#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/18/2221855.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_2221855
loop_
_publ_author_name
'Ruan, Banfeng'
'Yang, Ying'
'Zhu, Zhenwei'
'Lv, Pengcheng'
'Zhu, Hailiang'
_publ_section_title
;
 (E)-2,3-Bis(4-methoxyphenyl)acrylic acid
;
_journal_coeditor_code           WN2320
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o944
_journal_paper_doi               10.1107/S1600536809011751
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C17 H16 O4'
_chemical_formula_moiety         'C17 H16 O4'
_chemical_formula_sum            'C17 H16 O4'
_chemical_formula_weight         284.30
_chemical_name_systematic
;
(E)-2,3-Bis(4-methoxyphenyl)acrylic acid
;
_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                83.65(3)
_cell_angle_beta                 85.43(3)
_cell_angle_gamma                80.92(3)
_cell_formula_units_Z            2
_cell_length_a                   5.8690(12)
_cell_length_b                   9.1480(18)
_cell_length_c                   13.992(3)
_cell_measurement_reflns_used    1625
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      24.83
_cell_measurement_theta_min      2.24
_cell_volume                     735.8(3)
_computing_cell_refinement       'CAD-4 Software (Enraf--Nonius, 1989)'
_computing_data_collection       'CAD-4 Software (Enraf--Nonius, 1989)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_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      298(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_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  0.0265
_diffrn_reflns_av_sigmaI/netI    0.0443
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            3196
_diffrn_reflns_theta_full        25.97
_diffrn_reflns_theta_max         25.97
_diffrn_reflns_theta_min         1.47
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  0.9909
_exptl_absorpt_correction_T_min  0.9732
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al.,  1968)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             300
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.184
_refine_diff_density_min         -0.174
_refine_ls_extinction_coef       0.044(7)
_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   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     194
_refine_ls_number_reflns         2895
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0973
_refine_ls_R_factor_gt           0.0555
_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)+(0.0675P)²+0.024P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1274
_refine_ls_wR_factor_ref         0.1505
_reflns_number_gt                1779
_reflns_number_total             2895
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            wn2320.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 

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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2221855
_cod_database_fobs_code          2221855
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
C C1 0.7983(6) 1.3447(4) -0.0150(2) 0.0938(11) Uani d . 1 . .
H H1A 0.6774 1.2848 -0.0132 0.141 Uiso calc R 1 . .
H H1B 0.8108 1.3993 -0.0774 0.141 Uiso calc R 1 . .
H H1C 0.7629 1.4130 0.0333 0.141 Uiso calc R 1 . .
C C2 1.0269(4) 1.1661(3) 0.08912(15) 0.0505(6) Uani d . 1 . .
C C3 0.8532(4) 1.1641(3) 0.16030(17) 0.0565(6) Uani d . 1 . .
H H3A 0.7103 1.2225 0.1513 0.068 Uiso calc R 1 . .
C C4 0.8905(4) 1.0754(3) 0.24524(17) 0.0548(6) Uani d . 1 . .
H H4 0.7705 1.0752 0.2929 0.066 Uiso calc R 1 . .
C C5 1.0983(4) 0.9870(2) 0.26254(15) 0.0423(5) Uani d . 1 . .
C C6 1.2741(4) 0.9919(3) 0.19039(16) 0.0553(6) Uani d . 1 . .
H H6 1.4182 0.9357 0.2001 0.066 Uiso calc R 1 . .
C C7 1.2382(4) 1.0786(3) 0.10484(17) 0.0621(7) Uani d . 1 . .
H H7 1.3573 1.0786 0.0568 0.074 Uiso calc R 1 . .
C C8 1.1324(4) 0.8926(2) 0.35563(15) 0.0462(6) Uani d . 1 . .
C C9 1.2916(4) 0.9385(3) 0.41980(16) 0.0495(6) Uani d . 1 . .
C C10 1.0275(4) 0.7750(2) 0.38730(16) 0.0500(6) Uani d . 1 . .
H H10 1.0582 0.7349 0.4498 0.060 Uiso calc R 1 . .
C C11 0.8736(4) 0.6996(2) 0.34031(15) 0.0466(6) Uani d . 1 . .
