# 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_[Ni(dpk)(2,5-PDC)(C2H6O)]C2H6O _database_code_depnum_ccdc_archive 'CCDC 922788' _audit_creation_method 'Jana2006 Version : 01/07/2011' # CHEMICAL INFORMATION _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C22 H18 N3 Ni1 O7, C2 H6 O' _chemical_formula_sum 'C24 H24 N3 Ni1 O8' _chemical_formula_weight 541.2 _chemical_compound_source 'synthesis as described' #======================================================================= # 6. POWDER SPECIMEN AND CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,-y,-z _cell_length_a 8.447(4) _cell_length_b 11.013(6) _cell_length_c 14.285(6) _cell_angle_alpha 107.72(3) _cell_angle_beta 100.94(2) _cell_angle_gamma 97.82(3) _cell_volume 1215.8(10) _cell_formula_units_Z 2 _cell_measurement_temperature 293 _cell_special_details ; ? ; _exptl_crystal_density_diffrn 1.4778 _exptl_crystal_F_000 533 _exptl_absorpt_coefficient_mu 1.581 #======================================================================= # EXPERIMENTAL DATA _diffrn_ambient_temperature 293 _diffrn_radiation_type X-ray _diffrn_radiation_wavelength 1.54051 _pd_meas_number_of_points 1751 _pd_meas_2theta_range_min 5.000 _pd_meas_2theta_range_max 40.000 _pd_meas_2theta_range_inc 0.02 # REFINEMENT DATA _pd_proc_ls_profile_function Gaussian _pd_proc_ls_background_function 'Manual background' _pd_proc_ls_pref_orient_corr none _pd_proc_ls_prof_R_factor 0.1300 _pd_proc_ls_prof_wR_factor 0.1655 _pd_proc_ls_prof_wR_expected 0.1261 _refine_special_details ; ? ; _refine_ls_number_parameters 11 _refine_ls_number_restraints 25 _refine_ls_number_constraints 0 _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment constr _refine_ls_shift/su_max 0.0031 _refine_ls_shift/su_mean 0.0010 _pd_proc_2theta_range_min 5 _pd_proc_2theta_range_max 40 _pd_proc_2theta_range_inc 0.02 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source _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 C 0.0191 0.0095 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4' 6 5.99 5.958 5.907 5.837 5.749 5.645 5.526 5.396 H 0.0000 0.0000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4' 1 0.9924 0.9704 0.9352 0.8892 0.835 0.7752 0.7125 0.6492 N 0.0329 0.0188 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4' 7 6.991 6.963 6.918 6.855 6.776 6.682 6.574 6.453 Ni -3.1205 0.5234 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4' 28 27.973 27.892 27.759001 27.579 27.356001 27.096001 26.806 26.49 O 0.0516 0.0335 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4' 8 7.992 7.967 7.926 7.869 7.798 7.712 7.612 7.501 # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_adp_type _atom_site_U_iso_or_equiv _atom_site_symmetry_multiplicity _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C6 C 0.151262 0.637313 0.156621 Uiso -0.0081 2 1 d . . . C7 C -0.02476 0.750724 0.529482 Uiso -0.2333 2 1 d . . . C13 C 0.180997 0.177635 0.254617 Uiso -0.2217 2 1 d . . . O1 O 0.19429 0.531045 0.132936 Uiso -0.1926 2 1 d . . . O2 O 0.16227 0.721026 0.114186 Uiso -0.1537 2 1 d . . . O3 O -0.022481 0.67409 0.580986 Uiso -0.1661 2 1 d . . . O4 O -0.036941 0.8661 0.558631 Uiso -0.1916 2 1 d . . . O5 O 0.052795 0.248889 0.258556 Uiso -0.0114 2 1 d . . . O6 O 0.155428 0.071981 0.288815 Uiso 0.1254 2 1 d . . . Ni1 Ni 0.110088 0.397327 0.195012 Uiso -0.1548 2 1 d . . . C1a C 0.095092 0.668678 0.251583 Uiso 0.028 2 1 d . . . C2a C 0.06909 0.788844 0.298485 Uiso 0.0331 2 1 d . . . H2a H 0.08494 0.858343 0.270818 Uiso 0.041 2 1 d . . . C3a C 0.019422 0.806053 0.386873 Uiso 0.031 2 1 d . . . H3a H -0.002141 0.887088 0.419772 Uiso 0.038 2 1 d . . . C4a C 0.001581 0.703572 0.426911 Uiso 0.0246 2 1 d . . . C5a C 0.028955 0.585138 0.37455 Uiso 0.0233 2 1 d . . . H5a H 0.016361 0.51461 0.401461 Uiso 0.029 2 1 d . . . N1a N 0.072305 0.56713 0.287591 Uiso 0.0245 2 1 d . . . C8a C 0.182926 0.222479 0.012228 Uiso 0.0372 2 1 d . . . H8a H 0.178124 0.295709 -0.011824 Uiso 0.045 2 1 d . . . C9a C 0.216531 0.112996 -0.047075 Uiso 0.0494 2 1 d . . . H9a H 0.232312 0.110122 -0.111626 Uiso 0.06 2 1 d . . . C10a C 0.226732 0.007283 -0.011341 Uiso 0.0534 2 1 d . . . H10a H 0.248283 -0.069543 -0.051485 Uiso 0.065 2 1 d . . . C11a C 0.205168 0.014624 0.083643 Uiso 0.0451 2 1 d . . . H11a H 0.215076 -0.05567 0.110883 Uiso 0.055 2 1 d . . . C12a C 0.168887 0.126433 0.137572 Uiso 0.0315 2 1 d . . . N2a N 0.156944 0.228775 0.102863 Uiso 0.0285 2 1 d . . . C14a C 0.329656 0.283026 0.315796 Uiso 0.0505 2 1 d . . . C15a C 0.473016 0.258792 0.369347 Uiso 0.0505 2 1 d . . . H15a H 0.474292 0.176989 0.380433 Uiso 0.061 2 1 d . . . C16a C 0.614465 0.354158 0.406646 Uiso 0.0505 2 1 d . . . H16a H 0.712422 0.337562 0.443242 Uiso 0.061 2 1 d . . . C17a C 0.612556 0.473862 0.390401 Uiso 0.0505 2 1 d . . . H17a H 0.709257 0.539062 0.416011 Uiso 0.061 2 1 d . . . C18a C 0.469196 0.498097 0.336851 Uiso 0.0505 2 1 d . . . H18a H 0.467921 0.579899 0.325765 Uiso 0.061 2 1 d . . . N3a N 0.327747 0.40273 0.299551 Uiso 0.0505 2 1 d . . . C20a C -0.297081 0.387463 0.125627 Uiso 0.0498 2 1 d . . . O7a O -0.144129 0.349239 0.133011 Uiso 0.0348 2 1 d . . . C19a C -0.298144 0.492748 0.075098 Uiso 0.0477 2 0.809 d . . . H7a H -0.133516 0.313801 0.076767 Uiso 0.042 2 1 d . . . H1c20a H -0.314993 0.421841 0.192195 Uiso 0.0598 2 1 d . . . H2c20a H -0.38353 0.31331 0.085677 Uiso 0.0598 2 1 d . . . H1c19a H -0.402644 0.518536 0.070212 Uiso 0.0573 2 0.809 d . . . H2c19a H -0.211899 0.567003 0.115152 Uiso 0.0573 2 0.809 d . . . H3c19a H -0.280552 0.458288 0.008455 Uiso 0.0573 2 0.809 d . . . O8a O 0.678542 0.930731 0.341476 Uiso 0.1291 2 1 d . . . H8aa H 0.679926 0.955789 0.291017 Uiso 0.197 2 1 d . . . C22a C 0.494265 0.847348 0.430796 Uiso 0.0519 2 1 d . . . C23a C 0.49521 0.889732 0.344362 Uiso 0.061 2 1 d . . . H1c22a H 0.38253 0.821789 0.433723 Uiso 0.0623 2 1 d . . . H2c22a H 0.547529 0.774588 0.42417 Uiso 0.0623 2 1 d . . . H3c22a H 0.552111 0.917563 0.49181 Uiso 0.0623 2 1 d . . . H1c23a H 0.443093 0.963133 0.351376 Uiso 0.0732 2 1 d . . . H2c23a H 0.438478 0.819204 0.283287 Uiso 0.0732 2 1 d . . . # MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C6 O1 . . 1.246(2) ? C6 O2 . . 1.2639(15) ? C6 C1a . . 1.505(2) ? C7 O3 . . 1.2810(14) ? C7 O4 . . 1.235(2) ? C7 C4a . . 1.494(2) ? C13 O5 . . 1.4242(18) ? C13 O6 . . 1.395(2) ? C13 C12a . . 1.520(3) ? C13 C14a . . 1.459(3) ? O1 Ni1 . . 2.039(2) ? O5 H5oh . . 0.8122(16) ? O6 H6 . . 0.8344(16) ? Ni1 N1a . . 2.022(4) ? Ni1 N2a . . 2.009(4) ? Ni1 N3a . . 2.088(3) ? Ni1 O7a . . 2.077(4) ? C1a C2a . . 1.358(3) ? C1a N1a . . 1.3707(17) ? C2a H2a . . 0.9669(12) ? C2a C3a . . 1.372(2) ? C3a H3a . . 0.9338(18) ? C3a C4a . . 1.4143(17) ? C4a C5a . . 1.367(3) ? C5a H5a . . 0.9674(12) ? C5a N1a . . 1.326(2) ? C8a H8a . . 0.9704(11) ? C8a C9a . . 1.347(3) ? C8a N2a . . 1.336(2) ? C9a H9a . . 0.9481(17) ? C9a C10a . . 1.4121(17) ? C10a H10a . . 0.9296(18) ? C10a C11a . . 1.382(3) ? C11a H11a . . 0.9724(11) ? C11a C12a . . 1.349(3) ? C12a N2a . . 1.3700(16) ? C14a C15a . . 1.408(2) ? C14a N3a . . 1.407(2) ? C15a H15a . . 0.9617(15) ? C15a C16a . . 1.375(3) ? C16a H16a . . 0.9626(14) ? C16a C17a . . 1.407(2) ? C17a H17a . . 0.9399(19) ? C17a C18a . . 1.408(2) ? C18a H18a . . 0.9617(15) ? C18a N3a . . 1.375(3) ? C20a O7a . . 1.4062(18) ? C20a C19a . . 1.541(2) ? C20a H1c20a . . 0.9606(19) ? C20a H2c20a . . 0.960(2) ? O7a H7a . . 0.8075(16) ? C19a H1c19a . . 0.9599(12) ? C19a H2c19a . . 0.960(2) ? C19a H3c19a . . 0.9606(19) ? O8a H8aa . . 0.8473(9) ? O8a C23a . . 1.565(3) ? C22a C23a . . 1.4463(15) ? C22a H1c22a . . 0.960(2) ? C22a H2c22a . . 0.9621(11) ? C22a H3c22a . . 0.9608(14) ? C23a H1c23a . . 0.9621(11) ? C23a H2c23a . . 0.9608(14) ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag O6 H6 O4 . . 2_566 0.83 1.76 2.5739 166.04 ? O5 H5oh O3 . . 2_566 0.81 1.75 2.5525 171.74 ? C2a H2a O6 . . 1_565 0.97 2.40 3.1762 137.24 ? C5a H5a O3 . . . 0.97 2.46 2.7826 99.02 ? C11a H11a O6 . . . 0.97 2.45 2.7627 97.99 ? O7a H7a O2 . . 2_565 0.81 1.83 2.6361 172.30 ? C22a H1c22a C1a . . . 0.96 2.34 3.2311 155.04 ? C22a H3c22a O8a . . 2_676 0.96 2.26 3.1936 164.05 ? #======================================================================= # POWDER PROFILE loop_ _pd_proc_point_id _pd_proc_2theta_corrected _pd_proc_intensity_net _pd_calc_intensity_net _pd_proc_ls_weight 1 4.8700 77.00 57.00 9.00 2 4.8900 54.00 57.17 7.00 3 4.9100 62.00 57.34 8.00 4 4.9300 63.00 57.51 8.00 5 4.9500 54.00 57.68 7.00 6 4.9700 58.00 57.85 8.00 7 4.9900 57.00 58.02 8.00 8 5.0100 61.00 58.19 8.00 9 5.0300 53.00 58.36 7.00 10 5.0500 63.00 58.53 8.00 11 5.0700 67.00 58.69 8.00 12 5.0900 60.00 58.86 8.00 13 5.1100 52.00 59.03 7.00 14 5.1300 60.00 59.20 8.00 15 5.1500 73.00 59.37 9.00 16 5.1700 74.00 59.54 9.00 17 5.1900 67.00 59.71 8.00 18 5.2100 70.00 59.88 8.00 19 5.2300 70.00 60.05 8.00 20 5.2500 59.00 60.22 8.00 21 5.2700 62.00 60.39 8.00 22 5.2900 60.00 60.56 8.00 23 5.3100 63.00 60.73 8.00 24 5.3300 56.00 60.90 7.00 25 5.3500 61.00 61.07 8.00 26 5.3700 58.00 61.24 8.00 27 5.3900 59.00 61.41 8.00 28 5.4100 58.00 61.58 8.00 29 5.4300 66.00 61.75 8.00 30 5.4500 77.00 61.92 9.00 31 5.4700 57.00 62.08 8.00 32 5.4900 59.00 62.25 8.00 33 5.5100 76.00 62.42 9.00 34 5.5300 68.00 62.59 8.00 35 5.5500 56.00 62.76 7.00 36 5.5700 52.00 62.93 7.00 37 5.5900 60.00 63.10 8.00 38 5.6100 66.00 63.27 8.00 39 5.6300 62.00 63.44 8.00 40 5.6500 70.00 63.61 8.00 41 5.6700 53.00 63.78 7.00 42 5.6900 73.00 63.95 9.00 43 5.7100 72.00 64.12 8.00 44 5.7300 64.00 64.29 8.00 45 5.7500 56.00 64.46 7.00 46 5.7700 72.00 64.63 8.00 47 5.7900 59.00 64.80 8.00 48 5.8100 92.00 64.97 10.00 49 5.8300 68.00 65.14 8.00 50 5.8500 75.00 65.31 9.00 51 5.8700 65.00 65.47 8.00 52 5.8900 69.00 65.64 8.00 53 5.9100 72.00 65.81 8.00 54 5.9300 65.00 65.98 8.00 55 5.9500 80.00 66.15 9.00 56 5.9700 87.00 66.32 9.00 57 5.9900 68.00 66.49 8.00 58 6.0100 66.00 66.66 8.00 59 6.0300 78.00 66.83 9.00 60 6.0500 67.00 67.00 8.00 61 6.0700 66.00 67.25 8.00 62 6.0900 68.00 67.49 8.00 63 6.1100 70.00 67.74 8.00 64 6.1300 72.00 67.98 8.00 65 6.1500 61.00 68.23 8.00 66 6.1700 78.00 68.48 9.00 67 6.1900 88.00 68.72 9.00 68 6.2100 64.00 68.97 8.00 69 6.2300 73.00 69.21 9.00 70 6.2500 76.00 69.46 9.00 71 6.2700 73.00 69.70 9.00 72 6.2900 82.00 69.95 9.00 73 6.3100 90.00 70.20 9.00 74 6.3300 76.00 70.44 9.00 75 6.3500 67.00 70.69 8.00 76 6.3700 79.00 70.94 9.00 77 6.3900 78.00 71.20 9.00 78 6.4100 89.00 71.48 9.00 79 6.4300 74.00 71.79 9.00 80 6.4500 68.00 72.18 8.00 81 6.4700 69.00 72.72 8.00 82 6.4900 66.00 73.50 8.00 83 6.5100 93.00 74.67 10.00 84 6.5300 92.00 76.35 10.00 85 6.5500 86.00 78.65 9.00 86 6.5700 82.00 81.52 9.00 87 6.5900 75.00 84.74 9.00 88 6.6100 94.00 87.87 10.00 89 6.6300 91.00 90.33 10.00 90 6.6500 93.00 91.57 10.00 91 6.6700 102.00 91.29 10.00 92 6.6900 95.00 89.54 10.00 93 6.7100 119.00 86.78 11.00 94 6.7300 108.00 83.65 10.00 95 6.7500 107.00 80.82 10.00 96 6.7700 86.00 78.69 9.00 97 6.7900 87.00 77.41 9.00 98 6.8100 119.00 76.84 11.00 99 6.8300 96.00 76.77 10.00 100 6.8500 71.00 76.94 8.00 101 6.8700 92.00 77.19 10.00 102 6.8900 74.00 77.45 9.00 103 6.9100 68.00 77.68 8.00 104 6.9300 71.00 77.90 8.00 105 6.9500 94.00 78.12 10.00 106 6.9700 98.00 78.34 10.00 107 6.9900 79.00 78.57 9.00 108 7.0100 98.00 78.81 10.00 109 7.0300 97.00 79.05 10.00 110 7.0500 59.00 79.30 8.00 111 7.0700 97.00 79.54 10.00 112 7.0900 95.00 79.79 10.00 113 7.1100 77.00 80.03 9.00 114 7.1300 83.00 80.28 9.00 115 7.1500 94.00 80.52 10.00 116 7.1700 97.00 80.77 10.00 117 7.1900 82.00 81.02 9.00 118 7.2100 89.00 81.26 9.00 119 7.2300 92.00 81.51 10.00 120 7.2500 97.00 81.75 10.00 121 7.2700 84.00 82.00 9.00 122 7.2900 91.00 82.13 10.00 123 7.3100 96.00 82.27 10.00 124 7.3300 66.00 82.40 8.00 125 7.3500 92.00 82.53 10.00 126 7.3700 102.00 82.67 10.00 127 7.3900 93.00 82.80 10.00 128 7.4100 78.00 82.93 