data_2200150 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o321 _journal_page_last o322 _publ_section_title ; Monoclinic form of 1-(dicyclohexylthiophosphinoyl)-N-phenylthioformamide ; loop_ _publ_author_name 'Horn, E.' 'Kurosawa, K.' 'Tiekink, E. R. T.' _chemical_name_common '1-(dicyclohexylthiophosphinoyl)-N-phenylthioformamide' _chemical_formula_moiety 'C19 H28 N P S2' _chemical_formula_sum 'C19 H28 N P S2' _chemical_formula_weight 365.53 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,1/2+y,1/2-z -x,-y,-z x,1/2-y,1/2+z _cell_length_a 10.0740(10) _cell_length_b 18.139(2) _cell_length_c 11.3858(9) _cell_angle_alpha 90 _cell_angle_beta 105.426(8) _cell_angle_gamma 90 _cell_volume 2005.6(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293 _exptl_crystal_density_diffrn 1.210 _diffrn_ambient_temperature 293 ; ; loop_ _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_calc_attached_atom _atom_site_refinement_flags _atom_site_occupancy S1 .39714(8) .20810(4) .11082(7) .0586(2) Uani d . . 1.00 S2 .28158(7) .06445(4) .40850(6) .0547(2) Uani d . . 1.00 P1 .39855(6) .09220(3) .30227(6) .0385(2) Uani d . . 1.00 N1 .2560(2) .21695(10) .2808(2) .0435(6) Uani d . . 1.00 C1 .3403(2) .18220(10) .2265(2) .0379(6) Uani d . . 1.00 C2 .1907(2) .28700(10) .2620(2) .0410(7) Uani d . . 1.00 C3 .2116(2) .33950(10) .1811(2) .0480(8) Uani d . . 1.00 C4 .1426(3) .40620(10) .1726(2) .0581(9) Uani d . . 1.00 C5 .0542(3) .42100(10) .2427(3) .0632(9) Uani d . . 1.00 C6 .0348(3) .3688(2) .3238(3) .0670(10) Uani d . . 1.00 C7 .1021(3) .30190(10) .3345(2) .0550(9) Uani d . . 1.00 C8 .5784(2) .10640(10) .3875(2) .0412(7) Uani d . . 1.00 C9 .5899(3) .17200(10) .4746(2) .0519(8) Uani d . . 1.00 C10 .7367(3) .18060(10) .5543(2) .0645(9) Uani d . . 1.00 C11 .8383(3) .18820(10) .4780(3) .0662(9) Uani d . . 1.00 C12 .8283(3) .1227(2) .3930(3) .0690(10) Uani d . . 1.00 C13 .6824(3) .11330(10) .3107(2) .0572(9) Uani d . . 1.00 C14 .3931(2) .02700(10) .1799(2) .0407(7) Uani d . . 1.00 C15 .2473(3) .01700(10) .0981(2) .0551(8) Uani d . . 1.00 C16 .2462(3) -.0380(2) -.0042(2) .0664(10) Uani d . . 1.00 C17 .3101(3) -.11150(10) .0461(3) .0658(10) Uani d . . 1.00 C18 .4526(3) -.10220(10) .1302(3) .0620(9) Uani d . . 1.00 C19 .4538(3) -.04760(10) .2319(2) .0525(8) Uani d . . 1.00 H1 .2361 .1900 .3435 .0521 Uiso calc . . 1.00 H2 .2725 .3301 .1319 .0576 Uiso calc . . 1.00 H3 .1568 .4425 .1170 .0697 Uiso calc . . 1.00 H4 .0070 .4668 .2353 .0758 Uiso calc . . 1.00 H5 -.0257 .3788 .3731 .0800 Uiso calc . . 1.00 H6 .0881 .2661 .3910 .0660 Uiso calc . . 1.00 H7 .6052 .0631 .4383 .0495 Uiso calc . . 1.00 H8 .5631 .2166 .4274 .0622 Uiso calc . . 1.00 H9 .5287 .1641 .5264 .0622 Uiso calc . . 1.00 H10 .7419 .2243 .6044 .0774 Uiso calc . . 1.00 H11 .7608 .1376 .6061 .0774 Uiso calc . . 