# 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_complex1 _database_code_depnum_ccdc_archive 'CCDC 927154' #TrackingRef 'complex 1.cif' _audit_creation_date 10-12-02 _audit_creation_method CRYSTALS_ver_14.11 _oxford_structure_analysis_title 'sm10 in P 1 21/n 1' _chemical_name_systematic ? _chemical_melting_point ? _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105 107. ; _refine_special_details ; ? ; #--------------------------------------------------------------- # _oxford_ data items, April 2010: # There is some uncertainty about the correct way of forming local data # names, e.g. # _atom_site_special_shape_oxford # or # _oxford_atom_site_special_shape # see: # http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace # A reserved prefix, e.g. foo, must be used in the following way # " If the data file contains items defined in a DDL1 dictionary, the # local data names assigned under the reserved prefix must contain it as # their first component, e.g. _foo_atom_site_my_item. " # However, this seems to say the opposite: # http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html # According to advice from the IUCr, CRYSTALS is correct #--------------------------------------------------------------- # End of 'script/refcif.dat' #end of refcif _cell_length_a 13.9810(8) _cell_length_b 12.1462(5) _cell_length_c 21.4670(10) _cell_angle_alpha 90 _cell_angle_beta 92.460(5) _cell_angle_gamma 90 _cell_volume 3642.1(3) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1 ' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Ce -0.2486 2.6331 21.1671 2.8122 19.7695 0.2268 11.8513 17.6083 3.3305 127.1130 1.8626 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C40 H30 Ce2 F9 N4 O4 # Dc = 1.97 Fooo = 2168.00 Mu = 25.65 M = 1081.92 # Found Formula = C21 H24 Ce2 F15 N3 O15 # Dc = 2.05 FOOO = 2168.00 Mu = 26.11 M = 1123.64 _chemical_formula_sum 'C21 H24 Ce2 F15 N3 O15' _chemical_formula_moiety 'C21 H24 Ce2 F15 N3 O15' _chemical_compound_source ? _chemical_formula_weight 1123.64 _cell_measurement_reflns_used 24288 _cell_measurement_theta_min 3.2999 _cell_measurement_theta_max 29.5885 _cell_measurement_temperature 110 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_min 0.120 _exptl_crystal_size_mid 0.185 _exptl_crystal_size_max 0.209 _exptl_crystal_density_diffrn 2.049 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 2168 _exptl_absorpt_coefficient_mu 2.611 # Sheldrick geometric approximatio 0.62 0.73 _exptl_absorpt_correction_T_min 0.664 _exptl_absorpt_correction_T_max 0.753 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_detector_area_resol_mean 10.4685 _diffrn_measurement_method '\w scans' # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 110 _diffrn_reflns_number 50908 _reflns_number_total 9396 _diffrn_reflns_av_R_equivalents 0.068 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 9396 # Theoretical number of reflections is about 20586 _diffrn_reflns_theta_min 3.306 _diffrn_reflns_theta_max 29.652 _diffrn_measured_fraction_theta_max 0.913 _diffrn_reflns_theta_full 26.984 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 29 _reflns_limit_h_min -18 _reflns_limit_h_max 18 _reflns_limit_k_min 0 _reflns_limit_k_max 16 _reflns_limit_l_min 0 _reflns_limit_l_max 29 _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -1.71 _refine_diff_density_max 2.33 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-10.0\s(I) _refine_ls_number_reflns 9395 _refine_ls_number_restraints 0 _refine_ls_number_parameters 505 _oxford_refine_ls_R_factor_ref 0.0659 _refine_ls_wR_factor_ref 0.0983 _refine_ls_goodness_of_fit_ref 0.9750 _refine_ls_shift/su_max 0.0010747 _refine_ls_shift/su_mean 0.0000265 # The values computed from all data _oxford_reflns_number_all 9395 _refine_ls_R_factor_all 0.0659 _refine_ls_wR_factor_all 0.0983 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 7830 _refine_ls_R_factor_gt 0.0499 _refine_ls_wR_factor_gt 0.0855 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 799. 0.102E+04 583. 158. ; # Insert your own references if required - in alphabetical order loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens F1 F 0.1235(6) 0.3737(9) 0.7097(3) 0.1380 1.0000 Uani . . . . . . F2 F 0.0492(9) 0.5120(6) 0.7312(3) 0.1454 1.0000 Uani . . . . . . F3 F -0.0189(7) 0.3656(9) 0.7186(3) 0.1489 1.0000 Uani . . . . . . F4 F 0.2127(7) 0.1842(6) 0.2919(3) 0.1205 1.0000 Uani . . . . . . F5 F 0.3388(5) 0.2756(9) 0.2868(3) 0.1297 1.0000 Uani . . . . . . F6 F 0.2092(7) 0.3470(8) 0.2695(3) 0.1175 1.0000 Uani . . . . . . F7 F 0.2711(5) 0.0407(5) 0.6132(4) 0.1130 1.0000 Uani . . . . . . F8 F 0.2267(6) 0.1516(6) 0.6780(2) 0.1118 1.0000 Uani . . . . . . F9 F 0.1279(4) 0.0836(6) 0.6156(3) 0.0879 1.0000 Uani . . . . . . F10 F 0.6847(4) 0.2645(5) 0.6498(3) 0.0690 1.0000 Uani . . . . . . F11 F 0.7495(4) 0.4053(6) 0.6108(3) 0.0763 1.0000 Uani . . . . . . F12 F 0.6484(5) 0.4254(5) 0.6801(2) 0.0731 1.0000 Uani . . . . . . F13 F 0.5242(4) 0.3962(6) 0.2877(2) 0.0782 1.0000 Uani . . . . . . F14 F 0.5820(5) 0.2477(4) 0.3292(2) 0.0697 1.0000 Uani . . . . . . F15 F 0.6713(4) 0.3835(5) 0.3117(2) 0.0607 1.0000 Uani . . . . . . N1 N -0.0943(4) 0.0792(5) 0.5955(2) 0.0296 1.0000 Uani . . . . . . N2 N -0.0826(4) 0.2046(4) 0.2936(2) 0.0270 1.0000 Uani . . . . . . N3 N 0.4169(5) 0.0152(4) 0.4270(3) 0.0337 1.0000 Uani . . . . . . C1 C -0.0602(5) 0.1741(5) 0.5784(3) 0.0304 1.0000 Uani . . . . . . C2 C -0.1045(6) -0.0111(5) 0.5516(3) 0.0366 1.0000 Uani . . . . . . C3 C -0.1125(7) 0.0548(8) 0.6600(3) 0.0549 1.0000 Uani . . . . . . C4 C -0.0254(5) 0.2475(5) 0.3371(3) 0.0253 1.0000 Uani . . . . . . C5 C -0.1709(5) 0.1511(7) 0.3069(3) 0.0403 1.0000 Uani . . . . . . C6 C -0.0602(6) 0.2124(7) 0.2275(3) 0.0381 1.0000 Uani . . . . . . C7 C 0.0260(5) 0.4494(5) 0.6273(3) 0.0257 1.0000 Uani . . . . . . C8 C 0.0469(7) 0.4276(7) 0.6976(3) 0.0484 1.0000 Uani . . . . . . C9 C 0.2456(4) 0.3054(5) 0.3747(3) 0.0247 1.0000 Uani . . . . . . C10 C 0.2558(6) 0.2732(8) 0.3059(3) 0.0461 1.0000 Uani . . . . . . C11 C 0.1802(4) 0.5486(5) 0.5125(3) 0.0206 1.0000 Uani . . . . . . C12 C 0.2296(5) 0.6524(6) 0.5342(3) 0.0350 1.0000 Uani . . . . . . C13 C 0.2342(4) 0.2155(5) 0.5746(3) 0.0232 1.0000 Uani . . . . . . C14 C 0.2138(5) 0.1222(6) 0.6201(3) 0.0338 1.0000 Uani . . . . . . C15 C 0.4272(5) 0.1203(6) 0.4386(3) 0.0334 1.0000 Uani . . . . . . C16 C 0.4568(8) -0.0342(7) 0.3721(4) 0.0586 1.0000 Uani . . . . . . C17 C 0.3681(5) -0.0576(5) 0.4681(4) 0.0368 1.0000 Uani . . . . . . C18 C 0.5857(4) 0.3724(5) 0.5813(3) 0.0224 1.0000 Uani . . . . . . C19 C 0.6684(5) 0.3672(6) 0.6300(3) 0.0304 1.0000 Uani . . . . . . C20 C 0.5659(4) 0.4047(5) 0.3953(3) 0.0221 1.0000 Uani . . . . . . C21 C 0.5855(5) 0.3566(6) 0.3305(3) 0.0362 1.0000 Uani . . . . . . O1 O -0.0390(3) 0.1989(4) 0.52493(19) 0.0269 1.0000 Uani . . . . . . O2 O -0.0385(3) 0.2444(4) 0.39443(19) 0.0284 1.0000 Uani . . . . . . O3 O 0.0598(3) 0.3797(3) 0.59251(18) 0.0248 1.0000 Uani . . . . . . O4 O -0.0231(4) 0.5324(4) 0.6153(2) 0.0338 1.0000 Uani . . . . . . O5 O 0.1652(3) 0.2917(4) 0.3948(2) 0.0323 1.0000 Uani . . . . . . O6 O 0.3194(3) 0.3396(4) 0.4016(2) 0.0304 1.0000 Uani . . . . . . O7 O 0.0903(3) 0.5519(3) 0.50366(19) 0.0228 1.0000 Uani . . . . . . O8 O 0.2252(3) 0.4598(3) 0.50462(19) 0.0232 1.0000 Uani . . . . . . O9 O 0.1788(3) 0.2205(4) 0.5269(2) 0.0285 1.0000 Uani . . . . . . O10 O 0.3056(3) 0.2717(4) 0.58786(19) 0.0271 1.0000 Uani . . . . . . O11 O 0.3973(3) 0.1689(4) 0.4853(2) 0.0307 1.0000 Uani . . . . . . O12 O 0.5253(3) 0.2980(3) 0.5817(2) 0.0258 1.0000 Uani . . . . . . O13 O 0.5836(3) 0.4535(3) 0.54490(19) 0.0242 1.0000 Uani . . . . . . O14 O 0.5204(3) 0.3432(3) 0.42943(18) 0.0237 1.0000 Uani . . . . . . O15 O 0.4027(3) 0.5010(4) 0.59616(19) 0.0245 1.0000 Uani . . . . . . Ce1 Ce 0.05910(2) 0.34595(3) 0.477553(14) 0.0191 1.0000 Uani . . . . . . Ce2 Ce 0.39126(2) 0.37117(3) 0.506697(14) 0.0192 1.0000 Uani . . . . . . H151 H 0.4596 0.1623 0.4098 0.0400 1.0000 Uiso R . . . . . H172 H 0.4064 -0.1214 0.4774 0.0550 1.0000 Uiso R . . . . . H171 H 0.3552 -0.0193 0.5061 0.0549 1.0000 Uiso R . . . . . H173 H 0.3085 -0.0802 0.4483 0.0548 1.0000 Uiso R . . . . . H162 H 0.4990 -0.0929 0.3843 0.0880 1.0000 Uiso R . . . . . H161 H 0.4918 0.0201 0.3501 0.0879 1.0000 Uiso R . . . . . H163 H 0.4059 -0.0624 0.3455 0.0879 1.0000 Uiso R . . . . . H123 H 0.2946 0.6557 0.5197 0.0526 1.0000 Uiso R . . . . . H122 H 0.2308 0.6553 0.5794 0.0528 1.0000 Uiso R . . . . . H121 H 0.1940 0.7155 0.5183 0.0528 1.0000 Uiso R . . . . . H11 H -0.0516 0.2277 0.6093 0.0359 1.0000 Uiso R . . . . . H31 H -0.1765 0.0271 0.6631 0.0820 1.0000 Uiso R . . . . . H32 H -0.1041 0.1205 0.6847 0.0819 1.0000 Uiso R . . . . . H33 H -0.0678 -0.0002 0.6748 0.0820 1.0000 Uiso R . . . . . H21 H -0.1610 -0.0520 0.5603 0.0548 1.0000 Uiso R . . . . . H22 H -0.0497 -0.0580 0.5553 0.0549 1.0000 Uiso R . . . . . H23 H -0.1104 0.0176 0.5097 0.0550 1.0000 Uiso R . . . . . H41 H 0.0294 0.2834 0.3238 0.0299 1.0000 Uiso R . . . . . H51 H -0.1698 0.0767 0.2918 0.0610 1.0000 Uiso R . . . . . H53 H -0.2234 0.1904 0.2871 0.0611 1.0000 Uiso R . . . . . H52 H -0.1779 0.1502 0.3508 0.0609 1.0000 Uiso R . . . . . H61 H -0.1125 0.2472 0.2046 0.0568 1.0000 Uiso R . . . . . H63 H -0.0030 0.2549 0.2226 0.0569 1.0000 Uiso R . . . . . H62 H -0.0510 0.1395 0.2111 0.0570 1.0000 Uiso R . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 F1 0.141(7) 0.244(11) 0.027(3) 0.009(5) -0.017(4) 0.103(8) F2 0.337(14) 0.069(4) 0.025(3) -0.009(3) -0.046(5) 0.032(7) F3 0.173(9) 0.228(11) 0.044(4) 0.063(5) -0.010(4) -0.100(8) F4 0.216(9) 0.102(5) 0.047(3) -0.049(4) 0.054(4) -0.090(6) F5 0.056(4) 0.285(12) 0.049(3) -0.079(5) 0.021(3) -0.026(6) F6 0.185(8) 0.138(7) 0.028(3) 0.009(4) -0.007(4) 0.036(7) F7 0.122(6) 0.066(4) 0.158(7) 0.078(5) 0.084(5) 0.047(4) F8 0.207(8) 0.097(5) 0.031(3) 0.022(3) -0.006(4) -0.081(6) F9 0.049(3) 0.103(5) 0.110(5) 0.072(4) -0.021(3) -0.033(3) F10 0.078(4) 0.051(3) 0.075(4) 0.019(3) -0.035(3) 0.003(3) F11 0.043(3) 0.121(6) 0.064(4) 0.033(4) -0.006(3) -0.016(3) F12 0.089(4) 0.087(4) 0.041(3) -0.013(3) -0.018(3) 0.004(4) F13 0.091(4) 0.120(6) 0.022(2) -0.014(3) -0.018(2) 0.021(4) F14 0.129(5) 0.035(3) 0.048(3) -0.025(2) 0.039(3) -0.021(3) F15 0.069(3) 0.074(4) 0.042(3) -0.025(3) 0.033(2) -0.015(3) N1 0.037(3) 0.030(3) 0.022(3) 0.000(2) 0.004(2) -0.007(2) N2 0.037(3) 0.028(3) 0.016(2) -0.003(2) -0.004(2) -0.003(2) N3 0.056(4) 0.018(2) 0.027(3) -0.004(2) 0.006(3) 0.000(2) C1 0.042(4) 0.026(3) 0.023(3) -0.005(2) 0.002(3) -0.010(3) C2 0.046(4) 0.021(3) 0.043(4) -0.006(3) 0.007(3) -0.006(3) C3 0.084(7) 0.057(5) 0.025(4) 0.006(4) 0.014(4) -0.028(5) C4 0.026(3) 0.030(3) 0.019(3) -0.001(2) -0.003(2) -0.002(2) C5 0.044(4) 0.047(4) 0.030(3) -0.001(3) -0.005(3) -0.015(4) C6 0.047(4) 0.051(4) 0.016(3) -0.004(3) -0.002(3) -0.006(4) C7 0.043(4) 0.021(3) 0.013(2) -0.003(2) 0.003(2) -0.002(3) C8 0.088(7) 0.041(4) 0.016(3) 0.002(3) -0.003(4) 0.019(4) C9 0.027(3) 0.028(3) 0.019(3) -0.003(2) -0.001(2) 0.001(2) C10 0.036(4) 0.080(6) 0.021(3) -0.012(4) -0.004(3) -0.014(4) C11 0.023(3) 0.020(3) 0.018(3) -0.001(2) -0.002(2) 0.000(2) C12 0.034(4) 0.026(3) 0.045(4) -0.011(3) -0.003(3) -0.001(3) C13 0.030(3) 0.017(3) 0.023(3) -0.001(2) 0.004(2) 0.002(2) C14 0.035(4) 0.035(4) 0.032(3) 0.009(3) -0.002(3) -0.006(3) C15 0.047(4) 0.026(3) 0.028(3) -0.004(3) 0.003(3) -0.002(3) C16 0.111(8) 0.028(4) 0.040(4) -0.012(3) 0.033(5) -0.005(4) C17 0.043(4) 0.021(3) 0.047(4) 0.000(3) 0.008(3) -0.004(3) C18 0.028(3) 0.019(3) 0.020(3) 0.002(2) 0.001(2) 0.002(2) C19 0.032(3) 0.035(3) 0.024(3) 0.002(3) -0.007(2) -0.007(3) C20 0.021(3) 0.026(3) 0.018(3) 0.000(2) -0.003(2) 0.001(2) C21 0.044(4) 0.035(4) 0.030(3) -0.007(3) 0.001(3) -0.004(3) O1 0.033(2) 0.029(2) 0.0183(19) 0.0019(17) -0.0004(17) -0.0014(19) O2 0.037(3) 0.031(2) 0.0162(19) -0.0009(17) -0.0034(18) -0.006(2) O3 0.039(2) 0.021(2) 0.0137(18) 0.0009(16) -0.0075(17) -0.0010(18) O4 0.057(3) 0.027(2) 0.018(2) 0.0008(18) 0.002(2) 0.007(2) O5 0.028(2) 0.046(3) 0.022(2) -0.007(2) 0.0000(18) 0.000(2) O6 0.026(2) 0.038(3) 0.027(2) -0.011(2) -0.0042(17) -0.003(2) O7 0.026(2) 0.021(2) 0.022(2) 0.0011(16) 0.0016(16) -0.0017(16) O8 0.020(2) 0.025(2) 0.025(2) -0.0026(17) 0.0003(17) -0.0025(16) O9 0.031(2) 0.028(2) 0.026(2) -0.0016(18) -0.0085(18) 0.0044(19) O10 0.033(2) 0.027(2) 0.022(2) 0.0015(17) -0.0023(18) -0.0017(19) O11 0.039(3) 0.026(2) 0.027(2) -0.0048(18) 0.0034(19) 0.000(2) O12 0.026(2) 0.020(2) 0.031(2) 0.0015(17) -0.0012(18) -0.0018(17) O13 0.031(2) 0.021(2) 0.021(2) 0.0023(16) 0.0021(17) 0.0015(17) O14 0.030(2) 0.020(2) 0.0211(19) -0.0027(16) 0.0016(16) -0.0004(17) O15 0.030(2) 0.024(2) 0.020(2) -0.0015(16) -0.0012(17) -0.0031(17) Ce1 0.02342(15) 0.01899(15) 0.01469(14) -0.00056(11) -0.00149(11) -0.00046(12) Ce2 0.02499(16) 0.01720(14) 0.01518(14) -0.00066(11) -0.00029(11) 0.00070(12) _refine_ls_extinction_method None _oxford_refine_ls_scale 1.261(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag F1 . C8 . 