#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/71/2017171.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_2017171
loop_
_publ_author_name
'Sopková-de Oliveira Santos, Jana'
'Bazin, Marc-Antoine'
'Lohier, Jean-François'
'El Kihel, Laīla'
'Rault, Sylvain'
_publ_section_title
;
 1,2,3-Trimethoxy-4-[(E)-2-phenylvinyl]benzene and
 (E,E)-1,4-bis(2,3,4-trimethoxyphenyl)buta-1,3-diene
;
_journal_coeditor_code           FA3186
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o311
_journal_page_last               o313
_journal_paper_doi               10.1107/S0108270109019702
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C17 H18 O3'
_chemical_formula_moiety         'C17 H18 O3'
_chemical_formula_sum            'C17 H18 O3'
_chemical_formula_weight         270.31
_chemical_name_common            stilbene
_chemical_name_systematic
;
1,2,3-Trimethoxy-4-[(E)-2-phenylvinyl]benzene
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 104.760(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.7138(7)
_cell_length_b                   7.1069(5)
_cell_length_c                   19.8033(13)
_cell_measurement_reflns_used    9739
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      36.01
_cell_measurement_theta_min      2.46
_cell_volume                     1458.10(17)
_computing_cell_refinement       'APEX2 (Bruker, 2006)'
_computing_data_collection       'APEX2 (Bruker, 2006)'
_computing_data_reduction        'SAINT (Bruker, 2006)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0268
_diffrn_reflns_av_sigmaI/netI    0.0134
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            66478
_diffrn_reflns_theta_full        34.97
_diffrn_reflns_theta_max         34.97
_diffrn_reflns_theta_min         1.98
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.630
_refine_diff_density_min         -0.223
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         6392
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0467
_refine_ls_R_factor_gt           0.0380
_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)+(0.0729P)²+0.2108P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1115
_refine_ls_wR_factor_ref         0.1217
_reflns_number_gt                5406
_reflns_number_total             6392
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fa3186.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_geom_bond_publ_flag' value 'YES' changed to 'yes' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (3 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_geom_bond_publ_flag' value 'YES' changed to 'yes' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (3 times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2017171
_cod_database_fobs_code          2017171
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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 0.14291(6) 0.47639(8) 0.16862(3) 0.01361(10) Uani d . 1 . .
C C2 0.23922(6) 0.33830(9) 0.18580(3) 0.01582(11) Uani d . 1 . .
H H2 0.2361(11) 0.2457(16) 0.2228(6) 0.022(2) Uiso d . 1 . .
C C3 0.33426(6) 0.31824(9) 0.14994(3) 0.01656(11) Uani d . 1 . .
H H3 0.4022(11) 0.2228(17) 0.1645(6) 0.027(3) Uiso d . 1 . .
C C4 0.33371(6) 0.43529(8) 0.09331(3) 0.01398(10) Uani d . 1 . .
C C5 0.23913(5) 0.57579(8) 0.07491(3) 0.01343(10) Uani d . 1 . .
C C6 0.14696(5) 0.59793(8) 0.11299(3) 0.01333(10) Uani d . 1 . .
C C7 0.03922(6) 0.49449(8) 0.20434(3) 0.01495(11) Uani d . 1 . .
H H7 -0.0253(11) 0.5923(16) 0.1849(6) 0.024(3) Uiso d . 1 . .
C C8 0.02736(6) 0.38905(9) 0.25873(3) 0.01576(11) Uani d . 1 . .
H H8 0.0932(12) 0.2921(19) 0.2796(7) 0.035(3) Uiso d . 1 . .
C C9 -0.07715(6) 0.39765(8) 0.29423(3) 0.01448(10) Uani d . 1 . .
C C10 -0.06031(6) 0.30219(10) 0.35774(3) 0.01853(12) Uani d . 1 . .
H H10 0.0218(11) 0.2408(17) 0.3789(6) 0.028(3) Uiso d . 1 . .
