#------------------------------------------------------------------------------
#$Date: 2017-10-13 08:28:26 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201972 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/49/2104976.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_2104976
loop_
_publ_author_name
'Solanko, Katarzyna A.'
'Bond, Andrew D.'
_publ_section_title
;
 Intermolecular interactions and unexpected isostructurality in the
 crystal structures of the dichlorobenzaldehyde isomers
;
_journal_coeditor_code           GP5044
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              437
_journal_page_last               445
_journal_paper_doi               10.1107/S0108768111035786
_journal_volume                  67
_journal_year                    2011
_chemical_formula_moiety         'C7 H4 Cl2 O'
_chemical_formula_sum            'C7 H4 Cl2 O'
_chemical_formula_weight         175.00
_chemical_name_common            3,4-dichlorobenzaldehyde
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 91.849(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   3.8094(3)
_cell_length_b                   14.8887(13)
_cell_length_c                   6.2014(5)
_cell_measurement_reflns_used    5012
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      25.88
_cell_measurement_theta_min      2.74
_cell_volume                     351.54(5)
_computing_cell_refinement       'SAINT v.7.06a (Bruker, 2003)'
_computing_data_collection       'APEX2 v.1.0-22 (Bruker Nonius, 2004)'
_computing_data_reduction        'SAINT v.7.06a'
_computing_molecular_graphics    'SHELXTL v.6.10'
_computing_publication_material  'SHELXTL v.6.10'
_computing_structure_refinement  'SHELXTL v.6.10'
_computing_structure_solution    'SHELXTL v.6.10 (Sheldrick, 2000)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker-Nonius X8APEX-II CCD'
_diffrn_measurement_method       'thin-slice ω and φ scans'
_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  0.0263
_diffrn_reflns_av_sigmaI/netI    0.0235
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            6778
_diffrn_reflns_theta_full        25.96
_diffrn_reflns_theta_max         25.96
_diffrn_reflns_theta_min         3.56
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.837
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.881
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS v.2.10 (Sheldrick, 2003)
 Ratio of minimum to maximum apparent transmission:  0.880814
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.653
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             176
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.237
_refine_diff_density_min         -0.220
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.03(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     91
_refine_ls_number_reflns         1272
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.0262
_refine_ls_R_factor_gt           0.0240
_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)+(0.0295P)²+0.0817P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0547
_refine_ls_wR_factor_ref         0.0553
_reflns_number_gt                1220
_reflns_number_total             1272
_reflns_threshold_expression     I>2σ(I)
_iucr_refine_instructions_details
;
TITL 5 in P2(1)
CELL 0.71073   3.8094  14.8887   6.2014  90.000  91.849  90.000
ZERR    2.00   0.0003   0.0013   0.0005   0.000   0.004   0.000
LATT -1
SYMM -X, 0.5+Y, -Z
SFAC C H O CL
UNIT 14 8 2 4
TEMP -153
L.S. 20
ACTA
EQIV $1 -1+X, Y, Z
BIND CL3 CL4_$1
BOND $H
CONF
LIST 4
FMAP 2
PLAN -5
SHEL 5.8 0
WGHT    0.029500    0.081700
FVAR       1.31161
CL3   4   0.18489   0.20832   0.72154  11.00000   0.03059   0.02266 =
       0.02416   0.00025  -0.00084  -0.00142
CL4   4   0.49718   0.26293   0.27122  11.00000   0.02727   0.03558 =
       0.02010  -0.00562   0.00014   0.00359
O1    3  -0.13269   0.53317   1.03949  11.00000   0.03397   0.03065 =
       0.02351  -0.00264   0.00590  -0.00374
C1    1   0.13948   0.47588   0.72869  11.00000   0.01155   0.02531 =
       0.02137   0.00056  -0.00595  -0.00187
