#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/61/2226143.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_2226143
loop_
_publ_author_name
'Zhou, Yu-xia'
_publ_section_title
;
 1-(4-Bromophenyl)-3-(3,4-dimethylphenyl)prop-2-en-1-one
;
_journal_coeditor_code           HB5445
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1412
_journal_paper_doi               10.1107/S1600536810018106
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C17 H15 Br O'
_chemical_formula_moiety         'C17 H15 Br O'
_chemical_formula_sum            'C17 H15 Br O'
_chemical_formula_weight         315.20
_chemical_name_systematic
;
1-(4-Bromophenyl)-3-(3,4-dimethylphenyl)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                99.054(4)
_cell_angle_beta                 99.602(4)
_cell_angle_gamma                95.659(4)
_cell_formula_units_Z            2
_cell_length_a                   5.9786(14)
_cell_length_b                   7.8437(19)
_cell_length_c                   15.744(4)
_cell_measurement_reflns_used    2198
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.50
_cell_measurement_theta_min      1.33
_cell_volume                     713.0(3)
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        'SAINT (Bruker, 1997)'
_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 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       'phi and omega 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  0.0185
_diffrn_reflns_av_sigmaI/netI    0.0316
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            3911
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         1.33
_exptl_absorpt_coefficient_mu    2.872
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.468
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       bar
_exptl_crystal_F_000             320
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.445
_refine_diff_density_min         -0.598
_refine_ls_extinction_coef       0.048(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2620
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.0425
_refine_ls_R_factor_gt           0.0330
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0480P)²+0.2458P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0844
_refine_ls_wR_factor_ref         0.0950
_reflns_number_gt                2198
_reflns_number_total             2620
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            hb5445.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 
;
_cod_database_code               2226143
_cod_database_fobs_code          2226143
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 Br 0.57731(6) 0.43242(4) 0.100602(19) 0.06655(18) Uani d . 1 . .
C C11 0.5449(5) 0.3857(3) 0.21288(17) 0.0440(6) Uani d . 1 . .
O O 0.2750(3) 0.2761(3) 0.48223(13) 0.0628(6) Uani d . 1 . .
C C10 0.7328(5) 0.4220(4) 0.27985(18) 0.0482(6) Uani d . 1 . .
H H10A 0.8724 0.4717 0.2706 0.058 Uiso calc R 1 . .
C C17 0.4645(5) 0.2760(4) 0.46327(17) 0.0455(6) Uani d . 1 . .
C C12 0.3349(5) 0.3142(4) 0.22550(18) 0.0506(7) Uani d . 1 . .
H H12A 0.2100 0.2898 0.1796 0.061 Uiso calc R 1 . .
C C9 0.7107(4) 0.3834(3) 0.36099(17) 0.0448(6) Uani d . 1 . .
H H9A 0.8374 0.4048 0.4061 0.054 Uiso calc R 1 . .
C C8 0.5010(4) 0.3129(3) 0.37593(16) 0.0395(5) Uani d . 1 . .
C C6 1.1464(4) 0.0981(3) 0.80706(18) 0.0453(6) Uani d . 1 . .
C C5 0.9589(4) 0.1781(4) 0.82839(17) 0.0448(6) Uani d . 1 . .
C C3 0.8289(4) 0.1904(3) 0.67426(17) 0.0408(6) Uani d . 1 . .
C C4 0.8024(4) 0.2208(3) 0.76150(17) 0.0437(6) Uani d . 1 . .
H H4A 0.6759 0.2714 0.7755 0.052 Uiso calc R 1 . .
C C16 0.6528(5) 0.2356(3) 0.60745(17) 0.0437(6) Uani d . 1 . .
H H16A 0.5194 0.2656 0.6256 0.052 Uiso calc R 1 . .
C C2 1.0206(5) 0.1157(3) 0.65442(18) 0.0459(6) Uani d . 1 . .
H H2A 1.0448 0.0967 0.5970 0.055 Uiso calc R 1 . .
C C7 0.3131(5) 0.2796(4) 0.30725(17) 0.0464(6) Uani d . 1 . .
H H7A 0.1717 0.2335 0.3167 0.056 Uiso calc R 1 . .
C C15 0.6631(5) 0.2384(4) 0.52402(18) 0.0477(6) Uani d . 1 . .
H H15A 0.7966 0.2164 0.5036 0.057 Uiso calc R 1 . .
C C1 1.1749(5) 0.0697(3) 0.72054(19) 0.0474(6) Uani d . 1 . .
H H1A 1.3008 0.0184 0.7064 0.057 Uiso calc R 1 . .