C C11 -0.15615(7) 0.30006(10) 0.39362(3) 0.02069(12) Uani d . 1 . .
H H11 -0.1400(11) 0.2281(17) 0.4377(6) 0.027(3) Uiso d . 1 . .
C C12 -0.27147(7) 0.39405(10) 0.36657(4) 0.02157(13) Uani d . 1 . .
H H12 -0.3388(12) 0.3902(18) 0.3924(6) 0.033(3) Uiso d . 1 . .
C C13 -0.29003(7) 0.48988(11) 0.30344(4) 0.02386(14) Uani d . 1 . .
H H13 -0.3715(13) 0.5524(19) 0.2817(7) 0.037(3) Uiso d . 1 . .
C C14 -0.19428(6) 0.49194(10) 0.26734(4) 0.01983(12) Uani d . 1 . .
H H14 -0.2121(11) 0.5589(16) 0.2220(6) 0.026(3) Uiso d . 1 . .
O O1 0.05531(4) 0.73719(7) 0.09349(3) 0.01729(10) Uani d . 1 . .
C C15 0.10639(8) 0.92301(10) 0.11076(5) 0.02610(15) Uani d . 1 . .
H H15A 0.0376(14) 1.010(2) 0.0899(7) 0.045(4) Uiso d . 1 . .
H H15B 0.1303(17) 0.940(2) 0.1641(9) 0.070(5) Uiso d . 1 . .
H H15C 0.1811(13) 0.9449(19) 0.0938(7) 0.040(3) Uiso d . 1 . .
O O2 0.24124(4) 0.69496(7) 0.02055(2) 0.01632(9) Uani d . 1 . .
C C16 0.15007(7) 0.64190(11) -0.04315(3) 0.02276(13) Uani d . 1 . .
H H16A 0.1667(11) 0.7272(17) -0.0786(6) 0.029(3) Uiso d . 1 . .
H H16B 0.1671(12) 0.5092(19) -0.0577(7) 0.038(3) Uiso d . 1 . .
H H16C 0.0608(12) 0.6544(18) -0.0386(7) 0.033(3) Uiso d . 1 . .
O O3 0.41951(5) 0.42633(7) 0.05340(2) 0.01679(10) Uani d . 1 . .
C C17 0.52332(8) 0.29419(12) 0.07398(4) 0.02635(15) Uani d . 1 . .
H H17A 0.4905(12) 0.1651(18) 0.0716(6) 0.034(3) Uiso d . 1 . .
H H17B 0.5762(12) 0.3230(18) 0.1204(6) 0.031(3) Uiso d . 1 . .
H H17C 0.5735(11) 0.3116(17) 0.0392(6) 0.032(3) 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'
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
C2 C1 C6 . . 116.84(5) ?
C2 C1 C7 . . 123.06(5) ?
C6 C1 C7 . . 120.08(5) ?
C3 C2 C1 . . 122.54(5) ?
C3 C2 H2 . . 118.4(6) ?
C1 C2 H2 . . 118.9(6) ?
C2 C3 C4 . . 119.75(6) ?
C2 C3 H3 . . 120.3(7) ?
C4 C3 H3 . . 119.9(7) ?
O3 C4 C3 . . 125.10(5) ?
O3 C4 C5 . . 115.69(5) ?
C3 C4 C5 . . 119.21(5) ?
O2 C5 C6 . . 120.58(5) ?
O2 C5 C4 . . 119.14(5) ?
C6 C5 C4 . . 120.24(5) ?
O1 C6 C5 . . 118.77(5) ?
O1 C6 C1 . . 119.82(5) ?
C5 C6 C1 . . 121.35(5) ?
C8 C7 C1 . . 125.12(6) ?
C8 C7 H7 . . 120.4(6) ?
C1 C7 H7 . . 114.5(6) ?
C7 C8 C9 . . 126.87(6) ?
