#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/49/2224923.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_2224923
loop_
_publ_author_name
'Jeyaseelan, S.'
'Devarajegowda, H. C.'
'Venkatarama, G.'
'Vinduvahini, M.'
'D'souza, Alphonsus'
_publ_section_title
;
 1-(1-Benzofuran-2-yl)-3-(4-chlorophenyl)prop-2-en-1-one
;
_journal_coeditor_code           CI5024
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o466
_journal_paper_doi               10.1107/S1600536810003004
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C17 H11 Cl O2'
_chemical_formula_moiety         'C17 H11 Cl O2'
_chemical_formula_sum            'C17 H11 Cl O2'
_chemical_formula_weight         282.71
_chemical_melting_point          398
_chemical_name_systematic
;
1-(1-Benzofuran-2-yl)-3-(4-chlorophenyl)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                 93.039(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.9034(12)
_cell_length_b                   14.1393(12)
_cell_length_c                   5.9572(5)
_cell_measurement_reflns_used    3323
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.35
_cell_measurement_theta_min      1.28
_cell_volume                     1337.67(19)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2001)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'ω and φ 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  0.0264
_diffrn_reflns_av_sigmaI/netI    0.0212
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            12871
_diffrn_reflns_reduction_process
;
;
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.35
_diffrn_reflns_theta_min         1.28
_diffrn_standards_interval_count -
_diffrn_standards_interval_time  -
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.283
_exptl_absorpt_correction_T_max  0.972
_exptl_absorpt_correction_T_min  0.940
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.208
_refine_diff_density_min         -0.236
_refine_ls_extinction_coef       0.0117(16)
_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   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         3323
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0403
_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)+(0.0527P)²+0.3221P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1059
_refine_ls_wR_factor_ref         0.1150
_reflns_number_gt                2665
_reflns_number_total             3323
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ci5024.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               2224923
_cod_database_fobs_code          2224923
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 1.22464(9) 0.64723(11) 0.5466(3) 0.0508(4) Uani d . 1 . .
H H1 1.1909 0.6671 0.4232 0.061 Uiso calc R 1 . .
C C2 1.31402(10) 0.64001(11) 0.5583(2) 0.0497(3) Uani d . 1 . .
C C3 1.37837(12) 0.65858(13) 0.4117(3) 0.0628(4) Uani d . 1 . .
H H3 1.3660 0.6820 0.2679 0.075 Uiso calc R 1 . .
C C4 1.45972(12) 0.64125(15) 0.4865(3) 0.0717(5) Uani d . 1 . .
H H4 1.5031 0.6535 0.3920 0.086 Uiso calc R 1 . .
C C5 1.47890(11) 0.60577(15) 0.7004(3) 0.0692(5) Uani d . 1 . .
H H5 1.5349 0.5939 0.7447 0.083 Uiso calc R 1 . .
C C6 1.41797(10) 0.58781(13) 0.8476(3) 0.0595(4) Uani d . 1 . .
H H6 1.4311 0.5644 0.9911 0.071 Uiso calc R 1 . .
C C7 1.33559(9) 0.60625(11) 0.7727(2) 0.0485(3) Uani d . 1 . .
C C8 1.19823(9) 0.62016(11) 0.7456(3) 0.0517(4) Uani d . 1 . .
C C9 1.11355(10) 0.61170(12) 0.8310(3) 0.0540(4) Uani d . 1 . .
C C10 1.04368(10) 0.62421(13) 0.6625(3) 0.0560(4) Uani d . 1 . .
H H10 1.0546 0.6508 0.5242 0.067 Uiso calc R 1 . .
C C11 0.96572(9) 0.59891(11) 0.7013(3) 0.0493(3) Uani d . 1 . .
H H11 0.9572 0.5719 0.8407 0.059 Uiso calc R 1 . .
C C12 0.89149(8) 0.60906(10) 0.5471(2) 0.0440(3) Uani d . 1 . .
