#------------------------------------------------------------------------------
#$Date: 2015-01-27 21:58:39 +0200 (Tue, 27 Jan 2015) $
#$Revision: 130149 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/00/4020042.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_4020042
loop_
_publ_author_name
'Bhalchandra V. Joshi'
'Hyung Ryong Moon'
'James C. Fettinger'
'Victor E. Marquez'
'Kenneth A. Jacobson'
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              439
_journal_page_last               447
_journal_paper_doi               10.1021/jo0487606
_journal_volume                  70
_journal_year                    2005
_chemical_formula_moiety         'C12 H18 O5'
_chemical_formula_sum            'C12 H18 O5'
_chemical_formula_weight         242.26
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.1456(3)
_cell_length_b                   10.4226(6)
_cell_length_c                   18.8079(10)
_cell_measurement_reflns_used    6980
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.967
_cell_measurement_theta_min      2.165
_cell_volume                     1204.70(11)
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measurement_device_type  '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  0.0272
_diffrn_reflns_av_sigmaI/netI    0.0176
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            19022
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.17
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_T_max  0.9977
_exptl_absorpt_correction_T_min  0.9641
_exptl_absorpt_correction_type   'Empirical, SADABS (multi-scan)'
_exptl_absorpt_process_details   'Blessing,R.H.(1995).Acta Cryst.,A51,33-38.'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.02
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.0(9)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         2753
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.123
_refine_ls_R_factor_all          0.0406
_refine_ls_R_factor_gt           0.0323
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0366P)²+0.1908P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0766
_refine_ls_wR_factor_ref         0.0804
_reflns_number_gt                2424
_reflns_number_total             2753
_reflns_threshold_expression     >2sigma(I)
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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 
;
_cod_database_code               4020042
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9368(2) 0.70581(13) 0.67563(8) 0.0282(3) Uani 1 1 d . . .
H1 H 0.975(3) 0.7665(17) 0.6345(8) 0.034(4) Uiso 1 1 d . . .
C1A C 1.0482(2) 0.57857(14) 0.67789(8) 0.0285(3) Uani 1 1 d . . .
H1A H 1.149(3) 0.5579(16) 0.6391(8) 0.029(4) Uiso 1 1 d . . .
H1B H 1.086(2) 0.5438(14) 0.7248(8) 0.023(4) Uiso 1 1 d . . .
C2 C 0.8530(2) 0.75632(13) 0.74616(7) 0.0293(3) Uani 1 1 d . . .
H2 H 0.779(3) 0.8413(16) 0.7401(9) 0.035(4) Uiso 1 1 d . . .
O2 O 1.02509(17) 0.77051(10) 0.79757(5) 0.0335(2) Uani 1 1 d . . .
C3 C 0.7048(2) 0.65145(13) 0.77758(8) 0.0294(3) Uani 1 1 d . . .
H3 H 0.579(3) 0.6887(16) 0.8000(10) 0.037(4) Uiso 1 1 d . . .
O3 O 0.83932(17) 0.59144(9) 0.83000(5) 0.0305(2) Uani 1 1 d . . .
C4 C 0.6422(2) 0.55999(13) 0.71599(8) 0.0283(3) Uani 1 1 d . . .
H4 H 0.500(3) 0.5866(14) 0.7008(8) 0.027(4) Uiso 1 1 d . . .
H4A H 0.729(4) 0.393(2) 0.7263(12) 0.063(7) Uiso 1 1 d . . .
O4 O 0.61725(18) 0.42990(10) 0.73739(6) 0.0339(2) Uani 1 1 d . . .
C5 C 0.8086(2) 0.58422(14) 0.65787(7) 0.0270(3) Uani 1 1 d . . .
C6 C 0.7447(3) 0.55132(14) 0.58380(8) 0.0308(3) Uani 1 1 d . . .
O6 O 0.5884(2) 0.48716(12) 0.56825(6) 0.0461(3) Uani 1 1 d . . .
C7 C 0.8350(3) 0.57578(18) 0.46144(8) 0.0409(4) Uani 1 1 d . . .
H7A H 0.687(4) 0.5849(19) 0.4552(10) 0.047(5) Uiso 1 1 d . . .
H7B H 0.873(3) 0.4857(18) 0.4514(9) 0.040(5) Uiso 1 1 d . . .
O7 O 0.88159(17) 0.60253(10) 0.53599(5) 0.0355(3) Uani 1 1 d . . .
C8 C 0.9621(4) 0.6691(2) 0.41792(10) 0.0469(4) Uani 1 1 d . . .
H8A H 0.920(4) 0.757(2) 0.4293(11) 0.065(6) Uiso 1 1 d . . .
H8B H 1.112(4) 0.663(2) 0.4284(11) 0.054(6) Uiso 1 1 d . . .
H8C H 0.942(4) 0.648(2) 0.3671(12) 0.062(6) Uiso 1 1 d . . .
C9 C 0.9728(3) 0.69109(14) 0.85837(8) 0.0321(3) Uani 1 1 d . . .
C10 C 0.8528(3) 0.77065(18) 0.91390(10) 0.0417(4) Uani 1 1 d . . .
H10A H 0.947(3) 0.8441(18) 0.9311(10) 0.044(5) Uiso 1 1 d . . .
H10B H 0.820(3) 0.7187(18) 0.9529(10) 0.043(5) Uiso 1 1 d . . .
H10C H 0.731(4) 0.8091(19) 0.8943(11) 0.047(5) Uiso 1 1 d . . .
C11 C 1.1792(3) 0.63274(18) 0.88713(10) 0.0420(4) Uani 1 1 d . . .
H11A H 1.251(3) 0.5741(19) 0.8513(10) 0.046(5) Uiso 1 1 d . . .
H11B H 1.282(3) 0.6994(18) 0.8998(10) 0.040(5) Uiso 1 1 d . . .
H11C H 1.143(3) 0.5840(18) 0.9296(10) 0.044(5) Uiso 1 1 d . . .
