#------------------------------------------------------------------------------
#$Date: 2025-08-19 13:52:15 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301804 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/50/2215088.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_2215088
loop_
_publ_author_name
'Zhang, Hai-Guang'
'Yang, Qin-Zheng'
'Yu, Wen-Tao'
'Tao, Xu-Tang'
'Jiang, Min-Hua'
_publ_section_title
;
 2,5-Bis(methoxymethyl)-1,4-dioctyloxybenzene
;
_journal_coeditor_code           FB2057
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3778
_journal_page_last               o3778
_journal_paper_doi               10.1107/S1600536807039219
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C26 H46 O4'
_chemical_formula_moiety         'C26 H46 O4'
_chemical_formula_sum            'C26 H46 O4'
_chemical_formula_weight         422.63
_chemical_name_systematic
;
2,5-Bis(methoxymethyl)-1,4-dioctyloxybenzene
;
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                106.662(8)
_cell_angle_beta                 95.398(10)
_cell_angle_gamma                96.066(9)
_cell_formula_units_Z            1
_cell_length_a                   6.6253(9)
_cell_length_b                   8.8218(9)
_cell_length_c                   11.7625(15)
_cell_measurement_reflns_used    61
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      15.14
_cell_measurement_theta_min      4.87
_cell_volume                     649.32(14)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Bruker, 1996)'
_computing_data_reduction        'SHELXTL (Bruker, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al.,  1999)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker P4'
_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  0.0438
_diffrn_reflns_av_sigmaI/netI    0.0835
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            4198
_diffrn_reflns_theta_full        29.00
_diffrn_reflns_theta_max         29.00
_diffrn_reflns_theta_min         3.12
_diffrn_standards_decay_%        1.2
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_T_max  0.884
_exptl_absorpt_correction_T_min  0.746
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(XSCANS; Bruker, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.081
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             234
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.199
_refine_diff_density_min         -0.213
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    84
_refine_ls_number_parameters     138
_refine_ls_number_reflns         3375
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.1597
_refine_ls_R_factor_gt           0.0738
_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)+(0.0902P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1672
_refine_ls_wR_factor_ref         0.2041
_reflns_number_gt                1622
_reflns_number_total             3375
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fb2057.cif
_cod_data_source_block           I
_cod_database_code               2215088
_cod_database_fobs_code          2215088
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
O O1 0.3812(2) 0.14518(16) 0.61889(13) 0.0605(5) Uani d . 1
O O2 0.0976(3) 0.33836(18) 0.38263(15) 0.0781(6) Uani d . 1
C C1 0.0952(3) -0.0715(2) 0.57603(17) 0.0481(6) Uani d . 1
H H1A 0.1603 -0.1192 0.6275 0.058 Uiso calc R 1
C C2 0.0963(3) 0.1405(2) 0.48497(17) 0.0457(5) Uani d . 1
C C3 0.1910(3) 0.0668(2) 0.56160(18) 0.0468(5) Uani d . 1
C C4 0.4938(3) 0.0743(2) 0.69460(19) 0.0504(6) Uani d . 1
H H4A 0.5184 -0.0312 0.6493 0.061 Uiso calc R 1
H H4B 0.4179 0.0642 0.7593 0.061 Uiso calc R 1
C C5 0.6946(3) 0.1825(2) 0.74413(18) 0.0519(6) Uani d . 1
H H5A 0.6666 0.2895 0.7830 0.062 Uiso calc R 1
H H5B 0.7705 0.1874 0.6784 0.062 Uiso calc R 1
C C6 0.8262(3) 0.1272(2) 0.83323(19) 0.0515(5) Uani d . 1
