#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2007101.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_2007101
loop_
_publ_author_name
'V\'azquez, M. T.'
'Pujol, M. D.'
'Solans, X.'
_publ_contact_author
;
   Dr. Xavier Solans
   Dpto. de Cristal.lografia, Mineralogia i Dip\`osits Minerals
   Universitat de Barcelona
   Marti i Franqu\`es s/n
   E-08028 Barcelona
   Spain
;
_publ_section_title
;
 (3<i>S</i>)-4,4-Dimethyl-2-oxotetrahydrofuran-3-yl
 (2<i>S</i>)-2-(1,4-Benzodioxin-6-yl)propionate
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              428
_journal_page_last               430
_journal_volume                  54
_journal_year                    1998
_chemical_formula_analytical     C17H18O6
_chemical_formula_moiety         C17H18O6
_chemical_formula_structural     C17H18O6
_chemical_formula_sum            'C17 H18 O6'
_chemical_formula_weight         318.32
_chemical_name_systematic
;(3R)-4,5-dihydro-4,4-dimethyl-3(1H)-2-oxofuran-3-yl(2S)-2-(2,3-dihydro
 -1,4-benzodioxin-6-yl)propionate
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   26.094(4)
_cell_length_b                   9.717(2)
_cell_length_c                   6.325(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21
_cell_measurement_theta_min      12
_cell_volume                     1603.7(7)
_computing_cell_refinement       CAD-4/PC
_computing_data_collection       'CAD-4/PC (Kretschmar, 1996)'
_computing_data_reduction        'CFEO (Solans, 1978)'
_computing_molecular_graphics    'ORTEP (Brueggemann & Schmid, 1990)'
_computing_publication_material  'PLATON (Spek, 1990)'
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Enraf-Nonius CAD4'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0713
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2683
_diffrn_reflns_theta_max         29.98
_diffrn_reflns_theta_min         2.24
_diffrn_standards_decay_%        1
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    none
_exptl_crystal_description       prism
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.172
_refine_diff_density_min         -0.168
_refine_ls_extinction_coef       0.020(4)
_refine_ls_extinction_method     SHELXL93_(Sheldrick,_1993)
_refine_ls_goodness_of_fit_all   0.949
_refine_ls_goodness_of_fit_obs   1.104
_refine_ls_hydrogen_treatment    H_atoms:_see_below
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         2664
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.911
_refine_ls_restrained_S_obs      1.100