1.273(10) yes F2 . C8 . 1.253(10) yes F3 . C8 . 1.285(12) yes F4 . C10 . 1.268(10) yes F5 . C10 . 1.247(9) yes F6 . C10 . 1.339(11) yes F7 . C14 . 1.286(9) yes F8 . C14 . 1.298(9) yes F9 . C14 . 1.289(8) yes F10 . C19 . 1.335(8) yes F11 . C19 . 1.307(8) yes F12 . C19 . 1.328(8) yes F13 . C21 . 1.321(9) yes F14 . C21 . 1.324(9) yes F15 . C21 . 1.323(8) yes N1 . C1 . 1.306(8) yes N1 . C2 . 1.449(8) yes N1 . C3 . 1.451(8) yes N2 . C4 . 1.313(7) yes N2 . C5 . 1.434(9) yes N2 . C6 . 1.468(8) yes N3 . C15 . 1.308(8) yes N3 . C16 . 1.455(9) yes N3 . C17 . 1.442(9) yes C1 . O1 . 1.235(7) yes C1 . H11 . 0.933 no C2 . H21 . 0.959 no C2 . H22 . 0.955 no C2 . H23 . 0.965 no C3 . H31 . 0.962 no C3 . H32 . 0.962 no C3 . H33 . 0.959 no C4 . O2 . 1.252(7) yes C4 . H41 . 0.937 no C5 . H51 . 0.960 no C5 . H53 . 0.960 no C5 . H52 . 0.952 no C6 . H61 . 0.961 no C6 . H63 . 0.963 no C6 . H62 . 0.963 no C7 . C8 . 1.548(9) yes C7 . O3 . 1.236(7) yes C7 . O4 . 1.240(8) yes C9 . C10 . 1.542(9) yes C9 . O5 . 1.232(8) yes C9 . O6 . 1.232(7) yes C11 . C12 . 1.503(8) yes C11 . O7 . 1.263(7) yes C11 . O8 . 1.264(7) yes C12 . H123 . 0.974 no C12 . H122 . 0.971 no C12 . H121 . 0.967 no C13 . C14 . 1.531(9) yes C13 . O9 . 1.258(7) yes C13 . O10 . 1.233(7) yes C15 . O11 . 1.249(8) yes C15 . H151 . 0.933 no C16 . H162 . 0.955 no C16 . H161 . 0.956 no C16 . H163 . 0.956 no C17 . H172 . 0.957 no C17 . H171 . 0.964 no C17 . H173 . 0.960 no C18 . C19 . 1.526(8) yes C18 . O12 . 1.237(7) yes C18 . O13 . 1.256(7) yes C18 . Ce2 . 3.095(6) yes C20 . O15 2_666 1.238(7) yes C20 . C21 . 1.542(9) yes C20 . O14 . 1.241(7) yes O1 . Ce1 . 2.495(4) yes O2 . Ce1 . 2.522(4) yes O3 . Ce1 . 2.501(4) yes O4 . Ce1 2_566 2.514(4) yes O5 . Ce1 . 2.454(4) yes O6 . Ce2 . 2.460(4) yes O7 . Ce1 2_566 2.477(4) yes O7 . Ce1 . 2.596(4) yes O8 . Ce1 . 2.744(4) yes O8 . Ce2 . 2.557(4) yes O9 . Ce1 . 2.469(4) yes O10 . Ce2 . 2.471(4) yes O11 . Ce2 . 2.502(5) yes O12 . Ce2 . 2.575(4) yes O13 . Ce2 2_666 2.433(4) yes O13 . Ce2 . 2.951(4) yes O14 . Ce2 . 2.527(4) yes O15 . Ce2 . 2.485(4) yes loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C1 . N1 . C2 . 120.9(5) yes C1 . N1 . C3 . 121.9(6) yes C2 . N1 . C3 . 116.8(6) yes C4 . N2 . C5 . 122.8(5) yes C4 . N2 . C6 . 120.9(6) yes C5 . N2 . C6 . 116.3(5) yes C15 . N3 . C16 . 120.9(6) yes C15 . N3 . C17 . 122.2(6) yes C16 . N3 . C17 . 116.8(6) yes N1 . C1 . O1 . 125.5(6) yes N1 . C1 . H11 . 117.0 no O1 . C1 . H11 . 117.5 no N1 . C2 . H21 . 108.9 no N1 . C2 . H22 . 109.9 no H21 . C2 . H22 . 109.8 no N1 . C2 . H23 . 109.6 no H21 . C2 . H23 . 109.3 no H22 . C2 . H23 . 109.4 no N1 . C3 . H31 . 109.9 no N1 . C3 . H32 . 109.5 no H31 . C3 . H32 . 110.1 no N1 . C3 . H33 . 108.6 no H31 . C3 . H33 . 109.2 no H32 . C3 . H33 . 109.5 no N2 . C4 . O2 . 125.2(6) yes N2 . C4 . H41 . 116.7 no O2 . C4 . H41 . 118.1 no N2 . C5 . H51 . 109.5 no N2 . C5 . H53 . 109.6 no H51 . C5 . H53 . 109.9 no N2 . C5 . H52 . 109.2 no H51 . C5 . H52 . 109.1 no H53 . C5 . H52 . 109.5 no N2 . C6 . H61 . 109.5 no N2 . C6 . H63 . 110.7 no H61 . C6 . H63 . 109.0 no N2 . C6 . H62 . 109.3 no H61 . C6 . H62 . 109.1 no H63 . C6 . H62 . 109.2 no C8 . C7 . O3 . 114.3(6) yes C8 . C7 . O4 . 114.9(5) yes O3 . C7 . O4 . 130.8(6) yes C7 . C8 . F3 . 109.5(7) yes C7 . C8 . F1 . 114.2(7) yes F3 . C8 . F1 . 103.6(9) yes C7 . C8 . F2 . 114.9(7) yes F3 . C8 . F2 . 106.2(9) yes F1 . C8 . F2 . 107.6(9) yes C10 . C9 . O5 . 115.0(6) yes C10 . C9 . O6 . 115.1(6) yes O5 . C9 . O6 . 129.8(6) yes C9 . C10 . F6 . 109.1(7) yes C9 . C10 . F4 . 112.4(7) yes F6 . C10 . F4 . 102.6(8) yes C9 . C10 . F5 . 115.7(6) yes F6 . C10 . F5 . 103.2(9) yes F4 . C10 . F5 . 112.4(9) yes C12 . C11 . O7 . 117.4(5) yes C12 . C11 . O8 . 122.2(5) yes O7 . C11 . O8 . 120.3(5) yes C11 . C12 . H123 . 111.0 no C11 . C12 . H122 . 109.1 no H123 . C12 . H122 . 109.9 no C11 . C12 . H121 . 109.4 no H123 . C12 . H121 . 109.2 no H122 . C12 . H121 . 108.1 no C14 . C13 . O9 . 115.5(6) yes C14 . C13 . O10 . 115.7(5) yes O9 . C13 . O10 . 128.7(6) yes C13 . C14 . F8 . 112.6(6) yes C13 . C14 . F9 . 114.8(6) yes F8 . C14 . F9 . 105.3(7) yes C13 . C14 . F7 . 111.2(6) yes F8 . C14 . F7 . 105.1(8) yes F9 . C14 . F7 . 107.1(7) yes N3 . C15 . O11 . 125.2(7) yes N3 . C15 . H151 . 117.3 no O11 . C15 . H151 . 117.5 no N3 . C16 . H162 . 109.8 no N3 . C16 . H161 . 109.6 no H162 . C16 . H161 . 109.2 no N3 . C16 . H163 . 109.2 no H162 . C16 . H163 . 109.3 no H161 . C16 . H163 . 109.6 no N3 . C17 . H172 . 110.5 no N3 . C17 . H171 . 109.5 no H172 . C17 . H171 . 109.7 no N3 . C17 . H173 . 109.1 no H172 . C17 . H173 . 109.2 no H171 . C17 . H173 . 108.8 no C19 . C18 . O12 . 117.6(5) yes C19 . C18 . O13 . 117.1(5) yes O12 . C18 . O13 . 125.3(6) yes C19 . C18 . Ce2 . 167.7(4) yes O12 . C18 . Ce2 . 54.2(3) yes O13 . C18 . Ce2 . 71.6(3) yes C18 . C19 . F10 . 111.8(5) yes C18 . C19 . F12 . 110.7(6) yes F10 . C19 . F12 . 106.2(6) yes C18 . C19 . F11 . 114.4(5) yes F10 . C19 . F11 . 107.0(7) yes F12 . C19 . F11 . 106.4(6) yes O15 2_666 C20 . C21 . 114.1(5) yes O15 2_666 C20 . O14 . 131.0(6) yes C21 . C20 . O14 . 114.9(5) yes C20 . C21 . F14 . 112.9(6) yes C20 . C21 . F15 . 112.4(6) yes F14 . C21 . F15 . 105.8(7) yes C20 . C21 . F13 . 110.8(6) yes F14 . C21 . F13 . 109.1(7) yes F15 . C21 . F13 . 105.5(6) yes C1 . O1 . Ce1 . 135.3(4) yes C4 . O2 . Ce1 . 125.6(4) yes C7 . O3 . Ce1 . 136.3(4) yes Ce1 2_566 O4 . C7 . 137.1(4) yes C9 . O5 . Ce1 . 143.7(4) yes C9 . O6 . Ce2 . 141.5(4) yes Ce1 2_566 O7 . C11 . 146.3(4) yes Ce1 2_566 O7 . Ce1 . 112.51(15) yes C11 . O7 . Ce1 . 99.1(3) yes C11 . O8 . Ce1 . 92.1(3) yes C11 . O8 . Ce2 . 144.5(4) yes Ce1 . O8 . Ce2 . 123.45(16) yes C13 . O9 . Ce1 . 139.5(4) yes C13 . O10 . Ce2 . 121.3(4) yes C15 . O11 . Ce2 . 128.8(4) yes C18 . O12 . Ce2 . 102.9(4) yes Ce2 2_666 O13 . C18 . 165.7(4) yes Ce2 2_666 O13 . Ce2 . 108.53(15) yes C18 . O13 . Ce2 . 84.5(4) yes C20 . O14 . Ce2 . 134.9(4) yes C20 2_666 O15 . Ce2 . 135.5(4) yes O8 . Ce1 . O7 . 48.39(13) yes O8 . Ce1 . O2 . 145.48(13) yes O7 . Ce1 . O2 . 134.82(14) yes O8 . Ce1 . O4 2_566 90.61(15) yes O7 . Ce1 . O4 2_566 68.36(14) yes O2 . Ce1 . O4 2_566 69.07(15) yes O8 . Ce1 . O3 . 74.99(13) yes O7 . Ce1 . O3 . 68.62(13) yes O2 . Ce1 . O3 . 139.23(14) yes O4 2_566 Ce1 . O3 . 132.68(14) yes O8 . Ce1 . O1 . 138.56(13) yes O7 . Ce1 . O1 . 133.77(13) yes O2 . Ce1 . O1 . 69.38(14) yes O4 2_566 Ce1 . O1 . 130.45(16) yes O3 . Ce1 . O1 . 72.19(14) yes O8 . Ce1 . O7 2_566 115.16(13) yes O7 . Ce1 . O7 2_566 67.49(15) yes O2 . Ce1 . O7 2_566 85.74(14) yes O4 2_566 Ce1 . O7 2_566 72.14(15) yes O3 . Ce1 . O7 2_566 74.03(14) yes O8 . Ce1 . O9 . 70.60(14) yes O7 . Ce1 . O9 . 113.44(14) yes O2 . Ce1 . O9 . 109.74(15) yes O4 2_566 Ce1 . O9 . 144.25(16) yes O3 . Ce1 . O9 . 72.80(14) yes O8 . Ce1 . O5 . 75.88(14) yes O7 . Ce1 . O5 . 108.29(15) yes O2 . Ce1 . O5 . 71.45(15) yes O4 2_566 Ce1 . O5 . 71.95(16) yes O3 . Ce1 . O5 . 141.43(15) yes O1 . Ce1 . O7 2_566 79.05(14) yes O1 . Ce1 . O9 . 75.99(15) yes O7 2_566 Ce1 . O9 . 143.17(14) yes O1 . Ce1 . O5 . 117.60(16) yes O7 2_566 Ce1 . O5 . 142.43(14) yes O9 . Ce1 . O5 . 74.03(15) yes O12 . Ce2 . O8 . 142.34(14) yes O12 . Ce2 . O14 . 80.93(14) yes O8 . Ce2 . O14 . 135.97(13) yes O12 . Ce2 . O11 . 75.33(14) yes O8 . Ce2 . O11 . 116.61(14) yes O14 . Ce2 . O11 . 73.52(14) yes O12 . Ce2 . O15 . 73.44(14) yes O8 . Ce2 . O15 . 76.97(14) yes O14 . Ce2 . O15 . 124.66(14) yes O11 . Ce2 . O15 . 139.81(14) yes O12 . Ce2 . O10 . 75.66(14) yes O8 . Ce2 . O10 . 75.58(14) yes O14 . Ce2 . O10 . 141.13(14) yes O11 . Ce2 . O10 . 70.80(15) yes O15 . Ce2 . O10 . 77.42(14) yes O12 . Ce2 . O6 . 140.98(15) yes O8 . Ce2 . O6 . 73.44(14) yes O14 . Ce2 . O6 . 69.64(14) yes O11 . Ce2 . O6 . 72.18(15) yes O15 . Ce2 . O6 . 144.88(15) yes O12 . Ce2 . O13 2_666 118.08(14) yes O8 . Ce2 . O13 2_666 76.86(14) yes O14 . Ce2 . O13 2_666 72.39(14) yes O11 . Ce2 . O13 2_666 140.28(14) yes O15 . Ce2 . O13 2_666 77.91(14) yes O12 . Ce2 . O13 . 46.64(12) yes O8 . Ce2 . O13 . 132.67(12) yes O14 . Ce2 . O13 . 63.88(12) yes O11 . Ce2 . O13 . 110.24(14) yes O15 . Ce2 . O13 . 62.80(13) yes O12 . Ce2 . C18 . 22.92(14) yes O8 . Ce2 . C18 . 141.56(14) yes O14 . Ce2 . C18 . 72.78(14) yes O11 . Ce2 . C18 . 93.68(15) yes O15 . Ce2 . C18 . 64.59(15) yes O10 . Ce2 . O6 . 112.30(15) yes O10 . Ce2 . O13 2_666 146.37(15) yes O6 . Ce2 . O13 2_666 77.31(15) yes O10 . Ce2 . O13 . 115.64(13) yes O6 . Ce2 . O13 . 129.70(13) yes O13 2_666 Ce2 . O13 . 71.47(15) yes O10 . Ce2 . C18 . 94.52(15) yes O6 . Ce2 . C18 . 142.22(15) yes O13 2_666 Ce2 . C18 . 95.18(15) yes O13 . Ce2 . C18 . 23.83(13) yes loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C15 . H151 . O14 . 124 0.93 2.39 3.015(10) yes C12 . H121 . O1 2_566 150 0.97 2.54 3.417(10) yes _iucr_refine_instruction_details_constraints ; # # Punched on 02/12/10 at 11:10:41 # #LIST 12 BLOCK SCALE X'S, U'S RIDE C ( 1,X'S) H ( 11,X'S) RIDE C ( 2,X'S) H ( 21,X'S) H ( 22,X'S) H ( 23,X'S) RIDE C ( 3,X'S) H ( 31,X'S) H ( 32,X'S) H ( 33,X'S) RIDE C ( 4,X'S) H ( 41,X'S) RIDE C ( 5,X'S) H ( 51,X'S) H ( 53,X'S) H ( 52,X'S) RIDE C ( 6,X'S) H ( 61,X'S) H ( 63,X'S) H ( 62,X'S) RIDE C ( 12,X'S) H ( 123,X'S) H ( 122,X'S) H ( 121,X'S) RIDE C ( 15,X'S) H ( 151,X'S) RIDE C ( 16,X'S) H ( 162,X'S) H ( 161,X'S) H ( 163,X'S) RIDE C ( 17,X'S) H ( 172,X'S) H ( 171,X'S) H ( 173,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 02/12/10 at 11:10:41 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) END ; data_complex3 _database_code_depnum_ccdc_archive 'CCDC 927155' #TrackingRef 'complex 3.cif' _audit_creation_date 11-12-08 _audit_creation_method CRYSTALS_ver_14.23 _oxford_structure_analysis_title 'smrb03 in P 1 21/n 1' _chemical_name_systematic ? _chemical_melting_point ? _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. ; _refine_special_details ; ? ; #--------------------------------------------------------------- # _oxford_ data items, April 2010: # There is some uncertainty about the correct way of forming local data # names, e.g. # _atom_site_special_shape_oxford # or # _oxford_atom_site_special_shape # see: # http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace # A reserved prefix, e.g. foo, must be used in the following way # " If the data file contains items defined in a DDL1 dictionary, the # local data names assigned under the reserved prefix must contain it as # their first component, e.g. _foo_atom_site_my_item. " # However, this seems to say the opposite: # http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html # According to advice from the IUCr, CRYSTALS is correct #--------------------------------------------------------------- # End of 'script/refcif.dat' #end of refcif _cell_length_a 8.9797(6) _cell_length_b 12.0517(7) _cell_length_c 19.0090(10) _cell_angle_alpha 90 _cell_angle_beta 95.306(6) _cell_angle_gamma 90 _cell_volume 2048.4(2) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1 ' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Ce -0.2486 2.6331 21.1671 2.8122 19.7695 0.2268 11.8513 17.6083 3.3305 127.1130 1.8626 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C20 H20 Ce1 F12 N1 O1 # Dc = 2.14 Fooo = 1212.00 Mu = 23.46 M = 658.48 # Found Formula = C12 H14 Ce1 F9 N2 O8 # Dc = 2.03 FOOO = 1212.00 Mu = 23.45 M = 625.35 _chemical_formula_sum 'C12 H14 Ce1 F9 N2 O8' _chemical_formula_moiety 'C12 H14 Ce1 F9 N2 O8' _chemical_compound_source ? _chemical_formula_weight 625.35 _cell_measurement_reflns_used 12965 _cell_measurement_theta_min 3.3741 _cell_measurement_theta_max 29.4111 _cell_measurement_temperature 