#------------------------------------------------------------------------------ #$Date: 2015-01-23 14:30:19 +0200 (Fri, 23 Jan 2015) $ #$Revision: 130086 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/25/2012577.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_2012577 loop_ _publ_author_name 'Weisbarth, Ralf' 'Jansen, Martin' _publ_section_title ; Tetrakis(chloromethyl)phosphonium chloride monohydrate ; _journal_issue 3 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first o189 _journal_page_last o190 _journal_paper_doi 10.1107/S0108270102001543 _journal_volume 58 _journal_year 2002 _chemical_formula_iupac 'C4 H8 Cl4 P + , Cl - , H2 O' _chemical_formula_moiety 'C4 H8 Cl4 P + , Cl - , H2 O' _chemical_formula_structural 'C4 H8 Cl4 P + , Cl - , H2 O' _chemical_formula_sum 'C4 H10 Cl5 O P' _chemical_formula_weight 282.34 _chemical_melting_point 401 _chemical_name_systematic ; Tetrakis(chloromethyl)phosphonium chloride monohydrate ; _space_group_IT_number 61 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_space_group_name_H-M 'P b c a' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 13.0928(2) _cell_length_b 12.6946(2) _cell_length_c 13.2335(2) _cell_measurement_reflns_used 36817 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 26.02 _cell_measurement_theta_min 1.00 _cell_volume 2199.51(6) _computing_cell_refinement 'SCALEPACK (Otwinowski & Minor 1997)' _computing_data_collection 'COLLECT (Nonius, 1999)' _computing_data_reduction 'DENZO (Otwinowski & Minor 1997) and SCALEPACK' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean 9 _diffrn_measured_fraction_theta_full 1.00 _diffrn_measured_fraction_theta_max 1.00 _diffrn_measurement_device_type 'Nonius KappaCCD area-detector Query' _diffrn_measurement_method CCD _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .058 _diffrn_reflns_av_sigmaI/netI .015 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 50779 _diffrn_reflns_theta_full 26.02 _diffrn_reflns_theta_max 26.02 _diffrn_reflns_theta_min 2.71 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_number none _exptl_absorpt_coefficient_mu 1.413 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.705 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description 'prismatic block' _exptl_crystal_F_000 1136 _exptl_crystal_size_max .12 _exptl_crystal_size_mid .10 _exptl_crystal_size_min .10 _refine_diff_density_max .32 _refine_diff_density_min -.28 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 140 _refine_ls_number_reflns 2171 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.078 _refine_ls_R_factor_all .031 _refine_ls_R_factor_gt .026 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0246P)^2^+1.3871P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt .059 _refine_ls_wR_factor_ref .062 _reflns_number_gt 1929 _reflns_number_total 2171 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file gg1097.cif _[local]_cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _cod_database_code 2012577 _cod_database_fobs_code 2012577 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x+1/2, y, -z+1/2' 'x, -y+1/2, z+1/2' '-x+1/2, y+1/2, z' 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 P .80754(4) .19360(4) .73775(3) .03078(12) Uani d . 1 . . P C1 .74423(19) .08177(17) .68164(17) .0447(5) Uani d . 1 . . C C2 .72919(16) .25806(18) .83104(15) .0409(5) Uani d . 1 . . C C3 .91916(16) .14611(18) .80310(16) .0399(4) Uani d . 