# Electronic Supplementary Material (ESI) for CrystEngComm # 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_shelxl _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H20 N14 Ni O4 S2' _chemical_formula_weight 739.41 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.5187(3) _cell_length_b 9.6350(3) _cell_length_c 15.3310(4) _cell_angle_alpha 90.00 _cell_angle_beta 102.261(2) _cell_angle_gamma 90.00 _cell_volume 1518.32(8) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4957 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 22.52 _exptl_crystal_description Block _exptl_crystal_colour Blue _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.617 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 756 _exptl_absorpt_coefficient_mu 0.839 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.831 _exptl_absorpt_correction_T_max 0.860 _exptl_absorpt_process_details 'SADABS 2008/1 (Bruker AXS)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22798 _diffrn_reflns_av_R_equivalents 0.0486 _diffrn_reflns_av_sigmaI/netI 0.0382 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 26.51 _reflns_number_total 3130 _reflns_number_gt 2311 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0350P)^2^+0.4301P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3130 _refine_ls_number_parameters 223 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0630 _refine_ls_R_factor_gt 0.0393 _refine_ls_wR_factor_ref 0.0861 _refine_ls_wR_factor_gt 0.0797 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C14 C 0.1625(2) 0.5096(2) 0.23569(16) 0.0413(6) Uani 1 1 d . . . H14A H 0.2545 0.5276 0.2575 0.050 Uiso 1 1 calc R . . H14B H 0.1402 0.4267 0.2650 0.050 Uiso 1 1 calc R . . Ni1 Ni 0.0000 0.0000 0.0000 0.03094(14) Uani 1 2 d S . . S1 S -0.39138(8) -0.13043(9) 0.08936(6) 0.0725(3) Uani 1 1 d . . . N6 N 0.04037(18) 0.39223(17) 0.11340(13) 0.0330(5) Uani 1 1 d . . . N4 N -0.02316(18) 0.20049(18) 0.05162(12) 0.0321(5) Uani 1 1 d . . . O2 O 0.13768(16) 0.48732(15) 0.14282(11) 0.0383(4) Uani 1 1 d . . . N3 N 0.1245(2) -0.25494(18) 0.22069(13) 0.0349(5) Uani 1 1 d . . . N2 N 0.04026(19) -0.19851(19) 0.15322(13) 0.0366(5) Uani 1 1 d . . . O1 O 0.08866(17) -0.37561(15) 0.25743(10) 0.0410(4) Uani 1 1 d . . . N5 N 0.07888(19) 0.26395(18) 0.09699(13) 0.0347(5) Uani 1 1 d . . . C1 C 0.2156(2) -0.0694(2) 0.18625(16) 0.0330(5) Uani 1 1 d . . . N1 N 0.09394(18) -0.08407(18) 0.13122(13) 0.0344(5) Uani 1 1 d . . . N7 N -0.1740(2) -0.0548(2) 0.02480(14) 0.0384(5) Uani 1 1 d . . . C8 C -0.0859(2) 0.4181(2) 0.07394(15) 0.0296(5) Uani 1 1 d . . . C2 C 0.2372(2) -0.1819(2) 0.24503(15) 0.0336(6) Uani 1 1 d . . . C9 C -0.1658(2) 0.5348(2) 0.06782(17) 0.0370(6) Uani 1 1 d . . . H9 H -0.1364 0.6191 0.0941 0.044 Uiso 1 1 calc R . . C13 C -0.2651(2) -0.0873(2) 0.05060(16) 0.0356(6) Uani 1 1 d . . . C12 C -0.2564(2) 0.2738(2) -0.01038(15) 0.0346(6) Uani 1 1 d . . . H12 H -0.2870 0.1890 -0.0353 0.041 Uiso 1 1 calc R . . C7 C -0.1282(2) 0.2904(2) 0.03600(15) 0.0299(5) Uani 1 1 d . . . C11 C -0.3351(2) 0.3880(2) -0.01764(16) 0.0402(6) Uani 1 1 d . . . H11 H -0.4209 0.3808 -0.0488 0.048 Uiso 1 1 calc R . . C4 C 0.4450(3) -0.1028(3) 0.30851(18) 0.0512(7) Uani 1 1 d . . . H5 H 0.5248 -0.1123 0.3481 0.061 Uiso 1 1 calc R . . C10 C -0.2896(3) 0.5166(2) 0.02080(17) 0.0408(6) Uani 1 1 d . . . H10 H -0.3464 0.5917 0.0137 0.049 Uiso 1 1 calc R . . C6 C 0.3112(3) 0.0326(3) 0.19056(18) 0.0438(6) Uani 1 1 d . . . H3 H 0.2984 0.1097 0.1532 0.053 Uiso 1 1 calc R . . C3 C 0.3523(2) -0.2025(3) 0.30727(16) 0.0419(6) Uani 1 1 d . . . H6 H 0.3654 -0.2787 0.3454 0.050 Uiso 1 1 calc R . . C5 C 0.4238(3) 0.0138(3) 0.25193(19) 0.0516(7) Uani 1 1 d . . . H4 H 0.4891 0.0802 0.2567 0.062 Uiso 1 1 calc 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 C14 0.0464(16) 0.0291(13) 0.0430(16) 0.0030(11) -0.0031(12) -0.0025(11) Ni1 0.0324(3) 0.0208(2) 0.0398(3) -0.00276(18) 0.00803(19) -0.00186(18) S1 0.0532(5) 0.0807(6) 0.0921(7) -0.0212(5) 0.0345(5) -0.0267(4) N6 0.0345(12) 0.0220(10) 0.0411(12) -0.0060(8) 0.0048(9) -0.0043(8) N4 0.0335(11) 0.0250(10) 0.0376(12) -0.0020(9) 0.0067(9) -0.0014(9) O2 0.0409(10) 0.0301(9) 0.0446(11) -0.0065(8) 0.0110(8) -0.0102(7) N3 0.0442(12) 0.0259(10) 0.0349(12) -0.0015(9) 0.0091(10) -0.0047(9) N2 