#------------------------------------------------------------------------------
#$Date: 2018-09-10 18:09:12 +0300 (Mon, 10 Sep 2018) $
#$Revision: 210778 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/27/7102781.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_7102781
loop_
_publ_author_name
'Furukawa, Daisuke'
'Kobatake, Seiya'
'Matsumoto, Akikazu'
_publ_section_title
;
 Direct observation of change in the molecular structure of benzyl
 (Z,Z)-muconate during photoisomerization in the solid state
;
_journal_coden_ASTM              CHCOFS
_journal_issue                   1
_journal_name_full
;
 Chemical Communications (Cambridge, United Kingdom)
;
_journal_page_first              55
_journal_page_last               57
_journal_paper_doi               10.1039/b714792a
_journal_year                    2008
_chemical_formula_moiety         'C20 H18 O4'
_chemical_formula_sum            'C20 H18 O4'
_chemical_formula_weight         322.34
_chemical_name_common
;Dibenzyl (Z,Z)-muconate (64.7%) + dibenzyl (E,E)-muconate
(35.3%)
;
_chemical_name_systematic
;
Dibenzyl (Z,Z)-muconate (64.7%) + dibenzyl (E,E)-muconate (35.3%)
;
_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                 106.00(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.328(6)
_cell_length_b                   5.765(4)
_cell_length_c                   15.005(9)
_cell_measurement_reflns_used    3837
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.8
_cell_measurement_theta_min      3.0
_cell_volume                     858.8(9)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  CrystalStructure
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0548
_diffrn_reflns_av_sigmaI/netI    0.0483
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            6993
_diffrn_reflns_theta_full        27.30
_diffrn_reflns_theta_max         27.30
_diffrn_reflns_theta_min         3.00
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.9829
_exptl_absorpt_correction_T_min  0.9662
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Higashi, T. (1995). Program for Absorption Correction.
Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             340
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.178
_refine_diff_density_min         -0.162
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.942
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         1933
_refine_ls_number_restraints     28
_refine_ls_restrained_S_all      0.939
_refine_ls_R_factor_all          0.1564
_refine_ls_R_factor_gt           0.0714
_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)+(0.1303P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1892
_refine_ls_wR_factor_ref         0.2290
_reflns_number_gt                842
_reflns_number_total             1933
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b714792a.txt
_cod_data_source_block           ZZ-Bz-2
_cod_database_code               7102781
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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1Z O 0.4485(7) 0.1291(13) 0.1199(4) 0.101(2) Uani 0.647(15) 1 d P A 1
O2Z O 0.2962(8) 0.3072(19) 0.1775(5) 0.074(2) Uani 0.647(15) 1 d P A 1
