##############################################################################
###                                                                        ###
###           Full Paper (Acta Crystallographica Section C)                ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section C. It conforms to the editorial and technical    #
# requirements of Notes for Authors for Section C, and has been peer         #
# reviewed under the auspices of the IUCr Commission on Journals.            #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
##############################################################################
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
2,3-diphenylbuta-1,3-diene
;
_chemical_name_common     ?
_chemical_formula_moiety     'C16 H14'
_chemical_formula_sum     'C16 H14'
_chemical_formula_iupac     'C16 H14'
_chemical_formula_weight     206.27
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P 21'
_symmetry_space_group_name_Hall     'P 2yb'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y+1/2, -z'
_cell_length_a     8.5791(12)
_cell_length_b     5.7966(3)
_cell_length_c     12.3414(17)
_cell_angle_alpha     90.00
_cell_angle_beta     111.645(10)
_cell_angle_gamma     90.00
_cell_volume     570.46(12)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     290
_cell_measurement_theta_min     4.04
_cell_measurement_theta_max     27.13
_cell_measurement_temperature     150(2)
_exptl_crystal_description     needle
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.48
_exptl_crystal_size_mid     0.24
_exptl_crystal_size_min     0.24
_exptl_crystal_density_diffrn     1.201
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     220
_exptl_absorpt_coefficient_mu     0.068
_exptl_absorpt_correction_type     none
_exptl_absorpt_process_details     ?
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?
_exptl_special_details
;
;
_diffrn_ambient_temperature     150(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'rotating anode'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Nonius KappaCCD'
_diffrn_measurement_method     'φ and ω'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     14083
_diffrn_reflns_av_R_equivalents     0.0412
_diffrn_reflns_av_sigmaI/netI     0.0176
_diffrn_reflns_theta_min     1.78
_diffrn_reflns_theta_max     27.68
_diffrn_reflns_theta_full     27.68
_diffrn_measured_fraction_theta_max     0.984
_diffrn_measured_fraction_theta_full     0.984
_diffrn_reflns_limit_h_min     -11
_diffrn_reflns_limit_h_max     11
_diffrn_reflns_limit_k_min     -7
_diffrn_reflns_limit_k_max     7
_diffrn_reflns_limit_l_min     -16
_diffrn_reflns_limit_l_max     16
_diffrn_standards_number     ?
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total     1444
_reflns_number_gt     1355
_reflns_threshold_expression     'I>2σ(I)'
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0353
_refine_ls_R_factor_gt     0.0314
_refine_ls_wR_factor_gt     0.0769
_refine_ls_wR_factor_ref     0.0802
_refine_ls_goodness_of_fit_ref     1.080
_refine_ls_restrained_S_all     1.079
_refine_ls_number_reflns     1444
_refine_ls_number_parameters     146
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
              'w=1/[σ²(Fo²)+(0.0420P)²+0.0638P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.166
_refine_diff_density_min     -0.162
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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'
_computing_data_collection     'COLLECT (Nonius, 1999)'
_computing_cell_refinement     'Dirax (Duisenberg, 1992)'
_computing_data_reduction     'EvalCCD (Duisenberg et al., 2003)'
_computing_structure_solution     'SIR-97 (Altomare et al., 1999)'
_computing_structure_refinement     'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     'PLATON (Spek, 2003)'
_computing_publication_material     'program (reference)?'
