#------------------------------------------------------------------------------ #$Date: 2013-12-09 14:45:10 +0000 (Mon, 09 Dec 2013) $ #$Revision: 91242 $ #$URL: svn://www.crystallography.net/cod/cif/2/23/88/2238821.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2238821 loop_ _publ_author_name 'Noh, Kyungkyou' 'Kim, Jaheon' _publ_section_title ; Poly[(\m~3~-5-tert-butylbenzene-1,3-dicarboxylato)dipyridinecobalt(II)] ; _journal_coeditor_code XU5741 _journal_issue 11 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first m579 _journal_page_last m580 _journal_paper_doi 10.1107/S1600536813026640 _journal_volume 69 _journal_year 2013 _chemical_formula_iupac '[Co (C12 H12 O4) (C5 H5 N)2]' _chemical_formula_moiety 'C22 H22 Co N2 O4' _chemical_formula_sum 'C22 H22 Co N2 O4' _chemical_formula_weight 437.34 _chemical_name_systematic ; Poly[(\m~3~-5-tert-butylbenzene-1,3-dicarboxylato)dipyridinecobalt(II)] ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _cell_angle_alpha 90 _cell_angle_beta 94.7910(10) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 9.7357(3) _cell_length_b 15.6699(6) _cell_length_c 13.0764(5) _cell_measurement_reflns_used 6406 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 28.176 _cell_measurement_theta_min 2.469 _cell_volume 1987.93(12) _computing_cell_refinement 'SAINT (Bruker, 2007)' _computing_data_collection 'SMART (Bruker, 2007)' _computing_data_reduction 'SAINT (Bruker, 2007)' _computing_molecular_graphics 'CrystalMaker (CrystalMaker Software, 2013)' _computing_publication_material 'publCIF (Westrip, 2010)' _computing_structure_refinement 'SHELXTL (Sheldrick, 2008)' _computing_structure_solution 'SHELXTL (Sheldrick, 2008)' _diffrn_ambient_temperature 173(2) _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.968 _diffrn_measurement_device_type 'Bruker SMART APEX CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0213 _diffrn_reflns_av_sigmaI/netI 0.0255 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 12370 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.877 _diffrn_reflns_theta_min 2.033 _exptl_absorpt_coefficient_mu 0.895 _exptl_absorpt_correction_T_max 0.775 _exptl_absorpt_correction_T_min 0.663 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Bruker, 2001)' _exptl_crystal_colour violet _exptl_crystal_density_diffrn 1.461 _exptl_crystal_description block _exptl_crystal_F_000 908 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _refine_diff_density_max 1.254 _refine_diff_density_min -0.644 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.106 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 314 _refine_ls_number_reflns 4580 _refine_ls_number_restraints 66 _refine_ls_restrained_S_all 