# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_SB2a _chemical_name_systematic ? _chemical_name_common cyclophosphazene _chemical_formula_moiety ? _chemical_formula_sum 'C6 H7 Cl3 F6 N3 O3 P3' _chemical_formula_iupac ? _chemical_formula_weight 482.41 _chemical_absolute_configuration ? _chemical_melting_point ? _space_group_crystal_system monoclinic _space_group_name_H-M_alt 'P 1 21 1' _space_group_name_Hall 'P 2yb' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 7.76460(10) _cell_length_b 12.8687(2) _cell_length_c 8.54690(10) _cell_angle_alpha 90 _cell_angle_beta 116.2410(10) _cell_angle_gamma 90 _cell_volume 765.997(18) _cell_formula_units_Z 2 _cell_measurement_reflns_used 9126 _cell_measurement_theta_min 2.6569 _cell_measurement_theta_max 28.2914 _cell_measurement_temperature 120.(2) _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.270 _exptl_crystal_size_mid 0.050 _exptl_crystal_size_min 0.040 _exptl_crystal_density_diffrn 2.092 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 476 _exptl_absorpt_coefficient_mu 0.993 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.84 _exptl_absorpt_correction_T_max 0.97 _exptl_special_details ; ; _diffrn_ambient_temperature 120.(2) _diffrn_source ImuS _diffrn_source_type ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 13812 _diffrn_reflns_av_R_equivalents 0.0313 _diffrn_reflns_av_sigmaI/netI 0.0292 _diffrn_reflns_theta_min 2.66 _diffrn_reflns_theta_max 28.29 _diffrn_reflns_theta_full 28.29 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _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^ > 2sigma(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. ; _reflns_number_total 3819 _reflns_number_gt 3723 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0223 _refine_ls_R_factor_gt 0.0214 _refine_ls_wR_factor_gt 0.0543 _refine_ls_wR_factor_ref 0.0547 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _refine_ls_number_reflns 3819 _refine_ls_number_parameters 218 _refine_ls_number_restraints 1 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0292P)^2^+0.1593P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.351 _refine_diff_density_min -0.227 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.01(4) 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' 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' F F 0.0171 0.0103 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection ? _computing_cell_refinement 'SAINT V7.66A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.66A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _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 P P1 0.25064(7) 0.49145(4) 0.64992(6) 0.01415(10) Uani d . 1 . . P P2 0.22526(6) 0.28157(4) 0.57562(6) 0.01188(9) Uani d . 1 . . P P3 -0.09896(6) 0.39966(4) 0.44816(6) 0.01157(9) Uani d . 1 . . N N1 0.3470(2) 0.38265(13) 0.6557(2) 0.0172(3) Uani d . 1 . . N N2 -0.0021(2) 0.28832(12) 0.4960(2) 0.0135(3) Uani d . 1 . . N N3 0.0231(2) 0.49832(13) 0.54250(19) 0.0145(3) Uani d . 1 . . O O1 0.3492(2) 0.58116(12) 0.59673(18) 0.0215(3) Uani d . 1 . . O O2 0.28700(18) 0.24073(12) 0.43346(16) 0.0175(3) Uani d . 1 . . O O3 -0.18124(19) 0.41880(11) 0.24419(16) 0.0162(3) Uani d . 1 . . Cl Cl1 0.32712(7) 0.53762(4) 0.89655(6) 0.02291(11) Uani d . 1 . . Cl Cl2 0.31113(6) 0.16870(4) 0.75320(5) 0.01786(9) Uani d . 1 . . Cl Cl3 -0.33452(6) 0.39584(4) 0.48547(6) 0.01987(10) Uani d . 1 . . F F1 0.32875(17) 0.22883(11) 0.13513(15) 0.0246(3) Uani d . 1 . . F F2 0.05723(18) 0.14546(10) -0.00128(15) 0.0237(3) Uani d . 1 . . F F3 0.14474(16) 0.39733(10) 0.17567(15) 0.0220(2) Uani d . 1 . . F F4 0.07674(18) 0.34424(11) -0.08867(15) 0.0257(3) Uani d . 1 . . F F5 -0.21170(18) 0.43196(10) -0.08548(14) 0.0221(3) Uani d . 1 . . F F6 -0.25976(16) 0.26398(10) -0.12707(13) 0.0211(2) Uani d . 1 . . C C1 0.2853(3) 0.60601(17) 0.4130(3) 0.0210(4) Uani d . 1 . . H H1A 0.3299 0.5521 0.3585 0.031 Uiso calc R 1 . . H H1B 0.3382 0.6734 0.4028 0.031 Uiso calc R 1 . . H H1C 0.1447 0.6092 0.3542 0.031 Uiso calc R 1 . . C C2 0.1684(3) 0.17339(16) 0.2949(2) 0.0161(3) Uani d . 1 . . H H2A 0.0398 0.1676 0.2919 0.019 Uiso calc R 1 . . H H2B 0.2261 0.1031 0.3135 0.019 Uiso calc R 1 . . C C3 0.1504(3) 0.21765(16) 0.1243(2) 0.0159(4) Uani d . 1 . . C C4 0.0496(3) 0.32374(16) 0.0543(2) 0.0163(4) Uani d . 1 . . C C5 -0.1690(3) 0.33836(16) -0.0047(2) 0.0159(4) Uani d . 1 . . C C6 -0.2542(3) 0.33437(16) 0.1242(2) 0.0159(4) Uani d . 1 . . H H6A -0.3959 0.339 0.061 0.019 Uiso calc R 1 . . H H6B -0.2205 0.2676 0.1883 0.019 Uiso calc R 1 . . 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 P1 0.0131(2) 0.0126(2) 0.0146(2) -0.00169(18) 0.00413(17) 0.00055(17) P2 0.0115(2) 0.0129(2) 0.01165(18) 0.00097(17) 0.00550(16) 0.00105(16) P3 0.01049(19) 0.0127(2) 0.01208(19) -0.00032(18) 0.00554(16) -0.00081(16) N1 0.0103(7) 0.0171(8) 0.0219(8) 0.0004(6) 0.0050(6) -0.0002(6) N2 0.0122(7) 0.0121(7) 0.0171(6) -0.0006(6) 0.0073(5) 0.0006(6) N3 0.0123(7) 0.0135(8) 0.0154(7) 0.0000(6) 0.0040(6) -0.0017(6) O1 0.0187(7) 0.0196(7) 0.0207(7) -0.0055(6) 0.0038(5) 0.0050(6) O2 0.0138(6) 0.0284(8) 0.0117(6) -0.0007(6) 0.0069(5) -0.0028(5) O3 0.0228(7) 0.0132(6) 0.0121(5) -0.0001(5) 0.0072(5) -0.0016(5) Cl1 0.0264(2) 0.0220(2) 0.01489(19) -0.0019(2) 0.00408(17) -0.00307(18) Cl2 0.0201(2) 0.0177(2) 0.01387(18) 0.00187(18) 0.00575(16) 0.00492(16) Cl3 0.01457(19) 0.0227(2) 0.0267(2) 0.00075(19) 0.01308(17) -0.00042(19) F1 0.0185(6) 0.0391(8) 0.0214(6) 0.0041(5) 0.0137(5) 0.0036(5) F2 0.0325(7) 0.0204(6) 0.0170(5) 0.0025(5) 0.0099(5) -0.0060(4) F3 0.0211(5) 0.0183(6) 0.0230(6) -0.0052(5) 0.0065(4) -0.0048(5) F4 0.0308(7) 0.0324(7) 0.0209(6) 0.0027(6) 0.0178(5) 0.0085(5) F5 0.0284(6) 0.0191(6) 0.0162(5) 0.0050(5) 0.0076(5) 0.0048(4) F6 0.0205(6) 0.0242(6) 0.0144(5) -0.0022(5) 0.0040(4) -0.0072(5) C1 0.0233(10) 0.0219(10) 0.0195(9) -0.0018(8) 0.0111(8) 0.0042(7) C2 0.0184(9) 0.0170(9) 0.0143(8) 0.0016(8) 0.0084(7) 0.0016(7) C3 0.0187(9) 0.0191(9) 0.0129(8) 0.0022(7) 0.0096(7) -0.0010(7) C4 0.0199(9) 0.0169(9) 0.0139(8) -0.0024(8) 0.0091(7) -0.0009(7) C5 0.0204(9) 0.0141(9) 0.0103(7) 0.0000(7) 0.0043(7) -0.0002(7) C6 0.0152(9) 0.0166(10) 0.0144(8) -0.0013(7) 0.0052(7) -0.0023(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 P1 O1 . 1.5596(15) ? P1 N1 . 1.5777(17) ? P1 N3 . 1.5927(16) ? P1 Cl1 . 2.0105(6) ? P2 N1 . 1.5753(17) ? P2 O2 . 1.5803(13) ? P2 N2 . 1.5888(17) ? P2 Cl2 . 1.9907(6) ? P3 N3 . 1.5764(16) ? P3 N2 . 1.5855(17) ? P3 O3 . 1.5884(12) ? P3 Cl3 . 1.9912(6) ? O1 C1 . 1.458(2) ? O2 C2 . 1.427(2) ? O3 C6 . 1.428(2) ? F1 C3 . 1.354(2) ? F2 C3 . 1.361(2) ? F3 C4 . 1.357(2) ? F4 C4 . 1.355(2) ? F5 C5 . 1.355(2) ? F6 C5 . 1.362(2) ? C1 H1A . 0.98 ? C1 H1B . 0.98 ? C1 H1C . 0.98 ? C2 C3 . 1.513(2) ? C2 H2A . 0.99 ? C2 H2B . 0.99 ? C3 C4 . 1.555(3) ? C4 C5 . 1.554(3) ? C5 C6 . 1.516(2) ? C6 H6A . 0.99 ? C6 H6B . 0.99 ? 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_3 _geom_angle _geom_angle_publ_flag O1 P1 N1 . . 112.29(9) ? O1 P1 N3 . . 110.66(8) ? N1 P1 N3 . . 117.19(9) ? O1 P1 Cl1 . . 97.54(6) ? N1 P1 Cl1 . . 108.25(7) ? N3 P1 Cl1 . . 109.03(6) ? N1 P2 O2 . . 106.33(8) ? N1 P2 N2 . . 118.71(9) ? O2 P2 N2 . . 110.25(8) ? N1 P2 Cl2 . . 109.68(6) ? O2 P2 Cl2 . . 103.31(6) ? N2 P2 Cl2 . . 107.49(6) ? N3 P3 N2 . . 119.11(8) ? N3 P3 O3 . . 107.19(8) ? N2 P3 O3 . . 109.74(8) ? N3 P3 Cl3 . . 108.98(6) ? N2 P3 Cl3 . . 107.52(6) ? O3 P3 Cl3 . . 103.14(5) ? P2 N1 P1 . . 122.28(10) ? P3 N2 P2 . . 118.06(10) ? P3 N3 P1 . . 120.86(10) ? C1 O1 P1 . . 119.95(13) ? C2 O2 P2 . . 122.42(12) ? C6 O3 P3 . . 120.64(12) ? O1 C1 H1A . . 109.5 ? O1 C1 H1B . . 109.5 ? H1A C1 H1B . . 109.5 ? O1 C1 H1C . . 109.5 ? H1A C1 H1C . . 109.5 ? H1B C1 H1C . . 109.5 ? O2 C2 C3 . . 108.78(16) ? O2 C2 H2A . . 109.9 ? C3 C2 H2A . . 109.9 ? O2 C2 H2B . . 109.9 ? C3 C2 H2B . . 109.9 ? H2A C2 H2B . . 108.3 ? F1 C3 F2 . . 107.32(15) ? F1 C3 C2 . . 108.55(15) ? F2 C3 C2 . . 107.06(16) ? F1 C3 C4 . . 104.98(16) ? F2 C3 C4 . . 107.12(14) ? C2 C3 C4 . . 121.13(15) ? F4 C4 F3 . . 107.73(16) ? F4 C4 C5 . . 105.46(14) ? F3 C4 C5 . . 108.12(15) ? F4 C4 C3 . . 105.38(15) ? F3 C4 C3 . . 107.92(15) ? C5 C4 C3 . . 121.52(16) ? F5 C5 F6 . . 107.87(14) ? F5 C5 C6 . . 108.25(16) ? F6 C5 C6 . . 106.87(16) ? F5 C5 C4 . . 105.03(15) ? F6 C5 C4 . . 106.52(15) ? C6 C5 C4 . . 121.67(15) ? O3 C6 C5 . . 109.52(16) ? O3 C6 H6A . . 109.8 ? C5 C6 H6A . . 109.8 ? O3 C6 H6B . . 109.8 ? C5 C6 H6B . . 109.8 ? H6A C6 H6B . . 108.2 ? 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 O2 P2 N1 P1 . . . . 121.31(12) ? N2 P2 N1 P1 . . . . -3.56(16) ? Cl2 P2 N1 P1 . . . . -127.61(10) ? O1 P1 N1 P2 . . . . -135.65(11) ? N3 P1 N1 P2 . . . . -5.92(16) ? Cl1 P1 N1 P2 . . . . 117.82(10) ? N3 P3 N2 P2 . . . . -23.52(14) ? O3 P3 N2 P2 . . . . 100.49(11) ? Cl3 P3 N2 P2 . . . . -148.00(8) ? N1 P2 N2 P3 . . . . 18.23(14) ? O2 P2 N2 P3 . . . . -104.70(11) ? Cl2 P2 N2 P3 . . . . 143.36(8) ? N2 P3 N3 P1 . . . . 14.16(14) ? O3 P3 N3 P1 . . . . -111.08(11) ? Cl3 P3 N3 P1 . . . . 137.93(9) ? O1 P1 N3 P3 . . . . 131.08(11) ? N1 P1 N3 P3 . . . . 0.59(15) ? Cl1 P1 N3 P3 . . . . -122.76(9) ? N1 P1 O1 C1 . . . . 87.86(16) ? N3 P1 O1 C1 . . . . -45.16(17) ? Cl1 P1 O1 C1 . . . . -158.83(14) ? N1 P2 O2 C2 . . . . -158.59(14) ? N2 P2 O2 C2 . . . . -28.67(17) ? Cl2 P2 O2 C2 . . . . 85.95(14) ? N3 P3 O3 C6 . . . . 163.31(13) ? N2 P3 O3 C6 . . . . 32.62(15) ? Cl3 P3 O3 C6 . . . . -81.73(13) ? P2 O2 C2 C3 . . . . 129.93(14) ? O2 C2 C3 F1 . . . . 57.0(2) ? O2 C2 C3 F2 . . . . 172.55(14) ? O2 C2 C3 C4 . . . . -64.4(2) ? F1 C3 C4 F4 . . . . 50.73(17) ? F2 C3 C4 F4 . . . . -63.15(18) ? C2 C3 C4 F4 . . . . 173.84(16) ? F1 C3 C4 F3 . . . . -64.16(17) ? F2 C3 C4 F3 . . . . -178.05(14) ? C2 C3 C4 F3 . . . . 58.9(2) ? F1 C3 C4 C5 . . . . 170.27(15) ? F2 C3 C4 C5 . . . . 56.4(2) ? C2 C3 C4 C5 . . . . -66.6(2) ? F4 C4 C5 F5 . . . . -49.76(18) ? F3 C4 C5 F5 . . . . 65.27(17) ? C3 C4 C5 F5 . . . . -169.26(14) ? F4 C4 C5 F6 . . . . 64.52(18) ? F3 C4 C5 F6 . . . . 179.54(15) ? C3 C4 C5 F6 . . . . -55.0(2) ? F4 C4 C5 C6 . . . . -172.90(17) ? F3 C4 C5 C6 . . . . -57.9(2) ? C3 C4 C5 C6 . . . . 67.6(2) ? P3 O3 C6 C5 . . . . -131.70(14) ? F5 C5 C6 O3 . . . . -57.18(18) ? F6 C5 C6 O3 . . . . -173.14(14) ? C4 C5 C6 O3 . . . . 64.4(2) ? _iucr_refine_instructions_details ; TITL 12gyte03_311_00_303_1_0m in P2(1) CELL 0.71073 7.7646 12.8687 8.5469 90.000 116.241 90.000 ZERR 2.00 0.0001 0.0002 0.0001 0.000 0.001 0.000 LATT -1 SYMM -X, 0.5+Y, -Z SFAC C H N O F P Cl UNIT 12 14 6 6 12 6 6 L.S. 10 ACTA HTAB BOND $H FMAP 2 PLAN 1 SIZE 0.036 0.054 0.271 CONF TEMP -153.150 WGHT 0.029200 0.159300 FVAR 0.22178 MOLE 1 P1 6 0.250638 0.491445 0.649918 11.00000 0.01309 0.01261 = 0.01456 0.00055 0.00413 -0.00169 P2 6 0.225256 0.281574 0.575618 11.00000 0.01153 0.01287 = 0.01165 0.00105 0.00550 0.00097 P3 6 -0.098963 0.399660 0.448162 11.00000 0.01049 0.01275 = 0.01208 -0.00081 0.00554 -0.00032 N1 3 0.346967 0.382651 0.655712 11.00000 0.01025 0.01706 = 0.02188 -0.00015 0.00504 0.00037 N2 3 -0.002077 0.288322 0.495994 11.00000 0.01220 0.01208 = 0.01713 0.00061 0.00726 -0.00065 N3 3 0.023146 0.498322 0.542504 11.00000 0.01231 0.01345 = 0.01543 -0.00172 0.00403 -0.00003 O1 4 0.349163 0.581158 0.596732 11.00000 0.01873 0.01961 = 0.02074 0.00497 0.00381 -0.00553 O2 4 0.287002 0.240727 0.433461 11.00000 0.01383 0.02836 = 0.01169 -0.00278 0.00686 -0.00073 O3 4 -0.181237 0.418799 0.244193 11.00000 0.02282 0.01318 = 0.01207 -0.00161 0.00724 -0.00012 CL1 7 0.327120 0.537623 0.896549 11.00000 0.02636 0.02195 = 0.01489 -0.00307 0.00408 -0.00195 CL2 7 0.311125 0.168704 0.753197 11.00000 0.02008 0.01770 = 0.01387 0.00492 0.00575 0.00187 CL3 7 -0.334516 0.395836 0.485467 11.00000 0.01457 0.02270 = 0.02668 -0.00042 0.01308 0.00075 F1 5 0.328753 0.228834 0.135127 11.00000 0.01851 0.03912 = 0.02145 0.00358 0.01374 0.00413 F2 5 0.057233 0.145463 -0.001283 11.00000 0.03253 0.02041 = 0.01703 -0.00598 0.00992 0.00245 F3 5 0.144740 0.397332 0.175674 11.00000 0.02107 0.01834 = 0.02302 -0.00477 0.00655 -0.00521 F4 5 0.076745 0.344236 -0.088667 11.00000 0.03076 0.03245 = 0.02093 0.00853 0.01784 0.00273 F5 5 -0.211700 0.431963 -0.085477 11.00000 0.02843 0.01908 = 0.01619 0.00483 0.00758 0.00497 F6 5 -0.259763 0.263977 -0.127065 11.00000 0.02051 0.02423 = 0.01441 -0.00715 0.00403 -0.00223 C1 1 0.285262 0.606014 0.412992 11.00000 0.02329 0.02188 = 0.01955 0.00424 0.01110 -0.00182 AFIX 137 H1A 2 0.329892 0.552144 0.358491 11.00000 -1.50000 H1B 2 0.338241 0.673403 0.402830 11.00000 -1.50000 H1C 2 0.144700 0.609204 0.354152 11.00000 -1.50000 AFIX 0 C2 1 0.168399 0.173394 0.294885 11.00000 0.01835 0.01697 = 0.01426 0.00156 0.00841 0.00159 AFIX 23 H2A 2 0.039824 0.167565 0.291853 11.00000 -1.20000 H2B 2 0.226091 0.103149 0.313496 11.00000 -1.20000 AFIX 0 C3 1 0.150406 0.217653 0.124267 11.00000 0.01870 0.01908 = 0.01285 -0.00102 0.00962 0.00218 C4 1 0.049640 0.323736 0.054332 11.00000 0.01995 0.01686 = 0.01386 -0.00090 0.00909 -0.00244 C5 1 -0.169005 0.338363 -0.004727 11.00000 0.02043 0.01415 = 0.01027 -0.00022 0.00430 0.00005 C6 1 -0.254224 0.334371 0.124155 11.00000 0.01519 0.01662 = 0.01443 -0.00225 0.00525 -0.00131 AFIX 23 H6A 2 -0.395906 0.339018 0.060957 11.00000 -1.20000 H6B 2 -0.220466 0.267628 0.188327 11.00000 -1.20000 HKLF 4 REM 12gyte03_311_00_303_1_0m in P2(1) REM R1 = 0.0214 for 3723 Fo > 4sig(Fo) and 0.0223 for all 3819 data REM 218 parameters refined using 1 restraints END WGHT 0.0292 0.1593 REM Highest difference peak 0.351, deepest hole -0.227, 1-sigma level 0.056 Q1 1 0.1013 0.2857 0.5403 11.00000 0.05 0.35 ; _database_code_depnum_ccdc_archive 'CCDC 926250' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_SB3a _chemical_name_systematic ? _chemical_name_common cyclophosphazene _chemical_formula_moiety ? _chemical_formula_sum 'C6 H7 Cl3 F6 N3 O3 P3' _chemical_formula_iupac ? _chemical_formula_weight 482.41 _chemical_absolute_configuration ? _chemical_melting_point ? _space_group_crystal_system monoclinic _space_group_name_H-M_alt 'C 1 c 1' _space_group_name_Hall 'C -2yc' loop_ _space_group_symop_operation_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 8.6100(4) _cell_length_b 14.0284(4) _cell_length_c 13.3930(7) _cell_angle_alpha 90 _cell_angle_beta 94.079(2) _cell_angle_gamma 90 _cell_volume 1613.57(12) _cell_formula_units_Z 4 _cell_measurement_reflns_used 9978 _cell_measurement_theta_min 2.7806 _cell_measurement_theta_max 28.2354 _cell_measurement_temperature 120.(2) _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.160 _exptl_crystal_size_mid 0.080 _exptl_crystal_size_min 0.070 _exptl_crystal_density_diffrn 1.986 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 952 _exptl_absorpt_coefficient_mu 0.943 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.86 _exptl_absorpt_correction_T_max 0.93 _exptl_special_details ; ; _diffrn_ambient_temperature 120.(2) _diffrn_source ImuS _diffrn_source_type ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 15864 _diffrn_reflns_av_R_equivalents 0.0252 _diffrn_reflns_av_sigmaI/netI 0.0228 _diffrn_reflns_theta_min 2.78 _diffrn_reflns_theta_max 28.27 _diffrn_reflns_theta_full 28.27 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measured_fraction_theta_full 1.000 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _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^ > 2sigma(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. ; _reflns_number_total 3980 _reflns_number_gt 3815 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0244 _refine_ls_R_factor_gt 0.0221 _refine_ls_wR_factor_gt 0.0550 _refine_ls_wR_factor_ref 0.0565 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _refine_ls_number_reflns 3980 _refine_ls_number_parameters 218 _refine_ls_number_restraints 2 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0331P)^2^+0.5934P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.398 _refine_diff_density_min -0.235 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.01(4) 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' 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' F F 0.0171 0.0103 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection ? _computing_cell_refinement 'SAINT V7.66A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.66A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _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 P P3 0.74643(5) 0.10714(3) 0.80062(4) 0.01539(10) Uani d . 1 . . P P2 0.74001(5) -0.05038(3) 0.68069(4) 0.01530(10) Uani d . 1 . . P P1 0.78928(6) 0.12553(3) 0.60027(4) 0.01592(10) Uani d . 1 . . Cl Cl1 0.61748(6) 0.17954(4) 0.50663(4) 0.02688(11) Uani d . 1 . . Cl Cl2 0.87096(6) -0.16728(4) 0.68400(4) 0.02625(11) Uani d . 1 . . Cl Cl3 0.89874(6) 0.14543(4) 0.91214(4) 0.02579(11) Uani d . 1 . . N N2 0.7540(2) -0.00505(11) 0.78959(12) 0.0170(3) Uani d . 1 . . N N1 0.7810(2) 0.01286(11) 0.58924(12) 0.0182(3) Uani d . 1 . . N N3 0.7740(2) 0.17092(12) 0.70720(13) 0.0204(3) Uani d . 1 . . O O1 0.93916(17) 0.16890(11) 0.56041(11) 0.0242(3) Uani d . 1 . . O O3 0.58496(17) 0.13851(10) 0.83983(12) 0.0224(3) Uani d . 1 . . O O2 0.56858(16) -0.08961(11) 0.65719(10) 0.0209(3) Uani d . 1 . . C C1 0.9985(3) 0.13939(19) 0.4675(2) 0.0361(6) Uani d . 1 . . H H1A 1.0045 0.0697 0.4655 0.054 Uiso calc R 1 . . H H1B 1.1026 0.1664 0.4623 0.054 Uiso calc R 1 . . H H1C 0.9288 0.1621 0.4115 0.054 Uiso calc R 1 . . C C6 0.4808(2) -0.12664(15) 0.73534(15) 0.0200(4) Uani d . 1 . . H H6A 0.5345 -0.1118 0.8013 0.024 Uiso calc R 1 . . H H6B 0.4721 -0.1968 0.729 0.024 Uiso calc R 1 . . C C3 0.3317(2) 0.07118(15) 0.85083(16) 0.0221(4) Uani d . 1 . . C C5 0.3199(2) -0.08224(16) 0.72783(15) 0.0226(4) Uani d . 1 . . C C2 0.4963(2) 0.07617(15) 0.89837(15) 0.0209(4) Uani d . 1 . . H H2A 0.4956 0.1006 0.9677 0.025 Uiso calc R 1 . . H H2B 0.5436 0.0118 0.9008 0.025 Uiso calc R 1 . . C C4 0.2974(2) 0.02657(16) 0.74487(16) 0.0231(4) Uani d . 1 . . F F3 0.38188(16) 0.07444(9) 0.67978(9) 0.0288(3) Uani d . 1 . . F F6 0.23542(16) -0.12825(9) 0.79522(10) 0.0295(3) Uani d . 1 . . F F2 0.24655(15) 0.02252(10) 0.91568(10) 0.0304(3) Uani d . 1 . . F F4 0.14546(16) 0.04442(11) 0.71991(12) 0.0378(3) Uani d . 1 . . F F5 0.25233(15) -0.09986(11) 0.63549(10) 0.0316(3) Uani d . 1 . . F F1 0.27397(16) 0.16072(9) 0.84441(11) 0.0308(3) Uani d . 1 . . 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 P3 0.0165(2) 0.0156(2) 0.0141(2) -0.00363(18) 0.00134(17) -0.00154(18) P2 0.0179(2) 0.0137(2) 0.0145(2) -0.00018(18) 0.00251(16) 0.00039(17) P1 0.0179(2) 0.0153(2) 0.0148(2) -0.00072(18) 0.00283(17) 0.00182(17) Cl1 0.0322(3) 0.0243(2) 0.0231(2) 0.0079(2) -0.00539(19) 0.00088(19) Cl2 0.0345(3) 0.0193(2) 0.0251(2) 0.0082(2) 0.0035(2) 0.00165(19) Cl3 0.0277(3) 0.0288(3) 0.0200(2) -0.0103(2) -0.00463(18) -0.00251(19) N2 0.0196(8) 0.0161(7) 0.0151(8) -0.0020(6) 0.0007(6) 0.0016(6) N1 0.0234(8) 0.0150(7) 0.0167(7) -0.0006(7) 0.0050(6) -0.0006(6) N3 0.0281(9) 0.0141(8) 0.0189(8) -0.0040(7) 0.0024(6) -0.0011(6) O1 0.0266(8) 0.0215(7) 0.0251(7) -0.0063(6) 0.0061(6) 0.0013(6) O3 0.0188(7) 0.0181(7) 0.0314(8) -0.0035(5) 0.0082(6) -0.0018(6) O2 0.0216(7) 0.0268(7) 0.0147(6) -0.0082(6) 0.0030(5) -0.0005(6) C1 0.0386(14) 0.0351(13) 0.0367(13) -0.0078(11) 0.0180(11) -0.0069(11) C6 0.0232(10) 0.0194(9) 0.0177(9) -0.0075(8) 0.0047(7) 0.0001(7) C3 0.0200(9) 0.0230(10) 0.0243(10) -0.0017(8) 0.0093(8) 0.0013(8) C5 0.0211(10) 0.0280(10) 0.0190(9) -0.0095(8) 0.0028(7) -0.0017(8) C2 0.0202(9) 0.0243(10) 0.0187(9) -0.0031(8) 0.0055(7) -0.0026(7) C4 0.0179(9) 0.0265(10) 0.0247(10) -0.0027(8) 0.0000(8) 0.0026(8) F3 0.0374(8) 0.0277(6) 0.0215(6) -0.0054(6) 0.0045(5) 0.0059(5) F6 0.0285(7) 0.0296(7) 0.0315(7) -0.0132(6) 0.0107(5) -0.0006(6) F2 0.0269(7) 0.0342(7) 0.0321(7) -0.0080(6) 0.0159(6) -0.0011(6) F4 0.0226(7) 0.0453(9) 0.0439(8) 0.0042(6) -0.0092(6) 0.0003(7) F5 0.0263(7) 0.0422(8) 0.0252(6) -0.0082(6) -0.0060(5) -0.0052(6) F1 0.0256(7) 0.0245(6) 0.0430(8) 0.0043(5) 0.0081(6) -0.0011(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 P3 N3 . 1.5700(18) ? P3 N2 . 1.5825(17) ? P3 O3 . 1.5831(15) ? P3 Cl3 . 1.9901(7) ? P2 N1 . 1.5726(17) ? P2 O2 . 1.5857(15) ? P2 N2 . 1.5879(16) ? P2 Cl2 . 1.9888(7) ? P1 O1 . 1.5552(15) ? P1 N3 . 1.5812(18) ? P1 N1 . 1.5887(16) ? P1 Cl1 . 2.0177(7) ? O1 C1 . 1.439(3) ? O3 C2 . 1.431(2) ? O2 C6 . 1.431(2) ? C1 H1A . 0.98 ? C1 H1B . 0.98 ? C1 H1C . 0.98 ? C6 C5 . 1.515(3) ? C6 H6A . 0.99 ? C6 H6B . 0.99 ? C3 F1 . 1.351(2) ? C3 F2 . 1.360(2) ? C3 C2 . 1.514(3) ? C3 C4 . 1.560(3) ? C5 F5 . 1.352(2) ? C5 F6 . 1.362(2) ? C5 C4 . 1.558(3) ? C2 H2A . 0.99 ? C2 H2B . 0.99 ? C4 F4 . 1.350(3) ? C4 F3 . 1.353(2) ? 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_3 _geom_angle _geom_angle_publ_flag N3 P3 N2 . . 118.86(9) ? N3 P3 O3 . . 107.00(9) ? N2 P3 O3 . . 110.52(8) ? N3 P3 Cl3 . . 108.38(7) ? N2 P3 Cl3 . . 108.00(7) ? O3 P3 Cl3 . . 102.91(6) ? N1 P2 O2 . . 107.37(8) ? N1 P2 N2 . . 118.87(9) ? O2 P2 N2 . . 109.28(8) ? N1 P2 Cl2 . . 108.92(7) ? O2 P2 Cl2 . . 103.68(6) ? N2 P2 Cl2 . . 107.68(6) ? O1 P1 N3 . . 106.13(9) ? O1 P1 N1 . . 112.96(9) ? N3 P1 N1 . . 