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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/4/50/54/4505441.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_4505441
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_contact_author
; Frank Blockhuys
  University of Antwerp, 
  Department of Chemistry,
  Universiteitsplein 1, 
  B-2610 Wilrijk, Belgium

;
_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_sum            'C30 H34 O8'
_chemical_formula_weight         522.57
_chemical_name_common
; 
 E,E-1,4-bis[2-(2,4,6-trimethoxyphenyl)ethenyl]-2,5-dimethoxybenzene
;
_chemical_name_systematic
; 
 E,E-1,4-bis[2-(2,4,6-trimethoxyphenyl)ethenyl]-2,5-dimethoxybenzene 
;
_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                101.214(2)
_cell_angle_beta                 105.716(2)
_cell_angle_gamma                93.070(2)
_cell_formula_units_Z            1
_cell_length_a                   8.0838(9)
_cell_length_b                   8.9765(10)
_cell_length_c                   9.9412(11)
_cell_measurement_reflns_used    2565
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.082
_cell_measurement_theta_min      2.634
_cell_volume                     676.83(13)
_computing_cell_refinement       'SAINT+ (Bruker, 1997-1999)'
_computing_data_collection       'SMART (Bruker, 1997-2000)'
_computing_data_reduction        SAINT+
_computing_molecular_graphics    SHELXL-97
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.898
_diffrn_measured_fraction_theta_max 0.898
_diffrn_measurement_device_type  'Bruker AXS SMART APEX CCD diffractometer'
_diffrn_measurement_method       'omega 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  0.0171
_diffrn_reflns_av_sigmaI/netI    0.0288
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5693
_diffrn_reflns_theta_full        28.25
_diffrn_reflns_theta_max         28.25
_diffrn_reflns_theta_min         2.18
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count \\infty
_diffrn_standards_interval_time  \\infty
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.90034
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS in SAINT+; Bruker, 1997-1999)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             278
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.202
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         2995
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0693
_refine_ls_R_factor_gt           0.0536
_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)+(0.0751P)²+0.0709P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1328
_refine_ls_wR_factor_ref         0.1423
_reflns_number_gt                2300
_reflns_number_total             2995
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg0499764si20040106_102618.cif
_cod_data_source_block           metrkt
_cod_original_cell_volume        676.82(13)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4505441
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
C16 C -0.25667(19) -1.01058(15) -0.68070(16) 0.0403(4) Uani 1 1 d
C2 C -0.3772(2) -0.75340(16) -0.65997(17) 0.0426(4) Uani 1 1 d
H2A H -0.382(2) -0.7453(19) -0.7563(18) 0.055(5) Uiso 1 1 d
C14 C -0.1781(2) -1.16889(17) -0.87898(17) 0.0467(4) Uani 1 1 d
H14A H -0.171(2) -1.1881(19) -0.9724(19) 0.049(4) Uiso 1 1 d
C12 C -0.1360(2) -1.25332(17) -0.65735(17) 0.0462(4) Uani 1 1 d
H12A H -0.098(2) -1.3243(18) -0.5988(17) 0.047(4) Uiso 1 1 d
O4 O -0.47125(17) -0.47149(13) -0.21228(12) 0.0574(4) Uani 1 1 d
O1 O -0.21584(17) -1.09304(13) -0.46519(12) 0.0575(4) Uani 1 1 d
C4 C -0.4250(2) -0.60978(16) -0.43237(16) 0.0420(4) Uani 1 1 d
H4A H -0.374(2) -0.6870(19) -0.3838(17) 0.050(4) Uiso 1 1 d
O2 O -0.06435(17) -1.39876(13) -0.86269(13) 0.0622(4) Uani 1 1 d
C21 C -0.1535(3) -1.1962(2) -0.3759(2) 0.0550(5) Uani 1 1 d
H21D H -0.172(3) -1.158(2) -0.289(2) 0.074(6) Uiso 1 1 d
H21E H -0.216(2) -1.297(2) -0.4170(19) 0.063(5) Uiso 1 1 d
H21F H -0.030(3) -1.201(2) -0.3614(19) 0.064(5) Uiso 1 1 d
C11 C -0.2015(2) -1.12213(16) -0.60116(16) 0.0419(4) Uani 1 1 d
C1 C -0.3223(2) -0.87573(17) -0.61164(18) 0.0443(4) Uani 1 1 d
H1A H -0.323(2) -0.884(2) -0.518(2) 0.062(5) Uiso 1 1 d
C3 C -0.43743(19) -0.62447(15) -0.57756(16) 0.0386(3) Uani 1 1 d
C5 C -0.4855(2) -0.48942(16) -0.35562(15) 0.0403(4) Uani 1 1 d
C15 C -0.2407(2) -1.03827(16) -0.82095(16) 0.0422(4) Uani 1 1 d
C6 C -0.4064(3) -0.5914(2) -0.1450(2) 0.0569(5) Uani 1 1 d
H6A H -0.406(3) -0.565(2) -0.048(2) 0.070(6) Uiso 1 1 d
H6B H -0.485(3) -0.691(3) -0.195(2) 0.080(6) Uiso 1 1 d
H6C H -0.290(3) -0.604(2) -0.1482(19) 0.066(5) Uiso 1 1 d
C13 C -0.1256(2) -1.27473(16) -0.79581(17) 0.0448(4) Uani 1 1 d
C22 C -0.0368(3) -1.5243(2) -0.7950(3) 0.0662(6) Uani 1 1 d
H22D H -0.006(3) -1.601(3) -0.857(2) 0.081(6) Uiso 1 1 d
H22E H 0.054(3) -1.501(2) -0.704(2) 0.080(7) Uiso 1 1 d
H22F H -0.146(3) -1.561(2) -0.774(2) 0.089(7) Uiso 1 1 d
C23 C -0.2794(4) -0.9504(3) -1.0391(2) 0.0650(6) Uani 1 1 d
H23D H -0.323(3) -0.862(3) -1.072(2) 0.085(7) Uiso 1 1 d
H23E H -0.159(3) -0.952(2) -1.039(2) 0.081(7) Uiso 1 1 d
H23F H -0.345(3) -1.044(3) -1.099(2) 0.097(8) Uiso 1 1 d
O3 O -0.29036(17) -0.92778(12) -0.89641(12) 0.0553(3) Uani 1 1 d
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
C15 C16 C11 116.10(12) . .
