#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/57/2215796.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_2215796
loop_
_publ_author_name
'B. Thimme Gowda'
'Sabine Foro'
'K. S. Babitha'
'Hartmut Fuess'
_publ_section_title
;
 2,3-Dichlorophenyl benzoate
;
_journal_coeditor_code           BT2526
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o4286
_journal_page_last               o4286
_journal_paper_doi               10.1107/S1600536807048751
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C13 H8 Cl2 O2'
_chemical_formula_moiety         'C13 H8 Cl2 O2'
_chemical_formula_sum            'C13 H8 Cl2 O2'
_chemical_formula_weight         267.09
_chemical_name_systematic
;
2,3-Dichlorophenyl benzoate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.045(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.6960(10)
_cell_length_b                   3.9820(6)
_cell_length_c                   27.796(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    299(2)
_cell_measurement_theta_max      24.68
_cell_measurement_theta_min      5.35
_cell_volume                     1182.2(2)
_computing_cell_refinement       'CAD-4-PC (Enraf--Nonius, 1996)'
_computing_data_collection       'CAD-4-PC (Enraf--Nonius, 1996)'
_computing_data_reduction        'REDU4 (Stoe & Cie, 1987)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      299(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0783
_diffrn_reflns_av_sigmaI/netI    0.0225
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            2351
_diffrn_reflns_theta_full        66.95
_diffrn_reflns_theta_max         66.95
_diffrn_reflns_theta_min         3.18
_diffrn_standards_decay_%        0.5
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    4.826
_exptl_absorpt_correction_T_max  0.6829
_exptl_absorpt_correction_T_min  0.3702
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al.,  1968)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.501
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'thick needle'
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.518
_refine_diff_density_min         -0.371
_refine_ls_extinction_coef       0.0027(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997)'
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     179
_refine_ls_number_reflns         2100
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0473
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0863P)²+0.2888P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1241
_refine_ls_wR_factor_ref         0.1286
_reflns_number_gt                1896
_reflns_number_total             2100
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt2526.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2215796
_cod_database_fobs_code          2215796
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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_occupancy
C C1 0.35221(19) 1.1414(5) 0.33167(8) 0.0462(5) Uani d 1
C C2 0.25186(19) 0.9787(5) 0.35114(7) 0.0441(5) Uani d 1
C C3 0.15267(18) 0.8761(5) 0.32041(8) 0.0451(5) Uani d 1
C C4 0.1547(2) 0.9281(6) 0.27142(8) 0.0536(5) Uani d 1
H H4 0.088(3) 0.836(8) 0.2505(10) 0.064 Uiso d 1