118.61(9) ? O1 P1 Cl1 . . 103.26(6) ? N3 P1 Cl1 . . 107.90(7) ? N1 P1 Cl1 . . 106.84(7) ? P3 N2 P2 . . 118.89(10) ? P2 N1 P1 . . 120.00(10) ? P3 N3 P1 . . 121.29(11) ? C1 O1 P1 . . 122.59(15) ? C2 O3 P3 . . 121.81(13) ? C6 O2 P2 . . 120.88(12) ? O1 C1 H1A . . 109.5 ? O1 C1 H1B . . 109.5 ? H1A C1 H1B . . 109.5 ? O1 C1 H1C . . 109.5 ? H1A C1 H1C . . 109.5 ? H1B C1 H1C . . 109.5 ? O2 C6 C5 . . 109.26(17) ? O2 C6 H6A . . 109.8 ? C5 C6 H6A . . 109.8 ? O2 C6 H6B . . 109.8 ? C5 C6 H6B . . 109.8 ? H6A C6 H6B . . 108.3 ? F1 C3 F2 . . 107.14(16) ? F1 C3 C2 . . 108.24(18) ? F2 C3 C2 . . 106.62(17) ? F1 C3 C4 . . 105.66(17) ? F2 C3 C4 . . 107.69(17) ? C2 C3 C4 . . 120.82(17) ? F5 C5 F6 . . 107.70(16) ? F5 C5 C6 . . 108.52(17) ? F6 C5 C6 . . 106.87(17) ? F5 C5 C4 . . 105.26(18) ? F6 C5 C4 . . 106.82(16) ? C6 C5 C4 . . 121.07(17) ? O3 C2 C3 . . 108.53(17) ? O3 C2 H2A . . 110.0 ? C3 C2 H2A . . 110.0 ? O3 C2 H2B . . 110.0 ? C3 C2 H2B . . 110.0 ? H2A C2 H2B . . 108.4 ? F4 C4 F3 . . 107.72(17) ? F4 C4 C5 . . 105.91(17) ? F3 C4 C5 . . 108.28(17) ? F4 C4 C3 . . 105.56(17) ? F3 C4 C3 . . 108.14(16) ? C5 C4 C3 . . 120.59(17) ? 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 N3 P3 N2 P2 . . . . -17.56(16) ? O3 P3 N2 P2 . . . . 106.68(12) ? Cl3 P3 N2 P2 . . . . -141.45(9) ? N1 P2 N2 P3 . . . . 22.48(16) ? O2 P2 N2 P3 . . . . -101.16(12) ? Cl2 P2 N2 P3 . . . . 146.85(9) ? O2 P2 N1 P1 . . . . 107.58(12) ? N2 P2 N1 P1 . . . . -17.00(16) ? Cl2 P2 N1 P1 . . . . -140.76(10) ? O1 P1 N1 P2 . . . . 131.71(11) ? N3 P1 N1 P2 . . . . 6.63(17) ? Cl1 P1 N1 P2 . . . . -115.43(11) ? N2 P3 N3 P1 . . . . 7.29(18) ? O3 P3 N3 P1 . . . . -118.66(13) ? Cl3 P3 N3 P1 . . . . 130.99(11) ? O1 P1 N3 P3 . . . . -130.09(13) ? N1 P1 N3 P3 . . . . -1.75(18) ? Cl1 P1 N3 P3 . . . . 119.78(12) ? N3 P1 O1 C1 . . . . 175.34(18) ? N1 P1 O1 C1 . . . . 43.7(2) ? Cl1 P1 O1 C1 . . . . -71.28(18) ? N3 P3 O3 C2 . . . . 156.97(15) ? N2 P3 O3 C2 . . . . 26.17(17) ? Cl3 P3 O3 C2 . . . . -88.94(15) ? N1 P2 O2 C6 . . . . -162.31(15) ? N2 P2 O2 C6 . . . . -32.11(18) ? Cl2 P2 O2 C6 . . . . 82.49(15) ? P2 O2 C6 C5 . . . . 131.29(15) ? O2 C6 C5 F5 . . . . 56.7(2) ? O2 C6 C5 F6 . . . . 172.55(15) ? O2 C6 C5 C4 . . . . -65.1(2) ? P3 O3 C2 C3 . . . . -128.21(16) ? F1 C3 C2 O3 . . . . -56.7(2) ? F2 C3 C2 O3 . . . . -171.67(15) ? C4 C3 C2 O3 . . . . 65.1(2) ? F5 C5 C4 F4 . . . . 48.8(2) ? F6 C5 C4 F4 . . . . -65.5(2) ? C6 C5 C4 F4 . . . . 172.06(18) ? F5 C5 C4 F3 . . . . -66.5(2) ? F6 C5 C4 F3 . . . . 179.17(16) ? C6 C5 C4 F3 . . . . 56.8(2) ? F5 C5 C4 C3 . . . . 168.30(17) ? F6 C5 C4 C3 . . . . 54.0(2) ? C6 C5 C4 C3 . . . . -68.4(2) ? F1 C3 C4 F4 . . . . -49.20(19) ? F2 C3 C4 F4 . . . . 65.0(2) ? C2 C3 C4 F4 . . . . -172.28(18) ? F1 C3 C4 F3 . . . . 65.9(2) ? F2 C3 C4 F3 . . . . -179.89(17) ? C2 C3 C4 F3 . . . . -57.2(2) ? F1 C3 C4 C5 . . . . -168.89(17) ? F2 C3 C4 C5 . . . . -54.6(2) ? C2 C3 C4 C5 . . . . 68.0(3) ? _iucr_refine_instructions_details ; TITL 12gyte09_311_00_303_2 in Cc CELL 0.71073 8.6100 14.0284 13.3930 90.000 94.079 90.000 ZERR 4.00 0.0004 0.0004 0.0007 0.000 0.002 0.000 LATT -7 SYMM X, -Y, 0.5+Z SFAC C H N O F P Cl UNIT 24 28 12 12 24 12 12 L.S. 10 ACTA HTAB BOND $H FMAP 2 PLAN 2 SIZE 0.074 0.075 0.158 CONF TEMP -153.140 WGHT 0.033100 0.593400 FVAR 0.11403 MOLE 1 P3 6 0.746426 0.107141 0.800620 11.00000 0.01649 0.01565 = 0.01406 -0.00154 0.00134 -0.00363 P2 6 0.740008 -0.050381 0.680685 11.00000 0.01792 0.01366 = 0.01453 0.00039 0.00251 -0.00018 P1 6 0.789278 0.125532 0.600272 11.00000 0.01794 0.01527 = 0.01479 0.00182 0.00283 -0.00072 CL1 7 0.617480 0.179539 0.506626 11.00000 0.03221 0.02429 = 0.02309 0.00088 -0.00539 0.00794 CL2 7 0.870962 -0.167278 0.683999 11.00000 0.03446 0.01935 = 0.02514 0.00165 0.00347 0.00819 CL3 7 0.898736 0.145431 0.912143 11.00000 0.02769 0.02878 = 0.02000 -0.00251 -0.00463 -0.01031 N2 3 0.754045 -0.005048 0.789592 11.00000 0.01964 0.01612 = 0.01509 0.00164 0.00067 -0.00196 N1 3 0.780983 0.012859 0.589238 11.00000 0.02344 0.01502 = 0.01674 -0.00063 0.00498 -0.00064 N3 3 0.774036 0.170917 0.707198 11.00000 0.02814 0.01414 = 0.01893 -0.00109 0.00242 -0.00395 O1 4 0.939164 0.168895 0.560408 11.00000 0.02661 0.02151 = 0.02510 0.00130 0.00610 -0.00628 O3 4 0.584956 0.138506 0.839833 11.00000 0.01877 0.01811 = 0.03137 -0.00182 0.00816 -0.00347 O2 4 0.568577 -0.089614 0.657190 11.00000 0.02156 0.02677 = 0.01473 -0.00053 0.00300 -0.00819 C1 1 0.998508 0.139389 0.467520 11.00000 0.03862 0.03508 = 0.03674 -0.00692 0.01802 -0.00783 AFIX 137 H1A 2 1.004483 0.069660 0.465519 11.00000 -1.50000 H1B 2 1.102618 0.166358 0.462312 11.00000 -1.50000 H1C 2 0.928842 0.162053 0.411467 11.00000 -1.50000 AFIX 0 C6 1 0.480813 -0.126644 0.735337 11.00000 0.02325 0.01945 = 0.01771 0.00009 0.00472 -0.00751 AFIX 23 H6A 2 0.534499 -0.111792 0.801328 11.00000 -1.20000 H6B 2 0.472053 -0.196784 0.729017 11.00000 -1.20000 AFIX 0 C3 1 0.331706 0.071184 0.850833 11.00000 0.02002 0.02300 = 0.02435 0.00130 0.00934 -0.00166 C5 1 0.319947 -0.082238 0.727835 11.00000 0.02105 0.02803 = 0.01901 -0.00173 0.00280 -0.00949 C2 1 0.496345 0.076172 0.898366 11.00000 0.02022 0.02426 = 0.01866 -0.00263 0.00554 -0.00312 AFIX 23 H2A 2 0.495571 0.100590 0.967682 11.00000 -1.20000 H2B 2 0.543572 0.011796 0.900793 11.00000 -1.20000 AFIX 0 C4 1 0.297385 0.026569 0.744866 11.00000 0.01789 0.02648 = 0.02471 0.00259 -0.00002 -0.00273 F3 5 0.381880 0.074441 0.679781 11.00000 0.03742 0.02771 = 0.02153 0.00595 0.00447 -0.00540 F6 5 0.235417 -0.128250 0.795223 11.00000 0.02849 0.02959 = 0.03153 -0.00057 0.01067 -0.01322 F2 5 0.246546 0.022518 0.915676 11.00000 0.02694 0.03416 = 0.03207 -0.00110 0.01593 -0.00804 F4 5 0.145464 0.044417 0.719905 11.00000 0.02262 0.04529 = 0.04389 0.00027 -0.00917 0.00420 F5 5 0.252332 -0.099864 0.635486 11.00000 0.02625 0.04219 = 0.02516 -0.00522 -0.00601 -0.00823 F1 5 0.273970 0.160723 0.844409 11.00000 0.02558 0.02446 = 0.04303 -0.00108 0.00812 0.00425 HKLF 4 REM 12gyte09_311_00_303_2 in Cc REM R1 = 0.0221 for 3815 Fo > 4sig(Fo) and 0.0244 for all 3980 data REM 218 parameters refined using 2 restraints END WGHT 0.0331 0.5929 REM Highest difference peak 0.398, deepest hole -0.235, 1-sigma level 0.055 Q1 1 0.9737 0.1429 0.5197 11.00000 0.05 0.40 Q2 1 0.7448 0.0452 0.7984 11.00000 0.05 0.37 ; _database_code_depnum_ccdc_archive 'CCDC 926251' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_SB4a _chemical_name_systematic ? _chemical_name_common fosfazen _chemical_formula_moiety ? _chemical_formula_sum 'C7 H10 Cl2 F6 N3 O4 P3' _chemical_formula_iupac ? _chemical_formula_weight 477.99 _chemical_absolute_configuration ? _chemical_melting_point ? _space_group_crystal_system monoclinic _space_group_name_H-M_alt 'P 1 21 1' _space_group_name_Hall 'P 2yb' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 7.8562(11) _cell_length_b 12.7286(18) _cell_length_c 8.6574(12) _cell_angle_alpha 90 _cell_angle_beta 111.409(6) _cell_angle_gamma 90 _cell_volume 806.0(2) _cell_formula_units_Z 2 _cell_measurement_reflns_used 9887 _cell_measurement_theta_min 2.5270 _cell_measurement_theta_max 28.3410 _cell_measurement_temperature 130.(2) _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.170 _exptl_crystal_size_min 0.120 _exptl_crystal_density_diffrn 1.970 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 476 _exptl_absorpt_coefficient_mu 0.787 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.78 _exptl_absorpt_correction_T_max 0.91 _exptl_special_details ; ; _diffrn_ambient_temperature 130.(2) _diffrn_source ImuS _diffrn_source_type ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 14404 _diffrn_reflns_av_R_equivalents 0.0322 _diffrn_reflns_av_sigmaI/netI 0.0285 _diffrn_reflns_theta_min 2.53 _diffrn_reflns_theta_max 28.36 _diffrn_reflns_theta_full 28.36 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measured_fraction_theta_full 1.000 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _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^ > 2sigma(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. ; _reflns_number_total 4018 _reflns_number_gt 3936 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0209 _refine_ls_R_factor_gt 0.0203 _refine_ls_wR_factor_gt 0.0536 _refine_ls_wR_factor_ref 0.0539 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _refine_ls_number_reflns 4018 _refine_ls_number_parameters 228 _refine_ls_number_restraints 1 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0298P)^2^+0.1367P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.341 _refine_diff_density_min -0.295 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.03(4) 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' 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' F F 0.0171 0.0103 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection ? _computing_cell_refinement 'SAINT V7.66A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.66A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _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 P P1 0.78773(6) 0.14051(3) 0.36836(5) 0.01462(8) Uani d . 1 . . P P2 0.78181(5) 0.35215(3) 0.43175(5) 0.01272(8) Uani d . 1 . . P P3 1.10327(5) 0.24584(3) 0.55045(5) 0.01298(8) Uani d . 1 . . N N1 0.67823(17) 0.24699(12) 0.35962(18) 0.0174(3) Uani d . 1 . . N N2 0.99798(18) 0.35407(11) 0.49851(17) 0.0151(2) Uani d . 1 . . N N3 0.99893(19) 0.14060(11) 0.48181(18) 0.0170(3) Uani d . 1 . . O O1 0.77322(17) 0.10358(10) 0.19037(15) 0.0198(2) Uani d . 1 . . O O2 0.68829(17) 0.04796(9) 0.42015(14) 0.0195(2) Uani d . 1 . . O O3 0.71093(16) 0.39042(10) 0.57207(14) 0.0177(2) Uani d . 1 . . O O4 1.18764(16) 0.23759(10) 0.74704(14) 0.0188(2) Uani d . 1 . . Cl Cl1 0.69355(5) 0.46534(3) 0.26126(5) 0.02060(9) Uani d . 1 . . Cl Cl2 1.32669(5) 0.25274(3) 0.49203(6) 0.02292(9) Uani d . 1 . . F F1 1.21482(15) 0.23448(10) 1.06878(13) 0.0289(2) Uani d . 1 . . F F2 1.22559(15) 0.40584(10) 1.08663(13) 0.0292(2) Uani d . 1 . . F F3 0.87224(13) 0.24416(9) 0.83245(13) 0.0240(2) Uani d . 1 . . F F4 0.91975(17) 0.30402(9) 1.08111(13) 0.0293(3) Uani d . 1 . . F F5 0.66084(14) 0.40276(10) 0.86580(14) 0.0274(2) Uani d . 1 . . F F6 0.89936(16) 0.50418(8) 0.97410(13) 0.0280(2) Uani d . 1 . . C C1 0.6076(3) 0.11962(17) 0.0484(2) 0.0292(4) Uani d . 1 . . H H1A 0.5101 0.0755 0.0588 0.044 Uiso calc R 1 . . H H1B 0.6287 0.1006 -0.0529 0.044 Uiso calc R 1 . . H H1C 0.5715 0.1936 0.0428 0.044 Uiso calc R 1 . . C C2 0.7062(3) 0.03859(16) 0.5922(2) 0.0251(4) Uani d . 1 . . H H2A 0.835 0.0276 0.6617 0.038 Uiso calc R 1 . . H H2B 0.6337 -0.0213 0.6045 0.038 Uiso calc R 1 . . H H2C 0.662 0.1031 0.6269 0.038 Uiso calc R 1 . . C C3 1.2353(2) 0.33040(13) 0.8468(2) 0.0183(3) Uani d . 1 . . H H3A 1.187 0.3931 0.7769 0.022 Uiso calc R 1 . . H H3B 1.37 0.3369 0.8978 0.022 Uiso calc R 1 . . C C4 1.1547(2) 0.32384(13) 0.9815(2) 0.0196(3) Uani d . 1 . . C C5 0.9448(2) 0.32486(13) 0.9370(2) 0.0187(3) Uani d . 1 . . C C6 0.8301(2) 0.42493(13) 0.8648(2) 0.0185(3) Uani d . 1 . . C C7 0.8084(2) 0.46590(13) 0.69425(19) 0.0173(3) Uani d . 1 . . H H7A 0.7407 0.5332 0.6732 0.021 Uiso calc R 1 . . H H7B 0.9302 0.4786 0.6884 0.021 Uiso calc R 1 . . 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 P1 0.01401(18) 0.01201(17) 0.01697(19) -0.00051(14) 0.00462(15) -0.00107(15) P2 0.01174(17) 0.01191(17) 0.01418(18) 0.00136(14) 0.00434(14) 0.00038(15) P3 0.01101(16) 0.01290(16) 0.01510(19) 0.00080(14) 0.00483(14) -0.00031(14) N1 0.0119(6) 0.0147(6) 0.0238(7) 0.0004(5) 0.0045(5) -0.0016(6) N2 0.0130(6) 0.0135(6) 0.0183(6) -0.0001(5) 0.0052(5) 0.0004(5) N3 0.0131(6) 0.0135(6) 0.0228(7) 0.0004(5) 0.0046(5) -0.0011(5) O1 0.0217(6) 0.0202(6) 0.0157(6) 0.0019(4) 0.0046(5) -0.0023(5) O2 0.0203(6) 0.0162(5) 0.0203(6) -0.0052(4) 0.0054(5) -0.0002(5) O3 0.0153(5) 0.0223(6) 0.0166(6) -0.0022(4) 0.0069(5) -0.0024(4) O4 0.0246(6) 0.0154(5) 0.0156(5) 0.0020(4) 0.0062(5) -0.0005(4) Cl1 0.02231(19) 0.01902(18) 0.01769(18) 0.00353(15) 0.00400(15) 0.00585(15) Cl2 0.01628(17) 0.02441(19) 0.0327(2) 0.00150(16) 0.01447(17) 0.00067(17) F1 0.0332(6) 0.0299(6) 0.0213(5) 0.0092(5) 0.0074(5) 0.0105(5) F2 0.0292(6) 0.0329(6) 0.0218(5) -0.0071(5) 0.0049(5) -0.0141(5) F3 0.0244(5) 0.0160(4) 0.0305(6) -0.0043(4) 0.0088(4) -0.0041(4) F4 0.0365(7) 0.0353(6) 0.0219(5) 0.0023(5) 0.0178(5) 0.0091(4) F5 0.0223(5) 0.0384(6) 0.0279(6) 0.0030(5) 0.0167(5) 0.0041(5) F6 0.0398(7) 0.0221(5) 0.0224(5) 0.0013(5) 0.0118(5) -0.0080(4) C1 0.0247(10) 0.0363(10) 0.0207(9) -0.0004(8) 0.0014(8) -0.0052(7) C2 0.0292(9) 0.0239(9) 0.0254(9) -0.0041(7) 0.0137(8) 0.0015(7) C3 0.0170(8) 0.0178(8) 0.0185(7) -0.0015(6) 0.0047(6) -0.0025(6) C4 0.0231(8) 0.0186(8) 0.0139(7) -0.0005(7) 0.0030(6) -0.0017(6) C5 0.0256(9) 0.0167(7) 0.0165(7) -0.0024(6) 0.0108(7) 0.0000(6) C6 0.0219(8) 0.0170(7) 0.0194(8) 0.0002(6) 0.0110(7) -0.0015(6) C7 0.0203(7) 0.0158(7) 0.0173(7) -0.0002(6) 0.0085(6) -0.0013(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 P1 O2 . 1.5668(12) ? P1 O1 . 1.5748(13) ? P1 N3 . 1.5899(15) ? P1 N1 . 1.5922(15) ? P2 N1 . 1.5726(15) ? P2 N2 . 1.5819(14) ? P2 O3 . 1.5865(12) ? P2 Cl1 . 1.9969(6) ? P3 N3 . 1.5697(15) ? P3 N2 . 1.5851(14) ? P3 O4 . 1.5885(12) ? P3 Cl2 . 1.9981(6) ? O1 C1 . 1.441(2) ? O2 C2 . 1.449(2) ? O3 C7 . 1.427(2) ? O4 C3 . 1.430(2) ? F1 C4 . 1.352(2) ? F2 C4 . 1.363(2) ? F3 C5 . 1.350(2) ? F4 C5 . 1.3583(18) ? F5 C6 . 1.3626(19) ? F6 C6 . 1.354(2) ? C1 H1A . 0.98 ? C1 H1B . 0.98 ? C1 H1C . 0.98 ? C2 H2A . 0.98 ? C2 H2B . 0.98 ? C2 H2C . 0.98 ? C3 C4 . 1.518(2) ? C3 H3A . 0.99 ? C3 H3B . 0.99 ? C4 C5 . 1.551(2) ? C5 C6 . 1.553(2) ? C6 C7 . 1.516(2) ? C7 H7A . 0.99 ? C7 H7B . 0.99 ? 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_3 _geom_angle _geom_angle_publ_flag O2 P1 O1 . . 100.95(7) ? O2 P1 N3 . . 109.92(7) ? O1 P1 N3 . . 106.93(7) ? O2 P1 N1 . . 109.66(7) ? O1 P1 N1 . . 111.26(7) ? N3 P1 N1 . . 116.92(8) ? N1 P2 N2 . . 119.28(7) ? N1 P2 O3 . . 106.86(7) ? N2 P2 O3 . . 110.22(7) ? N1 P2 Cl1 . . 109.32(6) ? N2 P2 Cl1 . . 107.21(5) ? O3 P2 Cl1 . . 102.72(5) ? N3 P3 N2 . . 119.20(7) ? N3 P3 O4 . . 107.77(7) ? N2 P3 O4 . . 109.38(7) ? N3 P3 Cl2 . . 109.11(6) ? N2 P3 Cl2 . . 107.79(5) ? O4 P3 Cl2 . . 102.27(5) ? P2 N1 P1 . . 120.89(8) ? P2 N2 P3 . . 118.02(9) ? P3 N3 P1 . . 121.16(9) ? C1 O1 P1 . . 120.83(11) ? C2 O2 P1 . . 118.98(11) ? C7 O3 P2 . . 122.05(10) ? C3 O4 P3 . . 120.48(11) ? O1 C1 H1A . . 109.5 ? O1 C1 H1B . . 109.5 ? H1A C1 H1B . . 109.5 ? O1 C1 H1C . . 109.5 ? H1A C1 H1C . . 109.5 ? H1B C1 H1C . . 109.5 ? O2 C2 H2A . . 109.5 ? O2 C2 H2B . . 109.5 ? H2A C2 H2B . . 109.5 ? O2 C2 H2C . . 109.5 ? H2A C2 H2C . . 109.5 ? H2B C2 H2C . . 109.5 ? O4 C3 C4 . . 109.13(13) ? O4 C3 H3A . . 109.9 ? C4 C3 H3A . . 109.9 ? O4 C3 H3B . . 109.9 ? C4 C3 H3B . . 109.9 ? H3A C3 H3B . . 108.3 ? F1 C4 F2 . . 107.25(13) ? F1 C4 C3 . . 108.51(14) ? F2 C4 C3 . . 106.73(14) ? F1 C4 C5 . . 105.57(14) ? F2 C4 C5 . . 107.29(13) ? C3 C4 C5 . . 120.83(14) ? F3 C5 F4 . . 107.46(14) ? F3 C5 C4 . . 108.09(13) ? F4 C5 C4 . . 105.54(13) ? F3 C5 C6 . . 108.27(14) ? F4 C5 C6 . . 105.80(13) ? C4 C5 C6 . . 120.98(14) ? F6 C6 F5 . . 107.11(13) ? F6 C6 C7 . . 107.34(14) ? F5 C6 C7 . . 108.31(14) ? F6 C6 C5 . . 107.70(14) ? F5 C6 C5 . . 104.58(13) ? C7 C6 C5 . . 121.08(13) ? O3 C7 C6 . . 109.24(14) ? O3 C7 H7A . . 109.8 ? C6 C7 H7A . . 109.8 ? O3 C7 H7B . . 109.8 ? C6 C7 H7B . . 109.8 ? H7A C7 H7B . . 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag N2 P2 N1 P1 . . . . 5.73(14) ? O3 P2 N1 P1 . . . . -120.00(10) ? Cl1 P2 N1 P1 . . . . 129.51(9) ? O2 P1 N1 P2 . . . . 137.26(9) ? O1 P1 N1 P2 . . . . -111.92(10) ? N3 P1 N1 P2 . . . . 11.31(14) ? N1 P2 N2 P3 . . . . -21.57(12) ? O3 P2 N2 P3 . . . . 102.54(9) ? Cl1 P2 N2 P3 . . . . -146.38(7) ? N3 P3 N2 P2 . . . . 20.17(12) ? O4 P3 N2 P2 . . . . -104.39(9) ? Cl2 P3 N2 P2 . . . . 145.15(7) ? N2 P3 N3 P1 . . . . -2.90(14) ? O4 P3 N3 P1 . . . . 122.44(10) ? Cl2 P3 N3 P1 . . . . -127.24(9) ? O2 P1 N3 P3 . . . . -138.55(10) ? O1 P1 N3 P3 . . . . 112.69(10) ? N1 P1 N3 P3 . . . . -12.73(14) ? O2 P1 O1 C1 . . . . 80.71(14) ? N3 P1 O1 C1 . . . . -164.35(13) ? N1 P1 O1 C1 . . . . -35.58(15) ? O1 P1 O2 C2 . . . . 166.29(13) ? N3 P1 O2 C2 . . . . 53.61(14) ? N1 P1 O2 C2 . . . . -76.23(14) ? N1 P2 O3 C7 . . . . 162.43(12) ? N2 P2 O3 C7 . . . . 31.42(14) ? Cl1 P2 O3 C7 . . . . -82.55(12) ? N3 P3 O4 C3 . . . . -158.59(12) ? N2 P3 O4 C3 . . . . -27.60(13) ? Cl2 P3 O4 C3 . . . . 86.48(11) ? P3 O4 C3 C4 . . . . 130.82(12) ? O4 C3 C4 F1 . . . . 56.05(17) ? O4 C3 C4 F2 . . . . 171.34(12) ? O4 C3 C4 C5 . . . . -65.91(19) ? F1 C4 C5 F3 . . . . -65.98(15) ? F2 C4 C5 F3 . . . . 179.87(13) ? C3 C4 C5 F3 . . . . 57.4(2) ? F1 C4 C5 F4 . . . . 48.76(16) ? F2 C4 C5 F4 . . . . -65.40(17) ? C3 C4 C5 F4 . . . . 172.13(14) ? F1 C4 C5 C6 . . . . 168.53(13) ? F2 C4 C5 C6 . . . . 54.38(18) ? C3 C4 C5 C6 . . . . -68.1(2) ? F3 C5 C6 F6 . . . . 177.46(12) ? F4 C5 C6 F6 . . . . 62.51(16) ? C4 C5 C6 F6 . . . . -57.14(18) ? F3 C5 C6 F5 . . . . 63.75(16) ? F4 C5 C6 F5 . . . . -51.20(16) ? C4 C5 C6 F5 . . . . -170.84(13) ? F3 C5 C6 C7 . . . . -58.7(2) ? F4 C5 C6 C7 . . . . -173.60(14) ? C4 C5 C6 C7 . . . . 66.8(2) ? P2 O3 C7 C6 . . . . -130.47(12) ? F6 C6 C7 O3 . . . . -171.47(12) ? F5 C6 C7 O3 . . . . -56.14(17) ? C5 C6 C7 O3 . . . . 64.47(19) ? _iucr_refine_instructions_details ; TITL 12gyte167_112t066_02_4a_0m in P2(1) CELL 0.71073 7.8562 12.7286 8.6574 90.000 111.409 90.000 ZERR 2.00 0.0011 0.0018 0.0012 0.000 0.006 0.000 LATT -1 SYMM -X, 0.5+Y, -Z SFAC C H N O F P Cl UNIT 14 20 6 8 12 6 4 L.S. 10 ACTA HTAB BOND $H FMAP 2 PLAN 2 CONF SIZE 0.123 0.168 0.204 TEMP -143.160 WGHT 0.029800 0.136700 FVAR 0.22351 MOLE 1 P1 6 0.787731 0.140511 0.368361 11.00000 0.01401 0.01201 = 0.01697 -0.00107 0.00462 -0.00051 P2 6 0.781808 0.352154 0.431745 11.00000 0.01174 0.01191 = 0.01418 0.00038 0.00434 0.00136 P3 6 1.103273 0.245837 0.550455 11.00000 0.01101 0.01290 = 0.01510 -0.00031 0.00483 0.00080 N1 3 0.678226 0.246987 0.359622 11.00000 0.01194 0.01473 = 0.02385 -0.00159 0.00450 0.00039 N2 3 0.997983 0.354065 0.498508 11.00000 0.01300 0.01350 = 0.01833 0.00035 0.00518 -0.00014 N3 3 0.998927 0.140598 0.481806 11.00000 0.01309 0.01347 = 0.02280 -0.00106 0.00456 0.00035 O1 4 0.773216 0.103582 0.190375 11.00000 0.02174 0.02017 = 0.01568 -0.00233 0.00457 0.00194 O2 4 0.688294 0.047960 0.420153 11.00000 0.02034 0.01615 = 0.02033 -0.00021 0.00537 -0.00519 O3 4 0.710930 0.390418 0.572069 11.00000 0.01526 0.02225 = 0.01655 -0.00244 0.00691 -0.00219 O4 4 1.187643 0.237589 0.747041 11.00000 0.02461 0.01536 = 0.01558 -0.00053 0.00620 0.00195 CL1 7 0.693547 0.465340 0.261261 11.00000 0.02231 0.01902 = 0.01769 0.00585 0.00400 0.00353 CL2 7 1.326687 0.252743 0.492031 11.00000 0.01628 0.02441 = 0.03272 0.00067 0.01447 0.00150 F1 5 1.214820 0.234483 1.068782 11.00000 0.03321 0.02991 = 0.02135 0.01054 0.00737 0.00920 F2 5 1.225586 0.405843 1.086635 11.00000 0.02919 0.03293 = 0.02181 -0.01408 0.00490 -0.00714 F3 5 0.872245 0.244157 0.832446 11.00000 0.02438 0.01605 = 0.03054 -0.00412 0.00885 -0.00433 F4 5 0.919750 0.304021 1.081112 11.00000 0.03651 0.03533 = 0.02194 0.00908 0.01778 0.00232 F5 5 0.660839 0.402761 0.865797 11.00000 0.02232 0.03836 = 0.02789 0.00415 0.01667 0.00299 F6 5 0.899362 0.504182 0.974100 11.00000 0.03977 0.02210 = 0.02240 -0.00798 0.01179 0.00133 C1 1 0.607599 0.119617 0.048392 11.00000 0.02470 0.03628 = 0.02074 -0.00519 0.00140 -0.00045 AFIX 137 H1A 2 0.510073 0.075514 0.058755 11.00000 -1.50000 H1B 2 0.628652 0.100604 -0.052875 11.00000 -1.50000 H1C 2 0.571479 0.193633 0.042770 11.00000 -1.50000 AFIX 0 C2 1 0.706210 0.038591 0.592226 11.00000 0.02921 0.02391 = 0.02542 0.00154 0.01373 -0.00407 AFIX 137 H2A 2 0.834988 0.027612 0.661651 11.00000 -1.50000 H2B 2 0.633714 -0.021266 0.604513 11.00000 -1.50000 H2C 2 0.662042 0.103090 0.626876 11.00000 -1.50000 AFIX 0 C3 1 1.235279 0.330398 0.846805 11.00000 0.01701 0.01775 = 0.01853 -0.00247 0.00470 -0.00146 AFIX 23 H3A 2 1.186988 0.393129 0.776904 11.00000 -1.20000 H3B 2 1.369951 0.336902 0.897754 11.00000 -1.20000 AFIX 0 C4 1 1.154748 0.323837 0.981455 11.00000 0.02313 0.01861 = 0.01395 -0.00166 0.00305 -0.00054 C5 1 0.944785 0.324859 0.936993 11.00000 0.02564 0.01666 = 0.01647 -0.00002 0.01083 -0.00241 C6 1 0.830137 0.424927 0.864847 11.00000 0.02194 0.01698 = 0.01943 -0.00147 0.01100 0.00019 C7 1 0.808431 0.465900 0.694250 11.00000 0.02026 0.01579 = 0.01729 -0.00129 0.00855 -0.00015 AFIX 23 H7A 2 0.740714 0.533238 0.673163 11.00000 -1.20000 H7B 2 0.930237 0.478614 0.688366 11.00000 -1.20000 HKLF 4 REM 12gyte167_112t066_02_4a_0m in P2(1) REM R1 = 0.0203 for 3936 Fo > 4sig(Fo) and 0.0209 for all 4018 data REM 228 parameters refined using 1 restraints END WGHT 0.0298 0.1367 REM Highest difference peak 0.341, deepest hole -0.295, 1-sigma level 0.055 Q1 1 1.0462 0.3250 0.9499 11.00000 0.05 0.34 Q2 1 0.9035 0.3510 0.4604 11.00000 0.05 0.32 ; _database_code_depnum_ccdc_archive 'CCDC 926252' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_SB5a _chemical_name_systematic ? _chemical_name_common cyclophosphazene _chemical_formula_moiety ? _chemical_formula_sum 'C7 H10 Cl2 F6 N3 O4 P3' _chemical_formula_iupac ? _chemical_formula_weight 477.99 _chemical_melting_point ? _space_group_crystal_system triclinic _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.5257(8) _cell_length_b 8.4635(10) _cell_length_c 15.8000(19) _cell_angle_alpha 76.146(6) _cell_angle_beta 78.797(5) _cell_angle_gamma 89.580(5) _cell_volume 830.40(17) _cell_formula_units_Z 2 _cell_measurement_reflns_used 9880 _cell_measurement_theta_min 2.4807 _cell_measurement_theta_max 28.3362 _cell_measurement_temperature 120.