#------------------------------------------------------------------------------
#$Date: 2019-01-12 02:26:39 +0200 (Sat, 12 Jan 2019) $
#$Revision: 213012 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/04/1550461.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_1550461
loop_
_publ_author_name
'Pineda, Leslie W.'
'Amey, Adam'
'Cabezas, Jorge A.'
_publ_section_title
;
 5,5-Diphenyl-cis-penta-2,4-dienoic acid
;
_journal_coeditor_code           HB4275
_journal_issue                   1
_journal_name_full               IUCrData
_journal_page_first              x181799
_journal_paper_doi               10.1107/S2414314618017996
_journal_volume                  4
_journal_year                    2019
_chemical_formula_iupac          'C17 H14 O2'
_chemical_formula_moiety         'C17 H14 O2'
_chemical_formula_sum            'C17 H14 O2'
_chemical_formula_weight         250.29
_chemical_name_systematic
;
5,5-Diphenyl-cis-penta-2,4-dienoic acid
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 109.4530(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.0801(4)
_cell_length_b                   15.4598(7)
_cell_length_c                   10.0920(4)
_cell_measurement_reflns_used    7723
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      27.4617
_cell_measurement_theta_min      2.5134
_cell_volume                     1335.81(10)
_computing_cell_refinement
;
SAINT (Bruker, 2015)
;
_computing_data_collection
;
APEX3 (Bruker, 2015)
;
_computing_data_reduction
;
SAINT (Bruker, 2015)
;
_computing_molecular_graphics
;
Mercury (Macrae et al.,  2006)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick 2015a)
;
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  mirrors
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_unetI/netI     0.0301
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            19268
_diffrn_reflns_theta_full        27.56
_diffrn_reflns_theta_max         27.56
_diffrn_reflns_theta_min         2.51
_diffrn_source                   'Incoatec Microsource'
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7133
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2015)
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.333
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         3081
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0625
_refine_ls_R_factor_gt           0.0453
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0392P)²+0.6455P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0943
_refine_ls_wR_factor_ref         0.1010
_reflns_number_gt                2479
_reflns_number_total             3081
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            hb4275sup1.cif
_cod_data_source_block           I
_cod_database_code               1550461
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_occupancy
O O1 0.05901(11) 0.54513(7) 0.15632(10) 0.0237(2) Uani d 1
O O2 -0.18489(12) 0.50474(7) 0.03482(10) 0.0228(2) Uani d 1
H H2 -0.1377(11) 0.4886(11) -0.0300(16) 0.034 Uiso calc 1
C C1 0.18364(15) 0.64377(9) 0.56368(13) 0.0154(3) Uani d 1
C C2 0.10925(15) 0.70128(9) 0.64163(14) 0.0158(3) Uani d 1
C C3 0.14619(16) 0.68961(9) 0.78666(14) 0.0187(3) Uani d 1
H H3 0.2151 0.6444 0.8327 0.022 Uiso calc 1
C C4 0.08313(17) 0.74347(10) 0.86354(15) 0.0230(3) Uani d 1
H H4 0.1068 0.7341 0.9615 0.028 Uiso calc 1
C C5 -0.01446(17) 0.81101(10) 0.79803(16) 0.0241(3) Uani d 1
H H5 -0.0564 0.8484 0.8512 0.029 Uiso calc 1
C C6 -0.05063(17) 0.82382(10) 0.65483(16) 0.0241(3) Uani d 1
H H6 -0.1172 0.8702 0.6099 0.029 Uiso calc 1
