#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/43/2004398.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_2004398
loop_
_publ_author_name
'Toda, F.'
'Tanaka, K.'
'Stein, Z.'
'Goldberg, I.'
_publ_section_title
;
 Conformation of Acyclic Derivatives of
 1,1,4,4-Tetraphenyl-1,3-butadiene
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              118
_journal_page_last               122
_journal_paper_doi               10.1107/S0108270195011358
_journal_volume                  52
_journal_year                    1996
_chemical_formula_moiety         'C32 H26 O4'
_chemical_formula_sum            'C32 H26 O4'
_chemical_formula_weight         474.55
_chemical_melting_point          437
_chemical_name_systematic
;
 dimethyl 2,3-bis(diphenylmethylene)-1,4-butanedicarboxylate
                               or
 2,3-di(methyl carboxylate)-1,1,4,4-tetraphenyl-1,3-butadiene
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 102.340(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.4510(10)
_cell_length_b                   9.4810(10)
_cell_length_c                   16.5770(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      11.09
_cell_measurement_theta_min      8.44
_cell_volume                     2525.8(4)
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'CADINT, local program'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'SHELXL93, PARST (Nardelli, 1983)'
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1985)'
_diffrn_ambient_temperature      295(2)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_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  0.0122
_diffrn_reflns_av_sigmaI/netI    0.0559
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2120
_diffrn_reflns_theta_max         24.95
_diffrn_reflns_theta_min         2.49
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_description       'elongated prism'
_exptl_crystal_F_000             1000
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.164
_refine_diff_density_min         -0.195
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.021
_refine_ls_goodness_of_fit_obs   1.061
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         2057
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_restrained_S_obs      1.061
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_obs          0.0497
_refine_ls_shift/esd_max         -0.032
_refine_ls_shift/esd_mean        0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
;
calc w = 1/[\s^2^(F~o~^2^) + (0.1000P)^2^]
where P = (F~o~^2^ + 2F~c~^2^)/3
;
_refine_ls_wR_factor_all         0.1551
_refine_ls_wR_factor_obs         0.1436
_reflns_number_observed          1661
_reflns_number_total             2057
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ka1141.cif
_cod_data_source_block           I
_cod_original_cell_volume        2525.8(3)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2004398
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'
'-x, -y, -z'
'-x, y, -z-1/2'
'-x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z-1/2'
loop_
_atom_site_label
_atom_site_occupancy
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_type_symbol
O1 1 .57351(9) .18824(15) .38818(9) .0556(4) Uani d . O
C2 1 .6306(2) .3022(3) .4180(2) .0780(8) Uani d G C
H2A 1 .6169(14) .337(3) .4689(7) .105(11) Uiso d G H
H2B 1 .6191(15) .3783(18) .3794(11) .122(13) Uiso d G H
H2C 1 .6911(8) .261(3) .4225(15) .129(12) Uiso d G H
C3 1 .57560(11) .1379(2) .31374(12) .0436(5) Uani d . C
O4 1 .61171(10) .1951(2) .26750(10) .0668(5) Uani d . O
C5 1 .52538(11) .0063(2) .29301(11) .0402(5) Uani d . C
C6 1 .52825(11) -.0995(2) .34827(11) .0396(5) Uani d . C
C7 1 .59414(12) -0.1034(2) .42483(12) .0424(5) Uani d . C
C8 1 .67674(12) -.0752(2) .42291(13) .0487(5) Uani d . C
H8 1 .6910 -0.0572 .3725 .050 Uiso calc . H
C9 1 .73764(14) -.0734(3) .4939(2) .0626(6) Uani d . C
H9 1 .7924 -0.0538 .4913 .050 Uiso calc . H
C10 1 .7178(2) -0.1003(3) .5683(2) .0713(7) Uani d . C
H10 1 .7588 -0.0973 .6165 .050 Uiso calc . H
C11 1 .6372(2) -0.1316(3) .57189(14) .0681(7) Uani d . C
H11 1 .6241 -0.1509 .6226 .050 Uiso calc . H
C12 1 .57547(14) -0.1349(2) .50077(13) .0555(6) Uani d . C
H12 1 .5213 -0.1582 .5037 .050 Uiso calc . H
C13 1 .46838(12) -0.2192(2) .33497(12) .0449(5) Uani d . C
C14 1 .49560(14) -0.3569(2) .3512(2) .0645(7) Uani d . C
H14 1 .5520 -0.3746 .3708 .050 Uiso calc . H
C15 1 .4400(2) -0.4678(3) .3387(2) .0821(8) Uani d . C
H15 1 .4595 -0.5596 .3484 .050 Uiso calc . H
C16 1 .3580(2) -0.4445(3) .3125(2) .0797(8) Uani d . C
H16 1 .3211 -0.5201 .3042 .050 Uiso calc . H
C17 1 .32832(14) -0.3083(3) .2981(2) .0703(7) Uani d . C
H17 1 .2715 -0.2922 .2810 .050 Uiso calc . H
C18 1 .38344(13) -0.1963(2) .30897(13) .0523(6) Uani d . C
H18 1 .3634 -0.1048 .2988 .050 Uiso calc . H
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_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
2 2 5
-2 2 -5
3 -1 6
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 C2 . . 116.2(2)
O4 C3 O1 . . 123.2(2)
O4 C3 C5 . . 123.8(2)
O1 C3 C5 . . 112.9(2)
C6 C5 C5 . 6_656 125.40(13)
C6 C5 C3 . . 121.7(2)
C5 C5 C3 6_656 . 112.88(12)
C5 C6 C7 . . 120.8(2)
C5 C6 C13 . . 122.6(2)
C7 C6 C13 . . 116.6(2)
C12 C7 C8 . . 117.9(2)
C12 C7 C6 . . 121.2(2)
C8 C7 C6 . . 120.9(2)
C9 C8 C7 . . 121.3(2)
C10 C9 C8 . . 120.0(2)
C9 C10 C11 . . 120.0(2)
C10 C11 C12 . . 120.5(2)
C11 C12 C7 . . 120.2(2)
C14 C13 C18 . . 118.0(2)
C14 C13 C6 . . 120.8(2)
C18 C13 C6 . . 121.1(2)
C15 C14 C13 . . 120.8(2)
C16 C15 C14 . . 120.7(2)
C15 C16 C17 . . 120.1(2)
C16 C17 C18 . . 119.8(2)
C17 C18 C13 . . 120.5(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
O1 C3 . 1.330(2)
O1 C2 . 1.447(3)
C3 O4 . 1.195(2)
C3 C5 . 1.496(3)
C5 C6 . 1.352(3)
C5 C5 6_656 1.491(3)
C6 C7 . 1.483(3)
C6 C13 . 1.488(3)
C7 C12 . 1.390(3)
C7 C8 . 1.392(3)
C8 C9 . 1.373(3)
C9 C10 . 1.366(4)
C10 C11 . 1.372(4)
C11 C12 . 1.382(3)
C13 C14 . 1.388(3)
C13 C18 . 1.389(3)
C14 C15 . 1.380(3)
C15 C16 . 1.344(4)
C16 C17 . 1.383(4)
C17 C18 . 1.384(3)
