##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
##############################################################################
                                             
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common     ?
_chemical_formula_moiety     'C18 H18 O6'
_chemical_formula_sum     'C18 H18 O6'
_chemical_formula_iupac     'C18 H18 O6'
_chemical_formula_weight     330.32
_chemical_melting_point     ?
_symmetry_cell_setting     Triclinic
_symmetry_space_group_name_H-M     'P -1'
_symmetry_space_group_name_Hall     '-P 1'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, -y, -z'
_cell_length_a     8.1520(17)
_cell_length_b     8.4524(18)
_cell_length_c     13.496(3)
_cell_angle_alpha     76.932(3)
_cell_angle_beta     80.645(4)
_cell_angle_gamma     61.528(3)
_cell_volume     794.6(3)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     2040
_cell_measurement_theta_min     2.78
_cell_measurement_theta_max     26.17
_cell_measurement_temperature     294(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colorless
_exptl_crystal_size_max     0.46
_exptl_crystal_size_mid     0.40
_exptl_crystal_size_min     0.24
_exptl_crystal_density_diffrn     1.381
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     348
_exptl_absorpt_coefficient_mu     0.104
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_correction_T_min     0.940
_exptl_absorpt_correction_T_max     0.975
_exptl_special_details
;
 ?
;
_diffrn_ambient_temperature     294(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type
                                 'Bruker SMART CCD area-detector diffractometer'
_diffrn_measurement_method     'φ and ω scans'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     4037
_diffrn_reflns_av_R_equivalents     0.0185
_diffrn_reflns_av_sigmaI/netI     0.0330
_diffrn_reflns_theta_min     2.78
_diffrn_reflns_theta_max     25.00
_diffrn_reflns_theta_full     25.00
_diffrn_measured_fraction_theta_max     0.992
_diffrn_measured_fraction_theta_full     0.992
_diffrn_reflns_limit_h_min     -8
_diffrn_reflns_limit_h_max     9
_diffrn_reflns_limit_k_min     -10
_diffrn_reflns_limit_k_max     9
_diffrn_reflns_limit_l_min     -16
_diffrn_reflns_limit_l_max     15
_diffrn_standards_number     0
_diffrn_standards_interval_count     0
_diffrn_standards_interval_time     0
_diffrn_standards_decay_%     0
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total     2774
_reflns_number_gt     2115
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0524
_refine_ls_R_factor_gt     0.0364
_refine_ls_wR_factor_gt     0.0914
_refine_ls_wR_factor_ref     0.1042
_refine_ls_goodness_of_fit_ref     1.016
_refine_ls_restrained_S_all     1.016
_refine_ls_number_reflns     2774
_refine_ls_number_parameters     220
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0524P)²+0.1439P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.161
_refine_diff_density_min     -0.174
_refine_ls_extinction_method     SHELXL97
_refine_ls_extinction_coef     0.209(10)
_refine_ls_extinction_expression
                                  'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
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'
_computing_data_collection     'SMART (Bruker, 1999)'
_computing_cell_refinement     'SAINT (Bruker, 1999)'
_computing_data_reduction     SAINT
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997a)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997a)'
