Uiso calc R 1 . .
H H18B 1.2081 0.3679 -0.2712 0.094 Uiso calc R 1 . .
H H18C 1.4350 0.4091 -0.2613 0.094 Uiso calc R 1 . .
C C19 0.5986(6) 0.54084(9) -0.3819(2) 0.0795(8) Uani d . 1 . .
H H19A 0.6863 0.5383 -0.4453 0.119 Uiso calc R 1 . .
H H19B 0.6098 0.5749 -0.3572 0.119 Uiso calc R 1 . .
H H19C 0.4120 0.5313 -0.3938 0.119 Uiso calc R 1 . .
C C20 1.3587(5) 0.23772(9) 0.38199(18) 0.0640(7) Uani d . 1 . .
H H20A 1.3890 0.2110 0.4313 0.096 Uiso calc R 1 . .
H H20B 1.5267 0.2545 0.3725 0.096 Uiso calc R 1 . .
H H20C 1.2871 0.2240 0.3172 0.096 Uiso calc R 1 . .
C C21 0.7377(5) 0.28438(12) 0.65406(18) 0.0784(8) Uani d . 1 . .
H H21A 0.6361 0.3127 0.6761 0.118 Uiso calc R 1 . .
H H21B 0.8792 0.2765 0.7060 0.118 Uiso calc R 1 . .
H H21C 0.6198 0.2559 0.6438 0.118 Uiso calc R 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'
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
O1 C1 C2 . . 121.6(2) ?
O1 C1 C4 . . 121.5(2) ?
C2 C1 C4 . . 116.9(2) ?
C3 C2 C1 . . 123.4(2) ?
C3 C2 H2 . . 118.3 ?
C1 C2 H2 . . 118.3 ?
C2 C3 C12 . . 126.7(2) ?
C2 C3 H3 . . 116.6 ?
C12 C3 H3 . . 116.7 ?
C5 C4 C1 . . 123.1(2) ?
C5 C4 H4 . . 118.4 ?
C1 C4 H4 . . 118.4 ?
C4 C5 C6 . . 126.8(2) ?
C4 C5 H5 . . 116.6 ?
C6 C5 H5 . . 116.6 ?
C11 C6 C7 . . 118.4(2) ?
C11 C6 C5 . . 120.2(2) ?
C7 C6 C5 . . 121.4(2) ?
C8 C7 C6 . . 118.2(2) ?
C8 C7 C18 . . 119.7(2) ?
C6 C7 C18 . . 122.09(19) ?
C9 C8 C7 . . 123.5(2) ?
C9 C8 H8 . . 118.3 ?
C7 C8 H8 . . 118.3 ?
C8 C9 C10 . . 117.5(2) ?
C8 C9 C19 . . 121.9(2) ?
C10 C9 C19 . . 120.7(2) ?
C11 C10 C9 . . 120.8(2) ?
C11 C10 H10 . . 119.6 ?
C9 C10 H10 . . 119.6 ?
C10 C11 C6 . . 121.7(2) ?
C10 C11 H11 . . 119.2 ?
C6 C11 H11 . . 119.1 ?
C13 C12 C17 . . 118.2(2) ?
C13 C12 C3 . . 120.67(19) ?
C17 C12 C3 . . 121.08(19) ?
C14 C13 C12 . . 122.6(2) ?
C14 C13 H13 . . 118.7 ?
C12 C13 H13 . . 118.7 ?
C13 C14 C15 . . 120.2(2) ?
C13 C14 H14 . . 119.9 ?
C15 C14 H14 . . 119.9 ?
C14 C15 C16 . . 117.6(2) ?
C14 C15 C21 . . 121.4(2) ?
C16 C15 C21 . . 121.0(2) ?
C15 C16 C17 . . 123.3(2) ?
C15 C16 H16 . . 118.4 ?
C17 C16 H16 . . 118.4 ?
C16 C17 C12 . . 118.1(2) ?
C16 C17 C20 . . 119.59(19) ?
C12 C17 C20 . . 122.3(2) ?
C7 C18 H18A . . 109.5 ?
C7 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C7 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C9 C19 H19A . . 109.5 ?