110 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_min 0.197 _exptl_crystal_size_mid 0.272 _exptl_crystal_size_max 0.430 _exptl_crystal_density_diffrn 2.028 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1212 _exptl_absorpt_coefficient_mu 2.345 # Sheldrick geometric approximatio 0.53 0.63 _exptl_absorpt_correction_T_min 0.452 _exptl_absorpt_correction_T_max 0.681 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_detector_area_resol_mean 10.4685 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 110 _diffrn_reflns_number 28316 _reflns_number_total 5251 _diffrn_reflns_av_R_equivalents 0.047 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 5251 # Theoretical number of reflections is about 11389 _diffrn_reflns_theta_min 3.381 _diffrn_reflns_theta_max 29.474 _diffrn_measured_fraction_theta_max 0.919 _diffrn_reflns_theta_full 25.053 _diffrn_measured_fraction_theta_full 0.987 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _reflns_limit_h_min -12 _reflns_limit_h_max 12 _reflns_limit_k_min 0 _reflns_limit_k_max 16 _reflns_limit_l_min 0 _reflns_limit_l_max 25 _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _atom_sites_solution_primary Direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_diff_density_min -1.74 _refine_diff_density_max 1.74 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-10.0\s(I) _refine_ls_number_reflns 5251 _refine_ls_number_restraints 0 _refine_ls_number_parameters 290 _oxford_refine_ls_R_factor_ref 0.0443 _refine_ls_wR_factor_ref 0.1074 _refine_ls_goodness_of_fit_ref 0.9581 _refine_ls_shift/su_max 0.0013850 _refine_ls_shift/su_mean 0.0000218 # The values computed from all data _oxford_reflns_number_all 5251 _refine_ls_R_factor_all 0.0443 _refine_ls_wR_factor_all 0.1074 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 4819 _refine_ls_R_factor_gt 0.0406 _refine_ls_wR_factor_gt 0.1003 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 0.350E+04 0.572E+04 0.371E+04 0.168E+04 427. ; # Insert your own references if required - in alphabetical order loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens F1 F -0.0269(6) 0.1402(3) 0.5119(3) 0.0922 1.0000 Uani . . . . . . F2 F 0.1229(6) 0.1757(3) 0.4372(2) 0.0632 1.0000 Uani . . . . . . F3 F 0.1838(7) 0.2059(4) 0.5433(3) 0.1163 1.0000 Uani . . . . . . F4 F 0.8089(4) 0.4189(3) 0.3371(2) 0.0516 1.0000 Uani . . . . . . F5 F 0.8716(4) 0.5853(4) 0.36410(18) 0.0510 1.0000 Uani . . . . . . F6 F 0.7253(3) 0.5515(4) 0.27146(15) 0.0457 1.0000 Uani . . . . . . F7 F 0.3477(4) 0.8182(3) 0.6067(2) 0.0533 1.0000 Uani . . . . . . F8 F 0.5699(4) 0.8757(3) 0.5998(2) 0.0497 1.0000 Uani . . . . . . F9 F 0.4036(5) 0.8987(3) 0.51245(19) 0.0537 1.0000 Uani . . . . . . C1 C 0.1882(4) 0.7760(3) 0.3559(2) 0.0204 1.0000 Uani . . . . . . C2 C 0.0161(5) 0.7973(4) 0.2520(2) 0.0285 1.0000 Uani . . . . . . C3 C 0.0812(6) 0.9579(4) 0.3328(3) 0.0339 1.0000 Uani . . . . . . C4 C 0.1062(5) 0.4411(3) 0.2594(2) 0.0216 1.0000 Uani . . . . . . C5 C -0.0651(6) 0.3586(5) 0.1683(2) 0.0361 1.0000 Uani . . . . . . C6 C 0.0425(6) 0.2491(4) 0.2720(3) 0.0324 1.0000 Uani . . . . . . C7 C 0.0114(4) 0.3326(3) 0.48870(19) 0.0162 1.0000 Uani . . . . . . C8 C 0.0715(5) 0.2125(3) 0.4948(2) 0.0257 1.0000 Uani . . . . . . C9 C 0.6236(5) 0.5287(3) 0.3833(2) 0.0157 1.0000 Uani . . . . . . C10 C 0.7585(5) 0.5240(4) 0.3392(2) 0.0250 1.0000 Uani . . . . . . C11 C 0.4937(4) 0.7129(3) 0.5332(2) 0.0154 1.0000 Uani . . . . . . C12 C 0.4550(5) 0.8289(4) 0.5620(2) 0.0279 1.0000 Uani . . . . . . O1 O 0.2097(3) 0.6753(2) 0.34300(15) 0.0220 1.0000 Uani . . . . . . O2 O 0.1912(3) 0.4413(3) 0.31440(16) 0.0247 1.0000 Uani . . . . . . O3 O 0.0863(3) 0.3966(2) 0.45478(16) 0.0225 1.0000 Uani . . . . . . O4 O 0.4996(3) 0.5444(2) 0.35172(15) 0.0184 1.0000 Uani . . . . . . O5 O 0.4249(3) 0.6888(2) 0.47505(15) 0.0198 1.0000 Uani . . . . . . O6 O -0.1042(3) 0.3495(2) 0.51840(16) 0.0213 1.0000 Uani . . . . . . O7 O 0.6553(4) 0.5130(2) 0.44807(16) 0.0221 1.0000 Uani . . . . . . O8 O 0.5830(3) 0.6582(2) 0.57217(14) 0.0196 1.0000 Uani . . . . . . Ce1 Ce 0.28079(2) 0.524310(16) 0.427451(10) 0.0133 1.0000 Uani . . . . . . N1 N 0.0996(4) 0.8406(3) 0.31545(18) 0.0222 1.0000 Uani . . . . . . H23 H -0.0853 0.8216 0.2506 0.0442 1.0000 Uiso R . . . . . H22 H 0.0193 0.7179 0.2529 0.0446 1.0000 Uiso R . . . . . H21 H 0.0602 0.8240 0.2103 0.0441 1.0000 Uiso R . . . . . H33 H 0.1083 1.0028 0.2940 0.0514 1.0000 Uiso R . . . . . H32 H -0.0206 0.9719 0.3417 0.0511 1.0000 Uiso R . . . . . H31 H 0.1453 0.9764 0.3745 0.0510 1.0000 Uiso R . . . . . H11 H 0.2374 0.8069 0.3966 0.0251 1.0000 Uiso R . . . . . N2 N 0.0329(4) 0.3542(3) 0.23360(17) 0.0212 1.0000 Uani . . . . . . H63 H 0.0530 0.1896 0.2390 0.0502 1.0000 Uiso R . . . . . H62 H -0.0465 0.2374 0.2952 0.0499 1.0000 Uiso R . . . . . H61 H 0.1292 0.2501 0.3070 0.0504 1.0000 Uiso R . . . . . H53 H -0.1639 0.3346 0.1772 0.0548 1.0000 Uiso R . . . . . H52 H -0.0698 0.4329 0.1500 0.0554 1.0000 Uiso R . . . . . H51 H -0.0271 0.3107 0.1330 0.0547 1.0000 Uiso R . . . . . H41 H 0.0951 0.5068 0.2339 0.0260 1.0000 Uiso R . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 F1 0.093(3) 0.0233(16) 0.176(5) 0.023(2) 0.093(4) 0.0116(19) F2 0.114(3) 0.0270(16) 0.056(2) 0.0016(15) 0.051(2) 0.0236(19) F3 0.150(5) 0.063(3) 0.117(4) -0.027(3) -0.092(4) 0.065(3) F4 0.0452(19) 0.052(2) 0.061(2) -0.0079(17) 0.0215(16) 0.0192(16) F5 0.0323(16) 0.079(3) 0.0424(18) -0.0147(18) 0.0103(13) -0.0269(17) F6 0.0299(15) 0.090(3) 0.0181(13) 0.0100(15) 0.0082(11) 0.0024(17) F7 0.058(2) 0.050(2) 0.055(2) -0.0141(17) 0.0238(17) 0.0168(17) F8 0.053(2) 0.0270(15) 0.065(2) -0.0234(15) -0.0198(17) 0.0031(14) F9 0.088(3) 0.0220(14) 0.0468(19) -0.0011(13) -0.0195(18) 0.0187(16) C1 0.0213(18) 0.0216(17) 0.0187(17) 0.0034(14) 0.0049(14) 0.0013(15) C2 0.029(2) 0.028(2) 0.027(2) 0.0069(17) -0.0049(17) 0.0034(17) C3 0.047(3) 0.0193(18) 0.036(3) 0.0050(18) 0.007(2) 0.013(2) C4 0.0211(18) 0.0211(18) 0.0225(18) -0.0006(15) 0.0017(14) -0.0018(15) C5 0.031(2) 0.051(3) 0.025(2) -0.008(2) -0.0071(18) -0.005(2) C6 0.047(3) 0.0198(19) 0.031(2) -0.0041(17) 0.010(2) -0.0043(18) C7 0.0148(16) 0.0155(14) 0.0179(16) -0.0005(13) -0.0014(12) 0.0012(13) C8 0.032(2) 0.0188(18) 0.028(2) 0.0042(16) 0.0131(17) 0.0084(16) C9 0.0186(18) 0.0156(16) 0.0130(16) -0.0002(11) 0.0027(13) 0.0015(12) C10 0.0175(19) 0.040(3) 0.0177(19) -0.0021(15) 0.0021(15) -0.0006(15) C11 0.0157(16) 0.0104(14) 0.0196(16) -0.0026(13) 0.0002(13) -0.0002(12) C12 0.036(2) 0.0178(18) 0.028(2) -0.0064(16) -0.0051(17) 0.0076(17) O1 0.0283(15) 0.0175(12) 0.0205(13) 0.0046(11) 0.0039(11) 0.0048(11) O2 0.0249(15) 0.0270(15) 0.0215(14) -0.0023(12) -0.0024(11) -0.0028(12) O3 0.0183(13) 0.0230(13) 0.0270(15) 0.0025(12) 0.0059(11) -0.0035(11) O4 0.0151(12) 0.0219(12) 0.0184(13) 0.0031(11) 0.0019(10) -0.0001(10) O5 0.0200(13) 0.0192(13) 0.0202(13) 0.0018(10) 0.0019(10) -0.0010(10) O6 0.0168(12) 0.0204(13) 0.0278(14) -0.0009(11) 0.0083(11) 0.0019(10) O7 0.0279(16) 0.0221(14) 0.0159(13) 0.0006(10) 0.0008(11) 0.0005(11) O8 0.0201(13) 0.0194(13) 0.0187(12) -0.0014(10) -0.0007(10) 0.0011(10) Ce1 0.01352(13) 0.01375(13) 0.01284(13) 0.00019(6) 0.00150(8) 0.00034(6) N1 0.0254(17) 0.0199(15) 0.0215(16) 0.0048(13) 0.0031(13) 0.0042(13) N2 0.0235(16) 0.0237(16) 0.0164(14) -0.0032(13) 0.0013(12) -0.0005(13) _refine_ls_extinction_coef 66(6) _refine_ls_extinction_method 'Larson (1970), Equation 22' _oxford_refine_ls_scale 3.50(5) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag F1 . C8 . 1.303(6) yes F2 . C8 . 1.306(5) yes F3 . C8 . 1.303(6) yes F4 . C10 . 1.347(6) yes F5 . C10 . 1.309(5) yes F6 . C10 . 1.336(5) yes F7 . C12 . 1.348(6) yes F8 . C12 . 1.327(5) yes F9 . C12 . 1.315(5) yes C1 . O1 . 1.257(5) yes C1 . N1 . 1.310(5) yes C1 . H11 . 0.933 no C2 . N1 . 1.457(6) yes C2 . H23 . 0.955 no C2 . H22 . 0.958 no C2 . H21 . 0.972 no C3 . N1 . 1.464(6) yes C3 . H33 . 0.964 no C3 . H32 . 0.960 no C3 . H31 . 0.963 no C4 . O2 . 1.236(5) yes C4 . N2 . 1.308(5) yes C4 . H41 . 0.929 no C5 . N2 . 1.454(5) yes C5 . H53 . 0.962 no C5 . H52 . 0.961 no C5 . H51 . 0.971 no C6 . N2 . 1.460(6) yes C6 . H63 . 0.964 no C6 . H62 . 0.958 no C6 . H61 . 0.976 no C7 . C8 . 1.546(5) yes C7 . O3 . 1.242(5) yes C7 . O6 . 1.243(5) yes C9 . C10 . 1.537(6) yes C9 . O4 . 1.230(5) yes C9 . O7 . 1.251(5) yes C11 . C12 . 1.552(5) yes C11 . O5 . 1.249(5) yes C11 . O8 . 1.232(5) yes O1 . Ce1 . 2.471(3) yes O2 . Ce1 . 2.439(3) yes O3 . Ce1 . 2.420(3) yes O4 . Ce1 . 2.553(3) yes O5 . Ce1 . 2.492(3) yes O6 . Ce1 2_566 2.488(3) yes O7 . Ce1 2_666 2.425(3) yes O8 . Ce1 2_666 2.516(3) yes loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O1 . C1 . N1 . 123.7(4) yes O1 . C1 . H11 . 118.5 no N1 . C1 . H11 . 117.7 no N1 . C2 . H23 . 109.2 no N1 . C2 . H22 . 109.3 no H23 . C2 . H22 . 109.5 no N1 . C2 . H21 . 109.8 no H23 . C2 . H21 . 109.6 no H22 . C2 . H21 . 109.4 no N1 . C3 . H33 . 109.1 no N1 . C3 . H32 . 109.8 no H33 . C3 . H32 . 110.4 no N1 . C3 . H31 . 109.7 no H33 . C3 . H31 . 109.1 no H32 . C3 . H31 . 108.6 no O2 . C4 . N2 . 124.6(4) yes O2 . C4 . H41 . 118.0 no N2 . C4 . H41 . 117.4 no N2 . C5 . H53 . 109.6 no N2 . C5 . H52 . 110.2 no H53 . C5 . H52 . 109.5 no N2 . C5 . H51 . 110.2 no H53 . C5 . H51 . 109.4 no H52 . C5 . H51 . 108.0 no N2 . C6 . H63 . 108.9 no N2 . C6 . H62 . 110.2 no H63 . C6 . H62 . 109.0 no N2 . C6 . H61 . 109.7 no H63 . C6 . H61 . 109.4 no H62 . C6 . H61 . 109.5 no C8 . C7 . O3 . 114.7(3) yes C8 . C7 . O6 . 114.8(3) yes O3 . C7 . O6 . 130.4(4) yes C7 . C8 . F2 . 113.7(4) yes C7 . C8 . F1 . 113.9(4) yes F2 . C8 . F1 . 106.4(5) yes C7 . C8 . F3 . 110.6(4) yes F2 . C8 . F3 . 105.2(5) yes F1 . C8 . F3 . 106.3(5) yes C10 . C9 . O4 . 117.5(4) yes C10 . C9 . O7 . 114.4(4) yes O4 . C9 . O7 . 128.1(4) yes C9 . C10 . F4 . 109.5(4) yes C9 . C10 . F6 . 113.6(4) yes F4 . C10 . F6 . 104.5(4) yes C9 . C10 . F5 . 113.9(4) yes F4 . C10 . F5 . 106.9(4) yes F6 . C10 . F5 . 107.8(4) yes C12 . C11 . O5 . 114.4(3) yes C12 . C11 . O8 . 115.1(3) yes O5 . C11 . O8 . 130.4(3) yes C11 . C12 . F7 . 109.5(4) yes C11 . C12 . F8 . 112.7(4) yes F7 . C12 . F8 . 105.4(4) yes C11 . C12 . F9 . 113.5(4) yes F7 . C12 . F9 . 106.7(4) yes F8 . C12 . F9 . 108.6(4) yes C1 . O1 . Ce1 . 128.3(3) yes C4 . O2 . Ce1 . 150.9(3) yes C7 . O3 . Ce1 . 160.5(3) yes C9 . O4 . Ce1 . 114.8(2) yes C11 . O5 . Ce1 . 134.8(2) yes Ce1 2_566 O6 . C7 . 151.5(3) yes Ce1 2_666 O7 . C9 . 177.9(3) yes Ce1 2_666 O8 . C11 . 139.4(2) yes O4 . Ce1 . O8 2_666 71.64(9) yes O4 . Ce1 . O5 . 74.24(9) yes O8 2_666 Ce1 . O5 . 117.30(9) yes O4 . Ce1 . O6 2_566 136.80(9) yes O8 2_666 Ce1 . O6 2_566 149.47(9) yes O5 . Ce1 . O6 2_566 72.11(9) yes O4 . Ce1 . O1 . 74.34(9) yes O8 2_666 Ce1 . O1 . 137.89(9) yes O5 . Ce1 . O1 . 75.18(9) yes O6 2_566 Ce1 . O1 . 71.48(10) yes O4 . Ce1 . O2 . 75.55(10) yes O8 2_666 Ce1 . O2 . 76.38(10) yes O5 . Ce1 . O2 . 139.87(10) yes O6 2_566 Ce1 . O2 . 116.39(10) yes O1 . Ce1 . O2 . 71.66(10) yes O4 . Ce1 . O7 2_666 116.29(10) yes O8 2_666 Ce1 . O7 2_666 76.34(9) yes O5 . Ce1 . O7 2_666 74.05(10) yes O6 2_566 Ce1 . O7 2_666 79.17(10) yes O1 . Ce1 . O7 2_666 142.58(10) yes O4 . Ce1 . O3 . 142.16(10) yes O8 2_666 Ce1 . O3 . 78.67(10) yes O5 . Ce1 . O3 . 142.10(10) yes O6 2_566 Ce1 . O3 . 78.45(10) yes O1 . Ce1 . O3 . 117.36(10) yes O2 . Ce1 . O7 2_666 144.37(10) yes O2 . Ce1 . O3 . 75.06(10) yes O7 2_666 Ce1 . O3 . 77.46(10) yes C3 . N1 . C2 . 118.1(4) yes C3 . N1 . C1 . 121.1(4) yes C2 . N1 . C1 . 120.7(4) yes C6 . N2 . C5 . 117.4(4) yes C6 . N2 . C4 . 120.2(4) yes C5 . N2 . C4 . 