#------------------------------------------------------------------------------ #$Date: 2023-11-14 04:19:38 +0200 (Tue, 14 Nov 2023) $ #$Revision: 287578 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/77/7247706.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_7247706 loop_ _publ_author_name 'Por\;eba, Tomasz' 'Kicior, Inga' _publ_section_title ; Pressure-freezing of dodecane: exploring the crystal structures, formation kinetics and phase diagrams for colossal barocaloric effects in n-alkanes ; _journal_issue 47 _journal_name_full 'RSC Advances' _journal_page_first 33305 _journal_page_last 33317 _journal_paper_doi 10.1039/D3RA06957E _journal_volume 13 _journal_year 2023 _chemical_formula_moiety 'C12 H26' _chemical_formula_sum 'C12 H26' _chemical_formula_weight 170.33 _chemical_name_common dodecane _chemical_name_systematic n-dodecane _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2023-07-12 _audit_creation_method ; Olex2 1.3 (compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408) ; _audit_update_record ; 2023-07-12 deposited with the CCDC. 2023-11-03 downloaded from the CCDC. ; _cell_angle_alpha 88.90(3) _cell_angle_beta 84.67(2) _cell_angle_gamma 73.309(19) _cell_formula_units_Z 1 _cell_length_a 4.2522(9) _cell_length_b 4.7701(11) _cell_length_c 15.904(6) _cell_measurement_pressure 150000 _cell_measurement_reflns_used 1339 _cell_measurement_temperature 295 _cell_measurement_theta_max 18.375 _cell_measurement_theta_min 2.226 _cell_volume 307.65(15) _computing_molecular_graphics 'Olex2 1.3 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.3 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2017/1 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT (Sheldrick, 2015)' _diffrn_ambient_environment Helium _diffrn_ambient_pressure 150000 _diffrn_ambient_temperature 295(1) _diffrn_detector 'Hybrid Pixel Array Detector' _diffrn_detector_type 'Eiger 9M CdTe' _diffrn_measured_fraction_theta_full 0.436 _diffrn_measured_fraction_theta_max 0.354 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -32.00 32.00 0.50 0.20 -- 0.00 0.00 0.00 128 Two of these runs were performed for two crystals in two different orientations. Then, the two datasets were merged in SORTAV ; _diffrn_measurement_device_type 'esperanto-CrysAlisPro-abstract goniometer imported esperanto images' _diffrn_measurement_method 'omega scan' _diffrn_radiation_probe x-ray _diffrn_radiation_type synchrotron _diffrn_radiation_wavelength 0.410 _diffrn_reflns_av_R_equivalents 0.0329 _diffrn_reflns_av_unetI/netI 0.0498 _diffrn_reflns_Laue_measured_fraction_full 0.436 _diffrn_reflns_Laue_measured_fraction_max 0.354 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_k_max 4 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_number 1339 _diffrn_reflns_point_group_measured_fraction_full 0.436 _diffrn_reflns_point_group_measured_fraction_max 0.354 _diffrn_reflns_theta_full 14.241 _diffrn_reflns_theta_max 18.375 _diffrn_reflns_theta_min 2.226 _diffrn_source synchrotron _exptl_absorpt_coefficient_mu 0.025 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 0.919 _exptl_crystal_description block _exptl_crystal_F_000 98 _exptl_crystal_recrystallization_method 'isochoric recrystallization at high pressure in diamond anvil cell' _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _refine_diff_density_max 0.075 _refine_diff_density_min -0.074 _refine_diff_density_rms 0.022 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 56 _refine_ls_number_reflns 834 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.075 _refine_ls_R_factor_all 0.0953 _refine_ls_R_factor_gt 0.0662 _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^)+(0.1497P)^2^+0.0002P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2262 _refine_ls_wR_factor_ref 0.2574 _reflns_Friedel_coverage 0.000 _reflns_number_gt 439 _reflns_number_total 834 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d3ra06957e3.cif _cod_data_source_block n-dodecane _cod_original_cell_volume 307.64(16) _cod_database_code 7247706 _shelx_shelxl_version_number 2017/1 _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 0.999 _shelx_estimated_absorpt_t_min 0.994 _diffrn_measurement_specimen_suport 'diamond anvil cell' _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H,H) groups At 1.5 times of: All C(H,H,H) groups 2.a Secondary CH2 refined with riding coordinates: C5(H5A,H5B), C6(H6A,H6B), C4(H4A,H4B), C3(H3A,H3B), C2(H2A,H2B) 2.b Idealised Me refined as rotating group: C1(H1A,H1B,H1C) ; _shelx_res_file ; TITL 0016_0001_a.res in P-1 n-dodecane.res created by SHELXL-2017/1 at 16:33:40 on 12-Jul-2023 CELL 0.41 4.252157 4.770067 15.903911 88.9005 84.6716 73.309 ZERR 1 0.000855 0.001141 0.00634 0.026 0.0238 0.0193 LATT 1 SFAC C H DISP C -0.0011 0.0005 5.0796 DISP H 0 0 0.5971 UNIT 12 26 EQIV $1 2-X,-Y,-Z L.S. 4 0 0 PLAN 4 SIZE 0.05 0.07 0.25 TEMP 21.85 CONF FREE C1 C1_$1 MORE -1 BOND $H fmap 2 53 acta SHEL 0.65 1000 REM REM REM WGHT 0.149700 0.000200 FVAR 4.73665 C5 1 0.218502 0.360427 0.388037 11.00000 0.06703 0.05440 = 0.04730 -0.00532 0.00456 -0.01089 AFIX 23 H5A 2 0.076805 0.242449 0.375498 11.00000 -1.20000 H5B 2 0.419003 0.230054 0.407029 11.00000 -1.20000 AFIX 0 C6 1 0.044211 0.576708 0.459302 11.00000 0.06544 0.05610 = 0.04795 -0.00773 0.00560 -0.01117 AFIX 23 H6A 2 -0.156021 0.707376 0.440263 11.00000 -1.20000 H6B 2 0.186125 0.694374 0.471931 11.00000 -1.20000 AFIX 0 C4 1 0.305867 0.513322 0.306878 11.00000 0.06712 0.05794 = 0.04834 -0.00513 0.00531 -0.01038 AFIX 23 H4A 2 0.105024 0.643007 0.287854 11.00000 -1.20000 H4B 2 0.446208 0.632328 0.319622 11.00000 -1.20000 AFIX 0 C3 1 0.481320 0.300014 0.235590 11.00000 0.06790 0.05618 = 0.04758 -0.00379 0.00470 -0.01184 AFIX 23 H3A 2 0.341383 0.180283 0.223139 11.00000 -1.20000 H3B 2 0.682585 0.170985 0.254593 11.00000 -1.20000 AFIX 0 C1 1 0.744302 0.235635 0.084433 11.00000 0.09166 0.09576 = 0.05432 -0.00818 0.01500 -0.01792 AFIX 137 H1A 2 0.941683 0.106122 0.103612 11.00000 -1.50000 H1B 2 0.800448 0.341051 0.036064 11.00000 -1.50000 H1C 2 0.602652 0.123815 0.069301 11.00000 -1.50000 AFIX 0 C2 1 0.567351 0.450610 0.154533 11.00000 0.07854 0.07441 = 0.05092 -0.00267 0.00798 -0.01481 AFIX 23 H2A 2 0.366137 0.578187 0.135084 11.00000 -1.20000 H2B 2 0.706167 0.571456 0.166919 11.00000 -1.20000 AFIX 0 HKLF 4 REM 0016_0001_a.res in P-1 REM R1 = 0.0662 for 439 Fo > 4sig(Fo) and 0.0953 for all 834 data REM 56 parameters refined using 0 restraints END WGHT 0.1497 0.0002 REM Highest difference peak 0.075, deepest hole -0.074, 1-sigma level 0.022 Q1 1 0.1421 0.4533 0.4225 11.00000 0.05 0.08 Q2 1 0.5000 0.5000 0.5000 10.50000 0.05 0.07 Q3 1 0.5058 0.5592 0.2191 11.00000 0.05 0.07 Q4 1 0.2723 0.5795 0.3775 11.00000 0.05 0.07 ; _shelx_res_checksum 