C C12 0.7562(4) 0.5977(3) 0.39652(17) 0.0563(7) Uani d . 1 . .
H H12 0.7770 0.5821 0.4623 0.068 Uiso calc R 1 . .
C C13 0.6106(4) 0.5188(3) 0.35884(17) 0.0577(7) Uani d . 1 . .
H H13 0.5354 0.4505 0.3985 0.069 Uiso calc R 1 . .
C C14 0.5767(4) 0.5414(2) 0.26176(17) 0.0495(6) Uani d . 1 . .
C C15 0.6987(4) 0.6386(3) 0.20313(16) 0.0550(6) Uani d . 1 . .
H H15 0.6826 0.6504 0.1370 0.066 Uiso calc R 1 . .
C C16 0.8418(4) 0.7169(2) 0.24152(16) 0.0521(6) Uani d . 1 . .
H H16 0.9198 0.7831 0.2013 0.063 Uiso calc R 1 . .
C C17 0.2995(5) 0.3745(3) 0.2726(2) 0.0746(8) Uani d . 1 . .
H H17A 0.3998 0.2948 0.3053 0.112 Uiso calc R 1 . .
H H17B 0.2067 0.3345 0.2315 0.112 Uiso calc R 1 . .
H H17C 0.2009 0.4283 0.3192 0.112 Uiso calc R 1 . .
O O1 1.0108(3) 1.2517(2) 0.00292(12) 0.0753(6) Uani d . 1 . .
O O2 1.3849(3) 1.04878(19) 0.39719(11) 0.0674(6) Uani d . 1 . .
O O3 1.3251(3) 0.85636(19) 0.50110(11) 0.0691(6) Uani d . 1 . .
H H3 1.4025 0.8958 0.5341 0.104 Uiso calc R 1 . .
O O4 0.4348(3) 0.47241(18) 0.21611(12) 0.0641(5) 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'
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
O1 C1 H1A . . 109.5 ?
O1 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
O1 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
O1 C2 C3 . . 124.8(2) ?
O1 C2 C7 . . 116.4(2) ?
C3 C2 C7 . . 118.8(2) ?
C2 C3 C4 . . 119.8(2) ?
C2 C3 H3A . . 120.1 ?
C4 C3 H3A . . 120.1 ?
C3 C4 C5 . . 122.6(2) ?
C3 C4 H4 . . 118.7 ?
C5 C4 H4 . . 118.7 ?
C4 C5 C6 . . 117.04(19) ?
C4 C5 C8 . . 121.03(19) ?
C6 C5 C8 . . 121.9(2) ?
C7 C6 C5 . . 121.0(2) ?
C7 C6 H6 . . 119.5 ?
C5 C6 H6 . . 119.5 ?
C6 C7 C2 . . 120.8(2) ?
C6 C7 H7 . . 119.6 ?
C2 C7 H7 . . 119.6 ?
C10 C8 C9 . . 117.8(2) ?
C10 C8 C5 . . 126.2(2) ?
C9 C8 C5 . . 115.95(18) ?
O2 C9 O3 . . 122.1(2) ?
O2 C9 C8 . . 121.2(2) ?
O3 C9 C8 . . 116.7(2) ?
C8 C10 C11 . . 130.8(2) ?
C8 C10 H10 . . 114.6 ?
C11 C10 H10 . . 114.6 ?
C12 C11 C16 . . 116.9(2) ?
C12 C11 C10 . . 117.9(2) ?
C16 C11 C10 . . 125.1(2) ?
C13 C12 C11 . . 122.4(2) ?
C13 C12 H12 . . 118.8 ?
C11 C12 H12 . . 118.8 ?
C12 C13 C14 . . 119.5(2) ?
C12 C13 H13 . . 120.3 ?
C14 C13 H13 . . 120.3 ?
O4 C14 C13 . . 125.2(2) ?
O4 C14 C15 . . 115.5(2) ?
C13 C14 C15 . . 119.3(2) ?
C16 C15 C14 . . 120.6(2) ?
C16 C15 H15 . . 119.7 ?
C14 C15 H15 . . 119.7 ?
C15 C16 C11 . . 121.2(2) ?