(2) _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.500 _exptl_crystal_size_mid 0.170 _exptl_crystal_size_min 0.160 _exptl_crystal_density_diffrn 1.912 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 476 _exptl_absorpt_coefficient_mu 0.764 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.79 _exptl_absorpt_correction_T_max 0.89 _exptl_special_details ; ; _diffrn_ambient_temperature 120.(2) _diffrn_source ImuS _diffrn_source_type ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 30234 _diffrn_reflns_av_R_equivalents 0.0390 _diffrn_reflns_av_sigmaI/netI 0.0179 _diffrn_reflns_theta_min 1.35 _diffrn_reflns_theta_max 28.34 _diffrn_reflns_theta_full 28.34 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measured_fraction_theta_full 0.993 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _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^ > 2sigma(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. ; _reflns_number_total 4125 _reflns_number_gt 3918 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0368 _refine_ls_R_factor_gt 0.0350 _refine_ls_wR_factor_gt 0.0901 _refine_ls_wR_factor_ref 0.0918 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _refine_ls_number_reflns 4125 _refine_ls_number_parameters 228 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0363P)^2^+1.3778P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 1.547 _refine_diff_density_min -0.665 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' 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' F F 0.0171 0.0103 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection ? _computing_cell_refinement 'SAINT V7.66A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.66A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _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 P P1 0.39450(8) -0.17833(6) 0.35572(3) 0.01795(11) Uani d . 1 . . P P2 0.22462(8) 0.12091(6) 0.31982(3) 0.01589(11) Uani d . 1 . . P P3 0.32638(7) -0.04327(6) 0.18765(3) 0.01515(11) Uani d . 1 . . N N1 0.3170(3) -0.0187(2) 0.38553(11) 0.0215(3) Uani d . 1 . . N N2 0.2053(3) 0.09569(19) 0.22602(10) 0.0164(3) Uani d . 1 . . N N3 0.4123(3) -0.1839(2) 0.25589(11) 0.0210(3) Uani d . 1 . . O O1 0.6064(3) -0.2281(2) 0.38345(11) 0.0305(4) Uani d . 1 . . O O2 0.3581(3) 0.28243(17) 0.30849(9) 0.0232(3) Uani d . 1 . . O O3 0.5204(2) 0.03312(17) 0.11187(9) 0.0199(3) Uani d . 1 . . O O4 0.1889(3) -0.11514(19) 0.13220(10) 0.0270(3) Uani d . 1 . . Cl Cl1 0.19723(11) -0.36558(7) 0.43047(4) 0.03679(15) Uani d . 1 . . Cl Cl2 -0.05686(9) 0.16933(8) 0.38167(4) 0.03448(14) Uani d . 1 . . F F1 0.6974(2) 0.48768(16) 0.25282(9) 0.0313(3) Uani d . 1 . . F F2 0.6114(2) 0.59366(15) 0.12443(9) 0.0298(3) Uani d . 1 . . F F3 0.7261(2) 0.18834(14) 0.21193(8) 0.0237(3) Uani d . 1 . . F F4 0.9399(2) 0.39240(18) 0.13373(10) 0.0343(3) Uani d . 1 . . F F5 0.8832(2) 0.20725(18) 0.03728(9) 0.0328(3) Uani d . 1 . . F F6 0.7237(2) 0.43275(17) -0.00164(9) 0.0316(3) Uani d . 1 . . C C1 0.6328(5) -0.2312(4) 0.47345(19) 0.0437(7) Uani d . 1 . . H H1A 0.6012 -0.1247 0.4859 0.066 Uiso calc R 1 . . H H1B 0.7774 -0.256 0.4787 0.066 Uiso calc R 1 . . H H1C 0.5375 -0.3151 0.5162 0.066 Uiso calc R 1 . . C C2 0.3737(3) 0.4134(2) 0.23084(14) 0.0217(4) Uani d . 1 . . H H2A 0.3061 0.51 0.2471 0.026 Uiso calc R 1 . . H H2B 0.3013 0.3812 0.1876 0.026 Uiso calc R 1 . . C C3 0.6021(3) 0.4544(2) 0.18953(14) 0.0228(4) Uani d . 1 . . C C4 0.7409(3) 0.3304(2) 0.14952(14) 0.0223(4) Uani d . 1 . . C C5 0.7128(3) 0.2903(3) 0.06120(13) 0.0223(4) Uani d . 1 . . C C6 0.5191(3) 0.1948(2) 0.05796(12) 0.0194(4) Uani d . 1 . . H H6A 0.3917 0.2486 0.0803 0.023 Uiso calc R 1 . . H H6B 0.5184 0.1911 -0.0041 0.023 Uiso calc R 1 . . C C7 -0.0127(4) -0.1809(3) 0.17380(18) 0.0382(6) Uani d . 1 . . H H7A -0.0028 -0.2775 0.2213 0.057 Uiso calc R 1 . . H H7B -0.082 -0.2114 0.13 0.057 Uiso calc R 1 . . H H7C -0.094 -0.0995 0.1992 0.057 Uiso calc R 1 . . 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 P1 0.0229(2) 0.0147(2) 0.0150(2) 0.00382(17) -0.00284(18) -0.00207(17) P2 0.0191(2) 0.0155(2) 0.0133(2) 0.00354(17) -0.00268(17) -0.00458(16) P3 0.0180(2) 0.0138(2) 0.0140(2) -0.00117(16) -0.00219(17) -0.00474(16) N1 0.0326(9) 0.0188(8) 0.0145(7) 0.0067(7) -0.0068(7) -0.0049(6) N2 0.0185(7) 0.0161(7) 0.0151(7) 0.0019(6) -0.0038(6) -0.0045(6) N3 0.0307(9) 0.0152(7) 0.0168(7) 0.0048(6) -0.0029(6) -0.0049(6) O1 0.0313(8) 0.0363(9) 0.0297(8) 0.0154(7) -0.0132(7) -0.0135(7) O2 0.0353(8) 0.0176(6) 0.0184(7) -0.0028(6) -0.0101(6) -0.0040(5) O3 0.0215(7) 0.0176(6) 0.0180(6) 0.0005(5) 0.0007(5) -0.0028(5) O4 0.0358(8) 0.0304(8) 0.0218(7) 0.0067(6) -0.0103(6) -0.0161(6) Cl1 0.0474(3) 0.0224(3) 0.0301(3) -0.0057(2) 0.0084(2) 0.0013(2) Cl2 0.0286(3) 0.0493(3) 0.0269(3) 0.0119(2) -0.0016(2) -0.0154(2) F1 0.0398(8) 0.0255(6) 0.0348(7) -0.0055(5) -0.0216(6) -0.0078(5) F2 0.0386(7) 0.0156(6) 0.0324(7) -0.0048(5) -0.0122(6) 0.0036(5) F3 0.0275(6) 0.0196(6) 0.0241(6) 0.0026(5) -0.0112(5) -0.0004(5) F4 0.0192(6) 0.0361(7) 0.0462(8) -0.0086(5) -0.0100(6) -0.0044(6) F5 0.0197(6) 0.0428(8) 0.0331(7) 0.0019(5) 0.0027(5) -0.0101(6) F6 0.0351(7) 0.0284(7) 0.0228(6) -0.0105(5) -0.0025(5) 0.0081(5) C1 0.0526(16) 0.0532(16) 0.0386(14) 0.0267(13) -0.0293(13) -0.0213(12) C2 0.0294(10) 0.0138(8) 0.0231(9) 0.0018(7) -0.0092(8) -0.0038(7) C3 0.0305(10) 0.0147(8) 0.0249(10) -0.0039(7) -0.0143(8) -0.0013(7) C4 0.0181(9) 0.0204(9) 0.0267(10) -0.0042(7) -0.0080(7) 0.0004(8) C5 0.0196(9) 0.0231(9) 0.0195(9) -0.0015(7) 0.0000(7) 0.0009(7) C6 0.0214(9) 0.0198(9) 0.0154(8) -0.0006(7) -0.0035(7) -0.0014(7) C7 0.0444(14) 0.0360(13) 0.0384(13) -0.0045(11) -0.0092(11) -0.0163(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 P1 O1 . 1.5558(16) ? P1 N3 . 1.5708(17) ? P1 N1 . 1.5828(17) ? P1 Cl1 . 2.0264(8) ? P2 N1 . 1.5755(17) ? P2 N2 . 1.5756(16) ? P2 O2 . 1.5809(15) ? P2 Cl2 . 1.9951(7) ? P3 N3 . 1.5823(17) ? P3 O3 . 1.5833(14) ? P3 O4 . 1.5846(16) ? P3 N2 . 1.5865(16) ? O1 C1 . 1.459(3) ? O2 C2 . 1.430(2) ? O3 C6 . 1.429(2) ? O4 C7 . 1.404(3) ? F1 C3 . 1.358(2) ? F2 C3 . 1.359(2) ? F3 C4 . 1.351(2) ? F4 C4 . 1.358(2) ? F5 C5 . 1.351(2) ? F6 C5 . 1.358(2) ? C1 H1A . 0.98 ? C1 H1B . 0.98 ? C1 H1C . 0.98 ? C2 C3 . 1.513(3) ? C2 H2A . 0.99 ? C2 H2B . 0.99 ? C3 C4 . 1.550(3) ? C4 C5 . 1.557(3) ? C5 C6 . 1.522(3) ? C6 H6A . 0.99 ? C6 H6B . 0.99 ? C7 H7A . 0.98 ? C7 H7B . 0.98 ? C7 H7C . 0.98 ? 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_3 _geom_angle _geom_angle_publ_flag O1 P1 N3 . . 108.40(9) ? O1 P1 N1 . . 110.67(9) ? N3 P1 N1 . . 119.21(9) ? O1 P1 Cl1 . . 102.54(7) ? N3 P1 Cl1 . . 107.04(7) ? N1 P1 Cl1 . . 107.62(7) ? N1 P2 N2 . . 118.78(9) ? N1 P2 O2 . . 107.10(9) ? N2 P2 O2 . . 110.24(8) ? N1 P2 Cl2 . . 108.36(7) ? N2 P2 Cl2 . . 108.39(7) ? O2 P2 Cl2 . . 102.81(7) ? N3 P3 O3 . . 106.61(9) ? N3 P3 O4 . . 111.27(9) ? O3 P3 O4 . . 100.52(8) ? N3 P3 N2 . . 117.16(9) ? O3 P3 N2 . . 110.25(8) ? O4 P3 N2 . . 109.71(9) ? P2 N1 P1 . . 119.98(11) ? P2 N2 P3 . . 120.94(10) ? P1 N3 P3 . . 121.30(10) ? C1 O1 P1 . . 119.62(16) ? C2 O2 P2 . . 121.19(12) ? C6 O3 P3 . . 121.27(12) ? C7 O4 P3 . . 119.11(15) ? O1 C1 H1A . . 109.5 ? O1 C1 H1B . . 109.5 ? H1A C1 H1B . . 109.5 ? O1 C1 H1C . . 109.5 ? H1A C1 H1C . . 109.5 ? H1B C1 H1C . . 109.5 ? O2 C2 C3 . . 109.05(16) ? O2 C2 H2A . . 109.9 ? C3 C2 H2A . . 109.9 ? O2 C2 H2B . . 109.9 ? C3 C2 H2B . . 109.9 ? H2A C2 H2B . . 108.3 ? F1 C3 F2 . . 107.45(15) ? F1 C3 C2 . . 107.75(18) ? F2 C3 C2 . . 107.24(17) ? F1 C3 C4 . . 105.46(16) ? F2 C3 C4 . . 107.48(17) ? C2 C3 C4 . . 120.84(16) ? F3 C4 F4 . . 107.95(16) ? F3 C4 C3 . . 108.48(17) ? F4 C4 C3 . . 105.32(16) ? F3 C4 C5 . . 107.60(16) ? F4 C4 C5 . . 105.63(17) ? C3 C4 C5 . . 121.21(17) ? F5 C5 F6 . . 107.29(16) ? F5 C5 C6 . . 108.57(17) ? F6 C5 C6 . . 107.01(16) ? F5 C5 C4 . . 104.82(17) ? F6 C5 C4 . . 108.06(17) ? C6 C5 C4 . . 120.46(16) ? O3 C6 C5 . . 108.97(16) ? O3 C6 H6A . . 109.9 ? C5 C6 H6A . . 109.9 ? O3 C6 H6B . . 109.9 ? C5 C6 H6B . . 109.9 ? H6A C6 H6B . . 108.3 ? O4 C7 H7A . . 109.5 ? O4 C7 H7B . . 109.5 ? H7A C7 H7B . . 109.5 ? O4 C7 H7C . . 109.5 ? H7A C7 H7C . . 109.5 ? H7B C7 H7C . . 109.5 ? 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 N2 P2 N1 P1 . . . . 1.81(18) ? O2 P2 N1 P1 . . . . -123.77(13) ? Cl2 P2 N1 P1 . . . . 125.96(11) ? O1 P1 N1 P2 . . . . 136.53(13) ? N3 P1 N1 P2 . . . . 9.83(18) ? Cl1 P1 N1 P2 . . . . -112.16(12) ? N1 P2 N2 P3 . . . . -15.49(16) ? O2 P2 N2 P3 . . . . 108.56(12) ? Cl2 P2 N2 P3 . . . . -139.63(9) ? N3 P3 N2 P2 . . . . 16.90(16) ? O3 P3 N2 P2 . . . . -105.21(12) ? O4 P3 N2 P2 . . . . 144.98(11) ? O1 P1 N3 P3 . . . . -136.00(13) ? N1 P1 N3 P3 . . . . -8.24(18) ? Cl1 P1 N3 P3 . . . . 114.05(11) ? O3 P3 N3 P1 . . . . 119.10(13) ? O4 P3 N3 P1 . . . . -132.21(12) ? N2 P3 N3 P1 . . . . -4.88(17) ? N3 P1 O1 C1 . . . . 179.32(19) ? N1 P1 O1 C1 . . . . 46.8(2) ? Cl1 P1 O1 C1 . . . . -67.7(2) ? N1 P2 O2 C2 . . . . 155.40(15) ? N2 P2 O2 C2 . . . . 24.84(18) ? Cl2 P2 O2 C2 . . . . -90.54(15) ? N3 P3 O3 C6 . . . . -157.33(14) ? O4 P3 O3 C6 . . . . 86.55(15) ? N2 P3 O3 C6 . . . . -29.18(16) ? N3 P3 O4 C7 . . . . 73.98(19) ? O3 P3 O4 C7 . . . . -173.43(17) ? N2 P3 O4 C7 . . . . -57.30(19) ? P2 O2 C2 C3 . . . . -125.10(16) ? O2 C2 C3 F1 . . . . -55.7(2) ? O2 C2 C3 F2 . . . . -171.10(15) ? O2 C2 C3 C4 . . . . 65.4(2) ? F1 C3 C4 F3 . . . . 68.45(19) ? F2 C3 C4 F3 . . . . -177.14(15) ? C2 C3 C4 F3 . . . . -53.8(2) ? F1 C3 C4 F4 . . . . -46.9(2) ? F2 C3 C4 F4 . . . . 67.49(19) ? C2 C3 C4 F4 . . . . -169.16(17) ? F1 C3 C4 C5 . . . . -166.43(16) ? F2 C3 C4 C5 . . . . -52.0(2) ? C2 C3 C4 C5 . . . . 71.3(2) ? F3 C4 C5 F5 . . . . -66.90(19) ? F4 C4 C5 F5 . . . . 48.2(2) ? C3 C4 C5 F5 . . . . 167.58(17) ? F3 C4 C5 F6 . . . . 178.92(15) ? F4 C4 C5 F6 . . . . -66.0(2) ? C3 C4 C5 F6 . . . . 53.4(2) ? F3 C4 C5 C6 . . . . 55.6(2) ? F4 C4 C5 C6 . . . . 170.75(17) ? C3 C4 C5 C6 . . . . -69.9(2) ? P3 O3 C6 C5 . . . . 126.71(15) ? F5 C5 C6 O3 . . . . 54.6(2) ? F6 C5 C6 O3 . . . . 170.14(15) ? C4 C5 C6 O3 . . . . -66.1(2) ? _iucr_refine_instructions_details ; TITL 12gyte107_T066_02_3_0m in P-1 CELL 0.71073 6.5257 8.4635 15.8000 76.146 78.797 89.580 ZERR 2.00 0.0008 0.0010 0.0019 0.006 0.005 0.005 LATT 1 SFAC C H N O F P Cl UNIT 14 20 6 8 12 6 4 L.S. 10 OMIT 0 -3 4 ACTA HTAB BOND $H FMAP 2 PLAN 2 SIZE 0.159 0.171 0.498 CONF TEMP -153.150 WGHT 0.036300 1.377800 FVAR 0.22755 P1 6 0.394505 -0.178331 0.355717 11.00000 0.02295 0.01472 = 0.01497 -0.00207 -0.00284 0.00382 P2 6 0.224625 0.120913 0.319824 11.00000 0.01914 0.01547 = 0.01335 -0.00458 -0.00268 0.00354 P3 6 0.326381 -0.043274 0.187653 11.00000 0.01796 0.01378 = 0.01402 -0.00474 -0.00219 -0.00117 N1 3 0.316989 -0.018690 0.385526 11.00000 0.03256 0.01878 = 0.01455 -0.00486 -0.00683 0.00668 N2 3 0.205273 0.095687 0.226025 11.00000 0.01848 0.01605 = 0.01514 -0.00445 -0.00377 0.00191 N3 3 0.412303 -0.183871 0.255894 11.00000 0.03065 0.01520 = 0.01682 -0.00494 -0.00293 0.00482 O1 4 0.606423 -0.228119 0.383455 11.00000 0.03127 0.03627 = 0.02968 -0.01353 -0.01322 0.01539 O2 4 0.358110 0.282433 0.308495 11.00000 0.03532 0.01761 = 0.01843 -0.00398 -0.01007 -0.00282 O3 4 0.520401 0.033119 0.111872 11.00000 0.02148 0.01763 = 0.01796 -0.00279 0.00068 0.00053 O4 4 0.188901 -0.115139 0.132201 11.00000 0.03584 0.03044 = 0.02177 -0.01611 -0.01031 0.00672 CL1 7 0.197233 -0.365575 0.430469 11.00000 0.04738 0.02237 = 0.03005 0.00131 0.00840 -0.00572 CL2 7 -0.056863 0.169327 0.381671 11.00000 0.02864 0.04933 = 0.02686 -0.01539 -0.00155 0.01194 F1 5 0.697392 0.487682 0.252815 11.00000 0.03982 0.02547 = 0.03476 -0.00780 -0.02161 -0.00551 F2 5 0.611430 0.593655 0.124434 11.00000 0.03860 0.01564 = 0.03240 0.00362 -0.01216 -0.00477 F3 5 0.726114 0.188335 0.211928 11.00000 0.02747 0.01960 = 0.02405 -0.00037 -0.01125 0.00255 F4 5 0.939851 0.392403 0.133728 11.00000 0.01917 0.03615 = 0.04616 -0.00435 -0.01004 -0.00856 F5 5 0.883228 0.207255 0.037278 11.00000 0.01965 0.04275 = 0.03306 -0.01012 0.00269 0.00187 F6 5 0.723727 0.432752 -0.001642 11.00000 0.03511 0.02838 = 0.02276 0.00807 -0.00246 -0.01050 C1 1 0.632815 -0.231232 0.473448 11.00000 0.05262 0.05323 = 0.03860 -0.02132 -0.02928 0.02675 AFIX 137 H1A 2 0.601248 -0.124697 0.485881 11.00000 -1.50000 H1B 2 0.777414 -0.256031 0.478683 11.00000 -1.50000 H1C 2 0.537509 -0.315061 0.516219 11.00000 -1.50000 AFIX 0 C2 1 0.373680 0.413391 0.230843 11.00000 0.02944 0.01379 = 0.02305 -0.00382 -0.00916 0.00177 AFIX 23 H2A 2 0.306104 0.509987 0.247101 11.00000 -1.20000 H2B 2 0.301305 0.381160 0.187628 11.00000 -1.20000 AFIX 0 C3 1 0.602095 0.454446 0.189526 11.00000 0.03054 0.01473 = 0.02493 -0.00132 -0.01431 -0.00389 C4 1 0.740919 0.330397 0.149525 11.00000 0.01812 0.02037 = 0.02675 0.00040 -0.00799 -0.00425 C5 1 0.712845 0.290296 0.061202 11.00000 0.01963 0.02310 = 0.01954 0.00094 0.00003 -0.00154 C6 1 0.519072 0.194753 0.057962 11.00000 0.02141 0.01981 = 0.01536 -0.00139 -0.00349 -0.00065 AFIX 23 H6A 2 0.391743 0.248597 0.080291 11.00000 -1.20000 H6B 2 0.518378 0.191143 -0.004149 11.00000 -1.20000 AFIX 0 C7 1 -0.012671 -0.180857 0.173797 11.00000 0.04442 0.03596 = 0.03839 -0.01634 -0.00921 -0.00453 AFIX 137 H7A 2 -0.002779 -0.277510 0.221285 11.00000 -1.50000 H7B 2 -0.081972 -0.211416 0.129959 11.00000 -1.50000 H7C 2 -0.093956 -0.099515 0.199182 11.00000 -1.50000 HKLF 4 REM 12gyte107_T066_02_3_0m in P-1 REM R1 = 0.0350 for 3918 Fo > 4sig(Fo) and 0.0368 for all 4125 data REM 228 parameters refined using 0 restraints END WGHT 0.0363 1.3778 REM Highest difference peak 1.547, deepest hole -0.665, 1-sigma level 0.076 Q1 1 0.0989 -0.1630 0.1541 11.00000 0.05 1.55 Q2 1 0.0597 0.2107 0.3581 11.00000 0.05 0.92 ; _database_code_depnum_ccdc_archive 'CCDC 926253' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_SB6a _chemical_name_systematic ? _chemical_name_common fosfazen _chemical_formula_moiety ? _chemical_formula_sum 'C7 H10 Cl2 F6 N3 O4 P3' _chemical_formula_iupac ? _chemical_formula_weight 477.99 _chemical_melting_point ? _space_group_crystal_system orthorhombic _space_group_name_H-M_alt 'P b c a' _space_group_name_Hall '-P 2ac 2ab' loop_ _space_group_symop_operation_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' _cell_length_a 14.6768(14) _cell_length_b 13.2608(14) _cell_length_c 17.1259(18) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3333.1(6) _cell_formula_units_Z 8 _cell_measurement_reflns_used 9844 _cell_measurement_theta_min 2.3872 _cell_measurement_theta_max 28.1031 _cell_measurement_temperature 130.(2) _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.360 _exptl_crystal_size_mid 0.220 _exptl_crystal_size_min 0.140 _exptl_crystal_density_diffrn 1.905 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1904 _exptl_absorpt_coefficient_mu 0.761 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.57 _exptl_absorpt_correction_T_max 0.90 _exptl_special_details ; ; _diffrn_ambient_temperature 130.(2) _diffrn_source ImuS _diffrn_source_type ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 44234 _diffrn_reflns_av_R_equivalents 0.0728 _diffrn_reflns_av_sigmaI/netI 0.0362 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 28.39 _diffrn_reflns_theta_full 28.39 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measured_fraction_theta_full 0.995 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _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^ > 2sigma(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. ; _reflns_number_total 4159 _reflns_number_gt 3553 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0574 _refine_ls_R_factor_gt 0.0484 _refine_ls_wR_factor_gt 0.1295 _refine_ls_wR_factor_ref 0.1383 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _refine_ls_number_reflns 4159 _refine_ls_number_parameters 228 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0657P)^2^+8.0110P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.890 _refine_diff_density_min -1.273 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' 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' F F 0.0171 0.0103 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection ? _computing_cell_refinement 'SAINT V7.66A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.66A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _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 P P1 0.38511(4) 0.38060(5) 0.14554(4) 0.01862(16) Uani d . 1 . . P P2 0.21466(4) 0.30136(5) 0.16270(4) 0.01976(17) Uani d . 1 . . P P3 0.36128(5) 0.17534(5) 0.15556(4) 0.01917(17) Uani d . 1 . . N N1 0.27788(16) 0.39584(18) 0.15072(14) 0.0217(5) Uani d . 1 . . N N2 0.25423(15) 0.19277(18) 0.14687(14) 0.0202(5) Uani d . 1 . . N N3 0.42434(15) 0.27010(18) 0.14228(15) 0.0222(5) Uani d . 1 . . O O1 0.42757(13) 0.44010(15) 0.07612(12) 0.0234(4) Uani d . 1 . . O O2 0.17574(15) 0.30822(15) 0.24913(13) 0.0271(5) Uani d . 1 . . O O3 0.38434(13) 0.13265(16) 0.23978(13) 0.0257(4) Uani d . 1 . . O O4 0.39332(15) 0.08232(17) 0.09997(19) 0.0373(6) Uani d . 1 . . Cl Cl1 0.43861(5) 0.45099(6) 0.24061(4) 0.03059(18) Uani d . 1 . . Cl Cl2 0.10369(6) 0.31511(7) 0.09775(6) 0.0394(2) Uani d . 1 . . F F1 0.14761(15) 0.30049(15) 0.40633(12) 0.0386(5) Uani d . 1 . . F F2 0.11826(13) 0.13864(15) 0.40216(11) 0.0346(4) Uani d . 1 . . F F3 0.31893(13) 0.26811(15) 0.35383(12) 0.0373(5) Uani d . 1 . . F F4 0.27820(16) 0.1992(2) 0.46417(12) 0.0488(6) Uani d . 1 . . F F5 0.39679(15) 0.0919(2) 0.39646(12) 0.0473(6) Uani d . 1 . . F F6 0.26464(15) 0.01652(16) 0.39602(12) 0.0437(5) Uani d . 1 . . C C1 0.4011(2) 0.5441(2) 0.0613(2) 0.0307(7) Uani d . 1 . . H H1A 0.3346 0.5483 0.0572 0.046 Uiso calc R 1 . . H H1B 0.4287 0.5671 0.0124 0.046 Uiso calc R 1 . . H H1C 0.422 0.5869 0.1044 0.046 Uiso calc R 1 . . C C2 0.13353(18) 0.2227(2) 0.28484(18) 0.0240(6) Uani d . 1 . . H H2A 0.1489 0.1608 0.2553 0.029 Uiso calc R 1 . . H H2B 0.0665 0.2309 0.2844 0.029 Uiso calc R 1 . . C C3 0.1673(2) 0.2137(2) 0.36809(19) 0.0276(6) Uani d . 1 . . C C4 0.2694(2) 0.1928(3) 0.38526(19) 0.0310(7) Uani d . 1 . . C C5 0.3134(2) 0.0912(3) 0.36211(19) 0.0308(6) Uani d . 1 . . C C6 0.3253(2) 0.0614(2) 0.27689(18) 0.0258(6) Uani d . 1 . . H H6A 0.3518 -0.0071 0.2734 0.031 Uiso calc R 1 . . H H6B 0.2653 0.0608 0.2504 0.031 Uiso calc R 1 . . C C7 0.3839(3) 0.0870(3) 0.0305(4) 0.0715(18) Uani d . 1 . . H H7A 0.32 0.1014 0.0182 0.107 Uiso calc R 1 . . H H7B 0.4015 0.0225 0.007 0.107 Uiso calc R 1 . . H H7C 0.4226 0.1408 0.0096 0.107 Uiso calc R 1 . . 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 P1 0.0143(3) 0.0194(3) 0.0221(3) 0.0001(2) 0.0026(2) -0.0002(3) P2 0.0129(3) 0.0230(3) 0.0234(3) 0.0003(2) -0.0001(2) 0.0005(3) P3 0.0161(3) 0.0195(3) 0.0219(3) 0.0008(2) 0.0016(2) -0.0036(2) N1 0.0159(10) 0.0214(11) 0.0278(12) 0.0033(9) 0.0041(8) 0.0031(9) N2 0.0156(10) 0.0230(11) 0.0221(11) -0.0012(8) -0.0016(8) -0.0028(9) N3 0.0141(10) 0.0214(11) 0.0311(12) 0.0014(8) 0.0016(9) -0.0001(10) O1 0.0212(9) 0.0225(10) 0.0264(10) 0.0021(8) 0.0082(8) 0.0025(8) O2 0.0308(11) 0.0207(9) 0.0296(11) -0.0022(8) 0.0138(9) -0.0006(8) O3 0.0194(9) 0.0284(10) 0.0292(11) 0.0004(8) -0.0013(8) 0.0051(8) O4 0.0215(11) 0.0172(10) 0.0731(19) 0.0030(8) 0.0093(11) -0.0001(12) Cl1 0.0311(4) 0.0318(4) 0.0289(4) -0.0052(3) -0.0037(3) -0.0061(3) Cl2 0.0293(4) 0.0429(5) 0.0458(5) 0.0038(3) -0.0081(3) 0.0059(4) F1 0.0456(11) 0.0356(10) 0.0346(11) 0.0035(9) 0.0124(9) -0.0120(8) F2 0.0345(10) 0.0373(10) 0.0319(10) -0.0045(8) 0.0099(8) 0.0076(8) F3 0.0298(9) 0.0340(10) 0.0480(12) -0.0090(8) 0.0034(8) -0.0093(9) F4 0.0501(13) 0.0724(16) 0.0240(10) 0.0000(11) -0.0061(9) -0.0139(10) F5 0.0350(11) 0.0709(15) 0.0358(11) 0.0120(10) -0.0135(9) 0.0039(11) F6 0.0516(13) 0.0389(11) 0.0406(11) 0.0045(10) 0.0091(9) 0.0181(9) C1 0.0298(15) 0.0269(15) 0.0353(16) 0.0074(12) 0.0111(12) 0.0092(13) C2 0.0201(12) 0.0230(13) 0.0290(14) -0.0026(10) 0.0068(10) 0.0021(11) C3 0.0283(14) 0.0269(14) 0.0277(15) -0.0023(12) 0.0098(12) -0.0021(12) C4 0.0339(16) 0.0356(16) 0.0236(14) -0.0042(13) -0.0012(12) -0.0050(12) C5 0.0267(14) 0.0369(17) 0.0287(15) 0.0019(12) -0.0043(12) 0.0056(13) C6 0.0250(13) 0.0227(13) 0.0296(15) 0.0023(11) 0.0006(11) 0.0033(11) C7 0.035(2) 0.037(2) 0.143(6) 0.0120(17) -0.010(3) -0.031(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 P1 O1 . 1.557(2) ? P1 N3 . 1.575(2) ? P1 N1 . 1.589(2) ? P1 Cl1 . 2.0344(10) ? P2 N1 . 1.572(2) ? P2 N2 . 1.576(2) ? P2 O2 . 1.589(2) ? P2 Cl2 . 1.9806(11) ? P3 N3 . 1.577(2) ? P3 O3 . 1.586(2) ? P3 N2 . 1.595(2) ? P3 O4 . 1.627(3) ? O1 C1 . 1.455(3) ? O2 C2 . 1.430(3) ? O3 C6 . 