1.00 H12 .8183 .2330 .4300 .0795 Uiso calc . . 1.00 H13 .9309 .1908 .5315 .0795 Uiso calc . . 1.00 H14 .8911 .1302 .3426 .0825 Uiso calc . . 1.00 H15 .8542 .0784 .4414 .0825 Uiso calc . . 1.00 H16 .6785 .0691 .2619 .0686 Uiso calc . . 1.00 H17 .6589 .1558 .2576 .0686 Uiso calc . . 1.00 H18 .4499 .0464 .1303 .0488 Uiso calc . . 1.00 H19 .1883 -.0012 .1466 .0661 Uiso calc . . 1.00 H20 .2129 .0642 .0626 .0661 Uiso calc . . 1.00 H21 .1517 -.0463 -.0508 .0797 Uiso calc . . 1.00 H22 .2981 -.0175 -.0570 .0797 Uiso calc . . 1.00 H23 .2517 -.1347 .0908 .0790 Uiso calc . . 1.00 H24 .3157 -.1428 -.0214 .0790 Uiso calc . . 1.00 H25 .4850 -.1496 .1660 .0745 Uiso calc . . 1.00 H26 .5137 -.0844 .0834 .0745 Uiso calc . . 1.00 H27 .5479 -.0403 .2801 .0630 Uiso calc . . 1.00 H28 .3994 -.0673 .2833 .0630 Uiso calc . . 1.00 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 .0833(5) .0449(4) .0609(4) .0122(4) .0422(4) .0146(3) S2 .0665(5) .0497(4) .0583(4) .0028(4) .0345(4) .0140(3) P1 .0460(4) .0315(3) .0410(3) .0029(3) .0170(3) .0051(3) N1 .0490(10) .0410(10) .0470(10) .0076(10) .0221(10) .0105(9) C1 .0410(10) .0330(10) .0410(10) .0030(10) .0130(10) .0040(10) C2 .0360(10) .0380(10) .0480(10) .0050(10) .0080(10) -.0020(10) C3 .047(2) .0400(10) .060(2) .0070(10) .0200(10) .0030(10) C4 .060(2) .0380(10) .075(2) .0060(10) .015(2) .0050(10) C5 .058(2) .048(2) .080(2) .0150(10) .012(2) -.008(2) C6 .055(2) .072(2) .077(2) .020(2) .025(2) -.008(2) C7 .052(2) .057(2) .062(2) .0090(10) .0260(10) .0070(10) C8 .0450(10) .0320(10) .0470(10) .0060(10) .0120(10) .0040(10) C9 .059(2) .042(2) .053(2) .0050(10) .0120(10) -.0060(10) C10 .069(2) .051(2) .065(2) .001(2) .003(2) -.0070(10) C11 .054(2) .046(2) .090(2) -.0020(10) .003(2) .001(2) C12 .048(2) .063(2) .096(2) .0000(10) .022(2) -.009(2) C13 .050(2) .059(2) .067(2) .0000(10) .0230(10) -.0080(10) C14 .049(2) .0330(10) .0420(10) -.0010(10) .0170(10) .0010(10) C15 .058(2) .045(2) .059(2) .0000(10) .0100(10) -.0010(10) C16 .073(2) .056(2) .062(2) -.007(2) .006(2) -.0090(10) C17 .082(2) .044(2) .073(2) -.013(2) .025(2) -.0140(10) C18 .075(2) .0380(10) .075(2) .0010(10) .025(2) -.0080(10) C19 .060(2) .0370(10) .061(2) .0050(10) .0180(10) .0000(10) 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 S1 C1 . . 1.639(2) no S2 P1 . . 1.9655(8) no P1 C1 . . 1.866(2) no P1 C8 . . 1.832(2) no P1 C14 . . 1.817(2) no N1 C1 . . 1.334(3) no N1 C2 . . 1.420(3) no C2 C3 . . 1.380(3) no C2 C7 . . 1.393(3) no C3 C4 . . 1.387(3) no C4 C5 . . 1.371(3) no C5 C6 . . 1.372(4) no C6 C7 . . 1.380(3) no C8 C9 . . 1.534(3) no C8 C13 . . 1.538(3) no C9 C10 . . 1.524(3) no C10 C11 . . 1.514(4) no C11 C12 . . 1.518(4) no C12 C13 . . 1.528(3) no C14 C15 . . 1.527(3) no C14 C19 . . 1.537(3) no C15 C16 . . 1.532(3) no C16 C17 . . 1.524(4) no C17 C18 . . 1.509(4) no C18 C19 . . 1.522(3) no