#------------------------------------------------------------------------------
#$Date: 2017-10-13 12:31:46 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201979 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/23/63/2236308.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_2236308
loop_
_publ_author_name
'Chen, Zheng-Wang'
'Chen, Hai-Chuan'
'Ye, Dong-Nai'
'Hu, Qiao-Sheng'
_publ_section_title
;
 (Z)-1,4-Diphenylbut-1-en-3-ynyl acetate
;
_journal_coeditor_code           HG5238
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2847
_journal_paper_doi               10.1107/S1600536812037439
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          'C18 H14 O2'
_chemical_formula_moiety         'C18 H14 O2'
_chemical_formula_sum            'C18 H14 O2'
_chemical_formula_weight         262.29
_chemical_name_systematic
;
(Z)-1,4-Diphenylbut-1-en-3-ynyl acetate
;
_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                 91.558(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.1480(5)
_cell_length_b                   5.5912(2)
_cell_length_c                   19.7579(7)
_cell_measurement_reflns_used    5837
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.90
_cell_measurement_theta_min      2.82
_cell_volume                     1451.93(9)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'XP in SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEXII area-detector'
_diffrn_measurement_method       'φ and 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  0.0211
_diffrn_reflns_av_sigmaI/netI    0.0232
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            8119
_diffrn_reflns_theta_full        25.20
_diffrn_reflns_theta_max         25.20
_diffrn_reflns_theta_min         2.61
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_correction_T_min  0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.087
_refine_diff_density_min         -0.139
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2611
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0690
_refine_ls_R_factor_gt           0.0405
_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)+(0.0583P)²+0.1384P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1040
_refine_ls_wR_factor_ref         0.1234
_reflns_number_gt                1678
_reflns_number_total             2611
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            hg5238.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2236308
_cod_database_fobs_code          2236308
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_type_symbol
_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_symmetry_multiplicity
C C1 0.30322(13) -0.0799(4) 0.49684(9) 0.0692(5) Uani d . 1 1
C C2 0.28690(17) -0.2708(5) 0.53970(12) 0.0953(7) Uani d . 1 1
H H2 0.2419 -0.3916 0.5266 0.114 Uiso calc R 1 1
C C3 0.3369(3) -0.2826(7) 0.60151(15) 0.1280(11) Uani d . 1 1
H H3 0.3254 -0.4111 0.6302 0.154 Uiso calc R 1 1
C C4 0.4031(3) -0.1080(9) 0.62109(15) 0.1426(16) Uani d . 1 1
H H4 0.4372 -0.1181 0.6628 0.171 Uiso calc R 1 1
C C5 0.4196(2) 0.0823(8) 0.57961(17) 0.1327(12) Uani d . 1 1
H H5 0.4647 0.2021 0.5933 0.159 Uiso calc R 1 1
