#------------------------------------------------------------------------------
#$Date: 2025-08-21 02:19:08 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301842 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/54/4505442.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_4505442
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         'C34 H42 O8'
_chemical_formula_sum            'C34 H42 O8'
_chemical_formula_weight         578.68
_chemical_melting_point          469.6(15)
_chemical_name_common            246iprOMT
_chemical_name_systematic
;
 1,4-bis[2-(246-trimethoxyphenyl)ethenyl]-2,5-diisopropoxybenzene
;
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                101.570(5)
_cell_angle_beta                 98.290(5)
_cell_angle_gamma                91.040(5)
_cell_formula_units_Z            1
_cell_length_a                   7.572(5)
_cell_length_b                   9.033(5)
_cell_length_c                   11.729(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18
_cell_measurement_theta_min      5
_cell_volume                     776.8(7)
_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    'SHELXD (Sheldrick, 199 ?)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Enraf Nonius Mach3'
_diffrn_measurement_method       'non-profiled ω/2θ scans'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_sigmaI/netI    0.0928
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3609
_diffrn_reflns_theta_full        26.99
_diffrn_reflns_theta_max         26.99
_diffrn_reflns_theta_min         1.79
_diffrn_standards_decay_%        11
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             310
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.236
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         3352
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.1731
_refine_ls_R_factor_gt           0.0606
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1518
_refine_ls_wR_factor_ref         0.1822
_reflns_number_gt                1689
_reflns_number_total             3352
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg0499764si20040106_102650.cif
_cod_data_source_block           iprtrkt1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '195-198\%C' was changed to
'469.6(15)' - 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_sg_symbol_H-M      P-1
_cod_database_code               4505442
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
O2 O 0.6123(2) 0.21319(18) 0.01011(15) 0.0429(5) Uani 1 1 d .
O36 O 0.6803(3) 0.88944(19) -0.28789(17) 0.0575(6) Uani 1 1 d .
C32 C 0.7441(3) 0.5301(3) -0.4753(2) 0.0386(6) Uani 1 1 d .
C33 C 0.7900(4) 0.5734(3) -0.5733(2) 0.0446(7) Uani 1 1 d .
H33 H 0.804(4) 0.507(3) -0.644(3) 0.054 Uiso 1 1 d .
O32 O 0.7369(3) 0.38256(18) -0.46386(15) 0.0492(5) Uani 1 1 d .
C31 C 0.7060(3) 0.6352(3) -0.3757(2) 0.0372(6) Uani 1 1 d .
C6 C 0.6059(3) 0.4293(3) -0.0767(2) 0.0392(6) Uani 1 1 d .
H6 H 0.686(4) 0.383(3) -0.132(2) 0.047 Uiso 1 1 d .
C2 C 0.5566(3) 0.3573(3) 0.0066(2) 0.0369(6) Uani 1 1 d .
C1 C 0.5520(3) 0.5729(3) -0.0882(2) 0.0378(6) Uani 1 1 d .
C34 C 0.7971(4) 0.7250(3) -0.5769(2) 0.0469(7) Uani 1 1 d .
C8 C 0.6512(3) 0.5776(3) -0.2779(2) 0.0402(6) Uani 1 1 d .
H8 H 0.648(4) 0.466(3) -0.286(2) 0.048 Uiso 1 1 d .
C36 C 0.7181(4) 0.7880(3) -0.3845(2) 0.0420(6) Uani 1 1 d .
O34 O 0.8424(3) 0.7808(2) -0.66918(18) 0.0695(7) Uani 1 1 d .
C7 C 0.6047(3) 0.6502(3) -0.1771(2) 0.0399(6) Uani 1 1 d .
H7 H 0.596(4) 0.756(3) -0.164(2) 0.048 Uiso 1 1 d .
C35 C 0.7626(4) 0.8333(3) -0.4816(3) 0.0501(7) Uani 1 1 d .
H35 H 0.769(4) 0.931(3) -0.493(2) 0.060 Uiso 1 1 d .
C39 C 0.7576(4) 0.2687(3) -0.5646(2) 0.0527(8) Uani 1 1 d .
