#------------------------------------------------------------------------------ #$Date: 2009-04-21 15:31:11 +0100 (Tue, 21 Apr 2009) $ #$Revision: 665 $ #$URL: svn://www.crystallography.net/cod/cif/2/2000571.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_2000571 loop_ _publ_author_name 'Preut, H.' 'Godry, B.' 'Mitchell, T.' _publ_contact_author ; Dr. Hans Preut Fachbereich Chemie Universit\"at Dortmund Postfach 500500 Otto-Hahn-Strasse 6 D-4600 Dortmund 50 Germany ; _publ_section_title ; Structure of [2-(fluorodimethylstannyl)ethyl]diphenylphosphine oxide ; _journal_issue 10 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1894 _journal_page_last 1896 _journal_volume 48 _journal_year 1992 _chemical_formula_moiety 'C16 H20 F1 O1 P1 Sn1' _chemical_formula_sum 'C16 H20 F1 O1 P1 Sn1' _chemical_formula_weight 397.00 _chemical_name_systematic ; [2-(Fluorodimethylstannyl)ethyl]diphenylphosphineoxide ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _audit_creation_method ; text program nroff under UNIX ; _cell_angle_alpha 90.0 _cell_angle_beta 91.91(2) _cell_angle_gamma 90.0 _cell_formula_units_Z 4 _cell_length_a 7.768(2) _cell_length_b 13.524(4) _cell_length_c 16.066(4) _cell_measurement_reflns_used 50 _cell_measurement_temperature 293.0(10) _cell_measurement_theta_max 15.0 _cell_measurement_theta_min 7.8 _cell_volume 1686.9(8) _computing_cell_refinement 'Nicolet R3m/V software' _computing_data_collection 'Nicolet R3m/V software, release 4.11' _computing_data_reduction 'Nicolet R3m/V software' _computing_publication_material ; PARST (Nardelli, 1983), PLATON (Spek, 1982), MISSYM (Le Page, 1987) and PCK83 (Williams, 1984) ; _computing_structure_refinement 'SHELXTL Plus' _computing_structure_solution 'SHELXTL-Plus (Sheldrick, 1987)' _diffrn_ambient_temperature 293.0(10) _diffrn_measurement_device 'Nicolet R3m/V' _diffrn_measurement_method \q/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.038 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 6390 _diffrn_reflns_reduction_process ; Lorentz-polarization and empirical absorption correction via \y-scans, data averaged ; _diffrn_reflns_theta_max 50.0 _diffrn_reflns_theta_min 2.0 _diffrn_standards_decay_% 0 _diffrn_standards_interval_time 150 _diffrn_standards_number 6 _exptl_absorpt_coefficient_mu 1.62 _exptl_absorpt_correction_T_max 0.90 _exptl_absorpt_correction_T_min 1.00 _exptl_absorpt_correction_type 'empirical ' _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 1.563 _exptl_crystal_description 'crystal description?' _exptl_crystal_F_000 792 _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.14 _refine_diff_density_max 0.45 _refine_diff_density_min -0.77 _refine_ls_abs_structure_details ; ; _refine_ls_goodness_of_fit_obs 0.81 _refine_ls_hydrogen_treatment refU _refine_ls_matrix_type full _refine_ls_number_constraints 0 _refine_ls_number_parameters 182 _refine_ls_number_reflns 2493 _refine_ls_number_restraints 0 _refine_ls_R_factor_obs 0.027 _refine_ls_shift/esd_max 0.007 _refine_ls_shift/esd_mean 0.0005 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme 'calc w = 1/[\s^2^(F)+0.0010F^2^]' _refine_ls_wR_factor_obs 0.038 _reflns_number_observed 2493 _reflns_number_total 2992 _reflns_observed_criterion refl_observed_if_F>_4.0_sigma(F) _[local]_cod_data_source_file na1011.cif _[local]_cod_data_source_block default _[local]_cod_cif_authors_sg_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z 1/2-x,1/2+y,1/2-z -x,-y,-z 1/2+x,1/2-y,1/2+z loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 0 0 0 4 0 0 0 4 -2 0 0 0 -4 0 0 0 -4 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0.002 0.002 International_Tables_Vol_IV_Table_2.2B H 0 0 International_Tables_Vol_IV_Table_2.2B O 0.008 0.006 International_Tables_Vol_IV_Table_2.2B F 0.014 0.010 International_Tables_Vol_IV_Table_2.2B P 0.090 0.095 International_Tables_Vol_IV_Table_2.2B SN -0.873 1.424 International_Tables_Vol_IV_Table_2.2B 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 Sn(1) 0.19861(3) 0.04711(2) 0.27952(2) 0.0381 Uani ? ? P(1) -0.08200(10) 0.22077(6) 0.31989(6) 0.0358 Uani ? ? F(1) 0.4197(3) 0.0084(2) 0.2234(2) 0.0569 Uani ? ? O(1) -0.0718(3) 0.1105(2) 0.3336(2) 0.0485 Uani ? ? C(1) 0.2683(7) -0.0051(4) 0.4007(3) 0.0731 Uani ? ? H(1a) 0.3789(7) -0.0366(4) 0.3994(3) 0.0934 Uiso calc C(1) H(1b) 0.2740(7) 0.0494(4) 0.4390(3) 0.0934 Uiso calc C(1) H(1c) 0.1839(7) -0.0518(4) 0.4183(3) 0.0934 Uiso calc C(1) C(2) 0.0392(5) -0.0441(3) 0.2018(3) 0.0532 Uani ? ? H(2a) 0.1101(5) -0.0843(3) 0.1675(3) 0.0934 Uiso calc C(2) H(2b) -0.0296(5) -0.0858(3) 0.2358(3) 0.0934 Uiso calc C(2) H(2c) -0.0348(5) -0.0035(3) 0.1670(3) 0.0934 Uiso calc C(2) C(3) 0.2364(5) 0.2032(2) 0.2589(3) 0.0464 Uani ? ? H(3a) 0.2015(5) 0.2186(2) 0.2025(3) 0.0934 Uiso calc C(3) H(3b) 0.3569(5) 0.2181(2) 0.2657(3) 0.0934 Uiso calc C(3) C(4) 0.1341(4) 0.2685(2) 0.3172(3) 0.0408 Uani ? ? H(4a) 0.1871(4) 0.2672(2) 0.3720(3) 0.0934 Uiso calc C(4) H(4b) 0.1322(4) 0.3357(2) 0.2978(3) 0.0934 Uiso calc C(4) C(11) -0.1967(4) 0.2822(3) 0.4008(2) 0.0414 Uani ? ? C(12) -0.3219(6) 0.2281(3) 0.4407(3) 0.0607 Uani ? ? H(12) -0.3428(6) 0.1601(3) 0.4264(3) 0.0934 Uiso calc C(12) C(13) -0.4185(7) 0.2753(5) 0.5027(3) 0.0824 Uani ? ? H(13) -0.5080(7) 0.2402(5) 0.5299(3) 0.0934 Uiso calc C(13) C(14) -0.3859(7) 0.3711(4) 0.5227(3) 0.0781 Uani ? ? H(14) -0.4514(7) 0.4022(4) 0.5651(3) 0.0934 Uiso calc C(14) C(15) -0.2607(7) 0.4238(4) 0.4840(3) 0.0690 Uani ? ? H(15) -0.2384(7) 0.4910(4) 0.5004(3) 0.0934 Uiso calc C(15) C(16) -0.1656(6) 0.3797(3) 0.4222(2) 0.0526 Uani ? ? H(16) -0.0803(6) 0.4172(3) 0.3939(2) 0.0934 Uiso calc C(16) C(21) -0.1941(4) 0.2516(3) 0.2232(2) 0.0371 Uani ? ? C(22) -0.2982(5) 0.1817(3) 0.1838(3) 0.0515 Uani ? ? H(22) -0.3049(5) 0.1163(3) 0.2067(3) 0.0934 Uiso calc C(22) C(23) -0.3926(5) 0.2067(4) 0.1124(3) 0.0658 Uani ? ? H(23) -0.4648(5) 0.1585(4) 0.0847(3) 0.0934 Uiso calc C(23) C(24) -0.3834(6) 0.3003(4) 0.0799(3) 0.0667 Uani ? ? H(24) -0.4490(6) 0.3169(4) 0.0301(3) 0.0934 Uiso calc C(24) C(25) -0.2795(6) 0.3719(3) 0.1185(2) 0.0569 Uani ? ? H(25) -0.2737(6) 0.4375(3) 0.0960(2) 0.0934 Uiso calc C(25) C(26) -0.1852(5) 0.3474(3) 0.1903(2) 0.0462 Uani ? ? H(26) -0.1130(5) 0.3958(3) 0.2178(2) 0.0934 Uiso calc C(26) 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 Sn(1) 359(2) 298(2) 485(2) -4.0(10) 16.0(10) 30.00 P(1) 313(4) 318(4) 447(5) 16(4) 66(4) 24.00 