1.071 _refine_ls_R_factor_all 0.0603 _refine_ls_R_factor_gt 0.0489 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0590P)^2^+3.5707P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1249 _refine_ls_wR_factor_ref 0.1345 _reflns_number_gt 3843 _reflns_number_total 4580 _reflns_threshold_expression I>2\s(I) _iucr_refine_instructions_details ; TITL Co(mBDC-tBU) in P2(1)/n CELL 0.71073 9.7357 15.6699 13.0764 90.000 94.791 90.000 ZERR 4.00 0.0003 0.0006 0.0005 0.000 0.001 0.000 LATT 1 SYMM 0.5-X, 0.5+Y, 0.5-Z SFAC C H N O Co UNIT 88 88 8 16 4 L.S. 24 ACTA BOND $H FMAP 2 PLAN 10 FLAT 0.002 N2A > C22A FLAT 0.002 N2 > C22 ISOR 0.005 N2 N2A C20 C20A EADP C19 C19A SHEL 999 0.76 SIZE 0.50 0.40 0.30 CONF TEMP -100 WGHT 0.059000 3.570700 FVAR 0.14257 0.50787 CO1 5 0.443817 0.128142 0.544166 11.00000 0.03310 0.01763 = 0.02258 -0.00066 0.01078 -0.00231 O1 4 0.449911 0.012601 0.611773 11.00000 0.06529 0.01891 = 0.03734 0.00368 0.02478 -0.00332 O2 4 0.446415 -0.126669 0.583922 11.00000 0.03471 0.02093 = 0.02477 -0.00271 0.01121 -0.00109 O3 4 0.185221 -0.308913 0.834478 11.00000 0.05024 0.02068 = 0.03352 0.00093 0.01520 -0.00375 O4 4 0.110099 -0.242061 0.966893 11.00000 0.03931 0.02787 = 0.02585 0.00225 0.01227 -0.00570 C1 1 0.352788 -0.073987 0.734196 11.00000 0.02099 0.02168 = 0.01952 0.00106 0.00265 0.00094 C2 1 0.303840 -0.153288 0.763795 11.00000 0.02304 0.01883 = 0.02134 -0.00097 0.00344 0.00060 AFIX 43 H2 2 0.315304 -0.202403 0.722775 11.00000 -1.20000 AFIX 0 C3 1 0.237886 -0.159596 0.854311 11.00000 0.02446 0.02275 = 0.02339 0.00213 0.00386 -0.00105 C4 1 0.226237 -0.087753 0.916430 11.00000 0.02849 0.02785 = 0.02263 0.00051 0.00700 0.00043 AFIX 43 H4 2 0.182816 -0.093163 0.978523 11.00000 -1.20000 AFIX 0 C5 1 0.276980 -0.008137 0.889326 11.00000 0.02673 0.02381 = 0.02288 -0.00272 0.00307 0.00160 C6 1 0.337315 -0.002540 0.796173 11.00000 0.02707 0.01975 = 0.02420 0.00084 0.00347 -0.00062 AFIX 43 H6 2 0.368679 0.051372 0.774401 11.00000 -1.20000 AFIX 0 C7 1 0.420557 -0.061846 0.635201 11.00000 0.01989 0.01984 = 0.02132 0.00111 0.00345 0.00086 C8 1 0.174822 -0.242277 0.886433 11.00000 0.03015 0.02310 = 0.02425 0.00435 0.00463 -0.00222 C9 1 0.260960 0.071697 0.955674 11.00000 0.04123 0.02676 = 0.03150 -0.00842 0.01277 -0.00200 C10 1 0.384133 0.130970 0.951021 11.00000 0.07920 0.05786 = 0.10045 -0.05272 0.04470 -0.03088 AFIX 137 H10A 2 0.377345 0.177706 1.000144 11.00000 -1.50000 H10B 2 0.384975 0.154410 0.881596 11.00000 -1.50000 H10C 2 0.469388 0.098957 0.968329 11.00000 -1.50000 AFIX 0 C11 1 0.136816 0.121473 0.907583 11.00000 0.06703 0.07031 = 0.12098 -0.05069 -0.00523 0.03059 AFIX 137 H11A 2 0.053691 0.086304 0.908495 11.00000 -1.50000 H11B 2 