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#$Date: 2025-08-21 02:19:08 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301842 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/54/4505443.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_4505443
loop_
_publ_author_name
'Vande Velde, Christophe M. L.'
'Chen, Li-Juan'
'Baeke, Jan K.'
'Moens, Maarten'
'Dieltiens, Pieter'
'Geise, Herman J.'
'Zeller, Matthias'
'Hunter, Allen D.'
'Blockhuys, Frank'
_publ_section_title
;
 The Influence of the Side Chain Length on −OCH3−π
 Interactions Determining the Crystal Packing of Four Substituted
 1,4-Bis(α-styryl)benzenes
;
_journal_issue                   4
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              823
_journal_paper_doi               10.1021/cg0499764
_journal_volume                  4
_journal_year                    2004
_chemical_formula_moiety         'C40 H54 O8'
_chemical_formula_sum            'C40 H54 O8'
_chemical_formula_weight         662.83
_chemical_name_common            246hexOMT
_chemical_name_systematic
;
 1,4-bis(2,4,6-trimethoxyphenylethenyl)-2,5-dihexoxybenzene
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                90.00
_cell_angle_beta                 115.947(18)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.174(2)
_cell_length_b                   15.302(4)
_cell_length_c                   16.320(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18
_cell_measurement_theta_min      3
_cell_volume                     1835.5(8)
_computing_cell_refinement       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_collection       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Enraf-Nonius Mach3'
_diffrn_measurement_method       'non-profiled ω/2τ scans'
_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  0.0312
_diffrn_reflns_av_sigmaI/netI    0.1312
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            4243
_diffrn_reflns_theta_full        26.98
_diffrn_reflns_theta_max         26.98
_diffrn_reflns_theta_min         1.92
_diffrn_standards_decay_%        4
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.199
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             716
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.357
_refine_diff_density_min         -0.343
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         3961
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.994
_refine_ls_R_factor_all          0.2274
_refine_ls_R_factor_gt           0.0588
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1038P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1580
_refine_ls_wR_factor_ref         0.2057
_reflns_number_gt                1560
_reflns_number_total             3961
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg0499764si20040106_102704.cif
_cod_data_source_block           hextrkt1
_cod_original_cell_volume        1835.6(8)
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               4505443
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -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
O33 O -0.4897(3) 0.07049(13) -0.64524(14) 0.0718(7) Uani 1 1 d .
O1 O -0.9854(3) 0.13215(14) -0.88212(14) 0.0686(7) Uani 1 1 d .
O31 O -0.5353(3) -0.23214(13) -0.69177(13) 0.0584(6) Uani 1 1 d .
C31 C -0.5160(4) -0.08076(18) -0.66920(17) 0.0450(7) Uani 1 1 d .
C1 C -0.8780(4) -0.00315(18) -0.90593(18) 0.0459(7) Uani 1 1 d .
C8 C -0.6565(4) -0.0730(2) -0.76325(19) 0.0485(7) Uani 1 1 d .
H8 H -0.682(4) -0.1274(19) -0.796(2) 0.058 Uiso 1 1 d .
C32 C -0.4520(4) -0.1641(2) -0.63379(19) 0.0482(7) Uani 1 1 d .
C33 C -0.3158(5) -0.1772(2) -0.5474(2) 0.0599(9) Uani 1 1 d .
H33 H -0.275(4) -0.231(2) -0.527(2) 0.072 Uiso 1 1 d .
O32 O -0.0996(4) -0.12460(17) -0.40907(16) 0.0924(9) Uani 1 1 d .
C7 C -0.7498(4) -0.0039(2) -0.80919(18) 0.0479(7) Uani 1 1 d .
H7 H -0.737(4) 0.0511(19) -0.7775(19) 0.057 Uiso 1 1 d .
C6 C -0.8880(4) -0.0705(2) -0.96524(19) 0.0511(8) Uani 1 1 d .
H6 H -0.806(4) -0.1237(19) -0.938(2) 0.061 Uiso 1 1 d .
C2 C -0.9936(4) 0.06797(18) -0.94327(19) 0.0498(8) Uani 1 1 d .
C35 C -0.2928(4) -0.0217(2) -0.5238(2) 0.0612(9) Uani 1 1 d .
H35 H -0.229(4) 0.029(2) -0.487(2) 0.073 Uiso 1 1 d .
C36 C -0.4316(4) -0.0108(2) -0.61094(19) 0.0521(8) Uani 1 1 d .
C34 C -0.2371(4) -0.1053(2) -0.4935(2) 0.0624(9) Uani 1 1 d .
