data_2008317
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  626
_journal_page_last  628
_publ_section_title
;
ap-9-(o-tert-Butylphenyl)-9-methylthiofluorene. The first isolated
ap rotamer of a 9-substituted 9-(o-tert-butylphenyl)fluorene
;
loop_
_publ_author_name
  'Meyers, Cal Y.'
  'Hou, Yuqing'
  'Robinson, Paul D.'
_chemical_formula_moiety  'C24 H24 S'
_chemical_formula_sum  'C24 H24 S'
_chemical_formula_weight  344.49
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y-1/2, z-1/2'
_cell_length_a  12.014(6)
_cell_length_b  9.800(2)
_cell_length_c  16.068(3)
_cell_angle_alpha  90.00
_cell_angle_beta  93.80(3)
_cell_angle_gamma  90.00
_cell_volume  1887.7(11)
_cell_formula_units_Z  4
_cell_measurement_temperature  296
_exptl_crystal_density_diffrn  1.212
_diffrn_ambient_temperature  296
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  S1 0.58729(4) 0.06174(5) 0.74345(3) 0.04701(17) Uani d . 1 . . S
  C1 0.74504(16) -0.1157(2) 0.60686(14) 0.0503(5) Uani d . 1 . . C
  C2 0.72171(19) -0.1758(3) 0.52980(17) 0.0686(7) Uani d . 1 . . C
  C3 0.6681(2) -0.1053(3) 0.46530(18) 0.0779(8) Uani d . 1 . . C
  C4 0.63956(17) 0.0300(3) 0.47446(14) 0.0661(7) Uani d . 1 . . C
  C4a 0.66479(15) 0.0935(2) 0.55094(12) 0.0467(5) Uani d . 1 . . C
  C4b 0.65217(14) 0.2352(2) 0.57719(13) 0.0460(5) Uani d . 1 . . C
  C5 0.61724(16) 0.3500(3) 0.53278(16) 0.0642(7) Uani d . 1 . . C
  C6 0.62284(18) 0.4742(3) 0.5726(2) 0.0747(8) Uani d . 1 . . C
  C7 0.66107(17) 0.4862(2) 0.65486(19) 0.0706(8) Uani d . 1 . . C
  C8 0.69480(15) 0.3709(2) 0.70092(15) 0.0518(6) Uani d . 1 . . C
  C8a 0.69084(13) 0.24697(18) 0.66100(12) 0.0389(5) Uani d . 1 . . C
  C9 0.72197(13) 0.10678(18) 0.69586(11) 0.0355(4) Uani d . 1 . . C
  C9a 0.71528(14) 0.0191(2) 0.61771(12) 0.0400(4) Uani d . 1 . . C
  C10 0.60844(19) -0.1122(2) 0.77642(16) 0.0676(7) Uani d . 1 . . C
  C1' 0.82497(14) 0.10247(17) 0.75993(11) 0.0340(4) Uani d . 1 . . C
  C2' 0.93987(14) 0.09829(17) 0.74344(11) 0.0336(4) Uani d . 1 . . C
  C3' 1.01436(16) 0.0794(2) 0.81363(13) 0.0463(5) Uani d . 1 . . C
  C4' 0.98570(18) 0.0794(2) 0.89469(13) 0.0539(6) Uani d . 1 . . C
  C5' 0.87668(18) 0.0983(2) 0.91006(12) 0.0556(6) Uani d . 1 . . C
  C6' 0.79977(16) 0.1076(2) 0.84371(12) 0.0484(5) Uani d . 1 . . C
  C7' 0.99826(14) 0.11489(19) 0.66084(11) 0.0357(4) Uani d . 1 . . C