0.151957 0.136159 0.836547 11.00000 -1.50000 H11C 2 0.125228 0.173862 0.946881 11.00000 -1.50000 AFIX 0 C12 1 0.244165 0.049961 1.065181 11.00000 0.30692 0.04443 = 0.03644 -0.01824 0.05621 -0.03200 AFIX 137 H12A 2 0.323389 0.016200 1.093020 11.00000 -1.50000 H12B 2 0.159450 0.016807 1.069288 11.00000 -1.50000 H12C 2 0.238640 0.102618 1.105062 11.00000 -1.50000 AFIX 0 N1 3 0.631024 0.162144 0.638780 11.00000 0.03793 0.02442 = 0.02845 0.00173 0.00419 -0.00308 C13 1 0.625997 0.171614 0.739493 11.00000 0.05217 0.10219 = 0.03260 -0.01292 0.00818 -0.02167 AFIX 43 H13 2 0.541784 0.158486 0.767824 11.00000 -1.20000 AFIX 0 C14 1 0.735181 0.199303 0.805798 11.00000 0.06918 0.09968 = 0.03621 -0.01653 -0.00388 -0.01625 AFIX 43 H14 2 0.725549 0.204548 0.877223 11.00000 -1.20000 AFIX 0 C15 1 0.854880 0.218602 0.767327 11.00000 0.05580 0.04818 = 0.05214 0.00636 -0.01782 -0.01204 AFIX 43 H15 2 0.931125 0.238661 0.810803 11.00000 -1.20000 AFIX 0 C16 1 0.864930 0.208844 0.664514 11.00000 0.04753 0.11239 = 0.05857 0.02413 -0.00550 -0.02904 AFIX 43 H16 2 0.948820 0.221120 0.635266 11.00000 -1.20000 AFIX 0 C17 1 0.750202 0.180612 0.603293 11.00000 0.04280 0.08590 = 0.03621 0.01084 0.00331 -0.01424 AFIX 43 H17 2 0.758256 0.174286 0.531788 11.00000 -1.20000 AFIX 0 PART 1 SAME N1 > C17 N2 3 0.247175 0.103707 0.454245 10.50000 0.02300 0.02533 = 0.04209 0.00155 0.00613 0.00673 C18 1 0.241966 0.041510 0.385984 10.50000 0.05156 0.04258 = 0.06646 0.01826 -0.01993 -0.01976 AFIX 43 H18 2 0.322172 0.007081 0.385074 10.50000 -1.20000 AFIX 0 C19 1 0.131041 0.020305 0.314271 10.50000 0.05449 0.15064 = 0.06545 -0.00028 -0.00570 -0.01807 AFIX 43 H19 2 0.137043 -0.025966 0.267915 10.50000 -1.20000 AFIX 0 C20 1 0.016753 0.068023 0.314084 10.50000 0.05571 0.06700 = 0.07482 -0.00415 -0.01508 0.00859 AFIX 43 H20 2 -0.060669 0.056240 0.267089 10.50000 -1.20000 AFIX 0 C21 1 0.012974 0.134886 0.383446 10.50000 0.03958 0.07584 = 0.12300 -0.05646 -0.03705 0.02727 AFIX 43 H21 2 -0.066410 0.169896 0.385512 10.50000 -1.20000 AFIX 0 C22 1 0.129908 0.148493 0.449650 10.50000 0.05688 0.06124 = 0.08376 -0.03297 -0.00773 0.01578 AFIX 43 H22 2 0.126249 0.194489 0.496672 10.50000 -1.20000 AFIX 0 PART 2 SAME N1 > C17 N2A 3 0.257879 0.086831 0.463818 10.50000 0.03178 0.02964 = 0.05427 0.00524 0.01125 0.00874 C18A 1 0.237712 0.073601 0.361984 10.50000 0.03247 0.14424 = 0.04639 -0.02315 0.00312 -0.00513 AFIX 43 H18A 2 0.315570 0.082026 0.323938 10.50000 -1.20000 AFIX 0 C19A 1 0.115942 0.048947 0.305451 10.50000 0.05449 0.15064 = 0.06545 -0.00028 -0.00570 -0.01807 AFIX 43 H19A 2 0.110460 0.040965 0.233207 10.50000 -1.20000 AFIX 0 C20A 1 0.007835 0.037439 0.360537 10.50000 0.08327 0.08117 = 0.07252 0.01348 0.01482 