_computing_molecular_graphics     'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material     SHELXTL
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_disorder_assembly
    _atom_site_disorder_group
    _atom_site_type_symbol
    O1 -0.1799(2) 0.8362(2) 0.65967(11) 0.0879(5) Uani d . 1 . . O
    O2 0.52157(16) 0.29529(16) 0.41352(9) 0.0531(4) Uani d . 1 . . O
    O3 0.25821(15) 0.60399(15) 0.34088(7) 0.0449(3) Uani d . 1 . . O
    O4 0.15831(16) 0.68580(15) 0.13815(7) 0.0432(3) Uani d . 1 . . O
    O5 0.19298(17) 0.41311(16) 0.06754(8) 0.0477(3) Uani d . 1 . . O
    O6 0.3931(2) 1.0486(2) -0.16549(10) 0.0714(4) Uani d . 1 . . O
    C1 0.2387(2) 0.5495(2) 0.44368(10) 0.0355(4) Uani d . 1 . . C
    C2 0.3839(2) 0.3783(2) 0.48338(11) 0.0383(4) Uani d . 1 . . C
    C3 0.3782(3) 0.3087(2) 0.58614(12) 0.0448(4) Uani d . 1 . . C
    H3 0.4731 0.1959 0.6123 0.054 Uiso calc R 1 . . H
    C4 0.2305(3) 0.4075(2) 0.65005(12) 0.0470(4) Uani d . 1 . . C
    H4 0.2265 0.3600 0.7191 0.056 Uiso calc R 1 . . H
    C5 0.0891(2) 0.5757(2) 0.61252(11) 0.0423(4) Uani d . 1 . . C
    C6 0.0937(2) 0.6464(2) 0.50773(11) 0.0388(4) Uani d . 1 . . C
    H6 -0.0017 0.7590 0.4819 0.047 Uiso calc R 1 . . H
    C7 -0.0626(3) 0.6797(3) 0.68207(14) 0.0613(5) Uani d . 1 . . C
    H7 -0.0693 0.6210 0.7486 0.074 Uiso calc R 1 . . H
    C8 0.6733(3) 0.1233(2) 0.44718(16) 0.0571(5) Uani d . 1 . . C
    H8A 0.7300 0.1337 0.5008 0.086 Uiso calc R 1 . . H
    H8B 0.7643 0.0856 0.3913 0.086 Uiso calc R 1 . . H
    H8C 0.6283 0.0344 0.4721 0.086 Uiso calc R 1 . . H
    C9 0.1174(2) 0.7778(2) 0.29765(11) 0.0378(4) Uani d . 1 . . C
    H9A 0.1086 0.8725 0.3307 0.045 Uiso calc R 1 . . H
    H9B -0.0030 0.7777 0.3071 0.045 Uiso calc R 1 . . H
    C10 0.1704(2) 0.8134(2) 0.18615(11) 0.0381(4) Uani d . 1 . . C
    H10A 0.0865 0.9371 0.1563 0.046 Uiso calc R 1 . . H
    H10B 0.2968 0.7995 0.1766 0.046 Uiso calc R 1 . . H
    C11 0.2248(2) 0.6805(2) 0.03844(10) 0.0354(4) Uani d . 1 . . C
    C12 0.2452(2) 0.5295(2) 0.00025(11) 0.0372(4) Uani d . 1 . . C
    C13 0.3151(2) 0.5081(2) -0.09885(12) 0.0455(4) Uani d . 1 . . C
    H13 0.3268 0.4094 -0.1242 0.055 Uiso calc R 1 . . H
    C14 0.3678(2) 0.6338(3) -0.16049(12) 0.0477(4) Uani d . 1 . . C
    H14 0.4176 0.6176 -0.2267 0.057 Uiso calc R 1 . . H
    C15 0.3467(2) 0.7830(2) -0.12386(11) 0.0417(4) Uani d . 1 . . C
    C16 0.2721(2) 0.8072(2) -0.02393(11) 0.0382(4) Uani d . 1 . . C
    H16 0.2547 0.9094 0.0001 0.046 Uiso calc R 1 . . H
    C17 0.4092(3) 0.9118(3) -0.18827(13) 0.0541(5) Uani d . 1 . . C
    H17 0.4660 0.8854 -0.2521 0.065 Uiso calc R 1 . . H
    C18 0.2199(3) 0.2525(3) 0.03490(15) 0.0567(5) Uani d . 1 . . C
    H18A 0.1476 0.2868 -0.0228 0.085 Uiso calc R 1 . . H
    H18B 0.1803 0.1808 0.0895 0.085 Uiso calc R 1 . . H
    H18C 0.3499 0.1821 0.0161 0.085 Uiso calc R 1 . . H
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate
(isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
    O1 C7 . 1.209(2) yes
    O2 C2 . 1.3584(19) yes
    O2 C8 . 1.421(2) yes
    O3 C1 . 1.3680(17) yes
    O3 C9 . 1.4276(18) yes
    O4 C11 . 1.3687(17) yes
    O4 C10 . 1.4251(18) yes
    O5 C12 . 1.3575(19) yes
    O5 C18 . 1.428(2) yes
    O6 C17 . 1.206(2) yes
    C1 C6 . 1.371(2) ?
    C1 C2 . 1.416(2) ?
    C2 C3 . 1.381(2) ?
    C3 C4 . 1.386(2) ?
    C3 H3 . 0.9300 ?
    C4 C5 . 1.381(2) ?
    C4 H4 . 0.9300 ?
    C5 C6 . 1.407(2) ?
    C5 C7 . 1.464(3) ?
    C6 H6 . 0.9300 ?
    C7 H7 . 0.9300 ?
    C8 H8A . 0.9600 ?
