# Electronic Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2012 data_publication_text _journal_name_full 'New J.Chem.' _journal_coden_cambridge 0440 _publ_contact_author_name 'Professor Dr. Konstantin Karaghiosoff' _publ_contact_author_address ;Department of Chemistry Ludwig Maximilian University Butenandtstr. 5-13 (D) 81377 Munich Germany ; _publ_contact_author_email klk@cup.uni-muenchen.de _publ_contact_author_phone +49-89-2180-77426 loop_ _publ_author_name _publ_author_address 'Wolfgang Betzl' ;Department of Chemistry Ludwig Maximilian University Butenandtstr. 5-13 (D) 81377 Munich Germany ; 'Christina Hettstedt' ;Department of Chemistry Ludwig Maximilian University Butenandtstr. 5-13 (D) 81377 Munich Germany ; 'Konstantin Karaghiosoff' ;Department of Chemistry Ludwig Maximilian University Butenandtstr. 5-13 (D) 81377 Munich Germany ; data_test1 _database_code_depnum_ccdc_archive 'CCDC 857096' #TrackingRef 'CCDC_857096.cif' _vrf_PLAT431_test1 ; PROBLEM: Short Inter HL..A Contact Cl2 .. Cl2 .. 3.14 Ang. RESPONSE: thermal parameters of Cl atoms are fine, distance seems to be ok ; _vrf_PLAT244_test1 ; PROBLEM: Low 'Solvent' Ueq as Compared to Neighbors of C11 RESPONSE: compared to C11 thermal parameters of Cl atoms are increased ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; (2-imino-4-phenyl-1,3-thiazol-3-(2H)-yl)methyl phosphinate ; _chemical_name_common '(2-imino-4-phenyl-1,3-thiazol-3-(2H)-yl)methyl phosphinate' _chemical_melting_point ? _chemical_formula_moiety 'C10 H11 N2 O2 P S, C H Cl3' _chemical_formula_sum 'C11 H12 Cl3 N2 O2 P S' _chemical_formula_weight 373.61 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.5250(4) _cell_length_b 7.8787(6) _cell_length_c 14.2239(12) _cell_angle_alpha 99.852(7) _cell_angle_beta 100.646(6) _cell_angle_gamma 104.192(6) _cell_volume 782.49(10) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2293 _cell_measurement_theta_min 4.3027 _cell_measurement_theta_max 28.8010 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas . _exptl_crystal_density_diffrn 1.586 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 380 _exptl_absorpt_coefficient_mu 0.822 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.84653 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Sapphire3' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 15.9809 _diffrn_reflns_number 9417 _diffrn_reflns_av_R_equivalents 0.0679 _diffrn_reflns_av_sigmaI/netI 0.0764 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 4.31 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2740 _reflns_number_gt 1875 _reflns_threshold_expression >2\s(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; #ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid # Plot Program for Crystal Structure Illustrations, Oak Ridge National # Laboratory Report ORNL-6895, 1996). Windows version (L. J. Farrugia, Univ. # Glasgow) used --- SCHAKAL (E. Keller, University of Freiburg (Breisgau), # Germany, 1995) ; _computing_publication_material ; PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version). # --- T.B.Cohen, Pure Appl. Chem. 1996,68,2339-2359 (atomic masses). ; _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Restraints applied: DFIX 0.87 0.01 N1 H12 N1 H11 The NH distances indicated above were fixed to a reasonable distance to prevent too short N-H distances. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0502P)^2^+0.1762P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2740 _refine_ls_number_parameters 194 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0937 _refine_ls_R_factor_gt 0.0563 _refine_ls_wR_factor_ref 0.1237 _refine_ls_wR_factor_gt 0.1118 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.023 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 1.17331(13) 0.31575(15) 0.42090(8) 0.0356(3) Uani 1 1 d . . . P1 P 0.53944(13) -0.06595(14) 0.36005(8) 0.0240(3) Uani 1 1 d . . . O1 O 0.6778(3) -0.1528(3) 0.4042(2) 0.0316(7) Uani 1 1 d . . . O2 O 0.3395(3) -0.1258(3) 0.36819(19) 0.0304(7) Uani 1 1 d . . . N1 N 0.9713(4) 0.1985(4) 0.5452(3) 0.0287(8) Uani 1 1 d D . . N2 N 0.8170(4) 0.2547(4) 0.3982(2) 0.0232(7) Uani 1 1 d . . . C1 C 0.9704(5) 0.2471(5) 0.4616(3) 0.0249(9) Uani 1 1 d . . . C2 C 1.0425(5) 0.3562(5) 0.3178(3) 0.0360(11) Uani 1 1 d . . . H2 H 1.0961 0.4009 0.2683 0.043 Uiso 1 1 calc R . . C3 C 0.8587(5) 0.3181(5) 0.3152(3) 0.0276(9) Uani 1 1 d . . . C4 C 0.6243(5) 0.1778(5) 0.4085(3) 0.0259(9) Uani 1 1 d . . . H41 H 0.5379 0.2351 0.3732 0.031 Uiso 1 1 calc R . . H42 H 0.6223 0.2050 0.4788 0.031 Uiso 1 1 calc R . . C5 C 0.7097(5) 0.3385(5) 0.2380(3) 0.0293(10) Uani 1 1 d . . . C6 C 0.5980(5) 0.4508(5) 0.2602(3) 0.0316(10) Uani 1 1 d . . . H6 H 0.6136 0.5113 0.3263 0.038 Uiso 1 1 calc R . . C7 C 0.4658(6) 0.4736(6) 0.1866(4) 0.0412(12) Uani 1 1 d . . . H7 H 0.3899 0.5494 0.2025 0.049 Uiso 1 1 calc R . . C8 C 0.4413(6) 0.3888(6) 0.0905(4) 0.0462(13) Uani 1 1 d . . . H8 H 0.3486 0.4051 0.0405 0.055 Uiso 1 1 calc R . . C9 C 0.5529(6) 0.2792(6) 0.0671(4) 0.0471(13) Uani 1 1 d . . . H9 H 0.5378 0.2209 0.0007 0.057 Uiso 1 1 calc R . . C10 C 0.6871(6) 0.2550(6) 0.1413(3) 0.0366(11) Uani 1 1 d . . . H10 H 0.7637 0.1801 0.1252 0.044 Uiso 1 1 calc R . . Cl1 Cl 0.1738(2) 