#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/71/2207100.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_2207100
loop_
_publ_author_name
'Meng, Xiang-Gao'
'Wu, An-Xin'
_publ_section_title
;
 2,5-Bis(2-methoxyphenyl)furan
;
_journal_coeditor_code           WW6423
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3192
_journal_page_last               o3193
_journal_paper_doi               10.1107/S1600536805027911
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          'C18 H16 O3'
_chemical_formula_moiety         'C18 H16 O3'
_chemical_formula_sum            'C18 H16 O3'
_chemical_formula_weight         280.31
_chemical_name_systematic
;
2,5-Bis(2-methoxyphenyl)furan
;
_space_group_IT_number           13
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yc'
_symmetry_space_group_name_H-M   'P 1 2/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                90.000
_cell_angle_beta                 108.898(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.4110(18)
_cell_length_b                   6.6402(8)
_cell_length_c                   14.6523(17)
_cell_measurement_reflns_used    1227
_cell_measurement_temperature    292(2)
_cell_measurement_theta_max      23.22
_cell_measurement_theta_min      2.79
_cell_volume                     1418.6(3)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2001)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2001)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      292(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART 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  0.0367
_diffrn_reflns_av_sigmaI/netI    0.0528
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8057
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.40
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.9835
_exptl_absorpt_correction_T_min  0.9759
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2001)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.183
_refine_diff_density_min         -0.150
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         3106
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0916
_refine_ls_R_factor_gt           0.0528
_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)+(0.0573P)²+0.0627P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1205
_refine_ls_wR_factor_ref         0.1390
_reflns_number_gt                1899
_reflns_number_total             3106
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ww6423.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 2/c'
_cod_database_code               2207100
_cod_database_fobs_code          2207100
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
loop_
_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_type_symbol
C1 0.06213(16) 0.8280(3) 0.17302(16) 0.0691(7) Uani d . 1 C
H1A 0.0681 0.9583 0.2028 0.104 Uiso calc R 1 H
H1B -0.0009 0.7864 0.1536 0.104 Uiso calc R 1 H
H1C 0.0821 0.8348 0.1174 0.104 Uiso calc R 1 H
C2 0.21033(14) 0.7087(3) 0.26713(13) 0.0455(5) Uani d . 1 C