C C7 0.01017(16) 0.76900(10) 0.57661(15) 0.0207(3) Uani d 1
H H7 -0.016 0.7778 0.4783 0.025 Uiso calc 1
C C8 0.35685(16) 0.63744(9) 0.62313(13) 0.0156(3) Uani d 1
C C9 0.44543(16) 0.71162(9) 0.67401(14) 0.0191(3) Uani d 1
H H9 0.3941 0.7653 0.6724 0.023 Uiso calc 1
C C10 0.60701(17) 0.70804(10) 0.72673(15) 0.0224(3) Uani d 1
H H10 0.6658 0.7592 0.7594 0.027 Uiso calc 1
C C11 0.68287(17) 0.62948(10) 0.73173(15) 0.0227(3) Uani d 1
H H11 0.7937 0.6267 0.7676 0.027 Uiso calc 1
C C12 0.59618(17) 0.55526(10) 0.68411(15) 0.0219(3) Uani d 1
H H12 0.6479 0.5013 0.6891 0.026 Uiso calc 1
C C13 0.43436(16) 0.55893(9) 0.62916(14) 0.0184(3) Uani d 1
H H13 0.3761 0.5077 0.5955 0.022 Uiso calc 1
C C14 0.10456(16) 0.60064(9) 0.44511(14) 0.0168(3) Uani d 1
H H14 0.1645 0.5701 0.3991 0.02 Uiso calc 1
C C15 -0.06333(16) 0.59693(9) 0.38208(14) 0.0180(3) Uani d 1
H H15 -0.1222 0.6177 0.4376 0.022 Uiso calc 1
C C16 -0.14545(16) 0.56720(9) 0.25332(14) 0.0180(3) Uani d 1
H H16 -0.2558 0.5646 0.2294 0.022 Uiso calc 1
C C17 -0.07883(16) 0.53848(9) 0.14689(14) 0.0170(3) Uani d 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
C17 O2 H2 109.5
C14 C1 C8 120.27(12)
C14 C1 C2 124.22(12)
C8 C1 C2 115.50(11)
C7 C2 C3 118.77(13)
C7 C2 C1 122.32(12)
C3 C2 C1 118.83(12)
C4 C3 C2 120.55(13)
C4 C3 H3 119.7
C2 C3 H3 119.7
C3 C4 C5 120.22(13)
C3 C4 H4 119.9
C5 C4 H4 119.9
C6 C5 C4 119.80(13)
C6 C5 H5 120.1
C4 C5 H5 120.1
C5 C6 C7 120.24(14)
C5 C6 H6 119.9
C7 C6 H6 119.9
C6 C7 C2 120.41(13)
C6 C7 H7 119.8
C2 C7 H7 119.8
C13 C8 C9 118.58(12)
C13 C8 C1 121.67(12)
C9 C8 C1 119.75(12)
C10 C9 C8 121.01(13)
C10 C9 H9 119.5
C8 C9 H9 119.5
C9 C10 C11 119.86(14)
C9 C10 H10 120.1
C11 C10 H10 120.1
C12 C11 C10 119.64(13)
C12 C11 H11 120.2
C10 C11 H11 120.2
C11 C12 C13 120.59(14)
C11 C12 H12 119.7
C13 C12 H12 119.7
C12 C13 C8 120.31(13)
C12 C13 H13 119.8
C8 C13 H13 119.8
C1 C14 C15 125.61(13)
C1 C14 H14 117.2
C15 C14 H14 117.2
C16 C15 C14 127.09(13)
C16 C15 H15 116.5
C14 C15 H15 116.5
C15 C16 C17 125.44(13)
C15 C16 H16 117.3
C17 C16 H16 117.3
O1 C17 O2 122.14(13)
O1 C17 C16 125.22(12)
O2 C17 C16 112.64(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C17 1.2275(17)
O2 C17 1.3241(16)
O2 H2 0.928(19)
C1 C14 1.3489(19)
C1 C8 1.4882(19)
C1 C2 1.4898(18)
C2 C7 1.394(2)
C2 C3 1.4000(19)
C3 C4 1.385(2)
C3 H3 0.95
C4 C5 1.386(2)
C4 H4 0.95
C5 C6 1.385(2)
C5 H5 0.95
C6 C7 1.392(2)
C6 H6 0.95
C7 H7 0.95
C8 C13 1.3943(19)
C8 C9 1.397(2)
C9 C10 1.385(2)
C9 H9 0.95
C10 C11 1.389(2)
C10 H10 0.95
C11 C12 1.384(2)
C11 H11 0.95
C12 C13 1.388(2)
C12 H12 0.95
C13 H13 0.95
C14 C15 1.444(2)
C14 H14 0.95
C15 C16 1.3455(19)
C15 H15 0.95
C16 C17 1.466(2)
C16 H16 0.95
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
O2 H2 O1 3_565 0.93 1.74 2.6628(14) 177
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
C14 C1 C2 C7 -53.4(2)
C8 C1 C2 C7 125.11(14)
C14 C1 C2 C3 129.82(15)
C8 C1 C2 C3 -51.65(17)
C7 C2 C3 C4 1.1(2)
C1 C2 C3 C4 178.03(13)
C2 C3 C4 C5 -1.6(2)
C3 C4 C5 C6 0.9(2)
C4 C5 C6 C7 0.2(2)
C5 C6 C7 C2 -0.7(2)
C3 C2 C7 C6 0.0(2)
C1 C2 C7 C6 -176.78(13)
C14 C1 C8 C13 -42.21(19)
C2 C1 C8 C13 139.20(13)
C14 C1 C8 C9 137.53(14)
C2 C1 C8 C9 -41.06(17)
C13 C8 C9 C10 1.3(2)
C1 C8 C9 C10 -178.39(12)
C8 C9 C10 C11 -1.2(2)
C9 C10 C11 C12 -0.1(2)
C10 C11 C12 C13 1.1(2)
C11 C12 C13 C8 -0.9(2)
C9 C8 C13 C12 -0.3(2)
C1 C8 C13 C12 179.43(12)
C8 C1 C14 C15 175.75(13)
C2 C1 C14 C15 -5.8(2)
C1 C14 C15 C16 168.04(14)
C14 C15 C16 C17 -5.0(2)
C15 C16 C17 O1 -7.0(2)
C15 C16 C17 O2 173.96(13)

_cod_database_fobs_code 1550461
