#------------------------------------------------------------------------------ #$Date: 2016-02-14 05:40:26 +0100 (Sun, 14 Feb 2016) $ #$Revision: 176432 $ #$URL: svn://www.crystallography.net/cod/cif/2/10/04/2100415.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_2100415 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 _chemical_name_systematic ' ?' _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 difmap _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 26.818(5) _cell_length_b 7.1740(10) _cell_length_c 14.348(3) _cell_measurement_reflns_used 3849 _cell_measurement_temperature 235.0(10) _cell_measurement_theta_max 27.39 _cell_measurement_theta_min 2.84 _cell_volume 2760.4(9) _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 235.0(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 0.0517 _diffrn_reflns_av_sigmaI/netI 0.0360 _diffrn_reflns_limit_h_max 33 _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 -16 _diffrn_reflns_number 10021 _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 3.04 _diffrn_standards_decay_% 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.073 _exptl_absorpt_correction_T_max 0.992 _exptl_absorpt_correction_T_min 0.952 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS, Sheldrick, Bruker, 2000))' _exptl_crystal_colour orange _exptl_crystal_density_diffrn 1.282 _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 0.236 _refine_diff_density_min -0.186 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.034 _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 1.034 _refine_ls_R_factor_all 0.0708 _refine_ls_R_factor_gt 0.0405 _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^)+(0.0433P)^2^+2.1676P] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0931 _refine_ls_wR_factor_ref 0.1092 _reflns_number_gt 997 _reflns_number_total 1437 _reflns_threshold_expression I>2\s(I) _cod_data_source_file bk5027.cif _cod_data_source_block 235K _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_cell_volume 2760.5(9) _cod_original_sg_symbol_Hall '-C 2bc 2' _cod_database_code 2100415 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 0.0276(11) 0.0238(12) 0.0198(11) 0.0000 0.0000 -0.0019(9) C2 0.0285(8) 0.0245(8) 0.0207(8) 0.0034(7) 0.0011(6) -0.0014(7) C3 0.0322(8) 0.0234(8) 0.0185(8) 0.0016(7) 0.0015(6) -0.0018(6) C4 0.0349(9) 0.0286(9) 0.0297(9) 0.0060(7) 0.0020(7) 0.0032(8) C5 0.0483(10) 0.0258(9) 0.0323(10) 0.0064(8) 0.0013(8) 0.0070(8) C6 0.0278(8) 0.0276(9) 0.0241(8) 0.0013(7) -0.0002(6) 0.0059(7) C7 0.0319(9) 0.0312(10) 0.0395(11) 0.0022(8) 0.0055(8) 0.0008(8) C8 0.0302(9) 0.0481(12) 0.0595(14) 0.0061(9) 0.0090(9) 0.0093(11) C9 0.0276(10) 0.0661(14) 0.0579(14) -0.0019(10) -0.0065(9) 0.0168(12) C10 0.0466(11) 0.0660(15) 0.0364(11) -0.0077(11) -0.0132(9) 0.0001(11) C11 0.0367(9) 0.0429(11) 0.0296(9) 0.0027(8) -0.0011(8) -0.0012(8) 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 0.02725(7) 0.00000 0.00000 0.0237(7) Uani 1.000 C C2 0.05282(5) -0.1437(2) 0.04905(11) 0.0246(5) Uani 1.000 C C3 0.02673(5) -0.2940(2) 0.08752(10) 0.0247(5) Uani 1.000 C C4 0.05163(6) -0.4448(2) 0.13381(12) 0.0311(5) Uani 1.000 C C5 0.02624(7) -0.5852(2) 0.17462(12) 0.0355(6) Uani 1.000 C C6 0.10725(6) -0.1332(2) 0.07259(11) 0.0265(5) Uani 1.000 C C7 0.14260(6) -0.2455(3) 0.02974(13) 0.0342(6) Uani 1.000 C C8 0.19131(6) -0.2471(3) 0.06057(15) 0.0459(7) Uani 1.000 C C9 0.20583(7) -0.1364(3) 0.13366(15) 0.0505(7) Uani 1.000 C C10 0.17143(7) -0.0242(3) 0.17699(14) 0.0497(7) Uani 1.000 C C11 0.12234(7) -0.0230(3) 0.14690(12) 0.0364(6) Uani 1.000 H H4 0.0880(6) -0.443(2) 0.1359(12) 0.033(5) Uiso 1.000 H H5 0.0443(6) -0.682(3) 0.2055(12) 0.042(5) Uiso 1.000 H H7 0.1326(6) -0.324(2) -0.0238(12) 0.032(5) Uiso 1.000 H H8 0.2163(7) -0.325(3) 0.0277(13) 0.055(6) Uiso 1.000 H H9 0.2410(8) -0.137(3) 0.1527(13) 0.060(6) Uiso 1.000 H H10 0.1796(7) 0.052(3) 0.2290(15) 0.060(6) Uiso 1.000 H H11 0.0971(7) 0.054(3) 0.1768(13) 0.041(5) 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_555 122.43(15) no C1 C1 C2 5_555 . 