C C13 0.81273(9) 0.58296(11) 0.6193(2) 0.0480(3) Uani d . 1 . .
H H13 0.8090 0.5549 0.7596 0.058 Uiso calc R 1 . .
C C14 0.74015(9) 0.59803(11) 0.4862(3) 0.0501(3) Uani d . 1 . .
H H14 0.6879 0.5812 0.5368 0.060 Uiso calc R 1 . .
C C15 0.74645(9) 0.63839(11) 0.2773(2) 0.0473(3) Uani d . 1 . .
C C16 0.82376(9) 0.66272(11) 0.1978(2) 0.0493(3) Uani d . 1 . .
H H16 0.8271 0.6888 0.0553 0.059 Uiso calc R 1 . .
C C17 0.89576(9) 0.64786(11) 0.3322(2) 0.0489(3) Uani d . 1 . .
H H17 0.9479 0.6638 0.2792 0.059 Uiso calc R 1 . .
O O1 1.26490(6) 0.59456(8) 0.89122(17) 0.0552(3) Uani d . 1 . .
O O2 1.10294(8) 0.59470(11) 1.0286(2) 0.0755(4) Uani d . 1 . .
Cl Cl1 0.65624(3) 0.66004(4) 0.10847(8) 0.06940(17) 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'
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
C8 C1 C2 . . 107.24(13) ?
C8 C1 H1 . . 126.4 ?
C2 C1 H1 . . 126.4 ?
C7 C2 C3 . . 118.89(14) ?
C7 C2 C1 . . 105.49(14) ?
C3 C2 C1 . . 135.61(15) ?
C4 C3 C2 . . 118.14(16) ?
C4 C3 H3 . . 120.9 ?
C2 C3 H3 . . 120.9 ?
C3 C4 C5 . . 121.44(17) ?
C3 C4 H4 . . 119.3 ?
C5 C4 H4 . . 119.3 ?
C6 C5 C4 . . 121.88(17) ?
C6 C5 H5 . . 119.1 ?
C4 C5 H5 . . 119.1 ?
C5 C6 C7 . . 116.70(16) ?
C5 C6 H6 . . 121.7 ?
C7 C6 H6 . . 121.7 ?
O1 C7 C6 . . 126.81(14) ?
O1 C7 C2 . . 110.25(12) ?
C6 C7 C2 . . 122.94(15) ?
C1 C8 O1 . . 111.44(14) ?
C1 C8 C9 . . 131.92(14) ?
O1 C8 C9 . . 116.62(14) ?
O2 C9 C10 . . 122.98(15) ?
O2 C9 C8 . . 121.69(14) ?
C10 C9 C8 . . 115.33(14) ?
C11 C10 C9 . . 122.03(15) ?
C11 C10 H10 . . 119.0 ?
C9 C10 H10 . . 119.0 ?
C10 C11 C12 . . 126.58(15) ?
C10 C11 H11 . . 116.7 ?
C12 C11 H11 . . 116.7 ?
C13 C12 C17 . . 118.30(13) ?
C13 C12 C11 . . 119.20(13) ?
C17 C12 C11 . . 122.45(13) ?
C14 C13 C12 . . 121.23(13) ?
C14 C13 H13 . . 119.4 ?
C12 C13 H13 . . 119.4 ?
C15 C14 C13 . . 118.93(13) ?
C15 C14 H14 . . 120.5 ?
C13 C14 H14 . . 120.5 ?
C14 C15 C16 . . 121.37(13) ?
C14 C15 Cl1 . . 119.95(12) ?
C16 C15 Cl1 . . 118.68(11) ?
C17 C16 C15 . . 119.29(13) ?
C17 C16 H16 . . 120.4 ?
C15 C16 H16 . . 120.4 ?
C16 C17 C12 . . 120.83(13) ?
C16 C17 H17 . . 119.6 ?
C12 C17 H17 . . 119.6 ?
C7 O1 C8 . . 105.57(12) ?
