#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:58:33 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202018 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/16/8101680.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_8101680
loop_
_publ_author_name
'K. Peters'
'E.-M. Peters'
'U. Linker'
'T. Linker'
_publ_section_title
;
Crystal structure of 1,1,2,2-tetramethoxycarbonylethanol, C₂H(CH₃OCO)
₄OH
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              19
_journal_page_last               20
_journal_volume                  220
_journal_year                    2005
_chemical_formula_moiety         C2(CH~3~COO)~4~HOH
_chemical_formula_sum            'C10 H14 O9'
_chemical_formula_weight         278.21
_chemical_name_systematic
; 
1,1,2,2-tetramethoxycarbonylethanol
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.31(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   15.801(1)
_cell_length_b                   7.920(1)
_cell_length_c                   21.055(2)
_cell_measurement_reflns_used    42
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      17.1
_cell_measurement_theta_min      12.0
_cell_volume                     2583.7(4)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker XDISK'
_computing_molecular_graphics    'Bruker XP'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker AXS P4'
_diffrn_measurement_method       '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  0.0356
_diffrn_reflns_av_sigmaI/netI    0.0181
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            3095
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.97
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.129
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1168
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.35
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     180
_refine_ls_number_reflns         2989
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0472
_refine_ls_R_factor_gt           0.0435
_refine_ls_shift/su_max          0.025
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0786P)²+0.9845P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1295
_refine_ls_wR_factor_ref         0.1337
_reflns_number_gt                2681
_reflns_number_total             2989
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-1406.cff
_cod_data_source_block           lin14
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               8101680
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.53969(6) 0.00211(12) 0.35335(5) 0.0395(2) Uani 1 8 f d . . .
H1 H 0.4974(14) 0.012(3) 0.3237(10) 0.058(5) Uiso 1 8 f d . . .
C1 C 0.59825(7) 0.13255(15) 0.35062(6) 0.0328(3) Uani 1 8 f d . . .
C11 C 0.64377(8) 0.10036(15) 0.29292(6) 0.0356(3) Uani 1 8 f d . . .
O11 O 0.61417(7) 0.00886(13) 0.24843(5) 0.0471(3) Uani 1 8 f d . . .
C12 C 0.54894(8) 0.30297(16) 0.33923(6) 0.0366(3) Uani 1 8 f d . . .
O12 O 0.47265(6) 0.30909(14) 0.31935(6) 0.0523(3) Uani 1 8 f d . . .
O13 O 0.71794(7) 0.18269(14) 0.29954(5) 0.0494(3) Uani 1 8 f d . . .
C13 C 0.76748(15) 0.1544(3) 0.24916(11) 0.0745(6) Uani 1 8 f d . . .
H13A H 0.8205 0.2169 0.2591 0.080 Uiso 1 8 f calc R . .
H13B H 0.7346 0.1913 0.2083 0.080 Uiso 1 8 f calc R . .
H13C H 0.7801 0.0362 0.2469 0.080 Uiso 1 8 f calc R . .
O14 O 0.60057(7) 0.43451(12) 0.35245(6) 0.0491(3) Uani 1 8 f d . . .
C14 C 0.55922(12) 0.5987(2) 0.34550(10) 0.0595(4) Uani 1 8 f d . . .
H14A H 0.6015 0.6848 0.3594 0.080 Uiso 1 8 f calc R . .
H14B H 0.5158 0.6031 0.3716 0.080 Uiso 1 8 f calc R . .
H14C H 0.5329 0.6169 0.3009 0.080 Uiso 1 8 f calc R . .
C2 C 0.66526(7) 0.13758(15) 0.41509(6) 0.0324(3) Uani 1 8 f d . . .
H2 H 0.6967 0.2444 0.4159 0.080 Uiso 1 8 f calc R . .
C21 C 0.73141(8) -0.00385(16) 0.41990(6) 0.0352(3) Uani 1 8 f d . . .