9.00 129 7.4300 105.00 83.07 10.00 130 7.4500 99.00 83.20 10.00 131 7.4700 91.00 83.33 10.00 132 7.4900 75.00 83.47 9.00 133 7.5100 113.00 83.60 11.00 134 7.5300 90.00 83.73 9.00 135 7.5500 93.00 83.87 10.00 136 7.5700 88.00 84.00 9.00 137 7.5900 91.00 84.13 10.00 138 7.6100 85.00 84.27 9.00 139 7.6300 83.00 84.40 9.00 140 7.6500 71.00 84.53 8.00 141 7.6700 81.00 84.67 9.00 142 7.6900 84.00 84.80 9.00 143 7.7100 86.00 84.93 9.00 144 7.7300 89.00 85.07 9.00 145 7.7500 94.00 85.20 10.00 146 7.7700 113.00 85.33 11.00 147 7.7900 86.00 85.47 9.00 148 7.8100 95.00 85.60 10.00 149 7.8300 107.00 85.73 10.00 150 7.8500 94.00 85.87 10.00 151 7.8700 105.00 86.00 10.00 152 7.8900 84.00 86.13 9.00 153 7.9100 93.00 86.27 10.00 154 7.9300 83.00 86.40 9.00 155 7.9500 101.00 86.53 10.00 156 7.9700 88.00 86.67 9.00 157 7.9900 106.00 86.80 10.00 158 8.0100 101.00 86.93 10.00 159 8.0300 99.00 87.07 10.00 160 8.0500 98.00 87.20 10.00 161 8.0700 84.00 87.33 9.00 162 8.0900 99.00 87.47 10.00 163 8.1100 97.00 87.60 10.00 164 8.1300 83.00 87.73 9.00 165 8.1500 100.00 87.87 10.00 166 8.1700 85.00 88.00 9.00 167 8.1900 88.00 88.13 9.00 168 8.2100 92.00 88.27 10.00 169 8.2300 100.00 88.41 10.00 170 8.2500 124.00 88.56 11.00 171 8.2700 105.00 88.74 10.00 172 8.2900 105.00 89.00 10.00 173 8.3100 134.00 89.45 12.00 174 8.3300 117.00 90.33 11.00 175 8.3500 92.00 92.11 10.00 176 8.3700 131.00 95.69 11.00 177 8.3900 134.00 102.51 12.00 178 8.4100 123.00 114.69 11.00 179 8.4300 131.00 134.87 11.00 180 8.4500 157.00 165.59 13.00 181 8.4700 169.00 208.19 13.00 182 8.4900 213.00 261.25 15.00 183 8.5100 232.00 319.89 15.00 184 8.5300 273.00 375.32 17.00 185 8.5500 389.00 416.76 20.00 186 8.5700 453.00 434.68 21.00 187 8.5900 476.00 424.30 22.00 188 8.6100 461.00 387.68 21.00 189 8.6300 413.00 333.23 20.00 190 8.6500 347.00 272.64 19.00 191 8.6700 236.00 216.88 15.00 192 8.6900 196.00 173.21 14.00 193 8.7100 132.00 144.21 11.00 194 8.7300 119.00 129.01 11.00 195 8.7500 147.00 125.21 12.00 196 8.7700 135.00 130.55 12.00 197 8.7900 127.00 143.46 11.00 198 8.8100 158.00 162.56 13.00 199 8.8300 166.00 185.72 13.00 200 8.8500 158.00 209.44 13.00 201 8.8700 184.00 229.15 14.00 202 8.8900 203.00 240.26 14.00 203 8.9100 241.00 239.77 16.00 204 8.9300 238.00 227.42 15.00 205 8.9500 269.00 205.93 16.00 206 8.9700 224.00 179.94 15.00 207 8.9900 162.00 154.37 13.00 208 9.0100 156.00 132.86 12.00 209 9.0300 144.00 116.99 12.00 210 9.0500 100.00 106.52 10.00 211 9.0700 105.00 100.18 10.00 212 9.0900 121.00 96.44 11.00 213 9.1100 93.00 94.16 10.00 214 9.1300 117.00 92.62 11.00 215 9.1500 115.00 91.51 11.00 216 9.1700 100.00 90.70 10.00 217 9.1900 109.00 90.14 10.00 218 9.2100 98.00 89.78 10.00 219 9.2300 101.00 89.57 10.00 220 9.2500 99.00 89.45 10.00 221 9.2700 93.00 89.38 10.00 222 9.2900 101.00 89.34 10.00 223 9.3100 96.00 89.32 10.00 224 9.3300 99.00 89.30 10.00 225 9.3500 100.00 89.28 10.00 226 9.3700 104.00 89.26 10.00 227 9.3900 103.00 89.25 10.00 228 9.4100 86.00 89.23 9.00 229 9.4300 91.00 89.21 10.00 230 9.4500 97.00 89.20 10.00 231 9.4700 84.00 89.18 9.00 232 9.4900 94.00 89.16 10.00 233 9.5100 95.00 89.15 10.00 234 9.5300 106.00 89.13 10.00 235 9.5500 98.00 89.11 10.00 236 9.5700 85.00 89.10 9.00 237 9.5900 75.00 89.08 9.00 238 9.6100 88.00 89.07 9.00 239 9.6300 99.00 89.05 10.00 240 9.6500 111.00 89.03 11.00 241 9.6700 86.00 89.02 9.00 242 9.6900 78.00 89.00 9.00 243 9.7100 79.00 88.67 9.00 244 9.7300 97.00 88.33 10.00 245 9.7500 83.00 88.00 9.00 246 9.7700 100.00 87.67 10.00 247 9.7900 94.00 87.33 10.00 248 9.8100 104.00 87.00 10.00 249 9.8300 86.00 86.67 9.00 250 9.8500 73.00 86.33 9.00 251 9.8700 91.00 86.00 10.00 252 9.8900 83.00 85.67 9.00 253 9.9100 88.00 85.33 9.00 254 9.9300 109.00 85.00 10.00 255 9.9500 88.00 84.67 9.00 256 9.9700 82.00 84.33 9.00 257 9.9900 98.00 84.00 10.00 258 10.0100 80.00 83.67 9.00 259 10.0300 107.00 83.33 10.00 260 10.0500 72.00 83.00 8.00 261 10.0700 85.00 82.67 9.00 262 10.0900 78.00 82.33 9.00 263 10.1100 81.00 82.00 9.00 264 10.1300 87.00 81.67 9.00 265 10.1500 109.00 81.33 10.00 266 10.1700 80.00 81.00 9.00 267 10.1900 78.00 80.67 9.00 268 10.2100 93.00 80.33 10.00 269 10.2300 105.00 80.00 10.00 270 10.2500 95.00 79.67 10.00 271 10.2700 92.00 79.33 10.00 272 10.2900 76.00 79.00 9.00 273 10.3100 84.00 78.67 9.00 274 10.3300 86.00 78.33 9.00 275 10.3500 69.00 78.00 8.00 276 10.3700 97.00 77.67 10.00 277 10.3900 58.00 77.33 8.00 278 10.4100 92.00 77.00 10.00 279 10.4300 92.00 76.67 10.00 280 10.4500 75.00 76.33 9.00 281 10.4700 71.00 76.00 8.00 282 10.4900 85.00 75.67 9.00 283 10.5100 73.00 75.35 9.00 284 10.5300 78.00 75.04 9.00 285 10.5500 68.00 74.79 8.00 286 10.5700 87.00 74.67 9.00 287 10.5900 91.00 74.87 10.00 288 10.6100 101.00 75.82 10.00 289 10.6300 85.00 78.37 9.00 290 10.6500 95.00 84.12 10.00 291 10.6700 109.00 95.79 10.00 292 10.6900 138.00 117.54 12.00 293 10.7100 175.00 154.82 13.00 294 10.7300 208.00 213.53 14.00 295 10.7500 261.00 298.05 16.00 296 10.7700 349.00 408.33 19.00 297 10.7900 506.00 537.10 22.00 298 10.8100 745.00 668.75 27.00 299 10.8300 856.00 781.37 29.00 300 10.8500 990.00 852.41 31.00 301 10.8700 1002.00 866.11 32.00 302 10.8900 850.00 819.40 29.00 303 10.9100 717.00 723.41 27.00 304 10.9300 524.00 599.14 23.00 305 10.9500 377.00 470.19 19.00 306 10.9700 322.00 355.32 18.00 307 10.9900 277.00 264.51 17.00 308 11.0100 224.00 199.28 15.00 309 11.0300 204.00 155.97 14.00 310 11.0500 187.00 129.54 14.00 311 11.0700 162.00 116.49 13.00 312 11.0900 157.00 116.01 13.00 313 11.1100 161.00 129.98 13.00 314 11.1300 179.00 162.07 13.00 315 11.1500 206.00 216.12 14.00 316 11.1700 277.00 294.01 17.00 317 11.1900 377.00 392.98 19.00 318 11.2100 496.00 503.79 22.00 319 11.2300 643.00 610.62 25.00 320 11.2500 744.00 694.12 27.00 321 11.2700 806.00 736.84 28.00 322 11.2900 742.00 729.23 27.00 323 11.3100 627.00 673.35 25.00 324 11.3300 515.00 582.12 23.00 325 11.3500 444.00 474.59 21.00 326 11.3700 301.00 369.34 17.00 327 11.3900 260.00 279.36 16.00 328 11.4100 243.00 210.07 16.00 329 11.4300 206.00 160.66 14.00 330 11.4500 160.00 127.02 13.00 331 11.4700 153.00 104.41 12.00 332 11.4900 129.00 89.07 11.00 333 11.5100 117.00 78.56 11.00 334 11.5300 96.00 71.41 10.00 335 11.5500 102.00 66.67 10.00 336 11.5700 93.00 63.66 10.00 337 11.5900 79.00 61.83 9.00 338 11.6100 85.00 60.74 9.00 339 11.6300 95.00 60.07 10.00 340 11.6500 72.00 59.63 8.00 341 11.6700 60.00 59.30 8.00 342 11.6900 69.00 59.02 8.00 343 11.7100 65.00 58.76 8.00 344 11.7300 78.00 58.50 9.00 345 11.7500 54.00 58.25 7.00 346 11.7700 64.00 58.00 8.00 347 11.7900 53.00 57.75 7.00 348 11.8100 53.00 57.50 7.00 349 11.8300 60.00 57.25 8.00 350 11.8500 52.00 57.00 7.00 351 11.8700 60.00 56.75 8.00 352 11.8900 56.00 56.50 7.00 353 11.9100 51.00 56.25 7.00 354 11.9300 57.00 56.00 8.00 355 11.9500 58.00 55.75 8.00 356 11.9700 76.00 55.50 9.00 357 11.9900 63.00 55.25 8.00 358 12.0100 73.00 55.00 9.00 359 12.0300 61.00 54.75 8.00 360 12.0500 59.00 54.50 8.00 361 12.0700 56.00 54.25 7.00 362 12.0900 53.00 54.00 7.00 363 12.1100 48.00 53.87 7.00 364 12.1300 69.00 53.75 8.00 365 12.1500 61.00 53.62 8.00 366 12.1700 51.00 53.52 7.00 367 12.1900 54.00 53.43 7.00 368 12.2100 56.00 53.38 7.00 369 12.2300 59.00 53.38 8.00 370 12.2500 51.00 53.47 7.00 371 12.2700 50.00 53.68 7.00 372 12.2900 61.00 54.05 8.00 373 12.3100 65.00 54.62 8.00 374 12.3300 59.00 55.51 8.00 375 12.3500 86.00 56.92 9.00 376 12.3700 61.00 59.22 8.00 377 12.3900 82.00 63.01 9.00 378 12.4100 69.00 69.06 8.00 379 12.4300 98.00 78.17 10.00 380 12.4500 111.00 90.82 11.00 381 12.4700 143.00 106.72 12.00 382 12.4900 171.00 124.55 13.00 383 12.5100 166.00 141.85 13.00 384 12.5300 199.00 155.57 14.00 385 12.5500 175.00 162.87 13.00 386 12.5700 147.00 162.16 12.00 387 12.5900 122.00 153.65 11.00 388 12.6100 105.00 139.26 10.00 389 12.6300 88.00 121.94 9.00 390 12.6500 83.00 104.63 9.00 391 12.6700 68.00 89.45 8.00 392 12.6900 88.00 77.39 9.00 393 12.7100 57.00 68.47 8.00 394 12.7300 72.00 62.15 8.00 395 12.7500 58.00 57.75 8.00 396 12.7700 65.00 54.71 8.00 397 12.7900 57.00 52.60 8.00 398 12.8100 52.00 51.16 7.00 399 12.8300 55.00 50.20 7.00 400 12.8500 55.00 49.57 7.00 401 12.8700 46.00 49.16 7.00 402 12.8900 45.00 48.89 7.00 403 12.9100 54.00 48.71 7.00 404 12.9300 52.00 48.59 7.00 405 12.9500 42.00 48.57 6.00 406 12.9700 40.00 48.72 6.00 407 12.9900 58.00 49.23 8.00 408 13.0100 52.00 50.44 7.00 409 13.0300 50.00 52.94 7.00 410 13.0500 54.00 57.61 7.00 411 13.0700 65.00 65.58 8.00 412 13.0900 65.00 78.11 8.00 413 13.1100 89.00 96.10 9.00 414 13.1300 114.00 119.58 11.00 415 13.1500 139.00 147.14 12.00 416 13.1700 184.00 175.72 14.00 417 13.1900 224.00 201.02 15.00 418 13.2100 255.00 218.70 16.00 419 13.2300 263.00 225.74 16.00 420 13.2500 212.00 221.62 15.00 421 13.2700 228.00 208.49 15.00 422 13.2900 163.00 190.28 13.00 423 13.3100 133.00 171.14 12.00 424 13.3300 135.00 153.95 12.00 425 13.3500 137.00 139.73 12.00 426 13.3700 150.00 127.88 12.00 427 13.3900 109.00 117.10 10.00 428 13.4100 109.00 106.33 10.00 429 13.4300 82.00 95.27 9.00 430 13.4500 73.00 84.35 9.00 431 13.4700 70.00 74.32 8.00 432 13.4900 69.00 65.82 8.00 433 13.5100 71.00 59.15 8.00 434 13.5300 52.00 54.22 7.00 435 13.5500 67.00 50.72 8.00 436 13.5700 46.00 48.28 7.00 437 13.5900 44.00 46.58 7.00 438 13.6100 37.00 45.40 6.00 439 13.6300 57.00 44.57 8.00 440 13.6500 53.00 44.00 7.00 441 13.6700 54.00 43.60 7.00 442 13.6900 48.00 43.32 7.00 443 13.7100 48.00 43.13 7.00 444 13.7300 56.00 43.02 7.00 445 13.7500 42.00 43.03 6.00 446 13.7700 38.00 43.21 6.00 447 13.7900 40.00 43.67 6.00 448 13.8100 36.00 44.59 6.00 449 13.8300 38.00 46.14 6.00 450 13.8500 56.00 48.52 7.00 451 13.8700 41.00 51.85 6.00 452 13.8900 58.00 56.22 8.00 453 13.9100 76.00 61.61 9.00 454 13.9300 66.00 68.06 8.00 455 13.9500 74.00 75.76 9.00 456 13.9700 77.00 85.14 9.00 457 13.9900 82.00 96.78 9.00 458 14.0100 113.00 111.06 11.00 459 14.0300 140.00 127.72 12.00 460 14.0500 146.00 145.52 12.00 461 14.0700 224.00 162.22 15.00 462 14.0900 212.00 175.14 15.00 463 14.1100 190.00 182.04 14.00 464 14.1300 178.00 181.80 13.00 465 14.1500 168.00 174.82 13.00 466 14.1700 143.00 162.63 12.00 467 14.1900 155.00 147.27 12.00 468 14.2100 126.00 130.63 11.00 469 14.2300 104.00 114.10 10.00 470 14.2500 97.00 98.58 10.00 471 14.2700 80.00 84.63 9.00 472 14.2900 83.00 72.63 9.00 473 14.3100 71.00 62.78 8.00 474 14.3300 52.00 55.10 7.00 475 14.3500 45.00 49.39 7.00 476 14.3700 36.00 45.32 6.00 477 14.3900 47.00 42.50 7.00 478 14.4100 47.00 40.59 7.00 479 14.4300 31.00 39.30 6.00 480 14.4500 44.00 38.43 7.00 481 14.4700 45.00 37.84 7.00 482 14.4900 35.00 37.43 6.00 483 14.5100 36.00 37.14 6.00 484 14.5300 37.00 37.03 6.00 485 14.5500 40.00 36.96 6.00 486 14.5700 36.00 36.91 6.00 487 14.5900 38.00 36.87 6.00 488 14.6100 31.00 36.83 6.00 489 14.6300 38.00 36.80 6.00 490 14.6500 31.00 36.77 6.00 491 14.6700 39.00 36.73 6.00 492 14.6900 24.00 36.70 5.00 493 14.7100 38.00 36.67 6.00 494 14.7300 43.00 36.63 7.00 495 14.7500 39.00 36.60 6.00 496 14.7700 32.00 36.57 6.00 497 14.7900 38.00 36.53 6.00 498 14.8100 35.00 36.50 6.00 499 14.8300 33.00 36.47 6.00 500 14.8500 33.00 36.45 6.00 501 14.8700 40.00 36.43 6.00 502 14.8900 36.00 36.42 6.00 503 14.9100 30.00 36.44 5.00 504 14.9300 38.00 36.49 6.00 505 14.9500 36.00 36.60 6.00 506 14.9700 39.00 36.83 6.00 507 14.9900 51.00 37.26 7.00 508 15.0100 48.00 38.08 7.00 509 15.0300 69.00 39.58 8.00 510 15.0500 46.00 42.18 7.00 511 15.0700 45.00 46.42 7.00 512 15.0900 70.00 52.84 8.00 513 15.1100 83.00 61.75 9.00 514 15.1300 70.00 73.01 8.00 515 15.1500 108.00 85.76 10.00 516 15.1700 114.00 98.40 11.00 517 15.1900 108.00 108.89 10.00 518 15.2100 107.00 115.25 10.00 519 15.2300 122.00 116.24 11.00 520 15.2500 79.00 111.76 9.00 521 15.2700 92.00 102.88 10.00 522 15.2900 76.00 91.44 9.00 523 15.3100 60.00 79.40 8.00 524 15.3300 