Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2009 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Jeanne Crassous' _publ_contact_author_email JEANNE.CRASSOUS@UNIV-RENNES1.FR _publ_section_title ; Subtle chirality in oxo- and sulfidorhenium(V) complexes ; loop_ _publ_author_name 'Jeanne Crassous' 'Teresa Freedman' 'Laure Guy' 'Rosina Lombardi' 'Frederic De Montigny' 'L Nafie' ; G.Pilet ; 'Christian Roussel' 'Nicolas Vanthuyne' # Attachment 'B907924F_Complex_3_rev.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 728900' _publ_section_exptl_refinement # Some potentially useful phrases are donated by Bill Clegg: ; In the absence of significant anomalous scattering, Friedel pairs were merged. The absolute configuration was arbitrarily assigned. The relatively large ratio of minimum to maximum corrections applied in the multiscan process (1:nnn) reflect changes in the illuminated volume of the crystal. Changes in illuminated volume were kept to a minimum, and were taken into account (G\"orbitz, 1999) by the multi-scan inter-frame scaling (DENZO/SCALEPACK, Otwinowski & Minor, 1997). G\"orbitz, C. H. (1999). Acta Cryst. B55, 1090-1098. The H atoms were all located in a difference map, but those attached to carbon atoms were repositioned geometrically. The H atoms were initially refined with soft restraints on the bond lengths and angles to regularise their geometry (C---H in the range 0.93--0.98, N---H in the range 0.86--0.89 N---H to 0.86 O---H = 0.82 \%A) and U~iso~(H) (in the range 1.2-1.5 times U~eq~ of the parent atom), after which the positions were refined with riding constraints. ; _publ_section_exptl_prep # Brief details or a reference. Include solvent if known ; ? ; # Hand-made tables can be put in the cif. The number of columns # is set in the loop header. # The contants of each column can either be a piece of text # without any spaces (eg a number) or other text enclosed in " " # Remove the leading # in the following example #geom_extra_table_head_A #; #Table 2. #Molecular parameters deviating most from MOGUL averages #; # #loop_ #_geom_extra_tableA_col_1 #_geom_extra_tableA_col_2 #_geom_extra_tableA_col_3 #_geom_extra_tableA_col_4 # #Parameter "Observed Value" "MOGUL Value" "MOGUL e.s.d" #N5-C6-C4 129 124 "7 (\%)" #C3-O10-C2 105 109 "2 (\%)" #C6-O7 1.25 1.22 ".02 (\%A)" # # End of 'script/refcif-b.dat' #end of refcif _cell_length_a 8.2331(4) _cell_length_b 16.3416(8) _cell_length_c 12.3247(7) _cell_angle_alpha 90 _cell_angle_beta 98.260(2) _cell_angle_gamma 90 _cell_volume 1640.99(15) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1 ' _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,y+1/2,-z+1/2 x,-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' 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' Se -0.0929 2.2259 17.0006 2.4098 5.8196 0.2726 3.9731 15.2372 4.3543 43.8163 2.8409 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Re -1.0185 7.2310 28.7621 1.6719 15.7189 9.0923 14.5564 0.3505 5.4417 52.0861 10.4720 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C12 H17 O1 Re1 S3 Se1 # Dc = 2.18 Fooo = 1016.00 Mu = 99.91 M = 538.62 # Found Formula = C12 H17 O1 Re1 S3 Se1 # Dc = 2.18 FOOO = 1016.00 Mu = 99.91 M = 538.62 _chemical_formula_sum 'C12 H17 O1 Re1 S3 Se1' _chemical_formula_moiety 'C12 H17 O1 Re1 S3 Se1' _chemical_compound_source ? _chemical_formula_weight 538.62 _cell_measurement_reflns_used 4182 _cell_measurement_theta_min 1 _cell_measurement_theta_max 29 _cell_measurement_temperature 290 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_min 0.04 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_max 0.10 _exptl_crystal_density_diffrn 2.180 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 9.991 # Sheldrick geometric approximatio 0.41 0.67 # No experimental values of Tmin/max available _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.41 _exptl_absorpt_correction_T_max 0.67 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device 'Nonius KappaCCD' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w/2\q # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 1997-2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _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 290 _diffrn_reflns_number 4715 _reflns_number_total 4555 _diffrn_reflns_av_R_equivalents 0.09 # Number of reflections with Friedels Law is 4555 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 4471 _diffrn_reflns_theta_min 2.084 _diffrn_reflns_theta_max 29.886 _diffrn_measured_fraction_theta_max 0.959 _diffrn_reflns_theta_full 28.989 _diffrn_measured_fraction_theta_full 0.995 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _reflns_limit_h_min -11 _reflns_limit_h_max 11 _reflns_limit_k_min 0 _reflns_limit_k_max 22 _reflns_limit_l_min 0 _reflns_limit_l_max 17 _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 -1.78 _refine_diff_density_max 1.84 # 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>3.0\s(I) _refine_ls_number_reflns 2421 _refine_ls_number_restraints 0 _refine_ls_number_parameters 164 _oxford_refine_ls_R_factor_ref 0.0519 _refine_ls_wR_factor_ref 0.0616 _refine_ls_goodness_of_fit_ref 1.0298 _refine_ls_shift/su_max 0.000319 # The values computed from all data _oxford_reflns_number_all 4538 _refine_ls_R_factor_all 0.0913 _refine_ls_wR_factor_all 0.0998 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 2838 _refine_ls_R_factor_gt 0.0569 _refine_ls_wR_factor_gt 0.0674 # 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 F _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: 1.38 0.852 0.911 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, G., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994). Acta Cryst, A50, 411-437. