#------------------------------------------------------------------------------ #$Date: 2008-03-30 11:21:05 +0100 (Sun, 30 Mar 2008) $ #$Revision: 321 $ #$URL: svn://www.crystallography.net/cod/cif/2/2204246.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_2204246 loop_ _publ_author_name 'Zhang, Xing-Guo' 'Zhong, Ping' 'Hu, Mao-Lin' 'Wang, Dan-Yan' 'Lin, Dan' _publ_section_title ; (E)-4,4,4-Trichloro-1-phenylbut-2-en-1-one ; _journal_issue 9 _journal_name_full 'Acta Crystallographica, Section E' _journal_page_first o1465 _journal_page_last o1466 _journal_volume 60 _journal_year 2004 _chemical_formula_iupac 'C10 H7 Cl3 O' _chemical_formula_moiety 'C10 H7 Cl3 O' _chemical_formula_sum 'C10 H7 Cl3 O' _chemical_formula_weight 249.51 _chemical_name_systematic ; (E)-4,4,4-Trichloro-1-phenylbut-2-en-1-one ; _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2n' _symmetry_space_group_name_H-M 'P n m a' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 10.4802(7) _cell_length_b 7.1166(10) _cell_length_c 14.69240(14) _cell_measurement_reflns_used 1773 _cell_measurement_temperature 298(2) _cell_measurement_theta_max 24.96 _cell_measurement_theta_min 2.38 _cell_volume 1095.81(17) _computing_cell_refinement 'SAINT (Bruker, 2002)' _computing_data_collection 'SMART (Bruker, 2002)' _computing_data_reduction SAINT _computing_molecular_graphics 'XP in SHELXTL (Bruker, 2002)' _computing_publication_material SHELXTL _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 298(2) _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.994 _diffrn_measurement_device_type 'Bruker APEX area-detector' _diffrn_measurement_method '\f and \w' _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 0.0237 _diffrn_reflns_av_sigmaI/netI 0.0240 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 5398 _diffrn_reflns_theta_full 25.30 _diffrn_reflns_theta_max 25.30 _diffrn_reflns_theta_min 2.39 _diffrn_standards_decay_% 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.798 _exptl_absorpt_correction_T_max 0.8567 _exptl_absorpt_correction_T_min 0.8016 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Bruker, 2002)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.512 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 504 _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _refine_diff_density_max 1.099 _refine_diff_density_min -0.581 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 82 _refine_ls_number_reflns 1082 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.079 _refine_ls_R_factor_all 0.0861 _refine_ls_R_factor_gt 0.0788 _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^)+(0.1112P)^2^+2.0938P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2209 _refine_ls_wR_factor_ref 0.2277 _reflns_number_gt 932 _reflns_number_total 1082 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file wn6272.cif loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' 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_ _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_type_symbol Cl1 0.46399(14) 0.0487(2) 0.64530(10) 0.0884(7) Uani d . 