data_2100411
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 Vapour Transport
;
_journal_issue                 2
_journal_name_full             'Acta Crystallographica, Section B'
_journal_page_first            330
_journal_page_last             334
_journal_volume                62
_journal_year                  2006
_chemical_formula_iupac        ?
_chemical_formula_moiety       'C42 H28'
_chemical_formula_structural   ?
_chemical_formula_sum          'C42 H28'
_chemical_formula_weight       532.68
_chemical_melting_point        ?
_chemical_name_common          ?
_chemical_name_systematic      ' ?'
_symmetry_cell_setting         Orthorhombic
_symmetry_space_group_name_Hall '-C 2bc 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                 26.789(4)
_cell_length_b                 7.1730(10)
_cell_length_c                 14.246(2)
_cell_measurement_reflns_used  4800
_cell_measurement_temperature  125.0(10)
_cell_measurement_theta_max    27.50
_cell_measurement_theta_min    2.86
_cell_volume                   2737.5(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    125.0(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 0.0458
_diffrn_reflns_av_sigmaI/netI  0.0324
_diffrn_reflns_limit_h_max     33
_diffrn_reflns_limit_h_min     -28
_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          10026
_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       26.36
_diffrn_reflns_theta_min       3.24
_diffrn_standards_decay_%      0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_number       0
_exptl_absorpt_coefficient_mu  0.073
_exptl_absorpt_correction_T_max 0.9978
_exptl_absorpt_correction_T_min 0.9722
_exptl_absorpt_correction_type Multi-Scan
_exptl_absorpt_process_details '(SADABS, Sheldrick, Bruker, 2000))'
_exptl_crystal_colour          orange
_exptl_crystal_density_diffrn  1.292
_exptl_crystal_density_meas    ?
_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
_exptl_crystal_size_rad        ?
_refine_diff_density_max       0.242
_refine_diff_density_min       -0.210
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack ?
_refine_ls_extinction_coef     ?
_refine_ls_extinction_method   none
_refine_ls_goodness_of_fit_ref 1.051
_refine_ls_hydrogen_treatment  refall
_refine_ls_matrix_type         full
_refine_ls_number_constraints  ?
_refine_ls_number_parameters   124
_refine_ls_number_reflns       1428
_refine_ls_number_restraints   0
_refine_ls_restrained_S_all    1.051
_refine_ls_R_factor_all        0.0556
_refine_ls_R_factor_gt         0.0377
_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^)+(0.0490P)^2^+1.7332P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme    calc
_refine_ls_wR_factor_gt        0.0921
_refine_ls_wR_factor_ref       0.1012
_reflns_number_gt              1119
_reflns_number_total           1428
_reflns_threshold_expression   I>2\s(I)
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 0.0217(10) 0.0135(9) 0.0117(8) 0.0000 0.0000 -0.0017(7)