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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 _oxford_atom_site_special_shape _atom_site_attached_hydrogens Re1 Re 0.60599(4) 0.07024(2) 0.28233(3) 0.0417 1.0000 Uani . . . . . . . Se21 Se 0.59692(13) 0.20647(6) 0.36632(10) 0.0549 1.0000 Uani . . . . . . . S19 S 0.3269(3) 0.08423(16) 0.2584(2) 0.0534 1.0000 Uani . . . . . . . S14 S 0.5480(3) -0.07166(15) 0.2695(2) 0.0505 1.0000 Uani . . . . . . . S11 S 0.7786(3) 0.03345(18) 0.4377(2) 0.0574 1.0000 Uani . . . . . . . O1 O 0.6963(11) 0.0867(5) 0.1696(7) 0.0658 1.0000 Uani . . . . . . . C17 C 0.2618(18) -0.0206(8) 0.0787(11) 0.0732 1.0000 Uani . . . . . . . C18 C 0.0589(15) -0.0175(10) 0.2117(15) 0.0849 1.0000 Uani . . . . . . . C16 C 0.2428(14) -0.0134(7) 0.1983(10) 0.0594 1.0000 Uani . . . . . . . C15 C 0.3313(14) -0.0824(7) 0.2684(10) 0.0581 1.0000 Uani . . . . . . . C13 C 0.6330(16) -0.1170(7) 0.4009(11) 0.0672 1.0000 Uani . . . . . . . C12 C 0.7950(16) -0.0781(7) 0.4347(12) 0.0684 1.0000 Uani . . . . . . . C22 C 0.8225(13) 0.2337(6) 0.4196(8) 0.0512 1.0000 Uani . . . . . . . C23 C 0.8596(16) 0.2658(8) 0.5243(10) 0.0670 1.0000 Uani . . . . . . . C24 C 1.0213(18) 0.2947(8) 0.5558(11) 0.0721 1.0000 Uani . . . . . . . C25 C 1.1360(17) 0.2900(7) 0.4902(12) 0.0719 1.0000 Uani . . . . . . . C26 C 1.0964(16) 0.2589(7) 0.3840(11) 0.0676 1.0000 Uani . . . . . . . C27 C 0.9411(15) 0.2287(7) 0.3543(10) 0.0632 1.0000 Uani . . . . . . . H171 H 0.2155 -0.0713 0.0503 0.1080 1.0000 Uiso R . . . . . . H172 H 0.3761 -0.0191 0.0707 0.1080 1.0000 Uiso R . . . . . . H173 H 0.2051 0.0240 0.0388 0.1081 1.0000 Uiso R . . . . . . H181 H 0.0108 -0.0666 0.1782 0.1249 1.0000 Uiso R . . . . . . H182 H 0.0485 -0.0177 0.2882 0.1250 1.0000 Uiso R . . . . . . H183 H 0.0023 0.0292 0.1774 0.1250 1.0000 Uiso R . . . . . . H151 H 0.3060 -0.0790 0.3426 0.0700 1.0000 Uiso R . . . . . . H152 H 0.2955 -0.1350 0.2373 0.0699 1.0000 Uiso R . . . . . . H131 H 0.6469 -0.1756 0.3920 0.0790 1.0000 Uiso R . . . . . . H132 H 0.5604 -0.1066 0.4545 0.0790 1.0000 Uiso R . . . . . . H121 H 0.8382 -0.0971 0.5079 0.0800 1.0000 Uiso R . . . . . . H122 H 0.8699 -0.0937 0.3842 0.0799 1.0000 Uiso R . . . . . . H221 H 0.7810 0.2683 0.5714 0.0810 1.0000 Uiso R . . . . . . H222 H 1.0483 0.3181 0.6252 0.0829 1.0000 Uiso R . . . . . . H223 H 1.2419 0.3073 0.5149 0.0840 1.0000 Uiso R . . . . . . H224 H 1.1724 0.2588 0.3352 0.0811 1.0000 Uiso R . . . . . . H225 H 0.9164 0.2035 0.2863 0.0739 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 Re1 0.0441(2) 0.0389(3) 0.0404(2) 0.00202(15) 0.00015(14) 0.00030(16) Se21 0.0539(6) 0.0407(6) 0.0682(7) -0.0045(5) 0.0017(5) -0.0002(5) S19 0.0471(13) 0.0481(15) 0.0620(15) -0.0088(12) -0.0024(11) 0.0040(11) S14 0.0499(12) 0.0406(13) 0.0597(14) -0.0008(11) 0.0030(10) 0.0014(11) S11 0.0618(16) 0.0520(16) 0.0519(15) 0.0066(12) -0.0141(12) 0.0049(12) O1 0.074(5) 0.067(5) 0.058(5) 0.005(4) 0.016(4) -0.009(4) C17 0.096(9) 0.058(7) 0.062(7) -0.019(6) 0.000(6) -0.002(7) C18 0.055(7) 0.077(9) 0.120(13) -0.015(8) 0.003(7) -0.003(7) C16 0.054(6) 0.055(7) 0.067(7) -0.014(5) 0.001(5) -0.010(5) C15 0.055(6) 0.057(7) 0.062(6) -0.001(5) 0.008(5) -0.001(5) C13 0.074(8) 0.050(7) 0.073(8) 0.015(6) -0.007(6) 0.001(6) C12 0.071(7) 0.056(7) 0.073(8) 0.027(6) -0.006(6) 0.013(6) C22 0.060(6) 0.044(6) 0.050(5) -0.005(4) 0.011(5) -0.002(5) C23 0.072(7) 0.076(8) 0.053(6) -0.007(6) 0.009(5) -0.009(6) C24 0.082(8) 0.061(7) 0.063(7) -0.014(6) -0.025(6) -0.008(6) C25 0.065(7) 0.052(7) 0.092(9) -0.008(6) -0.009(7) -0.006(6) C26 0.065(7) 0.053(7) 0.086(9) -0.005(6) 0.015(6) -0.001(6) C27 0.065(7) 0.057(7) 0.064(7) -0.014(6) -0.005(5) -0.010(6) _refine_ls_extinction_coef 64(8) _refine_ls_extinction_method 'Larson (1970), Equation 22' _oxford_refine_ls_scale 0.2242(8) 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 Re1 . Se21 . 2.4608(12) yes Re1 . S19 . 2.286(3) yes Re1 . S14 . 2.368(3) yes Re1 . S11 . 2.295(3) yes Re1 . O1 . 1.688(8) yes Se21 . C22 . 1.931(11) yes S19 . C16 . 1.852(11) yes S14 . C15 . 1.790(11) yes S14 . C13 . 1.826(12) yes S11 . C12 . 1.828(12) yes C17 . C16 . 1.509(18) yes C17 . H171 . 0.957 no C17 . H172 . 0.960 no C17 . H173 . 0.962 no C18 . C16 . 1.548(17) yes C18 . H181 . 0.961 no C18 . H182 . 0.958 no C18 . H183 . 0.961 no C16 . C15 . 1.538(17) yes C15 . H151 . 0.968 no C15 . H152 . 0.970 no C13 . C12 . 1.483(18) yes C13 . H131 . 0.972 no C13 . H132 . 0.968 no C12 . H121 . 0.973 no C12 . H122 . 0.971 no C22 . C23 . 1.385(15) yes C22 . C27 . 1.355(16) yes C23 . C24 . 1.414(18) yes C23 . H221 . 0.930 no C24 . C25 . 1.33(2) yes C24 . H222 . 0.933 no C25 . C26 . 1.398(19) yes C25 . H223 . 0.925 no C26 . C27 . 1.370(16) yes C26 . H224 . 0.929 no C27 . H225 . 0.929 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 Se21 . Re1 . S19 . 82.70(7) yes Se21 . Re1 . S14 . 153.62(8) yes S19 . Re1 . S14 . 84.26(9) yes Se21 . Re1 . S11 . 86.48(8) yes S19 . Re1 . S11 . 128.64(11) yes S14 . Re1 . S11 . 83.91(10) yes Se21 . Re1 . O1 . 104.2(3) yes S19 . Re1 . O1 . 115.5(3) yes S14 . Re1 . O1 . 102.1(3) yes S11 . Re1 . O1 . 115.8(3) yes Re1 . Se21 . C22 . 105.4(3) yes Re1 . S19 . C16 . 106.0(4) yes Re1 . S14 . C15 . 106.7(4) yes Re1 . S14 . C13 . 106.9(4) yes C15 . S14 . C13 . 102.8(6) yes Re1 . S11 . C12 . 106.4(4) yes C16 . C17 . H171 . 109.4 no C16 . C17 . H172 . 109.8 no H171 . C17 . H172 . 109.3 no C16 . C17 . H173 . 109.3 no H171 . C17 . H173 . 109.3 no H172 . C17 . H173 . 109.8 no C16 . C18 . H181 . 109.8 no C16 . C18 . H182 . 109.4 no H181 . C18 . H182 . 109.3 no C16 . C18 . H183 . 109.8 no H181 . C18 . H183 . 109.3 no H182 . C18 . H183 . 109.2 no C18 . C16 . S19 . 108.0(9) yes C18 . C16 . C17 . 110.0(11) yes S19 . C16 . C17 . 111.9(9) yes C18 . C16 . C15 . 107.4(11) yes S19 . C16 . C15 . 106.7(8) yes C17 . C16 . C15 . 112.6(10) yes C16 . C15 . S14 . 108.9(8) yes C16 . C15 . H151 . 109.9 no S14 . C15 . H151 . 109.7 no C16 . C15 . H152 . 109.6 no S14 . C15 . H152 . 109.6 no H151 . C15 . H152 . 109.2 no S14 . C13 . C12 . 106.8(8) yes S14 . C13 . H131 . 109.7 no C12 . C13 . H131 . 109.8 no S14 . C13 . H132 . 109.8 no C12 . C13 . H132 . 110.6 no H131 . C13 . H132 . 110.1 no S11 . C12 . C13 . 111.6(8) yes S11 . C12 . H121 . 108.6 no C13 . C12 . H121 . 108.5 no S11 . C12 . H122 . 109.3 no C13 . C12 . H122 . 109.6 no H121 . C12 . H122 . 109.3 no Se21 . C22 . C23 . 118.5(8) yes Se21 . C22 . C27 . 121.6(8) yes C23 . C22 . C27 . 119.7(10) yes C22 . C23 . C24 . 117.1(11) yes C22 . C23 . H221 . 121.2 no C24 . C23 . H221 . 121.7 no C23 . C24 . C25 . 122.4(11) yes C23 . C24 . H222 . 118.6 no C25 . C24 . H222 . 