#------------------------------------------------------------------------------ #$Date: 2023-11-07 04:00:48 +0200 (Tue, 07 Nov 2023) $ #$Revision: 287453 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/76/7247680.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7247680 loop_ _publ_author_name 'Gebbia, Jonathan F.' 'Aristizabal, Andrés Henao' 'Negrier, Philippe' 'Aguilà, David' 'Tamarit, Josep Lluis' 'Pardo, Luis Carlos' _publ_section_title ; Dynamics and local ordering of pentachloronitrobenzene: a molecular-dynamics investigation. ; _journal_name_full 'Physical chemistry chemical physics : PCCP' _journal_paper_doi 10.1039/d3cp02633g _journal_year 2023 _chemical_formula_moiety 'C6 Cl5 N1 O2' _chemical_formula_sum 'C6 Cl5 N O2' _chemical_formula_weight 295.32 _chemical_name_systematic Pentachloronitrobenzene _space_group_crystal_system trigonal _space_group_IT_number 148 _space_group_name_Hall '-R 3' _space_group_name_H-M_alt 'R -3 :H' _atom_sites_solution_primary dual _audit_creation_date 2022-11-09 _audit_creation_method ; Olex2 1.5 (compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498) ; _audit_update_record ; 2023-05-30 deposited with the CCDC. 2023-10-23 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_formula_units_Z 3 _cell_length_a 8.7440(12) _cell_length_b 8.7440(12) _cell_length_c 11.068(2) _cell_measurement_reflns_used 1859 _cell_measurement_temperature 200.15 _cell_measurement_theta_max 33.7 _cell_measurement_theta_min 2.76 _cell_volume 732.86(19) _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 200.15 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.988 _diffrn_measurement_device_type 'MD2M - Maatel + Dectris PILATUS 6M' _diffrn_measurement_method '\w scans' _diffrn_radiation_type synchrotron _diffrn_radiation_wavelength 0.72931 _diffrn_reflns_av_R_equivalents 0.1362 _diffrn_reflns_av_unetI/netI 0.2130 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.988 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 4573 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.988 _diffrn_reflns_theta_full 25.950 _diffrn_reflns_theta_max 31.391 _diffrn_reflns_theta_min 3.345 _diffrn_source 'ALBA XALOC beamline' _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 1.549 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 2.007 _exptl_crystal_description plate _exptl_crystal_F_000 432 _exptl_crystal_size_max 0.05 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.02 _refine_diff_density_max 0.258 _refine_diff_density_min -0.380 _refine_diff_density_rms 0.091 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.882 _refine_ls_hydrogen_treatment undef _refine_ls_matrix_type full _refine_ls_number_parameters 47 _refine_ls_number_reflns 495 _refine_ls_number_restraints 29 _refine_ls_restrained_S_all 0.878 _refine_ls_R_factor_all 0.0580 _refine_ls_R_factor_gt 0.0543 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1341 _refine_ls_wR_factor_ref 0.1395 _reflns_Friedel_coverage 0.000 _reflns_number_gt 382 _reflns_number_total 495 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d3cp02633g2.cif _cod_data_source_block hexa200 _cod_original_cell_volume 732.9(2) _cod_original_sg_symbol_H-M 'R -3' _cod_database_code 7247680 _shelx_shelxl_version_number 