#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/38/2203818.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_2203818
loop_
_publ_author_name
'Baell, Jonathan B.'
'Gable, Robert W.'
'Harvey, Andrew J.'
_publ_section_title
;
 1,6-Bis(5-acetyl-4,7-dimethoxybenzofuran-6-yloxy)hexane
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o996
_journal_page_last               o997
_journal_paper_doi               10.1107/S1600536804011067
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          'C30 H34 O10'
_chemical_formula_moiety         'C30 H34 O10'
_chemical_formula_sum            'C30 H34 O10'
_chemical_formula_weight         554.57
_chemical_melting_point          .362E-305
_chemical_name_systematic        ?
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 93.271(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.1937(6)
_cell_length_b                   13.8894(12)
_cell_length_c                   14.3709(12)
_cell_measurement_reflns_used    2418
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.24
_cell_measurement_theta_min      2.84
_cell_volume                     1433.5(2)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       'φ and 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  0.022
_diffrn_reflns_av_sigmaI/netI    0.029
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8915
_diffrn_reflns_theta_full        27.5
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_min         2.0
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.20
_refine_diff_density_min         -0.19
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         3276
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.065
_refine_ls_R_factor_gt           0.047
_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)+(0.0608P)²+0.2628P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.119
_refine_ls_wR_factor_ref         0.131
_reflns_number_gt                2408
_reflns_number_total             3276
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            tk6167.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 'Monoclinic' changed to 'monoclinic'
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_sg_symbol_H-M      'P 21/c'
_cod_database_code               2203818
_cod_database_fobs_code          2203818
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_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_type_symbol
C1 0.6255(2) 0.20313(11) 0.11743(10) 0.0427(3) Uani d . 1 C
C2 0.7735(2) 0.26152(11) 0.14822(11) 0.0457(4) Uani d . 1 C
C3 0.8736(2) 0.23715(11) 0.23172(11) 0.0449(4) Uani d . 1 C
C4 1.0312(2) 0.27393(14) 0.28870(13) 0.0559(4) Uani d . 1 C