1.431(3) ? O4 C7 . 1.199(7) ? F1 C3 . 1.356(3) ? F2 C3 . 1.359(3) ? F3 C4 . 1.347(4) ? F4 C4 . 1.360(4) ? F5 C5 . 1.357(4) ? F6 C5 . 1.353(4) ? C1 H1A . 0.98 ? C1 H1B . 0.98 ? C1 H1C . 0.98 ? C2 C3 . 1.514(4) ? C2 H2A . 0.99 ? C2 H2B . 0.99 ? C3 C4 . 1.553(4) ? C4 C5 . 1.546(5) ? C5 C6 . 1.522(4) ? C6 H6A . 0.99 ? C6 H6B . 0.99 ? C7 H7A . 0.98 ? C7 H7B . 0.98 ? C7 H7C . 0.98 ? 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_3 _geom_angle _geom_angle_publ_flag O1 P1 N3 . . 107.33(12) ? O1 P1 N1 . . 112.00(12) ? N3 P1 N1 . . 118.83(12) ? O1 P1 Cl1 . . 102.95(9) ? N3 P1 Cl1 . . 108.31(10) ? N1 P1 Cl1 . . 106.22(10) ? N1 P2 N2 . . 119.21(12) ? N1 P2 O2 . . 106.73(12) ? N2 P2 O2 . . 110.18(12) ? N1 P2 Cl2 . . 109.79(10) ? N2 P2 Cl2 . . 106.89(9) ? O2 P2 Cl2 . . 102.84(9) ? N3 P3 O3 . . 106.87(12) ? N3 P3 N2 . . 116.68(13) ? O3 P3 N2 . . 110.29(12) ? N3 P3 O4 . . 110.48(12) ? O3 P3 O4 . . 101.53(14) ? N2 P3 O4 . . 109.87(13) ? P2 N1 P1 . . 119.36(15) ? P2 N2 P3 . . 118.64(14) ? P1 N3 P3 . . 121.43(14) ? C1 O1 P1 . . 120.42(18) ? C2 O2 P2 . . 120.57(18) ? C6 O3 P3 . . 120.68(18) ? C7 O4 P3 . . 120.5(3) ? O1 C1 H1A . . 109.5 ? O1 C1 H1B . . 109.5 ? H1A C1 H1B . . 109.5 ? O1 C1 H1C . . 109.5 ? H1A C1 H1C . . 109.5 ? H1B C1 H1C . . 109.5 ? O2 C2 C3 . . 108.9(2) ? O2 C2 H2A . . 109.9 ? C3 C2 H2A . . 109.9 ? O2 C2 H2B . . 109.9 ? C3 C2 H2B . . 109.9 ? H2A C2 H2B . . 108.3 ? F1 C3 F2 . . 107.6(2) ? F1 C3 C2 . . 108.6(3) ? F2 C3 C2 . . 106.8(2) ? F1 C3 C4 . . 105.4(3) ? F2 C3 C4 . . 107.4(3) ? C2 C3 C4 . . 120.5(2) ? F3 C4 F4 . . 107.5(3) ? F3 C4 C5 . . 108.6(3) ? F4 C4 C5 . . 105.6(3) ? F3 C4 C3 . . 108.3(3) ? F4 C4 C3 . . 105.6(3) ? C5 C4 C3 . . 120.6(3) ? F6 C5 F5 . . 107.2(3) ? F6 C5 C6 . . 106.4(3) ? F5 C5 C6 . . 108.3(3) ? F6 C5 C4 . . 107.9(3) ? F5 C5 C4 . . 105.0(3) ? C6 C5 C4 . . 121.3(3) ? O3 C6 C5 . . 108.9(2) ? O3 C6 H6A . . 109.9 ? C5 C6 H6A . . 109.9 ? O3 C6 H6B . . 109.9 ? C5 C6 H6B . . 109.9 ? H6A C6 H6B . . 108.3 ? O4 C7 H7A . . 109.5 ? O4 C7 H7B . . 109.5 ? H7A C7 H7B . . 109.5 ? O4 C7 H7C . . 109.5 ? H7A C7 H7C . . 109.5 ? H7B C7 H7C . . 109.5 ? 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 N2 P2 N1 P1 . . . . -16.3(2) ? O2 P2 N1 P1 . . . . 109.17(17) ? Cl2 P2 N1 P1 . . . . -140.05(14) ? O1 P1 N1 P2 . . . . 133.46(16) ? N3 P1 N1 P2 . . . . 7.4(2) ? Cl1 P1 N1 P2 . . . . -114.87(15) ? N1 P2 N2 P3 . . . . 26.2(2) ? O2 P2 N2 P3 . . . . -97.68(17) ? Cl2 P2 N2 P3 . . . . 151.28(13) ? N3 P3 N2 P2 . . . . -26.4(2) ? O3 P3 N2 P2 . . . . 95.72(17) ? O4 P3 N2 P2 . . . . -153.17(16) ? O1 P1 N3 P3 . . . . -136.76(17) ? N1 P1 N3 P3 . . . . -8.5(2) ? Cl1 P1 N3 P3 . . . . 112.72(16) ? O3 P3 N3 P1 . . . . -106.09(18) ? N2 P3 N3 P1 . . . . 17.8(2) ? O4 P3 N3 P1 . . . . 144.26(18) ? N3 P1 O1 C1 . . . . 177.2(2) ? N1 P1 O1 C1 . . . . 45.0(3) ? Cl1 P1 O1 C1 . . . . -68.7(2) ? N1 P2 O2 C2 . . . . -165.2(2) ? N2 P2 O2 C2 . . . . -34.4(2) ? Cl2 P2 O2 C2 . . . . 79.3(2) ? N3 P3 O3 C6 . . . . 165.7(2) ? N2 P3 O3 C6 . . . . 37.9(2) ? O4 P3 O3 C6 . . . . -78.5(2) ? N3 P3 O4 C7 . . . . -68.6(4) ? O3 P3 O4 C7 . . . . 178.3(3) ? N2 P3 O4 C7 . . . . 61.5(4) ? P2 O2 C2 C3 . . . . 136.5(2) ? O2 C2 C3 F1 . . . . 57.8(3) ? O2 C2 C3 F2 . . . . 173.5(2) ? O2 C2 C3 C4 . . . . -63.7(3) ? F1 C3 C4 F3 . . . . -63.8(3) ? F2 C3 C4 F3 . . . . -178.2(2) ? C2 C3 C4 F3 . . . . 59.3(3) ? F1 C3 C4 F4 . . . . 51.1(3) ? F2 C3 C4 F4 . . . . -63.4(3) ? C2 C3 C4 F4 . . . . 174.1(3) ? F1 C3 C4 C5 . . . . 170.4(3) ? F2 C3 C4 C5 . . . . 55.9(4) ? C2 C3 C4 C5 . . . . -66.5(4) ? F3 C4 C5 F6 . . . . 178.2(2) ? F4 C4 C5 F6 . . . . 63.2(3) ? C3 C4 C5 F6 . . . . -56.1(4) ? F3 C4 C5 F5 . . . . 64.0(3) ? F4 C4 C5 F5 . . . . -51.0(3) ? C3 C4 C5 F5 . . . . -170.3(3) ? F3 C4 C5 C6 . . . . -58.9(4) ? F4 C4 C5 C6 . . . . -173.9(3) ? C3 C4 C5 C6 . . . . 66.8(4) ? P3 O3 C6 C5 . . . . -136.5(2) ? F6 C5 C6 O3 . . . . -174.2(2) ? F5 C5 C6 O3 . . . . -59.2(3) ? C4 C5 C6 O3 . . . . 62.2(4) ? _iucr_refine_instructions_details ; TITL 12gyte166_112t066_4b in Pbca CELL 0.71073 14.6768 13.2608 17.1259 90.000 90.000 90.000 ZERR 8.00 0.0014 0.0014 0.0018 0.000 0.000 0.000 LATT 1 SYMM 0.5-X, -Y, 0.5+Z SYMM -X, 0.5+Y, 0.5-Z SYMM 0.5+X, 0.5-Y, -Z SFAC C H N O F P Cl UNIT 56 80 24 32 48 24 16 L.S. 10 ACTA BOND $H FMAP 2 PLAN 2 SIZE 0.136 0.216 0.36 CONF TEMP -143.160 WGHT 0.065700 8.011001 FVAR 0.06985 MOLE 1 P1 6 0.385109 0.380597 0.145541 11.00000 0.01434 0.01942 = 0.02211 -0.00023 0.00261 0.00005 P2 6 0.214660 0.301357 0.162695 11.00000 0.01288 0.02302 = 0.02336 0.00049 -0.00007 0.00033 P3 6 0.361275 0.175338 0.155556 11.00000 0.01611 0.01947 = 0.02194 -0.00359 0.00163 0.00081 N1 3 0.277875 0.395839 0.150717 11.00000 0.01593 0.02140 = 0.02779 0.00313 0.00413 0.00328 N2 3 0.254233 0.192773 0.146867 11.00000 0.01564 0.02296 = 0.02213 -0.00277 -0.00164 -0.00122 N3 3 0.424337 0.270102 0.142275 11.00000 0.01411 0.02141 = 0.03113 -0.00011 0.00157 0.00135 O1 4 0.427571 0.440097 0.076124 11.00000 0.02117 0.02254 = 0.02638 0.00248 0.00822 0.00206 O2 4 0.175742 0.308225 0.249128 11.00000 0.03082 0.02071 = 0.02962 -0.00061 0.01378 -0.00220 O3 4 0.384342 0.132653 0.239781 11.00000 0.01942 0.02845 = 0.02917 0.00510 -0.00128 0.00044 O4 4 0.393317 0.082325 0.099970 11.00000 0.02151 0.01719 = 0.07313 -0.00008 0.00927 0.00301 CL1 7 0.438613 0.450987 0.240606 11.00000 0.03108 0.03176 = 0.02893 -0.00610 -0.00366 -0.00515 CL2 7 0.103694 0.315110 0.097745 11.00000 0.02932 0.04293 = 0.04583 0.00587 -0.00807 0.00381 F1 5 0.147609 0.300495 0.406327 11.00000 0.04556 0.03560 = 0.03463 -0.01199 0.01235 0.00348 F2 5 0.118257 0.138637 0.402165 11.00000 0.03448 0.03735 = 0.03188 0.00761 0.00989 -0.00452 F3 5 0.318931 0.268111 0.353833 11.00000 0.02983 0.03396 = 0.04801 -0.00931 0.00336 -0.00899 F4 5 0.278201 0.199222 0.464172 11.00000 0.05005 0.07240 = 0.02405 -0.01387 -0.00613 0.00000 F5 5 0.396786 0.091941 0.396456 11.00000 0.03504 0.07091 = 0.03583 0.00393 -0.01352 0.01200 F6 5 0.264643 0.016517 0.396018 11.00000 0.05164 0.03887 = 0.04062 0.01807 0.00907 0.00445 C1 1 0.401069 0.544083 0.061314 11.00000 0.02983 0.02694 = 0.03529 0.00915 0.01112 0.00736 AFIX 137 H1A 2 0.334581 0.548341 0.057198 11.00000 -1.50000 H1B 2 0.428749 0.567093 0.012381 11.00000 -1.50000 H1C 2 0.422028 0.586851 0.104386 11.00000 -1.50000 AFIX 0 C2 1 0.133527 0.222667 0.284839 11.00000 0.02015 0.02299 = 0.02896 0.00206 0.00675 -0.00256 AFIX 23 H2A 2 0.148933 0.160773 0.255335 11.00000 -1.20000 H2B 2 0.066482 0.230854 0.284417 11.00000 -1.20000 AFIX 0 C3 1 0.167254 0.213651 0.368091 11.00000 0.02830 0.02689 = 0.02770 -0.00208 0.00977 -0.00232 C4 1 0.269440 0.192834 0.385258 11.00000 0.03391 0.03555 = 0.02364 -0.00499 -0.00123 -0.00415 C5 1 0.313436 0.091185 0.362107 11.00000 0.02671 0.03685 = 0.02873 0.00564 -0.00430 0.00188 C6 1 0.325286 0.061427 0.276894 11.00000 0.02500 0.02274 = 0.02962 0.00327 0.00058 0.00235 AFIX 23 H6A 2 0.351835 -0.007057 0.273424 11.00000 -1.20000 H6B 2 0.265344 0.060770 0.250388 11.00000 -1.20000 AFIX 0 C7 1 0.383912 0.086962 0.030526 11.00000 0.03492 0.03694 = 0.14267 -0.03146 -0.00976 0.01204 AFIX 137 H7A 2 0.320011 0.101368 0.018232 11.00000 -1.50000 H7B 2 0.401473 0.022477 0.006970 11.00000 -1.50000 H7C 2 0.422563 0.140831 0.009610 11.00000 -1.50000 HKLF 4 REM 12gyte166_112t066_4b in Pbca REM R1 = 0.0484 for 3553 Fo > 4sig(Fo) and 0.0574 for all 4159 data REM 228 parameters refined using 0 restraints END WGHT 0.0657 8.0109 REM Highest difference peak 0.890, deepest hole -1.273, 1-sigma level 0.119 Q1 1 0.3736 0.0805 0.0678 11.00000 0.05 0.89 Q2 1 0.0343 0.2989 0.0942 11.00000 0.05 0.78 ; _database_code_depnum_ccdc_archive 'CCDC 926254' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_SB7a _chemical_name_systematic ? _chemical_name_common cyclophosphazene _chemical_formula_moiety ? _chemical_formula_sum 'C8 H13 Cl F6 N3 O5 P3' _chemical_formula_iupac ? _chemical_formula_weight 473.57 _chemical_melting_point ? _space_group_crystal_system monoclinic _space_group_name_H-M_alt 'P 1 21/n 1' _space_group_name_Hall '-P 2yn' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.9206(7) _cell_length_b 12.5912(12) _cell_length_c 17.2780(16) _cell_angle_alpha 90 _cell_angle_beta 92.146(5) _cell_angle_gamma 90 _cell_volume 1721.9(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used 9989 _cell_measurement_theta_min 2.3592 _cell_measurement_theta_max 28.1919 _cell_measurement_temperature 120.(2) _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.190 _exptl_crystal_size_mid 0.110 _exptl_crystal_size_min 0.050 _exptl_crystal_density_diffrn 1.827 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 952 _exptl_absorpt_coefficient_mu 0.590 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.90 _exptl_absorpt_correction_T_max 0.97 _exptl_special_details ; ; _diffrn_ambient_temperature 120.(2) _diffrn_source ImuS _diffrn_source_type ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 29500 _diffrn_reflns_av_R_equivalents 0.0345 _diffrn_reflns_av_sigmaI/netI 0.0229 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 28.26 _diffrn_reflns_theta_full 28.26 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 23 _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^ > 2sigma(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. ; _reflns_number_total 4258 _reflns_number_gt 3572 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0483 _refine_ls_R_factor_gt 0.0382 _refine_ls_wR_factor_gt 0.0946 _refine_ls_wR_factor_ref 0.1013 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_number_reflns 4258 _refine_ls_number_parameters 238 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0409P)^2^+3.0024P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 1.302 _refine_diff_density_min -0.635 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' 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' F F 0.0171 0.0103 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection ? _computing_cell_refinement 'SAINT V7.66A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.66A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _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 P P1 0.92755(7) 0.51792(5) 0.16939(3) 0.01874(13) Uani d . 1 . . P P2 0.95837(7) 0.30392(4) 0.20552(3) 0.01567(12) Uani d . 1 . . P P3 0.67751(7) 0.41105(5) 0.24617(3) 0.01748(13) Uani d . 1 . . N N1 1.0241(2) 0.40732(16) 0.16486(11) 0.0200(4) Uani d . 1 . . N N2 0.7638(2) 0.30173(15) 0.22643(11) 0.0183(4) Uani d . 1 . . N N3 0.7565(2) 0.51712(15) 0.21556(12) 0.0214(4) Uani d . 1 . . O O1 1.0467(2) 0.60905(13) 0.20107(10) 0.0231(3) Uani d . 1 . . O O2 0.8941(2) 0.56566(14) 0.08584(10) 0.0264(4) Uani d . 1 . . O O3 0.9992(2) 0.19887(13) 0.15795(10) 0.0246(4) Uani d . 1 . . O O4 1.07538(19) 0.28656(13) 0.28133(9) 0.0200(3) Uani d . 1 . . O O5 0.6633(2) 0.42230(13) 0.33695(10) 0.0252(4) Uani d . 1 . . Cl Cl1 0.43591(7) 0.40337(5) 0.20916(4) 0.03359(16) Uani d . 1 . . F F1 1.22658(18) 0.27664(14) 0.42614(9) 0.0332(4) Uani d . 1 . . F F2 1.0343(2) 0.16747(13) 0.46613(9) 0.0321(3) Uani d . 1 . . F F3 0.99607(19) 0.42992(11) 0.39956(9) 0.0277(3) Uani d . 1 . . F F4 1.0294(2) 0.36843(14) 0.51705(9) 0.0354(4) Uani d . 1 . . F F5 0.7292(2) 0.43253(12) 0.49290(9) 0.0314(3) Uani d . 1 . . F F6 0.73777(19) 0.25948(12) 0.50350(8) 0.0297(3) Uani d . 1 . . C C1 1.0968(3) 0.6076(2) 0.28240(15) 0.0273(5) Uani d . 1 . . H H1A 0.9968 0.6166 0.3135 0.041 Uiso calc R 1 . . H H1B 1.1764 0.6657 0.2936 0.041 Uiso calc R 1 . . H H1C 1.1511 0.5396 0.2953 0.041 Uiso calc R 1 . . C C2 0.7923(4) 0.5046(2) 0.03108(16) 0.0322(6) Uani d . 1 . . H H2A 0.8496 0.4375 0.0203 0.048 Uiso calc R 1 . . H H2B 0.776 0.545 -0.0171 0.048 Uiso calc R 1 . . H H2C 0.6823 0.4898 0.0528 0.048 Uiso calc R 1 . . C C3 0.8957(4) 0.1717(2) 0.09355(16) 0.0343(6) Uani d . 1 . . H H3A 0.779 0.1633 0.1095 0.051 Uiso calc R 1 . . H H3B 0.935 0.1047 0.0716 0.051 Uiso calc R 1 . . H H3C 0.9007 0.2279 0.0545 0.051 Uiso calc R 1 . . C C4 1.0324(3) 0.20599(18) 0.33538(13) 0.0200(4) Uani d . 1 . . H H4A 1.1035 0.1423 0.3281 0.024 Uiso calc R 1 . . H H4B 0.9126 0.1853 0.3269 0.024 Uiso calc R 1 . . C C5 1.0611(3) 0.2489(2) 0.41654(13) 0.0221(5) Uani d . 1 . . C C6 0.9623(3) 0.34686(19) 0.44555(13) 0.0230(5) Uani d . 1 . . C C7 0.7682(3) 0.34168(19) 0.45493(14) 0.0235(5) Uani d . 1 . . C C8 0.6493(3) 0.3303(2) 0.38502(14) 0.0235(5) Uani d . 1 . . H H8A 0.6783 0.2659 0.3555 0.028 Uiso calc R 1 . . H H8B 0.5317 0.323 0.4018 0.028 Uiso calc R 1 . . 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 P1 0.0161(3) 0.0160(3) 0.0241(3) -0.0011(2) -0.0005(2) 0.0018(2) P2 0.0129(2) 0.0151(3) 0.0190(3) 0.0009(2) -0.00054(19) -0.0017(2) P3 0.0114(2) 0.0158(3) 0.0252(3) 0.0007(2) -0.0006(2) -0.0008(2) N1 0.0165(9) 0.0195(10) 0.0241(10) 0.0010(7) 0.0020(7) 0.0021(7) N2 0.0134(8) 0.0154(9) 0.0262(10) -0.0010(7) 0.0004(7) -0.0004(7) N3 0.0163(9) 0.0150(9) 0.0329(11) 0.0004(7) 0.0008(8) 0.0003(8) O1 0.0221(8) 0.0194(8) 0.0277(9) -0.0064(6) -0.0003(6) 0.0018(7) O2 0.0304(9) 0.0211(9) 0.0273(9) -0.0018(7) -0.0037(7) 0.0055(7) O3 0.0181(8) 0.0192(8) 0.0370(10) 0.0070(6) 0.0056(7) 0.0063(7) O4 0.0160(7) 0.0232(8) 0.0207(8) -0.0020(6) -0.0017(6) 0.0016(6) O5 0.0298(9) 0.0192(8) 0.0268(9) 0.0045(7) 0.0024(7) -0.0012(7) Cl1 0.0174(3) 0.0286(3) 0.0545(4) -0.0001(2) -0.0032(3) 0.0025(3) F1 0.0180(7) 0.0520(10) 0.0289(8) -0.0010(7) -0.0071(6) -0.0054(7) F2 0.0382(9) 0.0318(8) 0.0264(8) 0.0076(7) 0.0005(6) 0.0092(6) F3 0.0298(8) 0.0208(7) 0.0329(8) -0.0060(6) 0.0053(6) -0.0016(6) F4 0.0366(9) 0.0456(10) 0.0236(8) -0.0037(7) -0.0062(6) -0.0122(7) F5 0.0377(8) 0.0285(8) 0.0285(8) 0.0023(7) 0.0085(6) -0.0092(6) F6 0.0335(8) 0.0297(8) 0.0263(7) -0.0033(6) 0.0075(6) 0.0056(6) C1 0.0249(12) 0.0267(13) 0.0300(13) -0.0065(10) -0.0029(10) -0.0015(10) C2 0.0381(15) 0.0298(14) 0.0283(13) 0.0018(11) -0.0055(11) -0.0033(11) C3 0.0351(14) 0.0356(15) 0.0323(14) 0.0002(12) 0.0026(11) -0.0093(12) C4 0.0202(10) 0.0176(11) 0.0219(11) 0.0012(8) -0.0018(8) 0.0000(8) C5 0.0184(10) 0.0270(12) 0.0206(11) -0.0013(9) -0.0035(8) 0.0028(9) C6 0.0256(11) 0.0227(12) 0.0204(11) -0.0040(9) -0.0015(9) -0.0037(9) C7 0.0281(12) 0.0201(11) 0.0227(11) -0.0023(9) 0.0054(9) -0.0012(9) C8 0.0190(10) 0.0240(12) 0.0275(12) -0.0023(9) 0.0032(9) 0.0008(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 P1 O1 . 1.5712(17) ? P1 O2 . 1.5771(18) ? P1 N1 . 1.592(2) ? P1 N3 . 1.598(2) ? P2 N1 . 1.577(2) ? P2 O4 . 1.5911(16) ? P2 N2 . 1.5966(19) ? P2 O3 . 1.5967(18) ? P3 N3 . 1.574(2) ? P3 N2 . 1.5796(19) ? P3 O5 . 1.5831(18) ? P3 Cl1 . 1.9971(8) ? O1 C1 . 1.446(3) ? O2 C2 . 1.442(3) ? O3 C3 . 1.399(3) ? O4 C4 . 1.429(3) ? O5 C8 . 1.432(3) ? F1 C5 . 1.361(3) ? F2 C5 . 1.358(3) ? F3 C6 . 1.346(3) ? F4 C6 . 1.354(3) ? F5 C7 . 1.360(3) ? F6 C7 . 1.360(3) ? C1 H1A . 0.98 ? C1 H1B . 0.98 ? C1 H1C . 0.98 ? C2 H2A . 0.98 ? C2 H2B . 0.98 ? C2 H2C . 0.98 ? C3 H3A . 0.98 ? C3 H3B . 0.98 ? C3 H3C . 0.98 ? C4 C5 . 1.512(3) ? C4 H4A . 0.99 ? C4 H4B . 0.99 ? C5 C6 . 1.554(3) ? C6 C7 . 1.553(3) ? C7 C8 . 1.510(3) ? C8 H8A . 0.99 ? C8 H8B . 0.99 ? 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_3 _geom_angle _geom_angle_publ_flag O1 P1 O2 . . 96.82(9) ? O1 P1 N1 . . 111.88(10) ? O2 P1 N1 . . 110.67(10) ? O1 P1 N3 . . 109.91(10) ? O2 P1 N3 . . 110.04(10) ? N1 P1 N3 . . 115.90(10) ? N1 P2 O4 . . 106.77(10) ? N1 P2 N2 . . 116.91(10) ? O4 P2 N2 . . 110.42(10) ? N1 P2 O3 . . 112.22(10) ? O4 P2 O3 . . 100.78(9) ? N2 P2 O3 . . 108.53(10) ? N3 P3 N2 . . 119.09(10) ? N3 P3 O5 . . 107.50(10) ? N2 P3 O5 . . 109.83(10) ? N3 P3 Cl1 . . 108.74(8) ? N2 P3 Cl1 . . 107.80(8) ? O5 P3 Cl1 . . 102.64(7) ? P2 N1 P1 . . 122.23(12) ? P3 N2 P2 . . 117.57(12) ? P3 N3 P1 . . 121.86(12) ? C1 O1 P1 . . 117.94(15) ? C2 O2 P1 . . 117.92(16) ? C3 O3 P2 . . 119.23(16) ? C4 O4 P2 . . 119.35(14) ? C8 O5 P3 . . 120.81(15) ? O1 C1 H1A . . 109.5 ? O1 C1 H1B . . 109.5 ? H1A C1 H1B . . 109.5 ? O1 C1 H1C . . 109.5 ? H1A C1 H1C . . 109.5 ? H1B C1 H1C . . 109.5 ? O2 C2 H2A . . 109.5 ? O2 C2 H2B . . 109.5 ? H2A C2 H2B . . 109.5 ? O2 C2 H2C . . 109.5 ? H2A C2 H2C . . 109.5 ? H2B C2 H2C . . 109.5 ? O3 C3 H3A . . 109.5 ? O3 C3 H3B . . 109.5 ? H3A C3 H3B . . 109.5 ? O3 C3 H3C . . 109.5 ? H3A C3 H3C . . 109.5 ? H3B C3 H3C . . 109.5 ? O4 C4 C5 . . 108.75(19) ? O4 C4 H4A . . 109.9 ? C5 C4 H4A . . 109.9 ? O4 C4 H4B . . 109.9 ? C5 C4 H4B . . 109.9 ? H4A C4 H4B . . 108.3 ? F2 C5 F1 . . 106.83(18) ? F2 C5 C4 . . 107.08(19) ? F1 C5 C4 . . 108.38(19) ? F2 C5 C6 . . 107.66(19) ? F1 C5 C6 . . 104.57(19) ? C4 C5 C6 . . 121.52(19) ? F3 C6 F4 . . 107.62(19) ? F3 C6 C7 . . 108.3(2) ? F4 C6 C7 . . 105.64(19) ? F3 C6 C5 . . 108.22(19) ? F4 C6 C5 . . 105.55(19) ? C7 C6 C5 . . 120.9(2) ? F6 C7 F5 . . 107.09(18) ? F6 C7 C8 . . 107.57(19) ? F5 C7 C8 . . 108.6(2) ? F6 C7 C6 . . 107.2(2) ? F5 C7 C6 . . 104.98(19) ? C8 C7 C6 . . 120.7(2) ? O5 C8 C7 . . 109.11(19) ? O5 C8 H8A . . 109.9 ? C7 C8 H8A . . 109.9 ? O5 C8 H8B . . 109.9 ? C7 C8 H8B . . 109.9 ? H8A C8 H8B . . 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag O4 P2 N1 P1 . . . . -103.70(14) ? N2 P2 N1 P1 . . . . 20.46(19) ? O3 P2 N1 P1 . . . . 146.78(13) ? O1 P1 N1 P2 . . . . 125.25(14) ? O2 P1 N1 P2 . . . . -128.00(14) ? N3 P1 N1 P2 . . . . -1.82(19) ? N3 P3 N2 P2 . . . . 22.69(18) ? O5 P3 N2 P2 . . . . -101.81(14) ? Cl1 P3 N2 P2 . . . . 147.08(10) ? N1 P2 N2 P3 . . . . -30.64(18) ? O4 P2 N2 P3 . . . . 91.65(14) ? O3 P2 N2 P3 . . . . -158.76(12) ? N2 P3 N3 P1 . . . . -3.7(2) ? O5 P3 N3 P1 . . . . 121.92(14) ? Cl1 P3 N3 P1 . . . . -127.63(12) ? O1 P1 N3 P3 . . . . -134.90(14) ? O2 P1 N3 P3 . . . . 119.64(14) ? N1 P1 N3 P3 . . . . -6.9(2) ? O2 P1 O1 C1 . . . . 172.40(17) ? N1 P1 O1 C1 . . . . -72.06(19) ? N3 P1 O1 C1 . . . . 58.17(19) ? O1 P1 O2 C2 . . . . 177.05(18) ? N1 P1 O2 C2 . . . . 60.5(2) ? N3 P1 O2 C2 . . . . -68.8(2) ? N1 P2 O3 C3 . . . . -79.8(2) ? O4 P2 O3 C3 . . . . 166.98(18) ? N2 P2 O3 C3 . . . . 51.0(2) ? N1 P2 O4 C4 . . . . 172.14(16) ? N2 P2 O4 C4 . . . . 44.09(18) ? O3 P2 O4 C4 . . . . -70.51(17) ? N3 P3 O5 C8 . . . . -159.51(17) ? N2 P3 O5 C8 . . . . -28.5(2) ? Cl1 P3 O5 C8 . . . . 85.91(17) ? P2 O4 C4 C5 . . . . -138.64(16) ? O4 C4 C5 F2 . . . . -174.43(17) ? O4 C4 C5 F1 . . . . -59.5(2) ? O4 C4 C5 C6 . . . . 61.5(3) ? F2 C5 C6 F3 . . . . 176.32(17) ? F1 C5 C6 F3 . . . . 62.9(2) ? C4 C5 C6 F3 . . . . -59.8(3) ? F2 C5 C6 F4 . . . . 61.3(2) ? F1 C5 C6 F4 . . . . -52.0(2) ? C4 C5 C6 F4 . . . . -174.8(2) ? F2 C5 C6 C7 . . . . -58.1(3) ? F1 C5 C6 C7 . . . . -171.5(2) ? C4 C5 C6 C7 . . . . 65.7(3) ? F3 C6 C7 F6 . . . . -178.07(18) ? F4 C6 C7 F6 . . . . -63.0(2) ? C5 C6 C7 F6 . . . . 56.4(3) ? F3 C6 C7 F5 . . . . -64.4(2) ? F4 C6 C7 F5 . . . . 50.6(2) ? C5 C6 C7 F5 . . . . 170.07(19) ? F3 C6 C7 C8 . . . . 58.5(3) ? F4 C6 C7 C8 . . . . 173.6(2) ? C5 C6 C7 C8 . . . . -67.0(3) ? P3 O5 C8 C7 . . . . 134.42(18) ? F6 C7 C8 O5 . . . . 173.09(18) ? F5 C7 C8 O5 . . . . 