#------------------------------------------------------------------------------ #$Date: 2018-03-23 03:59:16 +0200 (Fri, 23 Mar 2018) $ #$Revision: 207066 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/54/90/1549095.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_1549095 loop_ _publ_author_name 'van der Lee, Arie' 'Roche, Gille H.' 'Wantz, Guillaume' 'Moreau, Jo\"el J.E.' 'DAUTEL, olivier joseph' 'Filhol, Jean-S\'ebastien' _publ_section_title ; Experimental and theoretical evidence of a supercritical-like transition in an organic semiconductor presenting colossal uniaxial negative thermal expansion ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/C8SC00159F _journal_year 2018 _chemical_formula_moiety 'C26 H32 O2 S2' _chemical_formula_sum 'C26 H32 O2 S2' _chemical_formula_weight 440.66 _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-I 2ya' _symmetry_space_group_name_H-M 'I 1 2/a 1' _atom_sites_solution_hydrogens difmap _atom_sites_solution_primary iterative _audit_update_record ; 2017-12-12 deposited with the CCDC. 2018-03-21 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 95.460(8) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 7.8560(7) _cell_length_b 5.8413(6) _cell_length_c 49.561(4) _cell_measurement_reflns_used 2024 _cell_measurement_temperature 135 _cell_measurement_theta_max 26.9210 _cell_measurement_theta_min 3.5270 _cell_volume 2264.0(4) _computing_cell_refinement 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)' _computing_data_collection 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)' _computing_data_reduction 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_structure_solution 'Superflip (Palatinus & Chapuis, 2007)' _diffrn_ambient_temperature 135 _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 16.0143 _diffrn_detector_type Sapphire3 _diffrn_measured_fraction_theta_full 0.982 _diffrn_measured_fraction_theta_max 0.866 _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 -5.00 82.00 1.00 10.00 -- 13.31 57.00 90.00 87 2 \w -3.00 27.00 1.00 10.00 -- -14.02-100.00 90.00 30 3 \w -59.00 46.00 1.00 10.00 -- 13.31 -19.00 -90.00 105 4 \w -42.00 52.00 1.00 10.00 -- -14.02 77.00-150.00 94 5 \w -50.00 -24.00 1.00 10.00 -- -14.02 108.00 -92.00 26 ; _diffrn_measurement_device Area _diffrn_measurement_device_type 'Xcalibur, Sapphire3, Gemini' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.0622019383 _diffrn_orient_matrix_UB_12 -0.0486958049 _diffrn_orient_matrix_UB_13 0.0077471683 _diffrn_orient_matrix_UB_21 0.0627144984 _diffrn_orient_matrix_UB_22 -0.0120023208 _diffrn_orient_matrix_UB_23 0.0111869563 _diffrn_orient_matrix_UB_31 -0.0205832478 _diffrn_orient_matrix_UB_32 0.1106034279 _diffrn_orient_matrix_UB_33 0.0046367543 _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.027 _diffrn_reflns_av_unetI/netI 0.0326 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 44 _diffrn_reflns_limit_l_min -61 _diffrn_reflns_number 6798 _diffrn_reflns_theta_full 25.226 _diffrn_reflns_theta_max 