#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/15/2221504.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_2221504
loop_
_publ_author_name
'Chantrapromma, Suchada'
'Suwunwong, Thitipone'
'Karalai, Chatchanok'
'Fun, Hoong-Kun'
_publ_section_title
;
 (E)-1-(4-Bromophenyl)-3-(2,4,6-trimethoxyphenyl)prop-2-en-1-one
;
_journal_coeditor_code           SJ2593
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o893
_journal_page_last               o894
_journal_paper_doi               10.1107/S1600536809010496
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C18 H17 Br O4'
_chemical_formula_moiety         'C18 H17 Br O4'
_chemical_formula_sum            'C18 H17 Br O4'
_chemical_formula_weight         377.22
_chemical_melting_point_gt       425
_chemical_melting_point_lt       426
_chemical_name_systematic
;
(E)-1-(4-Bromophenyl)-3-(2,4,6-trimethoxyphenyl)prop-2-en-1-one
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                104.3970(10)
_cell_angle_beta                 93.7480(10)
_cell_angle_gamma                98.7990(10)
_cell_formula_units_Z            2
_cell_length_a                   6.36900(10)
_cell_length_b                   9.25530(10)
_cell_length_c                   14.1884(2)
_cell_measurement_reflns_used    4607
_cell_measurement_temperature    100
_cell_measurement_theta_max      30.00
_cell_measurement_theta_min      2.31
_cell_volume                     795.880(19)
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'SAINT (Bruker, 2005)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
;
SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)
;
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0228
_diffrn_reflns_av_sigmaI/netI    0.0237
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            16214
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.31
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.600
_exptl_absorpt_correction_T_max  0.7011
_exptl_absorpt_correction_T_min  0.5414
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2005)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.417
_refine_diff_density_min         -0.232
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     276
_refine_ls_number_reflns         4607
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0294
_refine_ls_R_factor_gt           0.0240
_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)+(0.029P)²+0.2809P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0575
_refine_ls_wR_factor_ref         0.0598
_reflns_number_gt                4118
_reflns_number_total             4607
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sj2593.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 'Triclinic' changed to 'triclinic'
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_database_code               2221504
_cod_database_fobs_code          2221504
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Br Br1 1.13952(2) -0.293272(16) 0.461372(11) 0.02616(5) Uani d . 1 . .
O O1 0.44064(16) -0.15866(11) 0.80334(7) 0.0216(2) Uani d . 1 . .
O O2 -0.08941(16) 0.10051(10) 0.90599(7) 0.01977(19) Uani d . 1 . .
O O3 -0.16385(15) 0.59990(10) 0.87549(7) 0.01789(18) Uani d . 1 . .
O O4 0.35439(15) 0.34158(10) 0.71793(7) 0.01744(18) Uani d . 1 . .
C C1 0.6621(2) -0.08380(15) 0.59115(10) 0.0193(2) Uani d . 1 . .
C C2 0.8032(2) -0.13463(16) 0.52476(10) 0.0213(3) Uani d . 1 . .
C C3 0.9448(2) -0.22219(14) 0.55005(10) 0.0184(2) Uani d . 1 . .
C C4 0.9487(2) -0.25950(15) 0.63902(10) 0.0197(3) Uani d . 1 . .
C C5 0.8037(2) -0.21054(14) 0.70324(10) 0.0183(2) Uani d . 1 . .
C C6 0.6585(2) -0.12259(13) 0.67994(9) 0.0153(2) Uani d . 1 . .
C C7 0.4967(2) -0.07889(14) 0.74854(9) 0.0158(2) Uani d . 1 . .
C C8 0.4106(2) 0.06017(14) 0.74754(9) 0.0168(2) Uani d . 1 . .
C C9 0.2408(2) 0.08983(14) 0.79633(9) 0.0154(2) Uani d . 1 . .
C C10 0.13257(19) 0.21967(13) 0.81164(9) 0.0141(2) Uani d . 1 . .
C C11 -0.0378(2) 0.22448(13) 0.87113(9) 0.0147(2) Uani d . 1 . .
C C12 -0.1436(2) 0.34794(14) 0.89404(9) 0.0155(2) Uani d . 1 . .
C C13 -0.0755(2) 0.47186(14) 0.85774(9) 0.0145(2) Uani d . 1 . .
C C14 0.0926(2) 0.47405(14) 0.79966(9) 0.0153(2) Uani d . 1 . .
C C15 0.19197(19) 0.34849(13) 0.77554(9) 0.0139(2) Uani d . 1 . .
C C16 -0.2346(2) 0.10739(16) 0.97956(10) 0.0194(3) Uani d . 1 . .
C C17 -0.3435(2) 0.60468(16) 0.93123(10) 0.0196(3) Uani d . 1 . .
C C18 0.4171(2) 0.46747(15) 0.67761(11) 0.0198(3) Uani d . 1 . .
H H1 0.562(3) -0.026(2) 0.5736(13) 0.027(4) Uiso d . 1 . .
H H2 0.802(3) -0.108(2) 0.4646(14) 0.029(5) Uiso d . 1 . .
H H4 1.047(3) -0.321(2) 0.6562(13) 0.027(4) Uiso d . 1 . .