119.0 no C24 . C25 . C26 . 120.0(12) yes C24 . C25 . H223 . 119.9 no C26 . C25 . H223 . 120.1 no C25 . C26 . C27 . 117.7(12) yes C25 . C26 . H224 . 121.2 no C27 . C26 . H224 . 121.0 no C26 . C27 . C22 . 122.9(11) yes C26 . C27 . H225 . 118.4 no C22 . C27 . H225 . 118.7 no # Attachment 'Complex_4.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 728901' _publ_section_exptl_refinement # Some potentially useful phrases are donated by Bill Clegg: ; In the absence of significant anomalous scattering, Friedel pairs were merged. The absolute configuration was arbitrarily assigned. The relatively large ratio of minimum to maximum corrections applied in the multiscan process (1:nnn) reflect changes in the illuminated volume of the crystal. Changes in illuminated volume were kept to a minimum, and were taken into account (G\"orbitz, 1999) by the multi-scan inter-frame scaling (DENZO/SCALEPACK, Otwinowski & Minor, 1997). G\"orbitz, C. H. (1999). Acta Cryst. B55, 1090-1098. The H atoms were all located in a difference map, but those attached to carbon atoms were repositioned geometrically. The H atoms were initially refined with soft restraints on the bond lengths and angles to regularise their geometry (C---H in the range 0.93--0.98, N---H in the range 0.86--0.89 N---H to 0.86 O---H = 0.82 \%A) and U~iso~(H) (in the range 1.2-1.5 times U~eq~ of the parent atom), after which the positions were refined with riding constraints. ; _publ_section_exptl_prep # Brief details or a reference. Include solvent if known ; ? ; # Hand-made tables can be put in the cif. The number of columns # is set in the loop header. # The contants of each column can either be a piece of text # without any spaces (eg a number) or other text enclosed in " " # Remove the leading # in the following example #geom_extra_table_head_A #; #Table 2. #Molecular parameters deviating most from MOGUL averages #; # #loop_ #_geom_extra_tableA_col_1 #_geom_extra_tableA_col_2 #_geom_extra_tableA_col_3 #_geom_extra_tableA_col_4 # #Parameter "Observed Value" "MOGUL Value" "MOGUL e.s.d" #N5-C6-C4 129 124 "7 (\%)" #C3-O10-C2 105 109 "2 (\%)" #C6-O7 1.25 1.22 ".02 (\%A)" # # End of 'script/refcif-b.dat' #end of refcif _cell_length_a 8.47610(10) _cell_length_b 12.3188(2) _cell_length_c 15.6253(3) _cell_angle_alpha 90 _cell_angle_beta 95.7630(10) _cell_angle_gamma 90 _cell_volume 1623.28(5) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1 ' _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,y+1/2,-z+1/2 x,-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' 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' Re -1.0185 7.2310 28.7621 1.6719 15.7189 9.0923 14.5564 0.3505 5.4417 52.0861 10.4720 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C12 H17 O1 Re1 S4 # Dc = 2.01 Fooo = 944.00 Mu = 79.86 M = 491.73 # Found Formula = C12 H17 O1 Re1 S4 # Dc = 2.01 FOOO = 944.00 Mu = 79.86 M = 491.73 _chemical_formula_sum 'C12 H17 O1 Re1 S4' _chemical_formula_moiety 'C12 H17 O1 Re1 S4' _chemical_compound_source ? _chemical_formula_weight 491.73 _cell_measurement_reflns_used 3876 _cell_measurement_theta_min 3 _cell_measurement_theta_max 28 _cell_measurement_temperature 290 _exptl_crystal_description cube _exptl_crystal_colour red _exptl_crystal_size_min 0.17 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_max 0.21 _exptl_crystal_density_diffrn 2.012 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 944 _exptl_absorpt_coefficient_mu 7.986 # Sheldrick geometric approximatio 0.22 0.25 # No experimental values of Tmin/max available _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.22 _exptl_absorpt_correction_T_max 0.25 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device 'Nonius KappaCCD' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w/2\q # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 1997-2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _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 290 _diffrn_reflns_number 4066 _reflns_number_total 3879 _diffrn_reflns_av_R_equivalents 0.060 # Number of reflections with Friedels Law is 3879 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 3913 _diffrn_reflns_theta_min 2.109 _diffrn_reflns_theta_max 27.984 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.425 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _reflns_limit_h_min -11 _reflns_limit_h_max 11 _reflns_limit_k_min 0 _reflns_limit_k_max 16 _reflns_limit_l_min 0 _reflns_limit_l_max 20 _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 -1.12 _refine_diff_density_max 1.26 # 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>3.0\s(I) _refine_ls_number_reflns 2823 _refine_ls_number_restraints 0 _refine_ls_number_parameters 164 _oxford_refine_ls_R_factor_ref 0.0330 _refine_ls_wR_factor_ref 0.0436 _refine_ls_goodness_of_fit_ref 0.9625 _refine_ls_shift/su_max 0.000522 # The values computed from all data _oxford_reflns_number_all 3867 _refine_ls_R_factor_all 0.0510 _refine_ls_wR_factor_all 0.0657 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 3023 _refine_ls_R_factor_gt 0.0359 _refine_ls_wR_factor_gt 0.0460 # 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 F _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: 1.45 0.543 0.916 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, G., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994). Acta Cryst, A50, 411-437. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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 _oxford_atom_site_special_shape _atom_site_attached_hydrogens Re1 Re 0.36239(3) 0.220801(18) 0.062407(14) 0.0451 1.0000 Uani . . . . . . . S21 S 0.4111(2) 0.15670(18) 0.20254(10) 0.0642 1.0000 Uani . . . . . . . S11 S 0.2126(2) 0.06797(13) 0.03233(10) 0.0537 1.0000 Uani . . . . . . . S14 S 0.3934(2) 0.21672(13) -0.08667(10) 0.0528 1.0000 Uani . . . . . . . S19 S 0.6327(2) 0.23803(16) 0.07772(11) 0.0602 1.0000 Uani . . . . . . . O1 O 0.2606(6) 0.3364(4) 0.0704(4) 0.0693 1.0000 Uani . . . . . . . C18 C 0.8708(9) 0.2642(8) -0.0258(6) 0.0761 1.0000 Uani . . . . . . . C17 C 0.6507(10) 0.4012(7) -0.0442(6) 0.0796 1.0000 Uani . . . . . . . C16 C 0.6921(8) 0.2837(5) -0.0281(5) 0.0563 1.0000 Uani . . . . . . . C15 C 0.6052(8) 0.2117(6) -0.0966(5) 0.0587 1.0000 Uani . . . . . . . C13 C 0.3240(9) 0.0849(8) -0.1265(5) 0.0740 1.0000 Uani . . . . . . . C12 C 0.1761(9) 0.0584(7) -0.0852(4) 0.0659 1.0000 Uani . . . . . . . C22 C 0.2369(8) 0.0962(6) 0.2357(4) 0.0553 1.0000 Uani . . . . . . . C23 C 0.2476(9) -0.0044(7) 0.2752(5) 0.0705 1.0000 Uani . . . . . . . C24 C 0.1163(11) -0.0489(8) 0.3066(5) 0.0814 1.0000 Uani . . . . . . . C25 C -0.0263(10) 0.0041(8) 0.3013(5) 0.0746 1.0000 Uani . . . . . . . C26 C -0.0390(9) 0.1049(7) 0.2610(5) 0.0714 1.0000 Uani . . . . . . . C27 C 0.0927(9) 0.1498(7) 0.2290(4) 0.0661 1.0000 Uani . . . . . . . H71 H 0.0838 0.2168 0.2023 0.0801 1.0000 Uiso R . . . . . . H72 H -0.1362 0.1415 0.2557 0.0861 1.0000 Uiso R . . . . . . H73 H -0.1133 -0.0269 0.3242 0.0899 1.0000 Uiso R . . . . . . H74 H 0.1248 -0.1176 0.3321 0.0968 1.0000 Uiso R . . . . . . H75 H 0.3432 -0.0422 0.2803 0.0851 1.0000 Uiso R . . . . . . H131 H 0.0939 0.1095 -0.1049 0.0790 1.0000 Uiso R . . . . . . H132 H 0.1416 -0.0144 -0.1013 0.0792 1.0000 Uiso R . . . . . . H141 H 0.2990 0.0886 -0.1884 0.0880 1.0000 Uiso R . . . . . . H142 H 0.4047 0.0300 -0.1125 0.0879 1.0000 Uiso R . . . . . . H31 H 0.6247 0.2364 -0.1534 0.0719 1.0000 Uiso R . . . . . . H32 H 0.6414 0.1374 -0.0887 0.0719 1.0000 Uiso R . . . . . . H151 H 0.9254 0.3088 0.0179 0.1140 1.0000 Uiso R . . . . . . H152 H 0.9064 0.2818 -0.0804 0.1139 1.0000 Uiso R . . . . . . H153 H 0.8942 0.1897 -0.0127 0.1139 1.0000 Uiso R . . . . . . H111 H 0.7097 0.4454 -0.0017 0.1201 1.0000 Uiso R . . . . . . H112 H 0.6776 0.4219 -0.1001 0.1199 1.0000 Uiso R . . . . . . H113 H 0.5389 0.4129 -0.0415 0.1199 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 Re1 0.04987(17) 0.03923(15) 0.04721(16) -0.00309(9) 0.00977(9) -0.00007(9) S21 0.0631(9) 0.0849(12) 0.0446(7) -0.0022(8) 0.0055(6) -0.0157(9) S11 0.0593(9) 0.0490(8) 0.0523(8) -0.0015(6) 0.0034(6) -0.0076(7) S14 0.0552(8) 0.0557(9) 0.0480(7) 0.0079(6) 0.0071(6) 0.0074(7) S19 0.0533(9) 0.0734(11) 0.0539(8) 0.0004(8) 0.0056(7) -0.0100(8) O1 0.081(3) 0.043(2) 0.090(3) -0.005(2) 0.035(3) 0.007(2) C18 0.059(4) 0.088(6) 0.084(5) 0.021(4) 0.017(4) 0.000(4) C17 0.082(5) 0.053(4) 0.108(6) 0.014(4) 0.028(5) -0.001(4) C16 0.056(3) 0.055(4) 0.061(4) 0.005(3) 0.022(3) 0.001(3) C15 0.064(4) 0.061(4) 0.054(3) 0.012(3) 0.022(3) 0.015(3) C13 0.068(4) 0.093(6) 0.060(4) -0.016(4) 0.000(3) 0.002(4) C12 0.068(4) 0.075(5) 0.054(3) -0.019(3) 0.003(3) -0.008(4) C22 0.059(3) 0.067(4) 0.040(3) -0.005(3) 0.004(2) -0.004(3) C23 0.069(4) 0.074(5) 0.069(4) 0.008(4) 0.010(3) 0.003(4) C24 0.094(6) 0.070(5) 0.080(5) 0.016(4) 0.008(4) -0.008(4) C25 0.080(5) 0.091(6) 0.056(4) -0.002(4) 0.018(3) -0.023(4) C26 0.066(4) 0.090(6) 0.059(4) -0.005(4) 0.015(3) 0.004(4) C27 0.078(5) 0.069(4) 0.052(3) -0.005(3) 0.015(3) -0.001(4) _refine_ls_extinction_coef 61(7) _refine_ls_extinction_method 'Larson (1970), Equation 22' _oxford_refine_ls_scale 0.4300(10) 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 Re1 . S21 . 2.3252(17) yes Re1 . S11 . 2.2928(15) yes Re1 . S14 . 2.3708(16) yes Re1 . S19 . 2.2897(17) yes Re1 . O1 . 1.676(4) yes S21 . C22 . 1.777(7) yes S11 . C12 . 1.835(7) yes S14 . C15 . 1.818(7) yes S14 . C13 . 1.816(9) yes S19 . C16 . 1.863(7) yes C18 . C16 . 1.531(10) yes C18 . H151 . 0.959 no C18 . H152 . 0.957 no C18 . H153 . 0.956 no C17 . C16 . 1.504(10) yes C17 . H111 . 0.959 no C17 . H112 . 0.959 no C17 . H113 . 0.964 no C16 . C15 . 1.522(11) yes C15 . H31 . 0.968 no C15 . H32 . 0.969 no C13 . C12 . 1.502(10) yes C13 . H141 . 0.971 no C13 . H142 . 0.971 no C12 . H131 . 0.966 no C12 . H132 . 0.969 no C22 . C23 . 1.383(10) yes C22 . C27 . 1.384(10) yes C23 . C24 . 1.375(11) yes C23 . H75 . 0.931 no C24 . C25 . 1.368(12) yes C24 . H74 . 0.936 no C25 . C26 . 1.391(12) yes C25 . H73 . 0.934 no C26 . C27 . 1.384(10) yes C26 . H72 . 0.936 no C27 . H71 . 0.924 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 S21 . Re1 . S11 . 87.50(6) yes S21 . Re1 . S14 . 153.04(6) yes S11 . Re1 . S14 . 83.97(6) yes S21 . Re1 . S19 . 81.49(6) yes S11 . Re1 . S19 . 128.69(7) yes S14 . Re1 . S19 . 84.03(6) yes S21 . Re1 . O1 . 105.2(2) yes S11 . Re1 . O1 . 115.75(19) yes S14 . Re1 . O1 . 101.55(19) yes S19 . Re1 . O1 . 115.51(19) yes Re1 . S21 . C22 . 110.0(2) yes Re1 . S11 . C12 . 107.0(3) yes Re1 . S14 . C15 . 107.0(2) yes Re1 . S14 . C13 . 106.9(3) yes C15 . S14 . C13 . 103.2(4) yes Re1 . S19 . C16 . 107.0(2) yes C16 . C18 . H151 . 109.4 no C16 . C18 . H152 . 110.0 no H151 . C18 . H152 . 109.4 no C16 . C18 . H153 . 109.8 no H151 . C18 . H153 . 108.9 no H152 . C18 . H153 . 109.3 no C16 . C17 . H111 . 109.5 no C16 . C17 . H112 . 109.6 no H111 . C17 . H112 . 108.9 no C16 . C17 . H113 . 110.5 no H111 . C17 . H113 . 109.4 no H112 . C17 . H113 . 108.9 no C18 . C16 . S19 . 106.7(5) yes C18 . C16 . C17 . 111.6(6) yes S19 . C16 . C17 . 111.1(5) yes C18 . C16 . C15 . 109.4(6) yes S19 . C16 . C15 . 107.0(4) yes C17 . C16 . C15 . 110.8(7) yes C16 . C15 . S14 . 109.4(4) yes C16 . C15 . H31 . 110.3 no S14 . C15 . H31 . 109.2 no C16 . C15 . H32 . 109.6 no S14 . C15 . H32 . 109.0 no H31 . C15 . H32 . 109.4 no S14 . C13 . C12 . 107.6(5) yes S14 . C13 . H141 . 109.3 no C12 . C13 . H141 . 109.3 no S14 . C13 . H142 . 110.4 no C12 . C13 . H142 . 110.6 no H141 . C13 . H142 . 109.6 no C13 . C12 . S11 . 110.6(5) yes C13 . C12 . H131 . 109.2 no S11 . C12 . H131 . 108.7 no C13 . C12 . H132 . 109.5 no S11 . C12 . H132 . 109.6 no H131 . C12 . H132 . 109.3 no S21 . C22 . C23 . 119.1(6) yes S21 . C22 . C27 . 122.1(6) yes C23 . C22 . C27 . 118.6(7) yes C22 . C23 . C24 . 119.8(8) yes C22 . C23 . H75 . 120.3 no C24 . C23 . H75 . 119.9 no C23 . C24 . C25 . 122.0(8) yes C23 . C24 . H74 . 118.8 no C25 . C24 . H74 . 119.2 no C24 . C25 . C26 . 118.8(7) yes C24 . C25 . H73 . 120.6 no C26 . C25 . H73 . 120.7 no C25 . C26 . C27 . 119.4(8) yes C25 . C26 . H72 . 119.9 no C27 . C26 . H72 . 120.6 no C22 . C27 . C26 . 121.4(7) yes C22 . C27 . H71 . 119.4 no C26 . C27 . H71 . 119.2 no # Attachment 'B907924F_Complex_5_rev.