1.0313(2) 0.13373(13) 0.0824(5) Uani 1 1 d . . . Cl2 Cl 0.0581(2) 0.64668(19) 0.09879(11) 0.0755(5) Uani 1 1 d . . . Cl3 Cl -0.15242(16) 0.84899(18) 0.19284(11) 0.0624(4) Uani 1 1 d . . . C11 C 0.0696(6) 0.8481(6) 0.1768(3) 0.0334(10) Uani 1 1 d . . . H1 H 0.540(5) -0.077(5) 0.262(3) 0.040 Uiso 1 1 d . . . H11 H 0.870(3) 0.163(5) 0.567(3) 0.040 Uiso 1 1 d D . . H12 H 1.071(3) 0.179(5) 0.577(3) 0.040 Uiso 1 1 d D . . H13 H 0.139(6) 0.852(5) 0.238(3) 0.044(13) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0202(5) 0.0487(7) 0.0408(7) 0.0148(6) 0.0090(5) 0.0109(5) P1 0.0197(5) 0.0322(6) 0.0204(6) 0.0056(5) 0.0051(4) 0.0082(4) O1 0.0258(15) 0.0334(16) 0.0366(18) 0.0070(13) 0.0041(13) 0.0133(12) O2 0.0201(14) 0.0415(17) 0.0279(16) 0.0087(13) 0.0038(12) 0.0067(12) N1 0.0202(18) 0.039(2) 0.028(2) 0.0083(17) 0.0043(15) 0.0114(16) N2 0.0185(16) 0.0245(18) 0.0268(19) 0.0070(15) 0.0053(14) 0.0058(13) C1 0.023(2) 0.026(2) 0.027(2) 0.0062(18) 0.0063(17) 0.0104(17) C2 0.027(2) 0.047(3) 0.040(3) 0.019(2) 0.013(2) 0.012(2) C3 0.027(2) 0.024(2) 0.033(3) 0.0089(19) 0.0074(18) 0.0068(17) C4 0.0156(19) 0.035(2) 0.029(2) 0.0082(19) 0.0033(16) 0.0112(17) C5 0.029(2) 0.028(2) 0.031(3) 0.015(2) 0.0041(18) 0.0025(18) C6 0.034(2) 0.022(2) 0.038(3) 0.0109(19) 0.007(2) 0.0047(18) C7 0.032(2) 0.034(3) 0.058(4) 0.024(3) 0.001(2) 0.008(2) C8 0.029(2) 0.049(3) 0.060(4) 0.039(3) 0.000(2) 0.001(2) C9 0.042(3) 0.059(3) 0.037(3) 0.023(3) 0.004(2) 0.002(2) C10 0.036(2) 0.045(3) 0.032(3) 0.017(2) 0.010(2) 0.011(2) Cl1 0.0735(10) 0.0752(10) 0.1098(14) 0.0483(10) 0.0465(9) 0.0048(8) Cl2 0.0789(10) 0.0690(10) 0.0716(11) -0.0150(8) -0.0021(8) 0.0446(8) Cl3 0.0384(7) 0.0676(9) 0.0882(11) 0.0187(8) 0.0329(7) 0.0139(6) C11 0.026(2) 0.043(3) 0.028(3) 0.007(2) 0.0028(19) 0.0057(19) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C1 1.729(4) . ? S1 C2 1.732(4) . ? P1 O1 1.484(3) . ? P1 O2 1.495(3) . ? P1 C4 1.831(4) . ? P1 H1 1.39(4) . ? N1 C1 1.309(5) . ? N1 H11 0.871(10) . ? N1 H12 0.863(10) . ? N2 C1 1.348(5) . ? N2 C3 1.416(5) . ? N2 C4 1.472(4) . ? C2 C3 1.334(5) . ? C2 H2 0.9500 . ? C3 C5 1.477(5) . ? C4 H41 0.9900 . ? C4 H42 0.9900 . ? C5 C10 1.380(6) . ? C5 C6 1.399(6) . ? C6 C7 1.373(5) . ? C6 H6 0.9500 . ? C7 C8 1.372(7) . ? C7 H7 0.9500 . ? C8 C9 1.386(7) . ? C8 H8 0.9500 . ? C9 C10 1.393(6) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? Cl1 C11 1.732(4) . ? Cl2 C11 1.746(5) . ? Cl3 C11 1.729(4) . ? C11 H13 0.93(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 S1 C2 90.10(19) . . ? O1 P1 O2 119.32(15) . . ? O1 P1 C4 110.06(16) . . ? O2 P1 C4 107.19(16) . . ? O1 P1 H1 