C15 C16 C1 125.54(13) . .
C11 C16 C1 118.35(13) . .
C1 C2 C3 124.85(14) . .
C1 C2 H2A 120.6(11) . .
C3 C2 H2A 114.6(11) . .
C15 C14 C13 119.21(14) . .
C15 C14 H14A 121.9(10) . .
C13 C14 H14A 118.9(10) . .
C13 C12 C11 118.70(14) . .
C13 C12 H12A 122.0(10) . .
C11 C12 H12A 119.3(10) . .
C5 O4 C6 117.24(12) . .
C11 O1 C21 118.58(13) . .
C5 C4 C3 122.39(13) . .
C5 C4 H4A 118.7(10) . .
C3 C4 H4A 118.9(10) . .
C13 O2 C22 117.93(14) . .
O1 C21 H21D 106.7(13) . .
O1 C21 H21E 110.3(11) . .
H21D C21 H21E 110.0(16) . .
O1 C21 H21F 111.0(11) . .
H21D C21 H21F 108.6(17) . .
H21E C21 H21F 110.2(16) . .
O1 C11 C12 122.10(14) . .
O1 C11 C16 115.47(12) . .
C12 C11 C16 122.43(14) . .
C2 C1 C16 130.60(15) . .
C2 C1 H1A 119.4(12) . .
C16 C1 H1A 110.0(12) . .
C4 C3 C5 117.04(12) . 2_444
C4 C3 C2 122.58(13) . .
C5 C3 C2 120.36(13) 2_444 .
O4 C5 C4 123.18(13) . .
O4 C5 C3 116.24(12) . 2_444
C4 C5 C3 120.56(13) . 2_444
O3 C15 C14 121.94(14) . .
O3 C15 C16 115.87(12) . .
C14 C15 C16 122.19(14) . .
O4 C6 H6A 108.0(12) . .
O4 C6 H6B 109.1(11) . .
H6A C6 H6B 110.1(16) . .
O4 C6 H6C 111.2(11) . .
H6A C6 H6C 108.6(16) . .
H6B C6 H6C 109.7(16) . .
O2 C13 C12 124.07(14) . .
O2 C13 C14 114.57(14) . .
C12 C13 C14 121.36(13) . .
O2 C22 H22D 107.4(13) . .
O2 C22 H22E 114.3(13) . .
H22D C22 H22E 108.3(18) . .
O2 C22 H22F 110.5(12) . .
H22D C22 H22F 110.1(19) . .
H22E C22 H22F 106.2(18) . .
O3 C23 H23D 104.3(13) . .
O3 C23 H23E 109.8(12) . .
H23D C23 H23E 109.0(17) . .
O3 C23 H23F 112.3(14) . .
H23D C23 H23F 112.0(18) . .
H23E C23 H23F 109.3(19) . .
C15 O3 C23 118.41(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C16 C15 1.410(2) .
C16 C11 1.411(2) .
C16 C1 1.470(2) .
C2 C1 1.333(2) .
C2 C3 1.4682(19) .
C2 H2A 0.964(17) .
C14 C15 1.387(2) .
C14 C13 1.387(2) .
C14 H14A 0.930(17) .
C12 C13 1.379(2) .
C12 C11 1.396(2) .
C12 H12A 0.952(16) .
O4 C5 1.3747(18) .
O4 C6 1.425(2) .
O1 C11 1.3638(18) .
O1 C21 1.4233(19) .
C4 C5 1.388(2) .
C4 C3 1.399(2) .
C4 H4A 0.968(17) .
O2 C13 1.3698(17) .
O2 C22 1.419(2) .
C21 H21D 0.92(2) .
C21 H21E 0.97(2) .
C21 H21F 0.97(2) .
C1 H1A 0.950(19) .
C3 C5 1.4082(19) 2_444
C5 C3 1.4082(19) 2_444
C15 O3 1.3698(17) .
C6 H6A 0.94(2) .
C6 H6B 1.02(2) .
C6 H6C 0.96(2) .
C22 H22D 0.93(2) .
C22 H22E 0.98(2) .
C22 H22F 1.01(2) .
C23 O3 1.421(2) .
C23 H23D 0.96(2) .
C23 H23E 0.98(2) .
C23 H23F 0.96(2) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 102154894