loop_
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    _atom_site_type_symbol
    C11 -0.1268(2) 0.3546(4) 0.17587(18) 0.0412(5) Uani d . 1 . . C
    H11A -0.1344 0.2498 0.1149 0.049 Uiso calc R 1 . . H
    H11B -0.2115 0.3561 0.2083 0.049 Uiso calc R 1 . . H
    C12 0.00212(19) 0.4990(3) 0.21569(13) 0.0271(4) Uani d . 1 . . C
    C13 0.1377(2) 0.5024(3) 0.16722(12) 0.0251(3) Uani d . 1 . . C
    C14 0.2457(2) 0.6904(3) 0.18584(14) 0.0277(4) Uani d . 1 . . C
    H14 0.2325 0.8183 0.2299 0.033 Uiso calc R 1 . . H
    C15 0.3724(2) 0.6936(4) 0.14090(15) 0.0336(4) Uani d . 1 . . C
    H15 0.4457 0.8225 0.1548 0.040 Uiso calc R 1 . . H
    C16 0.3918(2) 0.5087(4) 0.07578(15) 0.0388(5) Uani d . 1 . . C
    H16 0.4786 0.5100 0.0453 0.047 Uiso calc R 1 . . H
    C17 0.2846(3) 0.3231(4) 0.05546(15) 0.0396(5) Uani d . 1 . . C
    H17 0.2965 0.1973 0.0098 0.048 Uiso calc R 1 . . H
    C18 0.1596(2) 0.3185(4) 0.10110(14) 0.0330(4) Uani d . 1 . . C
    H18 0.0875 0.1883 0.0873 0.040 Uiso calc R 1 . . H
    C21 -0.1190(2) 0.8116(4) 0.29134(17) 0.0368(4) Uani d . 1 . . C
    H21A -0.1177 0.9160 0.3510 0.044 Uiso calc R 1 . . H
    H21B -0.2118 0.8096 0.2193 0.044 Uiso calc R 1 . . H
    C22 0.00939(19) 0.6676(3) 0.30879(14) 0.0259(3) Uani d . 1 . . C
    C23 0.15706(19) 0.6647(3) 0.42014(14) 0.0234(3) Uani d . 1 . . C
    C24 0.26332(19) 0.4731(3) 0.45078(13) 0.0249(3) Uani d . 1 . . C
    H24 0.2405 0.3441 0.3998 0.030 Uiso calc R 1 . . H
    C25 0.4019(2) 0.4684(4) 0.55461(14) 0.0285(4) Uani d . 1 . . C
    H25 0.4733 0.3372 0.5741 0.034 Uiso calc R 1 . . H
    C26 0.4356(2) 0.6549(4) 0.62942(14) 0.0310(4) Uani d . 1 . . C
    H26 0.5301 0.6520 0.7005 0.037 Uiso calc R 1 . . H
    C27 0.3317(2) 0.8455(4) 0.60075(15) 0.0323(4) Uani d . 1 . . C
    H27 0.3550 0.9736 0.6524 0.039 Uiso calc R 1 . . H
    C28 0.1944(2) 0.8510(3) 0.49760(15) 0.0296(4) Uani d . 1 . . C
    H28 0.1241 0.9833 0.4789 0.036 Uiso calc R 1 . . H
loop_
    _atom_site_aniso_label
    _atom_site_aniso_U_11
    _atom_site_aniso_U_22
    _atom_site_aniso_U_33
    _atom_site_aniso_U_12
    _atom_site_aniso_U_13
    _atom_site_aniso_U_23
    C11 0.0348(9) 0.0458(12) 0.0398(10) -0.0102(10) 0.0100(8) -0.0076(10)
    C12 0.0248(7) 0.0292(9) 0.0227(7) -0.0002(8) 0.0032(6) 0.0020(8)
    C13 0.0259(7) 0.0266(9) 0.0179(7) 0.0035(8) 0.0024(6) 0.0021(7)
    C14 0.0309(8) 0.0289(9) 0.0219(7) 0.0021(8) 0.0080(6) -0.0001(8)
    C15 0.0330(9) 0.0412(11) 0.0266(8) -0.0002(9) 0.0112(7) 0.0049(9)
    C16 0.0406(10) 0.0530(14) 0.0260(8) 0.0134(11) 0.0162(7) 0.0079(10)
    C17 0.0524(11) 0.0402(11) 0.0261(9) 0.0146(10) 0.0143(8) -0.0028(9)
    C18 0.0377(9) 0.0288(9) 0.0262(8) 0.0043(9) 0.0045(7) -0.0016(8)
    C21 0.0303(8) 0.0420(11) 0.0372(9) 0.0070(9) 0.0114(7) 0.0025(9)
    C22 0.0239(7) 0.0268(9) 0.0283(8) -0.0018(7) 0.0112(6) 0.0025(8)
    C23 0.0235(7) 0.0251(9) 0.0242(7) -0.0009(7) 0.0118(6) 0.0012(7)
    C24 0.0274(8) 0.0252(8) 0.0243(7) -0.0002(8) 0.0120(6) -0.0015(7)
    C25 0.0281(8) 0.0330(10) 0.0256(8) 0.0027(8) 0.0114(7) 0.0053(8)
    C26 0.0281(8) 0.0419(11) 0.0228(8) -0.0084(9) 0.0091(6) -0.0007(8)
    C27 0.0386(9) 0.0321(10) 0.0296(8) -0.0099(8) 0.0167(7) -0.0093(8)
    C28 0.0324(8) 0.0260(9) 0.0347(9) -0.0009(8) 0.0174(7) -0.0044(8)
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    C11 C12 . 1.329(3) yes
    C11 H11A . 0.9500 ?