53.00 68.31 7.00 525 15.3500 57.00 59.04 8.00 526 15.3700 36.00 51.82 6.00 527 15.3900 45.00 46.48 7.00 528 15.4100 52.00 42.66 7.00 529 15.4300 35.00 39.99 6.00 530 15.4500 35.00 38.18 6.00 531 15.4700 31.00 36.99 6.00 532 15.4900 38.00 36.24 6.00 533 15.5100 33.00 35.79 6.00 534 15.5300 41.00 35.52 6.00 535 15.5500 30.00 35.37 5.00 536 15.5700 36.00 35.28 6.00 537 15.5900 36.00 35.22 6.00 538 15.6100 27.00 35.17 5.00 539 15.6300 32.00 35.14 6.00 540 15.6500 31.00 35.10 6.00 541 15.6700 42.00 35.07 6.00 542 15.6900 40.00 35.03 6.00 543 15.7100 30.00 35.00 5.00 544 15.7300 33.00 34.95 6.00 545 15.7500 33.00 34.90 6.00 546 15.7700 26.00 34.85 5.00 547 15.7900 40.00 34.80 6.00 548 15.8100 41.00 34.76 6.00 549 15.8300 30.00 34.71 5.00 550 15.8500 26.00 34.66 5.00 551 15.8700 50.00 34.63 7.00 552 15.8900 43.00 34.62 7.00 553 15.9100 41.00 34.67 6.00 554 15.9300 45.00 34.83 7.00 555 15.9500 33.00 35.22 6.00 556 15.9700 34.00 36.06 6.00 557 15.9900 56.00 37.65 7.00 558 16.0100 44.00 40.42 7.00 559 16.0300 42.00 44.87 6.00 560 16.0500 57.00 51.43 8.00 561 16.0700 66.00 60.26 8.00 562 16.0900 81.00 71.01 9.00 563 16.1100 76.00 82.68 9.00 564 16.1300 114.00 93.70 11.00 565 16.1500 106.00 102.20 10.00 566 16.1700 114.00 106.60 11.00 567 16.1900 111.00 106.09 11.00 568 16.2100 98.00 100.91 10.00 569 16.2300 71.00 92.24 8.00 570 16.2500 71.00 81.75 8.00 571 16.2700 41.00 71.09 6.00 572 16.2900 41.00 61.46 6.00 573 16.3100 48.00 53.48 7.00 574 16.3300 54.00 47.28 7.00 575 16.3500 46.00 42.68 7.00 576 16.3700 46.00 39.38 7.00 577 16.3900 41.00 37.08 6.00 578 16.4100 31.00 35.52 6.00 579 16.4300 39.00 34.51 6.00 580 16.4500 36.00 33.87 6.00 581 16.4700 39.00 33.48 6.00 582 16.4900 47.00 33.25 7.00 583 16.5100 45.00 33.11 7.00 584 16.5300 40.00 33.02 6.00 585 16.5500 37.00 32.95 6.00 586 16.5700 39.00 32.89 6.00 587 16.5900 26.00 32.84 5.00 588 16.6100 35.00 32.79 6.00 589 16.6300 30.00 32.74 5.00 590 16.6500 23.00 32.69 5.00 591 16.6700 32.00 32.64 6.00 592 16.6900 39.00 32.59 6.00 593 16.7100 36.00 32.54 6.00 594 16.7300 37.00 32.49 6.00 595 16.7500 41.00 32.44 6.00 596 16.7700 43.00 32.39 7.00 597 16.7900 37.00 32.34 6.00 598 16.8100 37.00 32.30 6.00 599 16.8300 37.00 32.25 6.00 600 16.8500 34.00 32.20 6.00 601 16.8700 33.00 32.15 6.00 602 16.8900 36.00 32.10 6.00 603 16.9100 28.00 32.05 5.00 604 16.9300 28.00 32.00 5.00 605 16.9500 37.00 32.11 6.00 606 16.9700 33.00 32.21 6.00 607 16.9900 37.00 32.33 6.00 608 17.0100 36.00 32.47 6.00 609 17.0300 30.00 32.65 5.00 610 17.0500 22.00 32.89 5.00 611 17.0700 23.00 33.25 5.00 612 17.0900 36.00 33.78 6.00 613 17.1100 31.00 34.51 6.00 614 17.1300 39.00 35.50 6.00 615 17.1500 47.00 36.71 7.00 616 17.1700 35.00 38.06 6.00 617 17.1900 44.00 39.40 7.00 618 17.2100 44.00 40.54 7.00 619 17.2300 45.00 41.29 7.00 620 17.2500 34.00 41.53 6.00 621 17.2700 40.00 41.24 6.00 622 17.2900 35.00 40.52 6.00 623 17.3100 34.00 39.54 6.00 624 17.3300 27.00 38.48 5.00 625 17.3500 37.00 37.49 6.00 626 17.3700 31.00 36.65 6.00 627 17.3900 33.00 36.02 6.00 628 17.4100 39.00 35.56 6.00 629 17.4300 32.00 35.26 6.00 630 17.4500 28.00 35.07 5.00 631 17.4700 44.00 34.98 7.00 632 17.4900 28.00 34.96 5.00 633 17.5100 36.00 34.99 6.00 634 17.5300 33.00 35.05 6.00 635 17.5500 37.00 35.12 6.00 636 17.5700 31.00 35.21 6.00 637 17.5900 31.00 35.30 6.00 638 17.6100 49.00 35.40 7.00 639 17.6300 32.00 35.50 6.00 640 17.6500 36.00 35.60 6.00 641 17.6700 36.00 35.70 6.00 642 17.6900 36.00 35.80 6.00 643 17.7100 30.00 35.90 5.00 644 17.7300 23.00 36.00 5.00 645 17.7500 42.00 36.11 6.00 646 17.7700 43.00 36.21 7.00 647 17.7900 27.00 36.33 5.00 648 17.8100 40.00 36.44 6.00 649 17.8300 37.00 36.57 6.00 650 17.8500 40.00 36.73 6.00 651 17.8700 33.00 36.93 6.00 652 17.8900 33.00 37.23 6.00 653 17.9100 48.00 37.69 7.00 654 17.9300 49.00 38.42 7.00 655 17.9500 34.00 39.55 6.00 656 17.9700 56.00 41.21 7.00 657 17.9900 52.00 43.46 7.00 658 18.0100 64.00 46.28 8.00 659 18.0300 45.00 49.50 7.00 660 18.0500 45.00 52.78 7.00 661 18.0700 54.00 55.72 7.00 662 18.0900 88.00 57.97 9.00 663 18.1100 68.00 59.32 8.00 664 18.1300 73.00 59.82 9.00 665 18.1500 58.00 59.68 8.00 666 18.1700 84.00 59.23 9.00 667 18.1900 62.00 58.75 8.00 668 18.2100 50.00 58.35 7.00 669 18.2300 59.00 58.01 8.00 670 18.2500 58.00 57.79 8.00 671 18.2700 51.00 57.90 7.00 672 18.2900 54.00 58.87 7.00 673 18.3100 63.00 61.50 8.00 674 18.3300 73.00 66.69 9.00 675 18.3500 90.00 75.13 9.00 676 18.3700 100.00 86.91 10.00 677 18.3900 127.00 101.25 11.00 678 18.4100 130.00 116.41 11.00 679 18.4300 157.00 129.95 13.00 680 18.4500 164.00 139.33 13.00 681 18.4700 154.00 142.70 12.00 682 18.4900 136.00 139.41 12.00 683 18.5100 135.00 130.28 12.00 684 18.5300 95.00 117.16 10.00 685 18.5500 79.00 102.36 9.00 686 18.5700 77.00 87.91 9.00 687 18.5900 63.00 75.19 8.00 688 18.6100 49.00 64.83 7.00 689 18.6300 53.00 56.87 7.00 690 18.6500 34.00 51.04 6.00 691 18.6700 55.00 46.95 7.00 692 18.6900 47.00 44.21 7.00 693 18.7100 39.00 42.45 6.00 694 18.7300 37.00 41.41 6.00 695 18.7500 42.00 40.84 6.00 696 18.7700 38.00 40.60 6.00 697 18.7900 38.00 40.57 6.00 698 18.8100 45.00 40.74 7.00 699 18.8300 47.00 41.14 7.00 700 18.8500 52.00 41.85 7.00 701 18.8700 40.00 43.02 6.00 702 18.8900 37.00 44.81 6.00 703 18.9100 47.00 47.32 7.00 704 18.9300 42.00 50.55 6.00 705 18.9500 54.00 54.33 7.00 706 18.9700 44.00 58.26 7.00 707 18.9900 62.00 61.79 8.00 708 19.0100 64.00 64.34 8.00 709 19.0300 64.00 65.51 8.00 710 19.0500 81.00 65.18 9.00 711 19.0700 60.00 63.62 8.00 712 19.0900 78.00 61.38 9.00 713 19.1100 64.00 59.19 8.00 714 19.1300 52.00 57.72 7.00 715 19.1500 55.00 57.44 7.00 716 19.1700 55.00 58.55 7.00 717 19.1900 75.00 60.88 9.00 718 19.2100 54.00 63.94 7.00 719 19.2300 65.00 67.02 8.00 720 19.2500 79.00 69.35 9.00 721 19.2700 57.00 70.31 8.00 722 19.2900 67.00 69.61 8.00 723 19.3100 57.00 67.35 8.00 724 19.3300 54.00 63.95 7.00 725 19.3500 55.00 60.00 7.00 726 19.3700 56.00 56.03 7.00 727 19.3900 39.00 52.47 6.00 728 19.4100 45.00 49.52 7.00 729 19.4300 46.00 47.23 7.00 730 19.4500 48.00 45.54 7.00 731 19.4700 45.00 44.34 7.00 732 19.4900 43.00 43.53 7.00 733 19.5100 38.00 43.02 6.00 734 19.5300 38.00 42.71 6.00 735 19.5500 47.00 42.55 7.00 736 19.5700 49.00 42.47 7.00 737 19.5900 41.00 42.45 6.00 738 19.6100 53.00 42.45 7.00 739 19.6300 34.00 42.48 6.00 740 19.6500 41.00 42.50 6.00 741 19.6700 42.00 42.53 6.00 742 19.6900 36.00 42.57 6.00 743 19.7100 40.00 42.60 6.00 744 19.7300 38.00 42.63 6.00 745 19.7500 37.00 42.67 6.00 746 19.7700 38.00 42.70 6.00 747 19.7900 40.00 42.73 6.00 748 19.8100 41.00 42.77 6.00 749 19.8300 33.00 42.80 6.00 750 19.8500 36.00 42.83 6.00 751 19.8700 50.00 42.87 7.00 752 19.8900 37.00 42.90 6.00 753 19.9100 44.00 42.94 7.00 754 19.9300 49.00 42.97 7.00 755 19.9500 56.00 43.02 7.00 756 19.9700 45.00 43.07 7.00 757 19.9900 46.00 43.13 7.00 758 20.0100 43.00 43.20 7.00 759 20.0300 42.00 43.30 6.00 760 20.0500 51.00 43.41 7.00 761 20.0700 36.00 43.56 6.00 762 20.0900 54.00 43.73 7.00 763 20.1100 55.00 43.95 7.00 764 20.1300 45.00 44.24 7.00 765 20.1500 44.00 44.67 7.00 766 20.1700 52.00 45.33 7.00 767 20.1900 40.00 46.42 6.00 768 20.2100 53.00 48.17 7.00 769 20.2300 53.00 50.95 7.00 770 20.2500 59.00 55.23 8.00 771 20.2700 64.00 61.58 8.00 772 20.2900 65.00 70.64 8.00 773 20.3100 93.00 82.98 10.00 774 20.3300 92.00 98.81 10.00 775 20.3500 97.00 117.71 10.00 776 20.3700 133.00 138.40 12.00 777 20.3900 163.00 158.76 13.00 778 20.4100 200.00 176.24 14.00 779 20.4300 247.00 188.55 16.00 780 20.4500 224.00 194.30 15.00 781 20.4700 229.00 193.36 15.00 782 20.4900 199.00 186.69 14.00 783 20.5100 182.00 175.82 13.00 784 20.5300 167.00 162.29 13.00 785 20.5500 148.00 147.32 12.00 786 20.5700 115.00 131.80 11.00 787 20.5900 106.00 116.41 10.00 788 20.6100 82.00 101.81 9.00 789 20.6300 83.00 88.71 9.00 790 20.6500 65.00 77.69 8.00 791 20.6700 84.00 69.13 9.00 792 20.6900 65.00 63.15 8.00 793 20.7100 59.00 59.69 8.00 794 20.7300 64.00 58.51 8.00 795 20.7500 57.00 59.25 8.00 796 20.7700 72.00 61.41 8.00 797 20.7900 69.00 64.34 8.00 798 20.8100 50.00 67.28 7.00 799 20.8300 75.00 69.50 9.00 800 20.8500 62.00 70.44 8.00 801 20.8700 70.00 69.89 8.00 802 20.8900 58.00 67.97 8.00 803 20.9100 51.00 65.11 7.00 804 20.9300 51.00 61.89 7.00 805 20.9500 46.00 58.88 7.00 806 20.9700 70.00 56.57 8.00 807 20.9900 48.00 55.34 7.00 808 21.0100 55.00 55.43 7.00 809 21.0300 66.00 56.96 8.00 810 21.0500 79.00 59.88 9.00 811 21.0700 69.00 63.94 8.00 812 21.0900 62.00 68.62 8.00 813 21.1100 79.00 73.19 9.00 814 21.1300 72.00 76.86 8.00 815 21.1500 72.00 78.98 8.00 816 21.1700 85.00 79.20 9.00 817 21.1900 83.00 77.55 9.00 818 21.2100 65.00 74.44 8.00 819 21.2300 76.00 70.43 9.00 820 21.2500 72.00 66.12 8.00 821 21.2700 63.00 61.99 8.00 822 21.2900 63.00 58.33 8.00 823 21.3100 50.00 55.31 7.00 824 21.3300 57.00 52.93 8.00 825 21.3500 58.00 51.15 8.00 826 21.3700 40.00 49.89 6.00 827 21.3900 51.00 49.04 7.00 828 21.4100 54.00 48.50 7.00 829 21.4300 59.00 48.20 8.00 830 21.4500 52.00 48.04 7.00 831 21.4700 42.00 47.99 6.00 832 21.4900 48.00 48.00 7.00 833 21.5100 55.00 48.04 7.00 834 21.5300 47.00 48.10 7.00 835 21.5500 46.00 48.18 7.00 836 21.5700 41.00 48.26 6.00 837 21.5900 38.00 48.35 6.00 838 21.6100 50.00 48.45 7.00 839 21.6300 55.00 48.57 7.00 840 21.6500 49.00 48.73 7.00 841 21.6700 41.00 48.93 6.00 842 21.6900 47.00 49.22 7.00 843 21.7100 54.00 49.63 7.00 844 21.7300 43.00 50.20 7.00 845 21.7500 55.00 50.95 7.00 846 21.7700 49.00 51.66 7.00 847 21.7900 57.00 52.49 8.00 848 21.8100 53.00 53.35 7.00 849 21.8300 55.00 54.11 7.00 850 21.8500 54.00 54.61 7.00 851 21.8700 60.00 54.75 8.00 852 21.8900 64.00 54.51 8.00 853 21.9100 57.00 53.92 8.00 854 21.9300 60.00 53.11 8.00 855 21.9500 63.00 52.21 8.00 856 21.9700 57.00 51.35 8.00 857 21.9900 48.00 50.64 7.00 858 22.0100 56.00 50.11 7.00 859 22.0300 44.00 49.78 7.00 860 22.0500 49.00 49.70 7.00 861 22.0700 50.00 49.96 7.00 862 22.0900 53.00 50.77 7.00 863 22.1100 63.00 52.49 8.00 864 22.1300 49.00 55.64 7.00 865 22.1500 67.00 60.80 8.00 866 22.1700 58.00 68.51 8.00 867 22.1900 80.00 78.95 9.00 868 22.2100 86.00 91.73 9.00 869 22.2300 110.00 105.71 10.00 870 22.2500 123.00 119.05 11.00 871 22.2700 155.00 129.64 12.00 872 22.2900 150.00 135.58 12.00 873 22.3100 153.00 135.85 12.00 874 22.3300 130.00 130.53 11.00 875 22.3500 123.00 120.79 11.00 876 22.3700 105.00 108.44 10.00 877 22.3900 89.00 95.34 9.00 878 22.4100 84.00 83.01 9.00 879 22.4300 69.00 72.36 8.00 880 22.4500 64.00 63.79 8.00 881 22.4700 57.00 57.26 8.00 882 22.4900 44.00 52.55 7.00 883 22.5100 63.00 49.35 8.00 884 22.5300 62.00 47.35 8.00 885 22.5500 54.00 46.31 7.00 886 22.5700 66.00 46.02 8.00 887 22.5900 39.00 46.32 6.00 888 22.6100 46.00 47.04 7.00 889 22.6300 44.00 48.04 7.00 890 22.6500 49.00 49.11 7.00 891 22.6700 49.00 50.05 7.00 892 22.6900 50.00 50.65 7.00 893 22.7100 53.00 50.79 7.00 894 22.7300 37.00 50.41 6.00 895 22.7500 51.00 49.59 7.00 896 22.7700 52.00 48.46 7.00 897 22.7900 55.00 47.19 7.00 898 22.8100 45.00 45.93 7.00 899 22.8300 43.00 44.79 7.00 900 22.8500 39.00 43.82 6.00 901 22.8700 55.00 43.04 7.00 902 22.8900 34.00 42.43 6.00 903 22.9100 44.00 41.96 7.00 904 22.9300 39.00 41.60 6.00 905 22.9500 33.00 41.32 6.00 906 22.9700 47.00 41.10 7.00 907 22.9900 36.00 40.98 6.00 908 23.0100 44.00 40.89 7.00 909 23.0300 34.00 40.81 6.00 910 23.0500 38.00 40.74 6.00 911 23.0700 30.00 40.67 5.00 912 23.0900 45.00 40.60 7.00 913 23.1100 37.00 40.53 6.00 914 23.1300 34.00 40.47 6.00 915 23.1500 40.00 40.40 6.00 916 23.1700 45.00 40.33 7.00 917 23.1900 37.00 40.27 6.00 918 23.2100 43.00 40.20 7.00 919 23.2300 44.00 40.14 7.00 920 23.2500 32.00 40.08 6.00 921 23.2700 40.00 40.02 6.00 922 23.2900 28.00 39.99 5.00 923 23.3100 41.00 39.98 6.00 924 23.3300 33.00 40.01 6.00 925 23.3500 51.00 40.12 7.00 926 23.3700 45.00 40.32 7.00 927 23.3900 39.00 40.65 6.00 928 23.4100 