data_2006072
_journal_name_full  'Acta Crystallographica'
_journal_year 1997
_journal_volume 	C53
_journal_page_first 	519
_journal_page_last 	521
_publ_section_title 	
;
(+-)-N-[1,8(10)-menthadien-3-yl]toluenesulfonamide
;
_chemical_formula_sum 	'C17 H23 N O2 S'
_chemical_formula_weight 	305.42
_symmetry_cell_setting 	'monoclinic'
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'
_symmetry_space_group_name_H-M 	'P 21/c'
_cell_length_a 	10.268(1)
_cell_length_b 	13.845(2)
_cell_length_c 	11.742(2)
_cell_angle_alpha 	90
_cell_angle_beta 	101.73(1)
_cell_angle_gamma 	90
_cell_volume 	1634.4(4)
_cell_formula_units_Z 	4
_exptl_crystal_density_diffrn 	1.2411
_cell_measurement_temperature 	293(2)
_refine_ls_R_factor_obs 	0.0484
_refine_ls_wR_factor_obs 	0.1330
loop_
_atom_site_label
_atom_site_occupancy
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
 S1 1 0.06173(3) 0.35081(2) 0.07937(3) 0.0398(2)
 N1 1 0.04477(12) 0.43890(9) 0.16482(10) 0.0384(3)
 O1 1 0.03141(13) 0.26192(8) 0.12987(11) 0.0512(3)
 O2 1 -0.01538(12) 0.37896(9) -0.03199(9) 0.0504(3)
 H1 1 0.0331(18) 0.4891(15) 0.1296(17) 0.046(5)
 C1 1 0.2286(2) 0.34214(11) 0.06256(13) 0.0446(3)
 C2 1 0.2705(2) 0.3928(2) -0.0258(2) 0.0605(4)
 C3 1 0.4002(2) 0.3840(2) -0.0389(2) 0.0720(6)
 C5 1 0.4471(2) 0.27629(14) 0.1212(2) 0.0587(4)
 C6 1 0.3174(2) 0.28326(12) 0.13631(15) 0.0504(4)
 C4 1 0.4913(2) 0.3259(2) 0.0338(2) 0.0630(5)
 C41 1 0.6327(3) 0.3168(3) 0.0173(3) 0.0922(8)
 H411 1 0.6840(55) 0.3733(40) 0.0350(48) 0.181(21)
 H412 1 0.6295(52) 0.3021(43) -0.0683(56) 0.202(22)
 H413 1 0.6793(37) 0.2699(28) 0.0704(34) 0.114(11)
 H2 1 0.2111(27) 0.4327(22) -0.0746(26) 0.089(8)
 H3 1 0.4363(26) 0.4171(21) -0.1029(26) 0.091(8)
 H5 1 0.5119(27) 0.2413(20) 0.1717(23) 0.083(8)
 H6 1 0.2892(21) 0.2500(16) 0.1985(20) 0.061(6)
 C7 1 0.09723(14) 0.44707(10) 0.29306(11) 0.0379(3)
 C8 1 0.0476(2) 0.36333(12) 0.35825(13) 0.0436(3)
 C72 1 0.2484(2) 0.45787(13) 0.31987(14) 0.0480(4)
 C10 1 -0.1724(2) 0.44873(13) 0.33353(14) 0.0501(4)
 C9 1 -0.1024(2) 0.35464(13) 0.3339(2) 0.0526(4)
 C101 1 -0.3175(2) 0.4454(2) 0.3382(3) 0.0736(6)
 C12 1 0.0355(2) 0.54077(11) 0.32841(13) 0.0441(3)
 C11 1 -0.1095(2) 0.53211(13) 0.33074(14) 0.0482(4)
 C71 1 0.3270(2) 0.4018(2) 0.3944(2) 0.0705(6)
 C73 1 0.3046(2) 0.5380(2) 0.2586(2) 0.0695(6)
 H122 1 0.0550(19) 0.5919(15) 0.2777(19) 0.053(5)
 H121 1 0.0816(20) 0.5596(16) 0.4058(20) 0.058(5)
 H11 1 -0.1535(19) 0.5936(15) 0.3363(17) 0.052(5)
 H101 1 -0.3252(30) 0.4171(25) 0.4153(31) 0.108(10)
 H102 1 -0.3553(29) 0.5149(24) 0.3316(27) 0.099(9)
 H103 1 -0.3689(29) 0.4129(22) 0.2821(28) 0.095(9)
 H91 1 -0.1322(21) 0.3239(16) 0.2572(19) 0.058(5)
 H92 1 -0.1314(23) 0.3095(18) 0.3901(21) 0.069(6)
 H81 1 0.0845(19) 0.3033(15) 0.3375(17) 0.052(5)
