# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_year 2008 _journal_page_first 5987 _publ_contact_author_name "Dermot O'Hare" _publ_contact_author_email DERMOT.OHARE@CHEM.OX.AC.UK _publ_section_title ; Resin-assisted Solvothermal Synthesis Metal-Organic Frameworks ; loop_ _publ_author_name 'Yi Du.' 'Amber L. Thompson' "Dermot O'Hare" # Attachment 'OHare.cif' #============================================================================== data_1 _database_code_depnum_ccdc_archive 'CCDC 698782' #============================================================================== _audit_creation_date 08-06-16 _audit_creation_method CRYSTALS_ver_12.86 _publ_section_exptl_refinement ; The difference map indicated the presence of diffuse electron density believed to be disordered solvent, thought to be ethanol. SQUEEZE was used leaving a voids from which electron density was removed. ; loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 -0.042 109 8 ' ' 2 0.500 0.500 -0.044 109 8 ' ' _platon_squeeze_details ; The discrete Fourier transform of the void region were treated as contributions to the A and B parts of the calculated structure factors. ; _oxford_structure_analysis_title 5805 _chemical_name_systematic . _chemical_melting_point 'not measured' _cell_length_a 21.1466(8) _cell_length_b 11.1836(4) _cell_length_c 4.7297(2) _cell_angle_alpha 90 _cell_angle_beta 92.8883(16) _cell_angle_gamma 90 _cell_volume 1117.13(7) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1 ' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x+1/2,y+1/2,z -x+1/2,-y+1/2,-z -x,y,-z+1/2 x,-y,z+1/2 -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Fe 0.3463 0.8444 11.7695 4.7611 7.3573 0.3072 3.5222 15.3535 2.3045 76.8805 1.0369 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C36 H24 Fe1 O12 # Dc = 4.19 Fooo = 544.00 Mu = 15.43 M = 352.21 # Found Formula = C12 H6 Fe1 O4 # Dc = 1.61 FOOO = 544.00 Mu = 13.47 M = 135.01 _chemical_formula_sum 'C12 H6 Fe1 O4' _chemical_formula_moiety 'C12 H6 Fe1 O4' _chemical_compound_source . _chemical_formula_weight 270.02 _cell_measurement_reflns_used 1318 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description needle _exptl_crystal_colour clear_pale_brown _exptl_crystal_size_min 0.02 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_max 0.22 _exptl_crystal_density_diffrn 1.605 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 544 _exptl_absorpt_coefficient_mu 1.347 # Sheldrick geometric approximatio 0.97 0.97 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.94 _exptl_absorpt_correction_T_max 0.97 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device 'Nonius KappaCCD' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 1997-2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 9067 _reflns_number_total 1260 _diffrn_reflns_av_R_equivalents 0.069 # Number of reflections with Friedels Law is 1260 # Number of reflections without Friedels Law is 1260 # Theoretical number of reflections is about 1267 _diffrn_reflns_theta_min 5.160 _diffrn_reflns_theta_max 27.375 _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.828 _diffrn_measured_fraction_theta_full 0.993 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 6 _reflns_limit_h_min -27 _reflns_limit_h_max 27 _reflns_limit_k_min 0 _reflns_limit_k_max 14 _reflns_limit_l_min 0 _reflns_limit_l_max 6 _oxford_diffrn_Wilson_B_factor 1.61 _oxford_diffrn_Wilson_scale 44.15 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.88 _refine_diff_density_max 0.64 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 1259 _refine_ls_number_restraints 0 _refine_ls_number_parameters 78 _oxford_refine_ls_R_factor_ref 0.0519 _refine_ls_wR_factor_ref 0.0939 _refine_ls_goodness_of_fit_ref 1.0000 _refine_ls_shift/su_max 0.000219 # The values computed from all data _oxford_reflns_number_all 1259 _refine_ls_R_factor_all 0.0519 _refine_ls_wR_factor_all 0.0939 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 1015 _refine_ls_R_factor_gt 0.0367 _refine_ls_wR_factor_gt 0.0891 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.04P)^2^ + 3.15P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Fe1 Fe 0.5000 0.08222(5) 0.7500 0.0193 1.0000 Uani S T . . . . . O2 O 0.55964(8) 0.06906(17) 1.1300(4) 0.0174 1.0000 Uani . . . . . . . C3 C 0.58418(12) 0.1495(2) 1.2934(5) 0.0183 1.0000 Uani . . . . . . . O4 O 0.56285(9) 0.18020(18) 1.5253(4) 0.0233 1.0000 Uani . . . . . . . C5 C 0.64464(12) 0.2057(2) 1.2061(5) 0.0185 1.0000 Uani . . . . . . . C6 C 0.66658(13) 0.3135(3) 1.3344(6) 0.0236 1.0000 Uani . . . . . . . C7 C 0.72307(13) 0.3613(3) 1.2630(6) 0.0232 1.0000 Uani . . . . . . . C8 C 0.76095(12) 0.3042(2) 1.0642(5) 0.0182 1.0000 Uani . . . . . . . C9 C 0.67977(12) 0.1490(3) 1.0085(5) 0.0188 1.0000 Uani . . . . . . . H61 H 0.6437 0.3523 1.4683 0.0289 1.0000 Uiso R . . . . . . H71 H 0.7361 0.4338 1.3448 0.0281 1.0000 Uiso R . . . . . . H91 H 0.6635 0.0804 0.9202 0.0225 1.0000 Uiso R . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0131(3) 0.0297(3) 0.0154(3) 0.0000 0.00430(19) 0.0000 O2 0.0122(8) 0.0237(10) 0.0164(9) 0.0001(8) 0.0030(7) -0.0029(7) C3 0.0137(12) 0.0231(14) 0.0183(13) 0.0015(11) 0.0021(10) -0.0012(11) O4 0.0210(10) 0.0296(11) 0.0198(10) -0.0029(8) 0.0064(8) -0.0059(8) C5 0.0153(12) 0.0257(15) 0.0146(12) 0.0016(11) 0.0023(10) -0.0046(10) C6 0.0206(14) 0.0292(15) 0.0218(14) -0.0046(12) 0.0078(11) -0.0039(12) C7 0.0217(14) 0.0248(15) 0.0233(14) -0.0044(12) 0.0044(11) -0.0081(12) C8 0.0146(12) 0.0249(14) 0.0152(13) 0.0014(10) 0.0016(10) -0.0027(10) C9 0.0164(13) 0.0224(14) 0.0176(13) -0.0004(11) 0.0006(10) -0.0059(11) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.1851(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Fe1 . O2 2_657 2.2016(18) yes Fe1 . O2 6_554 2.2016(18) yes Fe1 . O2 5_656 2.1482(17) yes Fe1 . O4 1_554 2.0589(19) yes Fe1 . O4 5_657 2.0589(19) yes Fe1 . O2 . 2.1482(17) yes O2 . C3 . 1.278(3) yes C3 . O4 . 1.255(3) yes C3 . C5 . 1.501(3) yes C5 . C6 . 1.418(4) yes C5 . C9 . 1.377(4) yes C6 . C7 . 1.366(4) yes C6 . H61 . 0.924 no C7 . C8 . 1.417(4) yes C7 . H71 . 0.935 no C8 . C8 4_657 1.423(5) yes C8 . C9 4_657 1.417(4) yes C9 . H91 . 0.932 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O2 2_657 Fe1 . O2 6_554 79.57(9) yes O2 2_657 Fe1 . O2 5_656 80.98(6) yes O2 6_554 Fe1 . O2 5_656 92.95(6) yes O2 2_657 Fe1 . O4 1_554 159.25(7) yes O2 6_554 Fe1 . O4 1_554 83.27(7) yes O2 5_656 Fe1 . O4 1_554 88.37(7) yes O2 2_657 Fe1 . O4 5_657 83.27(7) yes O2 6_554 Fe1 . O4 5_657 159.25(7) yes O2 5_656 Fe1 . O4 5_657 95.81(7) yes O4 1_554 Fe1 . O4 5_657 115.69(12) yes O2 2_657 Fe1 . O2 . 92.95(6) yes O2 6_554 Fe1 . O2 . 80.98(6) yes O2 5_656 Fe1 . O2 . 172.14(10) yes O4 1_554 Fe1 . O2 . 95.81(7) yes O4 5_657 Fe1 . O2 . 88.37(7) yes Fe1 2_657 O2 . Fe1 . 87.05(6) yes Fe1 2_657 O2 . C3 . 127.24(16) yes Fe1 . O2 . C3 . 131.36(17) yes O2 . C3 . O4 . 124.6(2) yes O2 . C3 . C5 . 117.0(2) yes O4 . C3 . C5 . 118.3(2) yes Fe1 1_556 O4 . C3 . 125.11(18) yes C3 . C5 . C6 . 120.2(2) yes C3 . C5 . C9 . 119.3(2) yes C6 . C5 . C9 . 120.4(2) yes C5 . C6 . C7 . 119.9(3) yes C5 . C6 . H61 . 121.4 no C7 . C6 . H61 . 118.7 no C6 . C7 . C8 . 121.2(3) yes C6 . C7 . H71 . 118.7 no C8 . C7 . H71 . 120.1 no C8 4_657 C8 . C7 . 118.9(3) yes C8 4_657 C8 . C9 4_657 118.9(3) yes C7 . C8 . C9 4_657 122.1(2) yes C8 4_657 C9 . C5 . 120.6(2) yes C8 4_657 C9 . H91 . 120.5 no C5 . C9 . H91 . 118.9 no _chemical_name_common . #============================================================================== data_2 _database_code_depnum_ccdc_archive 'CCDC 698783' #============================================================================== _audit_creation_date 08-03-29 _audit_creation_method CRYSTALS_ver_12.85 _oxford_structure_analysis_title 5749 _chemical_name_systematic . _chemical_melting_point 'not measured' _cell_length_a 11.3972(2) _cell_length_b 18.9914(4) _cell_length_c 11.8255(2) _cell_angle_alpha 90 _cell_angle_beta 118.0382(7) _cell_angle_gamma 90 _cell_volume 2259.20(7) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1 ' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Co 0.3494 0.9721 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1692 1.0118 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 2 # Given Formula = C48 H32 Co4 N2 O16 # Dc = 1.66 Fooo = 1086.00 Mu = 15.20 M = 564.26 # Found Formula = C46 H46 Co3 N4 O14 # Dc = 1.55 FOOO = 1086.00 Mu = 11.62 M = 527.84 _chemical_formula_sum 'C46 H46 Co3 N4 O14' _chemical_formula_moiety 'C46 H46 Co3 N4 O14' _chemical_compound_source . _chemical_formula_weight 1055.69 _cell_measurement_reflns_used 5301 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description plate _exptl_crystal_colour clear_intense_purple _exptl_crystal_size_min 0.13 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_max 0.25 _exptl_crystal_density_diffrn 1.552 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1086 _exptl_absorpt_coefficient_mu 1.162 # Sheldrick geometric approximatio 0.79 0.86 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.82 _exptl_absorpt_correction_T_max 0.86 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device 'Nonius KappaCCD' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 1997-2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 42896 _reflns_number_total 5142 _diffrn_reflns_av_R_equivalents 0.092 # Number of reflections with Friedels Law is 5142 # Number of reflections without Friedels Law is 10295 # Theoretical number of reflections is about 5176 _diffrn_reflns_theta_min 5.177 _diffrn_reflns_theta_max 27.473 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 26.923 _diffrn_measured_fraction_theta_full 0.993 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _reflns_limit_h_min -14 _reflns_limit_h_max 13 _reflns_limit_k_min 0 _reflns_limit_k_max 24 _reflns_limit_l_min 0 _reflns_limit_l_max 15 _oxford_diffrn_Wilson_B_factor 1.39 _oxford_diffrn_Wilson_scale 78.98 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -1.10 _refine_diff_density_max 1.48 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 5142 _refine_ls_number_restraints 0 _refine_ls_number_parameters 304 _oxford_refine_ls_R_factor_ref 0.0798 _refine_ls_wR_factor_ref 0.1069 _refine_ls_goodness_of_fit_ref 0.8775 _refine_ls_shift/su_max 0.000479 # The values computed from all data _oxford_reflns_number_all 5142 _refine_ls_R_factor_all 0.0798 _refine_ls_wR_factor_all 0.1069 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 3232 _refine_ls_R_factor_gt 0.0396 _refine_ls_wR_factor_gt 0.0933 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.07P)^2^ + 0.27P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Co1 Co 0.5000 0.5000 0.5000 0.0135 1.0000 Uani S . . . . . . O2 O 0.69502(16) 0.48563(9) 0.65659(17) 0.0185 1.0000 Uani . . . . . . . Co3 Co 0.68371(3) 0.494322(17) 0.83204(3) 0.0160 1.0000 Uani . . . . . . . O4 O 0.57457(16) 0.58388(9) 0.80500(17) 0.0214 1.0000 Uani . . . . . . . C5 C 0.4824(2) 0.60430(12) 0.6988(2) 0.0165 1.0000 Uani . . . . . . . O6 O 0.45694(17) 0.58075(9) 0.59015(17) 0.0219 1.0000 Uani . . . . . . . C7 C 0.3940(2) 0.66278(12) 0.7002(2) 0.0160 1.0000 Uani . . . . . . . C8 C 0.4014(2) 0.68558(13) 0.8131(2) 0.0176 1.0000 Uani . . . . . . . C9 C 0.3196(2) 0.74089(13) 0.8163(2) 0.0187 1.0000 Uani . . . . . . . C10 C 0.2262(2) 0.77173(13) 0.6994(2) 0.0167 1.0000 Uani . . . . . . . C11 C 0.2196(2) 0.74673(13) 0.5835(2) 0.0187 1.0000 Uani . . . . . . . C12 C 0.3006(2) 0.69435(13) 0.5839(2) 0.0188 1.0000 Uani . . . . . . . C13 C 0.1436(2) 0.82629(13) 0.7027(3) 0.0198 1.0000 Uani . . . . . . . C14 C 0.1531(2) 0.85066(13) 0.8160(2) 0.0190 1.0000 Uani . . . . . . . C15 C 0.0616(2) 0.90720(13) 0.8183(2) 0.0185 1.0000 Uani . . . . . . . O16 O -0.02188(17) 0.93226(9) 0.71088(17) 0.0228 1.0000 Uani . . . . . . . O17 O 0.07310(17) 0.92327(9) 0.92548(17) 0.0231 1.0000 Uani . . . . . . . C18 C 0.2487(2) 0.82029(14) 0.9320(3) 0.0247 1.0000 Uani . . . . . . . C19 C 0.3284(3) 0.76705(14) 0.9328(3) 0.0253 1.0000 Uani . . . . . . . O20 O 0.79777(17) 0.39680(9) 0.88271(18) 0.0277 1.0000 Uani . . . . . . . C21 C 0.7569(3) 0.34506(14) 0.8102(3) 0.0273 1.0000 Uani . . . . . . . N22 N 0.8159(2) 0.28285(12) 0.8367(2) 0.0284 1.0000 Uani . . . . . . . C23 C 0.9388(3) 0.27271(16) 0.9551(3) 0.0387 1.0000 Uani . . . . . . . C24 C 0.7663(3) 0.22541(17) 0.7455(3) 0.0418 1.0000 Uani . . . . . . . O25 O 0.84695(17) 0.54887(10) 0.81115(18) 0.0269 1.0000 Uani . . . . . . . C26 C 0.8043(2) 0.52043(13) 0.7037(3) 0.0197 1.0000 Uani . . . . . . . C27 C 0.8851(2) 0.52357(13) 0.6341(2) 0.0188 1.0000 Uani . . . . . . . C28 C 0.8619(2) 0.47803(14) 0.5372(3) 0.0220 1.0000 Uani . . . . . . . C29 C 0.9460(2) 0.47611(14) 0.4781(3) 0.0190 1.0000 Uani . . . . . . . C30 C 0.9257(2) 0.42795(14) 0.3788(3) 0.0233 1.0000 Uani . . . . . . . C31 C 1.0066(2) 0.42839(14) 0.3232(3) 0.0224 1.0000 Uani . . . . . . . N32 N 0.7796(2) 0.50661(11) 1.0327(2) 0.0248 1.0000 Uani . . . . . . . C33 C 0.6829(3) 0.49858(17) 1.0829(3) 0.0375 1.0000 Uani . . . . . . . C34 C 0.8554(3) 0.57311(15) 1.0774(3) 0.0341 1.0000 Uani . . . . . . . H81 H 0.4617 0.6646 0.8885 0.0221 1.0000 Uiso R . . . . . . H111 H 0.1610 0.7665 0.5052 0.0244 1.0000 Uiso R . . . . . . H121 H 0.2954 0.6788 0.5074 0.0241 1.0000 Uiso R . . . . . . H131 H 0.0817 0.8470 0.6269 0.0225 1.0000 Uiso R . . . . . . H181 H 0.2586 0.8369 1.0082 0.0306 1.0000 Uiso R . . . . . . H191 H 0.3873 0.7475 1.0093 0.0285 1.0000 Uiso R . . . . . . H211 H 0.6767 0.3481 0.7290 0.0323 1.0000 Uiso R . . . . . . H232 H 0.9493 0.2246 0.9856 0.0554 1.0000 Uiso R . . . . . . H233 H 1.0141 0.2850 0.9392 0.0557 1.0000 Uiso R . . . . . . H231 H 0.9383 0.3032 1.0206 0.0555 1.0000 Uiso R . . . . . . H241 H 0.7596 0.1833 0.7889 0.0602 1.0000 Uiso R . . . . . . H242 H 0.8264 0.2173 0.7121 0.0606 1.0000 Uiso R . . . . . . H243 H 0.6799 0.2387 0.6731 0.0594 1.0000 Uiso R . . . . . . H281 H 0.7923 0.4472 0.5087 0.0252 1.0000 Uiso R . . . . . . H301 H 0.8555 0.3958 0.3509 0.0283 1.0000 Uiso R . . . . . . H311 H 0.9921 0.3964 0.2579 0.0269 1.0000 Uiso R . . . . . . H321 H 0.8387 0.4693 1.0645 0.0405 1.0000 Uiso R . . . . . . H331 H 0.6462 0.4509 1.0617 0.0588 1.0000 Uiso R . . . . . . H333 H 0.7277 0.5041 1.1772 0.0580 1.0000 Uiso R . . . . . . H332 H 0.6158 0.5348 1.0440 0.0586 1.0000 Uiso R . . . . . . H342 H 0.9279 0.5720 1.0541 0.0487 1.0000 Uiso R . . . . . . H341 H 0.8914 0.5751 1.1695 0.0507 1.0000 Uiso R . . . . . . H343 H 0.7911 0.6114 1.0356 0.0500 1.0000 Uiso R . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0159(2) 0.0118(2) 0.0166(3) 0.00021(19) 0.0109(2) 0.00025(18) O2 0.0171(9) 0.0197(9) 0.0224(10) 0.0010(8) 0.0124(8) 0.0000(7) Co3 0.01655(19) 0.01529(19) 0.0189(2) -0.00004(14) 0.01058(15) 0.00003(13) O4 0.0231(9) 0.0173(9) 0.0253(11) 0.0001(8) 0.0127(8) 0.0039(7) C5 0.0186(13) 0.0116(12) 0.0237(15) 0.0013(11) 0.0137(12) 0.0010(10) O6 0.0236(9) 0.0205(9) 0.0225(10) -0.0028(8) 0.0115(8) 0.0064(8) C7 0.0186(12) 0.0119(12) 0.0187(14) -0.0019(10) 0.0099(11) -0.0004(10) C8 0.0157(12) 0.0169(13) 0.0180(14) -0.0003(11) 0.0063(11) 0.0001(10) C9 0.0201(13) 0.0203(14) 0.0196(14) -0.0051(11) 0.0125(11) -0.0017(10) C10 0.0184(12) 0.0141(12) 0.0209(13) -0.0023(11) 0.0118(11) -0.0009(10) C11 0.0218(13) 0.0206(13) 0.0161(13) 0.0010(11) 0.0108(11) 0.0047(11) C12 0.0214(13) 0.0204(13) 0.0172(13) -0.0016(11) 0.0113(11) 0.0019(10) C13 0.0187(13) 0.0185(13) 0.0213(14) 0.0022(11) 0.0087(11) 0.0054(11) C14 0.0181(13) 0.0153(13) 0.0253(15) -0.0031(11) 0.0115(11) 0.0001(10) C15 0.0193(13) 0.0152(13) 0.0255(15) -0.0049(11) 0.0144(12) -0.0040(10) O16 0.0253(10) 0.0221(10) 0.0242(11) 0.0031(8) 0.0142(9) 0.0091(8) O17 0.0259(10) 0.0220(10) 0.0248(10) -0.0020(8) 0.0148(8) 0.0073(8) C18 0.0277(14) 0.0256(15) 0.0216(15) -0.0058(12) 0.0121(12) 0.0043(12) C19 0.0240(14) 0.0274(15) 0.0199(15) -0.0021(12) 0.0064(12) 0.0095(12) O20 0.0276(10) 0.0212(10) 0.0319(12) -0.0018(9) 0.0121(9) 0.0040(8) C21 0.0265(14) 0.0267(15) 0.0274(16) 0.0014(13) 0.0116(13) 0.0053(12) N22 0.0308(13) 0.0205(12) 0.0342(14) -0.0005(11) 0.0155(11) 0.0054(10) C23 0.0394(17) 0.0289(16) 0.0420(19) 0.0014(15) 0.0145(15) 0.0099(14) C24 0.048(2) 0.0272(16) 0.047(2) -0.0071(15) 0.0191(17) 0.0073(14) O25 0.0274(10) 0.0305(11) 0.0282(11) -0.0038(9) 0.0175(9) -0.0060(9) C26 0.0188(13) 0.0181(13) 0.0239(15) 0.0020(12) 0.0115(12) 0.0024(11) C27 0.0170(12) 0.0209(13) 0.0218(14) 0.0043(11) 0.0119(11) 0.0025(11) C28 0.0168(13) 0.0217(13) 0.0271(15) 0.0028(12) 0.0101(12) 0.0000(11) C29 0.0165(12) 0.0196(13) 0.0245(15) 0.0033(12) 0.0126(11) 0.0020(11) C30 0.0192(13) 0.0226(14) 0.0307(15) -0.0016(12) 0.0139(12) -0.0036(11) C31 0.0231(13) 0.0233(14) 0.0232(14) -0.0013(12) 0.0128(12) 0.0016(11) N32 0.0265(12) 0.0228(12) 0.0254(13) 0.0000(10) 0.0125(11) 0.0013(9) C33 0.0382(17) 0.049(2) 0.0283(17) 0.0009(14) 0.0181(14) -0.0044(14) C34 0.0351(16) 0.0331(17) 0.0304(17) -0.0112(14) 0.0124(14) -0.0079(14) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.12064(5) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Co1 . O2 2_666 2.1388(17) yes Co1 . O17 3_546 2.0698(16) yes Co1 . O17 4_564 2.0698(16) yes Co1 . O6 2_666 2.0544(16) yes Co1 . O2 . 2.1388(17) yes Co1 . O6 . 2.0544(16) yes O2 . Co3 . 2.1448(18) yes O2 . C26 . 1.283(3) yes Co3 . O16 3_546 2.0417(16) yes Co3 . O4 . 2.0416(17) yes Co3 . O20 . 2.1787(18) yes Co3 . O25 . 2.2424(17) yes Co3 . C26 . 2.530(3) yes Co3 . N32 . 2.108(2) yes O4 . C5 . 1.261(3) yes C5 . O6 . 1.258(3) yes C5 . C7 . 1.505(3) yes C7 . C8 . 1.368(3) yes C7 . C12 . 1.417(3) yes C8 . C9 . 1.416(3) yes C8 . H81 . 0.922 no C9 . C10 . 1.416(4) yes C9 . C19 . 1.423(3) yes C10 . C11 . 1.419(3) yes C10 . C13 . 1.413(3) yes C11 . C12 . 1.355(3) yes C11 . H111 . 0.928 no C12 . H121 . 0.927 no C13 . C14 . 1.372(3) yes C13 . H131 . 0.928 no C14 . C15 . 1.506(3) yes C14 . C18 . 1.413(4) yes C15 . O16 . 1.268(3) yes C15 . O17 . 1.249(3) yes C18 . C19 . 1.356(3) yes C18 . H181 . 0.911 no C19 . H191 . 0.914 no O20 . C21 . 1.242(3) yes C21 . N22 . 1.323(3) yes C21 . H211 . 0.967 no N22 . C23 . 1.454(4) yes N22 . C24 . 1.449(4) yes C23 . H232 . 0.968 no C23 . H233 . 0.989 no C23 . H231 . 0.970 no C24 . H241 . 0.972 no C24 . H242 . 0.951 no C24 . H243 . 0.986 no O25 . C26 . 1.250(3) yes C26 . C27 . 1.497(3) yes C27 . C31 2_766 1.423(3) yes C27 . C28 . 1.359(4) yes C28 . C29 . 1.426(3) yes C28 . H281 . 0.913 no C29 . C29 2_766 1.417(5) yes C29 . C30 . 1.419(4) yes C30 . C31 . 1.361(3) yes C30 . H301 . 0.934 no C31 . H311 . 0.934 no N32 . C33 . 1.485(4) yes N32 . C34 . 1.480(3) yes N32 . H321 . 0.926 no C33 . H331 . 0.979 no C33 . H333 . 0.990 no C33 . H332 . 0.969 no C34 . H342 . 0.986 no C34 . H341 . 0.968 no C34 . H343 . 0.985 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O2 2_666 Co1 . O17 3_546 89.77(6) yes O2 2_666 Co1 . O17 4_564 90.23(6) yes O17 3_546 Co1 . O17 4_564 179.994 yes O2 2_666 Co1 . O6 2_666 92.89(7) yes O17 3_546 Co1 . O6 2_666 86.42(7) yes O17 4_564 Co1 . O6 2_666 93.58(7) yes O2 2_666 Co1 . O2 . 179.995 yes O17 3_546 Co1 . O2 . 90.23(6) yes O17 4_564 Co1 . O2 . 89.77(6) yes O6 2_666 Co1 . O2 . 87.11(7) yes O2 2_666 Co1 . O6 . 87.11(7) yes O17 3_546 Co1 . O6 . 93.58(7) yes O17 4_564 Co1 . O6 . 86.42(7) yes O6 2_666 Co1 . O6 . 179.994 yes O2 . Co1 . O6 . 92.89(7) yes Co1 . O2 . Co3 . 108.49(7) yes Co1 . O2 . C26 . 135.38(16) yes Co3 . O2 . C26 . 91.61(15) yes O2 . Co3 . O16 3_546 99.97(7) yes O2 . Co3 . O4 . 102.82(7) yes O16 3_546 Co3 . O4 . 91.68(7) yes O2 . Co3 . O20 . 84.33(7) yes O16 3_546 Co3 . O20 . 85.99(7) yes O4 . Co3 . O20 . 172.78(7) yes O2 . Co3 . O25 . 59.91(6) yes O16 3_546 Co3 . O25 . 159.83(7) yes O4 . Co3 . O25 . 94.23(7) yes O20 . Co3 . O25 . 90.25(7) yes O2 . Co3 . C26 . 30.46(8) yes O16 3_546 Co3 . C26 . 130.24(8) yes O4 . Co3 . C26 . 101.86(7) yes O20 . Co3 . C26 . 84.80(8) yes O25 . Co3 . C26 . 29.59(7) yes O2 . Co3 . N32 . 149.60(8) yes O16 3_546 Co3 . N32 . 105.88(8) yes O4 . Co3 . N32 . 92.26(8) yes O20 . Co3 . N32 . 81.83(8) yes O25 . Co3 . N32 . 93.15(8) yes C26 . Co3 . N32 . 120.89(8) yes Co3 . O4 . C5 . 124.95(16) yes O4 . C5 . O6 . 126.3(2) yes O4 . C5 . C7 . 117.6(2) yes O6 . C5 . C7 . 116.1(2) yes Co1 . O6 . C5 . 142.96(16) yes C5 . C7 . C8 . 120.7(2) yes C5 . C7 . C12 . 120.2(2) yes C8 . C7 . C12 . 119.1(2) yes C7 . C8 . C9 . 121.4(2) yes C7 . C8 . H81 . 118.9 no C9 . C8 . H81 . 119.6 no C8 . C9 . C10 . 118.9(2) yes C8 . C9 . C19 . 122.5(2) yes C10 . C9 . C19 . 118.6(2) yes C9 . C10 . C11 . 118.6(2) yes C9 . C10 . C13 . 118.8(2) yes C11 . C10 . C13 . 122.6(2) yes C10 . C11 . C12 . 121.0(2) yes C10 . C11 . H111 . 121.0 no C12 . C11 . H111 . 118.0 no C7 . C12 . C11 . 