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 728902' _publ_section_exptl_refinement # Some potentially useful phrases are donated by Bill Clegg: ; In the absence of significant anomalous scattering, Friedel pairs were merged. The absolute configuration was arbitrarily assigned. The relatively large ratio of minimum to maximum corrections applied in the multiscan process (1:nnn) reflect changes in the illuminated volume of the crystal. Changes in illuminated volume were kept to a minimum, and were taken into account (G\"orbitz, 1999) by the multi-scan inter-frame scaling (DENZO/SCALEPACK, Otwinowski & Minor, 1997). G\"orbitz, C. H. (1999). Acta Cryst. B55, 1090-1098. The H atoms were all located in a difference map, but those attached to carbon atoms were repositioned geometrically. The H atoms were initially refined with soft restraints on the bond lengths and angles to regularise their geometry (C---H in the range 0.93--0.98, N---H in the range 0.86--0.89 N---H to 0.86 O---H = 0.82 \%A) and U~iso~(H) (in the range 1.2-1.5 times U~eq~ of the parent atom), after which the positions were refined with riding constraints. ; _publ_section_exptl_prep # Brief details or a reference. Include solvent if known ; ? ; # Hand-made tables can be put in the cif. The number of columns # is set in the loop header. # The contants of each column can either be a piece of text # without any spaces (eg a number) or other text enclosed in " " # Remove the leading # in the following example #geom_extra_table_head_A #; #Table 2. #Molecular parameters deviating most from MOGUL averages #; # #loop_ #_geom_extra_tableA_col_1 #_geom_extra_tableA_col_2 #_geom_extra_tableA_col_3 #_geom_extra_tableA_col_4 # #Parameter "Observed Value" "MOGUL Value" "MOGUL e.s.d" #N5-C6-C4 129 124 "7 (\%)" #C3-O10-C2 105 109 "2 (\%)" #C6-O7 1.25 1.22 ".02 (\%A)" # # End of 'script/refcif-b.dat' #end of refcif _cell_length_a 11.4981(3) _cell_length_b 16.0118(5) _cell_length_c 18.2530(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3360.47(16) _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P b c a ' _symmetry_space_group_name_Hall ? 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+1/2,z+1/2 -x,y+1/2,-z+1/2 -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' Re -1.0185 7.2310 28.7621 1.6719 15.7189 9.0923 14.5564 0.3505 5.4417 52.0861 10.4720 '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 8 # Given Formula = C15 H21.25 Re1.25 S6.25 # Dc = 2.51 Fooo = 1952.00 Mu = 97.93 M = 634.75 # Found Formula = C12 H17 Re1 S5 # Dc = 2.01 FOOO = 1952.00 Mu = 78.34 M = 507.80 _chemical_formula_sum 'C12 H17 Re1 S5' _chemical_formula_moiety 'C12 H17 Re1 S5' _chemical_compound_source ? _chemical_formula_weight 507.80 _cell_measurement_reflns_used 4391 _cell_measurement_theta_min 0 _cell_measurement_theta_max 28 _cell_measurement_temperature 290 _exptl_crystal_description plate _exptl_crystal_colour dark _exptl_crystal_size_min 0.06 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_max 0.11 _exptl_crystal_density_diffrn 2.007 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1952 _exptl_absorpt_coefficient_mu 7.834 # Sheldrick geometric approximatio 0.43 0.60 # No experimental values of Tmin/max available _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.43 _exptl_absorpt_correction_T_max 0.60 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device 'Nonius KappaCCD' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w/2\q # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 1997-2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _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 290 _diffrn_reflns_number 7889 _reflns_number_total 3932 _diffrn_reflns_av_R_equivalents 0.039 # Number of reflections with Friedels Law is 3932 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 3951 _diffrn_reflns_theta_min 2.232 _diffrn_reflns_theta_max 27.742 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.187 _diffrn_measured_fraction_theta_full 1.000 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _reflns_limit_h_min 0 _reflns_limit_h_max 14 _reflns_limit_k_min 0 _reflns_limit_k_max 20 _reflns_limit_l_min 0 _reflns_limit_l_max 23 _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 -2.99 _refine_diff_density_max 1.95 # 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>2.0\s(I) _refine_ls_number_reflns 2085 _refine_ls_number_restraints 0 _refine_ls_number_parameters 164 _oxford_refine_ls_R_factor_ref 0.0492 _refine_ls_wR_factor_ref 0.0603 _refine_ls_goodness_of_fit_ref 1.0841 _refine_ls_shift/su_max 0.000306 # The values computed from all data _oxford_reflns_number_all 3904 _refine_ls_R_factor_all 0.0910 _refine_ls_wR_factor_all 0.1211 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 2085 _refine_ls_R_factor_gt 0.0492 _refine_ls_wR_factor_gt 0.0603 # 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 F _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: 0.602 0.584 0.289 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Burla, M.C., Camalli, M., Cascarano, G.L., Giacovazzo, C., Guagliardi, A., Grazia, A., Moliterni, G., Polidori, G. & Spagna, R. (1999). J. App. Cryst. 32, 115-119. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994). Acta Cryst, A50, 411-437. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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 _oxford_atom_site_special_shape _atom_site_attached_hydrogens Re1 Re 0.25239(3) 0.06839(2) 0.495773(16) 0.0374 1.0000 Uani . . . . . . . S1 S 0.0788(3) 0.0860(3) 0.4718(2) 0.0788 1.0000 Uani . . . . . . . S11 S 0.3659(3) 0.03436(17) 0.39760(13) 0.0491 1.0000 Uani . . . . . . . C12 C 0.3549(11) -0.0787(7) 0.3863(5) 0.0581 1.0000 Uani . . . . . . . C23 C 0.3626(10) -0.1225(7) 0.4601(6) 0.0535 1.0000 Uani . . . . . . . S14 S 0.2496(2) -0.07785(16) 0.51647(15) 0.0451 1.0000 Uani . . . . . . . C25 C 0.3068(11) -0.0942(9) 0.6088(6) 0.0645 1.0000 Uani . . . . . . . C26 C 0.2704(10) -0.0253(9) 0.6604(6) 0.0637 1.0000 Uani . . . . . . . C27 C 0.1412(11) -0.0302(10) 0.6785(6) 0.0783 1.0000 Uani . . . . . . . C18 C 0.3455(12) -0.0308(10) 0.7300(6) 0.0794 1.0000 Uani . . . . . . . S19 S 0.3041(3) 0.07581(19) 0.61630(14) 0.0559 1.0000 Uani . . . . . . . S21 S 0.3368(3) 0.19942(19) 