1 Cl Cl2 0.6641(2) 0.2500 0.73919(13) 0.1431(16) Uani d S 1 Cl O1 0.7505(4) 0.2500 0.3870(3) 0.0713(14) Uani d S 1 O C1 1.0119(7) 0.2500 0.3588(4) 0.0655(18) Uani d S 1 C H1 0.9584 0.2500 0.3083 0.079 Uiso calc SR 1 H C2 1.1414(7) 0.2500 0.3462(5) 0.076(2) Uani d S 1 C H2 1.1752 0.2500 0.2877 0.091 Uiso calc SR 1 H C3 1.2207(7) 0.2500 0.4204(5) 0.073(2) Uani d S 1 C H3 1.3087 0.2500 0.4123 0.088 Uiso calc SR 1 H C4 1.1706(6) 0.2500 0.5065(5) 0.0682(18) Uani d S 1 C H4 1.2251 0.2500 0.5565 0.082 Uiso calc SR 1 H C5 1.0414(6) 0.2500 0.5200(4) 0.0550(15) Uani d S 1 C H5 1.0085 0.2500 0.5788 0.066 Uiso calc SR 1 H C6 0.9589(5) 0.2500 0.4449(4) 0.0458(13) Uani d S 1 C C7 0.8189(5) 0.2500 0.4538(4) 0.0506(14) Uani d S 1 C C8 0.7606(6) 0.2500 0.5458(4) 0.0599(16) Uani d S 1 C H8 0.8136 0.2500 0.5965 0.072 Uiso calc SR 1 H C9 0.6383(6) 0.2500 0.5575(4) 0.0547(15) Uani d S 1 C H9 0.5893 0.2500 0.5048 0.066 Uiso calc SR 1 H C10 0.5665(6) 0.2500 0.6442(4) 0.0644(18) Uani d S 1 C 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 Cl1 0.0707(10) 0.0932(12) 0.1013(12) -0.0041(7) 0.0234(7) 0.0184(8) Cl2 0.0653(13) 0.323(5) 0.0409(10) 0.000 -0.0046(8) 0.000 O1 0.051(2) 0.118(4) 0.045(2) 0.000 -0.007(2) 0.000 C1 0.061(4) 0.092(5) 0.043(3) 0.000 0.003(3) 0.000 C2 0.061(4) 0.105(6) 0.061(4) 0.000 0.021(3) 0.000 C3 0.048(3) 0.083(5) 0.088(5) 0.000 0.011(4) 0.000 C4 0.050(4) 0.091(5) 0.064(4) 0.000 -0.009(3) 0.000 C5 0.052(3) 0.068(4) 0.045(3) 0.000 0.001(3) 0.000 C6 0.048(3) 0.047(3) 0.042(3) 0.000 0.001(2) 0.000 C7 0.049(3) 0.060(3) 0.043(3) 0.000 0.002(2) 0.000 C8 0.043(3) 0.091(5) 0.046(3) 0.000 -0.003(2) 0.000 C9 0.052(3) 0.071(4) 0.041(3) 0.000 -0.003(3) 0.000 C10 0.046(3) 0.097(5) 0.050(4) 0.000 -0.002(3) 0.000 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cl1 C10 . 1.791(4) yes Cl2 C10 . 1.730(6) yes O1 C7 . 1.216(7) yes C1 C2 . 1.370(10) no C1 C6 . 1.382(8) no C1 H1 . 0.9300 no C2 C3 . 1.371(10) no C2 H2 . 0.9300 no C3 C4 . 1.370(10) no C3 H3 . 0.9300 no C4 C5 . 1.368(9) no C4 H4 . 0.9300 no C5 C6 . 1.402(8) no C5 H5 . 0.9300 no C6 C7 . 1.473(8) yes C7 C8 . 1.482(8) yes C8 C9 . 1.294(9) yes C8 H8 . 0.9300 no C9 C10 . 1.479(8) yes C9 H9 . 0.9300 no C10 Cl1 7_565 1.791(4) no loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C2 C1 C6 . . 121.4(6) no C2 C1 H1 . . 119.3 no C6 C1 H1 . . 119.3 no C1 C2 C3 . . 119.6(6) no C1 C2 H2 . . 120.2 no C3 C2 H2 . . 120.2 no C4 C3 C2 . . 120.1(6) no C4 C3 H3 . . 119.9 no C2 C3 H3 . . 119.9 no C5 C4 C3 . . 120.9(6) no C5 C4 H4 . . 119.6 no C3 C4 H4 . . 119.6 no C4 C5 C6 . . 119.7(6) no C4 C5 H5 . . 120.1 no C6 C5 H5 . . 120.1 no C1 C6 C5 . . 118.2(5) no C1 C6 C7 . . 118.8(5) yes C5 C6 C7 . . 123.0(5) yes O1 C7 C6 . . 121.1(5) yes O1 C7 C8 . . 119.5(5) yes C6 C7 C8 . . 119.4(5) yes C9 C8 C7 . . 122.0(6) yes C9 C8 H8 . . 119.0 yes C7 C8 H8 . . 119.0 yes C8 C9 C10 . . 128.3(6) yes C8 C9 H9 . . 115.9 yes C10 C9 H9 . . 115.9 yes C9 C10 Cl2 . . 113.2(5) no C9 C10 Cl1 . 7_565 108.2(3) no Cl2 C10 Cl1 . 7_565 110.3(2) no C9 C10 Cl1 . . 108.2(3) no Cl2 C10 Cl1 . . 110.3(2) yes Cl1 C10 Cl1 7_565 . 106.3(4) no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA C9 H9 O1 0.93 2.42 2.767(7) 102 C8 H8 Cl2 0.93 2.62 3.017(6) 107