120.9(2) yes C7 . C12 . H121 . 119.1 no C11 . C12 . H121 . 120.0 no C10 . C13 . C14 . 121.8(2) yes C10 . C13 . H131 . 119.8 no C14 . C13 . H131 . 118.4 no C13 . C14 . C15 . 121.3(2) yes C13 . C14 . C18 . 118.7(2) yes C15 . C14 . C18 . 119.9(2) yes C14 . C15 . O16 . 116.7(2) yes C14 . C15 . O17 . 116.7(2) yes O16 . C15 . O17 . 126.6(2) yes Co3 3_556 O16 . C15 . 129.07(16) yes Co1 3_556 O17 . C15 . 137.11(17) yes C14 . C18 . C19 . 121.3(2) yes C14 . C18 . H181 . 119.9 no C19 . C18 . H181 . 118.7 no C9 . C19 . C18 . 120.8(2) yes C9 . C19 . H191 . 120.1 no C18 . C19 . H191 . 119.1 no Co3 . O20 . C21 . 120.06(17) yes O20 . C21 . N22 . 124.0(3) yes O20 . C21 . H211 . 120.8 no N22 . C21 . H211 . 115.2 no C21 . N22 . C23 . 119.9(2) yes C21 . N22 . C24 . 121.3(2) yes C23 . N22 . C24 . 118.6(2) yes N22 . C23 . H232 . 112.2 no N22 . C23 . H233 . 108.3 no H232 . C23 . H233 . 109.0 no N22 . C23 . H231 . 109.0 no H232 . C23 . H231 . 108.2 no H233 . C23 . H231 . 110.0 no N22 . C24 . H241 . 109.1 no N22 . C24 . H242 . 109.0 no H241 . C24 . H242 . 109.6 no N22 . C24 . H243 . 109.5 no H241 . C24 . H243 . 112.0 no H242 . C24 . H243 . 107.6 no Co3 . O25 . C26 . 88.06(15) yes O2 . C26 . O25 . 119.9(2) yes O2 . C26 . Co3 . 57.93(13) yes O25 . C26 . Co3 . 62.35(13) yes O2 . C26 . C27 . 120.3(2) yes O25 . C26 . C27 . 119.7(2) yes Co3 . C26 . C27 . 170.29(18) yes C26 . C27 . C31 2_766 119.1(2) yes C26 . C27 . C28 . 120.8(2) yes C31 2_766 C27 . C28 . 120.0(2) yes C27 . C28 . C29 . 121.3(2) yes C27 . C28 . H281 . 120.6 no C29 . C28 . H281 . 118.0 no C28 . C29 . C29 2_766 118.2(3) yes C28 . C29 . C30 . 122.4(2) yes C29 2_766 C29 . C30 . 119.3(3) yes C29 . C30 . C31 . 120.8(2) yes C29 . C30 . H301 . 119.5 no C31 . C30 . H301 . 119.7 no C27 2_766 C31 . C30 . 120.3(2) yes C27 2_766 C31 . H311 . 119.8 no C30 . C31 . H311 . 120.0 no Co3 . N32 . C33 . 110.41(17) yes Co3 . N32 . C34 . 113.76(17) yes C33 . N32 . C34 . 111.3(2) yes Co3 . N32 . H321 . 105.4 no C33 . N32 . H321 . 107.1 no C34 . N32 . H321 . 108.5 no N32 . C33 . H331 . 107.5 no N32 . C33 . H333 . 110.6 no H331 . C33 . H333 . 108.5 no N32 . C33 . H332 . 107.8 no H331 . C33 . H332 . 112.9 no H333 . C33 . H332 . 109.5 no N32 . C34 . H342 . 107.8 no N32 . C34 . H341 . 107.6 no H342 . C34 . H341 . 110.3 no N32 . C34 . H343 . 106.2 no H342 . C34 . H343 . 113.5 no H341 . C34 . H343 . 111.0 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C28 . H281 . O6 2_666 152 0.91 2.57 3.402(4) yes _chemical_name_common . #============================================================================== data_4 _database_code_depnum_ccdc_archive 'CCDC 698785' #============================================================================== _audit_creation_date 08-05-28 _audit_creation_method CRYSTALS_ver_12.85 _oxford_structure_analysis_title 5856 _chemical_name_systematic ? _chemical_melting_point 'not measured' _publ_section_exptl_refinement ; The difference map indicated the presence of diffuse electron density believed to be disordered solvent. SQUEEZE was used leaving two voids of 333 \%A from which a total of 20 e^-^ were removed. ; loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.036 0.250 0.000 139 10 ' ' 2 -0.030 0.750 0.500 139 10 ' ' _platon_squeeze_details ; The discrete Fourier transform of the void region were treated as contributions to the A and B parts of the calculated structure factors. ; _cell_length_a 5.88830(10) _cell_length_b 15.2307(3) _cell_length_c 21.6648(5) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1942.96(7) _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21 ' _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz x,y,z x+1/2,-y+1/2,-z -x,y+1/2,-z+1/2 -x+1/2,-y,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cu 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126 1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C26 H18 Cu1 N2 O1 # Dc = 1.50 Fooo = 828.00 Mu = 11.45 M = 437.99 # Found Formula = C18 H16 Cu1 N2 O5 # Dc = 1.38 FOOO = 828.00 Mu = 11.53 M = 403.88 _chemical_formula_sum 'C18 H16 Cu1 N2 O5' _chemical_formula_moiety 'C18 H16 Cu1 N2 O5' _chemical_compound_source . _chemical_formula_weight 403.88 _cell_measurement_reflns_used 2555 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description plate _exptl_crystal_colour clear_pale_blue _exptl_crystal_size_min 0.05 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_max 0.24 _exptl_crystal_density_diffrn 1.381 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 828 _exptl_absorpt_coefficient_mu 1.153 # Sheldrick geometric approximatio 0.81 0.94 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.82 _exptl_absorpt_correction_T_max 0.94 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device 'Nonius KappaCCD' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 1997-2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 20074 _reflns_number_total 4404 _diffrn_reflns_av_R_equivalents 0.073 # Number of reflections with Friedels Law is 4404 # Number of reflections without Friedels Law is 4404 # Theoretical number of reflections is about 2233 _diffrn_reflns_theta_min 5.115 _diffrn_reflns_theta_max 27.506 _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 26.956 _diffrn_measured_fraction_theta_full 0.989 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 28 _reflns_limit_h_min -7 _reflns_limit_h_max 7 _reflns_limit_k_min 0 _reflns_limit_k_max 19 _reflns_limit_l_min 0 _reflns_limit_l_max 28 _oxford_diffrn_Wilson_B_factor 2.51 _oxford_diffrn_Wilson_scale 19.84 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.92 _refine_diff_density_max 1.09 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 4404 _refine_ls_number_restraints 0 _refine_ls_number_parameters 236 _oxford_refine_ls_R_factor_ref 0.0704 _refine_ls_wR_factor_ref 0.1531 _refine_ls_goodness_of_fit_ref 0.9126 _refine_ls_shift/su_max 0.000632 # The values computed from all data _oxford_reflns_number_all 4404 _refine_ls_R_factor_all 0.0704 _refine_ls_wR_factor_all 0.1531 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 3575 _refine_ls_R_factor_gt 0.0553 _refine_ls_wR_factor_gt 0.1439 _refine_ls_abs_structure_Flack 0.350(16) _refine_ls_abs_structure_details 'Flack (1983), 0 Friedel-pairs' # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration ad _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.09P)^2^ + 4.21P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Flack, H. D. (1983). Acta Cryst. A39, 876-881. Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Cu1 Cu 0.82669(10) 0.45906(4) 0.34866(2) 0.0299 1.0000 Uani . . . . . . . O2 O 0.8266(7) 0.4226(2) 0.26257(13) 0.0337 1.0000 Uani . . . . . . . C3 C 0.6554(9) 0.4391(3) 0.2280(2) 0.0337 1.0000 Uani . . . . . . . O4 O 0.4551(6) 0.4483(3) 0.24638(15) 0.0423 1.0000 Uani . . . . . . . C5 C 0.7039(8) 0.4490(3) 0.16053(18) 0.0314 1.0000 Uani . . . . . . . C6 C 0.5338(8) 0.4413(3) 0.1168(2) 0.0378 1.0000 Uani . . . . . . . C7 C 0.5779(8) 0.4582(4) 0.0545(2) 0.0386 1.0000 Uani . . . . . . . C8 C 0.7934(8) 0.4808(3) 0.0359(2) 0.0322 1.0000 Uani . . . . . . . C9 C 0.8425(10) 0.5036(3) -0.03083(19) 0.0375 1.0000 Uani . . . . . . . O10 O 0.6730(7) 0.5001(2) -0.06630(13) 0.0379 1.0000 Uani . . . . . . . O11 O 1.0392(6) 0.5270(3) -0.04518(16) 0.0568 1.0000 Uani . . . . . . . C12 C 0.9645(10) 0.4887(5) 0.0795(2) 0.0525 1.0000 Uani . . . . . . . C13 C 0.9228(9) 0.4704(5) 0.1417(2) 0.0493 1.0000 Uani . . . . . . . O14 O 1.2019(5) 0.4495(2) 0.35201(14) 0.0427 1.0000 Uani . . . . . . . N15 N 0.8162(8) 0.5847(2) 0.31815(17) 0.0355 1.0000 Uani . . . . . . . C16 C 0.6418(11) 0.6378(3) 0.3332(3) 0.0482 1.0000 Uani . . . . . . . C17 C 0.6342(12) 0.7252(4) 0.3115(3) 0.0553 1.0000 Uani . . . . . . . C18 C 0.8100(13) 0.7568(4) 0.2779(3) 0.0549 1.0000 Uani . . . . . . . C19 C 0.9849(13) 0.7046(4) 0.2633(3) 0.0617 1.0000 Uani . . . . . . . C20 C 0.9821(10) 0.6156(4) 0.2832(3) 0.0490 1.0000 Uani . . . . . . . N21 N 0.7711(7) 0.3346(3) 0.37827(18) 0.0385 1.0000 Uani . . . . . . . C22 C 0.5930(10) 0.2879(4) 0.3582(3) 0.0483 1.0000 Uani . . . . . . . C23 C 0.5378(13) 0.2068(4) 0.3822(4) 0.0643 1.0000 Uani . . . . . . . C24 C 0.6699(18) 0.1724(4) 0.4270(4) 0.0820 1.0000 Uani . . . . . . . C25 C 0.8562(15) 0.2192(5) 0.4467(3) 0.0721 1.0000 Uani . . . . . . . C26 C 0.9021(12) 0.2992(4) 0.4224(3) 0.0524 1.0000 Uani . . . . . . . H61 H 0.3893 0.4232 0.1288 0.0492 1.0000 Uiso R . . . . . . H71 H 0.4621 0.4560 0.0264 0.0471 1.0000 Uiso R . . . . . . H121 H 1.1120 0.5043 0.0668 0.0670 1.0000 Uiso R . . . . . . H131 H 1.0394 0.4732 0.1716 0.0614 1.0000 Uiso R . . . . . . H161 H 0.5282 0.6168 0.3583 0.0576 1.0000 Uiso R . . . . . . H171 H 0.5093 0.7608 0.3197 0.0641 1.0000 Uiso R . . . . . . H181 H 0.8082 0.8156 0.2657 0.0673 1.0000 Uiso R . . . . . . H191 H 1.1061 0.7248 0.2393 0.0743 1.0000 Uiso R . . . . . . H201 H 1.0987 0.5766 0.2733 0.0592 1.0000 Uiso R . . . . . . H221 H 0.5040 0.3122 0.3265 0.0580 1.0000 Uiso R . . . . . . H231 H 0.4135 0.1744 0.3673 0.0801 1.0000 Uiso R . . . . . . H241 H 0.6344 0.1176 0.4435 0.0962 1.0000 Uiso R . . . . . . H251 H 0.9516 0.1980 0.4767 0.0861 1.0000 Uiso R . . . . . . H261 H 1.0271 0.3307 0.4360 0.0658 1.0000 Uiso R . . . . . . H141 H 1.2651 0.4539 0.3181 0.0612 1.0000 Uiso R . . . . . . H142 H 1.2791 0.4494 0.3839 0.0615 1.0000 Uiso R . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0343(3) 0.0377(3) 0.0176(2) 0.0002(2) 0.0003(2) 0.0001(3) O2 0.0392(17) 0.0429(17) 0.0190(14) -0.0003(12) -0.0017(16) 0.0049(18) C3 0.040(3) 0.038(2) 0.023(2) -0.0002(16) 0.000(2) 0.001(2) O4 0.0355(19) 0.068(3) 0.0235(16) 0.0001(16) 0.0034(14) -0.003(2) C5 0.033(2) 0.039(2) 0.022(2) -0.0010(17) -0.0037(18) -0.001(2) C6 0.033(2) 0.055(3) 0.025(2) 0.005(2) -0.0002(19) -0.005(2) C7 0.036(2) 0.056(3) 0.024(2) 0.002(2) -0.0034(18) 0.003(3) C8 0.033(3) 0.042(3) 0.022(2) -0.0001(17) 0.0004(19) 0.0015(19) C9 0.040(3) 0.056(3) 0.0171(19) 0.0010(18) -0.001(2) 0.001(3) O10 0.0435(18) 0.0486(18) 0.0217(14) 0.0031(13) -0.0029(17) -0.0034(18) O11 0.036(2) 0.108(4) 0.0263(17) 0.013(2) 0.0061(15) -0.003(2) C12 0.032(3) 0.102(5) 0.024(2) 0.013(3) -0.001(2) -0.001(3) C13 0.033(2) 0.090(4) 0.024(2) 0.003(3) -0.0020(19) -0.004(3) O14 0.0340(16) 0.074(2) 0.0203(14) -0.0039(17) -0.0019(14) 0.0059(18) N15 0.041(2) 0.038(2) 0.0276(18) 0.0024(15) 0.003(2) 0.000(2) C16 0.051(3) 0.043(3) 0.050(3) 0.001(2) 0.000(3) 0.004(3) C17 0.064(4) 0.044(3) 0.058(4) 0.010(3) -0.001(3) 0.004(3) C18 0.066(4) 0.041(3) 0.057(3) 0.006(2) -0.007(4) 0.002(3) C19 0.061(4) 0.058(4) 0.066(4) 0.023(3) 0.006(4) -0.007(3) C20 0.046(3) 0.049(3) 0.051(3) 0.013(3) 0.008(3) -0.001(3) N21 0.043(2) 0.047(2) 0.0253(19) -0.0021(17) 0.0030(17) 0.0001(19) C22 0.046(3) 0.047(3) 0.052(3) -0.006(3) 0.007(3) -0.003(2) C23 0.069(4) 0.046(3) 0.078(5) -0.001(3) 0.012(4) -0.008(3) C24 0.112(7) 0.048(4) 0.086(5) 0.009(3) 0.010(6) -0.007(5) C25 0.084(5) 0.070(4) 0.062(4) 0.024(3) -0.004(4) 0.009(4) C26 0.069(4) 0.052(3) 0.036(3) 0.012(2) -0.003(3) 0.000(3) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.2226(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cu1 . O10 4_665 1.944(3) yes Cu1 . O2 . 1.946(3) yes Cu1 . O14 . 2.215(3) yes Cu1 . N15 . 2.026(4) yes Cu1 . N21 . 2.028(4) yes O2 . C3 . 1.281(6) yes C3 . O4 . 1.253(6) yes C3 . C5 . 1.497(6) yes C5 . C6 . 1.383(6) yes C5 . C13 . 1.390(7) yes C6 . C7 . 1.400(6) yes C6 . H61 . 0.931 no C7 . C8 . 1.375(7) yes C7 . H71 . 0.914 no C8 . C9 . 1.514(6) yes C8 . C12 . 1.387(7) yes C9 . O10 . 1.261(6) yes C9 . O11 . 1.251(7) yes C12 . C13 . 1.398(7) yes C12 . H121 . 0.941 no C13 . H131 . 0.944 no O14 . H141 . 0.827 no O14 . H142 . 0.826 no N15 . C16 . 1.347(7) yes N15 . C20 . 1.323(7) yes C16 . C17 . 1.413(8) yes C16 . H161 . 0.920 no C17 . C18 . 1.354(9) yes C17 . H171 . 0.930 no C18 . C19 . 1.339(10) yes C18 . H181 . 0.933 no C19 . C20 . 1.423(8) yes C19 . H191 . 0.935 no C20 . H201 . 0.933 no N21 . C22 . 1.339(7) yes N21 . C26 . 1.342(7) yes C22 . C23 . 1.379(8) yes C22 . H221 . 0.941 no C23 . C24 . 1.349(11) yes C23 . H231 . 0.940 no C24 . C25 . 1.376(12) yes C24 . H241 . 0.932 no C25 . C26 . 1.353(9) yes C25 . H251 . 0.918 no C26 . H261 . 0.927 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O10 4_665 Cu1 . O2 . 177.95(14) yes O10 4_665 Cu1 . O14 . 89.36(14) yes O2 . Cu1 . O14 . 90.74(14) yes O10 4_665 Cu1 . N15 . 90.41(14) yes O2 . Cu1 . N15 . 87.54(14) yes O14 . Cu1 . N15 . 95.91(17) yes O10 4_665 Cu1 . N21 . 89.96(15) yes O2 . Cu1 . N21 . 92.07(15) yes O14 . Cu1 . N21 . 95.13(16) yes N15 . Cu1 . N21 . 168.96(19) yes Cu1 . O2 . C3 . 120.3(3) yes O2 . C3 . O4 . 125.3(4) yes O2 . C3 . C5 . 116.1(4) yes O4 . C3 . C5 . 118.6(4) yes C3 . C5 . C6 . 121.4(4) yes C3 . C5 . C13 . 119.1(4) yes C6 . C5 . C13 . 119.4(4) yes C5 . C6 . C7 . 120.7(4) yes C5 . C6 . H61 . 119.8 no C7 . C6 . H61 . 119.5 no C6 . C7 . C8 . 120.0(4) yes C6 . C7 . H71 . 119.8 no C8 . C7 . H71 . 120.2 no C7 . C8 . C9 . 120.9(4) yes C7 . C8 . C12 . 119.5(4) yes C9 . C8 . C12 . 119.5(5) yes C8 . C9 . O10 . 114.9(5) yes C8 . C9 . O11 . 118.6(4) yes O10 . C9 . O11 . 126.4(4) yes C9 . O10 . Cu1 4_664 124.3(3) yes C8 . C12 . C13 . 120.8(5) yes C8 . C12 . H121 . 119.5 no C13 . C12 . H121 . 119.6 no C12 . C13 . C5 . 119.5(5) yes C12 . C13 . H131 . 121.5 no C5 . C13 . H131 . 119.0 no Cu1 . O14 . H141 . 114.5 no Cu1 . O14 . H142 . 125.2 no H141 . O14 . H142 . 119.7 no Cu1 . N15 . C16 . 120.7(4) yes Cu1 . N15 . C20 . 120.0(4) yes C16 . N15 . C20 . 119.3(5) yes N15 . C16 . C17 . 120.6(6) yes N15 . C16 . H161 . 119.3 no C17 . C16 . H161 . 120.1 no C16 . C17 . C18 . 119.3(6) yes C16 . C17 . H171 . 120.8 no C18 . C17 . H171 . 119.9 no C17 . C18 . C19 . 120.3(5) yes C17 . C18 . H181 . 119.0 no C19 . C18 . H181 . 120.7 no C18 . C19 . C20 . 119.0(6) yes C18 . C19 . H191 . 121.6 no C20 . C19 . H191 . 119.4 no C19 . C20 . N15 . 121.4(6) yes C19 . C20 . H201 . 122.0 no N15 . C20 . H201 . 116.6 no Cu1 . N21 . C22 . 121.3(4) yes Cu1 . N21 . C26 . 120.6(4) yes C22 . N21 . C26 . 117.9(5) yes N21 . C22 . C23 . 122.6(6) yes N21 . C22 . H221 . 117.7 no C23 . C22 . H221 . 119.7 no C22 . C23 . C24 . 118.8(7) yes C22 . C23 . H231 . 121.7 no C24 . C23 . H231 . 119.4 no C23 . C24 . C25 . 118.8(7) yes C23 . C24 . H241 . 119.7 no C25 . C24 . H241 . 121.6 no C24 . C25 . C26 . 120.3(7) yes C24 . C25 . H251 . 121.6 no C26 . C25 . H251 . 118.0 no C25 . C26 . N21 . 121.6(7) yes C25 . C26 . H261 . 120.1 no N21 . C26 . H261 . 118.3 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C18 . H181 . O4 3_655 142 0.93 2.56 3.349(8) yes O14 . H141 . O4 1_655 169 0.83 1.92 2.731(8) yes O14 . H142 . O11 4_765 169 0.83 1.91 2.723(8) yes #============================================================================== # start Validation Reply Form #============================================================================== _vrf_PLAT601_1 ; PROBLEM: Structure Contains Solvent Accessible VOIDS of . 110.00 A**3. RESPONSE: The difference map indicated the presence of diffuse electron density believed to be disordered solvent, thought to be ethanol. SQUEEZE was used leaving a voids from which electron density was removed. ; _vrf_RINTA01_3 ; PROBLEM: The value of Rint is greater than 0.15. RESPONSE: The data are very weak, so the R(int) is high at high angle. ; _vrf_PLAT020_3 ; PROBLEM: The value of Rint is greater than 0.10. RESPONSE: See above. ; _vrf_PLAT601_4 ; PROBLEM: Structure Contains Solvent Accessible VOIDS of . 140.00 A**3 RESPONSE: The difference map indicated the presence of diffuse electron density believed to be disordered solvent. SQUEEZE was used leaving two voids of 333 \%A from which a total of 20 e^-^ were removed. ; #============================================================================== # end Validation Reply Form #============================================================================== #============================================================================== data_3 _database_code_depnum_ccdc_archive 'CCDC 701454' #============================================================================== _audit_creation_date 08-08-19 _audit_creation_method CRYSTALS_ver_12.86 _publ_section_exptl_refinement ; The difference map indicated the presence of diffuse electron density believed to be disordered solvent. SQUEEZE was used leaving a void of 1238 \%A from which 203 e^-^ were removed. ; loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.276 -0.119 0.776 1238 203 ' ' _platon_squeeze_details ; The discrete Fourier transform of the void region were treated as contributions to the A and B parts of the calculated structure factors. ; _oxford_structure_analysis_title 5801 _chemical_name_systematic . _chemical_melting_point 'not measured' _cell_length_a 17.8669(6) _cell_length_b 14.1157(6) _cell_length_c 19.8394(7) _cell_angle_alpha 90 _cell_angle_beta 91.256(3) _cell_angle_gamma 90 _cell_volume 5002.4(3) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1 ' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421 1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C36 H24 Cl2 N2 Ni2 O24 # Dc = 1.40 Fooo = 2088.00 Mu = 9.39 M = 1056.91 # Found Formula = C37 H35 N3 Ni3 O20 # Dc = 1.35 FOOO = 2088.00 Mu = 11.89 M = 1017.82 _chemical_formula_sum 'C37 H35 N3 Ni3 O20' _chemical_formula_moiety 'C30 H16 N Ni3 O19, C4 H12 N, C3 H7 N O' _chemical_compound_source . _chemical_formula_weight 1017.82 _cell_measurement_reflns_used 9351 _cell_measurement_theta_min 5 _cell_measurement_theta_max 26 _cell_measurement_temperature 150 _exptl_crystal_description plate _exptl_crystal_colour clear_green _exptl_crystal_size_min 0.03 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_max 0.18 _exptl_crystal_density_diffrn 1.351 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 2088 _exptl_absorpt_coefficient_mu 1.189 # Sheldrick geometric approximatio 0.94 0.96 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.93 _exptl_absorpt_correction_T_max 0.96 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device 'Nonius KappaCCD' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 1997-2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 16260 _reflns_number_total 9586 _diffrn_reflns_av_R_equivalents 0.150 # Number of reflections with Friedels Law is 9586 # Number of reflections without Friedels Law is 9586 # Theoretical number of reflections is about 9809 _diffrn_reflns_theta_min 5.133 _diffrn_reflns_theta_max 25.977 _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 25.198 _diffrn_measured_fraction_theta_full 0.987 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 24 _reflns_limit_h_min -21 _reflns_limit_h_max 22 _reflns_limit_k_min 0 _reflns_limit_k_max 17 _reflns_limit_l_min 0 _reflns_limit_l_max 24 _oxford_diffrn_Wilson_B_factor 1.45 _oxford_diffrn_Wilson_scale 167.96 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -1.16 _refine_diff_density_max 1.11 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 7206 _refine_ls_number_restraints 0 _refine_ls_number_parameters 568 _oxford_refine_ls_R_factor_ref 0.1077 _refine_ls_wR_factor_ref 0.1733 _refine_ls_goodness_of_fit_ref 0.9774 _refine_ls_shift/su_max 0.000376 # The values computed from all data _oxford_reflns_number_all 7206 _refine_ls_R_factor_all 0.1077 _refine_ls_wR_factor_all 0.1733 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 4709 _refine_ls_R_factor_gt 0.0651 _refine_ls_wR_factor_gt 0.1521 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.08P)^2^ +20.61P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Ni1 Ni 0.24806(5) 0.05190(6) 0.42907(4) 0.0206 1.0000 Uani . . . . . . . O2 O 0.2384(3) 0.5102(3) 0.1681(2) 0.0266 1.0000 Uani . . . . . . . C3 C 0.2419(4) 0.4333(5) 0.1974(4) 0.0241 1.0000 Uani . . . . . . . O4 O 0.2570(3) 0.3516(3) 0.1731(2) 0.0266 1.0000 Uani . . . . . . . Ni5 Ni 0.20257(5) -0.18403(6) 0.41592(4) 0.0203 1.0000 Uani . . . . . . . O6 O 0.2633(3) -0.0854(3) 0.4666(2) 0.0225 1.0000 Uani . . . . . . . C7 C 0.3184(4) -0.1425(5) 0.4806(3) 0.0220 1.0000 Uani . . . . . . . O8 O 0.3154(3) -0.2255(3) 0.4569(2) 0.0284 1.0000 Uani . . . . . . . C9 C 0.3820(4) -0.1084(5) 0.5233(3) 0.0216 1.0000 Uani . . . . . . . C10 C 0.3676(4) -0.0333(5) 0.5685(4) 0.0317 1.0000 Uani . . . . . . . C11 C 0.4248(4) 0.0078(6) 0.6067(4) 0.0302 1.0000 Uani . . . . . . . C12 C 0.4977(4) -0.0259(6) 0.5984(4) 0.0313 1.0000 Uani . . . . . . . C13 C 0.5119(4) -0.0990(5) 0.5534(4) 0.0276 1.0000 Uani . . . . . . . C14 C 0.4539(4) -0.1410(5) 0.5159(4) 0.0260 1.0000 Uani . . . . . . . C15 C 0.5935(4) -0.1228(5) 0.5380(4) 0.0279 1.0000 Uani . . . . . . . O16 O 0.6419(3) -0.0734(3) 0.5676(2) 0.0262 1.0000 Uani . . . . . . . O17 O 0.6040(3) -0.1882(4) 