  C8' 1.10499(15) 0.2032(2) 0.67705(13) 0.0525(5) Uani d . 1 . . C
  C9' 1.03370(18) -0.0251(2) 0.62924(14) 0.0547(5) Uani d . 1 . . C
  C10' 0.93138(15) 0.1906(2) 0.59147(12) 0.0484(5) Uani d . 1 . . C
  H1 0.7801 -0.1650 0.6506 0.060 Uiso calc R 1 . . H
  H2 0.7428 -0.2659 0.5216 0.082 Uiso calc R 1 . . H
  H3 0.6507 -0.1491 0.4148 0.093 Uiso calc R 1 . . H
  H4 0.6041 0.0780 0.4303 0.079 Uiso calc R 1 . . H
  H5 0.5906 0.3434 0.4773 0.077 Uiso calc R 1 . . H
  H6 0.6002 0.5522 0.5431 0.090 Uiso calc R 1 . . H
  H7 0.6645 0.5718 0.6800 0.085 Uiso calc R 1 . . H
  H8 0.7192 0.3779 0.7569 0.062 Uiso calc R 1 . . H
  H3' 1.0891 0.0658 0.8043 0.056 Uiso calc R 1 . . H
  H4' 1.0395 0.0667 0.9383 0.065 Uiso calc R 1 . . H
  H5' 0.8551 0.1047 0.9644 0.067 Uiso calc R 1 . . H
  H6' 0.7253 0.1182 0.8550 0.058 Uiso calc R 1 . . H
  H8'a 1.1352 0.2251 0.6248 0.079 Uiso calc R 1 . . H
  H8'b 1.1593 0.1531 0.7113 0.079 Uiso calc R 1 . . H
  H8'c 1.0864 0.2858 0.7050 0.079 Uiso calc R 1 . . H
  H9'a 0.9686 -0.0773 0.6120 0.082 Uiso calc R 1 . . H
  H9'b 1.0757 -0.0725 0.6732 0.082 Uiso calc R 1 . . H
  H9'c 1.0791 -0.0133 0.5828 0.082 Uiso calc R 1 . . H
  H10'a 0.9786 0.2107 0.5472 0.073 Uiso calc R 1 . . H
  H10'b 0.9032 0.2742 0.6130 0.073 Uiso calc R 1 . . H
  H10'c 0.8702 0.1347 0.5705 0.073 Uiso calc R 1 . . H
  H10a 0.6145 -0.1694 0.7284 0.101 Uiso calc R 1 . . H
  H10b 0.5464 -0.1415 0.8066 0.101 Uiso calc R 1 . . H
  H10c 0.6758 -0.1186 0.8119 0.101 Uiso calc R 1 . . H
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
  S1 0.0334(2) 0.0478(3) 0.0606(4) 0.0022(2) 0.0093(2) 0.0073(3)
  C1 0.0470(11) 0.0451(12) 0.0594(14) -0.0065(9) 0.0085(10) -0.0059(10)
  C2 0.0607(14) 0.0658(16) 0.0813(19) -0.0185(12) 0.0199(13) -0.0297(15)
  C3 0.0594(15) 0.108(2) 0.0668(18) -0.0225(15) 0.0103(13) -0.0397(17)
  C4 0.0427(12) 0.109(2) 0.0456(14) -0.0103(13) -0.0054(10) -0.0020(14)
  C4a 0.0310(9) 0.0670(14) 0.0416(12) -0.0040(9) -0.0011(8) 0.0022(10)
  C4b 0.0266(9) 0.0586(13) 0.0523(13) 0.0015(8) -0.0006(8) 0.0154(10)
  C5 0.0354(11) 0.0815(18) 0.0747(17) 0.0041(11) -0.0037(11) 0.0322(15)
  C6 0.0369(11) 0.0646(17) 0.121(2) 0.0064(11) -0.0038(13) 0.0452(17)
  C7 0.0356(11) 0.0398(13) 0.136(3) 0.0010(9) 0.0019(13) 0.0099(14)
  C8 0.0328(10) 0.0438(12) 0.0782(16) 0.0006(9) -0.0009(10) 0.0001(11)
  C8a 0.0254(9) 0.0401(11) 0.0510(12) 0.0017(7) 0.0012(8) 0.0067(9)