C1Z C 0.4593(6) 0.5803(16) 0.0169(5) 0.086(2) Uani 0.647(15) 1 d P . 1
H1Z H 0.4543 0.7320 -0.0048 0.103 Uiso 0.647(15) 1 calc PR A 1
C2Z C 0.3897(6) 0.5271(15) 0.0774(4) 0.085(2) Uani 0.647(15) 1 d P A 1
H2Z H 0.3388 0.6469 0.0920 0.102 Uiso 0.647(15) 1 calc PR A 1
C3Z C 0.3829(5) 0.2960(16) 0.1256(4) 0.0662(19) Uani 0.647(15) 1 d P A 1
C4Z C 0.2801(10) 0.1036(18) 0.2300(6) 0.086(3) Uani 0.647(15) 1 d P A 1
H4Z1 H 0.3672 0.0391 0.2620 0.103 Uiso 0.647(15) 1 calc PR A 1
H4Z2 H 0.2283 -0.0141 0.1891 0.103 Uiso 0.647(15) 1 calc PR A 1
C5Z C 0.2080(11) 0.181(2) 0.2975(8) 0.065(3) Uani 0.647(15) 1 d PD A 1
C6Z C 0.2342(9) 0.376(2) 0.3507(8) 0.067(3) Uani 0.647(15) 1 d PD A 1
H6Z H 0.2996 0.4803 0.3440 0.080 Uiso 0.647(15) 1 calc PRD A 1
C7Z C 0.1620(13) 0.4181(14) 0.4154(8) 0.107(6) Uani 0.647(15) 1 d PD A 1
H7Z H 0.1776 0.5522 0.4512 0.129 Uiso 0.647(15) 1 calc PRD A 1
C8Z C 0.0686(10) 0.2612(19) 0.4254(8) 0.091(5) Uani 0.647(15) 1 d PD A 1
H8Z H 0.0209 0.2910 0.4684 0.109 Uiso 0.647(15) 1 calc PRD A 1
C9Z C 0.0429(10) 0.065(2) 0.3755(8) 0.079(3) Uani 0.647(15) 1 d PD A 1
H9Z H -0.0195 -0.0424 0.3848 0.095 Uiso 0.647(15) 1 calc PRD A 1
C10Z C 0.1131(9) 0.0253(16) 0.3087(5) 0.088(3) Uani 0.647(15) 1 d PD A 1
H10Z H 0.0951 -0.1071 0.2720 0.106 Uiso 0.647(15) 1 calc PRD A 1
O1E O 0.4269(15) 0.010(3) 0.1316(11) 0.142(5) Uani 0.353(15) 1 d P A 2
O2E O 0.302(2) 0.269(5) 0.1827(15) 0.147(9) Uani 0.353(15) 1 d P A 2
C1E C 0.4827(14) 0.407(4) 0.0263(8) 0.099(6) Uani 0.353(15) 1 d P . 2
H1E H 0.5172 0.2628 0.0163 0.119 Uiso 0.353(15) 1 calc PR A 2
C2E C 0.4095(15) 0.405(3) 0.0870(10) 0.090(4) Uiso 0.353(15) 1 d P A 2
H2E H 0.3724 0.5424 0.1009 0.108 Uiso 0.353(15) 1 calc PR A 2
C3E C 0.386(3) 0.188(5) 0.1322(16) 0.129(10) Uiso 0.353(15) 1 d P A 2
C4E C 0.274(2) 0.061(5) 0.2334(17) 0.152(12) Uani 0.353(15) 1 d P A 2
H4E1 H 0.3587 -0.0149 0.2643 0.183 Uiso 0.353(15) 1 calc PR A 2
H4E2 H 0.2199 -0.0481 0.1895 0.183 Uiso 0.353(15) 1 calc PR A 2
C5E C 0.199(2) 0.128(4) 0.3067(16) 0.074(7) Uani 0.353(15) 1 d PD A 2
C6E C 0.238(2) 0.329(4) 0.3529(15) 0.111(11) Uani 0.353(15) 1 d PD A 2
H6E H 0.3085 0.4130 0.3411 0.133 Uiso 0.353(15) 1 calc PRD A 2
C7E C 0.1760(15) 0.416(3) 0.4176(9) 0.073(6) Uani 0.353(15) 1 d PD A 2
H7E H 0.2004 0.5582 0.4462 0.087 Uiso 0.353(15) 1 calc PRD A 2
C8E C 0.078(2) 0.283(3) 0.4374(15) 0.110(11) Uani 0.353(15) 1 d PD A 2
H8E H 0.0424 0.3286 0.4852 0.132 Uiso 0.353(15) 1 calc PRD A 2
C9E C 0.031(2) 0.088(3) 0.3903(17) 0.123(10) Uani 0.353(15) 1 d PD A 2
H9E H -0.0415 0.0096 0.4010 0.148 Uiso 0.353(15) 1 calc PRD A 2
C10E C 0.0939(15) 0.005(3) 0.3243(11) 0.060(4) Uiso 0.353(15) 1 d PD A 2
H10E H 0.0645 -0.1319 0.2926 0.072 Uiso 0.353(15) 1 calc PRD A 2
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
_geom_angle_publ_flag
C3Z O2Z C4Z 118.2(8) . . ?
C2Z C1Z C1Z 124.6(10) . 3_665 ?
C1Z C2Z C3Z 128.6(6) . . ?
O1Z C3Z O2Z 124.3(8) . . ?
O1Z C3Z C2Z 124.6(5) . . ?
O2Z C3Z C2Z 111.0(6) . . ?
O2Z C4Z C5Z 106.4(8) . . ?
C6Z C5Z C10Z 120.0(9) . . ?
C6Z C5Z C4Z 126.3(10) . . ?
C10Z C5Z C4Z 113.5(9) . . ?
C5Z C6Z C7Z 119.5(8) . . ?
C8Z C7Z C6Z 119.4(7) . . ?
C9Z C8Z C7Z 122.4(7) . . ?
