#------------------------------------------------------------------------------
#$Date: 2017-10-13 08:09:21 +0200 (vie 13 de oct de 2017) $
#$Revision: 201973 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/86/2208665.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_2208665
loop_
_publ_author_name
'Jeannie Bee-Jan Teh'
'P. S. Patil'
'Hoong-Kun Fun'
'Ibrahim Abdul Razak'
'Venkataraya Shettigar'
'S. M. Dharmaprakash'
_publ_section_title
;
 3-(2-Furyl)-1-(4-methoxyphenyl)prop-2-en-1-one
;
_journal_coeditor_code           LH2019
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1526
_journal_page_last               o1528
_journal_paper_doi               10.1107/S1600536806009950
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C14 H12 O3'
_chemical_formula_moiety         'C14 H12 O3'
_chemical_formula_sum            'C14 H12 O3'
_chemical_formula_weight         228.24
_chemical_name_systematic
;
3-(2-Furyl)-1-(4-methoxyphenyl)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                 130.156(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.3872(4)
_cell_length_b                   18.8794(10)
_cell_length_c                   10.3992(4)
_cell_measurement_reflns_used    5995
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.99
_cell_measurement_theta_min      2.16
_cell_volume                     1108.48(11)
_computing_cell_refinement       APEX2
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'SAINT (Bruker, 2005)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material
;
SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 2003)
;
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Sheldrick, 1998)'
_diffrn_ambient_temperature      297(2)
_diffrn_detector_area_resol_mean 8.33
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type
;
Bruker SMART APEX2 CCD area-detector
;
_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  0.0560
_diffrn_reflns_av_sigmaI/netI    0.0313
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            21915
_diffrn_reflns_theta_full        29.99
_diffrn_reflns_theta_max         29.99
_diffrn_reflns_theta_min         2.16
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  0.9693
_exptl_absorpt_correction_T_min  0.7591
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2005)'
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.33
_refine_diff_density_max         0.716
_refine_diff_density_min         -0.327
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         3231
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0782
_refine_ls_R_factor_gt           0.0651
_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)+(0.088P)²+0.6622P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1704
_refine_ls_wR_factor_ref         0.1800
_reflns_number_gt                2663
_reflns_number_total             3231
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh2019.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_cell_volume        1108.48(9)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2208665
_cod_database_fobs_code          2208665
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
O O1 0.0522(2) 0.74073(7) 0.93447(16) 0.0263(3) Uani d . 1
O O2 0.6958(2) 0.56358(7) 1.12591(16) 0.0297(3) Uani d . 1
O O3 0.6720(2) 0.59105(6) 0.50640(16) 0.0255(3) Uani d . 1
C C1 -0.0966(3) 0.77694(10) 0.9466(2) 0.0306(4) Uani d . 1
H H1A -0.1920 0.8147 0.8779 0.037 Uiso calc R 1
C C2 -0.0860(3) 0.75050(10) 1.0717(2) 0.0291(4) Uani d . 1
H H2A -0.1701 0.7663 1.1045 0.035 Uiso calc R 1
C C3 0.0798(3) 0.69353(9) 1.1439(2) 0.0268(4) Uani d . 1
H H3A 0.1242 0.6647 1.2327 0.032 Uiso calc R 1
C C4 0.1607(3) 0.68936(9) 1.0578(2) 0.0232(3) Uani d . 1
C C5 0.3321(3) 0.64464(8) 1.0746(2) 0.0225(3) Uani d . 1
H H5A 0.4180 0.6136 1.1654 0.027 Uiso calc R 1
C C6 0.3772(3) 0.64441(9) 0.9685(2) 0.0231(3) Uani d . 1
H H6A 0.2913 0.6744 0.8757 0.028 Uiso calc R 1
C C7 0.5599(3) 0.59783(8) 0.9953(2) 0.0220(3) Uani d . 1
C C8 0.5772(3) 0.59411(8) 0.8602(2) 0.0201(3) Uani d . 1
C C9 0.4739(3) 0.64471(8) 0.7316(2) 0.0216(3) Uani d . 1