57.5(2) ? C6 C7 C8 O5 . . . . -63.7(3) ? _iucr_refine_instructions_details ; TITL 12gyte106_T066_02_7_0m in P2(1)/n CELL 0.71073 7.9206 12.5912 17.2780 90.000 92.146 90.000 ZERR 4.00 0.0007 0.0012 0.0016 0.000 0.005 0.000 LATT 1 SYMM 0.5-X, 0.5+Y, 0.5-Z SFAC C H N O F P Cl UNIT 32 52 12 20 24 12 4 L.S. 10 ACTA BOND $H FMAP 2 PLAN 2 CONF SIZE 0.046 0.113 0.186 HTAB TEMP -153.140 WGHT 0.040900 3.002400 FVAR 0.11927 P1 6 0.927547 0.517921 0.169390 11.00000 0.01607 0.01600 = 0.02406 0.00175 -0.00054 -0.00106 P2 6 0.958366 0.303922 0.205517 11.00000 0.01288 0.01505 = 0.01899 -0.00166 -0.00054 0.00095 P3 6 0.677509 0.411050 0.246169 11.00000 0.01142 0.01576 = 0.02515 -0.00081 -0.00058 0.00069 N1 3 1.024053 0.407325 0.164855 11.00000 0.01646 0.01953 = 0.02413 0.00208 0.00203 0.00099 N2 3 0.763758 0.301731 0.226433 11.00000 0.01341 0.01539 = 0.02617 -0.00044 0.00043 -0.00102 N3 3 0.756451 0.517116 0.215561 11.00000 0.01634 0.01499 = 0.03289 0.00030 0.00078 0.00040 O1 4 1.046744 0.609051 0.201065 11.00000 0.02209 0.01940 = 0.02769 0.00179 -0.00033 -0.00643 O2 4 0.894056 0.565661 0.085836 11.00000 0.03041 0.02109 = 0.02726 0.00553 -0.00370 -0.00179 O3 4 0.999157 0.198868 0.157950 11.00000 0.01807 0.01919 = 0.03695 0.00631 0.00555 0.00702 O4 4 1.075382 0.286559 0.281326 11.00000 0.01597 0.02315 = 0.02071 0.00157 -0.00175 -0.00199 O5 4 0.663325 0.422301 0.336953 11.00000 0.02985 0.01917 = 0.02678 -0.00117 0.00242 0.00450 CL1 7 0.435909 0.403373 0.209156 11.00000 0.01741 0.02856 = 0.05445 0.00252 -0.00320 -0.00006 F1 5 1.226575 0.276639 0.426135 11.00000 0.01801 0.05199 = 0.02893 -0.00539 -0.00705 -0.00097 F2 5 1.034325 0.167468 0.466129 11.00000 0.03816 0.03177 = 0.02637 0.00924 0.00053 0.00759 F3 5 0.996069 0.429922 0.399562 11.00000 0.02984 0.02080 = 0.03290 -0.00163 0.00530 -0.00603 F4 5 1.029410 0.368428 0.517054 11.00000 0.03662 0.04558 = 0.02357 -0.01216 -0.00619 -0.00371 F5 5 0.729184 0.432531 0.492897 11.00000 0.03767 0.02849 = 0.02851 -0.00924 0.00846 0.00232 F6 5 0.737769 0.259477 0.503503 11.00000 0.03354 0.02965 = 0.02626 0.00556 0.00748 -0.00327 C1 1 1.096792 0.607599 0.282400 11.00000 0.02492 0.02665 = 0.02999 -0.00153 -0.00288 -0.00646 AFIX 137 H1A 2 0.996790 0.616574 0.313481 11.00000 -1.50000 H1B 2 1.176428 0.665651 0.293591 11.00000 -1.50000 H1C 2 1.151079 0.539588 0.295256 11.00000 -1.50000 AFIX 0 C2 1 0.792335 0.504602 0.031083 11.00000 0.03813 0.02980 = 0.02830 -0.00327 -0.00554 0.00180 AFIX 137 H2A 2 0.849603 0.437516 0.020284 11.00000 -1.50000 H2B 2 0.775962 0.545017 -0.017087 11.00000 -1.50000 H2C 2 0.682287 0.489762 0.052831 11.00000 -1.50000 AFIX 0 C3 1 0.895715 0.171666 0.093551 11.00000 0.03509 0.03561 = 0.03233 -0.00932 0.00261 0.00022 AFIX 137 H3A 2 0.778995 0.163346 0.109474 11.00000 -1.50000 H3B 2 0.935012 0.104708 0.071597 11.00000 -1.50000 H3C 2 0.900699 0.227895 0.054485 11.00000 -1.50000 AFIX 0 C4 1 1.032432 0.205987 0.335379 11.00000 0.02017 0.01763 = 0.02191 0.00004 -0.00178 0.00115 AFIX 23 H4A 2 1.103498 0.142350 0.328080 11.00000 -1.20000 H4B 2 0.912587 0.185269 0.326915 11.00000 -1.20000 AFIX 0 C5 1 1.061100 0.248900 0.416543 11.00000 0.01841 0.02698 = 0.02063 0.00281 -0.00349 -0.00127 C6 1 0.962273 0.346855 0.445545 11.00000 0.02560 0.02275 = 0.02039 -0.00372 -0.00147 -0.00405 C7 1 0.768157 0.341685 0.454928 11.00000 0.02807 0.02013 = 0.02274 -0.00118 0.00545 -0.00235 C8 1 0.649285 0.330297 0.385022 11.00000 0.01899 0.02405 = 0.02749 0.00077 0.00320 -0.00231 AFIX 23 H8A 2 0.678342 0.265854 0.355513 11.00000 -1.20000 H8B 2 0.531711 0.322957 0.401806 11.00000 -1.20000 HKLF 4 REM 12gyte106_T066_02_7_0m in P2(1)/n REM R1 = 0.0382 for 3572 Fo > 4sig(Fo) and 0.0483 for all 4258 data REM 238 parameters refined using 0 restraints END WGHT 0.0409 3.0025 REM Highest difference peak 1.302, deepest hole -0.635, 1-sigma level 0.078 Q1 1 0.9727 0.1800 0.1222 11.00000 0.05 1.30 Q2 1 0.4350 0.3855 0.1432 11.00000 0.05 0.83 ; _database_code_depnum_ccdc_archive 'CCDC 926255' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_SB8a _chemical_name_systematic ? _chemical_name_common cyclophosphazene _chemical_formula_moiety ? _chemical_formula_sum 'C9 H16 F6 N3 O6 P3' _chemical_formula_iupac ? _chemical_formula_weight 469.16 _chemical_absolute_configuration ? _chemical_melting_point ? _space_group_crystal_system monoclinic _space_group_name_H-M_alt 'P 1 21 1' _space_group_name_Hall 'P 2yb' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.1912(8) _cell_length_b 12.8636(12) _cell_length_c 9.3727(9) _cell_angle_alpha 90 _cell_angle_beta 114.478(4) _cell_angle_gamma 90 _cell_volume 898.82(15) _cell_formula_units_Z 2 _cell_measurement_reflns_used 9988 _cell_measurement_theta_min 2.3876 _cell_measurement_theta_max 28.3898 _cell_measurement_temperature 130.(2) _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.430 _exptl_crystal_size_mid 0.340 _exptl_crystal_size_min 0.280 _exptl_crystal_density_diffrn 1.734 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 476 _exptl_absorpt_coefficient_mu 0.424 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.81 _exptl_absorpt_correction_T_max 0.89 _exptl_special_details ; ; _diffrn_ambient_temperature 130.(2) _diffrn_source ImuS _diffrn_source_type ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 15740 _diffrn_reflns_av_R_equivalents 0.0330 _diffrn_reflns_av_sigmaI/netI 0.0264 _diffrn_reflns_theta_min 2.39 _diffrn_reflns_theta_max 28.39 _diffrn_reflns_theta_full 28.39 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 11 _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^ > 2sigma(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. ; _reflns_number_total 4477 _reflns_number_gt 4398 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0227 _refine_ls_R_factor_gt 0.0221 _refine_ls_wR_factor_gt 0.0599 _refine_ls_wR_factor_ref 0.0603 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.070 _refine_ls_number_reflns 4477 _refine_ls_number_parameters 248 _refine_ls_number_restraints 1 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0349P)^2^+0.1195P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.365 _refine_diff_density_min -0.249 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.03(5) 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' 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection ? _computing_cell_refinement 'SAINT V7.66A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.66A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _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 P P3 0.65849(4) 0.18597(3) 0.94899(4) 0.01645(7) Uani d . 1 . . P P2 0.45458(4) 0.29279(3) 1.06769(4) 0.01678(8) Uani d . 1 . . P P1 0.73737(5) 0.39069(3) 1.03538(4) 0.01861(8) Uani d . 1 . . O O1 0.73957(15) 0.48389(9) 0.92704(14) 0.0262(2) Uani d . 1 . . O O2 0.89491(15) 0.42368(9) 1.19401(14) 0.0253(2) Uani d . 1 . . O O6 0.77473(13) 0.08416(8) 0.98816(12) 0.0207(2) Uani d . 1 . . O O4 0.25340(13) 0.30778(9) 0.94322(12) 0.0215(2) Uani d . 1 . . O O5 0.54143(13) 0.17059(8) 0.76563(12) 0.0214(2) Uani d . 1 . . O O3 0.42550(13) 0.28615(10) 1.22362(12) 0.0230(2) Uani d . 1 . . N N3 0.77967(16) 0.28525(10) 0.96866(15) 0.0206(2) Uani d . 1 . . N N1 0.55956(16) 0.39482(10) 1.06366(16) 0.0214(2) Uani d . 1 . . N N2 0.53251(16) 0.18540(10) 1.03996(14) 0.0186(2) Uani d . 1 . . C C2 1.0805(2) 0.41316(14) 1.2161(2) 0.0301(3) Uani d . 1 . . H H2A 1.103 0.3413 1.1944 0.045 Uiso calc R 1 . . H H2B 1.1601 0.4309 1.3246 0.045 Uiso calc R 1 . . H H2C 1.1037 0.4602 1.1444 0.045 Uiso calc R 1 . . C C1 0.6061(3) 0.48505(15) 0.7670(2) 0.0366(4) Uani d . 1 . . H H1A 0.6178 0.4221 0.7131 0.055 Uiso calc R 1 . . H H1B 0.6237 0.5465 0.7132 0.055 Uiso calc R 1 . . H H1C 0.4861 0.4873 0.7662 0.055 Uiso calc R 1 . . C C3 0.5834(2) 0.27637(16) 1.36930(18) 0.0311(4) Uani d . 1 . . H H3A 0.6394 0.2085 1.3729 0.047 Uiso calc R 1 . . H H3B 0.5491 0.2823 1.4575 0.047 Uiso calc R 1 . . H H3C 0.6686 0.3317 1.3762 0.047 Uiso calc R 1 . . C C6 0.13858(19) 0.23544(12) 0.59840(17) 0.0211(3) Uani d . 1 . . C C5 0.03731(19) 0.23270(12) 0.70701(18) 0.0215(3) Uani d . 1 . . C C4 0.13734(19) 0.22059(12) 0.88212(17) 0.0208(3) Uani d . 1 . . H H4A 0.0512 0.2165 0.9311 0.025 Uiso calc R 1 . . H H4B 0.2085 0.1556 0.9064 0.025 Uiso calc R 1 . . C C8 0.4011(2) 0.09541(12) 0.71571(18) 0.0222(3) Uani d . 1 . . H H8A 0.3681 0.0784 0.8034 0.027 Uiso calc R 1 . . H H8B 0.4426 0.0308 0.6837 0.027 Uiso calc R 1 . . C C7 0.2392(2) 0.13805(12) 0.57902(17) 0.0220(3) Uani d . 1 . . C C9 0.8901(2) 0.06203(14) 1.15055(19) 0.0304(3) Uani d . 1 . . H H9A 0.9681 0.1219 1.197 0.046 Uiso calc R 1 . . H H9B 0.9639 0.0009 1.1561 0.046 Uiso calc R 1 . . H H9C 0.8164 0.0483 1.2084 0.046 Uiso calc R 1 . . F F2 -0.08473(12) 0.15430(8) 0.65479(11) 0.0295(2) Uani d . 1 . . F F1 -0.05685(12) 0.32314(8) 0.67638(11) 0.0284(2) Uani d . 1 . . F F3 0.25511(12) 0.31588(7) 0.64298(11) 0.02529(19) Uani d . 1 . . F F4 0.01248(13) 0.25737(8) 0.45289(11) 0.0299(2) Uani d . 1 . . F F6 0.11802(13) 0.05988(8) 0.52427(11) 0.0304(2) Uani d . 1 . . F F5 0.28872(13) 0.16381(8) 0.46129(10) 0.0294(2) Uani d . 1 . . 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 P3 0.01437(14) 0.01559(15) 0.02042(16) 0.00184(12) 0.00824(12) -0.00047(13) P2 0.01315(14) 0.02019(16) 0.01824(16) 0.00195(12) 0.00774(12) -0.00047(13) P1 0.01737(16) 0.01560(15) 0.02513(18) -0.00031(12) 0.01109(13) -0.00105(13) O1 0.0253(5) 0.0206(5) 0.0330(6) -0.0016(4) 0.0125(5) 0.0055(5) O2 0.0189(5) 0.0286(5) 0.0281(6) -0.0009(4) 0.0096(4) -0.0053(4) O6 0.0184(5) 0.0188(5) 0.0222(5) 0.0059(4) 0.0059(4) -0.0020(4) O4 0.0170(4) 0.0232(5) 0.0214(5) 0.0029(4) 0.0051(4) -0.0003(4) O5 0.0183(4) 0.0233(5) 0.0215(5) -0.0005(4) 0.0073(4) 0.0009(4) O3 0.0162(4) 0.0367(6) 0.0171(5) 0.0023(4) 0.0078(4) -0.0014(4) N3 0.0189(6) 0.0184(5) 0.0299(7) -0.0008(4) 0.0155(5) -0.0024(5) N1 0.0191(5) 0.0174(5) 0.0309(7) 0.0007(5) 0.0138(5) -0.0041(5) N2 0.0175(5) 0.0172(5) 0.0237(6) 0.0018(5) 0.0111(4) 0.0025(5) C2 0.0183(7) 0.0365(9) 0.0342(9) -0.0023(6) 0.0095(6) 0.0022(7) C1 0.0410(9) 0.0345(9) 0.0309(9) 0.0017(7) 0.0115(7) 0.0101(7) C3 0.0230(7) 0.0459(10) 0.0197(7) -0.0018(7) 0.0041(5) 0.0027(7) C6 0.0189(6) 0.0245(7) 0.0160(7) -0.0015(5) 0.0035(5) 0.0030(5) C5 0.0147(6) 0.0247(7) 0.0226(7) -0.0004(5) 0.0052(5) 0.0007(6) C4 0.0141(6) 0.0284(7) 0.0190(7) -0.0013(5) 0.0061(5) 0.0017(5) C8 0.0226(7) 0.0197(6) 0.0217(7) 0.0001(5) 0.0066(5) -0.0009(5) C7 0.0225(7) 0.0256(7) 0.0168(6) -0.0041(6) 0.0071(5) -0.0017(5) C9 0.0274(8) 0.0301(8) 0.0271(8) 0.0104(6) 0.0048(6) 0.0026(6) F2 0.0197(4) 0.0378(6) 0.0278(5) -0.0102(4) 0.0066(4) -0.0017(4) F1 0.0210(4) 0.0331(5) 0.0268(5) 0.0098(4) 0.0057(4) 0.0049(4) F3 0.0254(4) 0.0217(4) 0.0303(5) -0.0026(3) 0.0131(4) 0.0012(4) F4 0.0258(5) 0.0402(6) 0.0190(4) 0.0057(4) 0.0045(3) 0.0074(4) F6 0.0288(5) 0.0283(5) 0.0276(5) -0.0080(4) 0.0053(4) -0.0070(4) F5 0.0318(5) 0.0382(6) 0.0209(4) 0.0014(4) 0.0136(4) 0.0006(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 P3 O6 . 1.5705(10) ? P3 N3 . 1.5807(13) ? P3 N2 . 1.5878(12) ? P3 O5 . 1.5957(11) ? P2 O3 . 1.5775(11) ? P2 N1 . 1.5781(13) ? P2 O4 . 1.5877(10) ? P2 N2 . 1.5877(13) ? P1 O2 . 1.5703(12) ? P1 O1 . 1.5761(12) ? P1 N1 . 1.5857(12) ? P1 N3 . 1.5907(13) ? O1 C1 . 1.444(2) ? O2 C2 . 1.4532(18) ? O6 C9 . 1.4488(18) ? O4 C4 . 1.4277(18) ? O5 C8 . 1.4246(18) ? O3 C3 . 1.4454(17) ? C2 H2A . 0.98 ? C2 H2B . 0.98 ? C2 H2C . 0.98 ? C1 H1A . 0.98 ? C1 H1B . 0.98 ? C1 H1C . 0.98 ? C3 H3A . 0.98 ? C3 H3B . 0.98 ? C3 H3C . 0.98 ? C6 F3 . 1.3513(17) ? C6 F4 . 1.3561(16) ? C6 C7 . 1.551(2) ? C6 C5 . 1.557(2) ? C5 F1 . 1.3591(17) ? C5 F2 . 1.3604(17) ? C5 C4 . 1.508(2) ? C4 H4A . 0.99 ? C4 H4B . 0.99 ? C8 C7 . 1.514(2) ? C8 H8A . 0.99 ? C8 H8B . 0.99 ? C7 F6 . 1.3557(17) ? C7 F5 . 1.3647(17) ? C9 H9A . 0.98 ? C9 H9B . 0.98 ? C9 H9C . 0.98 ? 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_3 _geom_angle _geom_angle_publ_flag O6 P3 N3 . . 110.85(6) ? O6 P3 N2 . . 109.67(7) ? N3 P3 N2 . . 117.23(7) ? O6 P3 O5 . . 100.60(6) ? N3 P3 O5 . . 107.09(6) ? N2 P3 O5 . . 110.09(6) ? O3 P2 N1 . . 111.11(7) ? O3 P2 O4 . . 100.26(6) ? N1 P2 O4 . . 106.94(6) ? O3 P2 N2 . . 109.26(6) ? N1 P2 N2 . . 117.37(6) ? O4 P2 N2 . . 110.53(6) ? O2 P1 O1 . . 100.38(7) ? O2 P1 N1 . . 106.50(7) ? O1 P1 N1 . . 109.80(7) ? O2 P1 N3 . . 112.04(6) ? O1 P1 N3 . . 109.44(7) ? N1 P1 N3 . . 117.33(7) ? C1 O1 P1 . . 118.10(11) ? C2 O2 P1 . . 120.71(11) ? C9 O6 P3 . . 118.55(10) ? C4 O4 P2 . . 121.01(9) ? C8 O5 P3 . . 118.74(9) ? C3 O3 P2 . . 117.42(9) ? P3 N3 P1 . . 120.41(7) ? P2 N1 P1 . . 121.57(8) ? P2 N2 P3 . . 118.60(8) ? O2 C2 H2A . . 109.5 ? O2 C2 H2B . . 109.5 ? H2A C2 H2B . . 109.5 ? O2 C2 H2C . . 109.5 ? H2A C2 H2C . . 109.5 ? H2B C2 H2C . . 109.5 ? O1 C1 H1A . . 109.5 ? O1 C1 H1B . . 109.5 ? H1A C1 H1B . . 109.5 ? O1 C1 H1C . . 109.5 ? H1A C1 H1C . . 109.5 ? H1B C1 H1C . . 109.5 ? O3 C3 H3A . . 109.5 ? O3 C3 H3B . . 109.5 ? H3A C3 H3B . . 109.5 ? O3 C3 H3C . . 109.5 ? H3A C3 H3C . . 109.5 ? H3B C3 H3C . . 109.5 ? F3 C6 F4 . . 107.32(12) ? F3 C6 C7 . . 108.24(11) ? F4 C6 C7 . . 105.70(12) ? F3 C6 C5 . . 108.33(12) ? F4 C6 C5 . . 105.79(12) ? C7 C6 C5 . . 120.74(12) ? F1 C5 F2 . . 106.89(11) ? F1 C5 C4 . . 108.85(13) ? F2 C5 C4 . . 107.57(12) ? F1 C5 C6 . . 104.59(12) ? F2 C5 C6 . . 107.01(12) ? C4 C5 C6 . . 121.15(12) ? O4 C4 C5 . . 109.06(12) ? O4 C4 H4A . . 109.9 ? C5 C4 H4A . . 109.9 ? O4 C4 H4B . . 109.9 ? C5 C4 H4B . . 109.9 ? H4A C4 H4B . . 108.3 ? O5 C8 C7 . . 109.66(12) ? O5 C8 H8A . . 109.7 ? C7 C8 H8A . . 109.7 ? O5 C8 H8B . . 109.7 ? C7 C8 H8B . . 109.7 ? H8A C8 H8B . . 108.2 ? F6 C7 F5 . . 106.88(12) ? F6 C7 C8 . . 107.38(13) ? F5 C7 C8 . . 108.82(12) ? F6 C7 C6 . . 107.58(11) ? F5 C7 C6 . . 104.42(12) ? C8 C7 C6 . . 121.01(12) ? O6 C9 H9A . . 109.5 ? O6 C9 H9B . . 109.5 ? H9A C9 H9B . . 109.5 ? O6 C9 H9C . . 109.5 ? H9A C9 H9C . . 109.5 ? H9B C9 H9C . . 109.5 ? 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 O2 P1 O1 C1 . . . . -177.79(12) ? N1 P1 O1 C1 . . . . -65.90(14) ? N3 P1 O1 C1 . . . . 64.22(14) ? O1 P1 O2 C2 . . . . -74.93(13) ? N1 P1 O2 C2 . . . . 170.65(12) ? N3 P1 O2 C2 . . . . 41.12(14) ? N3 P3 O6 C9 . . . . 73.10(13) ? N2 P3 O6 C9 . . . . -57.89(13) ? O5 P3 O6 C9 . . . . -173.87(11) ? O3 P2 O4 C4 . . . . -83.61(11) ? N1 P2 O4 C4 . . . . 160.43(10) ? N2 P2 O4 C4 . . . . 31.58(12) ? O6 P3 O5 C8 . . . . 73.18(11) ? N3 P3 O5 C8 . . . . -170.94(10) ? N2 P3 O5 C8 . . . . -42.47(12) ? N1 P2 O3 C3 . . . . -64.70(13) ? O4 P2 O3 C3 . . . . -177.48(12) ? N2 P2 O3 C3 . . . . 66.37(13) ? O6 P3 N3 P1 . . . . -143.59(9) ? N2 P3 N3 P1 . . . . -16.65(12) ? O5 P3 N3 P1 . . . . 107.57(9) ? O2 P1 N3 P3 . . . . 117.47(9) ? O1 P1 N3 P3 . . . . -132.10(8) ? N1 P1 N3 P3 . . . . -6.18(13) ? O3 P2 N1 P1 . . . . 125.92(9) ? O4 P2 N1 P1 . . . . -125.59(9) ? N2 P2 N1 P1 . . . . -0.80(13) ? O2 P1 N1 P2 . . . . -111.21(10) ? O1 P1 N1 P2 . . . . 140.95(9) ? N3 P1 N1 P2 . . . . 15.20(13) ? O3 P2 N2 P3 . . . . -150.46(8) ? N1 P2 N2 P3 . . . . -22.84(11) ? O4 P2 N2 P3 . . . . 100.13(9) ? O6 P3 N2 P2 . . . . 159.04(7) ? N3 P3 N2 P2 . . . . 31.53(11) ? O5 P3 N2 P2 . . . . -91.17(9) ? F3 C6 C5 F1 . . . . 63.98(13) ? F4 C6 C5 F1 . . . . -50.83(14) ? C7 C6 C5 F1 . . . . -170.52(11) ? F3 C6 C5 F2 . . . . 177.15(11) ? F4 C6 C5 F2 . . . . 62.34(14) ? C7 C6 C5 F2 . . . . -57.34(16) ? F3 C6 C5 C4 . . . . -59.22(17) ? F4 C6 C5 C4 . . . . -174.03(13) ? C7 C6 C5 C4 . . . . 66.28(18) ? P2 O4 C4 C5 . . . . -135.16(10) ? F1 C5 C4 O4 . . . . -58.46(15) ? F2 C5 C4 O4 . . . . -173.93(11) ? C6 C5 C4 O4 . . . . 62.70(17) ? P3 O5 C8 C7 . . . . 139.65(11) ? O5 C8 C7 F6 . . . . 172.97(11) ? O5 C8 C7 F5 . . . . 57.62(16) ? O5 C8 C7 C6 . . . . -63.15(18) ? F3 C6 C7 F6 . . . . -175.99(11) ? F4 C6 C7 F6 . . . . -61.27(14) ? C5 C6 C7 F6 . . . . 58.46(16) ? F3 C6 C7 F5 . . . . -62.67(14) ? F4 C6 C7 F5 . . . . 52.06(14) ? C5 C6 C7 F5 . . . . 171.79(12) ? F3 C6 C7 C8 . . . . 60.22(17) ? F4 C6 C7 C8 . . . . 174.95(13) ? C5 C6 C7 C8 . . . . -65.32(18) ? _iucr_refine_instructions_details ; TITL 12gyte125_112T066_03_1_0m in P2(1) CELL 0.71073 8.1912 12.8636 9.3727 90.000 114.478 90.000 ZERR 2.00 0.0008 0.0012 0.0009 0.000 0.004 0.000 LATT -1 SYMM -X, 0.5+Y, -Z SFAC C H N O P F UNIT 18 32 6 12 6 12 L.S. 4 ACTA HTAB BOND $H FMAP 2 PLAN 1 SIZE 0.285 0.345 0.434 CONF TEMP -143.160 WGHT 0.034900 0.119500 FVAR 0.25206 MOLE 1 P3 5 0.658494 0.185968 0.948987 11.00000 0.01437 0.01559 = 0.02042 -0.00047 0.00824 0.00184 P2 5 0.454584 0.292788 1.067689 11.00000 0.01315 0.02019 = 0.01824 -0.00047 0.00774 0.00195 P1 5 0.737371 0.390692 1.035381 11.00000 0.01737 0.01560 = 0.02513 -0.00105 0.01109 -0.00031 O1 4 0.739568 0.483895 0.927043 11.00000 0.02532 0.02055 = 0.03301 0.00554 0.01249 -0.00161 O2 4 0.894907 0.423679 1.194010 11.00000 0.01892 0.02863 = 0.02811 -0.00528 0.00960 -0.00094 O6 4 0.774725 0.084165 0.988158 11.00000 0.01843 0.01884 = 0.02225 -0.00196 0.00590 0.00589 O4 4 0.253402 0.307778 0.943216 11.00000 0.01703 0.02315 = 0.02138 -0.00027 0.00510 0.00291 O5 4 0.541430 0.170586 0.765634 11.00000 0.01833 0.02334 = 0.02154 0.00089 0.00726 -0.00054 O3 4 0.425496 0.286151 1.223621 11.00000 0.01620 0.03671 = 0.01713 -0.00142 0.00779 0.00230 N3 3 0.779671 0.285253 0.968656 11.00000 0.01890 0.01844 = 0.02995 -0.00237 0.01554 -0.00078 N1 3 0.559562 0.394821 1.063662 11.00000 0.01914 0.01741 = 0.03093 -0.00408 0.01381 0.00074 N2 3 0.532511 0.185396 1.039963 11.00000 0.01753 0.01720 = 0.02368 0.00246 0.01105 0.00180 C2 1 1.080534 0.413165 1.216148 11.00000 0.01833 0.03654 = 0.03423 0.00219 0.00954 -0.00227 AFIX 137 H2A 2 1.102969 0.341322 1.194407 11.00000 -1.50000 H2B 2 1.160094 0.430869 1.324567 11.00000 -1.50000 H2C 2 1.103719 0.460213 1.144400 11.00000 -1.50000 AFIX 0 C1 1 0.606076 0.485046 0.767023 11.00000 0.04103 0.03454 = 0.03091 0.01008 0.01154 0.00175 AFIX 137 H1A 2 0.617834 0.422127 0.713074 11.00000 -1.50000 H1B 2 0.623699 0.546479 0.713178 11.00000 -1.50000 H1C 2 0.486123 0.487314 0.766247 11.00000 -1.50000 AFIX 0 C3 1 0.583364 0.276373 1.369300 11.00000 0.02295 0.04586 = 0.01974 0.00271 0.00407 -0.00182 AFIX 137 H3A 2 0.639431 0.208543 1.372947 11.00000 -1.50000 H3B 2 0.549093 0.282265 1.457509 11.00000 -1.50000 H3C 2 0.668604 0.331682 1.376216 11.00000 -1.50000 AFIX 0 C6 1 0.138578 0.235439 0.598398 11.00000 0.01887 0.02454 = 0.01604 0.00304 0.00351 -0.00150 C5 1 0.037314 0.232704 0.707013 11.00000 0.01466 0.02474 = 0.02262 0.00068 0.00521 -0.00039 C4 1 0.137339 0.220593 0.882123 11.00000 0.01410 0.02842 = 0.01901 0.00169 0.00612 -0.00130 AFIX 23 H4A 2 0.051182 0.216505 0.931106 11.00000 -1.20000 H4B 2 0.208532 0.155635 0.906394 11.00000 -1.20000 AFIX 0 C8 1 0.401126 0.095407 0.715714 11.00000 0.02256 0.01966 = 0.02172 -0.00091 0.00664 0.00006 AFIX 23 H8A 2 0.368141 0.078422 0.803395 11.00000 -1.20000 H8B 2 0.442601 0.030831 0.683685 11.00000 -1.20000 AFIX 0 C7 1 0.239216 0.138055 0.579018 11.00000 0.02248 0.02562 = 0.01682 -0.00168 0.00715 -0.00410 C9 1 0.890122 0.062028 1.150550 11.00000 0.02742 0.03012 = 0.02709 0.00255 0.00480 0.01041 AFIX 137 H9A 2 0.968097 0.121915 1.196961 11.00000 -1.50000 H9B 2 0.963877 0.000871 1.156138 11.00000 -1.50000 H9C 2 0.816448 0.048323 1.208400 11.00000 -1.50000 AFIX 0 F2 6 -0.084731 0.154299 0.654790 11.00000 0.01967 0.03783 = 0.02779 -0.00166 0.00658 -0.01024 F1 6 -0.056847 0.323136 0.676383 11.00000 0.02096 0.03311 = 0.02683 0.00487 0.00568 0.00982 F3 6 0.255111 0.315884 0.642975 11.00000 0.02537 0.02174 = 0.03028 0.00121 0.01306 -0.00265 F4 6 0.012483 0.257369 0.452891 11.00000 0.02583 0.04023 = 0.01896 0.00736 0.00453 0.00573 F6 6 0.118017 0.059882 0.524273 11.00000 0.02878 0.02829 = 0.02764 -0.00696 0.00533 -0.00805 F5 6 0.288717 0.163807 0.461294 11.00000 0.03177 0.03820 = 0.02095 0.00062 0.01364 0.00139 HKLF 4 REM 12gyte125_112T066_03_1_0m in P2(1) REM R1 = 0.0221 for 4398 Fo > 4sig(Fo) and 0.0227 for all 4477 data REM 248 parameters refined using 1 restraints END WGHT 0.0348 0.1206 REM Highest difference peak 0.365, deepest hole -0.249, 1-sigma level 0.045 Q1 1 0.5975 0.1804 0.8536 11.00000 0.05 0.36 ; _database_code_depnum_ccdc_archive 'CCDC 926256' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_SB3b _chemical_name_systematic ? _chemical_name_common cyclophosphazene _chemical_formula_moiety ? _chemical_formula_sum 'C7 H7 Cl3 F8 N3 O3 P3' _chemical_formula_iupac ? _chemical_formula_weight 532.42 _chemical_melting_point ? _space_group_crystal_system monoclinic _space_group_name_H-M_alt 'P 1 21/n 1' _space_group_name_Hall '-P 2yn' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.9174(8) _cell_length_b 8.0071(7) _cell_length_c 25.359(2) _cell_angle_alpha 90 _cell_angle_beta 96.467(4) _cell_angle_gamma 90 _cell_volume 1799.2(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used 9968 _cell_measurement_theta_min 2.3491 _cell_measurement_theta_max 28.3463 _cell_measurement_temperature 120.(2) _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.250 _exptl_crystal_size_mid 0.120 _exptl_crystal_size_min 0.120 _exptl_crystal_density_diffrn 1.966 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1048 _exptl_absorpt_coefficient_mu 0.871 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.83 _exptl_absorpt_correction_T_max 0.90 _exptl_special_details ; ; _diffrn_ambient_temperature 120.(2) _diffrn_source ImuS _diffrn_source_type ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 31095 _diffrn_reflns_av_R_equivalents 0.0322 _diffrn_reflns_av_sigmaI/netI 0.0186 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 28.35 _diffrn_reflns_theta_full 28.35 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _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^ > 2sigma(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. ; _reflns_number_total 4477 _reflns_number_gt 4180 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0372 _refine_ls_R_factor_gt 0.0344 _refine_ls_wR_factor_gt 0.0865 _refine_ls_wR_factor_ref 0.0883 _refine_ls_goodness_of_fit_ref 1.100 _refine_ls_restrained_S_all 1.100 _refine_ls_number_reflns 4477 _refine_ls_number_parameters 245 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0349P)^2^+2.5411P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.953 _refine_diff_density_min -0.327 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' 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' F F 0.0171 0.0103 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection ? _computing_cell_refinement 'SAINT V7.66A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.66A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _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 P P1 0.45196(6) 0.42015(6) 0.116387(19) 0.01899(11) Uani d . 1 . . P P2 0.52398(6) 0.69931(6) 0.17625(19) 0.01582(11) Uani d . 1 . . P P3 0.51032(6) 0.71694(6) 0.066811(19) 0.01742(11) Uani d . 1 . . N N1 0.4763(2) 0.5102(2) 0.17227(6) 0.0205(3) Uani d . 1 . . N N2 0.5420(2) 0.7990(2) 0.12373(6) 0.0192(3) Uani d . 1 . . N N3 0.4681(2) 0.5254(2) 0.06482(7) 0.0227(4) Uani d . 1 . . O O1 0.29522(19) 0.3310(2) 0.10688(6) 0.0309(4) Uani d . 1 . . O O2 0.67504(16) 0.70970(18) 0.21543(5) 0.0200(3) Uani d . 1 . . O O3 0.64575(16) 0.75011(19) 0.03325(6) 0.0218(3) Uani d . 1 . . Cl Cl1 0.60072(8) 0.23091(8) 0.11932(3) 0.03961(16) Uani d . 1 . . Cl Cl2 0.37988(6) 0.82151(7) 0.21733(2) 0.02814(12) Uani d . 