C C6 0.36951(17) 0.0975(5) 0.51739(11) 0.0974(7) Uani d . 1 1
H H6 0.3807 0.2280 0.4894 0.117 Uiso calc R 1 1
C C7 0.25155(13) -0.0651(4) 0.43211(10) 0.0701(5) Uani d . 1 1
C C8 0.20928(13) -0.0556(4) 0.37789(10) 0.0685(5) Uani d . 1 1
C C9 0.15912(12) -0.0526(4) 0.31331(9) 0.0652(5) Uani d . 1 1
H H9 0.1158 -0.1790 0.3023 0.078 Uiso calc R 1 1
C C10 0.17019(11) 0.1197(3) 0.26765(8) 0.0550(4) Uani d . 1 1
C C11 0.11939(11) 0.1374(3) 0.20075(8) 0.0536(4) Uani d . 1 1
C C12 0.04989(12) -0.0339(3) 0.17850(8) 0.0650(5) Uani d . 1 1
H H12 0.0366 -0.1650 0.2058 0.078 Uiso calc R 1 1
C C13 0.00025(14) -0.0127(4) 0.11645(10) 0.0748(5) Uani d . 1 1
H H13 -0.0463 -0.1290 0.1024 0.090 Uiso calc R 1 1
C C14 0.01901(15) 0.1784(4) 0.07548(9) 0.0752(6) Uani d . 1 1
H H14 -0.0148 0.1929 0.0337 0.090 Uiso calc R 1 1
C C15 0.08782(15) 0.3482(4) 0.09637(10) 0.0799(6) Uani d . 1 1
H H15 0.1012 0.4776 0.0684 0.096 Uiso calc R 1 1
C C16 0.13779(13) 0.3297(3) 0.15865(10) 0.0708(5) Uani d . 1 1
H H16 0.1840 0.4472 0.1723 0.085 Uiso calc R 1 1
C C17 0.33312(11) 0.2969(3) 0.28114(8) 0.0565(4) Uani d . 1 1
C C18 0.38508(13) 0.5103(4) 0.30975(10) 0.0770(6) Uani d . 1 1
H H18A 0.4559 0.5052 0.2992 0.116 Uiso calc R 1 1
H H18B 0.3783 0.5121 0.3580 0.116 Uiso calc R 1 1
H H18C 0.3548 0.6521 0.2906 0.116 Uiso calc R 1 1
O O1 0.23034(7) 0.3175(2) 0.28623(6) 0.0629(3) Uani d . 1 1
O O2 0.37147(8) 0.1261(2) 0.25663(7) 0.0784(4) Uani d . 1 1
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
C6 C1 C2 118.9(2)
C6 C1 C7 120.2(2)
C2 C1 C7 120.9(2)
C3 C2 C1 120.2(3)
C3 C2 H2 119.9
C1 C2 H2 119.9
C4 C3 C2 120.5(3)
C4 C3 H3 119.8
C2 C3 H3 119.8
C3 C4 C5 120.1(3)
C3 C4 H4 120.0
C5 C4 H4 120.0
C4 C5 C6 120.2(3)
C4 C5 H5 119.9
C6 C5 H5 119.9
C1 C6 C5 120.1(3)
C1 C6 H6 120.0
C5 C6 H6 120.0
C8 C7 C1 179.1(2)
C7 C8 C9 178.1(2)
C10 C9 C8 124.12(17)
C10 C9 H9 117.9
C8 C9 H9 117.9
C9 C10 O1 117.69(15)
C9 C10 C11 127.15(15)
O1 C10 C11 114.96(14)
C16 C11 C12 118.06(16)
C16 C11 C10 120.70(15)
C12 C11 C10 121.23(15)
C13 C12 C11 120.95(18)
C13 C12 H12 119.5
C11 C12 H12 119.5
C14 C13 C12 120.35(19)
C14 C13 H13 119.8
C12 C13 H13 119.8
C13 C14 C15 119.51(18)
C13 C14 H14 120.2
C15 C14 H14 120.2
C14 C15 C16 120.74(18)
C14 C15 H15 119.6
C16 C15 H15 119.6
C15 C16 C11 120.39(17)
C15 C16 H16 119.8
C11 C16 H16 119.8
O2 C17 O1 122.01(16)
O2 C17 C18 127.35(15)
O1 C17 C18 110.64(15)
C17 C18 H18A 109.5
C17 C18 H18B 109.5
H18A C18 H18B 109.5
C17 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C17 O1 C10 117.88(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C6 1.374(3)
C1 C2 1.383(3)
C1 C7 1.434(2)
C2 C3 1.373(4)
C2 H2 0.9300
C3 C4 1.357(5)
C3 H3 0.9300
C4 C5 1.364(5)
C4 H4 0.9300
C5 C6 1.381(3)
C5 H5 0.9300
C6 H6 0.9300
C7 C8 1.194(2)
C8 C9 1.420(2)
C9 C10 1.330(2)
C9 H9 0.9300
C10 O1 1.4025(18)
C10 C11 1.468(2)
C11 C16 1.385(2)
C11 C12 1.387(2)
C12 C13 1.378(2)
C12 H12 0.9300
C13 C14 1.367(3)
C13 H13 0.9300
C14 C15 1.367(3)
C14 H14 0.9300
C15 C16 1.383(2)
C15 H15 0.9300
C16 H16 0.9300
C17 O2 1.1894(19)
C17 O1 1.3626(18)
C17 C18 1.479(2)
C18 H18A 0.9600
C18 H18B 0.9600
C18 H18C 0.9600
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 28418659