0.0403(12) 0.0294(11) 0.0400(12) -0.0026(9) 0.0079(10) -0.0027(9) O1 0.0559(11) 0.0320(9) 0.0379(10) 0.0009(7) 0.0167(9) -0.0087(8) N5 0.0371(12) 0.0244(10) 0.0418(12) -0.0017(9) 0.0066(10) 0.0006(9) C1 0.0349(14) 0.0279(12) 0.0361(14) -0.0076(10) 0.0072(11) -0.0013(11) N1 0.0361(12) 0.0244(10) 0.0432(13) -0.0025(9) 0.0095(10) -0.0016(9) N7 0.0377(12) 0.0297(10) 0.0481(14) -0.0036(9) 0.0095(10) -0.0020(9) C8 0.0339(14) 0.0236(11) 0.0320(13) 0.0004(9) 0.0084(11) -0.0015(10) C2 0.0390(14) 0.0293(12) 0.0331(14) -0.0091(10) 0.0094(11) -0.0019(11) C9 0.0422(15) 0.0256(12) 0.0445(15) -0.0029(10) 0.0118(12) -0.0003(10) C13 0.0348(15) 0.0280(12) 0.0408(15) -0.0059(11) 0.0009(12) 0.0002(11) C12 0.0371(14) 0.0306(12) 0.0362(14) -0.0043(10) 0.0083(11) -0.0041(11) C7 0.0356(14) 0.0232(11) 0.0313(13) 0.0001(10) 0.0083(11) -0.0013(10) C11 0.0320(14) 0.0409(15) 0.0465(16) 0.0012(12) 0.0059(12) 0.0007(11) C4 0.0442(17) 0.0578(18) 0.0464(17) -0.0069(14) -0.0019(13) -0.0054(14) C10 0.0415(15) 0.0317(13) 0.0502(16) 0.0018(12) 0.0118(13) 0.0081(11) C6 0.0448(16) 0.0344(13) 0.0517(17) -0.0032(12) 0.0094(13) -0.0069(12) C3 0.0498(17) 0.0399(14) 0.0328(14) -0.0049(11) 0.0016(12) 0.0014(13) C5 0.0432(17) 0.0520(17) 0.0583(18) -0.0084(14) 0.0075(14) -0.0166(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C14 O2 1.408(3) . ? C14 O1 1.431(3) 1_565 ? Ni1 N7 2.017(2) . ? Ni1 N7 2.017(2) 3 ? Ni1 N4 2.1211(17) . ? Ni1 N4 2.1212(17) 3 ? Ni1 N1 2.1988(19) 3 ? Ni1 N1 2.1989(19) . ? S1 C13 1.620(3) . ? N6 N5 1.341(2) . ? N6 C8 1.360(3) . ? N6 O2 1.376(2) . ? N4 N5 1.301(2) . ? N4 C7 1.384(3) . ? N3 N2 1.327(3) . ? N3 C2 1.361(3) . ? N3 O1 1.379(2) . ? N2 N1 1.315(2) . ? O1 C14 1.431(3) 1_545 ? C1 N1 1.383(3) . ? C1 C2 1.397(3) . ? C1 C6 1.398(3) . ? N7 C13 1.155(3) . ? C8 C7 1.393(3) . ? C8 C9 1.395(3) . ? C2 C3 1.387(3) . ? C9 C10 1.359(3) . ? C12 C11 1.367(3) . ? C12 C7 1.393(3) . ? C11 C10 1.411(3) . ? C4 C3 1.365(3) . ? C4 C5 1.408(4) . ? C6 C5 1.359(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 C14 O1 111.12(18) . 1_565 ? N7 Ni1 N7 180.0 . 3 ? N7 Ni1 N4 89.27(7) . . ? N7 Ni1 N4 90.73(7) 3 . ? N7 Ni1 N4 90.73(7) . 3 ? N7 Ni1 N4 89.27(7) 3 3 ? N4 Ni1 N4 180.0 . 3 ? N7 Ni1 N1 91.11(8) . 3 ? N7 Ni1 N1 88.89(8) 3 3 ? N4 Ni1 N1 86.61(7) . 3 ? N4 Ni1 N1 93.38(7) 3 3 ? N7 Ni1 N1 88.89(8) . . ? N7 Ni1 N1 91.11(8) 3 . ? N4 Ni1 N1 93.38(7) . . ? N4 Ni1 N1 86.62(7) 3 . ? N1 Ni1 N1 180.0 3 . ? N5 N6 C8 113.00(17) . . ? N5 N6 O2 116.21(17) . . ? C8 N6 O2 127.70(17) . . ? N5 N4 C7 109.64(17) . . ? N5 N4 Ni1 118.71(14) . . ? C7 N4 Ni1 130.99(15) . . ? N6 O2 C14 113.44(17) . . ? N2 N3 C2 113.60(18) . . ? N2 N3 O1 117.91(18) . . ? C2 N3 O1 128.5(2) . . ? N1 N2 N3 106.93(18) . . ? N3 O1 C14 110.33(16) . 1_545 ? N4 N5 N6 106.60(17) . . ? N1 C1 C2 108.5(2) . . ? N1 C1 C6 131.6(2) . . ? C2 C1 C6 119.9(2) . . ? N2 N1 C1 108.76(18) . . ? N2 N1 Ni1 114.18(14) . . ? C1 N1 Ni1 134.30(15) . . ? C13 N7 Ni1 171.0(2) . . ? N6 C8 C7 102.67(18) . . ? N6 C8 C9 134.0(2) . . ? C7 C8 C9 123.3(2) . . ? N3 C2 C3 134.1(2) . . ? N3 C2 C1 102.2(2) . . ? C3 C2 C1 123.6(2) . . ? C10 C9 C8 115.3(2) . . ? N7 C13 S1 178.4(2) . . ? C11 C12 C7 116.9(2) . . ? N4 C7 C8 107.91(19) . . ? N4 C7 C12 131.8(2) . . ? C8 C7 C12 120.2(2) . . ? C12 C11 C10 121.8(2) . . ? C3 C4 C5 122.3(3) . . ? C9 C10 C11 122.4(2) . . ? C5 C6 C1 116.8(2) . . ? C4 C3 C2 115.1(2) . . ? C6 C5 C4 122.2(2) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.51 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.442 _refine_diff_density_min -0.359 _refine_diff_density_rms 0.054 _database_code_depnum_ccdc_archive 'CCDC 945176' ####################################################################### # # 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_3 #TrackingRef 'Complex-5.cif' _audit_creation_date 12-03-19 _audit_creation_method CRYSTALS_ver_14.21 _oxford_structure_analysis_title 'ju535 in P -1' _chemical_name_systematic ? _chemical_melting_point ? # 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)" # _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 9.6417(6) _cell_length_b 10.2640(6) _cell_length_c 11.8286(6) _cell_angle_alpha 66.695(6) _cell_angle_beta 67.466(5) _cell_angle_gamma 64.424(6) _cell_volume 937.30(9) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z 