#------------------------------------------------------------------------------ #$Date: 2025-08-19 12:01:59 +0200 (Tue, 19 Aug 2025) $ #$Revision: 301802 $ #$URL: svn://www.crystallography.net/cod/cif/2/10/04/2100414.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_2100414 loop_ _publ_author_name 'Jurchescu, Oana D.' 'Meetsma, Auke' 'Palstra, Thomas T.M.' _publ_section_title ; Low-temperature structure of rubrene single crystals grown by vapor transport ; _journal_coeditor_code BK5027 _journal_issue 2 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 330 _journal_page_last 334 _journal_paper_doi 10.1107/S0108768106003053 _journal_volume 62 _journal_year 2006 _chemical_formula_moiety 'C42 H28' _chemical_formula_sum 'C42 H28' _chemical_formula_weight 532.68 _space_group_IT_number 64 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-C 2ac 2' _symmetry_space_group_name_H-M 'C m c a' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary direct _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 26.838(4) _cell_length_b 7.1810(10) _cell_length_c 14.332(2) _cell_measurement_reflns_used 4251 _cell_measurement_temperature 200.0(10) _cell_measurement_theta_max 27.42 _cell_measurement_theta_min 2.84 _cell_volume 2762.1(7) _computing_cell_refinement 'SAINT, Bruker Version 6.02A, 2000' _computing_data_collection 'SMART, Bruker Version 5.624, 2001' _computing_data_reduction 'XPREP, Bruker Version 5.1/NT, 2000' _computing_molecular_graphics ; PLUTO (Meetsma, 2004) PLATON (Spek, 2003) ; _computing_publication_material 'PLATON (Spek, 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution ; SIR-97 (Altomare et al., 1999) ; _diffrn_ambient_temperature 200.0(10) _diffrn_detector_area_resol_mean '4096x4096 / 62x62 (binned 512)' _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type ; Bruker Smart Apex; CCD area detector ; _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator 'parallel mounted graphite' _diffrn_radiation_source 'fine focus sealed Siemens Mo tube ' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0452 _diffrn_reflns_av_sigmaI/netI 0.0317 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_h_min -33 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 10162 _diffrn_reflns_reduction_process ; Intensity data were corrected for Lorentz and polarization effects, decay and absorption and reduced to F~o~^2^ using SAINT (Bruker, 2000) and SADABS (Sheldrick, 2001) ; _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_theta_min 3.22 _diffrn_standards_decay_% 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.072 _exptl_absorpt_correction_T_max 0.9957 _exptl_absorpt_correction_T_min 0.9561 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS, Sheldrick, Bruker, 2000))' _exptl_crystal_colour orange _exptl_crystal_density_diffrn 1.281 _exptl_crystal_density_method 'not measured' _exptl_crystal_description platelet _exptl_crystal_F_000 1120 _exptl_crystal_size_max 0.51 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.03 _refine_diff_density_max 0.225 _refine_diff_density_min -0.178 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 124 _refine_ls_number_reflns 1437 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.028 _refine_ls_R_factor_all 0.0628 _refine_ls_R_factor_gt 