51288 _olex2_exptl_crystal_mounting_method DAC _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' 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 C5 C 0.2185(3) 0.3604(5) 0.38804(7) 0.0582(8) Uani 1 1 d . . . . . H5A H 0.076805 0.242449 0.375498 0.070 Uiso 1 1 calc R U . . . H5B H 0.419003 0.230054 0.407029 0.070 Uiso 1 1 calc R U . . . C6 C 0.0442(3) 0.5767(5) 0.45930(7) 0.0584(8) Uani 1 1 d . . . . . H6A H -0.156021 0.707376 0.440263 0.070 Uiso 1 1 calc R U . . . H6B H 0.186125 0.694374 0.471931 0.070 Uiso 1 1 calc R U . . . C4 C 0.3059(3) 0.5133(5) 0.30688(8) 0.0600(8) Uani 1 1 d . . . . . H4A H 0.105024 0.643007 0.287854 0.072 Uiso 1 1 calc R U . . . H4B H 0.446208 0.632328 0.319622 0.072 Uiso 1 1 calc R U . . . C3 C 0.4813(3) 0.3000(5) 0.23559(8) 0.0591(9) Uani 1 1 d . . . . . H3A H 0.341383 0.180283 0.223139 0.071 Uiso 1 1 calc R U . . . H3B H 0.682585 0.170985 0.254593 0.071 Uiso 1 1 calc R U . . . C1 C 0.7443(4) 0.2356(6) 0.08443(9) 0.0838(11) Uani 1 1 d . . . . . H1A H 0.941683 0.106122 0.103612 0.126 Uiso 1 1 calc R U . . . H1B H 0.800448 0.341051 0.036064 0.126 Uiso 1 1 calc R U . . . H1C H 0.602652 0.123815 0.069301 0.126 Uiso 1 1 calc R U . . . C2 C 0.5674(4) 0.4506(6) 0.15453(8) 0.0703(9) Uani 1 1 d . . . . . H2A H 0.366137 0.578187 0.135084 0.084 Uiso 1 1 calc R U . . . H2B H 0.706167 0.571456 0.166919 0.084 Uiso 1 1 calc R U . . . 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 C5 0.0670(9) 0.054(2) 0.0473(8) -0.0053(12) 0.0046(7) -0.0109(8) C6 0.0654(8) 0.056(2) 0.0480(9) -0.0077(13) 0.0056(7) -0.0112(7) C4 0.0671(8) 0.058(2) 0.0483(8) -0.0051(12) 0.0053(7) -0.0104(8) C3 0.0679(9) 0.056(2) 0.0476(8) -0.0038(13) 0.0047(6) -0.0118(8) C1 0.0917(11) 0.096(3) 0.0543(9) -0.0082(15) 0.0150(7) -0.0179(12) C2 0.0785(9) 0.074(2) 0.0509(8) -0.0027(12) 0.0080(7) -0.0148(9) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C -0.0011 0.0005 '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' 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 H5A C5 H5B 107.8 . . ? C6 C5 H5A 109.0 . . ? C6 C5 H5B 109.0 . . ? C6 C5 C4 112.8(2) . . ? C4 C5 H5A 109.0 . . ? C4 C5 H5B 109.0 . . ? C5 C6 C6 112.8(3) . 2_566 ? C5 C6 H6A 109.0 . . ? C5 C6 H6B 109.0 . . ? C6 C6 H6A 109.0 2_566 . ? C6 C6 H6B 109.0 2_566 . ? H6A C6 H6B 107.8 . . ? C5 C4 H4A 108.9 . . ? C5 C4 H4B 108.9 . . ? H4A C4 H4B 107.7 . . ? C3 C4 C5 113.3(2) . . ? C3 C4 H4A 108.9 . . ? C3 C4 H4B 108.9 . . ? C4 C3 H3A 108.9 . . ? C4 C3 H3B 108.9 . . ? C4 C3 C2 113.5(2) . . ? H3A C3 H3B 107.7 . . ? C2 C3 H3A 108.9 . . ? C2 C3 H3B 108.9 . . ? H1A C1 H1B 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? C3 C2 H2A 109.0 . . ? C3 C2 H2B 109.0 . . ? C1 C2 C3 112.9(2) . . ? C1 C2 H2A 109.0 . . ? C1 C2 H2B 109.0 . . ? H2A C2 H2B 107.8 . . ? 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 C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C5 C6 1.532(2) . ? C5 C4 1.538(3) . ? C6 C6 1.544(4) 2_566 ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C4 C3 1.526(2) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C3 C2 1.530(3) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C1 C2 1.518(2) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? 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 C5 C4 C3 C2 179.70(10) . . . . ? C6 C5 C4 C3 179.68(9) . . . . ? C4 C5 C6 C6 179.87(12) . . . 2_566 ? C4 C3 C2 C1 179.52(11) . . . . ?