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' 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' Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421 1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 1 # Given Formula = C10 H25 N6 Ni1 O3 S1 # Dc = 1.31 Fooo = 410.00 Mu = 11.64 M = 368.12 # Found Formula = C16 H14 N7 Ni0.50 O2 S1 # Dc = 1.41 FOOO = 410.00 Mu = 6.86 M = 397.75 _chemical_formula_sum 'C32 H28 N14 Ni1 O4 S2' _chemical_formula_moiety 'C32 H28 N14 Ni1 O4 S2' _chemical_compound_source ? _chemical_formula_weight 795.48 _cell_measurement_reflns_used 4044 _cell_measurement_theta_min 3 _cell_measurement_theta_max 29 _cell_measurement_temperature 293 _exptl_crystal_description square _exptl_crystal_colour blue _exptl_crystal_size_min 0.126 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_max 0.340 _exptl_crystal_density_diffrn 1.411 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 410 _exptl_absorpt_coefficient_mu 0.686 # Sheldrick geometric approximatio 0.87 0.92 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; Analytical Absorption (De Meulenaer & Tompa, 1965) ; _exptl_absorpt_correction_T_min 0.85 _exptl_absorpt_correction_T_max 0.92 _diffrn_measurement_device_type 'Oxford Diffraction Gemini' _diffrn_measurement_device 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 'Gemini, (Oxford Diffraction, 2006)' _computing_cell_refinement 'CrysAlis, (Oxford Diffraction, 2002)' _computing_data_reduction 'CrysAlis, (Oxford Diffraction, 2002)' _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 293 _diffrn_reflns_number 8397 _reflns_number_total 4385 _diffrn_reflns_av_R_equivalents 0.024 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 4385 # Theoretical number of reflections is about 10299 _diffrn_reflns_theta_min 3.386 _diffrn_reflns_theta_max 29.360 _diffrn_measured_fraction_theta_max 0.849 _diffrn_reflns_theta_full 25.250 _diffrn_measured_fraction_theta_full 0.943 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 10 _reflns_limit_h_min -11 _reflns_limit_h_max 12 _reflns_limit_k_min -12 _reflns_limit_k_max 13 _reflns_limit_l_min 0 _reflns_limit_l_max 14 _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 -0.38 _refine_diff_density_max 0.52 # 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 3184 _refine_ls_number_restraints 0 _refine_ls_number_parameters 241 _oxford_refine_ls_R_factor_ref 0.0349 _refine_ls_wR_factor_ref 0.0460 _refine_ls_goodness_of_fit_ref 1.0813 _refine_ls_shift/su_max 0.0003924 _refine_ls_shift/su_mean 0.0000305 # The values computed from all data _oxford_reflns_number_all 4376 _refine_ls_R_factor_all 0.0542 _refine_ls_wR_factor_all 0.0619 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 3533 _refine_ls_R_factor_gt 0.0398 _refine_ls_wR_factor_gt 0.0486 # 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: 11.8 -3.15 9.87 ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atoms attached 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 _atom_site_attached_hydrogens Ni1 Ni 0.5000 1.0000 0.5000 0.0377 1.0000 Uani S . . . . . N2 N 0.56089(19) 0.80217(18) 0.44798(15) 0.0421 1.0000 Uani . . . . . . N1 N 0.5888(2) 0.66988(19) 0.53117(16) 0.0436 1.0000 Uani . . . . . . N4 N 0.6458(2) 0.56883(18) 0.46743(16) 0.0446 1.0000 Uani . . . . . . O5 O 0.66980(17) 0.42051(16) 0.53256(15) 0.0509 1.0000 Uani . . . . . . C1 C 0.8386(3) 0.3363(3) 0.5218(2) 0.0578 1.0000 Uani . . . . . . C7 C 0.8483(3) 0.1738(3) 0.5799(3) 0.0632 1.0000 Uani . . . . . . C8 C 0.8032(3) 0.1276(3) 0.7222(3) 0.0693 1.0000 Uani . . . . . . O9 O 0.90628(18) 0.1447(2) 0.77495(17) 0.0631 1.0000 Uani . . . . . . N10 N 1.0554(2) 0.0416(2) 0.75349(18) 0.0512 1.0000 Uani . . . . . . N6 N 1.1648(2) 0.0756(2) 0.64764(17) 0.0480 1.0000 Uani . . . . . . N7 N 1.29726(19) -0.03804(19) 0.65410(16) 0.0440 1.0000 Uani . . . . . . C13 C 1.2709(2) -0.1453(2) 0.76833(19) 0.0426 1.0000 Uani . . . . . . C14 C 1.1132(3) -0.0942(2) 0.8339(2) 0.0474 1.0000 Uani . . . . . . C15 C 1.3725(3) -0.2844(2) 0.8245(2) 0.0518 1.0000 Uani . . . . . . C16 C 1.3062(3) -0.3622(3) 0.9428(2) 0.0621 1.0000 Uani . . . . . . C17 C 1.1454(4) -0.3077(3) 1.0065(2) 0.0693 1.0000 Uani . . . . . . C18 C 0.6546(2) 0.6307(2) 0.34115(19) 0.0450 1.0000 Uani . . . . . . C19 