  C9 0.0300(8) 0.0362(10) 0.0405(11) 0.0004(7) 0.0033(8) 0.0038(8)
  C9a 0.0305(9) 0.0447(11) 0.0448(12) -0.0065(8) 0.0023(8) -0.0007(9)
  C10 0.0571(13) 0.0535(13) 0.0948(19) 0.0032(11) 0.0261(13) 0.0232(13)
  C1' 0.0371(9) 0.0320(9) 0.0328(10) 0.0035(7) 0.0007(7) 0.0014(8)
  C2' 0.0368(9) 0.0292(9) 0.0345(10) 0.0021(7) -0.0008(7) 0.0010(8)
  C3' 0.0379(10) 0.0543(12) 0.0458(12) 0.0039(9) -0.0039(8) 0.0075(10)
  C4' 0.0582(13) 0.0625(14) 0.0390(13) -0.0047(11) -0.0117(10) 0.0073(11)
  C5' 0.0653(14) 0.0712(15) 0.0305(12) -0.0024(11) 0.0056(10) -0.0016(10)
  C6' 0.0449(11) 0.0612(13) 0.0393(12) 0.0028(9) 0.0056(9) -0.0011(10)
  C7' 0.0303(8) 0.0414(10) 0.0354(11) -0.0001(7) 0.0013(7) 0.0007(8)
  C8' 0.0406(10) 0.0639(14) 0.0531(13) -0.0098(10) 0.0031(9) 0.0009(11)
  C9' 0.0551(12) 0.0553(13) 0.0546(14) 0.0055(10) 0.0097(10) -0.0100(11)
  C10' 0.0409(10) 0.0630(13) 0.0417(12) -0.0032(10) 0.0055(9) 0.0121(10)
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 C9 . 1.8872(19) yes
  C1' C2' . 1.423(2) yes
  C2' C3' . 1.405(2) yes
  C4' C5' . 1.361(3) yes
  C1 C10 . 3.273(4) yes
  C3' H8'b . 2.58 yes
  C4a H10'c . 2.50 yes
  C8' H3' . 2.47 n
  S1 C10 . 1.798(2) yes
  C1' C6' . 1.400(3) yes
  C3' C4' . 1.369(3) yes
  C5' C6' . 1.367(3) yes
  C9a C10' . 3.145(3) yes
  C9a H10'c . 2.35 yes
  C10' C9a . 3.145(3) n
  C1 C2 . 1.383(3) no
  C1 C9a . 1.383(3) no
  C1' C9 . 1.557(2) no
  C2 C3 . 1.371(4) no
  C2' C7' . 1.550(3) no
  C3 C4 . 1.380(4) no
  C4 C4a . 1.393(3) no
  C4a C9a . 1.401(3) no
  C4a C4b . 1.462(3) no
  C4b C5 . 1.383(3) no
  C4b C8a . 1.400(3) no
  C5 C6 . 1.375(4) no
  C6 C7 . 1.375(4) no
  C7 C8 . 1.396(3) no
  C7' C10' . 1.523(2) no
  C7' C9' . 1.533(3) no
  C7' C8' . 1.554(2) no
  C8a C8 . 1.373(3) no
  C8a C9 . 1.521(2) no
  C9 C9a . 1.519(3) no
  C1 H1 . 0.9300 no
  C2 H2 . 0.9300 no
  C3 H3 . 0.9300 no
  C3' H3' . 0.9300 no
  C4 H4 . 0.9300 no
  C4' H4' . 0.9300 no
  C5 H5 . 0.9300 no
  C5' H5' . 0.9300 no
  C6 H6 . 0.9300 no
  C6' H6' . 0.9300 no
  C7 H7 . 0.9300 no
  C8 H8 . 0.9300 no
  C8' H8'a . 0.9600 no
  C8' H8'b . 0.9600 no
  C8' H8'c . 0.9600 no
  C9' H9'a . 0.9600 no
  C9' H9'b . 0.9600 no
  C9' H9'c . 0.9600 no
  C10 H10a . 0.9600 no
  C10 H10b . 0.9600 no
  C10 H10c . 0.9600 no
  C10' H10'a . 0.9600 no
  C10' H10'b . 0.9600 no
  C10' H10'c . 0.9600 no