H39A H 0.664(2) 0.2791(15) -0.6331(13) 0.079 Uiso 1 1 calc R
H39B H 0.742(3) 0.1653(18) -0.5459(7) 0.079 Uiso 1 1 calc R
H39C H 0.881(2) 0.2814(14) -0.5860(12) 0.079 Uiso 1 1 calc R
C9 C 0.7586(4) 0.2033(3) 0.1003(3) 0.0506(7) Uani 1 1 d .
H9 H 0.740(4) 0.276(3) 0.170(3) 0.061 Uiso 1 1 d .
C41 C 0.6796(6) 1.0456(3) -0.2932(3) 0.0791(12) Uani 1 1 d .
H41A H 0.798(3) 1.0792(11) -0.308(2) 0.119 Uiso 1 1 calc R
H41B H 0.653(4) 1.1056(14) -0.2176(18) 0.119 Uiso 1 1 calc R
H41C H 0.587(3) 1.0607(6) -0.358(2) 0.119 Uiso 1 1 calc R
C40 C 0.8779(5) 0.6756(4) -0.7703(3) 0.0670(10) Uani 1 1 d .
H40A H 0.977(3) 0.618(2) -0.7484(6) 0.100 Uiso 1 1 calc R
H40B H 0.906(3) 0.7295(11) -0.8286(15) 0.100 Uiso 1 1 calc R
H40C H 0.775(2) 0.609(2) -0.8019(14) 0.100 Uiso 1 1 calc R
C10 C 0.7495(5) 0.0459(4) 0.1235(4) 0.0797(11) Uani 1 1 d .
H10A H 0.635(3) 0.0282(12) 0.152(2) 0.120 Uiso 1 1 calc R
H10B H 0.851(3) 0.0342(10) 0.184(2) 0.120 Uiso 1 1 calc R
H10C H 0.756(4) -0.0284(17) 0.0497(17) 0.120 Uiso 1 1 calc R
C11 C 0.9327(5) 0.2450(5) 0.0672(4) 0.0900(13) Uani 1 1 d .
H11A H 0.9539(19) 0.175(2) -0.001(2) 0.135 Uiso 1 1 calc R
H11B H 1.026(2) 0.242(3) 0.1302(17) 0.135 Uiso 1 1 calc R
H11C H 0.9295(14) 0.344(3) 0.052(2) 0.135 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
C2 O2 C9 115.70(19) . .
C36 O36 C41 118.0(2) . .
O32 C32 C33 122.9(2) . .
O32 C32 C31 114.3(2) . .
C33 C32 C31 122.8(2) . .
C32 C33 C34 119.2(2) . .
C32 C33 H33 125.0(17) . .
C34 C33 H33 115.4(17) . .
C32 O32 C39 117.57(19) . .
C36 C31 C32 115.1(2) . .
C36 C31 C8 126.2(2) . .
C32 C31 C8 118.6(2) . .
C2 C6 C1 123.2(2) . .
C2 C6 H6 121.4(15) . .
C1 C6 H6 115.4(15) . .
C6 C2 O2 119.5(2) . .
C6 C2 C1 121.0(2) . 2_665
O2 C2 C1 119.5(2) . 2_665
C6 C1 C2 115.8(2) . 2_665
C6 C1 C7 123.3(2) . .
C2 C1 C7 120.9(2) 2_665 .
O34 C34 C33 124.2(2) . .
O34 C34 C35 115.1(2) . .
C33 C34 C35 120.6(2) . .
C7 C8 C31 130.7(2) . .
C7 C8 H8 113.3(15) . .
C31 C8 H8 116.0(15) . .
C35 C36 O36 122.1(2) . .
C35 C36 C31 123.0(2) . .
O36 C36 C31 114.9(2) . .
C34 O34 C40 118.0(2) . .
C8 C7 C1 123.2(2) . .
C8 C7 H7 119.2(17) . .
C1 C7 H7 117.4(17) . .
C36 C35 C34 119.3(2) . .
C36 C35 H35 126.5(18) . .
C34 C35 H35 114.2(18) . .
O32 C39 H39A 109.5 . .
O32 C39 H39B 109.5 . .
H39A C39 H39B 109.5 . .
O32 C39 H39C 109.5 . .
H39A C39 H39C 109.5 . .
H39B C39 H39C 109.5 . .
O2 C9 C11 111.6(3) . .
O2 C9 C10 107.3(3) . .
C11 C9 C10 113.2(3) . .