F(1) 446(12) 368(11) 902(18) -66(12) 157(11) 63.00 O(1) 444(14) 315(12) 702(18) 58(12) 141(12) 28(10) C(1) 81E1(3) 77E1(3) 61E1(3) 9E1(3) -8E1(3) 7E1(2) C(2) 47E1(2) 50E1(2) 62E1(3) -99(19) -46(19) -46(10) C(3) 364(18) 379(19) 66E1(3) 1(18) 105(17) -22(10) C(4) 345(17) 301(16) 58E1(2) -14(16) 10(16) -1(10) C(11) 406(18) 48E1(2) 355(18) 44(16) 36(15) 130(10) C(12) 62E1(3) 63E1(3) 58E1(3) 11E1(2) 19E1(2) 13E1(2) C(13) 73E1(3) 109E1(4) 67E1(3) 22E1(3) 38E1(3) 21E1(3) C(14) 94E1(4) 98E1(4) 43E1(2) -6E1(3) 8E1(3) 39E1(3) C(15) 80E1(3) 76E1(3) 51E1(3) -18E1(2) -6E1(2) 29E1(2) C(16) 61E1(2) 53E1(2) 44E1(2) -6(18) -22(18) 162(10) C(21) 315(16) 413(18) 389(19) -50(15) 91(14) 6(10) C(22) 393(19) 53E1(2) 63E1(3) -11E1(2) 37(18) -74(10) C(23) 44E1(2) 82E1(3) 71E1(3) -29E1(3) -8E1(2) -7E1(2) C(24) 55E1(3) 98E1(4) 47E1(2) -10E1(3) -8E1(2) 14E1(2) C(25) 62E1(3) 69E1(3) 39E1(2) 3E1(2) 43(19) 8E1(2) C(26) 51E1(2) 47E1(2) 404(19) -7(17) 37(17) -3(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 Sn(1) F(1) . . 2.035(2) yes Sn(1) O(1) . . 2.454(3) yes Sn(1) C(1) . . 2.123(5) yes Sn(1) C(2) . . 2.124(4) yes Sn(1) C(3) . . 2.158(3) yes P(1) O(1) . . 1.509(3) yes P(1) C(4) . . 1.801(3) yes P(1) C(11) . . 1.803(4) yes P(1) C(21) . . 1.804(3) yes C(3) C(4) . . 1.530(5) yes C(11) C(12) . . 1.391(6) yes C(11) C(16) . . 1.382(5) yes C(12) C(13) . . 1.418(7) yes C(13) C(14) . . 1.357(8) yes C(14) C(15) . . 1.372(8) yes C(15) C(16) . . 1.391(6) yes C(21) C(22) . . 1.384(5) yes C(21) C(26) . . 1.401(5) yes C(22) C(23) . . 1.383(6) yes C(23) C(24) . . 1.371(7) yes C(24) C(25) . . 1.394(7) yes C(25) C(26) . . 1.386(6) yes 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 C(2) Sn(1) C(3) . . . 123.9(2) yes C(1) Sn(1) C(3) . . . 115.7(2) yes C(1) Sn(1) C(2) . . . 118.2(2) yes O(1) Sn(1) C(3) . . . 80.50(10) yes O(1) Sn(1) C(2) . . . 85.50(10) yes O(1) Sn(1) C(1) . . . 89.2(2) yes F(1) Sn(1) C(3) . . . 93.60(10) yes F(1) Sn(1) C(2) . . . 94.30(10) yes F(1) Sn(1) C(1) . . . 97.3(2) yes F(1) Sn(1) O(1) . . . 172.66(9) yes C(11) P(1) C(21) . . . 106.2(2) yes C(4) P(1) C(21) . . . 108.7(2) yes C(4) P(1) C(11) . . . 109.6(2) yes O(1) P(1) C(21) . . . 112.1(2) yes O(1) P(1) C(11) . . . 112.0(2) yes O(1) P(1) C(4) . . . 108.3(2) yes Sn(1) O(1) P(1) . . . 109.60(10) yes Sn(1) C(3) C(4) . . . 113.3(2) yes P(1) C(4) C(3) . . . 108.1(2) yes P(1) C(11) C(16) . . . 122.2(3) yes P(1) C(11) C(12) . . . 117.4(3) yes C(12) C(11) C(16) . . . 120.4(4) yes C(11) C(12) C(13) . . . 118.8(4) yes C(12) C(13) C(14) . . . 119.8(5) yes C(13) C(14) C(15) . . . 121.2(5) yes C(14) C(15) C(16) . . . 120.1(5) yes C(11) C(16) C(15) . . . 119.6(4) yes P(1) C(21) C(26) . . . 120.7(3) yes P(1) C(21) C(22) . . . 119.6(3) yes C(22) C(21) C(26) . . . 119.6(3) yes C(21) C(22) C(23) . . . 119.8(4) yes C(22) C(23) C(24) . . . 120.6(4) yes C(23) C(24) C(25) . . . 120.5(4) yes C(24) C(25) C(26) . . . 119.2(4) yes C(21) C(26) C(25) . . . 120.2(4) yes 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 O(1) Sn(1) C(3) C(4) . . . . 24.9(2) yes C(3) Sn(1) O(1) P(1) . . . . 4.2(2) yes C(4) P(1) O(1) Sn(1) . . . . -26.9(2) yes O(1) P(1) C(4) C(3) . . . . 47.9(3) yes Sn(1) C(3) C(4) P(1) . . . . -45.7(3) yes