0.0407 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details ;calc w=1/[\s^2^(Fo^2^)+(0.0595P)^2^+1.3599P] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1001 _refine_ls_wR_factor_ref 0.1127 _reflns_number_gt 1075 _reflns_number_total 1437 _reflns_threshold_expression I>2\s(I) _cod_data_source_file bk5027.cif _cod_data_source_block 200K _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. '_exptl_absorpt_correction_type' value 'Multi-Scan' changed to 'multi-scan' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. '_exptl_absorpt_correction_type' value 'Multi-Scan' changed to 'multi-scan' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_sg_symbol_Hall '-C 2bc 2' _cod_database_code 2100414 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,1/2-y,1/2+z 3 x,-y,-z 4 -x,1/2+y,1/2-z 5 -x,-y,-z 6 x,1/2+y,1/2-z 7 -x,y,z 8 x,1/2-y,1/2+z 9 1/2+x,1/2+y,z 10 1/2-x,-y,1/2+z 11 1/2+x,1/2-y,-z 12 1/2-x,y,1/2-z 13 1/2-x,1/2-y,-z 14 1/2+x,y,1/2-z 15 1/2-x,1/2+y,z 16 1/2+x,-y,1/2+z 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 C1 0.0261(11) 0.0214(10) 0.0169(9) 0.0000 0.0000 -0.0021(7) C2 0.0268(8) 0.0222(7) 0.0172(7) 0.0029(6) 0.0017(5) -0.0014(5) C3 0.0304(8) 0.0223(7) 0.0146(6) 0.0020(6) 0.0007(5) -0.0020(5) C4 0.0325(10) 0.0262(7) 0.0239(7) 0.0053(6) 0.0022(7) 0.0025(6) C5 0.0441(9) 0.0243(7) 0.0260(8) 0.0064(7) 0.0008(7) 0.0052(6) C6 0.0258(8) 0.0243(7) 0.0208(7) 0.0012(6) 0.0002(6) 0.0065(5) C7 0.0312(9) 0.0285(8) 0.0333(8) 0.0015(7) 0.0049(7) 0.0011(7) C8 0.0286(9) 0.0419(10) 0.0499(11) 0.0046(8) 0.0079(8) 0.0082(8) C9 0.0256(10) 0.0589(12) 0.0482(11) -0.0010(9) -0.0069(8) 0.0147(9) C10 0.0415(11) 0.0562(11) 0.0312(9) -0.0063(9) -0.0103(8) 0.0009(8) C11 0.0335(9) 0.0384(9) 0.0241(7) 0.0026(7) -0.0002(7) -0.0013(7) loop_ _atom_site_type_symbol _atom_site_label _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_occupancy C C1 0.02718(7) 0.00000 0.00000 0.0215(6) Uani 1.000 C C2 0.05301(5) -0.14396(19) 0.04907(9) 0.0221(4) Uani 1.000 C C3 0.02666(5) -0.29437(19) 0.08762(9) 0.0224(4) Uani 1.000 C C4 0.05171(6) -0.4456(2) 0.13397(10) 0.0275(5) Uani 1.000 C C5 0.02627(6) -0.5864(2) 0.17497(10) 0.0315(5) Uani 1.000 C C6 0.10730(5) -0.13351(19) 0.07261(9) 0.0236(4) Uani 1.000 C C7 0.14271(6) -0.2461(2) 0.02964(11) 0.0310(5) Uani 1.000 C C8 0.19149(6) -0.2484(3) 0.06023(13) 0.0401(6) Uani 1.000 C C9 0.20606(7) -0.1373(3) 0.13390(13) 0.0442(6) Uani 1.000 C C10 0.17164(7) -0.0244(3) 0.17747(12) 0.0430(6) Uani 1.000 C C11 0.12264(6) -0.0233(2) 0.14730(10) 0.0320(5) Uani 1.000 H H4 0.0880(7) -0.443(2) 0.1341(12) 0.034(5) Uiso 1.000 H H5 0.0447(6) -0.686(2) 0.2055(12) 0.038(5) Uiso 1.000 H H7 0.1325(6) -0.324(2) -0.0239(11) 0.032(4) Uiso 1.000 H H8 0.2169(7) -0.328(3) 0.0280(13) 0.055(6) Uiso 1.000 H H9 0.2407(8) -0.139(2) 0.1536(12) 0.053(5) Uiso 1.000 H H10 0.1809(8) 0.057(3) 0.2298(16) 0.068(6) Uiso 1.000 H H11 0.0971(6) 0.052(2) 0.1789(12) 0.035(4) Uiso 1.000 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 '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 C2 C1 C2 . 3_555 121.99(15) no C1 C1 C2 5_555 . 119.01(9) no C1 C1 C2 5_555 3_555 119.01(9) no C1 C2 C3 . . 120.37(13) no C1 C2 C6 . . 123.12(12) no C3 C2 C6 . . 116.10(12) no C2 C3 C4 . . 121.77(13) no C2 C3 C3 . 7_555 120.24(12) no C3 C3 C4 7_555 . 