122.3(4) yes loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C6 . H63 . O4 3_545 163.27(14) 0.964 2.471 3.406(6) yes _iucr_refine_instruction_details_constraints ; # # Punched on 08/12/11 at 14:35:30 # #LIST 12 BLOCK SCALE X'S, U'S CONT EXTPARAM RIDE C ( 1,X'S) H ( 11,X'S) RIDE C ( 2,X'S) H ( 23,X'S) H ( 22,X'S) H ( 21,X'S) RIDE C ( 3,X'S) H ( 33,X'S) H ( 32,X'S) H ( 31,X'S) RIDE C ( 4,X'S) H ( 41,X'S) RIDE C ( 5,X'S) H ( 53,X'S) H ( 52,X'S) H ( 51,X'S) RIDE C ( 6,X'S) H ( 63,X'S) H ( 62,X'S) H ( 61,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 08/12/11 at 14:35:30 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) END ; data_complex4 _database_code_depnum_ccdc_archive 'CCDC 927156' #TrackingRef 'complex 4.cif' _audit_creation_date 11-12-08 _audit_creation_method CRYSTALS_ver_14.23 _oxford_structure_analysis_title 'smrb06 in P c a 21' _chemical_name_systematic ? _chemical_melting_point ? _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. ; _refine_special_details ; ? ; #--------------------------------------------------------------- # _oxford_ data items, April 2010: # There is some uncertainty about the correct way of forming local data # names, e.g. # _atom_site_special_shape_oxford # or # _oxford_atom_site_special_shape # see: # http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace # A reserved prefix, e.g. foo, must be used in the following way # " If the data file contains items defined in a DDL1 dictionary, the # local data names assigned under the reserved prefix must contain it as # their first component, e.g. _foo_atom_site_my_item. " # However, this seems to say the opposite: # http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html # According to advice from the IUCr, CRYSTALS is correct #--------------------------------------------------------------- # End of 'script/refcif.dat' #end of refcif _cell_length_a 16.085(2) _cell_length_b 11.920(2) _cell_length_c 10.4730(10) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2008.0(5) _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P c a 21 ' _symmetry_space_group_name_Hall 'P 2c -2ac' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x+1/2,y,z+1/2 x+1/2,-y,z -x,-y,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Ce -0.2486 2.6331 21.1671 2.8122 19.7695 0.2268 11.8513 17.6083 3.3305 127.1130 1.8626 'International Tables Vol C 4.2.6.8 and 6.1.1.4' S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C10 H12 Ce1 F8 N4 O4 S1 # Dc = 1.91 Fooo = 1228.00 Mu = 24.65 M = 576.40 # Found Formula = C10 H12 Ce1 F9 O8 S2 # Dc = 2.10 FOOO = 1228.00 Mu = 25.92 M = 635.43 _chemical_formula_sum 'C10 H12 Ce1 F9 O8 S2' _chemical_formula_moiety 'C10 H12 Ce1 F9 O8 S2' _chemical_compound_source ? _chemical_formula_weight 635.43 _cell_measurement_reflns_used 3692 _cell_measurement_theta_min 3.4113 _cell_measurement_theta_max 29.4775 _cell_measurement_temperature 120 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_min 0.096 _exptl_crystal_size_mid 0.177 _exptl_crystal_size_max 0.646 _exptl_crystal_density_diffrn 2.102 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1228 _exptl_absorpt_coefficient_mu 2.592 # Sheldrick geometric approximatio 0.63 0.78 _exptl_absorpt_correction_T_min 0.457 _exptl_absorpt_correction_T_max 1.044 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) Numerical absorption correction based on gaussian integration over a multifaceted crystal model ; _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_detector_area_resol_mean 10.4685 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 120 _diffrn_reflns_number 9955 _reflns_number_total 4639 _diffrn_reflns_av_R_equivalents 0.038 # Number of reflections without Friedels Law is 4639 # Number of reflections with Friedels Law is 2098 # Theoretical number of reflections is about 2752 _diffrn_reflns_theta_min 3.418 _diffrn_reflns_theta_max 29.322 _diffrn_measured_fraction_theta_max 0.911 _diffrn_reflns_theta_full 25.217 _diffrn_measured_fraction_theta_full 0.978 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 14 _reflns_limit_h_min 0 _reflns_limit_h_max 20 _reflns_limit_k_min 0 _reflns_limit_k_max 16 _reflns_limit_l_min -12 _reflns_limit_l_max 14 _oxford_diffrn_Wilson_B_factor 1.48 _oxford_diffrn_Wilson_scale 0.12 _atom_sites_solution_primary Direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_diff_density_min -2.87 _refine_diff_density_max 2.10 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-10.0\s(I) _refine_ls_number_reflns 4638 _refine_ls_number_restraints 19 _refine_ls_number_parameters 273 _oxford_refine_ls_R_factor_ref 0.0682 _refine_ls_wR_factor_ref 0.1735 _refine_ls_goodness_of_fit_ref 0.9038 _refine_ls_shift/su_max 0.0023024 _refine_ls_shift/su_mean 0.0001271 # The values computed from all data _oxford_reflns_number_all 4638 _refine_ls_R_factor_all 0.0682 _refine_ls_wR_factor_all 0.1735 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 4122 _refine_ls_R_factor_gt 0.0605 _refine_ls_wR_factor_gt 0.1427 _refine_ls_abs_structure_Flack 0.07(4) _refine_ls_abs_structure_details 'Flack (1983), 2541 Friedel-pairs' # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration ad _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 0.460E+04 0.735E+04 0.460E+04 0.198E+04 303. ; # Insert your own references if required - in alphabetical order loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens F1 F -0.4622(7) -0.6069(10) -0.3998(9) 0.0610 1.0000 Uani . U . . . . F2 F -0.5206(8) -0.6710(10) -0.5581(14) 0.0835 1.0000 Uani . U . . . . F3 F -0.4339(9) -0.5438(10) -0.5767(13) 0.0936 1.0000 Uani . U . . . . F4 F -0.0077(7) -0.6480(12) -0.4301(10) 0.0661 1.0000 Uani . . . . . . F5 F -0.0118(8) -0.6804(9) -0.6353(11) 0.0653 1.0000 Uani . . . . . . F6 F 0.0211(5) -0.8129(9) -0.5109(11) 0.0585 1.0000 Uani . . . . . . F7 F -0.2936(9) -1.1863(7) -0.6451(10) 0.0654 1.0000 Uani . . . . . . F8 F -0.1857(6) -1.1840(6) -0.5248(12) 0.0449 1.0000 Uani . . . . . . F9 F -0.3061(7) -1.2009(8) -0.4423(12) 0.0598 1.0000 Uani . . . . . . C1 C -0.5438(8) -0.9216(12) -0.3142(15) 0.0433 1.0000 Uani . . . . . . C2 C -0.4781(11) -1.1052(14) -0.2079(14) 0.0549 1.0000 Uani . . . . . . C3 C -0.3298(9) -0.4314(11) -0.259(2) 0.0544 1.0000 Uani . . . . . . C4 C -0.1674(11) -0.4372(15) -0.3242(18) 0.0591 1.0000 Uani . . . . . . C5 C -0.3822(9) -0.7250(9) -0.5338(12) 0.0236 1.0000 Uani . . . . . . C6 C -0.4498(12) -0.6347(15) -0.517(2) 0.0603 1.0000 Uani . U . . . . C7 C -0.1212(8) -0.7550(11) -0.5035(11) 0.0263 1.0000 Uani . . . . . . C8 C -0.0297(8) -0.7238(12) -0.5231(13) 0.0358 1.0000 Uani . . . . . . C9 C -0.2669(6) -1.0201(9) -0.5203(13) 0.0227 1.0000 Uani . . . . . . C10 C -0.2630(10) -1.1488(11) -0.5338(16) 0.0341 1.0000 Uani . . . . . . O1 O -0.3902(5) -0.9217(7) -0.2153(8) 0.0288 1.0000 Uani . . . . . . O2 O -0.2600(6) -0.6193(8) -0.3233(9) 0.0339 1.0000 Uani . . . . . . O3 O -0.3668(5) -0.7825(7) -0.4387(8) 0.0300 1.0000 Uani . . . . . . O4 O -0.1334(6) -0.8088(7) -0.4029(8) 0.0309 1.0000 Uani . . . . . . O5 O -0.2565(6) -0.9872(7) -0.4083(8) 0.0248 1.0000 Uani . . . . . . O6 O -0.2818(6) -0.9673(7) -0.6196(8) 0.0277 1.0000 Uani . . . . . . O7 O -0.1696(6) -0.7259(7) -0.5895(10) 0.0376 1.0000 Uani . . . . . . O8 O -0.3528(5) -0.7280(7) -0.6451(7) 0.0277 1.0000 Uani . . . . . . Ce1 Ce -0.26260(3) -0.81913(4) -0.2706(2) 0.0169 1.0000 Uani . . . . . . S2 S -0.2432(2) -0.5196(2) -0.2385(4) 0.0315 1.0000 Uani . . . . . . S1 S -0.44505(18) -0.9916(2) -0.3042(3) 0.0286 1.0000 Uani . . . . . . H11 H -0.5392 -0.8588 -0.3712 0.0650 1.0000 Uiso R . . . . . H12 H -0.5846 -0.9736 -0.3460 0.0650 1.0000 Uiso R . . . . . H13 H -0.5594 -0.8961 -0.2306 0.0650 1.0000 Uiso R . . . . . H21 H -0.4320 -1.1541 -0.1910 0.0810 1.0000 Uiso R . . . . . H22 H -0.5208 -1.1461 -0.2518 0.0809 1.0000 Uiso R . . . . . H23 H -0.4996 -1.0769 -0.1284 0.0809 1.0000 Uiso R . . . . . H31 H -0.3780 -0.4669 -0.2232 0.0811 1.0000 Uiso R . . . . . H32 H -0.3385 -0.4180 -0.3482 0.0810 1.0000 Uiso R . . . . . H33 H -0.3200 -0.3615 -0.2158 0.0809 1.0000 Uiso R . . . . . H41 H -0.1148 -0.4752 -0.3238 0.0880 1.0000 Uiso R . . . . . H42 H -0.1861 -0.4274 -0.4108 0.0880 1.0000 Uiso R . . . . . H43 H -0.1618 -0.3651 -0.2839 0.0880 1.0000 Uiso R . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 F1 0.060(5) 0.083(6) 0.040(4) -0.018(4) -0.001(4) 0.039(5) F2 0.049(6) 0.084(7) 0.117(8) -0.054(6) -0.028(6) 0.032(5) F3 0.111(8) 0.062(6) 0.108(8) 0.039(5) 0.053(6) 0.047(6) F4 0.050(6) 0.096(9) 0.053(6) -0.011(6) -0.005(5) -0.041(6) F5 0.066(7) 0.073(7) 0.057(6) 0.026(5) 0.025(6) -0.016(5) F6 0.021(4) 0.091(8) 0.064(6) 0.017(5) 0.000(4) 0.006(4) F7 0.116(10) 0.032(4) 0.048(6) -0.021(4) -0.036(7) 0.009(5) F8 0.028(4) 0.024(4) 0.083(7) -0.003(4) 0.012(5) 0.013(3) F9 0.058(6) 0.032(4) 0.090(8) 0.019(5) 0.019(6) -0.009(4) C1 0.032(6) 0.048(7) 0.050(8) -0.008(6) -0.014(6) 0.002(6) C2 0.063(10) 0.061(9) 0.041(8) 0.012(7) -0.028(7) -0.024(8) C3 0.054(8) 0.035(6) 0.075(11) -0.030(8) 0.014(10) 0.009(6) C4 0.051(9) 0.059(9) 0.067(11) 0.002(8) 0.018(8) -0.011(8) C5 0.026(6) 0.029(6) 0.016(5) 0.004(4) 0.001(4) -0.001(5) C6 0.061(6) 0.054(6) 0.065(6) -0.009(5) 0.008(5) 0.033(5) C7 0.020(6) 0.036(6) 0.023(6) -0.009(5) -0.008(4) 0.001(5) C8 0.028(6) 0.052(8) 0.028(6) 0.009(6) -0.003(5) -0.019(6) C9 0.036(9) 0.020(4) 0.012(4) -0.002(5) 0.004(5) 0.002(4) C10 0.045(11) 0.025(5) 0.033(8) -0.001(6) -0.002(6) 0.000(5) O1 0.034(4) 0.029(4) 0.023(3) -0.005(3) 0.001(3) -0.004(3) O2 0.040(5) 0.037(5) 0.025(4) 0.004(4) -0.001(4) 0.001(4) O3 0.030(4) 0.026(4) 0.034(5) 0.002(3) -0.007(3) 0.008(4) O4 0.036(5) 0.032(4) 0.025(4) 0.003(3) 0.005(4) -0.003(4) O5 0.026(4) 0.025(4) 0.024(4) 0.003(3) -0.003(3) -0.001(3) O6 0.037(4) 0.023(4) 0.024(4) 0.004(3) 0.002(4) -0.001(4) O7 0.039(5) 0.031(4) 0.043(5) -0.010(4) -0.018(4) 0.011(4) O8 0.030(4) 0.032(4) 0.021(4) -0.002(3) -0.002(3) 0.009(3) Ce1 0.0175(3) 0.0179(3) 0.0154(3) -0.0004(3) -0.0001(4) -0.00110(14) S2 0.0387(15) 0.0222(12) 0.034(2) 0.0012(11) 0.0025(12) 0.0009(10) S1 0.0268(12) 0.0324(13) 0.0267(13) 0.0004(10) -0.0008(10) -0.0087(11) _refine_ls_extinction_coef 100(10) _refine_ls_extinction_method 'Larson (1970), Equation 22' _oxford_refine_ls_scale 2.86(6) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag F1 . C6 . 1.29(2) yes F2 . C6 . 1.29(2) yes F3 . C6 . 1.28(2) yes F4 . C8 . 1.375(18) yes F5 . C8 . 1.316(16) yes F6 . C8 . 1.347(17) yes F7 . C10 . 1.343(17) yes F8 . C10 . 1.315(18) yes F9 . C10 . 1.34(2) yes C1 . S1 . 1.797(14) yes C1 . H11 . 0.961 no C1 . H12 . 0.962 no C1 . H13 . 0.960 no C2 . S1 . 1.770(15) yes C2 . H21 . 0.960 no C2 . H22 . 0.960 no C2 . H23 . 0.963 no C3 . S2 . 1.758(15) yes C3 . H31 . 0.958 no C3 . H32 . 0.961 no C3 . H33 . 0.959 no C4 . S2 . 1.804(16) yes C4 . H41 . 0.961 no C4 . H42 . 0.963 no C4 . H43 . 0.962 no C5 . C6 . 1.539(19) yes C5 . O3 . 1.234(14) yes C5 . O8 . 1.258(15) yes C7 . C8 . 1.533(18) yes C7 . O4 . 1.249(15) yes C7 . O7 . 1.239(15) yes C9 . C10 . 1.541(16) yes C9 . O5 . 1.248(16) yes C9 . O6 . 1.238(16) yes O1 . Ce1 . 2.459(8) yes O1 . S1 . 1.529(8) yes O2 . Ce1 . 2.445(10) yes O2 . S2 . 1.508(10) yes O3 . Ce1 . 2.470(8) yes O4 . Ce1 . 2.501(9) yes O5 . Ce1 . 2.471(9) yes O6 . Ce1 2_454 2.476(8) yes O7 . Ce1 2_454 2.454(9) yes O8 . Ce1 2_454 2.521(8) yes loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag S1 . C1 . H11 . 109.3 no S1 . C1 . H12 . 108.9 no H11 . C1 . H12 . 109.8 no S1 . C1 . H13 . 109.0 no H11 . C1 . H13 . 109.9 no H12 . C1 . H13 . 110.0 no S1 . C2 . H21 . 109.8 no S1 . C2 . H22 . 109.4 no H21 . C2 . H22 . 109.4 no S1 . C2 . H23 . 109.4 no H21 . C2 . H23 . 109.3 no H22 . C2 . H23 . 109.6 no S2 . C3 . H31 . 109.3 no S2 . C3 . H32 . 109.4 no H31 . C3 . H32 . 109.5 no S2 . C3 . H33 . 109.4 no H31 . C3 . H33 . 109.5 no H32 . C3 . H33 . 109.7 no S2 . C4 . H41 . 109.6 no S2 . C4 . H42 . 108.8 no H41 . C4 . H42 . 109.7 no S2 . C4 . H43 . 109.4 no H41 . C4 . H43 . 109.7 no H42 . C4 . H43 . 109.6 no C6 . C5 . O3 . 116.0(13) yes C6 . C5 . O8 . 112.9(12) yes O3 . C5 . O8 . 131.1(12) yes C5 . C6 . F2 . 110.6(14) yes C5 . C6 . F1 . 113.3(15) yes F2 . C6 . F1 . 105.4(17) yes C5 . C6 . F3 . 113.4(15) yes F2 . C6 . F3 . 107.4(18) yes F1 . C6 . F3 . 106.1(16) yes C8 . C7 . O4 . 112.8(11) yes C8 . C7 . O7 . 116.0(12) yes O4 . C7 . O7 . 131.2(13) yes C7 . C8 . F4 . 108.2(12) yes C7 . C8 . F6 . 112.3(11) yes F4 . C8 . F6 . 107.1(12) yes C7 . C8 . F5 . 115.2(12) yes F4 . C8 . F5 . 108.5(11) yes F6 . C8 . F5 . 105.2(12) yes C10 . C9 . O5 . 113.1(11) yes C10 . C9 . O6 . 115.9(11) yes O5 . C9 . O6 . 130.9(10) yes C9 . C10 . F7 . 113.3(11) yes C9 . C10 . F9 . 112.1(13) yes F7 . C10 . F9 . 106.1(13) yes C9 . C10 . F8 . 110.5(11) yes F7 . C10 . F8 . 107.7(14) yes F9 . C10 . F8 . 106.9(12) yes Ce1 . O1 . S1 . 127.5(5) yes Ce1 . O2 . S2 . 129.7(5) yes C5 . O3 . Ce1 . 144.0(9) yes C7 . O4 . Ce1 . 128.5(9) yes C9 . O5 . Ce1 . 142.9(8) yes Ce1 2_454 O6 . C9 . 147.5(8) yes Ce1 2_454 O7 . C7 . 135.6(8) yes Ce1 2_454 O8 . C5 . 