0.00880 AFIX 43 H20A 2 -0.077759 0.020560 0.326298 10.50000 -1.20000 AFIX 0 C21A 1 0.015938 0.048763 0.461258 10.50000 0.05083 0.20273 = 0.07781 -0.04967 0.03008 -0.06548 AFIX 43 H21A 2 -0.062147 0.040418 0.499085 10.50000 -1.20000 AFIX 0 C22A 1 0.142918 0.073366 0.510155 10.50000 0.05344 0.10335 = 0.06127 -0.01244 0.01602 -0.02217 AFIX 43 H22A 2 0.147706 0.081140 0.582416 10.50000 -1.20000 PART 0 AFIX 0 HKLF 4 REM Co(mBDC-tBU) in P2(1)/n REM R1 = 0.0489 for 3843 Fo > 4sig(Fo) and 0.0603 for all 4580 data REM 314 parameters refined using 66 restraints END WGHT 0.0587 3.6996 REM Highest difference peak 1.254, deepest hole -0.644, 1-sigma level 0.078 Q1 1 0.0920 0.0575 0.3796 11.00000 0.05 1.25 Q2 1 0.0259 0.0043 0.2886 11.00000 0.05 0.96 Q3 1 0.1196 0.0849 0.9745 11.00000 0.05 0.85 Q4 1 0.2142 0.0578 1.0605 11.00000 0.05 0.61 Q5 1 -0.0173 0.1030 0.4295 11.00000 0.05 0.59 Q6 1 0.3462 0.0521 1.0620 11.00000 0.05 0.49 Q7 1 0.7307 0.1307 0.6227 11.00000 0.05 0.38 Q8 1 0.2145 -0.1996 0.8767 11.00000 0.05 0.37 Q9 1 0.2657 0.0343 0.9218 11.00000 0.05 0.37 Q10 1 0.2038 0.0618 0.4264 11.00000 0.05 0.36 ; _[local]_cod_data_source_file xu5741.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_database_code 2238821 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_disorder_assembly _atom_site_disorder_group Co Co1 0.44382(4) 0.12814(2) 0.54417(3) 0.02396(13) Uani d 1 1 . . O O1 0.4499(3) 0.01260(13) 0.61177(17) 0.0394(5) Uani d 1 1 . . O O2 0.4464(2) -0.12667(11) 0.58392(15) 0.0263(4) Uani d 1 1 . . O O3 0.1852(2) -0.30891(12) 0.83448(16) 0.0342(5) Uani d 1 1 . . O O4 0.1101(2) -0.24206(13) 0.96689(15) 0.0305(4) Uani d 1 1 . . C C1 0.3528(3) -0.07399(16) 0.73420(19) 0.0207(5) Uani d 1 1 . . C C2 0.3038(3) -0.15329(16) 0.76379(19) 0.0210(5) Uani d 1 1 . . H H2 0.3153 -0.2024 0.7228 0.025 Uiso calc 1 1 . . C C3 0.2379(3) -0.15960(17) 0.8543(2) 0.0234(5) Uani d 1 1 . . C C4 0.2262(3) -0.08775(18) 0.9164(2) 0.0261(5) Uani d 1 1 . . H H4 0.1828 -0.0932 0.9785 0.031 Uiso calc 1 1 . . C C5 0.2770(3) -0.00814(17) 0.8893(2) 0.0244(5) Uani d 1 1 . . C C6 0.3373(3) -0.00254(16) 0.7962(2) 0.0236(5) Uani d 1 1 . . H H6 0.3687 0.0514 0.7744 0.028 Uiso calc 1 1 . . C C7 0.4206(3) -0.06185(16) 0.63520(19) 0.0203(5) Uani d 1 1 . . C C8 0.1748(3) -0.24228(17) 0.8864(2) 0.0257(5) Uani d 1 1 . . C C9 0.2610(3) 0.07170(19) 0.9557(2) 0.0326(6) Uani d 1 1 . . C C10 0.3841(5) 0.1310(3) 0.9510(4) 0.0771(17) Uani d 1 1 . . H H10A 0.3773 0.1777 1.0001 0.116 Uiso calc 1 1 . . H H10B 0.3850 0.1544 0.8816 0.116 Uiso calc 1 1 . . H H10C 0.4694 0.0990 0.9683 0.116 Uiso calc 1 1 . . C C11 0.1368(5) 0.1215(3) 0.9076(5) 0.0868(19) Uani d 1 1 . . H H11A 0.0537 0.0863 0.9085 0.130 Uiso calc 1 