H H5 0.809(3) -0.2327(19) 0.7633(13) 0.024(4) Uiso d . 1 . .
H H8 0.481(3) 0.1247(19) 0.7154(12) 0.017(4) Uiso d . 1 . .
H H9 0.185(3) 0.0164(19) 0.8273(12) 0.021(4) Uiso d . 1 . .
H H12 -0.257(3) 0.3470(19) 0.9351(13) 0.022(4) Uiso d . 1 . .
H H14 0.134(3) 0.5637(19) 0.7793(12) 0.020(4) Uiso d . 1 . .
H H16A -0.182(3) 0.1914(19) 1.0344(13) 0.022(4) Uiso d . 1 . .
H H16B -0.233(3) 0.011(2) 0.9971(14) 0.030(5) Uiso d . 1 . .
H H16C -0.379(3) 0.1129(18) 0.9542(12) 0.016(4) Uiso d . 1 . .
H H17A -0.383(3) 0.700(2) 0.9308(14) 0.030(5) Uiso d . 1 . .
H H17B -0.455(3) 0.5210(19) 0.8990(12) 0.020(4) Uiso d . 1 . .
H H17C -0.302(3) 0.6012(18) 0.9976(13) 0.020(4) Uiso d . 1 . .
H H18A 0.456(3) 0.561(2) 0.7289(14) 0.028(5) Uiso d . 1 . .
H H18B 0.535(3) 0.444(2) 0.6459(14) 0.029(5) Uiso d . 1 . .
H H18C 0.302(3) 0.4758(19) 0.6301(13) 0.023(4) Uiso 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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
C11 O2 C16 . . 118.40(10) ?
C13 O3 C17 . . 118.06(10) ?
C15 O4 C18 . . 117.90(10) ?
C2 C1 C6 . . 121.15(12) ?
C2 C1 H1 . . 118.8(11) ?
C6 C1 H1 . . 120.0(11) ?
C3 C2 C1 . . 118.35(13) ?
C3 C2 H2 . . 121.6(11) ?
C1 C2 H2 . . 120.1(11) ?
C2 C3 C4 . . 121.82(13) ?
C2 C3 Br1 . . 119.49(10) ?
C4 C3 Br1 . . 118.70(10) ?
C5 C4 C3 . . 118.94(12) ?
C5 C4 H4 . . 119.5(11) ?
C3 C4 H4 . . 121.5(11) ?
C4 C5 C6 . . 120.70(12) ?
C4 C5 H5 . . 118.9(11) ?
C6 C5 H5 . . 120.4(11) ?
C1 C6 C5 . . 119.01(12) ?
C1 C6 C7 . . 121.73(11) ?
C5 C6 C7 . . 119.20(11) ?
O1 C7 C8 . . 122.63(12) ?
O1 C7 C6 . . 119.49(11) ?
C8 C7 C6 . . 117.87(11) ?
C9 C8 C7 . . 119.33(11) ?
C9 C8 H8 . . 123.4(10) ?
C7 C8 H8 . . 117.2(10) ?
C8 C9 C10 . . 130.75(12) ?
C8 C9 H9 . . 115.1(11) ?
C10 C9 H9 . . 114.1(11) ?
C11 C10 C15 . . 116.44(11) ?
C11 C10 C9 . . 118.69(11) ?
C15 C10 C9 . . 124.78(11) ?
O2 C11 C12 . . 122.08(11) ?
O2 C11 C10 . . 115.23(11) ?
C12 C11 C10 . . 122.69(11) ?
C13 C12 C11 . . 118.12(11) ?
C13 C12 H12 . . 121.9(10) ?
C11 C12 H12 . . 120.0(10) ?
O3 C13 C12 . . 123.91(11) ?
O3 C13 C14 . . 114.39(11) ?
C12 C13 C14 . . 121.70(11) ?
C15 C14 C13 . . 119.29(11) ?
C15 C14 H14 . . 123.6(10) ?
C13 C14 H14 . . 117.1(10) ?
O4 C15 C14 . . 122.54(11) ?
O4 C15 C10 . . 115.72(10) ?
C14 C15 C10 . . 121.72(11) ?
O2 C16 H16A . . 110.1(11) ?
O2 C16 H16B . . 102.7(11) ?
H16A C16 H16B . . 110.8(15) ?
O2 C16 H16C . . 112.1(10) ?
H16A C16 H16C . . 110.4(14) ?
H16B C16 H16C . . 110.5(14) ?
O3 C17 H17A . . 103.5(11) ?
O3 C17 H17B . . 108.7(10) ?
H17A C17 H17B . . 112.0(15) ?
O3 C17 H17C . . 110.5(10) ?
H17A C17 H17C . . 110.8(15) ?
H17B C17 H17C . . 111.1(14) ?
O4 C18 H18A . . 111.0(11) ?
O4 C18 H18B . . 104.2(11) ?
H18A C18 H18B . . 110.1(15) ?
O4 C18 H18C . . 110.9(10) ?
H18A C18 H18C . . 110.4(15) ?
H18B C18 H18C . . 110.0(15) ?