140.5(8) yes O8 2_455 Ce1 . O4 . 69.9(3) yes O8 2_455 Ce1 . O6 2_455 76.2(3) yes O4 . Ce1 . O6 2_455 98.6(3) yes O8 2_455 Ce1 . O5 . 128.7(3) yes O4 . Ce1 . O5 . 71.6(3) yes O6 2_455 Ce1 . O5 . 77.5(3) yes O8 2_455 Ce1 . O3 . 142.7(3) yes O4 . Ce1 . O3 . 99.2(3) yes O6 2_455 Ce1 . O3 . 141.0(3) yes O5 . Ce1 . O3 . 75.8(3) yes O8 2_455 Ce1 . O1 . 134.9(3) yes O4 . Ce1 . O1 . 148.1(3) yes O6 2_455 Ce1 . O1 . 74.7(3) yes O5 . Ce1 . O1 . 76.5(3) yes O3 . Ce1 . O1 . 71.9(3) yes O8 2_455 Ce1 . O7 2_455 74.3(3) yes O4 . Ce1 . O7 2_455 140.8(3) yes O6 2_455 Ce1 . O7 2_455 87.6(3) yes O5 . Ce1 . O7 2_455 146.7(3) yes O3 . Ce1 . O7 2_455 99.7(3) yes O8 2_455 Ce1 . O2 . 71.6(3) yes O4 . Ce1 . O2 . 79.2(3) yes O6 2_455 Ce1 . O2 . 146.5(3) yes O5 . Ce1 . O2 . 131.1(3) yes O3 . Ce1 . O2 . 71.3(3) yes O1 . Ce1 . O7 2_455 70.9(3) yes O1 . Ce1 . O2 . 123.5(3) yes O7 2_455 Ce1 . O2 . 75.0(3) yes C4 . S2 . C3 . 98.6(9) yes C4 . S2 . O2 . 104.9(7) yes C3 . S2 . O2 . 105.0(7) yes C1 . S1 . C2 . 97.0(8) yes C1 . S1 . O1 . 107.0(6) yes C2 . S1 . O1 . 104.1(6) yes loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C2 . H22 . O4 3_435 160.8(4) 0.960 2.464 3.39(2) yes _iucr_refine_instruction_details_constraints ; # # Punched on 08/12/11 at 15:02:47 # #LIST 12 BLOCK SCALE X'S, U'S CONT EXTPARAM CONT ENANTIO RIDE C ( 1,X'S) H ( 11,X'S) H ( 12,X'S) H ( 13,X'S) RIDE C ( 2,X'S) H ( 21,X'S) H ( 22,X'S) H ( 23,X'S) RIDE C ( 3,X'S) H ( 31,X'S) H ( 32,X'S) H ( 33,X'S) RIDE C ( 4,X'S) H ( 41,X'S) H ( 42,X'S) H ( 43,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 08/12/11 at 15:02:47 # #LIST 16 NO U(IJ)'S 0.0, 0.010000 = F(1) TO C(6) U(IJ)'S 0.0, 0.010000 = F(2) TO C(6) U(IJ)'S 0.0, 0.010000 = F(3) TO C(6) END ; # Manually omitted reflections loop_ _oxford_refln_omitted_index_h _oxford_refln_omitted_index_k _oxford_refln_omitted_index_l _oxford_refln_omitted_flag _oxford_refln_omitted_details 4 0 0 x . data_complex6 _database_code_depnum_ccdc_archive 'CCDC 927157' #TrackingRef 'complex 6.cif' _audit_creation_date 11-01-31 _audit_creation_method CRYSTALS_ver_14.11 _oxford_structure_analysis_title 'sm16 in C 1 2/c 1' _chemical_name_systematic ? _chemical_melting_point ? _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105 107. ; _refine_special_details ; ? ; #--------------------------------------------------------------- # _oxford_ data items, April 2010: # There is some uncertainty about the correct way of forming local data # names, e.g. # _atom_site_special_shape_oxford # or # _oxford_atom_site_special_shape # see: # http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace # A reserved prefix, e.g. foo, must be used in the following way # " If the data file contains items defined in a DDL1 dictionary, the # local data names assigned under the reserved prefix must contain it as # their first component, e.g. _foo_atom_site_my_item. " # However, this seems to say the opposite: # http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html # According to advice from the IUCr, CRYSTALS is correct #--------------------------------------------------------------- # End of 'script/refcif.dat' #end of refcif _cell_length_a 21.294(2) _cell_length_b 12.0211(9) _cell_length_c 19.4130(10) _cell_angle_alpha 90 _cell_angle_beta 108.759(7) _cell_angle_gamma 90 _cell_volume 4705.3(6) _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c ' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x+1/2,y+1/2,z -x+1/2,-y+1/2,-z -x,y,-z+1/2 x,-y,z+1/2 -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4' S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Ce -0.2486 2.6331 21.1671 2.8122 19.7695 0.2268 11.8513 17.6083 3.3305 127.1130 1.8626 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C54 Ce2 F4 N4 S2 # Dc = 1.59 Fooo = 2792.00 Mu = 20.55 M = 562.49 # Found Formula = C24 H36 Ce2 F18 O18 S6 # Dc = 2.01 FOOO = 2792.00 Mu = 23.12 M = 713.57 _chemical_formula_sum 'C24 H36 Ce2 F18 O18 S6' _chemical_formula_moiety 'C24 H36 Ce2 F18 O18 S6' _chemical_compound_source ? _chemical_formula_weight 1427.14 _cell_measurement_reflns_used 14331 _cell_measurement_theta_min 3.3292 _cell_measurement_theta_max 29.5058 _cell_measurement_temperature 110 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_min 0.118 _exptl_crystal_size_mid 0.152 _exptl_crystal_size_max 0.199 _exptl_crystal_density_diffrn 2.014 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 2792 _exptl_absorpt_coefficient_mu 2.312 # Sheldrick geometric approximatio 0.70 0.76 _exptl_absorpt_correction_T_min 0.695 _exptl_absorpt_correction_T_max 0.789 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET) (compiled Nov 25 2010,17:55:46) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_detector_area_resol_mean 10.4685 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET) (compiled Nov 25 2010,17:55:46) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET) (compiled Nov 25 2010,17:55:46) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET) (compiled Nov 25 2010,17:55:46) ; _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 110 _diffrn_reflns_number 29907 _reflns_number_total 5967 _diffrn_reflns_av_R_equivalents 0.062 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 5967 # Theoretical number of reflections is about 13196 _diffrn_reflns_theta_min 3.336 _diffrn_reflns_theta_max 29.569 _diffrn_measured_fraction_theta_max 0.906 _diffrn_reflns_theta_full 26.612 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _reflns_limit_h_min -28 _reflns_limit_h_max 28 _reflns_limit_k_min 0 _reflns_limit_k_max 16 _reflns_limit_l_min 0 _reflns_limit_l_max 25 _oxford_diffrn_Wilson_B_factor 1.68 _oxford_diffrn_Wilson_scale 0.79 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -2.08 _refine_diff_density_max 1.86 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-10.0\s(I) _refine_ls_number_reflns 5967 _refine_ls_number_restraints 120 _refine_ls_number_parameters 391 _oxford_refine_ls_R_factor_ref 0.0576 _refine_ls_wR_factor_ref 0.1385 _refine_ls_goodness_of_fit_ref 1.0092 _refine_ls_shift/su_max 0.0007018 _refine_ls_shift/su_mean 0.0000126 # The values computed from all data _oxford_reflns_number_all 5967 _refine_ls_R_factor_all 0.0576 _refine_ls_wR_factor_all 0.1385 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 5261 _refine_ls_R_factor_gt 0.0507 _refine_ls_wR_factor_gt 0.1308 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.06P)^2^ +*****P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens F1 F 0.4085(11) 0.3857(13) 0.2292(8) 0.0486 0.44(3) Uani D U P 1 1 . F2 F 0.3407(9) 0.2490(19) 0.1924(9) 0.0482 0.44(3) Uani D U P 1 1 . F3 F 0.4435(9) 0.2169(18) 0.2376(9) 0.0542 0.44(3) Uani D U P 1 1 . F4 F 0.3262(3) 0.6134(5) 0.5391(4) 0.0583 0.802(10) Uani D U P 2 1 . F5 F 0.2232(4) 0.6376(6) 0.5102(5) 0.0608 0.802(10) Uani D U P 2 1 . F6 F 0.2730(4) 0.6340(5) 0.4306(3) 0.0569 0.802(10) Uani D U P 2 1 . F7 F 0.0962(14) 0.3200(14) 0.2751(9) 0.0577 0.44(4) Uani D U P 3 1 . F8 F 0.0627(9) 0.153(2) 0.2908(10) 0.0573 0.44(4) Uani D U P 3 1 . F9 F 0.1433(13) 0.176(2) 0.2465(11) 0.0459 0.44(4) Uani D U P 3 1 . F10 F 0.3380(6) 0.2941(16) 0.1902(6) 0.0457 0.56(3) Uani D U P 1 2 . F11 F 0.4195(8) 0.1833(10) 0.2273(6) 0.0424 0.56(3) Uani D U P 1 2 . F12 F 0.4367(10) 0.3585(12) 0.2395(9) 0.0543 0.56(3) Uani D U P 1 2 . F13 F 0.2195(14) 0.630(2) 0.4276(12) 0.0600 0.198(10) Uani D U P 2 2 . F14 F 0.3177(11) 0.637(2) 0.4792(17) 0.0618 0.198(10) Uani D U P 2 2 . F15 F 0.2412(14) 0.629(3) 0.5389(11) 0.0471 0.198(10) Uani D U P 2 2 . F16 F 0.0712(9) 0.2921(15) 0.2796(8) 0.0619 0.56(4) Uani D U P 3 2 . F17 F 0.0790(8) 0.1161(14) 0.2945(7) 0.0496 0.56(4) Uani D U P 3 2 . F18 F 0.1348(10) 0.194(2) 0.2390(9) 0.0479 0.56(4) Uani D U P 3 2 . C1 C 0.2646(5) 0.0397(7) 0.2294(4) 0.0492 1.0000 Uani . . . . . . C2 C 0.2986(4) -0.1318(6) 0.3209(5) 0.0468 1.0000 Uani . . . . . . C3 C 0.4334(3) -0.1109(5) 0.5402(4) 0.0314 1.0000 Uani . . . . . . C4 C 0.5148(4) 0.0234(6) 0.6406(4) 0.0378 1.0000 Uani . . . . . . C5 C 0.5730(3) 0.3742(6) 0.5687(4) 0.0350 1.0000 Uani . . . . . . C6 C 0.4876(4) 0.4924(6) 0.6143(4) 0.0364 1.0000 Uani . . . . . . C7 C 0.3877(3) 0.2757(5) 0.3209(3) 0.0229 1.0000 Uani . . . . . . C8 C 0.3952(3) 0.2807(5) 0.2447(3) 0.0298 1.0000 Uani D . . . . . C9 C 0.2584(3) 0.4605(4) 0.4822(3) 0.0216 1.0000 Uani . . . . . . C10 C 0.2667(3) 0.5878(5) 0.4885(3) 0.0279 1.0000 Uani D . . . . . C11 C 0.1678(3) 0.2245(5) 0.3702(3) 0.0206 1.0000 Uani . . . . . . C12 C 0.1148(3) 0.2123(6) 0.2952(3) 0.0344 1.0000 Uani D . . . . . S1 S 0.26899(7) 0.00669(13) 0.31979(8) 0.0265 1.0000 Uani . . . . . . S2 S 0.43171(7) 0.02154(13) 0.58011(8) 0.0258 1.0000 Uani . . . . . . S3 S 0.49323(7) 0.35732(12) 0.57907(8) 0.0236 1.0000 Uani . . . . . . O1 O 0.3290(2) 0.0701(4) 0.3668(3) 0.0326 1.0000 Uani . . . . . . O2 O 0.4320(2) 0.1043(4) 0.5212(2) 0.0288 1.0000 Uani . . . . . . O3 O 0.4448(2) 0.3567(4) 0.5020(2) 0.0257 1.0000 Uani . . . . . . O4 O 0.4309(2) 0.2263(4) 0.3689(2) 0.0269 1.0000 Uani . . . . . . O5 O 0.3376(2) 0.3222(4) 0.3267(2) 0.0326 1.0000 Uani . . . . . . O6 O 0.2970(2) 0.4166(4) 0.4541(3) 0.0338 1.0000 Uani . . . . . . O7 O 0.2168(2) 0.4199(4) 0.5052(3) 0.0341 1.0000 Uani . . . . . . O8 O 0.2251(2) 0.2302(4) 0.3696(2) 0.0301 1.0000 Uani . . . . . . O9 O 0.1452(2) 0.2265(4) 0.4212(2) 0.0301 1.0000 Uani . . . . . . Ce1 Ce 0.344739(13) 0.23112(2) 0.449478(15) 0.0156 1.0000 Uani . . . . . . H51 H 0.5819 0.3104 0.5431 0.0529 1.0000 Uiso . . . . . . H52 H 0.6060 0.3805 0.6158 0.0529 1.0000 Uiso . . . . . . H53 H 0.5724 0.4401 0.5407 0.0529 1.0000 Uiso . . . . . . H61 H 0.4426 0.5056 0.6125 0.0549 1.0000 Uiso . . . . . . H62 H 0.5163 0.4957 0.6639 0.0551 1.0000 Uiso . . . . . . H63 H 0.5007 0.5478 0.5858 0.0550 1.0000 Uiso . . . . . . H21 H 0.2997 -0.1671 0.3654 0.0700 1.0000 Uiso . . . . . . H22 H 0.3427 -0.1292 0.3175 0.0700 1.0000 Uiso . . . . . . H23 H 0.2696 -0.1716 0.2803 0.0699 1.0000 Uiso . . . . . . H11 H 0.2531 0.1162 0.2202 0.0740 1.0000 Uiso . . . . . . H12 H 0.3064 0.0254 0.2231 0.0740 1.0000 Uiso . . . . . . H13 H 0.2311 -0.0057 0.1962 0.0739 1.0000 Uiso . . . . . . H41 H 0.5253 0.0971 0.6596 0.0580 1.0000 Uiso . . . . . . H42 H 0.5184 -0.0280 0.6796 0.0579 1.0000 Uiso . . . . . . H43 H 0.5441 0.0016 0.6146 0.0579 1.0000 Uiso . . . . . . H31 H 0.3932 -0.1215 0.5010 0.0469 1.0000 Uiso . . . . . . H32 H 0.4369 -0.1681 0.5760 0.0469 1.0000 Uiso . . . . . . H33 H 0.4702 -0.1156 0.5224 0.0469 1.0000 Uiso . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 F1 0.058(8) 0.054(7) 0.034(5) 0.008(5) 0.014(5) -0.018(6) F2 0.050(6) 0.061(7) 0.036(5) -0.007(5) 0.019(4) -0.018(6) F3 0.047(6) 0.067(7) 0.057(6) -0.011(5) 0.028(5) 0.004(5) F4 0.053(3) 0.037(3) 0.072(4) -0.021(3) 0.002(3) -0.012(3) F5 0.052(4) 0.031(3) 0.116(5) -0.015(4) 0.051(4) 0.000(3) F6 0.094(5) 0.030(3) 0.051(3) 0.006(2) 0.031(3) -0.010(3) F7 0.062(7) 0.065(6) 0.040(5) 0.008(5) 0.008(5) 0.014(5) F8 0.037(6) 0.087(8) 0.043(6) 0.009(6) 0.006(5) -0.011(6) F9 0.044(6) 0.070(8) 0.023(6) 0.003(5) 0.010(5) 0.007(5) F10 0.044(5) 0.069(7) 0.023(4) 0.002(4) 0.010(3) 0.013(5) F11 0.054(6) 0.046(5) 0.034(4) -0.006(3) 0.024(4) 0.006(4) F12 0.068(7) 0.052(5) 0.051(5) 0.001(4) 0.031(5) -0.020(5) F13 0.076(9) 0.042(8) 0.055(8) 0.003(7) 0.011(7) 0.000(7) F14 0.068(9) 0.049(8) 0.060(9) -0.005(7) 0.009(8) 0.009(8) F15 0.053(8) 0.045(8) 0.033(7) -0.009(7) 0.000(7) 0.018(7) F16 0.046(6) 0.064(6) 0.047(5) -0.007(4) -0.027(4) 0.025(5) F17 0.040(5) 0.068(6) 0.032(4) -0.008(4) -0.001(4) -0.023(4) F18 0.045(6) 0.076(7) 0.020(4) -0.003(4) 0.006(4) -0.025(5) C1 0.062(5) 0.043(4) 0.036(4) -0.002(3) 0.007(3) -0.016(4) C2 0.037(4) 0.030(4) 0.065(5) -0.009(3) 0.005(4) 0.000(3) C3 0.024(3) 0.026(3) 0.040(3) -0.002(3) 0.005(2) 0.003(2) C4 0.039(4) 0.033(3) 0.029(3) 0.004(3) -0.006(3) 0.012(3) C5 0.018(3) 0.045(4) 0.040(4) 0.011(3) 0.005(2) -0.001(3) C6 0.050(4) 0.033(3) 0.025(3) -0.003(3) 0.010(3) -0.001(3) C7 0.022(3) 0.023(3) 0.023(3) 0.000(2) 0.007(2) -0.002(2) C8 0.025(3) 0.037(4) 0.029(3) 0.000(2) 0.011(2) -0.001(3) C9 0.022(3) 0.014(2) 0.026(3) -0.0036(19) 0.004(2) 0.003(2) C10 0.034(3) 0.017(3) 0.039(3) 0.002(2) 0.021(3) 0.000(2) C11 0.019(3) 0.023(3) 0.016(2) 0.0014(19) 0.0006(19) -0.001(2) C12 0.020(3) 0.056(4) 0.024(3) 0.003(3) 0.002(2) -0.006(3) S1 0.0234(7) 0.0242(7) 0.0311(7) -0.0083(6) 0.0075(5) -0.0034(5) S2 0.0233(7) 0.0274(7) 0.0264(7) 0.0058(5) 0.0076(5) 0.0093(6) S3 0.0213(6) 0.0256(7) 0.0213(6) 0.0021(5) 0.0029(5) -0.0058(5) O1 0.025(2) 0.031(2) 0.040(2) -0.0168(19) 0.0085(18) -0.0049(18) O2 0.027(2) 0.027(2) 0.034(2) 0.0076(18) 0.0122(18) 0.0089(17) O3 0.026(2) 0.027(2) 0.0214(19) -0.0013(16) 0.0032(16) -0.0066(17) O4 0.020(2) 0.032(2) 0.028(2) 0.0050(17) 0.0067(16) 0.0052(17) O5 0.031(2) 0.041(3) 0.030(2) 0.0087(19) 0.0155(18) 0.012(2) O6 0.042(3) 0.024(2) 0.039(2) 0.0006(18) 0.017(2) 0.0100(19) O7 0.029(2) 0.027(2) 0.047(3) 0.010(2) 0.013(2) -0.0067(18) O8 0.022(2) 0.041(3) 0.030(2) -0.0033(18) 0.0114(18) 0.0022(18) O9 0.025(2) 0.042(3) 0.023(2) -0.0013(18) 0.0064(17) -0.0068(18) Ce1 0.01375(16) 0.01487(16) 0.01713(16) -0.00089(10) 0.00359(11) 0.00104(10) _refine_ls_extinction_method None _oxford_refine_ls_scale 1.179(5) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag F1 . C8 . 