1 . . Cl Cl3 0.35298(6) 0.85073(8) 0.02414(2) 0.02942(13) Uani d . 1 . . F F1 0.98041(16) 0.67810(18) 0.24423(5) 0.0325(3) Uani d . 1 . . F F2 1.02578(14) 0.91865(18) 0.20798(5) 0.0296(3) Uani d . 1 . . F F3 0.84274(14) 0.57529(15) 0.14335(5) 0.0246(3) Uani d . 1 . . F F4 1.08450(16) 0.6129(2) 0.15843(6) 0.0371(3) Uani d . 1 . . F F5 1.08658(15) 0.8777(2) 0.10393(6) 0.0378(4) Uani d . 1 . . F F6 0.84762(15) 0.93034(15) 0.10492(5) 0.0259(3) Uani d . 1 . . F F7 1.02512(15) 0.5988(2) 0.04693(6) 0.0369(4) Uani d . 1 . . F F8 0.94082(18) 0.8342(2) 0.01129(6) 0.0400(4) Uani d . 1 . . C C1 0.2461(4) 0.2183(4) 0.14498(12) 0.0518(8) Uani d . 1 . . H H1A 0.3003 0.1122 0.1436 0.078 Uiso calc R 1 . . H H1B 0.1374 0.1986 0.137 0.078 Uiso calc R 1 . . H H1C 0.2667 0.2666 0.1806 0.078 Uiso calc R 1 . . C C2 0.7761(2) 0.8487(3) 0.21437(8) 0.0193(4) Uani d . 1 . . H H2A 0.7827 0.9094 0.2486 0.023 Uiso calc R 1 . . H H2B 0.7379 0.927 0.1857 0.023 Uiso calc R 1 . . C C3 0.9307(2) 0.7853(3) 0.20483(8) 0.0221(4) Uani d . 1 . . C C4 0.9517(2) 0.6939(3) 0.15207(8) 0.0227(4) Uani d . 1 . . C C5 0.9492(2) 0.8065(3) 0.10237(9) 0.0236(4) Uani d . 1 . . C C6 0.9162(2) 0.7178(3) 0.04793(8) 0.0259(4) Uani d . 1 . . C C7 0.7661(2) 0.6329(3) 0.03172(8) 0.0227(4) Uani d . 1 . . H H7A 0.7647 0.5872 -0.0046 0.027 Uiso calc R 1 . . H H7B 0.7526 0.5391 0.0562 0.027 Uiso calc R 1 . . 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 P1 0.0250(3) 0.0157(2) 0.0159(2) -0.00558(19) 0.00067(18) -0.00018(18) P2 0.0182(2) 0.0150(2) 0.0138(2) -0.00194(17) -0.00019(17) 0.00016(17) P3 0.0175(2) 0.0204(2) 0.0139(2) -0.00180(18) -0.00025(17) 0.00411(17) N1 0.0299(9) 0.0172(8) 0.0142(7) -0.0063(7) 0.0013(6) 0.0015(6) N2 0.0246(8) 0.0154(8) 0.0169(7) -0.0030(6) -0.0013(6) 0.0027(6) N3 0.0297(9) 0.0233(9) 0.0148(7) -0.0080(7) 0.0004(6) -0.0011(6) O1 0.0351(9) 0.0330(9) 0.0232(8) -0.0134(7) -0.0028(6) -0.0002(6) O2 0.0198(7) 0.0203(7) 0.0186(6) -0.0034(5) -0.0034(5) 0.0012(5) O3 0.0206(7) 0.0237(7) 0.0216(7) 0.0009(6) 0.0047(5) 0.0055(6) Cl1 0.0575(4) 0.0246(3) 0.0370(3) 0.0131(3) 0.0068(3) -0.0004(2) Cl2 0.0255(2) 0.0317(3) 0.0279(3) 0.0027(2) 0.00581(19) -0.0069(2) Cl3 0.0221(2) 0.0406(3) 0.0249(2) 0.0040(2) -0.00054(18) 0.0138(2) F1 0.0328(7) 0.0383(8) 0.0234(6) 0.0114(6) -0.0092(5) -0.0040(6) F2 0.0214(6) 0.0366(7) 0.0304(7) -0.0089(5) 0.0016(5) -0.0175(6) F3 0.0303(6) 0.0196(6) 0.0230(6) -0.0037(5) -0.0012(5) -0.0065(5) F4 0.0251(7) 0.0472(9) 0.0368(8) 0.0162(6) -0.0056(5) -0.0170(7) F5 0.0257(7) 0.0501(9) 0.0396(8) -0.0199(6) 0.0116(6) -0.0195(7) F6 0.0314(7) 0.0197(6) 0.0276(6) -0.0014(5) 0.0080(5) -0.0030(5) F7 0.0210(6) 0.0530(9) 0.0366(7) 0.0050(6) 0.0029(5) -0.0253(7) F8 0.0409(8) 0.0530(10) 0.0283(7) -0.0174(7) 0.0138(6) -0.0008(7) C1 0.0616(19) 0.0485(17) 0.0429(15) -0.0323(15) -0.0045(13) 0.0104(13) C2 0.0193(9) 0.0184(9) 0.0200(9) -0.0032(7) 0.0006(7) -0.0063(7) C3 0.0203(9) 0.0242(10) 0.0206(9) -0.0005(8) -0.0034(7) -0.0069(8) C4 0.0170(9) 0.0253(10) 0.0248(10) 0.0017(8) -0.0022(7) -0.0101(8) C5 0.0178(9) 0.0264(10) 0.0275(10) -0.0055(8) 0.0057(8) -0.0098(8) C6 0.0242(10) 0.0325(11) 0.0219(10) -0.0035(9) 0.0067(8) -0.0086(9) C7 0.0198(9) 0.0285(10) 0.0193(9) -0.0010(8) 0.0000(7) -0.0057(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 P1 O1 . 1.5637(17) ? P1 N3 . 1.5759(17) ? P1 N1 . 1.5832(17) ? P1 Cl1 . 2.0097(8) ? P2 N1 . 1.5729(17) ? P2 N2 . 1.5763(17) ? P2 O2 . 1.5834(14) ? P2 Cl2 . 1.9987(7) ? P3 O3 . 1.5764(15) ? P3 N3 . 1.5787(18) ? P3 N2 . 1.5820(17) ? P3 Cl3 . 1.9862(7) ? O1 C1 . 1.427(3) ? O2 C2 . 1.435(2) ? O3 C7 . 1.429(3) ? F1 C3 . 1.353(2) ? F2 C3 . 1.361(2) ? F3 C4 . 1.359(2) ? F4 C4 . 1.344(2) ? F5 C5 . 1.348(2) ? F6 C5 . 1.349(2) ? F7 C6 . 1.363(3) ? F8 C6 . 1.351(3) ? C1 H1A . 0.98 ? C1 H1B . 0.98 ? C1 H1C . 0.98 ? C2 C3 . 1.513(3) ? C2 H2A . 0.99 ? C2 H2B . 0.99 ? C3 C4 . 1.555(3) ? C4 C5 . 1.548(3) ? C5 C6 . 1.551(3) ? C6 C7 . 1.516(3) ? C7 H7A . 0.99 ? C7 H7B . 0.99 ? 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_3 _geom_angle _geom_angle_publ_flag O1 P1 N3 . . 106.24(9) ? O1 P1 N1 . . 112.08(9) ? N3 P1 N1 . . 118.90(9) ? O1 P1 Cl1 . . 103.67(8) ? N3 P1 Cl1 . . 108.20(8) ? N1 P1 Cl1 . . 106.67(7) ? N1 P2 N2 . . 119.06(9) ? N1 P2 O2 . . 107.19(9) ? N2 P2 O2 . . 110.05(9) ? N1 P2 Cl2 . . 108.64(7) ? N2 P2 Cl2 . . 108.99(7) ? O2 P2 Cl2 . . 101.46(6) ? O3 P3 N3 . . 109.93(9) ? O3 P3 N2 . . 110.70(9) ? N3 P3 N2 . . 116.74(9) ? O3 P3 Cl3 . . 98.75(6) ? N3 P3 Cl3 . . 110.80(7) ? N2 P3 Cl3 . . 108.42(7) ? P2 N1 P1 . . 120.31(10) ? P2 N2 P3 . . 122.41(11) ? P1 N3 P3 . . 122.46(11) ? C1 O1 P1 . . 121.46(17) ? C2 O2 P2 . . 121.40(13) ? C7 O3 P3 . . 121.83(13) ? O1 C1 H1A . . 109.5 ? O1 C1 H1B . . 109.5 ? H1A C1 H1B . . 109.5 ? O1 C1 H1C . . 109.5 ? H1A C1 H1C . . 109.5 ? H1B C1 H1C . . 109.5 ? O2 C2 C3 . . 109.14(16) ? O2 C2 H2A . . 109.9 ? C3 C2 H2A . . 109.9 ? O2 C2 H2B . . 109.9 ? C3 C2 H2B . . 109.9 ? H2A C2 H2B . . 108.3 ? F1 C3 F2 . . 107.69(16) ? F1 C3 C2 . . 108.88(17) ? F2 C3 C2 . . 107.45(17) ? F1 C3 C4 . . 106.01(17) ? F2 C3 C4 . . 106.56(17) ? C2 C3 C4 . . 119.72(16) ? F4 C4 F3 . . 106.62(17) ? F4 C4 C5 . . 108.09(18) ? F3 C4 C5 . . 109.29(16) ? F4 C4 C3 . . 108.30(16) ? F3 C4 C3 . . 108.39(17) ? C5 C4 C3 . . 115.77(17) ? F5 C5 F6 . . 107.51(17) ? F5 C5 C4 . . 107.03(17) ? F6 C5 C4 . . 109.70(16) ? F5 C5 C6 . . 107.47(16) ? F6 C5 C6 . . 108.55(18) ? C4 C5 C6 . . 116.23(18) ? F8 C6 F7 . . 107.35(17) ? F8 C6 C7 . . 109.24(18) ? F7 C6 C7 . . 106.91(18) ? F8 C6 C5 . . 105.49(18) ? F7 C6 C5 . . 105.82(17) ? C7 C6 C5 . . 121.31(17) ? O3 C7 C6 . . 109.95(17) ? O3 C7 H7A . . 109.7 ? C6 C7 H7A . . 109.7 ? O3 C7 H7B . . 109.7 ? C6 C7 H7B . . 109.7 ? H7A C7 H7B . . 108.2 ? 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 N2 P2 N1 P1 . . . . 1.92(18) ? O2 P2 N1 P1 . . . . -123.71(12) ? Cl2 P2 N1 P1 . . . . 127.40(11) ? O1 P1 N1 P2 . . . . -127.77(13) ? N3 P1 N1 P2 . . . . -3.12(18) ? Cl1 P1 N1 P2 . . . . 119.41(11) ? N1 P2 N2 P3 . . . . 1.45(18) ? O2 P2 N2 P3 . . . . 125.69(12) ? Cl2 P2 N2 P3 . . . . -123.87(11) ? O3 P3 N2 P2 . . . . -130.17(12) ? N3 P3 N2 P2 . . . . -3.41(17) ? Cl3 P3 N2 P2 . . . . 122.54(11) ? O1 P1 N3 P3 . . . . 128.48(13) ? N1 P1 N3 P3 . . . . 1.04(19) ? Cl1 P1 N3 P3 . . . . -120.73(12) ? O3 P3 N3 P1 . . . . 129.28(13) ? N2 P3 N3 P1 . . . . 2.14(18) ? Cl3 P3 N3 P1 . . . . -122.61(12) ? N3 P1 O1 C1 . . . . 177.1(2) ? N1 P1 O1 C1 . . . . -51.5(2) ? Cl1 P1 O1 C1 . . . . 63.2(2) ? N1 P2 O2 C2 . . . . 158.31(14) ? N2 P2 O2 C2 . . . . 27.45(17) ? Cl2 P2 O2 C2 . . . . -87.86(14) ? N3 P3 O3 C7 . . . . -36.62(17) ? N2 P3 O3 C7 . . . . 93.82(16) ? Cl3 P3 O3 C7 . . . . -152.60(14) ? P2 O2 C2 C3 . . . . -122.80(15) ? O2 C2 C3 F1 . . . . -59.2(2) ? O2 C2 C3 F2 . . . . -175.59(15) ? O2 C2 C3 C4 . . . . 62.8(2) ? F1 C3 C4 F4 . . . . -40.6(2) ? F2 C3 C4 F4 . . . . 73.9(2) ? C2 C3 C4 F4 . . . . -164.11(19) ? F1 C3 C4 F3 . . . . 74.7(2) ? F2 C3 C4 F3 . . . . -170.81(16) ? C2 C3 C4 F3 . . . . -48.8(3) ? F1 C3 C4 C5 . . . . -162.17(16) ? F2 C3 C4 C5 . . . . -47.6(2) ? C2 C3 C4 C5 . . . . 74.4(2) ? F4 C4 C5 F5 . . . . -41.9(2) ? F3 C4 C5 F5 . . . . -157.61(16) ? C3 C4 C5 F5 . . . . 79.7(2) ? F4 C4 C5 F6 . . . . -158.29(16) ? F3 C4 C5 F6 . . . . 86.03(19) ? C3 C4 C5 F6 . . . . -36.7(2) ? F4 C4 C5 C6 . . . . 78.1(2) ? F3 C4 C5 C6 . . . . -37.5(2) ? C3 C4 C5 C6 . . . . -160.24(17) ? F5 C5 C6 F8 . . . . -51.7(2) ? F6 C5 C6 F8 . . . . 64.2(2) ? C4 C5 C6 F8 . . . . -171.58(17) ? F5 C5 C6 F7 . . . . 61.8(2) ? F6 C5 C6 F7 . . . . 177.83(16) ? C4 C5 C6 F7 . . . . -58.0(2) ? F5 C5 C6 C7 . . . . -176.4(2) ? F6 C5 C6 C7 . . . . -60.4(3) ? C4 C5 C6 C7 . . . . 63.8(3) ? P3 O3 C7 C6 . . . . -124.81(16) ? F8 C6 C7 O3 . . . . -65.6(2) ? F7 C6 C7 O3 . . . . 178.49(16) ? C5 C6 C7 O3 . . . . 57.3(3) ? _iucr_refine_instructions_details ; TITL 12gyte131_112T066_07_2_0m in P2(1)/n CELL 0.71073 8.9174 8.0071 25.3592 90.000 96.467 90.000 ZERR 4.00 0.0008 0.0007 0.0022 0.000 0.004 0.000 LATT 1 SYMM 0.5-X, 0.5+Y, 0.5-Z SFAC C H N O F P Cl UNIT 28 28 12 12 32 12 12 OMIT 0 1 1 L.S. 10 ACTA BOND $H FMAP 2 PLAN 2 CONF SIZE 0.118 0.121 0.247 HTAB TEMP -153.160 WGHT 0.034900 2.541100 FVAR 0.09858 P1 6 0.451963 0.420149 0.116387 11.00000 0.02504 0.01566 = 0.01591 -0.00018 0.00067 -0.00558 P2 6 0.523979 0.699315 0.176250 11.00000 0.01819 0.01500 = 0.01381 0.00016 -0.00019 -0.00194 P3 6 0.510318 0.716942 0.066811 11.00000 0.01750 0.02041 = 0.01388 0.00411 -0.00025 -0.00180 N1 3 0.476306 0.510206 0.172274 11.00000 0.02991 0.01721 = 0.01423 0.00145 0.00131 -0.00633 N2 3 0.542047 0.798953 0.123731 11.00000 0.02456 0.01539 = 0.01694 0.00265 -0.00128 -0.00297 N3 3 0.468087 0.525394 0.064817 11.00000 0.02965 0.02330 = 0.01479 -0.00108 0.00042 -0.00799 O1 4 0.295224 0.331007 0.106882 11.00000 0.03510 0.03304 = 0.02324 -0.00020 -0.00279 -0.01336 O2 4 0.675038 0.709701 0.215430 11.00000 0.01981 0.02027 = 0.01865 0.00124 -0.00341 -0.00336 O3 4 0.645752 0.750106 0.033249 11.00000 0.02057 0.02368 = 0.02164 0.00551 0.00467 0.00091 CL1 7 0.600725 0.230915 0.119319 11.00000 0.05755 0.02464 = 0.03699 -0.00037 0.00679 0.01309 CL2 7 0.379882 0.821505 0.217325 11.00000 0.02547 0.03167 = 0.02792 -0.00692 0.00581 0.00270 CL3 7 0.352981 0.850728 0.024136 11.00000 0.02207 0.04057 = 0.02487 0.01381 -0.00054 0.00398 F1 5 0.980408 0.678103 0.244232 11.00000 0.03281 0.03834 = 0.02344 -0.00398 -0.00923 0.01143 F2 5 1.025781 0.918650 0.207981 11.00000 0.02142 0.03662 = 0.03043 -0.01749 0.00161 -0.00895 F3 5 0.842736 0.575289 0.143353 11.00000 0.03027 0.01956 = 0.02298 -0.00653 -0.00122 -0.00370 F4 5 1.084500 0.612872 0.158426 11.00000 0.02514 0.04721 = 0.03677 -0.01697 -0.00557 0.01622 F5 5 1.086575 0.877675 0.103929 11.00000 0.02565 0.05013 = 0.03957 -0.01947 0.01159 -0.01992 F6 5 0.847622 0.930337 0.104920 11.00000 0.03136 0.01967 = 0.02760 -0.00298 0.00801 -0.00143 F7 5 1.025125 0.598834 0.046929 11.00000 0.02096 0.05297 = 0.03663 -0.02531 0.00293 0.00498 F8 5 0.940822 0.834238 0.011289 11.00000 0.04086 0.05303 = 0.02835 -0.00083 0.01376 -0.01736 C1 1 0.246074 0.218280 0.144976 11.00000 0.06163 0.04854 = 0.04292 0.01042 -0.00448 -0.03231 AFIX 137 H1A 2 0.300318 0.112211 0.143582 11.00000 -1.50000 H1B 2 0.137436 0.198565 0.136959 11.00000 -1.50000 H1C 2 0.266707 0.266631 0.180555 11.00000 -1.50000 AFIX 0 C2 1 0.776147 0.848725 0.214366 11.00000 0.01929 0.01838 = 0.01998 -0.00626 0.00057 -0.00317 AFIX 23 H2A 2 0.782723 0.909392 0.248565 11.00000 -1.20000 H2B 2 0.737930 0.926955 0.185731 11.00000 -1.20000 AFIX 0 C3 1 0.930654 0.785276 0.204829 11.00000 0.02028 0.02416 = 0.02056 -0.00693 -0.00338 -0.00048 C4 1 0.951684 0.693927 0.152068 11.00000 0.01696 0.02529 = 0.02484 -0.01013 -0.00224 0.00174 C5 1 0.949205 0.806511 0.102373 11.00000 0.01777 0.02635 = 0.02752 -0.00983 0.00574 -0.00552 C6 1 0.916229 0.717814 0.047931 11.00000 0.02415 0.03253 = 0.02195 -0.00861 0.00666 -0.00347 C7 1 0.766122 0.632945 0.031723 11.00000 0.01984 0.02846 = 0.01933 -0.00566 0.00001 -0.00098 AFIX 23 H7A 2 0.764664 0.587236 -0.004605 11.00000 -1.20000 H7B 2 0.752608 0.539074 0.056153 11.00000 -1.20000 HKLF 4 REM 12gyte131_112T066_07_2_0m in P2(1)/n REM R1 = 0.0344 for 4180 Fo > 4sig(Fo) and 0.0372 for all 4477 data REM 245 parameters refined using 0 restraints END WGHT 0.0349 2.5410 REM Highest difference peak 0.953, deepest hole -0.327, 1-sigma level 0.073 Q1 1 0.3025 0.2397 0.1215 11.00000 0.05 0.95 Q2 1 0.3971 0.6995 0.2207 11.00000 0.05 0.67 ; _database_code_depnum_ccdc_archive 'CCDC 926257' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_SB4b _chemical_name_systematic ? _chemical_name_common cyclophosphazene _chemical_formula_moiety ? _chemical_formula_sum 'C8 H10 Cl2 F8 N3 O4 P3' _chemical_formula_iupac ? _chemical_formula_weight 528.00 _chemical_melting_point ? _space_group_crystal_system triclinic _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.354(2) _cell_length_b 10.499(2) _cell_length_c 10.863(3) _cell_angle_alpha 103.714(9) _cell_angle_beta 109.372(8) _cell_angle_gamma 105.644(9) _cell_volume 904.4(4) _cell_formula_units_Z 2 _cell_measurement_reflns_used 9804 _cell_measurement_theta_min 2.1587 _cell_measurement_theta_max 28.3491 _cell_measurement_temperature 120.(2) _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.190 _exptl_crystal_density_diffrn 1.939 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 524 _exptl_absorpt_coefficient_mu 0.726 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.80 _exptl_absorpt_correction_T_max 0.87 _exptl_special_details ; ; _diffrn_ambient_temperature 120.(2) _diffrn_source ImuS _diffrn_source_type ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 31131 _diffrn_reflns_av_R_equivalents 0.0382 _diffrn_reflns_av_sigmaI/netI 0.0191 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 28.36 _diffrn_reflns_theta_full 28.36 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measured_fraction_theta_full 0.995 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _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^ > 2sigma(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. ; _reflns_number_total 4511 _reflns_number_gt 4228 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0293 _refine_ls_R_factor_gt 0.0272 _refine_ls_wR_factor_gt 0.0709 _refine_ls_wR_factor_ref 0.0721 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_restrained_S_all 1.114 _refine_ls_number_reflns 4511 _refine_ls_number_parameters 295 _refine_ls_number_restraints 4 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0290P)^2^+0.6514P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.449 _refine_diff_density_min -0.540 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' 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' F F 0.0171 0.0103 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection ? _computing_cell_refinement 'SAINT V7.66A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.66A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _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 P P1 0.64781(5) 0.87758(4) 0.28238(5) 0.02589(10) Uani d D 1.0 . . P P2 0.38785(4) 0.64722(4) 0.06735(4) 0.01510(8) Uani d . 1.0 . . P P3 0.33212(5) 0.83103(4) 0.25734(4) 0.01876(9) Uani d . 1.0 . . N N1 0.57575(15) 0.74118(13) 0.14531(13) 0.0195(2) Uani d . 1.0 A . N N2 0.26617(15) 0.69567(13) 0.12158(13) 0.0194(2) Uani d . 1.0 A . N N3 0.52236(17) 0.91559(14) 0.33675(15) 0.0270(3) Uani d . 1.0 A . O O1A 0.7668(3) 0.8517(3) 0.4174(2) 0.0289(7) Uani d PD 0.699(6) A 1 C C1A 0.8850(5) 0.7950(4) 0.4075(4) 0.0418(9) Uani d PD 0.699(6) A 1 H H1A1 0.8298 0.6979 0.3389 0.063 Uiso calc PR 0.699(6) A 1 H H1A2 0.9494 0.7941 0.4989 0.063 Uiso calc PR 0.699(6) A 1 H H1A3 0.9577 0.8535 0.3777 0.063 Uiso calc PR 0.699(6) A 1 O O1B 0.8144(5) 0.9084(4) 0.3788(4) 0.0229(14) Uani d PD 0.301(6) A 2 C C1B 0.8205(11) 0.8056(8) 0.4352(8) 0.0351(18) Uani d PD 0.301(6) A 2 H H1B1 0.7602 0.8065 0.4937 0.053 Uiso calc PR 0.301(6) A 2 H H1B2 0.9349 0.8238 0.4924 0.053 Uiso calc PR 0.301(6) A 2 H H1B3 0.7708 0.7127 0.3599 0.053 Uiso calc PR 0.301(6) A 2 O O3 0.36795(13) 0.49220(11) 0.06335(11) 0.0194(2) Uani d . 1.0 A . O O4 0.25722(13) 0.79358(12) 0.36111(12) 0.0216(2) Uani d . 1.0 A . O O2A 0.6925(7) 1.0232(4) 0.2320(5) 0.0245(16) Uani d PD 0.318(7) A 1 C C2A 0.7927(12) 1.0372(7) 0.1553(8) 0.0370(18) Uani d PD 0.318(7) A 1 H H2A1 0.8989 1.0354 0.2093 0.056 Uiso calc PR 0.318(7) A 1 H H2A2 0.8096 1.1272 0.1396 0.056 Uiso calc PR 0.318(7) A 1 H H2A3 0.7375 0.9585 0.065 0.056 Uiso calc PR 0.318(7) A 1 O O2B 0.7717(3) 0.9999(2) 0.2759(2) 0.0301(7) Uani d PD 0.682(7) A 2 C C2B 0.7151(6) 1.0411(4) 0.1582(5) 0.0486(11) Uani d PD 0.682(7) A 2 H H2B1 0.6786 0.9611 0.072 0.073 Uiso calc PR 0.682(7) A 2 H H2B2 0.8043 1.1209 0.1646 0.073 Uiso calc PR 0.682(7) A 2 H H2B3 0.6234 1.0697 0.1573 0.073 Uiso calc PR 0.682(7) A 2 Cl Cl1 0.30970(5) 0.62103(5) -0.13526(4) 0.02659(9) Uani d . 1.0 A . Cl Cl2 0.22143(6) 0.96212(5) 0.20892(5) 0.03354(11) Uani d . 1.0 A . F F1 0.34273(13) 0.25967(10) 0.14593(11) 0.0276(2) Uani d . 1.0 . . F F2 0.08547(12) 0.21595(10) 0.10141(10) 0.0286(2) Uani d . 1.0 . . F F3 0.42500(10) 0.52823(10) 0.33107(9) 0.02306(19) Uani d . 1.0 A . F F4 0.32045(13) 0.34147(11) 0.37481(10) 0.0296(2) Uani d . 1.0 A . F F5 0.07441(10) 0.50055(10) 0.21037(9) 0.02141(18) Uani d . 1.0 . . F F6 0.04980(12) 0.36719(10) 0.33394(11) 0.0279(2) Uani d . 1.0 . . F F7 0.30647(14) 0.57300(11) 0.56414(10) 0.0317(2) Uani d . 1.0 A . F F8 0.09208(14) 0.62139(12) 0.46767(12) 0.0337(2) Uani d . 1.0 A . C C3 0.21356(18) 0.38509(15) 0.02672(15) 0.0199(3) Uani d . 1.0 . . H H3A 0.1788 0.3108 -0.0646 0.024 Uiso calc R 1.0 A . H H3B 0.1294 0.4269 0.0187 0.024 Uiso calc R 1.0 . . C C4 0.23155(18) 0.32097(15) 0.13972(16) 0.0195(3) Uani d . 1.0 A . C C5 0.28503(18) 0.41684(15) 0.29254(15) 0.0185(3) Uani d . 1.0 . . C C6 0.15766(18) 0.47257(16) 0.32139(15) 0.0189(3) Uani d . 1.0 A . C C7 0.2262(2) 0.60602(17) 0.45465(16) 0.0224(3) Uani d . 1.0 . . C C8 0.3396(2) 0.74702(16) 0.46743(16) 0.0228(3) Uani d . 1.0 A . H H8A 0.3754 0.8184 0.5607 0.027 Uiso calc R 1.0 . . H H8B 0.4381 0.7371 0.458 0.027 Uiso calc R 1.0 . . 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 P1 0.01851(19) 0.0218(2) 0.0254(2) 0.00126(15) 0.00934(16) -0.00405(16) P2 0.01511(16) 0.01470(16) 0.01470(17) 0.00448(13) 0.00687(13) 0.00453(13) P3 0.02128(18) 0.01619(17) 0.02210(19) 0.00904(14) 0.01172(15) 0.00648(14) N1 0.0168(6) 0.0178(6) 0.0205(6) 0.0044(5) 0.0089(5) 0.0024(5) N2 0.0171(6) 0.0197(6) 0.0208(6) 0.0067(5) 0.0090(5) 0.0054(5) N3 0.0248(7) 0.0201(6) 0.0281(7) 0.0042(5) 0.0130(6) -0.0022(5) O1A 0.0290(11) 0.0310(13) 0.0208(9) 0.0140(10) 0.0059(8) 0.0033(8) C1A 0.0431(19) 0.0419(17) 0.0292(16) 0.0263(15) -0.0008(14) 0.0053(12) O1B 0.0174(19) 0.019(2) 0.023(2) 0.0017(15) 0.0035(15) 0.0038(16) C1B 0.034(4) 0.032(4) 0.031(4) 0.006(3) 0.012(3) 0.005(3) O3 0.0197(5) 0.0153(5) 0.0248(5) 0.0056(4) 0.0123(4) 0.0072(4) O4 0.0246(5) 0.0249(5) 0.0240(5) 0.0145(4) 0.0146(5) 0.0110(4) O2A 0.033(3) 0.0148(17) 0.029(2) 0.0041(16) 0.021(2) 0.0089(16) C2A 0.045(4) 0.027(3) 0.046(4) 0.008(3) 0.032(4) 0.012(3) O2B 0.0242(12) 0.0209(9) 0.0350(11) -0.0003(8) 0.0101(9) 0.0066(8) C2B 0.054(3) 0.0273(15) 0.056(2) 0.0037(16) 0.019(2) 0.0199(15) Cl1 0.02403(18) 0.0391(2) 0.01811(17) 0.01205(16) 0.00908(14) 0.01254(15) Cl2 0.0425(2) 0.0274(2) 0.0402(2) 0.02231(18) 0.0185(2) 0.01612(18) F1 0.0368(5) 0.0222(5) 0.0342(5) 0.0169(4) 0.0215(4) 0.0118(4) F2 0.0279(5) 0.0194(4) 0.0274(5) -0.0040(4) 0.0120(4) 0.0044(4) F3 0.0139(4) 0.0244(4) 0.0210(4) 0.0020(3) 0.0054(3) 0.0006(4) F4 0.0398(6) 0.0334(5) 0.0249(5) 0.0216(5) 0.0137(4) 0.0173(4) F5 0.0163(4) 0.0281(5) 0.0200(4) 0.0088(3) 0.0066(3) 0.0100(4) F6 0.0265(5) 0.0279(5) 0.0319(5) 0.0039(4) 0.0187(4) 0.0132(4) F7 0.0478(6) 0.0331(5) 0.0168(5) 0.0173(5) 0.0132(4) 0.0117(4) F8 0.0410(6) 0.0377(6) 0.0412(6) 0.0208(5) 0.0328(5) 0.0167(5) C3 0.0204(7) 0.0166(6) 0.0166(7) 0.0012(5) 0.0076(5) 0.0029(5) C4 0.0204(7) 0.0140(6) 0.0218(7) 0.0032(5) 0.0104(6) 0.0040(5) C5 0.0181(6) 0.0191(7) 0.0179(7) 0.0066(5) 0.0072(5) 0.0071(5) C6 0.0178(6) 0.0213(7) 0.0195(7) 0.0059(5) 0.0099(6) 0.0093(6) C7 0.0289(8) 0.0270(8) 0.0183(7) 0.0135(6) 0.0145(6) 0.0096(6) C8 0.0275(8) 0.0204(7) 0.0172(7) 0.0088(6) 0.0078(6) 0.0039(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 P1 O1B . 1.454(4) ? P1 O2B . 1.5139(18) ? P1 N3 . 1.5767(14) ? P1 N1 . 1.5890(13) ? P1 O1A . 1.654(2) ? P1 O2A . 1.736(5) ? P2 N1 . 1.5687(13) ? P2 O3 . 1.5758(11) ? P2 N2 . 1.5864(13) ? P2 Cl1 . 1.9978(7) ? P3 N3 . 1.5702(15) ? P3 O4 . 1.5817(12) ? P3 N2 . 1.5827(13) ? P3 Cl2 . 1.9984(6) ? O1A C1A . 1.411(4) ? C1A H1A1 . 0.98 ? C1A H1A2 . 0.98 ? C1A H1A3 . 0.98 ? O1B C1B . 1.367(9) ? C1B H1B1 . 0.98 ? C1B H1B2 . 0.98 ? C1B H1B3 . 0.98 ? O3 C3 . 1.4281(17) ? O4 C8 . 1.4307(19) ? O2A C2A . 1.449(8) ? C2A H2A1 . 0.98 ? C2A H2A2 . 0.98 ? C2A H2A3 . 0.98 ? O2B C2B . 1.428(5) ? C2B H2B1 . 0.98 ? C2B H2B2 . 0.98 ? C2B H2B3 . 0.98 ? F1 C4 . 1.3548(18) ? F2 C4 . 1.3597(17) ? F3 C5 . 1.3549(17) ? F4 C5 . 1.3472(18) ? F5 C6 . 1.3474(17) ? F6 C6 . 1.3495(17) ? F7 C7 . 1.3573(18) ? F8 C7 . 1.3551(18) ? C3 C4 . 1.518(2) ? C3 H3A . 0.99 ? C3 H3B . 0.99 ? C4 C5 . 1.551(2) ? C5 C6 . 1.548(2) ? C6 C7 . 1.552(2) ? C7 C8 . 1.515(2) ? C8 H8A . 0.99 ? C8 H8B . 0.99 ? 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_3 _geom_angle _geom_angle_publ_flag O1B P1 O2B . . 67.9(2) ? O1B P1 N3 . . 121.20(19) ? O2B P1 N3 . . 115.71(12) ? O1B P1 N1 . . 113.99(16) ? O2B P1 N1 . . 110.65(9) ? N3 P1 N1 . . 117.24(7) ? O1B P1 O1A . . 33.26(19) ? O2B P1 O1A . . 100.39(15) ? N3 P1 O1A . . 101.11(10) ? N1 P1 O1A . . 109.67(10) ? O1B P1 O2A . . 97.0(3) ? O2B P1 O2A . . 30.03(15) ? N3 P1 O2A . . 94.65(18) ? N1 P1 O2A . . 106.41(15) ? O1A P1 O2A . . 127.5(2) ? N1 P2 O3 . . 107.27(7) ? N1 P2 N2 . . 118.88(7) ? O3 P2 N2 . . 110.20(6) ? N1 P2 Cl1 . . 109.32(5) ? O3 P2 Cl1 . . 101.99(5) ? N2 P2 Cl1 . . 107.87(5) ? N3 P3 O4 . . 110.97(7) ? N3 P3 N2 . . 117.67(7) ? O4 P3 N2 . . 110.46(7) ? N3 P3 Cl2 . . 109.57(6) ? O4 P3 Cl2 . . 