0.4955(2) 0.0314 1.0000 Uani . . . . . . . Ni18 Ni 0.30263(5) 0.20592(7) 0.55638(5) 0.0268 1.0000 Uani . . . . . . . O19 O 0.2369(3) 0.0938(3) 0.5305(2) 0.0241 1.0000 Uani . . . . . . . C20 C 0.1841(4) 0.1142(5) 0.5705(4) 0.0265 1.0000 Uani . . . . . . . O21 O 0.1883(3) 0.1873(3) 0.6057(3) 0.0328 1.0000 Uani . . . . . . . C22 C 0.1216(4) 0.0440(5) 0.5760(3) 0.0228 1.0000 Uani . . . . . . . C23 C 0.0483(4) 0.0735(5) 0.5897(3) 0.0260 1.0000 Uani . . . . . . . C24 C -0.0095(4) 0.0061(5) 0.5869(3) 0.0213 1.0000 Uani . . . . . . . C25 C 0.0072(4) -0.0893(5) 0.5739(3) 0.0204 1.0000 Uani . . . . . . . C26 C 0.0799(4) -0.1176(5) 0.5635(3) 0.0216 1.0000 Uani . . . . . . . C27 C 0.1376(4) -0.0508(5) 0.5640(4) 0.0261 1.0000 Uani . . . . . . . C28 C 0.0951(4) -0.2198(5) 0.5456(4) 0.0298 1.0000 Uani . . . . . . . O29 O 0.1596(3) -0.2348(3) 0.5159(2) 0.0273 1.0000 Uani . . . . . . . O30 O 0.0506(3) -0.2814(4) 0.5578(3) 0.0540 1.0000 Uani . . . . . . . C31 C -0.0911(4) 0.0352(5) 0.5893(3) 0.0209 1.0000 Uani . . . . . . . O32 O -0.1032(3) 0.1229(3) 0.5993(2) 0.0257 1.0000 Uani . . . . . . . O33 O -0.1374(3) -0.0291(3) 0.5815(2) 0.0257 1.0000 Uani . . . . . . . O34 O 0.2488(3) 0.2799(3) 0.4839(2) 0.0307 1.0000 Uani . . . . . . . C35 C 0.2349(4) 0.2636(5) 0.4215(4) 0.0252 1.0000 Uani . . . . . . . O36 O 0.2306(3) 0.1855(3) 0.3920(2) 0.0273 1.0000 Uani . . . . . . . C37 C 0.2232(4) 0.3526(5) 0.3784(3) 0.0228 1.0000 Uani . . . . . . . C38 C 0.2072(4) 0.4377(5) 0.4113(4) 0.0265 1.0000 Uani . . . . . . . C39 C 0.2000(4) 0.5196(5) 0.3733(4) 0.0264 1.0000 Uani . . . . . . . C40 C 0.2093(4) 0.5183(5) 0.3048(4) 0.0256 1.0000 Uani . . . . . . . C41 C 0.2262(4) 0.4336(5) 0.2727(3) 0.0229 1.0000 Uani . . . . . . . C42 C 0.2328(4) 0.3510(5) 0.3109(4) 0.0246 1.0000 Uani . . . . . . . C43 C 0.1844(4) 0.6111(5) 0.4103(4) 0.0260 1.0000 Uani . . . . . . . O44 O 0.1788(3) 0.6864(3) 0.3773(2) 0.0216 1.0000 Uani . . . . . . . O45 O 0.1797(3) 0.6049(3) 0.4748(2) 0.0340 1.0000 Uani . . . . . . . O46 O 0.3489(3) 0.1396(4) 0.6397(2) 0.0381 1.0000 Uani . . . . . . . C47 C 0.4085(5) 0.0909(6) 0.6521(4) 0.0412 1.0000 Uani . . . . . . . O48 O 0.4538(4) 0.1088(6) 0.6983(4) 0.0792 1.0000 Uani . . . . . . . O49 O 0.3381(3) 0.3355(4) 0.5926(3) 0.0391 1.0000 Uani . . . . . . . C50 C 0.3629(5) 0.3914(6) 0.5503(5) 0.0455 1.0000 Uani . . . . . . . N51 N 0.3666(5) 0.4838(5) 0.5561(4) 0.0555 1.0000 Uani . . . . . . . C52 C 0.3960(6) 0.5446(8) 0.5047(5) 0.0688 1.0000 Uani . . . . . . . C53 C 0.3364(8) 0.5299(9) 0.6151(7) 0.0958 1.0000 Uani . . . . . . . N54 N 0.0626(4) 0.1714(6) 0.2247(4) 0.0513 1.0000 Uani . . . . . . . C55 C 0.1026(9) 0.2208(10) 0.1737(6) 0.0992 1.0000 Uani . . . . . . . C56 C -0.0106(7) 0.1331(10) 0.2001(9) 0.1121 1.0000 Uani . . . . . . . C57 C 0.1092(8) 0.0932(10) 0.2527(6) 0.0981 1.0000 Uani . . . . . . . C58 C 0.0481(8) 0.2407(12) 0.2824(7) 0.1157 1.0000 Uani . . . . . . . C59 C 0.0964(5) 0.7046(7) 0.2135(5) 0.0494 1.0000 Uani . . . . . . . N60 N 0.0588(5) 0.7914(6) 0.1983(4) 0.0545 1.0000 Uani . . . . . . . C61 C 0.0696(7) 0.8372(9) 0.1412(6) 0.0688 1.0000 Uani . . . . . . . O62 O 0.0404(5) 0.9149(6) 0.1252(4) 0.0936 1.0000 Uani . . . . . . . C63 C 0.0072(8) 0.8278(10) 0.2484(6) 0.0952 1.0000 Uani . . . . . . . H101 H 0.3181 -0.0101 0.5725 0.0363 1.0000 Uiso R . . . . . . H121 H 0.5384 0.0017 0.6236 0.0382 1.0000 Uiso R . . . . . . H141 H 0.4634 -0.1920 0.4851 0.0339 1.0000 Uiso R . . . . . . H231 H 0.0379 0.1371 0.6006 0.0302 1.0000 Uiso R . . . . . . H251 H -0.0319 -0.1351 0.5728 0.0280 1.0000 Uiso R . . . . . . H271 H 0.1873 -0.0710 0.5563 0.0311 1.0000 Uiso R . . . . . . H381 H 0.2030 0.4397 0.4588 0.0289 1.0000 Uiso R . . . . . . H401 H 0.2040 0.5745 0.2793 0.0312 1.0000 Uiso R . . . . . . H421 H 0.2452 0.2938 0.2892 0.0311 1.0000 Uiso R . . . . . . H522 H 0.3639 0.6008 0.4988 0.1042 1.0000 Uiso R . . . . . . H523 H 0.4471 0.5665 0.5180 0.1042 1.0000 Uiso R . . . . . . H521 H 0.3989 0.5105 0.4613 0.1041 1.0000 Uiso R . . . . . . H533 H 0.3603 0.5907 0.6237 0.1400 1.0000 Uiso R . . . . . . H531 H 0.3440 0.4903 0.6549 0.1401 1.0000 Uiso R . . . . . . H532 H 0.2828 0.5415 0.6096 0.1401 1.0000 Uiso R . . . . . . H551 H 0.1535 0.2332 0.1894 0.1450 1.0000 Uiso R . . . . . . H552 H 0.0776 0.2797 0.1636 0.1452 1.0000 Uiso R . . . . . . H553 H 0.1038 0.1813 0.1338 0.1452 1.0000 Uiso R . . . . . . H562 H -0.0406 0.1102 0.2369 0.1591 1.0000 Uiso R . . . . . . H563 H -0.0368 0.1813 0.1756 0.1591 1.0000 Uiso R . . . . . . H561 H -0.0015 0.0793 0.1696 0.1591 1.0000 Uiso R . . . . . . H573 H 0.0789 0.0543 0.2815 0.1551 1.0000 Uiso R . . . . . . H571 H 0.1507 0.1196 0.2803 0.1551 1.0000 Uiso R . . . . . . H572 H 0.1288 0.0574 0.2167 0.1550 1.0000 Uiso R . . . . . . H581 H 0.0214 0.2108 0.3179 0.1480 1.0000 Uiso R . . . . . . H583 H 0.0949 0.2659 0.2995 0.1481 1.0000 Uiso R . . . . . . H582 H 0.0179 0.2937 0.2647 0.1480 1.0000 Uiso R . . . . . . H592 H 0.1203 0.7078 0.2613 0.0742 1.0000 Uiso R . . . . . . H591 H 0.1374 0.6936 0.1784 0.0743 1.0000 Uiso R . . . . . . H593 H 0.0584 0.6491 0.2112 0.0743 1.0000 Uiso R . . . . . . H611 H 0.1030 0.8100 0.1082 0.0863 1.0000 Uiso R . . . . . . H632 H -0.0124 0.8904 0.2355 0.1460 1.0000 Uiso R . . . . . . H631 H 0.0316 0.8337 0.2917 0.1460 1.0000 Uiso R . . . . . . H633 H -0.0361 0.7857 0.2529 0.1461 1.0000 Uiso R . . . . . . H501 H 0.3800 0.3653 0.5093 0.0575 1.0000 Uiso R . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0226(5) 0.0114(5) 0.0277(5) -0.0011(4) 0.0006(4) 0.0004(4) O2 0.031(3) 0.016(3) 0.033(3) 0.000(2) 0.001(2) -0.003(2) C3 0.015(4) 0.026(5) 0.031(4) 0.004(3) 0.004(3) 0.000(3) O4 0.036(3) 0.012(3) 0.032(3) 0.002(2) 0.009(2) 0.001(2) Ni5 0.0221(5) 0.0107(5) 0.0282(5) 0.0002(4) 0.0006(4) 0.0006(4) O6 0.025(3) 0.015(3) 0.028(3) 0.002(2) 0.002(2) 0.000(2) C7 0.027(4) 0.012(4) 0.027(4) 0.003(3) 0.005(3) 0.004(3) O8 0.027(3) 0.021(3) 0.038(3) 0.001(2) 0.003(2) 0.004(2) C9 0.028(4) 0.014(4) 0.023(4) -0.005(3) -0.001(3) -0.004(3) C10 0.028(5) 0.027(5) 0.041(5) -0.003(4) -0.002(4) 0.005(4) C11 0.028(5) 0.028(4) 0.035(4) 0.001(4) -0.007(4) 0.006(4) C12 0.026(5) 0.039(5) 0.028(4) -0.003(4) -0.003(3) 0.000(4) C13 0.030(5) 0.022(4) 0.032(4) 0.003(3) 0.004(4) 0.007(4) C14 0.025(4) 0.020(4) 0.032(4) -0.001(3) -0.002(3) 0.000(3) C15 0.028(5) 0.021(4) 0.034(4) 0.012(4) 0.006(4) -0.004(4) O16 0.023(3) 0.021(3) 0.035(3) -0.001(2) 0.003(2) -0.004(2) O17 0.030(3) 0.028(3) 0.037(3) -0.009(3) 0.003(2) 0.004(2) Ni18 0.0298(6) 0.0194(5) 0.0313(5) -0.0024(4) 0.0003(4) 0.0000(4) O19 0.023(3) 0.021(3) 0.028(3) -0.003(2) 0.002(2) 0.004(2) C20 0.022(4) 0.015(4) 0.042(5) -0.001(3) 0.001(4) -0.004(3) O21 0.035(3) 0.018(3) 0.046(3) -0.008(3) 0.004(3) 0.000(2) C22 0.024(4) 0.017(4) 0.028(4) 0.002(3) 0.001(3) 0.002(3) C23 0.034(5) 0.016(4) 0.028(4) -0.006(3) -0.002(3) 0.002(3) C24 0.018(4) 0.019(4) 0.027(4) 0.003(3) -0.001(3) 0.006(3) C25 0.026(4) 0.014(4) 0.021(4) 0.000(3) 0.001(3) 0.001(3) C26 0.030(4) 0.013(4) 0.022(4) 0.002(3) 0.007(3) 0.003(3) C27 0.018(4) 0.027(4) 0.033(4) -0.002(3) -0.001(3) 0.005(4) C28 0.033(5) 0.018(4) 0.039(5) -0.003(3) 0.001(4) 0.006(4) O29 0.032(3) 0.018(3) 0.032(3) -0.001(2) 0.007(2) 0.005(2) O30 0.051(4) 0.016(3) 0.097(5) -0.007(3) 0.034(4) -0.006(3) C31 0.016(4) 0.024(5) 0.023(4) 0.003(3) -0.001(3) 0.003(4) O32 0.027(3) 0.020(3) 0.031(3) 0.000(2) 0.001(2) 0.004(2) O33 0.020(3) 0.016(3) 0.042(3) 0.001(2) -0.001(2) 0.002(2) O34 0.043(3) 0.018(3) 0.031(3) 0.000(2) -0.002(2) 0.004(2) C35 0.033(5) 0.012(4) 0.031(5) 0.000(3) 0.005(3) 0.005(3) O36 0.039(3) 0.011(3) 0.033(3) -0.003(2) 0.006(2) 0.001(2) C37 0.029(4) 0.015(4) 0.026(4) -0.002(3) 0.006(3) 0.000(3) C38 0.035(5) 0.014(4) 0.030(4) 0.002(3) -0.002(3) -0.001(3) C39 0.032(5) 0.014(4) 0.034(5) 0.000(3) -0.002(3) -0.001(3) C40 0.034(5) 0.013(4) 0.029(4) -0.001(3) 0.003(3) 0.001(3) C41 0.031(4) 0.010(4) 0.028(4) -0.002(3) 0.001(3) 0.001(3) C42 0.026(4) 0.016(4) 0.032(4) -0.006(3) 0.001(3) 0.002(3) C43 0.031(5) 0.014(4) 0.033(5) -0.006(3) 0.001(3) -0.007(3) O44 0.030(3) 0.008(2) 0.027(3) 0.004(2) -0.001(2) 0.002(2) O45 0.058(4) 0.018(3) 0.025(3) -0.003(2) 0.005(3) 0.003(3) O46 0.046(4) 0.041(4) 0.027(3) -0.006(3) -0.004(3) 0.011(3) C47 0.035(5) 0.040(5) 0.049(6) -0.008(4) 0.005(4) 0.004(5) O48 0.071(5) 0.083(6) 0.082(5) -0.049(4) -0.039(4) 0.031(4) O49 0.036(3) 0.027(3) 0.054(4) -0.007(3) -0.003(3) -0.007(3) C50 0.038(5) 0.023(5) 0.075(7) -0.010(5) -0.004(5) -0.012(4) N51 0.056(5) 0.036(5) 0.074(6) -0.004(4) -0.005(4) 0.006(4) C52 0.076(8) 0.056(7) 0.075(8) 0.023(6) 0.002(6) -0.012(6) C53 0.124(12) 0.053(8) 0.113(11) -0.016(7) 0.043(9) -0.016(8) N54 0.045(5) 0.066(6) 0.042(4) 0.012(4) -0.007(4) 0.001(4) C55 0.132(13) 0.093(10) 0.073(8) 0.001(7) 0.028(8) -0.036(9) C56 0.066(9) 0.086(10) 0.182(15) -0.004(10) -0.054(9) -0.008(8) C57 0.092(10) 0.126(12) 0.077(8) 0.042(8) -0.003(7) 0.051(9) C58 0.090(11) 0.164(16) 0.091(10) 0.032(11) -0.038(8) -0.046(11) C59 0.048(6) 0.051(6) 0.048(5) -0.004(5) -0.004(4) 0.005(5) N60 0.059(5) 0.058(5) 0.046(5) -0.003(4) -0.005(4) 0.020(4) C61 0.068(8) 0.076(9) 0.062(7) -0.001(6) -0.008(6) -0.004(7) O62 0.116(7) 0.074(6) 0.090(6) 0.025(5) -0.002(5) 0.035(5) C63 0.114(11) 0.099(11) 0.073(8) -0.001(7) 0.023(8) 0.028(9) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.07936(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Ni1 . O2 3_545 2.036(5) yes Ni1 . O33 2_556 2.009(5) yes Ni1 . O16 2_656 1.989(5) yes Ni1 . O6 . 2.091(5) yes Ni1 . O19 . 2.110(5) yes Ni1 . O36 . 2.046(5) yes O2 . C3 . 1.232(8) yes C3 . O4 . 1.280(8) yes C3 . C41 . 1.525(10) yes O4 . Ni5 3_555 1.987(5) yes Ni5 . O44 1_545 2.025(5) yes Ni5 . O32 2_556 1.992(5) yes Ni5 . O6 . 2.020(5) yes Ni5 . O8 . 2.236(5) yes Ni5 . O29 . 2.259(5) yes O6 . C7 . 1.299(8) yes C7 . O8 . 1.262(8) yes C7 . C9 . 1.483(10) yes C9 . C10 . 1.415(10) yes C9 . C14 . 1.376(10) yes C10 . C11 . 1.386(11) yes C10 . H101 . 0.949 no C11 . C12 . 1.401(11) yes C11 . C47 . 1.512(11) yes C12 . C13 . 1.391(10) yes C12 . H121 . 0.956 no C13 . C14 . 1.395(10) yes C13 . C15 . 1.533(10) yes C14 . H141 . 0.962 no C15 . O16 . 1.247(9) yes C15 . O17 . 1.267(9) yes O17 . Ni18 2_656 1.996(5) yes Ni18 . O19 . 2.030(5) yes Ni18 . O21 . 2.299(5) yes Ni18 . O34 . 2.006(5) yes Ni18 . O46 . 2.057(5) yes Ni18 . O49 . 2.060(5) yes O19 . C20 . 1.281(8) yes C20 . O21 . 1.246(8) yes C20 . C22 . 1.498(10) yes C22 . C23 . 1.407(10) yes C22 . C27 . 1.390(10) yes C23 . C24 . 1.404(10) yes C23 . H231 . 0.943 no C24 . C25 . 1.405(9) yes C24 . C31 . 1.518(9) yes C25 . C26 . 1.378(10) yes C25 . H251 . 0.952 no C26 . C27 . 1.397(10) yes C26 . C28 . 1.512(10) yes C27 . H271 . 0.948 no C28 . O29 . 1.324(9) yes C28 . O30 . 1.206(9) yes C31 . O32 . 1.272(8) yes C31 . O33 . 1.236(8) yes O34 . C35 . 1.278(8) yes C35 . O36 . 1.250(8) yes C35 . C37 . 1.531(10) yes C37 . C38 . 1.399(10) yes C37 . C42 . 1.355(10) yes C38 . C39 . 1.386(10) yes C38 . H381 . 0.948 no C39 . C40 . 1.372(10) yes C39 . C43 . 1.515(10) yes C40 . C41 . 1.391(9) yes C40 . H401 . 0.946 no C41 . C42 . 1.394(10) yes C42 . H421 . 0.943 no C43 . O44 . 1.251(8) yes C43 . O45 . 1.287(8) yes O46 . C47 . 1.286(10) yes C47 . O48 . 1.236(10) yes O49 . C50 . 1.241(10) yes C50 . N51 . 1.310(11) yes C50 . H501 . 0.950 no N51 . C52 . 1.441(12) yes N51 . C53 . 1.452(13) yes C52 . H522 . 0.986 no C52 . H523 . 0.993 no C52 . H521 . 0.989 no C53 . H533 . 0.972 no C53 . H531 . 0.976 no C53 . H532 . 0.975 no N54 . C55 . 1.432(13) yes N54 . C56 . 1.488(14) yes N54 . C57 . 1.482(13) yes N54 . C58 . 1.531(17) yes C55 . H551 . 0.971 no C55 . H552 . 0.963 no C55 . H553 . 0.969 no C56 . H562 . 0.970 no C56 . H563 . 0.954 no C56 . H561 . 0.985 no C57 . H573 . 0.967 no C57 . H571 . 0.985 no C57 . H572 . 0.950 no C58 . H581 . 0.958 no C58 . H583 . 0.964 no C58 . H582 . 0.982 no C59 . N60 . 1.426(11) yes C59 . H592 . 1.033 no C59 . H591 . 1.032 no C59 . H593 . 1.038 no N60 . C61 . 1.321(13) yes N60 . C63 . 1.464(13) yes C61 . O62 . 1.253(13) yes C61 . H611 . 0.975 no C63 . H632 . 0.983 no C63 . H631 . 0.959 no C63 . H633 . 0.981 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O2 3_545 Ni1 . O33 2_556 89.5(2) yes O2 3_545 Ni1 . O16 2_656 86.4(2) yes O33 2_556 Ni1 . O16 2_656 175.9(2) yes O2 3_545 Ni1 . O6 . 92.98(18) yes O33 2_556 Ni1 . O6 . 90.52(19) yes O16 2_656 Ni1 . O6 . 90.51(19) yes O2 3_545 Ni1 . O19 . 178.5(2) yes O33 2_556 Ni1 . O19 . 91.78(19) yes O16 2_656 Ni1 . O19 . 92.27(19) yes O6 . Ni1 . O19 . 86.26(18) yes O2 3_545 Ni1 . O36 . 86.89(19) yes O33 2_556 Ni1 . O36 . 88.2(2) yes O16 2_656 Ni1 . O36 . 90.8(2) yes O6 . Ni1 . O36 . 178.7(2) yes O19 . Ni1 . O36 . 93.89(19) yes Ni1 3_555 O2 . C3 . 134.0(5) yes O2 . C3 . O4 . 128.7(6) yes O2 . C3 . C41 . 116.7(6) yes O4 . C3 . C41 . 114.6(6) yes C3 . O4 . Ni5 3_555 130.2(4) yes O44 1_545 Ni5 . O32 2_556 98.93(19) yes O44 1_545 Ni5 . O4 3_545 88.26(18) yes O32 2_556 Ni5 . O4 3_545 95.5(2) yes O44 1_545 Ni5 . O6 . 156.51(19) yes O32 2_556 Ni5 . O6 . 104.1(2) yes O4 3_545 Ni5 . O6 . 93.77(19) yes O44 1_545 Ni5 . O8 . 94.65(19) yes O32 2_556 Ni5 . O8 . 164.33(19) yes O4 3_545 Ni5 . O8 . 92.7(2) yes O6 . Ni5 . O8 . 61.90(19) yes O44 1_545 Ni5 . O29 . 88.47(18) yes O32 2_556 Ni5 . O29 . 87.24(18) yes O4 3_545 Ni5 . O29 . 176.02(18) yes O6 . Ni5 . O29 . 88.33(18) yes O8 . Ni5 . O29 . 85.33(18) yes Ni1 . O6 . Ni5 . 113.4(2) yes Ni1 . O6 . C7 . 138.1(4) yes Ni5 . O6 . C7 . 94.3(4) yes O6 . C7 . O8 . 118.1(7) yes O6 . C7 . C9 . 119.2(6) yes O8 . C7 . C9 . 122.7(6) yes Ni5 . O8 . C7 . 85.6(4) yes C7 . C9 . C10 . 117.3(7) yes C7 . C9 . C14 . 122.4(6) yes C10 . C9 . C14 . 120.1(7) yes C9 . C10 . C11 . 121.2(7) yes C9 . C10 . H101 . 119.6 no C11 . C10 . H101 . 119.2 no C10 . C11 . C12 . 118.1(7) yes C10 . C11 . C47 . 120.1(7) yes C12 . C11 . C47 . 121.7(7) yes C11 . C12 . C13 . 120.7(7) yes C11 . C12 . H121 . 119.9 no C13 . C12 . H121 . 119.5 no C12 . C13 . C14 . 120.9(7) yes C12 . C13 . C15 . 118.5(7) yes C14 . C13 . C15 . 120.0(7) yes C13 . C14 . C9 . 119.0(7) yes C13 . C14 . H141 . 121.2 no C9 . C14 . H141 . 119.8 no C13 . C15 . O16 . 115.9(7) yes C13 . C15 . O17 . 116.5(7) yes O16 . C15 . O17 . 127.6(7) yes C15 . O16 . Ni1 2_656 140.8(5) yes C15 . O17 . Ni18 2_656 124.9(5) yes O17 2_656 Ni18 . O19 . 104.9(2) yes O17 2_656 Ni18 . O21 . 165.0(2) yes O19 . Ni18 . O21 . 60.29(18) yes O17 2_656 Ni18 . O34 . 95.1(2) yes O19 . Ni18 . O34 . 87.6(2) yes O21 . Ni18 . O34 . 87.0(2) yes O17 2_656 Ni18 . O46 . 91.8(2) yes O19 . Ni18 . O46 . 93.9(2) yes O21 . Ni18 . O46 . 87.2(2) yes O34 . Ni18 . O46 . 172.3(2) yes O17 2_656 Ni18 . O49 . 92.2(2) yes O19 . Ni18 . O49 . 162.2(2) yes O21 . Ni18 . O49 . 102.8(2) yes O34 . Ni18 . O49 . 85.8(2) yes O46 . Ni18 . O49 . 90.5(2) yes Ni1 . O19 . Ni18 . 113.2(2) yes Ni1 . O19 . C20 . 137.8(5) yes Ni18 . O19 . C20 . 95.6(4) yes O19 . C20 . O21 . 119.8(7) yes O19 . C20 . C22 . 117.2(6) yes O21 . C20 . C22 . 122.9(6) yes Ni18 . O21 . C20 . 84.3(4) yes C20 . C22 . C23 . 121.1(6) yes C20 . C22 . C27 . 117.9(6) yes C23 . C22 . C27 . 120.9(7) yes C22 . C23 . C24 . 118.6(6) yes C22 . C23 . H231 . 121.0 no C24 . C23 . H231 . 120.4 no C23 . C24 . C25 . 119.9(6) yes C23 . C24 . C31 . 121.4(6) yes C25 . C24 . C31 . 118.3(6) yes C24 . C25 . C26 . 120.6(7) yes C24 . C25 . H251 . 119.8 no C26 . C25 . H251 . 119.6 no C25 . C26 . C27 . 120.1(6) yes C25 . C26 . C28 . 119.0(7) yes C27 . C26 . C28 . 120.7(7) yes C26 . C27 . C22 . 119.8(7) yes C26 . C27 . H271 . 119.3 no C22 . C27 . H271 . 120.9 no C26 . C28 . O29 . 114.8(7) yes C26 . C28 . O30 . 121.3(7) yes O29 . C28 . O30 . 123.9(7) yes Ni5 . O29 . C28 . 131.1(5) yes C24 . C31 . O32 . 115.7(6) yes C24 . C31 . O33 . 116.0(6) yes O32 . C31 . O33 . 128.3(6) yes C31 . O32 . Ni5 2_556 123.4(5) yes C31 . O33 . Ni1 2_556 141.7(5) yes Ni18 . O34 . C35 . 132.8(5) yes O34 . C35 . O36 . 128.5(6) yes O34 . C35 . C37 . 114.4(6) yes O36 . C35 . C37 . 117.1(6) yes C35 . O36 . Ni1 . 129.5(5) yes C35 . C37 . C38 . 118.1(6) yes C35 . C37 . C42 . 121.3(6) yes C38 . C37 . C42 . 120.4(7) yes C37 . C38 . C39 . 118.7(7) yes C37 . C38 . H381 . 120.8 no C39 . C38 . H381 . 120.5 no C38 . C39 . C40 . 121.0(7) yes C38 . C39 . C43 . 117.6(6) yes C40 . C39 . C43 . 121.3(6) yes C39 . C40 . C41 . 119.9(7) yes C39 . C40 . H401 . 120.4 no C41 . C40 . H401 . 119.7 no C3 . C41 . C40 . 119.9(6) yes C3 . C41 . C42 . 121.0(6) yes C40 . C41 . C42 . 119.0(6) yes C41 . C42 . C37 . 120.9(6) yes C41 . C42 . H421 . 119.0 no C37 . C42 . H421 . 120.0 no C39 . C43 . O44 . 118.9(6) yes C39 . C43 . O45 . 116.2(6) yes O44 . C43 . O45 . 124.9(6) yes C43 . O44 . Ni5 1_565 123.8(4) yes Ni18 . O46 . C47 . 135.5(5) yes C11 . C47 . O46 . 118.0(8) yes C11 . C47 . O48 . 118.0(8) yes O46 . C47 . O48 . 124.0(8) yes Ni18 . O49 . C50 . 116.1(5) yes O49 . C50 . N51 . 126.2(9) yes O49 . C50 . H501 . 117.3 no N51 . C50 . H501 . 116.4 no C50 . N51 . C52 . 123.3(9) yes C50 . N51 . C53 . 119.9(9) yes C52 . N51 . C53 . 116.8(9) yes N51 . C52 . H522 . 110.1 no N51 . C52 . H523 . 110.2 no H522 . C52 . H523 . 108.0 no N51 . C52 . H521 . 110.7 no H522 . C52 . H521 . 109.2 no H523 . C52 . H521 . 108.5 no N51 . C53 . H533 . 111.6 no N51 . C53 . H531 . 110.4 no H533 . C53 . H531 . 108.1 no N51 . C53 . H532 . 111.5 no H533 . C53 . H532 . 107.4 no H531 . C53 . H532 . 107.7 no C55 . N54 . C56 . 113.1(10) yes C55 . N54 . C57 . 110.0(10) yes C56 . N54 . C57 . 109.5(10) yes C55 . N54 . C58 . 108.2(10) yes C56 . N54 . C58 . 108.4(10) yes C57 . N54 . C58 . 107.4(9) yes N54 . C55 . H551 . 109.9 no N54 . C55 . H552 . 109.4 no H551 . C55 . H552 . 109.8 no N54 . C55 . H553 . 108.6 no H551 . C55 . H553 . 109.1 no H552 . C55 . H553 . 110.1 no N54 . C56 . H562 . 111.7 no N54 . C56 . H563 . 109.0 no H562 . C56 . H563 . 110.4 no N54 . C56 . H561 . 109.0 no H562 . C56 . H561 . 107.9 no H563 . C56 . H561 . 108.8 no N54 . C57 . H573 . 109.1 no N54 . C57 . H571 . 109.7 no H573 . C57 . H571 . 108.1 no N54 . C57 . H572 . 109.2 no H573 . C57 . H572 . 111.2 no H571 . C57 . H572 . 109.5 no N54 . C58 . H581 . 111.3 no N54 . C58 . H583 . 109.8 no H581 . C58 . H583 . 110.2 no N54 . C58 . H582 . 108.8 no H581 . C58 . H582 . 108.7 no H583 . C58 . H582 . 108.0 no N60 . C59 . H592 . 109.9 no N60 . C59 . H591 . 108.9 no H592 . C59 . H591 . 109.9 no N60 . C59 . H593 . 109.6 no H592 . C59 . H593 . 109.2 no H591 . C59 . H593 . 109.3 no C59 . N60 . C61 . 121.7(9) yes C59 . N60 . C63 . 117.3(9) yes C61 . N60 . C63 . 121.0(10) yes N60 . C61 . O62 . 125.3(11) yes N60 . C61 . H611 . 119.1 no O62 . C61 . H611 . 115.6 no N60 . C63 . H632 . 111.5 no N60 . C63 . H631 . 111.0 no H632 . C63 . H631 . 107.8 no N60 . C63 . H633 . 111.1 no H632 . C63 . H633 . 106.9 no H631 . C63 . H633 . 108.3 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C10 . H101 . O19 . 143 0.95 2.21 3.027(12) yes C27 . H271 . O6 . 137 0.95 2.27 3.035(12) yes C52 . H521 . O62 3_545 155 0.99 2.45 3.378(12) yes C55 . H551 . O4 . 140 0.97 2.52 3.319(12) yes C56 . H561 . O62 1_545 161 0.99 2.60 3.547(12) yes C58 . H582 . O48 4_454 164 0.98 2.21 3.163(12) yes C59 . H592 . O44 . 171 1.03 2.52 3.548(12) yes C63 . H631 . O32 2_566 170 0.96 2.56 3.511(12) yes #============================================================================== # start Validation Reply Form #============================================================================== _vrf_PLAT601_1 ; PROBLEM: Structure Contains Solvent Accessible VOIDS of . 110.00 A**3. RESPONSE: The difference map indicated the presence of diffuse electron density believed to be disordered solvent, thought to be ethanol. SQUEEZE was used leaving a voids from which electron density was removed. ; _vrf_RINTA01_3 ; PROBLEM: The value of Rint is greater than 0.15. RESPONSE: The data are very weak, so the R(int) is high at high angle. ; _vrf_PLAT220_5801 ; PROBLEM: Large Non-Solvent C Ueq(max)/Ueq(min) ... 