27.231 _diffrn_reflns_theta_min 1.651 _exptl_absorpt_coefficient_mu 0.256 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.77200 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.293 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 944 _exptl_crystal_size_max 0.400 _exptl_crystal_size_mid 0.350 _exptl_crystal_size_min 0.100 _refine_diff_density_max 0.25 _refine_diff_density_min -0.23 _refine_ls_extinction_method None _refine_ls_goodness_of_fit_ref 0.9222 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 136 _refine_ls_number_reflns 2134 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0391 _refine_ls_R_factor_gt 0.0339 _refine_ls_shift/su_max 0.0034421 _refine_ls_shift/su_mean 0.0001021 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 0.194E+04 0.316E+04 0.196E+04 825. 182. ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.0840 _refine_ls_wR_factor_gt 0.0776 _refine_ls_wR_factor_ref 0.0813 _reflns_limit_h_max 9 _reflns_limit_h_min -9 _reflns_limit_k_max 7 _reflns_limit_k_min 0 _reflns_limit_l_max 61 _reflns_limit_l_min 0 _reflns_number_gt 1948 _reflns_number_total 2191 _reflns_threshold_expression I>2.0\s(I) _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _oxford_refine_ls_r_factor_ref 0.0378 _oxford_refine_ls_scale 4.03(5) _oxford_reflns_number_all 2191 _oxford_reflns_threshold_expression_ref I>0.0\s(I) _iucr_refine_instructions_details ; # # Punched on 10/02/16 at 11:20:55 # #LIST 12 BLOCK SCALE X'S U'S RIDE C ( 5,X'S) H ( 51,X'S) RIDE C ( 6,X'S) H ( 61,X'S) RIDE C ( 8,X'S) H ( 81,X'S) RIDE C ( 9,X'S) H ( 92,X'S) H ( 91,X'S) RIDE C ( 10,X'S) H ( 101,X'S) H ( 102,X'S) RIDE C ( 11,X'S) H ( 112,X'S) H ( 111,X'S) RIDE C ( 12,X'S) H ( 121,X'S) H ( 122,X'S) RIDE C ( 13,X'S) H ( 132,X'S) H ( 131,X'S) RIDE C ( 14,X'S) H ( 142,X'S) H ( 141,X'S) RIDE O ( 15,X'S) H ( 151,X'S) H ( 152,X'S) END # # Punched on 10/02/16 at 11:20:55 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) END ; _cod_data_source_file c8sc00159f2.cif _cod_data_source_block 135K _cod_original_cell_volume 2263.98(18) _cod_original_sg_symbol_H-M 'I 1 2/a 1 ' _cod_database_code 1549095 _cell_oxdiff_length_a 7.8563(5) _cell_oxdiff_length_b 5.8406(5) _cell_oxdiff_length_c 49.565(3) _cell_oxdiff_angle_alpha 90.044(6) _cell_oxdiff_angle_beta 95.469(6) _cell_oxdiff_angle_gamma 89.994(6) _cell_oxdiff_volume 2264.0(3) _oxdiff_exptl_absorpt_empirical_full_min 0.847 _oxdiff_exptl_absorpt_empirical_full_max 1.475 _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _montpellier_reflns_maxres 0.78 _montpellier_reflns_completeness_maxres 86.24 _montpellier_reflns_redundancy_maxres 2.95 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x+1/2,y+1/2,z+1/2 -x+1/2,-y+1/2,-z+1/2 -x+1/2,y,-z x+1/2,-y,z -x+1,y+1/2,-z+1/2 x+1,-y+1/2,z+1/2 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn S1 S 0.84131(5) 0.54121(7) 0.731586(7) 0.0241 1.0000 Uani . C2 C 0.74274(19) 0.3710(3) 0.70583(3) 0.0223 1.0000 Uani . C3 C 0.67713(18) 0.1661(3) 0.71542(3) 0.0211 