_refine_ls_R_factor_all          0.0872
_refine_ls_R_factor_obs          0.0491
_refine_ls_shift/esd_max         0.005
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
'calc w = 1/[\s^2^(Fo^2^)+(0.0688P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_wR_factor_all         0.1593
_refine_ls_wR_factor_obs         0.1086
_reflns_number_observed          1022
_reflns_number_total             2683
_reflns_observed_criterion       I>2\s(I)
_[local]_cod_data_source_file    ln1022.cif
_[local]_cod_data_source_block   far43
_[local]_cod_chemical_formula_sum_orig C17H18O6
_cod_database_code               2007101
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
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
O1 0.070(2) 0.061(2) 0.078(2) -0.014(2) -0.016(2) 0.005(2)
O2 0.060(2) 0.086(2) 0.087(2) 0.006(2) -0.012(2) 0.017(2)
O3 0.068(2) 0.057(2) 0.062(2) -0.0007(13) -0.019(2) 0.0056(15)
O4 0.102(2) 0.086(2) 0.110(3) -0.026(2) -0.056(3) 0.015(2)
O5 0.074(2) 0.141(3) 0.088(2) -0.021(2) -0.018(2) -0.020(3)
O6 0.061(2) 0.134(3) 0.140(4) -0.030(2) 0.008(2) 0.026(3)
C1 0.061(3) 0.054(2) 0.063(3) -0.001(2) -0.015(2) 0.017(2)
C2 0.057(2) 0.044(2) 0.053(2) -0.010(2) -0.008(2) 0.004(2)
C3 0.054(2) 0.068(2) 0.057(3) 0.006(2) -0.015(2) 0.000(2)
C4 0.062(2) 0.059(2) 0.079(3) 0.001(2) -0.016(2) -0.003(2)
C5 0.064(3) 0.094(3) 0.113(4) 0.016(3) -0.032(3) -0.005(4)
C6 0.080(3) 0.114(4) 0.061(3) -0.004(3) 0.011(2) 0.014(3)
C7 0.055(2) 0.075(3) 0.085(4) -0.021(2) -0.023(3) 0.005(3)
C8 0.058(3) 0.051(2) 0.112(4) -0.007(2) -0.014(3) 0.004(3)
C9 0.092(4) 0.077(3) 0.107(8) -0.026(3) -0.050(6) 0.041(5)
C10 0.048(2) 0.047(2) 0.084(3) 0.002(2) -0.009(2) -0.002(2)
C11 0.053(2) 0.067(3) 0.072(3) -0.001(2) -0.007(2) 0.004(2)
C12 0.054(2) 0.062(3) 0.076(3) -0.003(2) -0.023(2) 0.003(3)
C13 0.056(2) 0.075(3) 0.084(3) -0.011(2) -0.004(3) 0.018(3)
C14 0.098(4) 0.155(5) 0.081(4) -0.014(4) 0.028(4) -0.003(4)
C15 0.105(4) 0.111(4) 0.067(3) -0.013(4) -0.007(4) -0.013(4)
C16 0.062(8) 0.095(18) 0.085(11) -0.043(12) -0.023(7) -0.007(12)
C16' 0.07(4) 0.08(5) 0.08(4) -0.04(4) -0.05(3) 0.01(4)
C17 0.077(6) 0.081(9) 0.075(7) -0.030(6) -0.027(6) -0.031(7)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
O1 0.23224(10) 1.0076(3) 0.2087(5) 0.0697(9) Uani d . 1 . O
O2 0.28256(11) 0.8282(3) 0.1598(5) 0.0778(10) Uani d . 1 . O
O3 0.19361(11) 0.6717(3) 0.1077(4) 0.0621(8) Uani d . 1 . O
O4 0.14790(13) 0.6335(3) -0.1783(6) 0.0992(12) Uani d . 1 . O
O5 0.04512(13) 0.1580(4) -0.3187(6) 0.1013(12) Uani d . 1 . O
