#------------------------------------------------------------------------------
#$Date: 2016-03-22 11:19:20 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178894 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/23/4112339.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_4112339
loop_
_publ_author_name
'Jun Harada'
'Keiichiro Ogawa'
_publ_section_title
;
 X-ray Diffraction Analysis of Nonequilibrium States in Crystals:
 Observation of an Unstable Conformer in Flash-Cooled Crystals
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              3539
_journal_page_last               3544
_journal_paper_doi               10.1021/ja038203l
_journal_volume                  126
_journal_year                    2004
_chemical_formula_sum            'C14 H12'
_chemical_formula_weight         180.24
_chemical_melting_point          398
_chemical_name_common            (E)-stilbene
_chemical_name_systematic
; 
(E)-1,2-diphenylethene
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   geom
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 111.9350(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.3513(5)
_cell_length_b                   5.7088(2)
_cell_length_c                   15.6453(6)
_cell_measurement_reflns_used    6572
_cell_measurement_temperature    250
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.6
_cell_volume                     1023.31(7)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      250
_diffrn_detector_area_resol_mean 8.192
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD diffractometer'
_diffrn_measurement_method       ω_scan
_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  0.0116
_diffrn_reflns_av_sigmaI/netI    0.0083
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            12918
_diffrn_reflns_theta_full        27.51
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         2.81
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_T_max  0.974551
_exptl_absorpt_correction_T_min  0.841453
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.170
_exptl_crystal_description       block
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.254
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.032
_refine_ls_extinction_coef       0.063(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     150
_refine_ls_number_reflns         2355
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0421
_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)+(0.0609P)²+0.2000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1202
_refine_ls_wR_factor_ref         0.1263
_reflns_number_gt                1982
_reflns_number_total             2355
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja038203lsi20030829_041112.cif
_cod_data_source_block           est250k
_cod_database_code               4112339
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -y-1/2, 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
_atom_site_disorder_assembly
_atom_site_disorder_group
C11 C 0.07728(9) 0.6345(2) 0.42393(7) 0.0368(3) Uani 1 1 d . . .
C12 C 0.06433(11) 0.8403(2) 0.37298(8) 0.0443(3) Uani 1 1 d . . .
C13 C 0.13086(12) 0.8823(2) 0.32014(9) 0.0504(3) Uani 1 1 d . . .
C14 C 0.21236(12) 0.7198(3) 0.31767(9) 0.0496(3) Uani 1 1 d . . .
C15 C 0.22782(11) 0.5157(2) 0.36897(9) 0.0472(3) Uani 1 1 d . . .
C16 C 0.16140(10) 0.4732(2) 0.42175(8) 0.0408(3) Uani 1 1 d . . .
C17 C 0.00262(10) 0.5963(2) 0.47702(8) 0.0398(3) Uani 1 1 d . . .
H12 H 0.0062(13) 0.959(3) 0.3740(10) 0.056(4) Uiso 1 1 d . . .
H13 H 0.1197(12) 1.023(3) 0.2833(10) 0.054(4) Uiso 1 1 d . . .
H14 H 0.2591(13) 0.746(3) 0.2821(11) 0.059(4) Uiso 1 1 d . . .
H15 H 0.2847(13) 0.397(3) 0.3673(10) 0.056(4) Uiso 1 1 d . . .
H16 H 0.1724(12) 0.331(3) 0.4564(9) 0.048(4) Uiso 1 1 d . . .
H17 H -0.0472(13) 0.728(3) 0.4770(10) 0.053(4) Uiso 1 1 d . . .