1 . . H H11B 0.1520 0.1362 0.8365 0.130 Uiso calc 1 1 . . H H11C 0.1252 0.1739 0.9469 0.130 Uiso calc 1 1 . . C C12 0.2442(10) 0.0500(3) 1.0652(3) 0.127(3) Uani d 1 1 . . H H12A 0.3234 0.0162 1.0930 0.190 Uiso calc 1 1 . . H H12B 0.1595 0.0168 1.0693 0.190 Uiso calc 1 1 . . H H12C 0.2386 0.1026 1.1051 0.190 Uiso calc 1 1 . . N N1 0.6310(3) 0.16214(15) 0.63878(19) 0.0302(5) Uani d 1 1 . . C C13 0.6260(4) 0.1716(3) 0.7395(3) 0.0621(12) Uani d 1 1 . . H H13 0.5418 0.1585 0.7678 0.074 Uiso calc 1 1 . . C C14 0.7352(5) 0.1993(4) 0.8058(3) 0.0688(13) Uani d 1 1 . . H H14 0.7255 0.2045 0.8772 0.083 Uiso calc 1 1 . . C C15 0.8549(4) 0.2186(3) 0.7673(3) 0.0533(10) Uani d 1 1 . . H H15 0.9311 0.2387 0.8108 0.064 Uiso calc 1 1 . . C C16 0.8649(5) 0.2088(4) 0.6645(4) 0.0734(15) Uani d 1 1 . . H H16 0.9488 0.2211 0.6353 0.088 Uiso calc 1 1 . . C C17 0.7502(4) 0.1806(3) 0.6033(3) 0.0550(10) Uani d 1 1 . . H H17 0.7583 0.1743 0.5318 0.066 Uiso calc 1 1 . . N N2 0.2472(9) 0.1037(5) 0.4542(7) 0.0300(18) Uani d 0.5 1 A 1 C C18 0.2420(11) 0.0415(5) 0.3860(6) 0.055(3) Uani d 0.5 1 A 1 H H18 0.3222 0.0071 0.3851 0.066 Uiso calc 0.5 1 A 1 C C19 0.1310(12) 0.0203(7) 0.3143(8) 0.091(3) Uani d 0.5 1 A 1 H H19 0.1370 -0.0260 0.2679 0.109 Uiso calc 0.5 1 A 1 C C20 0.0168(10) 0.0680(5) 0.3141(7) 0.067(2) Uani d 0.5 1 A 1 H H20 -0.0607 0.0562 0.2671 0.080 Uiso calc 0.5 1 A 1 C C21 0.0130(8) 0.1349(5) 0.3834(7) 0.082(4) Uani d 0.5 1 A 1 H H21 -0.0664 0.1699 0.3855 0.098 Uiso calc 0.5 1 A 1 C C22 0.1299(8) 0.1485(5) 0.4496(7) 0.068(3) Uani d 0.5 1 A 1 H H22 0.1262 0.1945 0.4967 0.082 Uiso calc 0.5 1 A 1 N N2A 0.2579(10) 0.0868(5) 0.4638(8) 0.038(2) Uani d 0.5 1 A 2 C C18A 0.2377(10) 0.0736(5) 0.3620(8) 0.074(4) Uani d 0.5 1 A 2 H H18A 0.3156 0.0820 0.3239 0.089 Uiso calc 0.5 1 A 2 C C19A 0.1159(12) 0.0489(5) 0.3055(10) 0.091(3) Uani d 0.5 1 A 2 H H19A 0.1105 0.0410 0.2332 0.109 Uiso calc 0.5 1 A 2 C C20A 0.0078(12) 0.0374(6) 0.3605(8) 0.079(3) Uani d 0.5 1 A 2 H H20A -0.0778 0.0206 0.3263 0.094 Uiso calc 0.5 1 A 2 C C21A 0.0159(9) 0.0488(6) 0.4613(7) 0.109(6) Uani d 0.5 1 A 2 H H21A -0.0621 0.0404 0.4991 0.131 Uiso calc 0.5 1 A 2 C C22A 0.1429(8) 0.0734(5) 0.5102(7) 0.072(3) Uani d 0.5 1 A 2 H H22A 0.1477 0.0811 0.5824 0.086 Uiso calc 0.5 1 A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Co1 0.0331(2) 0.01763(19) 0.0226(2) -0.00231(14) 0.01078(14) -0.00066(13) O1 0.0653(16) 0.0189(10) 0.0373(12) -0.0033(10) 0.0248(11) 0.0037(8) O2 0.0347(10) 0.0209(9) 0.0248(9) -0.0011(8) 0.0112(8) -0.0027(7) O3 0.0502(13) 0.0207(10) 0.0335(11) -0.0038(9) 0.0152(9) 0.0009(8) O4 0.0393(11) 0.0279(10) 0.0258(10) -0.0057(8) 0.0123(8) 0.0022(8) C1 0.0210(11) 0.0217(12) 0.0195(11) 0.0009(9) 0.0027(9) 