4.80 Ratio RESPONSE: The network includes coordinated DMF solvent, which exhibits a high degree of thermal motion in the terminal methyl groups. In addition there are a some uncoordinated carboxylate groups which vibrate more than those held in place with covalent bonds. ; #============================================================================== # end Validation Reply Form #============================================================================== _chemical_name_common . #============================================================================== data_1 _database_code_depnum_ccdc_archive 'CCDC 759302' #TrackingRef 'CrystallographicData.cif' #============================================================================== _audit_creation_date 08-06-22 _audit_creation_method CRYSTALS_ver_12.86 _oxford_structure_analysis_title 5804 _chemical_name_systematic ? _chemical_melting_point 'not measured' _cell_length_a 19.4768(5) _cell_length_b 7.2563(2) _cell_length_c 8.7726(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1239.83(5) _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P n m a ' _symmetry_space_group_name_Hall '-P 2ac 2n' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,z+1/2 x+1/2,-y+1/2,-z+1/2 x,-y+1/2,z -x,y+1/2,-z -x+1/2,-y,z+1/2 x+1/2,y,-z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Fe 0.3463 0.8444 11.7695 4.7611 7.3573 0.3072 3.5222 15.3535 2.3045 76.8805 1.0369 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C6.75 H4.50 Fe1 N0.50 O4.50 # Dc = 1.18 Fooo = 600.00 Mu = 12.02 M = 110.23 # Found Formula = C11 H11 Fe1 N1 O5 # Dc = 1.57 FOOO = 600.00 Mu = 12.28 M = 146.53 _chemical_formula_sum 'C11 H11 Fe1 N1 O5' _chemical_formula_moiety 'C11 H11 Fe1 N1 O5' _chemical_compound_source . _chemical_formula_weight 293.06 _cell_measurement_reflns_used 1662 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description plate _exptl_crystal_colour clear_dark_yellow _exptl_crystal_size_min 0.06 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_max 0.16 _exptl_crystal_density_diffrn 1.570 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 600 _exptl_absorpt_coefficient_mu 1.228 # Sheldrick geometric approximatio 0.86 0.93 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.89 _exptl_absorpt_correction_T_max 0.93 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device 'Nonius KappaCCD' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 1997-2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 17504 _reflns_number_total 1525 _diffrn_reflns_av_R_equivalents 0.046 # Number of reflections with Friedels Law is 1525 # Number of reflections without Friedels Law is 2850 # Theoretical number of reflections is about 1421 _diffrn_reflns_theta_min 5.098 _diffrn_reflns_theta_max 27.481 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.931 _diffrn_measured_fraction_theta_full 0.991 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _reflns_limit_h_min 0 _reflns_limit_h_max 25 _reflns_limit_k_min 0 _reflns_limit_k_max 9 _reflns_limit_l_min 0 _reflns_limit_l_max 11 _oxford_diffrn_Wilson_B_factor 1.01 _oxford_diffrn_Wilson_scale 15.40 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.70 _refine_diff_density_max 1.09 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 1525 _refine_ls_number_restraints 6 _refine_ls_number_parameters 100 _oxford_refine_ls_R_factor_ref 0.0578 _refine_ls_wR_factor_ref 0.0911 _refine_ls_goodness_of_fit_ref 1.0000 _refine_ls_shift/su_max 0.003492 # The values computed from all data _oxford_reflns_number_all 1525 _refine_ls_R_factor_all 0.0578 _refine_ls_wR_factor_all 0.0911 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 1015 _refine_ls_R_factor_gt 0.0337 _refine_ls_wR_factor_gt 0.0833 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.04P)^2^ + 2.03P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Fe1 Fe 0.5000 0.5000 0.5000 0.0105 1.0000 Uani S . . . . . . O2 O 0.41668(7) 0.4043(2) 0.37853(19) 0.0204 1.0000 Uani . . . . . . . C3 C 0.38867(16) 0.2500 0.3614(4) 0.0156 1.0000 Uani S T . . . . . C4 C 0.31406(16) 0.2500 0.3112(4) 0.0172 1.0000 Uani S T . . . . . C5 C 0.27974(12) 0.0853(4) 0.2902(3) 0.0296 1.0000 Uani . . . . . . . C6 C 0.21107(11) 0.0854(3) 0.2448(3) 0.0291 1.0000 Uani . . . . . . . C7 C 0.17668(16) 0.2500 0.2225(4) 0.0176 1.0000 Uani S T . . . . . C8 C 0.10211(16) 0.2500 0.1738(4) 0.0154 1.0000 Uani S T . . . . . O9 O 0.07407(8) 0.0952(2) 0.15582(19) 0.0207 1.0000 Uani . . . . . . . O10 O 0.49541(11) 0.7500 0.3605(2) 0.0153 1.0000 Uani S T . . . . . C11 C 0.5242(2) 0.750000(7) 0.2319(4) 0.0237 1.0000 Uani S T . . 1 . . N12 N 0.49286(16) 0.7500 0.1026(3) 0.0251 1.0000 Uani S T . . 1 . . C13 C 0.5277(3) 0.750000(7) -0.0437(5) 0.0423 1.0000 Uani S T . . 1 . . C14 C 0.4173(2) 0.750000(7) 0.0970(5) 0.0418 1.0000 Uani S T . . 1 . . H51 H 0.3021 -0.0272 0.3087 0.0365 1.0000 Uiso R . . . . . . H61 H 0.1888 -0.0258 0.2262 0.0352 1.0000 Uiso R . . . . . . H111 H 0.5748 0.7500 0.2253 0.0283 1.0000 Uiso RS . . . . . . H131 H 0.5777 0.7500 -0.0235 0.0635 1.0000 Uiso RS . . . . . . H132 H 0.5141 0.8588 -0.1027 0.0628 1.0000 Uiso R . . . 1 . . H141 H 0.4000 0.7500 0.2003 0.0628 1.0000 Uiso RS . . . . . . H142 H 0.4022 0.8600 0.0427 0.0627 1.0000 Uiso R . . . 1 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0079(2) 0.0109(2) 0.0126(2) -0.00067(16) 0.00016(18) -0.00045(18) O2 0.0151(7) 0.0180(8) 0.0282(9) 0.0002(8) -0.0075(7) -0.0019(7) C3 0.0122(14) 0.0192(17) 0.0153(17) 0.0000 -0.0034(13) 0.0000 C4 0.0120(15) 0.0187(17) 0.0209(17) 0.0000 -0.0047(13) 0.0000 C5 0.0184(12) 0.0156(12) 0.0548(18) -0.0006(12) -0.0132(12) 0.0034(10) C6 0.0160(12) 0.0149(12) 0.0563(17) -0.0019(13) -0.0137(12) -0.0025(10) C7 0.0142(15) 0.0182(16) 0.0204(17) 0.0000 -0.0054(14) 0.0000 C8 0.0134(15) 0.0197(17) 0.0132(15) 0.0000 -0.0055(13) 0.0000 O9 0.0167(8) 0.0178(8) 0.0277(9) -0.0014(7) -0.0096(7) -0.0024(7) O10 0.0226(11) 0.0118(10) 0.0117(11) 0.0000 0.0016(9) 0.0000 C11 0.0329(18) 0.0139(16) 0.0241(19) 0.0000 0.0006(16) 0.0000 N12 0.0388(18) 0.0230(14) 0.0137(13) 0.0000 -0.0009(14) 0.0000 C13 0.068(3) 0.039(2) 0.0199(19) 0.0000 0.009(2) 0.0000 C14 0.040(2) 0.052(3) 0.034(2) 0.0000 -0.011(2) 0.0000 _refine_ls_extinction_method None _oxford_refine_ls_scale 0.2497(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Fe1 . O10 2_666 2.1900(12) yes Fe1 . O9 4_555 2.1040(15) yes Fe1 . O9 3_555 2.1040(15) yes Fe1 . O2 2_666 2.0620(15) yes Fe1 . O2 . 2.0620(15) yes Fe1 . O10 . 2.1900(12) yes O2 . C3 . 1.254(2) yes C3 . C4 . 1.518(4) yes C4 . C5 5_555 1.382(3) yes C4 . C5 . 1.382(3) yes C5 . C6 . 1.395(3) yes C5 . H51 . 0.939 no C6 . C7 . 1.383(3) yes C6 . H61 . 0.930 no C7 . C8 . 1.514(4) yes C8 . O9 5_555 1.259(2) yes C8 . O9 . 1.259(2) yes O10 . C11 . 1.261(4) yes C11 . N12 . 1.288(5) yes C11 . H111 . 0.986 no N12 . C13 . 1.452(5) yes N12 . C14 . 1.472(5) yes C13 . H132 5_565 0.981 no C13 . H131 . 0.989 no C13 . H132 . 0.981 no C14 . H142 5_565 0.976 no C14 . H141 . 0.967 no C14 . H142 . 0.976 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O10 2_666 Fe1 . O9 4_555 93.62(7) yes O10 2_666 Fe1 . O9 3_555 86.38(7) yes O9 4_555 Fe1 . O9 3_555 179.995 yes O10 2_666 Fe1 . O2 2_666 87.61(7) yes O9 4_555 Fe1 . O2 2_666 84.65(7) yes O9 3_555 Fe1 . O2 2_666 95.35(7) yes O10 2_666 Fe1 . O2 . 92.39(7) yes O9 4_555 Fe1 . O2 . 95.35(7) yes O9 3_555 Fe1 . O2 . 84.65(7) yes O2 2_666 Fe1 . O2 . 179.994 yes O10 2_666 Fe1 . O10 . 179.995 yes O9 4_555 Fe1 . O10 . 86.38(7) yes O9 3_555 Fe1 . O10 . 93.62(7) yes O2 2_666 Fe1 . O10 . 92.39(7) yes O2 . Fe1 . O10 . 87.61(7) yes Fe1 . O2 . C3 . 134.84(17) yes O2 . C3 . O2 5_555 126.4(3) yes O2 . C3 . C4 . 116.81(14) yes O2 5_555 C3 . C4 . 116.81(14) yes C3 . C4 . C5 5_555 120.12(15) yes C3 . C4 . C5 . 120.12(15) yes C5 5_555 C4 . C5 . 119.7(3) yes C4 . C5 . C6 . 120.1(2) yes C4 . C5 . H51 . 120.3 no C6 . C5 . H51 . 119.6 no C5 . C6 . C7 . 120.3(2) yes C5 . C6 . H61 . 119.8 no C7 . C6 . H61 . 119.9 no C6 . C7 . C6 5_555 119.4(3) yes C6 . C7 . C8 . 120.30(14) yes C6 5_555 C7 . C8 . 120.30(14) yes C7 . C8 . O9 5_555 116.84(15) yes C7 . C8 . O9 . 116.84(15) yes O9 5_555 C8 . O9 . 126.3(3) yes Fe1 3_544 O9 . C8 . 132.20(17) yes Fe1 . O10 . Fe1 5_565 111.86(9) yes Fe1 . O10 . C11 . 118.82(9) yes Fe1 5_565 O10 . C11 . 118.82(9) yes O10 . C11 . N12 . 125.2(3) yes O10 . C11 . H111 . 119.8 no N12 . C11 . H111 . 114.9 no C11 . N12 . C13 . 123.8(3) yes C11 . N12 . C14 . 120.2(3) yes C13 . N12 . C14 . 116.0(4) yes N12 . C13 . H132 5_565 109.9 no N12 . C13 . H131 . 107.6 no H132 5_565 C13 . H131 . 111.1 no N12 . C13 . H132 . 109.9 no H132 5_565 C13 . H132 . 107.2 no H131 . C13 . H132 . 111.1 no N12 . C14 . H142 5_565 108.6 no N12 . C14 . H141 . 108.5 no H142 5_565 C14 . H141 . 110.7 no N12 . C14 . H142 . 108.6 no H142 5_565 C14 . H142 . 109.8 no H141 . C14 . H142 . 110.7 no #============================================================================== data_4 _database_code_depnum_ccdc_archive 'CCDC 759303' #TrackingRef 'CrystallographicData.cif' #============================================================================== _audit_creation_date 08-09-26 _audit_creation_method CRYSTALS_ver_12.86 _publ_section_exptl_refinement ; The difference map indicated the presence of diffuse electron density. SQUEEZE was used leaving a void of 2844 \%A from which 519 e^-^ were removed. ; loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.134 -0.044 0.393 2844 519 ' ' _platon_squeeze_details ; The discrete Fourier transform of the void region were treated as contributions to the A and B parts of the calculated structure factors. ; _oxford_structure_analysis_title 5785 _chemical_name_systematic ? _chemical_melting_point . _cell_length_a 18.0309(9) _cell_length_b 14.2780(8) _cell_length_c 20.2047(12) _cell_angle_alpha 90 _cell_angle_beta 91.406(2) _cell_angle_gamma 90 _cell_volume 5200.0(5) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1 ' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Co 0.3494 0.9721 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1692 1.0118 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C18 H3 Co1 O12 # Dc = 1.20 Fooo = 1624.00 Mu = 7.09 M = 940.30 # Found Formula = C13.50 H5.50 Co1.50 O9.50 # Dc = 1.04 FOOO = 1624.00 Mu = 9.97 M = 816.17 _chemical_formula_sum 'C27 H11 Co3 O19' _chemical_formula_moiety 'C27 H11 Co3 O19' _chemical_compound_source . _chemical_formula_weight 816.18 _cell_measurement_reflns_used 9300 _cell_measurement_theta_min 5 _cell_measurement_theta_max 25 _cell_measurement_temperature 150 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_min 0.01 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_max 0.02 _exptl_crystal_density_diffrn 1.042 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1624 _exptl_absorpt_coefficient_mu 0.997 # Sheldrick geometric approximatio 0.98 0.99 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.80 _exptl_absorpt_correction_T_max 0.99 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device 'Nonius KappaCCD' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 1997-2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 39665 _reflns_number_total 9088 _diffrn_reflns_av_R_equivalents 0.164 # Number of reflections with Friedels Law is 9088 # Number of reflections without Friedels Law is 9088 # Theoretical number of reflections is about 9207 _diffrn_reflns_theta_min 5.112 _diffrn_reflns_theta_max 25.047 _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.047 _diffrn_measured_fraction_theta_full 0.987 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 24 _reflns_limit_h_min -21 _reflns_limit_h_max 21 _reflns_limit_k_min 0 _reflns_limit_k_max 16 _reflns_limit_l_min 0 _reflns_limit_l_max 24 _oxford_diffrn_Wilson_B_factor 2.34 _oxford_diffrn_Wilson_scale 39.30 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.74 _refine_diff_density_max 0.94 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 6967 _refine_ls_number_restraints 0 _refine_ls_number_parameters 442 _oxford_refine_ls_R_factor_ref 0.1014 _refine_ls_wR_factor_ref 0.2088 _refine_ls_goodness_of_fit_ref 0.9887 _refine_ls_shift/su_max 0.000143 # The values computed from all data _oxford_reflns_number_all 6977 _refine_ls_R_factor_all 0.1020 _refine_ls_wR_factor_all 0.2107 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 5033 _refine_ls_R_factor_gt 0.0743 _refine_ls_wR_factor_gt 0.1884 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.11P)^2^ +20.41P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Co1 Co 0.24653(5) 0.05327(7) -0.07512(5) 0.0392 1.0000 Uani . . . . . . . O2 O 0.2384(3) -0.3094(3) -0.3937(3) 0.0489 1.0000 Uani . . . . . . . C3 C 0.2435(4) -0.2327(5) -0.4231(4) 0.0397 1.0000 Uani . . . . . . . O4 O 0.2562(3) -0.2190(3) -0.4835(3) 0.0489 1.0000 Uani . . . . . . . Co5 Co 0.79850(6) -0.20241(7) -0.05764(6) 0.0466 1.0000 Uani . . . . . . . O6 O 0.7323(3) -0.0908(3) -0.0279(3) 0.0430 1.0000 Uani . . . . . . . C7 C 0.6768(4) -0.1120(6) -0.0666(4) 0.0440 1.0000 Uani . . . . . . . O8 O 0.6781(3) -0.1826(4) -0.1020(3) 0.0529 1.0000 Uani . . . . . . . C9 C 0.6150(4) -0.0409(5) -0.0710(4) 0.0413 1.0000 Uani . . . . . . . C10 C 0.5411(4) -0.0691(5) -0.0851(4) 0.0406 1.0000 Uani . . . . . . . C11 C 0.4848(4) -0.0034(5) -0.0856(4) 0.0417 1.0000 Uani . . . . . . . C12 C 0.4045(4) -0.0330(5) -0.0911(4) 0.0385 1.0000 Uani . . . . . . . O13 O 0.3579(3) 0.0289(4) -0.0879(3) 0.0469 1.0000 Uani . . . . . . . O14 O 0.3928(3) -0.1211(3) -0.0983(3) 0.0455 1.0000 Uani . . . . . . . Co15 Co 0.29336(5) -0.18049(7) -0.09189(5) 0.0410 1.0000 Uani . . . . . . . O16 O 0.2339(3) -0.0894(3) -0.0365(3) 0.0424 1.0000 Uani . . . . . . . C17 C 0.1764(4) -0.1426(5) -0.0270(4) 0.0414 1.0000 Uani . . . . . . . O18 O 0.1735(3) -0.2213(4) -0.0525(3) 0.0538 1.0000 Uani . . . . . . . C19 C 0.1185(4) -0.1072(6) 0.0190(4) 0.0498 1.0000 Uani . . . . . . . C20 C 0.1392(4) -0.0387(6) 0.0663(4) 0.0497 1.0000 Uani . . . . . . . C21 C 0.0858(5) -0.0024(6) 0.1063(5) 0.0582 1.0000 Uani . . . . . . . C22 C 0.0114(4) -0.0310(6) 0.0984(5) 0.0538 1.0000 Uani . . . . . . . C23 C -0.0086(4) -0.0969(5) 0.0496(4) 0.0442 1.0000 Uani . . . . . . . C24 C 0.0446(4) -0.1359(5) 0.0108(4) 0.0453 1.0000 Uani . . . . . . . C25 C -0.0895(4) -0.1191(6) 0.0363(5) 0.0525 1.0000 Uani . . . . . . . O26 O -0.1034(3) -0.1769(4) -0.0085(3) 0.0546 1.0000 Uani . . . . . . . O27 O -0.1367(3) -0.0733(4) 0.0696(3) 0.0488 1.0000 Uani . . . . . . . C28 C 0.1083(6) 0.0746(7) 0.1553(6) 0.0778 1.0000 Uani . . . . . . . O29 O 0.1672(3) 0.1231(4) 0.1411(3) 0.0652 1.0000 Uani . . . . . . . O30 O 0.0726(4) 0.0843(6) 0.2048(4) 0.1104 1.0000 Uani . . . . . . . O31 O 0.2512(3) -0.1441(4) -0.1805(3) 0.0528 1.0000 Uani . . . . . . . C32 C 0.2370(4) -0.0646(5) -0.2056(4) 0.0435 1.0000 Uani . . . . . . . O33 O 0.2289(3) 0.0096(4) -0.1737(3) 0.0462 1.0000 Uani . . . . . . . C34 C 0.2283(4) -0.0637(5) -0.2785(4) 0.0419 1.0000 Uani . . . . . . . C35 C 0.2142(4) 0.0208(5) -0.3117(4) 0.0446 1.0000 Uani . . . . . . . C36 C 0.2092(4) 0.0217(5) -0.3795(4) 0.0468 1.0000 Uani . . . . . . . C37 C 0.2171(4) -0.0609(5) -0.4165(4) 0.0420 1.0000 Uani . . . . . . . C38 C 0.2315(4) -0.1440(5) -0.3840(4) 0.0448 1.0000 Uani . . . . . . . C39 C 0.2352(4) -0.1468(5) -0.3148(4) 0.0403 1.0000 Uani . . . . . . . C40 C 0.1918(4) 0.1113(5) -0.4170(5) 0.0449 1.0000 Uani . . . . . . . O41 O 0.1911(3) 0.1852(3) -0.3834(3) 0.0452 1.0000 Uani . . . . . . . O42 O 0.1823(4) 0.1069(4) -0.4787(3) 0.0621 1.0000 Uani . . . . . . . C43 C 0.5017(4) 0.0900(5) -0.0736(4) 0.0431 1.0000 Uani . . . . . . . C44 C 0.5741(4) 0.1193(5) -0.0610(4) 0.0433 1.0000 Uani . . . . . . . C45 C 0.6306(4) 0.0524(5) -0.0589(4) 0.0413 1.0000 Uani . . . . . . . C46 C 0.5892(5) 0.2191(6) -0.0446(5) 0.0576 1.0000 Uani . . . . . . . O47 O 0.6576(3) 0.2338(3) -0.0202(3) 0.0505 1.0000 Uani . . . . . . . O48 O 0.5440(4) 0.2805(4) -0.0556(4) 0.0836 1.0000 Uani . . . . . . . O49 O 0.8272(3) -0.3315(4) -0.1156(3) 0.0551 1.0000 Uani . . . . . . . H101 H 0.5294 -0.1323 -0.0931 0.0479 1.0000 Uiso R . . . . . . H201 H 0.1893 -0.0193 0.0705 0.0588 1.0000 Uiso R . . . . . . H221 H -0.0254 -0.0073 0.1263 0.0636 1.0000 Uiso R . . . . . . H241 H 0.0312 -0.1800 -0.0212 0.0538 1.0000 Uiso R . . . . . . H351 H 0.2086 0.0755 -0.2872 0.0526 1.0000 Uiso R . . . . . . H371 H 0.2131 -0.0584 -0.4629 0.0499 1.0000 Uiso R . . . . . . H391 H 0.2416 -0.2047 -0.2932 0.0490 1.0000 Uiso R . . . . . . H431 H 0.4629 0.1332 -0.0727 0.0520 1.0000 Uiso R . . . . . . H451 H 0.6797 0.0717 -0.0492 0.0491 1.0000 Uiso R . . . . . . H491 H 0.8547 -0.3804 -0.0934 0.0666 1.0000 Uiso R . . . . . . H492 H 0.8306 -0.3261 -0.1626 0.0666 1.0000 Uiso R . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0315(6) 0.0274(6) 0.0588(7) -0.0006(5) 0.0041(5) -0.0011(4) O2 0.053(3) 0.025(3) 0.068(4) 0.004(3) 0.006(3) 0.001(2) C3 0.026(4) 0.036(5) 0.057(6) 0.001(4) -0.005(4) 0.006(3) O4 0.061(4) 0.028(3) 0.058(4) 0.005(3) 0.011(3) 0.008(2) Co5 0.0387(6) 0.0356(6) 0.0658(8) -0.0039(5) 0.0074(5) -0.0004(5) O6 0.036(3) 0.031(3) 0.062(4) -0.001(2) 0.004(3) 0.001(2) C7 0.038(5) 0.044(5) 0.050(5) 0.014(4) 0.000(4) -0.002(4) O8 0.048(3) 0.034(3) 0.076(4) -0.019(3) -0.006(3) 0.001(3) C9 0.044(5) 0.034(4) 0.046(5) -0.006(4) 0.008(4) 0.000(4) C10 0.042(5) 0.027(4) 0.053(5) 0.000(3) 0.007(4) -0.003(3) C11 0.030(4) 0.040(5) 0.055(5) -0.001(4) 0.004(4) -0.005(4) C12 0.034(4) 0.037(5) 0.044(5) -0.001(4) -0.002(3) 0.001(4) O13 0.031(3) 0.040(3) 0.070(4) -0.005(3) 0.002(3) 0.002(3) O14 0.034(3) 0.038(3) 0.065(4) -0.009(3) 0.006(3) -0.002(2) Co15 0.0362(6) 0.0258(6) 0.0609(7) -0.0015(5) 0.0019(5) -0.0001(4) O16 0.027(3) 0.040(3) 0.061(3) 0.002(3) 0.007(2) -0.006(2) C17 0.035(4) 0.033(5) 0.057(5) 0.007(4) 0.005(4) 0.004(4) O18 0.041(3) 0.041(3) 0.080(4) -0.006(3) 0.017(3) -0.001(3) C19 0.041(5) 0.041(5) 0.068(6) 0.006(4) 0.013(4) 0.011(4) C20 0.036(5) 0.054(5) 0.059(6) -0.009(4) 0.000(4) -0.002(4) C21 0.044(5) 0.056(6) 0.074(6) 0.001(5) 0.009(5) 0.000(4) C22 0.031(4) 0.051(5) 0.079(6) -0.005(5) 0.021(4) 0.003(4) C23 0.030(4) 0.035(4) 0.068(6) 0.006(4) 0.004(4) -0.007(3) C24 0.029(4) 0.029(4) 0.079(6) 0.006(4) 0.000(4) -0.005(3) C25 0.036(5) 0.043(5) 0.078(7) 0.006(5) -0.015(5) -0.008(4) O26 0.032(3) 0.050(4) 0.082(4) -0.003(3) 0.000(3) 0.002(3) O27 0.031(3) 0.047(3) 0.069(4) 0.001(3) 0.006(3) 0.005(3) C28 0.063(6) 0.070(7) 0.102(9) -0.030(6) 0.018(6) -0.019(5) O29 0.060(4) 0.064(4) 0.072(4) -0.010(3) 0.011(3) -0.012(3) O30 0.094(6) 0.135(7) 0.106(6) -0.054(5) 0.052(5) -0.042(5) O31 0.066(4) 0.038(3) 0.053(3) 0.002(3) -0.007(3) 0.005(3) C32 0.043(5) 0.033(5) 0.054(5) 0.001(4) 0.001(4) 0.007(4) O33 0.052(3) 0.035(3) 0.051(3) 0.003(3) -0.005(3) 0.000(2) C34 0.043(5) 0.027(4) 0.055(5) 0.002(4) 0.000(4) 0.000(3) C35 0.044(5) 0.031(4) 0.059(6) -0.004(4) 0.003(4) 0.002(3) C36 0.049(5) 0.027(4) 0.065(6) -0.004(4) -0.003(4) 0.005(4) C37 0.037(4) 0.033(4) 0.056(5) -0.001(4) -0.005(4) 0.004(3) C38 0.043(5) 0.027(4) 0.065(6) 0.002(4) 0.011(4) 0.004(3) C39 0.035(4) 0.022(4) 0.064(6) 0.005(4) 0.004(4) -0.002(3) C40 0.043(5) 0.024(4) 0.067(6) -0.006(4) -0.003(4) 0.001(3) O41 0.050(3) 0.030(3) 0.055(3) 0.002(3) -0.002(3) 0.005(2) O42 0.096(5) 0.028(3) 0.061(4) -0.008(3) -0.009(4) 0.011(3) C43 0.039(5) 0.040(5) 0.050(5) -0.006(4) 0.012(4) 0.000(4) C44 0.045(5) 0.025(4) 0.060(5) 0.002(4) -0.002(4) 0.001(3) C45 0.036(4) 0.023(4) 0.065(5) 0.010(4) 0.008(4) -0.002(3) C46 0.068(6) 0.036(5) 0.070(6) 0.003(4) 0.009(5) -0.008(5) O47 0.044(3) 0.033(3) 0.074(4) -0.007(3) 0.001(3) -0.007(2) O48 0.064(4) 0.037(4) 0.149(7) -0.006(4) -0.028(4) 0.011(3) O49 0.054(3) 0.053(4) 0.059(4) -0.015(3) 0.017(3) 0.012(3) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.16746(16) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Co1 . O6 2_655 2.175(5) yes Co1 . O2 3_554 2.079(5) yes Co1 . O27 2_555 2.007(5) yes Co1 . O13 . 2.061(5) yes Co1 . O16 . 2.195(5) yes Co1 . O33 . 2.105(5) yes O2 . C3 . 1.251(9) yes C3 . O4 . 1.263(9) yes C3 . C38 . 1.510(11) yes O4 . Co5 4_444 2.034(5) yes Co5 . O29 2_655 2.136(6) yes Co5 . O26 1_655 2.040(6) yes Co5 . O6 . 2.088(5) yes Co5 . C7 . 2.548(8) yes Co5 . O8 . 2.346(5) yes Co5 . O49 . 2.250(5) yes O6 . C7 . 1.290(9) yes C7 . O8 . 1.236(9) yes C7 . C9 . 1.509(11) yes C9 . C10 . 1.414(10) yes C9 . C45 . 1.382(10) yes C10 . C11 . 1.382(10) yes C10 . H101 . 0.940 no C11 . C12 . 1.510(10) yes C11 . C43 . 1.387(10) yes C12 . O13 . 1.223(8) yes C12 . O14 . 1.283(9) yes O14 . Co15 . 1.992(5) yes Co15 . O41 3_544 2.003(5) yes Co15 . O47 2_655 2.528(6) yes Co15 . O16 . 2.038(5) yes Co15 . C17 . 2.568(7) yes Co15 . O18 . 2.394(5) yes Co15 . O31 . 1.995(5) yes O16 . C17 . 1.303(8) yes C17 . O18 . 1.237(9) yes C17 . C19 . 1.503(10) yes C19 . C20 . 1.412(11) yes C19 . C24 . 1.399(11) yes C20 . C21 . 1.374(11) yes C20 . H201 . 0.945 no C21 . C22 . 1.408(11) yes C21 . C28 . 1.527(13) yes C22 . C23 . 1.404(11) yes C22 . H221 . 0.944 no C23 . C24 . 1.372(10) yes C23 . C25 . 1.511(10) yes C24 . H241 . 0.931 no C25 . O26 . 1.246(10) yes C25 . O27 . 1.278(10) yes C28 . O29 . 1.306(11) yes C28 . O30 . 1.212(11) yes O31 . C32 . 1.268(9) yes C32 . O33 . 1.251(9) yes C32 . C34 . 1.477(11) yes C34 . C35 . 1.400(10) yes C34 . C39 . 1.403(10) yes C35 . C36 . 1.371(11) yes C35 . H351 . 0.933 no C36 . C37 . 1.406(10) yes C36 . C40 . 1.516(11) yes C37 . C38 . 1.379(10) yes C37 . H371 . 0.939 no C38 . C39 . 1.398(11) yes C39 . H391 . 0.940 no C40 . O41 . 1.255(9) yes C40 . O42 . 1.256(10) yes C43 . C44 . 1.389(10) yes C43 . H431 . 