#------------------------------------------------------------------------------
#$Date: 2017-10-13 08:09:21 +0200 (vie 13 de oct de 2017) $
#$Revision: 201973 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/30/2203063.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_2203063
loop_
_publ_author_name
'Hartung, Jens'
'Špehar, Kristina'
'Svoboda, Ingrid'
'Fuess, Hartmut'
_publ_section_title
;
 2-Methoxy-2-phenylacetic acid
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o95
_journal_page_last               o96
_journal_paper_doi               10.1107/S1600536803028228
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          'C9 H10 O3'
_chemical_formula_moiety         'C9 H10 O3'
_chemical_formula_sum            'C9 H10 O3'
_chemical_formula_weight         166.17
_chemical_melting_point          .342E-305
_chemical_name_systematic
;
2-Methoxy-2-phenylacetic acid
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 110.400(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.093(3)
_cell_length_b                   7.123(2)
_cell_length_c                   12.270(3)
_cell_measurement_reflns_used    877
_cell_measurement_temperature    299(2)
_cell_measurement_theta_max      20.890
_cell_measurement_theta_min      3.336
_cell_volume                     826.8(4)
_computing_cell_refinement
;
CrysAlis RED (Oxford Diffraction, 2001)
;
_computing_data_collection
;
CrysAlis CCD (Oxford Diffraction, 2001)
;
_computing_data_reduction
;
CrysAlis RED
;
_computing_molecular_graphics
;
ORTEP-3 (Farrugia, 1997) and PLATON2002 (Spek, 2002)
;
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      299(2)
_diffrn_detector_area_resol_mean 'Sapphire CCD detector'
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur CCD'
_diffrn_measurement_method
;
Rotation method data acquisition using 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  0.0354
_diffrn_reflns_av_sigmaI/netI    0.0521
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4076
_diffrn_reflns_theta_full        26.36
_diffrn_reflns_theta_max         26.36
_diffrn_reflns_theta_min         4.31
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.335
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             352
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.252
_refine_diff_density_min         -0.226
_refine_ls_extinction_coef       0.051(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 and Larson (1970)'
_refine_ls_goodness_of_fit_ref   0.883
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     128
_refine_ls_number_reflns         1665
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.883
_refine_ls_R_factor_all          0.1055
_refine_ls_R_factor_gt           0.0552
_refine_ls_shift/su_max          0.045
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.1149P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1369
_refine_ls_wR_factor_ref         0.1743
_reflns_number_gt                994
_reflns_number_total             1665
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fl6069.cif
_cod_data_source_block           1
_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/n'
_cod_database_code               2203063
_cod_database_fobs_code          2203063
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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 0.7339(3) 0.2807(3) 0.8075(2) 0.0435(6) Uani d . 1 C
C2 0.7180(3) 0.1526(3) 0.90045(18) 0.0406(6) Uani d . 1 C
H2 0.6314 0.0784 0.8676 0.049 Uiso calc R 1 H
C3 0.7100(3) 0.2644(3) 1.00170(18) 0.0383(6) Uani d . 1 C
C4 0.5909(3) 0.2602(4) 1.0316(2) 0.0482(7) Uani d . 1 C
H4 0.516(3) 0.180(4) 0.991(2) 0.058 Uiso d . 1 H