C21 C 0.65960(5) 0.4351(2) 0.08298(7) 0.0396(3) Uani 0.88 1 d PGD A 1
C22 C 0.71257(9) 0.24973(16) 0.14249(8) 0.0475(4) Uani 0.88 1 d PGD A 1
H22 H 0.6672 0.1235 0.1487 0.057 Uiso 0.88 1 calc PR A 1
C23 C 0.83311(9) 0.25232(18) 0.19270(8) 0.0522(4) Uani 0.88 1 d PG A 1
H23 H 0.8687 0.1278 0.2327 0.063 Uiso 0.88 1 calc PR A 1
C24 C 0.90067(5) 0.4403(2) 0.18340(8) 0.0489(4) Uani 0.88 1 d PG A 1
H24 H 0.9816 0.4420 0.2171 0.059 Uiso 0.88 1 calc PR A 1
C25 C 0.84770(9) 0.62571(18) 0.12390(9) 0.0508(4) Uani 0.88 1 d PG A 1
H25 H 0.8931 0.7519 0.1177 0.061 Uiso 0.88 1 calc PR A 1
C26 C 0.72717(9) 0.62312(16) 0.07368(7) 0.0470(4) Uani 0.88 1 d PG A 1
H26 H 0.6916 0.7476 0.0337 0.056 Uiso 0.88 1 calc PR A 1
C27 C 0.53221(12) 0.4240(3) 0.03124(9) 0.0435(3) Uani 0.88 1 d PD . 1
H27 H 0.4927 0.2960 0.0439 0.052 Uiso 0.88 1 calc PR . 1
C21' C 0.6660(4) 0.5120(17) 0.0716(6) 0.0483(15) Uiso 0.12 1 d PGD B 2
C22' C 0.6810(7) 0.2979(16) 0.1182(7) 0.0483(15) Uiso 0.12 1 d PG B 2
H22' H 0.6163 0.2008 0.1096 0.058 Uiso 0.12 1 calc PR B 2
C23' C 0.7924(9) 0.2283(15) 0.1777(7) 0.0483(15) Uiso 0.12 1 d PG B 2
H23' H 0.8025 0.0845 0.2090 0.058 Uiso 0.12 1 calc PR B 2
C24' C 0.8888(6) 0.3729(19) 0.1906(7) 0.0483(15) Uiso 0.12 1 d PG B 2
H24' H 0.9636 0.3262 0.2306 0.058 Uiso 0.12 1 calc PR B 2
C25' C 0.8738(5) 0.5870(18) 0.1440(8) 0.0483(15) Uiso 0.12 1 d PG B 2
H25' H 0.9385 0.6841 0.1527 0.058 Uiso 0.12 1 calc PR B 2
C26' C 0.7624(6) 0.6566(15) 0.0845(7) 0.0483(15) Uiso 0.12 1 d PGD B 2
H26' H 0.7523 0.8004 0.0532 0.058 Uiso 0.12 1 calc PR B 2
C27' C 0.5483(5) 0.5648(16) 0.0105(7) 0.0483(15) Uiso 0.12 1 d PD . 2
H27' H 0.5380 0.7114 -0.0188 0.058 Uiso 0.12 1 calc PR . 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'
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
C12 C11 C16 117.93(11) .
C12 C11 C17 119.05(10) .
C16 C11 C17 123.03(10) .
C13 C12 C11 121.26(12) .
C13 C12 H12 119.0(9) .
C11 C12 H12 119.8(9) .
C14 C13 C12 120.09(12) .
C14 C13 H13 119.0(9) .
C12 C13 H13 120.9(9) .
C13 C14 C15 119.51(11) .
C13 C14 H14 121.2(10) .
C15 C14 H14 119.2(10) .
C16 C15 C14 120.54(12) .
C16 C15 H15 118.9(9) .
C14 C15 H15 120.5(9) .
C15 C16 C11 120.65(11) .
C15 C16 H16 119.8(8) .
C11 C16 H16 119.6(8) .
C17 C17 C11 126.60(14) 3_566
C17 C17 H17 118.8(9) 3_566
C11 C17 H17 114.6(9) .
C22 C21 C26 120.0 .
C22 C21 C27 117.99(10) .
C26 C21 C27 122.01(10) .
C23 C22 C21 120.0 .
C23 C22 H22 120.0 .
C21 C22 H22 120.0 .
C22 C23 C24 120.0 .
C22 C23 H23 120.0 .
C24 C23 H23 120.0 .
C23 C24 C25 120.0 .
C23 C24 H24 120.0 .
C25 C24 H24 120.0 .
C24 C25 C26 120.0 .
C24 C25 H25 120.0 .
C26 C25 H25 120.0 .
C25 C26 C21 120.0 .
