#------------------------------------------------------------------------------ #$Date: 2011-11-02 18:24:20 +0000 (Wed, 02 Nov 2011) $ #$Revision: 29126 $ #$URL: svn://www.crystallography.net/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_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 \w and \f 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/[\s^2^(Fo^2^)+(0.0295P)^2^+0.0817P] where P=(Fo^2^+2Fc^2^)/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>2\s(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 ; _[local]_cod_data_source_file gp5044.cif _[local]_cod_data_source_block 5 _[local]_cod_cif_authors_sg_H-M 'P 21' _cod_database_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)