#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/38/2213842.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_2213842
loop_
_publ_author_name
'Ghulam Qadeer'
'Nasim Hasan Rama'
'Muhammad Azaad Malik'
'Madeleine Helliwell'
_publ_section_title
;
 Methyl 2,6-dimethoxybenzoate
;
_journal_coeditor_code           HK2257
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3027
_journal_page_last               o3027
_journal_paper_doi               10.1107/S1600536807025238
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C10 H12 O4'
_chemical_formula_moiety         'C10 H12 O4'
_chemical_formula_sum            'C10 H12 O4'
_chemical_formula_weight         196.20
_chemical_melting_point          450.0(10)
_chemical_name_systematic
;
methyl 2,6-dimethoxybenzoate
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   7.2306(9)
_cell_length_b                   14.1058(17)
_cell_length_c                   19.403(2)
_cell_measurement_reflns_used    1609
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      23.63
_cell_measurement_theta_min      2.89
_cell_volume                     1979.0(4)
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 1999)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEXII'
_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  0.0641
_diffrn_reflns_av_sigmaI/netI    0.0590
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            10579
_diffrn_reflns_theta_full        26.44
_diffrn_reflns_theta_max         26.44
_diffrn_reflns_theta_min         2.10
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.102
_exptl_absorpt_correction_T_max  0.9700
_exptl_absorpt_correction_T_min  0.9603
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.317
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.165
_refine_diff_density_min         -0.168
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.847
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     130
_refine_ls_number_reflns         2033
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.847
_refine_ls_R_factor_all          0.0655
_refine_ls_R_factor_gt           0.0368
_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)+(0.0303P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0695
_refine_ls_wR_factor_ref         0.0756
_reflns_number_gt                1271
_reflns_number_total             2033
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hk2257.cif
_cod_data_source_block           I
_cod_original_cell_volume        1978.9(4)
_cod_database_code               2213842
_cod_database_fobs_code          2213842
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'
'-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_type_symbol
_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
O O1 0.32641(14) 0.23587(7) 0.03432(5) 0.0274(3) Uani d . 1
O O2 0.52183(14) 0.26194(7) 0.12196(5) 0.0305(3) Uani d . 1
O O3 0.57947(15) 0.04433(7) 0.08234(5) 0.0343(3) Uani d . 1
O O4 0.07719(14) 0.21697(7) 0.16359(5) 0.0272(3) Uani d . 1
C C1 0.3235(2) 0.12555(11) 0.12428(7) 0.0230(4) Uani d . 1
C C2 0.4173(2) 0.03933(11) 0.11826(7) 0.0276(4) Uani d . 1
C C3 0.3440(2) -0.04231(11) 0.14695(8) 0.0323(4) Uani d . 1
H H3 0.4061 -0.1013 0.1422 0.039 Uiso calc R 1
C C4 0.1787(2) -0.03647(12) 0.18270(8) 0.0344(4) Uani d . 1
H H4 0.1288 -0.0924 0.2026 0.041 Uiso calc R 1
C C5 0.0838(2) 0.04769(11) 0.19046(7) 0.0303(4) Uani d . 1
H H5 -0.0287 0.0500 0.2157 0.036 Uiso calc R 1
C C6 0.1568(2) 0.12911(11) 0.16044(7) 0.0245(4) Uani d . 1