1.349(13) yes F2 . C8 . 1.328(14) yes F3 . C8 . 1.325(12) yes F4 . C10 . 1.366(8) yes F5 . C10 . 1.282(8) yes F6 . C10 . 1.298(8) yes F7 . C12 . 1.374(14) yes F8 . C12 . 1.298(14) yes F9 . C12 . 1.350(16) yes F10 . C8 . 1.341(11) yes F11 . C8 . 1.366(10) yes F12 . C8 . 1.313(11) yes F13 . C10 . 1.381(16) yes F14 . C10 . 1.301(17) yes F15 . C10 . 1.354(18) yes F16 . C12 . 1.301(11) yes F17 . C12 . 1.382(12) yes F18 . C12 . 1.311(14) yes C1 . S1 . 1.772(8) yes C1 . H11 . 0.954 no C1 . H12 . 0.951 no C1 . H13 . 0.962 no C2 . S1 . 1.777(8) yes C2 . H21 . 0.956 no C2 . H22 . 0.964 no C2 . H23 . 0.958 no C3 . S2 . 1.776(7) yes C3 . H31 . 0.954 no C3 . H32 . 0.963 no C3 . H33 . 0.954 no C4 . S2 . 1.781(7) yes C4 . H41 . 0.958 no C4 . H42 . 0.961 no C4 . H43 . 0.958 no C5 . S3 . 1.786(6) yes C5 . H51 . 0.965 no C5 . H52 . 0.959 no C5 . H53 . 0.959 no C6 . S3 . 1.781(7) yes C6 . H61 . 0.961 no C6 . H62 . 0.962 no C6 . H63 . 0.963 no C7 . C8 . 1.541(8) yes C7 . O4 . 1.231(7) yes C7 . O5 . 1.239(7) yes C9 . C10 . 1.541(8) yes C9 . O6 . 1.241(7) yes C9 . O7 . 1.216(7) yes C11 . C12 . 1.535(8) yes C11 . O8 . 1.225(7) yes C11 . O9 . 1.233(7) yes S1 . O1 . 1.516(4) yes S2 . O2 . 1.517(4) yes S3 . O3 . 1.520(4) yes O1 . Ce1 . 2.468(4) yes O2 . Ce1 . 2.460(4) yes O3 . Ce1 . 2.541(4) yes O4 . Ce1 . 2.769(4) yes O5 . Ce1 . 2.583(4) yes O6 . Ce1 . 2.464(4) yes O7 . Ce1 4_556 2.555(4) yes O8 . Ce1 . 2.521(4) yes O9 . Ce1 4_556 2.502(4) yes loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag S1 . C1 . H11 . 109.1 no S1 . C1 . H12 . 109.4 no H11 . C1 . H12 . 110.2 no S1 . C1 . H13 . 109.1 no H11 . C1 . H13 . 109.4 no H12 . C1 . H13 . 109.5 no S1 . C2 . H21 . 109.5 no S1 . C2 . H22 . 108.6 no H21 . C2 . H22 . 109.5 no S1 . C2 . H23 . 109.0 no H21 . C2 . H23 . 110.2 no H22 . C2 . H23 . 110.0 no S2 . C3 . H31 . 109.2 no S2 . C3 . H32 . 109.5 no H31 . C3 . H32 . 108.7 no S2 . C3 . H33 . 110.2 no H31 . C3 . H33 . 109.5 no H32 . C3 . H33 . 109.7 no S2 . C4 . H41 . 108.9 no S2 . C4 . H42 . 108.8 no H41 . C4 . H42 . 110.0 no S2 . C4 . H43 . 109.1 no H41 . C4 . H43 . 110.1 no H42 . C4 . H43 . 109.9 no S3 . C5 . H51 . 108.6 no S3 . C5 . H52 . 109.5 no H51 . C5 . H52 . 110.5 no S3 . C5 . H53 . 108.5 no H51 . C5 . H53 . 109.5 no H52 . C5 . H53 . 110.3 no S3 . C6 . H61 . 109.1 no S3 . C6 . H62 . 108.8 no H61 . C6 . H62 . 109.5 no S3 . C6 . H63 . 110.0 no H61 . C6 . H63 . 109.6 no H62 . C6 . H63 . 109.7 no C8 . C7 . O4 . 117.5(5) yes C8 . C7 . O5 . 115.2(5) yes O4 . C7 . O5 . 127.3(6) yes C7 . C8 . F1 . 110.2(8) yes C7 . C8 . F2 . 112.9(9) yes F1 . C8 . F2 . 107.0(10) yes C7 . C8 . F3 . 113.6(8) yes F1 . C8 . F3 . 107.0(10) yes F2 . C8 . F3 . 105.7(11) yes C7 . C8 . F11 . 111.6(6) yes C7 . C8 . F10 . 114.4(8) yes F11 . C8 . F10 . 103.2(8) yes C7 . C8 . F12 . 112.4(8) yes F11 . C8 . F12 . 105.9(8) yes F10 . C8 . F12 . 108.5(9) yes C10 . C9 . O6 . 112.5(5) yes C10 . C9 . O7 . 116.6(5) yes O6 . C9 . O7 . 130.9(5) yes C9 . C10 . F4 . 109.7(5) yes C9 . C10 . F6 . 113.4(5) yes F4 . C10 . F6 . 101.3(6) yes C9 . C10 . F5 . 114.4(6) yes F4 . C10 . F5 . 105.1(7) yes F6 . C10 . F5 . 111.8(7) yes C9 . C10 . F13 . 105.5(12) yes C9 . C10 . F15 . 110.7(17) yes F13 . C10 . F15 . 97.7(17) yes C9 . C10 . F14 . 121.5(13) yes F13 . C10 . F14 . 96.9(19) yes F15 . C10 . F14 . 119(2) yes C12 . C11 . O8 . 115.3(5) yes C12 . C11 . O9 . 113.9(5) yes O8 . C11 . O9 . 130.8(5) yes C11 . C12 . F7 . 103.7(11) yes C11 . C12 . F9 . 109.6(12) yes F7 . C12 . F9 . 104.9(14) yes C11 . C12 . F8 . 117.9(10) yes F7 . C12 . F8 . 109.6(11) yes F9 . C12 . F8 . 110.2(18) yes C11 . C12 . F17 . 108.9(8) yes C11 . C12 . F18 . 117.9(10) yes F17 . C12 . F18 . 100.2(12) yes C11 . C12 . F16 . 113.7(7) yes F17 . C12 . F16 . 105.4(9) yes F18 . C12 . F16 . 109.1(12) yes C2 . S1 . C1 . 97.3(4) yes C2 . S1 . O1 . 103.7(3) yes C1 . S1 . O1 . 104.4(3) yes C4 . S2 . C3 . 98.2(3) yes C4 . S2 . O2 . 104.2(3) yes C3 . S2 . O2 . 104.7(3) yes C5 . S3 . C6 . 97.1(4) yes C5 . S3 . O3 . 105.0(3) yes C6 . S3 . O3 . 105.9(3) yes S1 . O1 . Ce1 . 134.3(3) yes S2 . O2 . Ce1 . 130.4(2) yes S3 . O3 . Ce1 . 127.9(2) yes C7 . O4 . Ce1 . 86.9(3) yes C7 . O5 . Ce1 . 95.4(4) yes C9 . O6 . Ce1 . 137.7(4) yes Ce1 4_556 O7 . C9 . 158.0(4) yes C11 . O8 . Ce1 . 143.8(4) yes Ce1 4_556 O9 . C11 . 151.7(4) yes O4 . Ce1 . O5 . 48.70(13) yes O4 . Ce1 . O7 4_556 133.34(15) yes O5 . Ce1 . O7 4_556 137.30(16) yes O4 . Ce1 . O3 . 67.48(13) yes O5 . Ce1 . O3 . 84.91(14) yes O7 4_556 Ce1 . O3 . 137.75(14) yes O4 . Ce1 . O8 . 112.02(13) yes O5 . Ce1 . O8 . 71.75(15) yes O7 4_556 Ce1 . O8 . 71.33(15) yes O3 . Ce1 . O8 . 143.15(15) yes O4 . Ce1 . O9 4_556 135.45(14) yes O5 . Ce1 . O9 4_556 143.17(16) yes O7 4_556 Ce1 . O9 4_556 71.75(15) yes O3 . Ce1 . O9 4_556 71.71(14) yes O8 . Ce1 . O9 4_556 111.19(14) yes O4 . Ce1 . O1 . 65.90(14) yes O5 . Ce1 . O1 . 77.08(16) yes O7 4_556 Ce1 . O1 . 71.93(16) yes O3 . Ce1 . O1 . 130.38(14) yes O8 . Ce1 . O1 . 72.40(14) yes O4 . Ce1 . O6 . 113.31(14) yes O5 . Ce1 . O6 . 75.39(15) yes O7 4_556 Ce1 . O6 . 111.54(16) yes O3 . Ce1 . O6 . 75.52(15) yes O8 . Ce1 . O6 . 71.29(16) yes O4 . Ce1 . O2 . 77.87(13) yes O5 . Ce1 . O2 . 126.48(14) yes O7 4_556 Ce1 . O2 . 75.06(15) yes O3 . Ce1 . O2 . 75.99(15) yes O8 . Ce1 . O2 . 140.85(15) yes O9 4_556 Ce1 . O1 . 139.67(16) yes O9 4_556 Ce1 . O6 . 71.50(16) yes O1 . Ce1 . O6 . 139.65(16) yes O9 4_556 Ce1 . O2 . 75.66(15) yes O1 . Ce1 . O2 . 78.61(16) yes O6 . Ce1 . O2 . 141.74(16) yes loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C5 . H53 . O3 2_666 160.8(5) 0.96 2.57 3.487(10) yes C2 . H23 . O5 7_545 148.9(5) 0.96 2.55 3.404(10) yes C1 . H13 . O5 7_545 149.0(5) 0.96 2.49 3.352(10) yes C3 . H33 . O2 2_656 173.4(4) 0.95 2.49 3.440(10) yes _iucr_refine_instruction_details_constraints ; # # Punched on 31/01/11 at 15:53:28 # #LIST 12 BLOCK SCALE X'S, U'S EQUIV PART(1001,OCC) PART(1002,OCC) WEIGHT -1 PART(1001,OCC) EQUIV PART(2001,OCC) PART(2002,OCC) WEIGHT -1 PART(2001,OCC) EQUIV PART(3001,OCC) PART(3002,OCC) WEIGHT -1 PART(3001,OCC) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 31/01/11 at 15:53:28 # #LIST 16 NO U(IJ)'S 0.0, 0.010000 = F(1) TO F(2) U(IJ)'S 0.0, 0.010000 = F(2) TO F(3) U(IJ)'S 0.0, 0.010000 = F(3) TO F(4) U(IJ)'S 0.0, 0.010000 = F(4) TO F(5) U(IJ)'S 0.0, 0.010000 = F(5) TO F(6) U(IJ)'S 0.0, 0.010000 = F(6) TO F(7) U(IJ)'S 0.0, 0.010000 = F(7) TO F(8) U(IJ)'S 0.0, 0.010000 = F(8) TO F(9) U(IJ)'S 0.0, 0.010000 = F(9) TO F(10) U(IJ)'S 0.0, 0.010000 = F(10) TO F(11) U(IJ)'S 0.0, 0.010000 = F(11) TO F(12) U(IJ)'S 0.0, 0.010000 = F(12) TO F(13) U(IJ)'S 0.0, 0.010000 = F(13) TO F(14) U(IJ)'S 0.0, 0.010000 = F(14) TO F(15) U(IJ)'S 0.0, 0.010000 = F(15) TO F(16) U(IJ)'S 0.0, 0.010000 = F(16) TO F(17) U(IJ)'S 0.0, 0.0050000 = F(17) TO F(18) DISTANCE 1.350000 , 0.020000 = F(1) TO C(8) DISTANCE 1.350000 , 0.020000 = F(2) TO C(8) DISTANCE 1.350000 , 0.020000 = F(3) TO C(8) DISTANCE 1.350000 , 0.020000 = F(4) TO C(10) DISTANCE 1.350000 , 0.020000 = F(5) TO C(10) DISTANCE 1.350000 , 0.020000 = F(6) TO C(10) DISTANCE 1.350000 , 0.020000 = F(7) TO C(12) DISTANCE 1.350000 , 0.020000 = F(8) TO C(12) DISTANCE 1.350000 , 0.020000 = F(9) TO C(12) DISTANCE 1.350000 , 0.020000 = F(10) TO C(8) DISTANCE 1.350000 , 0.020000 = F(11) TO C(8) DISTANCE 1.350000 , 0.020000 = F(12) TO C(8) DISTANCE 1.350000 , 0.020000 = F(13) TO C(10) DISTANCE 1.350000 , 0.020000 = F(14) TO C(10) DISTANCE 1.350000 , 0.020000 = F(15) TO C(10) DISTANCE 1.350000 , 0.020000 = F(16) TO C(12) DISTANCE 1.350000 , 0.020000 = F(17) TO C(12) DISTANCE 1.350000 , 0.020000 = F(18) TO C(12) END ; data_complex7 _database_code_depnum_ccdc_archive 'CCDC 927158' #TrackingRef 'complex 7.cif' _audit_creation_date 11-09-20 _audit_creation_method CRYSTALS_ver_14.11 _oxford_structure_analysis_title 'sm16b in C 1 2/c 1' _chemical_name_systematic ? _chemical_melting_point ? _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105 107. ; _refine_special_details ; ? ; #--------------------------------------------------------------- # _oxford_ data items, April 2010: # There is some uncertainty about the correct way of forming local data # names, e.g. # _atom_site_special_shape_oxford # or # _oxford_atom_site_special_shape # see: # http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace # A reserved prefix, e.g. foo, must be used in the following way # " If the data file contains items defined in a DDL1 dictionary, the # local data names assigned under the reserved prefix must contain it as # their first component, e.g. _foo_atom_site_my_item. " # However, this seems to say the opposite: # http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html # According to advice from the IUCr, CRYSTALS is correct #--------------------------------------------------------------- # End of 'script/refcif.dat' #end of refcif _cell_length_a 21.433(2) _cell_length_b 12.1357(8) _cell_length_c 19.2280(10) _cell_angle_alpha 90 _cell_angle_beta 105.845(8) _cell_angle_gamma 90 _cell_volume 4811.3(6) _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c ' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x+1/2,y+1/2,z -x+1/2,-y+1/2,-z x,-y,z+1/2 -x,y,-z+1/2 x+1/2,-y+1/2,z+1/2 -x+1/2,y+1/2,-z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4' S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Ce -0.2486 2.6331 21.1671 2.8122 19.7695 0.2268 11.8513 17.6083 3.3305 127.1130 1.8626 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C70 Ce2 N2 O2 S4 # Dc = 1.81 Fooo = 2776.00 Mu = 20.98 M = 654.64 # Found Formula = C26 H38 Ce2 F18 N2 O18 S4 # Dc = 1.96 FOOO = 2776.00 Mu = 21.78 M = 708.53 _chemical_formula_sum 'C26 H38 Ce2 F18 N2 O18 S4' _chemical_formula_moiety 'C26 H38 Ce2 F18 N2 O18 S4' _chemical_compound_source ? _chemical_formula_weight 1417.06 _cell_measurement_reflns_used 11105 _cell_measurement_theta_min 3.3151 _cell_measurement_theta_max 29.3765 _cell_measurement_temperature 100 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_min 0.146 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_max 0.259 _exptl_crystal_density_diffrn 1.956 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 2776 _exptl_absorpt_coefficient_mu 2.178 # Sheldrick geometric approximatio 0.65 0.73 _exptl_absorpt_correction_T_min 0.645 _exptl_absorpt_correction_T_max 0.779 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_detector_area_resol_mean 10.4685 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 100 _diffrn_reflns_number 28753 _reflns_number_total 6050 _diffrn_reflns_av_R_equivalents 0.070 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 6050 # Theoretical number of reflections is about 13333 _diffrn_reflns_theta_min 3.322 _diffrn_reflns_theta_max 29.440 _diffrn_measured_fraction_theta_max 0.909 _diffrn_reflns_theta_full 26.496 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _reflns_limit_h_min -29 _reflns_limit_h_max 28 _reflns_limit_k_min 0 _reflns_limit_k_max 16 _reflns_limit_l_min 0 _reflns_limit_l_max 26 _oxford_diffrn_Wilson_B_factor 1.60 _oxford_diffrn_Wilson_scale 1.26 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -3.35 _refine_diff_density_max 2.56 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-10.0\s(I) _refine_ls_number_reflns 6050 _refine_ls_number_restraints 0 _refine_ls_number_parameters 317 _oxford_refine_ls_R_factor_ref 0.0708 _refine_ls_wR_factor_ref 0.1699 _refine_ls_goodness_of_fit_ref 0.9880 _refine_ls_shift/su_max 0.0017121 _refine_ls_shift/su_mean 0.0000332 # The values computed from all data _oxford_reflns_number_all 6050 _refine_ls_R_factor_all 0.0708 _refine_ls_wR_factor_all 0.1699 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 5105 _refine_ls_R_factor_gt 0.0590 _refine_ls_wR_factor_gt 0.1378 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 0.227E+04 0.367E+04 0.226E+04 873. 