C7 C8 H8 . . 121.0(7) ?
C9 C8 H8 . . 112.1(7) ?
C10 C9 C14 . . 118.09(6) ?
C10 C9 C8 . . 118.10(5) ?
C14 C9 C8 . . 123.80(5) ?
C11 C10 C9 . . 121.45(6) ?
C11 C10 H10 . . 118.5(7) ?
C9 C10 H10 . . 119.9(7) ?
C12 C11 C10 . . 119.93(6) ?
C12 C11 H11 . . 121.9(7) ?
C10 C11 H11 . . 118.1(7) ?
C11 C12 C13 . . 119.47(6) ?
C11 C12 H12 . . 118.9(7) ?
C13 C12 H12 . . 121.6(7) ?
C14 C13 C12 . . 120.71(6) ?
C14 C13 H13 . . 117.5(7) ?
C12 C13 H13 . . 121.8(7) ?
C13 C14 C9 . . 120.35(6) ?
C13 C14 H14 . . 118.2(6) ?
C9 C14 H14 . . 121.4(6) ?
C6 O1 C15 . . 113.10(5) ?
O1 C15 H15A . . 106.4(9) ?
O1 C15 H15B . . 109.3(10) ?
H15A C15 H15B . . 109.2(13) ?
O1 C15 H15C . . 111.6(8) ?
H15A C15 H15C . . 111.1(11) ?
H15B C15 H15C . . 109.3(12) ?
C5 O2 C16 . . 112.53(5) ?
O2 C16 H16A . . 105.1(7) ?
O2 C16 H16B . . 111.2(7) ?
H16A C16 H16B . . 107.0(10) ?
O2 C16 H16C . . 110.7(7) ?
H16A C16 H16C . . 111.6(10) ?
H16B C16 H16C . . 111.0(11) ?
C4 O3 C17 . . 117.17(5) ?
O3 C17 H17A . . 110.9(7) ?
O3 C17 H17B . . 110.8(7) ?
H17A C17 H17B . . 111.0(10) ?
O3 C17 H17C . . 104.0(7) ?
H17A C17 H17C . . 109.8(10) ?
H17B C17 H17C . . 110.2(10) ?
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 C2 . 1.4017(9) ?
C1 C6 . 1.4093(8) ?
C1 C7 . 1.4667(8) yes
C2 C3 . 1.3893(8) ?
C2 H2 . 0.991(11) ?
C3 C4 . 1.3951(8) ?
C3 H3 . 0.983(12) ?
C4 O3 . 1.3578(7) ?
C4 C5 . 1.4030(8) ?
C5 O2 . 1.3745(7) ?
C5 C6 . 1.3956(8) ?
C6 O1 . 1.3783(7) ?
C7 C8 . 1.3445(8) yes
C7 H7 . 0.987(11) ?
C8 C9 . 1.4673(8) yes
C8 H8 . 0.998(13) ?
C9 C10 . 1.3997(8) ?
C9 C14 . 1.4024(9) ?
C10 C11 . 1.3896(9) ?
C10 H10 . 0.975(12) ?
C11 C12 . 1.3865(10) ?
C11 H11 . 0.989(12) ?
C12 C13 . 1.3926(10) ?
C12 H12 . 0.986(12) ?
C13 C14 . 1.3919(9) ?
C13 H13 . 0.977(13) ?
C14 H14 . 0.991(11) ?
O1 C15 . 1.4370(9) ?
C15 H15A . 0.970(14) ?
C15 H15B . 1.028(17) ?
C15 H15C . 0.956(13) ?
O2 C16 . 1.4351(8) ?
C16 H16A . 0.979(12) ?
C16 H16B . 1.016(13) ?
C16 H16C . 0.987(12) ?
O3 C17 . 1.4332(8) ?
C17 H17A . 0.980(13) ?
C17 H17B . 0.971(12) ?
C17 H17C . 0.983(12) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 14234496