 H82 1 0.0742(20) 0.3805(15) 0.4350(19) 0.053(5)
 H733 1 0.2613(33) 0.6025(27) 0.2798(31) 0.110(10)
 H732 1 0.2581(41) 0.5514(29) 0.1878(40) 0.137(14)
 H731 1 0.3905(34) 0.5438(22) 0.2662(28) 0.103(10)
 H711 1 0.4205(26) 0.4114(20) 0.4149(22) 0.083(8)
 H712 1 0.2911(27) 0.3450(19) 0.4351(26) 0.084(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
 S1 O1 . 1.4276(11)
 S1 O2 . 1.4380(11)
 S1 N1 . 1.6110(12)
 S1 C1 . 1.768(2)
 N1 C7 . 1.497(2)
 N1 H1 . 0.81(2)
 C1 C6 . 1.388(2)
 C1 C2 . 1.391(2)
 C2 C3 . 1.377(3)
 C2 H2 . 0.93(3)
 C3 C4 . 1.388(3)
 C3 H3 . 1.01(3)
 C5 C6 . 1.382(3)
 C5 C4 . 1.385(3)
 C5 H5 . 0.93(3)
 C6 H6 . 0.96(2)
 C4 C41 . 1.508(3)
 C41 H411 . 0.94(6)
 C41 H412 . 1.02(6)
 C41 H413 . 0.96(4)
 C7 C72 . 1.527(2)
 C7 C8 . 1.533(2)
 C7 C12 . 1.538(2)
 C8 C9 . 1.512(2)
 C8 H81 . 0.97(2)
 C8 H82 . 0.92(2)
 C72 C71 . 1.317(3)
 C72 C73 . 1.500(3)
 C10 C11 . 1.326(3)
 C10 C9 . 1.487(2)
 C10 C101 . 1.502(2)
 C9 H91 . 0.99(2)
 C9 H92 . 1.00(2)
 C101 H101 . 1.00(3)
 C101 H102 . 1.04(3)
 C101 H103 . 0.88(3)
 C12 C11 . 1.500(2)
 C12 H122 . 0.97(2)
 C12 H121 . 0.97(2)
 C11 H11 . 0.97(2)
 C71 H711 . 0.95(3)
 C71 H712 . 1.03(3)
 C73 H733 . 1.05(4)
 C73 H732 . 0.89(4)
 C73 H731 . 0.87(3)
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_22
_atom_site_aniso_U_23
_atom_site_aniso_U_33
 S1 0.0494(2) -0.00048(12) 0.0056(2) 0.0316(2) -0.00011(11) 0.0370(2)
 N1 0.0480(6) 0.0025(5) 0.0051(4) 0.0323(5) 0.0020(4) 0.0336(5)
 O1 0.0670(7) -0.0050(5) 0.0147(5) 0.0329(5) 0.0023(4) 0.0545(6)
 O2 0.0631(7) -0.0005(5) -0.0012(5) 0.0449(6) -0.0011(4) 0.0382(5)
 C1 0.0539(8) 0.0018(6) 0.0104(6) 0.0388(7) -0.0024(6) 0.0413(7)
 C2 0.0651(10) 0.0056(9) 0.0180(8) 0.0643(11) 0.0136(8) 0.0546(10)
 C3 0.0729(12) 0.0021(11) 0.0291(10) 0.0827(14) 0.0114(11) 0.0669(12)
 C5 0.0569(9) 0.0083(8) 0.0064(8) 0.0539(9) -0.0053(8) 0.0629(10)
 C6 0.0573(9) 0.0044(7) 0.0084(7) 0.0438(8) 0.0008(6) 0.0492(8)
 C4 0.0586(10) 0.0011(9) 0.0185(8) 0.0661(11) -0.0111(9) 0.0667(11)
 C41 0.0635(13) 0.007(2) 0.0302(14) 0.114(3) -0.003(2) 0.104(2)
 C7 0.0393(6) 0.0015(5) 0.0054(5) 0.0391(7) 0.0004(5) 0.0343(6)
 C8 0.0478(8) 0.0039(6) 0.0095(6) 0.0435(7) 0.0083(6) 0.0398(7)
 C72 0.0407(7) -0.0012(6) 0.0068(6) 0.0580(9) -0.0047(6) 0.0445(7)
 C10 0.0420(7) 0.0020(7) 0.0087(6) 0.0635(10) -0.0028(7) 0.0447(7)
 C9 0.0507(9) -0.0053(7) 0.0165(7) 0.0495(9) 0.0066(7) 0.0597(10)
 C101 0.0441(9) -0.0015(10) 0.0144(9) 0.095(2) -0.0114(13) 0.0821(14)
 C12 0.0484(8) -0.0001(6) 0.0080(6) 0.0407(7) -0.0058(6) 0.0427(7)
 C11 0.0474(8) 0.0091(7) 0.0083(6) 0.0513(8) -0.0059(6) 0.0452(7)
 C71 0.0435(9) 0.0114(10) 0.0034(8) 0.101(2) 0.0117(11) 0.0637(11)
 C73 0.0515(10) -0.0175(9) 0.0150(10) 0.0715(13) 0.0022(11) 0.0858(15)