O6 -0.01503(13) 0.1786(4) 0.0522(8) 0.1118(14) Uani d . 1 . O
C1 0.2413(2) 0.8809(4) 0.1545(7) 0.0594(11) Uani d . 1 . C
C2 0.19144(15) 0.8147(4) 0.0767(6) 0.0514(10) Uani d . 1 . C
H2 0.18740(15) 0.8337(4) -0.0746(6) 0.117(4) Uiso calc R 1 . H
C3 0.15220(15) 0.8957(4) 0.1976(7) 0.0595(11) Uani d . 1 . C
C4 0.1764(2) 1.0360(4) 0.1919(8) 0.0664(12) Uani d . 1 . C
H4 0.1685(2) 1.0830(4) 0.0606(8) 0.117(4) Uiso calc R 1 . H
H4A 0.1647(2) 1.0919(4) 0.3094(8) 0.117(4) Uiso calc R 1 . H
C5 0.0991(2) 0.8992(5) 0.0953(10) 0.090(2) Uani d . 1 . C
H5 0.0763(2) 0.9527(5) 0.1817(10) 0.117(4) Uiso calc R 1 . H
H5A 0.0861(2) 0.8072(5) 0.0827(10) 0.117(4) Uiso calc R 1 . H
H5B 0.1015(2) 0.9402(5) -0.0424(10) 0.117(4) Uiso calc R 1 . H
C6 0.1482(2) 0.8471(6) 0.4242(7) 0.085(2) Uani d . 1 . C
H6 0.1229(2) 0.9007(6) 0.4972(7) 0.117(4) Uiso calc R 1 . H
H6A 0.1808(2) 0.8579(6) 0.4928(7) 0.117(4) Uiso calc R 1 . H
H6B 0.1385(2) 0.7519(6) 0.4265(7) 0.117(4) Uiso calc R 1 . H
C7 0.1711(2) 0.5881(5) -0.0364(9) 0.0718(13) Uani d . 1 . C
C8 0.1786(2) 0.4386(4) 0.0008(10) 0.0740(15) Uani d . 1 . C
H8 0.1951(2) 0.4030(4) -0.1272(10) 0.117(4) Uiso calc R 1 . H
C9 0.2136(2) 0.4034(5) 0.1782(13) 0.092(3) Uani d . 1 . C
H9 0.2161(2) 0.3051(5) 0.1906(13) 0.117(4) Uiso calc R 1 . H
H9A 0.2003(2) 0.4409(5) 0.3074(13) 0.117(4) Uiso calc R 1 . H
H9B 0.2469(2) 0.4413(5) 0.1511(13) 0.117(4) Uiso calc R 1 . H
C10 0.1266(2) 0.3682(4) 0.0123(8) 0.0597(11) Uani d . 1 . C
C11 0.10818(15) 0.2961(4) -0.1528(7) 0.0640(12) Uani d . 1 . C
H11 0.12787(15) 0.2894(4) -0.2749(7) 0.117(4) Uiso calc R 1 . H
C12 0.0611(2) 0.2321(4) -0.1465(8) 0.0640(12) Uani d . 1 . C
C13 0.0308(2) 0.2395(5) 0.0306(9) 0.0717(13) Uani d . 1 . C
C14 0.0500(2) 0.3108(7) 0.2021(10) 0.111(2) Uani d . 1 . C
H14 0.0315(2) 0.3134(7) 0.3275(10) 0.117(4) Uiso calc R 1 . H
C15 0.0970(2) 0.3793(6) 0.1890(9) 0.094(2) Uani d . 1 . C
H15 0.1083(2) 0.4328(6) 0.3018(9) 0.117(4) Uiso calc R 1 . H
C16 -0.0322(8) 0.120(3) -0.136(3) 0.081(9) Uani d P 0.83(6) 1 C
H16 -0.0660(8) 0.089(3) -0.142(3) 0.117(4) Uiso calc PR 0.83(6) 1 H
C16' -0.017(3) 0.075(9) -0.112(5) 0.08(3) Uani d P 0.17(6) 2 C
H16' -0.026(3) -0.015(9) -0.079(5) 0.117(4) Uiso calc PR 0.17(6) 2 H
C17 -0.0050(3) 0.1047(10) -0.3000(15) 0.078(3) Uani d . 1 . C
H17 -0.0186(3) 0.0561(10) -0.4135(15) 0.117(4) Uiso calc R 1 1 H
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
_geom_angle_publ_flag
C1 O1 C4 109.6(3) yes
C7 O3 C2 118.8(3) yes
C12 O5 C17 114.0(5) no
C13 O6 C16 112.4(6) no
C13 O6 C16' 105.(2) no
O2 C1 O1 124.3(4) yes