C C14 0.9249(6) 0.2180(5) 0.9221(2) 0.0674(9) Uani d . 1 . .
H H14A 0.7885 0.2726 0.9242 0.101 Uiso calc R 1 . .
H H14B 1.0541 0.2950 0.9567 0.101 Uiso calc R 1 . .
H H14C 0.9103 0.1119 0.9450 0.101 Uiso calc R 1 . .
C C13 1.3147(6) 0.0413(4) 0.8765(2) 0.0635(8) Uani d . 1 . .
H H13A 1.4312 -0.0106 0.8501 0.095 Uiso calc R 1 . .
H H13B 1.2362 -0.0421 0.9034 0.095 Uiso calc R 1 . .
H H13C 1.3838 0.1406 0.9201 0.095 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'
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
C10 C11 C12 . . 121.5(2) ?
C10 C11 Br . . 119.1(2) ?
C12 C11 Br . . 119.4(2) ?
C11 C10 C9 . . 119.1(2) ?
C11 C10 H10A . . 120.5 ?
C9 C10 H10A . . 120.5 ?
O C17 C15 . . 122.0(3) ?
O C17 C8 . . 119.9(2) ?
C15 C17 C8 . . 118.0(2) ?
C11 C12 C7 . . 119.1(2) ?
C11 C12 H12A . . 120.5 ?
C7 C12 H12A . . 120.5 ?
C10 C9 C8 . . 120.8(2) ?
C10 C9 H9A . . 119.6 ?
C8 C9 H9A . . 119.6 ?
C9 C8 C7 . . 118.9(2) ?
C9 C8 C17 . . 123.1(2) ?
C7 C8 C17 . . 117.9(2) ?
C1 C6 C5 . . 119.0(2) ?
C1 C6 C13 . . 120.0(3) ?
C5 C6 C13 . . 121.0(3) ?
C4 C5 C6 . . 118.9(2) ?
C4 C5 C14 . . 120.0(2) ?
C6 C5 C14 . . 121.1(3) ?
C2 C3 C4 . . 118.2(2) ?
C2 C3 C16 . . 123.1(2) ?
C4 C3 C16 . . 118.8(2) ?
C5 C4 C3 . . 122.3(2) ?
C5 C4 H4A . . 118.9 ?
C3 C4 H4A . . 118.9 ?
C15 C16 C3 . . 127.2(3) ?
C15 C16 H16A . . 116.4 ?
C3 C16 H16A . . 116.4 ?
C1 C2 C3 . . 119.9(2) ?
C1 C2 H2A . . 120.1 ?
C3 C2 H2A . . 120.1 ?
C12 C7 C8 . . 120.7(2) ?
C12 C7 H7A . . 119.7 ?
C8 C7 H7A . . 119.7 ?
C16 C15 C17 . . 120.7(3) ?
C16 C15 H15A . . 119.6 ?
C17 C15 H15A . . 119.6 ?
C6 C1 C2 . . 121.8(2) ?
C6 C1 H1A . . 119.1 ?
C2 C1 H1A . . 119.1 ?
C5 C14 H14A . . 109.5 ?
C5 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C5 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C6 C13 H13A . . 109.5 ?
C6 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C6 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 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
Br C11 . 1.898(3) ?
C11 C10 . 1.379(4) ?
C11 C12 . 1.382(4) ?
O C17 . 1.219(3) ?
C10 C9 . 1.382(4) ?
C10 H10A . 0.9300 ?
C17 C15 . 1.480(4) ?
C17 C8 . 1.495(4) ?
C12 C7 . 1.381(4) ?
C12 H12A . 0.9300 ?
C9 C8 . 1.391(4) ?
C9 H9A . 0.9300 ?
C8 C7 . 1.396(4) ?
C6 C1 . 1.387(4) ?
C6 C5 . 1.400(4) ?
C6 C13 . 1.510(4) ?
C5 C4 . 1.393(4) ?
C5 C14 . 1.512(4) ?
C3 C2 . 1.396(4) ?
C3 C4 . 1.395(4) ?
C3 C16 . 1.470(4) ?
C4 H4A . 0.9300 ?
C16 C15 . 1.329(4) ?
C16 H16A . 0.9300 ?
C2 C1 . 1.389(4) ?
C2 H2A . 0.9300 ?
C7 H7A . 0.9300 ?
C15 H15A . 0.9300 ?
C1 H1A . 0.9300 ?
C14 H14A . 0.9600 ?
C14 H14B . 0.9600 ?
C14 H14C . 0.9600 ?
C13 H13A . 0.9600 ?
C13 H13B . 0.9600 ?
C13 H13C . 0.9600 ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 24745113