184. ; # Insert your own references if required - in alphabetical order loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens F1 F 0.5745(4) 0.1655(7) 0.7782(3) 0.0859 1.0000 Uani . . . . . . F2 F 0.6606(3) 0.2594(6) 0.8178(3) 0.0516 1.0000 Uani . . . . . . F3 F 0.5719(4) 0.3413(7) 0.7766(3) 0.0753 1.0000 Uani . . . . . . F4 F 0.6723(2) -0.1123(4) 0.4589(3) 0.0410 1.0000 Uani . . . . . . F5 F 0.7749(2) -0.1330(4) 0.4925(3) 0.0452 1.0000 Uani . . . . . . F6 F 0.7201(3) -0.1328(4) 0.5704(2) 0.0378 1.0000 Uani . . . . . . F7 F 0.8724(3) 0.3224(4) 0.7500(2) 0.0413 1.0000 Uani . . . . . . F8 F 0.9070(3) 0.1672(5) 0.7217(3) 0.0504 1.0000 Uani . . . . . . F9 F 0.9413(3) 0.3183(8) 0.6876(3) 0.0775 1.0000 Uani . . . . . . C1 C 0.7467(5) 0.4758(7) 0.7765(4) 0.0383 1.0000 Uani . . . . . . C2 C 0.7065(3) 0.6432(6) 0.6816(4) 0.0287 1.0000 Uani . . . . . . C3 C 0.5629(3) 0.6286(5) 0.4552(4) 0.0251 1.0000 Uani . . . . . . C4 C 0.4961(3) 0.4645(6) 0.3717(4) 0.0309 1.0000 Uani . . . . . . C5 C 0.6148(3) 0.2500(5) 0.6897(3) 0.0182 1.0000 Uani . . . . . . C6 C 0.6057(4) 0.2530(7) 0.7660(4) 0.0284 1.0000 Uani . . . . . . C7 C 0.5496(3) 0.0990(5) 0.4603(3) 0.0214 1.0000 Uani . . . . . . C8 C 0.4326(3) 0.1158(7) 0.4289(4) 0.0281 1.0000 Uani . . . . . . C9 C 0.4859(4) -0.0160(6) 0.3646(4) 0.0287 1.0000 Uani . . . . . . C10 C 0.7325(3) 0.0425(5) 0.5169(3) 0.0173 1.0000 Uani . . . . . . C11 C 0.7259(3) -0.0848(6) 0.5102(4) 0.0222 1.0000 Uani . . . . . . C12 C 0.8327(3) 0.2636(5) 0.6261(3) 0.0176 1.0000 Uani . . . . . . C13 C 0.8895(4) 0.2696(7) 0.6975(4) 0.0325 1.0000 Uani . . . . . . O1 O 0.6819(2) 0.4381(4) 0.6414(3) 0.0288 1.0000 Uani . . . . . . O2 O 0.5806(2) 0.4200(4) 0.4959(3) 0.0276 1.0000 Uani . . . . . . O3 O 0.5744(2) 0.3003(4) 0.6413(3) 0.0233 1.0000 Uani . . . . . . O4 O 0.6630(2) 0.1965(4) 0.6836(3) 0.0254 1.0000 Uani . . . . . . O5 O 0.5585(2) 0.1709(4) 0.5088(2) 0.0231 1.0000 Uani . . . . . . O6 O 0.6944(2) 0.0860(4) 0.5475(3) 0.0234 1.0000 Uani . . . . . . O7 O 0.7721(2) 0.0837(4) 0.4890(3) 0.0290 1.0000 Uani . . . . . . O8 O 0.7777(2) 0.2645(4) 0.6345(3) 0.0238 1.0000 Uani . . . . . . O9 O 0.8519(2) 0.2562(4) 0.5719(3) 0.0256 1.0000 Uani . . . . . . Ce1 Ce 0.660667(14) 0.28324(3) 0.559256(16) 0.0140 1.0000 Uani . . . . . . S2 S 0.57571(8) 0.49027(14) 0.42890(9) 0.0220 1.0000 Uani . . . . . . S1 S 0.73927(8) 0.50768(13) 0.68369(9) 0.0214 1.0000 Uani . . . . . . N1 N 0.4922(3) 0.0677(5) 0.4202(3) 0.0225 1.0000 Uani . . . . . . H71 H 0.5859 0.0650 0.4515 0.0257 1.0000 Uiso R . . . . . H81 H 0.4011 0.0589 0.4260 0.0421 1.0000 Uiso R . . . . . H82 H 0.4411 0.1519 0.4749 0.0419 1.0000 Uiso R . . . . . H83 H 0.4162 0.1682 0.3911 0.0420 1.0000 Uiso R . . . . . H93 H 0.4639 0.0146 0.3184 0.0430 1.0000 Uiso R . . . . . H92 H 0.4617 -0.0779 0.3745 0.0429 1.0000 Uiso R . . . . . H91 H 0.5284 -0.0401 0.3636 0.0430 1.0000 Uiso R . . . . . H13 H 0.7594 0.4000 0.7859 0.0569 1.0000 Uiso R . . . . . H12 H 0.7786 0.5235 0.8070 0.0570 1.0000 Uiso R . . . . . H11 H 0.7056 0.4876 0.7862 0.0570 1.0000 Uiso R . . . . . H22 H 0.7058 0.6781 0.6364 0.0431 1.0000 Uiso R . . . . . H21 H 0.7332 0.6854 0.7208 0.0430 1.0000 Uiso R . . . . . H23 H 0.6633 0.6387 0.6865 0.0430 1.0000 Uiso R . . . . . H31 H 0.6012 0.6539 0.4902 0.0379 1.0000 Uiso R . . . . . H33 H 0.5538 0.6759 0.4136 0.0381 1.0000 Uiso R . . . . . H32 H 0.5268 0.6300 0.4759 0.0381 1.0000 Uiso R . . . . . H43 H 0.4929 0.3898 0.3553 0.0458 1.0000 Uiso R . . . . . H42 H 0.4874 0.5134 0.3310 0.0460 1.0000 Uiso R . . . . . H41 H 0.4648 0.4773 0.3985 0.0460 1.0000 Uiso R . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 F1 0.132(7) 0.096(5) 0.046(3) -0.020(3) 0.052(4) -0.079(5) F2 0.034(3) 0.100(5) 0.019(2) -0.011(3) 0.0027(19) -0.004(3) F3 0.096(5) 0.107(6) 0.029(3) 0.001(3) 0.029(3) 0.067(5) F4 0.038(2) 0.027(2) 0.050(3) -0.011(2) -0.002(2) -0.0076(19) F5 0.039(3) 0.026(2) 0.084(4) -0.010(2) 0.040(3) 0.0015(19) F6 0.066(3) 0.021(2) 0.032(2) 0.0073(17) 0.023(2) 0.002(2) F7 0.054(3) 0.047(3) 0.0179(19) -0.0065(19) 0.0012(19) -0.009(2) F8 0.045(3) 0.073(4) 0.030(2) 0.018(2) 0.004(2) 0.028(3) F9 0.031(3) 0.159(7) 0.032(3) 0.028(4) -0.009(2) -0.052(4) C1 0.052(5) 0.034(4) 0.025(3) 0.002(3) 0.005(3) -0.008(4) C2 0.028(3) 0.020(3) 0.033(4) -0.003(3) 0.002(3) -0.002(3) C3 0.023(3) 0.020(3) 0.031(3) 0.000(2) 0.006(3) 0.003(2) C4 0.027(3) 0.027(3) 0.033(4) -0.004(3) 0.000(3) 0.002(3) C5 0.022(3) 0.017(3) 0.018(3) -0.005(2) 0.010(2) -0.002(2) C6 0.028(3) 0.040(4) 0.021(3) 0.001(3) 0.013(3) -0.002(3) C7 0.019(3) 0.022(3) 0.023(3) 0.003(2) 0.006(2) -0.001(2) C8 0.024(3) 0.038(4) 0.022(3) 0.003(3) 0.005(2) -0.004(3) C9 0.031(3) 0.030(4) 0.024(3) -0.006(3) 0.006(3) -0.012(3) C10 0.016(2) 0.015(3) 0.019(3) 0.003(2) 0.002(2) -0.001(2) C11 0.022(3) 0.022(3) 0.027(3) 0.001(2) 0.013(2) 0.004(2) C12 0.017(3) 0.018(3) 0.018(3) 0.002(2) 0.005(2) -0.002(2) C13 0.020(3) 0.057(5) 0.019(3) 0.010(3) 0.004(3) -0.004(3) O1 0.024(2) 0.028(2) 0.033(3) -0.012(2) 0.005(2) -0.009(2) O2 0.023(2) 0.034(3) 0.027(2) 0.007(2) 0.0089(19) 0.0078(19) O3 0.016(2) 0.030(2) 0.025(2) -0.0001(19) 0.0061(18) 0.0014(17) O4 0.025(2) 0.033(3) 0.020(2) 0.0044(19) 0.0089(19) 0.004(2) O5 0.023(2) 0.028(2) 0.021(2) -0.0066(18) 0.0103(17) -0.0086(18) O6 0.026(2) 0.022(2) 0.025(2) 0.0009(17) 0.0109(18) 0.0011(18) O7 0.024(2) 0.029(3) 0.036(3) 0.006(2) 0.011(2) -0.0026(19) O8 0.020(2) 0.031(2) 0.022(2) -0.0025(19) 0.0076(18) -0.0069(18) O9 0.027(2) 0.031(3) 0.023(2) 0.002(2) 0.0129(19) -0.002(2) Ce1 0.01299(19) 0.0149(2) 0.0146(2) -0.00076(10) 0.00438(13) -0.00105(9) S2 0.0214(7) 0.0228(7) 0.0227(7) 0.0030(6) 0.0077(6) 0.0064(6) S1 0.0206(7) 0.0201(7) 0.0236(7) -0.0051(6) 0.0063(6) -0.0050(5) N1 0.022(3) 0.023(3) 0.023(3) -0.003(2) 0.007(2) -0.002(2) _refine_ls_extinction_coef 54(7) _refine_ls_extinction_method 'Larson (1970), Equation 22' _oxford_refine_ls_scale 0.953(5) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag F1 . C6 . 1.309(10) yes F2 . C6 . 1.320(9) yes F3 . C6 . 1.339(10) yes F4 . C11 . 1.336(8) yes F5 . C11 . 1.325(7) yes F6 . C11 . 1.331(7) yes F7 . C13 . 1.328(9) yes F8 . C13 . 1.344(10) yes F9 . C13 . 1.317(9) yes C1 . S1 . 1.790(8) yes C1 . H13 . 0.963 no C1 . H12 . 0.964 no C1 . H11 . 0.959 no C2 . S1 . 1.785(7) yes C2 . H22 . 0.964 no C2 . H21 . 0.960 no C2 . H23 . 0.956 no C3 . S2 . 1.796(7) yes C3 . H31 . 0.959 no C3 . H33 . 0.961 no C3 . H32 . 0.962 no C4 . S2 . 1.787(7) yes C4 . H43 . 0.957 no C4 . H42 . 0.959 no C4 . H41 . 0.962 no C5 . C6 . 1.534(9) yes C5 . O3 . 1.244(8) yes C5 . O4 . 1.252(8) yes C5 . Ce1 . 2.960(6) yes C7 . O5 . 1.253(8) yes C7 . N1 . 1.316(8) yes C7 . H71 . 0.936 no C8 . N1 . 1.456(9) yes C8 . H81 . 0.957 no C8 . H82 . 0.959 no C8 . H83 . 0.957 no C9 . N1 . 1.453(8) yes C9 . H93 . 0.960 no C9 . H92 . 0.961 no C9 . H91 . 0.961 no C10 . C11 . 1.553(9) yes C10 . O6 . 1.248(8) yes C10 . O7 . 1.227(8) yes C12 . C13 . 1.568(9) yes C12 . O8 . 1.233(8) yes C12 . O9 . 1.223(8) yes O1 . Ce1 . 2.417(5) yes O1 . S1 . 1.530(5) yes O2 . Ce1 . 2.458(5) yes O2 . S2 . 1.524(5) yes O3 . Ce1 . 2.747(5) yes O4 . Ce1 . 2.601(5) yes O5 . Ce1 . 2.536(4) yes O6 . Ce1 . 2.528(5) yes O7 . Ce1 4_656 2.505(5) yes O8 . Ce1 . 2.541(5) yes O9 . Ce1 4_656 2.508(5) yes Ce1 . S2 . 3.6631(16) yes loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag S1 . C1 . H13 . 109.7 no S1 . C1 . H12 . 109.4 no H13 . C1 . H12 . 110.0 no S1 . C1 . H11 . 108.9 no H13 . C1 . H11 . 109.6 no H12 . C1 . H11 . 109.2 no S1 . C2 . H22 . 109.5 no S1 . C2 . H21 . 109.1 no H22 . C2 . H21 . 109.5 no S1 . C2 . H23 . 109.3 no H22 . C2 . H23 . 109.7 no H21 . C2 . H23 . 109.8 no S2 . C3 . H31 . 109.2 no S2 . C3 . H33 . 109.5 no H31 . C3 . H33 . 109.5 no S2 . C3 . H32 . 109.6 no H31 . C3 . H32 . 109.7 no H33 . C3 . H32 . 109.4 no S2 . C4 . H43 . 109.8 no S2 . C4 . H42 . 109.5 no H43 . C4 . H42 . 109.6 no S2 . C4 . H41 . 109.3 no H43 . C4 . H41 . 109.4 no H42 . C4 . H41 . 109.2 no C6 . C5 . O3 . 117.3(6) yes C6 . C5 . O4 . 115.2(6) yes O3 . C5 . O4 . 127.5(6) yes C6 . C5 . Ce1 . 165.1(4) yes O3 . C5 . Ce1 . 68.0(3) yes O4 . C5 . Ce1 . 61.3(3) yes C5 . C6 . F3 . 112.3(6) yes C5 . C6 . F2 . 113.8(6) yes F3 . C6 . F2 . 104.2(7) yes C5 . C6 . F1 . 110.9(6) yes F3 . C6 . F1 . 107.4(7) yes F2 . C6 . F1 . 107.8(7) yes O5 . C7 . N1 . 124.4(6) yes O5 . C7 . H71 . 118.4 no N1 . C7 . H71 . 117.2 no N1 . C8 . H81 . 109.4 no N1 . C8 . H82 . 109.6 no H81 . C8 . H82 . 109.7 no N1 . C8 . H83 . 109.3 no H81 . C8 . H83 . 109.2 no H82 . C8 . H83 . 109.7 no N1 . C9 . H93 . 109.5 no N1 . C9 . H92 . 110.3 no H93 . C9 . H92 . 109.3 no N1 . C9 . H91 . 109.3 no H93 . C9 . H91 . 109.1 no H92 . C9 . H91 . 109.4 no C11 . C10 . O6 . 113.8(5) yes C11 . C10 . O7 . 115.4(6) yes O6 . C10 . O7 . 130.8(6) yes C10 . C11 . F4 . 110.6(5) yes C10 . C11 . F6 . 113.0(5) yes F4 . C11 . F6 . 105.6(6) yes C10 . C11 . F5 . 113.5(5) yes F4 . C11 . F5 . 106.3(6) yes F6 . C11 . F5 . 107.3(6) yes C13 . C12 . O8 . 115.3(6) yes C13 . C12 . O9 . 112.9(6) yes O8 . C12 . O9 . 131.8(6) yes C12 . C13 . F8 . 109.6(7) yes C12 . C13 . F7 . 112.2(6) yes F8 . C13 . F7 . 106.9(6) yes C12 . C13 . F9 . 112.2(6) yes F8 . C13 . F9 . 107.4(7) yes F7 . C13 . F9 . 108.3(8) yes Ce1 . O1 . S1 . 139.2(3) yes Ce1 . O2 . S2 . 132.4(3) yes C5 . O3 . Ce1 . 87.2(4) yes C5 . O4 . Ce1 . 93.8(4) yes C7 . O5 . Ce1 . 126.8(4) yes C10 . O6 . Ce1 . 133.1(4) yes Ce1 4_656 O7 . C10 . 164.0(5) yes C12 . O8 . Ce1 . 139.2(4) yes Ce1 4_656 O9 . C12 . 154.4(4) yes O3 . Ce1 . O4 . 49.43(15) yes O3 . Ce1 . O8 . 113.24(15) yes O4 . Ce1 . O8 . 70.84(15) yes O3 . Ce1 . O5 . 67.32(14) yes O4 . Ce1 . O5 . 86.14(16) yes O8 . Ce1 . O5 . 141.69(16) yes O3 . Ce1 . O6 . 112.12(15) yes O4 . Ce1 . O6 . 76.39(16) yes O8 . Ce1 . O6 . 72.79(16) yes O5 . Ce1 . O6 . 72.24(16) yes O3 . Ce1 . O9 4_656 133.46(15) yes O4 . Ce1 . O9 4_656 144.79(16) yes O8 . Ce1 . O9 4_656 111.92(16) yes O5 . Ce1 . O9 4_656 70.61(15) yes O6 . Ce1 . O9 4_656 71.58(16) yes O3 . Ce1 . O7 4_656 135.22(17) yes O4 . Ce1 . O7 4_656 137.13(17) yes O8 . Ce1 . O7 4_656 71.97(16) yes O5 . Ce1 . O7 4_656 136.73(16) yes O6 . Ce1 . O7 4_656 111.70(16) yes O3 . Ce1 . O2 . 75.26(15) yes O4 . Ce1 . O2 . 124.40(16) yes O8 . Ce1 . O2 . 142.18(17) yes O5 . Ce1 . O2 . 76.12(17) yes O6 . Ce1 . O2 . 140.60(17) yes O3 . Ce1 . C5 . 24.83(16) yes O4 . Ce1 . C5 . 24.97(16) yes O8 . Ce1 . C5 . 90.58(16) yes O5 . Ce1 . C5 . 78.43(15) yes O6 . Ce1 . C5 . 96.64(16) yes O3 . Ce1 . O1 . 66.53(16) yes O4 . Ce1 . O1 . 76.15(18) yes O8 . Ce1 . O1 . 73.58(17) yes O5 . Ce1 . O1 . 131.05(16) yes O6 . Ce1 . O1 . 141.92(17) yes O3 . Ce1 . S2 . 93.12(11) yes O4 . Ce1 . S2 . 142.01(11) yes O8 . Ce1 . S2 . 132.85(12) yes O5 . Ce1 . S2 . 83.73(12) yes O6 . Ce1 . S2 . 133.55(11) yes O9 4_656 Ce1 . O7 4_656 70.43(17) yes O9 4_656 Ce1 . O2 . 76.21(17) yes O7 4_656 Ce1 . O2 . 77.02(17) yes O9 4_656 Ce1 . C5 . 148.92(16) yes O7 4_656 Ce1 . C5 . 139.42(17) yes O2 . Ce1 . C5 . 99.43(17) yes O9 4_656 Ce1 . O1 . 139.04(18) yes O7 4_656 Ce1 . O1 . 73.54(18) yes O2 . Ce1 . O1 . 77.33(18) yes C5 . Ce1 . O1 . 66.36(17) yes O9 4_656 Ce1 . S2 . 63.02(13) yes O7 4_656 Ce1 . S2 . 62.16(12) yes O2 . Ce1 . S2 . 17.89(11) yes C5 . Ce1 . S2 . 117.08(12) yes O1 . Ce1 . S2 . 83.32(13) yes C3 . S2 . C4 . 98.2(3) yes C3 . S2 . O2 . 105.4(3) yes C4 . S2 . O2 . 104.8(3) yes C3 . S2 . Ce1 . 122.3(2) yes C4 . S2 . Ce1 . 120.9(3) yes O2 . S2 . Ce1 . 29.71(18) yes C1 . S1 . C2 . 98.5(4) yes C1 . S1 . O1 . 104.4(4) yes C2 . S1 . O1 . 104.0(3) yes C8 . N1 . C9 . 117.2(6) yes C8 . N1 . C7 . 121.7(6) yes C9 . N1 . C7 . 