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#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/45/4504567.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4504567
loop_
_publ_author_name
'Vande Velde, Christophe M. L.'
'Geise, Herman J.'
'Blockhuys, Frank'
_publ_contact_author
;Frank Blockhuys
Structural Chemistry
University of Antwerp, U.A.
Universiteitsplein 1
B-2610 Antwerpen
Belgium
;
_publ_section_title
;
 The Precarious Equilibrium between Different Types of Weak Hydrogen Bonds
 in Methoxy-Substituted Distyrylbenzenes: The Hybrid Network
 inE,E-1,4-Bis[2-(2,4,6-trimethoxyphenyl)ethenyl]-2,3,5,6-tetramethoxybenzene
;
_journal_issue                   1
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              241
_journal_paper_doi               10.1021/cg050317g
_journal_volume                  6
_journal_year                    2006
_chemical_formula_moiety         'C32 H38 O10'
_chemical_formula_sum            'C32 H38 O10'
_chemical_formula_weight         582.62
_chemical_melting_point          476.1(10)
_chemical_name_common            246-DMT
_chemical_name_systematic
;
 1,4-bis[2-(2,4,6-trimethoxyphenyl)ethenyl]-2,3,5,6-tetramethoxybenzene
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.309(2)
_cell_length_b                   15.180(3)
_cell_length_c                   27.115(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18.34
_cell_measurement_theta_min      6.53
_cell_volume                     3008.4(11)
_computing_cell_refinement       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_collection       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics
;
ORTEP-3 (Farrugia, 1999), 
Mercury 1.2.1 (Bruno, 2002)
;
_computing_publication_material  'WinGX (Farrugia, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Enraf-Nonius Mach3'
_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  0.0726
_diffrn_reflns_av_sigmaI/netI    0.0948
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5267
_diffrn_reflns_theta_full        24.97
_diffrn_reflns_theta_max         24.97
_diffrn_reflns_theta_min         1.50
_diffrn_standards_decay_%        7
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1240
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.141
_refine_diff_density_min         -0.198
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.930
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         2637
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.930
_refine_ls_R_factor_all          0.1403
_refine_ls_R_factor_gt           0.0457
_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)+(0.0564P)²+0.2548P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0996
_refine_ls_wR_factor_ref         0.1307
_reflns_number_gt                1262
_reflns_number_total             2637
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg050317gsi20050704_084250.cif
_cod_data_source_block           dmtkt2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '202-204\%C' was changed to
'476.1(10)' - it was converted from degrees Celsius(C) to Kelvins(K),
the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        3008.7(10)
_cod_original_sg_symbol_Hall     ' -P 2ac 2ab'
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               4504567
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O36 O 0.0473(3) 0.07344(11) 0.27978(7) 0.0520(6) Uani 1 1 d .
O6 O -0.2142(3) 0.00590(13) 0.41608(7) 0.0508(6) Uani 1 1 d .
O2 O 0.3065(3) 0.10437(13) 0.50988(7) 0.0542(6) Uani 1 1 d .
O32 O 0.2074(3) 0.29347(13) 0.39357(7) 0.0623(7) Uani 1 1 d .
O34 O 0.2310(3) 0.36179(13) 0.22382(8) 0.0639(7) Uani 1 1 d .
C8 C 0.0716(4) 0.12071(17) 0.37521(10) 0.0437(8) Uani 1 1 d .
H8 H 0.0010 0.0734 0.3646 0.052 Uiso 1 1 calc R
C1 C 0.0491(4) 0.05940(16) 0.46093(10) 0.0402(7) Uani 1 1 d .
C36 C 0.1051(4) 0.15843(17) 0.28733(10) 0.0410(7) Uani 1 1 d .
C33 C 0.2214(4) 0.32714(18) 0.30696(11) 0.0470(8) Uani 1 1 d .
H33 H 0.2609 0.3842 0.3135 0.056 Uiso 1 1 calc R
C6 C -0.1057(4) 0.00461(17) 0.45764(9) 0.0402(7) Uani 1 1 d .
C46 C 0.0330(5) 0.04209(19) 0.23023(10) 0.0532(9) Uani 1 1 d .
H46A H -0.054(3) 0.0779(10) 0.2123(4) 0.080 Uiso 1 1 calc R
H46B H -0.008(3) -0.0185(11) 0.23046(10) 0.080 Uiso 1 1 calc R
H46C H 0.151(2) 0.0457(12) 0.2144(4) 0.080 Uiso 1 1 calc R
C35 C 0.1388(4) 0.21515(18) 0.24839(11) 0.0437(7) Uani 1 1 d .
H35 H 0.1230 0.1969 0.2159 0.052 Uiso 1 1 calc R
C32 C 0.1876(4) 0.26973(17) 0.34504(10) 0.0437(8) Uani 1 1 d .
C34 C 0.1965(4) 0.29958(18) 0.25907(11) 0.0454(8) Uani 1 1 d .
C2 C 0.1496(4) 0.05356(17) 0.50489(10) 0.0421(8) Uani 1 1 d .
C31 C 0.1259(4) 0.18298(16) 0.33680(9) 0.0389(7) Uani 1 1 d .
C7 C 0.1087(4) 0.12201(18) 0.42326(10) 0.0457(8) Uani 1 1 d .
H7 H 0.1813 0.1684 0.4342 0.055 Uiso 1 1 calc R
C44 C 0.2182(5) 0.3376(2) 0.17370(11) 0.0655(10) Uani 1 1 d .