    C11 H11B . 0.9500 ?
    C12 C13 . 1.491(2) yes
    C12 C22 . 1.492(2) yes
    C13 C14 . 1.393(2) ?
    C13 C18 . 1.397(3) ?
    C14 C15 . 1.391(2) ?
    C14 H14 . 0.9500 ?
    C15 C16 . 1.386(3) ?
    C15 H15 . 0.9500 ?
    C16 C17 . 1.377(3) ?
    C16 H16 . 0.9500 ?
    C17 C18 . 1.383(3) ?
    C17 H17 . 0.9500 ?
    C18 H18 . 0.9500 ?
    C21 C22 . 1.335(3) yes
    C21 H21A . 0.9500 ?
    C21 H21B . 0.9500 ?
    C22 C23 . 1.486(2) yes
    C23 C24 . 1.397(2) ?
    C23 C28 . 1.399(3) ?
    C24 C25 . 1.390(2) ?
    C24 H24 . 0.9500 ?
    C25 C26 . 1.381(3) ?
    C25 H25 . 0.9500 ?
    C26 C27 . 1.381(3) ?
    C26 H26 . 0.9500 ?
    C27 C28 . 1.380(2) ?
    C27 H27 . 0.9500 ?
    C28 H28 . 0.9500 ?
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
    _geom_angle_publ_flag
    C12 C11 H11A . . 120.0 ?
    C12 C11 H11B . . 120.0 ?
    H11A C11 H11B . . 120.0 ?
    C11 C12 C13 . . 121.75(17) ?
    C11 C12 C22 . . 119.35(17) ?
    C13 C12 C22 . . 118.87(15) ?
    C14 C13 C18 . . 117.95(15) ?
    C14 C13 C12 . . 120.92(16) ?
    C18 C13 C12 . . 121.13(17) ?
    C15 C14 C13 . . 120.99(18) ?
    C15 C14 H14 . . 119.5 ?
    C13 C14 H14 . . 119.5 ?
    C16 C15 C14 . . 120.0(2) ?
    C16 C15 H15 . . 120.0 ?
    C14 C15 H15 . . 120.0 ?
    C17 C16 C15 . . 119.67(18) ?
    C17 C16 H16 . . 120.2 ?
    C15 C16 H16 . . 120.2 ?
    C16 C17 C18 . . 120.45(19) ?
    C16 C17 H17 . . 119.8 ?
    C18 C17 H17 . . 119.8 ?
    C17 C18 C13 . . 120.98(19) ?
    C17 C18 H18 . . 119.5 ?
    C13 C18 H18 . . 119.5 ?
    C22 C21 H21A . . 120.0 ?
    C22 C21 H21B . . 120.0 ?
    H21A C21 H21B . . 120.0 ?
    C21 C22 C23 . . 121.85(17) ?
    C21 C22 C12 . . 119.19(16) ?
    C23 C22 C12 . . 118.92(15) ?
    C24 C23 C28 . . 117.81(14) ?
    C24 C23 C22 . . 120.52(16) ?
    C28 C23 C22 . . 121.67(16) ?
    C25 C24 C23 . . 121.07(17) ?
    C25 C24 H24 . . 119.5 ?
    C23 C24 H24 . . 119.5 ?
    C26 C25 C24 . . 119.84(18) ?
    C26 C25 H25 . . 120.1 ?
    C24 C25 H25 . . 120.1 ?
    C25 C26 C27 . . 119.93(16) ?