0.0011(9) C2 0.0230(12) 0.0188(11) 0.0213(12) 0.0006(9) 0.0034(10) -0.0010(9) C3 0.0245(12) 0.0228(12) 0.0234(13) -0.0011(10) 0.0039(10) 0.0021(10) C4 0.0285(13) 0.0279(14) 0.0226(13) 0.0004(11) 0.0070(10) 0.0005(10) C5 0.0267(13) 0.0238(13) 0.0229(12) 0.0016(10) 0.0031(10) -0.0027(10) C6 0.0271(13) 0.0197(12) 0.0242(13) -0.0006(10) 0.0035(10) 0.0008(10) C7 0.0199(11) 0.0198(12) 0.0213(12) 0.0009(9) 0.0035(9) 0.0011(9) C8 0.0302(14) 0.0231(13) 0.0243(13) -0.0022(10) 0.0046(11) 0.0044(10) C9 0.0412(17) 0.0268(14) 0.0315(15) -0.0020(12) 0.0128(12) -0.0084(11) C10 0.079(3) 0.058(3) 0.100(4) -0.031(2) 0.045(3) -0.053(3) C11 0.067(3) 0.070(3) 0.121(5) 0.031(2) -0.005(3) -0.051(3) C12 0.307(11) 0.044(3) 0.036(2) -0.032(4) 0.056(4) -0.018(2) N1 0.0379(13) 0.0244(11) 0.0284(12) -0.0031(10) 0.0042(10) 0.0017(9) C13 0.052(2) 0.102(4) 0.0326(19) -0.022(2) 0.0082(16) -0.013(2) C14 0.069(3) 0.100(4) 0.036(2) -0.016(3) -0.0039(19) -0.017(2) C15 0.056(2) 0.048(2) 0.052(2) -0.0120(17) -0.0178(18) 0.0064(17) C16 0.048(2) 0.112(4) 0.059(3) -0.029(3) -0.005(2) 0.024(3) C17 0.043(2) 0.086(3) 0.0362(19) -0.014(2) 0.0033(15) 0.0108(19) N2 0.023(3) 0.025(3) 0.042(3) 0.007(2) 0.006(2) 0.002(3) C18 0.052(5) 0.043(4) 0.066(7) -0.020(4) -0.020(5) 0.018(4) C19 0.054(4) 0.151(10) 0.065(4) -0.018(5) -0.006(3) 0.000(5) C20 0.056(4) 0.067(4) 0.075(4) 0.009(3) -0.015(4) -0.004(4) C21 0.040(4) 0.076(6) 0.123(9) 0.027(4) -0.037(5) -0.056(6) C22 0.057(5) 0.061(5) 0.084(7) 0.016(4) -0.008(5) -0.033(5) N2A 0.032(4) 0.030(4) 0.054(4) 0.009(3) 0.011(3) 0.005(3) C18A 0.032(4) 0.144(13) 0.046(5) -0.005(7) 0.003(4) -0.023(8) C19A 0.054(4) 0.151(10) 0.065(4) -0.018(5) -0.006(3) 0.000(5) C20A 0.083(5) 0.081(5) 0.073(5) 0.009(4) 0.015(4) 0.013(4) C21A 0.051(5) 0.203(16) 0.078(7) -0.065(8) 0.030(5) -0.050(9) C22A 0.053(5) 0.103(8) 0.061(5) -0.022(5) 0.016(4) -0.012(5) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle O1 Co1 O2 . 3_656 110.40(8) O1 Co1 O4 . 2_556 153.91(8) O2 Co1 O4 3_656 2_556 95.64(7) O1 Co1 N2A . . 86.3(2) O2 Co1 N2A 3_656 . 94.2(3) O4 Co1 N2A 2_556 . 93.6(2) O1 Co1 N1 . . 88.74(10) O2 Co1 N1 3_656 . 89.90(9) O4 Co1 N1 2_556 . 89.70(9) N2A Co1 N1 . . 174.4(2) O1 Co1 N2 . . 94.1(2) O2 Co1 N2 3_656 . 92.9(2) O4 Co1 N2 2_556 . 86.0(2) N1 Co1 N2 . . 175.1(2) O1 Co1 O3 . 2_556 94.57(8) O2 Co1 O3 3_656 2_556 154.98(7) O4 Co1 O3 2_556 2_556 59.36(7) N2A Co1 O3 . 2_556 88.9(3) N1 Co1 O3 . 2_556 89.01(9) N2 Co1 O3 . 2_556 86.7(2) C7 O1 Co1 . . 162.0(2) C7 O2 Co1 . 3_656 125.77(16) C8 O3 Co1 . 2_546 84.88(16) C8 O4 Co1 . 2_546 94.51(17) C6 C1 C2 . . 119.7(2) C6 C1 C7 . . 118.1(2) C2 C1 C7 . . 122.1(2) C3 C2 C1 . . 119.3(2) C3 C2 H2 . . 120.3 C1 C2 H2 . . 120.3 C2 C3 C4 . . 