O2 C9 H9 106.6(17) . .
C11 C9 H9 107.9(18) . .
C10 C9 H9 110.0(17) . .
O36 C41 H41A 109.5 . .
O36 C41 H41B 109.5 . .
H41A C41 H41B 109.5 . .
O36 C41 H41C 109.5 . .
H41A C41 H41C 109.5 . .
H41B C41 H41C 109.5 . .
O34 C40 H40A 109.5 . .
O34 C40 H40B 109.5 . .
H40A C40 H40B 109.5 . .
O34 C40 H40C 109.5 . .
H40A C40 H40C 109.5 . .
H40B C40 H40C 109.5 . .
C9 C10 H10A 109.5 . .
C9 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C9 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C9 C11 H11A 109.5 . .
C9 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C9 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O2 C2 1.382(3) .
O2 C9 1.434(4) .
O36 C36 1.375(3) .
O36 C41 1.425(3) .
C32 O32 1.367(3) .
C32 C33 1.373(4) .
C32 C31 1.418(3) .
C33 C34 1.378(4) .
C33 H33 0.94(3) .
O32 C39 1.432(3) .
C31 C36 1.407(3) .
C31 C8 1.458(3) .
C6 C2 1.367(3) .
C6 C1 1.393(3) .
C6 H6 0.98(3) .
C2 C1 1.413(3) 2_665
C1 C2 1.413(3) 2_665
C1 C7 1.461(4) .
C34 O34 1.365(3) .
C34 C35 1.389(4) .
C8 C7 1.331(3) .
C8 H8 0.99(3) .
C36 C35 1.368(4) .
O34 C40 1.425(3) .
C7 H7 0.94(3) .
C35 H35 0.92(3) .
C39 H39A 1.0102 .
C39 H39B 1.0102 .
C39 H39C 1.0102 .
C9 C11 1.490(5) .
C9 C10 1.502(4) .
C9 H9 0.97(3) .
C41 H41A 0.9900 .
C41 H41B 0.9900 .
C41 H41C 0.9900 .
C40 H40A 0.9598 .
C40 H40B 0.9598 .
C40 H40C 0.9598 .
C10 H10A 0.9914 .
C10 H10B 0.9914 .
C10 H10C 0.9914 .
C11 H11A 0.9497 .
C11 H11B 0.9497 .
C11 H11C 0.9497 .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
O32 C32 C33 C34 -178.9(3) . .
C31 C32 C33 C34 -1.0(4) . .
C33 C32 O32 C39 -7.6(4) . .
C31 C32 O32 C39 174.4(2) . .
O32 C32 C31 C36 178.2(2) . .
C33 C32 C31 C36 0.2(4) . .
O32 C32 C31 C8 -4.5(3) . .
C33 C32 C31 C8 177.4(3) . .
C1 C6 C2 O2 178.4(2) . .
C1 C6 C2 C1 -0.9(4) . 2_665
C9 O2 C2 C6 102.3(3) . .
C9 O2 C2 C1 -78.4(3) . 2_665
C2 C6 C1 C2 0.8(4) . 2_665
C2 C6 C1 C7 180.0(3) . .
C32 C33 C34 O34 179.5(3) . .
C32 C33 C34 C35 1.5(4) . .
C36 C31 C8 C7 -1.4(5) . .
C32 C31 C8 C7 -178.3(3) . .
C41 O36 C36 C35 3.2(4) . .
C41 O36 C36 C31 -176.4(3) . .
C32 C31 C36 C35 0.2(4) . .
C8 C31 C36 C35 -176.8(3) . .
C32 C31 C36 O36 179.8(2) . .
C8 C31 C36 O36 2.7(4) . .
C33 C34 O34 C40 2.5(5) . .
C35 C34 O34 C40 -179.4(3) . .
C31 C8 C7 C1 179.7(3) . .
C6 C1 C7 C8 24.7(4) . .
C2 C1 C7 C8 -156.2(2) 2_665 .
O36 C36 C35 C34 -179.2(3) . .
C31 C36 C35 C34 0.3(4) . .
O34 C34 C35 C36 -179.3(3) . .
C33 C34 C35 C36 -1.2(5) . .
C2 O2 C9 C11 -78.7(3) . .
C2 O2 C9 C10 156.7(2) . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 102154895