40.00 41.12 6.00 929 23.4300 47.00 41.70 7.00 930 23.4500 46.00 42.34 7.00 931 23.4700 42.00 42.96 6.00 932 23.4900 36.00 43.46 6.00 933 23.5100 43.00 43.75 7.00 934 23.5300 46.00 43.80 7.00 935 23.5500 46.00 43.63 7.00 936 23.5700 33.00 43.31 6.00 937 23.5900 44.00 42.96 7.00 938 23.6100 43.00 42.71 7.00 939 23.6300 38.00 42.72 6.00 940 23.6500 44.00 43.10 7.00 941 23.6700 37.00 43.96 6.00 942 23.6900 46.00 45.36 7.00 943 23.7100 60.00 47.29 8.00 944 23.7300 64.00 49.64 8.00 945 23.7500 50.00 52.23 7.00 946 23.7700 50.00 54.86 7.00 947 23.7900 78.00 57.39 9.00 948 23.8100 66.00 59.80 8.00 949 23.8300 67.00 62.25 8.00 950 23.8500 61.00 64.95 8.00 951 23.8700 56.00 67.99 7.00 952 23.8900 69.00 71.24 8.00 953 23.9100 80.00 74.27 9.00 954 23.9300 88.00 76.45 9.00 955 23.9500 75.00 77.14 9.00 956 23.9700 82.00 75.97 9.00 957 23.9900 76.00 72.95 9.00 958 24.0100 62.00 68.48 8.00 959 24.0300 63.00 63.20 8.00 960 24.0500 61.00 57.77 8.00 961 24.0700 58.00 52.75 8.00 962 24.0900 53.00 48.46 7.00 963 24.1100 47.00 45.07 7.00 964 24.1300 52.00 42.59 7.00 965 24.1500 53.00 40.99 7.00 966 24.1700 37.00 40.29 6.00 967 24.1900 62.00 40.57 8.00 968 24.2100 57.00 42.18 8.00 969 24.2300 46.00 45.73 7.00 970 24.2500 65.00 52.28 8.00 971 24.2700 77.00 63.36 9.00 972 24.2900 84.00 80.90 9.00 973 24.3100 97.00 106.82 10.00 974 24.3300 135.00 142.31 12.00 975 24.3500 148.00 186.97 12.00 976 24.3700 203.00 237.98 14.00 977 24.3900 254.00 289.93 16.00 978 24.4100 345.00 335.63 19.00 979 24.4300 486.00 367.81 22.00 980 24.4500 434.00 381.19 21.00 981 24.4700 469.00 374.04 22.00 982 24.4900 411.00 348.58 20.00 983 24.5100 326.00 310.08 18.00 984 24.5300 255.00 265.06 16.00 985 24.5500 191.00 219.59 14.00 986 24.5700 138.00 178.12 12.00 987 24.5900 131.00 143.17 11.00 988 24.6100 136.00 115.51 12.00 989 24.6300 91.00 94.71 10.00 990 24.6500 90.00 79.66 9.00 991 24.6700 94.00 68.98 10.00 992 24.6900 85.00 61.39 9.00 993 24.7100 65.00 55.88 8.00 994 24.7300 66.00 51.80 8.00 995 24.7500 65.00 48.81 8.00 996 24.7700 47.00 46.78 7.00 997 24.7900 38.00 45.68 6.00 998 24.8100 50.00 45.45 7.00 999 24.8300 56.00 45.93 7.00 1000 24.8500 53.00 46.87 7.00 1001 24.8700 63.00 47.98 8.00 1002 24.8900 47.00 48.91 7.00 1003 24.9100 50.00 49.40 7.00 1004 24.9300 48.00 49.27 7.00 1005 24.9500 52.00 48.49 7.00 1006 24.9700 35.00 47.15 6.00 1007 24.9900 38.00 45.44 6.00 1008 25.0100 35.00 43.62 6.00 1009 25.0300 43.00 41.96 7.00 1010 25.0500 43.00 40.68 7.00 1011 25.0700 33.00 39.92 6.00 1012 25.0900 39.00 39.75 6.00 1013 25.1100 37.00 40.14 6.00 1014 25.1300 47.00 40.97 7.00 1015 25.1500 34.00 42.08 6.00 1016 25.1700 46.00 43.27 7.00 1017 25.1900 52.00 44.38 7.00 1018 25.2100 48.00 45.25 7.00 1019 25.2300 53.00 45.80 7.00 1020 25.2500 30.00 45.96 5.00 1021 25.2700 34.00 45.69 6.00 1022 25.2900 45.00 45.00 7.00 1023 25.3100 49.00 43.93 7.00 1024 25.3300 46.00 42.53 7.00 1025 25.3500 50.00 40.93 7.00 1026 25.3700 30.00 39.26 5.00 1027 25.3900 41.00 37.65 6.00 1028 25.4100 44.00 36.24 7.00 1029 25.4300 29.00 35.11 5.00 1030 25.4500 28.00 34.36 5.00 1031 25.4700 25.00 34.06 5.00 1032 25.4900 32.00 34.33 6.00 1033 25.5100 34.00 35.26 6.00 1034 25.5300 34.00 36.95 6.00 1035 25.5500 30.00 39.41 5.00 1036 25.5700 44.00 42.53 7.00 1037 25.5900 43.00 46.01 7.00 1038 25.6100 44.00 49.42 7.00 1039 25.6300 52.00 52.21 7.00 1040 25.6500 59.00 53.92 8.00 1041 25.6700 61.00 54.24 8.00 1042 25.6900 68.00 53.15 8.00 1043 25.7100 61.00 50.90 8.00 1044 25.7300 51.00 47.89 7.00 1045 25.7500 55.00 44.60 7.00 1046 25.7700 44.00 41.42 7.00 1047 25.7900 39.00 38.68 6.00 1048 25.8100 49.00 36.56 7.00 1049 25.8300 34.00 35.16 6.00 1050 25.8500 28.00 34.51 5.00 1051 25.8700 26.00 34.61 5.00 1052 25.8900 28.00 35.40 5.00 1053 25.9100 34.00 36.77 6.00 1054 25.9300 34.00 38.56 6.00 1055 25.9500 42.00 40.53 6.00 1056 25.9700 56.00 42.39 7.00 1057 25.9900 48.00 43.82 7.00 1058 26.0100 46.00 44.58 7.00 1059 26.0300 45.00 44.50 7.00 1060 26.0500 42.00 43.60 6.00 1061 26.0700 38.00 42.01 6.00 1062 26.0900 29.00 39.97 5.00 1063 26.1100 33.00 37.74 6.00 1064 26.1300 33.00 35.56 6.00 1065 26.1500 36.00 33.61 6.00 1066 26.1700 25.00 31.98 5.00 1067 26.1900 35.00 30.71 6.00 1068 26.2100 33.00 29.79 6.00 1069 26.2300 29.00 29.18 5.00 1070 26.2500 30.00 28.83 5.00 1071 26.2700 31.00 28.68 6.00 1072 26.2900 29.00 28.66 5.00 1073 26.3100 22.00 28.73 5.00 1074 26.3300 33.00 28.82 6.00 1075 26.3500 25.00 28.89 5.00 1076 26.3700 37.00 28.93 6.00 1077 26.3900 36.00 28.93 6.00 1078 26.4100 30.00 28.90 5.00 1079 26.4300 24.00 28.88 5.00 1080 26.4500 37.00 28.87 6.00 1081 26.4700 28.00 28.85 5.00 1082 26.4900 30.00 28.81 5.00 1083 26.5100 26.00 28.72 5.00 1084 26.5300 26.00 28.56 5.00 1085 26.5500 33.00 28.31 6.00 1086 26.5700 21.00 27.99 5.00 1087 26.5900 29.00 27.62 5.00 1088 26.6100 26.00 27.27 5.00 1089 26.6300 23.00 26.92 5.00 1090 26.6500 13.00 26.61 4.00 1091 26.6700 21.00 26.35 5.00 1092 26.6900 23.00 26.15 5.00 1093 26.7100 33.00 26.02 6.00 1094 26.7300 29.00 26.00 5.00 1095 26.7500 34.00 26.14 6.00 1096 26.7700 26.00 26.51 5.00 1097 26.7900 22.00 27.20 5.00 1098 26.8100 23.00 28.34 5.00 1099 26.8300 30.00 30.02 5.00 1100 26.8500 30.00 32.31 5.00 1101 26.8700 28.00 35.15 5.00 1102 26.8900 40.00 38.40 6.00 1103 26.9100 30.00 41.74 5.00 1104 26.9300 53.00 44.79 7.00 1105 26.9500 44.00 47.14 7.00 1106 26.9700 49.00 48.42 7.00 1107 26.9900 43.00 48.44 7.00 1108 27.0100 56.00 47.22 7.00 1109 27.0300 36.00 44.96 6.00 1110 27.0500 44.00 41.99 7.00 1111 27.0700 44.00 38.71 7.00 1112 27.0900 31.00 35.49 6.00 1113 27.1100 28.00 32.58 5.00 1114 27.1300 22.00 30.13 5.00 1115 27.1500 25.00 28.18 5.00 1116 27.1700 21.00 26.71 5.00 1117 27.1900 24.00 25.65 5.00 1118 27.2100 33.00 24.92 6.00 1119 27.2300 32.00 24.43 6.00 1120 27.2500 22.00 24.10 5.00 1121 27.2700 13.00 23.89 4.00 1122 27.2900 20.00 23.74 4.00 1123 27.3100 20.00 23.63 4.00 1124 27.3300 26.00 23.55 5.00 1125 27.3500 20.00 23.47 4.00 1126 27.3700 17.00 23.40 4.00 1127 27.3900 23.00 23.34 5.00 1128 27.4100 18.00 23.27 4.00 1129 27.4300 20.00 23.21 4.00 1130 27.4500 21.00 23.15 5.00 1131 27.4700 19.00 23.09 4.00 1132 27.4900 23.00 23.05 5.00 1133 27.5100 22.00 23.03 5.00 1134 27.5300 18.00 23.03 4.00 1135 27.5500 22.00 23.07 5.00 1136 27.5700 19.00 23.15 4.00 1137 27.5900 23.00 23.27 5.00 1138 27.6100 27.00 23.42 5.00 1139 27.6300 22.00 23.58 5.00 1140 27.6500 18.00 23.71 4.00 1141 27.6700 20.00 23.78 4.00 1142 27.6900 26.00 23.78 5.00 1143 27.7100 28.00 23.69 5.00 1144 27.7300 25.00 23.51 5.00 1145 27.7500 21.00 23.28 5.00 1146 27.7700 20.00 23.01 4.00 1147 27.7900 25.00 22.75 5.00 1148 27.8100 25.00 22.52 5.00 1149 27.8300 26.00 22.33 5.00 1150 27.8500 28.00 22.19 5.00 1151 27.8700 24.00 22.14 5.00 1152 27.8900 24.00 22.20 5.00 1153 27.9100 17.00 22.44 4.00 1154 27.9300 24.00 22.96 5.00 1155 27.9500 26.00 23.87 5.00 1156 27.9700 24.00 25.32 5.00 1157 27.9900 21.00 27.42 5.00 1158 28.0100 31.00 30.20 6.00 1159 28.0300 30.00 33.56 5.00 1160 28.0500 32.00 37.23 6.00 1161 28.0700 38.00 40.80 6.00 1162 28.0900 46.00 43.79 7.00 1163 28.1100 44.00 45.75 7.00 1164 28.1300 49.00 46.43 7.00 1165 28.1500 60.00 45.75 8.00 1166 28.1700 55.00 43.89 7.00 1167 28.1900 49.00 41.18 7.00 1168 28.2100 43.00 38.01 7.00 1169 28.2300 37.00 34.75 6.00 1170 28.2500 31.00 31.69 6.00 1171 28.2700 39.00 29.07 6.00 1172 28.2900 28.00 26.99 5.00 1173 28.3100 32.00 25.53 6.00 1174 28.3300 24.00 24.66 5.00 1175 28.3500 34.00 24.34 6.00 1176 28.3700 19.00 24.45 4.00 1177 28.3900 23.00 24.86 5.00 1178 28.4100 23.00 25.41 5.00 1179 28.4300 37.00 25.91 6.00 1180 28.4500 23.00 26.26 5.00 1181 28.4700 22.00 26.37 5.00 1182 28.4900 31.00 26.24 6.00 1183 28.5100 24.00 25.95 5.00 1184 28.5300 23.00 25.61 5.00 1185 28.5500 25.00 25.33 5.00 1186 28.5700 26.00 25.18 5.00 1187 28.5900 27.00 25.17 5.00 1188 28.6100 23.00 25.26 5.00 1189 28.6300 37.00 25.36 6.00 1190 28.6500 24.00 25.36 5.00 1191 28.6700 15.00 25.18 4.00 1192 28.6900 20.00 24.81 4.00 1193 28.7100 24.00 24.24 5.00 1194 28.7300 23.00 23.54 5.00 1195 28.7500 25.00 22.78 5.00 1196 28.7700 23.00 22.04 5.00 1197 28.7900 18.00 21.37 4.00 1198 28.8100 23.00 20.81 5.00 1199 28.8300 21.00 20.35 5.00 1200 28.8500 25.00 20.01 5.00 1201 28.8700 18.00 19.77 4.00 1202 28.8900 22.00 19.62 5.00 1203 28.9100 26.00 19.53 5.00 1204 28.9300 20.00 19.50 4.00 1205 28.9500 20.00 19.52 4.00 1206 28.9700 19.00 19.56 4.00 1207 28.9900 16.00 19.61 4.00 1208 29.0100 17.00 19.65 4.00 1209 29.0300 19.00 19.69 4.00 1210 29.0500 20.00 19.69 4.00 1211 29.0700 22.00 19.65 5.00 1212 29.0900 27.00 19.56 5.00 1213 29.1100 20.00 19.44 4.00 1214 29.1300 15.00 19.31 4.00 1215 29.1500 30.00 19.17 5.00 1216 29.1700 16.00 19.04 4.00 1217 29.1900 28.00 18.93 5.00 1218 29.2100 21.00 18.83 5.00 1219 29.2300 14.00 18.75 4.00 1220 29.2500 24.00 18.68 5.00 1221 29.2700 15.00 18.63 4.00 1222 29.2900 12.00 18.59 3.00 1223 29.3100 17.00 18.56 4.00 1224 29.3300 15.00 18.53 4.00 1225 29.3500 25.00 18.50 5.00 1226 29.3700 19.00 18.48 4.00 1227 29.3900 17.00 18.45 4.00 1228 29.4100 15.00 18.43 4.00 1229 29.4300 22.00 18.43 5.00 1230 29.4500 18.00 18.44 4.00 1231 29.4700 15.00 18.48 4.00 1232 29.4900 20.00 18.56 4.00 1233 29.5100 16.00 18.67 4.00 1234 29.5300 10.00 18.80 3.00 1235 29.5500 14.00 18.96 4.00 1236 29.5700 13.00 19.12 4.00 1237 29.5900 19.00 19.28 4.00 1238 29.6100 15.00 19.44 4.00 1239 29.6300 23.00 19.62 5.00 1240 29.6500 16.00 19.82 4.00 1241 29.6700 14.00 20.04 4.00 1242 29.6900 26.00 20.28 5.00 1243 29.7100 18.00 20.51 4.00 1244 29.7300 20.00 20.67 4.00 1245 29.7500 14.00 20.74 4.00 1246 29.7700 24.00 20.68 5.00 1247 29.7900 12.00 20.51 3.00 1248 29.8100 19.00 20.29 4.00 1249 29.8300 20.00 20.11 4.00 1250 29.8500 23.00 20.10 5.00 1251 29.8700 25.00 20.42 5.00 1252 29.8900 22.00 21.23 5.00 1253 29.9100 23.00 22.67 5.00 1254 29.9300 22.00 24.82 5.00 1255 29.9500 26.00 27.63 5.00 1256 29.9700 33.00 30.88 6.00 1257 29.9900 35.00 34.20 6.00 1258 30.0100 31.00 37.10 6.00 1259 30.0300 29.00 39.09 5.00 1260 30.0500 43.00 39.83 7.00 1261 30.0700 34.00 39.21 6.00 1262 30.0900 42.00 37.38 6.00 1263 30.1100 33.00 34.69 6.00 1264 30.1300 41.00 31.59 6.00 1265 30.1500 33.00 28.51 6.00 1266 30.1700 26.00 25.77 5.00 1267 30.1900 22.00 23.56 5.00 1268 30.2100 18.00 21.98 4.00 1269 30.2300 24.00 21.03 5.00 1270 30.2500 19.00 20.62 4.00 1271 30.2700 24.00 20.64 5.00 1272 30.2900 15.00 20.96 4.00 1273 30.3100 29.00 21.43 5.00 1274 30.3300 13.00 21.93 4.00 1275 30.3500 14.00 22.37 4.00 1276 30.3700 25.00 22.68 5.00 1277 30.3900 28.00 22.85 5.00 1278 30.4100 27.00 22.90 5.00 1279 30.4300 28.00 22.90 5.00 1280 30.4500 26.00 22.92 5.00 1281 30.4700 31.00 23.00 6.00 1282 30.4900 20.00 23.17 4.00 1283 30.5100 18.00 23.40 4.00 1284 30.5300 34.00 23.64 6.00 1285 30.5500 30.00 23.81 5.00 1286 30.5700 33.00 23.89 6.00 1287 30.5900 27.00 23.91 5.00 1288 30.6100 31.00 24.00 6.00 1289 30.6300 34.00 24.26 6.00 1290 30.6500 22.00 24.83 5.00 1291 30.6700 30.00 25.73 5.00 1292 30.6900 28.00 26.87 5.00 1293 30.7100 24.00 28.07 5.00 1294 30.7300 34.00 29.06 6.00 1295 30.7500 29.00 29.61 5.00 1296 30.7700 23.00 29.58 5.00 1297 30.7900 17.00 28.96 4.00 1298 30.8100 37.00 27.84 6.00 1299 30.8300 28.00 26.43 5.00 1300 30.8500 22.00 24.90 5.00 1301 30.8700 20.00 23.43 4.00 1302 30.8900 17.00 22.13 4.00 1303 30.9100 27.00 21.06 5.00 1304 30.9300 23.00 20.27 5.00 1305 30.9500 19.00 19.80 4.00 1306 30.9700 19.00 19.70 4.00 1307 30.9900 19.00 20.03 4.00 1308 31.0100 21.00 20.82 5.00 1309 31.0300 28.00 22.02 5.00 1310 31.0500 27.00 23.55 5.00 1311 31.0700 32.00 25.18 6.00 1312 31.0900 24.00 26.67 5.00 1313 31.1100 20.00 27.74 4.00 1314 31.1300 38.00 28.20 6.00 1315 31.1500 35.00 27.95 6.00 1316 31.1700 32.00 27.05 6.00 1317 31.1900 32.00 25.67 6.00 1318 31.2100 27.00 24.02 5.00 1319 31.2300 29.00 22.33 5.00 1320 31.2500 19.00 20.76 4.00 1321 31.2700 13.00 19.42 4.00 1322 31.2900 23.00 18.36 5.00 