C8Z C9Z C10Z 118.1(8) . . ?
C5Z C10Z C9Z 120.5(8) . . ?
C3E O2E C4E 104(2) . . ?
C2E C1E C1E 131(2) . 3_665 ?
C1E C2E C3E 121.1(17) . . ?
O1E C3E O2E 128(2) . . ?
O1E C3E C2E 132(2) . . ?
O2E C3E C2E 100(2) . . ?
O2E C4E C5E 111(2) . . ?
C6E C5E C10E 118.6(15) . . ?
C6E C5E C4E 116.1(17) . . ?
C10E C5E C4E 125.2(17) . . ?
C5E C6E C7E 122.2(16) . . ?
C8E C7E C6E 117.6(14) . . ?
C9E C8E C7E 122.2(16) . . ?
C8E C9E C10E 119.2(15) . . ?
C5E C10E C9E 119.8(13) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1Z C3Z 1.193(10) . ?
O2Z C3Z 1.340(10) . ?
O2Z C4Z 1.448(15) . ?
C1Z C2Z 1.340(10) . ?
C1Z C1Z 1.434(17) 3_665 ?
C2Z C3Z 1.527(10) . ?
C4Z C5Z 1.481(14) . ?
C5Z C6Z 1.363(9) . ?
C5Z C10Z 1.373(9) . ?
C6Z C7Z 1.399(9) . ?
C7Z C8Z 1.360(9) . ?
C8Z C9Z 1.344(10) . ?
C9Z C10Z 1.407(9) . ?
O1E C3E 1.11(3) . ?
O2E C3E 1.38(3) . ?
O2E C4E 1.49(4) . ?
C1E C2E 1.34(2) . ?
C1E C1E 1.44(4) 3_665 ?
C2E C3E 1.47(2) . ?
C4E C5E 1.56(3) . ?
C5E C6E 1.355(14) . ?
C5E C10E 1.383(14) . ?
C6E C7E 1.393(15) . ?
C7E C8E 1.365(15) . ?
C8E C9E 1.342(15) . ?
C9E C10E 1.407(14) . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1Z C1Z C2Z C3Z 1.9(12) 3_665 . . . ?
C4Z O2Z C3Z O1Z -0.3(11) . . . . ?
C4Z O2Z C3Z C2Z -178.5(7) . . . . ?
C1Z C2Z C3Z O1Z 5.3(10) . . . . ?
C1Z C2Z C3Z O2Z -176.5(7) . . . . ?
C3Z O2Z C4Z C5Z 166.0(8) . . . . ?
O2Z C4Z C5Z C6Z -44.4(11) . . . . ?
O2Z C4Z C5Z C10Z 140.3(9) . . . . ?
C10Z C5Z C6Z C7Z -1.2(9) . . . . ?
C4Z C5Z C6Z C7Z -176.2(11) . . . . ?
C5Z C6Z C7Z C8Z 1.3(9) . . . . ?
C6Z C7Z C8Z C9Z 0.3(15) . . . . ?
C7Z C8Z C9Z C10Z -1.9(17) . . . . ?
C6Z C5Z C10Z C9Z -0.5(13) . . . . ?
C4Z C5Z C10Z C9Z 175.2(10) . . . . ?
C8Z C9Z C10Z C5Z 2.0(16) . . . . ?
C1E C1E C2E C3E 179.4(17) 3_665 . . . ?
C4E O2E C3E O1E -2(4) . . . . ?
C4E O2E C3E C2E -178.9(17) . . . . ?
C1E C2E C3E O1E 6(4) . . . . ?
C1E C2E C3E O2E -176.9(15) . . . . ?
C3E O2E C4E C5E 170.8(18) . . . . ?
O2E C4E C5E C6E -38(2) . . . . ?
O2E C4E C5E C10E 139(2) . . . . ?
C10E C5E C6E C7E 0.3(13) . . . . ?
C4E C5E C6E C7E 177(2) . . . . ?
C5E C6E C7E C8E 3.7(13) . . . . ?
C6E C7E C8E C9E -7(3) . . . . ?
C7E C8E C9E C10E 6(3) . . . . ?
C6E C5E C10E C9E -1(2) . . . . ?
C4E C5E C10E C9E -178(2) . . . . ?
C8E C9E C10E C5E -2(3) . . . . ?