120.0(2) C2 C3 C8 . . 121.6(2) C4 C3 C8 . . 118.4(2) C5 C4 C3 . . 121.6(2) C5 C4 H4 . . 119.2 C3 C4 H4 . . 119.2 C4 C5 C6 . . 117.4(2) C4 C5 C9 . . 121.9(2) C6 C5 C9 . . 120.7(2) C1 C6 C5 . . 121.9(2) C1 C6 H6 . . 119.1 C5 C6 H6 . . 119.1 O1 C7 O2 . . 124.5(2) O1 C7 C1 . . 117.0(2) O2 C7 C1 . . 118.5(2) O3 C8 O4 . . 121.2(2) O3 C8 C3 . . 120.7(2) O4 C8 C3 . . 118.0(2) C12 C9 C10 . . 109.1(4) C12 C9 C11 . . 111.4(5) C10 C9 C11 . . 105.7(4) C12 C9 C5 . . 112.3(3) C10 C9 C5 . . 110.9(3) C11 C9 C5 . . 107.3(3) C9 C10 H10A . . 109.5 C9 C10 H10B . . 109.5 H10A C10 H10B . . 109.5 C9 C10 H10C . . 109.5 H10A C10 H10C . . 109.5 H10B C10 H10C . . 109.5 C9 C11 H11A . . 109.5 C9 C11 H11B . . 109.5 H11A C11 H11B . . 109.5 C9 C11 H11C . . 109.5 H11A C11 H11C . . 109.5 H11B C11 H11C . . 109.5 C9 C12 H12A . . 109.5 C9 C12 H12B . . 109.5 H12A C12 H12B . . 109.5 C9 C12 H12C . . 109.5 H12A C12 H12C . . 109.5 H12B C12 H12C . . 109.5 C17 N1 C13 . . 115.5(3) C17 N1 Co1 . . 124.9(2) C13 N1 Co1 . . 119.4(2) N1 C13 C14 . . 124.4(4) N1 C13 H13 . . 117.8 C14 C13 H13 . . 117.8 C15 C14 C13 . . 118.8(4) C15 C14 H14 . . 120.6 C13 C14 H14 . . 120.6 C14 C15 C16 . . 118.7(4) C14 C15 H15 . . 120.7 C16 C15 H15 . . 120.7 C15 C16 C17 . . 118.8(4) C15 C16 H16 . . 120.6 C17 C16 H16 . . 120.6 N1 C17 C16 . . 123.8(4) N1 C17 H17 . . 118.1 C16 C17 H17 . . 118.1 C22 N2 C18 . . 111.9(8) C22 N2 Co1 . . 129.5(6) C18 N2 Co1 . . 118.3(7) N2 C18 C19 . . 127.5(10) N2 C18 H18 . . 116.3 C19 C18 H18 . . 116.3 C20 C19 C18 . . 117.4(11) C20 C19 H19 . . 121.3 C18 C19 H19 . . 121.3 C19 C20 C21 . . 119.1(9) C19 C20 H20 . . 120.4 C21 C20 H20 . . 120.4 C20 C21 C22 . . 117.3(7) C20 C21 H21 . . 121.4 C22 C21 H21 . . 121.4 N2 C22 C21 . . 126.9(8) N2 C22 H22 . . 116.6 C21 C22 H22 . . 116.6 C22A N2A C18A . . 111.5(9) C22A N2A Co1 . . 122.6(8) C18A N2A Co1 . . 125.9(7) N2A C18A C19A . . 127.8(9) N2A C18A H18A . . 116.1 C19A C18A H18A . . 116.1 C20A C19A C18A . . 115.1(11) C20A C19A H19A . . 122.5 C18A C19A H19A . . 122.5 C19A C20A C21A . . 122.3(11) C19A C20A H20A . . 118.9 C21A C20A H20A . . 118.9 C20A C21A C22A . . 117.9(9) C20A C21A C21A . 3_556 115.4(7) C20A C21A H21A . . 121.0 C22A C21A H21A . . 121.0 N2A C22A C21A . . 125.4(9) N2A C22A H22A . . 117.3 C21A C22A H22A . . 117.3 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Co1 O1 . 2.014(2) y Co1 O2 3_656 2.0608(19) y Co1 O3 2_556 2.324(2) y Co1 O4 2_556 2.103(2) y Co1 N1 . 2.182(3) y Co1 N2 . 2.195(9) y Co1 N2A . 2.117(11) y O1 C7 . 1.245(3) ? O2 C7 . 1.254(3) ? O2 Co1 3_656 2.0608(19) ? O3 C8 . 1.254(3) ? O3 Co1 2_546 2.324(2) ? O4 C8 . 1.271(3) ? O4 Co1 2_546 2.102(2) ? C1 C6 . 1.398(4) ? C1 C2 . 1.397(3) ? C1 C7 . 1.513(3) ? C2 C3 . 1.396(4) ? C2 H2 . 0.9500 ? C3 C4 . 