0.935 no C44 . C45 . 1.396(10) yes C44 . C46 . 1.486(11) yes C45 . H451 . 0.943 no C46 . O47 . 1.333(10) yes C46 . O48 . 1.214(10) yes O49 . H491 . 0.960 no O49 . H492 . 0.958 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O6 2_655 Co1 . O2 3_554 92.1(2) yes O6 2_655 Co1 . O27 2_555 93.6(2) yes O2 3_554 Co1 . O27 2_555 91.1(2) yes O6 2_655 Co1 . O13 . 90.7(2) yes O2 3_554 Co1 . O13 . 89.2(2) yes O27 2_555 Co1 . O13 . 175.7(2) yes O6 2_655 Co1 . O16 . 84.60(19) yes O2 3_554 Co1 . O16 . 176.6(2) yes O27 2_555 Co1 . O16 . 90.09(19) yes O13 . Co1 . O16 . 89.91(19) yes O6 2_655 Co1 . O33 . 176.79(19) yes O2 3_554 Co1 . O33 . 90.6(2) yes O27 2_555 Co1 . O33 . 88.2(2) yes O13 . Co1 . O33 . 87.5(2) yes O16 . Co1 . O33 . 92.70(19) yes Co1 3_544 O2 . C3 . 132.1(5) yes O2 . C3 . O4 . 127.7(7) yes O2 . C3 . C38 . 118.2(7) yes O4 . C3 . C38 . 114.1(7) yes Co5 4_444 O4 . C3 . 134.9(5) yes O29 2_655 Co5 . O26 1_655 91.4(2) yes O29 2_655 Co5 . O4 4_545 174.1(2) yes O26 1_655 Co5 . O4 4_545 94.4(2) yes O29 2_655 Co5 . O6 . 90.0(2) yes O26 1_655 Co5 . O6 . 102.7(2) yes O4 4_545 Co5 . O6 . 89.0(2) yes O29 2_655 Co5 . C7 . 86.6(2) yes O26 1_655 Co5 . C7 . 132.8(3) yes O4 4_545 Co5 . C7 . 89.7(2) yes O6 . Co5 . C7 . 30.3(2) yes O29 2_655 Co5 . O8 . 85.3(2) yes O26 1_655 Co5 . O8 . 161.4(2) yes O4 4_545 Co5 . O8 . 89.3(2) yes O6 . Co5 . O8 . 59.15(19) yes C7 . Co5 . O8 . 28.9(2) yes O29 2_655 Co5 . O49 . 87.1(2) yes O26 1_655 Co5 . O49 . 101.0(2) yes O4 4_545 Co5 . O49 . 91.5(2) yes O6 . Co5 . O49 . 156.2(2) yes C7 . Co5 . O49 . 125.9(3) yes O8 . Co5 . O49 . 97.0(2) yes Co1 2_655 O6 . Co5 . 112.0(2) yes Co1 2_655 O6 . C7 . 138.8(5) yes Co5 . O6 . C7 . 95.0(5) yes O6 . C7 . Co5 . 54.7(4) yes O6 . C7 . O8 . 121.1(7) yes Co5 . C7 . O8 . 66.5(4) yes O6 . C7 . C9 . 116.0(7) yes Co5 . C7 . C9 . 168.2(6) yes O8 . C7 . C9 . 122.5(7) yes Co5 . O8 . C7 . 84.7(5) yes C7 . C9 . C10 . 120.8(7) yes C7 . C9 . C45 . 119.4(7) yes C10 . C9 . C45 . 119.8(7) yes C9 . C10 . C11 . 119.8(7) yes C9 . C10 . H101 . 120.9 no C11 . C10 . H101 . 119.3 no C10 . C11 . C12 . 120.8(7) yes C10 . C11 . C43 . 119.5(7) yes C12 . C11 . C43 . 119.2(7) yes C11 . C12 . O13 . 116.9(7) yes C11 . C12 . O14 . 115.9(6) yes O13 . C12 . O14 . 127.2(7) yes Co1 . O13 . C12 . 143.3(5) yes C12 . O14 . Co15 . 123.8(5) yes O41 3_544 Co15 . O14 . 105.1(2) yes O41 3_544 Co15 . O47 2_655 83.50(19) yes O14 . Co15 . O47 2_655 83.7(2) yes O41 3_544 Co15 . O16 . 145.8(2) yes O14 . Co15 . O16 . 104.5(2) yes O47 2_655 Co15 . O16 . 82.99(19) yes O41 3_544 Co15 . C17 . 116.8(2) yes O14 . Co15 . C17 . 134.1(2) yes O47 2_655 Co15 . C17 . 83.1(2) yes O16 . Co15 . C17 . 30.2(2) yes O41 3_544 Co15 . O18 . 89.0(2) yes O14 . Co15 . O18 . 161.4(2) yes O47 2_655 Co15 . O18 . 85.83(19) yes O16 . Co15 . O18 . 58.74(18) yes C17 . Co15 . O18 . 28.6(2) yes O41 3_544 Co15 . O31 . 94.5(2) yes O14 . Co15 . O31 . 98.9(2) yes O47 2_655 Co15 . O31 . 177.0(2) yes O16 . Co15 . O31 . 97.6(2) yes C17 . Co15 . O31 . 96.0(2) yes O18 . Co15 . O31 . 92.0(2) yes Co1 . O16 . Co15 . 109.7(2) yes Co1 . O16 . C17 . 133.1(5) yes Co15 . O16 . C17 . 98.0(4) yes O16 . C17 . Co15 . 51.8(3) yes O16 . C17 . O18 . 119.6(7) yes Co15 . C17 . O18 . 67.9(4) yes O16 . C17 . C19 . 117.6(7) yes Co15 . C17 . C19 . 168.2(6) yes O18 . C17 . C19 . 122.6(7) yes Co15 . O18 . C17 . 83.5(4) yes C17 . C19 . C20 . 118.3(7) yes C17 . C19 . C24 . 120.2(8) yes C20 . C19 . C24 . 121.3(7) yes C19 . C20 . C21 . 118.8(8) yes C19 . C20 . H201 . 120.1 no C21 . C20 . H201 . 121.1 no C20 . C21 . C22 . 120.3(8) yes C20 . C21 . C28 . 118.3(8) yes C22 . C21 . C28 . 121.3(8) yes C21 . C22 . C23 . 120.1(7) yes C21 . C22 . H221 . 120.7 no C23 . C22 . H221 . 119.2 no C22 . C23 . C24 . 120.2(7) yes C22 . C23 . C25 . 119.7(7) yes C24 . C23 . C25 . 119.9(8) yes C19 . C24 . C23 . 119.3(8) yes C19 . C24 . H241 . 120.8 no C23 . C24 . H241 . 119.9 no C23 . C25 . O26 . 116.4(8) yes C23 . C25 . O27 . 116.8(8) yes O26 . C25 . O27 . 126.7(7) yes Co5 1_455 O26 . C25 . 128.9(5) yes Co1 2_555 O27 . C25 . 140.6(5) yes C21 . C28 . O29 . 116.4(9) yes C21 . C28 . O30 . 118.7(9) yes O29 . C28 . O30 . 124.9(9) yes Co5 2_655 O29 . C28 . 135.0(7) yes Co15 . O31 . C32 . 131.4(5) yes O31 . C32 . O33 . 125.3(7) yes O31 . C32 . C34 . 115.1(7) yes O33 . C32 . C34 . 119.6(7) yes Co1 . O33 . C32 . 136.2(5) yes C32 . C34 . C35 . 119.9(7) yes C32 . C34 . C39 . 120.3(7) yes C35 . C34 . C39 . 119.7(7) yes C34 . C35 . C36 . 119.6(7) yes C34 . C35 . H351 . 119.3 no C36 . C35 . H351 . 121.1 no C35 . C36 . C37 . 121.2(7) yes C35 . C36 . C40 . 121.0(7) yes C37 . C36 . C40 . 117.7(8) yes C36 . C37 . C38 . 119.2(8) yes C36 . C37 . H371 . 119.6 no C38 . C37 . H371 . 121.2 no C3 . C38 . C37 . 119.9(7) yes C3 . C38 . C39 . 119.7(7) yes C37 . C38 . C39 . 120.4(7) yes C34 . C39 . C38 . 119.7(7) yes C34 . C39 . H391 . 120.8 no C38 . C39 . H391 . 119.5 no C36 . C40 . O41 . 116.4(8) yes C36 . C40 . O42 . 118.3(7) yes O41 . C40 . O42 . 125.2(7) yes Co15 3_554 O41 . C40 . 131.8(5) yes C11 . C43 . C44 . 121.6(7) yes C11 . C43 . H431 . 118.4 no C44 . C43 . H431 . 119.9 no C43 . C44 . C45 . 118.7(7) yes C43 . C44 . C46 . 119.8(7) yes C45 . C44 . C46 . 121.3(7) yes C44 . C45 . C9 . 120.6(7) yes C44 . C45 . H451 . 119.1 no C9 . C45 . H451 . 120.3 no C44 . C46 . O47 . 113.4(8) yes C44 . C46 . O48 . 122.2(9) yes O47 . C46 . O48 . 124.3(8) yes C46 . O47 . Co15 2_655 125.7(5) yes Co5 . O49 . H491 . 118.4 no Co5 . O49 . H492 . 118.1 no H491 . O49 . H492 . 118.4 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C20 . H201 . O6 2_655 140 0.95 2.30 3.078(11) yes C45 . H451 . O16 2_655 143 0.94 2.31 3.120(11) yes #============================================================================== data_5 _database_code_depnum_ccdc_archive 'CCDC 759304' #TrackingRef 'CrystallographicData.cif' #============================================================================== _audit_creation_date 08-09-26 _audit_creation_method CRYSTALS_ver_12.86 _publ_section_exptl_refinement ; The structure has a bound DMF disordered over a special position. Although the anistropic displacement parameters were reasonably well behaved, the associated methyl hydrogens were added geometrically and were not refined as the special positions caused refinement difficulties. ; _oxford_structure_analysis_title 5748 _chemical_name_systematic ? _chemical_melting_point 'not measured' _cell_length_a 23.4436(10) _cell_length_b 8.7430(4) _cell_length_c 7.1875(4) _cell_angle_alpha 90 _cell_angle_beta 97.267(2) _cell_angle_gamma 90 _cell_volume 1461.37(12) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1 ' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x+1/2,y+1/2,z -x+1/2,-y+1/2,-z -x,y,-z+1/2 x,-y,z+1/2 -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Co 0.3494 0.9721 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1692 1.0118 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C48 H32 Co4 N4 O32 # Dc = 6.42 Fooo = 708.00 Mu = 48.53 M = 706.26 # Found Formula = C15 H13 Co1 N1 O5 # Dc = 1.57 FOOO = 708.00 Mu = 11.97 M = 173.10 _chemical_formula_sum 'C15 H13 Co1 N1 O5' _chemical_formula_moiety 'C15 H13 Co1 N1 O5' _chemical_compound_source . _chemical_formula_weight 346.20 _cell_measurement_reflns_used 3112 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description block _exptl_crystal_colour clear_pale_pink _exptl_crystal_size_min 0.03 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_max 0.33 _exptl_crystal_density_diffrn 1.573 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 708 _exptl_absorpt_coefficient_mu 1.197 # Sheldrick geometric approximatio 0.95 0.96 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.82 _exptl_absorpt_correction_T_max 0.96 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device 'Nonius KappaCCD' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w/2\q # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 1997-2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 11714 _reflns_number_total 1645 _diffrn_reflns_av_R_equivalents 0.104 # Number of reflections with Friedels Law is 1645 # Number of reflections without Friedels Law is 1645 # Theoretical number of reflections is about 1677 _diffrn_reflns_theta_min 5.447 _diffrn_reflns_theta_max 27.492 _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 25.018 _diffrn_measured_fraction_theta_full 0.987 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 9 _reflns_limit_h_min -29 _reflns_limit_h_max 30 _reflns_limit_k_min 0 _reflns_limit_k_max 11 _reflns_limit_l_min 0 _reflns_limit_l_max 9 _oxford_diffrn_Wilson_B_factor 1.38 _oxford_diffrn_Wilson_scale 32.62 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -2.60 _refine_diff_density_max 0.88 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>2.0\s(I) _refine_ls_number_reflns 1431 _refine_ls_number_restraints 20 _refine_ls_number_parameters 123 _oxford_refine_ls_R_factor_ref 0.0646 _refine_ls_wR_factor_ref 0.0645 _refine_ls_goodness_of_fit_ref 0.9943 _refine_ls_shift/su_max 0.000115 # The values computed from all data _oxford_reflns_number_all 1644 _refine_ls_R_factor_all 0.0734 _refine_ls_wR_factor_all 0.0677 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 1431 _refine_ls_R_factor_gt 0.0646 _refine_ls_wR_factor_gt 0.0645 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 1.60 0.475 1.21 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Larson, A.C. (1970) Crystallographic Computing, Ed Ahmed, F.R., Munksgaard, Copenhagen, 291-294. Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994). Acta Cryst, A50, 411-437. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Co1 Co 0.5000 0.5000 0.5000 0.0152 1.0000 Uani S . . . . . . O2 O 0.42905(9) 0.6266(3) 0.3857(3) 0.0262 1.0000 Uani . . . . . . . C3 C 0.41205(12) 0.6538(3) 0.2157(4) 0.0213 1.0000 Uani . . . . . . . O4 O 0.44181(9) 0.6480(3) 0.0819(3) 0.0251 1.0000 Uani . . . . . . . C5 C 0.34994(13) 0.7001(4) 0.1651(4) 0.0259 1.0000 Uani . . . . . . . C6 C 0.31858(15) 0.7643(5) 0.3001(5) 0.0363 1.0000 Uani . . . . . . . C7 C 0.26237(16) 0.8086(5) 0.2527(5) 0.0381 1.0000 Uani . . . . . . . C8 C 0.23427(14) 0.7837(4) 0.0679(4) 0.0287 1.0000 Uani . . . . . . . C9 C 0.17612(14) 0.8235(4) 0.0145(4) 0.0292 1.0000 Uani . . . . . . . O10 O 0.5000 0.6359(3) 0.7500 0.0225 1.0000 Uani DS T . . . . . C11 C 0.47827(19) 0.7665(3) 0.7413(8) 0.0225 0.5000 Uani D . . . . . . N12 N 0.5074(3) 0.8930(4) 0.741(3) 0.0261 0.5000 Uani D . . . . . . C13 C 0.5697(3) 0.8966(8) 0.7783(11) 0.0396 0.5000 Uani D . . . . . . C14 C 0.4773(4) 1.0382(7) 0.7333(11) 0.0427 0.5000 Uani D . . . . . . H61 H 0.3356 0.7773 0.4249 0.0441 1.0000 Uiso R . . . . . . H71 H 0.2421 0.8559 0.3415 0.0479 1.0000 Uiso R . . . . . . H91 H 0.1554 0.8670 0.1009 0.0341 1.0000 Uiso R . . . . . . H111 H 0.4376 0.7752 0.7271 0.0245 0.5000 Uiso R . . . . . . H141 H 0.5000 1.1243 0.7500 0.0468 1.0000 Uiso . . . . . . . H142 H 0.4548 1.0514 0.8331 0.0468 0.5000 Uiso . . . . . . . H143 H 0.4548 1.0479 0.6173 0.0468 0.5000 Uiso . . . . . . . H131 H 0.5841 0.7944 0.7861 0.0455 0.5000 Uiso . . . . . . . H132 H 0.5827 0.9491 0.8912 0.0455 0.5000 Uiso . . . . . . . H133 H 0.5835 0.9470 0.6757 0.0455 0.5000 Uiso . . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0129(3) 0.0160(3) 0.0164(3) 0.00031(17) 0.00032(17) 0.00007(19) O2 0.0238(11) 0.0355(12) 0.0186(10) 0.0021(8) -0.0003(7) 0.0100(9) C3 0.0196(13) 0.0219(13) 0.0217(13) 0.0019(11) -0.0005(10) 0.0086(11) O4 0.0248(11) 0.0321(12) 0.0190(10) 0.0026(8) 0.0051(8) 0.0106(9) C5 0.0209(14) 0.0354(17) 0.0208(14) 0.0040(11) -0.0001(11) 0.0073(13) C6 0.0265(16) 0.062(2) 0.0194(14) -0.0056(14) -0.0025(11) 0.0143(16) C7 0.0321(18) 0.062(3) 0.0200(15) -0.0078(14) 0.0017(13) 0.0149(16) C8 0.0279(16) 0.0393(17) 0.0176(13) -0.0008(12) -0.0017(11) 0.0096(14) C9 0.0267(16) 0.0394(18) 0.0217(14) -0.0016(12) 0.0037(11) 0.0135(13) O10 0.0347(14) 0.0180(11) 0.0147(11) 0.0000 0.0031(10) 0.0000 C11 0.0344(15) 0.0181(12) 0.0149(13) 0.0000(4) 0.0032(12) 0.0001(4) N12 0.045(5) 0.023(2) 0.014(4) -0.001(3) 0.017(6) 0.000(3) C13 0.045(4) 0.028(3) 0.045(4) 0.009(3) -0.001(3) -0.013(3) C14 0.077(6) 0.022(3) 0.029(3) 0.006(3) 0.004(4) 0.004(3) _refine_ls_extinction_coef 320(90) _refine_ls_extinction_method 'Larson (1970), Equation 22' _oxford_refine_ls_scale 0.434(4) loop_ _oxford_twin_element_scale_factors 0.626(8) 0.158(12) 0.216(10) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Co1 . O10 2_666 2.1540(14) yes Co1 . O2 2_666 2.079(2) yes Co1 . O4 6_565 2.021(2) yes Co1 . O4 5_655 2.021(2) yes Co1 . O2 . 2.079(2) yes Co1 . O10 . 2.1540(14) yes O2 . C3 . 1.259(3) yes C3 . O4 . 1.259(4) yes C3 . C5 . 1.511(4) yes C5 . C9 4_565 1.372(4) yes C5 . C6 . 1.406(4) yes C6 . C7 . 1.374(5) yes C6 . H61 . 0.941 no C7 . C8 . 1.423(4) yes C7 . H71 . 0.939 no C8 . C8 4_565 1.423(6) yes C8 . C9 . 1.412(4) yes C9 . H91 . 0.918 no O10 . C11 5_656 1.2493(10) yes O10 . C11 . 1.2493(10) yes C11 . C13 5_656 1.592(7) yes C11 . N12 5_656 1.158(5) yes C11 . C11 5_656 1.011(9) yes C11 . N12 . 1.3001(10) yes C11 . H111 . 0.950 no N12 . C14 5_656 1.325(6) yes N12 . C13 5_656 1.795(13) yes N12 . C13 . 1.4501(10) yes N12 . C14 . 1.4500(10) yes C13 . H111 5_656 1.075 no C13 . C14 5_656 1.653(12) yes C13 . H131 . 0.954 no C13 . H132 . 0.949 no C13 . H133 . 0.950 no C14 . C14 5_656 1.060(17) yes C14 . H141 . 0.921 no C14 . H142 . 0.951 no C14 . H143 . 0.932 no H111 . H131 5_656 0.532 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O10 2_666 Co1 . O2 2_666 87.23(7) yes O10 2_666 Co1 . O4 6_565 87.78(7) yes O2 2_666 Co1 . O4 6_565 94.58(10) yes O10 2_666 Co1 . O4 5_655 92.22(7) yes O2 2_666 Co1 . O4 5_655 85.42(10) yes O4 6_565 Co1 . O4 5_655 179.994 yes O10 2_666 Co1 . O2 . 92.77(7) yes O2 2_666 Co1 . O2 . 179.994 yes O4 6_565 Co1 . O2 . 85.42(10) yes O4 5_655 Co1 . O2 . 94.58(10) yes O10 2_666 Co1 . O10 . 179.995 yes O2 2_666 Co1 . O10 . 92.77(7) yes O4 6_565 Co1 . O10 . 92.22(7) yes O4 5_655 Co1 . O10 . 87.78(7) yes O2 . Co1 . O10 . 87.23(7) yes Co1 . O2 . C3 . 128.58(19) yes O2 . C3 . O4 . 126.6(3) yes O2 . C3 . C5 . 117.5(3) yes O4 . C3 . C5 . 116.0(2) yes Co1 5_655 O4 . C3 . 135.1(2) yes C3 . C5 . C9 4_565 119.2(3) yes C3 . C5 . C6 . 120.9(3) yes C9 4_565 C5 . C6 . 120.0(3) yes C5 . C6 . C7 . 120.7(3) yes C5 . C6 . H61 . 120.7 no C7 . C6 . H61 . 118.6 no C6 . C7 . C8 . 120.3(3) yes C6 . C7 . H71 . 120.5 no C8 . C7 . H71 . 119.2 no C8 4_565 C8 . C7 . 119.0(4) yes C8 4_565 C8 . C9 . 118.8(3) yes C7 . C8 . C9 . 122.2(3) yes C8 . C9 . C5 4_565 121.2(3) yes C8 . C9 . H91 . 119.6 no C5 4_565 C9 . H91 . 119.2 no Co1 . O10 . Co1 5_656 113.07(12) yes Co1 . O10 . C11 5_656 120.2(3) yes Co1 5_656 O10 . C11 5_656 120.4(3) yes Co1 . O10 . C11 . 120.4(3) yes Co1 5_656 O10 . C11 . 120.2(3) yes C11 5_656 O10 . C11 . 47.7(5) yes C13 5_656 C11 . O10 . 159.4(5) yes C13 5_656 C11 . N12 5_656 61.3(2) yes O10 . C11 . N12 5_656 139.2(6) yes C13 5_656 C11 . C11 5_656 134.4(4) yes O10 . C11 . C11 5_656 66.1(2) yes N12 5_656 C11 . C11 5_656 73.3(4) yes C13 5_656 C11 . N12 . 76.0(5) yes O10 . C11 . N12 . 124.5(4) yes C11 5_656 C11 . N12 . 58.5(3) yes O10 . C11 . H111 . 118.4 no N12 5_656 C11 . H111 . 102.1 no C11 5_656 C11 . H111 . 175.4 no N12 . C11 . H111 . 117.0 no C14 5_656 N12 . C11 . 161.4(12) yes C14 5_656 N12 . C13 5_656 104.2(6) yes C11 . N12 . C13 5_656 59.4(3) yes C14 5_656 N12 . C11 5_656 146.2(11) yes C11 . N12 . C11 5_656 48.1(5) yes C13 5_656 N12 . C11 5_656 107.5(5) yes C14 5_656 N12 . C13 . 73.0(6) yes C11 . N12 . C13 . 122.3(5) yes C13 5_656 N12 . C13 . 173.7(16) yes C11 5_656 N12 . C13 . 74.3(5) yes C11 . N12 . C14 . 119.5(6) yes C13 5_656 N12 . C14 . 60.1(5) yes C11 5_656 N12 . C14 . 166.8(10) yes C13 . N12 . C14 . 117.5(6) yes H111 5_656 C13 . N12 . 79.7 no H111 5_656 C13 . C14 5_656 129.6 no C11 5_656 C13 . C14 5_656 94.1(6) yes N12 . C13 . C14 5_656 50.0(4) yes H111 5_656 C13 . N12 5_656 80.1 no C14 5_656 C13 . N12 5_656 49.5(3) yes C11 5_656 C13 . H131 . 65.0 no N12 . C13 . H131 . 109.4 no C14 5_656 C13 . H131 . 159.0 no N12 5_656 C13 . H131 . 109.5 no H111 5_656 C13 . H132 . 122.7 no C11 5_656 C13 . H132 . 124.7 no N12 . C13 . H132 . 112.0 no C14 5_656 C13 . H132 . 79.7 no N12 5_656 C13 . H132 . 106.7 no H111 5_656 C13 . H133 . 119.9 no C11 5_656 C13 . H133 . 124.7 no N12 . C13 . H133 . 107.6 no C14 5_656 C13 . H133 . 84.4 no N12 5_656 C13 . H133 . 112.6 no H131 . C13 . H132 . 109.2 no H131 . C13 . H133 . 109.1 no H132 . C13 . H133 . 109.5 no N12 . C14 . C13 5_656 70.4(5) yes C13 5_656 C14 . N12 5_656 57.0(3) yes N12 . C14 . C14 5_656 61.4(5) yes C13 5_656 C14 . C14 5_656 130.9(4) yes N12 5_656 C14 . C14 5_656 73.9(5) yes N12 . C14 . H141 . 116.1 no C13 5_656 C14 . H141 . 171.7 no N12 5_656 C14 . H141 . 128.6 no C14 5_656 C14 . H141 . 54.9 no N12 . C14 . H142 . 112.9 no C13 5_656 C14 . H142 . 72.4 no N12 5_656 C14 . H142 . 100.3 no C14 5_656 C14 . H142 . 117.8 no H141 . C14 . H142 . 99.8 no N12 . C14 . H143 . 109.5 no C13 5_656 C14 . H143 . 74.0 no N12 5_656 C14 . H143 . 108.8 no C14 5_656 C14 . H143 . 129.9 no H141 . C14 . H143 . 107.2 no H142 . C14 . H143 . 110.9 no C13 5_656 H111 . H131 5_656 62.5 no C13 5_656 H111 . C11 . 103.5 no H131 5_656 H111 . C11 . 165.4 no C14 5_656 H141 . C14 . 70.3 no H111 5_656 H131 . C13 . 87.9 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C13 5_656 H111 . O10 . 139 1.07 1.90 2.797(6) yes #============================================================================== data_6 _database_code_depnum_ccdc_archive 'CCDC 759305' #TrackingRef 'CrystallographicData.cif' #============================================================================== _audit_creation_date 08-09-30 _audit_creation_method CRYSTALS_ver_12.86 _oxford_structure_analysis_title 5731 _chemical_name_systematic ? _chemical_melting_point 'not measured' _publ_section_exptl_refinement ; The difference map indicated the presence of diffuse electron density believed to be disordered solvent. SQUEEZE was used leaving a void of 3991 \%A from which 412 e^-^ were removed. ; loop_ _squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.129 -0.030 -0.127 3991 412 ' ' _platon_squeeze_details ; The discrete Fourier transform of the void region were treated as contributions to the A and B parts of the calculated structure factors. ; _cell_length_a 26.09860(10) _cell_length_b 22.3068(3) _cell_length_c 13.8496(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 8062.9(2) _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P n n a ' _symmetry_space_group_name_Hall '-P 2a 2bc' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,y+1/2,z+1/2 x,-y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 -x+1/2,y+1/2,-z+1/2 -x+1/2,-y,z x+1/2,y,-z loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Co 0.3494 0.9721 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1692 1.0118 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C65 H56 Co3 N3 O18.75 # Dc = 1.12 Fooo = 2308.00 Mu = 6.69 M = 677.98 # Found Formula = C56 H32 Co3 O16 # Dc = 0.94 FOOO = 2308.00 Mu = 6.56 M = 568.83 _chemical_formula_sum 'C56 H32 Co3 O16' _chemical_formula_moiety 'C56 H32 Co3 O16' _chemical_compound_source . _chemical_formula_weight 1137.66 _cell_measurement_reflns_used 9966 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description block _exptl_crystal_colour clear_intense_purple _exptl_crystal_size_min 0.08 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_max 0.22 _exptl_crystal_density_diffrn 0.937 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 2308 _exptl_absorpt_coefficient_mu 0.656 # Sheldrick geometric approximatio 0.91 0.95 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.74 _exptl_absorpt_correction_T_max 0.95 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device 'Nonius KappaCCD' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w/2\q # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 1997-2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 143130 _reflns_number_total 9176 _diffrn_reflns_av_R_equivalents 0.091 # Number of reflections with Friedels Law is 9176 # Number of reflections without Friedels Law is 17556 # Theoretical number of reflections is about 9288 _diffrn_reflns_theta_min 5.198 _diffrn_reflns_theta_max 27.528 _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 26.978 _diffrn_measured_fraction_theta_full 0.992 _diffrn_reflns_limit_h_min -33 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _reflns_limit_h_min 0 _reflns_limit_h_max 33 _reflns_limit_k_min -28 _reflns_limit_k_max 0 _reflns_limit_l_min -17 _reflns_limit_l_max 17 _oxford_diffrn_Wilson_B_factor 2.67 _oxford_diffrn_Wilson_scale 24.83 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.65 _refine_diff_density_max 0.83 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>3.0\s(I) _refine_ls_number_reflns 7670 _refine_ls_number_restraints 0 _refine_ls_number_parameters 339 _oxford_refine_ls_R_factor_ref 0.0707 _refine_ls_wR_factor_ref 0.0753 _refine_ls_goodness_of_fit_ref 1.0007 _refine_ls_shift/su_max 0.000721 # The values computed from all data _oxford_reflns_number_all 9272 _refine_ls_R_factor_all 0.0808 _refine_ls_wR_factor_all 0.0852 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 8078 _refine_ls_R_factor_gt 0.0732 _refine_ls_wR_factor_gt 0.0765 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 1.39 1.05 0.824 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994). Acta Cryst, A50, 411-437. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Co1 Co 0.406975(19) 0.2500 0.2500 0.0362 1.0000 Uani S T . . . . . O2 O 0.40899(8) 0.32136(9) 0.35178(13) 0.0465 1.0000 Uani . . . . . . . Co3 Co 0.407571(14) 0.409833(18) 0.27397(3) 0.0421 1.0000 Uani . . . . . . . O4 O 0.34322(8) 0.38790(10) 0.20555(15) 0.0531 1.0000 Uani . . . . . . . C5 C 0.32857(12) 0.33958(16) 0.1699(2) 0.0480 1.0000 Uani . . . . . . . O6 O 0.35089(9) 0.29094(11) 0.17234(16) 0.0668 1.0000 Uani . . . . . . . C7 C 0.27812(12) 0.34045(15) 0.1163(2) 0.0542 1.0000 Uani . . . . . . . C8 C 0.25235(13) 0.39333(15) 0.0997(3) 0.0607 1.0000 Uani . . . . . . . C9 C 0.20611(13) 0.39284(17) 0.0513(3) 0.0690 1.0000 Uani . . . . . . . C10 C 0.18397(13) 0.34078(17) 0.0183(3) 0.0626 1.0000 Uani . . . . . . . C11 C 0.13338(13) 0.34065(16) -0.0312(3) 0.0629 1.0000 Uani . . . . . . . C12 C 0.11841(15) 0.3881(2) -0.0887(4) 0.0877 1.0000 Uani . . . . . . . C13 C 0.07096(15) 0.3871(2) -0.1345(3) 0.0825 1.0000 Uani . . . . . . . C14 C 0.03805(13) 0.33944(15) -0.1229(3) 0.0585 1.0000 Uani . . . . . . . C15 C -0.01376(13) 0.33985(17) -0.1719(2) 0.0548 1.0000 Uani . . . . . . . O16 O -0.02816(9) 0.38827(11) -0.20864(19) 0.0692 1.0000 Uani . . . . . . . O17 O -0.03662(10) 0.29145(12) -0.17141(17) 0.0697 1.0000 Uani . . . . . . . C18 C 0.05395(15) 0.29216(17) -0.0688(3) 0.0757 1.0000 Uani . . . . . . . C19 C 0.10027(16) 0.29327(18) -0.0219(3) 0.0825 1.0000 Uani . . . . . . . C20 C 0.21071(15) 0.28817(17) 0.0332(3) 0.0801 1.0000 Uani . . . . . . . C21 C 0.25711(15) 0.28821(17) 0.0817(3) 0.0764 1.0000 Uani . . . . . . . O22 O 0.39100(10) 0.40556(11) 0.41985(15) 0.0651 1.0000 Uani . . . . . . . C23 C 0.39654(11) 0.35015(15) 0.4256(2) 0.0452 1.0000 Uani . . . . . . . C24 C 0.39074(12) 0.31934(15) 0.5212(2) 0.0489 1.0000 Uani . . . . . . . C25 C 0.37534(16) 0.35216(18) 0.6016(2) 0.0689 1.0000 Uani . . . . . . . C26 C 0.37162(17) 0.32368(16) 0.6904(2) 0.0685 1.0000 Uani . . . . . . . C27 C 0.38350(13) 0.26461(15) 0.7011(2) 0.0537 1.0000 Uani . . . . . . . C28 C 0.39808(14) 0.23223(16) 0.6200(2) 0.0572 1.0000 Uani . . . . . . . C29 C 0.40167(13) 0.25977(15) 0.5316(2) 0.0520 1.0000 Uani . . . . . . . O30 O 0.40150(11) 0.49662(11) 0.24498(18) 0.0679 1.0000 Uani . . . . . . . C31 C 0.4370(2) 0.5247(2) 0.2846(3) 0.0783 1.0000 Uani . . . . . . . O32 O 0.47191(15) 0.50098(15) 0.3315(3) 0.1144 1.0000 Uani . . . . . . . C33 C 0.43627(17) 0.59296(17) 0.2747(3) 0.0680 1.0000 Uani . . . . . . . C34 C 0.47824(17) 0.62708(18) 0.2992(3) 0.0796 1.0000 Uani . . . . . . . C35 C 0.47825(17) 0.68727(19) 0.2883(3) 0.0804 1.0000 Uani . . . . . . . C36 C 0.43393(17) 0.71692(18) 0.2564(3) 0.0717 1.0000 Uani . . . . . . . C37 C 0.39228(19) 0.6824(2) 0.2319(4) 0.0841 1.0000 Uani . . . . . . . C38 C 0.39256(18) 0.6208(2) 0.2407(3) 0.0812 1.0000 Uani . . . . . . . H81 H 0.2664 0.4289 0.1208 0.0710 1.0000 Uiso R . . . . . . H91 H 0.1887 0.4291 0.0406 0.0803 1.0000 Uiso R . . . . . . H121 H 0.1403 0.4206 -0.0974 0.1052 1.0000 Uiso R . . . . . . H131 H 0.0607 0.4198 -0.1743 0.0961 1.0000 Uiso R . . . . . . H181 H 0.0329 0.2586 -0.0628 0.0903 1.0000 Uiso R . . . . . . H191 H 0.1099 0.2610 0.0170 0.0967 1.0000 Uiso R . . . . . . H201 H 0.1981 0.2514 0.0112 0.0936 1.0000 Uiso R . . . . . . H211 H 0.2741 0.2520 0.0928 0.0893 1.0000 Uiso R . . . . . . H251 H 0.3670 0.3944 0.5976 0.0815 1.0000 Uiso R . . . . . . H261 H 0.3608 0.3454 0.7450 0.0829 1.0000 Uiso R . . . . . . H281 H 0.4059 0.1910 0.6244 0.0669 1.0000 Uiso R . . . . . . H291 H 0.4115 0.2370 0.4779 0.0620 1.0000 Uiso R . . . . . . H341 H 0.5075 0.6077 0.3252 0.0950 1.0000 Uiso R . . . . . . H351 H 0.5081 0.7096 0.3022 0.0945 1.0000 Uiso R . . . . . . H371 H 0.3630 0.7013 0.2100 0.1026 1.0000 Uiso R . . . . . . H381 H 0.3637 0.5981 0.2239 0.0948 1.0000 Uiso R . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0268(3) 0.0462(3) 0.0356(3) 0.0025(2) 0.0000 0.0000 O2 0.0502(13) 0.0604(13) 0.0289(11) -0.0017(9) -0.0005(9) 0.0045(10) Co3 0.0357(3) 0.0475(3) 0.0429(3) 0.00093(16) 0.00164(17) -0.00241(17) O4 0.0406(12) 0.0576(15) 0.0611(13) 0.0083(11) -0.0112(10) 0.0009(10) C5 0.0427(18) 0.056(2) 0.0448(17) 0.0039(15) -0.0085(14) 0.0070(17) O6 0.0673(16) 0.0692(17) 0.0640(15) -0.0158(12) -0.0320(12) 0.0226(13) C7 0.0433(18) 0.063(2) 0.0566(19) 0.0020(16) -0.0091(15) 0.0007(17) C8 0.051(2) 0.0447(19) 0.086(2) 0.0078(17) -0.0184(18) -0.0040(15) C9 0.049(2) 0.061(2) 0.098(3) 0.0092(19) -0.0282(19) 0.0041(17) C10 0.0446(19) 0.069(2) 0.075(2) 0.0053(18) -0.0185(17) -0.0012(18) C11 0.048(2) 0.063(2) 0.078(2) 0.0069(18) -0.0210(18) -0.0057(17) C12 0.055(2) 0.080(3) 0.129(4) 0.030(3) -0.040(2) -0.019(2) C13 0.059(2) 0.076(3) 0.113(3) 0.024(2) -0.031(2) -0.013(2) C14 0.0434(18) 0.059(2) 0.074(2) 0.0017(17) -0.0174(16) -0.0093(16) C15 0.0474(19) 0.056(2) 0.061(2) -0.0006(16) -0.0124(16) -0.0176(18) O16 0.0474(14) 0.0578(16) 0.1024(19) 0.0038(14) -0.0305(13) -0.0075(11) O17 0.0719(16) 0.0744(18) 0.0630(14) 0.0184(12) -0.0298(12) -0.0269(14) C18 0.071(3) 0.052(2) 0.104(3) 0.009(2) -0.038(2) -0.0169(18) C19 0.083(3) 0.058(2) 0.107(3) 0.016(2) -0.051(2) -0.011(2) C20 0.072(3) 0.055(2) 0.113(3) -0.002(2) -0.045(2) -0.001(2) C21 0.079(3) 0.051(2) 0.099(3) -0.0008(19) -0.034(2) 0.0125(19) O22 0.1025(19) 0.0494(16) 0.0433(12) 0.0001(10) 0.0121(12) 0.0042(12) C23 0.0449(18) 0.053(2) 0.0378(17) 0.0028(15) -0.0016(13) 0.0010(14) C24 0.0527(19) 0.057(2) 0.0374(16) -0.0031(14) 0.0038(14) -0.0003(15) C25 0.096(3) 0.061(2) 0.049(2) 0.0007(17) 0.0082(18) 0.011(2) C26 0.104(3) 0.063(2) 0.0389(18) 0.0008(15) 0.0137(19) 0.013(2) C27 0.065(2) 0.056(2) 0.0404(16) 0.0020(14) 0.0001(15) -0.0017(16) C28 0.083(3) 0.0536(19) 0.0351(18) -0.0040(14) -0.0081(15) 0.0048(17) C29 0.064(2) 0.059(2) 0.0333(16) -0.0067(14) -0.0050(14) 0.0035(16) O30 0.093(2) 0.0460(14) 0.0644(15) 0.0064(11) 0.0032(13) -0.0140(13) C31 0.091(3) 0.073(3) 0.071(2) 0.010(2) 0.003(2) 0.009(3) O32 0.136(3) 0.080(2) 0.128(3) 0.0213(19) -0.041(2) 0.013(2) C33 0.081(3) 0.062(2) 0.061(2) -0.0057(17) -0.0098(19) 0.005(2) C34 0.083(3) 0.059(3) 0.097(3) 0.002(2) -0.024(2) 0.002(2) C35 0.076(3) 0.061(3) 0.105(3) -0.011(2) -0.011(2) -0.007(2) C36 0.085(3) 0.055(2) 0.074(2) -0.0031(18) -0.001(2) -0.001(2) C37 0.072(3) 0.069(3) 0.111(3) 0.010(2) -0.012(2) 0.002(2) C38 0.075(3) 0.078(3) 0.090(3) 0.000(2) -0.014(2) -0.001(2) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.2428(5) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Co1 . O2 4_555 2.127(2) yes Co1 . O17 5_555 2.051(2) yes Co1 . O17 8_555 2.051(2) yes Co1 . O6 4_555 2.033(2) yes Co1 . O2 . 2.127(2) yes Co1 . O6 . 2.033(2) yes O2 . Co3 . 2.249(2) yes O2 . C23 . 1.250(4) yes Co3 . O16 8_555 1.966(2) yes Co3 . O4 . 1.989(2) yes Co3 . O22 . 2.068(2) yes Co3 . C23 . 2.503(3) yes Co3 . O30 . 1.984(2) yes Co3 . O32 . 2.754(4) yes O4 . C5 . 1.245(4) yes C5 . O6 . 1.232(4) yes C5 . C7 . 1.512(5) yes C7 . C8 . 1.377(5) yes C7 . C21 . 1.374(5) yes C8 . C9 . 1.380(5) yes C8 . H81 . 0.921 no C9 . C10 . 1.375(5) yes C9 . H91 . 0.939 no C10 . C11 . 1.488(5) yes C10 . C20 . 1.381(5) yes C11 . C12 . 1.381(5) yes C11 . C19 . 1.371(5) yes C12 . C13 . 1.391(5) yes C12 . H121 . 0.932 no C13 . C14 . 1.377(5) yes C13 . H131 . 0.952 no C14 . C15 . 1.513(5) yes C14 . C18 . 1.359(5) yes C15 . O16 . 1.252(4) yes C15 . O17 . 1.234(4) yes C18 . C19 . 1.372(5) yes C18 . H181 . 0.933 no C19 . H191 . 0.934 no C20 . C21 . 1.385(5) yes C20 . H201 . 0.934 no C21 . H211 . 0.933 no O22 . C23 . 1.247(4) yes C23 . C24 . 1.501(4) yes C24 . C25 . 1.391(5) yes C24 . C29 . 1.366(5) yes C25 . C26 . 1.389(5) yes C25 . H251 . 0.970 no C26 . C27 . 1.362(5) yes C26 . H261 . 0.941 no C27 . C27 4_556 1.504(6) yes C27 . C28 . 1.389(5) yes C28 . C29 . 1.373(5) yes C28 . H281 . 0.945 no C29 . H291 . 0.936 no O30 . C31 . 1.245(5) yes C31 . O32 . 1.238(5) yes C31 . C33 . 1.529(6) yes C33 . C34 . 1.376(6) yes C33 . C38 . 1.382(6) yes C34 . C35 . 1.351(6) yes C34 . H341 . 0.949 no C35 . C36 . 1.404(6) yes C35 . H351 . 0.946 no C36 . C36 4_565 1.486(8) yes C36 . C37 . 1.374(6) yes C37 . C38 . 1.380(6) yes C37 . H371 . 0.923 no C38 . H381 . 0.937 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O2 4_555 Co1 . O17 5_555 89.81(8) yes O2 4_555 Co1 . O17 8_555 88.16(8) yes O17 5_555 Co1 . O17 8_555 88.26(16) yes O2 4_555 Co1 . O6 4_555 91.85(8) yes O17 5_555 Co1 . O6 4_555 91.92(12) yes O17 8_555 Co1 . O6 4_555 179.82(11) yes O2 4_555 Co1 . O2 . 177.17(11) yes O17 5_555 Co1 . O2 . 88.16(8) yes O17 8_555 Co1 . O2 . 89.81(8) yes O6 4_555 Co1 . O2 . 90.19(8) yes O2 4_555 Co1 . O6 . 90.19(8) yes O17 5_555 Co1 . O6 . 179.82(11) yes O17 8_555 Co1 . O6 . 91.92(12) yes O6 4_555 Co1 . O6 . 87.90(16) yes O2 . Co1 . O6 . 91.85(8) yes Co1 . O2 . Co3 . 109.80(8) yes Co1 . O2 . C23 . 156.9(2) yes Co3 . O2 . C23 . 86.36(18) yes O2 . Co3 . O16 8_555 89.53(9) yes O2 . Co3 . O4 . 91.51(8) yes O16 8_555 Co3 . O4 . 116.17(11) yes O2 . Co3 . O22 . 59.67(8) yes O16 8_555 Co3 . O22 . 128.08(11) yes O4 . Co3 . O22 . 106.11(10) yes O2 . Co3 . C23 . 29.89(9) yes O16 8_555 Co3 . C23 . 110.74(10) yes O4 . Co3 . C23 . 99.88(9) yes O22 . Co3 . C23 . 29.77(9) yes O2 . Co3 . O30 . 162.71(9) yes O16 8_555 Co3 . O30 . 102.35(11) yes O4 . Co3 . O30 . 94.37(11) yes O22 . Co3 . O30 . 103.06(10) yes C23 . Co3 . O30 . 132.83(11) yes O2 . Co3 . O32 . 119.95(8) yes O16 8_555 Co3 . O32 . 78.08(12) yes O4 . Co3 . O32 . 146.49(10) yes O22 . Co3 . O32 . 83.06(11) yes C23 . Co3 . O32 . 102.73(11) yes O30 . Co3 . O32 . 52.17(11) yes Co3 . O4 . C5 . 131.3(2) yes O4 . C5 . O6 . 127.3(3) yes O4 . C5 . C7 . 116.8(3) yes O6 . C5 . C7 . 115.9(3) yes Co1 . O6 . C5 . 138.6(2) yes C5 . C7 . C8 . 121.2(3) yes C5 . C7 . C21 . 120.5(3) yes C8 . C7 . C21 . 118.3(3) yes C7 . C8 . C9 . 120.1(3) yes C7 . C8 . H81 . 119.3 no C9 . C8 . H81 . 120.6 no C8 . C9 . C10 . 122.4(3) yes C8 . C9 . H91 . 119.5 no C10 . C9 . H91 . 118.1 no C9 . C10 . C11 . 121.9(3) yes C9 . C10 . C20 . 117.1(3) yes C11 . C10 . C20 . 121.0(3) yes C10 . C11 . C12 . 121.0(3) yes C10 . C11 . C19 . 121.2(3) yes C12 . C11 . C19 . 117.8(3) yes C11 . C12 . C13 . 120.2(4) yes C11 . C12 . H121 . 119.9 no C13 . C12 . H121 . 120.0 no C12 . C13 . C14 . 120.9(4) yes C12 . C13 . H131 . 120.2 no C14 . C13 . H131 . 118.8 no C13 . C14 . C15 . 120.0(3) yes C13 . C14 . C18 . 118.3(3) yes C15 . C14 . C18 . 121.7(3) yes C14 . C15 . O16 . 117.1(3) yes C14 . C15 . O17 . 115.1(3) yes O16 . C15 . O17 . 127.7(3) yes Co3 8_455 O16 . C15 . 130.9(2) yes Co1 5_454 O17 . C15 . 137.6(2) yes C14 . C18 . C19 . 121.0(3) yes C14 . C18 . H181 . 119.4 no C19 . C18 . H181 . 119.5 no C18 . C19 . C11 . 121.7(3) yes C18 . C19 . H191 . 119.7 no C11 . C19 . H191 . 118.6 no C10 . C20 . C21 . 120.9(3) yes C10 . C20 . H201 . 121.3 no C21 . C20 . H201 . 117.8 no C20 . C21 . C7 . 121.2(3) yes C20 . C21 . H211 . 119.7 no C7 . C21 . H211 . 119.1 no Co3 . O22 . C23 . 94.77(18) yes O2 . C23 . O22 . 119.2(3) yes O2 . C23 . Co3 . 63.75(15) yes O22 . C23 . Co3 . 55.45(15) yes O2 . C23 . C24 . 120.9(3) yes O22 . C23 . C24 . 119.9(3) yes Co3 . C23 . C24 . 175.0(2) yes C23 . C24 . C25 . 119.6(3) yes C23 . C24 . C29 . 121.1(3) yes C25 . C24 . C29 . 119.2(3) yes C24 . C25 . C26 . 119.2(3) yes C24 . C25 . H251 . 122.1 no C26 . C25 . H251 . 118.7 no C25 . C26 . C27 . 121.5(3) yes C25 . C26 . H261 . 119.8 no C27 . C26 . H261 . 118.6 no C27 4_556 C27 . C26 . 121.1(4) yes C27 4_556 C27 . C28 . 120.2(4) yes C26 . C27 . C28 . 118.6(3) yes C27 . C28 . C29 . 120.5(3) yes C27 . C28 . H281 . 120.9 no C29 . C28 . H281 . 118.6 no C28 . C29 . C24 . 120.9(3) yes C28 . C29 . H291 . 118.9 no C24 . C29 . H291 . 120.1 no Co3 . O30 . C31 . 110.0(3) yes O30 . C31 . O32 . 124.3(4) yes O30 . C31 . C33 . 116.9(4) yes O32 . C31 . C33 . 118.8(4) yes C31 . O32 . Co3 . 73.4(3) yes C31 . C33 . C34 . 121.3(4) yes C31 . C33 . C38 . 119.2(4) yes C34 . C33 . C38 . 119.5(4) yes C33 . C34 . C35 . 121.5(4) yes C33 . C34 . H341 . 118.8 no C35 . C34 . H341 . 119.7 no C34 . C35 . C36 . 120.2(4) yes C34 . C35 . H351 . 120.1 no C36 . C35 . H351 . 119.7 no C36 4_565 C36 . C35 . 120.4(3) yes C36 4_565 C36 . C37 . 121.8(3) yes C35 . C36 . C37 . 117.7(4) yes C36 . C37 . C38 . 122.2(4) yes C36 . C37 . H371 . 118.7 no C38 . C37 . H371 . 119.1 no C33 . C38 . C37 . 118.8(4) yes C33 . C38 . H381 . 120.5 no C37 . C38 . H381 . 120.8 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C29 . H291 . O17 5_555 157 0.94 2.55 3.436(5) yes #============================================================================== data_8 _database_code_depnum_ccdc_archive 'CCDC 759306' #TrackingRef 'CrystallographicData.cif' #============================================================================== _audit_creation_date 08-06-12 _audit_creation_method CRYSTALS_ver_12.86 _oxford_structure_analysis_title 5850 _chemical_name_systematic ? _chemical_melting_point 'not measured' _cell_length_a 11.3850(2) _cell_length_b 19.1250(5) _cell_length_c 11.6060(3) _cell_angle_alpha 90 _cell_angle_beta 115.6840(11) _cell_angle_gamma 90 _cell_volume 2277.39(10) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1 ' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421 1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 2 # Given Formula = C56 H52 N2 Ni2 O20 # Dc = 1.74 Fooo = 1092.00 Mu = 9.23 M = 595.23 # Found Formula = C46 H46 N4 Ni3 O14 # Dc = 1.54 FOOO = 1092.00 Mu = 13.00 M = 527.51 _chemical_formula_sum 'C46 H46 N4 Ni3 O14' _chemical_formula_moiety 'C46 H46 N4 Ni3 O14' _chemical_compound_source . _chemical_formula_weight 1055.02 _cell_measurement_reflns_used 4246 _cell_measurement_theta_min 5 _cell_measurement_theta_max 25 _cell_measurement_temperature 150 _exptl_crystal_description plate _exptl_crystal_colour clear_pale_green _exptl_crystal_size_min 0.03 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_max 0.08 _exptl_crystal_density_diffrn 1.538 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1092 _exptl_absorpt_coefficient_mu 1.300 # Sheldrick geometric approximatio 0.90 0.96 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.91 _exptl_absorpt_correction_T_max 0.96 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device 'Nonius KappaCCD' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 1997-2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS 86 (Sheldrick, 1986)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 25139 _reflns_number_total 4125 _diffrn_reflns_av_R_equivalents 0.112 # Number of reflections with Friedels Law is 4125 # Number of reflections without Friedels Law is 8098 # Theoretical number of reflections is about 3633 _diffrn_reflns_theta_min 5.101 _diffrn_reflns_theta_max 25.343 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.343 _diffrn_measured_fraction_theta_full 0.991 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _reflns_limit_h_min -13 _reflns_limit_h_max 12 _reflns_limit_k_min 0 _reflns_limit_k_max 22 _reflns_limit_l_min 0 _reflns_limit_l_max 13 _oxford_diffrn_Wilson_B_factor 1.03 _oxford_diffrn_Wilson_scale 72.88 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -1.03 _refine_diff_density_max 0.90 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 3595 _refine_ls_number_restraints 0 _refine_ls_number_parameters 304 _oxford_refine_ls_R_factor_ref 0.0808 _refine_ls_wR_factor_ref 0.0912 _refine_ls_goodness_of_fit_ref 0.9995 _refine_ls_shift/su_max 0.000562 # The values computed from all data _oxford_reflns_number_all 3595 _refine_ls_R_factor_all 0.0808 _refine_ls_wR_factor_all 0.0912 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 2349 _refine_ls_R_factor_gt 0.0415 _refine_ls_wR_factor_gt 0.0815 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.03P)^2^ + 3.49P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Sheldrick, G. M. (2008). Acta Cryst A64, 112-122. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Ni1 Ni 0.5000 0.5000 0.5000 0.0138 1.0000 Uani S . . . . . . O2 O 0.5520(3) 0.58508(15) 0.4293(3) 0.0233 1.0000 Uani . . . . . . . C3 C 0.5274(4) 0.6099(2) 0.3204(4) 0.0192 1.0000 Uani . . . . . . . O4 O 0.4409(3) 0.59085(14) 0.2147(3) 0.0223 1.0000 Uani . . . . . . . Ni5 Ni 0.32649(5) 0.50494(3) 0.17084(4) 0.0173 1.0000 Uani . . . . . . . O6 O 0.3143(2) 0.49300(14) 0.3451(2) 0.0170 1.0000 Uani . . . . . . . C7 C 0.2090(4) 0.5292(2) 0.3014(4) 0.0183 1.0000 Uani . . . . . . . O8 O 0.1726(3) 0.55966(15) 0.1962(3) 0.0251 1.0000 Uani . . . . . . . C9 C 0.1229(4) 0.5292(2) 0.3705(4) 0.0196 1.0000 Uani . . . . . . . C10 C 0.1386(4) 0.4794(2) 0.4600(4) 0.0198 1.0000 Uani . . . . . . . C11 C 0.0514(4) 0.4756(2) 0.5178(4) 0.0186 1.0000 Uani . . . . . . . C12 C 0.0629(4) 0.4232(2) 0.6094(4) 0.0222 1.0000 Uani . . . . . . . C13 C -0.0193(4) 0.4219(2) 0.6660(4) 0.0219 1.0000 Uani . . . . . . . O14 O 0.4769(3) 0.44077(15) 0.1992(3) 0.0244 1.0000 Uani . . . . . . . C15 C 0.5584(4) 0.4163(2) 0.3050(4) 0.0212 1.0000 Uani . . . . . . . O16 O 0.5721(3) 0.43252(15) 0.4146(3) 0.0253 1.0000 Uani . . . . . . . C17 C 0.6470(4) 0.3584(2) 0.2992(4) 0.0175 1.0000 Uani . . . . . . . C18 C 0.6376(4) 0.3339(2) 0.1847(4) 0.0192 1.0000 Uani . . . . . . . C19 C 0.7195(4) 0.2788(2) 0.1803(4) 0.0177 1.0000 Uani . . . . . . . C20 C 0.7159(4) 0.2528(2) 0.0630(4) 0.0237 1.0000 Uani . . . . . . . C21 C 0.7962(4) 0.1999(2) 0.0641(4) 0.0211 1.0000 Uani . . . . . . . C22 C 0.8842(4) 0.1692(2) 0.1797(4) 0.0160 1.0000 Uani . . . . . . . C23 C 0.8900(4) 0.1935(2) 0.2930(4) 0.0187 1.0000 Uani . . . . . . . C24 C 0.8093(4) 0.2486(2) 0.2966(4) 0.0196 1.0000 Uani . . . . . . . C25 C 0.8170(4) 0.2753(2) 0.4131(4) 0.0280 1.0000 Uani . . . . . . . C26 C 0.7397(4) 0.3289(2) 0.4142(4) 0.0261 1.0000 Uani . . . . . . . O27 O 0.2016(3) 0.41909(15) 0.1061(3) 0.0284 1.0000 Uani . . . . . . . C28 C 0.2304(5) 0.3643(2) 0.1699(5) 0.0297 1.0000 Uani . . . . . . . N29 N 0.1660(4) 0.30454(19) 0.1321(4) 0.0323 1.0000 Uani . . . . . . . C30 C 0.2047(6) 0.2428(3) 0.2139(5) 0.0475 1.0000 Uani . . . . . . . C31 C 0.0513(5) 0.3003(3) 0.0102(5) 0.0454 1.0000 Uani . . . . . . . N32 N 0.2837(3) 0.52693(18) -0.0168(3) 0.0258 1.0000 Uani . . . . . . . C33 C 0.3126(5) 0.4709(3) -0.0875(4) 0.0352 1.0000 Uani . . . . . . . C34 C 0.1490(5) 0.5515(3) -0.0885(4) 0.0392 1.0000 Uani . . . . . . . H101 H 0.2081 0.4481 0.4841 0.0282 1.0000 Uiso R . . . . . . H121 H 0.1294 0.3899 0.6330 0.0290 1.0000 Uiso R . . . . . . H131 H -0.0096 0.3882 0.7269 0.0310 1.0000 Uiso R . . . . . . H181 H 0.5760 0.3538 0.1085 0.0227 1.0000 Uiso R . . . . . . H201 H 0.6584 0.2726 -0.0147 0.0319 1.0000 Uiso R . . . . . . H211 H 0.7930 0.1838 -0.0125 0.0269 1.0000 Uiso R . . . . . . H231 H 0.9494 0.1742 0.3699 0.0241 1.0000 Uiso R . . . . . . H251 H 0.8760 0.2559 0.4899 0.0330 1.0000 Uiso R . . . . . . H261 H 0.7476 0.3470 0.4919 0.0339 1.0000 Uiso R . . . . . . H281 H 0.3022 0.3649 0.2503 0.0361 1.0000 Uiso R . . . . . . H301 H 0.2101 0.2040 0.1645 0.0739 1.0000 Uiso R . . . . . . H302 H 0.1394 0.2334 0.2432 0.0738 1.0000 Uiso R . . . . . . H303 H 0.2879 0.2502 0.2864 0.0738 1.0000 Uiso R . . . . . . H313 H 0.0657 0.2657 -0.0421 0.0684 1.0000 Uiso R . . . . . . H312 H -0.0229 0.2866 0.0243 0.0680 1.0000 Uiso R . . . . . . H311 H 0.0350 0.3450 -0.0313 0.0680 1.0000 Uiso R . . . . . . H331 H 0.4037 0.4595 -0.0446 0.0570 1.0000 Uiso R . . . . . . H333 H 0.2914 0.4862 -0.1734 0.0570 1.0000 Uiso R . . . . . . H332 H 0.2617 0.4303 -0.0898 0.0567 1.0000 Uiso R . . . . . . H342 H 0.1354 0.5910 -0.0448 0.0558 1.0000 Uiso R . . . . . . H341 H 0.1341 0.5654 -0.1743 0.0560 1.0000 Uiso R . . . . . . H343 H 0.0896 0.5146 -0.0930 0.0562 1.0000 Uiso R . . . . . . H321 H 0.3348 0.5625 -0.0141 0.0407 1.0000 Uiso R . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0154(4) 0.0119(4) 0.0172(4) -0.0003(3) 0.0101(3) -0.0005(3) O2 0.0253(17) 0.0210(16) 0.0213(17) 0.0020(14) 0.0077(14) -0.0101(13) C3 0.020(2) 0.011(2) 0.032(3) 0.002(2) 0.016(2) 0.0020(18) O4 0.0222(17) 0.0225(17) 0.0203(17) -0.0028(14) 0.0074(15) -0.0090(14) Ni5 0.0175(3) 0.0162(3) 0.0208(3) -0.0008(3) 0.0108(2) -0.0005(3) O6 0.0128(14) 0.0208(15) 0.0196(14) -0.0016(13) 0.0091(11) 0.0007(13) C7 0.017(2) 0.019(2) 0.023(2) -0.0057(19) 0.013(2) -0.0056(18) O8 0.0246(17) 0.0294(18) 0.0260(18) 0.0071(15) 0.0153(15) 0.0051(14) C9 0.018(2) 0.020(2) 0.021(2) -0.0045(19) 0.0098(19) -0.0021(18) C10 0.014(2) 0.022(2) 0.022(2) -0.0023(19) 0.0053(18) 0.0000(17) C11 0.015(2) 0.024(2) 0.018(2) -0.0035(18) 0.009(2) -0.0034(17) C12 0.017(2) 0.027(3) 0.026(2) -0.003(2) 0.013(2) 0.0003(19) C13 0.021(2) 0.025(2) 0.021(2) 0.002(2) 0.011(2) 0.0006(19) O14 0.0282(18) 0.0252(17) 0.0230(17) 0.0022(14) 0.0141(15) 0.0078(14) C15 0.020(3) 0.016(2) 0.031(3) -0.001(2) 0.014(2) -0.0038(19) O16 0.0276(18) 0.0274(18) 0.0232(18) -0.0063(14) 0.0133(15) 0.0072(14) C17 0.015(2) 0.015(2) 0.024(2) -0.0009(19) 0.009(2) 0.0031(17) C18 0.017(2) 0.019(2) 0.020(2) 0.0022(19) 0.006(2) 0.0016(18) C19 0.019(2) 0.016(2) 0.020(2) -0.0003(19) 0.011(2) 0.0014(18) C20 0.029(3) 0.024(2) 0.021(3) 0.003(2) 0.014(2) 0.008(2) C21 0.023(3) 0.021(2) 0.024(3) -0.006(2) 0.014(2) 0.0001(19) C22 0.018(2) 0.008(2) 0.022(2) -0.0002(18) 0.009(2) 0.0005(17) C23 0.017(2) 0.019(2) 0.019(2) -0.0016(18) 0.006(2) 0.0008(18) C24 0.020(2) 0.020(2) 0.019(2) -0.0017(19) 0.008(2) 0.0024(18) C25 0.034(3) 0.031(3) 0.017(3) 0.002(2) 0.008(2) 0.014(2) C26 0.032(3) 0.027(3) 0.021(3) -0.008(2) 0.013(2) 0.005(2) O27 0.0314(19) 0.0267(18) 0.0269(17) 0.0012(15) 0.0123(15) -0.0039(15) C28 0.033(3) 0.032(3) 0.029(3) -0.004(2) 0.018(2) -0.010(2) N29 0.039(3) 0.022(2) 0.037(2) -0.0039(19) 0.017(2) -0.0126(19) C30 0.063(4) 0.031(3) 0.049(4) 0.001(3) 0.025(3) -0.013(3) C31 0.042(3) 0.034(3) 0.056(4) -0.013(3) 0.018(3) -0.017(3) N32 0.025(2) 0.025(2) 0.028(2) -0.0014(17) 0.0123(18) -0.0062(16) C33 0.038(3) 0.048(3) 0.026(3) -0.003(2) 0.019(2) 0.002(2) C34 0.041(3) 0.043(3) 0.028(3) 0.006(2) 0.009(2) 0.014(3) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.11426(4) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Ni1 . O6 2_666 2.103(2) yes Ni1 . O2 2_666 2.023(3) yes Ni1 . O16 2_666 2.007(3) yes Ni1 . O2 . 2.023(3) yes Ni1 . O6 . 2.103(2) yes Ni1 . O16 . 2.007(3) yes O2 . C3 . 1.262(5) yes C3 . C22 3_655 1.518(5) yes C3 . O4 . 1.249(5) yes O4 . Ni5 . 2.020(3) yes Ni5 . O6 . 2.099(2) yes Ni5 . O8 . 2.168(3) yes Ni5 . O14 . 2.014(3) yes Ni5 . O27 . 2.087(3) yes Ni5 . N32 . 2.058(3) yes O6 . C7 . 1.284(5) yes C7 . O8 . 1.251(5) yes C7 . C9 . 1.512(5) yes C9 . C13 2_566 1.418(6) yes C9 . C10 . 1.363(5) yes C10 . C11 . 1.422(5) yes C10 . H101 . 0.933 no C11 . C11 2_566 1.410(8) yes C11 . C12 . 1.426(6) yes C12 . C13 . 1.356(5) yes C12 . H121 . 0.934 no C13 . H131 . 0.928 no O14 . C15 . 1.265(5) yes C15 . O16 . 1.252(5) yes C15 . C17 . 1.518(5) yes C17 . C18 . 1.369(5) yes C17 . C26 . 1.412(6) yes C18 . C19 . 1.423(5) yes C18 . H181 . 0.938 no C19 . C20 . 1.433(5) yes C19 . C24 . 1.416(6) yes C20 . C21 . 1.361(6) yes C20 . H201 . 0.935 no C21 . C22 . 1.408(6) yes C21 . H211 . 0.926 no C22 . C23 . 1.368(5) yes C23 . C24 . 1.412(5) yes C23 . H231 . 0.931 no C24 . C25 . 1.411(5) yes C25 . C26 . 1.355(6) yes C25 . H251 . 0.930 no C26 . H261 . 0.933 no O27 . C28 . 1.242(5) yes C28 . N29 . 1.326(5) yes C28 . H281 . 0.937 no N29 . C30 . 1.458(6) yes N29 . C31 . 1.453(6) yes C30 . H301 . 0.957 no C30 . H302 . 0.958 no C30 . H303 . 0.967 no C31 . H313 . 0.961 no C31 . H312 . 0.963 no C31 . H311 . 0.959 no N32 . C33 . 1.470(5) yes N32 . C34 . 1.469(6) yes N32 . H321 . 0.887 no C33 . H331 . 0.962 no C33 . H333 . 0.964 no C33 . H332 . 0.963 no C34 . H342 . 0.960 no C34 . H341 . 0.971 no C34 . H343 . 0.962 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O6 2_666 Ni1 . O2 2_666 93.84(11) yes O6 2_666 Ni1 . O16 2_666 90.69(11) yes O2 2_666 Ni1 . O16 2_666 93.59(12) yes O6 2_666 Ni1 . O2 . 86.16(11) yes O2 2_666 Ni1 . O2 . 179.994 yes O16 2_666 Ni1 . O2 . 86.41(12) yes O6 2_666 Ni1 . O6 . 179.995 yes O2 2_666 Ni1 . O6 . 86.16(11) yes O16 2_666 Ni1 . O6 . 89.31(11) yes O2 . Ni1 . O6 . 93.84(11) yes O6 2_666 Ni1 . O16 . 89.31(11) yes O2 2_666 Ni1 . O16 . 86.41(12) yes O16 2_666 Ni1 . O16 . 179.994 yes O2 . Ni1 . O16 . 93.59(12) yes O6 . Ni1 . O16 . 90.69(11) yes Ni1 . O2 . C3 . 137.0(3) yes C22 3_655 C3 . O2 . 115.0(4) yes C22 3_655 C3 . O4 . 117.2(4) yes O2 . C3 . O4 . 127.8(4) yes C3 . O4 . Ni5 . 129.2(3) yes O4 . Ni5 . O6 . 98.66(10) yes O4 . Ni5 . O8 . 92.53(11) yes O6 . Ni5 . O8 . 61.76(10) yes O4 . Ni5 . O14 . 92.55(12) yes O6 . Ni5 . O14 . 100.52(11) yes O8 . Ni5 . O14 . 162.13(11) yes O4 . Ni5 . O27 . 174.18(11) yes O6 . Ni5 . O27 . 86.68(11) yes O8 . Ni5 . O27 . 87.95(11) yes O14 . Ni5 . O27 . 88.72(12) yes O4 . Ni5 . N32 . 86.05(12) yes O6 . Ni5 . N32 . 163.25(12) yes O8 . Ni5 . N32 . 102.15(12) yes O14 . Ni5 . N32 . 95.29(13) yes O27 . Ni5 . N32 . 88.17(13) yes Ni1 . O6 . Ni5 . 110.78(10) yes Ni1 . O6 . C7 . 136.4(2) yes Ni5 . O6 . C7 . 90.0(2) yes O6 . C7 . O8 . 119.6(3) yes O6 . C7 . C9 . 120.0(4) yes O8 . C7 . C9 . 120.1(4) yes Ni5 . O8 . C7 . 87.9(2) yes C7 . C9 . C13 2_566 119.2(4) yes C7 . C9 . C10 . 120.2(4) yes C13 2_566 C9 . C10 . 120.4(4) yes C9 . C10 . C11 . 120.5(4) yes C9 . C10 . H101 . 119.4 no C11 . C10 . H101 . 120.1 no C10 . C11 . C11 2_566 119.2(4) yes C10 . C11 . C12 . 122.0(4) yes C11 2_566 C11 . C12 . 118.7(4) yes C11 . C12 . C13 . 120.9(4) yes C11 . C12 . H121 . 119.9 no C13 . C12 . H121 . 119.2 no C9 2_566 C13 . C12 . 120.2(4) yes C9 2_566 C13 . H131 . 119.6 no C12 . C13 . H131 . 120.1 no Ni5 . O14 . C15 . 126.8(3) yes O14 . C15 . O16 . 127.6(4) yes O14 . C15 . C17 . 116.6(4) yes O16 . C15 . C17 . 115.7(4) yes C15 . O16 . Ni1 . 139.8(3) yes C15 . C17 . C18 . 121.3(4) yes C15 . C17 . C26 . 119.2(4) yes C18 . C17 . C26 . 119.5(4) yes C17 . C18 . C19 . 120.8(4) yes C17 . C18 . H181 . 119.2 no C19 . C18 . H181 . 120.1 no C18 . C19 . C20 . 122.8(4) yes C18 . C19 . C24 . 118.8(4) yes C20 . C19 . C24 . 118.5(4) yes C19 . C20 . C21 . 120.4(4) yes C19 . C20 . H201 . 119.8 no C21 . C20 . H201 . 119.8 no C20 . C21 . C22 . 121.1(4) yes C20 . C21 . H211 . 119.4 no C22 . C21 . H211 . 119.5 no C3 3_645 C22 . C21 . 120.6(4) yes C3 3_645 C22 . C23 . 119.9(4) yes C21 . C22 . C23 . 119.5(4) yes C22 . C23 . C24 . 121.4(4) yes C22 . C23 . H231 . 120.0 no C24 . C23 . H231 . 118.5 no C19 . C24 . C23 . 119.1(4) yes C19 . C24 . C25 . 119.1(4) yes C23 . C24 . C25 . 121.9(4) yes C24 . C25 . C26 . 120.8(4) yes C24 . C25 . H251 . 119.5 no C26 . C25 . H251 . 119.7 no C17 . C26 . C25 . 121.1(4) yes C17 . C26 . H261 . 119.0 no C25 . C26 . H261 . 120.0 no Ni5 . O27 . C28 . 119.1(3) yes O27 . C28 . N29 . 124.4(4) yes O27 . C28 . H281 . 118.3 no N29 . C28 . H281 . 117.3 no C28 . N29 . C30 . 121.0(4) yes C28 . N29 . C31 . 120.3(4) yes C30 . N29 . C31 . 118.7(4) yes N29 . C30 . H301 . 108.6 no N29 . C30 . H302 . 108.7 no H301 . C30 . H302 . 109.1 no N29 . C30 . H303 . 110.8 no H301 . C30 . H303 . 109.9 no H302 . C30 . H303 . 109.7 no N29 . C31 . H313 . 109.0 no N29 . C31 . H312 . 109.5 no H313 . C31 . H312 . 108.8 no N29 . C31 . H311 . 109.7 no H313 . C31 . H311 . 110.2 no H312 . C31 . H311 . 109.6 no Ni5 . N32 . C33 . 115.7(3) yes Ni5 . N32 . C34 . 112.0(3) yes C33 . N32 . C34 . 110.3(3) yes Ni5 . N32 . H321 . 105.6 no C33 . N32 . H321 . 106.1 no C34 . N32 . H321 . 106.4 no N32 . C33 . H331 . 109.2 no N32 . C33 . H333 . 109.8 no H331 . C33 . H333 . 109.5 no N32 . C33 . H332 . 109.0 no H331 . C33 . H332 . 109.4 no H333 . C33 . H332 . 109.8 no N32 . C34 . H342 . 108.7 no N32 . C34 . H341 . 110.1 no H342 . C34 . H341 . 109.3 no N32 . C34 . H343 . 109.5 no H342 . C34 . H343 . 109.5 no H341 . C34 . H343 . 109.8 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C10 . H101 . O2 2_666 155 0.93 2.55 3.414(7) yes #============================================================================== data_10 _database_code_depnum_ccdc_archive 'CCDC 759307' #TrackingRef 'CrystallographicData.cif' #============================================================================== _audit_creation_date 08-05-29 _audit_creation_method CRYSTALS_ver_12.85 _oxford_structure_analysis_title 5857 _chemical_name_systematic ? _chemical_melting_point 'not measured' _publ_section_exptl_refinement ; The difference map indicated the presence of diffuse electron density believed to be disordered pyridine. SQUEEZE was used leaving four voids of 122 \%A from which a total of 60 e^-^ were removed. ; loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 -0.010 0.000 122 15 ' ' 2 0.000 -0.002 0.500 122 15 ' ' 3 0.500 -0.034 0.000 122 15 ' ' 4 0.500 -0.038 0.500 122 15 ' ' _platon_squeeze_details ; The discrete Fourier transform of the void region were treated as contributions to the A and B parts of the calculated structure factors. ; _cell_length_a 17.7075(3) _cell_length_b 5.87520(10) _cell_length_c 21.9234(4) _cell_angle_alpha 90 _cell_angle_beta 113.0973(8) _cell_angle_gamma 90 _cell_volume 2097.97(6) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1 ' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x+1/2,y+1/2,z -x+1/2,-y+1/2,-z -x,y,-z+1/2 x,-y,z+1/2 -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cu 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126 1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C26 H18 Cu1 N2 O2 # Dc = 1.44 Fooo = 828.00 Mu = 10.67 M = 226.99 # Found Formula = C18 H16 Cu1 N2 O5 # Dc = 1.28 FOOO = 828.00 Mu = 10.67 M = 201.94 _chemical_formula_sum 'C18 H16 Cu1 N2 O5' _chemical_formula_moiety 'C18 H16 Cu1 N2 O5' _chemical_compound_source . _chemical_formula_weight 403.88 _cell_measurement_reflns_used 2589 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description needle _exptl_crystal_colour clear_pale_blue _exptl_crystal_size_min 0.04 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_max 0.36 _exptl_crystal_density_diffrn 1.279 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 828 _exptl_absorpt_coefficient_mu 1.067 # Sheldrick geometric approximatio 0.94 0.96 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.89 _exptl_absorpt_correction_T_max 0.96 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device 'Nonius KappaCCD' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 1997-2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 17011 _reflns_number_total 2398 _diffrn_reflns_av_R_equivalents 0.042 # Number of reflections with Friedels Law is 2398 # Number of reflections without Friedels Law is 2398 # Theoretical number of reflections is about 2408 _diffrn_reflns_theta_min 5.113 _diffrn_reflns_theta_max 27.492 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 26.942 _diffrn_measured_fraction_theta_full 0.992 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 28 _reflns_limit_h_min -22 _reflns_limit_h_max 20 _reflns_limit_k_min 0 _reflns_limit_k_max 7 _reflns_limit_l_min 0 _reflns_limit_l_max 28 _oxford_diffrn_Wilson_B_factor 1.58 _oxford_diffrn_Wilson_scale 15.17 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.53 _refine_diff_density_max 0.55 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 2398 _refine_ls_number_restraints 2 _refine_ls_number_parameters 121 _oxford_refine_ls_R_factor_ref 0.0460 _refine_ls_wR_factor_ref 0.1215 _refine_ls_goodness_of_fit_ref 1.0071 _refine_ls_shift/su_max 0.002176 # The values computed from all data _oxford_reflns_number_all 2398 _refine_ls_R_factor_all 0.0460 _refine_ls_wR_factor_all 0.1215 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 2099 _refine_ls_R_factor_gt 0.0391 _refine_ls_wR_factor_gt 0.1181 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.06P)^2^ + 8.66P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Cu1 Cu 0.5000 0.68301(8) 0.7500 0.0177 1.0000 Uani S T . . . . . O2 O 0.41135(11) 0.6764(3) 0.66314(9) 0.0221 1.0000 Uani . . . . . . . C3 C 0.37542(16) 0.8508(5) 0.63002(13) 0.0217 1.0000 Uani . . . . . . . O4 O 0.39114(14) 1.0523(4) 0.64749(11) 0.0381 1.0000 Uani . . . . . . . C5 C 0.30943(15) 0.7989(4) 0.56286(12) 0.0197 1.0000 Uani . . . . . . . C6 C 0.27559(17) 0.5819(5) 0.54837(13) 0.0233 1.0000 Uani . . . . . . . C7 C 0.21634(17) 0.5329(5) 0.48588(13) 0.0244 1.0000 Uani . . . . . . . O8 O 0.500000(10) 0.3007(4) 0.750000(10) 0.0266 1.0000 Uani S T . . . . . N9 N 0.41477(14) 0.7064(4) 0.79098(11) 0.0226 1.0000 Uani . . . . . . . C10 C 0.4120(2) 0.8751(6) 0.83048(17) 0.0364 1.0000 Uani . . . . . . . C11 C 0.3553(2) 0.8805(7) 0.8600(2) 0.0477 1.0000 Uani . . . . . . . C12 C 0.3009(2) 0.7024(6) 0.8492(2) 0.0442 1.0000 Uani . . . . . . . C13 C 0.3024(2) 0.5307(6) 0.8069(2) 0.0444 1.0000 Uani . . . . . . . C14 C 0.3597(2) 0.5379(6) 0.77929(17) 0.0351 1.0000 Uani . . . . . . . H61 H 0.2938 0.4671 0.5813 0.0244 1.0000 Uiso R . . . . . . H71 H 0.1926 0.3867 0.4752 0.0244 1.0000 Uiso R . . . . . . H82 H 0.4650 0.2250 0.7208 0.0334 1.0000 Uiso R . . . . . . H101 H 0.4495 0.9906 0.8380 0.0452 1.0000 Uiso R . . . . . . H111 H 0.3536 1.0013 0.8876 0.0628 1.0000 Uiso R . . . . . . H121 H 0.2639 0.6977 0.8705 0.0591 1.0000 Uiso R . . . . . . H131 H 0.2653 0.4095 0.7967 0.0574 1.0000 Uiso R . . . . . . H141 H 0.3630 0.4204 0.7523 0.0445 1.0000 Uiso R . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0165(2) 0.0190(2) 0.0117(2) 0.0000 -0.00085(16) 0.0000 O2 0.0221(9) 0.0216(9) 0.0141(8) 0.0008(7) -0.0020(7) 0.0022(7) C3 0.0197(12) 0.0227(13) 0.0153(11) -0.0019(10) -0.0012(9) 0.0001(10) O4 0.0409(12) 0.0213(10) 0.0277(11) -0.0055(9) -0.0129(9) -0.0006(9) C5 0.0190(12) 0.0185(13) 0.0152(11) -0.0010(9) -0.0001(9) -0.0008(10) C6 0.0244(13) 0.0183(12) 0.0182(12) 0.0040(10) -0.0014(10) -0.0005(10) C7 0.0258(13) 0.0152(11) 0.0199(12) 0.0011(10) -0.0042(10) -0.0025(10) O8 0.0279(14) 0.0169(13) 0.0205(13) 0.0000 -0.0062(11) 0.0000 N9 0.0222(11) 0.0235(12) 0.0177(10) 0.0001(9) 0.0030(9) -0.0001(9) C10 0.0419(18) 0.0343(17) 0.0391(17) -0.0105(14) 0.0225(15) -0.0102(14) C11 0.057(2) 0.045(2) 0.057(2) -0.0198(18) 0.039(2) -0.0119(18) C12 0.049(2) 0.043(2) 0.056(2) -0.0060(17) 0.0364(18) -0.0064(16) C13 0.045(2) 0.0336(17) 0.064(2) -0.0095(16) 0.0320(19) -0.0103(15) C14 0.0358(16) 0.0287(16) 0.0448(18) -0.0092(14) 0.0203(14) -0.0080(13) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.2555(4) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cu1 . N9 5_656 2.042(2) yes Cu1 . O2 5_656 1.9356(17) yes Cu1 . O2 . 1.9356(17) yes Cu1 . O8 . 2.246(3) yes Cu1 . N9 . 2.042(2) yes O2 . C3 . 1.272(3) yes C3 . O4 . 1.242(3) yes C3 . C5 . 1.509(3) yes C5 . C7 4_566 1.394(4) yes C5 . C6 . 1.391(4) yes C6 . C7 . 1.390(4) yes C6 . H61 . 0.947 no C7 . H71 . 0.944 no O8 . H82 5_656 0.826 no O8 . H82 . 0.826 no N9 . C10 . 1.330(4) yes N9 . C14 . 1.341(4) yes C10 . C11 . 1.392(5) yes C10 . H101 . 0.918 no C11 . C12 . 1.378(5) yes C11 . H111 . 0.941 no C12 . C13 . 1.377(5) yes C12 . H121 . 0.942 no C13 . C14 . 1.372(5) yes C13 . H131 . 0.934 no C14 . H141 . 0.925 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N9 5_656 Cu1 . O2 5_656 88.85(8) yes N9 5_656 Cu1 . O2 . 91.30(8) yes O2 5_656 Cu1 . O2 . 177.71(11) yes N9 5_656 Cu1 . O8 . 93.85(7) yes O2 5_656 Cu1 . O8 . 88.86(6) yes O2 . Cu1 . O8 . 88.86(6) yes N9 5_656 Cu1 . N9 . 172.30(13) yes O2 5_656 Cu1 . N9 . 91.30(8) yes O2 . Cu1 . N9 . 88.85(8) yes O8 . Cu1 . N9 . 93.85(7) yes Cu1 . O2 . C3 . 125.20(17) yes O2 . C3 . O4 . 126.2(2) yes O2 . C3 . C5 . 114.6(2) yes O4 . C3 . C5 . 119.2(2) yes C3 . C5 . C7 4_566 120.0(2) yes C3 . C5 . C6 . 120.5(2) yes C7 4_566 C5 . C6 . 119.5(2) yes C5 . C6 . C7 . 120.4(2) yes C5 . C6 . H61 . 119.4 no C7 . C6 . H61 . 120.2 no C5 4_566 C7 . C6 . 120.1(2) yes C5 4_566 C7 . H71 . 118.3 no C6 . C7 . H71 . 121.5 no Cu1 . O8 . H82 5_656 122.6 no Cu1 . O8 . H82 . 122.6 no H82 5_656 O8 . H82 . 114.8 no Cu1 . N9 . C10 . 124.0(2) yes Cu1 . N9 . C14 . 118.3(2) yes C10 . N9 . C14 . 117.7(3) yes N9 . C10 . C11 . 122.5(3) yes N9 . C10 . H101 . 117.2 no C11 . C10 . H101 . 120.3 no C10 . C11 . C12 . 119.1(3) yes C10 . C11 . H111 . 121.7 no C12 . C11 . H111 . 119.1 no C11 . C12 . C13 . 118.3(3) yes C11 . C12 . H121 . 120.8 no C13 . C12 . H121 . 120.9 no C12 . C13 . C14 . 119.2(3) yes C12 . C13 . H131 . 121.5 no C14 . C13 . H131 . 119.3 no C13 . C14 . N9 . 123.1(3) yes C13 . C14 . H141 . 120.1 no N9 . C14 . H141 . 116.7 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag O8 . H82 . O4 1_545 174 0.83 1.92 2.738(5) yes C14 . H141 . O8 . 121 0.93 2.55 3.126(5) yes #============================================================================== data_11 _database_code_depnum_ccdc_archive 'CCDC 759308' #TrackingRef 'CrystallographicData.cif' #============================================================================== _audit_creation_date 08-04-28 _audit_creation_method CRYSTALS_ver_12.85 _oxford_structure_analysis_title 5799 _chemical_name_systematic ? _chemical_melting_point 'not measured' _refine_special_details ; The pyridine solvent proved to be disordered around an inversion centre. The overlapping electron density meant free refinement was unstable and in the final model the displacement parameters were isotropic and restrained to the average value. In addition to the clearly defined disordered pyridine, the difference map indicated the presence of diffuse electron density believed to be disordered solvent. SQUEEZE was used leaving solvent accessible voids totalling 2366.1 \%A from which 228 e^-^ were removed. ; loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 0.000 83 7 ' ' 2 0.000 0.000 0.250 305 31 ' ' 3 0.000 0.000 0.500 83 7 ' ' 4 0.000 0.000 0.750 305 32 ' ' 5 0.333 0.667 0.417 305 32 ' ' 6 0.333 0.667 0.917 305 31 ' ' 7 0.333 0.667 0.167 82 6 ' ' 8 0.333 0.667 0.667 82 7 ' ' 9 0.667 0.333 0.083 305 32 ' ' 10 0.667 0.333 0.583 305 31 ' ' 11 0.667 0.333 0.333 82 6 ' ' 12 0.667 0.333 0.833 82 7 ' ' _platon_squeeze_details ; The discrete Fourier transform of the void regions were treated as contributions to the A and B parts of the calculated structure factors. ; _cell_length_a 19.0438(5) _cell_length_b 19.0438(5) _cell_length_c 42.1236(13) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 13230.1(6) _symmetry_cell_setting Trigonal _symmetry_space_group_name_H-M 'R -3 c ' _symmetry_space_group_name_Hall '-R 3 2"c' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x+1/3,y+2/3,z+2/3 -x+1/3,-y+2/3,-z+2/3 x+2/3,y+1/3,z+1/3 -x+2/3,-y+1/3,-z+1/3 -y,x-y,z y,-x+y,-z -y+1/3,x-y+2/3,z+2/3 y+1/3,-x+y+2/3,-z+2/3 -y+2/3,x-y+1/3,z+1/3 y+2/3,-x+y+1/3,-z+1/3 -x+y,-x,z x-y,x,-z -x+y+1/3,-x+2/3,z+2/3 x-y+1/3,x+2/3,-z+2/3 -x+y+2/3,-x+1/3,z+1/3 x-y+2/3,x+1/3,-z+1/3 -x+y,y,z+1/2 x-y,-y,-z+1/2 -x+y+1/3,y+2/3,z+7/6 x-y+1/3,-y+2/3,-z+7/6 -x+y+2/3,y+1/3,z+5/6 x-y+2/3,-y+1/3,-z+5/6 x,x-y,z+1/2 -x,-x+y,-z+1/2 x+1/3,x-y+2/3,z+7/6 -x+1/3,-x+y+2/3,-z+7/6 x+2/3,x-y+1/3,z+5/6 -x+2/3,-x+y+1/3,-z+5/6 -y,-x,z+1/2 y,x,-z+1/2 -y+1/3,-x+2/3,z+7/6 y+1/3,x+2/3,-z+7/6 -y+2/3,-x+1/3,z+5/6 y+2/3,x+1/3,-z+5/6 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cu 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126 1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 18 # Given Formula = C18 H36 Cu3 N0.22 O18 # Dc = 1.66 Fooo = 4986.00 Mu = 22.26 M = 367.11 # Found Formula = C26 H24 Cu1 N4 O5 # Dc = 1.21 FOOO = 4986.00 Mu = 7.80 M = 268.02 _chemical_formula_sum 'C26 H24 Cu1 N4 O5' _chemical_formula_moiety 'C21 H17 Cu1 N4 O4, H2 O, C5 H5 N' _chemical_compound_source . _chemical_formula_weight 536.05 _cell_measurement_reflns_used 10018 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description block _exptl_crystal_colour clear_dark_blue _exptl_crystal_size_min 0.12 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_max 0.20 _exptl_crystal_density_diffrn 1.211 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 4986 _exptl_absorpt_coefficient_mu 0.780 # Sheldrick geometric approximatio 0.88 0.91 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.87 _exptl_absorpt_correction_T_max 0.91 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device 'Nonius KappaCCD' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 1997-2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 30837 _reflns_number_total 3352 _diffrn_reflns_av_R_equivalents 0.099 # Number of reflections with Friedels Law is 3352 # Number of reflections without Friedels Law is 3352 # Theoretical number of reflections is about 2749 _diffrn_reflns_theta_min 5.174 _diffrn_reflns_theta_max 27.479 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.479 _diffrn_measured_fraction_theta_full 0.991 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 54 _reflns_limit_h_min -21 _reflns_limit_h_max 0 _reflns_limit_k_min 0 _reflns_limit_k_max 24 _reflns_limit_l_min 0 _reflns_limit_l_max 54 _oxford_diffrn_Wilson_B_factor 2.04 _oxford_diffrn_Wilson_scale 1671.00 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.65 _refine_diff_density_max 0.74 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 2727 _refine_ls_number_restraints 80 _refine_ls_number_parameters 151 _oxford_refine_ls_R_factor_ref 0.0864 _refine_ls_wR_factor_ref 0.1564 _refine_ls_goodness_of_fit_ref 0.9301 _refine_ls_shift/su_max 0.003926 # The values computed from all data _oxford_reflns_number_all 2731 _refine_ls_R_factor_all 0.0866 _refine_ls_wR_factor_all 0.1585 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 1899 _refine_ls_R_factor_gt 0.0555 _refine_ls_wR_factor_gt 0.1419 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.08P)^2^ +74.90P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, G., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Cu1 Cu 0.79890(3) 0.6667 0.4167 0.0273 1.0000 Uani S TU . . . . . O2 O 0.85677(16) 0.78358(15) 0.41044(6) 0.0314 1.0000 Uani . U . . . . . C3 C 0.9337(2) 0.8258(2) 0.41348(9) 0.0292 1.0000 Uani . U . . . . . O4 O 0.98023(17) 0.79839(16) 0.41595(7) 0.0416 1.0000 Uani . U . . . . . C5 C 0.9678(2) 0.9166(2) 0.41368(9) 0.0263 1.0000 Uani . U . . . . . C6 C 0.9171(2) 0.9491(2) 0.41351(9) 0.0277 1.0000 Uani . U . . . . . N7 N 0.7998(2) 0.64870(19) 0.36905(8) 0.0326 1.0000 Uani . U . . . . . C8 C 0.7320(3) 0.5925(3) 0.35481(11) 0.0469 1.0000 Uani . U . . . . . C9 C 0.7266(3) 0.5795(3) 0.32255(12) 0.0557 1.0000 Uani . U . . . . . C10 C 0.7931(3) 0.6257(3) 0.30397(11) 0.0549 1.0000 Uani . U . . . . . C11 C 0.8629(3) 0.6828(3) 0.31824(11) 0.0584 1.0000 Uani . U . . . . . C12 C 0.8641(3) 0.6928(3) 0.35123(10) 0.0442 1.0000 Uani . U . . . . . N13 N 0.6795(3) 0.6667 0.4167 0.0367 1.0000 Uani S TU . . . . . C14 C 0.6741(3) 0.7276(3) 0.40391(11) 0.0477 1.0000 Uani . U . . . . . C15 C 0.6004(4) 0.7290(4) 0.40353(14) 0.0656 1.0000 Uani . U . . . . . C16 C 0.5333(4) 0.666696(7) 0.416701(7) 0.0696 1.0000 Uani S TU . . . . . O17 O 1.0036(2) 0.666700(10) 0.416700(10) 0.0719 1.0000 Uani S T . . . . . N18 N 0.4822(5) 0.5715(6) 0.5158(2) 0.126(4) 0.5000 Uiso . . . . . . . C19 C 0.4095(5) 0.5151(6) 0.5018(2) 0.145(6) 0.5000 Uiso . . . . . . . C20 C 0.4042(5) 0.4489(6) 0.4857(2) 0.110(5) 0.5000 Uiso . . . . . . . C21 C 0.4717(5) 0.4391(6) 0.4835(2) 0.105(5) 0.5000 Uiso . . . . . . . C22 C 0.5444(5) 0.4956(6) 0.4975(2) 0.117(5) 0.5000 Uiso . . . . . . . C23 C 0.5497(5) 0.5618(6) 0.5136(2) 0.125(6) 0.5000 Uiso . . . . . . . H61 H 0.8620 0.9152 0.4127 0.0311 1.0000 Uiso R . . . . . . H81 H 0.6870 0.5618 0.3679 0.0492 1.0000 Uiso R . . . . . . H91 H 0.6789 0.5418 0.3129 0.0631 1.0000 Uiso R . . . . . . H101 H 0.7918 0.6185 0.2822 0.0650 1.0000 Uiso R . . . . . . H111 H 0.9099 0.7146 0.3063 0.0641 1.0000 Uiso R . . . . . . H121 H 0.9115 0.7312 0.3612 0.0470 1.0000 Uiso R . . . . . . H141 H 0.7210 0.7707 0.3949 0.0589 1.0000 Uiso R . . . . . . H151 H 0.5982 0.7758 0.3939 0.0892 1.0000 Uiso R . . . . . . H161 H 0.4829 0.6667 0.4167 0.0839 1.0000 Uiso RS . . . . . . H171 H 0.9965 0.7063 0.4173 0.1021 1.0000 Uiso R . . . . . . H191 H 0.3609 0.5221 0.5033 0.1754 0.5000 Uiso R . . . . . . H201 H 0.3519 0.4083 0.4756 0.1324 0.5000 Uiso R . . . . . . H211 H 0.4679 0.3915 0.4719 0.1256 0.5000 Uiso R . . . . . . H221 H 0.5930 0.4886 0.4960 0.1415 0.5000 Uiso R . . . . . . H231 H 0.6020 0.6023 0.5237 0.1499 0.5000 Uiso R . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0238(3) 0.0182(4) 0.0381(4) -0.0005(3) -0.00024(14) 0.00909(18) O2 0.0262(11) 0.0186(9) 0.0460(15) 0.0005(10) -0.0022(12) 0.0088(9) C3 0.0261(12) 0.0198(12) 0.040(2) -0.0015(14) -0.0016(15) 0.0099(9) O4 0.0315(15) 0.0250(15) 0.071(2) -0.0022(14) -0.0073(14) 0.0161(12) C5 0.0221(15) 0.0203(14) 0.037(2) -0.0006(15) -0.0006(16) 0.0109(11) C6 0.0178(18) 0.0212(14) 0.042(2) -0.0001(16) -0.0003(16) 0.0084(14) N7 0.0314(15) 0.0272(16) 0.0384(11) -0.0024(11) -0.0025(11) 0.0140(12) C8 0.034(2) 0.047(3) 0.0453(19) -0.008(2) -0.0045(17) 0.0094(18) C9 0.044(2) 0.067(3) 0.048(2) -0.018(2) -0.0157(18) 0.022(2) C10 0.062(3) 0.072(3) 0.037(2) -0.008(2) -0.0064(16) 0.038(2) C11 0.052(3) 0.066(3) 0.0445(19) 0.000(2) 0.012(2) 0.020(2) C12 0.037(2) 0.041(2) 0.0437(18) -0.0061(18) 0.0022(16) 0.0108(19) N13 0.0277(11) 0.033(2) 0.051(3) -0.0076(19) -0.0038(10) 0.0164(12) C14 0.047(2) 0.047(3) 0.057(3) -0.004(2) -0.012(2) 0.030(2) C15 0.065(3) 0.077(4) 0.081(4) -0.016(3) -0.021(3) 0.055(3) C16 0.045(3) 0.094(6) 0.086(6) -0.037(4) -0.018(2) 0.047(3) O17 0.037(2) 0.034(3) 0.144(5) -0.008(3) -0.0042(15) 0.0170(14) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.040485(11) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cu1 . N7 24_565 2.036(3) yes Cu1 . O2 24_565 1.946(2) yes Cu1 . O2 . 1.946(2) yes Cu1 . N7 . 2.036(3) yes Cu1 . N13 . 2.274(5) yes O2 . C3 . 1.277(4) yes C3 . O4 . 1.238(4) yes C3 . C5 . 1.512(5) yes C5 . C6 7_765 1.383(5) yes C5 . C6 . 1.384(5) yes C6 . H61 . 0.917 no N7 . C8 . 1.339(5) yes N7 . C12 . 1.318(5) yes C8 . C9 . 1.376(6) yes C8 . H81 . 0.937 no C9 . C10 . 1.370(7) yes C9 . H91 . 0.924 no C10 . C11 . 1.366(7) yes C10 . H101 . 0.924 no C11 . C12 . 1.401(6) yes C11 . H111 . 0.938 no C12 . H121 . 0.931 no N13 . C14 24_565 1.329(5) yes N13 . C14 . 1.329(5) yes C14 . C15 . 1.416(7) yes C14 . H141 . 0.939 no C15 . C16 24_565 1.354(7) yes C15 . C16 . 1.354(7) yes C15 . H151 . 1.000 no C16 . H161 24_565 0.960 no O17 . H171 24_565 0.832 no O17 . H171 . 0.831 no N18 . C19 . 1.390 yes N18 . C23 . 1.390 yes C19 . C20 . 1.390 yes C19 . H191 . 1.000 no C20 . C21 . 1.390 yes C20 . H201 . 1.000 no C21 . C22 . 1.390 yes C21 . H211 . 1.000 no C22 . C23 . 1.390 yes C22 . H221 . 1.000 no C23 . H231 . 1.000 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N7 24_565 Cu1 . O2 24_565 90.68(12) yes N7 24_565 Cu1 . O2 . 89.38(12) yes O2 24_565 Cu1 . O2 . 179.33(16) yes N7 24_565 Cu1 . N7 . 169.37(19) yes O2 24_565 Cu1 . N7 . 89.38(12) yes O2 . Cu1 . N7 . 90.68(12) yes N7 24_565 Cu1 . N13 . 95.32(9) yes O2 24_565 Cu1 . N13 . 89.67(8) yes O2 . Cu1 . N13 . 89.67(8) yes N7 . Cu1 . N13 . 95.32(9) yes Cu1 . O2 . C3 . 121.5(2) yes O2 . C3 . O4 . 125.5(3) yes O2 . C3 . C5 . 115.0(3) yes O4 . C3 . C5 . 119.5(3) yes C3 . C5 . C6 7_765 119.7(3) yes C3 . C5 . C6 . 121.0(3) yes C6 7_765 C5 . C6 . 119.3(4) yes C5 . C6 . C5 13_675 120.7(4) yes C5 . C6 . H61 . 119.6 no C5 13_675 C6 . H61 . 119.8 no Cu1 . N7 . C8 . 119.3(3) yes Cu1 . N7 . C12 . 122.5(3) yes C8 . N7 . C12 . 118.1(4) yes N7 . C8 . C9 . 122.8(4) yes N7 . C8 . H81 . 116.8 no C9 . C8 . H81 . 120.4 no C8 . C9 . C10 . 119.1(5) yes C8 . C9 . H91 . 122.1 no C10 . C9 . H91 . 118.8 no C9 . C10 . C11 . 118.7(4) yes C9 . C10 . H101 . 121.5 no C11 . C10 . H101 . 119.8 no C10 . C11 . C12 . 119.2(4) yes C10 . C11 . H111 . 120.8 no C12 . C11 . H111 . 120.0 no C11 . C12 . N7 . 122.1(4) yes C11 . C12 . H121 . 119.8 no N7 . C12 . H121 . 118.1 no Cu1 . N13 . C14 24_565 120.9(3) yes Cu1 . N13 . C14 . 120.9(3) yes C14 24_565 N13 . C14 . 118.2(6) yes N13 . C14 . C15 . 122.0(5) yes N13 . C14 . H141 . 118.2 no C15 . C14 . H141 . 119.8 no C14 . C15 . C16 24_565 119.4(6) yes C14 . C15 . C16 . 119.4(6) yes C14 . C15 . H151 . 120.3 no C16 24_565 C15 . H151 . 120.3 no C16 . C15 . H151 . 120.3 no H161 24_565 C16 . C15 . 120.4 no H161 24_565 C16 . C15 24_565 120.5 no C15 . C16 . C15 24_565 119.1(7) yes H171 24_565 O17 . H171 . 103.8 no C19 . N18 . C23 . 119.980 yes N18 . C19 . C20 . 120.014 yes N18 . C19 . H191 . 120.0 no C20 . C19 . H191 . 120.0 no C19 . C20 . C21 . 120.005 yes C19 . C20 . H201 . 120.0 no C21 . C20 . H201 . 120.0 no C20 . C21 . C22 . 119.980 yes C20 . C21 . H211 . 120.0 no C22 . C21 . H211 . 120.0 no C21 . C22 . C23 . 120.014 yes C21 . C22 . H221 . 120.0 no C23 . C22 . H221 . 120.0 no C22 . C23 . N18 . 120.005 yes C22 . C23 . H231 . 120.0 no N18 . C23 . H231 . 120.0 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag O17 . H171 . O4 . 177 0.83 1.93 2.758(9) yes O17 24_565 H171 . O4 . 177 0.83 1.93 2.759(9) yes #============================================================================== data_12 _database_code_depnum_ccdc_archive 'CCDC 759309' #TrackingRef 'CrystallographicData.cif' #============================================================================== _audit_creation_date 08-04-30 _audit_creation_method CRYSTALS_ver_12.85 _cell_length_a 11.8361(2) _cell_length_b 15.0533(3) _cell_length_c 13.7717(3) _cell_angle_alpha 90 _cell_angle_beta 97.2519(7) _cell_angle_gamma 90 _cell_volume 2434.11(8) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1 ' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x+1/2,y+1/2,z -x+1/2,-y+1/2,-z -x,y,-z+1/2 x,-y,z+1/2 -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cu 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126 1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 8 # Given Formula = C6 H2 Cu0.50 N0.50 O6 # Dc = 1.14 Fooo = 1304.00 Mu = 9.42 M = 208.85 # Found Formula = C11 H14 Cu1 N2 O5 # Dc = 1.73 FOOO = 1304.00 Mu = 18.13 M = 317.79 _chemical_formula_sum 'C11 H14 Cu1 N2 O5' _chemical_formula_moiety 'C11 H12 Cu N2 O4, H2 O' _chemical_compound_source . _chemical_formula_weight 317.79 _cell_measurement_reflns_used 2876 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description needle _exptl_crystal_colour clear_pale_pink _exptl_crystal_size_min 0.04 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_max 0.12 _exptl_crystal_density_diffrn 1.734 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1304 _exptl_absorpt_coefficient_mu 1.813 # Sheldrick geometric approximatio 0.90 0.93 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.87 _exptl_absorpt_correction_T_max 0.93 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device 'Nonius KappaCCD' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 1997-2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS 86 (Sheldrick, 1986)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 22368 _reflns_number_total 2781 _diffrn_reflns_av_R_equivalents 0.061 # Number of reflections with Friedels Law is 2781 # Number of reflections without Friedels Law is 5494 # Theoretical number of reflections is about 2797 _diffrn_reflns_theta_min 5.183 _diffrn_reflns_theta_max 27.504 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 26.954 _diffrn_measured_fraction_theta_full 0.993 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _reflns_limit_h_min -15 _reflns_limit_h_max 15 _reflns_limit_k_min 0 _reflns_limit_k_max 19 _reflns_limit_l_min 0 _reflns_limit_l_max 17 _oxford_diffrn_Wilson_B_factor 0.74 _oxford_diffrn_Wilson_scale 59.56 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.67 _refine_diff_density_max 0.55 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 2043 _refine_ls_number_restraints 8 _refine_ls_number_parameters 180 _oxford_refine_ls_R_factor_ref 0.0503 _refine_ls_wR_factor_ref 0.0754 _refine_ls_goodness_of_fit_ref 1.0000 _refine_ls_shift/su_max 0.000602 # The values computed from all data _oxford_reflns_number_all 2043 _refine_ls_R_factor_all 0.0503 _refine_ls_wR_factor_all 0.0754 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 1408 _refine_ls_R_factor_gt 0.0277 _refine_ls_wR_factor_gt 0.0690 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.03P)^2^ + 5.37P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Sheldrick, G. M. (2008). Acta Cryst A64, 112-122. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Cu1 Cu 0.2500 0.7500 0.5000 0.0127 1.0000 Uani S . . . . . . O2 O 0.09941(14) 0.75261(12) 0.42036(13) 0.0144 1.0000 Uani . . . . . . . Cu3 Cu 0.0000 0.75003(3) 0.2500 0.0132 1.0000 Uani S T . . . . . O4 O -0.08346(14) 0.75047(12) 0.36595(13) 0.0164 1.0000 Uani . . . . . . . C5 C -0.0050(2) 0.74838(18) 0.4416(2) 0.0148 1.0000 Uani . . . . . . . O6 O -0.02951(15) 0.74299(13) 0.52722(14) 0.0227 1.0000 Uani . . . . . . . N7 N 0.0000 0.6170(2) 0.2500 0.0150 1.0000 Uani S T . . . . . C8 C -0.0954(2) 0.57124(19) 0.2582(2) 0.0218 1.0000 Uani . . . . . . . C9 C -0.0981(2) 0.47943(19) 0.2583(2) 0.0240 1.0000 Uani . . . . . . . C10 C 0.000000(7) 0.4324(3) 0.250000(7) 0.0241 1.0000 Uani S T . . . . . N11 N 0.0000 0.8824(2) 0.2500 0.0135 1.0000 Uani S T . . . . . C12 C 0.0909(2) 0.92821(19) 0.2920(2) 0.0173 1.0000 Uani . . . . . . . C13 C 0.0936(2) 1.01986(19) 0.2941(2) 0.0194 1.0000 Uani . . . . . . . C14 C 0.000000(7) 1.0667(3) 0.250000(7) 0.0198 1.0000 Uani S T . . . . . O15 O 0.16658(16) 0.72170(13) 0.64930(14) 0.0228 1.0000 Uani . . . . . . . N16 N 0.25448(18) 0.61551(15) 0.48207(16) 0.0145 1.0000 Uani . . . . . . . C17 C 0.3454(2) 0.57466(19) 0.4531(2) 0.0186 1.0000 Uani . . . . . . . C18 C 0.3526(2) 0.48368(19) 0.4429(2) 0.0208 1.0000 Uani . . . . . . . C19 C 0.2630(3) 0.4315(2) 0.4641(2) 0.0240 1.0000 Uani . . . . . . . C20 C 0.1688(2) 0.4725(2) 0.4942(2) 0.0228 1.0000 Uani . . . . . . . C21 C 0.1669(2) 0.56383(19) 0.5021(2) 0.0190 1.0000 Uani . . . . . . . O22 O 0.18747(16) 0.78091(13) 0.84303(14) 0.0229 1.0000 Uani . . . . . . . H81 H -0.1615 0.6032 0.2653 0.0274 1.0000 Uiso R . . . . . . H91 H -0.1665 0.4506 0.2653 0.0294 1.0000 Uiso R . . . . . . H101 H 0.0000 0.3698 0.2500 0.0281 1.0000 Uiso RS . . . . . . H121 H 0.1545 0.8945 0.3215 0.0232 1.0000 Uiso R . . . . . . H131 H 0.1599 1.0506 0.3265 0.0255 1.0000 Uiso R . . . . . . H141 H 0.0000 1.1287 0.2500 0.0250 1.0000 Uiso RS . . . . . . H171 H 0.4062 0.6112 0.4411 0.0224 1.0000 Uiso R . . . . . . H181 H 0.4176 0.4581 0.4213 0.0268 1.0000 Uiso R . . . . . . H191 H 0.2671 0.3696 0.4582 0.0285 1.0000 Uiso R . . . . . . H201 H 0.1063 0.4386 0.5098 0.0283 1.0000 Uiso R . . . . . . H211 H 0.1017 0.5930 0.5217 0.0228 1.0000 Uiso R . . . . . . H222 H 0.1489 0.7684 0.8880 0.0342 1.0000 Uiso R . . . . . . H221 H 0.2548 0.7715 0.8614 0.0352 1.0000 Uiso R . . . . . . H151 H 0.1011 0.7181 0.6245 0.0375 1.0000 Uiso R . . . . . . H152 H 0.1739 0.7411 0.7047 0.0356 1.0000 Uiso R . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0103(2) 0.0116(2) 0.0159(3) -0.0002(2) 0.00013(18) 0.0000(2) O2 0.0107(9) 0.0164(10) 0.0160(10) 0.0007(8) 0.0017(7) 0.0001(8) Cu3 0.0130(2) 0.0123(2) 0.0146(3) 0.0000 0.00301(18) 0.0000 O4 0.0112(9) 0.0204(10) 0.0176(10) 0.0003(9) 0.0016(8) -0.0007(8) C5 0.0142(13) 0.0104(13) 0.0200(15) -0.0006(12) 0.0024(12) 0.0025(12) O6 0.0178(10) 0.0355(12) 0.0154(11) -0.0012(10) 0.0050(8) -0.0006(9) N7 0.0168(18) 0.0150(17) 0.0137(18) 0.0000 0.0038(14) 0.0000 C8 0.0179(15) 0.0228(17) 0.0255(17) 0.0001(14) 0.0056(13) 0.0014(13) C9 0.0223(16) 0.0195(17) 0.0311(18) 0.0006(14) 0.0069(13) -0.0080(13) C10 0.029(3) 0.018(2) 0.027(2) 0.0000 0.009(2) 0.0000 N11 0.0135(17) 0.0147(17) 0.0127(17) 0.0000 0.0029(13) 0.0000 C12 0.0152(15) 0.0194(16) 0.0174(16) 0.0020(12) 0.0019(12) -0.0008(12) C13 0.0204(15) 0.0213(17) 0.0169(15) -0.0007(13) 0.0041(12) -0.0058(13) C14 0.027(2) 0.013(2) 0.020(2) 0.0000 0.0070(18) 0.0000 O15 0.0175(11) 0.0312(12) 0.0197(11) -0.0026(9) 0.0026(9) -0.0033(9) N16 0.0129(11) 0.0139(11) 0.0159(13) 0.0007(10) -0.0006(10) 0.0020(10) C17 0.0200(15) 0.0201(16) 0.0154(15) -0.0011(12) 0.0015(12) -0.0009(13) C18 0.0238(15) 0.0191(16) 0.0194(16) -0.0028(13) 0.0030(12) 0.0062(13) C19 0.0358(18) 0.0149(15) 0.0195(16) -0.0023(13) -0.0036(13) 0.0002(14) C20 0.0221(16) 0.0195(16) 0.0257(17) 0.0002(13) -0.0009(13) -0.0047(13) C21 0.0160(15) 0.0205(16) 0.0203(16) -0.0007(12) 0.0014(12) 0.0002(13) O22 0.0156(10) 0.0323(11) 0.0211(11) 0.0029(9) 0.0034(8) 0.0042(9) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.10575(4) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cu1 . O15 4_566 2.4283(19) yes Cu1 . N16 4_566 2.041(2) yes Cu1 . O2 4_566 1.9717(17) yes Cu1 . O2 . 1.9717(17) yes Cu1 . O15 . 2.4283(19) yes Cu1 . N16 . 2.041(2) yes O2 . Cu3 . 2.4887(18) yes O2 . C5 . 1.307(3) yes Cu3 . O4 5_555 1.9808(18) yes Cu3 . O4 . 1.9808(18) yes Cu3 . N7 . 2.002(3) yes Cu3 . N11 . 1.993(3) yes O4 . C5 . 1.306(3) yes C5 . O6 . 1.252(3) yes N7 . C8 5_555 1.340(3) yes N7 . C8 . 1.340(3) yes C8 . C9 . 1.382(4) yes C8 . H81 . 0.934 no C9 . C10 . 1.377(4) yes C9 . H91 . 0.935 no C10 . H101 . 0.942 no N11 . C12 5_555 1.345(3) yes N11 . C12 . 1.345(3) yes C12 . C13 . 1.380(4) yes C12 . H121 . 0.954 no C13 . C14 . 1.387(3) yes C13 . H131 . 0.970 no C14 . H141 . 0.933 no O15 . H151 . 0.808 no O15 . H152 . 0.810 no N16 . C17 . 1.343(3) yes N16 . C21 . 1.352(3) yes C17 . C18 . 1.381(4) yes C17 . H171 . 0.937 no C18 . C19 . 1.380(4) yes C18 . H181 . 0.941 no C19 . C20 . 1.384(4) yes C19 . H191 . 0.937 no C20 . C21 . 1.379(4) yes C20 . H201 . 0.946 no C21 . H211 . 0.956 no O22 . H222 . 0.835 no O22 . H221 . 0.817 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O15 4_566 Cu1 . N16 4_566 87.02(8) yes O15 4_566 Cu1 . O2 4_566 92.23(7) yes N16 4_566 Cu1 . O2 4_566 89.31(8) yes O15 4_566 Cu1 . O2 . 87.77(7) yes N16 4_566 Cu1 . O2 . 90.69(8) yes O2 4_566 Cu1 . O2 . 179.994 yes O15 4_566 Cu1 . O15 . 179.995 yes N16 4_566 Cu1 . O15 . 92.98(8) yes O2 4_566 Cu1 . O15 . 87.77(7) yes O2 . Cu1 . O15 . 92.23(7) yes O15 4_566 Cu1 . N16 . 92.98(8) yes N16 4_566 Cu1 . N16 . 179.994 yes O2 4_566 Cu1 . N16 . 90.69(8) yes O2 . Cu1 . N16 . 89.31(8) yes O15 . Cu1 . N16 . 87.02(8) yes Cu1 . O2 . Cu3 . 144.16(8) yes Cu1 . O2 . C5 . 133.49(17) yes Cu3 . O2 . C5 . 82.10(15) yes O2 5_555 Cu3 . O2 . 178.21(9) yes O2 5_555 Cu3 . O4 5_555 57.63(6) yes O2 . Cu3 . O4 5_555 122.37(6) yes O2 5_555 Cu3 . O4 . 122.37(6) yes O2 . Cu3 . O4 . 57.63(6) yes O4 5_555 Cu3 . O4 . 179.62(11) yes O2 5_555 Cu3 . N7 . 90.89(4) yes O2 . Cu3 . N7 . 90.89(4) yes O4 5_555 Cu3 . N7 . 90.19(5) yes O4 . Cu3 . N7 . 90.19(5) yes O2 5_555 Cu3 . N11 . 89.11(4) yes O2 . Cu3 . N11 . 89.11(4) yes O4 5_555 Cu3 . N11 . 89.81(5) yes O4 . Cu3 . N11 . 89.81(5) yes N7 . Cu3 . N11 . 179.994 yes Cu3 . O4 . C5 . 105.44(15) yes O2 . C5 . O4 . 114.7(2) yes O2 . C5 . O6 . 123.5(2) yes O4 . C5 . O6 . 121.8(2) yes C8 5_555 N7 . Cu3 . 120.96(17) yes C8 5_555 N7 . C8 . 118.1(3) yes Cu3 . N7 . C8 . 120.96(17) yes N7 . C8 . C9 . 122.3(3) yes N7 . C8 . H81 . 118.0 no C9 . C8 . H81 . 119.7 no C8 . C9 . C10 . 119.6(3) yes C8 . C9 . H91 . 118.9 no C10 . C9 . H91 . 121.4 no C9 . C10 . C9 5_555 118.1(4) yes C9 . C10 . H101 . 121.0 no C9 5_555 C10 . H101 . 121.0 no C12 5_555 N11 . Cu3 . 120.80(17) yes C12 5_555 N11 . C12 . 118.4(3) yes Cu3 . N11 . C12 . 120.80(17) yes N11 . C12 . C13 . 122.4(3) yes N11 . C12 . H121 . 117.1 no C13 . C12 . H121 . 120.5 no C12 . C13 . C14 . 119.0(3) yes C12 . C13 . H131 . 120.1 no C14 . C13 . H131 . 120.9 no C13 . C14 . C13 5_555 118.8(4) yes C13 . C14 . H141 . 120.6 no C13 5_555 C14 . H141 . 120.6 no Cu1 . O15 . H151 . 97.2 no Cu1 . O15 . H152 . 136.6 no H151 . O15 . H152 . 113.8 no Cu1 . N16 . C17 . 121.61(18) yes Cu1 . N16 . C21 . 120.91(18) yes C17 . N16 . C21 . 117.4(2) yes N16 . C17 . C18 . 123.1(3) yes N16 . C17 . H171 . 116.5 no C18 . C17 . H171 . 120.3 no C17 . C18 . C19 . 119.0(3) yes C17 . C18 . H181 . 120.1 no C19 . C18 . H181 . 121.0 no C18 . C19 . C20 . 118.6(3) yes C18 . C19 . H191 . 119.9 no C20 . C19 . H191 . 121.5 no C19 . C20 . C21 . 119.4(3) yes C19 . C20 . H201 . 120.6 no C21 . C20 . H201 . 120.0 no C20 . C21 . N16 . 122.5(3) yes C20 . C21 . H211 . 120.1 no N16 . C21 . H211 . 117.4 no H222 . O22 . H221 . 109.5 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C13 . H131 . O22 6_574 127 0.97 2.56 3.240(4) yes O22 . H222 . O6 5_556 168 0.84 1.98 2.803(4) yes O22 . H221 . O4 8_565 164 0.82 1.94 2.731(4) yes O15 . H151 . O6 . 156 0.81 1.95 2.708(4) yes O15 . H152 . O22 . 176 0.81 1.98 2.794(4) yes #============================================================================== # start Validation Reply Form #============================================================================== _vrf_RINTA01_7 ; PROBLEM: The value of Rint is greater than 0.15. RESPONSE: The data are very weak, so the R(int) is high at high angle. ; _vrf_PLAT222_7 ; PROBLEM: Large Non-Solvent H Ueq(max)/Ueq(min) ... 5.00 Ratio RESPONSE: The network includes coordinated DMF solvent, which exhibits a high degree of thermal motion in the terminal methyl groups. In addition there are a some uncoordinated carboxylate groups which vibrate more than those held in place with covalent bonds. ; _vrf_PLAT220_7 ; PROBLEM: Large Non-Solvent C Ueq(max)/Ueq(min) ... 4.80 Ratio RESPONSE: The network includes coordinated DMF solvent, which exhibits a high degree of thermal motion in the terminal methyl groups. In addition there are a some uncoordinated carboxylate groups which vibrate more than those held in place with covalent bonds. ; #============================================================================== # end Validation Reply Form #==============================================================================