C C5 0.2550(2) 1.0901(7) 0.25289(9) 0.0579(6) Uani d 1
H H5 0.251(3) 1.143(8) 0.2200(11) 0.069 Uiso d 1
C C6 0.3542(2) 1.1994(6) 0.28270(9) 0.0554(6) Uani d 1
H H6 0.414(3) 1.328(8) 0.2692(10) 0.066 Uiso d 1
C C7 0.5653(2) 1.1548(6) 0.35963(8) 0.0498(5) Uani d 1
C C8 0.6490(2) 1.2783(6) 0.39969(8) 0.0490(5) Uani d 1
C C9 0.7764(2) 1.2084(8) 0.39827(10) 0.0610(6) Uani d 1
H H9 0.804(3) 1.088(9) 0.3738(12) 0.073 Uiso d 1
C C10 0.8569(3) 1.3019(9) 0.43582(11) 0.0720(8) Uani d 1
H H10 0.948(3) 1.229(10) 0.4369(12) 0.086 Uiso d 1
C C11 0.8123(3) 1.4670(9) 0.47510(11) 0.0751(8) Uani d 1
H H11 0.868(3) 1.529(10) 0.5021(13) 0.090 Uiso d 1
C C12 0.6869(3) 1.5410(9) 0.47650(10) 0.0712(7) Uani d 1
H H12 0.659(3) 1.674(10) 0.5014(13) 0.085 Uiso d 1
C C13 0.6047(2) 1.4482(7) 0.43874(8) 0.0578(6) Uani d 1
H H13 0.516(3) 1.501(8) 0.4386(10) 0.069 Uiso d 1
O O1 0.44532(13) 1.2603(4) 0.36404(6) 0.0557(4) Uani d 1
O O2 0.59487(17) 0.9773(6) 0.32765(6) 0.0752(6) Uani d 1
Cl Cl1 0.25156(6) 0.90985(17) 0.412174(18) 0.0618(2) Uani d 1
Cl Cl2 0.02437(5) 0.68095(17) 0.34350(2) 0.0618(2) Uani d 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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
C6 C1 C2 121.0(2)
C6 C1 O1 122.2(2)
C2 C1 O1 116.67(19)
C3 C2 C1 118.62(19)
C3 C2 Cl1 121.28(16)
C1 C2 Cl1 120.10(16)
C4 C3 C2 120.8(2)
C4 C3 Cl2 119.25(17)
C2 C3 Cl2 119.96(16)
C5 C4 C3 119.6(2)
C5 C4 H4 121.3(17)
C3 C4 H4 119.0(17)
C4 C5 C6 120.8(2)
C4 C5 H5 118.2(19)
C6 C5 H5 120.7(19)
C5 C6 C1 119.1(2)
C5 C6 H6 117.4(18)
C1 C6 H6 123.1(18)
O2 C7 O1 122.6(2)
O2 C7 C8 125.9(2)
O1 C7 C8 111.49(18)
C13 C8 C9 119.8(2)
C13 C8 C7 122.4(2)
C9 C8 C7 117.9(2)
C10 C9 C8 120.1(3)
C10 C9 H9 121(2)
C8 C9 H9 119(2)
C9 C10 C11 120.1(3)
C9 C10 H10 121(2)
C11 C10 H10 119(2)
C12 C11 C10 120.2(3)
C12 C11 H11 119(2)
C10 C11 H11 121(2)
C11 C12 C13 120.2(3)
C11 C12 H12 120(2)
C13 C12 H12 120(2)
C12 C13 C8 119.7(2)
C12 C13 H13 121.8(18)
C8 C13 H13 118.6(18)
C7 O1 C1 118.89(17)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C6 1.382(3)
C1 C2 1.388(3)
C1 O1 1.389(3)
C2 C3 1.388(3)
C2 Cl1 1.719(2)
C3 C4 1.379(3)
C3 Cl2 1.730(2)
C4 C5 1.375(4)
C4 H4 0.97(3)
C5 C6 1.381(4)
C5 H5 0.94(3)
C6 H6 0.91(3)
C7 O2 1.192(3)
C7 O1 1.362(3)
C7 C8 1.476(3)
C8 C13 1.384(3)
C8 C9 1.393(3)
C9 C10 1.369(4)
C9 H9 0.89(3)
C10 C11 1.381(5)
C10 H10 1.02(3)
C11 C12 1.376(4)
C11 H11 0.97(4)
C12 C13 1.383(4)
C12 H12 0.93(4)
C13 H13 0.97(3)
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
C6 C1 C2 C3 -0.3(3)
O1 C1 C2 C3 175.68(18)
C6 C1 C2 Cl1 -179.96(18)
O1 C1 C2 Cl1 -4.0(3)
C1 C2 C3 C4 1.4(3)
Cl1 C2 C3 C4 -179.01(17)
C1 C2 C3 Cl2 -178.56(16)
Cl1 C2 C3 Cl2 1.1(3)
C2 C3 C4 C5 -1.5(3)
Cl2 C3 C4 C5 178.46(19)
C3 C4 C5 C6 0.5(4)
C4 C5 C6 C1 0.5(4)
C2 C1 C6 C5 -0.6(4)
O1 C1 C6 C5 -176.4(2)
O2 C7 C8 C13 -171.5(3)
O1 C7 C8 C13 6.4(3)
O2 C7 C8 C9 6.2(4)
O1 C7 C8 C9 -175.9(2)
C13 C8 C9 C10 1.3(4)
C7 C8 C9 C10 -176.5(3)
C8 C9 C10 C11 -0.3(5)
C9 C10 C11 C12 -0.6(5)
C10 C11 C12 C13 0.5(5)
C11 C12 C13 C8 0.5(4)
C9 C8 C13 C12 -1.3(4)
C7 C8 C13 C12 176.3(2)
O2 C7 O1 C1 3.8(4)
C8 C7 O1 C1 -174.26(19)
C6 C1 O1 C7 -61.0(3)
C2 C1 O1 C7 123.0(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 15221288