1323 31.3100 22.00 17.57 5.00 1324 31.3300 17.00 17.01 4.00 1325 31.3500 19.00 16.66 4.00 1326 31.3700 10.00 16.46 3.00 1327 31.3900 17.00 16.39 4.00 1328 31.4100 14.00 16.42 4.00 1329 31.4300 16.00 16.52 4.00 1330 31.4500 17.00 16.69 4.00 1331 31.4700 10.00 16.92 3.00 1332 31.4900 20.00 17.21 4.00 1333 31.5100 13.00 17.55 4.00 1334 31.5300 15.00 17.95 4.00 1335 31.5500 28.00 18.39 5.00 1336 31.5700 20.00 18.83 4.00 1337 31.5900 16.00 19.23 4.00 1338 31.6100 14.00 19.53 4.00 1339 31.6300 22.00 19.67 5.00 1340 31.6500 15.00 19.62 4.00 1341 31.6700 16.00 19.38 4.00 1342 31.6900 13.00 18.98 4.00 1343 31.7100 14.00 18.48 4.00 1344 31.7300 13.00 17.95 4.00 1345 31.7500 18.00 17.45 4.00 1346 31.7700 26.00 17.04 5.00 1347 31.7900 19.00 16.74 4.00 1348 31.8100 19.00 16.59 4.00 1349 31.8300 9.00 16.61 3.00 1350 31.8500 15.00 16.79 4.00 1351 31.8700 24.00 17.14 5.00 1352 31.8900 13.00 17.65 4.00 1353 31.9100 19.00 18.28 4.00 1354 31.9300 23.00 18.99 5.00 1355 31.9500 13.00 19.70 4.00 1356 31.9700 31.00 20.37 6.00 1357 31.9900 22.00 20.94 5.00 1358 32.0100 13.00 21.37 4.00 1359 32.0300 21.00 21.62 5.00 1360 32.0500 22.00 21.67 5.00 1361 32.0700 21.00 21.53 5.00 1362 32.0900 20.00 21.19 4.00 1363 32.1100 28.00 20.70 5.00 1364 32.1300 34.00 20.09 6.00 1365 32.1500 21.00 19.41 5.00 1366 32.1700 24.00 18.72 5.00 1367 32.1900 28.00 18.06 5.00 1368 32.2100 30.00 17.47 5.00 1369 32.2300 27.00 16.98 5.00 1370 32.2500 16.00 16.60 4.00 1371 32.2700 20.00 16.35 4.00 1372 32.2900 16.00 16.23 4.00 1373 32.3100 23.00 16.23 5.00 1374 32.3300 22.00 16.34 5.00 1375 32.3500 13.00 16.52 4.00 1376 32.3700 18.00 16.75 4.00 1377 32.3900 20.00 16.98 4.00 1378 32.4100 15.00 17.17 4.00 1379 32.4300 17.00 17.30 4.00 1380 32.4500 22.00 17.35 5.00 1381 32.4700 11.00 17.33 3.00 1382 32.4900 11.00 17.27 3.00 1383 32.5100 15.00 17.20 4.00 1384 32.5300 17.00 17.14 4.00 1385 32.5500 13.00 17.14 4.00 1386 32.5700 20.00 17.20 4.00 1387 32.5900 17.00 17.33 4.00 1388 32.6100 16.00 17.52 4.00 1389 32.6300 8.00 17.73 3.00 1390 32.6500 18.00 17.93 4.00 1391 32.6700 18.00 18.06 4.00 1392 32.6900 25.00 18.11 5.00 1393 32.7100 25.00 18.06 5.00 1394 32.7300 21.00 17.94 5.00 1395 32.7500 30.00 17.82 5.00 1396 32.7700 16.00 17.81 4.00 1397 32.7900 24.00 18.01 5.00 1398 32.8100 20.00 18.53 4.00 1399 32.8300 23.00 19.45 5.00 1400 32.8500 14.00 20.75 4.00 1401 32.8700 25.00 22.35 5.00 1402 32.8900 24.00 24.06 5.00 1403 32.9100 35.00 25.62 6.00 1404 32.9300 18.00 26.78 4.00 1405 32.9500 26.00 27.35 5.00 1406 32.9700 39.00 27.25 6.00 1407 32.9900 36.00 26.55 6.00 1408 33.0100 29.00 25.40 5.00 1409 33.0300 23.00 23.98 5.00 1410 33.0500 25.00 22.49 5.00 1411 33.0700 14.00 21.06 4.00 1412 33.0900 16.00 19.79 4.00 1413 33.1100 27.00 18.71 5.00 1414 33.1300 21.00 17.83 5.00 1415 33.1500 13.00 17.17 4.00 1416 33.1700 15.00 16.70 4.00 1417 33.1900 16.00 16.42 4.00 1418 33.2100 11.00 16.30 3.00 1419 33.2300 18.00 16.31 4.00 1420 33.2500 20.00 16.40 4.00 1421 33.2700 27.00 16.53 5.00 1422 33.2900 22.00 16.65 5.00 1423 33.3100 16.00 16.73 4.00 1424 33.3300 14.00 16.74 4.00 1425 33.3500 14.00 16.67 4.00 1426 33.3700 29.00 16.52 5.00 1427 33.3900 16.00 16.30 4.00 1428 33.4100 17.00 16.04 4.00 1429 33.4300 16.00 15.76 4.00 1430 33.4500 16.00 15.47 4.00 1431 33.4700 16.00 15.21 4.00 1432 33.4900 13.00 14.98 4.00 1433 33.5100 10.00 14.78 3.00 1434 33.5300 15.00 14.63 4.00 1435 33.5500 13.00 14.52 4.00 1436 33.5700 10.00 14.43 3.00 1437 33.5900 17.00 14.36 4.00 1438 33.6100 17.00 14.32 4.00 1439 33.6300 14.00 14.28 4.00 1440 33.6500 13.00 14.26 4.00 1441 33.6700 7.00 14.25 3.00 1442 33.6900 14.00 14.28 4.00 1443 33.7100 13.00 14.37 4.00 1444 33.7300 10.00 14.53 3.00 1445 33.7500 16.00 14.83 4.00 1446 33.7700 9.00 15.28 3.00 1447 33.7900 14.00 15.92 4.00 1448 33.8100 13.00 16.74 4.00 1449 33.8300 14.00 17.70 4.00 1450 33.8500 14.00 18.71 4.00 1451 33.8700 20.00 19.62 4.00 1452 33.8900 15.00 20.31 4.00 1453 33.9100 20.00 20.67 4.00 1454 33.9300 22.00 20.66 5.00 1455 33.9500 18.00 20.30 4.00 1456 33.9700 15.00 19.69 4.00 1457 33.9900 14.00 18.95 4.00 1458 34.0100 9.00 18.18 3.00 1459 34.0300 14.00 17.48 4.00 1460 34.0500 17.00 16.89 4.00 1461 34.0700 17.00 16.42 4.00 1462 34.0900 12.00 16.09 3.00 1463 34.1100 16.00 15.87 4.00 1464 34.1300 11.00 15.77 3.00 1465 34.1500 18.00 15.79 4.00 1466 34.1700 18.00 15.92 4.00 1467 34.1900 18.00 16.16 4.00 1468 34.2100 14.00 16.50 4.00 1469 34.2300 20.00 16.91 4.00 1470 34.2500 21.00 17.34 5.00 1471 34.2700 22.00 17.72 5.00 1472 34.2900 14.00 17.99 4.00 1473 34.3100 20.00 18.10 4.00 1474 34.3300 24.00 18.03 5.00 1475 34.3500 11.00 17.78 3.00 1476 34.3700 15.00 17.38 4.00 1477 34.3900 17.00 16.88 4.00 1478 34.4100 17.00 16.35 4.00 1479 34.4300 14.00 15.84 4.00 1480 34.4500 17.00 15.37 4.00 1481 34.4700 19.00 14.98 4.00 1482 34.4900 12.00 14.68 3.00 1483 34.5100 21.00 14.46 5.00 1484 34.5300 9.00 14.31 3.00 1485 34.5500 12.00 14.23 3.00 1486 34.5700 9.00 14.22 3.00 1487 34.5900 13.00 14.27 4.00 1488 34.6100 21.00 14.39 5.00 1489 34.6300 9.00 14.58 3.00 1490 34.6500 14.00 14.85 4.00 1491 34.6700 25.00 15.19 5.00 1492 34.6900 15.00 15.58 4.00 1493 34.7100 16.00 15.98 4.00 1494 34.7300 16.00 16.37 4.00 1495 34.7500 21.00 16.69 5.00 1496 34.7700 22.00 16.90 5.00 1497 34.7900 24.00 16.99 5.00 1498 34.8100 22.00 16.94 5.00 1499 34.8300 14.00 16.77 4.00 1500 34.8500 18.00 16.51 4.00 1501 34.8700 19.00 16.20 4.00 1502 34.8900 12.00 15.88 3.00 1503 34.9100 19.00 15.60 4.00 1504 34.9300 13.00 15.37 4.00 1505 34.9500 16.00 15.23 4.00 1506 34.9700 14.00 15.15 4.00 1507 34.9900 16.00 15.14 4.00 1508 35.0100 21.00 15.17 5.00 1509 35.0300 19.00 15.21 4.00 1510 35.0500 15.00 15.22 4.00 1511 35.0700 13.00 15.21 4.00 1512 35.0900 15.00 15.15 4.00 1513 35.1100 24.00 15.06 5.00 1514 35.1300 18.00 14.95 4.00 1515 35.1500 11.00 14.84 3.00 1516 35.1700 18.00 14.77 4.00 1517 35.1900 18.00 14.77 4.00 1518 35.2100 13.00 14.91 4.00 1519 35.2300 23.00 15.27 5.00 1520 35.2500 16.00 16.02 4.00 1521 35.2700 17.00 17.31 4.00 1522 35.2900 16.00 19.34 4.00 1523 35.3100 21.00 22.29 5.00 1524 35.3300 14.00 26.20 4.00 1525 35.3500 25.00 30.97 5.00 1526 35.3700 23.00 36.28 5.00 1527 35.3900 33.00 41.61 6.00 1528 35.4100 32.00 46.32 6.00 1529 35.4300 41.00 49.81 6.00 1530 35.4500 49.00 51.61 7.00 1531 35.4700 59.00 51.55 8.00 1532 35.4900 54.00 49.72 7.00 1533 35.5100 61.00 46.46 8.00 1534 35.5300 48.00 42.27 7.00 1535 35.5500 39.00 37.69 6.00 1536 35.5700 38.00 33.22 6.00 1537 35.5900 39.00 29.24 6.00 1538 35.6100 36.00 26.00 6.00 1539 35.6300 31.00 23.56 6.00 1540 35.6500 34.00 21.88 6.00 1541 35.6700 23.00 20.79 5.00 1542 35.6900 30.00 20.10 5.00 1543 35.7100 17.00 19.62 4.00 1544 35.7300 27.00 19.18 5.00 1545 35.7500 20.00 18.72 4.00 1546 35.7700 39.00 18.20 6.00 1547 35.7900 31.00 17.66 6.00 1548 35.8100 15.00 17.12 4.00 1549 35.8300 12.00 16.63 3.00 1550 35.8500 14.00 16.22 4.00 1551 35.8700 14.00 15.90 4.00 1552 35.8900 9.00 15.67 3.00 1553 35.9100 13.00 15.51 4.00 1554 35.9300 13.00 15.41 4.00 1555 35.9500 11.00 15.34 3.00 1556 35.9700 12.00 15.27 3.00 1557 35.9900 17.00 15.20 4.00 1558 36.0100 16.00 15.11 4.00 1559 36.0300 13.00 15.00 4.00 1560 36.0500 9.00 14.87 3.00 1561 36.0700 15.00 14.72 4.00 1562 36.0900 11.00 14.58 3.00 1563 36.1100 13.00 14.44 4.00 1564 36.1300 16.00 14.33 4.00 1565 36.1500 20.00 14.24 4.00 1566 36.1700 16.00 14.17 4.00 1567 36.1900 17.00 14.14 4.00 1568 36.2100 10.00 14.12 3.00 1569 36.2300 8.00 14.13 3.00 1570 36.2500 12.00 14.15 3.00 1571 36.2700 11.00 14.19 3.00 1572 36.2900 8.00 14.26 3.00 1573 36.3100 21.00 14.35 5.00 1574 36.3300 24.00 14.49 5.00 1575 36.3500 12.00 14.65 3.00 1576 36.3700 19.00 14.84 4.00 1577 36.3900 12.00 15.04 3.00 1578 36.4100 25.00 15.23 5.00 1579 36.4300 12.00 15.39 3.00 1580 36.4500 16.00 15.51 4.00 1581 36.4700 15.00 15.58 4.00 1582 36.4900 20.00 15.62 4.00 1583 36.5100 11.00 15.62 3.00 1584 36.5300 10.00 15.59 3.00 1585 36.5500 17.00 15.55 4.00 1586 36.5700 16.00 15.49 4.00 1587 36.5900 19.00 15.41 4.00 1588 36.6100 15.00 15.31 4.00 1589 36.6300 21.00 15.19 5.00 1590 36.6500 10.00 15.07 3.00 1591 36.6700 17.00 14.96 4.00 1592 36.6900 14.00 14.88 4.00 1593 36.7100 20.00 14.85 4.00 1594 36.7300 15.00 14.89 4.00 1595 36.7500 11.00 15.02 3.00 1596 36.7700 16.00 15.24 4.00 1597 36.7900 18.00 15.53 4.00 1598 36.8100 22.00 15.86 5.00 1599 36.8300 14.00 16.18 4.00 1600 36.8500 19.00 16.46 4.00 1601 36.8700 17.00 16.64 4.00 1602 36.8900 16.00 16.70 4.00 1603 36.9100 21.00 16.65 5.00 1604 36.9300 15.00 16.49 4.00 1605 36.9500 15.00 16.27 4.00 1606 36.9700 15.00 16.01 4.00 1607 36.9900 15.00 15.73 4.00 1608 37.0100 20.00 15.44 4.00 1609 37.0300 15.00 15.16 4.00 1610 37.0500 15.00 14.87 4.00 1611 37.0700 11.00 14.59 3.00 1612 37.0900 15.00 14.33 4.00 1613 37.1100 18.00 14.10 4.00 1614 37.1300 13.00 13.90 4.00 1615 37.1500 12.00 13.76 3.00 1616 37.1700 12.00 13.67 3.00 1617 37.1900 24.00 13.64 5.00 1618 37.2100 12.00 13.67 3.00 1619 37.2300 18.00 13.78 4.00 1620 37.2500 20.00 13.94 4.00 1621 37.2700 15.00 14.14 4.00 1622 37.2900 16.00 14.36 4.00 1623 37.3100 13.00 14.59 4.00 1624 37.3300 18.00 14.80 4.00 1625 37.3500 8.00 14.99 3.00 1626 37.3700 17.00 15.16 4.00 1627 37.3900 15.00 15.32 4.00 1628 37.4100 11.00 15.47 3.00 1629 37.4300 8.00 15.61 3.00 1630 37.4500 15.00 15.70 4.00 1631 37.4700 14.00 15.75 4.00 1632 37.4900 12.00 15.72 3.00 1633 37.5100 18.00 15.59 4.00 1634 37.5300 21.00 15.37 5.00 1635 37.5500 14.00 15.10 4.00 1636 37.5700 14.00 14.80 4.00 1637 37.5900 16.00 14.52 4.00 1638 37.6100 13.00 14.26 4.00 1639 37.6300 19.00 14.07 4.00 1640 37.6500 11.00 13.93 3.00 1641 37.6700 11.00 13.84 3.00 1642 37.6900 12.00 13.81 3.00 1643 37.7100 11.00 13.82 3.00 1644 37.7300 14.00 13.88 4.00 1645 37.7500 12.00 13.99 3.00 1646 37.7700 12.00 14.18 3.00 1647 37.7900 12.00 14.44 3.00 1648 37.8100 18.00 14.78 4.00 1649 37.8300 15.00 15.20 4.00 1650 37.8500 14.00 15.67 4.00 1651 37.8700 14.00 16.14 4.00 1652 37.8900 20.00 16.58 4.00 1653 37.9100 10.00 16.93 3.00 1654 37.9300 21.00 17.17 5.00 1655 37.9500 8.00 17.28 3.00 1656 37.9700 19.00 17.27 4.00 1657 37.9900 19.00 17.18 4.00 1658 38.0100 14.00 17.07 4.00 1659 38.0300 19.00 16.99 4.00 1660 38.0500 25.00 17.01 5.00 1661 38.0700 8.00 17.16 3.00 1662 38.0900 15.00 17.45 4.00 1663 38.1100 30.00 17.82 5.00 1664 38.1300 11.00 18.20 3.00 1665 38.1500 18.00 18.49 4.00 1666 38.1700 32.00 18.60 6.00 1667 38.1900 26.00 18.48 5.00 1668 38.2100 14.00 18.13 4.00 1669 38.2300 21.00 17.58 5.00 1670 38.2500 29.00 16.92 5.00 1671 38.2700 19.00 16.22 4.00 1672 38.2900 19.00 15.55 4.00 1673 38.3100 23.00 14.97 5.00 1674 38.3300 9.00 14.49 3.00 1675 38.3500 20.00 14.12 4.00 1676 38.3700 17.00 13.85 4.00 1677 38.3900 26.00 13.66 5.00 1678 38.4100 12.00 13.53 3.00 1679 38.4300 18.00 13.45 4.00 1680 38.4500 15.00 13.40 4.00 1681 38.4700 17.00 13.37 4.00 1682 38.4900 16.00 13.36 4.00 1683 38.5100 28.00 13.36 5.00 1684 38.5300 13.00 13.37 4.00 1685 38.5500 22.00 13.41 5.00 1686 38.5700 19.00 13.47 4.00 1687 38.5900 20.00 13.58 4.00 1688 38.6100 18.00 13.73 4.00 1689 38.6300 18.00 13.94 4.00 1690 38.6500 13.00 14.21 4.00 1691 38.6700 13.00 14.53 4.00 1692 38.6900 13.00 14.87 4.00 1693 38.7100 20.00 15.21 4.00 1694 38.7300 19.00 15.51 4.00 1695 38.7500 18.00 15.75 4.00 1696 38.7700 26.00 15.90 5.00 1697 38.7900 29.00 15.98 5.00 1698 38.8100 26.00 16.00 5.00 1699 38.8300 26.00 15.98 5.00 1700 38.8500 22.00 15.93 5.00 1701 38.8700 13.00 15.86 4.00 1702 38.8900 20.00 15.75 4.00 1703 38.9100 14.00 15.60 4.00 1704 38.9300 13.00 15.40 4.00 1705 38.9500 18.00 15.16 4.00 1706 38.9700 18.00 14.92 4.00 1707 38.9900 16.00 14.71 4.00 1708 39.0100 20.00 14.59 4.00 1709 39.0300 20.00 14.59 4.00 1710 39.0500 15.00 14.74 4.00 1711 39.0700 14.00 15.03 4.00 1712 39.0900 19.00 15.42 4.00 1713 39.1100 18.00 15.83 4.00 1714 39.1300 10.00 16.19 3.00 1715 39.1500 26.00 16.41 5.00 1716 39.1700 25.00 16.43 5.00 1717 39.1900 