O21 O 0.71946(7) -0.13670(14) 0.39240(6) 0.0559(3) Uani 1 8 f d . . .
C22 C 0.61839(8) 0.14052(17) 0.47209(6) 0.0364(3) Uani 1 8 f d . . .
O22 O 0.55347(6) 0.21881(16) 0.47153(5) 0.0514(3) Uani 1 8 f d . . .
O23 O 0.80548(6) 0.04131(13) 0.45710(6) 0.0484(3) Uani 1 8 f d . . .
C23 C 0.87288(10) -0.0863(2) 0.46672(11) 0.0647(5) Uani 1 8 f d . . .
H23A H 0.9239 -0.0417 0.4939 0.080 Uiso 1 8 f calc R . .
H23B H 0.8857 -0.1178 0.4256 0.080 Uiso 1 8 f calc R . .
H23C H 0.8536 -0.1838 0.4870 0.080 Uiso 1 8 f calc R . .
O24 O 0.66067(7) 0.05184(15) 0.52186(5) 0.0487(3) Uani 1 8 f d . . .
C24 C 0.62541(13) 0.0538(3) 0.58045(8) 0.0653(5) Uani 1 8 f d . . .
H24A H 0.6590 -0.0192 0.6122 0.080 Uiso 1 8 f calc R . .
H24B H 0.5667 0.0150 0.5708 0.080 Uiso 1 8 f calc R . .
H24C H 0.6272 0.1667 0.5972 0.080 Uiso 1 8 f calc R . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 H1 110.0(15) . . ?
O1 C1 C11 108.90(10) . . ?
O1 C1 C2 109.12(10) . . ?
C11 C1 C2 110.40(9) . . ?
O1 C1 C12 109.46(9) . . ?
C11 C1 C12 108.53(10) . . ?
C2 C1 C12 110.41(9) . . ?
O11 C11 O13 125.38(13) . . ?
O11 C11 C1 122.67(12) . . ?
O13 C11 C1 111.94(10) . . ?
O12 C12 O14 125.49(12) . . ?
O12 C12 C1 121.96(11) . . ?
O14 C12 C1 112.53(10) . . ?
C11 O13 C13 116.05(12) . . ?
O13 C13 H13A 109.5 . . ?
O13 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O13 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 O14 C14 116.07(12) . . ?
O14 C14 H14A 109.5 . . ?
O14 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O14 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C21 C2 C22 113.03(10) . . ?
C21 C2 C1 112.44(10) . . ?
C22 C2 C1 109.58(10) . . ?
C21 C2 H2 107.2 . . ?
C22 C2 H2 107.2 . . ?
C1 C2 H2 107.2 . . ?
O21 C21 O23 124.11(12) . . ?
O21 C21 C2 124.97(11) . . ?
O23 C21 C2 110.89(10) . . ?
O22 C22 O24 125.42(13) . . ?
O22 C22 C2 123.11(12) . . ?
O24 C22 C2 111.42(11) . . ?
C21 O23 C23 115.67(12) . . ?
O23 C23 H23A 109.5 . . ?
O23 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O23 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 O24 C24 116.63(13) . . ?
O24 C24 H24A 109.5 . . ?
O24 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O24 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.3955(14) . ?
O1 H1 0.82(2) . ?
C1 C11 1.5495(17) . ?
C1 C2 1.5497(16) . ?
C1 C12 1.5534(17) . ?
C11 O11 1.2039(16) . ?
C11 O13 1.3245(16) . ?
C12 O12 1.1970(16) . ?
C12 O14 1.3188(16) . ?
O13 C13 1.4541(18) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
O14 C14 1.4497(18) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C2 C21 1.5219(17) . ?
C2 C22 1.5290(17) . ?
C2 H2 0.9800 . ?
C21 O21 1.1980(17) . ?
C21 O23 1.3234(16) . ?
C22 O22 1.1967(17) . ?
C22 O24 1.3278(17) . ?
O23 C23 1.4535(18) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
O24 C24 1.4498(18) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9077167
