#------------------------------------------------------------------------------
#$Date: 2017-10-13 12:31:46 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201979 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/23/38/2233848.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_2233848
loop_
_publ_author_name
'Asiri, Abdullah M.'
'Faidallah, Hassan M.'
'Al-Nemari, Khulud F.'
'Ng, Seik Weng'
'Tiekink, Edward R. T.'
_publ_section_title
;
 (2E)-2-(4-Methoxybenzylidene)-2,3-dihydro-1H-inden-1-one
;
_journal_coeditor_code           HB6631
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o815
_journal_paper_doi               10.1107/S1600536812006940
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          'C17 H14 O2'
_chemical_formula_moiety         'C17 H14 O2'
_chemical_formula_sum            'C17 H14 O2'
_chemical_formula_weight         250.28
_chemical_name_systematic
;
(2E)-2-(4-Methoxybenzylidene)-2,3-dihydro-1H-inden-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                 94.615(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.1177(10)
_cell_length_b                   3.9322(3)
_cell_length_c                   20.7072(13)
_cell_measurement_reflns_used    1476
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.4969
_cell_measurement_theta_min      2.2958
_cell_volume                     1226.97(15)
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2011)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2011)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2011)'
_computing_molecular_graphics
;
X-SEED (Barbour, 2001) and DIAMOND (Brandenburg, 2006)
;
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4041
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type
'Agilent SuperNova Dual diffractometer with an Atlas detector'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  Mirror
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_sigmaI/netI    0.0525
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -3
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            4873
_diffrn_reflns_theta_full        27.56
_diffrn_reflns_theta_max         27.56
_diffrn_reflns_theta_min         2.70
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  0.9974
_exptl_absorpt_correction_T_min  0.9741
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis PRO; Agilent, 2011)'
_exptl_crystal_colour            'light brown'
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.253
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2792
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0485
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0540P)²+0.3168P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1104
_refine_ls_wR_factor_ref         0.1260
_reflns_number_gt                2131
_reflns_number_total             2792
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb6631.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2233848
_cod_database_fobs_code          2233848
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_symmetry_multiplicity
O O1 0.21241(7) 0.4870(3) 0.24618(5) 0.0249(3) Uani d . 1 1
O O2 0.73625(7) 0.5812(3) 0.43081(5) 0.0233(3) Uani d . 1 1
C C1 0.22115(10) 0.6064(4) 0.30095(8) 0.0186(4) Uani d . 1 1
C C2 0.15106(10) 0.7692(4) 0.33660(7) 0.0184(4) Uani d . 1 1
C C3 0.06204(10) 0.8185(4) 0.31668(8) 0.0216(4) Uani d . 1 1
H H3 0.0384 0.7449 0.2751 0.026 Uiso calc R 1 1
C C4 0.00833(11) 0.9776(4) 0.35877(8) 0.0227(4) Uani d . 1 1
H H4 -0.0526 1.0155 0.3460 0.027 Uiso calc R 1 1
C C5 0.04381(11) 1.0821(5) 0.42005(8) 0.0240(4) Uani d . 1 1
H H5 0.0063 1.1894 0.4486 0.029 Uiso calc R 1 1
C C6 0.13295(11) 1.0321(4) 0.44003(8) 0.0215(4) Uani d . 1 1
H H6 0.1565 1.1042 0.4817 0.026 Uiso calc R 1 1
C C7 0.18690(10) 0.8739(4) 0.39758(8) 0.0187(4) Uani d . 1 1
C C8 0.28497(10) 0.7948(4) 0.40744(7) 0.0193(4) Uani d . 1 1