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
Br1 C3 . 1.8963(13) ?
O1 C7 . 1.2321(15) ?
O2 C11 . 1.3627(14) ?
O2 C16 . 1.4351(15) ?
O3 C13 . 1.3634(15) ?
O3 C17 . 1.4326(16) ?
O4 C15 . 1.3591(14) ?
O4 C18 . 1.4364(15) ?
C1 C2 . 1.3910(19) ?
C1 C6 . 1.3939(18) ?
C1 H1 . 0.953(18) ?
C2 C3 . 1.388(2) ?
C2 H2 . 0.943(19) ?
C3 C4 . 1.3888(19) ?
C4 C5 . 1.3858(19) ?
C4 H4 . 0.965(18) ?
C5 C6 . 1.3969(18) ?
C5 H5 . 0.924(18) ?
C6 C7 . 1.4954(17) ?
C7 C8 . 1.4768(17) ?
C8 C9 . 1.3486(18) ?
C8 H8 . 0.920(17) ?
C9 C10 . 1.4524(17) ?
C9 H9 . 0.936(17) ?
C10 C11 . 1.4171(17) ?
C10 C15 . 1.4205(16) ?
C11 C12 . 1.3943(17) ?
C12 C13 . 1.3927(17) ?
C12 H12 . 0.957(18) ?
C13 C14 . 1.3937(17) ?
C14 C15 . 1.3870(17) ?
C14 H14 . 0.950(17) ?
C16 H16A . 0.953(18) ?
C16 H16B . 0.985(19) ?
C16 H16C . 0.980(17) ?
C17 H17A . 0.956(18) ?
C17 H17B . 0.961(17) ?
C17 H17C . 0.971(17) ?
C18 H18A . 0.971(19) ?
C18 H18B . 0.93(2) ?
C18 H18C . 0.987(18) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C5 H5 O3 1_645 0.925(18) 2.497(18) 3.3572(17) 154.9(15) y
C8 H8 O4 1_555 0.920(18) 2.268(18) 2.8103(16) 117.2(14) y
C9 H9 O1 1_555 0.936(18) 2.449(19) 2.8128(17) 103.1(13) y
C9 H9 O2 1_555 0.936(18) 2.269(19) 2.6960(16) 107.1(14) y
C18 H18A O1 1_565 0.968(19) 2.566(19) 3.4518(18) 152.1(15) y
C17 H17C Cg1 2_567 0.971(17) 2.754(18) 3.6601(14) 155.6(14) y
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
C6 C1 C2 C3 . . . . -1.6(2) ?
C1 C2 C3 C4 . . . . 0.0(2) ?
C1 C2 C3 Br1 . . . . -179.94(10) ?
C2 C3 C4 C5 . . . . 1.4(2) ?
Br1 C3 C4 C5 . . . . -178.66(10) ?
C3 C4 C5 C6 . . . . -1.2(2) ?
C2 C1 C6 C5 . . . . 1.8(2) ?
C2 C1 C6 C7 . . . . -175.19(12) ?
C4 C5 C6 C1 . . . . -0.4(2) ?
C4 C5 C6 C7 . . . . 176.71(12) ?
C1 C6 C7 O1 . . . . 151.49(13) ?
C5 C6 C7 O1 . . . . -25.51(18) ?
C1 C6 C7 C8 . . . . -28.65(18) ?
C5 C6 C7 C8 . . . . 154.35(12) ?
O1 C7 C8 C9 . . . . -10.8(2) ?
C6 C7 C8 C9 . . . . 169.35(12) ?
C7 C8 C9 C10 . . . . 176.36(12) ?
C8 C9 C10 C11 . . . . -176.74(13) ?
C8 C9 C10 C15 . . . . -0.4(2) ?
C16 O2 C11 C12 . . . . -9.31(18) ?
C16 O2 C11 C10 . . . . 169.65(11) ?
C15 C10 C11 O2 . . . . -179.05(11) ?
C9 C10 C11 O2 . . . . -2.38(17) ?
C15 C10 C11 C12 . . . . -0.09(18) ?
C9 C10 C11 C12 . . . . 176.58(12) ?
O2 C11 C12 C13 . . . . 177.93(11) ?
C10 C11 C12 C13 . . . . -0.96(19) ?
C17 O3 C13 C12 . . . . -2.84(18) ?
C17 O3 C13 C14 . . . . 177.45(11) ?
C11 C12 C13 O3 . . . . -179.38(11) ?
C11 C12 C13 C14 . . . . 0.31(19) ?
O3 C13 C14 C15 . . . . -178.89(11) ?
C12 C13 C14 C15 . . . . 1.40(19) ?
C18 O4 C15 C14 . . . . -2.80(18) ?
C18 O4 C15 C10 . . . . 178.51(11) ?
C13 C14 C15 O4 . . . . 178.88(11) ?
C13 C14 C15 C10 . . . . -2.52(19) ?
C11 C10 C15 O4 . . . . -179.45(10) ?
C9 C10 C15 O4 . . . . 4.10(18) ?
C11 C10 C15 C14 . . . . 1.86(18) ?
C9 C10 C15 C14 . . . . -174.59(12) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 24742021
