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#$Date: 2022-02-21 11:49:22 +0200 (Mon, 21 Feb 2022) $
#$Revision: 273053 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/45/8104569.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_8104569
loop_
_publ_author_name
'Gu, Jia'
'Song, Xiu-Ying'
'Wang, Gui-Shu'
'Peng, Jun'
'Nie, Xu-Liang'
_publ_section_title
;
 Crystal structure of methyl (E)-3-(4-acetoxyphenyl)acrylate, C12H12O4
;
_journal_issue                   6
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              1215
_journal_page_last               1217
_journal_paper_doi               10.1515/ncrs-2021-0282
_journal_volume                  236
_journal_year                    2021
_chemical_formula_sum            'C12 H12 O4'
_chemical_formula_weight         220.22
_chemical_name_systematic        'methyl (E)-3-(4-acetoxyphenyl)acrylate'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 101.861(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.071(6)
_cell_length_b                   9.424(4)
_cell_length_c                   7.640(3)
_cell_measurement_reflns_used    4380
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.35
_cell_measurement_theta_min      2.52
_cell_volume                     1132.4(8)
_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 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0242
_diffrn_reflns_av_unetI/netI     0.0185
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            8500
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.496
_diffrn_reflns_theta_min         2.520
_exptl_absorpt_coefficient_mu    0.097
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_description       block
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.149
_refine_diff_density_min         -0.185
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       0.083(5)
_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   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     148
_refine_ls_number_reflns         2121
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0447
_refine_ls_R_factor_gt           0.0366
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0481P)²+0.1861P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0947
_refine_ls_wR_factor_ref         0.1043
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1743
_reflns_number_total             2121
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2021-0282_suppl.cif
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               8104569
_shelx_shelxl_version_number     2014/7
_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   0.982
_shelx_estimated_absorpt_t_max   0.986
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_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 0.77969(10) 0.70368(15) 0.41943(18) 0.0597(4) Uani 1 1 d . . . . .
H1 H 0.8056 0.7831 0.4795 0.072 Uiso 1 1 calc R U . . .
C2 C 0.69447(10) 0.68050(16) 0.41328(19) 0.0641(4) Uani 1 1 d . . . . .
H2 H 0.6632 0.7431 0.4683 0.077 Uiso 1 1 calc R U . . .
C3 C 0.65670(9) 0.56314(16) 0.32436(18) 0.0586(4) Uani 1 1 d . . . . .
C4 C 0.70259(9) 0.46899(16) 0.24450(19) 0.0611(4) Uani 1 1 d . . . . .
H4 H 0.6762 0.3895 0.1857 0.073 Uiso 1 1 calc R U . . .
C5 C 0.78802(9) 0.49278(15) 0.25186(18) 0.0564(4) Uani 1 1 d . . . . .
H5 H 0.8191 0.4286 0.1984 0.068 Uiso 1 1 calc R U . . .
C6 C 0.82809(8) 0.61174(14) 0.33844(16) 0.0507(3) Uani 1 1 d . . . . .
C7 C 0.91809(9) 0.64496(14) 0.34732(17) 0.0544(3) Uani 1 1 d . . . . .
H7 H 0.9386 0.7260 0.4115 0.065 Uiso 1 1 calc R U . . .
C8 C 0.97347(9) 0.57423(14) 0.27570(19) 0.0570(4) Uani 1 1 d . . . . .
H8 H 0.9566 0.4927 0.2094 0.068 Uiso 1 1 calc R U . . .
C9 C 1.06182(9) 0.62359(14) 0.30012(18) 0.0543(3) Uani 1 1 d . . . . .
C10 C 1.19626(9) 0.57792(18) 0.2373(2) 0.0695(4) Uani 1 1 d . . . . .
H10A H 1.1987 0.6607 0.1653 0.104 Uiso 1 1 calc R U . . .
H10B H 1.2272 0.5020 0.1961 0.104 Uiso 1 1 calc R U . . .
H10C H 1.2212 0.5989 0.3598 0.104 Uiso 1 1 calc R U . . .
C11 C 0.51052(10) 0.60018(18) 0.2080(2) 0.0676(4) Uani 1 1 d . . . . .
C12 C 0.42499(11) 0.5670(2) 0.2429(3) 0.0896(6) Uani 1 1 d . . . . .
H12A H 0.3822 0.6099 0.1522 0.134 Uiso 1 1 calc R U . . .
H12B H 0.4206 0.6036 0.3580 0.134 Uiso 1 1 calc R U . . .
H12C H 0.4169 0.4660 0.2412 0.134 Uiso 1 1 calc R U . . .
O1 O 1.10930(6) 0.53626(10) 0.22332(14) 0.0655(3) Uani 1 1 d . . . . .
O2 O 1.09026(7) 0.72883(11) 0.38053(15) 0.0719(3) Uani 1 1 d . . . . .
O3 O 0.57155(6) 0.53325(13) 0.32673(14) 0.0738(3) Uani 1 1 d . . . . .
O4 O 0.52631(8) 0.67367(16) 0.09311(18) 0.0974(5) 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
C2 C1 C6 121.91(13) . .
C3 C2 C1 118.68(13) . .
C2 C3 C4 121.13(14) . .
C2 C3 O3 119.31(14) . .
C4 C3 O3 119.38(14) . .
C3 C4 C5 119.80(14) . .
C4 C5 C6 120.63(13) . .
C5 C6 C1 117.83(13) . .
C5 C6 C7 123.33(12) . .
C1 C6 C7 118.83(12) . .
C8 C7 C6 128.04(13) . .
C7 C8 C9 120.32(13) . .
O2 C9 O1 122.61(13) . .
O2 C9 C8 125.48(13) . .
O1 C9 C8 111.91(12) . .
O4 C11 O3 122.32(14) . .
O4 C11 C12 127.04(15) . .
O3 C11 C12 110.64(14) . .
C9 O1 C10 115.73(12) . .
C11 O3 C3 118.35(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.378(2) .
C1 C6 1.3916(19) .
C2 C3 1.372(2) .
C3 C4 1.374(2) .
C3 O3 1.4010(18) .
C4 C5 1.381(2) .
C5 C6 1.391(2) .
C6 C7 1.468(2) .
C7 C8 1.318(2) .
C8 C9 1.469(2) .
C9 O2 1.2060(17) .
C9 O1 1.3372(17) .
C10 O1 1.4343(18) .
C11 O4 1.1858(19) .
C11 O3 1.3479(19) .
C11 C12 1.486(2) .