109.3(15) . . ? O2 P1 H1 108.5(15) . . ? C4 P1 H1 100.9(15) . . ? C1 N1 H11 124(3) . . ? C1 N1 H12 120(3) . . ? H11 N1 H12 115(4) . . ? C1 N2 C3 113.4(3) . . ? C1 N2 C4 121.9(3) . . ? C3 N2 C4 124.0(3) . . ? N1 C1 N2 125.6(3) . . ? N1 C1 S1 122.8(3) . . ? N2 C1 S1 111.6(3) . . ? C3 C2 S1 113.0(3) . . ? C3 C2 H2 123.5 . . ? S1 C2 H2 123.5 . . ? C2 C3 N2 111.9(3) . . ? C2 C3 C5 126.5(4) . . ? N2 C3 C5 121.6(3) . . ? N2 C4 P1 112.2(3) . . ? N2 C4 H41 109.2 . . ? P1 C4 H41 109.2 . . ? N2 C4 H42 109.2 . . ? P1 C4 H42 109.2 . . ? H41 C4 H42 107.9 . . ? C10 C5 C6 118.9(4) . . ? C10 C5 C3 119.9(4) . . ? C6 C5 C3 121.1(4) . . ? C7 C6 C5 120.0(4) . . ? C7 C6 H6 120.0 . . ? C5 C6 H6 120.0 . . ? C8 C7 C6 121.2(5) . . ? C8 C7 H7 119.4 . . ? C6 C7 H7 119.4 . . ? C7 C8 C9 119.5(4) . . ? C7 C8 H8 120.2 . . ? C9 C8 H8 120.2 . . ? C8 C9 C10 119.7(5) . . ? C8 C9 H9 120.1 . . ? C10 C9 H9 120.1 . . ? C5 C10 C9 120.7(4) . . ? C5 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? Cl3 C11 Cl1 112.1(3) . . ? Cl3 C11 Cl2 110.3(2) . . ? Cl1 C11 Cl2 111.0(3) . . ? Cl3 C11 H13 105(3) . . ? Cl1 C11 H13 110(2) . . ? Cl2 C11 H13 108(3) . . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C3 N2 C1 N1 177.8(4) . . . . ? C4 N2 C1 N1 -10.9(6) . . . . ? C3 N2 C1 S1 -0.6(4) . . . . ? C4 N2 C1 S1 170.6(3) . . . . ? C2 S1 C1 N1 -177.8(4) . . . . ? C2 S1 C1 N2 0.7(3) . . . . ? C1 S1 C2 C3 -0.6(3) . . . . ? S1 C2 C3 N2 0.3(5) . . . . ? S1 C2 C3 C5 179.6(3) . . . . ? C1 N2 C3 C2 0.2(5) . . . . ? C4 N2 C3 C2 -170.8(3) . . . . ? C1 N2 C3 C5 -179.1(3) . . . . ? C4 N2 C3 C5 9.8(6) . . . . ? C1 N2 C4 P1 -80.3(4) . . . . ? C3 N2 C4 P1 90.0(4) . . . . ? O1 P1 C4 N2 52.7(3) . . . . ? O2 P1 C4 N2 -176.1(2) . . . . ? C2 C3 C5 C10 55.6(6) . . . . ? N2 C3 C5 C10 -125.1(4) . . . . ? C2 C3 C5 C6 -120.3(5) . . . . ? N2 C3 C5 C6 58.9(5) . . . . ? C10 C5 C6 C7 1.3(5) . . . . ? C3 C5 C6 C7 177.3(3) . . . . ? C5 C6 C7 C8 -0.5(6) . . . . ? C6 C7 C8 C9 -0.5(6) . . . . ? C7 C8 C9 C10 0.6(6) . . . . ? C6 C5 C10 C9 -1.1(6) . . . . ? C3 C5 C10 C9 -177.2(4) . . . . ? C8 C9 C10 C5 0.2(6) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.737 _refine_diff_density_min -0.611 _refine_diff_density_rms 0.075 _iucr_refine_instructions_details ; TITL test1 in P-1 CELL 0.71069 7.5250 7.8787 14.2239 99.852 100.646 104.192 ZERR 2.00 0.0004 0.0006 0.0012 0.007 0.006 0.006 LATT 1 SFAC C H CL N O P S UNIT 22 24 6 4 4 2 2 MERG 2 OMIT 0.00 50.00 DFIX 0.87 0.01 N1 H12 N1 H11 FMAP 2 PLAN 20 ACTA BOND $H CONF L.S. 10 TEMP -100.00 WGHT 0.050200 0.176200 FVAR 0.35075 S1 7 1.173311 0.315752 0.420904 11.00000 0.02021 0.04873 = 0.04081 0.01484 0.00896 