C 0.5996(2) 0.7834(2) 0.32882(18) 0.0410 1.0000 Uani . . . . . . C20 C 0.5918(2) 0.8876(3) 0.20808(19) 0.0471 1.0000 Uani . . . . . . C21 C 0.6396(3) 0.8285(3) 0.1084(2) 0.0560 1.0000 Uani . . . . . . C22 C 0.6945(3) 0.6729(3) 0.1239(2) 0.0655 1.0000 Uani . . . . . . N23 N 0.6443(2) 0.8844(2) 0.61978(16) 0.0453 1.0000 Uani . . . . . . C24 C 0.7302(2) 0.8123(2) 0.68412(18) 0.0408 1.0000 Uani . . . . . . S25 S 0.84948(9) 0.71393(10) 0.77799(6) 0.0780 1.0000 Uani . . . . . . C2 C 1.0452(3) -0.1736(3) 0.9543(2) 0.0646 1.0000 Uani . . . . . . C4 C 0.7035(3) 0.5707(3) 0.2393(2) 0.0598 1.0000 Uani . . . . . . H11 H 0.8786 0.3693 0.5681 0.0688 1.0000 Uiso R . . . . . H12 H 0.8951 0.3571 0.4323 0.0693 1.0000 Uiso R . . . . . H71 H 0.9565 0.1139 0.5486 0.0759 1.0000 Uiso R . . . . . H72 H 0.7774 0.1531 0.5514 0.0766 1.0000 Uiso R . . . . . H82 H 0.6958 0.1936 0.7553 0.0836 1.0000 Uiso R . . . . . H81 H 0.8070 0.0228 0.7534 0.0831 1.0000 Uiso R . . . . . H151 H 1.4801 -0.3214 0.7812 0.0618 1.0000 Uiso R . . . . . H161 H 1.3699 -0.4552 0.9829 0.0745 1.0000 Uiso R . . . . . H171 H 1.1049 -0.3655 1.0846 0.0821 1.0000 Uiso R . . . . . H201 H 0.5573 0.9917 0.1968 0.0561 1.0000 Uiso R . . . . . H211 H 0.6366 0.8944 0.0272 0.0669 1.0000 Uiso R . . . . . H221 H 0.7260 0.6383 0.0517 0.0778 1.0000 Uiso R . . . . . H21 H 0.9384 -0.1350 0.9960 0.0770 1.0000 Uiso R . . . . . H41 H 0.7406 0.4658 0.2507 0.0709 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 Ni1 0.03534(18) 0.03873(19) 0.03512(19) -0.00511(13) -0.01127(13) -0.01141(14) N2 0.0428(8) 0.0425(8) 0.0377(8) -0.0080(7) -0.0105(7) -0.0139(7) N1 0.0424(8) 0.0430(9) 0.0394(8) -0.0080(7) -0.0090(7) -0.0133(7) N4 0.0456(9) 0.0384(8) 0.0441(9) -0.0081(7) -0.0091(7) -0.0140(7) O5 0.0425(7) 0.0388(7) 0.0599(9) -0.0069(6) -0.0103(7) -0.0119(6) C1 0.0419(11) 0.0563(13) 0.0610(14) -0.0099(11) -0.0121(10) -0.0103(10) C7 0.0533(13) 0.0471(12) 0.0916(19) -0.0233(12) -0.0299(13) -0.0051(10) C8 0.0453(12) 0.0558(14) 0.0903(19) 0.0018(13) -0.0190(12) -0.0207(11) O9 0.0420(8) 0.0679(10) 0.0591(10) -0.0179(8) -0.0056(7) -0.0066(7) N10 0.0364(8) 0.0556(10) 0.0475(10) -0.0071(8) -0.0062(7) -0.0132(8) N6 0.0395(8) 0.0514(10) 0.0440(9) -0.0056(8) -0.0087(7) -0.0154(8) N7 0.0373(8) 0.0455(9) 0.0415(9) -0.0042(7) -0.0110(7) -0.0132(7) C13 0.0441(10) 0.0464(10) 0.0402(10) -0.0077(8) -0.0114(8) -0.0208(9) C14 0.0460(11) 0.0533(11) 0.0414(10) -0.0064(9) -0.0108(8) -0.0215(9) C15 0.0510(12) 0.0481(11) 0.0537(12) -0.0057(9) -0.0175(10) -0.0181(9) C16 0.0719(16) 0.0556(13) 0.0547(13) 0.0045(11) -0.0257(12) -0.0269(12) C17 0.0803(17) 0.0710(16) 0.0498(13) 0.0063(12) -0.0153(12) -0.0409(14) C18 0.0404(10) 0.0483(11) 0.0427(10) -0.0108(8) -0.0067(8) -0.0164(9) C19 0.0354(9) 0.0483(10) 0.0382(9) -0.0115(8) -0.0063(7) -0.0160(8) C20 0.0430(10) 0.0518(11) 0.0412(10) -0.0070(9) -0.0084(8) -0.0182(9) C21 0.0525(12) 0.0707(15) 0.0385(10) -0.0123(10) -0.0064(9) -0.0218(11) C22 0.0732(16) 0.0785(17) 0.0468(13) -0.0282(12) -0.0068(11) -0.0244(14) N23 0.0451(9) 0.0466(9) 0.0412(9) -0.0073(7) -0.0149(7) -0.0135(7) C24 0.0409(10) 0.0394(9) 0.0351(9) -0.0090(8) -0.0062(8) -0.0113(8) S25 0.0666(4) 0.0889(5) 0.0501(3) -0.0034(3) -0.0307(3) -0.0014(4) C2 0.0566(13) 0.0782(17) 0.0478(12) -0.0049(12) -0.0026(10) -0.0331(13) C4 0.0672(15) 0.0595(14) 0.0533(13) -0.0254(11) -0.0083(11) -0.0187(12) _refine_ls_extinction_method None _oxford_refine_ls_scale 6.211(12) 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 Ni1 . N7 1_465 2.1585(16) yes Ni1 . N7 2_766 2.1585(16) yes Ni1 . N2 2_676 2.1281(17) yes Ni1 . N23 2_676 2.0260(18) yes Ni1 . N2 . 2.1281(17) yes Ni1 . N23 . 2.0260(18) yes N2 . N1 . 1.309(2) yes N2 . C19 . 1.382(3) yes N1 . N4 . 1.324(2) yes N4 . O5 . 1.367(2) yes N4 . C18 . 1.356(3) yes O5 . C1 . 1.457(3) yes C1 . C7 . 1.507(3) yes C1 . H11 . 0.992 no C1 . H12 . 0.971 no C7 . C8 . 1.494(4) yes C7 . H71 . 0.965 no C7 . H72 . 0.991 no C8 . O9 . 1.457(3) yes C8 . H82 . 0.989 no C8 . H81 . 0.977 no O9 . N10 . 1.367(2) yes N10 . N6 . 1.327(2) yes N10 . C14 . 1.357(3) yes N6 . N7 . 1.310(2) yes N7 . C13 . 1.380(3) yes C13 . C14 . 1.384(3) yes C13 . C15 . 1.407(3) yes C14 . C2 . 1.396(3) yes C15 . C16 . 1.369(3) yes C15 . H151 . 0.942 no C16 . C17 . 1.405(4) yes C16 . H161 . 