117.84(12) no C3 C4 C5 . . 121.87(14) no C4 C5 C5 . 7_555 120.28(14) no C2 C6 C7 . . 122.39(12) no C2 C6 C11 . . 119.28(12) no C7 C6 C11 . . 117.92(13) no C6 C7 C8 . . 120.93(15) no C7 C8 C9 . . 120.31(17) no C8 C9 C10 . . 119.78(17) no C9 C10 C11 . . 119.90(17) no C6 C11 C10 . . 121.16(15) no C3 C4 H4 . . 117.0(9) no C5 C4 H4 . . 121.2(9) no C4 C5 H5 . . 119.2(9) no C5 C5 H5 7_555 . 120.5(9) no C6 C7 H7 . . 118.9(9) no C8 C7 H7 . . 120.2(9) no C7 C8 H8 . . 120.4(11) no C9 C8 H8 . . 119.3(11) no C8 C9 H9 . . 119.1(10) no C10 C9 H9 . . 121.1(10) no C9 C10 H10 . . 121.7(13) no C11 C10 H10 . . 118.4(13) no C6 C11 H11 . . 117.4(10) no C10 C11 H11 . . 121.4(10) 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 C1 C2 . 1.4296(16) no C1 C2 3_555 1.4296(16) no C1 C1 5_555 1.459(3) no C2 C3 . 1.4043(19) no C2 C6 . 1.4975(19) no C3 C4 . 1.440(2) no C3 C3 7_555 1.4310(19) no C4 C5 . 1.354(2) no C5 C5 7_555 1.410(2) no C6 C7 . 1.391(2) no C6 C11 . 1.394(2) no C7 C8 . 1.381(2) no C8 C9 . 1.380(3) no C9 C10 . 1.379(3) no C10 C11 . 1.384(2) no C4 H4 . 0.974(19) no C5 H5 . 0.974(16) no C7 H7 . 0.988(15) no C8 H8 . 1.00(2) no C9 H9 . 0.97(2) no C10 H10 . 0.98(2) no C11 H11 . 0.984(16) no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_2 _geom_contact_publ_flag C2 C11 3.586(2) 3_555 no C4 C7 3.202(2) . no C4 C11 3.586(2) . no C6 C11 3.372(2) 3_555 no C6 C6 2.8299(19) 3_555 no C6 C7 3.238(2) 3_555 no C7 C4 3.202(2) . no C7 C6 3.238(2) 3_555 no C7 C11 3.235(2) 3_555 no C8 C8 3.584(2) 13_545 no C11 C6 3.372(2) 3_555 no C11 C2 3.586(2) 3_555 no C11 C7 3.235(2) 3_555 no C11 C4 3.586(2) . no C4 H11 2.946(17) 6_545 no C4 H5 2.967(16) 6_555 no C5 H11 2.998(17) 6_545 no C6 H4 2.446(15) . no C7 H4 2.529(17) . no C8 H8 2.819(19) 13_545 no C9 H10 3.02(2) 6_545 no C11 H7 3.069(15) 3_555 no H4 C6 2.446(15) . no H4 C7 2.529(17) . no H4 H7 2.59(2) 3_545 no H5 H11 2.38(2) 1_545 no H5 C4 2.967(16) 6_545 no H7 C11 3.069(15) 3_555 no H7 H4 2.59(2) 3_545 no H8 H8 2.60(3) 3_545 no H8 C8 2.819(19) 13_545 no H8 H8 2.25(3) 13_545 no H10 C9 3.02(2) 6_555 no H11 H5 2.38(2) 1_565 no H11 C4 2.946(17) 6_555 no H11 C5 2.998(17) 6_555 no 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_site_symmetry_1 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C2 C1 C2 C3 3_555 . . -172.85(11) no C2 C1 C2 C6 3_555 . . 14.84(15) no C1 C1 C2 C3 5_555 . . 7.15(14) no C1 C1 C2 C6 5_555 . . -165.16(9) no C1 C2 C3 C4 . . . 177.30(11) no C1 C2 C3 C3 . . 7_555 -7.23(18) no C6 C2 C3 C4 . . . -9.87(19) no C6 C2 C3 C3 . . 7_555 165.60(12) no C1 C2 C6 C7 . . . -109.92(15) no C1 C2 C6 C11 . . . 77.61(16) no C3 C2 C6 C7 . . . 77.47(17) no C3 C2 C6 C11 . . . -95.00(16) no C2 C3 C4 C5 . . . 176.88(13) no C3 C3 C4 C5 7_555 . . 1.3(2) no C2 C3 C3 C2 . 7_555 7_555 0.00(19) no C2 C3 C3 C4 . 7_555 7_555 -175.64(12) no C4 C3 C3 C2 . 7_555 7_555 175.64(12) no C4 C3 C3 C4 . 7_555 7_555 0.00(19) no C3 C4 C5 C5 . . 7_555 -1.3(2) no C4 C5 C5 C4 . 7_555 7_555 0.0(2) no C2 C6 C7 C8 . . . -172.52(15) no C11 C6 C7 C8 . . . 0.1(2) no C2 C6 C11 C10 . . . 173.32(15) no C7 C6 C11 C10 . . . 0.5(2) no C6 C7 C8 C9 . . . -0.5(3) no C7 C8 C9 C10 . . . 0.4(3) no C8 C9 C10 C11 . . . 0.2(3) no C9 C10 C11 C6 . . . -0.6(3) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 68203