#------------------------------------------------------------------------------
#$Date: 2018-09-10 17:09:12 +0200 (lun 10 de sep de 2018) $
#$Revision: 210778 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/27/7102780.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_7102780
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'
_chemical_name_systematic        'Dibenzyl (Z,Z)-muconate'
_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                 105.86(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.332(4)
_cell_length_b                   5.682(2)
_cell_length_c                   14.791(7)
_cell_measurement_reflns_used    5942
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.3
_cell_measurement_theta_min      3.0
_cell_volume                     835.2(6)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_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 0.978
_diffrn_measured_fraction_theta_max 0.978
_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  0.0492
_diffrn_reflns_av_sigmaI/netI    0.0358
_diffrn_reflns_limit_h_max       12
_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            6512
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.03
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.9824
_exptl_absorpt_correction_T_min  0.9653
_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    1.282
_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         0.149
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         1877
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0835
_refine_ls_R_factor_gt           0.0523
_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)+(0.0729P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1214
_refine_ls_wR_factor_ref         0.1321
_reflns_number_gt                1198
_reflns_number_total             1877
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b714792a.txt
_cod_data_source_block           ZZ-Bz
_cod_database_code               7102780
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
O1 O 0.44832(14) 0.1361(2) 0.12236(10) 0.0793(5) Uani 1 1 d . . .
O2 O 0.29586(11) 0.32180(18) 0.17657(8) 0.0582(4) Uani 1 1 d . . .
C1 C 0.46116(17) 0.5817(3) 0.01822(13) 0.0602(5) Uani 1 1 d . . .
H1 H 0.4577 0.7355 -0.0038 0.072 Uiso 1 1 calc R . .
C2 C 0.39317(18) 0.5357(3) 0.08070(13) 0.0631(5) Uani 1 1 d . . .
H2 H 0.3458 0.6603 0.0971 0.076 Uiso 1 1 calc R . .
C3 C 0.38520(15) 0.3100(3) 0.12621(11) 0.0509(4) Uani 1 1 d . . .
C4 C 0.2804(2) 0.1127(3) 0.22763(13) 0.0651(5) Uani 1 1 d . . .
H3 H 0.3680 0.0481 0.2590 0.078 Uiso 1 1 calc R . .
H4 H 0.2303 -0.0050 0.1845 0.078 Uiso 1 1 calc R . .
C5 C 0.20701(15) 0.1734(2) 0.29840(11) 0.0487(4) Uani 1 1 d . . .
C6 C 0.23699(17) 0.3737(3) 0.35285(12) 0.0572(4) Uani 1 1 d . . .
H5 H 0.3026 0.4771 0.3445 0.069 Uiso 1 1 calc R . .
C7 C 0.16998(19) 0.4206(3) 0.41936(12) 0.0642(5) Uani 1 1 d . . .
H6 H 0.1898 0.5565 0.4555 0.077 Uiso 1 1 calc R . .
C8 C 0.07415(18) 0.2680(3) 0.43257(12) 0.0652(5) Uani 1 1 d . . .
H7 H 0.0298 0.2994 0.4781 0.078 Uiso 1 1 calc R . .
C9 C 0.04395(18) 0.0702(3) 0.37892(13) 0.0651(5) Uani 1 1 d . . .
H8 H -0.0213 -0.0332 0.3878 0.078 Uiso 1 1 calc R . .
C10 C 0.10951(17) 0.0226(3) 0.31165(11) 0.0570(4) Uani 1 1 d . . .
H9 H 0.0879 -0.1121 0.2749 0.068 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0942(9) 0.0628(8) 0.1059(11) 0.0221(7) 0.0694(9) 0.0273(7)
O2 0.0668(7) 0.0595(7) 0.0616(7) 0.0139(5) 0.0401(6) 0.0151(5)
C1 0.0742(11) 0.0477(8) 0.0725(11) 0.0084(8) 0.0431(9) 0.0085(8)
C2 0.0776(11) 0.0525(10) 0.0751(12) 0.0080(8) 0.0477(10) 0.0150(9)
C3 0.0497(8) 0.0548(9) 0.0553(9) 0.0023(7) 0.0263(7) 0.0067(8)
C4 0.0849(12) 0.0563(9) 0.0677(11) 0.0112(8) 0.0440(10) 0.0104(9)
C5 0.0540(8) 0.0489(8) 0.0482(9) 0.0066(7) 0.0227(7) 0.0054(7)
C6 0.0608(10) 0.0551(9) 0.0622(10) -0.0015(8) 0.0279(8) -0.0100(8)
C7 0.0823(12) 0.0591(10) 0.0570(11) -0.0080(8) 0.0289(9) -0.0026(9)
C8 0.0794(12) 0.0711(11) 0.0569(11) 0.0074(9) 0.0387(10) 0.0067(10)
C9 0.0687(10) 0.0685(11) 0.0667(12) 0.0134(9) 0.0333(9) -0.0115(9)
C10 0.0711(10) 0.0513(9) 0.0519(9) 0.0013(7) 0.0225(8) -0.0096(8)
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
C3 O2 C4 116.33(12) . . ?
C2 C1 C1 126.36(19) . 3_665 ?
C1 C2 C3 126.83(15) . . ?
O1 C3 O2 122.50(14) . . ?
O1 C3 C2 127.17(15) . . ?
O2 C3 C2 110.32(12) . . ?
O2 C4 C5 109.16(13) . . ?
C10 C5 C6 119.11(14) . . ?
C10 C5 C4 119.23(15) . . ?
C6 C5 C4 121.63(14) . . ?
C7 C6 C5 120.04(15) . . ?
C8 C7 C6 120.29(17) . . ?
C9 C8 C7 119.92(16) . . ?
C8 C9 C10 120.27(16) . . ?
C9 C10 C5 120.36(16) . . ?
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
O1 C3 1.1941(18) . ?
O2 C3 1.3368(18) . ?
O2 C4 1.4402(18) . ?
C1 C2 1.331(2) . ?
C1 C1 1.426(3) 3_665 ?
C2 C3 1.461(2) . ?
C4 C5 1.491(2) . ?
C5 C10 1.376(2) . ?
C5 C6 1.380(2) . ?
C6 C7 1.375(2) . ?
C7 C8 1.370(3) . ?
C8 C9 1.362(3) . ?
C9 C10 1.375(2) . ?
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
C1 C1 C2 C3 1.0(4) 3_665 . . . ?
C4 O2 C3 O1 0.8(3) . . . . ?
C4 O2 C3 C2 -178.31(14) . . . . ?
C1 C2 C3 O1 8.1(3) . . . . ?
C1 C2 C3 O2 -172.93(19) . . . . ?
C3 O2 C4 C5 165.10(14) . . . . ?
O2 C4 C5 C10 138.61(16) . . . . ?
O2 C4 C5 C6 -43.2(2) . . . . ?
C10 C5 C6 C7 0.1(2) . . . . ?
C4 C5 C6 C7 -178.09(16) . . . . ?
C5 C6 C7 C8 0.6(3) . . . . ?
C6 C7 C8 C9 -0.7(3) . . . . ?
C7 C8 C9 C10 0.2(3) . . . . ?
C8 C9 C10 C5 0.5(3) . . . . ?
C6 C5 C10 C9 -0.7(2) . . . . ?
C4 C5 C10 C9 177.57(15) . . . . ?