H H8A 0.2978 0.6405 0.4448 0.023 Uiso calc R 1 1
H H8B 0.3203 1.0054 0.4146 0.023 Uiso calc R 1 1
C C9 0.30473(10) 0.6238(4) 0.34465(7) 0.0181(4) Uani d . 1 1
C C10 0.38144(10) 0.5031(4) 0.32473(7) 0.0182(4) Uani d . 1 1
H H10 0.3758 0.3929 0.2838 0.022 Uiso calc R 1 1
C C11 0.47172(10) 0.5132(4) 0.35550(7) 0.0183(4) Uani d . 1 1
C C12 0.53982(10) 0.3750(4) 0.32146(8) 0.0193(4) Uani d . 1 1
H H12 0.5244 0.2673 0.2811 0.023 Uiso calc R 1 1
C C13 0.62868(10) 0.3885(4) 0.34408(8) 0.0200(4) Uani d . 1 1
H H13 0.6731 0.2933 0.3196 0.024 Uiso calc R 1 1
C C14 0.65108(10) 0.5448(4) 0.40343(8) 0.0189(4) Uani d . 1 1
C C15 0.58486(10) 0.6782(4) 0.43933(8) 0.0207(4) Uani d . 1 1
H H15 0.6005 0.7811 0.4802 0.025 Uiso calc R 1 1
C C16 0.49691(10) 0.6619(4) 0.41602(7) 0.0197(4) Uani d . 1 1
H H16 0.4526 0.7524 0.4412 0.024 Uiso calc R 1 1
C C17 0.80559(10) 0.4433(5) 0.39500(8) 0.0242(4) Uani d . 1 1
H H17 0.8629 0.4734 0.4200 0.036 Uiso calc R 1 1
H H17B 0.8063 0.5621 0.3534 0.036 Uiso calc R 1 1
H H17C 0.7948 0.2005 0.3872 0.036 Uiso calc R 1 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
C14 O2 C17 116.51(12)
O1 C1 C2 126.71(14)
O1 C1 C9 126.93(14)
C2 C1 C9 106.35(13)
C3 C2 C7 121.58(15)
C3 C2 C1 128.75(15)
C7 C2 C1 109.67(14)
C4 C3 C2 118.60(15)
C4 C3 H3 120.7
C2 C3 H3 120.7
C3 C4 C5 120.09(15)
C3 C4 H4 120.0
C5 C4 H4 120.0
C6 C5 C4 121.30(15)
C6 C5 H5 119.3
C4 C5 H5 119.3
C5 C6 C7 118.54(15)
C5 C6 H6 120.7
C7 C6 H6 120.7
C6 C7 C2 119.89(15)
C6 C7 C8 128.61(15)
C2 C7 C8 111.49(14)
C7 C8 C9 103.55(13)
C7 C8 H8A 111.1
C9 C8 H8A 111.1
C7 C8 H8B 111.1
C9 C8 H8B 111.1
H8A C8 H8B 109.0
C10 C9 C1 120.30(14)
C10 C9 C8 130.76(14)
C1 C9 C8 108.93(13)
C9 C10 C11 130.85(15)
C9 C10 H10 114.6
C11 C10 H10 114.6
C12 C11 C16 116.83(14)
C12 C11 C10 117.92(14)
C16 C11 C10 125.20(14)
C13 C12 C11 123.04(15)
C13 C12 H12 118.5
C11 C12 H12 118.5
C12 C13 C14 118.37(14)
C12 C13 H13 120.8
C14 C13 H13 120.8
O2 C14 C13 124.38(14)
O2 C14 C15 115.46(14)
C13 C14 C15 120.16(14)
C16 C15 C14 120.57(15)
C16 C15 H15 119.7
C14 C15 H15 119.7
C15 C16 C11 121.01(14)
C15 C16 H16 119.5
C11 C16 H16 119.5
O2 C17 H17 109.5
O2 C17 H17B 109.5
H17 C17 H17B 109.5
O2 C17 H17C 109.5
H17 C17 H17C 109.5
H17B C17 H17C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.2249(19)
O2 C14 1.3721(19)
O2 C17 1.4379(18)
C1 C2 1.484(2)
C1 C9 1.495(2)
C2 C3 1.389(2)
C2 C7 1.396(2)
C3 C4 1.387(2)
C3 H3 0.9500
C4 C5 1.399(2)
C4 H4 0.9500
C5 C6 1.392(2)
C5 H5 0.9500
C6 C7 1.393(2)
C6 H6 0.9500
C7 C8 1.512(2)
C8 C9 1.515(2)
C8 H8A 0.9900
C8 H8B 0.9900
C9 C10 1.348(2)
C10 C11 1.460(2)
C10 H10 0.9500
C11 C12 1.403(2)
C11 C16 1.407(2)
C12 C13 1.388(2)
C12 H12 0.9500
C13 C14 1.391(2)
C13 H13 0.9500
C14 C15 1.396(2)
C15 C16 1.379(2)
C15 H15 0.9500
C16 H16 0.9500
C17 H17 0.9800
C17 H17B 0.9800
C17 H17C 0.9800
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
C13 H13 O1 2_645 0.95 2.58 3.5327(19) 175
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
O1 C1 C2 C3 0.6(3)
C9 C1 C2 C3 179.53(16)
O1 C1 C2 C7 -179.84(16)
C9 C1 C2 C7 -0.96(18)
C7 C2 C3 C4 0.3(3)
C1 C2 C3 C4 179.78(16)
C2 C3 C4 C5 -0.5(3)
C3 C4 C5 C6 0.4(3)
C4 C5 C6 C7 -0.1(3)
C5 C6 C7 C2 -0.1(2)
C5 C6 C7 C8 179.26(16)
C3 C2 C7 C6 0.0(3)
C1 C2 C7 C6 -179.54(15)
C3 C2 C7 C8 -179.47(15)
C1 C2 C7 C8 0.97(19)
C6 C7 C8 C9 180.00(16)
C2 C7 C8 C9 -0.57(18)
O1 C1 C9 C10 0.7(3)
C2 C1 C9 C10 -178.19(15)
O1 C1 C9 C8 179.47(16)
C2 C1 C9 C8 0.59(18)
C7 C8 C9 C10 178.56(17)
C7 C8 C9 C1 -0.04(17)
C1 C9 C10 C11 174.72(16)
C8 C9 C10 C11 -3.7(3)
C9 C10 C11 C12 -177.64(17)
C9 C10 C11 C16 0.0(3)
C16 C11 C12 C13 -1.8(2)
C10 C11 C12 C13 176.01(15)
C11 C12 C13 C14 0.3(3)
C17 O2 C14 C13 -0.6(2)
C17 O2 C14 C15 179.49(15)
C12 C13 C14 O2 -178.74(15)
C12 C13 C14 C15 1.1(2)
O2 C14 C15 C16 178.80(15)
C13 C14 C15 C16 -1.1(3)
C14 C15 C16 C11 -0.4(3)
C12 C11 C16 C15 1.8(2)
C10 C11 C16 C15 -175.80(16)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 4534680