0.934 no C17 . C2 . 1.358(4) yes C17 . H171 . 0.921 no C18 . C19 . 1.384(3) yes C18 . C4 . 1.397(3) yes C19 . C20 . 1.412(3) yes C20 . C21 . 1.369(3) yes C20 . H201 . 0.940 no C21 . C22 . 1.405(4) yes C21 . H211 . 0.934 no C22 . C4 . 1.360(4) yes C22 . H221 . 0.947 no N23 . C24 . 1.150(3) yes C24 . S25 . 1.632(2) yes C2 . H21 . 0.934 no C4 . H41 . 0.945 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 N7 1_465 Ni1 . N7 2_766 179.995 yes N7 1_465 Ni1 . N2 2_676 85.53(7) yes N7 2_766 Ni1 . N2 2_676 94.47(7) yes N7 1_465 Ni1 . N23 2_676 89.08(7) yes N7 2_766 Ni1 . N23 2_676 90.92(7) yes N2 2_676 Ni1 . N23 2_676 90.31(7) yes N7 1_465 Ni1 . N2 . 94.47(7) yes N7 2_766 Ni1 . N2 . 85.53(7) yes N2 2_676 Ni1 . N2 . 179.995 yes N23 2_676 Ni1 . N2 . 89.69(7) yes N7 1_465 Ni1 . N23 . 90.92(7) yes N7 2_766 Ni1 . N23 . 89.08(7) yes N2 2_676 Ni1 . N23 . 89.69(7) yes N23 2_676 Ni1 . N23 . 179.994 yes N2 . Ni1 . N23 . 90.31(7) yes Ni1 . N2 . N1 . 120.82(13) yes Ni1 . N2 . C19 . 129.57(13) yes N1 . N2 . C19 . 108.99(16) yes N2 . N1 . N4 . 106.82(16) yes N1 . N4 . O5 . 119.54(16) yes N1 . N4 . C18 . 113.30(16) yes O5 . N4 . C18 . 126.59(18) yes N4 . O5 . C1 . 111.18(15) yes O5 . C1 . C7 . 105.05(19) yes O5 . C1 . H11 . 109.4 no C7 . C1 . H11 . 112.1 no O5 . C1 . H12 . 108.5 no C7 . C1 . H12 . 112.2 no H11 . C1 . H12 . 109.4 no C1 . C7 . C8 . 113.8(2) yes C1 . C7 . H71 . 107.2 no C8 . C7 . H71 . 109.7 no C1 . C7 . H72 . 110.1 no C8 . C7 . H72 . 107.8 no H71 . C7 . H72 . 108.1 no C7 . C8 . O9 . 112.6(2) yes C7 . C8 . H82 . 110.5 no O9 . C8 . H82 . 104.4 no C7 . C8 . H81 . 109.5 no O9 . C8 . H81 . 109.3 no H82 . C8 . H81 . 110.5 no C8 . O9 . N10 . 110.82(19) yes O9 . N10 . N6 . 119.54(17) yes O9 . N10 . C14 . 127.34(18) yes N6 . N10 . C14 . 112.95(17) yes N10 . N6 . N7 . 107.09(16) yes Ni1 1_645 N7 . N6 . 114.00(12) yes Ni1 1_645 N7 . C13 . 136.74(13) yes N6 . N7 . C13 . 108.76(16) yes N7 . C13 . C14 . 108.34(18) yes N7 . C13 . C15 . 132.09(19) yes C14 . C13 . C15 . 119.54(19) yes C13 . C14 . N10 . 102.85(17) yes C13 . C14 . C2 . 124.0(2) yes N10 . C14 . C2 . 133.2(2) yes C13 . C15 . C16 . 116.6(2) yes C13 . C15 . H151 . 120.8 no C16 . C15 . H151 . 122.6 no C15 . C16 . C17 . 122.5(2) yes C15 . C16 . H161 . 119.0 no C17 . C16 . H161 . 118.4 no C16 . C17 . C2 . 121.9(2) yes C16 . C17 . H171 . 119.6 no C2 . C17 . H171 . 118.5 no N4 . C18 . C19 . 102.83(18) yes N4 . C18 . C4 . 133.6(2) yes C19 . C18 . C4 . 123.6(2) yes C18 . C19 . N2 . 108.05(17) yes C18 . C19 . C20 . 119.95(19) yes N2 . C19 . C20 . 132.00(19) yes C19 . C20 . C21 . 116.3(2) yes C19 . C20 . H201 . 121.6 no C21 . C20 . H201 . 122.1 no C20 . C21 . C22 . 122.4(2) yes C20 . C21 . H211 . 118.4 no C22 . C21 . H211 . 119.1 no C21 . C22 . C4 . 122.2(2) yes C21 . C22 . H221 . 118.8 no C4 . C22 . H221 . 119.0 no Ni1 . N23 . C24 . 176.02(17) yes N23 . C24 . S25 . 178.22(19) yes C14 . C2 . C17 . 115.4(2) yes C14 . C2 . H21 . 121.6 no C17 . C2 . H21 . 122.9 no C18 . C4 . C22 . 115.5(2) yes C18 . C4 . H41 . 121.6 no C22 . C4 . H41 . 122.9 no _iucr_refine_instruction_details_constraints ; # # Punched on 19/03/12 at 10:40:02 # #LIST 12 BLOCK SCALE X'S, U'S RIDE C ( 1,X'S) H ( 11,X'S) H ( 12,X'S) RIDE C ( 7,X'S) H ( 71,X'S) H ( 72,X'S) RIDE C ( 8,X'S) H ( 82,X'S) H ( 81,X'S) RIDE C ( 15,X'S) H ( 151,X'S) RIDE C ( 16,X'S) H ( 161,X'S) RIDE C ( 17,X'S) H ( 171,X'S) RIDE C ( 20,X'S) H ( 201,X'S) RIDE C ( 21,X'S) H ( 211,X'S) RIDE C ( 22,X'S) H ( 221,X'S) RIDE C ( 2,X'S) H ( 21,X'S) RIDE C ( 4,X'S) H ( 41,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 19/03/12 at 10:40:02 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) END ; _database_code_depnum_ccdc_archive 'CCDC 882003' ####################################################################### # # 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_2 #TrackingRef 'Complex-4.cif' _audit_creation_date 12-03-19 _audit_creation_method CRYSTALS_ver_14.21 _oxford_structure_analysis_title 'ju536 in C 2/c' _chemical_name_systematic ? _chemical_melting_point ? # 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)" # _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 10.9405(3) _cell_length_b 25.4462(6) _cell_length_c 13.6306(4) _cell_angle_alpha 90.0 _cell_angle_beta 95.718(2) _cell_angle_gamma 