97.46(5) ? N2 P3 Cl2 . . 108.80(6) ? P2 N1 P1 . . 121.63(8) ? P3 N2 P2 . . 121.21(8) ? P3 N3 P1 . . 123.15(9) ? C1A O1A P1 . . 120.8(2) ? C1B O1B P1 . . 111.1(5) ? O1B C1B H1B1 . . 109.5 ? O1B C1B H1B2 . . 109.5 ? H1B1 C1B H1B2 . . 109.5 ? O1B C1B H1B3 . . 109.5 ? H1B1 C1B H1B3 . . 109.5 ? H1B2 C1B H1B3 . . 109.5 ? C3 O3 P2 . . 122.69(10) ? C8 O4 P3 . . 120.89(10) ? C2A O2A P1 . . 120.5(5) ? C2B O2B P1 . . 116.2(3) ? O2B C2B H2B1 . . 109.5 ? O2B C2B H2B2 . . 109.5 ? H2B1 C2B H2B2 . . 109.5 ? O2B C2B H2B3 . . 109.5 ? H2B1 C2B H2B3 . . 109.5 ? H2B2 C2B H2B3 . . 109.5 ? O3 C3 C4 . . 108.52(12) ? O3 C3 H3A . . 110.0 ? C4 C3 H3A . . 110.0 ? O3 C3 H3B . . 110.0 ? C4 C3 H3B . . 110.0 ? H3A C3 H3B . . 108.4 ? F1 C4 F2 . . 107.02(12) ? F1 C4 C3 . . 109.30(12) ? F2 C4 C3 . . 107.99(12) ? F1 C4 C5 . . 105.39(12) ? F2 C4 C5 . . 106.81(12) ? C3 C4 C5 . . 119.67(12) ? F4 C5 F3 . . 107.41(12) ? F4 C5 C6 . . 107.60(12) ? F3 C5 C6 . . 109.23(12) ? F4 C5 C4 . . 107.76(12) ? F3 C5 C4 . . 108.40(12) ? C6 C5 C4 . . 116.11(12) ? F5 C6 F6 . . 107.62(12) ? F5 C6 C5 . . 109.27(12) ? F6 C6 C5 . . 107.36(12) ? F5 C6 C7 . . 108.40(12) ? F6 C6 C7 . . 107.72(12) ? C5 C6 C7 . . 116.16(12) ? F8 C7 F7 . . 107.53(12) ? F8 C7 C8 . . 108.90(13) ? F7 C7 C8 . . 107.30(13) ? F8 C7 C6 . . 104.95(13) ? F7 C7 C6 . . 106.67(12) ? C8 C7 C6 . . 120.86(13) ? O4 C8 C7 . . 110.10(13) ? O4 C8 H8A . . 109.6 ? C7 C8 H8A . . 109.6 ? O4 C8 H8B . . 109.6 ? C7 C8 H8B . . 109.6 ? H8A C8 H8B . . 108.2 ? 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 O3 P2 N1 P1 . . . . -121.79(9) ? N2 P2 N1 P1 . . . . 3.97(13) ? Cl1 P2 N1 P1 . . . . 128.36(8) ? O1B P1 N1 P2 . . . . 149.7(3) ? O2B P1 N1 P2 . . . . -136.05(15) ? N3 P1 N1 P2 . . . . -0.37(14) ? O1A P1 N1 P2 . . . . 114.11(13) ? O2A P1 N1 P2 . . . . -104.6(2) ? N3 P3 N2 P2 . . . . -0.13(13) ? O4 P3 N2 P2 . . . . -128.95(9) ? Cl2 P3 N2 P2 . . . . 125.18(8) ? N1 P2 N2 P3 . . . . -3.72(13) ? O3 P2 N2 P3 . . . . 120.62(9) ? Cl1 P2 N2 P3 . . . . -128.82(8) ? O4 P3 N3 P1 . . . . 132.56(11) ? N2 P3 N3 P1 . . . . 3.97(15) ? Cl2 P3 N3 P1 . . . . -120.95(10) ? O1B P1 N3 P3 . . . . -151.6(2) ? O2B P1 N3 P3 . . . . 129.74(15) ? N1 P1 N3 P3 . . . . -3.74(15) ? O1A P1 N3 P3 . . . . -122.88(14) ? O2A P1 N3 P3 . . . . 107.4(2) ? O1B P1 O1A C1A . . . . -57.6(4) ? O2B P1 O1A C1A . . . . -70.1(3) ? N3 P1 O1A C1A . . . . 170.9(3) ? N1 P1 O1A C1A . . . . 46.4(3) ? O2A P1 O1A C1A . . . . -84.3(3) ? O2B P1 O1B C1B . . . . -170.4(6) ? N3 P1 O1B C1B . . . . 82.0(5) ? N1 P1 O1B C1B . . . . -66.7(6) ? O1A P1 O1B C1B . . . . 22.9(5) ? O2A P1 O1B C1B . . . . -178.2(5) ? N1 P2 O3 C3 . . . . 166.66(11) ? N2 P2 O3 C3 . . . . 35.87(13) ? Cl1 P2 O3 C3 . . . . -78.49(11) ? N3 P3 O4 C8 . . . . -41.35(13) ? N2 P3 O4 C8 . . . . 91.01(12) ? Cl2 P3 O4 C8 . . . . -155.68(10) ? O1B P1 O2A C2A . . . . 65.3(6) ? O2B P1 O2A C2A . . . . 50.7(6) ? N3 P1 O2A C2A . . . . -172.5(6) ? N1 P1 O2A C2A . . . . -52.3(7) ? O1A P1 O2A C2A . . . . 79.7(6) ? O1B P1 O2B C2B . . . . 165.3(4) ? N3 P1 O2B C2B . . . . -79.5(3) ? N1 P1 O2B C2B . . . . 56.9(4) ? O1A P1 O2B C2B . . . . 172.7(3) ? O2A P1 O2B C2B . . . . -30.3(4) ? P2 O3 C3 C4 . . . . -128.40(11) ? O3 C3 C4 F1 . . . . -61.86(15) ? O3 C3 C4 F2 . . . . -177.96(11) ? O3 C3 C4 C5 . . . . 59.69(17) ? F1 C4 C5 F4 . . . . -45.50(15) ? F2 C4 C5 F4 . . . . 68.11(15) ? C3 C4 C5 F4 . . . . -168.97(13) ? F1 C4 C5 F3 . . . . 70.45(14) ? F2 C4 C5 F3 . . . . -175.94(11) ? C3 C4 C5 F3 . . . . -53.02(17) ? F1 C4 C5 C6 . . . . -166.20(11) ? F2 C4 C5 C6 . . . . -52.59(16) ? C3 C4 C5 C6 . . . . 70.33(17) ? F4 C5 C6 F5 . . . . -157.11(11) ? F3 C5 C6 F5 . . . . 86.59(14) ? C4 C5 C6 F5 . . . . -36.32(17) ? F4 C5 C6 F6 . . . . -40.67(15) ? F3 C5 C6 F6 . . . . -156.97(11) ? C4 C5 C6 F6 . . . . 80.11(15) ? F4 C5 C6 C7 . . . . 79.91(15) ? F3 C5 C6 C7 . . . . -36.39(17) ? C4 C5 C6 C7 . . . . -159.30(13) ? F5 C6 C7 F8 . . . . 65.03(14) ? F6 C6 C7 F8 . . . . -51.15(15) ? C5 C6 C7 F8 . . . . -171.53(12) ? F5 C6 C7 F7 . . . . 178.94(11) ? F6 C6 C7 F7 . . . . 62.76(15) ? C5 C6 C7 F7 . . . . -57.62(16) ? F5 C6 C7 C8 . . . . -58.34(18) ? F6 C6 C7 C8 . . . . -174.52(13) ? C5 C6 C7 C8 . . . . 65.09(19) ? P3 O4 C8 C7 . . . . -124.78(12) ? F8 C7 C8 O4 . . . . -59.26(16) ? F7 C7 C8 O4 . . . . -175.37(11) ? C6 C7 C8 O4 . . . . 62.22(18) ? _iucr_refine_instructions_details ; TITL 12gyte141_112T066_08_3_0m in P-1 CELL 0.71073 9.3544 10.4989 10.8631 103.714 109.372 105.644 ZERR 2.00 0.0021 0.0023 0.0025 0.009 0.008 0.009 LATT 1 SFAC C H N O F P Cl UNIT 16 20 6 8 16 6 4 L.S. 10 ACTA SADI P1 O1A P1 O1B SADI P1 O2A P1 O2B SADI O1A C1A O1B C1B SADI O2A C2A O2B C2B HTAB BOND $H FMAP 2 PLAN 2 SIZE 0.192 0.20 0.201 CONF FREE O2B O1B FREE C1B P1 TEMP -153.160 WGHT 0.029000 0.651400 FVAR 0.19983 0.69881 0.31782 MOLE 1 P1 6 0.647809 0.877583 0.282378 11.00000 0.01851 0.02185 = 0.02542 -0.00405 0.00934 0.00126 P2 6 0.387854 0.647221 0.067346 11.00000 0.01511 0.01470 = 0.01470 0.00453 0.00687 0.00448 P3 6 0.332123 0.831026 0.257340 11.00000 0.02128 0.01619 = 0.02210 0.00648 0.01172 0.00904 N1 3 0.575751 0.741177 0.145314 11.00000 0.01680 0.01785 = 0.02050 0.00237 0.00895 0.00441 N2 3 0.266173 0.695673 0.121577 11.00000 0.01712 0.01973 = 0.02081 0.00536 0.00897 0.00670 N3 3 0.522358 0.915585 0.336753 11.00000 0.02484 0.02006 = 0.02812 -0.00221 0.01302 0.00424 PART 1 O1A 4 0.766845 0.851674 0.417416 21.00000 0.02904 0.03100 = 0.02080 0.00326 0.00588 0.01403 C1A 1 0.884959 0.794957 0.407451 21.00000 0.04311 0.04189 = 0.02917 0.00531 -0.00078 0.02633 AFIX 137 H1A1 2 0.829804 0.697945 0.338871 21.00000 -1.50000 H1A2 2 0.949376 0.794068 0.498901 21.00000 -1.50000 H1A3 2 0.957736 0.853463 0.377659 21.00000 -1.50000 PART 2 AFIX 0 O1B 4 0.814389 0.908424 0.378826 -21.00000 0.01736 0.01864 = 0.02270 0.00376 0.00353 0.00168 C1B 1 0.820490 0.805563 0.435209 -21.00000 0.03382 0.03161 = 0.03089 0.00515 0.01240 0.00647 AFIX 137 H1B1 2 0.760169 0.806453 0.493718 -21.00000 -1.50000 H1B2 2 0.934899 0.823750 0.492427 -21.00000 -1.50000 H1B3 2 0.770776 0.712737 0.359907 -21.00000 -1.50000 PART 0 AFIX 0 O3 4 0.367954 0.492197 0.063350 11.00000 0.01970 0.01534 = 0.02482 0.00722 0.01232 0.00559 O4 4 0.257222 0.793577 0.361113 11.00000 0.02459 0.02485 = 0.02403 0.01096 0.01459 0.01452 PART 1 O2A 4 0.692462 1.023172 0.232029 31.00000 0.03343 0.01476 = 0.02898 0.00891 0.02085 0.00412 C2A 1 0.792724 1.037184 0.155288 31.00000 0.04457 0.02727 = 0.04631 0.01238 0.03206 0.00845 AFIX 137 H2A1 2 0.898920 1.035351 0.209289 31.00000 -1.50000 H2A2 2 0.809627 1.127189 0.139625 31.00000 -1.50000 H2A3 2 0.737450 0.958489 0.065037 31.00000 -1.50000 PART 2 AFIX 0 O2B 4 0.771720 0.999901 0.275891 -31.00000 0.02418 0.02094 = 0.03499 0.00656 0.01012 -0.00026 C2B 1 0.715061 1.041119 0.158220 -31.00000 0.05427 0.02729 = 0.05577 0.01995 0.01923 0.00366 AFIX 137 H2B1 2 0.678556 0.961059 0.071978 -31.00000 -1.50000 H2B2 2 0.804342 1.120860 0.164579 -31.00000 -1.50000 H2B3 2 0.623395 1.069728 0.157339 -31.00000 -1.50000 PART 0 AFIX 0 CL1 7 0.309699 0.621026 -0.135257 11.00000 0.02403 0.03915 = 0.01811 0.01254 0.00908 0.01205 CL2 7 0.221432 0.962121 0.208915 11.00000 0.04246 0.02738 = 0.04022 0.01612 0.01847 0.02231 F1 5 0.342732 0.259666 0.145926 11.00000 0.03682 0.02216 = 0.03421 0.01185 0.02149 0.01686 F2 5 0.085468 0.215950 0.101407 11.00000 0.02792 0.01944 = 0.02736 0.00439 0.01196 -0.00403 F3 5 0.424995 0.528228 0.331066 11.00000 0.01389 0.02444 = 0.02100 0.00061 0.00541 0.00200 F4 5 0.320450 0.341474 0.374810 11.00000 0.03980 0.03343 = 0.02489 0.01728 0.01367 0.02157 F5 5 0.074415 0.500551 0.210369 11.00000 0.01627 0.02810 = 0.02001 0.01004 0.00658 0.00879 F6 5 0.049797 0.367194 0.333937 11.00000 0.02645 0.02789 = 0.03186 0.01316 0.01868 0.00394 F7 5 0.306474 0.572997 0.564140 11.00000 0.04776 0.03308 = 0.01684 0.01167 0.01321 0.01726 F8 5 0.092076 0.621386 0.467668 11.00000 0.04101 0.03765 = 0.04116 0.01666 0.03276 0.02081 C3 1 0.213565 0.385089 0.026716 11.00000 0.02037 0.01662 = 0.01660 0.00290 0.00760 0.00122 AFIX 23 H3A 2 0.178797 0.310775 -0.064562 11.00000 -1.20000 H3B 2 0.129352 0.426909 0.018715 11.00000 -1.20000 AFIX 0 C4 1 0.231546 0.320967 0.139718 11.00000 0.02036 0.01395 = 0.02178 0.00396 0.01042 0.00316 C5 1 0.285029 0.416838 0.292537 11.00000 0.01814 0.01913 = 0.01791 0.00712 0.00720 0.00658 C6 1 0.157656 0.472573 0.321394 11.00000 0.01776 0.02132 = 0.01955 0.00926 0.00991 0.00594 C7 1 0.226199 0.606021 0.454647 11.00000 0.02887 0.02696 = 0.01826 0.00961 0.01452 0.01355 C8 1 0.339610 0.747023 0.467426 11.00000 0.02754 0.02038 = 0.01715 0.00388 0.00775 0.00883 AFIX 23 H8A 2 0.375384 0.818350 0.560734 11.00000 -1.20000 H8B 2 0.438136 0.737090 0.458009 11.00000 -1.20000 HKLF 4 REM 12gyte141_112T066_08_3_0m in P-1 REM R1 = 0.0272 for 4228 Fo > 4sig(Fo) and 0.0293 for all 4511 data REM 295 parameters refined using 4 restraints END WGHT 0.0290 0.6523 REM Highest difference peak 0.449, deepest hole -0.540, 1-sigma level 0.057 Q1 1 0.1665 0.8688 0.1668 11.00000 0.05 0.45 Q2 1 0.2600 0.3705 0.2199 11.00000 0.05 0.45 ; _database_code_depnum_ccdc_archive 'CCDC 926258' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_SB7b _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H13 Cl F8 N3 O5 P3' _chemical_formula_iupac ? _chemical_formula_weight 523.58 _chemical_melting_point ? _space_group_crystal_system triclinic _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.2665(16) _cell_length_b 10.899(2) _cell_length_c 10.973(2) _cell_angle_alpha 103.989(9) _cell_angle_beta 108.557(9) _cell_angle_gamma 107.445(9) _cell_volume 930.0(3) _cell_formula_units_Z 2 _cell_measurement_reflns_used 8416 _cell_measurement_theta_min 2.3637 _cell_measurement_theta_max 27.8106 _cell_measurement_temperature 120.(2) _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.160 _exptl_crystal_size_mid 0.090 _exptl_crystal_size_min 0.070 _exptl_crystal_density_diffrn 1.870 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 524 _exptl_absorpt_coefficient_mu 0.570 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.81 _exptl_absorpt_correction_T_max 0.96 _exptl_special_details ; ; _diffrn_ambient_temperature 120.(2) _diffrn_source ImuS _diffrn_source_type ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 13327 _diffrn_reflns_av_R_equivalents 0.0353 _diffrn_reflns_av_sigmaI/netI 0.0244 _diffrn_reflns_theta_min 2.11 _diffrn_reflns_theta_max 25.02 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _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^ > 2sigma(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. ; _reflns_number_total 3268 _reflns_number_gt 3093 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0488 _refine_ls_R_factor_gt 0.0466 _refine_ls_wR_factor_gt 0.1113 _refine_ls_wR_factor_ref 0.1130 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.068 _refine_ls_number_reflns 3268 _refine_ls_number_parameters 265 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0354P)^2^+3.0751P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.877 _refine_diff_density_min -0.884 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' 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' F F 0.0171 0.0103 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection ? _computing_cell_refinement 'SAINT V7.66A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.66A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _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 P P1 -0.14281(10) 0.12771(9) 0.72480(9) 0.0226(2) Uani d . 1 . . P P2 0.18513(11) 0.17767(9) 0.76814(9) 0.0232(2) Uani d . 1 . . P P3 0.11595(10) 0.35818(8) 0.94107(8) 0.0183(2) Uani d . 1 . . N N1 -0.0078(4) 0.0831(3) 0.6909(3) 0.0303(7) Uani d . 1 . . N N2 0.2438(3) 0.3149(3) 0.8934(3) 0.0232(6) Uani d . 1 . . N N3 -0.0751(3) 0.2609(3) 0.8595(3) 0.0208(6) Uani d . 1 . . O O1 -0.2756(3) 0.0036(3) 0.7323(3) 0.0369(6) Uani d . 1 . . O O2 -0.2513(3) 0.1449(3) 0.5927(3) 0.0367(6) Uani d . 1 . . O O3 0.2915(3) 0.0930(3) 0.8235(3) 0.0374(7) Uani d . 1 . . O O4 0.2531(3) 0.2103(2) 0.6581(2) 0.0247(5) Uani d . 1 . . O O5 0.1377(3) 0.5076(2) 0.9423(2) 0.0227(5) Uani d . 1 . . Cl Cl1 0.18401(11) 0.38776(10) 1.14276(10) 0.0360(2) Uani d . 1 . . F F1 0.4052(3) 0.3684(2) 0.5343(2) 0.0357(5) Uani d . 1 . . F F2 0.1818(3) 0.4034(2) 0.4407(2) 0.0359(5) Uani d . 1 . . F F3 0.4326(2) 0.4978(2) 0.79150(19) 0.0234(4) Uani d . 1 . . F F4 0.4509(2) 0.6169(2) 0.6599(2) 0.0297(5) Uani d . 1 . . F F5 0.1806(3) 0.6398(2) 0.6246(2) 0.0300(5) Uani d . 1 . . F F6 0.0734(2) 0.46128(19) 0.67324(19) 0.0244(4) Uani d . 1 . . F F7 0.4252(2) 0.7709(2) 0.8927(2) 0.0288(5) Uani d . 1 . . F F8 0.1657(2) 0.7284(2) 0.8533(2) 0.0288(5) Uani d . 1 . . C C1 -0.2276(6) -0.0395(5) 0.8473(6) 0.0588(13) Uani d . 1 . . H H1A -0.1386 -0.0707 0.848 0.088 Uiso calc R 1 . . H H1B -0.3242 -0.1158 0.8383 0.088 Uiso calc R 1 . . H H1C -0.1873 0.0386 0.934 0.088 Uiso calc R 1 . . C C2 -0.3686(6) 0.2054(5) 0.5942(5) 0.0477(11) Uani d . 1 . . H H2A -0.456 0.1475 0.6131 0.072 Uiso calc R 1 . . H H2B -0.4191 0.2115 0.504 0.072 Uiso calc R 1 . . H H2C -0.311 0.2984 0.6666 0.072 Uiso calc R 1 . . C C3 0.2830(6) -0.0158(5) 0.7407(5) 0.0520(12) Uani d . 1 . . H H3A 0.1796 -0.0941 0.7173 0.078 Uiso calc R 1 . . H H3B 0.3789 -0.0354 0.7849 0.078 Uiso calc R 1 . . H H3C 0.2841 -0.0017 0.656 0.078 Uiso calc R 1 . . C C4 0.1622(4) 0.2453(4) 0.5495(3) 0.0261(7) Uani d . 1 . . H H4A 0.0633 0.253 0.5613 0.031 Uiso calc R 1 . . H H4B 0.1228 0.171 0.4589 0.031 Uiso calc R 1 . . C C5 0.2713(4) 0.3811(4) 0.5517(3) 0.0253(7) Uani d . 1 . . C C6 0.3439(4) 0.5163(3) 0.6787(3) 0.0208(7) Uani d . 1 . . C C7 0.2167(4) 0.5701(3) 0.7081(3) 0.0203(7) Uani d . 1 . . C C8 0.2754(4) 0.6685(3) 0.8590(3) 0.0214(7) Uani d . 1 . . C C9 0.2950(4) 0.6128(3) 0.9742(3) 0.0225(7) Uani d . 1 . . H H9A 0.3797 0.5737 0.9829 0.027 Uiso calc R 1 . . H H9B 0.3326 0.6886 1.0633 0.027 Uiso calc R 1 . . 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 P1 0.0181(4) 0.0187(4) 0.0233(4) 0.0027(3) 0.0087(3) 0.0017(3) P2 0.0232(4) 0.0200(4) 0.0320(5) 0.0111(4) 0.0156(4) 0.0102(4) P3 0.0165(4) 0.0183(4) 0.0167(4) 0.0033(3) 0.0075(3) 0.0053(3) N1 0.0284(16) 0.0172(14) 0.0385(18) 0.0056(12) 0.0175(14) -0.0006(13) N2 0.0175(13) 0.0242(15) 0.0267(15) 0.0063(11) 0.0098(12) 0.0096(12) N3 0.0159(13) 0.0212(14) 0.0197(14) 0.0038(11) 0.0083(11) 0.0024(11) O1 0.0274(13) 0.0251(13) 0.0437(16) -0.0018(11) 0.0151(12) 0.0054(12) O2 0.0361(15) 0.0418(16) 0.0230(13) 0.0181(13) 0.0065(11) 0.0026(11) O3 0.0322(14) 0.071(2) 0.0337(15) 0.0363(14) 0.0189(12) 0.0340(15) O4 0.0237(12) 0.0281(13) 0.0317(13) 0.0162(10) 0.0157(10) 0.0141(11) O5 0.0204(11) 0.0197(12) 0.0292(12) 0.0050(9) 0.0146(10) 0.0097(10) Cl1 0.0286(5) 0.0461(6) 0.0322(5) 0.0133(4) 0.0131(4) 0.0152(4) F1 0.0426(13) 0.0445(13) 0.0415(13) 0.0259(11) 0.0328(11) 0.0199(10) F2 0.0494(13) 0.0415(13) 0.0193(10) 0.0240(11) 0.0115(9) 0.0126(9) F3 0.0162(9) 0.0312(10) 0.0220(10) 0.0088(8) 0.0064(7) 0.0120(8) F4 0.0279(10) 0.0323(11) 0.0358(11) 0.0083(9) 0.0215(9) 0.0180(9) F5 0.0368(11) 0.0354(11) 0.0254(10) 0.0210(10) 0.0121(9) 0.0169(9) F6 0.0144(9) 0.0247(10) 0.0245(10) 0.0028(8) 0.0067(8) 0.0021(8) F7 0.0242(10) 0.0222(10) 0.0286(11) -0.0028(8) 0.0107(8) 0.0072(8) F8 0.0333(11) 0.0247(10) 0.0347(11) 0.0152(9) 0.0194(9) 0.0099(9) C1 0.055(3) 0.049(3) 0.073(3) 0.007(2) 0.030(3) 0.035(3) C2 0.044(2) 0.053(3) 0.038(2) 0.027(2) 0.0052(19) 0.010(2) C3 0.042(2) 0.055(3) 0.043(3) 0.008(2) 0.002(2) 0.031(2) C4 0.0273(17) 0.0236(17) 0.0216(17) 0.0102(14) 0.0069(14) 0.0037(14) C5 0.0284(18) 0.0335(19) 0.0217(17) 0.0181(15) 0.0134(14) 0.0118(15) C6 0.0177(15) 0.0255(17) 0.0229(16) 0.0072(13) 0.0115(13) 0.0130(14) C7 0.0181(15) 0.0210(16) 0.0213(16) 0.0067(13) 0.0079(13) 0.0091(13) C8 0.0176(15) 0.0177(16) 0.0241(17) 0.0022(13) 0.0095(13) 0.0051(13) C9 0.0216(16) 0.0177(16) 0.0203(16) 0.0006(13) 0.0092(13) 0.0033(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 P1 O2 . 1.569(3) ? P1 O1 . 1.572(3) ? P1 N3 . 1.585(3) ? P1 N1 . 1.586(3) ? P2 N2 . 1.570(3) ? P2 N1 . 1.576(3) ? P2 O4 . 1.593(2) ? P2 O3 . 1.621(3) ? P3 N3 . 1.571(3) ? P3 O5 . 1.575(2) ? P3 N2 . 1.584(3) ? P3 Cl1 . 2.0112(13) ? O1 C1 . 1.437(6) ? O2 C2 . 1.432(5) ? O3 C3 . 1.271(6) ? O4 C4 . 1.432(4) ? O5 C9 . 1.429(4) ? F1 C5 . 1.355(4) ? F2 C5 . 1.360(4) ? F3 C6 . 1.349(4) ? F4 C6 . 1.348(4) ? F5 C7 . 1.349(4) ? F6 C7 . 1.353(4) ? F7 C8 . 1.362(4) ? F8 C8 . 1.356(4) ? C1 H1A . 0.98 ? C1 H1B . 0.98 ? C1 H1C . 0.98 ? C2 H2A . 0.98 ? C2 H2B . 0.98 ? C2 H2C . 0.98 ? C3 H3A . 0.98 ? C3 H3B . 0.98 ? C3 H3C . 0.98 ? C4 C5 . 1.511(5) ? C4 H4A . 0.99 ? C4 H4B . 0.99 ? C5 C6 . 1.543(5) ? C6 C7 . 1.551(4) ? C7 C8 . 1.551(4) ? C8 C9 . 1.513(5) ? C9 H9A . 0.99 ? C9 H9B . 0.99 ? 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_3 _geom_angle _geom_angle_publ_flag O2 P1 O1 . . 101.52(16) ? O2 P1 N3 . . 111.09(15) ? O1 P1 N3 . . 108.87(15) ? O2 P1 N1 . . 106.90(16) ? O1 P1 N1 . . 110.54(16) ? N3 P1 N1 . . 116.83(15) ? N2 P2 N1 . . 117.19(15) ? N2 P2 O4 . . 110.49(14) ? N1 P2 O4 . . 109.29(15) ? N2 P2 O3 . . 107.13(16) ? N1 P2 O3 . . 111.62(17) ? O4 P2 O3 . . 99.72(13) ? N3 P3 O5 . . 107.57(14) ? N3 P3 N2 . . 118.75(15) ? O5 P3 N2 . . 109.93(14) ? N3 P3 Cl1 . . 108.51(11) ? O5 P3 Cl1 . . 102.05(10) ? N2 P3 Cl1 . . 108.74(11) ? P2 N1 P1 . . 122.98(18) ? P2 N2 P3 . . 121.98(17) ? P3 N3 P1 . . 121.41(17) ? C1 O1 P1 . . 119.3(3) ? C2 O2 P1 . . 121.9(3) ? C3 O3 P2 . . 121.1(3) ? C4 O4 P2 . . 121.5(2) ? C9 O5 P3 . . 122.7(2) ? O1 C1 H1A . . 109.5 ? O1 C1 H1B . . 109.5 ? H1A C1 H1B . . 109.5 ? O1 C1 H1C . . 109.5 ? H1A C1 H1C . . 109.5 ? H1B C1 H1C . . 109.5 ? O2 C2 H2A . . 109.5 ? O2 C2 H2B . . 109.5 ? H2A C2 H2B . . 109.5 ? O2 C2 H2C . . 109.5 ? H2A C2 H2C . . 109.5 ? H2B C2 H2C . . 109.5 ? O3 C3 H3A . . 109.5 ? O3 C3 H3B . . 109.5 ? H3A C3 H3B . . 109.5 ? O3 C3 H3C . . 109.5 ? H3A C3 H3C . . 109.5 ? H3B C3 H3C . . 109.5 ? O4 C4 C5 . . 110.5(3) ? O4 C4 H4A . . 109.5 ? C5 C4 H4A . . 109.5 ? O4 C4 H4B . . 109.5 ? C5 C4 H4B . . 109.5 ? H4A C4 H4B . . 108.1 ? F1 C5 F2 . . 107.5(3) ? F1 C5 C4 . . 108.8(3) ? F2 C5 C4 . . 107.5(3) ? F1 C5 C6 . . 105.3(3) ? F2 C5 C6 . . 106.6(3) ? C4 C5 C6 . . 120.6(3) ? F4 C6 F3 . . 107.5(2) ? F4 C6 C5 . . 108.0(3) ? F3 C6 C5 . . 108.4(3) ? F4 C6 C7 . . 107.1(3) ? F3 C6 C7 . . 109.1(2) ? C5 C6 C7 . . 116.4(3) ? F5 C7 F6 . . 107.3(2) ? F5 C7 C6 . . 107.6(2) ? F6 C7 C6 . . 109.5(3) ? F5 C7 C8 . . 107.6(3) ? F6 C7 C8 . . 108.5(2) ? C6 C7 C8 . . 115.9(3) ? F8 C8 F7 . . 106.7(3) ? F8 C8 C9 . . 109.2(3) ? F7 C8 C9 . . 107.9(3) ? F8 C8 C7 . . 105.6(3) ? F7 C8 C7 . . 106.4(2) ? C9 C8 C7 . . 120.3(3) ? O5 C9 C8 . . 108.7(3) ? O5 C9 H9A . . 110.0 ? C8 C9 H9A . . 110.0 ? O5 C9 H9B . . 110.0 ? C8 C9 H9B . . 110.0 ? H9A C9 H9B . . 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag N2 P2 N1 P1 . . . . 6.2(3) ? O4 P2 N1 P1 . . . . -120.4(2) ? O3 P2 N1 P1 . . . . 130.2(2) ? O2 P1 N1 P2 . . . . 114.1(2) ? O1 P1 N1 P2 . . . . -136.2(2) ? N3 P1 N1 P2 . . . . -11.0(3) ? N1 P2 N2 P3 . . . . -0.3(3) ? O4 P2 N2 P3 . . . . 125.74(19) ? O3 P2 N2 P3 . . . . -126.6(2) ? N3 P3 N2 P2 . . . . -0.3(3) ? O5 P3 N2 P2 . . . . -124.74(19) ? Cl1 P3 N2 P2 . . . . 124.31(18) ? O5 P3 N3 P1 . . . . 120.8(2) ? N2 P3 N3 P1 . . . . -4.8(3) ? Cl1 P3 N3 P1 . . . . -129.56(17) ? O2 P1 N3 P3 . . . . -112.8(2) ? O1 P1 N3 P3 . . . . 136.2(2) ? N1 P1 N3 P3 . . . . 10.1(3) ? O2 P1 O1 C1 . . . . -175.8(3) ? N3 P1 O1 C1 . . . . -58.6(4) ? N1 P1 O1 C1 . . . . 71.0(4) ? O1 P1 O2 C2 . . . . 74.1(3) ? N3 P1 O2 C2 . . . . -41.5(4) ? N1 P1 O2 C2 . . . . -170.1(3) ? N2 P2 O3 C3 . . . . -172.6(3) ? N1 P2 O3 C3 . . . . 57.9(4) ? O4 P2 O3 C3 . . . . -57.4(4) ? N2 P2 O4 C4 . . . . -87.5(3) ? N1 P2 O4 C4 . . . . 42.9(3) ? O3 P2 O4 C4 . . . . 160.0(2) ? N3 P3 O5 C9 . . . . -163.0(2) ? N2 P3 O5 C9 . . . . -32.3(3) ? Cl1 P3 O5 C9 . . . . 82.9(2) ? P2 O4 C4 C5 . . . . 125.6(3) ? O4 C4 C5 F1 . . . . 59.7(3) ? O4 C4 C5 F2 . . . . 175.8(2) ? O4 C4 C5 C6 . . . . -61.9(4) ? F1 C5 C6 F4 . . . . 49.6(3) ? F2 C5 C6 F4 . . . . -64.4(3) ? C4 C5 C6 F4 . . . . 172.9(3) ? F1 C5 C6 F3 . . . . -66.6(3) ? F2 C5 C6 F3 . . . . 179.4(2) ? C4 C5 C6 F3 . . . . 56.7(4) ? F1 C5 C6 C7 . . . . 170.1(3) ? F2 C5 C6 C7 . . . . 56.1(4) ? C4 C5 C6 C7 . . . . -66.7(4) ? F4 C6 C7 F5 . . . . 39.2(3) ? F3 C6 C7 F5 . . . . 155.2(2) ? C5 C6 C7 F5 . . . . -81.8(3) ? F4 C6 C7 F6 . . . . 155.5(2) ? F3 C6 C7 F6 . . . . -88.4(3) ? C5 C6 C7 F6 . . . . 34.6(4) ? F4 C6 C7 C8 . . . . -81.3(3) ? F3 C6 C7 C8 . . . . 34.8(4) ? C5 C6 C7 C8 . . . . 157.7(3) ? F5 C7 C8 F8 . . . . 44.9(3) ? F6 C7 C8 F8 . . . . -71.0(3) ? C6 C7 C8 F8 . . . . 165.4(2) ? F5 C7 C8 F7 . . . . -68.3(3) ? F6 C7 C8 F7 . . . . 175.8(2) ? C6 C7 C8 F7 . . . . 52.2(3) ? F5 C7 C8 C9 . . . . 168.8(3) ? F6 C7 C8 C9 . . . . 53.0(4) ? C6 C7 C8 C9 . . . . -70.7(4) ? P3 O5 C9 C8 . . . . 127.3(2) ? F8 C8 C9 O5 . . . . 62.9(3) ? F7 C8 C9 O5 . . . . 