C C7 0.4041(2) 0.21447(10) 0.09467(7) 0.0226(4) Uani d . 1
C C8 0.3873(2) 0.32382(11) 0.00241(8) 0.0297(4) Uani d . 1
H H8A 0.3664 0.3767 0.0343 0.045 Uiso calc R 1
H H8B 0.3171 0.3346 -0.0401 0.045 Uiso calc R 1
H H8C 0.5194 0.3195 -0.0085 0.045 Uiso calc R 1
C C9 0.6844(2) -0.04143(12) 0.07533(9) 0.0462(5) Uani d . 1
H H9A 0.7218 -0.0639 0.1210 0.069 Uiso calc R 1
H H9B 0.7948 -0.0291 0.0474 0.069 Uiso calc R 1
H H9C 0.6084 -0.0899 0.0528 0.069 Uiso calc R 1
C C10 -0.0943(2) 0.22482(12) 0.20085(8) 0.0341(4) Uani d . 1
H H10A -0.1840 0.1796 0.1821 0.051 Uiso calc R 1
H H10B -0.1429 0.2894 0.1962 0.051 Uiso calc R 1
H H10C -0.0728 0.2109 0.2497 0.051 Uiso calc R 1
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 0.0275(6) 0.0282(7) 0.0267(5) -0.0047(5) -0.0031(5) 0.0051(5)
O2 0.0282(6) 0.0268(7) 0.0364(6) -0.0056(5) -0.0072(5) 0.0012(5)
O3 0.0338(7) 0.0246(7) 0.0446(7) 0.0085(5) 0.0067(6) 0.0003(5)
O4 0.0242(6) 0.0274(7) 0.0301(6) 0.0005(5) 0.0052(5) 0.0022(5)
C1 0.0247(9) 0.0221(9) 0.0221(8) -0.0016(7) -0.0039(7) -0.0006(6)
C2 0.0288(10) 0.0266(10) 0.0273(8) -0.0016(8) -0.0045(8) -0.0004(7)
C3 0.0395(11) 0.0221(10) 0.0352(9) 0.0000(8) -0.0078(8) -0.0005(7)
C4 0.0421(11) 0.0263(10) 0.0350(9) -0.0121(8) -0.0094(8) 0.0057(8)
C5 0.0300(10) 0.0320(10) 0.0289(8) -0.0085(8) -0.0013(7) 0.0037(7)
C6 0.0257(9) 0.0242(9) 0.0237(8) -0.0030(7) -0.0047(7) -0.0006(7)
C7 0.0198(8) 0.0221(9) 0.0260(8) 0.0044(7) 0.0012(7) -0.0039(7)
C8 0.0292(10) 0.0279(10) 0.0320(9) 0.0000(8) 0.0035(7) 0.0091(7)
C9 0.0456(12) 0.0309(11) 0.0622(12) 0.0143(9) 0.0069(10) -0.0013(9)
C10 0.0269(9) 0.0396(11) 0.0358(9) 0.0027(8) 0.0091(7) 0.0041(8)
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
C7 O1 C8 116.06(12)
C2 O3 C9 117.32(12)
C6 O4 C10 117.04(12)
C6 C1 C2 119.51(14)
C6 C1 C7 119.94(13)
C2 C1 C7 120.50(14)
O3 C2 C3 125.22(15)
O3 C2 C1 114.49(14)
C3 C2 C1 120.29(15)
C4 C3 C2 118.84(16)
C4 C3 H3 120.6
C2 C3 H3 120.6
C5 C4 C3 122.38(16)
C5 C4 H4 118.8
C3 C4 H4 118.8
C4 C5 C6 118.39(16)
C4 C5 H5 120.8
C6 C5 H5 120.8
O4 C6 C5 124.68(14)
O4 C6 C1 114.74(13)
C5 C6 C1 120.57(15)
O2 C7 O1 123.88(14)
O2 C7 C1 124.86(13)
O1 C7 C1 111.25(13)
O1 C8 H8A 109.5
O1 C8 H8B 109.5
H8A C8 H8B 109.5
O1 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
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
O4 C10 H10A 109.5
O4 C10 H10B 109.5
H10A C10 H10B 109.5
O4 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C7 1.3335(16)
O1 C8 1.4548(17)
O2 C7 1.2055(17)
O3 C2 1.3658(18)
O3 C9 1.4345(17)
O4 C6 1.3680(17)
O4 C10 1.4397(17)
C1 C6 1.3951(19)
C1 C2 1.398(2)
C1 C7 1.498(2)
C2 C3 1.384(2)
C3 C4 1.385(2)
C3 H3 0.9500
C4 C5 1.379(2)
C4 H4 0.9500
C5 C6 1.392(2)
C5 H5 0.9500
C8 H8A 0.9800
C8 H8B 0.9800
C8 H8C 0.9800
C9 H9A 0.9800
C9 H9B 0.9800
C9 H9C 0.9800
C10 H10A 0.9800
C10 H10B 0.9800
C10 H10C 0.9800
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
C9 O3 C2 C3 -1.7(2)
C9 O3 C2 C1 178.89(13)
C6 C1 C2 O3 -179.47(12)
C7 C1 C2 O3 -1.9(2)
C6 C1 C2 C3 1.1(2)
C7 C1 C2 C3 178.67(13)
O3 C2 C3 C4 179.34(13)
C1 C2 C3 C4 -1.3(2)
C2 C3 C4 C5 0.4(2)
C3 C4 C5 C6 0.7(2)
C10 O4 C6 C5 0.1(2)
C10 O4 C6 C1 -179.47(12)
C4 C5 C6 O4 179.56(13)
C4 C5 C6 C1 -0.9(2)
C2 C1 C6 O4 179.59(13)
C7 C1 C6 O4 2.00(19)
C2 C1 C6 C5 0.0(2)
C7 C1 C6 C5 -177.57(13)
C8 O1 C7 O2 -2.0(2)
C8 O1 C7 C1 176.88(12)
C6 C1 C7 O2 96.75(18)
C2 C1 C7 O2 -80.82(19)
C6 C1 C7 O1 -82.08(16)
C2 C1 C7 O1 100.35(16)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 121087
