#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/78/2227800.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_2227800
loop_
_publ_author_name
'Zeng, Wu-Lan'
_publ_section_title
;
 (E)-2,2-Dimethyl-5-(3-phenylallylidene)-1,3-dioxane-4,6-dione
;
_journal_coeditor_code           LH5147
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2943
_journal_paper_doi               10.1107/S1600536810042534
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C15 H14 O4'
_chemical_formula_moiety         'C15 H14 O4'
_chemical_formula_sum            'C15 H14 O4'
_chemical_formula_weight         258.26
_chemical_name_systematic
;
(E)-2,2-Dimethyl-5-(3-phenylallylidene)-1,3-dioxane-4,6-dione
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                94.79(3)
_cell_angle_beta                 90.79(3)
_cell_angle_gamma                98.31(3)
_cell_formula_units_Z            2
_cell_length_a                   6.9171(14)
_cell_length_b                   7.0961(14)
_cell_length_c                   13.732(3)
_cell_measurement_reflns_used    2319
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.15
_cell_volume                     664.4(2)
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        'SAINT (Bruker, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0446
_diffrn_reflns_av_sigmaI/netI    0.0371
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6475
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.15
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             272
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.330
_refine_diff_density_min         -0.298
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.252
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         3006
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.252
_refine_ls_R_factor_all          0.0637
_refine_ls_R_factor_gt           0.0546
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1515
_refine_ls_wR_factor_ref         0.1704
_reflns_number_gt                2319
_reflns_number_total             3006
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh5147.cif
_cod_data_source_block           I
_cod_database_code               2227800
_cod_database_fobs_code          2227800
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_disorder_assembly
_atom_site_disorder_group
O O2 0.11039(12) 0.49034(12) 0.88464(7) 0.0556(3) Uani d . 1 . .
O O1 0.26632(13) 0.73340(13) 0.79292(7) 0.0576(3) Uani d . 1 . .
C C10 0.40643(17) 0.44465(17) 0.80181(9) 0.0489(3) Uani d . 1 . .
C C9 0.53406(18) 0.32290(19) 0.77683(9) 0.0533(3) Uani d . 1 . .
H H9A 0.5087 0.2047 0.8024 0.064 Uiso calc R 1 . .
O O4 0.52765(15) 0.70212(16) 0.70801(9) 0.0790(4) Uani d . 1 . .
O O3 0.21672(17) 0.21587(14) 0.89068(9) 0.0782(4) Uani d . 1 . .
C C11 0.24288(19) 0.37290(18) 0.86240(9) 0.0534(3) Uani d . 1 . .
C C8 0.70169(18) 0.3474(2) 0.71739(10) 0.0546(3) Uani d . 1 . .
H H8A 0.7361 0.4617 0.6891 0.066 Uiso calc R 1 . .
C C12 0.41250(18) 0.63399(19) 0.76415(10) 0.0537(3) Uani d . 1 . .
C C15 -0.0208(2) 0.7761(2) 0.87670(11) 0.0621(4) Uani d . 1 . .
H H15A -0.0951 0.7213 0.8191 0.093 Uiso calc R 1 . .
H H15B 0.0082 0.9121 0.8745 0.093 Uiso calc R 1 . .
H H15C -0.0953 0.7481 0.9335 0.093 Uiso calc R 1 . .
C C7 0.80960(19) 0.2062(2) 0.70229(9) 0.0569(3) Uani d . 1 . .
H H7A 0.7673 0.0944 0.7315 0.068 Uiso calc R 1 . .
C C5 0.98573(19) 0.2077(2) 0.64538(9) 0.0553(3) Uani d . 1 . .
C C13 0.16573(17) 0.69346(17) 0.88135(9) 0.0503(3) Uani d . 1 . .
C C4 1.06834(19) 0.3651(2) 0.59900(11) 0.0648(4) Uani d . 1 . .
H H4A 1.0124 0.4769 0.6049 0.078 Uiso calc R 1 . .
C C6 1.0760(2) 0.0447(2) 0.63695(11) 0.0726(4) Uani d . 1 . .
H H6A 1.0236 -0.0620 0.6680 0.087 Uiso calc R 1 . .
C C14 0.2935(2) 0.7718(2) 0.96872(12) 0.0717(4) Uani d . 1 . .
H H14A 0.4106 0.7137 0.9673 0.108 Uiso calc R 1 . .
H H14B 0.2248 0.7443 1.0273 0.108 Uiso calc R 1 . .
H H14C 0.3271 0.9077 0.9675 0.108 Uiso calc R 1 . .