118.78(9) no C1 C1 C2 5_555 3_555 118.78(9) no C1 C2 C3 . . 120.80(13) no C1 C2 C6 . . 122.92(13) no C3 C2 C6 . . 115.88(13) no C2 C3 C4 . . 122.09(13) no C2 C3 C3 . 7_555 120.01(13) no C3 C3 C4 7_555 . 117.75(13) no C3 C4 C5 . . 121.94(15) no C4 C5 C5 . 7_555 120.30(15) no C2 C6 C7 . . 122.40(14) no C2 C6 C11 . . 119.04(14) no C7 C6 C11 . . 118.16(16) no C6 C7 C8 . . 120.65(18) no C7 C8 C9 . . 120.61(18) no C8 C9 C10 . . 119.65(17) no C9 C10 C11 . . 120.06(19) no C6 C11 C10 . . 120.86(18) no C3 C4 H4 . . 118.0(9) no C5 C4 H4 . . 120.1(9) no C4 C5 H5 . . 119.2(11) no C5 C5 H5 7_555 . 120.5(10) no C6 C7 H7 . . 119.3(9) no C8 C7 H7 . . 120.1(9) no C7 C8 H8 . . 119.5(11) no C9 C8 H8 . . 119.9(11) no C8 C9 H9 . . 118.9(12) no C10 C9 H9 . . 121.5(12) no C9 C10 H10 . . 122.5(12) no C11 C10 H10 . . 117.4(12) no C6 C11 H11 . . 117.3(11) no C10 C11 H11 . . 121.8(11) 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 . 1.4242(17) no C1 C2 3_555 1.4242(17) no C1 C1 5_555 1.462(3) no C2 C3 . 1.399(2) no C2 C6 . 1.500(2) no C3 C4 . 1.434(2) no C3 C3 7_555 1.4337(19) no C4 C5 . 1.349(2) no C5 C5 7_555 1.407(3) no C6 C7 . 1.388(2) no C6 C11 . 1.388(2) no C7 C8 . 1.379(2) no C8 C9 . 1.372(3) no C9 C10 . 1.373(3) no C10 C11 . 1.386(3) no C4 H4 . 0.976(16) no C5 H5 . 0.956(19) no C7 H7 . 0.990(16) no C8 H8 . 0.99(2) no C9 H9 . 0.98(2) no C10 H10 . 0.95(2) no C11 H11 . 0.97(2) 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 3.579(2) 3_555 no C4 C7 3.198(2) . no C4 C11 3.576(3) . no C6 C11 3.367(2) 3_555 no C6 C6 2.827(2) 3_555 no C6 C7 3.230(3) 3_555 no C7 C4 3.198(2) . no C7 C6 3.230(3) 3_555 no C7 C11 3.229(3) 3_555 no C8 C8 3.596(3) 13_545 no C11 C6 3.367(2) 3_555 no C11 C2 3.579(2) 3_555 no C11 C7 3.229(3) 3_555 no C11 C4 3.576(3) . no C4 H11 2.978(19) 6_545 no C4 H5 2.985(19) 6_555 no C5 H11 3.025(19) 6_545 no C6 H4 2.456(15) . no C7 H4 2.544(16) . no C8 H8 2.830(19) 13_545 no C9 H10 3.06(2) 6_545 no C11 H7 3.065(16) 3_555 no H4 C6 2.456(15) . no H4 C7 2.544(16) . no H5 H11 2.40(3) 1_545 no H5 C4 2.985(19) 6_545 no H7 C11 3.065(16) 3_555 no H8 C8 2.830(19) 13_545 no H8 H8 2.25(3) 13_545 no H10 C9 3.06(2) 6_555 no H11 H5 2.40(3) 1_565 no H11 C4 2.978(19) 6_555 no H11 C5 3.025(19) 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 . . -172.73(12) no C2 C1 C2 C6 3_555 . . 14.79(18) no C1 C1 C2 C3 5_555 . . 7.27(16) no C1 C1 C2 C6 5_555 . . -165.21(11) no C1 C2 C3 C4 . . . 177.28(13) no C1 C2 C3 C3 . . 7_555 -7.4(2) no C6 C2 C3 C4 . . . -9.7(2) no C6 C2 C3 C3 . . 7_555 165.63(13) no C1 C2 C6 C7 . . . -109.71(18) no C1 C2 C6 C11 . . . 77.7(2) no C3 C2 C6 C7 . . . 77.5(2) no C3 C2 C6 C11 . . . -95.10(18) no C2 C3 C4 C5 . . . 176.86(15) no C3 C3 C4 C5 7_555 . . 1.4(2) no C2 C3 C3 C2 . 7_555 7_555 0.0(2) no C2 C3 C3 C4 . 7_555 7_555 -175.56(14) no C4 C3 C3 C2 . 7_555 7_555 175.56(14) no C4 C3 C3 C4 . 7_555 7_555 0.0(2) no C3 C4 C5 C5 . . 7_555 -1.4(3) no C4 C5 C5 C4 . 7_555 7_555 0.0(3) no C2 C6 C7 C8 . . . -172.54(17) no C11 C6 C7 C8 . . . 0.1(3) no C2 C6 C11 C10 . . . 173.33(17) no C7 C6 C11 C10 . . . 0.5(3) no C6 C7 C8 C9 . . . -0.6(3) no C7 C8 C9 C10 . . . 0.6(3) no C8 C9 C10 C11 . . . 0.0(3) no C9 C10 C11 C6 . . . -0.5(3) no