    C8 H8B . 0.9600 ?
    C8 H8C . 0.9600 ?
    C9 C10 . 1.500(2) ?
    C9 H9A . 0.9700 ?
    C9 H9B . 0.9700 ?
    C10 H10A . 0.9700 ?
    C10 H10B . 0.9700 ?
    C11 C16 . 1.373(2) ?
    C11 C12 . 1.411(2) ?
    C12 C13 . 1.382(2) ?
    C13 C14 . 1.388(2) ?
    C13 H13 . 0.9300 ?
    C14 C15 . 1.383(2) ?
    C14 H14 . 0.9300 ?
    C15 C16 . 1.404(2) ?
    C15 C17 . 1.468(2) ?
    C16 H16 . 0.9300 ?
    C17 H17 . 0.9300 ?
    C18 H18A . 0.9600 ?
    C18 H18B . 0.9600 ?
    C18 H18C . 0.9600 ?
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 O2 C8 . . 118.46(13) yes
    C1 O3 C9 . . 116.95(11) yes
    C11 O4 C10 . . 117.10(11) yes
    C12 O5 C18 . . 117.52(13) yes
    O3 C1 C6 . . 125.38(14) yes
    O3 C1 C2 . . 114.86(13) yes
    C6 C1 C2 . . 119.76(13) ?
    O2 C2 C3 . . 125.15(15) yes
    O2 C2 C1 . . 114.86(13) yes
    C3 C2 C1 . . 119.99(15) ?
    C2 C3 C4 . . 119.70(16) ?
    C2 C3 H3 . . 120.2 ?
    C4 C3 H3 . . 120.2 ?
    C5 C4 C3 . . 120.90(14) ?
    C5 C4 H4 . . 119.6 ?
    C3 C4 H4 . . 119.6 ?
    C4 C5 C6 . . 119.53(15) ?
    C4 C5 C7 . . 119.83(15) ?
    C6 C5 C7 . . 120.63(16) ?
    C1 C6 C5 . . 120.12(15) ?
    C1 C6 H6 . . 119.9 ?
    C5 C6 H6 . . 119.9 ?
    O1 C7 C5 . . 125.06(17) ?
    O1 C7 H7 . . 117.5 ?
    C5 C7 H7 . . 117.5 ?
    O2 C8 H8A . . 109.5 ?
    O2 C8 H8B . . 109.5 ?
    H8A C8 H8B . . 109.5 ?
    O2 C8 H8C . . 109.5 ?
    H8A C8 H8C . . 109.5 ?
    H8B C8 H8C . . 109.5 ?
    O3 C9 C10 . . 108.03(12) ?
    O3 C9 H9A . . 110.1 ?
    C10 C9 H9A . . 110.1 ?
    O3 C9 H9B . . 110.1 ?
    C10 C9 H9B . . 110.1 ?
    H9A C9 H9B . . 108.4 ?
    O4 C10 C9 . . 108.35(12) ?
    O4 C10 H10A . . 110.0 ?
    C9 C10 H10A . . 110.0 ?
    O4 C10 H10B . . 110.0 ?
    C9 C10 H10B . . 110.0 ?
    H10A C10 H10B . . 108.4 ?
    O4 C11 C16 . . 125.34(14) ?
    O4 C11 C12 . . 115.08(13) ?
    C16 C11 C12 . . 119.58(14) ?
    O5 C12 C13 . . 124.89(15) ?
    O5 C12 C11 . . 115.04(13) ?
    C13 C12 C11 . . 120.07(14) ?
    C12 C13 C14 . . 120.01(16) ?
    C12 C13 H13 . . 120.0 ?
    C14 C13 H13 . . 120.0 ?
    C15 C14 C13 . . 120.21(15) ?
    C15 C14 H14 . . 119.9 ?
    C13 C14 H14 . . 119.9 ?
    C14 C15 C16 . . 119.92(15) ?
    C14 C15 C17 . . 119.86(15) ?
    C16 C15 C17 . . 120.18(16) ?
    C11 C16 C15 . . 120.15(15) ?
    C11 C16 H16 . . 119.9 ?
    C15 C16 H16 . . 119.9 ?
    O6 C17 C15 . . 125.59(17) ?
    O6 C17 H17 . . 117.2 ?
    C15 C17 H17 . . 117.2 ?
    O5 C18 H18A . . 109.5 ?
    O5 C18 H18B . . 109.5 ?
    H18A C18 H18B . . 109.5 ?