C9 C -1.0936(5) 0.2080(2) -0.9139(2) 0.0701(10) Uani 1 1 d .
H9A H -1.223(3) 0.1916(4) -0.9494(9) 0.084 Uiso 1 1 calc R
H9B H -1.0547(10) 0.2418(8) -0.9539(10) 0.084 Uiso 1 1 calc R
C39 C -0.4873(5) -0.3184(2) -0.6584(2) 0.0719(11) Uani 1 1 d .
H39A H -0.358(3) -0.3278(6) -0.6406(15) 0.108 Uiso 1 1 calc R
H39B H -0.559(3) -0.3600(9) -0.7061(11) 0.108 Uiso 1 1 calc R
H39C H -0.512(3) -0.3270(6) -0.6057(15) 0.108 Uiso 1 1 calc R
C10 C -1.0717(5) 0.2624(3) -0.8330(3) 0.0852(13) Uani 1 1 d .
H10A H -1.149(2) 0.3150(14) -0.8557(6) 0.102 Uiso 1 1 calc R
H10B H -1.1199(15) 0.2286(9) -0.7968(10) 0.102 Uiso 1 1 calc R
C40 C -0.0199(6) -0.0537(3) -0.3486(2) 0.0991(16) Uani 1 1 d .
H40A H 0.041(4) -0.0148(15) -0.3741(12) 0.149 Uiso 1 1 calc R
H40B H 0.069(4) -0.0760(6) -0.2899(17) 0.149 Uiso 1 1 calc R
H40C H -0.114(3) -0.0215(15) -0.3401(16) 0.149 Uiso 1 1 calc R
C41 C -0.4028(5) 0.1447(2) -0.5922(3) 0.0857(13) Uani 1 1 d .
H41A H -0.418(3) 0.1445(10) -0.5372(16) 0.129 Uiso 1 1 calc R
H41B H -0.456(3) 0.1968(12) -0.6262(10) 0.129 Uiso 1 1 calc R
H41C H -0.276(3) 0.1431(9) -0.5773(16) 0.129 Uiso 1 1 calc R
C12 C -0.8735(6) 0.3423(3) -0.6915(3) 0.1016(16) Uani 1 1 d .
H12A H -0.9098(13) 0.3049(11) -0.6531(11) 0.122 Uiso 1 1 calc R
H12B H -0.959(3) 0.3917(14) -0.7128(7) 0.122 Uiso 1 1 calc R
C11 C -0.8890(6) 0.2907(3) -0.7724(3) 0.0994(15) Uani 1 1 d .
H11A H -0.8412(16) 0.3268(11) -0.8079(11) 0.119 Uiso 1 1 calc R
H11B H -0.810(2) 0.2381(15) -0.7503(7) 0.119 Uiso 1 1 calc R
C13 C -0.6859(8) 0.3775(4) -0.6341(5) 0.183(5) Uani 1 1 d .
H13A H -0.655(3) 0.356(2) -0.598(4) 0.219 Uiso 1 1 calc R
H13B H -0.639(5) 0.3672(11) -0.654(2) 0.219 Uiso 1 1 calc R
C14 C -0.6529(9) 0.4550(4) -0.6127(6) 0.246(8) Uani 1 1 d .
H14A H -0.683(16) 0.482(3) -0.655(4) 0.368 Uiso 1 1 calc R
H14B H -0.552(10) 0.4608(15) -0.584(8) 0.368 Uiso 1 1 calc R
H14C H -0.703(15) 0.469(3) -0.586(8) 0.368 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
C36 O33 C41 119.3(2) .
C2 O1 C9 119.6(2) .
C32 O31 C39 118.2(2) .
C36 C31 C32 115.6(2) .
C36 C31 C8 125.3(3) .
C32 C31 C8 119.0(3) .
C6 C1 C2 116.8(3) .
C6 C1 C7 122.7(3) .
C2 C1 C7 120.4(3) .
C7 C8 C31 130.5(3) .
C7 C8 H8 116.1(17) .
C31 C8 H8 113.3(17) .
O31 C32 C33 122.1(3) .
O31 C32 C31 115.0(2) .
C33 C32 C31 122.9(3) .
C32 C33 C34 118.6(3) .
C32 C33 H33 121(2) .
C34 C33 H33 120(2) .
C34 O32 C40 117.2(3) .
C8 C7 C1 125.4(3) .
C8 C7 H7 119.2(17) .
C1 C7 H7 115.4(17) .
C2 C6 C1 122.1(3) 3_353
C2 C6 H6 120.8(16) 3_353
C1 C6 H6 117.0(16) .