90.0 _cell_volume 3775.78(17) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1 ' _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' 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' Co 0.3494 0.9721 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1692 1.0118 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C17 H16 Co1 N7 O2 S1 # Dc = 1.55 Fooo = 1700.00 Mu = 10.49 M = 441.36 # Found Formula = C17 H16 Co0.50 N7 O2 S1 # Dc = 1.45 FOOO = 1700.00 Mu = 6.24 M = 411.89 _chemical_formula_sum 'C34 H32 Co1 N14 O4 S2' _chemical_formula_moiety 'C34 H32 Co1 N14 O4 S2' _chemical_compound_source ? _chemical_formula_weight 823.77 _cell_measurement_reflns_used 7174 _cell_measurement_theta_min 3 _cell_measurement_theta_max 29 _cell_measurement_temperature 293 _exptl_crystal_description needle _exptl_crystal_colour orange _exptl_crystal_size_min 0.076 _exptl_crystal_size_mid 0.110 _exptl_crystal_size_max 0.868 _exptl_crystal_density_diffrn 1.449 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1700 _exptl_absorpt_coefficient_mu 0.624 # Sheldrick geometric approximatio 0.93 0.95 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; Analytical Absorption (De Meulenaer & Tompa, 1965) ; _exptl_absorpt_correction_T_min 0.76 _exptl_absorpt_correction_T_max 0.95 _diffrn_measurement_device_type 'Oxford Diffraction Gemini' _diffrn_measurement_device 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 'Gemini, (Oxford Diffraction, 2006)' _computing_cell_refinement 'CrysAlis, (Oxford Diffraction, 2002)' _computing_data_reduction 'CrysAlis, (Oxford Diffraction, 2002)' _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 293 _diffrn_reflns_number 19940 _reflns_number_total 4744 _diffrn_reflns_av_R_equivalents 0.024 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 4744 # Theoretical number of reflections is about 10443 _diffrn_reflns_theta_min 3.004 _diffrn_reflns_theta_max 29.448 _diffrn_measured_fraction_theta_max 0.906 _diffrn_reflns_theta_full 25.031 _diffrn_measured_fraction_theta_full 0.978 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _reflns_limit_h_min -14 _reflns_limit_h_max 14 _reflns_limit_k_min 0 _reflns_limit_k_max 32 _reflns_limit_l_min 0 _reflns_limit_l_max 18 _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 -0.64 _refine_diff_density_max 1.14 # 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 3634 _refine_ls_number_restraints 0 _refine_ls_number_parameters 249 _oxford_refine_ls_R_factor_ref 0.0449 _refine_ls_wR_factor_ref 0.0503 _refine_ls_goodness_of_fit_ref 1.0977 _refine_ls_shift/su_max 0.0011478 _refine_ls_shift/su_mean 0.0000387 # The values computed from all data _oxford_reflns_number_all 4733 _refine_ls_R_factor_all 0.0610 _refine_ls_wR_factor_all 0.0526 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 3915 _refine_ls_R_factor_gt 0.0485 _refine_ls_wR_factor_gt 0.0505 # 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: 4.56 -0.125 3.02 ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atoms attached 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 _atom_site_attached_hydrogens N1 N 0.42089(17) 0.59094(7) 0.34057(12) 0.0334 1.0000 Uani . . . . . . C2 C 0.43152(18) 0.57992(8) 0.44069(14) 0.0288 1.0000 Uani . . . . . . C3 C 0.5048(2) 0.60207(8) 0.52053(14) 0.0339 1.0000 Uani . . . . . . C4 C 0.4937(2) 0.58067(9) 0.61170(15) 0.0393 1.0000 Uani . . . . . . C5 C 0.4140(2) 0.53849(9) 0.62555(15) 0.0404 1.0000 Uani . . . . . . C6 C 0.3418(2) 0.51609(9) 0.54918(16) 0.0360 1.0000 Uani . . . . . . C7 C 0.35317(18) 0.53841(8) 0.45639(14) 0.0294 1.0000 Uani . . . . . . N8 N 0.30101(16) 0.52750(7) 0.36416(12) 0.0335 1.0000 Uani . . . . . . N9 N 0.34084(17) 0.55850(7) 0.29548(13) 0.0361 1.0000 Uani . . . . . . O10 O 0.21633(14) 0.48943(6) 0.33640(12) 0.0397 1.0000 Uani . . . . . . C11 C 0.0930(2) 0.50814(11) 0.3517(2) 0.0507 1.0000 Uani . . . . . . C12 C 0.0056(2) 0.46696(11) 0.30598(19) 0.0495 1.0000 Uani . . . . . . N21 N 0.41644(18) 0.71376(7) 0.33079(13) 0.0381 1.0000 Uani . . . . . . C22 C 0.3691(2) 0.76151(9) 0.29835(17) 0.0373 1.0000 Uani . . . . . . C23 C 0.3408(2) 0.78178(10) 0.2028(2) 0.0473 1.0000 Uani . . . . . . C24 C 0.2987(3) 0.83265(12) 0.1961(3) 0.0599 1.0000 Uani . . . . . . C25 C 0.2820(3) 0.86270(12) 0.2796(3) 