C2    1   0.10872   0.38584   0.78612  11.00000   0.01210   0.02811 =
       0.01780   0.00126  -0.00286  -0.00175
AFIX  43
H2    2   0.01182   0.36979   0.92001  11.00000  -1.20000
AFIX   0
C3    1   0.21979   0.32030   0.64741  11.00000   0.01599   0.02362 =
       0.02064   0.00239  -0.00606   0.00002
C4    1   0.36014   0.34418   0.45011  11.00000   0.01203   0.02982 =
       0.01921  -0.00322  -0.00464   0.00138
C5    1   0.39418   0.43341   0.39355  11.00000   0.01638   0.03498 =
       0.01556   0.00520  -0.00123  -0.00170
AFIX  43
H5    2   0.49256   0.44921   0.25993  11.00000  -1.20000
AFIX   0
C6    1   0.28459   0.49944   0.53208  11.00000   0.01772   0.02340 =
       0.02348   0.00418  -0.00293  -0.00091
AFIX  43
H6    2   0.30760   0.56092   0.49405  11.00000  -1.20000
AFIX   0
C7    1   0.01599   0.54676   0.87302  11.00000   0.02112   0.02440 =
       0.02972   0.00078  -0.00460  -0.00207
AFIX  43
H7    2   0.05564   0.60740   0.83282  11.00000  -1.20000
AFIX   0
HKLF 4
END
;
_cod_data_source_file            gp5044.cif
_cod_data_source_block           5
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2104976
_cod_database_fobs_code          2104976
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, 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
_atom_site_symmetry_multiplicity
Cl Cl3 0.18489(16) 0.20832(3) 0.72154(8) 0.02584(16) Uani d . 1 1
Cl Cl4 0.49718(15) 0.26293(4) 0.27122(8) 0.02766(16) Uani d . 1 1
O O1 -0.1327(4) 0.53317(11) 1.0395(2) 0.0293(4) Uani d . 1 1
C C1 0.1395(6) 0.47588(16) 0.7287(3) 0.0195(5) Uani d . 1 1
C C2 0.1087(6) 0.38585(15) 0.7861(4) 0.0194(5) Uani d . 1 1
H H2 0.0118 0.3698 0.9200 0.023 Uiso calc R 1 1
C C3 0.2198(6) 0.32030(15) 0.6474(4) 0.0202(5) Uani d . 1 1
C C4 0.3601(6) 0.34418(15) 0.4501(3) 0.0205(5) Uani d . 1 1
C C5 0.3942(6) 0.43341(15) 0.3935(3) 0.0223(5) Uani d . 1 1
H H5 0.4926 0.4492 0.2599 0.027 Uiso calc R 1 1
C C6 0.2846(6) 0.49944(16) 0.5321(3) 0.0216(5) Uani d . 1 1
H H6 0.3076 0.5609 0.4941 0.026 Uiso calc R 1 1
C C7 0.0160(6) 0.54677(15) 0.8730(4) 0.0252(6) Uani d . 1 1
H H7 0.0556 0.6074 0.8328 0.030 Uiso calc R 1 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
Cl3 0.0306(3) 0.0227(3) 0.0242(3) -0.0014(3) -0.0008(2) 0.0003(2)
Cl4 0.0273(3) 0.0356(3) 0.0201(3) 0.0036(3) 0.0001(2) -0.0056(2)
O1 0.0340(11) 0.0306(8) 0.0235(9) -0.0037(8) 0.0059(7) -0.0026(7)
C1 0.0116(11) 0.0253(12) 0.0214(12) -0.0019(10) -0.0059(9) 0.0006(9)
C2 0.0121(12) 0.0281(12) 0.0178(10) -0.0018(10) -0.0029(8) 0.0013(9)
C3 0.0160(12) 0.0236(12) 0.0206(10) 0.0000(10) -0.0061(9) 0.0024(9)
C4 0.0120(12) 0.0298(11) 0.0192(10) 0.0014(10) -0.0046(8) -0.0032(10)
C5 0.0164(13) 0.0350(14) 0.0156(10) -0.0017(11) -0.0012(8) 0.0052(10)
C6 0.0177(13) 0.0234(11) 0.0235(11) -0.0009(10) -0.0029(9) 0.0042(9)
C7 0.0211(14) 0.0244(13) 0.0297(13) -0.0021(10) -0.0046(11) 0.0008(10)
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'
Cl Cl 0.1484 0.1585 '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
C2 C1 C6 120.2(2)
C2 C1 C7 120.2(2)
C6 C1 C7 119.6(2)
C3 C2 C1 119.5(2)
C3 C2 H2 120.3
C1 C2 H2 120.3
C2 C3 C4 120.1(2)
C2 C3 Cl3 119.19(18)
C4 C3 Cl3 120.74(17)
C5 C4 C3 120.6(2)
C5 C4 Cl4 118.43(16)
C3 C4 Cl4 120.98(18)
C6 C5 C4 119.65(19)
C6 C5 H5 120.2
C4 C5 H5 120.2
C5 C6 C1 120.0(2)
C5 C6 H6 120.0
C1 C6 H6 120.0
O1 C7 C1 124.5(2)
O1 C7 H7 117.7
C1 C7 H7 117.7
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl3 C3 1.736(2)
Cl4 C4 1.733(2)
O1 C7 1.210(3)
C1 C2 1.393(3)
C1 C6 1.400(3)
C1 C7 1.471(3)
C2 C3 1.376(3)
C2 H2 0.950
C3 C4 1.397(3)
C4 C5 1.381(3)
C5 C6 1.379(3)
C5 H5 0.950
C6 H6 0.950
C7 H7 0.950
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 -0.5(3)
C7 C1 C2 C3 178.8(2)
C1 C2 C3 C4 -0.4(3)
C1 C2 C3 Cl3 179.31(17)
C2 C3 C4 C5 1.0(3)
Cl3 C3 C4 C5 -178.67(18)
C2 C3 C4 Cl4 -179.25(18)
Cl3 C3 C4 Cl4 1.1(3)
C3 C4 C5 C6 -0.8(3)
Cl4 C4 C5 C6 179.47(17)
C4 C5 C6 C1 -0.1(3)
C2 C1 C6 C5 0.7(3)
C7 C1 C6 C5 -178.6(2)
C2 C1 C7 O1 -4.1(3)
C6 C1 C7 O1 175.2(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21106577