C3 0.25280(16) 0.8638(3) 0.23532(15) 0.0591(6) Uani d . 1 C
H3 0.2175 0.9618 0.1946 0.071 Uiso calc R 1 H
C4 0.34688(17) 0.8748(3) 0.26344(16) 0.0643(6) Uani d . 1 C
H4 0.3747 0.9793 0.2410 0.077 Uiso calc R 1 H
C5 0.40005(16) 0.7325(3) 0.32435(16) 0.0600(6) Uani d . 1 C
H5 0.4637 0.7400 0.3431 0.072 Uiso calc R 1 H
C6 0.35777(14) 0.5775(3) 0.35761(14) 0.0518(5) Uani d . 1 C
H6 0.3938 0.4821 0.3994 0.062 Uiso calc R 1 H
C7 0.26305(13) 0.5614(3) 0.33006(12) 0.0420(4) Uani d . 1 C
C8 0.22105(13) 0.3957(3) 0.36622(12) 0.0424(5) Uani d . 1 C
C9 0.13535(14) 0.3385(3) 0.36026(15) 0.0502(5) Uani d . 1 C
H9 0.0812 0.4042 0.3264 0.060 Uiso calc R 1 H
C10 0.14314(13) 0.1607(3) 0.41493(14) 0.0494(5) Uani d . 1 C
H10 0.0949 0.0879 0.4238 0.059 Uiso calc R 1 H
C11 0.23290(12) 0.1150(3) 0.45203(13) 0.0409(4) Uani d . 1 C
C12 0.28806(12) -0.0448(3) 0.51193(12) 0.0407(4) Uani d . 1 C
C13 0.38313(13) -0.0420(3) 0.53593(14) 0.0512(5) Uani d . 1 C
H13 0.4106 0.0627 0.5131 0.061 Uiso calc R 1 H
C14 0.43807(15) -0.1894(3) 0.59248(15) 0.0603(6) Uani d . 1 C
H14 0.5015 -0.1836 0.6080 0.072 Uiso calc R 1 H
C15 0.39731(16) -0.3446(3) 0.62538(15) 0.0629(6) Uani d . 1 C
H15 0.4336 -0.4453 0.6630 0.075 Uiso calc R 1 H
C16 0.30396(15) -0.3535(3) 0.60362(14) 0.0551(6) Uani d . 1 C
H16 0.2774 -0.4598 0.6263 0.066 Uiso calc R 1 H
C17 0.24914(13) -0.2045(3) 0.54791(13) 0.0443(5) Uani d . 1 C
C18 0.11381(15) -0.3485(3) 0.56670(17) 0.0671(6) Uani d . 1 C
H18A 0.1239 -0.4787 0.5435 0.101 Uiso calc R 1 H
H18B 0.0491 -0.3235 0.5490 0.101 Uiso calc R 1 H
H18C 0.1405 -0.3445 0.6357 0.101 Uiso calc R 1 H
O1 0.11709(9) 0.6865(2) 0.23999(10) 0.0573(4) Uani d . 1 O
O2 0.15512(9) -0.19837(19) 0.52509(10) 0.0556(4) Uani d . 1 O
O3 0.28224(8) 0.25900(18) 0.42251(9) 0.0436(3) Uani d . 1 O
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
_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 123.38(18) ?
O1 C2 C7 116.38(16) ?
C3 C2 C7 120.24(19) ?
C4 C3 C2 120.5(2) ?
C4 C3 H3 119.7 ?
C2 C3 H3 119.7 ?
C5 C4 C3 120.5(2) ?
C5 C4 H4 119.7 ?
C3 C4 H4 119.7 ?
C4 C5 C6 119.3(2) ?
C4 C5 H5 120.4 ?
C6 C5 H5 120.4 ?
C7 C6 C5 121.62(19) ?
C7 C6 H6 119.2 ?
C5 C6 H6 119.2 ?
C6 C7 C2 117.85(17) ?
C6 C7 C8 120.05(17) ?
C2 C7 C8 122.10(18) y
C9 C8 O3 108.63(16) ?
C9 C8 C7 136.74(18) y
O3 C8 C7 114.63(16) y
C8 C9 C10 107.32(17) ?
C8 C9 H9 126.3 ?
C10 C9 H9 126.3 ?
C11 C10 C9 107.78(16) ?
C11 C10 H10 126.1 ?
C9 C10 H10 126.1 ?
C10 C11 O3 108.44(16) ?
C10 C11 C12 136.69(17) y
O3 C11 C12 114.86(15) y
C13 C12 C17 117.32(17) ?
C13 C12 C11 120.11(16) ?
C17 C12 C11 122.57(17) ?
C14 C13 C12 122.18(19) ?
C14 C13 H13 118.9 ?
C12 C13 H13 118.9 ?
C15 C14 C13 118.8(2) ?
C15 C14 H14 120.6 ?
C13 C14 H14 120.6 ?
C16 C15 C14 121.0(2) ?
C16 C15 H15 119.5 ?
C14 C15 H15 119.5 ?
C15 C16 C17 120.09(19) ?
C15 C16 H16 120.0 ?
C17 C16 H16 120.0 ?
O2 C17 C16 123.90(17) ?
O2 C17 C12 115.51(16) y
C16 C17 C12 120.58(18) ?
O2 C18 H18A 109.5 ?
O2 C18 H18B 109.5 ?
H18A C18 H18B 109.5 ?
O2 C18 H18C 109.5 ?
H18A C18 H18C 109.5 ?
H18B C18 H18C 109.5 ?