H H9A 0.3802 0.6804 0.7236 0.026 Uiso calc R 1
C C10 0.5098(3) 0.64222(8) 0.6164(2) 0.0230(3) Uani d . 1
H H10A 0.4416 0.6764 0.5325 0.028 Uiso calc R 1
C C11 0.6480(3) 0.58856(8) 0.6257(2) 0.0209(3) Uani d . 1
C C12 0.7499(3) 0.53698(8) 0.7516(2) 0.0225(3) Uani d . 1
H H12A 0.8406 0.5007 0.7580 0.027 Uiso calc R 1
C C13 0.7138(3) 0.54062(8) 0.8671(2) 0.0221(3) Uani d . 1
H H13A 0.7825 0.5065 0.9512 0.027 Uiso calc R 1
C C14 0.8311(3) 0.54087(9) 0.5208(2) 0.0268(4) Uani d . 1
H H14A 0.8354 0.5486 0.4315 0.040 Uiso calc R 1
H H14B 0.7768 0.4936 0.5131 0.040 Uiso calc R 1
H H14C 0.9871 0.5469 0.6272 0.040 Uiso calc R 1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 0.0287(7) 0.0240(6) 0.0245(6) 0.0037(5) 0.0164(6) -0.0011(5)
O2 0.0330(7) 0.0301(7) 0.0269(7) 0.0091(5) 0.0196(6) 0.0083(5)
O3 0.0313(7) 0.0213(6) 0.0296(6) 0.0056(5) 0.0222(6) 0.0030(5)
C1 0.0258(9) 0.0290(9) 0.0298(9) 0.0040(7) 0.0148(8) -0.0049(7)
C2 0.0234(9) 0.0306(9) 0.0325(10) -0.0049(7) 0.0176(8) -0.0125(7)
C3 0.0286(9) 0.0238(8) 0.0293(9) -0.0054(7) 0.0192(8) -0.0049(7)
C4 0.0234(8) 0.0185(7) 0.0238(8) -0.0034(6) 0.0135(7) -0.0037(6)
C5 0.0233(8) 0.0164(7) 0.0245(8) -0.0015(6) 0.0140(7) -0.0008(6)
C6 0.0253(8) 0.0193(7) 0.0231(8) 0.0015(6) 0.0148(7) 0.0001(6)
C7 0.0234(8) 0.0184(7) 0.0229(8) -0.0001(6) 0.0143(7) -0.0003(6)
C8 0.0199(7) 0.0173(7) 0.0210(7) -0.0005(6) 0.0123(6) -0.0015(5)
C9 0.0221(8) 0.0157(7) 0.0258(8) 0.0026(6) 0.0149(7) 0.0007(6)
C10 0.0260(8) 0.0174(7) 0.0256(8) 0.0028(6) 0.0166(7) 0.0032(6)
C11 0.0221(8) 0.0170(7) 0.0238(8) -0.0015(6) 0.0149(7) -0.0021(6)
C12 0.0217(8) 0.0170(7) 0.0248(8) 0.0029(6) 0.0132(7) 0.0007(6)
C13 0.0230(8) 0.0162(7) 0.0228(8) 0.0017(6) 0.0128(7) 0.0017(6)
C14 0.0285(9) 0.0241(8) 0.0325(9) 0.0028(7) 0.0218(8) -0.0005(7)
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
C1 O1 C4 106.57(14)
C11 O3 C14 117.36(13)
C2 C1 O1 110.75(17)
C2 C1 H1A 124.6
O1 C1 H1A 124.6
C1 C2 C3 106.40(17)
C1 C2 H2A 126.8
C3 C2 H2A 126.8
C4 C3 C2 106.85(17)
C4 C3 H3A 126.6
C2 C3 H3A 126.6
C3 C4 O1 109.43(15)
C3 C4 C5 132.89(17)
O1 C4 C5 117.66(15)
C6 C5 C4 124.68(16)
C6 C5 H5A 117.7
C4 C5 H5A 117.7
C5 C6 C7 121.81(15)
C5 C6 H6A 119.1
C7 C6 H6A 119.1
O2 C7 C6 121.12(15)
O2 C7 C8 120.69(15)
C6 C7 C8 118.18(14)
C13 C8 C9 118.14(15)
C13 C8 C7 118.95(14)
C9 C8 C7 122.79(14)
C10 C9 C8 120.80(15)
C10 C9 H9A 119.6
C8 C9 H9A 119.6
C9 C10 C11 120.26(15)
C9 C10 H10A 119.9
C11 C10 H10A 119.9
O3 C11 C10 115.49(14)
O3 C11 C12 124.69(15)
C10 C11 C12 119.81(15)
C13 C12 C11 119.18(15)
C13 C12 H12A 120.4
C11 C12 H12A 120.4
C12 C13 C8 121.80(15)
C12 C13 H13A 119.1
C8 C13 H13A 119.1
O3 C14 H14A 109.5
O3 C14 H14B 109.5
H14A C14 H14B 109.5
O3 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.367(2)
O1 C4 1.379(2)
O2 C7 1.229(2)
O3 C11 1.362(2)
O3 C14 1.440(2)
C1 C2 1.348(3)
C1 H1A 0.9300
C2 C3 1.427(3)
C2 H2A 0.9300
C3 C4 1.361(2)
C3 H3A 0.9300
C4 C5 1.436(2)
C5 C6 1.342(2)
C5 H5A 0.9300
C6 C7 1.479(2)
C6 H6A 0.9300
C7 C8 1.492(2)
C8 C13 1.397(2)
C8 C9 1.403(2)
C9 C10 1.385(2)
C9 H9A 0.9300
C10 C11 1.397(2)
C10 H10A 0.9300
C11 C12 1.400(2)
C12 C13 1.389(2)
C12 H12A 0.9300
C13 H13A 0.9300
C14 H14A 0.9600
C14 H14B 0.9600
C14 H14C 0.9600
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
C9 H9A Cg1 4_575 0.93 2.6507 3.477(2) 148 y
C14 H14B Cg2 3_666 0.96 2.8331 3.587(2) 136 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
C4 O1 C1 C2 0.0(2)
O1 C1 C2 C3 -0.2(2)
C1 C2 C3 C4 0.4(2)
C2 C3 C4 O1 -0.40(19)
C2 C3 C4 C5 178.10(18)
C1 O1 C4 C3 0.28(19)
C1 O1 C4 C5 -178.47(15)
C3 C4 C5 C6 174.59(18)
O1 C4 C5 C6 -7.0(2)
C4 C5 C6 C7 178.78(15)
C5 C6 C7 O2 -8.5(3)
C5 C6 C7 C8 172.25(15)
O2 C7 C8 C13 13.4(2)
C6 C7 C8 C13 -167.33(15)
O2 C7 C8 C9 -162.52(17)
C6 C7 C8 C9 16.7(2)
C13 C8 C9 C10 -1.0(2)
C7 C8 C9 C10 174.95(15)
C8 C9 C10 C11 0.7(3)
C14 O3 C11 C10 174.22(14)
C14 O3 C11 C12 -6.0(2)
C9 C10 C11 O3 -179.98(15)
C9 C10 C11 C12 0.2(3)
O3 C11 C12 C13 179.43(16)
C10 C11 C12 C13 -0.8(2)
C11 C12 C13 C8 0.5(3)
C9 C8 C13 C12 0.4(2)
C7 C8 C13 C12 -175.68(15)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30654943