121.1(6) yes loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C1 . H12 . O4 8_656 146.2(2) 0.96 2.43 3.271(10) yes C2 . H21 . O4 8_656 146.7(2) 0.96 2.47 3.316(10) yes C3 . H32 . O2 2_666 161.51(19) 0.96 2.58 3.503(10) yes _iucr_refine_instruction_details_constraints ; # # Punched on 20/09/11 at 14:49:50 # #LIST 12 BLOCK SCALE X'S, U'S CONT EXTPARAM RIDE C ( 1,X'S) H ( 13,X'S) H ( 12,X'S) H ( 11,X'S) RIDE C ( 2,X'S) H ( 22,X'S) H ( 21,X'S) H ( 23,X'S) RIDE C ( 3,X'S) H ( 31,X'S) H ( 33,X'S) H ( 32,X'S) RIDE C ( 4,X'S) H ( 43,X'S) H ( 42,X'S) H ( 41,X'S) RIDE C ( 7,X'S) H ( 71,X'S) RIDE C ( 8,X'S) H ( 81,X'S) H ( 82,X'S) H ( 83,X'S) RIDE C ( 9,X'S) H ( 93,X'S) H ( 92,X'S) H ( 91,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 20/09/11 at 14:49:50 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) END ; data_complex8 _database_code_depnum_ccdc_archive 'CCDC 927159' #TrackingRef 'complex 8.cif' _audit_creation_date 11-04-21 _audit_creation_method CRYSTALS_ver_14.11 _oxford_structure_analysis_title 'numerical in P n m a' _chemical_name_systematic ? _chemical_melting_point ? _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105 107. ; _refine_special_details ; ? ; #--------------------------------------------------------------- # _oxford_ data items, April 2010: # There is some uncertainty about the correct way of forming local data # names, e.g. # _atom_site_special_shape_oxford # or # _oxford_atom_site_special_shape # see: # http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace # A reserved prefix, e.g. foo, must be used in the following way # " If the data file contains items defined in a DDL1 dictionary, the # local data names assigned under the reserved prefix must contain it as # their first component, e.g. _foo_atom_site_my_item. " # However, this seems to say the opposite: # http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html # According to advice from the IUCr, CRYSTALS is correct #--------------------------------------------------------------- # End of 'script/refcif.dat' #end of refcif _cell_length_a 9.285(2) _cell_length_b 15.856(6) _cell_length_c 13.478(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1984.3(9) _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P n m a ' _symmetry_space_group_name_Hall '-P 2ac 2n' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,z+1/2 x+1/2,-y+1/2,-z+1/2 x,-y+1/2,z -x,y+1/2,-z -x+1/2,-y,z+1/2 x+1/2,y,-z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Ce -0.2486 2.6331 21.1671 2.8122 19.7695 0.2268 11.8513 17.6083 3.3305 127.1130 1.8626 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C6 H6 Ce0.50 F3 O2 # Dc = 1.59 Fooo = 1228.00 Mu = 23.55 M = 237.17 # Found Formula = C6 H8 Ce0.50 F4.50 O5 # Dc = 2.11 FOOO = 1228.00 Mu = 24.26 M = 315.68 _chemical_formula_sum 'C12 H16 Ce F9 O10' _chemical_formula_moiety 'C12 H16 Ce F9 O10' _chemical_compound_source ? _chemical_formula_weight 631.37 _cell_measurement_reflns_used 1337 _cell_measurement_theta_min 3.3698 _cell_measurement_theta_max 29.5165 _cell_measurement_temperature 110 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_min 0.037 _exptl_crystal_size_mid 0.052 _exptl_crystal_size_max 0.461 _exptl_crystal_density_diffrn 2.113 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1228 _exptl_absorpt_coefficient_mu 2.426 # Sheldrick geometric approximatio 0.88 0.91 _exptl_absorpt_correction_T_min 0.498 _exptl_absorpt_correction_T_max 0.910 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_detector_area_resol_mean 10.4685 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 110 _diffrn_reflns_number 6245 _reflns_number_total 2401 _diffrn_reflns_av_R_equivalents 0.076 # Number of reflections without Friedels Law is 3318 # Number of reflections with Friedels Law is 2401 # Theoretical number of reflections is about 2779 _diffrn_reflns_theta_min 3.702 _diffrn_reflns_theta_max 29.554 _diffrn_measured_fraction_theta_max 0.835 _diffrn_reflns_theta_full 26.303 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _reflns_limit_h_min 0 _reflns_limit_h_max 11 _reflns_limit_k_min 0 _reflns_limit_k_max 21 _reflns_limit_l_min 0 _reflns_limit_l_max 18 _oxford_diffrn_Wilson_B_factor 1.00 _oxford_diffrn_Wilson_scale 3.03 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -2.19 _refine_diff_density_max 2.86 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-10.0\s(I) _refine_ls_number_reflns 2401 _refine_ls_number_restraints 21 _refine_ls_number_parameters 158 _oxford_refine_ls_R_factor_ref 0.0922 _refine_ls_wR_factor_ref 0.1736 _refine_ls_goodness_of_fit_ref 1.0039 _refine_ls_shift/su_max 0.0002298 _refine_ls_shift/su_mean 0.0000092 # The values computed from all data _oxford_reflns_number_all 2401 _refine_ls_R_factor_all 0.0922 _refine_ls_wR_factor_all 0.1736 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 1755 _refine_ls_R_factor_gt 0.0637 _refine_ls_wR_factor_gt 0.1418 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 232. 301. 169. 41.2 ; # Insert your own references if required - in alphabetical order loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens C1 C 0.6560(11) 0.5686(7) 0.4554(8) 0.0262 1.0000 Uani . . . . . . C2 C 0.4329(11) 0.6325(7) 0.4248(7) 0.0264 1.0000 Uani . . . . . . C3 C 0.3070(10) 0.6726(7) 0.4748(9) 0.0268 1.0000 Uani . . . . . . C4 C 0.8840(15) 0.7500 0.4603(9) 0.0205 1.0000 Uani S T . . . . C5 C 0.9069(15) 0.7500 0.3465(11) 0.0246 1.0000 Uani S T . . . . C6 C 0.3752(10) 0.6207(7) 0.7817(7) 0.0216 1.0000 Uani . . . . . . C7 C 0.4539(11) 0.5399(8) 0.8169(8) 0.0284 1.0000 Uani . . . . . . O1 O 0.5437(7) 0.6187(5) 0.4987(5) 0.0210 1.0000 Uani . . . . . . O2 O 0.3496(11) 0.7500 0.5232(8) 0.0234 1.0000 Uani S T . . . . O3 O 0.7522(10) 0.7500 0.4836(7) 0.0191 1.0000 Uani S T . . . . O4 O 0.9950(11) 0.7500 0.5091(8) 0.0320 1.0000 Uani S T . . . . O5 O 0.4153(8) 0.6521(5) 0.7007(5) 0.0270 1.0000 Uani . U . . . . O6 O 0.2768(7) 0.6452(5) 0.8381(5) 0.0220 1.0000 Uani . . . . . . Ce1 Ce 0.58977(7) 0.7500 0.62449(5) 0.0140 1.0000 Uani S T . . . . F4 F 0.5631(9) 0.5186(6) 0.7594(6) 0.0568 1.0000 Uani . U . . . . F3 F 0.3640(8) 0.4756(5) 0.8197(8) 0.0624 1.0000 Uani . . . . . . F5 F 0.5066(10) 0.5502(6) 0.9064(6) 0.0582 1.0000 Uani . . . . . . O7 O 0.6221(11) 0.750000(6) 0.8118(8) 0.0307 1.0000 Uani S TU . . . . H32 H 0.2695 0.6343 0.5239 0.0330 1.0000 Uiso R . . . . . H31 H 0.2329 0.6843 0.4264 0.0331 1.0000 Uiso R . . . . . H22 H 0.4674 0.6682 0.3717 0.0322 1.0000 Uiso R . . . . . H21 H 0.4046 0.5787 0.3975 0.0319 1.0000 Uiso R . . . . . H11 H 0.7322 0.5635 0.5032 0.0391 1.0000 Uiso R . . . . . H12 H 0.6917 0.5952 0.3963 0.0389 1.0000 Uiso R . . . . . H13 H 0.6187 0.5137 0.4400 0.0389 1.0000 Uiso R . . . . . F1 F 0.7941(11) 0.7500 0.2923(8) 0.0529 1.0000 Uani S TU . . . . F2 F 0.9880(11) 0.8148(7) 0.3193(7) 0.0712 1.0000 Uani . U . . . . H71 H 0.7082 0.7500 0.8282 0.0600 1.0000 Uiso RS . . . . . H72 H 0.5716 0.7500 0.8625 0.0601 1.0000 Uiso RS . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.021(5) 0.026(5) 0.031(5) -0.012(5) 0.003(4) 0.006(4) C2 0.026(5) 0.035(6) 0.018(5) -0.008(4) -0.006(4) 0.005(5) C3 0.008(4) 0.036(6) 0.036(6) -0.004(5) -0.006(4) -0.003(4) C4 0.017(7) 0.036(8) 0.009(5) 0.0000 0.004(5) 0.0000 C5 0.012(6) 0.039(8) 0.023(7) 0.0000 0.007(5) 0.0000 C6 0.012(4) 0.032(5) 0.021(4) -0.001(4) 0.001(4) 0.002(4) C7 0.017(5) 0.043(6) 0.025(5) 0.009(5) 0.005(4) 0.002(5) O1 0.013(3) 0.028(4) 0.023(3) -0.001(3) -0.003(3) -0.001(3) O2 0.022(5) 0.025(5) 0.023(5) 0.0000 -0.009(4) 0.0000 O3 0.011(4) 0.022(5) 0.024(5) 0.0000 0.003(4) 0.0000 O4 0.012(5) 0.066(8) 0.018(5) 0.0000 -0.001(4) 0.0000 O5 0.017(3) 0.042(4) 0.022(3) 0.004(3) 0.004(3) -0.005(3) O6 0.017(3) 0.027(4) 0.022(3) -0.009(3) 0.002(3) 0.005(3) Ce1 0.0075(3) 0.0240(4) 0.0105(3) 0.0000 0.0003(3) 0.0000 F4 0.048(4) 0.080(5) 0.043(4) 0.007(4) 0.016(3) 0.006(4) F3 0.032(4) 0.035(4) 0.120(8) 0.023(5) 0.012(5) -0.002(3) F5 0.073(6) 0.070(6) 0.032(4) 0.004(4) -0.019(4) 0.039(5) O7 0.016(4) 0.054(5) 0.021(4) 0.0000 -0.001(3) 0.0000 F1 0.027(5) 0.105(8) 0.027(5) 0.0000 -0.003(4) 0.0000 F2 0.074(5) 0.095(5) 0.045(4) 0.011(4) 0.004(4) -0.023(4) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.662(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 . O1 . 1.436(11) yes C1 . H11 . 0.960 no C1 . H12 . 0.960 no C1 . H13 . 0.960 no C2 . C3 . 1.492(14) yes C2 . O1 . 1.448(11) yes C2 . H22 . 0.966 no C2 . H21 . 0.965 no C3 . O2 . 1.445(12) yes C3 . H32 . 0.964 no C3 . H31 . 0.966 no C4 . C5 . 1.549(19) yes C4 . O3 . 1.263(16) yes C4 . O4 . 1.223(17) yes C5 . F2 5_565 1.326(13) yes C5 . F1 . 1.276(18) yes C5 . F2 . 1.326(13) yes C6 . C7 . 1.549(15) yes C6 . O5 . 1.256(12) yes C6 . O6 . 1.250(11) yes C7 . F4 . 1.320(13) yes C7 . F3 . 1.319(14) yes C7 . F5 . 1.312(13) yes O1 . Ce1 . 2.719(7) yes O2 . Ce1 . 2.615(10) yes O3 . Ce1 . 2.425(9) yes O5 . Ce1 . 2.467(7) yes O6 . Ce1 4_466 2.456(7) yes Ce1 . O7 . 2.543(10) yes O7 . H71 . 0.829 no O7 . H72 . 0.829 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O1 . C1 . H11 . 108.0 no O1 . C1 . H12 . 110.2 no H11 . C1 . H12 . 109.8 no O1 . C1 . H13 . 109.1 no H11 . C1 . H13 . 109.5 no H12 . C1 . H13 . 110.1 no C3 . C2 . O1 . 108.0(8) yes C3 . C2 . H22 . 110.2 no O1 . C2 . H22 . 111.3 no C3 . C2 . H21 . 109.6 no O1 . C2 . H21 . 108.8 no H22 . C2 . H21 . 109.0 no C2 . C3 . O2 . 110.6(9) yes C2 . C3 . H32 . 108.9 no O2 . C3 . H32 . 108.9 no C2 . C3 . H31 . 109.6 no O2 . C3 . H31 . 109.6 no H32 . C3 . H31 . 109.1 no C5 . C4 . O3 . 112.3(12) yes C5 . C4 . O4 . 114.6(12) yes O3 . C4 . O4 . 133.0(13) yes C4 . C5 . F2 5_565 110.5(9) yes C4 . C5 . F1 . 117.0(12) yes F2 5_565 C5 . F1 . 108.0(10) yes C4 . C5 . F2 . 110.5(9) yes F2 5_565 C5 . F2 . 101.7(13) yes F1 . C5 . F2 . 108.0(10) yes C7 . C6 . O5 . 117.0(9) yes C7 . C6 . O6 . 114.5(9) yes O5 . C6 . O6 . 128.5(10) yes C6 . C7 . F4 . 113.3(9) yes C6 . C7 . F3 . 110.5(8) yes F4 . C7 . F3 . 107.7(11) yes C6 . C7 . F5 . 110.8(10) yes F4 . C7 . F5 . 106.6(9) yes F3 . C7 . F5 . 107.7(10) yes C2 . O1 . C1 . 108.6(7) yes C2 . O1 . Ce1 . 115.2(6) yes C1 . O1 . Ce1 . 124.3(6) yes C3 5_565 O2 . C3 . 116.3(11) yes C3 5_565 O2 . Ce1 . 118.0(6) yes C3 . O2 . Ce1 . 118.0(6) yes C4 . O3 . Ce1 . 142.9(9) yes C6 . O5 . Ce1 . 143.7(7) yes Ce1 4_466 O6 . C6 . 148.4(7) yes O1 . Ce1 . O1 5_565 99.9(3) yes O1 . Ce1 . O2 . 62.61(19) yes O1 5_565 Ce1 . O2 . 62.61(19) yes O1 . Ce1 . O5 . 71.0(2) yes O1 5_565 Ce1 . O5 . 129.6(2) yes O2 . Ce1 . O5 . 70.0(2) yes O1 . Ce1 . O5 5_565 129.6(2) yes O1 5_565 Ce1 . O5 5_565 71.0(2) yes O2 . Ce1 . O5 5_565 70.0(2) yes O5 . Ce1 . O5 5_565 77.9(4) yes O1 . Ce1 . O6 8_556 73.8(2) yes O1 5_565 Ce1 . O6 8_556 139.2(2) yes O2 . Ce1 . O6 8_556 135.25(19) yes O5 . Ce1 . O6 8_556 87.3(2) yes O5 5_565 Ce1 . O6 8_556 143.5(2) yes O1 . Ce1 . O6 4_566 139.2(2) yes O1 5_565 Ce1 . O6 4_566 73.8(2) yes O2 . Ce1 . O6 4_566 135.25(19) yes O5 . Ce1 . O6 4_566 143.5(2) yes O5 5_565 Ce1 . O6 4_566 87.3(2) yes O1 . Ce1 . O3 . 67.02(19) yes O1 5_565 Ce1 . O3 . 67.02(19) yes O2 . Ce1 . O3 . 97.0(3) yes O5 . Ce1 . O3 . 137.3(2) yes O5 5_565 Ce1 . O3 . 137.3(2) yes O1 . Ce1 . O7 . 129.64(15) yes O1 5_565 Ce1 . O7 . 129.64(15) yes O2 . Ce1 . O7 . 128.3(3) yes O5 . Ce1 . O7 . 70.4(2) yes O5 5_565 Ce1 . O7 . 70.4(2) yes O6 8_556 Ce1 . O6 4_566 85.2(3) yes O6 8_556 Ce1 . O3 . 73.8(2) yes O6 4_566 Ce1 . O3 . 73.8(2) yes O6 8_556 Ce1 . O7 . 73.3(2) yes O6 4_566 Ce1 . O7 . 73.3(2) yes O3 . Ce1 . O7 . 134.7(3) yes Ce1 . O7 . H71 . 112.2 no Ce1 . O7 . H72 . 138.8 no H71 . O7 . H72 . 109.0 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C1 . H11 . O6 8_556 130.0(3) 0.96 2.533 3.237(15) yes O7 . H71 . O2 4_566 138.7(3) 0.83 2.393 3.067(15) yes O7 . H71 . O5 4_566 134.4(2) 0.83 2.503 3.138(15) yes O7 . H71 . O5 8_556 134.4(2) 0.83 2.50 3.138(15) yes O7 . H72 . O4 4_466 167.9(5) 0.83 1.873 2.687(15) yes _iucr_refine_instruction_details_constraints ; # # Punched on 21/04/11 at 15:35:17 # #LIST 12 BLOCK SCALE X'S, U'S RIDE C ( 1,X'S) H ( 11,X'S) H ( 12,X'S) H ( 13,X'S) RIDE C ( 2,X'S) H ( 22,X'S) H ( 21,X'S) RIDE C ( 3,X'S) H ( 32,X'S) H ( 31,X'S) RIDE O ( 7,X'S) H ( 71,X'S) H ( 72,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 21/04/11 at 15:35:17 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) REM SHIFTLIMIT START (DO NOT REMOVE THIS LINE) REM SHIFTLIMIT END (DO NOT REMOVE THIS LINE) U(IJ)'S 0.0, 0.010000 = F(4) TO F(1) U(IJ)'S 0.0, 0.0050000 = F(4) TO F(2) U(IJ)'S 0.0, 0.0050000 = O(5) TO O(7) END ;