H44A H 0.308(3) 0.2894(14) 0.1665(3) 0.098 Uiso 1 1 calc R
H44B H 0.246(3) 0.3898(11) 0.1525(4) 0.098 Uiso 1 1 calc R
H44C H 0.091(3) 0.3162(14) 0.1665(3) 0.098 Uiso 1 1 calc R
C42 C 0.2422(6) 0.3833(2) 0.40515(13) 0.0805(13) Uani 1 1 d .
H42A H 0.363(3) 0.4015(7) 0.3905(9) 0.121 Uiso 1 1 calc R
H42B H 0.246(4) 0.3908(4) 0.4419(8) 0.121 Uiso 1 1 calc R
H42C H 0.142(3) 0.4210(8) 0.3911(9) 0.121 Uiso 1 1 calc R
C9 C 0.2778(6) 0.1839(2) 0.53700(13) 0.0791(13) Uani 1 1 d .
H9A H 0.192(3) 0.2219(11) 0.5189(6) 0.119 Uiso 1 1 calc R
H9B H 0.395(3) 0.2147(10) 0.5412(8) 0.119 Uiso 1 1 calc R
H9C H 0.226(3) 0.1697(4) 0.5696(8) 0.119 Uiso 1 1 calc R
C10 C -0.3639(5) 0.0668(3) 0.41964(14) 0.0762(12) Uani 1 1 d .
H10A H -0.434(2) 0.0550(11) 0.4506(8) 0.114 Uiso 1 1 calc R
H10B H -0.446(3) 0.0594(11) 0.3905(8) 0.114 Uiso 1 1 calc R
H10C H -0.3155(10) 0.1284(13) 0.4203(9) 0.114 Uiso 1 1 calc R
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_site_symmetry_1
_geom_angle_site_symmetry_3
C36 O36 C46 118.4(2) . .
C6 O6 C10 113.1(2) . .
C2 O2 C9 113.4(2) . .
C32 O32 C42 118.8(2) . .
C34 O34 C44 118.8(2) . .
C7 C8 C31 129.2(3) . .
C7 C8 H8 115.4 . .
C31 C8 H8 115.4 . .
C2 C1 C6 116.0(2) . .
C2 C1 C7 118.6(3) . .
C6 C1 C7 125.4(3) . .
O36 C36 C35 121.7(3) . .
O36 C36 C31 115.2(2) . .
C35 C36 C31 123.1(3) . .
C32 C33 C34 119.5(3) . .
C32 C33 H33 120.2 . .
C34 C33 H33 120.2 . .
O6 C6 C2 118.4(3) . 5_556
O6 C6 C1 120.4(2) . .
C2 C6 C1 121.1(3) 5_556 .
O36 C46 H46A 109.5 . .
O36 C46 H46B 109.5 . .
H46A C46 H46B 109.5 . .
O36 C46 H46C 109.5 . .
H46A C46 H46C 109.5 . .
H46B C46 H46C 109.5 . .
C34 C35 C36 118.2(3) . .
C34 C35 H35 120.9 . .
C36 C35 H35 120.9 . .
O32 C32 C33 122.4(2) . .
O32 C32 C31 115.5(2) . .
C33 C32 C31 122.1(3) . .
O34 C34 C33 115.2(3) . .
O34 C34 C35 123.5(3) . .
C33 C34 C35 121.4(3) . .
C6 C2 O2 118.3(3) 5_556 .
C6 C2 C1 122.9(3) 5_556 .
O2 C2 C1 118.7(2) . .
C36 C31 C32 115.8(2) . .
C36 C31 C8 118.7(2) . .
C32 C31 C8 125.3(2) . .
C8 C7 C1 127.9(3) . .
C8 C7 H7 116.1 . .
C1 C7 H7 116.1 . .
O34 C44 H44A 109.5 . .
O34 C44 H44B 109.5 . .
H44A C44 H44B 109.5 . .
O34 C44 H44C 109.5 . .
H44A C44 H44C 109.5 . .
H44B C44 H44C 109.5 . .
O32 C42 H42A 109.5 . .
O32 C42 H42B 109.5 . .
H42A C42 H42B 109.5 . .
O32 C42 H42C 109.5 . .
H42A C42 H42C 109.5 . .
H42B C42 H42C 109.5 . .
O2 C9 H9A 109.5 . .
O2 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
O2 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
O6 C10 H10A 109.5 . .
O6 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
O6 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O36 C36 1.373(3) .
O36 C46 1.429(3) .
O6 C6 1.378(3) .
O6 C10 1.436(4) .
O2 C2 1.389(3) .
O2 C9 1.429(3) .
O32 C32 1.372(3) .
O32 C42 1.422(3) .
O34 C34 1.367(3) .
O34 C44 1.411(4) .
C8 C7 1.331(4) .
C8 C31 1.462(3) .
C8 H8 0.9300 .
C1 C2 1.403(4) .
C1 C6 1.407(4) .
C1 C7 1.462(4) .
C36 C35 1.384(4) .
C36 C31 1.401(3) .
C33 C32 1.374(4) .
C33 C34 1.376(4) .
C33 H33 0.9300 .
C6 C2 1.384(4) 5_556
C46 H46A 0.9672 .
C46 H46B 0.9672 .
C46 H46C 0.9672 .
C35 C34 1.380(4) .
C35 H35 0.9300 .
C32 C31 1.410(4) .
C2 C6 1.384(4) 5_556
C7 H7 0.9300 .
C44 H44A 1.0013 .
C44 H44B 1.0013 .
C44 H44C 1.0013 .
C42 H42A 1.0045 .
C42 H42B 1.0045 .
C42 H42C 1.0045 .
C9 H9A 0.9835 .
C9 H9B 0.9835 .
C9 H9C 0.9835 .
C10 H10A 0.9997 .
C10 H10B 0.9997 .
C10 H10C 0.9997 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 101395618