1.0000 Uani . C4 C 0.70839(18) 0.1567(3) 0.74432(3) 0.0203 1.0000 Uani . C5 C 0.5914(2) 0.0160(3) 0.69687(3) 0.0259 1.0000 Uani . C6 C 0.5741(2) 0.0729(3) 0.66968(3) 0.0294 1.0000 Uani . C7 C 0.6386(2) 0.2773(3) 0.66014(3) 0.0281 1.0000 Uani . C8 C 0.7251(2) 0.4267(3) 0.67827(3) 0.0257 1.0000 Uani . C9 C 0.6198(2) 0.3349(3) 0.63014(3) 0.0342 1.0000 Uani . C10 C 0.7545(2) 0.2195(3) 0.61480(3) 0.0324 1.0000 Uani . C11 C 0.7548(2) 0.3017(4) 0.58560(3) 0.0366 1.0000 Uani . C12 C 0.8980(2) 0.1965(4) 0.57124(3) 0.0378 1.0000 Uani . C13 C 0.9138(2) 0.2946(4) 0.54315(3) 0.0403 1.0000 Uani . C14 C 1.0650(3) 0.1988(4) 0.53058(4) 0.0457 1.0000 Uani . O15 O 1.08301(19) 0.2991(3) 0.50468(3) 0.0510 1.0000 Uani . H51 H 0.5479 -0.1226 0.7025 0.0304 1.0000 Uiso R H61 H 0.5139 -0.0288 0.6571 0.0351 1.0000 Uiso R H81 H 0.7703 0.5675 0.6723 0.0311 1.0000 Uiso R H91 H 0.6301 0.5010 0.6285 0.0408 1.0000 Uiso R H92 H 0.5056 0.2880 0.6227 0.0410 1.0000 Uiso R H101 H 0.8661 0.2512 0.6246 0.0384 1.0000 Uiso R H102 H 0.7381 0.0540 0.6153 0.0388 1.0000 Uiso R H111 H 0.7702 0.4666 0.5859 0.0433 1.0000 Uiso R H112 H 0.6458 0.2632 0.5752 0.0434 1.0000 Uiso R H121 H 1.0057 0.2216 0.5823 0.0447 1.0000 Uiso R H122 H 0.8826 0.0317 0.5698 0.0442 1.0000 Uiso R H131 H 0.9278 0.4591 0.5448 0.0473 1.0000 Uiso R H132 H 0.8082 0.2666 0.5312 0.0481 1.0000 Uiso R H141 H 1.1711 0.2286 0.5423 0.0545 1.0000 Uiso R H142 H 1.0514 0.0339 0.5277 0.0549 1.0000 Uiso R H151 H 1.0399 0.4232 0.5046 0.0640 0.5000 Uiso R H152 H 1.1853 0.3039 0.5033 0.0640 0.5000 Uiso R 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 S1 0.0316(2) 0.0241(2) 0.0180(2) 0.00034(14) 0.00922(15) -0.00513(15) C2 0.0228(7) 0.0253(8) 0.0199(7) -0.0015(6) 0.0081(6) 0.0007(6) C3 0.0198(7) 0.0259(8) 0.0190(7) -0.0008(6) 0.0085(5) 0.0019(6) C4 0.0201(7) 0.0236(7) 0.0186(7) 0.0001(6) 0.0091(5) 0.0000(6) C5 0.0272(8) 0.0293(8) 0.0223(8) -0.0024(6) 0.0075(6) -0.0025(6) C6 0.0306(9) 0.0368(10) 0.0209(8) -0.0052(7) 0.0036(6) -0.0011(7) C7 0.0286(8) 0.0396(10) 0.0172(7) 0.0010(7) 0.0076(6) 0.0069(7) C8 0.0283(8) 0.0302(9) 0.0205(7) 0.0025(6) 0.0118(6) 0.0029(6) C9 0.0385(9) 0.0471(11) 0.0177(8) 0.0041(7) 0.0057(7) 0.0066(8) C10 0.0372(9) 0.0439(10) 0.0171(7) 0.0042(7) 0.0081(6) 0.0028(8) C11 0.0416(10) 0.0525(12) 0.0166(8) 0.0051(7) 0.0081(7) 0.0026(9) C12 0.0436(10) 0.0507(12) 0.0206(8) 0.0031(8) 0.0115(7) 0.0021(9) C13 0.0474(11) 0.0543(12) 0.0213(8) 0.0045(8) 0.0144(7) -0.0005(9) C14 0.0558(12) 0.0565(13) 0.0280(9) 0.0033(9) 0.0209(9) 0.0017(10) O15 0.0627(9) 0.0651(10) 0.0292(7) 0.0057(7) 0.0253(6) -0.0013(8) loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4' loop_ _montpellier_diffrn_reflns_class_number _montpellier_diffrn_reflns_class_d_res_high _montpellier_diffrn_reflns_class_d_res_low _montpellier_diffrn_reflns_class_redundancy _montpellier_diffrn_reflns_class_av_i/ui _diffrn_reflns_class_av_R_eq _montpellier_diffrn_reflns_class_completeness_shell _montpellier_diffrn_reflns_class_cumul_completeness 0 100.0 1.83 4.8 