H H6A 0.7490 0.1190 0.8978 0.062 Uiso calc R 1
H H6B 0.8585 0.0217 0.7937 0.062 Uiso calc R 1
C C7 1.0233(3) 0.2394(2) 0.88503(19) 0.0543(6) Uani d . 1
H H7A 0.9905 0.3455 0.9223 0.065 Uiso calc R 1
H H7B 1.1014 0.2455 0.8204 0.065 Uiso calc R 1
C C8 1.1552(3) 0.1891(3) 0.97676(19) 0.0573(6) Uani d . 1
H H8A 1.1896 0.0838 0.9389 0.069 Uiso calc R 1
H H8B 1.0758 0.1810 1.0405 0.069 Uiso calc R 1
C C9 1.3533(3) 0.3028(3) 1.0317(2) 0.0592(6) Uani d . 1
H H9A 1.4318 0.3123 0.9679 0.071 Uiso calc R 1
H H9B 1.3189 0.4078 1.0707 0.071 Uiso calc R 1
C C10 1.4858(3) 0.2508(3) 1.1217(2) 0.0662(7) Uani d . 1
H H10A 1.4068 0.2397 1.1849 0.079 Uiso calc R 1
H H10C 1.5225 0.1467 1.0824 0.079 Uiso calc R 1
C C11 1.6788(4) 0.3651(3) 1.1768(3) 0.0897(9) Uani d . 1
H H11A 1.7535 0.3271 1.2346 0.135 Uiso calc R 1
H H11B 1.6441 0.4687 1.2156 0.135 Uiso calc R 1
H H11C 1.7618 0.3723 1.1154 0.135 Uiso calc R 1
C C12 0.2062(3) 0.2960(2) 0.47022(18) 0.0476(5) Uani d . 1
H H12A 0.2199 0.3812 0.5452 0.057 Uiso calc R 1
H H12B 0.3424 0.2800 0.4497 0.057 Uiso calc R 1
C C13 0.1897(4) 0.4850(3) 0.3717(2) 0.0841(9) Uani d . 1
H H13A 0.1130 0.5101 0.3077 0.126 Uiso calc R 1
H H13B 0.3276 0.4759 0.3548 0.126 Uiso calc R 1
H H13C 0.1909 0.5683 0.4452 0.126 Uiso calc R 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
C3 O1 C4 . . 118.11(15)
C12 O2 C13 . . 111.18(17)
C3 C1 C2 . 2_556 120.90(18)
C3 C1 H1A . . 119.6
C2 C1 H1A 2_556 . 119.6
C1 C2 C3 2_556 . 118.55(17)
C1 C2 C12 2_556 . 121.69(17)
C3 C2 C12 . . 119.77(17)
C1 C3 O1 . . 125.25(18)
C1 C3 C2 . . 120.56(17)
O1 C3 C2 . . 114.19(17)
O1 C4 C5 . . 107.17(16)
O1 C4 H4A . . 110.3
C5 C4 H4A . . 110.3
O1 C4 H4B . . 110.3
C5 C4 H4B . . 110.3
H4A C4 H4B . . 108.5
C4 C5 C6 . . 113.12(17)
C4 C5 H5A . . 109.0
C6 C5 H5A . . 109.0
C4 C5 H5B . . 109.0
C6 C5 H5B . . 109.0
H5A C5 H5B . . 107.8
C7 C6 C5 . . 112.50(17)
C7 C6 H6A . . 109.1
C5 C6 H6A . . 109.1
C7 C6 H6B . . 109.1
C5 C6 H6B . . 109.1
H6A C6 H6B . . 107.8
C6 C7 C8 . . 113.56(17)
C6 C7 H7A . . 108.9
C8 C7 H7A . . 108.9
C6 C7 H7B . . 108.9
C8 C7 H7B . . 108.9
H7A C7 H7B . . 107.7
C7 C8 C9 . . 114.26(18)
C7 C8 H8A . . 108.7
C9 C8 H8A . . 108.7
C7 C8 H8B . . 108.7
C9 C8 H8B . . 108.7
H8A C8 H8B . . 107.6
C10 C9 C8 . . 114.05(19)
C10 C9 H9A . . 108.7
C8 C9 H9A . . 108.7
C10 C9 H9B . . 108.7
C8 C9 H9B . . 108.7
H9A C9 H9B . . 107.6
C11 C10 C9 . . 113.6(2)
C11 C10 H10A . . 108.8
C9 C10 H10A . . 108.8
C11 C10 H10C . . 108.8
C9 C10 H10C . . 108.8
H10A C10 H10C . . 107.7
C10 C11 H11A . . 109.5
C10 C11 H11B . . 109.5
H11A C11 H11B . . 109.5
C10 C11 H11C . . 109.5
H11A C11 H11C . . 109.5
H11B C11 H11C . . 109.5
O2 C12 C2 . . 110.14(15)
O2 C12 H12A . . 109.6
C2 C12 H12A . . 109.6
O2 C12 H12B . . 109.6
C2 C12 H12B . . 109.6
H12A C12 H12B . . 108.1
O2 C13 H13A . . 109.5
O2 C13 H13B . . 109.5
H13A C13 H13B . . 109.5
O2 C13 H13C . . 109.5
H13A C13 H13C . . 109.5
H13B C13 H13C . . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
O1 C3 . 1.382(2)
O1 C4 . 1.426(2)
O2 C12 . 1.363(2)
O2 C13 . 1.416(2)
C1 C3 . 1.377(3)
C1 C2 2_556 1.382(2)
C1 H1A . 0.9300
C2 C3 . 1.394(3)
C2 C12 . 1.547(3)
C3 C2 . 1.394(3)
C4 C5 . 1.512(2)
C4 H4A . 0.9700
C4 H4B . 0.9700
C5 C6 . 1.519(3)
C5 H5A . 0.9700
C5 H5B . 0.9700
C6 C7 . 1.513(2)
C6 H6A . 0.9700
C6 H6B . 0.9700
C7 C8 . 1.518(3)
C7 H7A . 0.9700
C7 H7B . 0.9700
C8 C9 . 1.528(3)
C8 H8A . 0.9700
C8 H8B . 0.9700
C9 C10 . 1.514(3)
C9 H9A . 0.9700
C9 H9B . 0.9700
C10 C11 . 1.506(3)
C10 H10A . 0.9700
C10 H10C . 0.9700
C11 H11A . 0.9600
C11 H11B . 0.9600
C11 H11C . 0.9600
C12 C2 . 1.547(3)
C12 H12A . 0.9700
C12 H12B . 0.9700
C13 H13A . 0.9600
C13 H13B . 0.9600
C13 H13C . 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
C1 H1A O2 2_556 0.93 2.41 2.747(3) 101 yes
C5 H5B Cg1 1_655 0.97 2.93 3.750(2) 143 yes
C5 H5B Cg1 2_656 0.97 2.93 3.750(2) 143 yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 24799609