H4 1.1028 0.3313 0.2770 0.072(6) Uiso calc R 1 H
C5 1.0581(3) 0.21354(14) 0.35994(14) 0.0639(5) Uani d . 1 C
H5 1.153 0.2212 0.4078 0.079(6) Uiso calc R 1 H
O1 0.93259(16) 0.13847(9) 0.35638(8) 0.0593(3) Uani d . 1 O
C6 0.8198(2) 0.15415(11) 0.27762(10) 0.0452(4) Uani d . 1 C
C7 0.6746(2) 0.09364(11) 0.24832(11) 0.0455(4) Uani d . 1 C
C8 0.57746(19) 0.12072(10) 0.16611(10) 0.0408(3) Uani d . 1 C
C9 0.5112(2) 0.22907(11) 0.02920(11) 0.0475(4) Uani d . 1 C
C10 0.5707(3) 0.18821(18) -0.05976(13) 0.0738(6) Uani d . 1 C
H10A 0.5507 0.1216 -0.0603 0.108(9) Uiso calc R 1 H
H10B 0.6974 0.2007 -0.0654 0.103(9) Uiso calc R 1 H
H10C 0.5016 0.2165 -0.1097 0.089(7) Uiso calc R 1 H
O2 0.37664(19) 0.28010(11) 0.03300(9) 0.0768(4) Uani d . 1 O
O3 0.80453(18) 0.33862(9) 0.09227(10) 0.0704(4) Uani d . 1 O
C11 0.9589(4) 0.39730(19) 0.10989(18) 0.0884(8) Uani d . 1 C
H11A 0.9643 0.4448 0.0610 0.109(8) Uiso calc R 1 H
H11B 1.0706 0.3586 0.1118 0.142(13) Uiso calc R 1 H
H11C 0.9491 0.4293 0.1691 0.145(12) Uiso calc R 1 H
O4 0.63598(19) 0.00874(8) 0.29232(9) 0.0651(4) Uani d . 1 O
C12 0.5735(4) 0.01852(18) 0.38484(15) 0.0805(7) Uani d . 1 C
H12A 0.6706 0.0486 0.4246 0.129(10) Uiso calc R 1 H
H12B 0.545 -0.0447 0.4094 0.117(9) Uiso calc R 1 H
H12C 0.462 0.0582 0.3832 0.111(9) Uiso calc R 1 H
O5 0.43388(13) 0.06457(8) 0.12834(7) 0.0471(3) Uani d . 1 O
C13 0.2587(2) 0.08282(15) 0.16935(13) 0.0590(5) Uani d . 1 C
H13A 0.2228 0.1492 0.15968 0.086(7) Uiso calc R 1 H
H13B 0.2707 0.0708 0.2356 0.060(5) Uiso calc R 1 H
C14 0.1134(2) 0.01756(14) 0.12441(12) 0.0560(4) Uani d . 1 C
H14A -0.0052 0.02721 0.1556 0.070(5) Uiso calc R 1 H
H14B 0.1529 -0.0503 0.1353 0.073(6) Uiso calc R 1 H
C15 0.0767(2) 0.03255(14) 0.02119(13) 0.0578(5) Uani d . 1 C
H15A 0.1975 0.0198 -0.0118 0.065(5) Uiso calc R 1 H
H15B 0.0398 0.1032 0.0093 0.098(7) Uiso calc R 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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C2 C1 C8 . . 121.72(13)
C2 C1 C9 . . 119.79(14)
C8 C1 C9 . . 118.48(13)
O3 C2 C1 . . 114.70(13)
O3 C2 C3 . . 126.80(14)
C1 C2 C3 . . 118.49(14)
C6 C3 C2 . . 117.44(13)
C6 C3 C4 . . 104.65(14)
C2 C3 C4 . . 137.90(16)
C5 C4 C3 . . 106.67(17)
C5 C4 H4 . . 126.7
C3 C4 H4 . . 126.7
C4 C5 O1 . . 112.50(15)
C4 C5 H5 . . 123.8
O1 C5 H5 . . 123.8
C6 O1 C5 . . 105.42(14)
O1 C6 C7 . . 123.64(14)
O1 C6 C3 . . 110.76(13)
C7 C6 C3 . . 125.59(14)
O4 C7 C6 . . 123.29(14)
O4 C7 C8 . . 121.22(14)
C6 C7 C8 . . 115.31(14)
O5 C8 C7 . . 120.67(14)
O5 C8 C1 . . 117.86(13)
C7 C8 C1 . . 121.43(13)
O2 C9 C10 . . 122.44(15)
O2 C9 C1 . . 120.11(15)
C10 C9 C1 . . 117.44(14)
C9 C10 H10A . . 109.5
C9 C10 H10B . . 109.5
H10A C10 H10B . . 109.5
C9 C10 H10C . . 109.5