C C3 1.2336(2) 0.3567(3) 0.54389(13) 0.0784(5) Uani d . 1 . .
H H3A 1.2869 0.4624 0.5123 0.094 Uiso calc R 1 . .
C C2 1.3187(2) 0.1942(3) 0.53569(14) 0.0887(6) Uani d . 1 . .
H H2A 1.4286 0.1886 0.4979 0.106 Uiso calc R 1 . .
C C1 1.2416(3) 0.0393(3) 0.58337(14) 0.0903(6) Uani d . 1 . .
H H1A 1.3018 -0.0700 0.5794 0.108 Uiso calc R 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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C11 O2 C13 . . 119.15(10) ?
C12 O1 C13 . . 119.85(9) ?
C9 C10 C11 . . 116.66(11) ?
C9 C10 C12 . . 123.71(12) ?
C11 C10 C12 . . 119.36(11) ?
C10 C9 C8 . . 130.02(12) ?
C10 C9 H9A . . 115.0 ?
C8 C9 H9A . . 115.0 ?
O3 C11 O2 . . 118.16(12) ?
O3 C11 C10 . . 124.58(13) ?
O2 C11 C10 . . 117.22(10) ?
C7 C8 C9 . . 120.10(13) ?
C7 C8 H8A . . 119.9 ?
C9 C8 H8A . . 119.9 ?
O4 C12 O1 . . 118.08(11) ?
O4 C12 C10 . . 126.04(12) ?
O1 C12 C10 . . 115.79(11) ?
C13 C15 H15A . . 109.5 ?
C13 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C13 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C8 C7 C5 . . 127.42(13) ?
C8 C7 H7A . . 116.3 ?
C5 C7 H7A . . 116.3 ?
C4 C5 C6 . . 118.21(13) ?
C4 C5 C7 . . 122.93(13) ?
C6 C5 C7 . . 118.85(14) ?
O1 C13 O2 . . 110.44(10) ?
O1 C13 C15 . . 106.78(10) ?
O2 C13 C15 . . 106.17(10) ?
O1 C13 C14 . . 110.25(11) ?
O2 C13 C14 . . 109.54(10) ?
C15 C13 C14 . . 113.55(13) ?
C3 C4 C5 . . 120.42(15) ?
C3 C4 H4A . . 119.8 ?
C5 C4 H4A . . 119.8 ?
C1 C6 C5 . . 120.81(17) ?
C1 C6 H6A . . 119.6 ?
C5 C6 H6A . . 119.6 ?
C13 C14 H14A . . 109.5 ?
C13 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C13 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C2 C3 C4 . . 120.37(17) ?
C2 C3 H3A . . 119.8 ?
C4 C3 H3A . . 119.8 ?
C3 C2 C1 . . 119.80(16) ?
C3 C2 H2A . . 120.1 ?
C1 C2 H2A . . 120.1 ?
C2 C1 C6 . . 120.36(16) ?
C2 C1 H1A . . 119.8 ?
C6 C1 H1A . . 119.8 ?
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
O2 C11 . 1.3468(15) ?
O2 C13 . 1.4415(14) ?
O1 C12 . 1.3590(15) ?
O1 C13 . 1.4362(15) ?
C10 C9 . 1.3501(17) ?
C10 C11 . 1.4702(18) ?
C10 C12 . 1.4746(17) ?
C9 C8 . 1.4256(19) ?
C9 H9A . 0.9300 ?
O4 C12 . 1.1959(16) ?
O3 C11 . 1.2004(15) ?
C8 C7 . 1.3375(18) ?
C8 H8A . 0.9300 ?
C15 C13 . 1.4955(17) ?
C15 H15A . 0.9600 ?
C15 H15B . 0.9600 ?
C15 H15C . 0.9600 ?
C7 C5 . 1.456(2) ?
C7 H7A . 0.9300 ?
C5 C4 . 1.387(2) ?
C5 C6 . 1.389(2) ?
C13 C14 . 1.4992(19) ?
C4 C3 . 1.385(2) ?
C4 H4A . 0.9300 ?
C6 C1 . 1.374(2) ?
C6 H6A . 0.9300 ?
C14 H14A . 0.9600 ?
C14 H14B . 0.9600 ?
C14 H14C . 0.9600 ?
C3 C2 . 1.366(2) ?
C3 H3A . 0.9300 ?
C2 C1 . 1.372(3) ?
C2 H2A . 0.9300 ?
C1 H1A . 0.9300 ?
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
C15 H15B O3 1_565 0.96 2.41 3.2991(19) 155
C15 H15C O3 2_567 0.96 2.57 3.486(2) 159
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 1219773