1 . . C C4 .84662(17) .28509(15) .64102(14) .0361(4) Uani d . 1 . . C Cl1 .65833(5) .12073(5) .58499(5) .05981(18) Uani d . 1 . . Cl Cl2 .62403(4) .32148(4) .77219(4) .04772(14) Uani d . 1 . . Cl Cl3 .87950(5) .06122(4) .90195(4) .05011(15) Uani d . 1 . . Cl Cl4 .92205(5) .21361(5) .55343(4) .05577(17) Uani d . 1 . . Cl Cl5 .43240(4) .44884(4) .66460(4) .04540(14) Uani d . 1 . . Cl O .35820(15) .58451(15) .47165(16) .0578(4) Uani d . 1 . . O H1A .7955(18) .0402(18) .6498(18) .052(7) Uiso d . 1 . . H H1B .710(2) .046(2) .728(2) .067(8) Uiso d . 1 . . H H2A .695(2) .213(2) .877(2) .066(8) Uiso d . 1 . . H H2B .7722(18) .3103(18) .8615(18) .052(7) Uiso d . 1 . . H H3A .9546(17) .2079(18) .8340(17) .049(6) Uiso d . 1 . . H H3B .9587(19) .108(2) .762(2) .060(7) Uiso d . 1 . . H H4A .7856(18) .3134(17) .6056(18) .049(6) Uiso d . 1 . . H H4B .8889(17) .3394(19) .6668(17) .049(6) Uiso d . 1 . . H H5 .373(2) .548(2) .527(3) .087(11) Uiso d . 1 . . H H6 .408(2) .581(2) .440(2) .064(9) Uiso d . 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 P .0313(2) .0327(2) .0283(2) .00104(19) .00338(19) -.00134(18) C1 .0474(12) .0418(11) .0448(11) -.0094(10) .0042(10) -.0068(10) C2 .0392(11) .0475(12) .0360(10) .0047(9) .0056(9) -.0037(9) C3 .0392(11) .0447(11) .0357(10) .0045(9) .0022(9) .0079(9) C4 .0436(11) .0344(10) .0303(9) .0021(9) .0041(8) -.0007(8) Cl1 .0506(3) .0761(4) .0527(3) -.0038(3) -.0090(3) -.0244(3) Cl2 .0404(3) .0454(3) .0573(3) .0082(2) .0009(2) -.0092(2) Cl3 .0689(4) .0416(3) .0398(3) -.0007(2) .0021(2) .0093(2) Cl4 .0728(4) .0542(3) .0403(3) .0142(3) .0231(3) .0056(2) Cl5 .0476(3) .0482(3) .0404(3) -.0009(2) .0023(2) .0016(2) O .0512(11) .0659(11) .0562(11) .0027(9) -.0008(9) .0112(9) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl .1484 .1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P .1023 .0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C1 P C2 112.20(11) y C1 P C3 107.88(11) y C1 P C4 110.19(10) y C2 P C3 106.55(10) y C2 P C4 110.83(10) y C3 P C4 109.04(10) y P C1 Cl1 111.64(12) y P C2 Cl2 110.30(11) y P C3 Cl3 108.66(11) y P C4 Cl4 107.02(10) y Cl1 C1 H1A 106.4(14) ? P C1 H1A 107.1(14) ? Cl1 C1 H1B 109.0(17) ? P C1 H1B 110.5(17) ? H1A C1 H1B 112(2) ? Cl2 C2 H2A 101.0(16) ? P C2 H2A 115.4(16) ? Cl2 C2 H2B 109.0(14) ? P C2 H2B 105.6(14) ? H2A C2 H2B 115(2) ? Cl3 C3 H3A 108.2(13) ? P C3 H3A 108.1(13) ? Cl3 C3 H3B 107.0(16) ? P C3 H3B 111.1(17) ? H3A C3 H3B 114(2) ? Cl4 C4 H4A 109.0(13) ? P C4 H4A 109.8(13) ? Cl4 C4 H4B 106.5(14) ? P C4 H4B 112.3(14) ? H4A C4 H4B 112.1(19) ? H5 O H6 103(3) ? 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 P C1 . 1.804(2) y P C2 . 1.802(2) y P C3 . 1.802(2) y P C4 . 1.803(2) y C1 Cl1 . 1.774(2) y C2 Cl2 . 1.775(2) y C3 Cl3 . 1.773(2) y C4 Cl4 . 1.7726(19) y C1 H1A . .95(2) ? C1 H1B . .89(3) ? C2 H2A . .95(3) ? C2 H2B . .96(2) ? C3 H3A . 1.00(2) ? C3 H3B . .89(3) ? C4 H4A . .99(2) ? C4 H4B . .95(2) ? O H5 . .88(3) ? O H6 . .78(3) ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag O H5 Cl5 . .88(3) 2.35(3) 3.230(2) 173(3) y O H6 Cl5 5_666 .78(3) 2.53(3) 3.309(2) 175(3) y C1 H1B Cl5 3_646 .89(3) 2.65(3) 3.512(2) 165(2) y C2 H2B Cl5 6_556 .96(2) 2.76(2) 3.598(2) 146.6(19) y C3 H3B Cl5 8_645 .89(3) 2.79(3) 3.662(2) 166(2) y C4 H4B Cl5 6_556 .95(2) 2.69(2) 3.493(2) 142.9(18) y C1 H1A O 4_556 .95(2) 2.40(2) 3.286(3) 154.5(19) y C4 H4A O 5_666 .99(2) 2.50(2) 3.486(3) 169.9(18) y