0.0657 1.0000 Uani . . . . . . C26 C 0.3062(3) 0.84387(11) 0.3730(3) 0.0614 1.0000 Uani . . . . . . C27 C 0.3516(2) 0.79211(9) 0.37980(19) 0.0434 1.0000 Uani . . . . . . N28 N 0.3901(2) 0.76010(8) 0.45608(15) 0.0469 1.0000 Uani . . . . . . N29 N 0.4268(2) 0.71310(8) 0.42742(14) 0.0433 1.0000 Uani . . . . . . O30 O 0.3764(2) 0.76911(9) 0.55268(15) 0.0705 1.0000 Uani . . . . . . C31 C 0.4886(5) 0.76755(17) 0.6112(2) 0.0874 1.0000 Uani . . . . . . C32 C 0.4517(5) 0.7769(3) 0.7139(3) 0.1250 1.0000 Uani . . . . . . N41 N 0.34075(18) 0.64920(8) 0.15341(14) 0.0408 1.0000 Uani . . . . . . C42 C 0.2520(2) 0.63080(9) 0.11528(16) 0.0390 1.0000 Uani . . . . . . S43 S 0.12833(7) 0.60425(4) 0.05982(7) 0.0736 1.0000 Uani . . . . . . Co1 Co 0.5000 0.651174(16) 0.2500 0.0304 1.0000 Uani S T . . . . H31 H 0.5605 0.6306 0.5111 0.0415 1.0000 Uiso R . . . . . H41 H 0.5435 0.5949 0.6687 0.0473 1.0000 Uiso R . . . . . H51 H 0.4114 0.5249 0.6916 0.0495 1.0000 Uiso R . . . . . H61 H 0.2870 0.4868 0.5576 0.0444 1.0000 Uiso R . . . . . H112 H 0.0776 0.5429 0.3180 0.0634 1.0000 Uiso R . . . . . H111 H 0.0860 0.5126 0.4225 0.0634 1.0000 Uiso R . . . . . H121 H -0.0763 0.4734 0.3286 0.0623 1.0000 Uiso R . . . . . H122 H 0.0353 0.4317 0.3307 0.0626 1.0000 Uiso R . . . . . H231 H 0.3503 0.7607 0.1440 0.0593 1.0000 Uiso R . . . . . H241 H 0.2800 0.8484 0.1311 0.0719 1.0000 Uiso R . . . . . H251 H 0.2524 0.8978 0.2709 0.0806 1.0000 Uiso R . . . . . H261 H 0.2949 0.8639 0.4323 0.0757 1.0000 Uiso R . . . . . H312 H 0.5483 0.7944 0.5915 0.1105 1.0000 Uiso R . . . . . H311 H 0.5319 0.7330 0.6079 0.1103 1.0000 Uiso R . . . . . H321 H 0.4065 0.8101 0.7163 0.1619 1.0000 Uiso R . . . . . H322 H 0.3927 0.7499 0.7297 0.1619 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 N1 0.0389(9) 0.0362(9) 0.0244(8) -0.0014(7) -0.0003(7) -0.0026(7) C2 0.0324(10) 0.0290(9) 0.0249(9) -0.0003(7) 0.0020(7) 0.0014(7) C3 0.0382(11) 0.0346(10) 0.0285(9) -0.0018(8) 0.0007(8) -0.0020(8) C4 0.0457(12) 0.0451(12) 0.0258(9) -0.0018(8) -0.0028(8) -0.0009(10) C5 0.0500(13) 0.0438(12) 0.0271(9) 0.0073(9) 0.0033(9) 0.0020(10) C6 0.0371(11) 0.0356(11) 0.0356(10) 0.0058(8) 0.0048(8) -0.0008(8) C7 0.0290(9) 0.0311(9) 0.0275(9) -0.0021(7) 0.0002(7) 0.0023(8) N8 0.0348(9) 0.0339(9) 0.0310(8) -0.0025(7) -0.0014(7) -0.0051(7) N9 0.0406(10) 0.0386(9) 0.0281(8) -0.0017(7) -0.0013(7) -0.0034(7) O10 0.0322(8) 0.0377(8) 0.0475(9) -0.0070(7) -0.0040(6) -0.0051(6) C11 0.0351(12) 0.0610(16) 0.0549(14) -0.0133(12) -0.0009(11) -0.0005(11) C12 0.0347(12) 0.0582(15) 0.0534(14) 0.0055(12) -0.0065(10) -0.0065(11) N21 0.0453(10) 0.0355(9) 0.0337(9) 0.0003(7) 0.0057(8) 0.0036(8) C22 0.0336(10) 0.0355(11) 0.0436(12) 0.0023(9) 0.0069(9) -0.0002(8) C23 0.0386(12) 0.0525(14) 0.0503(13) 0.0102(11) 0.0021(10) 0.0042(10) C24 0.0457(14) 0.0580(16) 0.0756(19) 0.0240(15) 0.0047(13) 0.0090(12) C25 0.0546(17) 0.0429(14) 0.101(3) 0.0165(15) 0.0151(16) 0.0104(12) C26 0.0571(16) 0.0429(14) 0.087(2) -0.0099(14) 0.0235(15) 0.0046(12) C27 0.0413(12) 0.0387(12) 0.0522(14) -0.0021(10) 0.0151(10) -0.0010(9) N28 0.0593(13) 0.0452(11) 0.0384(10) -0.0088(8) 0.0166(9) -0.0016(10) N29 0.0569(12) 0.0410(10) 0.0330(9) -0.0009(8) 0.0098(8) 0.0006(9) O30 0.0930(16) 0.0819(15) 0.0416(10) -0.0193(10) 0.0319(11) -0.0107(13) C31 0.132(4) 0.093(3) 0.0370(15) -0.0075(16) 0.0064(19) -0.017(2) C32 0.136(4) 0.194(6) 0.0433(19) -0.016(3) 0.004(2) 0.006(4) N41 0.0409(10) 0.0465(11) 0.0340(9) 0.0022(8) -0.0013(8) 0.0013(9) C42 0.0399(12) 0.0429(12) 0.0342(10) 0.0018(9) 0.0029(9) 0.0083(9) S43 0.0476(4) 0.0782(6) 0.0902(6) -0.0162(5) -0.0166(4) -0.0047(4) Co1 0.0357(2) 0.0318(2) 0.02339(18) 0.0000 0.00094(14) 0.0000 _refine_ls_extinction_method None _oxford_refine_ls_scale 1.280(2) 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 N1 . C2 . 1.387(2) yes N1 . N9 . 1.311(2) yes N1 . Co1 . 2.1990(18) yes C2 . C3 . 1.404(3) yes C2 . C7 . 1.390(3) yes C3 . C4 . 1.373(3) yes C3 . H31 . 0.964 no C4 . C5 . 1.407(3) yes C4 . H41 . 0.974 no C5 . C6 . 1.367(3) yes C5 . H51 . 0.967 no C6 . C7 . 1.403(3) yes C6 . H61 . 0.969 no C7 . N8 . 1.357(2) yes N8 . N9 . 1.330(3) yes N8 . O10 . 1.367(2) yes O10 . C11 . 1.465(3) yes C11 . C12 . 1.511(3) yes C11 . H112 . 1.003 no C11 . H111 . 0.983 no C12 . C12 5_555 1.519(5) yes C12 . H121 . 