C6 C2 O1 123.5(3) 3_353
C6 C2 C1 121.0(3) 3_353
O1 C2 C1 115.5(2) .
C34 C35 C36 118.3(3) .
C34 C35 H35 120.5(18) .
C36 C35 H35 120.9(19) .
O33 C36 C35 120.9(3) .
O33 C36 C31 116.1(2) .
C35 C36 C31 123.0(3) .
C35 C34 O32 123.8(3) .
C35 C34 C33 121.6(3) .
O32 C34 C33 114.6(3) .
O1 C9 C10 108.5(3) .
O1 C9 H9A 110.0 .
C10 C9 H9A 110.0 .
O1 C9 H9B 110.0 .
C10 C9 H9B 110.0 .
H9A C9 H9B 108.4 .
O31 C39 H39A 109.5 .
O31 C39 H39B 109.5 .
H39A C39 H39B 109.5 .
O31 C39 H39C 109.5 .
H39A C39 H39C 109.5 .
H39B C39 H39C 109.5 .
C11 C10 C9 117.1(4) .
C11 C10 H10A 108.0 .
C9 C10 H10A 108.0 .
C11 C10 H10B 108.0 .
C9 C10 H10B 108.0 .
H10A C10 H10B 107.3 .
O32 C40 H40A 109.5 .
O32 C40 H40B 109.5 .
H40A C40 H40B 109.5 .
O32 C40 H40C 109.5 .
H40A C40 H40C 109.5 .
H40B C40 H40C 109.5 .
O33 C41 H41A 109.5 .
O33 C41 H41B 109.5 .
H41A C41 H41B 109.5 .
O33 C41 H41C 109.5 .
H41A C41 H41C 109.5 .
H41B C41 H41C 109.5 .
C11 C12 C13 114.1(5) .
C11 C12 H12A 108.7 .
C13 C12 H12A 108.7 .
C11 C12 H12B 108.7 .
C13 C12 H12B 108.7 .
H12A C12 H12B 107.6 .
C10 C11 C12 115.1(4) .
C10 C11 H11A 108.5 .
C12 C11 H11A 108.5 .
C10 C11 H11B 108.5 .
C12 C11 H11B 108.5 .
H11A C11 H11B 107.5 .
C14 C13 C12 123.9(6) .
C14 C13 H13A 106.4 .
C12 C13 H13A 106.4 .
C14 C13 H13B 106.4 .
C12 C13 H13B 106.4 .
H13A C13 H13B 106.4 .
C13 C14 H14A 109.5 .
C13 C14 H14B 109.5 .
H14A C14 H14B 109.5 .
C13 C14 H14C 109.5 .
H14A C14 H14C 109.5 .
H14B C14 H14C 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O33 C36 1.362(3) .
O33 C41 1.416(4) .
O1 C2 1.381(3) .
O1 C9 1.414(4) .
O31 C32 1.371(3) .
O31 C39 1.416(4) .
C31 C36 1.397(4) .
C31 C32 1.403(4) .
C31 C8 1.465(4) .
C1 C6 1.392(4) .
C1 C2 1.395(4) .
C1 C7 1.464(4) .
C8 C7 1.327(4) .
C8 H8 0.96(3) .
C32 C33 1.377(4) .
C33 C34 1.380(5) .
C33 H33 0.89(3) .
O32 C34 1.376(4) .
O32 C40 1.419(4) .
C7 H7 0.97(3) .
C6 C2 1.379(4) 3_353
C6 H6 1.02(3) .
C2 C6 1.379(4) 3_353
C35 C34 1.375(5) .
C35 C36 1.387(4) .
C35 H35 0.98(3) .
C9 C10 1.504(5) .
C9 H9A 0.9884 .
C9 H9B 0.9884 .
C39 H39A 0.9764 .
C39 H39B 0.9764 .
C39 H39C 0.9764 .
C10 C11 1.451(5) .
C10 H10A 0.9880 .
C10 H10B 0.9880 .
C40 H40A 0.9757 .
C40 H40B 0.9757 .
C40 H40C 0.9757 .
C41 H41A 0.9594 .
C41 H41B 0.9594 .
C41 H41C 0.9594 .
C12 C11 1.496(5) .
C12 C13 1.503(7) .
C12 H12A 0.9857 .
C12 H12B 0.9857 .
C11 H11A 0.9959 .
C11 H11B 0.9959 .
C13 C14 1.232(7) .
C13 H13A 0.6244 .
C13 H13B 0.6243 .
C14 H14A 0.7522 .
C14 H14B 0.7522 .
C14 H14C 0.7522 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 102154891