C25 C26 H26 120.0 .
C21 C26 H26 120.0 .
C27 C27 C21 126.75(17) 3_665
C27 C27 H27 116.6 3_665
C21 C27 H27 116.6 .
C22' C21' C26' 120.0 .
C22' C21' C27' 115.6(7) .
C26' C21' C27' 124.4(7) .
C21' C22' C23' 120.0 .
C21' C22' H22' 120.0 .
C23' C22' H22' 120.0 .
C24' C23' C22' 120.0 .
C24' C23' H23' 120.0 .
C22' C23' H23' 120.0 .
C23' C24' C25' 120.0 .
C23' C24' H24' 120.0 .
C25' C24' H24' 120.0 .
C24' C25' C26' 120.0 .
C24' C25' H25' 120.0 .
C26' C25' H25' 120.0 .
C25' C26' C21' 120.0 .
C25' C26' H26' 120.0 .
C21' C26' H26' 120.0 .
C27' C27' C21' 129.3(11) 3_665
C27' C27' H27' 115.3 3_665
C21' C27' H27' 115.3 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C11 C12 1.3953(16) .
C11 C16 1.3983(16) .
C11 C17 1.4697(15) .
C12 C13 1.3868(17) .
C12 H12 0.992(16) .
C13 C14 1.380(2) .
C13 H13 0.971(16) .
C14 C15 1.3866(19) .
C14 H14 0.951(16) .
C15 C16 1.3855(17) .
C15 H15 0.981(15) .
C16 H16 0.956(15) .
C17 C17 1.329(2) 3_566
C17 H17 0.973(15) .
C21 C22 1.4000 .
C21 C26 1.4000 .
C21 C27 1.4776(15) .
C22 C23 1.4000 .
C22 H22 0.9400 .
C23 C24 1.4000 .
C23 H23 0.9400 .
C24 C25 1.4000 .
C24 H24 0.9400 .
C25 C26 1.4000 .
C25 H25 0.9400 .
C26 H26 0.9400 .
C27 C27 1.327(3) 3_665
C27 H27 0.9400 .
C21' C22' 1.4000 .
C21' C26' 1.4000 .
C21' C27' 1.443(7) .
C22' C23' 1.4000 .
C22' H22' 0.9400 .
C23' C24' 1.4000 .
C23' H23' 0.9400 .
C24' C25' 1.4000 .
C24' H24' 0.9400 .
C25' C26' 1.4000 .
C25' H25' 0.9400 .
C26' H26' 0.9400 .
C27' C27' 1.336(9) 3_665
C27' H27' 0.9400 .
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_4
C16 C11 C12 C13 1.35(18) .
C17 C11 C12 C13 -178.56(11) .
C11 C12 C13 C14 -0.5(2) .
C12 C13 C14 C15 -0.6(2) .
C13 C14 C15 C16 0.6(2) .
C14 C15 C16 C11 0.29(19) .
C12 C11 C16 C15 -1.27(17) .
C17 C11 C16 C15 178.64(11) .
C12 C11 C17 C17 174.38(15) 3_566
C16 C11 C17 C17 -5.5(2) 3_566
C26 C21 C22 C23 0.0 .
C27 C21 C22 C23 179.79(11) .
C21 C22 C23 C24 0.0 .
C22 C23 C24 C25 0.0 .
C23 C24 C25 C26 0.0 .
C24 C25 C26 C21 0.0 .
C22 C21 C26 C25 0.0 .
C27 C21 C26 C25 -179.78(11) .
C22 C21 C27 C27 -176.48(16) 3_665
C26 C21 C27 C27 3.3(2) 3_665
C26' C21' C22' C23' 0.0 .
C27' C21' C22' C23' 178.7(10) .
C21' C22' C23' C24' 0.0 .
C22' C23' C24' C25' 0.0 .
C23' C24' C25' C26' 0.0 .
C24' C25' C26' C21' 0.0 .
C22' C21' C26' C25' 0.0 .
C27' C21' C26' C25' -178.5(11) .
C22' C21' C27' C27' -2(2) 3_665
C26' C21' C27' C27' 176.2(13) 3_665