C2 0.0212(7) 0.0145(6) 0.0122(6) 0.0012(5) 0.0017(5) -0.0018(5)
C3 0.0235(7) 0.0145(6) 0.0107(6) 0.0014(5) 0.0008(5) -0.0017(5)
C4 0.0247(8) 0.0178(7) 0.0155(6) 0.0040(6) 0.0010(6) 0.0005(5)
C5 0.0327(8) 0.0149(6) 0.0163(7) 0.0044(6) 0.0005(6) 0.0022(5)
C6 0.0196(7) 0.0164(6) 0.0145(6) 0.0003(5) -0.0001(5) 0.0053(5)
C7 0.0247(8) 0.0175(7) 0.0219(7) 0.0004(6) 0.0032(6) 0.0011(6)
C8 0.0231(8) 0.0240(8) 0.0324(8) 0.0033(7) 0.0055(6) 0.0052(6)
C9 0.0191(8) 0.0353(9) 0.0311(8) -0.0013(7) -0.0036(6) 0.0095(7)
C10 0.0313(9) 0.0326(9) 0.0205(7) -0.0044(7) -0.0061(6) 0.0009(6)
C11 0.0258(8) 0.0221(7) 0.0174(7) 0.0018(6) 0.0010(6) 0.0000(6)
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_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
C C1 0.02723(7) 0.00000 0.00000 0.0156(5) Uani . . 1.000
C C2 0.05315(5) -0.14435(18) 0.04909(9) 0.0160(4) Uani . . 1.000
C C3 0.02670(5) -0.29541(18) 0.08757(8) 0.0162(4) Uani . . 1.000
C C4 0.05192(6) -0.44699(19) 0.13405(9) 0.0193(4) Uani . . 1.000
C C5 0.02634(6) -0.58862(18) 0.17511(9) 0.0213(4) Uani . . 1.000
C C6 0.10755(5) -0.13436(18) 0.07266(9) 0.0168(4) Uani . . 1.000
C C7 0.14287(5) -0.2473(2) 0.02915(10) 0.0214(4) Uani . . 1.000
C C8 0.19178(6) -0.2505(2) 0.05983(11) 0.0265(5) Uani . . 1.000
C C9 0.20663(6) -0.1387(2) 0.13433(11) 0.0285(5) Uani . . 1.000
C C10 0.17202(6) -0.0252(2) 0.17824(11) 0.0281(5) Uani . . 1.000
C C11 0.12299(6) -0.0236(2) 0.14796(9) 0.0218(4) Uani . . 1.000
H H4 0.0882(6) -0.445(2) 0.1358(10) 0.022(4) Uiso . . 1.000
H H5 0.0442(5) -0.688(2) 0.2072(11) 0.027(4) Uiso . . 1.000
H H7 0.1324(6) -0.325(2) -0.0251(11) 0.023(4) Uiso . . 1.000
H H8 0.2170(6) -0.330(2) 0.0266(11) 0.034(5) Uiso . . 1.000
H H9 0.2416(7) -0.141(2) 0.1545(11) 0.033(4) Uiso . . 1.000
H H10 0.1817(6) 0.056(2) 0.2302(13) 0.043(5) Uiso . . 1.000
H H11 0.0976(6) 0.053(2) 0.1789(10) 0.019(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_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?
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_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 C2 . . 3_555 121.88(15) no
C1 C1 C2 5_555 . . 119.06(8) no
C1 C1 C2 5_555 . 3_555 119.06(8) no
C1 C2 C3 . . . 120.28(13) no
C1 C2 C6 . . . 123.22(12) no
C3 C2 C6 . . . 116.10(11) no
C2 C3 C4 . . . 121.62(12) no
C2 C3 C3 . . 7_555 120.26(12) no
C3 C3 C4 7_555 . . 117.96(12) no
C3 C4 C5 . . . 121.72(14) no
C4 C5 C5 . . 7_555 120.31(13) no
C2 C6 C7 . . . 122.29(12) no
C2 C6 C11 . . . 119.17(12) no
C7 C6 C11 . . . 118.15(13) no
C6 C7 C8 . . . 120.91(13) no
C7 C8 C9 . . . 120.27(14) no
C8 C9 C10 . . . 119.57(15) no
C9 C10 C11 . . . 120.04(14) no
C6 C11 C10 . . . 121.06(14) no
C3 C4 H4 . . . 118.0(9) no
C5 C4 H4 . . . 120.3(9) no
C4 C5 H5 . . . 120.2(8) no
C5 C5 H5 7_555 . . 119.5(8) no
C6 C7 H7 . . . 118.8(9) no
C8 C7 H7 . . . 120.3(9) no
C7 C8 H8 . . . 119.9(9) no
C9 C8 H8 . . . 119.8(9) no
C8 C9 H9 . . . 119.2(9) no
C10 C9 H9 . . . 121.2(9) no
