#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/34/2223407.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_2223407
loop_
_publ_author_name
'Zeng, Wu-Lan'
'Zhang, Hua-Xiang'
'Jian, Fang-Fang'
_publ_section_title
;
 (Z)-3-(3-Phenylallylidene)-1,5-dioxaspiro[5.5]undecane-2,4-dione
;
_journal_coeditor_code           HB5108
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2586
_journal_paper_doi               10.1107/S1600536809038781
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C18 H18 O4'
_chemical_formula_moiety         'C18 H18 O4'
_chemical_formula_sum            'C18 H18 O4'
_chemical_formula_weight         298.32
_chemical_name_systematic
;
(Z)-3-(3-Phenylallylidene)-1,5-dioxaspiro[5.5]undecane-2,4-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                106.82(3)
_cell_angle_beta                 100.14(3)
_cell_angle_gamma                93.35(3)
_cell_formula_units_Z            2
_cell_length_a                   7.1177(14)
_cell_length_b                   9.5506(19)
_cell_length_c                   11.734(2)
_cell_measurement_reflns_used    3401
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.13
_cell_volume                     746.5(3)
_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 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       ω
_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  0.0164
_diffrn_reflns_av_sigmaI/netI    0.0229
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7448
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.13
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             316
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.301
_refine_diff_density_min         -0.213
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.168
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3401
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.168
_refine_ls_R_factor_all          0.0629
_refine_ls_R_factor_gt           0.0343
_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)+(0.0724P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1013
_refine_ls_wR_factor_ref         0.1300
_reflns_number_gt                2309
_reflns_number_total             3401
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb5108.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        746.6(3)
_cod_database_code               2223407
_cod_database_fobs_code          2223407
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 O4 0.07551(13) 0.64682(9) 0.13593(9) 0.0440(3) Uani d . 1 . .
O O3 0.27862(12) 0.86963(9) 0.18966(9) 0.0435(3) Uani d . 1 . .
C C18 -0.01600(18) 0.86915(14) 0.26210(12) 0.0386(3) Uani d . 1 . .
O O2 -0.18747(14) 0.63080(11) 0.20875(11) 0.0555(3) Uani d . 1 . .
C C17 -0.05451(19) 0.70896(14) 0.20042(13) 0.0408(3) Uani d . 1 . .
C C11 0.19207(18) 0.73899(13) 0.09196(12) 0.0375(3) Uani d . 1 . .
C C12 0.07076(19) 0.77924(15) -0.01133(13) 0.0443(3) Uani d . 1 . .
H H12A -0.0251 0.8396 0.0195 0.053 Uiso calc R 1 . .
H H12B 0.0042 0.6902 -0.0723 0.053 Uiso calc R 1 . .
C C10 0.35558(19) 0.65608(14) 0.05319(14) 0.0440(3) Uani d . 1 . .
H H10A 0.3043 0.5604 -0.0042 0.053 Uiso calc R 1 . .
H H10B 0.4353 0.6405 0.1235 0.053 Uiso calc R 1 . .
C C16 0.16915(19) 0.94609(15) 0.26336(13) 0.0443(3) Uani d . 1 . .
C C4 -0.2995(2) 1.28109(15) 0.52506(13) 0.0430(3) Uani d . 1 . .
C C14 -0.1418(2) 1.08555(15) 0.39392(13) 0.0450(3) Uani d . 1 . .
H H14A -0.0315 1.1500 0.4069 0.054 Uiso calc R 1 . .
C C15 -0.15033(19) 0.93622(15) 0.32054(13) 0.0426(3) Uani d . 1 . .
H H15A -0.2635 0.8767 0.3116 0.051 Uiso calc R 1 . .
O O1 0.23340(15) 1.06908(12) 0.32633(13) 0.0728(4) Uani d . 1 . .
C C13 -0.2902(2) 1.13463(16) 0.44451(13) 0.0453(3) Uani d . 1 . .
H H13A -0.3994 1.0674 0.4260 0.054 Uiso calc R 1 . .
C C5 -0.4695(2) 1.31394(17) 0.56535(14) 0.0511(4) Uani d . 1 . .
H H5A -0.5745 1.2418 0.5408 0.061 Uiso calc R 1 . .
C C9 0.4779(2) 0.74002(16) -0.00542(15) 0.0520(4) Uani d . 1 . .
H H9A 0.5422 0.8302 0.0551 0.062 Uiso calc R 1 . .
H H9B 0.5757 0.6807 -0.0346 0.062 Uiso calc R 1 . .
C C3 -0.1442(2) 1.39115(17) 0.56447(14) 0.0505(4) Uani d . 1 . .
H H3A -0.0287 1.3716 0.5399 0.061 Uiso calc R 1 . .
C C6 -0.4845(2) 1.45175(18) 0.64115(15) 0.0576(4) Uani d . 1 . .
H H6A -0.5987 1.4717 0.6676 0.069 Uiso calc R 1 . .
C C8 0.3571(2) 0.77756(18) -0.11085(16) 0.0584(4) Uani d . 1 . .
H H8A 0.3042 0.6875 -0.1755 0.070 Uiso calc R 1 . .
H H8B 0.4376 0.8363 -0.1426 0.070 Uiso calc R 1 . .
C C2 -0.1606(2) 1.52867(18) 0.63955(15) 0.0585(4) Uani d . 1 . .
H H2A -0.0563 1.6015 0.6649 0.070 Uiso calc R 1 . .
C C7 0.1938(2) 0.86284(17) -0.06957(15) 0.0551(4) Uani d . 1 . .
H H7A 0.2471 0.9577 -0.0115 0.066 Uiso calc R 1 . .