    C25 C26 H26 . . 120.0 ?
    C27 C26 H26 . . 120.0 ?
    C28 C27 C26 . . 120.36(18) ?
    C28 C27 H27 . . 119.8 ?
    C26 C27 H27 . . 119.8 ?
    C27 C28 C23 . . 120.99(18) ?
    C27 C28 H28 . . 119.5 ?
    C23 C28 H28 . . 119.5 ?
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_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    C11 C12 C13 C14 . . . . 162.49(18) ?
    C22 C12 C13 C14 . . . . -15.6(2) ?
    C11 C12 C13 C18 . . . . -17.0(3) yes
    C22 C12 C13 C18 . . . . 164.92(15) ?
    C18 C13 C14 C15 . . . . -0.6(2) ?
    C12 C13 C14 C15 . . . . 179.84(16) ?
    C13 C14 C15 C16 . . . . 0.5(3) ?
    C14 C15 C16 C17 . . . . 0.3(3) ?
    C15 C16 C17 C18 . . . . -1.0(3) ?
    C16 C17 C18 C13 . . . . 0.9(3) ?
    C14 C13 C18 C17 . . . . -0.1(2) ?
    C12 C13 C18 C17 . . . . 179.47(16) ?
    C11 C12 C22 C21 . . . . -55.6(2) yes
    C13 C12 C22 C21 . . . . 122.5(2) ?
    C11 C12 C22 C23 . . . . 122.3(2) ?
    C13 C12 C22 C23 . . . . -59.6(2) ?
    C21 C22 C23 C24 . . . . 160.50(18) ?
    C12 C22 C23 C24 . . . . -17.3(2) ?
    C21 C22 C23 C28 . . . . -19.3(3) yes
    C12 C22 C23 C28 . . . . 162.89(15) ?
    C28 C23 C24 C25 . . . . -0.2(2) ?
    C22 C23 C24 C25 . . . . 179.93(15) ?
    C23 C24 C25 C26 . . . . 0.3(2) ?
    C24 C25 C26 C27 . . . . -0.1(2) ?
    C25 C26 C27 C28 . . . . -0.1(3) ?
    C26 C27 C28 C23 . . . . 0.1(3) ?
    C24 C23 C28 C27 . . . . 0.0(2) ?
    C22 C23 C28 C27 . . . . 179.86(16) ?
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    C11 H11A Cg1 2_545 0.95 3.05 3.96 161
    C21 H21A Cg2 2_556 0.95 2.90 3.75 149
data_global
_journal_date_recd_electronic     2005-03-11
_journal_date_accepted     2005-03-21
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2005
_journal_volume     61
_journal_issue      5
_journal_page_first     o300
_journal_page_last     o302
_journal_paper_category     FO
_publ_contact_author_name     'Martin Lutz'
_publ_contact_author_address
;
Bijvoet Center for Biomolecular Research
Department of Crystal and Structural Chemistry
Utrecht University
Padualaan 8
3584 CH Utrecht
The Netherlands
;
_publ_contact_author_email     'm.lutz@chem.uu.nl'
_publ_contact_author_fax     '[+31] 30 2533940'
_publ_contact_author_phone     '[+31] 30 2533902'
_publ_section_title
;
Pseudomerohedrally twinned 2,3-diphenylbuta-1,3-diene
;
loop_
    _publ_author_name
    _publ_author_address
    'Lutz, Martin'
;
Bijvoet Center for Biomolecular Research
Department of Crystal and Structural Chemistry
Utrecht University
Padualaan 8
3584 CH Utrecht
The Netherlands
;
    'Spek, Anthony L.'
;
Bijvoet Center for Biomolecular Research
Department of Crystal and Structural Chemistry
Utrecht University
Padualaan 8
3584 CH Utrecht
The Netherlands
;
    'van der Wiel, Bas C.'
;
Debye Institute
Organic Chemistry and Catalysis
Utrecht University
Padualaan 8
3584 CH Utrecht
The Netherlands
;
    'van Walree, Cornelis A.'
;
Debye Institute
Organic Chemistry and Catalysis
Utrecht University
Padualaan 8
3584 CH Utrecht
The Netherlands
;