C9 C10 H10 . . . 121.0(9) no
C11 C10 H10 . . . 118.9(9) no
C6 C11 H11 . . . 117.3(9) no
C10 C11 H11 . . . 121.6(9) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . . 1.4295(16) no
C1 C2 . 3_555 1.4295(16) no
C1 C1 . 5_555 1.459(3) no
C2 C3 . . 1.4059(18) no
C2 C6 . . 1.4972(19) no
C3 C4 . . 1.4412(19) no
C3 C3 . 7_555 1.4305(19) no
C4 C5 . . 1.358(2) no
C5 C5 . 7_555 1.411(2) no
C6 C7 . . 1.3913(19) no
C6 C11 . . 1.3975(19) no
C7 C8 . . 1.381(2) no
C8 C9 . . 1.388(2) no
C9 C10 . . 1.383(2) no
C10 C11 . . 1.383(2) no
C4 H4 . . 0.972(16) no
C5 H5 . . 0.973(15) no
C7 H7 . . 0.993(15) no
C8 H8 . . 1.003(15) no
C9 H9 . . 0.980(19) no
C10 H10 . . 0.977(17) no
C11 H11 . . 0.979(15) no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
C2 C11 3.582(2) . 3_555 no
C4 C7 3.197(2) . . no
C4 C11 3.590(2) . . no
C6 C6 2.8286(19) . 3_555 no
C6 C11 3.3665(19) . 3_555 no
C6 C7 3.239(2) . 3_555 no
C7 C4 3.197(2) . . no
C7 C6 3.239(2) . 3_555 no
C7 C11 3.229(2) . 3_555 no
C8 C8 3.555(2) . 13_545 no
C11 C4 3.590(2) . . no
C11 C6 3.3665(19) . 3_555 no
C11 C2 3.582(2) . 3_555 no
C11 C7 3.229(2) . 3_555 no
C3 H5 3.060(16) . 6_555 no
C4 H5 2.934(15) . 6_555 no
C4 H11 2.932(15) . 6_545 no
C5 H11 3.000(15) . 6_545 no
C6 H4 2.458(14) . . no
C7 H4 2.543(15) . . no
C7 H7 3.081(14) . 3_545 no
C8 H8 2.797(16) . 13_545 no
C9 H10 2.994(16) . 6_545 no
C9 H8 3.081(16) . 13_545 no
C11 H7 3.063(15) . 3_555 no
H4 C6 2.458(14) . . no
H4 C7 2.543(15) . . no
H4 H7 2.57(2) . 3_545 no
H5 H11 2.38(2) . 1_545 no
H5 C3 3.060(16) . 6_545 no
H5 C4 2.934(15) . 6_545 no
H7 C7 3.081(14) . 3_545 no
H7 C11 3.063(15) . 3_555 no
H7 H4 2.57(2) . 3_545 no
H8 H8 2.55(2) . 3_545 no
H8 C8 2.797(16) . 13_545 no
H8 C9 3.081(16) . 13_545 no
H8 H8 2.24(2) . 13_545 no
H10 C9 2.994(16) . 6_555 no
H11 H5 2.38(2) . 1_565 no
H11 C4 2.932(15) . 6_555 no
H11 C5 3.000(15) . 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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C2 C1 C2 C3 3_555 . . . -172.80(10) no
C2 C1 C2 C6 3_555 . . . 14.73(15) no
C1 C1 C2 C3 5_555 . . . 7.20(13) no
C1 C1 C2 C6 5_555 . . . -165.28(9) no
C1 C2 C3 C4 . . . . 177.39(10) no
C1 C2 C3 C3 . . . 7_555 -7.29(17) no
C6 C2 C3 C4 . . . . -9.62(18) no
C6 C2 C3 C3 . . . 7_555 165.71(11) no
C1 C2 C6 C7 . . . . -109.97(14) no
C1 C2 C6 C11 . . . . 77.38(16) no
C3 C2 C6 C7 . . . . 77.27(16) no
C3 C2 C6 C11 . . . . -95.38(15) no
C2 C3 C4 C5 . . . . 176.86(12) no
C3 C3 C4 C5 7_555 . . . 1.43(18) no
C2 C3 C3 C2 . . 7_555 7_555 0.00(18) no
C2 C3 C3 C4 . . 7_555 7_555 -175.49(11) no
C4 C3 C3 C2 . . 7_555 7_555 175.49(11) no
C4 C3 C3 C4 . . 7_555 7_555 0.00(17) no
C3 C4 C5 C5 . . . 7_555 -1.5(2) no
C4 C5 C5 C4 . . 7_555 7_555 0.0(2) no
C2 C6 C7 C8 . . . . -172.42(13) no
C11 C6 C7 C8 . . . . 0.3(2) no
C2 C6 C11 C10 . . . . 173.27(13) no
C7 C6 C11 C10 . . . . 0.3(2) no
C6 C7 C8 C9 . . . . -0.8(2) no
C7 C8 C9 C10 . . . . 0.6(2) no
C8 C9 C10 C11 . . . . 0.0(2) no
C9 C10 C11 C6 . . . . -0.5(2) no