C5 0.5848(4) 0.3663(4) 1.1237(2) 0.0590(8) Uani d . 1 C
H5 0.500(3) 0.362(4) 1.140(3) 0.071 Uiso d . 1 H
C6 0.6954(4) 0.4765(4) 1.1850(2) 0.0598(9) Uani d . 1 C
H6 0.685(3) 0.555(4) 1.248(3) 0.072 Uiso d . 1 H
C7 0.8143(4) 0.4805(4) 1.1567(2) 0.0577(8) Uani d . 1 C
H7 0.892(3) 0.559(4) 1.197(2) 0.069 Uiso d . 1 H
C8 0.8218(3) 0.3738(4) 1.0657(2) 0.0501(7) Uani d . 1 C
H8 0.899(3) 0.380(4) 1.045(2) 0.060 Uiso d . 1 H
C9 0.8223(3) -0.1216(3) 1.0022(2) 0.0543(8) Uani d . 1 C
H9A 0.7414 -0.1956 0.9595 0.065 Uiso calc R 1 H
H9B 0.8108 -0.0745 1.0717 0.065 Uiso calc R 1 H
H9C 0.9057 -0.1981 1.0227 0.065 Uiso calc R 1 H
O1 0.6155(2) 0.3658(3) 0.75018(15) 0.0576(6) Uani d . 1 O
H1O 0.637(3) 0.442(4) 0.700(3) 0.069 Uiso d . 1 H
O2 0.8413(2) 0.3008(3) 0.78952(17) 0.0765(8) Uani d . 1 O
O3 0.83571(17) 0.0315(2) 0.93238(13) 0.0443(5) Uani d . 1 O
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
C1 0.0482(16) 0.0471(14) 0.0372(12) -0.0001(12) 0.0175(11) 0.0026(11)
C2 0.0431(15) 0.0417(13) 0.0398(12) -0.0017(11) 0.0179(11) 0.0004(10)
C3 0.0497(15) 0.0345(12) 0.0347(11) 0.0029(11) 0.0197(11) 0.0051(10)
C4 0.0564(18) 0.0458(14) 0.0487(14) 0.0032(13) 0.0263(13) 0.0071(12)
C5 0.073(2) 0.0583(17) 0.0619(16) 0.0150(16) 0.0442(16) 0.0109(15)
C6 0.096(3) 0.0469(16) 0.0440(14) 0.0132(16) 0.0333(16) 0.0007(12)
C7 0.078(2) 0.0479(16) 0.0437(14) -0.0015(14) 0.0169(14) -0.0055(12)
C8 0.0551(18) 0.0533(15) 0.0460(13) -0.0023(13) 0.0228(12) -0.0020(12)
C9 0.070(2) 0.0479(15) 0.0507(14) 0.0064(13) 0.0275(13) 0.0123(12)
O1 0.0569(13) 0.0685(13) 0.0525(10) 0.0106(10) 0.0255(9) 0.0218(9)
O2 0.0549(14) 0.1081(18) 0.0738(13) 0.0062(12) 0.0317(11) 0.0421(12)
O3 0.0531(12) 0.0416(9) 0.0426(9) 0.0036(8) 0.0222(8) 0.0011(7)
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
O2 C1 O1 124.6(2) yes
O2 C1 C2 123.8(2) yes
O1 C1 C2 111.6(2) yes
O3 C2 C3 112.23(18) ?
O3 C2 C1 106.16(18) yes
C3 C2 C1 110.75(19) ?
O3 C2 H2 109.2 ?
C3 C2 H2 109.2 ?
C1 C2 H2 109.2 ?
C8 C3 C4 118.8(2) ?
C8 C3 C2 120.3(2) ?
C4 C3 C2 120.9(2) ?
C3 C4 C5 120.0(3) ?
C3 C4 H4 119.4(16) ?
C5 C4 H4 120.5(16) ?
C6 C5 C4 120.5(3) ?
C6 C5 H5 122.2(18) ?
C4 C5 H5 117.3(19) ?
C5 C6 C7 119.9(3) ?
C5 C6 H6 117.9(17) ?
C7 C6 H6 122.1(17) ?
C6 C7 C8 119.9(3) ?
C6 C7 H7 121.7(17) ?
C8 C7 H7 118.4(17) ?
C3 C8 C7 120.8(3) ?
C3 C8 H8 119.2(18) ?
C7 C8 H8 119.9(18) ?
O3 C9 H9A 109.5 ?
O3 C9 H9B 109.5 ?
H9A C9 H9B 109.5 ?
O3 C9 H9C 109.5 ?
H9A C9 H9C 109.5 ?
H9B C9 H9C 109.5 ?
C1 O1 H1O 104.9(18) yes
C2 O3 C9 112.89(17) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O2 1.187(3) yes
C1 O1 1.306(3) yes
C1 C2 1.512(3) yes
C2 O3 1.408(3) yes
C2 C3 1.502(3) yes
C2 H2 0.9800 ?
C3 C8 1.371(4) ?
C3 C4 1.374(3) ?
C4 C5 1.379(4) ?
C4 H4 0.94(3) ?
C5 C6 1.357(4) ?
C5 H5 0.94(3) ?
C6 C7 1.361(4) ?
C6 H6 0.99(3) ?
C7 C8 1.373(4) ?
C7 H7 0.95(3) ?
C8 H8 0.90(3) ?
C9 O3 1.422(3) yes
C9 H9A 0.9600 ?
C9 H9B 0.9600 ?
C9 H9C 0.9600 ?
O1 H1O 0.90(3) yes
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
O1 H1O O3 2_656 0.90(3) 1.85(3) 2.725(2) 162(3)
O1 H1O O2 2_656 0.90(3) 2.57(3) 3.190(3) 127(2)
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
_geom_torsion_publ_flag
O2 C1 C2 O3 -16.5(3) yes
O1 C1 C2 O3 163.59(19) yes
O2 C1 C2 C3 105.6(3) yes
O1 C1 C2 C3 -74.3(3) yes
O3 C2 C3 C8 55.9(3) ?
C1 C2 C3 C8 -62.5(3) ?
O3 C2 C3 C4 -124.5(2) ?
C1 C2 C3 C4 117.1(2) ?
C8 C3 C4 C5 0.7(4) ?
C2 C3 C4 C5 -179.0(2) ?
C3 C4 C5 C6 0.5(4) ?
C4 C5 C6 C7 -1.0(4) ?
C5 C6 C7 C8 0.4(4) ?
C4 C3 C8 C7 -1.3(4) ?
C2 C3 C8 C7 178.3(2) ?
C6 C7 C8 C3 0.8(4) ?
C3 C2 O3 C9 70.6(2) yes
C1 C2 O3 C9 -168.23(18) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 96471