26.00 16.26 5.00 1718 39.2100 18.00 15.90 4.00 1719 39.2300 13.00 15.41 4.00 1720 39.2500 30.00 14.86 5.00 1721 39.2700 19.00 14.32 4.00 1722 39.2900 22.00 13.82 5.00 1723 39.3100 19.00 13.41 4.00 1724 39.3300 17.00 13.08 4.00 1725 39.3500 17.00 12.83 4.00 1726 39.3700 15.00 12.66 4.00 1727 39.3900 11.00 12.54 3.00 1728 39.4100 17.00 12.46 4.00 1729 39.4300 15.00 12.41 4.00 1730 39.4500 13.00 12.39 4.00 1731 39.4700 14.00 12.38 4.00 1732 39.4900 11.00 12.40 3.00 1733 39.5100 11.00 12.45 3.00 1734 39.5300 7.00 12.56 3.00 1735 39.5500 12.00 12.75 3.00 1736 39.5700 12.00 13.04 3.00 1737 39.5900 12.00 13.46 3.00 1738 39.6100 12.00 14.02 3.00 1739 39.6300 11.00 14.69 3.00 1740 39.6500 16.00 15.44 4.00 1741 39.6700 15.00 16.19 4.00 1742 39.6900 10.00 16.86 3.00 1743 39.7100 18.00 17.37 4.00 1744 39.7300 13.00 17.65 4.00 1745 39.7500 11.00 17.68 3.00 1746 39.7700 17.00 17.45 4.00 1747 39.7900 20.00 17.00 4.00 1748 39.8100 16.00 16.40 4.00 1749 39.8300 21.00 15.70 5.00 1750 39.8500 20.00 14.99 4.00 1751 39.8700 14.00 14.34 4.00 data_[Ni(dpk)(2,5-PDC)(MeOH)]MeOH _database_code_depnum_ccdc_archive 'CCDC 922789' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2013-04-15 at 08:55:36 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.4 # Request file : c:\wingx\files\archive.reqdat # CIF files read : acmetoh_capilar num-acmetoh_capilar-abs-num _audit_creation_date 2013-04-15T08:55:36-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C19 H17 N3 Ni O7, C O' _chemical_formula_sum 'C20 H17 N3 Ni O8' _chemical_formula_weight 486.08 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.230(3) _cell_length_b 10.540(4) _cell_length_c 14.140(3) _cell_angle_alpha 97.46(2) _cell_angle_beta 99.97(3) _cell_angle_gamma 109.71(3) _cell_volume 1113.6(6) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 1662 _cell_measurement_theta_min 2.0919 _cell_measurement_theta_max 28.3633 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description Prism _exptl_crystal_colour purple _exptl_crystal_density_diffrn 1.45 _exptl_crystal_size_max 0.278 _exptl_crystal_size_mid 0.081 _exptl_crystal_size_min 0.080 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 500 _exptl_special_details ; The data collection was performed at ambient temperature in mother liquor in a capillary tube ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.921 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.33333 _exptl_absorpt_correction_T_max 1 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 16.2439 _diffrn_orient_matrix_ub_11 0.0164804 _diffrn_orient_matrix_ub_12 -0.0073683 _diffrn_orient_matrix_ub_13 0.0495217 _diffrn_orient_matrix_ub_21 -0.0737628 _diffrn_orient_matrix_ub_22 -0.0632001 _diffrn_orient_matrix_ub_23 -0.0121663 _diffrn_orient_matrix_ub_31 0.0561113 _diffrn_orient_matrix_ub_32 -0.0357918 _diffrn_orient_matrix_ub_33 -0.0102568 _diffrn_measurement_device_type 'SuperNova, Single source at offset), Eos' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.1091 _diffrn_reflns_av_unetI/netI 0.1244 _diffrn_reflns_number 5671 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.1 _diffrn_reflns_theta_max 25.68 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.905 _diffrn_measured_fraction_theta_max 0.905 _reflns_number_total 3825 _reflns_number_gt 2617 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection CrysAlisPro _computing_cell_refinement CrysAlisPro _computing_data_reduction CrysAlisPro _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.1093P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 3825 _refine_ls_number_parameters 271 _refine_ls_number_restraints 75 _refine_ls_R_factor_all 0.1112 _refine_ls_R_factor_gt 0.0717 _refine_ls_wR_factor_ref 0.2121 _refine_ls_wR_factor_gt 0.1756 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.045 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.354 _refine_diff_density_min -1.085 _refine_diff_density_rms 0.121 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Ni1 Ni 0.03946(9) 0.15483(6) 0.32681(5) 0.0330(3) Uani 1 1 d . . . O5 O 0.2287(5) 0.2649(3) 0.2536(3) 0.0370(9) Uani 1 1 d D . . O3 O -0.1673(6) -0.1771(3) -0.0661(3) 0.0504(12) Uani 1 1 d . . . O1 O -0.1273(6) 0.0775(4) 0.4103(3) 0.0455(11) Uani 1 1 d . . . O4 O -0.2948(6) -0.3920(3) -0.0478(3) 0.0504(12) Uani 1 1 d . . . O7 O 0.2147(7) 0.0656(5) 0.3870(3) 0.0581(13) Uani 1 1 d D . . O2 O -0.3275(5) -0.1214(4) 0.4222(3) 0.0469(11) Uani 1 1 d . . . O6 O 0.3245(7) 0.4935(4) 0.2327(4) 0.0689(16) Uani 1 1 d D . . N3 N 0.1715(6) 0.3422(4) 0.4237(3) 0.0361(11) Uani 1 1 d U . . N1 N -0.1168(6) -0.0309(4) 0.2313(3) 0.0338(11) Uani 1 1 d . . . N2 N -0.0967(6) 0.2611(4) 0.2510(3) 0.0382(12) Uani 1 1 d U . . C4 C -0.2338(7) -0.2122(4) 0.0859(4) 0.0296(12) Uani 1 1 d . . . C5 C -0.1206(7) -0.0799(5) 0.1381(4) 0.0324(13) Uani 1 1 d . . . H5 H -0.0444 -0.0233 0.1064 0.039 Uiso 1 1 calc R . . C3 C -0.3518(4) -0.2932(2) 0.1323(2) 0.0381(14) Uani 1 1 d . . . H3 H -0.4285 -0.3817 0.1006 0.046 Uiso 1 1 calc R . . C14 C 0.2437(4) 0.4440(2) 0.3800(2) 0.0408(15) Uani 1 1 d RU . . C1 C -0.2342(4) -0.1118(2) 0.2746(2) 0.0350(13) Uani 1 1 d R . . C15 C 0.3313(4) 0.5792(2) 0.4293(2) 0.066(2) Uani 1 1 d RU . . H15 H 0.3781 0.6482 0.3958 0.079 Uiso 1 1 d R . . C18 C 0.3479(4) 0.6097(2) 0.5300(2) 0.078(3) Uani 1 1 d RU . . H18 H 0.4091 0.6992 0.5655 0.094 Uiso 1 1 d R . . C7 C -0.2310(7) -0.2647(5) -0.0174(4) 0.0341(13) Uani 1 1 d . . . C8 C -0.2737(9) 0.2290(7) 0.2183(5) 0.0557(17) Uani 1 1 d U . . H8 H -0.3515 0.1529 0.235 0.067 Uiso 1 1 calc R . . C12 C 0.0124(9) 0.3711(5) 0.2252(4) 0.0447(16) Uani 1 1 d U . . C13 C 0.2077(8) 0.3965(5) 0.2695(4) 0.0403(15) Uani 1 1 d . . . C2 C -0.3540(8) -0.2404(5) 0.2267(4) 0.0394(14) Uani 1 1 d . . . H2 H -0.4364 -0.2918 0.2578 0.047 Uiso 1 1 calc R . . C6 C -0.2314(7) -0.0474(5) 0.3766(4) 0.0343(13) Uani 1 1 d . . . C11 C -0.0491(6) 0.4499(4) 0.1674(3) 0.066(2) Uani 1 1 d U . . H11 H 0.0299 0.5255 0.1509 0.079 Uiso 1 1 calc R . . C17 C 0.2702(6) 0.5051(4) 0.5754(3) 0.067(2) Uani 1 1 d RU . . H17 H 0.2767 0.523 0.6424 0.081 Uiso 1 1 d R . . C16 C 0.1837(6) 0.3721(4) 0.5202(3) 0.0513(17) Uani 1 1 d RU . . H16 H 0.1336 0.3012 0.5514 0.062 Uiso 1 1 d R . . C10 C -0.2315(14) 0.4132(8) 0.1348(6) 0.084(3) Uani 1 1 d U . . H10 H -0.2764 0.4632 0.0951 0.101 Uiso 1 1 calc R . . C9 C -0.3438(12) 0.3028(9) 0.1620(6) 0.075(2) Uani 1 1 d U . . H9 H -0.4661 0.2781 0.1424 0.09 Uiso 1 1 calc R . . C19 C 0.2654(15) -0.0395(11) 0.3496(7) 0.121(4) Uani 1 1 d . . . H19A H 0.3501 -0.0518 0.3999 0.182 Uiso 1 1 calc R . . H19B H 0.3182 -0.0163 0.2956 0.182 Uiso 1 1 calc R . . H19C H 0.1632 -0.1233 0.3273 0.182 Uiso 1 1 calc R . . O8 O 0.345(2) -0.0347(15) 0.0952(12) 0.258(6) Uiso 1 1 d . . . C30 C 0.274(2) -0.1597(16) 0.0636(12) 0.169(6) Uiso 1 1 d . . . H5H H 0.23(2) 0.238(14) 0.196(5) 0.253 Uiso 1 1 d D . . H7H H 0.264(19) 0.088(15) 0.447(3) 0.253 Uiso 1 1 d D . . H6H H 0.319(16) 0.456(10) 0.174(4) 0.16(5) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0371(5) 0.0282(4) 0.0222(4) 0.0025(3) 0.0089(3) -0.0026(3) O5 0.038(2) 0.0357(18) 0.027(2) 0.0041(16) 0.0107(17) -0.0002(17) O3 0.068(3) 0.0352(18) 0.028(2) 0.0045(17) 0.019(2) -0.0090(19) O1 0.054(3) 0.0380(19) 0.029(2) 0.0002(17) 0.017(2) -0.0044(19) O4 0.074(3) 0.0306(18) 0.034(2) 0.0008(17) 0.022(2) 0.000(2) O7 0.091(4) 0.064(3) 0.028(3) 0.005(2) 0.009(2) 0.043(3) O2 0.046(3) 0.049(2) 0.029(2) 0.0100(19) 0.016(2) -0.0075(19) O6 0.076(4) 0.048(2) 0.051(3) 0.005(2) 0.026(3) -0.020(2) N3 0.034(3) 0.037(2) 0.020(2) -0.0050(19) 0.003(2) -0.002(2) N1 0.036(3) 0.030(2) 0.025(3) 0.0086(18) 0.010(2) -0.0047(19) N2 0.038(3) 0.035(2) 0.028(3) 0.000(2) 0.008(2) -0.002(2) C4 0.033(3) 0.025(2) 0.027(3) 0.003(2) 0.010(2) 0.004(2) C5 0.032(3) 0.034(2) 0.023(3) 0.008(2) 0.012(2) -0.002(2) C3 0.046(4) 0.024(2) 0.030(3) -0.002(2) 0.011(3) -0.004(2) C14 0.043(3) 0.031(2) 0.035(3) -0.004(2) 0.015(3) -0.003(2) C1 0.038(3) 0.033(2) 0.023(3) 0.006(2) 0.009(2) -0.002(2) C15 0.076(5) 0.044(3) 0.047(4) -0.005(3) 0.022(4) -0.015(3) C18 0.097(6) 0.042(3) 0.053(5) -0.022(3) 0.019(4) -0.016(4) C7 0.035(3) 0.032(3) 0.027(3) 0.003(2) 0.007(2) 0.003(2) C8 0.049(4) 0.064(4) 0.048(4) 0.005(3) 0.009(3) 0.016(3) C12 0.069(4) 0.030(2) 0.027(3) 0.002(2) 0.015(3) 0.007(3) C13 0.049(4) 0.028(2) 0.026(3) 0.001(2) 0.014(3) -0.009(2) C2 0.043(3) 0.029(2) 0.034(3) 0.002(2) 0.018(3) -0.006(2) C6 0.038(3) 0.036(3) 0.024(3) 0.008(2) 0.009(2) 0.006(2) C11 0.105(7) 0.046(3) 0.045(5) 0.015(3) 0.019(4) 0.021(4) C17 0.093(6) 0.058(4) 0.027(4) -0.015(3) 0.011(4) 0.007(4) C16 0.061(4) 0.047(3) 0.030(4) -0.002(3) 0.012(3) 0.003(3) C10 0.121(8) 0.084(5) 0.051(5) 0.002(4) -0.005(5) 0.059(6) C9 0.059(5) 0.089(5) 0.067(6) 0.002(5) -0.004(4) 0.030(5) C19 0.156(10) 0.181(10) 0.046(6) -0.028(6) -0.023(6) 0.127(9) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O1 1.999(3) . ? Ni1 N3 2.072(4) . ? Ni1 N1 2.080(4) . ? Ni1 O7 2.094(5) . ? Ni1 N2 2.098(5) . ? Ni1 O5 2.121(3) . ? O5 C13 1.448(7) . ? O3 C7 1.251(5) . ? O1 C6 1.276(6) . ? O4 C7 1.248(6) . ? O7 C19 1.385(10) . ? O2 C6 1.242(5) . ? O6 C13 1.374(5) . ? N3 C14 1.324(4) . ? N3 C16 1.338(5) . ? N1 C5 1.343(6) . ? N1 C1 1.349(4) . ? N2 C12 1.343(6) . ? N2 C8 1.358(8) . ? C4 C3 1.381(5) . ? C4 C5 1.406(7) . ? C4 C7 1.500(7) . ? C3 C2 1.384(6) . ? C14 C15 1.3823 . ? C14 C13 1.522(6) . ? C1 C2 1.377(6) . ? C1 C6 1.505(6) . ? C15 C18 1.39 . ? C18 C17 1.375(4) . ? C8 C9 1.370(11) . ? C12 C11 1.389(8) . ? C12 C13 1.538(10) . ? C11 C10 1.392(11) . ? C17 C16 1.39 . ? C10 C9 1.367(11) . ? O8 C30 1.230(17) . ? 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 O1 Ni1 N3 94.53(15) . . ? O1 Ni1 N1 81.60(15) . . ? N3 Ni1 N1 174.21(17) . . ? O1 Ni1 O7 91.45(19) . . ? N3 Ni1 O7 93.9(2) . . ? N1 Ni1 O7 90.53(19) . . ? O1 Ni1 N2 100.18(18) . . ? N3 Ni1 N2 84.67(18) . . ? N1 Ni1 N2 91.76(18) . . ? O7 Ni1 N2 168.35(17) . . ? O1 Ni1 O5 171.45(14) . . ? N3 Ni1 O5 77.00(15) . . ? N1 Ni1 O5 106.77(14) . . ? O7 Ni1 O5 90.28(18) . . ? N2 Ni1 O5 78.13(16) . . ? C13 O5 Ni1 99.5(3) . . ? C6 O1 Ni1 114.5(3) . . ? C19 O7 Ni1 133.4(5) . . ? C14 N3 C16 118.3(4) . . ? C14 N3 Ni1 113.0(3) . . ? C16 N3 Ni1 128.6(3) . . ? C5 N1 C1 117.5(4) . . ? C5 N1 Ni1 131.7(3) . . ? C1 N1 Ni1 110.8(3) . . ? C12 N2 C8 117.0(5) . . ? C12 N2 Ni1 112.8(4) . . ? C8 N2 Ni1 130.0(4) . . ? C3 C4 C5 117.8(4) . . ? C3 C4 C7 120.3(4) . . ? C5 C4 C7 121.9(4) . . ? N1 C5 C4 123.4(4) . . ? C4 C3 C2 118.8(3) . . ? N3 C14 C15 123.2(2) . . ? N3 C14 C13 112.3(3) . . ? C15 C14 C13 124.32(18) . . ? N1 C1 C2 122.2(3) . . ? N1 C1 C6 114.9(3) . . ? C2 C1 C6 122.8(3) . . ? C14 C15 C18 118.6 . . ? C17 C18 C15 118.49(19) . . ? O4 C7 O3 125.6(5) . . ? O4 C7 C4 117.2(4) . . ? O3 C7 C4 117.2(4) . . ? N2 C8 C9 123.5(6) . . ? N2 C12 C11 122.7(6) . . ? N2 C12 C13 111.0(5) . . ? C11 C12 C13 126.3(4) . . ? O6 C13 O5 112.3(5) . . ? O6 C13 C14 109.2(4) . . ? O5 C13 C14 106.5(4) . . ? O6 C13 C12 113.0(5) . . ? O5 C13 C12 107.4(4) . . ? C14 C13 C12 108.1(4) . . ? C1 C2 C3 120.1(3) . . ? O2 C6 O1 125.2(5) . . ? O2 C6 C1 117.2(4) . . ? O1 C6 C1 117.6(3) . . ? C12 C11 C10 118.6(5) . . ? C18 C17 C16 119.15(18) . . ? N3 C16 C17 122.3(2) . . ? C9 C10 C11 119.1(7) . . ? C10 C9 C8 119.1(8) . . ? data_[Ni(dpk)(2,5-PDC)(C3H8O)]C3H8O _database_code_depnum_ccdc_archive 'CCDC 922790' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2013-04-09 at 17:20:43 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.4 # Request file : c:\wingx\files\archive.reqdat # CIF files read : acisooh acisooh-abs _audit_creation_date 2013-04-09T17:20:43-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C21 H20 N3 Ni O7, C3 H7 O' _chemical_formula_sum 'C24 H27 N3 Ni O8' _chemical_formula_weight 544.2 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.5403(4) _cell_length_b 10.9818(5) _cell_length_c 14.1674(7) _cell_angle_alpha 105.113(4) _cell_angle_beta 