0.49451(14) 0.0521 1.0000 Uani . . . . . . . C22 C 0.3740(10) 0.2328(6) 0.4044(6) 0.0515 1.0000 Uani . . . . . . . C13 C 0.2956(11) 0.2254(7) 0.3459(7) 0.0616 1.0000 Uani . . . . . . . C24 C 0.3265(15) 0.2535(8) 0.2773(8) 0.0804 1.0000 Uani . . . . . . . C15 C 0.4332(19) 0.2865(10) 0.2660(10) 0.1087 1.0000 Uani . . . . . . . C16 C 0.5120(17) 0.2953(10) 0.3232(11) 0.1097 1.0000 Uani . . . . . . . C17 C 0.4808(12) 0.2679(8) 0.3919(9) 0.0792 1.0000 Uani . . . . . . . H31 H 0.4175 -0.0981 0.3552 0.0700 1.0000 Uiso R . . . . . . H32 H 0.2806 -0.0916 0.3638 0.0700 1.0000 Uiso R . . . . . . H41 H 0.4379 -0.1145 0.4826 0.0641 1.0000 Uiso R . . . . . . H42 H 0.3486 -0.1817 0.4540 0.0640 1.0000 Uiso R . . . . . . H61 H 0.2784 -0.1473 0.6274 0.0770 1.0000 Uiso R . . . . . . H62 H 0.3912 -0.0953 0.6065 0.0770 1.0000 Uiso R . . . . . . H81 H 0.1183 0.0185 0.7057 0.1170 1.0000 Uiso R . . . . . . H82 H 0.1264 -0.0792 0.7073 0.1169 1.0000 Uiso R . . . . . . H83 H 0.0970 -0.0329 0.6339 0.1169 1.0000 Uiso R . . . . . . H91 H 0.3274 0.0154 0.7614 0.1189 1.0000 Uiso R . . . . . . H92 H 0.3288 -0.0821 0.7549 0.1189 1.0000 Uiso R . . . . . . H93 H 0.4263 -0.0290 0.7167 0.1189 1.0000 Uiso R . . . . . . H131 H 0.2224 0.2019 0.3535 0.0739 1.0000 Uiso R . . . . . . H141 H 0.2744 0.2496 0.2387 0.0970 1.0000 Uiso R . . . . . . H151 H 0.4539 0.3035 0.2191 0.1300 1.0000 Uiso R . . . . . . H161 H 0.5842 0.3195 0.3153 0.1321 1.0000 Uiso R . . . . . . H171 H 0.5335 0.2729 0.4305 0.0949 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 Re1 0.0378(3) 0.0359(3) 0.0384(2) -0.00452(14) -0.00152(18) 0.00187(19) S1 0.0536(17) 0.090(3) 0.093(2) -0.012(2) -0.0081(16) 0.0045(18) S11 0.0675(16) 0.0349(13) 0.0449(12) -0.0041(10) 0.0101(12) -0.0024(14) C12 0.079(8) 0.049(6) 0.046(5) -0.017(5) 0.005(5) 0.002(7) C23 0.056(6) 0.039(6) 0.065(6) -0.002(5) 0.003(5) -0.004(5) S14 0.0437(12) 0.0403(12) 0.0513(11) 0.0021(9) 0.0002(12) -0.0035(13) C25 0.065(7) 0.081(9) 0.047(6) 0.021(6) -0.001(5) -0.012(7) C26 0.067(7) 0.080(8) 0.045(5) 0.007(5) 0.014(5) -0.004(7) C27 0.074(8) 0.104(10) 0.056(7) 0.012(7) 0.021(6) -0.011(9) C18 0.074(9) 0.112(11) 0.053(6) 0.006(7) 0.002(6) 0.003(9) S19 0.0732(18) 0.0540(17) 0.0405(12) -0.0097(11) -0.0014(12) -0.0046(16) S21 0.0669(17) 0.0327(12) 0.0566(14) -0.0083(11) -0.0100(12) 0.0071(13) C22 0.060(6) 0.027(5) 0.068(6) 0.002(5) -0.004(5) 0.001(5) C13 0.075(7) 0.040(6) 0.070(7) 0.001(5) -0.015(6) 0.000(6) C24 0.112(12) 0.055(8) 0.075(9) 0.015(6) -0.007(8) -0.003(9) C15 0.137(17) 0.076(12) 0.113(13) 0.052(10) 0.017(12) -0.012(12) C16 0.111(14) 0.079(11) 0.139(17) 0.050(11) 0.002(12) -0.012(10) C17 0.075(9) 0.060(9) 0.103(12) 0.014(7) -0.010(8) -0.016(7) _refine_ls_extinction_coef 57(8) _refine_ls_extinction_method 'Larson (1970), Equation 22' _oxford_refine_ls_scale 0.0683(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 Re1 . S1 . 2.063(3) yes Re1 . S11 . 2.283(2) yes Re1 . S14 . 2.372(3) yes Re1 . S19 . 2.282(3) yes Re1 . S21 . 2.312(3) yes S11 . C12 . 1.826(11) yes C12 . C23 . 1.522(15) yes C12 . H31 . 0.968 no C12 . H32 . 0.970 no C23 . S14 . 1.806(11) yes C23 . H41 . 0.967 no C23 . H42 . 0.968 no S14 . C25 . 1.828(11) yes C25 . C26 . 1.511(18) yes C25 . H61 . 0.972 no C25 . H62 . 0.971 no C26 . C27 . 1.523(15) yes C26 . C18 . 1.538(16) yes C26 . S19 . 1.849(13) yes C27 . H81 . 0.962 no C27 . H82 . 0.959 no C27 . H83 . 0.961 no C18 . H91 . 0.959 no C18 . H92 . 0.958 no C18 . H93 . 0.961 no S21 . C22 . 1.782(11) yes C22 . C13 . 1.403(15) yes C22 . C17 . 1.369(16) yes C13 . C24 . 1.377(17) yes C13 . H131 . 0.933 no C24 . C15 . 1.35(2) yes C24 . H141 . 0.926 no C15 . C16 . 1.39(2) yes C15 . H151 . 0.929 no C16 . C17 . 1.38(2) yes C16 . H161 . 0.928 no C17 . H171 . 0.933 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 S1 . Re1 . S11 . 114.83(13) yes S1 . Re1 . S14 . 98.96(13) yes S11 . Re1 . S14 . 84.10(9) yes S1 . Re1 . S19 . 116.68(14) yes S11 . Re1 . S19 . 128.33(10) yes S14 . Re1 . S19 . 84.34(10) yes S1 . Re1 . S21 . 106.25(14) yes S11 . Re1 . S21 . 88.21(10) yes S14 . Re1 . S21 . 154.58(9) yes S19 . Re1 . S21 . 81.55(10) yes Re1 . S11 . C12 . 106.6(4) yes S11 . C12 . C23 . 110.7(7) yes S11 . C12 . H31 . 109.4 no C23 . C12 . H31 . 109.1 no S11 . C12 . H32 . 108.7 no C23 . C12 . H32 . 109.1 no H31 . C12 . H32 . 109.8 no C12 . C23 . S14 . 106.2(8) yes C12 . C23 . H41 . 111.6 no S14 . C23 . H41 . 110.4 no C12 . C23 . H42 . 109.9 no S14 . C23 . H42 . 109.5 no H41 . C23 . H42 . 109.2 no C23 . S14 . Re1 . 106.9(4) yes C23 . S14 . C25 . 102.1(5) yes Re1 . S14 . C25 . 106.5(4) yes S14 . C25 . C26 . 111.8(9) yes S14 . C25 . H61 . 109.1 no C26 . C25 . H61 . 109.1 no S14 . C25 . H62 . 108.8 no C26 . C25 . H62 . 108.5 no H61 . C25 . H62 . 109.6 no C25 . C26 . C27 . 111.6(11) yes C25 . C26 . C18 . 108.5(11) yes C27 . C26 . C18 . 111.4(9) yes C25 . C26 . S19 . 108.0(7) yes C27 . C26 . S19 . 110.1(10) yes C18 . C26 . S19 . 107.0(9) yes C26 . C27 . H81 . 109.7 no C26 . C27 . H82 . 109.6 no H81 . C27 . H82 . 109.4 no C26 . C27 . H83 . 109.5 no H81 . C27 . H83 . 109.2 no H82 . C27 . H83 . 109.5 no C26 . C18 . H91 . 109.1 no C26 . C18 . H92 . 109.2 no H91 . C18 . H92 . 109.5 no C26 . C18 . H93 . 109.5 no H91 . C18 . H93 . 109.7 no H92 . C18 . H93 . 109.8 no C26 . S19 . Re1 . 108.6(4) yes Re1 . S21 . C22 . 112.5(4) yes S21 . C22 . C13 . 121.6(9) yes S21 . C22 . C17 . 119.5(10) yes C13 . C22 . C17 . 118.9(12) yes C22 . C13 . C24 . 120.0(13) yes C22 . C13 . H131 . 120.0 no C24 . C13 . H131 . 120.0 no C13 . C24 . C15 . 120.0(15) yes C13 . C24 . H141 . 120.2 no C15 . C24 . H141 . 119.8 no C24 . C15 . C16 . 121.2(15) yes C24 . C15 . H151 . 119.1 no C16 . C15 . H151 . 119.7 no C15 . C16 . C17 . 118.8(16) yes C15 . C16 . H161 . 120.6 no C17 . C16 . H161 . 120.5 no C16 . C17 . C22 . 121.1(15) yes C16 . C17 . H171 . 119.5 no C22 . C17 . H171 . 119.4 no # Attachment 'Complex_9.