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 C8 . 1.335(2) ?
C1 C2 . 1.423(2) ?
C1 H1 . 0.93 ?
C2 C7 . 1.389(2) ?
C2 C3 . 1.405(2) ?
C3 C4 . 1.368(3) ?
C3 H3 . 0.93 ?
C4 C5 . 1.388(3) ?
C4 H4 . 0.93 ?
C5 C6 . 1.365(3) ?
C5 H5 . 0.93 ?
C6 C7 . 1.386(2) ?
C6 H6 . 0.93 ?
C7 O1 . 1.3690(18) ?
C8 O1 . 1.3820(17) ?
C8 C9 . 1.469(2) ?
C9 O2 . 1.2216(19) ?
C9 C10 . 1.468(2) ?
C10 C11 . 1.323(2) ?
C10 H10 . 0.93 ?
C11 C12 . 1.4641(19) ?
C11 H11 . 0.93 ?
C12 C13 . 1.3954(19) ?
C12 C17 . 1.398(2) ?
C13 C14 . 1.382(2) ?
C13 H13 . 0.93 ?
C14 C15 . 1.377(2) ?
C14 H14 . 0.93 ?
C15 C16 . 1.384(2) ?
C15 Cl1 . 1.7352(15) ?
C16 C17 . 1.378(2) ?
C16 H16 . 0.93 ?
C17 H17 . 0.93 ?
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
C8 C1 C2 C7 . . . . 0.86(17) ?
C8 C1 C2 C3 . . . . -178.91(18) ?
C7 C2 C3 C4 . . . . 0.8(2) ?
C1 C2 C3 C4 . . . . -179.41(18) ?
C2 C3 C4 C5 . . . . 0.4(3) ?
C3 C4 C5 C6 . . . . -1.0(3) ?
C4 C5 C6 C7 . . . . 0.4(3) ?
C5 C6 C7 O1 . . . . -179.32(16) ?
C5 C6 C7 C2 . . . . 0.9(3) ?
C3 C2 C7 O1 . . . . 178.67(14) ?
C1 C2 C7 O1 . . . . -1.15(17) ?
C3 C2 C7 C6 . . . . -1.5(2) ?
C1 C2 C7 C6 . . . . 178.64(15) ?
C2 C1 C8 O1 . . . . -0.28(18) ?
C2 C1 C8 C9 . . . . -179.04(16) ?
C1 C8 C9 O2 . . . . -172.20(18) ?
O1 C8 C9 O2 . . . . 9.1(2) ?
C1 C8 C9 C10 . . . . 8.3(3) ?
O1 C8 C9 C10 . . . . -170.36(14) ?
O2 C9 C10 C11 . . . . -14.3(3) ?
C8 C9 C10 C11 . . . . 165.10(16) ?
C9 C10 C11 C12 . . . . 179.27(15) ?
C10 C11 C12 C13 . . . . -176.76(16) ?
C10 C11 C12 C17 . . . . 0.4(3) ?
C17 C12 C13 C14 . . . . -2.4(2) ?
C11 C12 C13 C14 . . . . 174.96(14) ?
C12 C13 C14 C15 . . . . 0.9(2) ?
C13 C14 C15 C16 . . . . 0.9(2) ?
C13 C14 C15 Cl1 . . . . -178.88(12) ?
C14 C15 C16 C17 . . . . -1.2(2) ?
Cl1 C15 C16 C17 . . . . 178.57(12) ?
C15 C16 C17 C12 . . . . -0.3(2) ?
C13 C12 C17 C16 . . . . 2.0(2) ?
C11 C12 C17 C16 . . . . -175.20(14) ?
C6 C7 O1 C8 . . . . -178.80(16) ?
C2 C7 O1 C8 . . . . 0.98(16) ?
C1 C8 O1 C7 . . . . -0.42(17) ?
C9 C8 O1 C7 . . . . 178.55(13) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 4880237
