#------------------------------------------------------------------------------ #$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301798 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/04/2010494.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_2010494 loop_ _publ_author_name 'Bhar, Abdenbi' 'Aune, Jean Pierre' 'Benali-Cherif, Nourredine' 'Benmenni, Leila' 'Giorgi, Michel' _publ_section_title ; Three Polychloromononitrobenzenes: C~6~H~3~Cl~2~NO~2~, C~6~H~2~Cl~3~NO~2~ and C~6~HCl~4~NO~2~ ; _journal_issue 2 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 256 _journal_page_last 260 _journal_paper_doi 10.1107/S0108270194002957 _journal_volume 51 _journal_year 1995 _chemical_formula_sum 'C6 H Cl4 N O2' _chemical_formula_weight 260.89 _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_type_scat_source IntTabIV _cell_angle_alpha 103.170(10) _cell_angle_beta 112.68(2) _cell_angle_gamma 78.25(2) _cell_formula_units_Z 4 _cell_length_a 10.920(3) _cell_length_b 10.944(2) _cell_length_c 8.7400(10) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293 _cell_measurement_theta_max 16 _cell_measurement_theta_min 10 _cell_volume 930.6(4) _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method \w-2\q _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.012 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 3130 _diffrn_reflns_theta_max 24 _diffrn_standards_decay_% -2.3 _diffrn_standards_interval_time 60 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu 1.24 _exptl_absorpt_correction_type none _exptl_crystal_colour transparent _exptl_crystal_density_diffrn 1.862 _exptl_crystal_description cube _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.4 _refine_diff_density_max 0.250(10) _refine_diff_density_min -0.400(10) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 2.194 _refine_ls_hydrogen_treatment noref _refine_ls_number_parameters 235 _refine_ls_number_reflns 2408 _refine_ls_R_factor_obs 0.039 _refine_ls_shift/esd_max 0.002 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/[\s^2^(I~o~) + (0.04I~o~)^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.056 _reflns_number_observed 2408 _reflns_number_total 2910 _reflns_observed_criterion 'all reflections' _cod_data_source_file pa1066.cif _cod_data_source_block III _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(I~o~) + (0.04I~o~)^2^]' 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^(I~o~) + (0.04I~o~)^2^]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 930.7(4) _cod_original_formula_sum 'C6 H1 Cl4 N1 O2' _cod_database_code 2010494 loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 x,y,z 2 -x,-y,-z loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z Cl(2) .45863(8) .15662(9) .86040(10) Cl(3) .31551(8) .24535(8) .50650(10) Cl(5) .76650(9) .09500(10) .37640(10) Cl(6) .91023(7) .00425(8) .72990(10) Cl(8) .79164(8) .42742(8) -.41950(9) Cl(9) 1.07961(7) .28088(8) -.24892(9) Cl(11) .97747(8) .33376(8) .31483(9) Cl(12) .69019(7) .47222(8) .14247(9) O(1) .7227(3) -.0660(2) .9310(3) O(2) .8035(2) .1098(3) 1.0472(3) O(3) .6296(2) .6281(2) -.1799(3) O(4) .5378(2) .4575(2) -.2796(3) N(1) .7388(2) .0391(2) .9293(3) N(2) .6328(2) .5146(2) -.2023(3) C(1) .6732(2) .0857(2) .7675(3) C(2) .5411(2) .1388(2) .7244(3) C(3) .4798(3) .1783(2) .5690(3) C(4) .5504(3) .1647(3) .4641(4) C(5) .6823(3) .1119(3) .5105(3) C(6) .7467(3) .0709(2) .6652(3) C(7) .7635(2) .4419(2) -.1260(3) C(8) .8462(2) .3997(2) -.2181(3) C(9) .9716(2) .3356(3) -.1401(3) C(10) 1.0111(3) .3171(3) .0226(3) C(11) .9267(3) .3587(3) .1115(3) C(12) .8000(2) .4218(3) .0370(3) H(4) .5063 .1945 .3559 H(10) 1.1006 .2741 .0753 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag O(1) N(1) O(2) 126.3(3) yes O(1) N(1) C(1) 116.7(2) yes O(2) N(1) C(1) 117.0(3) yes O(3) N(2) O(4) 125.3(3) yes O(3) N(2) C(7) 116.5(2) yes O(4) N(2) C(7) 118.2(3) yes N(1) C(1) C(2) 118.5(3) yes N(1) C(1) C(6) 118.0(2) yes C(2) C(1) C(6) 123.4(2) yes Cl(2) C(2) C(1) 120.4(2) yes Cl(2) C(2) C(3) 122.0(2) yes C(1) C(2) C(3) 117.6(3) yes Cl(3) C(3) C(2) 120.3(3) yes Cl(3) C(3) C(4) 119.4(2) yes C(2) C(3) C(4) 120.3(2) yes C(3) C(4) C(5) 121.0(3) yes Cl(5) C(5) C(4) 119.7(2) yes Cl(5) C(5) C(6) 120.4(2) yes C(4) C(5) C(6) 119.9(3) yes Cl(6) C(6) C(1) 120.0(2) yes Cl(6) C(6) C(5) 122.3(3) yes C(1) C(6) C(5) 117.7(2) yes N(2) C(7) C(8) 118.7(2) yes N(2) C(7) C(12) 118.6(3) yes C(8) C(7) C(12) 122.6(2) yes Cl(8) C(8) C(7) 119.3(2) yes Cl(8) C(8) C(9) 123.3(2) yes C(7) C(8) C(9) 117.4(3) yes Cl(9) C(9) C(8) 119.5(2) yes Cl(9) C(9) C(10) 119.5(2) yes C(8) C(9) C(10) 120.9(3) yes C(9) C(10) C(11) 120.7(2) yes Cl(11) C(11) C(10) 120.1(2) yes Cl(11) C(11) C(12) 120.0(2) yes C(10) C(11) C(12) 119.9(3) yes Cl(12) C(12) C(7) 120.3(2) yes Cl(12) C(12) C(11) 121.4(2) yes C(7) C(12) C(11) 118.3(3) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag Cl(2) C(2) 1.707(3) yes Cl(3) C(3) 1.717(3) yes Cl(5) C(5) 1.703(4) yes Cl(6) C(6) 1.709(3) yes Cl(8) C(8) 1.705(3) yes Cl(9) C(9) 1.725(3) yes Cl(11) C(11) 1.714(3) yes Cl(12) C(12) 1.716(3) yes O(1) N(1) 1.202(4) yes O(2) N(1) 1.207(3) yes O(3) N(2) 1.208(3) yes O(4) N(2) 1.206(3) yes N(1) C(1) 1.474(4) yes N(2) C(7) 1.470(3) yes C(1) C(2) 1.378(3) yes C(1) C(6) 1.381(5) yes C(2) C(3) 1.388(4) yes C(3) C(4) 1.376(5) yes C(4) C(5) 1.380(4) yes C(5) C(6) 1.392(4) yes C(7) C(8) 1.378(4) yes C(7) C(12) 1.380(4) yes C(8) C(9) 1.392(3) yes C(9) C(10) 1.368(4) yes C(10) C(11) 1.372(4) yes C(11) C(12) 1.392(3) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 87466677