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 728903' _publ_section_exptl_refinement # Some potentially useful phrases are donated by Bill Clegg: ; In the absence of significant anomalous scattering, Friedel pairs were merged. The absolute configuration was arbitrarily assigned. The relatively large ratio of minimum to maximum corrections applied in the multiscan process (1:nnn) reflect changes in the illuminated volume of the crystal. Changes in illuminated volume were kept to a minimum, and were taken into account (G\"orbitz, 1999) by the multi-scan inter-frame scaling (DENZO/SCALEPACK, Otwinowski & Minor, 1997). G\"orbitz, C. H. (1999). Acta Cryst. B55, 1090-1098. The H atoms were all located in a difference map, but those attached to carbon atoms were repositioned geometrically. The H atoms were initially refined with soft restraints on the bond lengths and angles to regularise their geometry (C---H in the range 0.93--0.98, N---H in the range 0.86--0.89 N---H to 0.86 O---H = 0.82 \%A) and U~iso~(H) (in the range 1.2-1.5 times U~eq~ of the parent atom), after which the positions were refined with riding constraints. ; _publ_section_exptl_prep # Brief details or a reference. Include solvent if known ; ? ; # Hand-made tables can be put in the cif. The number of columns # is set in the loop header. # The contants of each column can either be a piece of text # without any spaces (eg a number) or other text enclosed in " " # Remove the leading # in the following example #geom_extra_table_head_A #; #Table 2. #Molecular parameters deviating most from MOGUL averages #; # #loop_ #_geom_extra_tableA_col_1 #_geom_extra_tableA_col_2 #_geom_extra_tableA_col_3 #_geom_extra_tableA_col_4 # #Parameter "Observed Value" "MOGUL Value" "MOGUL e.s.d" #N5-C6-C4 129 124 "7 (\%)" #C3-O10-C2 105 109 "2 (\%)" #C6-O7 1.25 1.22 ".02 (\%A)" # # End of 'script/refcif-b.dat' #end of refcif _cell_length_a 8.0464(2) _cell_length_b 12.5778(4) _cell_length_c 17.1009(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1730.71(8) _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21 ' _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z x+1/2,-y+1/2,-z -x,y+1/2,-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' 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' Br -0.2901 2.4595 17.1789 2.1723 5.2358 16.5796 5.6377 0.2609 3.9851 41.4328 2.9557 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Re -1.0185 7.2310 28.7621 1.6719 15.7189 9.0923 14.5564 0.3505 5.4417 52.0861 10.4720 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C12 H16 Br1 O1 Re1 S4 # Dc = 2.19 Fooo = 1080.00 Mu = 98.01 M = 570.63 # Found Formula = C12 H16 Br1 O1 Re1 S4 # Dc = 2.19 FOOO = 1080.00 Mu = 98.01 M = 570.63 _chemical_formula_sum 'C12 H16 Br1 O1 Re1 S4' _chemical_formula_moiety 'C12 H16 Br1 O1 Re1 S4' _chemical_compound_source ? _chemical_formula_weight 570.63 _cell_measurement_reflns_used 2209 _cell_measurement_theta_min 1 _cell_measurement_theta_max 28 _cell_measurement_temperature 293 _exptl_crystal_description hexagonal _exptl_crystal_colour 'dark red' _exptl_crystal_size_min 0.12 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_max 0.44 _exptl_crystal_density_diffrn 2.190 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1080 _exptl_absorpt_coefficient_mu 9.801 # Sheldrick geometric approximatio 0.07 0.32 # No experimental values of Tmin/max available _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.07 _exptl_absorpt_correction_T_max 0.32 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device 'Nonius KappaCCD' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w/2\q # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 1997-2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _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 293 _diffrn_reflns_number 3984 _reflns_number_total 3961 _diffrn_reflns_av_R_equivalents 0.000 # Number of reflections with Friedels Law is 2320 # Number of reflections without Friedels Law is 3961 # Theoretical number of reflections is about 2062 _diffrn_reflns_theta_min 2.010 _diffrn_reflns_theta_max 27.866 _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 25.915 _diffrn_measured_fraction_theta_full 0.989 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _reflns_limit_h_min -10 _reflns_limit_h_max 10 _reflns_limit_k_min 0 _reflns_limit_k_max 16 _reflns_limit_l_min 0 _reflns_limit_l_max 22 _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 -1.51 _refine_diff_density_max 1.41 # 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>3.0\s(I) _refine_ls_number_reflns 3679 _refine_ls_number_restraints 0 _refine_ls_number_parameters 174 _oxford_refine_ls_R_factor_ref 0.0325 _refine_ls_wR_factor_ref 0.0372 _refine_ls_goodness_of_fit_ref 1.0774 _refine_ls_shift/su_max 0.000637 # The values computed from all data _oxford_reflns_number_all 3930 _refine_ls_R_factor_all 0.0350 _refine_ls_wR_factor_all 0.0423 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 3754 _refine_ls_R_factor_gt 0.0331 _refine_ls_wR_factor_gt 0.0379 _refine_ls_abs_structure_Flack 0.073(12) _refine_ls_abs_structure_details 'Flack (1983), 1641 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 F _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: 0.578 0.350 0.230 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, G., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Flack, H. D. (1983). Acta Cryst. A39, 876-881. Larson, A.C. (1970) Crystallographic Computing, Ed Ahmed, F.R., Munksgaard, Copenhagen, 291-294. Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994). Acta Cryst, A50, 411-437. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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 _oxford_atom_site_special_shape _atom_site_attached_hydrogens Re1 Re -0.43082(3) -0.026227(18) -0.937146(14) 0.0339 1.0000 Uani . . . . . . . S11 S -0.5713(3) -0.17957(15) -0.96701(12) 0.0532 1.0000 Uani . . . . . . . S14 S -0.3891(2) -0.01589(15) -1.07442(9) 0.0425 1.0000 Uani . . . . . . . S19 S -0.1493(2) -0.00559(13) -0.93059(10) 0.0414 1.0000 Uani . . . . . . . S21 S -0.3953(2) -0.09350(17) -0.81177(11) 0.0498 1.0000 Uani . . . . . . . C12 C -0.5961(12) -0.1837(7) -1.0727(5) 0.0589 1.0000 Uani . . . . . . . C13 C -0.4415(12) -0.1457(6) -1.1138(4) 0.0521 1.0000 Uani . . . . . . . C15 C -0.1653(11) -0.0090(8) -1.0895(5) 0.0568 1.0000 Uani . . . . . . . C16 C -0.0843(10) 0.0548(6) -1.0251(4) 0.0439 1.0000 Uani . . . . . . . C17 C -0.1315(12) 0.1704(7) -1.0270(5) 0.0598 1.0000 Uani . . . . . . . C18 C 0.1062(11) 0.0459(11) -1.0287(6) 0.0775 1.0000 Uani . . . . . . . C22 C -0.5894(11) -0.1431(6) -0.7777(4) 0.0458 1.0000 Uani . . . . . . . C27 C -0.7365(11) -0.0875(7) -0.7870(5) 0.0552 1.0000 Uani . . . . . . . C26 C -0.8844(11) -0.1247(7) -0.7572(5) 0.0529 1.0000 Uani . . . . . . . C25 C -0.8858(10) -0.2183(7) -0.7174(4) 0.0485 1.0000 Uani . . . . . . . C24 C -0.7426(10) -0.2768(7) -0.7053(5) 0.0525 1.0000 Uani . . . . . . . C23 C -0.5931(10) -0.2388(7) -0.7371(5) 0.0516 1.0000 Uani . . . . . . . Br28 Br -1.09047(11) -0.27352(8) -0.67921(5) 0.0606 1.0000 Uani . . . . . . . O1 O -0.5443(7) 0.0842(4) -0.9220(3) 0.0489 1.0000 Uani . . . . . . . H121 H -0.6188 -0.2562 -1.0881 0.0691 1.0000 Uiso R . . . . . . H122 H -0.6878 -0.1383 -1.0877 0.0690 1.0000 Uiso R . . . . . . H131 H -0.4624 -0.1400 -1.1693 0.0619 1.0000 Uiso R . . . . . . H132 H -0.3519 -0.1953 -1.1043 0.0619 1.0000 Uiso R . . . . . . H151 H -0.1432 0.0241 -1.1396 0.0682 1.0000 Uiso R . . . . . . H152 H -0.1209 -0.0806 -1.0889 0.0680 1.0000 Uiso R . . . . . . H171 H -0.0996 0.2009 -1.0762 0.0890 1.0000 Uiso R . . . . . . H172 H -0.2496 0.1770 -1.0209 0.0889 1.0000 Uiso R . . . . . . H173 H -0.0764 0.2075 -0.9851 0.0891 1.0000 Uiso R . . . . . . H181 H 0.1466 0.0809 -1.0745 0.1140 1.0000 Uiso R . . . . . . H182 H 0.1374 -0.0277 -1.0302 0.1139 1.0000 Uiso R . . . . . . H183 H 0.1547 0.0785 -0.9835 0.1140 1.0000 Uiso R . . . . . . H271 H -0.7346 -0.0237 -0.8143 0.0662 1.0000 Uiso R . . . . . . H261 H -0.9823 -0.0861 -0.7635 0.0629 1.0000 Uiso R . . . . . . H241 H -0.7458 -0.3402 -0.6773 0.0620 1.0000 Uiso R . . . . . . H231 H -0.4959 -0.2781 -0.7314 0.0621 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 Re1 0.04253(13) 0.02628(11) 0.03297(12) -0.00001(10) -0.00406(9) 0.00020(9) S11 0.0707(12) 0.0373(8) 0.0517(9) 0.0004(7) -0.0045(9) -0.0174(9) S14 0.0556(9) 0.0383(7) 0.0337(7) 0.0004(7) -0.0077(6) -0.0033(7) S19 0.0451(8) 0.0390(8) 0.0402(7) 0.0066(6) -0.0062(7) 0.0016(6) S21 0.0546(11) 0.0578(11) 0.0370(8) 0.0108(8) -0.0061(7) -0.0060(8) C12 0.070(5) 0.043(4) 0.064(5) -0.016(4) -0.013(4) -0.003(4) C13 0.070(5) 0.044(4) 0.042(3) -0.017(3) -0.009(4) -0.002(4) C15 0.058(5) 0.065(5) 0.047(4) -0.001(4) 0.007(3) -0.005(4) C16 0.043(3) 0.044(4) 0.044(3) 0.011(3) -0.001(3) 0.001(3) C17 0.070(5) 0.051(4) 0.058(4) 0.012(4) -0.019(4) -0.012(4) C18 0.048(5) 0.111(9) 0.074(6) 0.017(6) 0.010(4) 0.007(5) C22 0.061(5) 0.040(3) 0.037(3) 0.003(3) 0.002(3) -0.002(3) C27 0.072(5) 0.044(4) 0.050(4) 0.013(3) 0.009(4) 0.011(4) C26 0.060(5) 0.049(4) 0.049(4) 0.004(3) 0.012(3) 0.021(3) C25 0.052(4) 0.061(5) 0.033(3) 0.002(3) 0.001(3) 0.007(3) C24 0.053(5) 0.053(4) 0.052(4) 0.016(3) -0.005(3) 0.004(3) C23 0.051(4) 0.052(4) 0.052(4) 0.013(3) -0.001(3) 0.004(3) Br28 0.0512(4) 0.0790(6) 0.0515(4) 0.0053(4) 0.0082(4) 0.0037(4) O1 0.059(3) 0.038(2) 0.050(3) -0.010(2) -0.008(2) 0.000(2) _refine_ls_extinction_coef 40(5) _refine_ls_extinction_method 'Larson (1970), Equation 22' _oxford_refine_ls_scale 0.2405(4) 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 Re1 . S11 . 2.2932(18) yes Re1 . S14 . 2.3749(16) yes Re1 . S19 . 2.2829(17) yes Re1 . S21 . 2.3226(18) yes Re1 . O1 . 1.683(5) yes S11 . C12 . 1.819(9) yes S14 . C13 . 1.816(7) yes S14 . C15 . 1.821(9) yes S19 . C16 . 1.860(7) yes S21 . C22 . 1.779(8) yes C12 . C13 . 1.506(13) yes C12 . H121 . 0.967 no C12 . H122 . 0.968 no C13 . H131 . 0.966 no C13 . H132 . 0.968 no C15 . C16 . 1.510(11) yes C15 . H151 . 0.969 no C15 . H152 . 0.969 no C16 . C17 . 1.503(12) yes C16 . C18 . 1.538(11) yes C17 . H171 . 0.960 no C17 . H172 . 0.960 no C17 . H173 . 0.963 no C18 . H181 . 0.957 no C18 . H182 . 0.960 no C18 . H183 . 0.957 no C22 . C27 . 1.383(12) yes C22 . C23 . 1.390(10) yes C27 . C26 . 1.377(12) yes C27 . H271 . 0.929 no C26 . C25 . 1.360(12) yes C26 . H261 . 0.932 no C25 . C24 . 1.382(11) yes C25 . Br28 . 1.903(8) yes C24 . C23 . 1.404(11) yes C24 . H241 . 0.930 no C23 . H231 . 0.931 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 S11 . Re1 . S14 . 84.01(7) yes S11 . Re1 . S19 . 126.57(8) yes S14 . Re1 . S19 . 84.37(6) yes S11 . Re1 . S21 . 87.70(7) yes S14 . Re1 . S21 . 156.20(7) yes S19 . Re1 . S21 . 82.76(6) yes S11 . Re1 . O1 . 117.48(19) yes S14 . Re1 . O1 . 100.58(19) yes S19 . Re1 . O1 . 115.91(18) yes S21 . Re1 . O1 . 103.03(19) yes Re1 . S11 . C12 . 107.4(3) yes Re1 . S14 . C13 . 106.5(3) yes Re1 . S14 . C15 . 106.4(3) yes C13 . S14 . C15 . 102.7(4) yes Re1 . S19 . C16 . 106.4(2) yes Re1 . S21 . C22 . 108.8(3) yes S11 . C12 . C13 . 111.4(6) yes S11 . C12 . H121 . 108.6 no C13 . C12 . H121 . 109.1 no S11 . C12 . H122 . 109.3 no C13 . C12 . H122 . 108.5 no H121 . C12 . H122 . 109.8 no C12 . C13 . S14 . 107.7(5) yes C12 . C13 . H131 . 109.8 no S14 . C13 . H131 . 109.7 no C12 . C13 . H132 . 109.4 no S14 . C13 . H132 . 110.1 no H131 . C13 . H132 . 110.0 no S14 . C15 . C16 . 110.4(6) yes S14 . C15 . H151 . 109.1 no C16 . C15 . H151 . 109.8 no S14 . C15 . H152 . 108.6 no C16 . C15 . H152 . 109.1 no H151 . C15 . H152 . 109.9 no S19 . C16 . C15 . 107.2(5) yes S19 . C16 . C17 . 110.1(6) yes C15 . C16 . C17 . 112.9(7) yes S19 . C16 . C18 . 106.6(6) yes C15 . C16 . C18 . 111.2(8) yes C17 . C16 . C18 . 108.7(8) yes C16 . C17 . H171 . 109.8 no C16 . C17 . H172 . 109.3 no H171 . C17 . H172 . 109.0 no C16 . C17 . H173 . 109.6 no H171 . C17 . H173 . 109.7 no H172 . C17 . H173 . 109.4 no C16 . C18 . H181 . 109.7 no C16 . C18 . H182 . 109.4 no H181 . C18 . H182 . 109.4 no C16 . C18 . H183 . 110.0 no H181 . C18 . H183 . 109.0 no H182 . C18 . H183 . 109.2 no S21 . C22 . C27 . 122.5(6) yes S21 . C22 . C23 . 119.1(7) yes C27 . C22 . C23 . 118.4(8) yes C22 . C27 . C26 . 121.7(7) yes C22 . C27 . H271 . 118.7 no C26 . C27 . H271 . 119.6 no C27 . C26 . C25 . 119.1(7) yes C27 . C26 . H261 . 120.7 no C25 . C26 . H261 . 120.2 no C26 . C25 . C24 . 121.9(8) yes C26 . C25 . Br28 . 119.7(6) yes C24 . C25 . Br28 . 118.4(6) yes C25 . C24 . C23 . 118.4(7) yes C25 . C24 . H241 . 120.7 no C23 . C24 . H241 . 121.0 no C24 . C23 . C22 . 120.5(8) yes C24 . C23 . H231 . 119.9 no C22 . C23 . H231 . 119.7 no