#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$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 F O P Sn' _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 _[local]_cod_chemical_formula_sum_orig 'C16 H20 F1 O1 P1 Sn1' _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_absorpt_correction_type' value 'empirical ' changed to 'empirical' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2000571 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_ _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_ _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_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_ _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_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_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_bond_atom_site_label_1 _geom_bond_atom_site_label_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_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 _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