0.990 no C12 . H122 . 1.002 no N21 . C22 . 1.376(3) yes N21 . N29 . 1.311(3) yes N21 . Co1 . 2.1876(19) yes C22 . C23 . 1.406(3) yes C22 . C27 . 1.385(3) yes C23 . C24 . 1.374(4) yes C23 . H231 . 0.979 no C24 . C25 . 1.398(5) yes C24 . H241 . 0.976 no C25 . C26 . 1.361(5) yes C25 . H251 . 0.954 no C26 . C27 . 1.407(4) yes C26 . H261 . 0.974 no C27 . N28 . 1.355(3) yes N28 . N29 . 1.332(3) yes N28 . O30 . 1.359(3) yes O30 . C31 . 1.397(5) yes C31 . C32 . 1.514(5) yes C31 . H312 . 1.001 no C31 . H311 . 1.002 no C32 . C32 5_656 1.371(9) yes C32 . H321 . 0.982 no C32 . H322 . 0.980 no N41 . C42 . 1.154(3) yes N41 . Co1 . 2.0771(19) yes C42 . S43 . 1.630(2) 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 C2 . N1 . N9 . 108.70(16) yes C2 . N1 . Co1 . 133.98(13) yes N9 . N1 . Co1 . 117.23(13) yes N1 . C2 . C3 . 131.84(19) yes N1 . C2 . C7 . 108.22(16) yes C3 . C2 . C7 . 119.93(18) yes C2 . C3 . C4 . 116.6(2) yes C2 . C3 . H31 . 121.3 no C4 . C3 . H31 . 122.2 no C3 . C4 . C5 . 122.4(2) yes C3 . C4 . H41 . 118.8 no C5 . C4 . H41 . 118.8 no C4 . C5 . C6 . 122.3(2) yes C4 . C5 . H51 . 118.2 no C6 . C5 . H51 . 119.5 no C5 . C6 . C7 . 114.9(2) yes C5 . C6 . H61 . 123.2 no C7 . C6 . H61 . 121.9 no C6 . C7 . C2 . 123.90(18) yes C6 . C7 . N8 . 133.3(2) yes C2 . C7 . N8 . 102.81(17) yes C7 . N8 . N9 . 113.18(17) yes C7 . N8 . O10 . 127.76(17) yes N9 . N8 . O10 . 119.06(16) yes N8 . N9 . N1 . 107.09(16) yes N8 . O10 . C11 . 109.79(17) yes O10 . C11 . C12 . 105.7(2) yes O10 . C11 . H112 . 109.7 no C12 . C11 . H112 . 110.6 no O10 . C11 . H111 . 109.9 no C12 . C11 . H111 . 112.1 no H112 . C11 . H111 . 108.8 no C12 5_555 C12 . C11 . 113.5(2) yes C12 5_555 C12 . H121 . 109.1 no C11 . C12 . H121 . 108.2 no C12 5_555 C12 . H122 . 109.2 no C11 . C12 . H122 . 108.2 no H121 . C12 . H122 . 108.5 no C22 . N21 . N29 . 109.04(18) yes C22 . N21 . Co1 . 130.07(15) yes N29 . N21 . Co1 . 119.86(15) yes N21 . C22 . C23 . 131.5(2) yes N21 . C22 . C27 . 108.5(2) yes C23 . C22 . C27 . 120.1(2) yes C22 . C23 . C24 . 116.6(3) yes C22 . C23 . H231 . 121.7 no C24 . C23 . H231 . 121.7 no C23 . C24 . C25 . 122.1(3) yes C23 . C24 . H241 . 119.0 no C25 . C24 . H241 . 118.9 no C24 . C25 . C26 . 122.7(3) yes C24 . C25 . H251 . 118.8 no C26 . C25 . H251 . 118.6 no C25 . C26 . C27 . 115.2(3) yes C25 . C26 . H261 . 124.2 no C27 . C26 . H261 . 120.6 no C26 . C27 . C22 . 123.4(3) yes C26 . C27 . N28 . 133.9(3) yes C22 . C27 . N28 . 102.7(2) yes C27 . N28 . N29 . 113.23(19) yes C27 . N28 . O30 . 125.9(2) yes N29 . N28 . O30 . 120.1(2) yes N28 . N29 . N21 . 106.54(19) yes N28 . O30 . C31 . 111.9(2) yes O30 . C31 . C32 . 102.9(4) yes O30 . C31 . H312 . 112.8 no C32 . C31 . H312 . 112.5 no O30 . C31 . H311 . 113.1 no C32 . C31 . H311 . 110.5 no H312 . C31 . H311 . 105.3 no C31 . C32 . C32 5_656 114.0(6) yes C31 . C32 . H321 . 110.4 no C32 5_656 C32 . H321 . 109.3 no C31 . C32 . H322 . 109.7 no C32 5_656 C32 . H322 . 108.6 no H321 . C32 . H322 . 104.5 no C42 . N41 . Co1 . 155.55(19) yes N41 . C42 . S43 . 178.9(2) yes N21 . Co1 . N21 5_655 86.56(10) yes N21 . Co1 . N1 5_655 176.10(7) yes N21 5_655 Co1 . N1 5_655 90.99(7) yes N21 . Co1 . N1 . 90.99(7) yes N21 5_655 Co1 . N1 . 176.10(7) yes N1 5_655 Co1 . N1 . 91.62(9) yes N21 . Co1 . N41 . 88.31(8) yes N21 5_655 Co1 . N41 . 93.71(8) yes N1 5_655 Co1 . N41 . 88.82(7) yes N1 . Co1 . N41 . 89.24(7) yes N21 . Co1 . N41 5_655 93.71(8) yes N21 5_655 Co1 . N41 5_655 88.31(8) yes N1 5_655 Co1 . N41 5_655 89.24(7) yes N1 . Co1 . N41 5_655 88.82(7) yes N41 . Co1 . N41 5_655 177.22(11) yes _iucr_refine_instruction_details_constraints ; # # Punched on 19/03/12 at 11:03:57 # #LIST 12 BLOCK SCALE X'S, U'S RIDE C ( 3,X'S) H ( 31,X'S) RIDE C ( 4,X'S) H ( 41,X'S) RIDE C ( 5,X'S) H ( 51,X'S) RIDE C ( 6,X'S) H ( 61,X'S) RIDE C ( 11,X'S) H ( 112,X'S) H ( 111,X'S) RIDE C ( 12,X'S) H ( 121,X'S) H ( 122,X'S) RIDE C ( 23,X'S) H ( 231,X'S) RIDE C ( 24,X'S) H ( 241,X'S) RIDE C ( 25,X'S) H ( 251,X'S) RIDE C ( 26,X'S) H ( 261,X'S) RIDE C ( 31,X'S) H ( 312,X'S) H ( 311,X'S) RIDE C ( 32,X'S) H ( 321,X'S) H ( 322,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 19/03/12 at 11:03:57 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) END ; _database_code_depnum_ccdc_archive 'CCDC 882002'