C2 O1 C1 117.61(16) y
C17 O2 C18 117.19(15) ?
C8 O3 C11 107.83(14) y
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O1 1.423(2) y
C1 H1A 0.9600 ?
C1 H1B 0.9600 ?
C1 H1C 0.9600 ?
C2 O1 1.369(2) y
C2 C3 1.380(3) ?
C2 C7 1.407(3) y
C3 C4 1.375(3) ?
C3 H3 0.9300 ?
C4 C5 1.373(3) ?
C4 H4 0.9300 ?
C5 C6 1.388(3) ?
C5 H5 0.9300 ?
C6 C7 1.387(2) y
C6 H6 0.9300 ?
C7 C8 1.460(2) y
C8 C9 1.350(2) ?
C8 O3 1.375(2) ?
C9 C10 1.410(3) ?
C9 H9 0.9300 ?
C10 C11 1.347(2) ?
C10 H10 0.9300 ?
C11 O3 1.376(2) y
C11 C12 1.461(2) ?
C12 C13 1.392(2) y
C12 C17 1.402(2) y
C13 C14 1.381(3) ?
C13 H13 0.9300 ?
C14 C15 1.373(3) ?
C14 H14 0.9300 ?
C15 C16 1.370(3) ?
C15 H15 0.9300 ?
C16 C17 1.383(3) ?
C16 H16 0.9300 ?
C17 O2 1.378(2) y
C18 O2 1.422(2) y
C18 H18A 0.9600 ?
C18 H18B 0.9600 ?
C18 H18C 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
C4 H4 Cg1 4_564 0.93 2.80 3.5410(10) 137 y
C16 H16 Cg2 4_555 0.93 2.95 3.7220(10) 142 y
C18 H18A Cg3 1_545 0.96 3.24 4.0910(10) 149 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
O1 C2 C3 C4 -178.37(18)
C7 C2 C3 C4 1.0(3)
C2 C3 C4 C5 -0.6(3)
C3 C4 C5 C6 -0.2(3)
C4 C5 C6 C7 0.7(3)
C5 C6 C7 C2 -0.3(3)
C5 C6 C7 C8 179.73(17)
O1 C2 C7 C6 178.88(15)
C3 C2 C7 C6 -0.6(3)
O1 C2 C7 C8 -1.1(3)
C3 C2 C7 C8 179.43(16)
C6 C7 C8 C9 175.5(2)
C2 C7 C8 C9 -4.5(3)
C6 C7 C8 O3 -3.6(2)
C2 C7 C8 O3 176.47(15)
O3 C8 C9 C10 0.3(2)
C7 C8 C9 C10 -178.9(2)
C8 C9 C10 C11 -0.2(2)
C9 C10 C11 O3 0.1(2)
C9 C10 C11 C12 -178.7(2)
C10 C11 C12 C13 179.5(2)
O3 C11 C12 C13 0.8(2)
C10 C11 C12 C17 -0.9(3)
O3 C11 C12 C17 -179.62(15)
C17 C12 C13 C14 0.2(3)
C11 C12 C13 C14 179.86(18)
C12 C13 C14 C15 0.5(3)
C13 C14 C15 C16 -0.6(3)
C14 C15 C16 C17 -0.2(3)
C15 C16 C17 O2 -177.94(17)
C15 C16 C17 C12 1.0(3)
C13 C12 C17 O2 178.01(15)
C11 C12 C17 O2 -1.6(2)
C13 C12 C17 C16 -1.0(3)
C11 C12 C17 C16 179.41(17)
C3 C2 O1 C1 2.1(3)
C7 C2 O1 C1 -177.27(17)
C16 C17 O2 C18 3.9(3)
C12 C17 O2 C18 -175.02(16)
C9 C8 O3 C11 -0.21(19)
C7 C8 O3 C11 179.12(14)
C10 C11 O3 C8 0.07(19)
C12 C11 O3 C8 179.15(14)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21128708
