#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/48/2004864.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_2004864 loop_ _publ_author_name 'Mukherjee, S.' 'Bisht, K. S.' 'Parmar, V. S.' 'Errington, W.' _publ_section_title ; 3,5-Dichloro-2,6-dimethoxycyclohexa-2,5-diene-1,4-dione ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1211 _journal_page_last 1213 _journal_paper_doi 10.1107/S0108270195015745 _journal_volume 52 _journal_year 1996 _chemical_formula_sum 'C8 H6 Cl2 O4' _chemical_formula_weight 237.03 _chemical_name_systematic ; 2,6-dichloro-3,5-dimethoxy-2,5-cyclohexadiene-1,4-dione ; _space_group_IT_number 62 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2n' _symmetry_space_group_name_H-M 'P n m a' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 9.840(7) _cell_length_b 16.198(12) _cell_length_c 5.690(4) _cell_measurement_reflns_used 27 _cell_measurement_temperature 210(2) _cell_measurement_theta_max 12 _cell_measurement_theta_min 9 _cell_volume 906.9(11) _computing_cell_refinement 'Siemens P3R3 system' _computing_data_collection 'Siemens P3R3 system' _computing_data_reduction 'SHELXTL-Plus (Sheldrick, 1990)' _computing_molecular_graphics SHELXTL-Plus _computing_publication_material SHELXL-93 _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_structure_solution SHELXTL-Plus _diffrn_ambient_temperature 210(2) _diffrn_measurement_device 'Siemens P3R3' _diffrn_measurement_method \w-2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0158 _diffrn_reflns_av_sigmaI/netI 0.0125 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 897 _diffrn_reflns_theta_max 25.04 _diffrn_reflns_theta_min 2.51 _diffrn_standards_decay_% none _diffrn_standards_interval_count 200 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.698 _exptl_absorpt_correction_type none _exptl_crystal_colour orange _exptl_crystal_density_diffrn 1.736 _exptl_crystal_density_method none _exptl_crystal_description 'irregular block' _exptl_crystal_F_000 480 _exptl_crystal_size_max 0.71 _exptl_crystal_size_mid 0.53 _exptl_crystal_size_min 0.46 _refine_diff_density_max 0.350 _refine_diff_density_min -0.314 _refine_ls_extinction_coef 0.122(8) _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_all 1.070 _refine_ls_goodness_of_fit_obs 1.086 _refine_ls_hydrogen_treatment noref _refine_ls_matrix_type full _refine_ls_number_parameters 72 _refine_ls_number_reflns 836 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.070 _refine_ls_restrained_S_obs 1.086 _refine_ls_R_factor_all 0.0361 _refine_ls_R_factor_obs 0.0342 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+( 0.0631P)^2^+0.2335P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.0895 _refine_ls_wR_factor_obs 0.0875 _reflns_number_observed 780 _reflns_number_total 836 _reflns_observed_criterion >2sigma(I) _cod_data_source_file cf1054.cif _cod_data_source_block sa1del _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w=1/[\s^2^(Fo^2^)+( 0.0631P)^2^+0.2335P] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w=1/[\s^2^(Fo^2^)+( 0.0631P)^2^+0.2335P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_database_code 2004864 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_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 0.0418(4) 0.0262(3) 0.0431(4) -0.0044(2) 0.0065(2) 0.0061(2) O1 0.0384(9) 0.0359(9) 0.0398(10) 0.000 0.0153(8) 0.000 O2 0.0439(7) 0.0247(6) 0.0461(8) -0.0023(5) 0.0133(6) -0.0095(6) O3 0.0533(11) 0.0416(10) 0.0249(10) 0.000 0.0052(8) 0.000 C1 0.0245(13) 0.0298(13) 0.0267(11) 0.000 -0.0004(9) 0.000 C2 0.0277(8) 0.0232(9) 0.0287(8) -0.0029(6) -0.0023(6) 0.0021(7) C3 0.0276(8) 0.0233(8) 0.0282(8) -0.0007(6) -0.0033(6) -0.0038(6) C4 0.0247(11) 0.0317(12) 0.0225(11) 0.000 -0.0018(9) 0.000 C5 0.0380(10) 0.0354(10) 0.0396(10) 0.0054(8) 0.0054(8) -0.0105(7) loop_ _atom_site_label _atom_site_occupancy _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_type_symbol Cl1 1 .77934(5) .41765(3) .22049(9) .0370(3) Uani d . Cl O1 1 .8619(2) .2500 .0886(3) .0380(5) Uani d S O O2 1 .60524(13) .40178(7) .6233(2) .0383(4) Uani d . O O3 1 .5719(2) .2500 .8630(3) .0399(5) Uani d S O C1 1 .7813(2) .2500 .2507(4) .0270(6) Uani d S C C2 1 .7284(2) .32727(10) .3518(3) .0265(4) Uani d . C C3 1 .6453(2) .32901(9) .5384(3) .0264(4) Uani d . C C4 1 .6136(2) .2500 .6631(4) .0263(5) Uani d S C C5 1 .4890(2) .40990(13) .7762(3) .0377(5) Uani d . C H5A 1 .4526(8) .4654(3) .7638(17) .057 Uiso calc R H H5B 1 .5164(3) .3994(8) .9372(4) .057 Uiso calc R H H5C 1 .4199(6) .3704(6) .7303(15) .057 Uiso calc R H 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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C3 O2 C5 . . 122.24(13) y O1 C1 C2 . . 121.76(10) y O1 C1 C2 . 7_565 121.76(10) ? C2 C1 C2 . 7_565 116.5(2) y C3 C2 C1 . . 122.87(15) y C3 C2 Cl1 . . 120.28(13) y C1 C2 Cl1 . . 116.84(14) ? O2 C3 C2 . . 119.09(14) y O2 C3 C4 . . 121.48(15) y C2 C3 C4 . . 119.02(15) y O3 C4 C3 . 7_565 121.13(10) ? O3 C4 C3 . . 121.13(10) y C3 C4 C3 7_565 . 117.6(2) y 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 C2 . 1.718(2) y O1 C1 . 1.217(3) y O2 C3 . 1.334(2) y O2 C5 . 1.443(2) y O3 C4 . 1.209(3) y C1 C2 . 1.472(2) y C1 C2 7_565 1.472(2) y C2 C3 . 1.340(2) y C3 C4 . 1.497(2) y C4 C3 7_565 1.497(2) y loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 3333912