178.5(2) ? C7 C8 C9 O5 . . . . -59.3(4) ? _iucr_refine_instructions_details ; TITL 12gyte146_112T066_08_4 in P-1 CELL 0.71073 9.2665 10.8986 10.9734 103.989 108.557 107.445 ZERR 2.00 0.0016 0.0020 0.0020 0.009 0.009 0.009 LATT 1 SFAC C H N O F P Cl UNIT 18 26 6 10 16 6 2 L.S. 10 ACTA HTAB BOND $H FMAP 2 PLAN 2 CONF SIZE 0.071 0.093 0.158 TEMP -153.140 WGHT 0.035400 3.075100 FVAR 0.21049 MOLE 1 P1 6 -0.142809 0.127711 0.724804 11.00000 0.01810 0.01875 = 0.02334 0.00167 0.00867 0.00268 P2 6 0.185128 0.177666 0.768137 11.00000 0.02316 0.02004 = 0.03196 0.01018 0.01561 0.01112 P3 6 0.115950 0.358175 0.941067 11.00000 0.01648 0.01829 = 0.01671 0.00528 0.00748 0.00334 N1 3 -0.007785 0.083054 0.690937 11.00000 0.02842 0.01720 = 0.03849 -0.00060 0.01751 0.00561 N2 3 0.243756 0.314862 0.893442 11.00000 0.01753 0.02417 = 0.02668 0.00956 0.00979 0.00634 N3 3 -0.075147 0.260876 0.859538 11.00000 0.01588 0.02125 = 0.01966 0.00243 0.00835 0.00385 O1 4 -0.275575 0.003650 0.732333 11.00000 0.02740 0.02511 = 0.04374 0.00537 0.01506 -0.00182 O2 4 -0.251346 0.144900 0.592744 11.00000 0.03611 0.04180 = 0.02300 0.00263 0.00652 0.01811 O3 4 0.291517 0.093018 0.823510 11.00000 0.03220 0.07124 = 0.03372 0.03403 0.01892 0.03626 O4 4 0.253062 0.210266 0.658129 11.00000 0.02368 0.02812 = 0.03171 0.01409 0.01569 0.01616 O5 4 0.137749 0.507562 0.942340 11.00000 0.02041 0.01971 = 0.02919 0.00965 0.01463 0.00505 CL1 7 0.184006 0.387759 1.142761 11.00000 0.02863 0.04607 = 0.03217 0.01516 0.01308 0.01331 F1 5 0.405205 0.368445 0.534256 11.00000 0.04256 0.04446 = 0.04151 0.01994 0.03278 0.02587 F2 5 0.181831 0.403379 0.440711 11.00000 0.04941 0.04148 = 0.01927 0.01261 0.01152 0.02397 F3 5 0.432628 0.497807 0.791496 11.00000 0.01618 0.03118 = 0.02201 0.01197 0.00644 0.00879 F4 5 0.450883 0.616923 0.659850 11.00000 0.02791 0.03234 = 0.03580 0.01795 0.02146 0.00834 F5 5 0.180573 0.639765 0.624593 11.00000 0.03679 0.03540 = 0.02538 0.01694 0.01215 0.02102 F6 5 0.073385 0.461282 0.673239 11.00000 0.01444 0.02467 = 0.02452 0.00214 0.00675 0.00282 F7 5 0.425202 0.770925 0.892714 11.00000 0.02416 0.02222 = 0.02857 0.00724 0.01068 -0.00276 F8 5 0.165718 0.728385 0.853305 11.00000 0.03330 0.02468 = 0.03465 0.00988 0.01940 0.01524 C1 1 -0.227601 -0.039495 0.847304 11.00000 0.05458 0.04860 = 0.07258 0.03467 0.03019 0.00718 AFIX 137 H1A 2 -0.138626 -0.070659 0.847985 11.00000 -1.50000 H1B 2 -0.324171 -0.115820 0.838327 11.00000 -1.50000 H1C 2 -0.187293 0.038575 0.933996 11.00000 -1.50000 AFIX 0 C2 1 -0.368621 0.205370 0.594227 11.00000 0.04368 0.05282 = 0.03834 0.01035 0.00517 0.02734 AFIX 137 H2A 2 -0.456014 0.147515 0.613128 11.00000 -1.50000 H2B 2 -0.419058 0.211547 0.503969 11.00000 -1.50000 H2C 2 -0.311039 0.298427 0.666599 11.00000 -1.50000 AFIX 0 C3 1 0.283049 -0.015797 0.740667 11.00000 0.04232 0.05524 = 0.04336 0.03063 0.00207 0.00812 AFIX 137 H3A 2 0.179603 -0.094137 0.717266 11.00000 -1.50000 H3B 2 0.378926 -0.035445 0.784859 11.00000 -1.50000 H3C 2 0.284091 -0.001680 0.656023 11.00000 -1.50000 AFIX 0 C4 1 0.162218 0.245310 0.549516 11.00000 0.02727 0.02360 = 0.02158 0.00367 0.00694 0.01016 AFIX 23 H4A 2 0.063295 0.252955 0.561313 11.00000 -1.20000 H4B 2 0.122804 0.171001 0.458905 11.00000 -1.20000 AFIX 0 C5 1 0.271337 0.381109 0.551654 11.00000 0.02837 0.03351 = 0.02166 0.01181 0.01345 0.01813 C6 1 0.343921 0.516285 0.678694 11.00000 0.01766 0.02548 = 0.02291 0.01296 0.01154 0.00719 C7 1 0.216653 0.570138 0.708057 11.00000 0.01809 0.02097 = 0.02129 0.00906 0.00786 0.00666 C8 1 0.275390 0.668506 0.858995 11.00000 0.01756 0.01766 = 0.02407 0.00509 0.00949 0.00218 C9 1 0.295007 0.612814 0.974182 11.00000 0.02160 0.01774 = 0.02029 0.00329 0.00921 0.00062 AFIX 23 H9A 2 0.379741 0.573694 0.982883 11.00000 -1.20000 H9B 2 0.332586 0.688584 1.063312 11.00000 -1.20000 HKLF 4 REM 12gyte146_112T066_08_4 in P-1 REM R1 = 0.0466 for 3093 Fo > 4sig(Fo) and 0.0488 for all 3268 data REM 265 parameters refined using 0 restraints END WGHT 0.0354 3.0766 REM Highest difference peak 0.877, deepest hole -0.884, 1-sigma level 0.086 Q1 1 0.2300 0.0151 0.7775 11.00000 0.05 0.88 Q2 1 0.1803 0.2716 1.1393 11.00000 0.05 0.81 ; _database_code_depnum_ccdc_archive 'CCDC 926259' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_SB8b _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H16 F8 N3 O6 P3' _chemical_formula_iupac ? _chemical_formula_weight 519.17 _chemical_melting_point ? _space_group_crystal_system monoclinic _space_group_name_H-M_alt 'P 1 21/n 1' _space_group_name_Hall '-P 2yn' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.8998(7) _cell_length_b 6.4328(3) _cell_length_c 20.6068(10) _cell_angle_alpha 90 _cell_angle_beta 107.967(2) _cell_angle_gamma 90 _cell_volume 1878.79(15) _cell_formula_units_Z 4 _cell_measurement_reflns_used 6862 _cell_measurement_theta_min 2.8744 _cell_measurement_theta_max 28.3166 _cell_measurement_temperature 130.(2) _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.190 _exptl_crystal_size_mid 0.160 _exptl_crystal_size_min 0.140 _exptl_crystal_density_diffrn 1.835 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1048 _exptl_absorpt_coefficient_mu 0.430 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.85 _exptl_absorpt_correction_T_max 0.94 _exptl_special_details ; ; _diffrn_ambient_temperature 130.(2) _diffrn_source ImuS _diffrn_source_type ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 16140 _diffrn_reflns_av_R_equivalents 0.0315 _diffrn_reflns_av_sigmaI/netI 0.0292 _diffrn_reflns_theta_min 1.49 _diffrn_reflns_theta_max 27.10 _diffrn_reflns_theta_full 27.10 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _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^ > 2sigma(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. ; _reflns_number_total 4140 _reflns_number_gt 3559 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0668 _refine_ls_R_factor_gt 0.0582 _refine_ls_wR_factor_gt 0.1487 _refine_ls_wR_factor_ref 0.1557 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _refine_ls_number_reflns 4140 _refine_ls_number_parameters 275 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0664P)^2^+8.1590P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 2.018 _refine_diff_density_min -0.691 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' 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' F F 0.0171 0.0103 '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' _computing_data_collection ? _computing_cell_refinement 'SAINT V7.66A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.66A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _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 P P1 0.81973(6) 0.49592(13) 1.13537(4) 0.0146(2) Uani d . 1 . . P P2 0.67119(6) 0.36750(13) 1.02614(4) 0.0151(2) Uani d . 1 . . P P3 0.85386(6) 0.36050(13) 1.01788(4) 0.0149(2) Uani d . 1 . . N N1 0.71011(19) 0.4587(5) 1.10089(14) 0.0176(6) Uani d . 1 . . N N2 0.74620(19) 0.2957(4) 0.99032(14) 0.0165(6) Uani d . 1 . . N N3 0.88802(19) 0.4668(5) 1.09058(14) 0.0171(6) Uani d . 1 . . O O1 0.83966(18) 0.7223(4) 1.16579(12) 0.0207(5) Uani d . 1 . . O O2 0.84858(18) 0.3478(4) 1.20000(12) 0.0212(5) Uani d . 1 . . O O3 0.59829(16) 0.1869(4) 1.02208(13) 0.0200(5) Uani d . 1 . . O O4 0.60065(17) 0.5373(4) 0.98222(12) 0.0192(5) Uani d . 1 . . O O5 0.88184(17) 0.5168(4) 0.96788(12) 0.0186(5) Uani d . 1 . . O O6 0.91751(17) 0.1699(4) 1.01330(13) 0.0200(5) Uani d . 1 . . F F1 0.53395(18) 0.8579(4) 0.89182(13) 0.0370(6) Uani d . 1 . . F F2 0.5128(2) 0.6551(5) 0.80498(13) 0.0475(7) Uani d . 1 . . F F3 0.72638(14) 0.7606(3) 0.93618(10) 0.0215(4) Uani d . 1 . . F F4 0.6670(2) 0.9470(4) 0.84477(13) 0.0426(7) Uani d . 1 . . F F5 0.6753(2) 0.6677(5) 0.76226(13) 0.0506(8) Uani d . 1 . . F F6 0.68280(18) 0.4126(4) 0.83234(12) 0.0326(5) Uani d . 1 . . F F7 0.8418(2) 0.5740(5) 0.78969(12) 0.0464(7) Uani d . 1 . . F F8 0.8555(2) 0.8122(4) 0.86740(13) 0.0388(6) Uani d . 1 . . C C1 0.7946(3) 0.7902(6) 1.21497(19) 0.0264(8) Uani d . 1 . . H H1A 0.7278 0.7514 1.1991 0.04 Uiso calc R 1 . . H H1B 0.8002 0.9416 1.2201 0.04 Uiso calc R 1 . . H H1C 0.8253 0.7238 1.259 0.04 Uiso calc R 1 . . C C2 0.9473(3) 0.3385(7) 1.2406(2) 0.0329(9) Uani d . 1 . . H H2A 0.9803 0.2382 1.2202 0.049 Uiso calc R 1 . . H H2B 0.9523 0.2948 1.2871 0.049 Uiso calc R 1 . . H H2C 0.976 0.4761 1.2418 0.049 Uiso calc R 1 . . C C3 0.6318(3) -0.0048(6) 1.0574(2) 0.0265(8) Uani d . 1 . . H H3A 0.6817 -0.0628 1.041 0.04 Uiso calc R 1 . . H H3B 0.5795 -0.104 1.0487 0.04 Uiso calc R 1 . . H H3C 0.657 0.0222 1.1065 0.04 Uiso calc R 1 . . C C4 0.5534(3) 0.4991(6) 0.91167(18) 0.0231(7) Uani d . 1 . . H H4A 0.4853 0.4758 0.9045 0.028 Uiso calc R 1 . . H H4B 0.5796 0.3729 0.8968 0.028 Uiso calc R 1 . . C C5 0.5666(3) 0.6859(7) 0.8700(2) 0.0317(9) Uani d . 1 . . C C6 0.6696(3) 0.7528(7) 0.8707(2) 0.0338(9) Uani d . 1 . . C C7 0.7130(3) 0.6105(7) 0.8283(2) 0.0324(9) Uani d . 1 . . C C8 0.8233(3) 0.6181(7) 0.8490(2) 0.0316(9) Uani d . 1 . . C C9 0.8765(3) 0.4595(6) 0.89982(17) 0.0224(7) Uani d . 1 . . H H9A 0.8447 0.323 0.8888 0.027 Uiso calc R 1 . . H H9B 0.9411 0.4452 0.8965 0.027 Uiso calc R 1 . . C C10 0.9149(3) -0.0140(6) 1.0534(2) 0.0251(8) Uani d . 1 . . H H10A 0.9447 0.0166 1.1018 0.038 Uiso calc R 1 . . H H10B 0.9491 -0.1272 1.0395 0.038 Uiso calc R 1 . . H H10C 0.8492 -0.0557 1.0458 0.038 Uiso calc R 1 . . 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 P1 0.0163(4) 0.0141(4) 0.0149(4) -0.0019(3) 0.0069(3) -0.0010(3) P2 0.0138(4) 0.0136(4) 0.0181(4) -0.0008(3) 0.0051(3) -0.0009(3) P3 0.0162(4) 0.0137(4) 0.0170(4) -0.0001(3) 0.0084(3) -0.0010(3) N1 0.0149(13) 0.0216(15) 0.0187(13) -0.0016(11) 0.0085(11) -0.0038(11) N2 0.0165(13) 0.0155(13) 0.0181(13) -0.0006(11) 0.0063(11) -0.0034(11) N3 0.0132(13) 0.0213(15) 0.0186(13) -0.0016(11) 0.0073(11) -0.0026(11) O1 0.0271(13) 0.0163(12) 0.0225(12) -0.0043(10) 0.0134(10) -0.0048(10) O2 0.0236(13) 0.0218(13) 0.0183(11) -0.0009(10) 0.0068(10) 0.0034(10) O3 0.0147(11) 0.0161(12) 0.0281(13) -0.0015(9) 0.0051(10) 0.0014(10) O4 0.0183(12) 0.0168(12) 0.0210(12) 0.0014(10) 0.0039(9) 0.0005(9) O5 0.0251(12) 0.0170(12) 0.0170(11) -0.0022(10) 0.0113(9) -0.0005(9) O6 0.0216(12) 0.0160(12) 0.0274(12) 0.0043(10) 0.0147(10) 0.0022(10) F1 0.0344(13) 0.0297(13) 0.0442(14) 0.0084(11) 0.0082(11) 0.0122(11) F2 0.0527(17) 0.0554(18) 0.0255(12) 0.0221(14) -0.0010(11) 0.0063(12) F3 0.0265(11) 0.0207(10) 0.0175(9) -0.0002(9) 0.0069(8) -0.0020(8) F4 0.075(2) 0.0218(12) 0.0330(13) 0.0060(13) 0.0199(13) 0.0076(10) F5 0.068(2) 0.0554(18) 0.0220(12) 0.0092(15) 0.0052(12) 0.0015(12) F6 0.0426(14) 0.0224(11) 0.0334(12) -0.0053(10) 0.0123(11) -0.0091(10) F7 0.0583(17) 0.0598(18) 0.0240(12) -0.0102(15) 0.0169(12) 0.0023(12) F8 0.0547(16) 0.0261(12) 0.0457(14) 0.0016(12) 0.0304(13) 0.0082(11) C1 0.036(2) 0.0228(18) 0.0252(18) -0.0009(16) 0.0159(16) -0.0083(14) C2 0.027(2) 0.040(2) 0.0257(19) 0.0023(18) -0.0006(16) 0.0059(17) C3 0.0254(19) 0.0142(17) 0.039(2) 0.0001(14) 0.0091(16) 0.0048(15) C4 0.0178(16) 0.0264(19) 0.0217(16) 0.0013(14) 0.0011(13) -0.0003(14) C5 0.0263(19) 0.039(2) 0.0280(19) 0.0129(18) 0.0059(15) 0.0105(17) C6 0.050(3) 0.024(2) 0.0244(19) 0.0020(18) 0.0080(18) 0.0026(15) C7 0.040(2) 0.030(2) 0.0254(19) 0.0020(18) 0.0087(17) 0.0006(16) C8 0.031(2) 0.038(2) 0.0289(19) -0.0021(18) 0.0138(17) 0.0096(17) C9 0.0244(18) 0.0264(19) 0.0188(16) -0.0033(15) 0.0105(14) -0.0015(14) C10 0.0288(19) 0.0156(17) 0.035(2) 0.0046(15) 0.0162(16) 0.0066(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 P1 O1 . 1.577(3) ? P1 N3 . 1.582(3) ? P1 O2 . 1.585(2) ? P1 N1 . 1.586(3) ? P2 O3 . 1.575(3) ? P2 N1 . 1.582(3) ? P2 N2 . 1.586(3) ? P2 O4 . 1.591(2) ? P3 O6 . 1.571(2) ? P3 N3 . 1.581(3) ? P3 N2 . 1.583(3) ? P3 O5 . 1.585(2) ? O1 C1 . 1.445(4) ? O2 C2 . 1.452(5) ? O3 C3 . 1.441(4) ? O4 C4 . 1.428(4) ? O5 C9 . 1.429(4) ? O6 C10 . 1.450(4) ? F1 C5 . 1.342(5) ? F2 C5 . 1.347(5) ? F3 C6 . 1.354(4) ? F4 C6 . 1.355(5) ? F5 C7 . 1.354(5) ? F6 C7 . 1.361(5) ? F7 C8 . 1.364(5) ? F8 C8 . 1.349(5) ? C1 H1A . 0.98 ? C1 H1B . 0.98 ? C1 H1C . 0.98 ? C2 H2A . 0.98 ? C2 H2B . 0.98 ? C2 H2C . 0.98 ? C3 H3A . 0.98 ? C3 H3B . 0.98 ? C3 H3C . 0.98 ? C4 C5 . 1.524(6) ? C4 H4A . 0.99 ? C4 H4B . 0.99 ? C5 C6 . 1.589(6) ? C6 C7 . 1.539(6) ? C7 C8 . 1.567(6) ? C8 C9 . 1.501(5) ? C9 H9A . 0.99 ? C9 H9B . 0.99 ? C10 H10A . 0.98 ? C10 H10B . 0.98 ? C10 H10C . 0.98 ? 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_3 _geom_angle _geom_angle_publ_flag O1 P1 N3 . . 105.38(15) ? O1 P1 O2 . . 104.59(14) ? N3 P1 O2 . . 111.26(15) ? O1 P1 N1 . . 111.06(15) ? N3 P1 N1 . . 118.67(15) ? O2 P1 N1 . . 105.10(15) ? O3 P2 N1 . . 111.41(15) ? O3 P2 N2 . . 109.50(15) ? N1 P2 N2 . . 117.50(15) ? O3 P2 O4 . . 98.77(13) ? N1 P2 O4 . . 106.20(15) ? N2 P2 O4 . . 111.83(14) ? O6 P3 N3 . . 111.75(15) ? O6 P3 N2 . . 109.68(15) ? N3 P3 N2 . . 116.61(15) ? O6 P3 O5 . . 99.87(13) ? N3 P3 O5 . . 105.62(15) ? N2 P3 O5 . . 111.99(15) ? P2 N1 P1 . . 120.66(17) ? P3 N2 P2 . . 122.53(18) ? P3 N3 P1 . . 121.81(18) ? C1 O1 P1 . . 119.1(2) ? C2 O2 P1 . . 118.2(2) ? C3 O3 P2 . . 118.6(2) ? C4 O4 P2 . . 119.5(2) ? C9 O5 P3 . . 121.9(2) ? C10 O6 P3 . . 118.7(2) ? O1 C1 H1A . . 109.5 ? O1 C1 H1B . . 109.5 ? H1A C1 H1B . . 109.5 ? O1 C1 H1C . . 109.5 ? H1A C1 H1C . . 109.5 ? H1B C1 H1C . . 109.5 ? O2 C2 H2A . . 109.5 ? O2 C2 H2B . . 109.5 ? H2A C2 H2B . . 109.5 ? O2 C2 H2C . . 109.5 ? H2A C2 H2C . . 109.5 ? H2B C2 H2C . . 109.5 ? O3 C3 H3A . . 109.5 ? O3 C3 H3B . . 109.5 ? H3A C3 H3B . . 109.5 ? O3 C3 H3C . . 109.5 ? H3A C3 H3C . . 109.5 ? H3B C3 H3C . . 109.5 ? O4 C4 C5 . . 109.2(3) ? O4 C4 H4A . . 109.8 ? C5 C4 H4A . . 109.8 ? O4 C4 H4B . . 109.8 ? C5 C4 H4B . . 109.8 ? H4A C4 H4B . . 108.3 ? F1 C5 F2 . . 106.8(3) ? F1 C5 C4 . . 109.7(3) ? F2 C5 C4 . . 107.7(4) ? F1 C5 C6 . . 102.8(3) ? F2 C5 C6 . . 109.1(3) ? C4 C5 C6 . . 120.0(3) ? F3 C6 F4 . . 107.0(3) ? F3 C6 C7 . . 110.2(3) ? F4 C6 C7 . . 106.9(3) ? F3 C6 C5 . . 108.9(3) ? F4 C6 C5 . . 109.6(4) ? C7 C6 C5 . . 114.0(4) ? F5 C7 F6 . . 105.9(3) ? F5 C7 C6 . . 107.0(3) ? F6 C7 C6 . . 108.5(3) ? F5 C7 C8 . . 109.9(3) ? F6 C7 C8 . . 110.6(3) ? C6 C7 C8 . . 114.6(4) ? F8 C8 F7 . . 106.9(3) ? F8 C8 C9 . . 111.6(3) ? F7 C8 C9 . . 105.9(3) ? F8 C8 C7 . . 111.0(4) ? F7 C8 C7 . . 103.6(3) ? C9 C8 C7 . . 116.9(3) ? O5 C9 C8 . . 111.5(3) ? O5 C9 H9A . . 109.3 ? C8 C9 H9A . . 109.3 ? O5 C9 H9B . . 109.3 ? C8 C9 H9B . . 109.3 ? H9A C9 H9B . . 108.0 ? O6 C10 H10A . . 109.5 ? O6 C10 H10B . . 109.5 ? H10A C10 H10B . . 109.5 ? O6 C10 H10C . . 109.5 ? H10A C10 H10C . . 109.5 ? H10B C10 H10C . . 109.5 ? 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 O3 P2 N1 P1 . . . . 133.12(19) ? N2 P2 N1 P1 . . . . 5.6(3) ? O4 P2 N1 P1 . . . . -120.3(2) ? O1 P1 N1 P2 . . . . 129.8(2) ? N3 P1 N1 P2 . . . . 7.5(3) ? O2 P1 N1 P2 . . . . -117.7(2) ? O6 P3 N2 P2 . . . . 139.02(19) ? N3 P3 N2 P2 . . . . 10.8(3) ? O5 P3 N2 P2 . . . . -111.1(2) ? O3 P2 N2 P3 . . . . -143.58(19) ? N1 P2 N2 P3 . . . . -15.2(3) ? O4 P2 N2 P3 . . . . 108.0(2) ? O6 P3 N3 P1 . . . . -124.0(2) ? N2 P3 N3 P1 . . . . 3.3(3) ? O5 P3 N3 P1 . . . . 128.4(2) ? O1 P1 N3 P3 . . . . -137.3(2) ? O2 P1 N3 P3 . . . . 109.9(2) ? N1 P1 N3 P3 . . . . -12.2(3) ? N3 P1 O1 C1 . . . . -174.0(3) ? O2 P1 O1 C1 . . . . -56.5(3) ? N1 P1 O1 C1 . . . . 56.3(3) ? O1 P1 O2 C2 . . . . -66.3(3) ? N3 P1 O2 C2 . . . . 47.0(3) ? N1 P1 O2 C2 . . . . 176.6(3) ? N1 P2 O3 C3 . . . . -67.3(3) ? N2 P2 O3 C3 . . . . 64.4(3) ? O4 P2 O3 C3 . . . . -178.6(3) ? O3 P2 O4 C4 . . . . -64.4(3) ? N1 P2 O4 C4 . . . . -179.8(2) ? N2 P2 O4 C4 . . . . 50.8(3) ? O6 P3 O5 C9 . . . . 53.3(3) ? N3 P3 O5 C9 . . . . 169.4(3) ? N2 P3 O5 C9 . . . . -62.7(3) ? N3 P3 O6 C10 . . . . 67.9(3) ? N2 P3 O6 C10 . . . . -63.1(3) ? O5 P3 O6 C10 . . . . 179.2(3) ? P2 O4 C4 C5 . . . . -129.4(3) ? O4 C4 C5 F1 . . . . -57.4(4) ? O4 C4 C5 F2 . . . . -173.3(3) ? O4 C4 C5 C6 . . . . 61.3(5) ? F1 C5 C6 F3 . . . . 73.8(4) ? F2 C5 C6 F3 . . . . -173.1(3) ? C4 C5 C6 F3 . . . . -48.3(5) ? F1 C5 C6 F4 . . . . -42.9(4) ? F2 C5 C6 F4 . . . . 70.1(4) ? C4 C5 C6 F4 . . . . -165.1(3) ? F1 C5 C6 C7 . . . . -162.7(3) ? F2 C5 C6 C7 . . . . -49.6(5) ? C4 C5 C6 C7 . . . . 75.2(5) ? F3 C6 C7 F5 . . . . -157.4(3) ? F4 C6 C7 F5 . . . . -41.5(5) ? C5 C6 C7 F5 . . . . 79.8(4) ? F3 C6 C7 F6 . . . . 88.8(4) ? F4 C6 C7 F6 . . . . -155.3(3) ? C5 C6 C7 F6 . . . . -34.0(5) ? F3 C6 C7 C8 . . . . -35.3(5) ? F4 C6 C7 C8 . . . . 80.6(4) ? C5 C6 C7 C8 . . . . -158.1(3) ? F5 C7 C8 F8 . . . . 84.1(4) ? F6 C7 C8 F8 . . . . -159.4(3) ? C6 C7 C8 F8 . . . . -36.4(5) ? F5 C7 C8 F7 . . . . -30.3(4) ? F6 C7 C8 F7 . . . . 86.2(4) ? C6 C7 C8 F7 . . . . -150.8(3) ? F5 C7 C8 C9 . . . . -146.4(4) ? F6 C7 C8 C9 . . . . -29.9(5) ? C6 C7 C8 C9 . . . . 93.1(4) ? P3 O5 C9 C8 . . . . 129.5(3) ? F8 C8 C9 O5 . . . . 50.0(4) ? F7 C8 C9 O5 . . . . 166.0(3) ? C7 C8 C9 O5 . . . . -79.2(4) ? _iucr_refine_instructions_details ; TITL 12gyte170_112T066_09_1_0m in P2(1)/n CELL 0.71073 14.8998 6.4328 20.6068 90.000 107.967 90.000 ZERR 4.00 0.0007 0.0003 0.0010 0.000 0.002 0.000 LATT 1 SYMM 0.5-X, 0.5+Y, 0.5-Z SFAC C H N O F P UNIT 40 64 12 24 32 12 L.S. 10 ACTA BOND $H FMAP 2 PLAN 2 CONF SIZE 0.135 0.158 0.187 TEMP -143.160 WGHT 0.066400 8.159000 FVAR 0.12958 P1 6 0.819734 0.495921 1.135368 11.00000 0.01630 0.01407 = 0.01490 -0.00098 0.00691 -0.00186 P2 6 0.671190 0.367499 1.026144 11.00000 0.01382 0.01359 = 0.01807 -0.00090 0.00509 -0.00081 P3 6 0.853857 0.360497 1.017876 11.00000 0.01621 0.01372 = 0.01705 -0.00103 0.00843 -0.00008 N1 3 0.710114 0.458663 1.100892 11.00000 0.01488 0.02158 = 0.01874 -0.00383 0.00851 -0.00155 N2 3 0.746201 0.295709 0.990324 11.00000 0.01646 0.01551 = 0.01815 -0.00344 0.00632 -0.00061 N3 3 0.888020 0.466799 1.090581 11.00000 0.01320 0.02126 = 0.01856 -0.00256 0.00733 -0.00156 O1 4 0.839662 0.722327 1.165794 11.00000 0.02706 0.01633 = 0.02248 -0.00478 0.01336 -0.00433 O2 4 0.848579 0.347843 1.200002 11.00000 0.02365 0.02177 = 0.01834 0.00338 0.00685 -0.00090 O3 4 0.598295 0.186907 1.022077 11.00000 0.01472 0.01614 = 0.02811 0.00135 0.00512 -0.00154 O4 4 0.600652 0.537306 0.982217 11.00000 0.01834 0.01684 = 0.02099 0.00050 0.00387 0.00138 O5 4 0.881840 0.516787 0.967885 11.00000 0.02514 0.01700 = 0.01698 -0.00053 0.01133 -0.00216 O6 4 0.917515 0.169922 1.013301 11.00000 0.02162 0.01597 = 0.02740 0.00223 0.01465 0.00432 F1 5 0.533946 0.857939 0.891816 11.00000 0.03439 0.02974 = 0.04418 0.01220 0.00824 0.00845 F2 5 0.512767 0.655090 0.804979 11.00000 0.05271 0.05541 = 0.02551 0.00628 -0.00099 0.02205 F3 5 0.726384 0.760583 0.936184 11.00000 0.02652 0.02073 = 0.01745 -0.00201 0.00687 -0.00021 F4 5 0.666990 0.946957 0.844771 11.00000 0.07508 0.02178 = 0.03302 0.00758 0.01992 0.00600 F5 5 0.675254 0.667748 0.762258 11.00000 0.06833 0.05540 = 0.02204 0.00154 0.00519 0.00918 F6 5 0.682804 0.412620 0.832340 11.00000 0.04260 0.02237 = 0.03338 -0.00914 0.01233 -0.00526 F7 5 0.841835 0.574015 0.789692 11.00000 0.05827 0.05985 = 0.02401 0.00234 0.01687 -0.01019 F8 5 0.855523 0.812158 0.867404 11.00000 0.05467 0.02610 = 0.04567 0.00820 0.03038 0.00164 C1 1 0.794622 0.790242 1.214966 11.00000 0.03575 0.02281 = 0.02516 -0.00829 0.01586 -0.00086 AFIX 137 H1A 2 0.727777 0.751396 1.199116 11.00000 -1.50000 H1B 2 0.800231 0.941576 1.220092 11.00000 -1.50000 H1C 2 0.825307 0.723818 1.259043 11.00000 -1.50000 AFIX 0 C2 1 0.947300 0.338503 1.240563 11.00000 0.02676 0.04044 = 0.02573 0.00589 -0.00057 0.00235 AFIX 137 H2A 2 0.980261 0.238235 1.220203 11.00000 -1.50000 H2B 2 0.952323 0.294828 1.287114 11.00000 -1.50000 H2C 2 0.975959 0.476141 1.241756 11.00000 -1.50000 AFIX 0 C3 1 0.631796 -0.004752 1.057412 11.00000 0.02538 0.01416 = 0.03927 0.00477 0.00914 0.00007 AFIX 137 H3A 2 0.681652 -0.062831 1.041017 11.00000 -1.50000 H3B 2 0.579512 -0.103983 1.048746 11.00000 -1.50000 H3C 2 0.657015 0.022174 1.106513 11.00000 -1.50000 AFIX 0 C4 1 0.553389 0.499134 0.911665 11.00000 0.01779 0.02644 = 0.02168 -0.00030 0.00106 0.00128 AFIX 23 H4A 2 0.485326 0.475845 0.904469 11.00000 -1.20000 H4B 2 0.579604 0.372937 0.896751 11.00000 -1.20000 AFIX 0 C5 1 0.566607 0.685854 0.869980 11.00000 0.02627 0.03934 = 0.02797 0.01051 0.00593 0.01295 C6 1 0.669590 0.752769 0.870730 11.00000 0.05049 0.02411 = 0.02444 0.00261 0.00802 0.00199 C7 1 0.712970 0.610470 0.828333 11.00000 0.04028 0.03037 = 0.02544 0.00059 0.00872 0.00203 C8 1 0.823325 0.618083 0.849040 11.00000 0.03131 0.03763 = 0.02890 0.00956 0.01381 -0.00214 C9 1 0.876526 0.459485 0.899816 11.00000 0.02441 0.02641 = 0.01884 -0.00146 0.01048 -0.00329 AFIX 23 H9A 2 0.844741 0.323011 0.888836 11.00000 -1.20000 H9B 2 0.941129 0.445172 0.896512 11.00000 -1.20000 AFIX 0 C10 1 0.914923 -0.013992 1.053350 11.00000 0.02876 0.01556 = 0.03541 0.00656 0.01621 0.00456 AFIX 137 H10A 2 0.944698 0.016600 1.101837 11.00000 -1.50000 H10B 2 0.949098 -0.127196 1.039518 11.00000 -1.50000 H10C 2 0.849219 -0.055696 1.045767 11.00000 -1.50000 HKLF 4 REM 12gyte170_112T066_09_1_0m in P2(1)/n REM R1 = 0.0582 for 3559 Fo > 4sig(Fo) and 0.0668 for all 4140 data REM 275 parameters refined using 0 restraints END WGHT 0.0663 8.1609 REM Highest difference peak 2.018, deepest hole -0.691, 1-sigma level 0.107 Q1 1 0.6035 0.6901 0.7651 11.00000 0.05 2.02 Q2 1 0.8027 0.6623 0.7980 11.00000 0.05 1.63 ; #===END _database_code_depnum_ccdc_archive 'CCDC 926260'