H10A C10 H10C . . 109.5
H10B C10 H10C . . 109.5
C2 O3 C11 . . 120.58(15)
O3 C11 H11A . . 109.5
O3 C11 H11B . . 109.5
H11A C11 H11B . . 109.5
O3 C11 H11C . . 109.5
H11A C11 H11C . . 109.5
H11B C11 H11C . . 109.5
C7 O4 C12 . . 115.32(14)
O4 C12 H12A . . 109.5
O4 C12 H12B . . 109.5
H12A C12 H12B . . 109.5
O4 C12 H12C . . 109.5
H12A C12 H12C . . 109.5
H12B C12 H12C . . 109.5
C8 O5 C13 . . 113.04(11)
O5 C13 C14 . . 108.73(14)
O5 C13 H13A . . 109.9
C14 C13 H13A . . 109.9
O5 C13 H13B . . 109.9
C14 C13 H13B . . 109.9
H13A C13 H13B . . 108.3
C13 C14 C15 . . 114.74(16)
C13 C14 H14A . . 108.6
C15 C14 H14A . . 108.6
C13 C14 H14B . . 108.6
C15 C14 H14B . . 108.6
H14A C14 H14B . . 107.6
C14 C15 C15 . 3 113.1(2)
C14 C15 H15A . . 109.0
C15 C15 H15A 3 . 109.0
C14 C15 H15B . . 109.0
C15 C15 H15B 3 . 109.0
H15A C15 H15B . . 107.8
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
C1 C2 . 1.391(2)
C1 C8 . 1.395(2)
C1 C9 . 1.514(2)
C2 O3 . 1.365(2)
C2 C3 . 1.405(2)
C3 C6 . 1.394(2)
C3 C4 . 1.453(2)
C4 C5 . 1.329(3)
C4 H4 . 0.97
C5 O1 . 1.378(2)
C5 H5 . 0.95
O1 C6 . 1.3720(17)
C6 C7 . 1.387(2)
C7 O4 . 1.3740(19)
C7 C8 . 1.390(2)
C8 O5 . 1.3804(16)
C9 O2 . 1.204(2)
C9 C10 . 1.484(3)
C10 H10A . 0.94
C10 H10B . 0.94
C10 H10C . 0.94
O3 C11 . 1.389(2)
C11 H11A . 0.97
C11 H11B . 0.97
C11 H11C . 0.97
O4 C12 . 1.434(2)
C12 H12A . 0.97
C12 H12B . 0.97
C12 H12C . 0.97
O5 C13 . 1.4439(19)
C13 C14 . 1.501(2)
C13 H13A . 0.97
C13 H13B . 0.97
C14 C15 . 1.506(3)
C14 H14A . 0.99
C14 H14B . 0.99
C15 C15 3 1.526(3)
C15 H15A . 1.03
C15 H15B . 1.03
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_site_symmetry_4
_geom_torsion
C8 C1 C2 O3 . 179.08(14)
C9 C1 C2 O3 . -1.3(2)
C8 C1 C2 C3 . -1.4(2)
C9 C1 C2 C3 . 178.18(14)
O3 C2 C3 C6 . -179.22(15)
C1 C2 C3 C6 . 1.3(2)
O3 C2 C3 C4 . -0.9(3)
C1 C2 C3 C4 . 179.65(17)
C6 C3 C4 C5 . 0.11(18)
C2 C3 C4 C5 . -178.36(19)
C3 C4 C5 O1 . 0.2(2)
C4 C5 O1 C6 . -0.37(19)
C5 O1 C6 C7 . 179.49(15)
C5 O1 C6 C3 . 0.44(17)
C2 C3 C6 O1 . 178.49(13)
C4 C3 C6 O1 . -0.35(17)
C2 C3 C6 C7 . -0.5(2)
C4 C3 C6 C7 . -179.37(15)
O1 C6 C7 O4 . -4.0(2)
C3 C6 C7 O4 . 174.94(15)
O1 C6 C7 C8 . -179.15(13)
C3 C6 C7 C8 . -0.3(2)
O4 C7 C8 O5 . 2.6(2)
C6 C7 C8 O5 . 177.91(13)
O4 C7 C8 C1 . -175.08(14)
C6 C7 C8 C1 . 0.2(2)
C2 C1 C8 O5 . -177.14(13)
C9 C1 C8 O5 . 3.3(2)
C2 C1 C8 C7 . 0.6(2)
C9 C1 C8 C7 . -178.98(14)
C2 C1 C9 O2 . -89.7(2)
C8 C1 C9 O2 . 89.9(2)
C2 C1 C9 C10 . 91.1(2)
C8 C1 C9 C10 . -89.3(2)
C1 C2 O3 C11 . -173.64(19)
C3 C2 O3 C11 . 6.9(3)
C6 C7 O4 C12 . 66.3(2)
C8 C7 O4 C12 . -118.76(18)
C7 C8 O5 C13 . 83.42(17)
C1 C8 O5 C13 . -98.81(17)
C8 O5 C13 C14 . -179.31(14)
O5 C13 C14 C15 . -62.0(2)
C13 C14 C15 C15 3 -177.89(18)