2018/3 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_max 0.970 _shelx_estimated_absorpt_t_min 0.927 _olex2_refinement_description ; 1. Twinned data refinement Scales: 0.286(4) 0.714(4) 2. Restrained distances O1-N1 1.25 with sigma of 0.01 O2-N1 1.25 with sigma of 0.01 3. Rigid bond restraints C1, N1 with sigma for 1-2 distances of 0.003 and sigma for 1-3 distances of 0.003 4. Uiso/Uaniso restraints and constraints C1 \\sim N1: within 2A with sigma of 0.012 and sigma for terminal atoms of 0.024 within 2A 5. Rigid body (RIGU) restrains C1, N1, O1, O2, Cl1 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004 6. Others Fixed Sof: Cl1(0.83333) N1(0.16666) O1(0.16666) O2(0.16666) ; _shelx_res_file ; TITL hexa200_b.res in R3 hexa200.res created by SHELXL-2018/3 at 08:29:43 on 09-Nov-2022 REM Old TITL hexa200 in R-3 REM SHELXT solution in R3: R1 0.415, Rweak 0.000, Alpha 0.040 REM 0.000 for 0 systematic absences, Orientation as input REM Flack x = 0.329 ( 0.205 ) from 252 Parsons' quotients REM Formula found by SHELXT: C2 N O Cl2 CELL 0.72931 8.744 8.744 11.068 90 90 120 ZERR 3 0.0012 0.0012 0.0022 0 0 0 LATT 3 SYMM -Y,+X-Y,+Z SYMM +Y-X,-X,+Z SFAC C Cl N O DISP C 0.0024 0.0017 12.0603 DISP Cl 0.1386 0.1675 724.1588 DISP N 0.0046 0.0035 20.6952 DISP O 0.0086 0.0064 34.4758 UNIT 18 15 3 6 DFIX 1.25 0.01 O1 N1 DFIX 1.25 0.01 O2 N1 RIGU C1 N1 O1 O2 Cl1 SIMU 0.012 0.024 2 C1 N1 DELU 0.003 0.003 C1 N1 L.S. 20 PLAN 58 SIZE 0.05 0.02 0.02 TEMP -73 CONF LIST 4 MORE -1 fmap 2 acta 51.9 MERG 2 SHEL 0.7 15 TWIN -1 0 0 0 -1 0 0 0 1 2 REM REM REM WGHT 0.000000 BASF 0.71430 FVAR 0.47371 C1 1 0.180886 0.116204 0.499435 11.00000 0.02676 0.02992 = 0.10138 0.00037 -0.00041 0.01234 PART 1 CL1 2 0.405609 0.260763 0.499943 10.83333 0.02546 0.03675 = 0.16924 0.00021 0.00175 0.01171 PART -1 N1 3 0.369544 0.247995 0.498366 10.16666 0.01385 0.05810 = 0.09153 0.00188 -0.00215 0.02173 O1 4 0.428073 0.285411 0.394355 10.16666 0.06666 0.10938 = 0.08881 -0.00048 0.00465 0.00804 O2 4 0.444253 0.257760 0.593977 10.16666 0.08242 0.11472 = 0.12552 0.01792 -0.05863 0.01268 HKLF 4 REM hexa200_b.res in R3 REM wR2 = 0.1395, GooF = S = 0.882, Restrained GooF = 0.878 for all data REM R1 = 0.0543 for 382 Fo > 4sig(Fo) and 0.0580 for all 495 data REM 47 parameters refined using 29 restraints END WGHT 0.0000 0.0000 REM Highest difference peak 0.258, deepest hole -0.380, 1-sigma level 0.091 Q1 1 0.1464 0.0268 0.5024 11.00000 0.05 0.26 Q2 1 0.6667 0.3333 0.6442 10.33333 0.05 0.24 Q3 1 0.3625 0.4083 0.4015 11.00000 0.05 0.19 Q4 1 0.4959 0.1490 0.6415 11.00000 0.05 0.19 Q5 1 0.3313 0.3556 0.3381 11.00000 0.05 0.19 Q6 1 0.6667 0.3333 0.3333 10.16667 0.05 0.18 Q7 1 0.4091 0.4519 0.3262 11.00000 0.05 0.18 Q8 1 0.5468 0.2555 0.6659 11.00000 0.05 0.17 Q9 1 0.2902 0.1640 0.4984 11.00000 0.05 0.17 Q10 1 0.5695 0.3168 0.3195 11.00000 0.05 0.17 Q11 1 0.2650 0.1716 0.3443 11.00000 0.05 0.17 Q12 1 0.2031 0.2322 0.6109 11.00000 0.05 0.14 Q13 1 0.3976 0.1529 0.4932 11.00000 0.05 0.14 Q14 1 0.4531 0.0841 0.5012 11.00000 0.05 0.13 Q15 1 0.4589 0.2200 0.6779 11.00000 0.05 0.13 Q16 1 0.3457 0.3210 0.6092 11.00000 0.05 0.13 Q17 1 0.3802 0.2068 0.3178 11.00000 0.05 0.12 Q18 1 0.5803 0.4738 0.5850 11.00000 0.05 0.12 Q19 1 0.3576 0.1249 0.6404 