1.398(4) ? C3 C8 . 1.508(4) ? C4 C5 . 1.398(4) ? C4 H4 . 0.9500 ? C5 C6 . 1.399(4) ? C5 C9 . 1.538(4) ? C6 H6 . 0.9500 ? C9 C12 . 1.494(5) ? C9 C10 . 1.522(5) ? C9 C11 . 1.529(6) ? C10 H10A . 0.9800 ? C10 H10B . 0.9800 ? C10 H10C . 0.9800 ? C11 H11A . 0.9800 ? C11 H11B . 0.9800 ? C11 H11C . 0.9800 ? C12 H12A . 0.9800 ? C12 H12B . 0.9800 ? C12 H12C . 0.9800 ? N1 C17 . 1.317(4) ? N1 C13 . 1.330(4) ? C13 C14 . 1.384(5) ? C13 H13 . 0.9500 ? C14 C15 . 1.342(6) ? C14 H14 . 0.9500 ? C15 C16 . 1.365(6) ? C15 H15 . 0.9500 ? C16 C17 . 1.391(5) ? C16 H16 . 0.9500 ? C17 H17 . 0.9500 ? N2 C22 . 1.337(10) ? N2 C18 . 1.320(10) ? C18 C19 . 1.410(11) ? C18 H18 . 0.9500 ? C19 C20 . 1.340(12) ? C19 H19 . 0.9500 ? C20 C21 . 1.388(10) ? C20 H20 . 0.9500 ? C21 C22 . 1.388(10) ? C21 H21 . 0.9500 ? C22 H22 . 0.9500 ? N2A C22A . 1.333(11) ? N2A C18A . 1.346(11) ? C18A C19A . 1.398(11) ? C18A H18A . 0.9500 ? C19A C20A . 1.336(12) ? C19A H19A . 0.9500 ? C20A C21A . 1.325(11) ? C20A H20A . 0.9500 ? C21A C22A . 1.398(10) ? C21A H21A . 0.9500 ? C22A H22A . 0.9500 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA C14 H14 O4 3_657 0.95 2.55 3.287(5) 134 loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion_site_symmetry_1 _geom_torsion C6 C1 C2 C3 . 1.1(4) C7 C1 C2 C3 . -177.7(2) C1 C2 C3 C4 . -2.6(4) C1 C2 C3 C8 . 175.9(2) C2 C3 C4 C5 . 1.3(4) C8 C3 C4 C5 . -177.3(3) C3 C4 C5 C6 . 1.4(4) C3 C4 C5 C9 . 178.2(3) C2 C1 C6 C5 . 1.7(4) C7 C1 C6 C5 . -179.4(2) C4 C5 C6 C1 . -2.9(4) C9 C5 C6 C1 . -179.8(3) Co1 O1 C7 O2 . 79.6(7) Co1 O1 C7 C1 . -102.2(6) Co1 O2 C7 O1 3_656 5.1(4) Co1 O2 C7 C1 3_656 -172.99(16) C6 C1 C7 O1 . -4.8(4) C2 C1 C7 O1 . 174.1(3) C6 C1 C7 O2 . 173.5(2) C2 C1 C7 O2 . -7.7(4) Co1 O3 C8 O4 2_546 0.3(3) Co1 O3 C8 C3 2_546 -179.1(2) Co1 O4 C8 O3 2_546 -0.3(3) Co1 O4 C8 C3 2_546 179.0(2) C2 C3 C8 O3 . 3.1(4) C4 C3 C8 O3 . -178.4(3) C2 C3 C8 O4 . -176.3(3) C4 C3 C8 O4 . 2.2(4) C4 C5 C9 C12 . 24.3(5) C6 C5 C9 C12 . -159.0(5) C4 C5 C9 C10 . 146.6(4) C6 C5 C9 C10 . -36.7(4) C4 C5 C9 C11 . -98.4(4) C6 C5 C9 C11 . 78.3(4) C17 N1 C13 C14 . 0.4(7) Co1 N1 C13 C14 . -174.9(4) N1 C13 C14 C15 . 0.3(9) C13 C14 C15 C16 . -1.0(8) C14 C15 C16 C17 . 1.0(8) C13 N1 C17 C16 . -0.4(7) Co1 N1 C17 C16 . 174.5(4) C15 C16 C17 N1 . -0.3(8) C22 N2 C18 C19 . -0.02(6) Co1 N2 C18 C19 . -173.7(5) N2 C18 C19 C20 . 0.03(7) C18 C19 C20 C21 . -0.09(15) C19 C20 C21 C22 . 0.14(19) C18 N2 C22 C21 . 0.08(16) Co1 N2 C22 C21 . 172.8(6) C20 C21 C22 N2 . -0.1(2) C22A N2A C18A C19A . 0.04(6) Co1 N2A C18A C19A . -177.9(5) N2A C18A C19A C20A . -0.02(7) C18A C19A C20A C21A . 0.09(15) C19A C20A C21A C22A . -0.2(2) C18A N2A C22A C21A . -0.12(15) Co1 N2A C22A C21A . 177.9(5) C20A C21A C22A N2A . 0.2(2)