C9 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C9 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C17 C20 H20A . . 109.5 ?
C17 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C17 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
C15 C21 H21A . . 109.5 ?
C15 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C15 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
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
O1 C1 . 1.221(3) ?
C1 C2 . 1.462(3) ?
C1 C4 . 1.469(3) ?
C2 C3 . 1.319(3) ?
C2 H2 . 0.9300 ?
C3 C12 . 1.459(3) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.313(3) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.468(3) ?
C5 H5 . 0.9300 ?
C6 C11 . 1.387(3) ?
C6 C7 . 1.403(3) ?
C7 C8 . 1.389(3) ?
C7 C18 . 1.507(3) ?
C8 C9 . 1.376(3) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.379(3) ?
C9 C19 . 1.513(3) ?
C10 C11 . 1.379(3) ?
C10 H10 . 0.9300 ?
C11 H11 . 0.9300 ?
C12 C13 . 1.379(3) ?
C12 C17 . 1.409(3) ?
C13 C14 . 1.370(3) ?
C13 H13 . 0.9300 ?
C14 C15 . 1.384(3) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.383(3) ?
C15 C21 . 1.504(3) ?
C16 C17 . 1.388(3) ?
C16 H16 . 0.9300 ?
C17 C20 . 1.496(3) ?
C18 H18A . 0.9600 ?
C18 H18B . 0.9600 ?
C18 H18C . 0.9600 ?
C19 H19A . 0.9600 ?
C19 H19B . 0.9600 ?
C19 H19C . 0.9600 ?
C20 H20A . 0.9600 ?
C20 H20B . 0.9600 ?
C20 H20C . 0.9600 ?
C21 H21A . 0.9601 ?
C21 H21B . 0.9601 ?
C21 H21C . 0.9601 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 C1 C2 C3 . . . . -3.1(3) ?
C4 C1 C2 C3 . . . . 176.8(2) ?
C1 C2 C3 C12 . . . . 177.8(2) ?
O1 C1 C4 C5 . . . . 1.1(4) ?
C2 C1 C4 C5 . . . . -178.8(2) ?
C1 C4 C5 C6 . . . . -175.49(19) ?
C4 C5 C6 C11 . . . . 24.6(3) ?
C4 C5 C6 C7 . . . . -157.2(2) ?
C11 C6 C7 C8 . . . . 0.4(3) ?
C5 C6 C7 C8 . . . . -177.83(18) ?
C11 C6 C7 C18 . . . . -178.7(2) ?
C5 C6 C7 C18 . . . . 3.0(3) ?
C6 C7 C8 C9 . . . . 0.7(3) ?
C18 C7 C8 C9 . . . . 179.9(2) ?
C7 C8 C9 C10 . . . . -1.4(3) ?
C7 C8 C9 C19 . . . . 179.3(2) ?
C8 C9 C10 C11 . . . . 1.0(4) ?
C19 C9 C10 C11 . . . . -179.7(2) ?
C9 C10 C11 C6 . . . . 0.1(4) ?
C7 C6 C11 C10 . . . . -0.8(3) ?
C5 C6 C11 C10 . . . . 177.5(2) ?
C2 C3 C12 C13 . . . . -26.1(3) ?
C2 C3 C12 C17 . . . . 154.2(2) ?
C17 C12 C13 C14 . . . . -0.5(3) ?
C3 C12 C13 C14 . . . . 179.7(2) ?
C12 C13 C14 C15 . . . . 0.1(4) ?
C13 C14 C15 C16 . . . . 0.4(4) ?
C13 C14 C15 C21 . . . . -178.5(2) ?
C14 C15 C16 C17 . . . . -0.4(3) ?
C21 C15 C16 C17 . . . . 178.4(2) ?
C15 C16 C17 C12 . . . . 0.1(3) ?
C15 C16 C17 C20 . . . . -178.8(2) ?
C13 C12 C17 C16 . . . . 0.4(3) ?
C3 C12 C17 C16 . . . . -179.83(19) ?
C13 C12 C17 C20 . . . . 179.2(2) ?
C3 C12 C17 C20 . . . . -1.0(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 24670586