11.00000 0.05 0.12 Q20 1 0.6667 0.3333 0.5460 10.33333 0.05 0.12 Q21 1 0.2823 0.2244 0.4923 11.00000 0.05 0.12 Q22 1 0.4510 0.3245 0.3160 11.00000 0.05 0.11 Q23 1 0.5365 0.3684 0.6645 11.00000 0.05 0.10 Q24 1 0.1747 0.1313 0.4195 11.00000 0.05 0.10 Q25 1 0.4488 0.1905 0.3605 11.00000 0.05 0.08 Q26 1 0.4536 0.4476 0.4858 11.00000 0.05 0.07 Q27 1 0.4214 0.3202 0.6838 11.00000 0.05 0.06 Q28 1 0.3827 0.3705 0.5166 11.00000 0.05 0.05 Q29 1 0.5484 0.2056 0.4926 11.00000 0.05 0.04 Q30 1 0.5775 0.4102 0.4968 11.00000 0.05 0.03 Q31 1 0.0000 0.0000 0.5000 10.16667 0.05 0.02 Q32 1 0.5402 0.3851 0.5538 11.00000 0.05 0.02 Q33 1 0.5007 0.2657 0.4850 11.00000 0.05 0.01 ; _shelx_res_checksum 28297 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1809(2) 0.11620(18) 0.4994(2) 0.0535(5) Uani 1 1 d . U . . . Cl1 Cl 0.40561(10) 0.26076(15) 0.49994(15) 0.0789(6) Uani 0.8333 1 d . . P A 1 N1 N 0.3695(17) 0.248(2) 0.4984(10) 0.053(3) Uani 0.1667 1 d D U P A -1 O1 O 0.4281(16) 0.285(2) 0.3944(11) 0.104(6) Uani 0.1667 1 d D . P A -1 O2 O 0.444(2) 0.258(2) 0.5940(17) 0.124(7) Uani 0.1667 1 d D . P A -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_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0268(7) 0.0299(8) 0.1014(13) 0.0004(7) -0.0004(6) 0.0123(6) Cl1 0.0255(5) 0.0367(5) 0.1692(13) 0.0002(4) 0.0017(4) 0.0117(3) N1 0.014(3) 0.058(6) 0.092(5) 0.002(5) -0.002(3) 0.022(3) O1 0.067(7) 0.109(12) 0.089(6) 0.000(5) 0.005(5) 0.008(6) O2 0.082(9) 0.115(11) 0.126(9) 0.018(7) -0.059(8) 0.013(8) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0024 0.0017 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1386 0.1675 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0046 0.0035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0086 0.0064 '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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 C1 C1 119.994(7) 11_556 12_556 ? C1 C1 Cl1 119.94(11) 12_556 . ? C1 C1 Cl1 120.05(11) 11_556 . ? C1 C1 N1 123.6(8) 11_556 . ? C1 C1 N1 116.4(8) 12_556 . ? N1 C1 Cl1 3.6(8) . . ? O1 Cl1 C1 98.9(6) . . ? O2 Cl1 C1 103.7(9) . . ? O2 Cl1 O1 155.8(12) . . ? O1 N1 C1 111.7(11) . . ? O2 N1 C1 113.5(12) . . ? O2 N1 O1 130.6(19) . . ? Cl1 O1 N1 13.0(7) . . ? Cl1 O2 N1 12.3(7) . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C1 1.3882(15) 11_556 ? C1 C1 1.3882(15) 12_556 ? C1 Cl1 1.7249(17) . ? C1 N1 1.466(13) . ? Cl1 O1 1.187(12) . ? Cl1 O2 1.099(13) . ? N1 O1 1.236(10) . ? N1 O2 1.224(9) . ? 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 C1 Cl1 O1 95.0(9) 11_556 . . . ? C1 C1 Cl1 O1 -86.4(10) 12_556 . . . ? C1 C1 Cl1 O2 -76.3(15) 11_556 . . . ? C1 C1 Cl1 O2 102.3(14) 12_556 . . . ? C1 C1 N1 O1 88.8(16) 11_556 . . . ? C1 C1 N1 O1 -91.8(17) 12_556 . . . ? C1 C1 N1 O2 -71(2) 11_556 . . . ? C1 C1 N1 O2 108(2) 12_556 . . . ? C1 Cl1 O1 N1 19(4) . . . . ? C1 Cl1 O2 N1 -19(5) . . . . ? C1 N1 O1 Cl1 -156(6) . . . . ? C1 N1 O2 Cl1 156(6) . . . . ? Cl1 C1 N1 O1 99(9) . . . . ? Cl1 C1 N1 O2 -61(8) . . . . ? N1 C1 Cl1 O1 -75(8) . . . . ? N1 C1 Cl1 O2 113(9) . . . . ? O1 Cl1 O2 N1 -177(6) . . . . ? O1 N1 O2 Cl1 1(3) . . . . ? O2 Cl1 O1 N1 178(6) . . . . ? O2 N1 O1 Cl1 -1(3) . . . . ? loop_ _twin_individual_id _twin_individual_mass_fraction_refined 1 0.286(4) 2 0.714(4)