H H7B 0.1140 0.8803 -0.1390 0.066 Uiso calc R 1 . .
C C1 -0.3313(3) 1.55903(18) 0.67735(15) 0.0590(4) Uani d . 1 . .
H H1A -0.3420 1.6523 0.7274 0.071 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
C17 O4 C11 . . 118.14(10) ?
C16 O3 C11 . . 119.54(10) ?
C15 C18 C16 . . 123.28(12) ?
C15 C18 C17 . . 117.99(12) ?
C16 C18 C17 . . 118.63(12) ?
O2 C17 O4 . . 118.86(12) ?
O2 C17 C18 . . 124.36(14) ?
O4 C17 C18 . . 116.68(12) ?
O4 C11 O3 . . 110.01(11) ?
O4 C11 C10 . . 107.54(10) ?
O3 C11 C10 . . 106.20(10) ?
O4 C11 C12 . . 109.82(10) ?
O3 C11 C12 . . 110.77(10) ?
C10 C11 C12 . . 112.40(12) ?
C11 C12 C7 . . 111.29(12) ?
C11 C12 H12A . . 109.4 ?
C7 C12 H12A . . 109.4 ?
C11 C12 H12B . . 109.4 ?
C7 C12 H12B . . 109.4 ?
H12A C12 H12B . . 108.0 ?
C11 C10 C9 . . 111.33(10) ?
C11 C10 H10A . . 109.4 ?
C9 C10 H10A . . 109.4 ?
C11 C10 H10B . . 109.4 ?
C9 C10 H10B . . 109.4 ?
H10A C10 H10B . . 108.0 ?
O1 C16 O3 . . 117.67(13) ?
O1 C16 C18 . . 125.75(14) ?
O3 C16 C18 . . 116.55(12) ?
C3 C4 C5 . . 118.04(14) ?
C3 C4 C13 . . 122.64(13) ?
C5 C4 C13 . . 119.32(14) ?
C13 C14 C15 . . 121.18(14) ?
C13 C14 H14A . . 119.4 ?
C15 C14 H14A . . 119.4 ?
C18 C15 C14 . . 128.93(13) ?
C18 C15 H15A . . 115.5 ?
C14 C15 H15A . . 115.5 ?
C14 C13 C4 . . 127.39(14) ?
C14 C13 H13A . . 116.3 ?
C4 C13 H13A . . 116.3 ?
C6 C5 C4 . . 121.11(15) ?
C6 C5 H5A . . 119.4 ?
C4 C5 H5A . . 119.4 ?
C8 C9 C10 . . 111.66(12) ?
C8 C9 H9A . . 109.3 ?
C10 C9 H9A . . 109.3 ?
C8 C9 H9B . . 109.3 ?
C10 C9 H9B . . 109.3 ?
H9A C9 H9B . . 107.9 ?
C2 C3 C4 . . 120.55(15) ?
C2 C3 H3A . . 119.7 ?
C4 C3 H3A . . 119.7 ?
C1 C6 C5 . . 119.95(15) ?
C1 C6 H6A . . 120.0 ?
C5 C6 H6A . . 120.0 ?
C9 C8 C7 . . 110.64(13) ?
C9 C8 H8A . . 109.5 ?
C7 C8 H8A . . 109.5 ?
C9 C8 H8B . . 109.5 ?
C7 C8 H8B . . 109.5 ?
H8A C8 H8B . . 108.1 ?
C3 C2 C1 . . 120.34(16) ?
C3 C2 H2A . . 119.8 ?
C1 C2 H2A . . 119.8 ?
C12 C7 C8 . . 111.50(12) ?
C12 C7 H7A . . 109.3 ?
C8 C7 H7A . . 109.3 ?
C12 C7 H7B . . 109.3 ?
C8 C7 H7B . . 109.3 ?
H7A C7 H7B . . 108.0 ?
C6 C1 C2 . . 120.00(16) ?
C6 C1 H1A . . 120.0 ?
C2 C1 H1A . . 120.0 ?
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
O4 C17 . 1.3536(17) ?
O4 C11 . 1.4344(16) ?
O3 C16 . 1.3515(17) ?
O3 C11 . 1.4437(16) ?
C18 C15 . 1.3575(19) ?
C18 C16 . 1.4665(19) ?
C18 C17 . 1.4765(19) ?
O2 C17 . 1.2062(17) ?
C11 C10 . 1.5080(18) ?
C11 C12 . 1.5174(18) ?
C12 C7 . 1.522(2) ?
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C10 C9 . 1.524(2) ?
C10 H10A . 0.9700 ?
C10 H10B . 0.9700 ?
C16 O1 . 1.2045(17) ?
C4 C3 . 1.394(2) ?
C4 C5 . 1.395(2) ?
C4 C13 . 1.457(2) ?
C14 C13 . 1.344(2) ?
C14 C15 . 1.428(2) ?
C14 H14A . 0.9300 ?
C15 H15A . 0.9300 ?
C13 H13A . 0.9300 ?
C5 C6 . 1.381(2) ?
C5 H5A . 0.9300 ?
C9 C8 . 1.522(2) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C3 C2 . 1.378(2) ?
C3 H3A . 0.9300 ?
C6 C1 . 1.369(2) ?
C6 H6A . 0.9300 ?
C8 C7 . 1.526(2) ?
C8 H8A . 0.9700 ?
C8 H8B . 0.9700 ?
C2 C1 . 1.384(2) ?
C2 H2A . 0.9300 ?
C7 H7A . 0.9700 ?
C7 H7B . 0.9700 ?
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
C10 H10A O2 2_565 0.97 2.52 3.440(2) 158
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 24743386
