#------------------------------------------------------------------------------
#$Date: 2022-03-16 11:50:52 +0200 (Wed, 16 Mar 2022) $
#$Revision: 273730 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/47/8104770.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_8104770
loop_
_publ_author_name
'Xiong, Chun-Lan'
'Lan, Ying-Dong'
'Song, Xiu-Ying'
'Xiong, Wan-Ming'
'Nie, Xu-Liang'
_publ_section_title
;
 Crystal structure of methyl 4-acetoxy-3,5-dimethoxybenzoate, C12H14O6
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              573
_journal_page_last               575
_journal_paper_doi               10.1515/ncrs-2020-0632
_journal_volume                  236
_journal_year                    2021
_chemical_formula_sum            'C12 H14 O6'
_chemical_formula_weight         254.23
_chemical_name_systematic        'methyl 4-acetoxy-3,5-dimethoxybenzoate'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.0207(13)
_cell_length_b                   7.6885(5)
_cell_length_c                   18.2326(13)
_cell_measurement_reflns_used    7352
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.35
_cell_measurement_theta_min      2.26
_cell_volume                     2526.2(3)
_computing_cell_refinement       'APEX2, SAINT and SADABS [1]'
_computing_data_collection       'APEX2, SAINT and SADABS [1]'
_computing_data_reduction        'APEX2, SAINT and SADABS [1]'
_computing_molecular_graphics    'Diamond 4.0 [4]'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014) [2,3]'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014) [2,3]'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014) [2,3]'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_av_unetI/netI     0.0177
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            18059
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_min         2.260
_exptl_absorpt_coefficient_mu    0.108
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.337
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.140
_refine_diff_density_max         0.217
_refine_diff_density_min         -0.177
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details
;
 Flack x determined using 1462 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Crystallogr. B69 (2013) 249-259).
;
_refine_ls_extinction_coef       0.041(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     168
_refine_ls_number_reflns         2350
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0411
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0560P)²+0.8930P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1085
_refine_ls_wR_factor_ref         0.1214
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1937
_reflns_number_total             2350
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2020-0632_suppl.cif
_cod_data_source_block           1
_cod_database_code               8104770
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.979
_shelx_estimated_absorpt_t_max   0.985
loop_
_space_group_symop_operation_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_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.09115(10) 0.9821(2) 0.26869(9) 0.0494(4) Uani 1 1 d . . . . .
H1 H 0.0594 1.0142 0.3066 0.059 Uiso 1 1 calc R U . . .
C2 C 0.06371(9) 0.9536(2) 0.19840(9) 0.0457(4) Uani 1 1 d . . . . .
C3 C 0.11230(9) 0.9086(2) 0.14246(8) 0.0413(4) Uani 1 1 d . . . . .
C4 C 0.18750(9) 0.8889(2) 0.15531(8) 0.0434(4) Uani 1 1 d . . . . .
C5 C 0.21473(9) 0.9154(2) 0.22570(9) 0.0488(4) Uani 1 1 d . . . . .
H5 H 0.2651 0.9019 0.2354 0.059 Uiso 1 1 calc R U . . .
C6 C 0.16642(9) 0.9619(2) 0.28132(8) 0.0477(4) Uani 1 1 d . . . . .
C7 C 0.19424(11) 0.9916(3) 0.35735(9) 0.0573(5) Uani 1 1 d . . . . .
C8 C 0.29867(14) 0.9840(4) 0.43527(12) 0.0910(8) Uani 1 1 d . . . . .
H8A H 0.2992 1.1060 0.4466 0.136 Uiso 1 1 calc R U . . .
H8B H 0.3486 0.9403 0.4352 0.136 Uiso 1 1 calc R U . . .
H8C H 0.2700 0.9231 0.4715 0.136 Uiso 1 1 calc R U . . .
C9 C -0.06253(11) 0.9828(3) 0.23395(12) 0.0724(6) Uani 1 1 d . . . . .
H9A H -0.0569 0.8897 0.2686 0.109 Uiso 1 1 calc R U . . .
H9B H -0.1112 0.9778 0.2126 0.109 Uiso 1 1 calc R U . . .
H9C H -0.0562 1.0922 0.2585 0.109 Uiso 1 1 calc R U . . .
C10 C 0.30770(10) 0.8598(3) 0.10271(11) 0.0647(6) Uani 1 1 d . . . . .
H10A H 0.3197 0.9742 0.1202 0.097 Uiso 1 1 calc R U . . .
H10B H 0.3302 0.8418 0.0556 0.097 Uiso 1 1 calc R U . . .
H10C H 0.3260 0.7747 0.1367 0.097 Uiso 1 1 calc R U . . .
C11 C 0.05057(8) 0.7398(2) 0.05478(9) 0.0433(4) Uani 1 1 d . . . . .
C12 C 0.01851(12) 0.7444(3) -0.02022(10) 0.0648(6) Uani 1 1 d . . . . .
H12A H 0.0495 0.6789 -0.0529 0.097 Uiso 1 1 calc R U . . .
H12B H 0.0157 0.8628 -0.0368 0.097 Uiso 1 1 calc R U . . .
H12C H -0.0303 0.6947 -0.0194 0.097 Uiso 1 1 calc R U . . .
O1 O 0.15657(9) 1.0397(3) 0.40764(7) 0.0893(6) Uani 1 1 d . . . . .
O2 O 0.26587(7) 0.9579(2) 0.36356(7) 0.0760(5) Uani 1 1 d . . . . .
O3 O -0.00855(7) 0.9662(2) 0.17826(7) 0.0637(4) Uani 1 1 d . . . . .
O4 O 0.22926(6) 0.8432(2) 0.09629(6) 0.0580(4) Uani 1 1 d . . . . .
O5 O 0.08545(6) 0.89220(15) 0.07113(6) 0.0451(3) Uani 1 1 d . . . . .
O6 O 0.04805(8) 0.62225(18) 0.09706(7) 0.0660(4) Uani 1 1 d . . . . .
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
C6 C1 C2 118.93(16) . .
O3 C2 C3 115.13(14) . .
O3 C2 C1 125.40(15) . .
C3 C2 C1 119.48(15) . .
C4 C3 C2 121.38(14) . .
C4 C3 O5 119.23(14) . .
C2 C3 O5 119.29(14) . .
O4 C4 C3 115.88(13) . .
O4 C4 C5 125.01(15) . .
C3 C4 C5 119.11(15) . .
C6 C5 C4 119.52(15) . .
C5 C6 C1 121.57(15) . .
C5 C6 C7 120.62(16) . .
C1 C6 C7 117.81(16) . .
O1 C7 O2 123.22(16) . .
O1 C7 C6 124.57(18) . .
O2 C7 C6 112.20(16) . .
O6 C11 O5 121.97(14) . .
O6 C11 C12 126.92(16) . .
O5 C11 C12 111.11(15) . .
C7 O2 C8 116.66(16) . .
C2 O3 C9 118.24(14) . .
C4 O4 C10 117.47(13) . .
C11 O5 C3 116.24(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C6 1.385(2) .
C1 C2 1.391(2) .
C2 O3 1.3566(19) .
C2 C3 1.388(2) .
C3 C4 1.383(2) .
C3 O5 1.3934(17) .
C4 O4 1.3593(19) .
C4 C5 1.389(2) .
C5 C6 1.384(2) .
C6 C7 1.492(2) .
C7 O1 1.199(2) .
C7 O2 1.321(2) .
C8 O2 1.449(2) .
C9 O3 1.412(2) .
C10 O4 1.424(2) .
C11 O6 1.189(2) .
C11 O5 1.3628(19) .
C11 C12 1.485(2) .