O2 C1 C2 126.6(4) yes
O1 C1 C2 109.1(3) yes
O3 C2 C3 118.4(3) yes
O3 C2 C1 109.6(3) yes
C3 C2 C1 101.3(3) yes
O3 C2 H2 109.0(2) no
C3 C2 H2 109.0(2) no
C1 C2 H2 109.0(2) no
C2 C3 C4 100.2(3) yes
C2 C3 C6 111.5(4) no
C4 C3 C6 109.5(4) no
C2 C3 C5 114.5(4) no
C4 C3 C5 110.5(3) no
C6 C3 C5 110.2(4) no
O1 C4 C3 104.0(3) yes
O1 C4 H4 111.0(2) no
C3 C4 H4 111.0(2) no
O1 C4 H4A 111.0(2) no
C3 C4 H4A 111.0(3) no
H4 C4 H4A 109.0 no
C3 C5 H5 109.5(3) no
C3 C5 H5A 109.5(2) no
H5 C5 H5A 109.5 no
C3 C5 H5B 109.5(3) no
H5 C5 H5B 109.5 no
H5A C5 H5B 109.5 no
C3 C6 H6 109.5(3) no
C3 C6 H6A 109.5(3) no
H6 C6 H6A 109.5 no
C3 C6 H6B 109.5(3) no
H6 C6 H6B 109.5 no
H6A C6 H6B 109.5 no
O4 C7 O3 121.0(4) yes
O4 C7 C8 124.0(5) yes
O3 C7 C8 115.0(4) yes
C7 C8 C9 115.2(4) no
C7 C8 C10 109.3(4) no
C9 C8 C10 114.1(4) no
C7 C8 H8 105.8(3) no
C9 C8 H8 105.8(4) no
C10 C8 H8 105.8(3) no
C8 C9 H9 109.5(3) no
C8 C9 H9A 109.5(4) no
H9 C9 H9A 109.5 no
C8 C9 H9B 109.5(3) no
H9 C9 H9B 109.5 no
H9A C9 H9B 109.5 no
C11 C10 C15 118.5(4) no
C11 C10 C8 121.0(4) no
C15 C10 C8 120.5(4) no
C10 C11 C12 122.0(4) no
C10 C11 H11 119.0(3) no
C12 C11 H11 119.0(3) no
O5 C12 C13 120.2(4) no
O5 C12 C11 119.0(4) no
C13 C12 C11 120.8(4) no
O6 C13 C12 124.9(5) no
O6 C13 C14 117.7(5) no
C12 C13 C14 117.4(4) no
C13 C14 C15 120.7(5) no
C13 C14 H14 119.7(3) no
C15 C14 H14 119.7(3) no
C10 C15 C14 120.5(5) no
C10 C15 H15 119.8(3) no
C14 C15 H15 119.8(3) no
C17 C16 O6 124.5(12) no
C17 C16 H16 117.8(7) no
O6 C16 H16 117.8(6) no
C17 C16' O6 121.(5) no
C17 C16' H16' 120.(3) no
O6 C16' H16' 119.8(17) no
C16' C17 O5 113.(3) no
C16 C17 O5 123.2(8) no
C16 C17 H17 118.4(7) no
O5 C17 H17 118.4(4) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 1.300(5) yes
O1 C4 1.486(5) yes
O2 C1 1.192(4) yes
O3 C7 1.355(5) yes
O3 C2 1.405(4) yes
O4 C7 1.169(5) yes
O5 C12 1.371(5) no
O5 C17 1.411(8) no
O6 C13 1.342(5) no
O6 C16 1.396(14) no
O6 C16' 1.45(6) no
C1 C2 1.532(5) yes
C2 C3 1.500(6) yes
C2 H2 0.98 no
C3 C4 1.503(5) yes
C3 C6 1.512(6) no
C3 C5 1.531(6) no
C4 H4 0.97 no
C4 H4A 0.97 no
C5 H5 0.96 no
C5 H5A 0.96 no
C5 H5B 0.96 no
C6 H6 0.96 no
C6 H6A 0.96 no
C6 H6B 0.96 no
C7 C8 1.485(6) yes
C8 C9 1.486(7) no
C8 C10 1.522(6) no
C8 H8 0.98 no
C9 H9 0.96 no
C9 H9A 0.96 no
C9 H9B 0.96 no
C10 C11 1.345(6) no
C10 C15 1.361(7) no
C11 C12 1.379(6) no
C11 H11 0.93 no
C12 C13 1.372(6) no
C13 C14 1.381(8) no
C14 C15 1.398(7) no
C14 H14 0.93 no
C15 H15 0.93 no
C16 C17 1.265(13) no
C16 H16 0.93 no
C16' C17 1.26(3) no
C16' H16' 0.93 no
C17 H17 0.93 no