102.302(4) _cell_angle_gamma 97.866(4) _cell_volume 1226.97(10) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2907 _cell_measurement_theta_min 3.3442 _cell_measurement_theta_max 74.0891 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description Prism _exptl_crystal_colour 'pale purple' _exptl_crystal_size_max 0.0991 _exptl_crystal_size_mid 0.0498 _exptl_crystal_size_min 0.0324 _exptl_crystal_density_diffrn 1.473 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 568 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 3 -1 -8 0.0264 -4 -3 0 0.0148 -2 2 8 0.0181 3 -6 4 0.0466 -2 6 -6 0.0451 4 4 1 0.0115 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.612 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.9 _exptl_absorpt_correction_T_max 0.959 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 5.2012 _diffrn_orient_matrix_ub_11 0.1366881 _diffrn_orient_matrix_ub_12 -0.0044047 _diffrn_orient_matrix_ub_13 -0.0556351 _diffrn_orient_matrix_ub_21 0.1069001 _diffrn_orient_matrix_ub_22 0.1197344 _diffrn_orient_matrix_ub_23 0.0841651 _diffrn_orient_matrix_ub_31 0.0740037 _diffrn_orient_matrix_ub_32 -0.0876255 _diffrn_orient_matrix_ub_33 0.0585895 _diffrn_measurement_device_type 'SuperNova, Single source at offset), Atlas' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0292 _diffrn_reflns_av_unetI/netI 0.0493 _diffrn_reflns_number 6501 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.35 _diffrn_reflns_theta_max 68.19 _diffrn_reflns_theta_full 68.19 _diffrn_measured_fraction_theta_full 0.98 _diffrn_measured_fraction_theta_max 0.98 _reflns_number_total 4401 _reflns_number_gt 3570 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection CrysAlisPro _computing_cell_refinement CrysAlisPro _computing_data_reduction CrysAlisPro _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0814P)^2^+4.4133P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 4401 _refine_ls_number_parameters 325 _refine_ls_number_restraints 56 _refine_ls_R_factor_all 0.0909 _refine_ls_R_factor_gt 0.0748 _refine_ls_wR_factor_ref 0.1958 _refine_ls_wR_factor_gt 0.1804 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.031 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.76 _refine_diff_density_min -1.399 _refine_diff_density_rms 0.097 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C1 C 0.1016(6) 0.6631(4) 0.2343(3) 0.0301(9) Uani 1 1 d . . . C2 C 0.0800(7) 0.7866(4) 0.2748(3) 0.0353(11) Uani 1 1 d . . . H2 H 0.0982 0.8506 0.2421 0.042 Uiso 1 1 calc R . . C3 C 0.0313(6) 0.8153(4) 0.3638(3) 0.0326(10) Uani 1 1 d . . . H3 H 0.0123 0.8988 0.392 0.039 Uiso 1 1 calc R . . C4 C 0.0104(5) 0.7208(4) 0.4115(3) 0.0262(9) Uani 1 1 d . . . C5 C 0.0339(5) 0.5985(4) 0.3656(3) 0.0246(8) Uani 1 1 d . . . H5 H 0.0195 0.5335 0.3978 0.03 Uiso 1 1 calc R . . C6 C 0.1573(6) 0.6238(4) 0.1376(3) 0.0318(10) Uani 1 1 d . . . C7 C -0.0377(5) 0.7495(4) 0.5101(3) 0.0256(9) Uani 1 1 d . . . C8 C 0.1525(7) 0.2067(5) -0.0009(4) 0.0384(11) Uani 1 1 d . . . H8 H 0.1348 0.2697 -0.0347 0.046 Uiso 1 1 calc R . . C9 C 0.1825(8) 0.0912(5) -0.0532(4) 0.0508(15) Uani 1 1 d . . . H9 H 0.1828 0.0741 -0.1225 0.061 Uiso 1 1 calc R . . C10 C 0.2121(9) 0.0007(5) -0.0033(5) 0.0552(16) Uani 1 1 d . . . H10 H 0.2322 -0.0797 -0.0381 0.066 Uiso 1 1 calc R . . C11 C 0.2123(8) 0.0285(5) 0.0982(4) 0.0466(14) Uani 1 1 d . . . H11 H 0.2355 -0.031 0.1348 0.056 Uiso 1 1 calc R . . C12 C 0.1779(6) 0.1449(4) 0.1440(4) 0.0329(10) Uani 1 1 d . . . C13 C 0.1729(6) 0.1890(4) 0.2551(3) 0.0325(10) Uani 1 1 d . . . C14 C 0.3231(3) 0.2876(3) 0.3113(3) 0.0519(6) Uani 1 1 d G . . C15 C 0.4596(4) 0.2717(3) 0.3769(3) 0.0519(6) Uani 1 1 d G . . H15 H 0.4594 0.1926 0.3926 0.062 Uiso 1 1 calc R . . C16 C 0.5963(3) 0.3714(4) 0.4197(3) 0.0519(6) Uani 1 1 d G . . H16 H 0.6895 0.3605 0.4646 0.062 Uiso 1 1 calc R . . C17 C 0.5965(3) 0.4870(3) 0.3968(3) 0.0519(6) Uani 1 1 d G . . H17 H 0.69 0.5552 0.4261 0.062 Uiso 1 1 calc R . . C18 C 0.4601(4) 0.5029(3) 0.3311(3) 0.0519(6) Uani 1 1 d G . . H18 H 0.4603 0.582 0.3155 0.062 Uiso 1 1 calc R . . N3 N 0.3234(3) 0.4032(3) 0.2884(2) 0.0519(6) Uani 1 1 d G B . C20 C -0.2777(7) 0.3892(6) 0.1396(5) 0.0513(14) Uani 1 1 d . . . N1 N 0.0760(5) 0.5694(3) 0.2778(3) 0.0262(8) Uani 1 1 d . B . N2 N 0.1476(5) 0.2327(3) 0.0960(3) 0.0298(8) Uani 1 1 d . B . O1 O 0.1805(4) 0.5103(3) 0.1110(2) 0.0329(7) Uani 1 1 d . B . O2 O 0.1794(5) 0.7070(3) 0.0938(2) 0.0386(8) Uani 1 1 d . . . O3 O -0.0145(4) 0.6728(3) 0.5608(2) 0.0305(7) Uani 1 1 d . . . O4 O -0.0971(5) 0.8479(3) 0.5336(3) 0.0404(8) Uani 1 1 d . . . O5 O 0.0361(4) 0.2516(3) 0.2555(2) 0.0269(6) Uani 1 1 d . B . O6 O 0.1573(5) 0.0833(3) 0.2899(3) 0.0456(9) Uani 1 1 d D . . O7 O -0.1373(4) 0.3616(4) 0.1040(2) 0.0364(8) Uani 1 1 d D B . Ni1 Ni 0.10342(9) 0.39541(6) 0.18885(5) 0.0244(2) Uani 1 1 d . . . O8 O 0.665(3) 1.016(2) 0.4134(18) 0.151(9) Uani 0.519(11) 1 d PU A 1 C22 C 0.4507(17) 0.8250(10) 0.3908(9) 0.055(3) Uani 0.519(11) 1 d PU A 1 H22A H 0.4176 0.8805 0.4462 0.083 Uiso 0.519(11) 1 calc PR A 1 H22B H 0.5309 0.779 0.4185 0.083 Uiso 0.519(11) 1 calc PR A 1 H22C H 0.3544 0.7625 0.3441 0.083 Uiso 0.519(11) 1 calc PR A 1 C23 C 0.523(2) 0.9026(16) 0.3372(14) 0.065(4) Uani 0.519(11) 1 d PU A 1 H23 H 0.4352 0.9437 0.3073 0.078 Uiso 0.519(11) 1 calc PR A 1 C24 C 0.5721(18) 0.8231(14) 0.2521(12) 0.073(4) Uani 0.519(11) 1 d PU A 1 H24A H 0.6198 0.8786 0.217 0.11 Uiso 0.519(11) 1 calc PR A 1 H24B H 0.476 0.7611 0.2048 0.11 Uiso 0.519(11) 1 calc PR A 1 H24C H 0.6534 0.7766 0.2777 0.11 Uiso 0.519(11) 1 calc PR A 1 O8A O 0.6757(19) 1.0207(15) 0.2996(12) 0.111(5) Uani 0.481(11) 1 d PU A 2 C24A C 0.557(2) 0.8181(18) 0.3342(14) 0.076(5) Uiso 0.481(11) 1 d P A 2 H24D H 0.4978 0.7819 0.2626 0.114 Uiso 0.481(11) 1 calc PR A 2 H24E H 0.4926 0.7871 0.3758 0.114 Uiso 0.481(11) 1 calc PR A 2 H24F H 0.6627 0.7912 0.3453 0.114 Uiso 0.481(11) 1 calc PR A 2 C22A C 0.6745(19) 1.0038(14) 0.4653(11) 0.048(3) Uani 0.481(11) 1 d PU A 2 H22D H 0.6965 1.0981 0.4901 0.072 Uiso 0.481(11) 1 calc PR A 2 H22E H 0.7784 0.9743 0.4717 0.072 Uiso 0.481(11) 1 calc PR A 2 H22F H 0.6107 0.9681 0.5052 0.072 Uiso 0.481(11) 1 calc PR A 2 C23A C 0.586(3) 0.962(2) 0.3633(15) 0.058(4) Uani 0.481(11) 1 d PU A 2 H23A H 0.4777 0.989 0.358 0.069 Uiso 0.481(11) 1 calc PR A 2 C19 C -0.3216(12) 0.5121(10) 0.1165(8) 0.0564(16) Uani 0.762(10) 1 d PU B 1 H19A H -0.2246 0.5821 0.1436 0.085 Uiso 0.762(10) 1 calc PR B 1 H19B H -0.4086 0.5372 0.148 0.085 Uiso 0.762(10) 1 calc PR B 1 H19C H -0.3596 0.4951 0.043 0.085 Uiso 0.762(10) 1 calc PR B 1 C21 C -0.4102(10) 0.2788(8) 0.1024(7) 0.0564(16) Uani 0.762(10) 1 d P B 1 H21A H -0.3718 0.2053 0.1197 0.085 Uiso 0.762(10) 1 calc PR B 1 H21B H -0.4496 0.2577 0.0287 0.085 Uiso 0.762(10) 1 calc PR B 1 H21C H -0.4996 0.2981 0.1334 0.085 Uiso 0.762(10) 1 calc PR B 1 C21A C -0.337(3) 0.292(3) 0.185(2) 0.0564(16) Uani 0.238(10) 1 d P B 2 H21D H -0.248 0.2504 0.208 0.085 Uiso 0.238(10) 1 calc PR B 2 H21E H -0.4274 0.2268 0.1349 0.085 Uiso 0.238(10) 1 calc PR B 2 H21F H -0.3765 0.3337 0.2433 0.085 Uiso 0.238(10) 1 calc PR B 2 C19A C -0.367(4) 0.471(3) 0.107(3) 0.0564(16) Uani 0.238(10) 1 d PU B 2 H19D H -0.3018 0.5254 0.0789 0.085 Uiso 0.238(10) 1 calc PR B 2 H19E H -0.3973 0.5254 0.1645 0.085 Uiso 0.238(10) 1 calc PR B 2 H19F H -0.4665 0.421 0.0552 0.085 Uiso 0.238(10) 1 calc PR B 2 H5H H 0.036(10) 0.276(8) 0.316(6) 0.085 Uiso 1 1 d . . . H7 H -0.163(10) 0.340(7) 0.0426(16) 0.085 Uiso 1 1 d D . . H6 H 0.138(10) 0.106(7) 0.346(3) 0.085 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.045(3) 0.025(2) 0.025(2) 0.0100(17) 0.0126(19) 0.0106(19) C2 0.061(3) 0.026(2) 0.028(2) 0.0146(18) 0.020(2) 0.012(2) C3 0.054(3) 0.021(2) 0.026(2) 0.0073(17) 0.015(2) 0.013(2) C4 0.034(2) 0.023(2) 0.023(2) 0.0087(16) 0.0089(17) 0.0066(17) C5 0.035(2) 0.023(2) 0.0180(19) 0.0075(16) 0.0093(17) 0.0056(17) C6 0.046(3) 0.024(2) 0.027(2) 0.0101(18) 0.012(2) 0.0074(19) C7 0.035(2) 0.0190(19) 0.024(2) 0.0056(16) 0.0098(17) 0.0053(17) C8 0.056(3) 0.034(3) 0.030(2) 0.008(2) 0.023(2) 0.010(2) C9 0.082(4) 0.043(3) 0.038(3) 0.009(2) 0.036(3) 0.018(3) C10 0.089(5) 0.033(3) 0.056(3) 0.007(2) 0.048(3) 0.020(3) C11 0.073(4) 0.032(3) 0.051(3) 0.015(2) 0.039(3) 0.022(3) C12 0.047(3) 0.024(2) 0.034(2) 0.0088(18) 0.023(2) 0.0085(19) C13 0.050(3) 0.025(2) 0.031(2) 0.0108(18) 0.021(2) 0.018(2) C14 0.0388(11) 0.0590(14) 0.0505(13) 0.0043(11) 0.0086(10) 0.0135(10) C15 0.0388(11) 0.0590(14) 0.0505(13) 0.0043(11) 0.0086(10) 0.0135(10) C16 0.0388(11) 0.0590(14) 0.0505(13) 0.0043(11) 0.0086(10) 0.0135(10) C17 0.0388(11) 0.0590(14) 0.0505(13) 0.0043(11) 0.0086(10) 0.0135(10) C18 0.0388(11) 0.0590(14) 0.0505(13) 0.0043(11) 0.0086(10) 0.0135(10) N3 0.0388(11) 0.0590(14) 0.0505(13) 0.0043(11) 0.0086(10) 0.0135(10) C20 0.045(3) 0.076(4) 0.051(3) 0.027(3) 0.028(3) 0.027(3) N1 0.038(2) 0.0230(17) 0.0225(17) 0.0101(14) 0.0113(15) 0.0091(15) N2 0.041(2) 0.0246(18) 0.0277(19) 0.0064(15) 0.0180(16) 0.0078(16) O1 0.053(2) 0.0244(15) 0.0304(16) 0.0119(13) 0.0233(15) 0.0114(14) O2 0.070(2) 0.0246(16) 0.0264(16) 0.0100(13) 0.0221(16) 0.0078(15) O3 0.0495(19) 0.0244(14) 0.0225(15) 0.0088(12) 0.0148(13) 0.0111(13) O4 0.066(2) 0.0338(18) 0.0358(18) 0.0160(15) 0.0277(17) 0.0225(17) O5 0.0378(17) 0.0229(14) 0.0236(15) 0.0078(12) 0.0139(13) 0.0071(12) O6 0.081(3) 0.0300(17) 0.039(2) 0.0153(15) 0.0300(19) 0.0212(18) O7 0.0343(17) 0.057(2) 0.0223(15) 0.0125(15) 0.0120(13) 0.0165(15) Ni1 0.0344(4) 0.0213(4) 0.0214(4) 0.0073(3) 0.0125(3) 0.0081(3) O8 0.129(13) 0.127(13) 0.156(17) 0.010(12) -0.011(12) 0.029(10) C22 0.085(8) 0.033(5) 0.048(6) 0.012(5) 0.023(6) 0.007(5) C23 0.082(10) 0.041(8) 0.075(10) 0.028(7) 0.018(8) 0.010(7) C24 0.066(8) 0.072(8) 0.076(9) 0.011(7) 0.022(7) 0.012(7) O8A 0.110(10) 0.127(11) 0.113(10) 0.042(8) 0.055(8) 0.032(8) C22A 0.047(7) 0.041(6) 0.053(8) 0.006(6) 0.016(6) 0.009(5) C23A 0.067(10) 0.054(10) 0.070(10) 0.025(8) 0.034(9) 0.035(8) C19 0.045(3) 0.065(4) 0.055(3) 0.005(3) 0.019(3) 0.014(3) C21 0.045(3) 0.065(4) 0.055(3) 0.005(3) 0.019(3) 0.014(3) C21A 0.045(3) 0.065(4) 0.055(3) 0.005(3) 0.019(3) 0.014(3) C19A 0.045(3) 0.065(4) 0.055(3) 0.005(3) 0.019(3) 0.014(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.348(5) . ? C1 C2 1.382(6) . ? C1 C6 1.521(6) . ? C2 C3 1.384(6) . ? C3 C4 1.390(6) . ? C4 C5 1.393(6) . ? C4 C7 1.507(6) . ? C5 N1 1.339(5) . ? C6 O2 1.245(5) . ? C6 O1 1.261(5) . ? C7 O3 1.252(5) . ? C7 O4 1.253(5) . ? C8 N2 1.339(6) . ? C8 C9 1.380(7) . ? C9 C10 1.382(8) . ? C10 C11 1.391(8) . ? C11 C12 1.376(7) . ? C12 N2 1.339(6) . ? C12 C13 1.534(6) . ? C13 O6 1.376(6) . ? C13 O5 1.435(5) . ? C13 C14 1.479(6) . ? C14 C15 1.39 . ? C14 N3 1.39 . ? C15 C16 1.39 . ? C16 C17 1.39 . ? C17 C18 1.39 . ? C18 N3 1.39 . ? N3 Ni1 2.071(2) . ? C20 C19A 1.36(4) . ? C20 O7 1.436(6) . ? C20 C21 1.437(10) . ? C20 C21A 1.47(3) . ? C20 C19 1.546(12) . ? N1 Ni1 2.070(3) . ? N2 Ni1 2.058(4) . ? O1 Ni1 2.012(3) . ? O5 Ni1 2.116(3) . ? O7 Ni1 2.077(3) . ? O8 C23 1.59(3) . ? C22 C23 1.440(19) . ? C23 C24 1.47(2) . ? O8A C23A 1.51(2) . ? C24A C23A 1.50(2) . ? C22A C23A 1.40(3) . ? 