0.01085 P1 6 0.539438 -0.065955 0.360055 11.00000 0.01971 0.03218 = 0.02041 0.00565 0.00512 0.00816 O1 5 0.677777 -0.152818 0.404221 11.00000 0.02583 0.03337 = 0.03656 0.00703 0.00412 0.01325 O2 5 0.339501 -0.125820 0.368194 11.00000 0.02008 0.04149 = 0.02788 0.00874 0.00376 0.00667 N1 4 0.971279 0.198532 0.545171 11.00000 0.02023 0.03912 = 0.02811 0.00832 0.00435 0.01144 N2 4 0.816955 0.254692 0.398230 11.00000 0.01849 0.02449 = 0.02680 0.00701 0.00534 0.00581 C1 1 0.970359 0.247064 0.461614 11.00000 0.02322 0.02634 = 0.02714 0.00616 0.00633 0.01042 C2 1 1.042513 0.356206 0.317833 11.00000 0.02695 0.04683 = 0.04004 0.01874 0.01270 0.01166 AFIX 43 H2 2 1.096121 0.400858 0.268327 11.00000 -1.20000 AFIX 0 C3 1 0.858654 0.318118 0.315230 11.00000 0.02659 0.02432 = 0.03273 0.00886 0.00744 0.00675 C4 1 0.624295 0.177802 0.408516 11.00000 0.01557 0.03507 = 0.02888 0.00817 0.00335 0.01123 AFIX 23 H41 2 0.537932 0.235125 0.373161 11.00000 -1.20000 H42 2 0.622331 0.205015 0.478830 11.00000 -1.20000 AFIX 0 C5 1 0.709746 0.338513 0.238021 11.00000 0.02852 0.02754 = 0.03075 0.01528 0.00410 0.00247 C6 1 0.598014 0.450806 0.260237 11.00000 0.03449 0.02183 = 0.03773 0.01090 0.00714 0.00472 AFIX 43 H6 2 0.613618 0.511350 0.326292 11.00000 -1.20000 AFIX 0 C7 1 0.465819 0.473563 0.186630 11.00000 0.03239 0.03355 = 0.05807 0.02398 0.00112 0.00775 AFIX 43 H7 2 0.389929 0.549356 0.202519 11.00000 -1.20000 AFIX 0 C8 1 0.441340 0.388817 0.090544 11.00000 0.02940 0.04925 = 0.05977 0.03858 0.00019 0.00076 AFIX 43 H8 2 0.348629 0.405122 0.040451 11.00000 -1.20000 AFIX 0 C9 1 0.552860 0.279236 0.067085 11.00000 0.04158 0.05882 = 0.03655 0.02303 0.00411 0.00189 AFIX 43 H9 2 0.537847 0.220936 0.000682 11.00000 -1.20000 AFIX 0 C10 1 0.687071 0.254958 0.141311 11.00000 0.03621 0.04485 = 0.03223 0.01664 0.00998 0.01132 AFIX 43 H10 2 0.763728 0.180123 0.125164 11.00000 -1.20000 AFIX 0 CL1 3 0.173815 1.031304 0.133735 11.00000 0.07346 0.07519 = 0.10984 0.04826 0.04652 0.00485 CL2 3 0.058064 0.646682 0.098794 11.00000 0.07886 0.06902 = 0.07158 -0.01498 -0.00206 0.04457 CL3 3 -0.152420 0.848985 0.192843 11.00000 0.03841 0.06760 = 0.08819 0.01866 0.03287 0.01386 C11 1 0.069598 0.848051 0.176757 11.00000 0.02598 0.04290 = 0.02754 0.00749 0.00282 0.00574 H1 2 0.539927 -0.076710 0.261623 11.00000 -1.20000 H11 2 0.870321 0.163126 0.566591 11.00000 -1.20000 H12 2 1.071202 0.179069 0.576650 11.00000 -1.20000 H13 2 0.139247 0.852052 0.238472 11.00000 0.04365 HKLF 4 REM test1 in P-1 REM R1 = 0.0563 for 1875 Fo > 4sig(Fo) and 0.0937 for all 2740 data REM 194 parameters refined using 2 restraints END ;