75.85 0.018 99.6 99.59 1 1.83 1.43 4.2 51.62 0.030 100.0 99.79 2 1.43 1.24 3.7 36.94 0.035 100.0 99.86 3 1.24 1.12 3.2 29.47 0.032 100.0 99.90 4 1.12 1.04 2.8 20.68 0.033 100.0 99.92 5 1.04 0.97 2.7 17.04 0.039 100.0 99.93 6 0.97 0.93 2.5 14.61 0.049 100.0 99.94 7 0.93 0.88 2.4 10.80 0.062 100.0 99.95 8 0.88 0.84 1.9 9.78 0.063 91.3 98.90 9 0.84 0.78 1.3 7.23 0.078 40.2 86.24 loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C4 4_656 S1 C2 . 90.61(7) yes S1 . C2 C3 . 113.01(11) yes S1 . C2 C8 . 125.40(13) yes C3 . C2 C8 . 121.59(15) yes C2 . C3 C4 . 109.76(14) yes C2 . C3 C5 . 118.82(14) yes C4 . C3 C5 . 131.37(15) yes C3 . C4 S1 4_656 133.39(12) yes C3 . C4 C4 4_656 114.33(17) yes S1 4_656 C4 C4 4_656 112.27(14) yes C3 . C5 C6 . 119.18(15) yes C3 . C5 H51 . 121.2 no C6 . C5 H51 . 119.6 no C5 . C6 C7 . 122.03(15) yes C5 . C6 H61 . 118.9 no C7 . C6 H61 . 119.0 no C6 . C7 C8 . 119.39(14) yes C6 . C7 C9 . 121.10(16) yes C8 . C7 C9 . 119.48(16) yes C2 . C8 C7 . 118.98(15) yes C2 . C8 H81 . 119.9 no C7 . C8 H81 . 121.1 no C7 . C9 C10 . 112.63(14) yes C7 . C9 H91 . 107.6 no C10 . C9 H91 . 109.4 no C7 . C9 H92 . 108.0 no C10 . C9 H92 . 110.1 no H91 . C9 H92 . 109.0 no C9 . C10 C11 . 113.57(15) yes C9 . C10 H101 . 107.6 no C11 . C10 H101 . 109.2 no C9 . C10 H102 . 109.2 no C11 . C10 H102 . 110.2 no H101 . C10 H102 . 106.8 no C10 . C11 C12 . 112.71(15) yes C10 . C11 H111 . 108.0 no C12 . C11 H111 . 108.2 no C10 . C11 H112 . 110.2 no C12 . C11 H112 . 108.0 no H111 . C11 H112 . 109.6 no C11 . C12 C13 . 113.90(16) yes C11 . C12 H121 . 108.6 no C13 . C12 H121 . 108.4 no C11 . C12 H122 . 110.1 no C13 . C12 H122 . 108.9 no H121 . C12 H122 . 106.7 no C12 . C13 C14 . 112.08(17) yes C12 . C13 H131 . 108.3 no C14 . C13 H131 . 108.5 no C12 . C13 H132 . 110.5 no C14 . C13 H132 . 110.0 no H131 . C13 H132 . 107.3 no C13 . C14 O15 . 111.70(17) yes C13 . C14 H141 . 110.3 no O15 . C14 H141 . 107.9 no C13 . C14 H142 . 110.4 no O15 . C14 H142 . 106.8 no H141 . C14 H142 . 109.6 no C14 . O15 H151 . 107.2 no C14 . O15 H152 . 105.7 no H151 . O15 H152 . 113.0 no 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 S1 C4 4_656 1.7331(15) yes S1 C2 . 1.7405(16) yes C2 C3 . 1.403(2) yes C2 C8 . 1.398(2) yes C3 C4 . 1.431(2) yes C3 C5 . 1.396(2) yes C4 C4 4_656 1.365(3) yes C5 C6 . 1.382(2) yes C5 H51 . 0.932 no C6 C7 . 1.397(2) yes C6 H61 . 0.953 no C7 C8 . 1.384(2) yes C7 C9 . 1.518(2) yes C8 H81 . 0.954 no C9 C10 . 1.518(2) yes C9 H91 . 0.978 no C9 H92 . 0.977 no C10 C11 . 1.525(2) yes C10 H101 . 0.978 no C10 H102 . 0.976 no C11 C12 . 1.517(3) yes C11 H111 . 0.971 no C11 H112 . 0.983 no C12 C13 . 1.521(2) yes C12 H121 . 0.974 no C12 H122 . 0.972 no C13 C14 . 1.501(3) yes C13 H131 . 0.970 no C13 H132 . 0.986 no C14 O15 . 1.430(2) yes C14 H141 . 0.986 no C14 H142 . 0.978 no O15 H151 . 0.800 no O15 H152 . 0.813 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag O15 H151 O15 2_766 165.59(8) 0.800 1.921 2.704(2) yes O15 H152 O15 5_756 172.09(8) 0.813 1.900 2.708(2) yes