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 N1 C1 C2 122.5(4) . . ? N1 C1 C6 115.3(4) . . ? C2 C1 C6 122.2(4) . . ? C1 C2 C3 118.8(4) . . ? C2 C3 C4 119.3(4) . . ? C3 C4 C5 118.5(4) . . ? C3 C4 C7 120.8(4) . . ? C5 C4 C7 120.7(4) . . ? N1 C5 C4 122.3(4) . . ? O2 C6 O1 126.3(4) . . ? O2 C6 C1 117.4(4) . . ? O1 C6 C1 116.3(4) . . ? O3 C7 O4 126.1(4) . . ? O3 C7 C4 116.9(4) . . ? O4 C7 C4 117.0(4) . . ? N2 C8 C9 122.1(5) . . ? C8 C9 C10 118.9(5) . . ? C9 C10 C11 119.4(5) . . ? C12 C11 C10 117.8(5) . . ? N2 C12 C11 123.2(4) . . ? N2 C12 C13 112.9(4) . . ? C11 C12 C13 123.9(4) . . ? O6 C13 O5 113.2(4) . . ? O6 C13 C14 113.9(4) . . ? O5 C13 C14 107.7(3) . . ? O6 C13 C12 108.9(4) . . ? O5 C13 C12 105.3(4) . . ? C14 C13 C12 107.4(4) . . ? C15 C14 N3 120 . . ? C15 C14 C13 126.6(3) . . ? N3 C14 C13 113.3(3) . . ? C16 C15 C14 120 . . ? C17 C16 C15 120 . . ? C16 C17 C18 120 . . ? N3 C18 C17 120 . . ? C18 N3 C14 120 . . ? C18 N3 Ni1 129.65(18) . . ? C14 N3 Ni1 110.35(18) . . ? C19A C20 O7 121.4(15) . . ? C19A C20 C21 95.5(14) . . ? O7 C20 C21 111.6(5) . . ? C19A C20 C21A 124.6(17) . . ? O7 C20 C21A 111.3(11) . . ? C21 C20 C21A 47.3(11) . . ? C19A C20 C19 19.3(13) . . ? O7 C20 C19 109.3(5) . . ? C21 C20 C19 114.8(6) . . ? C21A C20 C19 139.3(11) . . ? C5 N1 C1 118.6(4) . . ? C5 N1 Ni1 130.5(3) . . ? C1 N1 Ni1 110.8(3) . . ? C12 N2 C8 118.5(4) . . ? C12 N2 Ni1 112.3(3) . . ? C8 N2 Ni1 129.2(3) . . ? C6 O1 Ni1 115.3(3) . . ? C13 O5 Ni1 100.2(2) . . ? C20 O7 Ni1 127.8(3) . . ? O1 Ni1 N2 93.72(13) . . ? O1 Ni1 N1 81.22(13) . . ? N2 Ni1 N1 174.43(14) . . ? O1 Ni1 N3 100.20(15) . . ? N2 Ni1 N3 86.56(15) . . ? N1 Ni1 N3 92.04(14) . . ? O1 Ni1 O7 91.81(14) . . ? N2 Ni1 O7 92.41(15) . . ? N1 Ni1 O7 90.07(14) . . ? N3 Ni1 O7 167.99(14) . . ? O1 Ni1 O5 170.81(12) . . ? N2 Ni1 O5 77.16(13) . . ? N1 Ni1 O5 107.85(13) . . ? N3 Ni1 O5 78.38(13) . . ? O7 Ni1 O5 89.71(13) . . ? C22 C23 C24 111.5(13) . . ? C22 C23 O8 110.8(16) . . ? C24 C23 O8 114.0(17) . . ? C22A C23A C24A 104.8(14) . . ? C22A C23A O8A 111.3(18) . . ? C24A C23A O8A 114.2(14) . . ? data_[Ni(dpk)(2,5-PDC)(H2O)]H2O _database_code_depnum_ccdc_archive 'CCDC 922791' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2013-04-09 at 18:23:55 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.4 # Request file : c:\wingx\files\archive.reqdat # CIF files read : fll227 afll227-abs-analit1 _audit_creation_date 2013-04-09T18:23:55-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C18 H15 N3 Ni O7, 2(H2 O)' _chemical_formula_sum 'C18 H19 N3 Ni O9' _chemical_formula_weight 480.07 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 8.82970(10) _cell_length_b 7.41380(10) _cell_length_c 29.8081(4) _cell_angle_alpha 90 _cell_angle_beta 96.8410(10) _cell_angle_gamma 90 _cell_volume 1937.39(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9070 _cell_measurement_theta_min 2.9838 _cell_measurement_theta_max 73.9007 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description Prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.1172 _exptl_crystal_size_mid 0.0499 _exptl_crystal_size_min 0.0363 _exptl_crystal_density_diffrn 1.646 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 992 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 6 0 0 0.027 0 5 1 0.0536 6 -1 0 0.0432 1 0 -19 0.0167 -6 0 1 0.0219 0 -5 3 0.0594 -1 0 19 0.0197 -2 -4 1 0.0562 -2 4 0 0.0544 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.991 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.894 _exptl_absorpt_correction_T_max 0.954 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 5.2012 _diffrn_orient_matrix_ub_11 0.0314461 _diffrn_orient_matrix_ub_12 0.2040851 _diffrn_orient_matrix_ub_13 -0.0019758 _diffrn_orient_matrix_ub_21 -0.0074673 _diffrn_orient_matrix_ub_22 -0.0109523 _diffrn_orient_matrix_ub_23 -0.0518359 _diffrn_orient_matrix_ub_31 -0.1726881 _diffrn_orient_matrix_ub_32 0.0376046 _diffrn_orient_matrix_ub_33 -0.0044425 _diffrn_measurement_device_type 'SuperNova, Single source at offset), Atlas' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0216 _diffrn_reflns_av_unetI/netI 0.0183 _diffrn_reflns_number 14756 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 74.07 _diffrn_reflns_theta_full 74.07 _diffrn_measured_fraction_theta_full 0.984 _diffrn_measured_fraction_theta_max 0.984 _reflns_number_total 3879 _reflns_number_gt 3741 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection CrysAlisPro _computing_cell_refinement CrysAlisPro _computing_data_reduction CrysAlisPro _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0260P)^2^+4.4297P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 3879 _refine_ls_number_parameters 304 _refine_ls_number_restraints 11 _refine_ls_R_factor_all 0.0449 _refine_ls_R_factor_gt 0.0433 _refine_ls_wR_factor_ref 0.0991 _refine_ls_wR_factor_gt 0.0982 _refine_ls_goodness_of_fit_ref 1.097 _refine_ls_restrained_S_all 1.096 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.617 _refine_diff_density_min -0.373 _refine_diff_density_rms 0.068 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C1 C 0.3703(3) -0.1990(3) 0.43194(8) 0.0190(5) Uani 1 1 d . . . C2 C 0.4396(3) -0.2800(3) 0.47093(8) 0.0211(5) Uani 1 1 d . . . H2 H 0.51 -0.3759 0.4693 0.025 Uiso 1 1 calc R . . C3 C 0.4045(3) -0.2192(4) 0.51237(8) 0.0212(5) Uani 1 1 d . . . H3 H 0.4528 -0.2706 0.5396 0.025 Uiso 1 1 calc R . . C4 C 0.2977(3) -0.0818(3) 0.51364(8) 0.0172(5) Uani 1 1 d . . . C5 C 0.2309(3) -0.0087(3) 0.47291(8) 0.0163(5) Uani 1 1 d . . . H5 H 0.1564 0.0834 0.4735 0.02 Uiso 1 1 calc R . . C6 C 0.4045(3) -0.2569(4) 0.38547(8) 0.0235(5) Uani 1 1 d . . . C7 C 0.2549(3) -0.0097(3) 0.55773(8) 0.0177(5) Uani 1 1 d . . . C8 C 0.1980(3) 0.1063(3) 0.26660(8) 0.0212(5) Uani 1 1 d . . . H8 H 0.3064 0.105 0.2711 0.025 Uiso 1 1 calc R . . C9 C 0.1246(3) 0.1267(4) 0.22315(8) 0.0232(5) Uani 1 1 d . . . H9 H 0.1817 0.1391 0.1983 0.028 Uiso 1 1 calc R . . C10 C -0.0332(3) 0.1290(4) 0.21655(8) 0.0235(5) Uani 1 1 d . . . H10 H -0.0859 0.143 0.1871 0.028 Uiso 1 1 calc R . . C11 C -0.1137(3) 0.1104(4) 0.25363(8) 0.0216(5) Uani 1 1 d . . . H11 H -0.2221 0.1121 0.2501 0.026 Uiso 1 1 calc R . . C12 C -0.0321(3) 0.0895(3) 0.29566(8) 0.0180(5) Uani 1 1 d . . . C13 C -0.1044(3) 0.0679(3) 0.33914(8) 0.0181(5) Uani 1 1 d . . . C14 C -0.0753(3) 0.2398(3) 0.36784(8) 0.0173(5) Uani 1 1 d . . . C15 C -0.1841(3) 0.3686(4) 0.37352(8) 0.0209(5) Uani 1 1 d . . . H15 H -0.2854 0.357 0.359 0.025 Uiso 1 1 calc R . . C16 C -0.1418(3) 0.5151(4) 0.40091(9) 0.0243(5) Uani 1 1 d . . . H16 H -0.2149 0.6045 0.4061 0.029 Uiso 1 1 calc R . . C17 C 0.0079(3) 0.5307(4) 0.42077(9) 0.0254(5) Uani 1 1 d . . . H17 H 0.0388 0.6302 0.4398 0.031 Uiso 1 1 calc R . . C18 C 0.1112(3) 0.3981(4) 0.41232(8) 0.0220(5) Uani 1 1 d . . . H18 H 0.2145 0.4098 0.4251 0.026 Uiso 1 1 calc R . . N1 N 0.2686(2) -0.0641(3) 0.43296(7) 0.0173(4) Uani 1 1 d . . . N2 N 0.1211(2) 0.0885(3) 0.30240(7) 0.0189(4) Uani 1 1 d . . . N3 N 0.0703(2) 0.2541(3) 0.38668(7) 0.0178(4) Uani 1 1 d . . . Ni1 Ni 0.20336(4) 0.04075(6) 0.369131(13) 0.01725(12) Uani 1 1 d . . . O1 O 0.32833(19) -0.1749(3) 0.35235(6) 0.0229(4) Uani 1 1 d . . . O2 O 0.4995(2) -0.3757(3) 0.38266(7) 0.0349(5) Uani 1 1 d . . . O1W O 0.38977(19) 0.2051(3) 0.37447(6) 0.0244(4) Uani 1 1 d D . . O3 O 0.12886(19) 0.0659(2) 0.55759(6) 0.0208(4) Uani 1 1 d . . . O2W O 0.4881(2) 0.1931(3) 0.71850(7) 0.0378(5) Uani 1 1 d D . . O4 O 0.35267(19) -0.0330(3) 0.59192(6) 0.0236(4) Uani 1 1 d . . . O3W O 0.4691(3) 0.1034(3) 0.80680(8) 0.0485(6) Uani 1 1 d D . . O5 O -0.02103(18) -0.0763(2) 0.36319(5) 0.0178(3) Uani 1 1 d D . . O6 O -0.25728(19) 0.0280(3) 0.32916(6) 0.0224(4) Uani 1 1 d D . . H1A H 0.409(3) 0.262(4) 0.3523(7) 0.034 Uiso 1 1 d D . . H3A H 0.493(4) 0.116(4) 0.7806(6) 0.034 Uiso 1 1 d D . . H2A H 0.551(3) 0.189(5) 0.7001(8) 0.034 Uiso 1 1 d D . . H1B H 0.467(2) 0.155(4) 0.3859(10) 0.034 Uiso 1 1 d D . . H2B H 0.412(2) 0.133(4) 0.7080(10) 0.034 Uiso 1 1 d D . . H5H H -0.047(3) -0.080(4) 0.3891(5) 0.027 Uiso 1 1 d D . . H6H H -0.291(3) 0.021(4) 0.3542(6) 0.027 Uiso 1 1 d D . . H3B H 0.488(4) -0.003(2) 0.8145(10) 0.034 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0141(11) 0.0215(12) 0.0215(12) -0.0026(10) 0.0025(9) 0.0021(9) C2 0.0174(11) 0.0199(12) 0.0254(12) -0.0004(10) 0.0004(9) 0.0064(9) C3 0.0172(11) 0.0260(13) 0.0199(12) 0.0035(10) 0.0001(9) 0.0023(10) C4 0.0124(10) 0.0212(12) 0.0181(11) 0.0006(9) 0.0024(8) -0.0009(9) C5 0.0128(10) 0.0181(12) 0.0180(11) -0.0006(9) 0.0023(8) 0.0015(9) C6 0.0201(12) 0.0294(14) 0.0207(12) -0.0045(10) 0.0005(9) 0.0038(11) C7 0.0155(11) 0.0191(12) 0.0184(11) 0.0013(9) 0.0022(9) -0.0019(9) C8 0.0190(11) 0.0235(13) 0.0215(12) -0.0005(10) 0.0048(9) -0.0001(10) C9 0.0273(13) 0.0245(13) 0.0183(11) 0.0004(10) 0.0055(10) 0.0003(10) C10 0.0275(13) 0.0249(13) 0.0173(11) 0.0022(10) -0.0012(10) -0.0014(10) C11 0.0187(12) 0.0236(13) 0.0220(12) 0.0011(10) 0.0001(9) 0.0003(10) C12 0.0175(11) 0.0181(12) 0.0185(11) 0.0001(9) 0.0020(9) -0.0003(9) C13 0.0145(11) 0.0221(12) 0.0173(11) 0.0013(9) 0.0002(9) 0.0027(9) C14 0.0160(11) 0.0207(12) 0.0155(11) 0.0031(9) 0.0030(8) -0.0011(9) C15 0.0148(11) 0.0242(13) 0.0237(12) 0.0041(10) 0.0025(9) 0.0013(10) C16 0.0232(13) 0.0204(13) 0.0302(13) 0.0018(10) 0.0065(10) 0.0066(10) C17 0.0260(13) 0.0228(13) 0.0274(13) -0.0026(10) 0.0027(10) -0.0011(11) C18 0.0195(12) 0.0230(13) 0.0222(12) 0.0003(10) -0.0020(9) -0.0015(10) N1 0.0144(9) 0.0209(10) 0.0164(9) 0.0012(8) 0.0007(7) 0.0018(8) N2 0.0175(10) 0.0230(11) 0.0158(9) -0.0001(8) 0.0005(7) 0.0029(8) N3 0.0154(9) 0.0208(10) 0.0173(9) 0.0014(8) 0.0016(7) 0.0027(8) Ni1 0.0129(2) 0.0236(2) 0.0151(2) -0.00037(16) 0.00113(14) 0.00322(16) O1 0.0199(8) 0.0305(10) 0.0181(8) -0.0026(7) 0.0014(7) 0.0071(7) O2 0.0364(11) 0.0401(12) 0.0272(10) -0.0083(9) -0.0004(8) 0.0212(10) O1W 0.0141(8) 0.0330(11) 0.0256(9) 0.0038(8) -0.0004(7) 0.0016(7) O3 0.0186(8) 0.0250(9) 0.0190(8) 0.0001(7) 0.0026(6) 0.0054(7) O2W 0.0274(10) 0.0559(15) 0.0312(11) -0.0121(10) 0.0073(8) -0.0032(10) O4 0.0160(8) 0.0381(11) 0.0161(8) 0.0011(7) 0.0001(6) 0.0028(8) O3W 0.0761(18) 0.0371(13) 0.0312(11) 0.0024(10) 0.0015(12) 0.0129(13) O5 0.0179(8) 0.0210(9) 0.0146(8) 0.0014(7) 0.0025(6) 0.0035(7) O6 0.0154(8) 0.0324(10) 0.0192(8) -0.0008(7) 0.0019(6) -0.0008(7) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.347(3) . ? C1 C2 1.384(3) . ? C1 C6 1.514(3) . ? C2 C3 1.384(4) . ? C3 C4 1.392(3) . ? C4 C5 1.394(3) . ? C4 C7 1.508(3) . ? C5 N1 1.339(3) . ? C6 O2 1.226(3) . ? C6 O1 1.280(3) . ? C7 O3 1.245(3) . ? C7 O4 1.267(3) . ? C8 N2 1.338(3) . ? C8 C9 1.386(3) . ? C9 C10 1.384(4) . ? C10 C11 1.390(4) . ? C11 C12 1.378(3) . ? C12 N2 1.343(3) . ? C12 C13 1.520(3) . ? C13 O6 1.379(3) . ? C13 O5 1.440(3) . ? C13 C14 1.540(3) . ? C14 N3 1.344(3) . ? C14 C15 1.379(3) . ? C15 C16 1.383(4) . ? C16 C17 1.387(4) . ? C17 C18 1.385(4) . ? C18 N3 1.337(3) . ? N1 Ni1 2.072(2) . ? N2 Ni1 2.065(2) . ? N3 Ni1 2.074(2) . ? Ni1 O1 2.0383(18) . ? Ni1 O1W 2.0387(19) . ? Ni1 O5 2.1510(17) . ? 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 N1 C1 C2 122.2(2) . . ? N1 C1 C6 115.9(2) . . ? C2 C1 C6 121.9(2) . . ? C1 C2 C3 119.0(2) . . ? C2 C3 C4 119.1(2) . . ? C3 C4 C5 118.6(2) . . ? C3 C4 C7 121.6(2) . . ? C5 C4 C7 119.8(2) . . ? N1 C5 C4 122.1(2) . . ? O2 C6 O1 126.1(2) . . ? O2 C6 C1 118.6(2) . . ? O1 C6 C1 115.3(2) . . ? O3 C7 O4 126.0(2) . . ? O3 C7 C4 118.2(2) . . ? O4 C7 C4 115.8(2) . . ? N2 C8 C9 122.0(2) . . ? C10 C9 C8 119.0(2) . . ? C9 C10 C11 119.2(2) . . ? C12 C11 C10 118.2(2) . . ? N2 C12 C11 123.0(2) . . ? N2 C12 C13 112.9(2) . . ? C11 C12 C13 124.1(2) . . ? O6 C13 O5 112.2(2) . . ? O6 C13 C12 109.78(19) . . ? O5 C13 C12 105.16(18) . . ? O6 C13 C14 113.07(19) . . ? O5 C13 C14 107.24(18) . . ? C12 C13 C14 109.1(2) . . ? N3 C14 C15 122.6(2) . . ? N3 C14 C13 112.7(2) . . ? C15 C14 C13 124.7(2) . . ? C14 C15 C16 118.3(2) . . ? C15 C16 C17 119.6(2) . . ? C18 C17 C16 118.6(2) . . ? N3 C18 C17 122.1(2) . . ? C5 N1 C1 119.0(2) . . ? C5 N1 Ni1 129.07(16) . . ? C1 N1 Ni1 111.78(15) . . ? C8 N2 C12 118.6(2) . . ? C8 N2 Ni1 129.13(17) . . ? C12 N2 Ni1 112.18(16) . . ? C18 N3 C14 118.8(2) . . ? C18 N3 Ni1 129.06(17) . . ? C14 N3 Ni1 112.12(16) . . ? O1 Ni1 O1W 91.84(8) . . ? O1 Ni1 N2 92.10(8) . . ? O1W Ni1 N2 99.26(8) . . ? O1 Ni1 N1 80.31(7) . . ? O1W Ni1 N1 91.09(8) . . ? N2 Ni1 N1 167.39(9) . . ? O1 Ni1 N3 178.03(8) . . ? O1W Ni1 N3 90.05(8) . . ? N2 Ni1 N3 88.13(8) . . ? N1 Ni1 N3 99.11(8) . . ? O1 Ni1 O5 100.58(7) . . ? O1W Ni1 O5 167.10(7) . . ? N2 Ni1 O5 76.99(7) . . ? N1 Ni1 O5 94.40(7) . . ? N3 Ni1 O5 77.56(7) . . ? C6 O1 Ni1 115.69(16) . . ? C13 O5 Ni1 98.78(13) . . ? # END of CIF