C15 C16 H16 . . 119.4 ?
C11 C16 H16 . . 119.4 ?
O4 C17 H17A . . 109.5 ?
O4 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
O4 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C2 O1 C1 . . 118.0(2) ?
C9 O3 H3 . . 109.5 ?
C14 O4 C17 . . 118.3(2) ?
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 O1 . 1.418(3) ?
C1 H1A . 0.9600 ?
C1 H1B . 0.9600 ?
C1 H1C . 0.9600 ?
C2 O1 . 1.364(3) ?
C2 C3 . 1.368(3) ?
C2 C7 . 1.385(3) ?
C3 C4 . 1.375(3) ?
C3 H3A . 0.9300 ?
C4 C5 . 1.376(3) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.387(3) ?
C5 C8 . 1.490(3) ?
C6 C7 . 1.372(3) ?
C6 H6 . 0.9300 ?
C7 H7 . 0.9300 ?
C8 C10 . 1.339(3) ?
C8 C9 . 1.482(3) ?
C9 O2 . 1.222(3) ?
C9 O3 . 1.303(2) ?
C10 C11 . 1.455(3) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.384(3) ?
C11 C16 . 1.398(3) ?
C12 C13 . 1.371(3) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.377(3) ?
C13 H13 . 0.9300 ?
C14 O4 . 1.356(3) ?
C14 C15 . 1.386(3) ?
C15 C16 . 1.362(3) ?
C15 H15 . 0.9300 ?
C16 H16 . 0.9300 ?
C17 O4 . 1.423(3) ?
C17 H17A . 0.9600 ?
C17 H17B . 0.9600 ?
C17 H17C . 0.9600 ?
O3 H3 . 0.8200 ?
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
O3 H3 O2 2_876 0.82 1.80 2.608(2) 168.7
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
O1 C2 C3 C4 . . . . -178.7(2) ?
C7 C2 C3 C4 . . . . -0.3(4) ?
C2 C3 C4 C5 . . . . 0.1(4) ?
C3 C4 C5 C6 . . . . 0.9(4) ?
C3 C4 C5 C8 . . . . 179.8(2) ?
C4 C5 C6 C7 . . . . -1.7(4) ?
C8 C5 C6 C7 . . . . 179.4(2) ?
C5 C6 C7 C2 . . . . 1.5(4) ?
O1 C2 C7 C6 . . . . 178.1(2) ?
C3 C2 C7 C6 . . . . -0.4(4) ?
C4 C5 C8 C10 . . . . 66.9(3) ?
C6 C5 C8 C10 . . . . -114.2(3) ?
C4 C5 C8 C9 . . . . -110.7(2) ?
C6 C5 C8 C9 . . . . 68.2(3) ?
C10 C8 C9 O2 . . . . -176.7(2) ?
C5 C8 C9 O2 . . . . 1.1(3) ?
C10 C8 C9 O3 . . . . 2.9(3) ?
C5 C8 C9 O3 . . . . -179.4(2) ?
C9 C8 C10 C11 . . . . -176.6(2) ?
C5 C8 C10 C11 . . . . 5.9(4) ?
C8 C10 C11 C12 . . . . -168.2(2) ?
C8 C10 C11 C16 . . . . 14.8(4) ?
C16 C11 C12 C13 . . . . -1.5(4) ?
C10 C11 C12 C13 . . . . -178.8(2) ?
C11 C12 C13 C14 . . . . -0.5(4) ?
C12 C13 C14 O4 . . . . -178.9(2) ?
C12 C13 C14 C15 . . . . 2.9(4) ?
O4 C14 C15 C16 . . . . 178.3(2) ?
C13 C14 C15 C16 . . . . -3.3(4) ?
C14 C15 C16 C11 . . . . 1.3(4) ?
C12 C11 C16 C15 . . . . 1.1(3) ?
C10 C11 C16 C15 . . . . 178.2(2) ?
C3 C2 O1 C1 . . . . -0.5(4) ?
C7 C2 O1 C1 . . . . -178.9(2) ?
C13 C14 O4 C17 . . . . 3.6(3) ?
C15 C14 O4 C17 . . . . -178.2(2) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 4904797