    O5 C18 H18C . . 109.5 ?
    H18A C18 H18C . . 109.5 ?
    H18B C18 H18C . . 109.5 ?
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
    C9 O3 C1 C6 . . . . 1.3(2) ?
    C9 O3 C1 C2 . . . . -178.57(13) ?
    C8 O2 C2 C3 . . . . -0.2(2) ?
    C8 O2 C2 C1 . . . . 179.63(14) ?
    O3 C1 C2 O2 . . . . 0.7(2) ?
    C6 C1 C2 O2 . . . . -179.17(14) ?
    O3 C1 C2 C3 . . . . -179.45(14) ?
    C6 C1 C2 C3 . . . . 0.7(2) ?
    O2 C2 C3 C4 . . . . 179.44(15) ?
    C1 C2 C3 C4 . . . . -0.4(2) ?
    C2 C3 C4 C5 . . . . -0.4(2) ?
    C3 C4 C5 C6 . . . . 0.9(2) ?
    C3 C4 C5 C7 . . . . -178.25(17) ?
    O3 C1 C6 C5 . . . . 179.95(14) ?
    C2 C1 C6 C5 . . . . -0.2(2) ?
    C4 C5 C6 C1 . . . . -0.6(2) ?
    C7 C5 C6 C1 . . . . 178.54(16) ?
    C4 C5 C7 O1 . . . . 170.6(2) ?
    C6 C5 C7 O1 . . . . -8.6(3) ?
    C1 O3 C9 C10 . . . . 177.55(12) ?
    C11 O4 C10 C9 . . . . -171.69(13) ?
    O3 C9 C10 O4 . . . . 67.14(16) ?
    C10 O4 C11 C16 . . . . -11.8(2) ?
    C10 O4 C11 C12 . . . . 167.76(13) ?
    C18 O5 C12 C13 . . . . 2.9(2) ?
    C18 O5 C12 C11 . . . . -176.72(14) ?
    O4 C11 C12 O5 . . . . 1.0(2) ?
    C16 C11 C12 O5 . . . . -179.38(13) ?
    O4 C11 C12 C13 . . . . -178.60(14) ?
    C16 C11 C12 C13 . . . . 1.0(2) ?
    O5 C12 C13 C14 . . . . -178.66(15) ?
    C11 C12 C13 C14 . . . . 0.9(2) ?
    C12 C13 C14 C15 . . . . -1.5(3) ?
    C13 C14 C15 C16 . . . . 0.2(2) ?
    C13 C14 C15 C17 . . . . 177.76(15) ?
    O4 C11 C16 C15 . . . . 177.23(14) ?
    C12 C11 C16 C15 . . . . -2.3(2) ?
    C14 C15 C16 C11 . . . . 1.8(2) ?
    C17 C15 C16 C11 . . . . -175.83(15) ?
    C14 C15 C17 O6 . . . . 177.81(18) ?
    C16 C15 C17 O6 . . . . -4.6(3) ?
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 O6 1_546 0.93 2.57 3.314(2) 136.9 yes
    C7 H7 O5 2_566 0.93 2.53 3.405(2) 157.1 yes
    C14 H14 O2 2_665 0.93 2.50 3.379(2) 157.8 yes
data_50913a
_journal_date_recd_electronic     2005-10-21
_journal_date_accepted     2005-10-27
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2005
_journal_volume     61
_journal_issue     11
_journal_page_first     o3946
_journal_page_last     o3947
_journal_paper_category     EO
_journal_coeditor_code     HK6051
_publ_contact_author_name     'Jian-Rong Han'
_publ_contact_author_address
;
'College of Sciences
Hebei University of Science and Technology
Shijiazhuang 050018
People's Republic of China'
;
_publ_contact_author_email     han_jianrong@163.com
_publ_contact_author_fax     '086(0311)7828831'
_publ_contact_author_phone     '086(0311)6707094'
_publ_section_title
;
3-[2-(5-Formyl-2-methoxyphenoxy)ethoxy]-4-methoxybenzaldehyde
;
_publ_section_title_footnote
;
?
;
loop_
    _publ_author_name
    _publ_author_address
    "Han, Jian-Rong"
;
College of Sciences
Hebei University of Science and Technology
Shijiazhuang 050018
People's Republic of China
;
    "Zhen, Xiao-Li"
;
College of Sciences
Hebei University of Science and Technology
Shijiazhuang 050018
People's Republic of China
;
